Her name is Annie, and she works at a small shop on Time's Square. I first met her on a business trip to NYC, when my co-worker was doing some shopping. I wasn't really interested in what she was shopping for, so I decided to chat with the cute sales girl.
She was tall and thin, perhaps 5'9", with brown hair not quite down to her shoulders. She appeared to have a mixture of Anglo and Asian characteristics. I was attracted to her because of her cute face and small chest. My wife is a 36AA, and I find women with small breasts can really turn my head.
I walked over to her to say hello, and to see what I could find out. I was surprised by her small, squeaky voice, and that her small teeth were slightly crooked and a little discolored. None of that detracted from her pretty face, cheerful smile, or pleasant personality. We talked briefly about NYC, me visiting from Texas, but mostly I asked her about her.
I had to go to a show that night with my company, but I was very interested in seeing if we could connect afterwards, so I asked when she got off work, what there was to do there, and things like that. At this point I was visibly interested and felt the interest growing in my pants, so I suggested that I come by after the show and then we could get a bite to eat, go out for a drink, or just walk around, and she agreed. I didn't tell her at that point that we could walk around all the way to my hotel room.
The show was great, and my co-worker and I, staying at the same hotel in midtown Manhattan, left the rest of the gang to walk back to our rooms. About halfway back, I excused myself to go do some sightseeing and shopping, and made my way back to Annie's shop. A few minutes after I got there, she was ready to go, still in her sales girl clothes- slacks and a polo shirt. I was still wearing my suit and tie from the show.
We walked around a bit on that warm humid night, and got a snack from a local vendor. After we finished our food, I took her left hand in my right, and we walked down the Manhattan sidewalk like two school kids. This may have seemed strange, as she could have been a schoolgirl and I'm old enough to be her dad, but it felt very natural. I stopped at one of the sidewalk cams they have in NYC. We stood and waved at the camera. On the spur-of-the-moment, I took her other hand, pulled her face mine and kissed her- softly, slowly, and gently, right there on the sidewalk, in plain view of anyone and everyone.
Just as quickly, I stopped, looked into her eyes, and said, "I really like you, Annie," and then let go of her right hand and we started walking down the sidewalk.
"I'm staying at the **** hotel, and they have a nice bar where we can sit and have a drink" I suggested.
She looked at me with a sly grin, "I'm not 21 yet, you know."
"That's OK," I said, "I'll get you whatever you want, my treat. You'll be in my charge tonight, Annie, and I'll be your guardian."
"My knight in shining armor," she laughed, "or maybe my sugar daddy" she grinned with bright eyes.
Looking at her eyes again with a smile, I replied, "I'll make sure and take very good care of you." She smiled and squeezed my hand as we walked down the sidewalk.
Rather than using the street entrance, we walked through the hotel lobby and then to the small hotel bar, and took a small booth at the very back, around the corner from the bar. At the bar I ordered a Cape Cod for her and a Jack and Coke for me. Taking the drinks back to the booth, I took a seat across from her, and we chatted some more while partaking of our beverages. We talk about boyfriends and girlfriends, a little about love andlife. She finds guys her age too shallow, and seems to appreciate my maturity and my attentiveness to her. She is very cute, and I am thinking very sexy thoughts of her, knowing that she readily agreed to meet me and go to a bar at my hotel. I go and refill our drinks, and making sure the bartender wasn't looking, I motioned to her to come with me, and we headed toward the elevator.
Holding the two drinks in my hand, I asked her to push the UP button, and said to her "Annie, would you do me a favor, and take off my tie for me?"
It was very exciting to have her that close to me. I inhaled the sweet smells of her body, and we kissed again, slow and deep and sensual, as she removed my tie. With my back against the elevator wall, her body pressed against mine, we kissed until the door opened on the 7th floor. I handed her drink back to her, and led her down the hall.
It's a small hotel, and the chances of meeting anyone were also small. We didn't see anyone as I let us into my room. I closed the door, set the drinks on the table, and said, "Ta-da. Welcome to my world." I took my drink and said "Cheers" and we toasted us, the room, NYC, and whatever else we could think of to drink to. I offered her a seat, the only one in the room. She sat on the corner of the bed instead, and so I sat on the chair. We talked while finishing our drinks, and then I moved to sit beside her on the bed. Soon, our talk turned back to boy-girl things, and I suggested how my maturity and experience has taught me how to please a woman. I asked her a few personal questions, and found out that she masturbates daily. She seemed to appreciate what I have to offer, my authority and experience.
She took me on, and said, "Show me."
I press my lips against hers. For lingering moments we kiss and embrace. Her lips are soft, sweet, and inviting. Our tongues touch, and the sparks fly. Soon we are lying together on the bed. My growing manhood presses against her belly as we face each other, and our kisses become deeper and more passionate. I want to press my mouth into hers... my body into hers.
Rolling her onto her back, I lift her shirt and unfasten her bra, liberating her torso to my delight. Her small breasts barely need a bra, and I'm glad to get the white material that covered them out of the way. Lying on her back, her tiny breasts are flat against her chest; only her nipples break the smoothness of her skin. They turn me on to no end. My kisses progress from her lips to her ears, neck, and throat. After just enough teasing, I take one of her glorious nipples between my lips, and put my hand on her stomach. She takes my hand and pushes it down into her pants, wanting me to touch her. Her warmth and wetness are like a drug; her movements betray her heightened state of arousal. The moments pass, and I lose track of time.
After a few moments she excuses herself into the bathroom. My desire for her is intense, intoxicating. When she opens the door to come out, she is completely naked, and I meet her mouth to mouth, and slowly but firmly push her back into the bathroom. Not only is there the standard full-width mirror above the bathroom vanity, the back wall of the shower stall is one big mirror. Hardly stopping our kisses, I turn her around facing the shower. Standing behind her, we can both see her in the mirror. I gaze with lust upon the twin fawns of her tiny tits. Taking hold of her hips, I pull her buttocks onto my groin, and then run my hands up her torso, toward the objects of my desire. Her breasts are even smaller than my wife's, barely mounds at all, each one topped with a dark chunk of a nipple. Her nips are incredibly sexy; two dark tight buttons poking straight out from her olive skin. I tease them, press my palms over them, and then tweak them. They are hard and stiff and erect, much like my cock, as she presses her backside against me unprovoked any longer by my hands.
I gaze at her figure in the shower mirror. Her pubic hair is dark, thin, and sparse. I run a hand across her pussy, and my lips caress her ass cheeks. She turns around and strips me, shirt first, then slacks and boxers. I had shaved my pubic hair for the trip, so my cock stands alone and at attention. She looks directly at it, caressing it with her hands as we continue our passionate kisses, now more furious and sloppy. She stands on her toes and rubs my hard shaft against her pussy lips, and I can feel the wetness upon my shaft. More and more, she rubs herself on the hard shaft of my cock. She takes one hand and presses my cock onto her clit as she presses her clit down onto my dick.
We continue to kiss as I tweak her tits with my fingers. She looses the ability to kiss back, and her mouth hangs open as I kiss her face, neck, and shoulders, while she furiously humps my cock, which has still not yet entered her. With louder and louder moans, she masturbates herself to a climax on my cock, and I hold her while I feel her body shake. What a fantastic feeling. There is nothing exciting as a woman climaxing, a woman making herself cum, unless it is me making her cum, especially when she is making herself cum on my dick.