tagFirst TimeHow I Lost My Virginity

How I Lost My Virginity

byoutta_control_again©

A true story.

Don't ask me why I am posting this because I am not entirely sure myself. But, the story is true and I certainly don't think it is typical. Whatever you think, be kind. Thanks, and hopefully you enjoy it...

I was a little older than a lot of other boys when I lost my virginity. I had just turned 19 and I was commuting to college. As an aside, commuting to college absolutely sucked and I don't recommend it to anyone unless you know what you are in for. I wanted to go away to school but since my older siblings both fucked up when they went away, my 'rents decided that I should stay home so they could keep an eye out for troublesome signs. Well, I fucked up just as good by going to college at home - so take that Mom n Dad! But I digress.

College for me was in NYC and I commuted about 1 1/2 hours each day via public transportation, usually invovling 1 bus and three trains. Not fun. But, the one good thing about college was that I met A, who was probably my second serious girlfriend. My first was at the end of high school and we had fun but never went all the way.

A was from the Dominican Republic and one year older than me. She was about 5'3, 115 lbs and had very pretty brown eyes and a great smile. She had a cute figure, boobs were not large, and a little bit of a Spanish butt, but it certainly looked good to me. I met her because she was in one of my pre-med classes (yes, I started off pre-med and ended up a lawyer -- LOL -- can anyone say organic chemistry?) Well, A and her friend, P, were both very sweet and very shy - but somehow my friend Andrew and I broke them down a little and we were all able to hang out and get to know each other better. We would sit together in class, go study in the library, get lunch, all that good stuff.

As it turns out, A would take a similar train as one that I would have to take to get to school, so after awhile, I would ride the subways with her to her stop and then go back to get to my stop (this is where you all say "awwwwww"). Well, I knew I liked her, and I certainly hoped she liked me.

So one day, while she was about to get off the train, I asked her out. She didn't say yes right away, but she told me she would think about it and get back to me the next morning. The thing was, as she had told me already, her parents were very strict with her and her sister. They didn't want her dating (even though she was 20) and she was not allowed out of the house except to go to school, church and a few other organized activities. I knew this, but was hoping for the best anyway. The next morning, she told me that she had decided we could go out - although it would have to be a strictly school time thing. I think we were both pretty happy with that decision.

Well, being in a commuter school, with about 20,000 other people crammed into 3 buildings, you can imagine that it was tough to get some alone time with A. As we spent more and more time together, we would seek out hidden study rooms in the library, empty stairwells, or floors of buildings which happened to be quiet at the time. We were kissing and making out alot - but it was just too hard to do anything else. I'm sure my hands wandered over her jeans more than a few times in public, but that was pretty much the extent of what we could do on school grounds.

As it turns out, that wasn't such a bad thing. We would leave school grounds to go for walks all the time. One of our favorite spots was Central Park, which was not very far from school. We would walk all over that park, talking, and then finding some quiet place to make out some more. I think I can thank A for really teaching me how to kiss well -- as I have been told that I am a great kisser by every girlfriend I have ever had.

Well, this must be early early November -- and I had been going with A for about two months, and other than making out, nothing else had happened, sexually speaking. Don't forget, I was not able to see her on the weekend! I think we were both getting a bit frustrated with a lack of privacy and the inability to maybe go a bit further (Hell, I knew I was).

This one day in early November was unseasonably warm in NY, probably about 70 degrees. As it was so nice, A and I went for a walk in Central Park around noon. I think that we were both a bit horny that day because I remember the desperation we felt as we tried to find someplace a little more private in the park that day. We walked for about a half-hour, going past all of our spots, but there seemed to be people everywhere. I remember looking at this one spot, high on a huge boulder, somewhere near the John Lennon tribute, but there was a couple there already. As we continued walking through the park, we happened by that spot again, and I saw that noone was there. I pointed it out to A and she smiled and said it looked nice.

Once we got there, we removed our jackets, sat down on the boulder and looked out over the Park. The place was actually pretty well hidden from most areas of viewing. There were trees around us, and we were elevated so people walking by really couldn't see us, unless they were trying to look at us. Also, there were some other rocks behind us, apparently blocking the view of people behind us.

Well, before you know it, we were laying side by side, fully clothed, and kissing each other. I remember it clear as day when I took my hand and put it on her breast, over her shirt. I knew that she was feeling pretty warm at that point, and I was wondering how far this could go. We kissed for awhile longer and I grew a bit bold. I put my hand under her shirt, and cupped her breast over her bra.

"She didn't stop me," I thought - and I know that she felt how hard I was at that point. I pressed myself into her as we continued kissing, just so she would know how excited she was making me. As we kissed some more, I started lifing her shirt up, over her belly and then over her bra. She was wearing a pale blue bra and I could see her dark nipples, hard through the thin material. Her hands were holding me, but she wasn't being very adventursome with them at the time. I stopped kissing her for a second to look at her chest. I then moved my head down and moved my hands under her bra, pushing up, moving the bra over her tits -- and SHE WAS LETTING ME!!!

This was the first time I had seen them. Like I had said earlier, she was probably about a 34b cup, at most, but, at that time, she and they were absolutely perfect. Her nipples were dark brown and very hard. I took one in my mouth and suckled on it, and she put her hands in my hair to caress my hair as I did. I moved from one breast to another, suckling her nipples and lightly squeezing her breasts. She moaned softly a few times, so I knew that I was doing something ok.

I did this for about a minute before thinking that I better start kissing her again. So, I looked up at her. She had this dreamy look on her face and I kissed her again. I slowly pushed her back so she was lying on our jackets on the rock. I don't think we even thought about anyone else at that point -- Lord knows I didn't -- all the blood in my brain had traveled to another area of my body. She was still wearing her jeans and we were kissing, when I rolled myself on top of her. Now, my hard cock was right on top of the crotch of her jeans, and i knew she could feel it. My hands continued to play with her breasts as we continued kissing. I was dry humping her a little bit as well - it seems that my hips had taken on a mind of their own.

Then, finally, her hands seemed to wake up. I felt her grab my ass, and press me into her even harder - this felt so good! And then her hands went into my jeans and she cupped my ass. All I could think of was "wow -- I can't believe this." It also made me think that what was good for the goose was good for the gander. And I broke off from her kisses and I unsnapped her jeans and then unzipped them. I could see a little bit of fear in her eyes - truly -- but, I looked around quickly - didn't see anyone obviously staring at us, told her that noone was even aware of us and that everything was great. She seemed to relax a little bit again, and I looked down. I remember seeing her pink panties with a little white scalloped edge. I thought I was going to cum right there, but somehow I was able to stop myself (thank God!).

I went back to kissing her, this time, strategically placing myself side by side, so I could move my hand into her panties. At this time, her hand went down my pants and she was stroking my hard cock - it really felt enormous that day. I had never touched a pussy before, so I was doing my best to remember all I learned from my father's porno movies - knowing to go gently and slow, and stroke and touch and not just push my finger in.

Everything seemed to be going very well, as I felt her and she was very wet. I don't even remember how this happened, but with my continued playing with her pussy under her panties, I started to inch her panties lower and lower. I was very worried that she was gonna pull the plug on this at any moment, but for some magical reason, she didn't. As her panties finally lowered past her ass, I looked down at her honey-pot and couldn't help but smile.

She had dark brown hair above her pussy and I could see her clit sticking from under the hair. She looked at me again, and then rolled over onto her back, pulling me on top of her. Holy SHIT!!!!!! She then unbuckled my pants and unzipped me. UNBELIEVABLE - THIS WAS REALLY HAPPENING!!!! I'm actually very glad that she didn't push my pants down over my ass - that would have killed me, I think.

Rather, she just pushed my underwear down a bit, so it gathered under my balls and freed my cock. Anyone looking at us from afar would think we were just making out or dry humping - although her shirt was still pushed up over her breasts and her jeans were just under her ass. She took my cock in her hand, and lowered it to her wet and now open pussy. I'm sure I pushed in faster than she wanted, because I heard her catch her breath.

Well, soon, I was in her all the way. I looked down and saw ourselves joined together there. I then started moving my hips slowly and doing what came naturally. I wish I remember what i was thinking but i know that I couldn't believe this really was happening right then right there. It was crazy, sexy, everything.

When it was over, I remembered we sort of got our clothes back to where they belonged and we were just kissing. At one point, I had sat up again, to straighten out my shirt or something, and I noticed this guy staring in our direction. He was not close - about 200 to 300 yards behind us. I wasn't sure whether he was looking at us, or at something else. But, it didn't bother me at all, for some reason. I never told A about him, though.

Well, to be perfectly honest, I probably lasted about 5 minutes at best, my first time (and I'm probably being generous). I certainly got better the second time, etc. But, it really was such a memorable experience for me, and I certainly hope it was the same for her.

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