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The weekend I (m) went two [ff]or two in college. Pt. 1 | 2016
Disclaimer: story not close to finished yet, will add more later if interest exists.
In my freshman year of college, I was lucky guy. I had made some good friends, was well known in my building as someone who knew about the party scene and would have something to do on the weekends and how to get alcohol for said parties (had a couple of older friends from HS at college). Having just lost my virginity over the summer, I was looking to have some kinky sex. I had a couple of flings over the first couple of weekends, but nothing impressive or interesting, although I had met a girl I'll call Katrina. She was a pretty girl with generally unremarkable features, but had been a gymnast in high school and was one of the most sexually aggressive girls I've ever had the pleasure of being with (and she was multi-orgasmic, which was awesome). Katrina had curly brown hair the went past her shoulders, was about 5'6, brown eyes, thin lips, a nice tight ass, 36b tits with tiny little red nipples, and a fairly tight pussy that she kept shaven clean. Now Katrina was fun, but neither of us had any ideas about a long-term relationship or anything and we both considered it a fling and had talked about it as both. We had good sexual chemistry and nothing more.
Katrina's roommate Brenna, however, was a prize. 5'11, straight reddish-blonde hair, was packing at least 36C (but could've been 36D, they spilled out of those C ups often), had a slim cheerleader's body, an ass that she had clearly sculpted by supplementing her cheerleading with soccer in the spring, and one of those pretty faces that straddled the line between cute and sexy. Katrina and Brenna got along okay as roommates, but rarely spent social time together as Brenna was a bit stuck up, having been part of the "popular crowd" in her high school.
About 3 months into my first semester, there was a relatively mild Friday night going in in my dorm room, with myself, Katrina, my roommate (whom I didn't mind, but didn't prefer to spend time with either), and a buddy from my floor. We were drinking light beers and watching a shitty "college" movie. Katrina was snuggled into me, and about halfway through the movie, grabbed a blanket and put it over us. Not about 30-45 seconds after the blanket went down, she started to rub my cock through my shorts and I was rubbing up and down her pussy lips through her pants. I slipped my fingers under her pants and gently pinched her already engorged clit and she audibly gasped. The guys knew what this was all about and used whatever the first excuse that came to mind was and got out of there. Once the door shut, Katrina jumped up with her brown hair bouncing, slipped out of her pants and powder blue thong, and locked the door in what seemed like one quick maneuver.
She looked me in the eyes with the determination you would expect from someone who had once told me to call her "a nasty fucktoy slut." I walked over to her, threw her on our shitty salvation army couch, spread her legs open, and shoved my face in her pussy licking her clit, down to her asshole, and back. Katrina moaned and told me "I couldn't wait for them to fucking leave" and that she'd "been waiting for my cock all day" and had "been flexing my pussy during the movie." I'd heard enough, after licking and sucking her dirty bits for about 5-10 minutes, I shoved my index and middle fingers into her and starting rubbing her g-spot as hard as I could and she erupted. She screamed a high pitched scream, grasping her legs around my head, and pulling my hair to force my face into her now sloppy cunt.
We laid like this for about 30 seconds, my now hardened cock at attention she "released" me. At which point I gave her a crazy look and just said the word "anal." She nodded okay. Now, some background up until now, I'm fairly well endowed, and we had made some attempts and not quite gotten it "working," but Katrina was no anal rookie and was definitely open to trying with me, but also quick to shut it down. So being the gentleman I was, I propped her up on my bed and pushed slowly myself into her from behind after 2-3 strokes. She gasped and contorted her body to look at my face while I pushed in. I started to gently stroke her pussy, at a very slow pace. As I was going, I grabbed a bottle of lube from my dresser and let a healthy squirt onto her asshole and rubbed in my middle finger, 1st knuckle, 2nd knuckle, whole finger. I pushed it in and out along with the rhythm of my cock. She was lightly moaning and playing with her clit, while I worked my index finger into her as well. At this point, I removed my nice and wet cock, applied some extra lube, stroking it up and down. I put a third finger about halfway in, rubbing it in a semicircle around the other two fingers. At this point, I felt comfortable to try to enter her, given that she typically tapped out at the third finger. I told her to relax and to keep rubbing her clit, while I placed the head of my cock at her back door...
Shit, something came up and will write the 2nd part later today.
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