Where it happened: My first apartment
Langauge: English
Sex: Male
Rating: 10
Category: Straight
Well, let’s see…. it first started at a Halloween party in ’92. It was a company party, and we were all getting pretty drunk. We were playing “truth or dare” with some of the guys’ wives and girlfriends and having a grand ol’ time, when one of the ladies (an attractive, petite girl from Europe named Annie), asked me straight out “Are you a virgin?”. Normally I could have a played it off and said no, but the beer got a hold of my tounge, and said “yes, yes I am”. I remember blushing at the time, as well. She didn’t believe me, since I was 22 at the time, and gaffed it off. That same night, things were getting a little more rowdy, and somehow Annie got pushed into me; or rather, her tight, denim-covered ass got pushed right up into my crotch. Naturally, nature came into play, and I got a raging hard-on right there. Annie stayed in that rather akward position (her ass to my crotch for an unussually long time, and then spun around, with a surprised look on her face, and wispered to me “you really are a virgin, aren’t you?”. I blushed again, and nodded shyly. Annie gave me a special look after that, and then disappeared for the night with her husband, leaving me confused and a bit horny.
I pretty much forgot about the incident, until my phone rang a week later. It was Annie inviting me out. Since she was married to one of the guys I work with, she worded the invitation in such a way as to make is seem as a “chance encounter” at one of the local clubs. I got dressed up, but I didn’t really think I’d have a chance with Annie. Anyway, I met her at the club, and we proceeded to have a great time. Everytime we sat down from dancing, she had her hands on my legs (first the outside, then slowly inside towards my crotch), up and down my back (inside my shirt), and down the back of pants, cupping my butt cheeks. At one club, she basically un-dressed me on the stage while slow-dancing, putting her leg between mine, one hand down my back, and the other playing with my crotch (which was in a state of perpetual hard-on, naturally). All this time she kept on calling me her “boy-toy”. Finnally, after a few more drinks at a few more clubs, I started to drive her back home. She asked if she could come over, to sober up before seeing her husband. I was naive, and actually belived that was all she wanted at my very first apartment.
We got to my apartment, and she went to the bathroom, while I watched some TV. She came out with (what I later noticed) with her blouse noticably loose, and her shoes off. Silly me didn’t even notice. We watched TV for a while longer, when Annie finnaly got frustrated with my dumb-ass, grabbed the remote control, and started to kiss me. Softly at first, then tounge-to-tounge. I felt one of her hands playing with my crotch again, and the other take mine and place it on her breast. I finnaly got the idea, and unbuttoned the rest of her blouse. Her beautiful breasts were enclosed by a skinpy white bra. I don’t know how, but I got her bra off on the first try. She moaned “yes Todd, yes, your doing great” as I played with her surprisingly large breasts, not really knowing what I was doing, but feeling as if electricity was running through my veins anyway.
After a little while, she toke hold of the situation and proceeded to undress me. Shirt, shoes, and socks were the first to go, followed by pants. She was painfully slow and methodical when it came to releasing Me, but when she finnally got my underwear off, there He was, in all his pride and joy, quivering in anticipation.
I was still nervous to all get-go, and told her so. “I’m scared. What do I do?”, I whispered. I had a reasonable idea, of course, but I didn’t really know how to go about it. She whispered to relax and to do what comes naturally, She got off the couch and laid on her back on the floor, and beckoned me with that classic “come over here” jesture, having already jetisoned the remainder of her clothes. I laid on top of her, and somehow entered her immediately. Wow, was it hot in there! I am sure this was the first time I have ever “gasped” out loud in my entire life! I marvelled at just the position I was in at the time, and then Annie moaned, “oh Todd, make love to me, please”. I had a hard time getting the rythym down, and had a case of rug-burn for a week after, but eventually got things going. What a feeling!
She pushed me away and guided my head to her crotch. I marveled at it’s simplicity and beauty: lightly fuzzy, with cute, pounting lips. This was my first pussy up-close, and would have remainded there, forever transfixed, if Annie had not guided my head closer to her Sex. I got the idea soon enough, I licked her everwhere I could. I doubt she had a orgasim, but I like to think she was pleasured anyway.
Then she got up and laid me on my back, and impaled herself with Mr Happy. This was far superior to my efforts, and I couldn’t hold back any longer. That didn’t stop Annie, of course, and she got off me and sucked me back to life.
I had never been able to have two orgasms in a row while masturbating, and didn’t know what I was going to do know. Annie again toke charge of the situation, and bent over the couch, knees on the floor, and guided me into her from behind. My head was swimming from the pleasure, as I was able to get a solid rythym “doggy style”. Her moaning was low at first, but got louder and louder as I pounded into her faster and harder. After a while, I came again inside her, seeing stars and almost passing out, and then collapsed; a special glow throughout my body.
After cleaning up, Annie got dressed, and I drove her home. We saw each other again at company functions, but never repeated that fateful night. While I have had only a few “encounters” since then, and one even better while overseas, I’ll always remember Annie as my friend, confidant, teacher, and “My First Time”…….//T
Processing your request, Please wait....
