Quarantined
As always dear readers please contribute to Nifty to keep it free.
Let me start by saying that my name is Kevin, I am about 5ft6in and about 135lbs. with short brownish red hair and green eyes. I am married to Janet who is also about 5ft6in and around 125. She has medium length brown hair, brown eyes, a wonderfully trim figure and is the total package in my mind. Able to dress down, in a suit or even a sexy dress for a night out, she always does her makeup flawlessly.
Like many have guessed, I like to cross dress and Janet, while not exactly OK with the dressing, does not complain about my wearing VS thong panties 24/7 and occasionally when we go out, slipping into a pair of her jeans as she says it does make my butt look good and she loves the way my booty swings when I wear her jeans. She does admit to having had a lesbian affair in college and maybe being a bit bisexual and that seems to be the attraction with the skinny nerdy guy she married.....that, and I make her laugh she states on numerous occasions.
The adventure all really started around March of 2020....You know when the Pandemic hit us!
We both ended up having to continue to work, as "essential employees" but she continued to work at the facility as part of the leadership team on a medical project. I was able to work from home, as an accountant is not considered necessary to the day-to-day function, so my days quickly revolved around my helping Janet get ready for work, then after she left, slipping into some panties, hose and maybe a skirt and heels or some women's slacks and ankle boots for the day so that if I had to do a facetime meeting, I appeared pretty normal. Underneath my desk was pure girlyboi sexiness that I reveled in the ability to feel sexy by crossdressing every day!
Normally, before Janet got home, I would change into something more fitting like a pair of jeans and tennis shoes...even if sometimes it was a pair of her jeans, she was not to put out. While Janet was not 'against' my dressing, she never really supported it either as she said she just was not 'into it' like I was. She just did not want to see me 'prancing around like some drag queen' or some limp wristed slut wanna be. In her mind, a woman should be able to be all things, dressed in comfy PJ's, jeans and a T-Shirt, a business suit or even a sexy little cocktail dress when out dancing and romancing. That slutty bimbo look was for porn stars, whores, sluts or tramps and that was not what a woman was all about! Damn the patriarchy she affirmed.
About three weeks into the whole work from home thing, I started to feel more normal about it and less sexually stimulated so that I was able to not have messy panties all the time. My work did not seem to notice, comment, or even bat an eye since my work did not suffer. It was on a Wednesday late morning when it happened. I was wearing a cute little grey woolen skirt with tan pantyhose, some grey heels, and a pale silk chemise with a soft blue male dress shirt when I heard the door opening and Janet come into sound of her clacking heels. She was calling me from the front room to tell me 'she was home due to an employee at work testing positive and the whole plant was sent home for the rest of the week to insure no one else had been infected. She would be working from home on her....'
"Kev honey, why are you so red? What's going on? Oh, are you dressed and do not want me to know? Sweetheart, I have known about your dressing for a long while. I don't dislike it, per se, but you have to admit that you do not look like a woman...you look like a man dressed in woman's clothes. Now either you dress like my man when I am home, or we dress you like my lesbian lover from College. What's it gonna be boi?" She stated quite frankly.
"Wait. What do you mean, your lesbian lover? I thought...you are not mad? You really think I look that bad?" I asked with a trembling sob.
"Oh, baby. Why do you think we watch Wynonna Earp? I am not that into westerns or Sci Fi like you are but watching the Earp girl and Officer Haught together gets me going! The wanting looks, the playful flirting banter, the secret passionate kisses.....yeah that's hot! So yes, I may be bisexual and not have admitted it, but I bet if we shaved your legs, dropped the mustache, armpit hair and gave you some falsies, a wig and makeup, you could pass. You might actually be pretty cute since you are so slender." she responded tenderly.
So, after that, Janet had me go to our bathroom and change out of my hose, skirt and heels so I could put on some jeans and tennis shoes so we could go get me some items she felt we needed right away, since she doubted I could totally refrain at this point from dressing like a girl. As I finished redressing, Janet came in and said,
"Show me what you have for a wardrobe baby. If you're gonna dress girly for the rest of the week and all weekend, I want to know what you got."
I meekly showed her my stash of four skirts in varying lengths and colors, my small lingerie set of 3 bras, a garter, a pair of dark stockings, some back seamed tan thigh-highs and about four pairs of pantyhose in varying shades from white to dark. Along with all that I had one little black dress, two pairs of women's jeans that were really tight, three pairs of heels in black, white, and red with varying height in the heels from three inches to five, a pair of tan wedgies and then the pair of black ankle boots I had on earlier with the 3inch clunky heel. I did not show her, as I felt I did not really need to, that my underwear drawer was mostly bikini or thong panties from Victoria Secret in a plethora of colors, patterns, and fabrics.
We made our first stop at Walgreens where she picked up some Nair, mascara, eyeshadow, lipstick, razors, perfume and a couple more pairs of tan pantyhose. Then while walking down the toy isle, she noted some softball sized 'baseball' plushie dog toys that she bought with a grin while saying softly,
"These should be about a 'C' or 'D' cup I bet!"
Then it was off to the mall where we hit up Victoria Secret for 5 more "D" cup bra's, so I had plenty to wear. Two were 't-shirt style while one was lacy and plunging. The last was more a 'foundational' type with underwires, solid lace covered cups and wide bands in a bright red and black that nevertheless was super sexy. We also picked up a baby doll and teddy sleepwear set as she smirked that 'Kandi' would need to sleep in something while over and not prance about in the nude to which the salesgirl just giggled.
Once we got home, Janet had me put it all away in my closet or dresser drawers along with all the other items I already had, so that suddenly, I had quite the feminine wardrobe. Then it was back to the bathroom to Nair my body, shave my face smooth as well as remove the mustache, slightly pluck my brows to a more neutral look and then with a giggle, Janet shaped my pubic area into an inch wide, three inches tall 'landing strip' while removing any other hair from my genital area. The slick smooth feeling on my skin was so erotic, I got hard as she toweled me off. Janet just grinned, smacked it, making it deflate while smiling as she said, 'Not yet baby'. Slipping the panties up while tucking my penis and balls, then snapping the bra on in front, twisting it around before putting my arms through made Janet say 'Yeah you've done this a few times!' That feeling of illicit thrill I was missing was back with a vengeance. I then stuffed the bra with the plushies, 'adjusted the girls', tossed my light blue shirt back on, before grabbing my women's jeans that zipped up at the ankle with little bows at the top of the zipper. They only had 3 front pockets and a 'horseshoe gusset' to make my ass super sexy! As I slipped on the tight acid wash blue jeans, I had to lay on the bed, suck it in and 'bounce' the zipper up. I then stepped into my wedgies while looking at Janet who smiled then grabbed some hair gel to wrangle my hair into a spikey tight look.
"We need to pierce that right ear baby so you can wear a PAIR of earrings instead of just the one. Then some make up and you might be ready to go out and grab a bite!" she whispered huskily.
"Grab a bite!? In public? I can't go out, everyone will know who I am... how did you say it? 'A man dressed in women's clothes' and be made a laughingstock. Janet, can't we just stay inside? please?" I wheedled to no avail.
"Nope! I am about to pierce that ear and put some makeup on you....then we can decide. Now butch up and act like a girl my little sissy girlfriend!"
True to her word, Janet pierced my ear, put in some dangling earrings, then did my face with shadow, liner, plenty of mascara, a little light pink almost nude matte lipstick before calling it good and saying as she spun me about to see myself in the mirror,
"Not bad if I do say so myself....we need to get you a wig, I think, as that extra short spiky look is too butch lesbo, but you can pass for sure now honey. You're cute just like I said you would be and with some more work, longer hair, I bet you're a hot assed babe!"
I looked in the mirror at the two women who were side by side. The brunette was Janet. The other auburn, short haired woman was pretty, if as Janet said, 'in a kind of butch lesbo girl sort of way...watching her in the mirror, I noted her hands moved like mine did, touched her face when I touched mine, eyes widening just as mine did! Janet was right. That other woman was me and I was not a bad looking girl at all now with the makeup, etc.
I agreed that I could pass, and so did she, after hearing my breathy, femme voice. I liked the name Kandi she gave me earlier so ended up going out to the mall to eat at the food court like a pair of work friends out after a long day at the shop. It was at this point I realized Janet still had on her skirt suit I set out for her this morning...I suddenly felt so underdressed!
The mall was pretty busy and even with all my trepidation, I really did not notice anything beyond the normal ogling of two pretty girls by all the men. While we were standing in line at one of the busier food shops, almost side by side, I felt Janet's arm slide up, with her hand sliding over my butt, then spanking me with a smack! I looked at her to see she was still obviously checking the menu. I smiled a wicked grin at her as I heard the couple behind us giggle quietly, then went back to deciding myself what I wanted.
After we were done eating, we started to walk about the mall, window shopping, people watching, being watched, you know, mall trolling, when Janet said she had to pee so we went into the women's bathroom and both of us crowded into the large handicap stall at the end. Janet sat to pee while I stood before her awaiting my turn.
While watching her urinate, I noted her nipples standing out as she was looking up into my eyes before she said in a whispered voice,
"You really look good Kandi. I like this look on you." She stood, closed her arms around my neck and gave me a long-wet kiss. I started to pull away, startled, but was held too strongly. Janet kissed me again and forced her tongue into my mouth while forcing me back against the wall. Excitedly, I moaned as if to say something, but Janet's thrusting tongue prevented it. Her aggressive advance gave me no choice but to submit. To my surprise, feeling myself submit to this aggressive sexual advance was even more of a turn on. I melted into her embrace and felt my body relax into her arms. The feel of our breasts pressed together and Janet's hand running over my chest or down my to my ass made me tremble with desire. Hungrily I responded to her tongue, our lipstick covered lips eagerly sucking on each other as our tongues danced. Our hands sought each other's breasts, our bodies pressed tightly against each other, quietly moaning as our hands explored each other's bodies. Janet then kissed down my neck, sucking lightly on that area where the neck and shoulder meet that seems way to sensitive now! Janet then stuck her tongue wetly into my ear after sucking on my new earring before she whispered hoarsely into my ear,
"You are so beautiful. I am so horny for you. I want you. I want to fuck you. I want you to be my lesbian lover baby."
All I could do was gasp as she spun me about to sit on the toilet. She stepped close while raising her skirt to above her waist, pulled her panties down, stepping out of them with one leg which she then draped over my shoulder while whispering huskily,
"Suck my pussy bitch! I need it...I need it bad!"
I could see the wetness already glisteningly tear dropped on her labia, smell her muskiness as she pulled my face eagerly into her sex. Grinding my face into her as my tongue danced along the lips, sucking up the moist dewdrops of her desire, I felt her hand dig into my hair to hold me tightly to her as I lapped, sucked, lightly bit on her exposed clit. I looked upward at her to see her looking down at me with a huge grin. Her eyes closed slowly as she ground her sex against my mouth. I stuffed my tongue into her, pushing it as deep as I could inside her before lifting it to poke the tip of my tongue onto her clit before locking my lips onto it and sucking hard as I stabbed it repeatedly with my tongue. I felt her start to quiver and knew she was already close in a very short time, so lifted my hands to cup her ass cheeks before slipping a finger into her bum. That did it. She gushed her orgasm into my open, waiting mouth while biting on her hand to keep from making to much noise. With a smile, she looked down at me, stroked my face and hair before saying,
"Damn you're good baby! We need to clean up and get home as I am gonna need to fuck you. I am really going to enjoy making love to a woman who has what you do in her pants! Oh, we better clean your face before we go to far!"
We straightened up, stepped out of the stall and I redid my lipstick after cleaning up my mouth from all the smeared lipstick and pussy juice while Janet simply redid her lipstick which had smeared a little from our earlier kissing.
We were constantly petting, groping, or kissing while stopped at the lights all the way home. Once inside, we were wrapped in each other's arms again, kissing, stripping off clothes as we made our way to the bedroom. What an evening! Janet was a madwoman. She freed me of my pants, shoes and panties before inhaling my swollen penis in a single dive. I ecstatically made love to her fragrant pussy with my mouth once again, I toyed with her sensitive back door and clit until we both achieved stupendous orgasms. I got no rest, though. The sight and sensations were indescribable. She howled like a banshee and resumed her orgasm, riding my face until she was wracked by an especially powerful squirting orgasm and lurched off me. She collapsed, ending up with her head near my stomach. Noting my reborn erection, she gently stroked and kissed it while I ran my fingers through her hair to push it aside. Our breath had barely returned to normal before her nursing on my member became more insistent.
"Cum inside me, baby," she whined urgently. "Fuck me with that pretty clit."
That was fine with me. She pushed me down onto my back, a position we both loved anyway, because it allowed maximum penetration. What was different was the way I felt. Janet massaged my obvious fake tits with a moan from both of us. That prompted a wicked grin on her face as she began to grind feverishly against my sex. Humping back and forth, bucking up and down, rolling her hips in a sensual grind made it feel so good. It was hard to tell who's cock was inside whom as I started to cry out to be fucked, to have her come again, or when she started to bite and suck on my neck, causing me to make unintelligible sex noises until both of us stiffened, shuddering into simultaneous orgasm.
I awoke early that next morning and had to urinate so stepped out of bed into the bathroom. I looked at myself in the mirror, wondering at my sleek, hairless body, the fake breasts still encased in a bra. If I tucked my penis between my thighs, the look was definitely one of a woman, who was falsely advertising some upper achievements, but with the mussed hair, one who had experienced a fun night of unbridled passion.
Leaving the bra on with its fake expansions, tossing on a pair of high cut bikini panties, high rise tight fitted shorts, a t-shirt, some slippers, I slipped to the kitchen to start coffee while Janet snoozed. When she finally came out dressed in a bathrobe and slippers, I asked her what had her so excited last night and she stated it must have been that the jeans and shirt reminded her of her old girlfriend and made her want that experience again. I told her we could do it again as I loved the way she was so hotly aggressive and responsive!
Over the next two days that Janet had to stay home, I dressed everyday just as I had before. Janet had also brought home some Multivitamins as we had run out the next day. I noted that this one was a daily for women and a small purple pill for 'vision' she said. I started to set them out for us each day. I noted she did not take the little purple one so stopped giving it to her when she commented that she did not work on a computer all day so did not need to worry about it as much as I did. Each of the two days I wore girls clothes from the waist down, boys shirt with a lite colored or white chemise under it, no make up. Then when I finished for the day on Friday and logged off, Janet quite explicitly commanded me to go change my top and put on my face! At first, as you would expect, I did very poorly at it. Janet went out Friday while I was working to 'shop for a few things' so when she came home with more makeup, lingerie and perfume, she smiled and pulled me back over to my computer to pull up make up training videos.
"I can't always do your makeup, Kandi, so you need to learn to do it yourself. This is all you need to get the right look. No slutty bimbo or drag queen look! I want you to look like a regular girl, so start practicing after you get your top fixed. I can coach you as you do it. While you're doing that, I will fix us a nice salad and glass of wine for dinner. My girl has to start watching her weight, so no more burgers!"
So I watched some videos, practiced, cleaned my face, redid the makeup, then did it again! It took me about 45 minutes to do a very bad job the first time. By the end of the night, I was down to about 35 minutes and was sort of OK with the look. Janet was satisfied that I did not look like a guy in drag so much as a girl who needed a little help on her makeup skills. By the end of Saturday night, with several more hours of 'practice' and 'coaching' by Janet, I was down to about 30 minutes to do my face and not have Janet shake her head and tell me to do it again! It felt like a major victory to me. Since I was wearing my above the knee denim skirt, some pantyhose with the wedgies, my bra stuffed with the plushies under a chemise and a nice crisp white button shirt with the cuffs unbuttoned, she decided we would head out for drinks and a bite. The fact that I was not totally panicked as I had been just two short days ago, was a sign of how well we adapt to the wildest changes in out life.
Janet dressed in skirt and camisole with low heels and took us to a bar across town called the Transporter....A place that catered to alternative lifestyle relationships...and I had no issues when we went in. We ate some pub style food, drank, danced and truly enjoyed ourselves with much hugging, kissing and touching like a new couple would do and it had me really straining in my panties to a point where Janet whispered'
"We would have to get a gaff if we were to keep up this fun dating life. If I have anything to say about it, we will be doing this again Kandi baby!"
Well, when we got home, she was all over me and we made it to the couch where she hiked up her skirt and I noted she was wearing no panties and just dripping wet! I went down on her and she grabbed the back of my head and held me against her till she came with a scream. I dropped my jean skirt, released my aching cock and slid into her balls deep and started to pump my manhood in and out until I heard her moan in orgasm again which sent me over the edge, squirting my seed into her with a groan. She got the angriest look I had ever seen on her and she pushed me off, threw me on my back and then squatted onto my face and said,
"Bitch! I did not say you could come in me like that! Now I want you to clean my snatch with that tongue and never fucking come in me again unless I say so! Is that understood my little sissy slut?"
I mumbled an affirmative as best I could with her pussy smashed against my mouth and cleaned her out to another orgasm as she rode my mouth saying, "what a good pussy licking slut I was", "how much she loved the way I ate her and drank down my own come". I was shocked at the aggressiveness of her behavior and submissively did as she wanted. When she came again and squirted the last of my love juices and now her own into my mouth, she rolled off me and lay next to me kissing me and telling me how much she loved me, how sexy I was as Kandi and that it just made her so excited to take charge and force herself on me like that! I told her I did not mind as the sex had been better than anything before and if it made her orgasm like that, I was all for it. It made me feel special to please her and give her good orgasms like that!
We continued to dress me up en-femme on weekends and got me some 'D' cup mastectomies I could use to pad my bra for a better chest as Janet stated she wanted to make me more feminine and that meant better, more realistic tits.
That weekend she had me dress in Jeans, a button blouse with one of my bra and panty sets in light purple with little ankle lace socks and some pink and purple sneakers since we were shopping at the mall and I needed more clothes to keep up this 'game' she was really getting into. We hit the stores and got me more women's jeans, slacks, tops, nighties, skirts, dresses, VS lingerie and stopped at the shoe store where I saw a pair of red Dorsey heels I had to have! The clerk seemed to flirt with us and when I asked to try the heels on he assisted and played with my feet and commented about how pretty it was to see a lady wearing an anklet these days, and the little heart charm was a nice touch. I decided to wear the heels out as it was now lunch time and I loved the little clip, sound of the heel as I walked. It made me feel truly girly and put a bit of extra swing in my hips I am sure! Janet said she liked the way that clerk was flirting with me and how I was so girly for him and that it turned her on having me as a husband and girlfriend to shop with. We ate lunch at the food court and went home to get ready for the trip to Transporter later that night.
I shaved and did my legs and then rubbed lotion and powder all over and then put on a red Bra and Panty set with garters and some smoky stockings with the French heal and seams, a little red dress we got this morning and the Red Dorsey's again. I fixed my hair and makeup, added some long dangly earrings and bracelets to finish the look. Janet wore a short black pencil skirt and white blouse with no bra and nude fishnets with black heels. I loved the way you could just see her Areola and nipples through the white of the blouse and called her a total tease. We again danced, ate and flirted with each other as two lesbian lovers and when we got home, it was more passionate kissing, caresses and finally me eating her and then sliding a finger into her pussy and her ass and moving them in and out while sucking on her clit until she came. And when I say she came hard, she squirted her juices all over my face and loudly moaned out "Kandi" as a long drawn out explicative. It was great and made me squirt into my panties in a mutual orgasm. She grabbed the back of my head and pushed my mouth onto her and told me to clean her up which I gladly did. When she noted my cream in my panties, she licked it up and then fed it to me, saying,
"You are the one who needs to learn to appreciate this, and I am feeding you your spunk from now on my little sissy slut girlfriend!"
At that point we both fell asleep and woke refreshed the next morning. I put on a short little robe and went out to make coffee and breakfast while she dozed. Just as I was putting her cup and plate down, she came out from the bedroom in a black Bra and Panty and said I was so good last night, that I deserved a reward and she pushed me up against the cabinet and dropped to her knees, opened my robe and pulled my panties aside and started to suck me off. Looking down at my fake breasts and her bobbing on my cock made me hot and when she stuck a finger up my bung hole, I came quickly. She sucked me a little more to get the last drops and then stood and kissed me. She shocked me by feeding me my come in a wet tongue kiss and then said,
"I told you, you would be eating your come now Kandi dear, not sure why you are surprised by that? Yesterday I got a package delivered at work that I ordered about a month ago. It's for laser hair removal and a nice long-haired wig so I have more hair to hold onto when you blow me! I am so excited to remove all your hair so you can stop shaving and I will no longer have to deal with your irritating stubble!"
We went to the front room where I saw the package she had left out. Janet opened it up to present me with a long haired brownish red wig which we affixed onto my scalp. Then she pulled out a Laser light hair remover and started my full body laser hair removal treatments while keeping a small thin straight patch over my enlarged clit so it would look sexy later. Now with the long wig, breast forms and hairless skin, I was not going to be mistaken for a man while cross-dressed as I would have been just about a month before.
We both ended up testing negative from her potential exposure, so Janet went back to work, while I continued to work from home, do more and more housework as I was home all day. Now at about four months into the 'work from home' my routine had adjusted to waking up, getting Janet ready for work, dressing as a woman from the waist down and as a man from the waist up in case I got a face time or teams meeting for the day. At the end of the day, I almost always ended up adding a bra, inserting the falsies, some light makeup, the wig and making a light dinner that we could eat later. On Friday nights, I attached the falsies for the weekend, so Kandi would always be completely feminine. The laser hair removal had worked wonders, so that the only hair I had was my pubic landing strip, eyebrows and head. My skin was softer now than it ever had from all the lotions and powders I applied. I think my shape improved from the daily aerobic or yoga workouts so that I lost some tummy fat, down to about 130 pounds! In celebration one Friday, at lunch, I slipped on a bra, added the mastectomies, some light makeup and drove down to an open tattoo parlor to get my belly button pierced!
Seeing it that night when Janet got home to find me in low rise shorts, a crop top, high heeled mules had Janet so turned on, she wolf whistled me then grabbed me in a hug and started to kiss me with plenty of tongue. Her hands dropped to my butt, which she squeezed or felt up, then came up to my chest which she cupped prior to placing a hand on my cheek and neck to hold our faces together while we continued a long, slow, wet kiss, tongues dancing, moaning into each other's mouth, my shirt came unbuttoned, hers fell to the floor. We stumbled along slowly and sexily removing each other's clothes as we kissed, fondled and headed to the bedroom until Janet pushed me back onto the bed, wearing just my bra, while she was completely naked and moved us into a 69 position. She sat on my face, while I was supine and started to suck on my penis. I began to hungrily lap at her moist love nest. I knew how to play her at this point so licked, stuffed my tongue inside, lightly blew on her clit, but never touched it with my tongue or finger until I took said finger and inserted it into her while suddenly licking and stabbing her clit with my tongue making her quiver and moan loudly. As I then pushed a finger into her bum, she did the same to me! While I licked on her, she used her free hand to wank my shaft or squeezed it tightly at the base while she cupped my balls with the rest of her hand to slow my building orgasm. It had been about a week since she let me come and I could feel the boiling point of no return approaching swiftly as I am sure she could as well. When I stuffed a finger into her pussy and ass at the same time and banged my finger against the inside of her clit, she shuddered into a violent orgasm pounding her crotch down onto my face, bruising my lips. I blew my load straight into her open sucking mouth as she came into mine, her tongue swiped along the underside of my frenum making my orgasm roll out from my toes in a jarring series of convulsions. When I finished, she lifted herself slowly, spun about and placed her face over mine to slowly let my ejaculate drip from her full mouth into mine.
God, I loved this sexual adventure as much as I had ever enjoyed anything in the past. The way Janet took charge, the sexy, wanton, wanted feeling I had when cross-dressed with her now, made the long ago forgotten fear and trepidation all worth it. The more feminine I became, the more she took charge. The more she took charge, the more submissive I became with a desire to be more feminine and pleasing to my wife!
So, a few weeks later another package shows up at the house and Janet says this is for this weekend and I do not get to see them till then. With the week almost over, I cannot wait for Friday! The package ends up being a large 'T' shaped dildo with one part of the 'T' being the balls and the other a bulb for insertion into Janet, so she has a strapless strap on for our fun! I look at it and say,
"But honey, it's kind of large isn't it? And why did you get it in black?"
"It's only 10 inches bitch! You need to learn what it is like to be fucked and I know you will love me fucking your little ass pussy with this tonight! I ordered it right after I saw how hard you came from me sticking a finger in your booty."
Friday night after she gets home, we dress her in lose fit Boyfriend Jeans and a top and I can tell by the bulge she is wearing that monster cock. I dress in a pale blue bra and panty set, suntan hose, attaching the mastectomies and a little white Cotton miniskirt that has a little blue pattern up one side, blue silk top with bell sleeves and some blue pumps. The top is left open to show off the cleavage a bit. My new auburn wig, evening make up, pink glossy lips and jewelry with a little black choker and Janet says I look like a hot babe now! It is the usual light dinner and a glass or two of wine and when we dance I can feel that bulge pressing against me and Janet is grabbing my ass and saying how she can't wait to fuck me tonight, I look so hot and she loves the idea of taking my virginity tonight. When we get home, I can't believe it, but with all the wine, kissing and that phallus pressing against me and her dirty talk, I am excited and after she drops her pants, she tells me,
"Suck my cock you sissy bitch! I want you to get it nice and ready for your pussy!"
I can't seem to help myself when she gets all authoritative like that and drop to my knees and start to suck that cock. "Yeahh that's right my little slut, you like sucking cock, don't you? I bet you want me to fuck you with this cock and make you a real woman?"
She holds my head against the cock, so I am forced to deep throat it and says,
"Yeah, I thought so. You need cock just like any little slut does, bitch, and I am going to give it to you!" With that, she pulls me off her phallus and bends me over the couch and pulls my thong panty aside, spits on my rosebud and tells me,
"Relax, and it will go in easier and then you will like it I am sure!"
She pushes it in and I gasp at the pressure, pain and fullness. She holds it there for a few moments and then starts to slide it in and out fucking me good. After just a few minutes I can't help it and start to push back, and she grabs my hair and says,
"I knew you would like to get fucked you sissy bitch! You are my little sex toy now and I am going to fuck you whenever I want!"
With that I can feel her tense and it sends me over the edge squirting into my panty and moaning how much I love her!
"You liked getting fucked like my bitch didn't you baby, that's why I did this. I just knew you would like to be the girl from the moment I found out 6 months ago about your crossdressing. Now clean me off and then your panties as well, since I know you fucking came in them!"
I turn around and slowly lick her phallus clean and then scoop up my own come, rub it on her phallus and then clean it again. We then head to bed with happy satisfied thoughts of where this is going in my head and dreams. She is right. I do enjoy being the girl in the relationship, but I do not want a man, I want Janet.
When I wake in the morning, I am a bit sore from last night's sexual adventure, but needing to pee, I get up and hit the bathroom, sitting to pee. I notice my chest is aching and must remove the mastectomies. When I do so, I grimace in pain as my nipples stick to the back and are now enflamed, puffy looking and a darker 'red' than normal so that I when I touch them, I get a shock of pain and excitement. Wondering if I got glue on them from installing the mastectomies that got them irritated or what, I slip out to the bedroom, put on a pair of lace bikini panties, slippers and the pink silk kimono that Janet got me last week for wearing around the house. It only comes to mid-thigh but is so comfortable and cool against my naked skin. I make coffee, set up our cups, start to sweep the floor where I spilled some coffee grounds and hear Janet come out wearing just her black bra and that strap on.
"Good morning baby girl! You were so sexy and hot last night, I thought I could interest you in more this morning, but you were already out of bed!" She says with a shimmy of her hips and a grin as she eyes me up and down.
"Janet, I am not some slutty bitch to fuck as you please, so please change out of that monster strap on. My ass is still tender from what you did last night." I whine.
"Oh, girlfriend, you are my little crossdressing sissy and the way you came last night, I KNOW you liked this big boy inside you. I know I like it inside both of us and besides, with the long nails, the little lace panties, the budding breasts I can see through the pink kimono, you look like a feminine hottie who needs some of this! Now come over here, lube me up!" She commanded.
"Lube you up? I do not have breasts; they are sore from the falsies or you manhandling them last night! I am not going to just spread for you!" I tried to stand up to her, but I think both of us knew that her authoritative voice made me weak.
Janet grabbed a bottle of oil from the shelf, walked over to me, opened the bottle and poured a small amount onto my open hand while grinning at me and waggling the dildo at me. Then she stepped close, placed the bottle on the shelf, took my head in her hand to hold it as she kissed me savagely with plenty of tongue while her other hand came up to cup my budding breast, using her fingers to roll my nipple. A shock of tingling electricity moved from my nipple to my groin, eliciting a soft moan of passion. I felt the dildo pressing into my hand and without any conscious thought wrapped my hand about it to stroke it. Her ardor became even more insistent as my stroking must have had the dildo pushing against her clitoris from the outside or maybe even from the part inserted inside her. Our kisses became more emphatic as our excitement grew. Her hand on my breast made me frantic as the tweaking of my nipple made me crazy with lust. When her hand dropped from my neck and face onto my ass, to squeeze it and then steer me to the kitchen table, I was already lost. She opened my kimono all the way, spun me about, then pressed on my back to bend me over the table. I could feel the hardness of her dildo pressing relentlessly against my rosebud as I moaned in lust for her to fuck me! That is when she pushed into my boi pussy, slowly filling me as my hands splayed out onto the table so I could press back in support against the invasion of my nether region. It hurt somewhat so that when she stopped at just a few inches inserted with my gasping request to wait, I could now feel her hand on my lower back petting me to soothe me from my agitated state. When I finally groaned just a few moments later, the invasion continued until I felt her hips press up to my ass cheeks. Janet once again stopped, except for small subtle movements as she swiveled her hips before starting her withdrawal making me groan once again. The sensation was amazing as I felt it slip in and now out. This must be what it was like as a girl, I thought, as she suddenly started to push back inside. In a short time, she was pumping in and out of me as my ass pussy loosened so that the pain transformed into a feeling of sexual arousal. I seemed to feel myself pressing back against her as she thrust forward and tightening my sphincter as she pulled out. I could hear myself making vocality's like some porn star; groans, moans, little yelping cries of pleasure, begging for her to fuck me, to spank me....and then she did! With a loud smack, I felt her swat my ass, then again and again every few strokes as she pushed in and out making me yelp in excitement. When she bent forward to reach under me to grope my breast, it happened. I shuddered in a whole-body orgasm, squirting up onto the table beneath me. My legs went weak with only her phallus inside me and the table beneath me keeping me upright as I let out a long, drawn out cry of her name.
After a few moments, Janet pulled out of me, helped me stand, scooped up my jism on the table before leading me back to the bedroom, where she lay down on the bed, smeared my juice all over her phallus before pulling me onto her face to suck my penis clean while in another 69 position. For just a moment I stared blankly at the black dildo in front of me as I felt her swallow my six-inch cock. I used to be so proud of my manhood, thinking it was a good-sized cock, but the gently bobbing dildo that was smeared with my orgasm, anal juices gave that lie a sad objection. The feeling of my penis in her mouth made me wish I was as gifted as the tool in front of me as I began to clean it with my mouth and tongue. It was only five to 6 minutes before I felt Janet force her fingers inside my ass pussy as she sucked on my penis making me moan around the head of her dildo. Janet pushed me off, positioned me on all fours so she could again mount me doggy style, and began to use me once again as her personal sex toy. She again spanked me, pushed my shoulders down till my face and chest was on the bed, no longer on all fours. I felt so...vulnerable, loved and wanted that it was making me delirious with need to feel her also achieve orgasm. As Janet leaned more and more forward, to play with my chest or to push on my shoulders, I slid more and more prone with my ass raised until she was pounding into me in a reverse missionary position. Her pounding meat was making squishy, slapping noises in my now loose, wet boi pussy while I had become a drooling, mewling, sex addict. I needed it! Needed, to have her orgasm to make me feel complete. My ass was lifting back to meet her thrusts, her hands were now on my ass or hips as I heard her moaning cries until she stiffened, cried out, then collapsed onto me in a shuddering heap, kissing the back of my neck, while I felt my own orgasm trigger as I squirted into the sheets. As we both calmed, I twisted slightly to kiss her back, our tongues dancing, both of us proclaiming our love for the other, until she was able to lift herself off me to pull herself out of me.
"Goddamn Kandi! You are fucking top shelf the way you respond to being fucked! I knew you would be like this from all our loving prior to this. You are so damn sexy, baby. Mmmmm. I can't wait for you to clean me off and then clean me up with that wonderful mouth of yours. I bet in no time you will be deepthroating this thing!"
"Oh, Janet, I love you! I never knew it felt like that! Come her you sexy bitch!"
I pulled her forward, took her fat cock into my mouth to clean her, then pulled it out of her, making her spasm in anticipation. I looked her in the eye as I pushed the end that had been inside her into my mouth, watching her eyes go big this time, as I took all eight inches of its fat length down my throat. When it was cleaned, I dropped it onto the bed, pushed her back and dove into her sopping wet pussy and proceeded to pleasure her to another orgasm with my tongue. When she finally pushed my face away from her pussy, my jaw and mouth was sore and I know my lips were puffy, but she kissed me hard saying how sexy my mouth looked before leading me to the shower to clean up.
Janet dressed me as Kandi for the day after reapplying my mastectomies and telling me how she had been feeding me hormones but may have to stop as she doesn't want me to lose the use of my penis, so the mastectomies will stay unless I want to get real breasts of my own she asks with a wicked grin.
We spent all day Saturday in each other's arms, until it is time to get ready to go to dinner. We showered together before separating to dress.
I slipped on some skimpy black lace edged panties. As soon as they touched my legs, I felt an immediate stirring of sexual arousal. Slowly pulling them up my smooth legs, I stuffed my semi-hard penis into the panties. The crotch was thankfully lined with cotton material. The feeling of the material against my penis was wonderful. I know Janet will like the way they fit against my round butt cheeks. Next, a black lacy waist cincher with garters for nylons that were dark with lace tops. It was tight and nipped my waist down more than intended but the effect was great, as my waist was smaller, my figure more hourglass shaped. Sitting down, I pulled on the hose with the silky nylons feeling very exciting. I struggled a bit with the garters and routed them under the panties as I had always seen done. Then I added the falsies and a black matching lace bra which I put on without too much difficulty. I could not believe how lifelike the mastectomies felt to the touch. The bra was filled out and bulging so that I could feel the weight of my breasts pulling down the bra straps and it even forced my own skin up at the top of the bra looking very much like real cleavage. Taking a couple of steps over to the mirror, so I could see if everything fit OK, I could feel their silicone gel core giggling in the bra rather realistically. The view in the mirror was equally as convincing so that my folded cock responded even while being trapped in my panties. The potential bulge ended up needing to be taped back in place to prevent an accidental bulge. I did my makeup like I was coming from work and going out after even if it was a Saturday night. Some big hoop earrings, a necklace, rings, watch and purse and I was getting excited for my date as Kandi with Janet.
Next was a red satin blouse I slipped on leaving its long sleeve cuff undone while I buttoned the front. The vee neck allowed just an occasional peak of my black lacy bra and cleavage to show off in a sexy but professional manner. That's when I decided on a black leather mini skirt that was kind of short and slutty looking and did not fit as well as I would have liked, but it showed off my legs and ass to good advantage. I pulled it up over the blouse, tucked things in, did up the rear snap and zipper. The feel of the satin blouse on my arms, the slightly restrictive feel of the bra, the weight of my boobs and the bra straps over my shoulders were such a strange and wonderful feeling. Walking a couple of steps, the sound, the feel of nylons against the lining of the leather skirt sent almost an electric shock up my legs. The skirt, because it fit so tightly, made it look like I had a nice round ass, unlike most men, and it filled the skirt up very nicely, rounding it out where it should be round. It was a little tight at the waist, but it enhanced my figure. The feeling was almost overwhelming. I could feel my dick oozing dampness into the lining of my panties as I got more and more excited for what may be one of our last dates out as I heard they may be closing most facilities due to the number of cases created from the pandemic. Lastly, was a pair of high heeled black pumps with tall heels so that I had to take small steps due to the height and restriction of the short skirt. If not careful when bending over or sitting, I may be showing some garter or lace tops which made me wonder if this was too slutty a look.
Janet wore a very sexy white leather mini dress, with red heels. I could tell she had no nylons on, her makeup was simple and elegant, so maybe we would look like two ladies who had dressed up a bit for work knowing we would be going out that night!? We both checked each other out as we came together from dressing, kissed each other, then got our bags, masks and headed out to the car. Once we got to the Transporter we found that they had already closed the dinning and dance rooms and would only be serving food to go. We ordered some food and drinks which we ate quietly in the car.
She drove in silence the few blocks to get us home. When we entered, Janet turned on one light then lit a couple of candles before turning the light off.
"Sit on the sofa while I get us a couple of glasses of wine to warm us up." Janet directed.
I was really enjoying being told what to do. Being the submissive girlfriend was so much easier than doing the male thing of trying to direct the course of the evening. It seemed so natural and yet exciting. Janet moved close to me and pulled me close, kissing gently at first, then with more passion. We enjoyed our wine flavored kisses as the kisses got deeper and juicier while we sucked each other's mouths and tongues.
"You are so sexy, Kandi. You are as feminine as any of my past girl lovers have been. You need to be awakened as a woman, however."
We moved closer and our breasts were touching. Janet made an obvious effort to keep rubbing her breasts against mine as we kissed or moved her leg frequently between my legs so we became very conscious of the pubic contact and pressed harder against each other. Our hands explored each other as we kissed passionately like two teen lovers. I was so excited. My panty liner was now dripping wet. That is when Janet took me by the hand and took one of the candles in the other and led me into the bedroom. Janet reached over and slowly unbuttoned my blouse. When my bra was exposed, she ran her hands slowly all over my bra and chest. It was amazing how life like the breast forms felt. Janet's own panties were now soaked, and the crotch was not able to keep it all from dripping down her inner thigh.
"I want you to be my woman. I want to possess you and have you for my own." Janet murmured as she removed my blouse and pushed me forcefully down on the bed.
Janet then removed her own dress and laid down on top of me, kissing me roughly and feeling up my heaving breasts through the lacy bra. She pressed down and worked a leg up between my legs forcing my leather skirt up around my hips. I loved being guided onto the bed so much I was trembling with excitement as Janet laid down on top of me. I was keenly aware of the look and feel of her breasts and her legs sliding between my nylon clad legs. Her high heels were still on but the sight of them on her legs was even more thrilling. That's when I noticed her crotch was so wet that her panties were stuck tightly to her pussy lips. She then pulled off the leather skirt and gazed down at her sexy companion now clad only in bra, garter, panties, nylons, and high heels. I spread my legs apart to get better contact with Janet and then wrapped my legs around her. We both moaned as we humped our pubic areas together. Janet raised back up, pulled her panties off and turned around to lower her dripping pussy onto my eager face.
"Eat me you horny bitch", she commanded. And began humping against my face. "Suck my juices you wench." She commanded.
The wet steamy pussy was all over my face and it was hard to take a breath. Dutifully, I licked and sucked the thrusting pussy and wet brown pubic hair. That's when Janet pulled down my own panties to release my, until now, folded up cock. The cock, no longer restricted, immediately tripled in size and got very hard. Janet did not take it in her mouth but licked it as one would a woman's clit.
"You have such a large clit, baby", Janet murmured as she licked the length of it.
Janet's thrusting had become more violent, and I suspected she was about to climax when she suddenly rolled off my face and went to the night stand near the bed.
"No, you're not going to make me come this way yet," Janet scolded as she opened the nightstand next to the bed.
She had taken something out of the drawer . . . It was a double ended dildo that had a set of balls on one side. Janet stood over me, spread her legs, and slowly inserted one end of the dildo into her wet pussy. It looked like the other "T" shaped dildo except this one was larger at about 10 - 12 inches on both sides so that once it was inserted it again looked for all the world like Janet had a fully erect cock with a set of balls.
"Oh my God! You got another one? Why did it have to be black too?" I asked with some trepidation in my voice.
"I promised that I would make you a woman tonight. You cannot become a woman without knowing what a man's dick feels like can you?" She stated, looking proudly down at her ample male tool. "Now suck it" She commanded. "I know you want to, the way you are looking at it." She thrust it at my face.
"I can't, I'll never be able to take that huge thing..." I stammered, looking at the huge silicon rubber dick just inches from my face. It was very realistic, even having veins where they should be.
"Suck me. You will like it. Just like I noted you liked the other one. Time to be a woman and take a man sized cock" Janet ordered and stuck the tip of the dick onto my rouged lips.
Sticking out my tongue, I licked the tip of the dick. It felt smooth and satiny but was not warm to the touch. At first, I began timidly kissing and sucking the tip. As I sucked it, Janet began to thrust her hips slowly so that the rubber cock ended up going deeper and deeper into my mouth. It was easier to suck as it warmed up and soon, I found myself enjoying sucking it as it seemed to satisfy some deep-seated oral need. Janet got more into it, trusting deeper and deeper until it was going down my throat until I choked a little but after relaxing my throat, I was soon taking most of it without choking. Wondering what a real cock would feel like, I decided it would be more pliable and easier to suck than the rubber one.
After a short while, Janet pulled the dildo from my mouth and kissed me passionately. While kissing, I felt the hard dick pressing against my own smaller dick as Janet began to rub the rubber dick against mine until I moaned with pleasure.
"Are you ready to become a woman?" Janet asked.
I knew what she meant. I could only be a woman by giving herself to a man. Giving totally and allowing the man to have his way and be inside.
"I'm ready. Fuck me. I'm yours baby, always yours! Make me your woman Janet!" I begged in wanton, lustful need.
Using some KY Jelly out of the nightstand, Janet applied it to her rubber cock while looking lovingly down at me while I was laying on my back and breathing heavily, grateful for the lubricant, but the cock looked so huge. How could I take it? Would it hurt? What would it feel like? Would I like it like I did the other smaller one?
"Don't worry honey, I'll be gentle with you." she whispered as she lifted my hips placing that monster cock at the entrance to my ass pussy.
Janet reached down and spread my legs wide apart putting a pillow underneath my round butt. Then she squirted some more KY Jelly around the opening of my anus. Feeling that Lubricant made me even more aware of the tip of the dildo against my anus. All kinds of thoughts raced through my mind. Moaning, I began wiggling my butt against the tip of the dildo suddenly eager to be penetrated as a woman. At first, Janet did not push on the dildo but held it at the opening and allowing me to move against it, to get used to the idea as she sort of teased me with it. Then, as my anus was getting slippery with the lubrication, the tip of the dildo slowly made it's way into my ass pussy. The initial feeling was of stretching and some discomfort so that I knew what a virgin must feel like. Fortunately, Janet was good to her word and was being a gentle and patient lover. When Janet felt the tip go in, she started gently thrusting and said,
"Relax and take me. Take all of me. Give yourself to me" She hissed in a deep voice.
As Janet began to thrust in and out, the discomfort returned, but as I concentrated on relaxing and allowing the dildo to slide in an out unimpeded, the pain subsided and was replaced by a nice full satisfaction. As I further relaxed, I noticed the discomfort was now fully gone and Janet was starting to trust deeper and deeper. Looking down between us, I saw the huge rubber dick disappearing into my bottom between my black nylon clad legs. As Janet thrust in, my tummy would rise in unison as the hard cock plunged into my warm depths. Janet was soon plunging the cock all the way in and her rubber balls were slamming against my ass making sexy, slapping noises. The fullness and emptiness feeling of the rhythmic thrusting was so overwhelming that I was soon moaning loudly and crying out for her to fuck me while grinding against her hips in ecstasy.
"Oh, yes. Fuck me! Fuck me baby. Fuck me hard. I'm yours. I'm your woman, your toy, your plaything, anything you want me to be. Fuck me. Use me." I shouted, lunging against the driving cock, and grinding my hips, stirring my insides with the slippery rubber shaft as I tried to wrap my legs about her hips, clutching at her back, scratching her as she pounded in and out of me.
Janet pulled out abruptly making me cry out in emptiness, almost actually crying at the sudden empty feeling.
"Don't stop now!" I cried.
"I'm not done with you yet", She smirked. "Get on your knees you horny bitch. I'm going to fuck you like a dog." Janet commanded.
I could never have imagined Janet talking like this to anyone. I loved the dirty talk and being told what to do, so I obediently rolled over onto my knees and elbows and stuck my round and slippery butt up towards Janet's glistening, lubricated cock. Janet slapped me on one butt check hard enough to leave a red mark. With no warning and no trace of gentleness at all, Janet rammed her hard silicon dildo full length into my gapped, soft and yielding ass. The sudden, lustful plunge made me cry out with pleasure and pain. Janet did not give me time to think as she immediately began deep thrusting in and out again so that I could feel the rubber balls of the dildo slamming against my own. Janet reached forward with both hands as she thrust into me and grabbed me by the wrists so that she could control my movements. This really made her thrust hard into me, making us both groan in sexual, lust filled desire. No sexual experience I ever had felt this wildly uninhibited, sexually dominated, yet the submissive sexual ecstasy was so fulfilling, I loved it.
The feeling of the dildo pressing against her clitoris as she took me was rapidly making her approaching orgasm come faster and faster so she reached around and began stroking my hard and oozing cock.
"Your clit is so big and hard, I bet you are gonna come from being fucked by me, aren't you girlfriend?" Janet moaned.
I felt my stomach tighten as the orgasm started to churn, making me feel like it was about to explode out of me any moment. Janet must have felt the effects of her effort on my "clit" as semen began to spurt forcefully from the tip of my big "clit". Janet also responded to the friction and pressure of the thrusting dildo and she lunged violently into me one more time as I felt the orgasm of Janet take her and responded simultaneously with the most violent and gut-wrenching orgasm I had ever felt. It started in toes, focused on my throbbing anus, and exploded, once again, out the tip of my slippery wet "clit" in great gushes of cum that covered the sheets under me with wet globs of thick creamy, white cum.
We both collapsed in a heap on the bed, with Janet's still hard rubber dildo still buried deep inside my throbbing anus. Without thinking, I ran my tongue over my lips and against the pillow my head was on and was rewarded with a glob of my own cum. I could not believe I had just had a multiple orgasm and that the stream of come had shot all the way up to my face! Moaning softly, almost crying, when I realized how good it tasted to me now and gathered some with my fingers which I licked clean before gathering up some to feed to Janet. With that we gave each other another long, passionate kiss. Within minutes we were sound asleep in each other's arms.
The next morning, I awoke to her spooned behind me, that massive cock still between my cheeks, but no longer buried deep inside me. Was that a bit of regret I was feeling? Tenderly, I slipped from bed, letting her arm slip from around my shoulders where it had cupped my mastectomy, and slipped into my pink silk bathrobe and quietly tiptoed out to the bathroom to do my morning constitution. I could feel my ass being tender, my stomach and face crusty with loving, but so happy I could tell I had a stupid silly grin on my face as well.
As the weeks continued to pass while we were sheltered in place now, I continued to partake of the hormones, dress as a sexy socialite while at home unless I had to call into a meeting. Around June, I told Janet that since my breasts were now a noticeable "B" cup, maybe I should just get implants and be done. She jumped up and down in glee and then took me over to her purse to dig out some paperwork that essentially granted me a breast augmentation that she had set up a few months back in anticipation of my wanting to 'go big or go home' as far as breasts were concerned. After the surgery, that is when the more racy lingerie and gifts started to show up at home from VS, Wish, Rosegal, etc. I took an opportunity to show up at her work one day for lunch dressed in a black pencil skirt, white blouse, dark hose and heels with red undergarments to meet her just before lunch. I was escorted back into her office where after closing the doors, I was pushed to me knees so I could worship at her now bald pussy. As she sat in her chair, holding my face against her and filling my mouth with he jism, I could feel myself leaking badly into my panties. When she finally came having to bite her fist to keep from crying out, it was lunch time. Janet made me redo my face then escorted me to the cafeteria where we got a light meal and chatted about how I needed her to put me in place with her usual method....between her legs and or bent over for her pleasure. She just smirked at me as we walked out to the car, where she smacked me on the ass hard so that I did a little jump before saying to me,
"That is just the beginning my sweet little trollop...I can't wait now to get home and fuck you silly, bitch!"
"Oh, Janet. I will take that as a promise! You know I love it when you talk that way! kisses!" I responded with a grin.
That night when she got home, I met her at the door in just my bra, underwear, Garter and stockings, heels and a drink.
"You slutty little tramp! Meeting me at the door like this means anyone can see you! I told you I did not want a whore for a girlfriend! Give me the drink and get to bed now!" she commanded after smacking me again on my ass hard enough to make me jump and yelp!
In the bedroom, I felt my ass cheek flaming and tears on the verge of pouring out, when Janet came in. I could tell she was still angry at me, but the fact she had stripped down to just her Bra, Thigh-highs and heels with that massive schlong hanging down between her legs and a hair brush in her hand gave me a moment of anguish as she commanded me,
"So you thought I would like it if you showed up at the door in your lingerie like some slutty little whore with a drink to seduce me? After I went to all the trouble to be plain to you that I wanted a decent girl in public, a woman with your special package to be able to please me so we could both enjoy your little crossdressing kink and you repay me after all I have done to help you achieve your goal of femininity by acting like some prostitute in a hotel room? Damn it Kandi, I need to make you understand who is now in charge and you will NOT be a slut except in our bedroom going forward do you understand bitch!?"
In a quavering voice loaded with fear I whispered,
"Yes ma'am. I understand."
"Unh Hunh....you think that is good enough? Get your ass on your belly bitch! I will make you understand what it means to disobey me! NOW!"
I slipped from my seated position on the edge of the bed, to prone on my belly and quickly felt her rip off my thin red lace panty and begin to paddle my ass with the hair brush. After the second smack onto my exposed derriere, I tried to cover my burning ass only to have her scream at me to stop it or it would increase my punishment! After 20 strikes to each cheek, I was a blubbering mess, begging her to stop whipping me, promising to be good, saying anything to make the pain stop. Ten more spankings and I was suddenly enflamed and engorged as my clittie cock was rubbing against the bedspread. As I started to moan, now in painful excitement, she stopped the whipping, gave out a deep breath of exasperation and I heard her walk away to the dresser, open a drawer and return. That was when I felt the cool lotion being massaged into my ravaged cheeks. It cooled the burn almost as much as the soothing talk coming from Janet at that moment calmed my frantic mind. When I felt her slip a finger into my bum, I moaned loudly, pushing back onto her finger, wiggling my ass to entice her. I heard her chuckle softly as she said,
"My, my. You liked it, didn't you bitch? I bet if I told you to suck my cock right now you would be all over it would...."
She got no further. I lifted myself from the bed, sitting up so that her dildo was right in my face and took it as deep as I could into my mouth. I spat on it, wanked it, fingered her pussy as I sucked it deeper and deeper into my mouth until I was finally deepthroating it like some pro cocksucking pornstar. I felt that large size of it stretch my throat on each passage inside me. Each withdrawal of that strap on dildo made my cheeks cave in, saliva dripping down my chin onto my mastectomy breasts as I moaned while looking up at her face as I stuffed her cock down my throat.
"I knew you could do it given the motivation baby. You are such a talented oral star. I may have to put that mouth to use on my pussy after this. Now present that sexy ass of yours for my cock! God spanking you made me almost as horny as you appear to be!"
Pulling off the dildo, I flopped to my belly on the edge of the bed so that my legs were supporting my ass as I lifted it for her pleasure. Janet did not deny either of us any pleasure as she quickly squirted a few more drops of lotion on my rosebud, her dildo and then pressed it into me slowly so that we both groaned in sexual pleasure in unison. In no time, I was screaming like some porn movie slut, begging for her to fuck me, how much I loved her and her cock inside me, how I was always her woman, her boyfriend, her lover! Moaning, crying out in pleasure, making all kinds of little happy sex noises as she pounded that dildo in and out of me. It was so good. It was like 'make up sex' only far better as we did not fight....Janet had just demonstrated who was in charge of who, but it made that submissive sissy in me totally glorify in her authority over our relationship. I heard her grunting, moaning, and saying how she loved me as her little sissy girlfriend and husband all in one as she came with a loud cry. Shortly after that, I came, spurting my load across the bedspread. Thinking she would stop, I started to pull forward, but her hands grabbed my hips holding me in place as she said,
"I am not done fucking you princess. Just because you came, does not mean we are done! We are done when I say we are! Now roll over as I want to see your face while I fuck you!"
Dutifully, I was rolled over while her massive dildo stayed inside me so that we were in a missionary position that had her pumping into me for several more minutes until she stopped, lifted my legs over her shoulders and resumed stuffing that massive meat into my ass pussy. As usual, I reached under us to spread my ass cheeks to allow as much of her cock inside me as I could take or reaching up to claw at her back with my nails as I came a second time. Then she came again a short time after that, pulled it out of me, scooped up some of my jism from the bed, rubbed it all over her phallus and commanded,
"Clean me off girl, make me believe you want this."
For the second time that night, I worshipped her cock, spit shining it until I felt her grab me by the back of the head, force it again down my throat as she shivered in a third orgasm. As I knelt before her, looking up at her, she pulled it out of her pussy, presented the insertion end to me to clean which I did, then once again pulled my face into her soaked crotch for me to clean that until she came two more times.
The next morning, when I woke, I was alone in bed. I noted that my lingerie weas still on, but needed some updates...like panties! Fixing my face, pulling on a pair of panties, some shoes and my pink robe, I walked out to the kitchen to see Janet at the table, coffee already made with paperwork in front of her.
"Sit down Kandi darling. It's time we had a talk about your little kink and where we go from here with it. To be frank, I love being in charge of our relationship, being the dominant one and I think it is obvious you like being the sub. What I propose, since you are obviously dressed as my little sissy girlfriend, that you remain as such, with me running the household as I see fit while you remain home as 'the little woman' who takes care of the house. You get to dress every day, be my girlfriend, have glorious sex as we have these past few months, but...if you act the slut again, opening the door in nothing but underclothes or less for the world to see what kind of a tramp you are, I will insure you are led down that road. You're either my sexy girlfriend who has a little class in public or some trampy slut who gets fucked by anything and everything. So what's it to be?"
"Janet, beloved. I LOVE you. I will do whatever it takes to keep you happy. I can dress sexy for you in our bedroom, and as a classy lady in public. Like I said last night, I thought to surprise you and give you a thrill, not upset you. I very much want to be either the man you want, the girl you want or any combination of both as long as we remain together."
"Interesting my sweet. What I have in front of me is a contract. It puts me in charge, you as my subservient sissy girlfriend, releasing all control of our funds to me so you will be reliant on my for a weekly stipend. Sign this and we can continue as we are, or don't sign it and I can start to present divorce papers. I have tasted what it is like to be the man of the house and I will not relinquish this feeling of authority you have created in me for anything!"
"No! NO! NO! Give me a pen and I will sign it now! I said I did not want to lose you and I meant it. You can take control and I will be happy to let you have it!" I quickly stated as I saw the pen and took it up to sign the contract.
"You maybe should read things before you sign them sweetheart, but I love that you didn't so that I can now use this as leverage if I ever need to. If you disobey me, I get to punish you as I see fit just like a mother does for any recalcitrant child. MMmmm, I am going to love this new marriage!"
Over the next week, I dressed everyday as femininely as I could and had to notify my work about my 'transition' as part of the contract I had missed. They accepted it, Janet was thrilled to not have me 'between' sexes at odd times since my chest was a prominent, largely nipple 'B' cup now with her having me continue to take the hormones, stating she did not need my little cock now that she had the dildo to insert and get her off while fucking me silly.
On my birthday in August, I was given "D" cup implants, a sexy little bikini since my clittie was not only about 3 inches if I could get it hard at all. I needed my gaff, or to tape it down, less and less. The jism spurting from it during ejaculation from Janet's multiple times a week, pounding of my ass pussy was thinner and sweeter now, but my orgasms seemed even more intense as they were not focused on my clit, but on my body as a whole.
At Christmas, she gave me a ladies engagement ring saying it was time I wore a woman's ring instead of that masculine one that took away from my normally feminine and long nailed hands.
I am still dressing full time as a woman, even though it has been over a year since we started this adventure, and our sex life is wonderful! We spend time as Best Girl Friends and lovers with Janet in total control of our life and all assets. She even sent me out one weekend to get my lower back tattooed and then she added a tiny little heart off to the side of my panty line with her initials in it! I must admit that the humiliations, and her taking charge are totally exciting and when I do orgasm during sex, she always forces me to eat and swallow my come. I love being her sissy girlfriend and having her in charge! It is of course notable that I have never ever dressed as a slut in public again.... however the outfits she has ordered me into while at home could only generously be called 'slutty' as They leave no room for imagination on what my purpose is to be for the night....and I long for and love it while still living in a quarantine of our own making!