I was staying in Brooklyn, New York last summer. I was housesitting for my aunt. One night I walked to the Brooklyn Bridge park by myself to see a free screening of the movie Raising Arizona. When I got there, the field was packed, so I waded through tons of people until I saw this cute looking chick sitting by herself in a grassy spot. I sat down near her. We both glanced at each other. She asked me what time the movie was supposed to start. I told her. We exchanged a few more pleasantries and then introduced ourselves. She was Michelle. I thought at first that she might have a boyfriend, because she was clearly waiting around for somebody. But then a couple of her girlfriends showed up, and I knew she didn't.
A couple hours later, the movie's over and her friends have left. I remember watching Michelle coming back from the bathroom, trying to find where we were sitting. She had perfect, perfect legs, and I remember thinking, Am I gonna be fucking that later on? I could tell after a little while that it probably would be one of those nights.
We walked all the way back towards Court Street in Brooklyn and drank a beer. I could tell she was older than me, but I thought, maybe by four or five years. So it was dark out and we were talking and then she asked me how old I was. I lied by two years and told her 24. Then she said, "Oh well, I'm 33 so...that's what that is." It was awkward, but she was still in to me. And it made me think WOW. I'm gonna sleep with a chick who's eleven years older than me tonight. Nothing was going to stop me either.
We drank the beer and left the bar. At some point while walking, she stopped and grabbed me and we started making out on the street. I asked her if she wanted to come back to my place. She was reluctant to. But she kept walking with me anyway, and finally I persuaded her. She came back to my house and our clothes started coming off basically as we stepped in the door. By the way, remember; this was my aunt's house.
We sat down on the couch and made out while I unhooked her green bra and slid my hand down to her bush. I started working her pussy with a couple fingers while I kissed her down to her tits. I finger banged this chick for a long time, and she was occasionally chuckling throughout the whole thing, stroking my cock. Eventually, her laughs turned in to breathy moans. I couldn't believe I was doing this in a relative's house.
We went down to my room (in the basement) and I slid on a rubber. Michelle got this wild idea, at that point, to sit on my dresser while I screwed her. I decided, why not, stood in front of her and entered her. I clutched her back with both arms and she squeezed my waist with those damn fine legs. The dresser idea proved unusucessful, though. So I said "This is too hard" and she agreed. She went to the bed, lay down on it vertically, and I have this great memory of her arms stretching out to me, and her whispering something like "Come here." I jammed my cock back inside her and started going real slow. She was moaning like I'd already been fucking her for ten minutes. So I banged the shit out of this 33 year old on my bed, in a dark basement in my aunt's house. That was one of my better, more outlandish conquests.