Where it happened: Her place
Langauge: English
Sex: Male
Rating: 4
Category: Straight
This wasn’t a first time but, it was my first anal experience. I recalled the story having run into my old roomate at a business meeting which resulted in dinner, drinking and old stories. It was the spring semester of my senior year at Penn St. This girl, I think her name was Jen, who I didn’t really know. Her roomate was an intergalatic ho at my fraternity and I knew who she was from seeing her at our parties, but I had never spoken to her. Jen was about 5’2″ with just about the biggest tits I had ever seen on a girl that small, they were 44H. I know this because like any ass hole frat guy, I tucked her bra away for safe keeping in my pillow case so I could nail it to the house bulletin board. I got mad props for that move!!!!
Any how I was at a bar called the Lion’s Den on what was then dollar pitcher night. It must have been around 1am and the place was still packed as was normal for then Den on pitcher night. I was talking to a few of my brothers when Jen came up to me and asked me, “if I liked apples?”. I thought that this was an odd question but since I did I played along and I said, “sure, I like apples”. The next thing out of Jen’s mouth was, “how about your dick in my ass, HOW ABOUT THEM APPLES?”. I was shocked and fumbled for a minute before I grabbed her hand we almost sprinted out of the bar and up the hill two blocks to the fraternity. We got up to my room and put the do not disturb sign on the door that my roomate Greg had snagged in Cozomel on spring break, Spanish side facing out which meant just hang out, this woln’t take all night.
I had one of the larger rooms in the house since I was a senior and social chairman, and Greg was an executive officer too. I dropped in a porno, something with Ron Jermey, not that this was too hard to find. We began kissing on the couch and I was kneading her massive tits through her denim shirt and she shifed away from me for a second and then began to expertly massage the bulge in my jeans, not that I need any help. Just the prospect of doing something that I had never done and had considered taboo had me busting at the seams. Jen undid my button fly and pulled my cock out of my silk boxers. Ususally when I wore silk boxers I was in the mood to get lucky which didn’t happen and I can usually draw an inverse relationship between the nuber of rubbers in my pocket and the amount of sex I end up with, HEH. Jen began to sniff and tease the head of my cock, which was bright red and slick with precum. She took more and more of my cock in her mouth until she had the whole 7 1/2 inches in her mouth and she was squeezing my balls just enough to get things really tense. She lifed up her skirt and removed her panties and sat down on my cock. She bounced up and down with the beat of the 70’s fuck music that was playing in the porno we weren’t watching. I just sat back and watched the porno not wanting to blow it too soon. I was still curious about the main event that she had propositioned me with earlier. Eventually I just couldn’t hold it togother any longer and I had my orgasm inside of her. We went to my queen size water bed, a staple of fraternity life. We kissed some and finished undressing and I set her bra aside for a exibit A of Sunday mornigns bull session. I was rather limp after having her ride me for about half an hour. She was happy to remedy this situation. Again she blew me and got me to the edge of orgasm and backed off like a pro. We kissed for a few minutes and she rubbed my cock to make sure things didn’t go south. When it came time for big moment she deep throated me a few times and I was good and slick, but I still had some trouble pressing my cock into her ass. She instructed me to fuck her for a few minutes to get good and lubed. Eventually I was able to enter he ass which was unbelivablely tight. First I slipped just the head into her ass and after a few moments she began to rock her hipps back against me and after a few more mintues I was burried to the hilt in her ass we began humping with a pretty good rythm. After about ten minutes I pushed her foward onto her belly and began pumping her from above, once I was sure that I wasn’t going to hurt her. Soon she was screaming, and I knew that this would result in a bevy of unlucky brothers witing outside of my door to laugh, point and see if I was hogging it. This was standard operating procedure around my house. I came shortly after she did and I slid out of her and laid on my side next to her. She caught he breath and said she had to go home to take out her contacts, a line I often used to escape after one nighter. I walked her out and of course there were a number of guys sitting in the hall with beers and shots and I of course regailed them with this story after I walked Jen out to the street. I never saw Jen again but her roomate Carrie always had a lewd look for me at parties, but I never got up the never to put that same move on her.
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