Lesbian Seduction: A Stockings Tale
Summary: A lonely bi-curious MILF falls for an on-line teen Mistress.
Note 1: This is a long story?so patience is a virtue.
Note 2: This story is also an ode to one of my favourite fetishes, well okay definitely my favourite fetish, silk stockings.
Note 3: This story is dedicated to Maureen who suggested the idea, is also a stocking lover, and is the main MILF in this lengthy ode to nylons, lesbian submission, and coming to grips with who you are.
Thanks to goamz86, Robert and Wayne for editing this lengthy story.
Lesbian Seduction: A Stockings Tale
- FINDING AN ONLINE MISTRESS
Loneliness set in almost immediately. Maureen had been a single mother for the past fourteen years (after her husband left) and used to a king-sized bed with only her in it, but with her daughter, after having taken a year off after high school to work, going to university three hours away, she was utterly alone for the first time in over twenty years.
At forty-nine, all she had was her job as a lawyer at a mid-sized firm where she essentially did wills, estates work and some court work in that area. Like her home life, it was mundane.
Maureen had had a couple brief lesbian rendezvous while at conferences using Craigslist, but she always felt ashamed after for submitting to her sexual desires with complete strangers. Yet, she also yearned for the feelings of submitting to powerful women who understood her desire to be submissive in the bedroom...a complete polar opposite to her career persona.
At forty-nine, Maureen was still very attractive, having never lost her figure. She was tall at 5'9", with long legs, small 34B breasts, shoulder length flaming red hair and green eyes.
Maureen was also old school in her fashion sense. She always dressed in classy dresses, or skirts just above the knee and always wore sexy lingerie that unfortunately, almost no one ever saw, underneath. She only wore stockings, usually with a suspender belt, loving the idea that underneath her conservative, no-nonsense exterior was a sexy woman dying to be discovered. Her fetish for stockings was actually a point of pride as she hated when she went to weddings and saw the bridesmaids or, worse yet, the bride, bare-legged. The same went for funerals and formal events where nylons were, to her, the epitome of class and style. She thought 'what's the point of even coming if you were too lazy to finish off the outfit.'
Maureen's idol was the Duchess of Cambridge. There is a woman who knows how to dress and it is not just money and a great body. No, it's the willingness to make the effort. Kate had it all: looks, brains and fashion sense. As the fashion icon Helena Rubinstein once said "There are no ugly women, just lazy ones".
After reading a few stories online one night, she came across one that had online chat. Curious, she went online, created an account, and started chatting. After a couple of hours, with a few chats running simultaneously, she really got drawn into one chat with a younger girl. Her username was silkstockings18. Maureen, who had created the username milflezinnylons, was instantly intrigued.
Milflezinnylons: Hi, I like your user name.
Milflezinnylons: I'm 49, lawyer
Silkstockings18: I'm 18, high school student
Maureen was instantly worried about chatting with someone so young, but she was eighteen, which made her legal, and it was, after all, just online chat.
Milflezinnylons: nice to meet u
Silkstockings18: u too.
Milflezinnylons: do u really like wearing silk stockings?
Silkstockings18: yes!
Milflezinnylons: that is rare for a teenager
Silkstockings18: I know?but I wear them almost every day
Milflezinnylons: me too
Silkstockings18: at work?
Milflezinnylons: yes
Silkstockings18: pantyhose?
Milflezinnylons: never?usually silk stockings and a suspender belt
Silkstockings18: nice! I always wear thigh highs
Milflezinnylons: double nice!
Maureen couldn't believe there was a young lady who had the same fetish as she had.
Silkstockings18: are u wearing stockings now?
Milflezinnylons: no
Silkstockings18: why not?
Milflezinnylons: are u?
Silkstockings18: of course
Milflezinnylons: I just had a bath after a long day of work and got in my pajamas
Silkstockings18: I see
Maureen felt an instant connection with this young stranger and wanted to make her happy.
Milflezinnylons: I can put some on if u would like me to
Maureen instantly realized how submissive her last sentence was and shook her head at how easily she was getting drawn in to a girl (hopefully she was really a girl) on the internet that she knew absolutely nothing about.
Silkstockings18: u would do that for me?
Milflezinnylons: yes
Silkstockings18: please do then
The young eighteen year old senior already had a few online submissives?but somehow this one seemed different. She was intrigued by her and planned on slowly getting to know her better.
Milflezinnylons: brb
Maureen could have faked it, but she didn't like lying, even to an online stranger, plus getting slightly horny, even though the conversation had been very tame, she felt the need to put some on. She grabbed a garter and black stockings and rolled them on her legs, but kept her pajama top on.
Milflezinnylons: back
Silkstockings18: what colour
Milflezinnylons: black
Silkstockings18: nice choice
Milflezinnylons: u?
Silkstockings18: dark brown
Milflezinnylons: very nice
Silkstockings18: are u married?
Milflezinnylons: long divorced
Silkstockings18: kids?
Milflezinnylons: a 20 year old
Silkstockings18: b or g
Milflezinnylons: girl
Silkstockings18: does she like wearing nylons too?
Milflezinnylons: sadly, no
Silkstockings18: not like mother, like daughter
Milflezinnylons: today's generation is too lazy to put together a complete ensemble
Silkstockings18: I know if you're not going to put the effort to dress up completely, don't bother
Milflezinnylons: I say the same thing
Maureen couldn't believe how much she had in common with this complete stranger.
Silkstockings18: There are no ugly women, just lazy ones
Maureen couldn't believe the quote she always used was being quoted to her
Milflezinnylons: I use that exact quote with my friends
The teen smiled. She was quoting a neighbour across the street who she had heard saying it at a bridal shower a couple of months back and had used it ever since in her seductions of older women.
Silkstockings18: no way!
Milflezinnylons: u r like my doppelganger, just much younger
Silkstockings18: I'm flattered
Milflezinnylons: I'm the one who's flattered
Silkstockings18: sandalfoot or reinforced toe?
Milflezinnylons: sandalfoot of course, otherwise the toes aren't perfectly showcased
Silkstockings18: agreed?are your toenails painted?
Milflezinnylons: always
Silkstockings18: colour choice?
Milflezinnylons: varies?red usually, but purple on occasion, or pink, blue or green
Silkstockings18: interesting
Milflezinnylons: it is?
Silkstockings18: sure?u accessorize ur feet
Milflezinnylons: I guess I do
Silkstockings18: I often have two colours?like red and black (our school colours)
Milflezinnylons: my daughter's colours were red and black too back in high school
Silkstockings18: what a coincidence
Milflezinnylons: small world
Silkstockings18: I've enjoyed our talk and would love to chat more, but unfortunately, I need to go to bed?school in the morning
The teen wanted to leave the older woman wanting more...knowing that if she was submissive, as she assumed she was?she would eagerly come back online to chat with her.
Milflezinnylons: I should too
Silkstockings18: it was great chatting with u
Milflezinnylons: u too
Silkstockings18: good night
Milflezinnylons: I hope to chat with u again soon
The teen decided to give just a hint of her dominant side by giving a small order.
Silkstockings18: me too, but u better be wearing nylons
Milflezinnylons: yes, Miss
Silkstockings18: hmmm?Miss I like that
She meant it as a joke?but after it was out there, Maureen hoped it was enough of a dangling carrot for her to return to chat again soon.
Milflezinnylons:
Silkstockings18: sweet dreams
Milflezinnylons: ohh, I will
Maureen again giving subtle sexual hints.
When the young girl, whose name she hadn't even asked for, didn't respond again, Maureen logged out, pulled up a Literotica story, one of her favourites, Suburban Submission, and fingered herself to a quick orgasm imagining this stranger taking her?.even though she had no idea what she looked like.
The teen, meanwhile, pondered the possibilities of this new potential online sub. Although she couldn't be sure she was a submissive, she just sensed she was and also sensed she would be easy prey.
- GETTING TO KNOW EACH OTHER
The next day after work, Maureen poured herself a glass of wine, stayed in her garter and stockings, and immediately went online, hoping the teenager was online, yesterday's brief chat on her mind all day long at work.
Milflezinnylons: hi
Unfortunately, the teen either wasn't online or was busy as she didn't respond. Maureen instead read a few forums about finding an online Mistress. The idea was a big turn on for Maureen and she wondered if silkstockings18 was a Mistress. A couple responses hinted she may be, but there was definitely nothing conclusive.
Meanwhile, the teenager saw the message and smiled?she is eager. Knowing how to play the game, she ignored the chat response while she finished her homework.
Disappointed, Maureen ordered food for delivery and was just finishing eating her Chinese food and half done her second glass of wine when she got a response.
Silkstockings18: hi back
Maureen felt a tingle down below?an odd excitement considering the response was completely generic.
Milflezinnylons: how was your day?
Silkstockings18: boring?as high school usually is
Milflezinnylons: lol
Silkstockings18: how was your day?
Milflezinnylons: boring too?
Silkstockings18: u didn't put anyone in jail today?
Milflezinnylons: I'm not that kind of lawyer?I do wills and estates and stuff
Silkstockings18: I c?so tell me about yourself?what do u look like?
Milflezinnylons: I'm 49, but look much younger I am told; I have green eyes and red hair?my Scottish ancestry dominating
Silkstockings18: I'm Norwegian
Milflezinnylons: so blonde hair and blue eyes?
Silkstockings18: I fit that stereotype completely yep
Milflezinnylons: thin too I imagine
Maureen was trying to picture this intriguing teen.
Silkstockings18: I suppose?breast size?
The teen finally asked a question that shifted from generic to slightly more personal.
Milflezinnylons: 34b?my breasts are rather small?but still firm for my age!
Silkstockings18: I have 36c and sometimes wish mine were smaller?
Milflezinnylons: I've always wished mine were bigger
Silkstockings18: everyone always wants what they don't have
Milflezinnylons: so true!!
Silkstockings18: shoes?open toe or closed toe
Milflezinnylons: open of course?I need to showcase my toe accessory?LOL!!!
Silkstockings18: cool?how did u begin ur fetish for nylons
Milflezinnylons: it's a long story
Silkstockings18: I have time
Milflezinnylons: my mom was very strict, very Christian, so make-up and lingerie were always practical and nothing too fancy. I first got interested in more feminine styles of lingerie, stockings, heels etc. as a babysitter. I babysat a lot in my neighbourhood. One dull night after the kids went to bed, I was putting away some laundry, and there in the master bedroom was a copy of Penthouse magazine - considered pretty risqu? at the time. I was looking at the pictures of some of the models and thought that the lingerie they were wearing was sexy and very attractive. Curious, I decided to see what the lady of the house had in her drawers and closet. I found a suspender belt, some nylons that had been worn before, and a bra. They were a lovely pastel pink, and I tried them on. Now I never did fill the bra cups very well, and still would not, but god I loved the look.
Silkstockings18: u bad girl
The teen already had ideas for how to push the submissive if it went that far.
Milflezinnylons: I was a good teen, a somewhat bad college girl and then a loyal wife
Silkstockings18: now?
Milflezinnylons: I am looking to be a bad girl again
Silkstockings18: I'd love to know more about ur bad girl fantasies, but my parents are calling me
Maureen kept forgetting she was in high school and felt slightly guilty chatting so freely with a teenager.
Milflezinnylons: no problem, I should give my daughter a call
Silkstockings18: have a good evening
Milflezinnylons: u too
Like the night before, Maureen ended up pleasuring herself, fantasizing about submitting to the young teenager.
She also went on Craigslist and searched ads for Boston, where she would be in three weeks. Her desire for another evening of no strings attached sex was growing and she wasn't even sure she could wait three weeks. She left messages to a few ads and went to bed.
?..
The next day was crazy and it was almost nine by the time Maureen got online. Unfortunately, the teen didn't respond to her message and Maureen was so horny she ended searching Craigslist in her own city. A few ads were intriguing and she almost replied to a couple, but resisted, the thought of somehow getting caught by someone she knew or worked with, no matter how miniscule, overriding her desire.
Instead for the third straight night she ended up getting herself off with her fingers.
The next day, she got home around dinnertime and as she made herself something to eat, she brought her laptop downstairs and logged in. To her surprise, there was a message from the teen.
Silkstockings18: sorry I missed u last night?I'll be on around 7 tonight.
Maureen looked at the clock. She had almost two hours until then. Thus, she made supper, watched the TV news and had a shower. Sitting on the couch, to watch television and simultaneously chat, she was only in a robe and thigh high stockings?sans either a bra or panties. Trying not to appear too eager, she waited until ten after seven before logging in.
Milflezinnylons: Hi
Silkstockings18: Hi, sexy
Being called 'sexy' by a teenager made Maureen blush, even if it was generic considering the teen had no real idea, other than her earlier description, of what she looked like.
Milflezinnylons: Right back at u
Silkstockings18: So tell me something you have never told anyone
The sentence threw Maureen. After a brief consideration she answered.
Milflezinnylons: I read craigslist ads in hopes of meeting someone
Silkstockings18: romance or casual encounters?
Milflezinnylons:
Silkstockings18: have u ever used it?
Milflezinnylons: while out of town
Silkstockings18: never at home?
Milflezinnylons: too close for comfort
Silkstockings18: fair enough?hobbies?
Milflezinnylons: work
Silkstockings18: u r not a work first woman r u?
Milflezinnylons: since my daughter went to college I sure have been
Silkstockings18: hmmmm?we may have to change that
Maureen was intrigued by the sentence.
Milflezinnylons: ?
Silkstockings18: Out of curiosity, why did u contact me?
Milflezinnylons: your username intrigued me
Silkstockings18: that's it?
The teen would never start being the aggressor, she wanted her pet-to-be to willingly give in to her.
Maureen, meanwhile, decided to be frank with the stranger?anonymity making such honesty easier.
Milflezinnylons: well, truth be told, I have become somewhat lost
Silkstockings18: how so?
Milflezinnylons: since my husband left, I have focused on work and my daughter, but now that she is gone I am lost?I have been living for others for so long I don't know who I am
Maureen stared at her words?sadly that was her life in a nutshell?a life that didn't include her needs.
The teen smiled at the honest declaration. As expected, this women was desperately looking for some guidance.
Silkstockings18: and what are u looking for?
Milflezinnylons: honestly? I'm not sure...
Silkstockings18: can I ask u a frank question?
Milflezinnylons: of course
Maureen somehow trusted this stranger with her complex feelings; plus, this was the internet, which made her expressing her true feelings feel safe and somewhat therapeutic.
Silkstockings18: when did u last have sex?
Milflezinnylons: 3 months ago at a conference
Silkstockings18: man or woman?
Deciding to be completely frank with the intriguing young woman she answered honestly.
Milflezinnylons: woman?I have lost faith in the male species
Silkstockings18: and u have been with a lot of women?
Milflezinnylons: just 2, both one time each, using craigslist
Silkstockings18: I c?u r very concerned about ur identity obviously?
Milflezinnylons: yes
Silkstockings18: yet being a lesbian isn't something to be ashamed of
Milflezinnylons: I know that today many young people are gay or bi, but in my generation it was still very taboo?my mom would roll over in her grave if she knew I had been with another woman
Silkstockings18: I understand?but hiding behind a veil of dissatisfaction will only make u miserable
Milflezinnylons: already there
Silkstockings18: can I ask another personal question?
Milflezinnylons: u can ask me anything
Silkstockings18: be careful of such broad promises?I can be a very demanding person
The teen opened the door slightly to her true intentions, which Maureen caught and hoped she was right.
Milflezinnylons: ask away
Silkstockings18: were ur two experiences with women satisfying?
Milflezinnylons: very
Silkstockings18: were u submissive to your lovers
The question asked, Maureen answered hoping the young girl would take the hint. She hadn't been submissive with her husband, but she was definitely the submissive in both female encounters, particularly the second time.
Milflezinnylons: yes
Silkstockings18: and u r confused by your feelings of enjoyment at being submissive
Maureen was stunned at how such a young woman could understand her feelings so well.
Milflezinnylons: yes
Silkstockings18: yet, u felt guilty after, didn't u?
Maureen was in awe at how well this stranger knew her.
Milflezinnylons: how could u know that?
The teen decided to just throw out the truth that had been implied but not spoken.
Silkstockings18: a Mistress needs to understand her submissives
Maureen stared at the words...there they were?the words she had been hoping to read, yet she wasn't sure what to say next.
Milflezinnylons: ur a Mistress?
Silkstockings18: to some
Milflezinnylons: WOW
Silkstockings18: r u looking for someone to guide u through your journey to self-discovery?
Milflezinnylons: I think so
Silkstockings18: u need to know so?there is no half way in self-discovery
Maureen read the words?indeed she wanted to let go of her years of propriety and just enjoy the pleasures that God created her to enjoy.
Silkstockings18: or in being a submissive
Maureen was about to reply when the next words came. This was the opportunity she was waiting for. Yet, her hand trembled with trepidation. Was she willing to obey the words of an eighteen year old stranger? As she considered it, she rationalized it was all just online and if the expectations became too extreme she could always pretend, say no or just quit corresponding.
Milflezinnylons: I'm ready
Silkstockings18: for what?
The teen wanted the submissive to say the words, to declare her needs?thus accepting them.
Milflezinnylons: to be guided through my journey of sexual self-discovery
Silkstockings18: and what r u willing to do?
Milflezinnylons: whatever I'm instructed
Silkstockings18: r u wearing nylons right now?
Maureen, wanting to clarify the distinction between Mistress and sub, answered with respect.
Milflezinnylons: yes, Miss
Silkstockings18: and u will always wear them when conversing with me
Milflezinnylons: yes, Miss
Silkstockings18: did u masturbate last time after chatting with me?
Milflezinnylons: yes, Miss
Silkstockings18: r u wet right now?
Milflezinnylons: yes, Miss
Silkstockings18: have u touched yourself during our conversation
Milflezinnylons: no, Miss
Silkstockings18: do u want to?
Milflezinnylons: if u will let me
Silkstockings18: undress, until u r only in ur stockings
Milflezinnylons: I am only in a robe and thigh highs.
Silkstockings18: Hmmmm, for me?
Milflezinnylons: Yes, Miss
Silkstockings18: Drop the robe
Milflezinnylons: Ok, Miss
Maureen stood up, dropped the robe, and sat back down feeling oddly liberated.
Milflezinnylons: only in thigh highs now, Miss
Silkstockings18: good girl
Reading the words 'good girl' made Maureen blush and get damp.
Milflezinnylons: Thank u, Miss
Silkstockings18: do u own toys?
Milflezinnylons: just a vibrator from the Clinton era
Silkstockings18: task one is obvious then
The idea of obeying tasks turned Maureen on more.
Milflezinnylons: buy new toys?
Silkstockings18: yes?I expect u to have a few specific things if u r going to really push yourself
Milflezinnylons: I'll buy whatever u order me to, Miss
Silkstockings18: u sure?my list will be extensive, expensive and maybe even shocking
The warning only enhanced Maureen's eagerness.
Milflezinnylons: I have $ and I am not easily shocked?I work on divorce cases
Silkstockings18: touch??u will need a wi-vibe, be-wa balls, a multi-speed vibrator, a double-ended dildo, a strap-on cock, a wall suction cock, and a 3-pack of butt plugs starting from beginner to advanced.
Although Maureen was curious and eager, she gasped at the lengthy list and some of the items. She had never had anal sex, nor used a double-ended dildo and didn't even know what a wi-vibe or be-wa balls were. She had been fucked with a strap-on the last time she had been with a woman though.
Milflezinnylons: Oh, my
Silkstockings18: Want to run away now?
Milflezinnylons: Nooooo, just I don't even know what some of those things are or when I would ever get to use them
Silkstockings18: I promise that u will use every one of those before the year is out
Milflezinnylons: that is a pretty big promise
Silkstockings18: and I never break my promises
Milflezinnylons: okay
Silkstockings18: I need to go now.
Milflezinnylons: okay
Silkstockings18: message me when u have all the items and send me a photo of them
Milflezinnylons: yes, Miss
Silkstockings18: and I want u to not touch yourself until u have purchased all the items?I want ur next orgasm to occur while we chat
Milflezinnylons: okay?although that will be hard?.u have me pretty revved up at the moment
Silkstockings18: all good things come or cum to those who wait, my pet
Seeing the words 'my pet' triggered a slight leak out of Maureen's needy pussy.
Milflezinnylons: yes, Miss
Silkstockings18: good pet
Silkstockings18: ps?buy lube?lots and lots of lube
Milflezinnylons: yes, Miss
Silkstockings18: good night
Milflezinnylons: good night, Miss
Maureen desperately wanted to pleasure herself and considered not obeying the order (how would she know), yet she felt compelled to obey and reluctantly went and had a bubble bath instead.
That night, Maureen tossed and turned, her pussy never ever completely dying down from the need to come.
- THE FIRST REVEAL
The next day, being a Saturday, Maureen drove to a part of the city she never goes to and to an adult store where no one would likely know her.
She purchased all the items on the extensive list, plus a couple lesbian porn movies. She was in awe with the different sizes that could supposedly fit in a person, but returned home horny as hell.
It was two in the afternoon and even though Maureen didn't want to look to eager, her wet pussy took control and she logged in.
Milflezinnylons: Hi, Miss, I purchased the items as instructed.
Not surprisingly, the teen didn't respond. Maureen assumed an eighteen year old had better things to do at two in the afternoon on a Saturday than be online.
Maureen stayed logged in, while doing her usual Saturday activity, checking out what was new at two of her favourite websites that focused on stockings and lingerie. Although she was telling the truth, she preferred sandalfoot nylons compared to reinforced toe, she had become obsessed lately with old fashioned styles.
Maureen flashed back to an old small boutique chain where she purchased her first pair of real nylon stockings when she was in college in San Francisco at Albert's. Maureen had heard while eavesdropping at a sorority function that Albert's was legendary for their lingerie products, especially nylons. Maureen was instantly intrigued and went to the boutique the following day. She was in awe. All the stockings were behind display cases, with clerks wearing gloves pulling them out for customers to see and to feel. Once purchased, each pair was wrapped in tissue paper and boxed. So elegant. So proper. After Maureen purchased a pair, after an hour of nylon shopping, she felt like a true lady for the first time?like Eliza Doolittle did when she was transformed in Pygmalion.
Albert's long gone, Maureen now searched for pure silk stockings online, where some businesses specialized in them, and on eBay, where she searched for true vintage stockings from the 50s and 60s. Last month Maureen had purchased six pairs that were truly lovely, 100% nylon, with no stretchy Lycra. They, of course, require proper adjustment of the suspender straps, otherwise they sag a little, but Maureen loved them and couldn't wait for them to arrive.
Shopping online, two new products, both recreations of classic hosiery caught her eye.
The Natalie Diamond Heel was a gorgeous, newly manufactured vintage nylon stocking with a small ivory Picot at the top of the welt, with a diamond heel pattern to create a true masterpiece. The French heel detail had not been in production since the late 60's and Maureen instantly knew she must have a pair even at the exorbitant cost of 89 dollars a pair.
The other new item that caught Maureen's eye was called Gennia Full Fashion and is the only fully fashioned 10 denier stocking on the market! The Gennia 10 Denier Fully Fashioned Stocking is made the old fashioned way, with the European heel treatment, reduction knitting on the heel and calves, the characteristic finishing hole on the back of the welt and a fine white picot line at the top of the welt. Maureen loved sheer nylons and had only once ever purchased an Ultra Sheer 10 Denier nylon. Coming in three colors, black, coffee and beige (most vintage only come in beige), Maureen ordered a pair in each colour. She also purchased a new corset. She already had two she almost never wore, but still she couldn't resist the Persephone Corset with beautiful black lace over nude satin that shaped the model perfectly (hopefully it would do the same for her) with a promised 2-4 inch waist reduction.
She wasn't dressed up, but the purchase of the classic hosiery and reminiscing about her first time at Albert's, Maureen decided to get all dolled up old school, even if she had no plans to leave the house the rest of the day.
Maureen went to her closet, pulled out one of her seldom worn corsets, the last time being Halloween over six months ago, and after getting completely undressed put it on. The good news was she hadn't gained any weight in the past half year as it still fit perfectly and a corset was not a forgiving piece of clothing for weight gain. She went into her special drawer for a pair of vintage stockings she had purchased on eBay a few months ago and had yet to wear. She slid the super soft silk up her legs, feeling decadent and rich, again like Eliza Doolittle. No husband, no current lover, she spoiled herself with old-fashioned lingerie?even if she almost never wore it outside the house or for any person. She hooked the stockings to the garters and looked at herself in the mirror. At 49, she still looked very good and the lingerie only enhanced her body.
Dressed only in lingerie, she returned to her computer and got a rush of adrenaline when she saw that the teen had responded a couple of minutes ago.
Silkstockings18: hi, my pet
Milflezinnylons: hi, Miss
Silkstockings18: did u enjoy ur shopping spree?
Milflezinnylons: yes, but toys have changed dramatically since I was in college
Silkstockings18: for the better
Milflezinnylons: I assume so
Silkstockings18: u will find out soon enough
Maureen loved the promises the teen Mistress kept alluding to, her pussy burning with need.
Milflezinnylons: I hope so
Silkstockings18: have u taken a picture of ur items yet
Milflezinnylons: no, Miss
Silkstockings18: please do. It's not that I don't trust u?I do?but if I am really going to help u in your sexual awakening I need to know without a doubt that u r obeying.
Milflezinnylons: of course?I'll take a picture with the computer. It will take a minute.
Silkstockings18: k
Maureen pulled the toys out of the large brown, non-descript bag, and placed them on her coffee table which was, like a lot of her furniture items, an antique from the 1950s. She took each out of its packaging and wondered when she would get to use some of the two person items. All laid out, she moved the computer until all the toys were in the camera shot and took a picture. She then sent the photo.
Milflezinnylons: done.
The teen stared not at the items, although she was very impressed that this woman had obeyed, as this was often the moment where things came to an abrupt end (Heather didn't chat or train with liars), but at the antique coffee table that vaguely looked familiar, she just couldn't place it.
Silkstockings18: good pet, this obedience means we can continue our journey together
Milflezinnylons: thank you, Miss
Heather continued looking at the coffee table, wracking her brain on where she had seen it before. Was it possible she knew this person? It seemed unlikely, near impossible, the odds of winning the lottery more likely than hooking up online with someone she knew.
Silkstockings18: I usually ask this question earlier, but I realize that I never asked u your name or where u are from.
Maureen paused before responding. Telling her the country wasn't a big deal, but what name should she give her. Yet, feeling safe in the cloud that was the internet she figured she would give her real name?ironically thinking likely the teen would assume it was a fake name.
Milflezinnylons: I'm Maureen and I'm from Canada
That didn't help Heather, she was from Canada too, but Canada is a pretty big country (well size wise, but with over 35 million people, the odds of Maureen being someone she knew was still unlikely. She wanted to know more so she asked more question; she also lied about her location (to make the still-in-training submissive comfortable) and used her middle name as she always did online.
Silkstockings18: I'm Sienna and from England
Maureen loved that she was from England. Their accent had always turned her on (men and women) and being in love with Duchess of Cambridge (her first lesbian crush of a younger woman) she was obsessed with anything English. The closest she had got to going to London though was the fact that she lived in London?London, Ontario.
Milflezinnylons: I've always wanted to go to England
Silkstockings18: I've always wanted to go to Canada
Milflezinnylons: We should swap houses one day like in that movie The Holiday.
Silkstockings18: Or one day, if u r a good pet, maybe u can CUM visit me
Maureen's pussy gushed slightly, she was a squirter, at the very direct innuendo.
Milflezinnylons: Or u can CUM to me
Heather purposely played dumb to hopefully get more information from Maureen. She tried to remember if she knew anyone named Maureen. Were any of her teachers Maureen? Any of her friends' mothers? She knew that coffee table...yet she continued to not be able to place it.
Silkstockings18: So what state do u live in?
Milflezinnylons: Ontario and we have provinces here, Miss
Heather also lived in Ontario?the possibility of her knowing this individual continued to increase?the impossible becoming possible. Heather did have a couple real older submissives she used for her own pleasure (her English teacher and the mom of one of her best friends, unbeknownst to her best friend), but most of her subs were online women desperate to role play. Was it possible to actually add to her real life submissives?
Heather told the truth, by playing with the words.
Silkstockings18: I live in London
Maureen smiled as she replied.
Milflezinnylons: I live in London too. London, Ontario, I think it is a bit smaller than your London.
Heather stared at the last response. She too lived in London, Ontario. Her head was now spinning. She obviously had been in this woman's house. Who could it be? She knew this woman had red hair, green eyes, a twenty year old daughter in college and was divorced. As she continued to wrack her brain she continued chatting.
Silkstockings18: we really are kindred spirits?love of nylons and now the same city name
Milflezinnylons: it's kismet
Silkstockings18: indeed it is?so tell me another secret no one else knows
Maureen, rubbing her own knee to feel the silk nylon, knew exactly what she was going to tell.
Milflezinnylons: Although no one knows this?NO ONE?I have a small but quickly growing collection of vintage stockings from the 50s and 60s that I love to wear in the house by myself, but sadly never get to wear them out
Silkstockings18: why not
Milflezinnylons: they are not practical for work and I don't have dates?last time I wore a pair out was for Halloween with one of my corsets
Silkstockings18: corsets?yummy?u r very intriguing
Milflezinnylons: I'm wearing one now!
Silkstockings18: u r not!
Milflezinnylons: I am. With a pair of vintage seamed stockings
Silkstockings18: no way
Milflezinnylons: as my daughter would say, WAY
Maureen, knowing that Sienna was across the ocean, offered to take a picture.
Milflezinnylons: I'll take a picture if u wish
Heather eagerly wanted a photo?something to solve the mystery that was driving her nuts.
Silkstockings18: if u r comfortable with it
Milflezinnylons: It will be only of my bottom half
Silkstockings18: of course
Maureen awkwardly backed up while still close enough to press the snap button on the computer. She had to take three. The first was blurry and the second captured only her breasts. The third showed from just below her breasts to just below the top of the stockings. She sat back down and sent the photo.
Heather stared at it. There were no new clues in the photo. Maureen's body was quite beautiful, but not one that looked familiar to her?of course why would it?
Milflezinnylons: sent
Silkstockings18: wow?that is very, very HOT
Milflezinnylons:
Silkstockings18: I'm the one red now?u got me a bit hot and bothered
Milflezinnylons: u have had me hot and bothered for the past few days
Silkstockings18: hmmmmm?so let's solve your hot and bothered issue
Milflezinnylons: okay!!!
Silkstockings18: but first I need to plan task 2?do u go to church
Milflezinnylons: of course, I'm a good Catholic girl
Silkstockings18: oh, u Catholics
Milflezinnylons: look sweet and pure on the outside, but a horny slut underneath and then repent
Silkstockings18: so funny?task 2
Milflezinnylons: yes
Silkstockings18: actually that will be task 3?task 2 is for u to go out for dinner tonight
Milflezinnylons: okay?
Silkstockings18: at a nice restaurant
Milflezinnylons: okay?
Silkstockings18: wearing what u r wearing now
Milflezinnylons: ???
Silkstockings18: with a dress or skirt of course
Milflezinnylons: u had me worried?that was a little too much self-discovery for one day
Silkstockings18: but wait I have another idea
Milflezinnylons: u r like an Attention Deficit Disorder Mistress
Silkstockings18: u have no idea?anyways?are there any teens on your street that make that pussy of yours damp
Milflezinnylons: honestly, two of Shannon's best friends, but they are both gone now too
Maureen gasped as she realized after hitting send that she had given her real daughter's name. She then shrugged, not worried about the potential revealing to someone overseas.
The light bulb suddenly went on for Heather. How could see be so dense? She was talking to Ms. Lynch?a vague acquaintance of her mother. They had moved here three years ago. The only time she had been in the house, and saw that unique coffee table, was when her mom had dragged her over to welcome them to the neighborhood. And that quote: There are no ugly women, just lazy ones...it was Ms. Lynch she had heard say it at that baby shower!
Her daughter Shannon was two years older than her and although she knew who she was, they would never run in the same circles?Shannon was a nerd, Heather was a cheerleader.
Milflezinnylons: Although there is a girl a few doors down from me who is pretty hot?although my daughter always called her a bitch.
Heather assumed it was her, there were no other girls her age on the street, but asked anyways.
Silkstockings18: what's her name?
Milflezinnylons: Hannah?maybe?I don't recall, I've only met her a couple of times?.I'm sure my daughter would remember
Heather was disappointed that the woman didn't know her name?but one day in the near future she would be screaming it.
Silkstockings18: what does she look like?
Milflezinnylons: oh u know?blonde hair, blue eyes, an amazing body?.but the kind of girl who knows it too
Heather smiled as she typed the next line, her head spinning with a million possibilities of having an online pet she could watch from nearby.
Silkstockings18: she sounds a lot like me?maybe u should ask her to be ur Mistress
Milflezinnylons: lol
Silkstockings18: I have a new task number 2
Milflezinnylons: I'm not sure I can keep track of all these number changes
Silkstockings18: task 3 go to supper in what u are wearing, task 4 go to church tomorrow in something vintage as well and with the be wa balls in that cunt of yours.
Milflezinnylons: oh, God
Silkstockings18: u can worship him or me while u r at church
Milflezinnylons: u r serious?
Silkstockings18: r u going to do it?
It may have been the excessive wetness in-between her legs, it may have been the undeniable desire to obey and impress this young lady, or it may have been a hunger to break free of the chains of boredom that had so long held her down, but she answered in the affirmative.
Milflezinnylons: of course, ma'am
Silkstockings18: ma'am? What am I 60? It's either Miss or Mistress
The idea of having a real online Mistress was too much to resist for Maureen, plus she was already obeying every order anyways.
Milflezinnylons: yes, Mistress
Silkstockings18: excellent, u r going to make a very good pet
Milflezinnylons: thank u, Mistress
Silkstockings18: u r welcome my little MILF slut
A new name, a little more degrading, continued Maureen's intoxicating desire to submit unconditionally.
Milflezinnylons: I'll be your pet, slut or whatever u want me to be, Mistress
Silkstockings18: ready for task 2, I've changed the order a bit.
Maureen assumed it was using one of these toys on the coffee table.
Milflezinnylons: YES!!!
Silkstockings18: put on a dress and some heels and go to that teen Hannah's house and ask if you can borrow some sugar
Milflezinnylons: really?
Silkstockings18: yes, u can go out in ur sexy lingerie and at the same time give a hint maybe of your interest in the teenager
Milflezinnylons: I'm not that outgoing
Silkstockings18: u will be for me, won't u?
Maureen could feel the pull of utter obedience towards Sienna and even though the task terrified her, even though it was rather simple, she continued to obey.
Milflezinnylons: yes, Mistress
Silkstockings18: go do it now and then come back and tell me how it went
Milflezinnylons: yes, Mistress
Silkstockings18: good, pet slut
Maureen, her pussy sopping wet, reluctantly went to her room, put on a long black dress that was way too classy for walking down the street, slipped into the three inch heels that matched it and went to fulfill the task.
Maureen grabbed a cup, deciding she would ask for flour instead as it was a more logical request. She was very self-conscious as she walked outside dressed as if she was going to a fancy restaurant and not down the street to borrow some flour. Thankfully, no one was outside as she crossed the street and walked the few houses down.
Heather looked out the window from her room and saw that Maureen was crossing the street. The pretty MILF was again obeying her orders.
Reaching the house, she took a deep breath and pressed the doorbell.
Heather took her time going to the front door. Opening it, she said, "Oh, hi, um, Mrs?."
Maureen finished, "Ms. Lynch."
"Right," Heather nodded, "what can I do for you, Mrs. Lynch?"
"It's just Ms.," Maureen corrected, hating being called Mrs., a constant reminder of her failed marriage.
"Oh, I'm sorry," Heather apologized sincerely. After a pause she asked, "What can I do for you, Ms. Lynch?"
Suddenly remembering the pretty blonde's name was Heather and not Hannah, Maureen smiled, "I was about to make some cookies and realized I was out of sugar." Maureen forgot to ask for flour like she had planned, not that it mattered, suddenly overwhelmed by the task and how beautiful Heather actually was.
"You are making cookies dressed like that?" Heather asked.
"I know," Maureen shrugged. "It's silly, but I have all these nice outfits that I never wear and figured screw it."
"Screw it, indeed," Heather laughed, "well, you look very nice."
"Thank you," Maureen replied, her face going slightly red at the compliment. She imagined Sienna looking a lot like Heather.
"Come on in," Heather offered, "I'll get you some sugar."
"Thanks," Maureen said, walking in.
Heather took the cup and said, "I'll be right back."
Maureen watched the teen, in tight jeans, walk away. As she waited, she felt giddy at obeying Sienna's order.
Heather filled the cup and returned, amused at the idea that her newest pet was in her house completely oblivious to the reality. Yet, she had no intention of revealing this fact. Instead, she planned to train the pretty MILF online first. Handing the cup back to Maureen, she said, "Here you go, Ms. Lynch."
Maureen noticed as she glanced down that the teen's feet were encased in nylon. 'How rare,' she thought to herself. She took the cup and smiled, "Thank you."
"No problem," Heather smiled and joked, "I'm sure if you ever need any baking supplies we will have what you need."
Maureen laughed, "Good to know."
Heather added, "Well, have a good day, Ms. Lynch."
"You too, Heather," Maureen nodded, as she hesitated briefly, glancing down to see the teenager's stocking-clad feet, before she opened the door and left.
Closing the door, Heather smiled, going to grab a drink of water before heading back to her room and laptop.
Maureen returned to her house, immediately slipped out of her heels, and returned to her computer.
Milflezinnylons: I'm back
Silkstockings18: how did it go?
Milflezinnylons: fine?Heather, that is her name, not Hannah, answered the door.
Silkstockings18: did she look hot?
Milflezinnylons:
Heather was curious how her new pet would describe her.
Silkstockings18: that is not an answer, my pet
Milflezinnylons: yes, she looked absolutely stunning
Silkstockings18: how so?
Milflezinnylons: she has blonde hair and blue eyes, just like u?
Silkstockings18: maybe she is my Canadian twin
Milflezinnylons: maybe, she is 18 too and oddly enough she was wearing nylons under her jeans
Silkstockings18: I often do that too?I do love how my ass looks in a nice pair of tight jeans
Milflezinnylons: I loved how Heather's did as she walked away to get me some sugar
Silkstockings18: I think maybe I will have to get u to submit to her one day
Milflezinnylons: oh my?too close to home
Heather laughed at the irony of the response.
Silkstockings18: fair enough?horny?
Milflezinnylons: leaking!!!
Heather, horny herself, grabbed her cell and texted Angela, her friend's mother, and her personal plaything.
Slut, I expect you here in fifteen.
Silkstockings18: I need to get going. I expect you to go out tonight for dinner dressed in your sexy vintage wear
Milflezinnylons: okay, Mistress
Silkstockings18: and I expect u in similar vintage stockings at church tomorrow
Milflezinnylons: okay, Mistress
Silkstockings18: and u will wear those ben wa balls in that pretty pussy of yours
That made Maureen gasp.
Milflezinnylons: Oh my, I better go to confession first
Silkstockings18: and u will orgasm at church
Maureen finally saw a task that disturbed her. Dressing up for church was edgy, putting the strange balls in her was intense, but coming in church was extreme.
Angela replied: I'm with Karen.
Heather sighed annoyed: So?
Milflezinnylons: Mistress, that seems a bit extreme
Silkstockings18: Slut! U either trust me and obey unconditionally, or you don't. There is no half way.
Maureen didn't like the ultimatum, but she also didn't like the thought of not talking with her.
Milflezinnylons: I understand
Angela replied: Yes, Mistress, on my way soon.
Heather replied: Good, slut.
Silkstockings18: Good slut. Sorry, for my harsh tone, but I have little patience for disobedience
Milflezinnylons: I understand, I will be a good pet
Silkstockings18: I know u will and now for your treat for being such a good girl
Milflezinnylons: yes???
Silkstockings18: get out of your dress
Maureen's pussy was dripping with anticipation as she obeyed the command.
Milflezinnylons: yes, Mistress
Silkstockings18: get on all fours, grab ur suction cock, crawl to the wall on all fours, put the suction cup on the wall and fuck yourself to orgasm, imagining submitting to Heather.
Milflezinnylons: hmmmmmm
Silkstockings18: go do it now?and come back on tomorrow after church
Milflezinnylons: yes, Mistress
Silkstockings18: now go and fuck yourself like the dirty little submissive teen loving slut u r
Maureen's pussy gushed at the nasty name calling.
Milflezinnylons: yes, Mistress
Silkstockings18: bye, slut
Milflezinnylons: bye, Mistress
Silkstockings18: now go fuck yourself, NOW!!!
Maureen immediately fell to her knees. She reached for the suction cup on the table and crawled to an open spot on the wall. She licked the end of the suction cup and put it on the wall. So desperate to cum, so desperate to obey, she turned around and slowly moved back. She tried to get the toy in her wanton cunt, but the toy was too high. She quickly turned around, lowered the fuck-toy, turned back around, slowly moved back and moaned as the cock slid between her wet pussy lips.
Maureen continued until the whole six inch toy was inside her. Closing her eyes, she fantasized of Heather.
"That's not why you're really here is it, Ms. Lynch?" Heather asked.
"Pardon?" Maureen asked.
"The sugar you really want is between my legs, isn't it?" Heather smiled.
"W-w-what?" Maureen stammered, shocked by the girl's aggressive words.
"Knees, now!" Heather ordered.
"Young lady, I?." Maureen was cut off.
"Now!" Heather roared.
Maureen quickly obeyed.
"Good, MILF," Heather purred, as she tugged her tight jeans down her legs, revealing a pair of thigh high stockings.
Maureen stared at the blonde beauty with a mixture of awe and fear; trepidation and hunger.
"Have you eaten cunt before?" Heather asked.
"Y-y-yes," Maureen admitted, staring at the young girl's nylon-clad legs.
"And you want to eat me, don't you?" Heather questioned, as she pulled her thong down her perfect legs.
"I-I-I don't know," Maureen stammered, even as her mouth watered.
Maureen was riding the suction-cup cock like a cock-hungry whore, desperate to come.
"Yes or no, slut?" Heather asked, "I have other MILF sluts who would eagerly take me up on my generous offer."
"Yes," Maureen whispered.
"Yes, what?" Heather questioned.
"Yes, I want to eat you," Maureen admitted, still not looking up at the blonde beauty.
"Crawl to my feet," Heather demanded.
"Yes, Miss," Maureen nodded, crawling the few feet to her.
"Beg to lick me, slut," Heather ordered, looking down at the MILF.
"Oh fuck, God, yes Mistress, let me eat your cunnnnnnnnnnnt," Maureen screamed as her orgasm finally hit her like a jackhammer and she collapsed on the floor.
A couple minutes later, Maureen finally got up, her body spent from the orgasm that cascaded through her.
She stood up and stretched, her knees sore from being on them so long. Walking to the couch to close her computer, she saw that her young Mistress had left her another task.
Silkstockings18: at your dinner tonight...put those ben wa balls in that pussy of yours and I want u to masturbate yourself to orgasm at the dinner table.
Maureen stared at the task. Her orgasm done, her head clear, this task and the others suddenly seemed rather extreme. She didn't respond to the task and instead went to her room to take a much needed nap.
Meanwhile, Heather impatiently waited for her slut to arrive. Training her new pet, mixed with the brief conversation with her, had her pussy burning and she needed a pet to get her off.
The doorbell finally rang and she went downstairs, opened the door and snapped, "What took you so long?"
"Sorry," the very pretty redhead stammered, "Chelsey made me drop her off at home first."
"Get in here," Heather sighed, smiling inside at the MILF's excuse. Chelsey, one of her best friends, was almost as demanding as Heather ?although completely oblivious to the reality that her mother was a submissive lesbian slut.
The redhead came in and Heather, horny as hell, didn't bother taking her to her room. She quickly got out of her jeans and asked, "What are you waiting for?"
"Here?" Chelsey's mom asked surprised.
"Would you rather do it on my front steps?" Heather sarcastically asked.
"No, Mistress," the MILF replied, dropping to her knees in front of her daughter's intoxicating friend and without delay began licking.
"Good, slut," Heather moaned, already very wet from her online chat.
"Mmmmmmmm," the submissive moaned, the young girl's pussy so unexplainably intoxicating. She recalled the first time she ate Heather's pussy, in the kitchen of her home, while her daughter slept. She had been addicted ever since, always ashamed at her lust for an eighteen year old, particularly one of her daughter's friends. Each time she finished pleasing the teenager, often in bizarre locations (a movie theatre washroom, her daughter's bedroom when she was still at school, on an operating table at the hospital, in the back seat of her vehicle and now at the entrance of Heather's home), she told herself she would never do it again. Yet, each time she got a text, she dropped whatever she was doing to meet the teen wherever she was told.
"That's it, Mommy-pet," Heather moaned, loving reminding her pet of who she really was.
The redhead continued licking her teen Mistress, humility never a factor once she got a taste of pussy.
Heather, clearly in a hurry, grabbed the MILF's head, and began grinding on her face. Imagining it was Maureen on her knees licking her, she came, flooding her pet with her pussy juice.
The MILF hungrily lapped the teen's pussy juice, a taste she craved constantly.
Heather let go of the pet's head and smiled, "Thanks, Chelsey's mom." Heather never called her by her first name or last name, but always as Chelsey's mom?again loving to remind her who she was.
"You're welcome, Mistress," Chelsey's mom replied, licking her lips for any last remnants of the teen's sweetness.
Heather pulled her pants up and said, "By the way, I have a present for you."
"Okay," the MILF said, surprised by such words.
Heather went to her room, grabbed the butt plug and lube she had purchased for her pet, and returned to the front entrance. She smiled when she saw the forty-one year old still on her knees awaiting further instructions. It was hard to believe she was a surgeon. "Stand up."
The MILF quickly obeyed even as she saw something strange in the teen's hands.
"Lean on the wall," Heather ordered.
The doctor gave a quick look at Heather's hands, seeing what looked like a thick dildo, and obeyed, hoping maybe she was going to get fucked by her Mistress. Only twice had the beautiful blonde fucked her, both times with a strap-on, once in her garage, while her husband was in her house, a couple weeks ago, and the second time she had submitted in her bedroom, while in her wedding dress (a crazy submission as she declared her unconditional loyalty to the teen).
Heather flipped up the pet's dress, smiled that she wasn't wearing panties and was wearing thigh highs as instructed, and said, "It's time to train my pet's other hole."
The MILF's eyes went big. She had never had anything in her ass, even in college when she was quite the slut. Yet, completely at the whim of the teen goddess, she didn't protest, knowing such protests only led to long delays between chances to taste her.
Heather lubed the small butt plug, the first of three in the beginner set, and poured excessive lube between her pet's ass cheeks. "Relax, my pet, this is the small one."
"Yes, Mistress," the mother of three agreed, although she involuntarily tensed up instead.
Heather slowly pushed the toy inside the pretty doctor's ass, loving the power she had over such a woman.
The MILF whimpered, as a slight burn hit her ass, as the toy split her rosebud. She couldn't believe after all the times she had prevented men including her husband, from sodomizing her, she was willingly letting her daughter's friend do it. The reality was ludicrous and yet still her reality.
Once the tiny plug was inserted, Heather said, realizing her pet needed panties so it wouldn't fall out, ordered, "Don't move, ass slut."
"Yes, Mistress," the MILF replied, shame coursing through her.
Heather grabbed a pair of her panties and returned to the MILF, still obediently bent over. She quipped, "You really will do anything for my cunt, won't you?"
"Yes, Mistress," the MILF admitted, mortified by the truth of the statement, thinking of how she dropped a rare afternoon shopping encounter with her daughter to come and eat the teen's pussy.
"You may stand up," Heather offered.
The MILF did and couldn't believe how awkward it was to have something in her ass.
"Here are some panties so it doesn't accidently fall out," Heather offered, handing her the panties.
"Thank you," the doctor absurdly replied.
"Put them on," Heather instructed.
The MILF awkwardly bent down and put the panties on, the toy beginning to slip out of her ass.
"Now, that will stay in your ass until I call for you later tonight," Heather instructed.
The MILF's eyes went wide. "I'm going to a charity gala tonight."
"Delicious," Heather smiled. "You can get me a ticket?"
"I, um," the doctor began.
"It wasn't a question," Heather sighed.
"Yes, Mistress," the MILF nodded. "I will have one waiting for you at the hotel lobby desk at the Shrine."
"Great," Heather said, slapping the MILF's ass and making her yelp. "Be careful when sitting down."
"Yes, Mistress," she agreed, before leaving the house, walking slowly, trying to get used to having something in her ass.
Heather closed the door, looking forward to tonight and to seeing how Maureen's tasks went tomorrow.
- MAUREEN GOES OUT TO DINNER
Maureen woke up, felt her stomach rumble, looked at the clock and was surprised to see she had slept for almost three hours.
Recalling the tasks from her online Mistress, she freshened up, and headed out for a bite to eat. She choose a restaurant she used to love, when she was married, but hadn't been to since her divorce. Determined to reclaim her sexuality and her life, she decided to return to Parker's Place.
She stayed in the sexy lingerie she had worn all day, but changed into a red blouse and a black leather skirt. She slid her feet into a pair of red three inch pumps. She went downstairs, grabbed the ben wa balls and after staring at them for a minute, put the two metal balls in her vagina. As she walked around, trying to get used to them inside her, she was surprised at how they stimulated her pussy. She realized that these would be a constant tease, a constant reminder of her obedience to Sienna.
Finally, accustomed to the balls in her pussy, Maureen grabbed her purse and headed out.
Thirty minutes later, traffic way crazier than usual, Maureen was at the restaurant and quickly seated by a very handsome waiter in a remote corner of the restaurant as she requested. She ordered a glass of wine and smiled as the waiter continued to check out her breasts. She wished she would have chosen a spot where she could show off her legs, but she wanted to be rather secluded if she was going to obey the order to masturbate in public.
Once she ordered her meal, she looked around the room. Almost exclusively, at every table were happy couples seemingly celebrating something. Maureen also was celebrating something?a new beginning. She moved her hands under the table and realized she had a predicament. The leather skirt was a terrible choice. She couldn't get to her pussy without pulling down her skirt. She chuckled to herself as she considered her predicament. She finished her first glass of wine and ordered another when the waiter came back with breadsticks. As she put the first breadstick in her mouth, she wondered if it would be a good makeshift fuck-toy, but decided the breadsticks were too flimsy to really be useful.
Maureen, looking around, knowing that her lower half was completely protected by the table cloth, decided 'fuck it' and lifted up her ass and hastily pulled her skirt down. Oddly, it felt liberating to be in just her lingerie underneath the table, everyone else in the restaurant oblivious to her naughty act. She moved her hand to her pussy and began slowly rubbing herself?deciding she was going to take her time completing the task given to her by her teenage Mistress.
When the waiter returned with the second glass of wine, she continued slowly rubbing herself as she thanked him. Again, feeling completely exhilarated to be breaking the mundane life she had lived for so long?even if no one else was aware.
She thanked him, and once he left, she moved her hand up to her lips and tasted herself. It was then she decided to add to her naughtiness. She grabbed a breadstick, moved it under the table and slid part of it inside her pussy, which made the ben wa balls shuffle around. She moaned instantly and slowly fucked herself briefly before pulling it back out and putting it in her mouth as she perused the room.
If she could be the third in a threesome, who would she join? The young early twenties couple who looked to be on a first date? The middle-aged couple (shit she was middle-aged) that looked to be celebrating something special? The May-December couple? Or maybe just have the waiter take her back to her car? The maitre'd, who looked to be barely nineteen? Yet, as she continued the slow tease, her hand back under the table, it was Heather who popped into her head. She had the same blonde hair and blue eyes that Sienna had and was the same age. The fact that the teen was wearing nylons under her jeans also turned her on. As she began getting wetter, the waiter arrived with her food.
Maureen looked up, smiling, her cheeks slightly flushed; she wondered if he knew what she was doing underneath the table.
She took a break from pleasuring herself to eat her dinner. She looked at each woman in her view. Which of them were bi? Which would drop to their knees and lick her? Which would make her please them? She noticed, perturbed, that most were in classy outfits, dresses or skirts, yet only one, interestingly enough a younger woman, was wearing nylons. Why couldn't these women put the extra effort to finish the ensemble, to look like a lady, to please their man?
Maureen sighed at the ladies and returned her thoughts to Heather and her stocking-clad feet. Was she wearing pantyhose under the jeans? Thigh highs? Her pussy tingled at the thought of Heather in thigh highs as she continued eating her meal.
Once done, she moved her hand back to her pussy and continued teasing herself.
The waiter returned and asked, "Would you like anything for dessert?"
"What did you have in mind?" Maureen asked, smiling with a tone that dripped flirt.
"We have a very good chocolate cheesecake," he said, glimpsing down at her breasts.
"Hmmmm," she pondered, before giving a very clear offer, "I was hoping for something less sweet and more salty." Ironically, Maureen had no intention of actually fucking him, she just was enjoying the power she still could have over men. After a brief moment, Maureen saved him, "The chocolate cheesecake will be perfect."
"Yes, ma'am," he nodded, and left.
Grabbing a butter knife, she wiped it clean on her napkin, moved it under the table and slid the handle end inside her. She moaned, again moving the ben wa balls around, creating a unique pleasure inside her. She didn't fuck herself with a knife, but instead used it to rotate the ben wa balls inside her, creating a very stimulating pleasure.
When the waiter brought the chocolate cheesecake, Maureen didn't even notice at first, her eyes closed as she pleasured herself, but sensing she was being watched she opened her eyes, surprisingly not mortified by the likelihood that he knew what she was doing, and glancing at his crotch, she asked, her voice dripping with sultriness, "Is that the rest of my dessert?"
"P-p-pardon?" he stammered.
"When do you get a break?" she asked, loving the power she was having over the young man. Although she wouldn't date a man again, a nice young hard cock that could go all night was kind of appealing.
He stuttered, "M-a-a'm."
"I would love to give you a very personal tip," Maureen offered, still rubbing herself.
"I-I-I couldn't," he again barely got out.
"Too bad," she shrugged, "I guess I'll just get the bill."
"Yes, ma'am," he nodded and left.
Maureen, horny as hell now, slid two fingers in her cunt and furiously fucked herself to orgasm. With the double simulation of her fingers and the ben wa balls in her pussy, her long simmering orgasm hit her like a ton of bricks as she bit on her lip to not let out a scream.
Looking around, no one seemed any wiser to the public masturbation she had just performed. With a sense of shame at what she had just done, now that she was no longer horny, she quickly paid the bill a couple of minutes later and drove home.
- MAUREEN WORSHIPS
The next morning, Maureen woke up refreshed but horny. Recalling last night, she shook her head at how aggressive she had been. It was so unlike her, and yet enthralling to finally recapture a part of her youth?when relationships were a game and she was often the puppet master.
After a quick shower, she got dressed up as instructed by Sienna in a garter-belt and vintage stockings. She slipped the ben wa balls back inside herself, which was much more difficult when she wasn't wet, put on a pair of blue panties and a much more conservative flower patterned dress. Looking in the mirror, she smiled at the deceptive reality of the look: on the outside, she looked prim and proper (the only hint of something out of the normal?a seam on the back of her stockings); on the inside, a submissive sexily dressed woman obeying her teenage Mistress.
Maureen headed to church, already used to walking with ben wa balls moving around inside her, a constant reminder of her teenage Mistress. At church, she felt alive again?dressed like a sexual being underneath and the be wa balls keeping her constantly on edge. She still wasn't sure she could fulfill the whole task?coming in church seemed so wrong, yet not obeying Sienna's orders seemed like cheating.
As the sermon went on and on, one about temptation, which was obviously ironic, she couldn't stop thinking about the task she hadn't yet completed. She crossed her legs, over and over, every minute or so, creating a constant pleasure that had her wet, but nowhere near close to an orgasm. Excusing herself, she went to the ladies room, directly to the last stall, locked the door, lifted up her skirt and began rubbing herself. Her desire to come took control and the naughtiness of doing it in church only enhanced her fire. She was getting close when the door opened.
Maureen froze, two fingers now inside her, knocking the ben wa balls around to create enhanced pleasure.
Two girls came into the washroom and were chatting. As she listened to them chat about what they should wear to a party, she imagined one of them being Sienna and walking into her stall and catching her pleasuring herself. So, feeling naughty, she resumed pleasuring herself, with two teenage sounding girls just outside the stall.
As they chatted, she continued fingering herself, faster and faster, bouncing those ben wa balls inside her like pinballs.
Suddenly, as her orgasm built, one of the girls, who she suddenly recognized as Elizabeth, a first year college student and daughter of the mayor, said, "Did you see the nylons Ms. Lynch is wearing?"
"The seams? Yes, where do you buy such a style?" the other voice asked, a voice she couldn't place. She froze. She couldn't believe they were talking about her?if two college girls noticed?who else did?
"Looks like she is finally moving on from her husband's betrayal," Elizabeth said.
"You think so?" the other girl said.
Elizabeth laughed, "You really don't listen in psychology class, do you? She is reclaiming her sexuality."
"Good for her," the other girl said, as they left the washroom.
Maureen resumed fingering herself as she indeed agreed with Elizabeth's assessment that she was reclaiming her sexuality, although not, as she assumed, in her clothing, but in complete obedience to an online teenage Mistress thousands of miles away. She frantically fucked herself and came seconds later, letting out a loud moan as she completed the task. Once the orgasm finished its course, she got up, absorbed in her own submission and sin?in her sexual reclamation.
She returned for the rest of the service, visited a couple of acquaintances and headed home, giddy to share with Sienna her obedience at completing the tasks she gave her.
Half an hour later, she was online again:
Milflezinnylons: Hi, Mistress
Silkstockings18: Hi, my pet
Milflezinnylons: I obeyed your orders
Silkstockings18: u like the ben wa balls?
Milflezinnylons: once I got used to them they were a constant tease
Silkstockings18: and reminder of your obedience to me
Milflezinnylons: indeed it was
Silkstockings18: did u come at the restaurant?
Milflezinnylons: yes, I even fucked myself with a breadstick
Heather smiled at the thought of her new MILF pet fucking herself with a breadstick, and reminisced to last night at the charity event where she fist-fucked Chelsey's mom in the washroom at the most elite hotel in the city.
Silkstockings18: and at church?
Milflezinnylons: in the washroom
Heather chuckled as she again recalled last night as she had Chelsey's mom get her off with her tongue, while others were in the bathroom oblivious to her activities just feet away. She also refused to allow her pet to wipe the pussy juice off her face, a declaration of her utter loyalty to her.
Silkstockings18: u r such a good girl
Milflezinnylons: thank u, Mistress, for pushing me to rediscover my sexuality
Heather smiled at all the things she planned to make her do.
Silkstockings18: oh my pet?that was just the beginning
Milflezinnylons: I hope so
Maureen was giddy with the thoughts of what this teen may make her do.
Silkstockings18: did it turn u on to come at church?
Milflezinnylons: God, yes!
Silkstockings18: Funny
Maureen didn't realize what she'd typed and roared with laughter when she re-read her words.
Milflezinnylons: Quite a faux pas
Silkstockings18: Next time it will be in church!!!
Milflezinnylons: Oh my!!!
Silkstockings18: But that won't be for a while?first a few other tasks for u
Milflezinnylons: Okay
Silkstockings18: The first one will be to not touch yourself for a week
Maureen gasped. After yesterdays and todays sexual euphoria she was already looking forward to her next task, her next orgasm.
Milflezinnylons: Seriously? I was just beginning to get used to it.
Silkstockings18: All good things come to those who wait.
Heather smiled at the wittiness of her words, especially because she was waiting herself before she was going to seal the deal with her newest submissive?somehow watching the MILF obey was an unexplainable turn-on.
Milflezinnylons: Okay.
Maureen wasn't sure she could obey such an order?it seemed a lot harder than the other tasks she had completed recently.
Silkstockings18: It's okay, my pet, u need to trust me unconditionally
Milflezinnylons: I do
Heather, trying to test how willing the MILF was, decided to push her further.
Silkstockings18: then the next task is to send me a picture of ur tits
Maureen paused. She had already sent a picture of the toys?but a picture of herself?even if it only showed her tits?somehow seemed more risqu?.
Heather, knowing when a submissive needs a little push, gave a little push.
Silkstockings18: now?my pet
Maureen didn't want to disappoint her Mistress?the last couple of days being the most exciting in years?and decided it was another low risk reveal.
She got out of her blouse, undid her bra and quickly took a picture of her tits with the computer camera. The first one was blurry, so she took a second which was better and showed just how stiff her nipples were. She paused a second before clicking send.
Milflezinnylons: sent.
Heather smiled at not only how nice and firm the MILF's tits were, but also at the fact that she had again obeyed. She was the best online submissive yet.
Silkstockings18: u r such a good pet
Milflezinnylons: thank u
Silkstockings18: if I was there right now I would reward u with my wet, wet cunt
Maureen blushed and her cunt got instantly wet.
Milflezinnylons: and I would serve u without hesitation
Silkstockings18: I know u would
Milflezinnylons: so no coming for a week?
Silkstockings18: correct?but I will send u tasks possibly during the week?but I don't chat much during the school week?
Maureen was bummed?these chats were the highlight of the past couple of days.
Milflezinnylons: okay
Silkstockings18: be an obedient pet and I will reward u in ways u can't even begin to fathom
Milflezinnylons: yes Mistress
Maureen sighed, a rush of disappointment hitting her, as she saw the notice that Sienna had logged out.
Not sure what to do with herself, no task to obey or obsess about, she decided to clean the house. The day ticked by slowly as she worried that her dependency on pleasing a teenage girl across the ocean was consuming her life.
- FLASH THAT GASH
Maureen's obsessiveness continued as she kept Yahoo chat open at all times at home and even checked a few times at work on her phone. Yet, as she went to bed Tuesday, there had been no instructions or contact from Sienna.
Heather, meanwhile, was purposely keeping her new pet wanting more?knowing that dependency is built through longing.
After midnight, seeing that there were no lights still on at the Lynch house, she sent the sexy MILF the next task.
Silkstockings18: starting now?u r not to wear panties?a good pet always leaves her cunt easily accessible for her Mistress
Maureen woke up the next morning and checked her computer, now a habit, and saw the new task. Instantly, her pussy tingled. It was a task that no one would know she was obeying and yet she would.
Milflezinnylons: of course Mistress, I will obey like a good pet
Maureen showered, got dressed and went to work sans underwear. Although not as naughty as going to church with metal balls in her pussy, walking around work without panties made her giddy all day... obeying turned her on.
When she got home, she checked her computer and was disappointed to see no message. Hoping to stir a conversation, she wrote about her day.
Milflezinnylons: Mistress, quite exhilarating walking around my colleagues and boss without any panties. It made me wet and I would have definitely pleasured myself at my desk if I had your permission!!!
Maureen stared eagerly at the computer for a few minutes, before sighing and going to make dinner.
Heather repeated the late night task orders, not wanting to actually chat with her newest pet-to-be.
Silkstockings18: Good girl?now, of course, good pets don't wear bras either?your titties should also be easily accessible at a moment's notice.
Maureen got up next morning and saw the new message. This one was a bit more troubling. Although her breasts were small, many of her blouses would not hide her easily erected nipples.
Yet, after a brief pondering, she obeyed like always.
Milflezinnylons: Although slightly nervous, less easy to hide STIFF NIPPLES, I will obey.
Maureen choose a sweater to wear to work as it would much more easily hide her erect nipples, which she knew would be stiff all day.
Returning home, her lingerie package was in the mail. All excited, she immediately tried them on. Once in the sexy lingerie, she took a picture of herself and sent it, head cut off of course, to Sienna in hopes of enticing her.
Milflezinnylons: Obeyed again and here is the new lingerie I ordered?I hope u like.
Maureen stared at the computer willing a response, but again none came.
Heather, who was online but not yet responding, meanwhile was impressed not only by Maureen's eagerness to submit, but also how beautiful her body was, not to mention the sexiness of the lingerie. Deciding to give her another task, she finally responded to her eager MILF.
Silkstockings18: how is my pet?
Maureen was excited to see a question from her online Mistress.
Milflezinnylons: excellent! Did u get my pic?
Silkstockings18: Yes, u r a beautiful woman
Milflezinnylons: thank u, Mistress
Silkstockings18: how did it feel not wearing a bra or panties?
Milflezinnylons: nerve-wracking and yet exciting
Silkstockings18: how much do u trust me?
Milflezinnylons: haven't I proven that already?
Silkstockings18: I suppose u have. Your next task will be a fun one
Maureen pondered what task they were currently on. She recounted the tasks completed or currently ongoing.
- Buy new sex toys (check) 2. Go see Heather and borrow some sugar dressed sexy (check) 3. Go to supper dressed sexy with ben wa balls, cum at restaurant (check) 4. Go to church with ben wa balls and cum there (check? albeit cheating in Mistress's mind) 5. Don't touch yourself for a week (getting close to fulfilling) 6. Send a picture of tits (check) 7. No panties (check) 8. No bra (check)
Milflezinnylons: task 9?
Silkstockings18: Sure?tomorrow u r to flash a woman your cunt
Maureen was a bit nervous at the task, but decided to show the opposite.
Milflezinnylons: Only one?
Silkstockings18: u r welcome to do more if u wish!
Milflezinnylons: I will obey
Silkstockings18: I know u will...and u r already half way to finally being allowed to cum
Milflezinnylons: it seems like an eternity
Silkstockings18: I imagine u went a lot longer
Milflezinnylons: u rekindled my flame
Silkstockings18: now I plan to spark a prairie fire
Milflezinnylons: it's already been lit
Silkstockings18: I want a complete volcanic eruption
Milflezinnylons: Mmmmmmmmmmm
Silkstockings18: Have a good night my pet
Milflezinnylons: The lava is bubbling!!!
Silkstockings18: no touching at all my pet
Milflezinnylons: : ( Yes Mistress
Silkstockings18: Good night
Milflezinnylons: Night Mistress
Maureen logged off and went to have a long bubble bath, needing to cool herself down.
Heather, meanwhile, horny as hell, texted her English teacher, Mrs. Walker:
Where are you, my slut!
A few seconds later, Mrs. Walker responded:
Still at school, Mistress
Heather responded:
At 7pm at night?
Mrs. Walker replied:
Marks are due on Monday.
Heather ordered:
Get over here now. It's time for you to be assessed.
Mrs. Walker replied:
Where are your parents?
Heather sighed, hating being questioned:
Europe. Now get your ass over here ASAP.
Mrs. Walker responded:
Sorry, Mistress, I'm on my way.
Training Maureen was really turning her on, yet since she wasn't ready to reveal her secret yet, she would continue to use her other pets to satisfy her. She hadn't had Mrs. Walker for a couple of weeks, when she made her eat her out in her classroom before school and then wear her pussy juice on her lips.
Heather loved pushing her pets, loved seeing how far they would go.
When Mrs. Walker arrived, Heather ordered, "Get naked, slut."
"Yes, Mistress," the pretty teacher nodded, not sure why she couldn't resist obeying this demanding, bitchy student?knowing her job and marriage was on the line with each submission.
"Did you grade my essay?" Heather asked, as her sexy submissive teacher began undressing.
"Your real mark? Or the mark you received on your report card because you're my Mistress and I'm your teacher slut?" Mrs. Walker asked, mortified at how bimbo-ish and slutty she got the instant she was alone with her.
"It doesn't matter," Heather shrugged, walking to the living room and sitting on the couch, "Come and get your late night snack."
"Yes, Mistress," Mrs. Walker obeyed, her hunger, growing since the offer was given, about to be satisfied.
Heather watched the firm, no-nonsense teacher drop to her knees and bury her face between her legs.
As the very eager teacher licked away, Heather pondered future plans with her next pet and when she would officially add her to her collection.
Once Heather came, she asked her pet, "Do you need to come, my pet?"
"If you will allow it," Mrs. Walker replied, completely obedient to her teenage pet.
"Hump my leg," Heather ordered.
"H-h-how?" Mrs. Walker stammered.
"Straddle my leg," Heather explained, patting just above her knee, "and grind on it till you come like the slut you are."
"Yes, Mistress," the teacher nodded, even though she didn't remotely like the task, but recalling when she didn't want to eat her out at school and was punished by wearing a butt plug in class for a week, she complied.
Heather watched, amused, as her teacher stood up, straddled her lap and began grinding her cunt on her leg.
Mrs. Walker was mortified and turned on simultaneously by the humiliating task. As she ground her pussy on the teenage mistress's leg she felt her orgasm somehow quickly build.
"You like humping my leg, my teacher pet?" Heather asked.
"Yessssss," the teacher moaned in reply.
"Which student do you want to eat your cunt under your desk while you're marking, my teacher pet?" Heather asked.
"No onnnnnne," she moaned, not wanting to answer the question.
"You will not eat my cunt again, my teacher pet, until you seduce one of my classmates," Heather revealed, again curious how far she could push a pet to obey.
"Please, nooooo," Mrs. Walker moaned.
"Take it or leave it," Heather responded, before adding, "I have many others who will beg to eat me."
"Damn you, Mistress," Mrs. Walker moaned, her orgasm close. "Cammie."
"Mmmmm, good choice," Heather approved. Cammie was a cute, nerdy girl with big tits who mostly kept to herself.
"Can I come, Mistress?" Mrs. Walker asked, Cammie popping into her head.
"If you promise to seduce Cammie," Heather demanded.
"I'll tryyyy," the teacher agreed, even though she had no idea where to begin.
"I'll help you, my pet," Heather offered, happy the submissive was willing to obey such a risky task. "Now come, my pet."
"Thank yoooooooooooou," the teacher moaned, as her orgasm hit and she came all over her student's leg.
Heather had her teacher get her off one more time, before sending her home to her husband and kids, reveling in the seductive power she had over her and others.
She pondered how she would get Cammie to munch cunt. It was a challenge she was up for.
?..
All day, Maureen was nervous at the task she was expected to fulfill. Although she went out for lunch, she couldn't bring herself to complete the task because it was too close to her work. Instead, she decided to go across town to a mall after work.
Although a Friday, it ended up being a crazy long day and it ended much later than usual. Maureen ended up arriving at a mall on the other end of town a little after 6:30. She was quite nervous at fulfilling the task expected, yet was determined to obey.
She went to the food court, grabbed a stir fry and sat at a table adjacent from a group of college age girls. She kept glancing at the group while eating, trying to manufacture the strength to flash the girls her now rather wet pussy.
Maureen finished eating, crossed her legs to reveal the top of her thigh high stockings and dangled her three inch heel from her foot.
The college girls were oblivious to her, but after a couple of minutes Maureen realized that a woman, likely in her thirties, was giving her looks.
Although Maureen was envisioning flashy some young college girls, she decided that this was a safer, quicker end to the task she was determined to complete.
She glanced at the woman and smiled. Finishing her drink, she un-crossed her legs, lifted up her skirt slyly, and opened her legs.
The stranger gasped as she stared at the vagina of this attractive woman.
Maureen felt a rush of excitement at completing the task and at the shocked reaction of the woman. After a few seconds, she stood up and walked the other way, exhilarated and ashamed at the same time. She didn't look back, even though she was curious if the stranger was still watching her.
She drove home, got on her computer and sent a message to her teen mistress:
Milflezinnylons: Although it was incredibly scary, I flashed a woman today.
Maureen yawned, realizing today had been incredibly exhausting. She went and had a long bubble bath. She went to the bedroom after drying off, grabbed a robe and decided to lie down for a minute.
When she woke up, it was Saturday morning. She had slept for twelve hours; she couldn't believe it. Her stomach growling, she went downstairs and made breakfast. Once she was at the table with her morning coffee and omelette she clicked on her computer. There was a message from her teen mistress.
Silkstockings18: Tell me what u did!
Maureen retold the story and sent the lengthy message.
After sending it, she shook her head at how silly she was obeying a complete stranger, yet each task brought exhilaration to her.
As expected, she didn't respond back, so Maureen went online and ordered a couple pair of vintage stockings on eBay. She then went and got dressed, again deciding to wear some of her new sexy lingerie underneath her attire. She then spent the next few hours shopping for a birthday present for her niece, some new shoes for the hell of it, and finished by doing the mundane task of grocery shopping for one (which always depressed her?she still hated eating alone, which had led to her never making the big extravagant meals she had made when her daughter still lived at home).
When she got home and finished unpacking her groceries, she noticed there was a message from Sienna.
Silkstockings18: Good slut. I want you to send me a list of ten slutty names that you would like me to call you when I put my strap-on on and pound both your pussy and your arse.
Silkstockings18: On that note, for task ten I expect you to put that first butt plug in that arse of yours as you prepare it for a nice cock.
Heather smiled at using the word 'arse'. She had chatted with a couple British sluts and loved how much nastier the word sounded than 'ass'. Plus, since she was pretending to be British she may as well use a bit of their dialogue.
Maureen, meanwhile, stared at both messages (they were from fifteen minutes ago). She had assumed she would eventually be instructed to use the butt plugs, but somehow she had assumed not for a while. Yet, there was the order.
She went to her toys and looked at the three different sizes. The largest looked like it would kill her, the medium looked like it would gape her and the smallest looked just about right for a first time, even though it still seemed too big. She returned to the computer and asked?
Milflezinnylons: Do you want me to put the smallest one in my ass?
Heather smiled at the question; this woman was so eager to please that she needed to be told exactly what to do.
Silkstockings18: Yes, my pet. I want you to lube up that virgin arse-hole of yours and slowly slide it in. You will keep it in until I instruct you otherwise or, of course, you need to (you know).
Milflezinnylons: Okay, Mistress. I'll do it right now.
Silkstockings18: Of course you will, my pet.
Maureen took off her skirt. She opened the lube and poured it awkwardly between her ass cheeks and also on the small plug. She sat down on the chair, leaned down enough that her rosebud was accessible, took a deep breath and slowly pushed it inside. She gasped when it broke past the brief resistance, causing a slight burn and then continued sliding the thin four inch plug in her virgin back door. Once all in, she paused allowing the slight pain to fade. She pondered what to do next when her mistress somehow read her mind.
Silkstockings18: Once all in, I want you to sit down on it and get used to it in your tight little arse.
Maureen obeyed and gave a little yelp as she sat on the chair and the plug went even deeper into her.
Milflezinnylons: It's in Mistress.
Silkstockings18: Good ass slut.
The new derogatory term made a tingle go directly to Maureen's cunt.
Milflezinnylons: Thank you, Mistress. Just hearing you call me that made my cunt tingle.
Silkstockings18: Of course it did, my pet. Great pleasure comes when you give your mind away completely and allow someone else to take control.
Although the words seemed absurd, Maureen couldn't deny it. Her body was giddy with anticipation for the next task, the next words from her mistress.
Milflezinnylons: I haven't been allowed great pleasure all week!!!
Silkstockings18: And you may not for another!
Maureen sighed. She was trying to be funny, but she may have offended her mistress.
Milflezinnylons: I'm sorry, MISTRESS, I was just trying to be witty?not disrespectful.
Heather again smiled at just how submissive this woman was. Even though her other pets were very obedient, Maureen seemed to somehow be even more so.
Silkstockings18: I was just teasing you, too.
Milflezinnylons: Thank God!!!!!
Silkstockings18: You will do that again on Sunday!
Milflezinnylons: ???
Silkstockings18: I'll send that task to you later. I need to get going, but your next task is to send me 10 names you want to be called. Make them dirty!
Milflezinnylons: Yes, Mistress.
Heather logged off and went to meet a few of her friends for some shopping.
Maureen pondered the different words she would like to be called. Even though she knew Heather was offline she would come online later to these ten names. She pondered names and began listing:
Milflezinnylons: Slave
Milflezinnylons: Whore
Milflezinnylons: Pet slut
Milflezinnylons: Submissive servant
Already Maureen was struggling to come up with ten.
Milflezinnylons: Obedient kitty
Milflezinnylons: Dirty lesbian cougar
Milflezinnylons: Teen-loving MILF pussy pleaser
Milflezinnylons: cunt craving lawyer
Milflezinnylons: Mommy-slut
Each dirty submissive derogatory name turned Maureen on more and she cursed that she wasn't yet allowed to come.
Milflezinnylons: Complete submissive MILF cunt craving, pussy pleasing, foot worshipping, bimbo who will do anything without hesitation to satisfy her teen mistress
Maureen shook her head as she looked at all the names she just called herself.
She stood up and immediately remembered she had a butt plug in her ass. She sat back down, the plug again penetrating deeper inside her, as she added:
Milflezinnylons: An ass licking, arse taking lesbo willing to use all three of my holes for my Mistress's pleasure.
Standing up, she started walking around, but really had to focus and clench her ass cheeks to make sure the plug didn't just fall out.
She tried doing some cleaning, but it was incredibly distracting to have the plug always almost slipping out of her ass. Suddenly, the doorbell rang. She considered not answering it, she considered taking the plug out, but instead, deciding it would make a good story to tell mistress, she went to the door and opened it.
A Girl Guide was selling Girl Guide cookies. Maureen offered to buy three boxes. She went to get her purse praying the toy wouldn't fall out of her ass forever tainting this young girl's innocence.
Thankfully, she held it in place until she had paid for the cookies and closed the door.
She went to the computer and saw that there was a message from Sienna.
Silkstockings18: I forgot to mention that you can wear panties to keep that plug in your arse.
Maureen laughed out loud at what she read. She retold her story and then went and put panties on.
After dinner, Heather came home and checked her e-mail before going back out to her best friend's Chelsey's house for a girl's slumber party?something they hadn't done since grade nine. She read her newest pet's story and roared with laughter. She wouldn't believe it if her pet hadn't already proved to be completely submissive.
Silkstockings18: Ready for your next task?
Maureen was bored, online shopping, when she noticed she had a new chat message. She quickly checked it.
Milflezinnylons: Yes, Mistress.
Maureen prayed it included her finally being allowed to have the orgasm she been denied all week.
Silkstockings18: Take out the small butt plug.
Maureen had got used to it in her ass as the day went along.
Milflezinnylons: yes, Mistress.
Maureen stood up and pulled the plug out of her ass. She couldn't believe how empty her ass suddenly felt.
Milflezinnylons: It's out Mistress.
Silkstockings18: How does it feel?
Milflezinnylons: Strangely empty
Silkstockings18: Not for long! Get the second plug and lube and put it in your arse.
Milflezinnylons: Yes, Mistress
Maureen had been worried that would be the task. Although she got used to the small butt plug, she wasn't sure she could fit any more in. Luckily, the second plug was only .25" longer and .25" wider. Unlike the extra inch in length and two inches in width that the biggest was.
Silkstockings18: After u lube it up well, both your arse-hole and the plug, I want u to put it on the chair u r sitting on and lower ur arse on it.
Milflezinnylons: Okay, Mistress.
Maureen did exactly as she was told as she generously coated the plug and then her rosebud. Putting the plug on the chair, she awkwardly lowered herself. After a few misses, she finally got it in the right spot. Slowly, ever so slowly, she lowered herself on the plastic plug. Although only slightly wider, her ass burned as the plug filled her. Almost done, she lost her balance and sat hard on the butt plug.
"Shiiiiiiiiiiiit," Maureen screamed, as the plug filled her much deeper than the last one and a sharp pain hit her.
Silkstockings18: All in yet???
Maureen saw the question, but she couldn't move yet. She just sat there, the plug lodged deep in her ass, a tear rolling down her cheek. Although the pain didn't completely go away at first, it slowly dulled and she leaned forward and typed.
Milflezinnylons: Yes, I actually stumbled and it harpooned me...LOL
Silkstockings18: Funny, LOL; u will keep it in your arse until after church.
Milflezinnylons: Okay, u r making me quite a sinner
Silkstockings18: Oh, u haven't seen nothing yet.
Milflezinnylons: LOL!
Silkstockings18: u will again cum at church. This time u will wear the wi-vibe on your clit and pussy.
Milflezinnylons: Okay
Silkstockings18: IN church!!!!!
Milflezinnylons:
Silkstockings18: At least u will finally get to cum!!!
Milflezinnylons: But in church?
Silkstockings18: Good pets must be willing to obey without hesitation; to be willing to go out of their comfort zone
Milflezinnylons: I understand, Mistress. I WILL ALWAYS OBEY YOU!!!!!
Silkstockings18: I know my cunt craving lawyer
Milflezinnylons: LOL!
Silkstockings18: I need to go and train my best friend's mother.
Reading the words instantly made Maureen's pussy twitch.
Milflezinnylons: In real life?????
Silkstockings18: YES!!! Just like I plan to have u in real life one day!!!
Another twitch triggered in Maureen's pussy as she wished the London the teen lived in wasn't across the ocean.
Milflezinnylons: I hope that one day that is true!!!
Silkstockings18: I PROMISE u that it WILL!!!!!
Maureen desperately wanted to rub herself, but used all her willpower to resist the burning temptation.
Milflezinnylons: I'd come right now if u let me.
Silkstockings18: I know u would?sluts always want to come
Being called a 'slut' only enhanced Maureen's eagerness.
Milflezinnylons: Yes, Mistress
Silkstockings18: Good night, my pet
Milflezinnylons: Good night, Mistress?have fun with your friend's mother.
Silkstockings18: Oh, I plan to make her eat my cunt while her daughter is in the same house
Milflezinnylons: Oh, my, sooooooo hot
Silkstockings18: would u eat my cunt while ur daughter was in the same house?
The idea was both super naughty and arousing and Maureen mindlessly moved her hand to her clit.
Milflezinnylons: I'd have no choice since my mouth, cunt and ass are owned by you, Mistress
Heather's cunt got wet instantly at the answer. She wasn't sure how much longer she could wait before she took her and made all the promises a reality.
She texted her MILF slut:
Chelsey's cunt licking Mom You will be dining on my cunt tonight!!!
Silkstockings18: Do u want to come now, my bitch?
Maureen realized she was rubbing herself and stopped.
Milflezinnylons: God, yes!!!!!
Silkstockings18: Beg, u dirty ass slut!
Maureen was ready to explode and prayed she wasn't being teased by her Mistress.
Milflezinnylons: Oh please Mistress. Allow your classy lawyer to be turned into a raving sex crazed maniac willing to do ANYTHING to cum like the cheap slut she is!
Silkstockings18: U may come my slut by riding the cock in ur ass while slapping ur clit.
Heather's slut texted back:
But my daughter and the other girls will be there!
Heather sighed. For an educated doctor, she sure wasn't a quick learner. She texted back.
Bimbo bitch Now for that disobedience you will be in a skirt, blouse, thigh highs for the entire evening. And if you question me again, I will make you eat every girl at the slumber party? although I bet you would like that.
Milflezinnylons: Thank u!!!!!
Maureen didn't even hesitate as she lifted her ass up, but was annoyed that the plug moved up with her. She awkwardly reached back, pulled it out and held it in place. She then began riding the plastic cock in her ass. She couldn't believe how good it felt. She wasn't sure if it was the taboo of a toy in her ass or obeying a complete stranger, but she loved it. Once she got in a slight rhythm, she began slapping her clit, even though the position was completely awkward.
Silkstockings18: Cum u dirty ass slut.
Chelsey's mom texted back:
Sorry Mistress; I will be ready and willing to serve you.
Heather smiled as the mother gave in the second there was a threat given.
Maureen was near orgasm in seconds, a week without one clearly way too long.
Silkstockings18: Cum now u fucking slave, now, now, NOW!!!
Maureen obeyed immediately as the double sensation of ass fucking herself mixed with slapping her clit made her cum like Niagara Falls. "Fuuuuuuuuuuuuuuuck."
She collapsed on the ass plug and yelped as it again went deeper into her. She weakly reached for the computer and typed.
Milflezinnylons: Thank u Mistress
Silkstockings18: Ur welcome slut. Good obedient pets will always be rewarded.
Milflezinnylons: I've never come so hard in my life, Mistress.
Silkstockings18: Again my pet?this is just the beginning?but I really have to go now. Good night, slut.
Milflezinnylons: Good night, Mistress.
Heather logged out and headed to Chelsey's with a plan to really push her MILF pet.
Maureen didn't move for an eternity as she bathed in the afterglow of euphoria. Eventually, she got up, went to the couch, threw in her favourite movie 'Sleepless in Seattle', and relaxed.
Heather arrived and as soon as she had her MILF pet alone for a moment whispered, "Be in the main floor bathroom in fifteen minutes."
"Please," she pleaded.
Heather sighed, went to the fridge, found a cucumber, moved to the terrified mother and moved it under her skirt. "When will you learn, I own you." She roughly pushed the cucumber inside the bitch's cunt.
Celeste moaned as the cucumber slid in her cunt even as she cursed herself for again not being able to stand up to Heather. Every time she told herself she could resist, yet every time she gave in almost instantly.
After a few seconds, Heather pulled the cucumber out and ordered, "Now cut this up and bring us a snack platter."
"Yes, Mistress," Celeste nodded, even though she was completely mortified by the task.
Seconds later, Chelsey came downstairs and said, "I thought I heard you."
Celeste's face burned red as Heather smiled, "I was just chatting with your mother."
"Come on," Chelsey said, all excited, "Everyone else is already here."
That night, Heather had Celeste eat her out twice and brought her MILF slut to orgasm by finger-fucking her in the hallway just outside the bedroom while everyone else slept. Heather considered fisting her pet, but was sure that would indeed wake up the whole house. She loved pushing her pet's limits, but she also didn't want to get caught (although the idea of getting caught was always exciting and made her orgasm more intensely).
- DESPERATE TO PLEASE
Maureen, although nervous, obeyed the church order from her Mistress, as she found a spot in church that was in the corner.
The butt plug filled her ass and the wi-vibe was teasing her clit, even though it wasn't on.
As soon as they began singing a church hymn, Maureen slyly turned on the wi-vibe, praying (pun intended) the singing would drown out the sound of the vibe and her inevitable moans.
She stood up, trying to act nonchalant, as she tried to reach orgasm in church and fulfill the most recent task from her teen Mistress.
The buzzing was intense, directly on her clit, and also in her pussy, and her orgasm was rising pretty quickly.
She clenched the wooden bench in front of her as the pulses began to increase. Thankfully, the song was lengthy and allowed Maureen's orgasm to build. She closed her eyes, the orgasm close, as she leaned against the bench to put extra pressure on her trembling pussy.
Her orgasm hit, just as the song was ending, and she screamed, "Halleluiah!"
Thankfully, it didn't seem out of place and no one gave her a second thought other than following her in repeating the words of rejoice.
She sat back down, put her head between her legs, looking like she was praying and turned the toy off.
She caught her breath, even as her legs continued to tremble from the orgasm as she worshipped a teenager she had never met.
She sat through the sermon, which was ironically again about resisting temptation and then quickly went home... wanting to tell her online Mistress that she had obeyed another order.
Milflezinnylons: I came IN church as instructed.
It was a few hours later when there was a knock on Maureen's door.
Maureen got up, finally used to the medium sized butt plug and looked out her peephole. It was the pretty girl from down the street? Heather.
She opened the door and greeted, "Hi, Heather," even as she imagined her online Mistress looking a lot like her.
"Hi, Mrs. Lynch," the teenager smiled widely, putting her left arm on her hip and posing as she wore a plaid skirt that was school girl sexy.
"What can I do for you?" Maureen asked, noticing the teen dressed rather provocatively, before joking "Do you need some sugar?"
"No," she answered, "I need a favour."
"Anything," Maureen answered, although the teen had no clue she literally meant anything.
"Our family is leaving tonight for a week and I was supposed to get someone to check on the house while we were gone. Of course, I forgot the one thing my mom asked me to do," the teen lied. The truth was her parents were out of the country and were not going to be back for another week.
"Oh, sure," Maureen nodded, surprised she would be her first choice.
"Great," Heather said, giving her soon to be pet a big hug.
Maureen was surprised by the teen's embrace, but enjoyed it? being so long since she had any real intimacy? her new toys only able to do so much? her new Mistress too far away to give her the real intimacy she craved? the tasks fulfilling but not the same as a real submission to a real person she could touch? taste? serve.
"Here is the key," Heather said, handing her a key.
"How often do you want me to go over?" Maureen asked.
"Oh, if you could go over every day to feed the cat that would be great," Heather suggested. "Or every second day if that is too big an inconvenience."
"No, no, I'm sure I can walk across the street once a day," Maureen joked, wondering what the odds were the nylons she was wearing were thigh highs or a garter with stockings? unlikely, but an image worth fantasizing about.
"Awesome," Heather giggled, acting like the teenager she is.
"I'll stop by tomorrow," Maureen offered.
"Great," Heather smiled warmly, before adding, "thanks again."
"You're welcome," Maureen nodded, wishing that Heather was her online Mistress? she was the same age, had similar looks and was beautiful.
"K, bye," Heather waved, walking away.
Maureen watched her walk away, her pussy dampening slightly as she watched the 18-year-old saunter away in heels and nylons. She briefly watched closely for any evidence of stockings, but the skirt was just long enough to prevent any conclusion.
Maureen went back inside and sent a message to her Mistress, who suddenly seemed so far away.
Milflezinnylons: Heather just came over and asked me to check on her house for the next few days.
Maureen then went to get an ice tea. When she returned, after also going to the washroom briefly, she was surprised to see there was a message from Mistress Siena.
Silkstockings18: What a great opportunity.
Milflezinnylons: How so?
Maureen was curious what type of opportunity could possibly exist from this.
Silkstockings18: You can search through her things.
Milflezinnylons: Why would I do that?
Silkstockings18: Well, I'm an ocean away and she is just across the street.
Milflezinnylons: But she isn't a lesbian.
Silkstockings18: How do you know that?
Milflezinnylons: I don't know.
Silkstockings18: 60 plus percent of women are bisexual or curious and I think that estimate is quite low.
Milflezinnylons: Really?
Silkstockings18: And today's high school girls are very promiscuous
Milflezinnylons: I wish I was a teenager now!!!
Silkstockings18: So your next task is twofold.
Milflezinnylons: yes, Mistress.
Silkstockings18: First task is to go and get the third and final butt plug and put it in that MILF arse of yours.
Maureen's eyes went big even though she had known this was coming.
Milflezinnylons: Yes, Mistress.
Silkstockings18: Good, pet.
Milflezinnylons: Give me a few.
Silkstockings18: Sure, my little arse slut.
Maureen stood up, quite used to having the medium sized plug in her butt, but wasn't sure how she would take the much bigger third one. It didn't seem possible. Yet, obviously it was. She pulled the plug out and laughed as a popping sound was made as her ass was finally empty.
Silkstockings18: I can't wait to have you bent on all fours and fucking that arse of yours with my big strap-on. Would you like that?
Maureen was lubing the large butt plug when she saw the naughty message.
Silkstockings18: Or what if Heather walked over and demanded you eat her cunt?
Maureen's cunt gushed at the wicked thought. After seeing the beautiful neighbour dressed so sexy, especially in nylons, and also the thought she may be bisexual, had her excited as hell.
Milflezinnylons: Oh my!!!!!!!!!!!
Maureen prepared for the insertion of the titanic of butt plugs, trying to distract herself from the undoubtable pain that was to come with the idea of submitting to Heather.
Silkstockings18: Mmmmm, I bet she wouldn't refuse you if you walked over there right now and said, 'I'm a submissive cunt-pleaser and I would love to be your unconditional slut.'
Milflezinnylons: Oh, God!!!!!!!!!
Maureen was worried that her online Mistress would make her go over and say such things? yet, on the other hand, her cunt burned with anticipation of doing exactly that.
Silkstockings18: Do you want to be Heather's pet, my slut?
Maureen froze, the plug on the chair lubricated and ready for insertion. The question was difficult. In a perfect world? yes. Yet, the thrill of her current submissive relationship with her online Mistress was the anonymity of it. In Canada, no one knew the secret truth of her draw to women? her desire to submit. If Heather found out, her secret was out of her control.
Milflezinnylons: I don't know.
Silkstockings18: Hmmmm, I think we both know the TRUE answer to that.
Milflezinnylons: It's just she may be a little too close to home.
Silkstockings18: A good Mistress never puts her submissive in a precarious situation.
Heather smirked to herself? that was definitely not true in her treatment of her submissives.
Milflezinnylons: I suppose.
Silkstockings18: Is the plug in my cunt licker's arse yet?
Milflezinnylons: No, Mistress.
Silkstockings18: Do it now!!!
Milflezinnylons: Yes, Mistress.
Maureen took a deep breath and slowly lowered herself onto the anal empaler. Like the last time, a new pain burned in her ass as it was widened more than ever before. She started slow, but then decided to go all in quickly? like jumping into the cold water at a pool.
"Aaaaaaaaaaaah," Maureen screamed, as a searing pain coursed through her, her ass literally feeling like it was being ripped in two.
Milflezinnylons: All in.
Silkstockings18: How do you feel?
Milflezinnylons: Like I'm being ripped apart at the seams.
Silkstockings18: LOL. So your next task is to go over to Heather's house tomorrow and search her room for evidence of lesbian toys. Also, check her laundry for used panties.
Milflezinnylons: Oh my.
Silkstockings18: She'll never know.
Milflezinnylons: It still feels wrong.
Silkstockings18: Are you questioning me?
Milflezinnylons: No, Mistress. I'm sorry.
Heather logged out, having long ago perfected the psychological manipulation of her pets. She was confident her pet-to-be would be grovelling in apology and this would only enhance her utter submission to the real her that was coming very soon.
Maureen saw her Mistress log out and sighed. Without thinking, she quickly apologized.
Milflezinnylons: I'm so sorry, Mistress. I shouldn't have questioned you. I promise I won't again. I will submissively wait for your next order and I will fulfill the new task.
Maureen wasn't sure she could stand up. The plug seemed to be so deep in her that she couldn't fathom walking, never mind trying to work tomorrow.
Slowly, she pulled her panties back up her legs and slowly, painfully, stood up. New pain coursed through her and yet oddly it was a good pain. A pain that reminded her that she was a submissive obeying her Mistress.
She checked her computer all night and the next morning and wasn't surprised to see no response from her Mistress.
The MILF practiced walking with the huge plug up her ass and somehow made it through the following day at work, her Mistress constantly on her mind.
Meanwhile, Heather wasn't really going anywhere, but she was going to make sure there was a pair of very wet, cum coated panties in her laundry for her pet-to-be to find. So in the morning, before school, she did something she almost never did? she had pets for that? she pleasured herself. Once she came, fantasizing about the upcoming addition of her new MILF, she flooded into her panties.
She tossed them right on top of her half-filled laundry basket and headed to school.
After work Maureen went home, grabbed the key and saw that a new lingerie package had arrived in the mail. She put it beside the laptop, which she noticed didn't include a message from Sienna and headed to Heather's house. She walked inside and immediately saw the cat. She went and fed him first, before deciding, against her own moral code, to obey the orders of an eighteen-year-old from a different country and walked up the stairs.
She walked into a room that was clearly her parent's room first, before walking into one that was undoubtedly Heather's. She paused at the doorway. She wasn't sure she should be doing this? this violation of privacy. Yet, after a brief consideration her determination of utter obedience to her online Mistress superseded her moral fibre. So, she stepped inside and gasped.
On the wall was a suction cup dildo.
Maureen starred at it as so many questions popped into her head.
Did Heather fuck that big thing? Assumedly, why else would it be there?
Did Heather leave it there for her to see? Unlikely, she would not expect that her room would be walked in to.
Did Heather leave it up all the time? Wouldn't her parents see it?
Could Heather take all that in her young, ripe pussy?
Maureen's cunt was instantly damp and leaking into her panties as she envisioned Heather riding that big dildo or, better yet, making her ride it.
Now curious, the obedient MILF began to search the room, excited like she was as a child on Easter? looking for candy and toys.
The submissive slut-wannabe walked over to the nightstand and opened it. Nothing except some tums, hair clips and other miscellaneous items.
Maureen felt disappointed, having hoped, for some reason, to find a treasure of sin. She looked under the bed? spotless.
Maureen walked to Heather's dresser and opened the top drawer. Jackpot. Her cunt tingled as she rummaged through the plethora of thigh high stockings. There must have been twenty pairs or more of expensive pure silk stockings in a variety of colours. The teen even had a couple of garters, something that shocked Maureen.
If she wasn't already wearing some, the nylon obsessed MILF may have put some on herself.
The next drawer had a variety of panties, all sexy, and a few thongs. It also had a few sexy lace bras. This teenager was sexy as hell.
Maureen wished that Heather could be her real life Mistress, as her need for submission continued to consume her. Yet, she couldn't fathom how to make such a fantasy a reality.
She went through the rest of the drawers and found nothing riveting other than some very sexy, fashionable clothing.
Maureen did notice a diary on the edge of the dresser, but although curious as hell, she didn't open it. That would be a definite violation of the teen's privacy. She laughed to herself as she looked over to the laundry basket. As if everything she had just done wasn't a major violation.
The obedient MILF, suddenly recalling she was to grab a pair of panties from the laundry basket, walked over to the laundry basket and saw a pair of sexy black panties sitting right on top of a red dress and a pair of jeans. She reached down and grabbed them and was surprised that they were quite wet. Clearly, Heather had come in them.
Without even thinking, the submissive horny MILF moved the soiled panties to her nose and took a whiff.
The scent was intoxicating and immediately Maureen wanted to smell it, taste it, directly from the source.
The very horny MILF put the panties in her purse and decided to go home and get herself off.
She went home and went directly to her computer and typed.
Milflezinnylons: Mistress? I obeyed your task. I went to Heather's house, snooped through her room and found some interesting things.
Milflezinnylons: One: she had an eight inch dildo stuck on her wall.
Milflezinnylons: Two: she has a plethora of thigh high stockings and even a couple of garters.
Milflezinnylons: Three: I found a pair of very wet panties and brought them home.
Heather was reading these messages on her phone, sitting at Mrs. Walker's desk, as her pretty teacher lapped away at her cunt.
Maureen was horny as hell but was pretty sure she needed permission to have an orgasm.
Milflezinnylons: May I have an orgasm, Mistress?
Heather decided to push her further, even as she decided tomorrow was the day she would finish this lengthy seduction.
Silkstockings18: I'm still unsure about our relationship.
Milflezinnylons: Mistress, I'm so sorry. I will do ANYTHING to prove my complete obedience.
Heather smiled knowing she had her hook, line and sinker.
Silkstockings18: Anything?
Maureen was desperate to prove it, desperate to give herself completely to her in hopes she could somehow, someway, assist in getting her to submit to Heather.
Milflezinnylons: Yes, Mistress? ANYTHING.
Heather decided to test the truth to the MILF's declaration.
Silkstockings18: Send me a body shot picture of you? only in stockings.
Maureen looked at the words and didn't hesitate as she stood up and began undressing.
Silkstockings18: And a second that shows the plug in that arse of yours.
Maureen was so horny, so desperate to obey, that she was soon only in a garter belt and stockings. Although awkward she took a computer selfie. The first three were blurry and impossible to get her entire body.
Milflezinnylons: Mistress, I will need to get my real camera and take photos on a timer and then transfer them to my computer.
Heather smiled at the desperate need to obey of her new MILF.
Silkstockings18: Great. I need to go soon anyways. I'll be back online in a couple of hours. Send me at least three more pictures that will make my cunt wet and get you back in my good graces.
Milflezinnylons: Yes, Mistress. I will do it ASAP.
Silkstockings18: Good slut. Impress me and I will give you a BIG surprise soon.
Maureen was giddy with getting back in her good books and excited by whatever the big surprise was.
Milflezinnylons: I will Mistress.
Heather put her phone down, her orgasm rising at the experienced tongue of her submissive English teacher.
"That's it, Mrs. Walker," Heather moaned, "lick my cunt in your classroom like the submissive pet you are."
Heather loved the thrill of pushing her pets to do things out of character, and completely out of their comfort zone? and for her teacher pet: being on her knees, under her desk, in her classroom, eating pussy was both.
Moments later, Heather came on her teacher's face even as she envisioned a new pet in that exact position.
Maureen got the camera and tripod out and set them up. She also poured a glass of wine, thinking this would be a lot better if she was tipsy. She ended up doing the first glass and poured a second as she walked around the house pretty much naked.
Feeling good, and wanting to obey, she timed the camera and made her first pose. Her arms on her hips, her right leg slightly in front of her left, not hiding her cunt, while showcasing her breasts and very hard nipples.
Flash!
She did five poses to complete the first picture.
She then did the second expected pose. This one somehow made her feel more vulnerable and she had to finish her second glass of wine first.
She moved a chair in front of the camera, moved onto her knees so her ass was in full view and waited for the picture to be snapped.
The picture taken, she checked it. It made her ass look wide, yet the butt plug was in clear view as instructed.
She poured a third glass of wine as she pondered what three more pictures she should take. Loving her old-fashioned lingerie she went and changed into a pair of expensive nylons she hadn't worn yet. The pair cost 89 dollars and were called Natalie Diamond Heel stockings and had a small ivory Picot at the top of the welt, with a diamond heel pattern, of course.
She felt decadent and rich in the stockings, knowing that she was definitely born in the wrong decade.
She returned downstairs and posed. She took a half dozen photos of herself with the left stocking on, while she put the second stocking on slowly for a variety of sexy, pin-up style poses.
She felt like a model as she posed in the luxury stockings. She sipped her third glass of wine before going back upstairs to go through her fancy, rarely used, lingerie.
Maureen slipped out of the stockings and grabbed the other pair that she had purchased recently. The Gennia 10 Denier Fully Fashioned Stocking was an old school European heel style. She grabbed the coffee coloured stockings and went downstairs to open the new package which she was pretty sure was a fourth corset she had purchased online recently.
She opened the box and pulled out the new expensive corset she had ordered, a sluttier version than the other ones she owned? inspired by her teenage Mistress. She moved to the camera, set up the timer to take a photo every five seconds and, completely naked, began to slowly get dressed in the stockings and sexy gold corset.
There were dozens of pictures taken: -bent over naked with stocking in hand -stocking just going on right foot -stocking up to ankle, up to knee, up to thigh -bending down to get second stocking -almost falling as she grabbed the stocking -giggling as she looked directly at the camera -second stocking on foot -second stocking up to ankle -second stocking on thigh -posing with hand on hips -sitting on chair, stocking feet up in air -sitting on chair, legs spread open, hands covering pussy -sitting on chair, legs crossed, cupping breasts -sitting on chair, legs crossed, blowing a kiss -standing up with ass to camera -reaching for corset -corset on ground with feet inside it -bending over to pull corset up -corset half up nylon-clad legs -corset on hips -corset just covering up breasts -corset on
Maureen did a few more sexy poses in the corset before deciding to put on her strap-on as well for one last picture.
Content with her photos, Maureen grabbed the camera, and hooked it up to the computer. She downloaded the photos and went through them. Both tipsy and horny, she choose the ten photos she liked the best and sent them to her teenage Mistress.
Milflezinnylons: Here are a bunch of pictures of me. Please don't laugh or be repulsed.
It was Heather's turn to gasp. Although she had given the order, she wasn't sure her pet-to-be would obey, this was a much riskier order. Nor did she remotely expect such risqu?, sexy photos that actually made her cunt gush.
Milflezinnylons: I'm kinda drunk.
Silkstockings18: How can you be kinda drunk?
Maureen was excited that her Mistress was online.
Milflezinnylons: Okay, I'm drunk.
Silkstockings18: I'm going to be very honest with you.
Milflezinnylons: K!
Silkstockings18: My cunt is leaking looking at these photos.
Milflezinnylons: I picked them for you.
Silkstockings18: U r utterly delicious.
Milflezinnylons: I bet u r too!!!
Silkstockings18: U bad girl.
Milflezinnylons: Ur bad girl.
Silkstockings18: So did u fuck urself on the strap-on?
Milflezinnylons: LOL. No.
Silkstockings18: I'm serious.
Milflezinnylons: It honestly didn't even occur to me.
Silkstockings18: When u go over tomorrow u will!
Milflezinnylons: Oh my!
Silkstockings18: Is that a yes, my pet?
Milflezinnylons: Yes, Mistress.
Silkstockings18: Good girl. You will also go there dressed in exactly what u were wearing in those photos.
Milflezinnylons: I'm still in them, Mistress.
Silkstockings18: Yummy.
Heather's pussy was on fire and although it was risky, she texted Celeste.
Meet me in the bathroom NOW!!!
Heather was staying at her best friend Chelsey's tonight and was in the same room as her at the moment.
She said, "I'll be in the washroom."
"Okay," Chelsey nodded, not looking up from her phone.
Heather was confident that Chelsey's oblivion and obsessive phone addiction would keep her distracted while her mother munched on her cunt.
Milflezinnylons: I'm very, very horny Mistress.
Silkstockings18: Me too.
Heather smiled as Celeste sheepishly walked into the bathroom that was connected to her bedroom.
The MILF locked the door, walked over to Heather and wordlessly dropped to her knees.
Heather opened her legs wide and smiled as her pet buried her face in her cunt.
Milflezinnylons: May I come, Mistress.
Silkstockings18: Do you have the panties still?
Milflezinnylons: In my purse.
Silkstockings18: Get them.
Milflezinnylons: Yes, Mistress.
Maureen went to her purse; Heather moaned as the slut lapped hungrily on her wet cunt.
Milflezinnylons: I have them.
Silkstockings18: Smell them.
Maureen did again, the scent as strong and intoxicating as the first time she smelt them.
Milflezinnylons: I already did once? and now twice.
Silkstockings18: Describe it.
Milflezinnylons: Intriguing? intoxicating? addictive
Silkstockings18: Mmmmmm? are the panties wet.
Milflezinnylons: Very!
Silkstockings18: Put them in your mouth and taste her cum.
Maureen hadn't thought about it? but she obeyed, putting the crotch in her mouth. Although she could taste the cotton, she could also taste the unmistakable taste of pussy? and it was heavenly. She immediately wished she could taste it directly from the source.
Milflezinnylons: Oh my, delicious.
Silkstockings18: What does it taste like?
Milflezinnylons: Heaven.
Silkstockings18: Imagine it directly from the source.
Milflezinnylons: I am.
Silkstockings18: Now put the panties over your head, the wet crotch right on your lips.
Maureen obeyed the strange, yet intriguing order.
Milflezinnylons: Okay.
The scent enveloped her, making her desperate to taste it.
Silkstockings18: Now get yourself off by licking every last remnant of her cum while fingering that cunt of yours while imagining you are eating Heather's cunt.
Milflezinnylons: God, yes? thank you, Mistress.
Maureen immediately obeyed, closing her eyes and imagining being in Heather's room, on her knees, eagerly licking the teen's cunt.
Heather began grinding her pussy up and down her MILF pet's tongue and face, close to orgasm herself, imagining tomorrow and the completion of adding a new pet to her harem.
Maureen reached orgasm quicker than she ever had. The mixture of wine, visions of Heather, the photo shoot, the panties on her head she was licking and talking to Sienna had her on the brink. Her orgasm hit her hard as she lapped the teen's wet panties.
Heather came simultaneously just as Chelsey knocked on the door.
"Are you almost done?" Chelsey asked.
"Yes, just finishing," Heather replied, as she held her pet's head deep in her cunt.
Milflezinnylons: I just came Mistress.
Silkstockings18: Me too.
Heather let go of her MILF's head and ordered, "Leave my cum on that pretty face of yours."
"Yes, Mistress," the MILF nodded, as she stood up and moved to the door going to her room.
Milflezinnylons: I wish I was there to be the one to get you off.
Silkstockings18: Soon, my pet.
Milflezinnylons: LOL.
Silkstockings18: Don't forget, tomorrow's task is to fuck yourself on that wall cock.
Milflezinnylons: Yes, Mistress.
Silkstockings18: I have to go.
Milflezinnylons: Me too. I'm wiped.
Silkstockings18: Tomorrow then.
Milflezinnylons: Night, Mistress.
Silkstockings18: Night, my slut. PS: You may take the plug out of your arse in the morning and, of course, go without panties. That way you can quickly get that dildo in that wanton cunt of yours tomorrow.
Milflezinnylons: Thank u, Mistress.
Heather returned to Chelsey's room; Maureen got undressed and went to bed.
Heather knew tomorrow was the day; Maureen had no idea that tomorrow her fantasy would become reality.
- FINAL SUBMISSION
Heather was home when Maureen came over, hiding in her parents' room dressed only in black thigh highs, five-inch heels and a strap-on cock... hidden by a robe.
Maureen, dressed exactly as she was yesterday in the photos, fed the cat first and then made her way up the stairs. There was almost no trepidation, but rather a quiet calm as she prepared to obey her Mistress. Her pussy was on fire all day, and she was eager to get herself off? desperate, actually.
She walked into the teenager's room, got out of her dress, went directly to the dildo on the wall and dropped to her knees.
She moved backwards slowly, her pussy so wet that it easily filled her cunt.
"Ohhhhh," Maureen moaned, her cunt finally filled.
She rode it slowly, wanting to enjoy the submission to an invisible Mistress.
Heather slowly moved to her bedroom, smiling that her door was wide open. She walked to the door and peaked inside. As expected, her pet-to-be was obeying completely. She was riding the dildo and in the exact same outfit as yesterday.
Maureen's eyes were closed as she fantasized that Heather walked in on her riding the dildo. So she wasn't sure if the words she heard next were real or fantasy. "What are you doing, Mrs. Lynch?"
Maureen froze, the dildo deep within her cunt.
Slowly, Maureen opened her eyes, praying the voice was in her head. Of course, it wasn't.
Maureen stammered, although too paralyzed to move, "H-H-Heather, I can explain."
"Please do," the teenage seductress smiled, walking into the room, deciding to play the game a bit longer.
Maureen finally moved off the dildo and stood up. "I, um, well, I was curious."
"About what?" Heather asked, walking to the mortified MILF.
"If you left the dildo on the wall for me," Maureen answered, grasping at straws.
"And what if I did?" Heather smiled, now directly in front of her.
Maureen was confused. Heather wasn't shocked at all. Actually, why was Heather here in the first place? She was trembling with embarrassment, and her leaking pussy didn't help at all. Finally, she asked, "Did you?"
"I did," Heather nodded. "I was surprised when you didn't ride it last night."
"But why me?" the confused MILF asked, feeling so vulnerable looking into the teen's enchanting eyes.
"I've had my eye on you for a while," Heather responded, continuing to be vague and yet dripping with innuendo.
Maureen was speechless as the teen's fingers moved between her breasts.
"Why were you riding my dildo?" Heather asked.
Maureen, her body trembling at her touch, answered with hopeful exuberance that her words would show the teen her submissive nature, responded, "My Mistress ordered me to."
"And who is your Mistress?" Heather asked, as she opened her robe and revealed her perfect body.
Suddenly it was Crystal clear. "You are," Maureen whispered, knowing instantly she was right. She didn't know how, and she didn't know why, but Heather was Sienna. Sienna was Heather.
"Knees, my pet," Heather ordered.
"Yes, Mistress," Maureen nodded, a chill going up her spine as she obeyed the beautiful teen's order. She was soon staring not at a pussy like she anticipated, but a strap-on cock.
"Are you ready to become my pet, Ms. Lynch?" Heather asked.
"Yes, Mistress," the still bewildered, but excited MILF nodded.
"You understand I expect complete obedience," Heather continued, her plastic cock moving all around the MILF's lips.
"Yes, Mistress," Maureen nodded, her head spinning with fantasy becoming reality.
"Suck my cock, my pet," Heather ordered, enjoying the look of lust and confusion in the pet's eyes.
"Yes, Mistress," the submissive nodded, apparently on repeat, before leaning forward and taking the teen's cock in her mouth. She couldn't actually remember the last time a cock was in her mouth, yet she began bobbing.
"I've been looking forward to this, my pet, ever since I realized who you were," Heather explained, as she watched the pretty MILF bob on the strap-on cock.
Maureen wanted to ask when she realized, but she had a mouthful of cock.
Heather continued, answering the MILF's unspoken question, "It was when I recognized your table in the living room in the early photos you sent me."
Maureen pondered how she would recognize it, but did recall Heather being over once or twice when her daughter still lived at home.
"So I tested you," Heather explained with a soft chuckle, "and you passed with flying colours and then some."
After a moment, Heather added, "On all fours."
Maureen obeyed, her cunt literally on fire.
"Any questions?" Heather asked, as she moved behind her pet.
Maureen asked the obvious, "So you are Sienna?"
"That was the name I gave, wasn't it?" Heather responded with a soft laugh, as she put her hands on her pet's hips. "Actually, it's my middle name."
"Wow," was all that Maureen could muster, in awe of the revelations and dying to get fucked.
"Do you want me to fuck you?" Heather asked, rubbing the cock up and down the MILF's pussy lips.
"God, yes Mistress," Maureen moaned, her whole body at the whim of the teenager.
"Beg," Heather ordered, always loving to hear a pet desperate to be fucked.
"Oh, God, Mistress, please fuck your pet slut. I have fantasized this for so long," Maureen admitted.
Suddenly, Heather moved the cock up and slid it into the MILFs ass? always enjoying the scream that came with the sudden shock.
"Fuck," Maureen screamed, her ass suddenly filled. The cock was thinner than the last butt plug, but longer. It instantly created both pleasure and pain, a sensation that she now enjoyed since she had started her anal training.
"Did you fantasize being sodomized?" Heather asked, as her cock remained buried deep in her newest pet's ass.
Maureen hadn't, but now that her ass was burning with pleasure, she wanted nothing more. She responded, "No, Mistress, but my three holes and body are yours."
"Mmmmm," Heather answered, as she slowly began fucking the MILF's ass. "You really are a natural submissive."
The sensation of being ass fucked was exhilarating, even as the burn remained, as Maureen moaned, "Feels so good."
"The anal training has prepared you well for this, my pet," Heather purred, a minute later as she began going faster.
"Ohhhhhhh," Maureen whimpered, the faster fucking creating more intense pleasure, the pain almost gone.
"Want it harder?" Heather asked, another minute later as the MILF's breathing increased.
"Yes," the MILF declared, wanting to be fucked hard?used.
Heather slammed hard into the MILF's ass and Maureen screamed again as a new pain cascaded through her, which simultaneously caused a new stronger pleasure.
"Pound my ass, Mistress," Maureen begged, the pleasure unlike anything she had ever felt? even though her orgasm was not close.
Heather did for a couple more minutes, as her pet mumbled with euphoria, before pulling out and asking, "Ready to taste your Mistress?"
Maureen was sad the anal fucking was done, but indeed eager to taste the teen Goddess. "Yes, Mistress," she answered, turning around to see the blonde taking the strap-on off.
Heather tossed the strap-on aside and sat on the edge of the bed. "Crawl, my pet."
It felt natural for Maureen to crawl like a puppy to her Mistress. She stared at the teen's nylon-clad legs and feet.
Heather asked, "Like the nylons? I am wearing them for you."
"Yes," Maureen nodded, reaching the teen's feet.
"Go ahead," Heather offered, "suck on my toes."
Maureen was in lust. She didn't hesitate as she took one foot in her hands and then put the nylon-clad foot to her mouth. She sucked on each toe individually, as if they were small sexy cocks.
"Such a good pet," Heather moaned, enjoying the lavish attention.
Maureen moved to the other foot and replicated the intense focus completely in awe of the submissive sensual act.
"You will be a very good pet," Heather purred, as she moved the sole of her foot to the MILF's face.
Maureen licked the salty silky sole with the same submissive eagerness.
"You got me very wet, my pet," Heather moaned, her pussy on fire.
"Ditto," Maureen quipped back, as she licked every inch of the nylon-clad sole.
Heather moved up onto her bed and ordered, as she spread her legs, "Come and service your Mistress, my pet."
"Yes, Mistress," Maureen replied, as she eagerly joined the teen on the bed. She crawled between her legs and moved to her shaved cunt. She stared at it with the awe a guitarist has for a Stratocaster guitar, or herself when she got her first pair of stockings at Albert's.
"Go ahead, my pet, make your fantasy a reality," Heather offered, her fingers parting her glistening wet pussy.
"Yes, Mistress," Maureen nodded, before she leaned forward, extended her tongue, and began licking. One taste and any lingering doubts deep in her moral fibre dissipated as she tasted perfection. The sweetness indescribable, the scent irresistible, Maureen was in seventh heaven.
"Does it taste better directly from the source, my pet?" Heather asked, looking down at the eager MILF lapping hungrily.
"Perfection," Maureen mumbled between licks.
"I've been told that before," Heather moaned.
Maureen kept licking, exploring every inch of the perfect tantalizing pussy as if she was Indiana Jones searching for the Holy Grail. Although she had found her own Holy Grail, she was still trying to decode it? to unlock its secret treasure.
"That's it, my pet," Heather moaned, "You're a natural cunt muncher."
"I aim to please," Maureen responded, as she licked hungrily.
"I know, my pet," the teen said, her own orgasm building.
The MILF could sense the teen was close and moved her tongue and lips to her clit and began flicking it.
"Oh fuck, don't you dare stop," Heather demanded, as her legs twitched, her orgasm about to erupt.
Maureen didn't stop as she kept licking as Heather grabbed her head and pulled her deeper into her oasis of wetness.
"Yes," Heather screamed a moment later as she held her pet deep between her legs and came all over her pretty face.
Maureen became drunk as she hungrily lapped the Holy Grail that was rewarding her like the most expensive wine ever created.
Heather came harder than usual, like she usually did when she first came at the tongue of a new conquest.
Maureen lapped until Heather pushed her head away. Heather explained, "I have to pee."
Maureen, her face wet with cum, looked up and said, "You came so much I thought you may have."
"I'm a flooder," the teen laughed, standing up.
"So I have learned," the MILF nodded, as she watched the pretty teen walk away.
Heather, stopping at the door, said, "Why don't you finish what you started a while ago?"
"Yes, Mistress," Maureen nodded, her pussy still on fire.
Heather left and Maureen crawled back to the suction-cup dildo and resumed fucking herself. Unlike when she was slowly fucking herself, what now felt like eons ago, yet was really less than thirty minutes, she began riding the dildo deep and fast.
The MILF was near orgasm as her head replayed the crazy twist of the past half an hour.
Maureen was about to erupt when Heather walked back in and ordered, "Stop."
Maureen froze, her body trembling and her breathing erratic.
"Do you want to come?" Heather questioned.
"Yes, Mistress," Maureen nodded, her head light, her orgasm begging for release.
"And what will you do for me?" Heather asked, all sing-song.
"Anything," Maureen answered, and meant it.
"Good answer," Heather nodded, "and I'll definitely take you up on the offer. Now come for your Mistress."
Maureen didn't hesitate as she resumed fucking herself, bouncing so hard on the cock that her ass hit the wall.
"Come now, my slut," Heather demanded.
Maureen moaned loudly as her orgasm built quickly.
"Now, my MILF pussy pleaser, my teen twat lapper, my ass fucking mommy next door," Heather listed. "Come you naughty, submissive whore."
"Yes," Maureen screamed as the litany of derogatory names was the final straw that broke the camel's back as the biggest orgasm she ever experienced cascaded through her.
"Good slut," the teen purred, as she watched her newest pet come like the hungry slut she was.
Maureen crashed forward as the orgasm seemed to never end.
"They always come hardest the first time they submit," Heather quipped, as she moved in front of the still quaking pet.
Maureen saw the teen's stocking-clad feet and moved up and began licking the top of her Mistress's foot, like a loyal obedient puppy.
"Oh, my pet, we are going to have a lot of fun," Heather smiled down at the MILF, her cunt already getting wet again.
Maureen kept licking the top of her Mistress's feet, even as her orgasm continued sending wave after wave through her very being, "Yes, Mistress."
THE END