Early Bird Gets the Worm

By Jack English

Published on Jan 19, 2002

Authoritarian

2002 All rights reserved by the author.

Fiction that closely matches real events in my life. Authoritarian, TV and cross-dressing, bisexual desire, female domination and anal sex are all themes.

First of an occassional series. texanasianlover@yahoo.com

Part 2 -- a continuation of "Early Bird Gets the Worm?"

Evening with Anne

Anne... 27 years old, successful, cute and with curves in all the right places.

I would wager a year's salary that no one in our firm had even the slightest idea what a sexual and dominant person was behind the cute smile and sexy, petite body of our youngest manager. Then again, no one would have guessed that I'm usually wearing very feminine panties rubbing my cock and ass under my conservative suit each day.

After leaving Anne's office for my own, following our incredibly sexual encounter, I found it hard to concentrate on work. So, there I sat in my office slightly shaking from both the experience of a lifetime I'd just enjoyed and nervous anticipation of what was to come later in the evening.

Not knowing what to say to Anne during the day in order to make plans for the night, and hopefully the entire weekend to come, I sent her and email which read: "Anne, I was wondering if you would have time this evening to discuss further the project you had earlier mentioned. If so, please email me the time and place where I can meet you. Thanks, Jack."

I know well that company email and telephones are not good media for communicating information which is either personal or confidential. And, by sending such a business-like email to Anne, I was hoping that she would get the hint that I wished to keep our newfound relationship completely from others in the office at this time. I was a bit concerned about this as Anne is quite a bit younger, less experienced and, in fact, is the one who had left her PC on with a streaming feed of teenage lesbian sex!

My concern over discretion was soon relieved when I received a reply from Anne which read: "Jack, thanks for agreeing to spend some time talking about my idea. Since it's Friday, why don't we talk about it over dinner. Let's meet at 6 at the steak place in the Hilton. Anne."

Perfect I thought. The Hilton is the hotel of our business park and everyone in the office frequently walks two buildings over to it for drinks, dinner and the workout facility. If seen there, no one would think anything other than to simply say hello.

I have to admit that during the progressing day, I couldn't keep my hands off of the new emerald green panties that Anne had told me to wear. I had to put Kleenex inside to keep them from become completely wet from my turned-on cock.

About 4 o'clock, I left for my nearby apartment. When home I took the most thorough shower of my adult life making sure that I was clean from top to bottom and inside and out! Then I covered by entire body in lotion - stopping on my cock for an extended period until I had a great orgasm.

I dressed in casual elegance with a camel hair blazer, dark slacks and a nice French blue button-down shirt. Underneath it all -- Anne's delightful green panties.

At the Hilton I waited in the lobby bar for Anne to arrive and was pleased to see that she too had gone home and changed for the evening. She was wearing a skirt a bit shorter than what she would wear in the office, showing off her gorgeous legs, and a lightweight blouse through which the delicate lace of her bra could be easily admired. Also, she was carrying an attaché case that looked about as full as it could possibly be.

What a dinner! What could have been a tension filled time turned into one of the most relaxed and enjoyable times I've had with a woman in years!

We talked freely about our lives, families, backgrounds and goals and got to know each other much better. And, at no time did our sexuality or peculiar desires come up. In fact, it was as if these were just accepted things that didn't require discussion. I had never felt so comfortable both with someone else and with my love of lingerie as it related to that person.

After dinner, dessert and cordials, Anne looked me in the eye with the same intensity she had that morning when I was leaving her office and she said, "Jack, I know it may sound ridiculous, especially when you realize that we've spent more time together today than in the entire previous few years we've been acquainted, but I wasn't kidding this morning -- I do love you."

"Anne, and it is strange, but I understand," I replied. "I understand completely and feel the same."

"Even more strange is that it doesn't seem to be the secrets we shared this morning," I continued, "there is a bond which seems to have developed between us that I've never felt before."

"Exactly," she said.

"It feels as if we should be together and, in many ways, that we've been together for years," she continued.

With that Anne stood up, took my hand, walked me to the elevator, boarded and pushed a floor button. After the doors closed and we were alone she admitted that she had come over in the afternoon and checked into a room for us. "Remember, I like to be in control of things!" she said laughingly.

I was just about to kiss her supple lips with the lift arrived at the destination floor and the doors opened.

Still partly laughing Anne grabbed my hand and pulled me quickly down the hallway until we arrived at the room. She quickly opened the door and pulled me into the room.

The room was a mini-suite which meant that instead of just a bed and a couple of uncomfortable hotel chairs, there was a small love seat sofa and two nice arm chairs.

On the arm chair farthest from me was a surprise. Lying neatly across the cushions of the chair was an emerald green chemise with spaghetti straps and a plunging V neck line.

Anne then made her first intimate contact with me since our time together early that morning. She placed her left hand on my crotch and rubbed my cock through my slacks and the panties I was wearing. With her right hand she pulled my head close to hers and whispered in my ear "it goes with the panties."

She then began to undress me. When I offered to help she told me to just relax and let her handle the undressing and the dressing.

It was incredible to watch as this 27 year old beauty lovingly undressed me removing all of my clothes except my panties. It was even more stimulating when she had me step into the loose fitting chemise and slowly pulled it up over my torso.

Anne then spent the next few minutes doing nothing but rubbing my body through the silky material with her hands and her body while I simply stood there in disbelief that someone could be so wonderful.

"Jack, I want you to sit down in that chair and put your hands on each armrest" she said.

I did as told and was excited when out of her attaché she removed two silk ribbons and lightly tied by wrists to the chair. What came next turned me on even more.

Turning and looking at me while seductively licking her pouty lips, Anne slowly removed, and made quite a show while doing it, a strap-on dildo somewhat different from that she had used in our morning session.

This toy of hers had a small battery pack on the hip belt and had vibrating devices both in the cock and in the area behind where her clit would be pressing against it.

"Anne, you sure are prepared. You must have been a Girl Scout!" I said chidingly.

"Actually, if you must know I was. But, I'm not really that prepared. I've always wanted one of these, with the vibrator built in, but never had a justification for spending the money -- until now!" she said.

"You're gorgeous," is all I had to say in reply.

Anne placed the toy on the love seat and began to slowly undress in front of me.

I must admit that I had never been this turned on, or desired to be with someone, this much in my life. She slowly unbuttoned her blouse revealing a beautiful and expensive lace bra. Her skin was perfectly smooth and had just a hint of ethnic cinnamon to it.

After tossing her blouse aside, she slowly unzipped the side closure of her skirt and let it drop to the floor. Under her skirt were matching panties, garter and stocking tops with delicate lace -- the real stockings meant for a garter belt -- not those with ugly silicone and elastic pinching into her delicate female flesh.

"Do you always dress so sexy under your clothes?" I asked.

"Yes," was her simple reply.

She then started rubbing her full, gorgeous breasts through her bra, stopping to lightly pinch her protruding nipples occasionally.

The show I was getting from this wonderful girl was so tremendous that I was attempting to burn her image into my memory so well that it would last a lifetime.

One of her hands slowly moved down and inside her panty and stroked the groove of her fabulous pussy. Upon removing her finger she stepped toward me and placed it in my mouth allowing me to taste her feminine essence for the first time.

I swirled my tongue around her finger and sucked it with deep pleasure while she pinched her nipples with her other hand and looked down at me with the most contented smile I've ever witnessed.

Anne then pulled her panties to the floor, stepped out of them, turned facing away from me and bent all the way forward with her beautiful, sexy as and pussy right in front of my face. "How did she know that to me, this was the single most beautiful position for a woman to be in?" I thought.

Accepting the implied invitation, I leaned forward and began to kiss every inch of smooth skin on her perfect ass. Slowly I moved my kisses toward her almost hairless pussy. Once there, I began to lick her slit with long, firm strokes from the bottom to the top as she moaned with pleasure.

After a few moments of licking her slit, I moved my tongue to her very clean and sexy asshole. When I rimmed her ass with my tongue Anne squealed with delight and pressed her ass against my face with determination.

As her pussy became wetter and wetter, I began to wish my hands were not tied down so that I could pull her on to my hard cock. But, I remembered with pleasure that it is Anne who is in charge.

Anne stepped forward turned around and sank to her knees in front of me. She then began to fondle my cock and balls through my panties and licked the slick semen through the soft fabric.

"Anne, I'm not superman! I'm going to come if you keep this up." I declared.

"Don't worry sweetheart," she said, "come if you like, we've all night together and I have no doubt that I can get you hard again when needed."

"I love you, Anne." I said

Just at that moment, Anne pulled my cock from within my panties, grasped the engorged head and commanded me to shoot my come all over her face.

I did. And a lot of it!

"What a woman," I said under my breath as I watched her rub my come all over her face and then rub her face all over my thighs covering me in my slick come.

Anne then licked my cock clean as I was straining to come out of the chair with each pass of her tongue on my sensitive tip.

She then untied my arms, pulled me up and we engaged in a very long hugging and kissing session in which we shared each other's taste and pressed our bodies together as if we could possibly merge into one being. It was during this time that I unclasped her bra and felt her wonderful tits for the first time.

Then, as if she received a new burst of energy, Anne released me and told me to lie on the bed with my ass on the edge. I did as told and was ready for whatever was to come next.

She turned to the couch, put on her new strap-on cock, turned on the vibrator and approached me.

"I let you come. Now I'm going to fuck your little panty wearing ass again until I come!" she said with sheer abandon.

"Please, fuck me Anne." I nearly shouted.

Lifting up my legs and placing my ankles on her shoulders, she removed my panties and then pressed her cock against my willing asshole. Slowly she entered my boy-pussy and slid in deeper and deeper all the while looking into my eyes with both pleasure and dominance.

As she rested her cock deep into my boy-pussy letting my muscles relax, she said "Jack, I hope you love this as much as do I."

"Don't worry, everything you've done and you're doing is perfect." I replied.

Then it began. Anne started fucking my ass with her strap-on cock faster and faster until she was going like wild woman. The vibrator was giving me great pleasure but was causing her to swell to orgasm time after time. Each time I thought she must be spent, she would begin fucking me harder and faster with each stroke pushing the vibrator in the belt tighter against her hot pussy. Then she would have another series of orgasms which would ripple across her entire body.

Finally, exhausted, Anne dropped my feet to the floor and fell forward across my body. With her cock still buried in my ass, I began to lick her ears and neck while enjoying the feeling of her soft, silk-like hair on my face.

She whispered, "I love you" in my ear and I replied with the same.

After a brief rest, Anne pulled her cock out of my pussy-ass and removed the strap-on belt. It was then that she noticed that my cock was again rock hard.

Not wasting another moment, Anne crawled on top of me and lowered her hot pussy onto my turgid cock. Wow! Her pussy was so hot and smooth.

She began to fuck me while leaning forward with her full tits in my face.

"Lick my nipples" she commanded as she fucked my cock harder.

Because I had come earlier I was able to last much longer now and Anne fucked me until she exploded into another shattering orgasm. Then she told me that she wanted to feel my come shoot deep inside of her.

She began moving up and down on my cock with rhythmic speed while talking dirty to me: "You love getting fucked in the ass with my girl-cock, don't you Jack!?" she said. "You like being a sissy-boy in my panties and playing girl with me."

"Shoot your hot load in my pussy you little slut!" she demanded. "Fuck my pussy with your cock your little whore!"

This was enough for me and my hips lifted her up to new heights as I shot my come deep into her pussy. She used her well trained muscles to milk every drop from my cock before she came off.

We kissed and probed each others bodies for a long time after that while whispering loving and sexy words to each other.

After an hour or so, we both showered together where the whole process began again. It was truly the greatest night of sex and love I've ever experienced and was the completion of the day which set the course for the rest of my life.

Every day I wear the panties Anne sets out for me under my masculine clothes and at least once a week, Anne pulls out her strap-on cock and fucks me as if there is no tomorrow -- but luckily there is and it happens all over again!

-end-


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