The first place I had sex...[or wish I will have sex at...]

When I was 17 in the back seat of my '91 Grand Prix to my first real girlfriend. It was after we got back from a haunted house. It was pretty dark and I was having some issues getting it in. She wasn't just "not a virgin"; she was a huge whore and fully experience so she took control. I lasted a respectable couple of minutes for my first time.

Ended up dating her until I went to college. In that time, she taught me just about every single position including 69 and anal. I thank that girl for turning me into the pervert I am today.

 

I have an interesting lost my virginity twice story as well. I had a boyfriend in high school that I had been dating at least a year or so before we ended up having sex in the missionary position on his bed. It was not very painful and only a few drops of blood so I thought that was not so bad. We hooked up a couple more times before breaking up. Fast forward to the next year and a new boyfriend. We were camping out in one of our friend's backyards and everyone had tents and sleeping bags. He decides to make the move and I agree to go forward with the act. But this time it hurts-BAD! I couldn't figure out what the difference was. The next morning we wake up and he starts complaining that I should have told him I was a virgin. I told him I wasn't and then he showed me the amount of blood that was now on his sleeping bag. Boys and girls that was my first introduction to size matters...

 

Coming home from college at a house party with a girl I had only messed around with since I was a sophomore in high school and she was a freshmen. The only reason I lasted as long as I did was because her pussy smelled so fucking BAD I thought they all might smell like that.

 

I was 19. It was with a guy I was semi-dating at the time. I had made up my mind to have sex with him, since he was great at getting me off with his hands, and his friends had told me how he had dated a different girl for a year and they'd banged like bunnies.

Right as we're about to get down to business, he blurts out, "I need to tell you a secret. I'm a virgin, and now we're going to be each others' firsts. Isn't that great?!" I, being the callous bitch that I am, did not find that 'great,' and was more than a little pissed that he'd lied about his experience rather than being up front with me (either stick to the lie or don't lie at all; what was he doing, confessing?). But since I was already naked, I went ahead with it anyway. I was on top, so I put it in and did that grinding thing I'd seen in porn, with absolutely no finesse. About ten seconds in, he pokes me in the arm and squeaks, "Um, I'm finished. You can get off now."

The pathetic icing on the most awkward cake ever was him accusing me of not being a virgin because I 'clearly knew what I was doing' and I didn't bleed. I told him I hadn't bled because I popped my cherry riding a horse. That tidbit had a wonderful life in our dorm grapevine.

All in all, a magical evening. I always wonder how he remembers it, though.

 

My first was very vanilla--at 16, with my girlfriend of (I think) 2 years, on her bed, missionary. It was her first time, too. She had bought some little lace thing for the occasion, which stayed on her for about 5 seconds.

Then came time for the big show. After putting on the condom, I started to push in and you would've thought that my dick was a hedgehog--I barely had the tip in and she was wincing in pain, telling me to stop and give her a second. Finally she was able to get it all in*, but the back and forth was too much and she was in agony, so we stopped.

I don't think either of us got any degree of satisfaction from it. I think a couple days later we tried again when we were both drunk and it went better (though, sex with her was never that great).

*I'm not swinging horse dick here, either

 

I lost it at 15 in an Airstream trailer parked on my lawn. My grandparents had stored it there for years and it became my "home away from home", i.e., the place we went to smoke weed and misbehave.

It's funny now because I remember going down on her for the first time and not liking it because of the amount of hair. I immediately thought the HBO softcore movies I'd seen had lied to me. The sex wasn't really anything memorable.. I basically came about two seconds after rolling on the condom and poking her vagina with the tip.

To be honest, I think stories about having sex with a person for the first time are much more interesting than the "virginity" story.

 

My first time and hers too. We had been dating for about 9 months and she was at my house for the weekend, and I was making dinner when she asked me if I would have sex if she wanted to. I initially said no like I always have (to the anger of several girls) but after thinking about it I said "fuck it" and we stopped what we were doing to run up to my bedroom. She practically jumped on me and it was great. No pain, I didn't blow my load after 30 seconds, and it wasn't awkward at all. Been pretty good since... Catholic school girls do rule.

 

Yeah, that gets me going too.

 

I can't remember if I posted this here before. When I was 16 my girlfriend at the time had a house that was for sale across the street. I was a virgin and she was as well. We used to go over there and use the pool and the hot tub because no one was there at night. One night we were getting out of the hot tub and randomly tried to open one of the back doors. It was unlocked and we took a little tour of the house. Figuring it was safe for the rest of the night, I lost my virginity in the master bedroom in some poor guy's bed.

What we did not realize at the time was that this was Saturday night, and the most common day for an open house is Sunday. We woke up to a real estate agent showing a couple the house. Luckily, we were able to sneak out a side door when they took a look in the garage. I can only imagine the horror when they opened the door to the master bedroom and found condom wrappers, a few used condoms and a blood stain the size of a hamster on the linens.

 

I lost my virginity while watching Army of Darkness...

 

Not my virginity, but with the second girl I had sex with, this was playing:



I now get an erection whenever somebody starts talking about WMDs.