Some of the stories I posted over the last couple of years are gone forever from reddit, so I figured I would come back and start posting some old ones to make sure they aren’t lost. I will post new stories as well when I have a chance. I posted one new story earlier this week, so look for more to come. Here is an old one. Hope you enjoy:
***Like I’ve said in previous posts. I figured it would be fun to go back to my promiscuous (man-whore) days and recall some of the stories from back then. I’m generally considered a really good-looking guy (used to model, 6’3”, dark hair, blue eyes, swimmers build, workout regularly), so that enabled me to have quite a fun sex life. These stories are 100% true and not embellished in any way. I think that a straight honest story even if not as exciting at times is a bigger turn on, so that is what I will continue to try to give.***
I was walking through campus with Rachel. We were headed back to her dorm room to listen to music and have sex. I met Rachel a few months prior at a party of a mutual friend. We hooked up the night of that party and had sex at least once per week since then. We weren’t dating and never intended to. We had a long conversation that first night about sex and she told me that she really just wanted a regular hookup with no strings attached. I told her that I was the guy to fill that role for her.
Rachel was the kind of girl who got hotter and hotter the more you were around her and saw her. When I first met her I thought she was cute and she caught my eye a little, but I wasn’t drooling over her or anything. However, a few months into knowing her I was drooling over her. She was about 5’7”, thin, had very long legs, a nice ass for how thin she was, B cup tits, piercing blue eyes, brown hair, and kind of reminded me of Alexa Chung. Her style was what most would describe as alternative, often wearing dark/edgy clothes. We got to her dorm room and her roommate was in class, so we had the place to ourselves. She walked over to her computer and turned music on, it was a Fugazi album. Rachel quickly took off her shirt and tossed it on the floor. In almost the same motion she unsnapped her bra and tossed it on the floor as well. We planned on having a quickie given time constraints. It seemed about half of our sexual encounters were quickies during weekday afternoons when we had 20-30 minutes to spare. Our longer encounters were usually reserved for weekends. I lifted up her skirt and pulled her panties down. They slid down her legs and rested on her shoes that were still on her feet. She stepped out of one side of them and left them dangling around her left foot. I bent down behind her and spread her legs and ass cheeks apart. I began licking her pussy from behind; my tongue slithered up and down as I rubbed her clit.
A few moments later I stood up and dropped my pants and underwear. I grabbed her waist with my left hand and pulled back on her as I pushed the head of my cock against her pussy. She was always very tight and it often took a bit of delicacy to enter her comfortably. I pushed slowly and finally felt the warmth of her pussy surround the first few inches of my cock. She pushed back on my cock and I felt her warmth engulf all eight inches of me. I pushed her skirt up further; it was now in the middle of her back, to get a better view of her ass as I fucked her. I began pumping in and out of her quickly with long hard thrusts. She had been resting on her elbows, but now laid her arms out flat and rested her head sideways on the bed, arching her back even further. She reached one of her hands down between her legs and pressed her fingers against her clit and began rubbing as my cock thrust furiously just above. She moaned quietly, trying to be as discrete as possible, to keep anyone in the hallway from hearing. Moments later, the stimulation began to be too much and she covered her mouth and moaned loudly. Her body convulsed and I grabbed on to her hips with both hands to control her and continue pounding her pussy as she came. Her body settled down and we continued at a nice pace. A moment later we heard the doorknob and her roommate burst through the door. She glanced at us for a split second, and said “hey” in a hurried tone and went into the restroom. Now, normally you would think this interaction was a little strange and that we would have a very embarrassed reaction, but you have to understand what our previous encounters were like up to this point. I will explain…
Rachel and I had sex with her roommate in the room at least a handful of times. The first couple of times were late on weekend nights under the covers while her roommate was in her own bed and it was dark in the room. Obviously, that’s not extremely uncommon among college students. I know she was awake when this happened the first time too, so it wasn’t a thing where she wasn’t aware. We had sex another time on a weekend afternoon in her bed while Leslie (her roommate) did homework with her headphones in on her computer at their desk. Just so you understand the layout of the room: You walk in and see two beds with their headboards against the right wall. Their desk was directly in front of the beds facing against the left wall. The restroom was immediately to the left when you walked in. So her roommate was facing away from us the day we had sex while she did homework, but she definitely knew what we were doing, but it was just an understanding they had or something. At the time I thought it was pretty strange, but it was thrilling and turned me on so I was totally cool with it. The weekend afternoon I mentioned, Rachel got up after we had sex and walked naked by Leslie to the restroom. I had to stand up to get dressed while Rachel was in the restroom and Leslie glanced over and looked at me naked and kind of smiled and went back to what she was doing. My point is that similar situations happened in the past, but when she walked in on us the afternoon of the quickie it was the first time she saw us out from under the covers just flat out fucking.
I asked Rachel if we should stop, but she insisted we keep going. The thrill of Leslie seeing us having sex and Rachel telling me to keep going really turned me on. A few moments later, I felt my cock begin to throb. I pumped harder and harder in and out of Rachel. Leslie was still in the restroom. I began to tense up and felt my cum begin to shoot out and fill Rachel’s already warm and wet pussy. Rachel moaned and exhaled as I slowly removed my cock from her. I reached down and pulled my pants and underwear up. Rachel stood and pulled her panties up. Leslie entered back into the room and Rachel was still topless and sitting on the bed. Leslie just said what’s up and began talking to us like everything was normal. We talked for a few minutes before Rachel and I both had to leave.
I finally just flat out asked Rachel what in the hell was up with the two of them being so cool and casual about sex in the dorm room. Rachel said they have just been roommates for nearly two years and that they talked about boundaries for sex in the room fairly early on. Leslie had a boyfriend during freshman year (who she was no longer with) who would come in from out of town almost every weekend and Rachel said they talked about how it was all going to work. Rachel told Leslie at the time that she was cool with them having sex in Leslie’s bed while she was in the room as long as they had sex under the covers. She said that over time there were mishaps where she saw them naked or walked in on them a time or two, but that they were always all cool and laid back about it. It made a lot more sense to me then that they had just adapted to the constraints of their environment.
I continued hooking up with Rachel and there were a couple of more encounters with Leslie in the room over that span of time. One day Leslie sent me a text out of the blue that said, “Where are you?” Leslie had my number, because there were a couple of times Rachel needed to communicate with Leslie through my phone when her phone died. I would also communicate with Leslie some if I arrived early to meet Rachel at her dorm room, so she could let me in to wait for her. I was confused by the text. I thought maybe it was Rachel asking where I was, because her phone died and we were supposed to meet or something. I knew we weren’t supposed to meet that day though, so that wasn’t it. I wrote back, “Is this Leslie or Rachel?” She responded, “Leslie.” I said, “I am at my friends place, why?” She said, “You should come by our room.” I said, “Okay…why?” She said, “Just because, seriously just come by.” I responded, “Can I bring my friend?” I assumed it was just something quick that they needed me to help with or something and I was hanging out with my friend, so I was just trying to figure out what she needed. She said, “no, just come by yourself.” I was so damn confused and finally just responded, “okay.”
Leslie and Rachel only lived a few minutes from my friend, so I just told him I would be back and ran over there. When I got there Leslie answered the door and smiled and said, “Hey, what’s up!?” acting glad that I came. I said, “What’s up? What did you need?” I looked around and Rachel wasn’t there. I said, “Where’s Rachel?” She said, “She is out of town at her parents place this weekend.” I vaguely remembered Rachel mentioning this a couple of weeks ago. I immediately thought it was strange that Leslie was asking me to come by then. I said, “Did you need help with something?” with a puzzled look on my face. She responded, “I just have always thought we should hangout more.” I knew now where this was headed. I said, “Oh, yeah. I don’t why we haven’t.” Just to give you some detail on Leslie: She wasn’t the typical type I pursued, but she was attractive. She had blonde hair, green eyes, beautiful soft skin, she was average weight, fairly athletic, really nice ass, and C cup tits. She had a little bit of a Kaley Cuoco vibe. She was quite a bit different than Rachel, as far as interests and personality. They met somewhere in the middle and were good roommates together, but probably would have never been friends otherwise. Keep in mind as you read this that Rachel and I were not dating and never talked about being exclusive, so I really didn’t feel like I was “cheating.”
Leslie and I stood just inside the room talking somewhat awkwardly for a couple of minutes before I moved towards her and grabbed the back of her neck and kissed her. I knew it’s what she wanted and I didn’t want to waste anymore time. I could tell she had a couple of drinks once I kissed her. I could taste it in her mouth, but she wasn’t really acting drunk at all. I think she probably had just enough to drink to get the nerve to text me. I quickly slid my hand up her sweater and began caressing her nipples. She didn’t have a bra on, but I’m guessing she just took it off before I got there and after she got home. I wasn’t going to waste any time, I knew my friend was waiting on me to go to a party with him. I pulled her sweater off over her head and threw it on the ground. I kissed down her neck to her chest and took one of her nipples in my mouth and began sucking and licking it. She moaned and murmured as I did this. I unbuttoned her pants and pulled them all the way off. She was now standing in front of me in just her panties. I quickly removed all of my clothes and grabbed her by the arm and walked her over to the bed. I sat on the edge of the bed and pushed her down to the floor. She got between my legs and took my cock in her mouth. She murmured and closed her eyes as she removed my cock from her mouth and rubbed the length of it all over her face. She then licked up and down before engulfing my cock with her mouth again. She sucked my cock for a few minutes before I told her to stand up and take her panties off.
I stayed sitting on the edge of the bed and grabbed her and told her to straddle me. She placed her legs around me and I grabbed her hips and ass and lowered her down onto my cock. I thrust my cock up into her pussy as I slammed her down onto it. She held onto me tightly with her legs and arms wrapped around me. She was gushing wet and I could feel it running down my balls and her pussy made squishing sounds as she lowered up and down on me. The position grew a bit tiring, so in one motion I picked her up and turned her over onto her back. She still had her arms and legs wrapped around me and I began pounding her pussy again. Each time I would thrust as deep as possible she squirmed and squealed. I couldn’t tell if it was pleasure or pain. She shook and shivered a few minutes later, so I knew I must have been doing something right if she was cumming. I slowed for a moment to watch as my cock slid in and out of her pussy and she became worried I was stopping. She said, “please please don’t stop.” I picked my pace back up and fucked her harder than before. She soon began cumming again. I felt myself growing closer to cumming as well. We were both drenched in sweat, but I pushed through and really fucked as hard as I could for those last moments. My sweat dripped down onto her body as I pulled my cock from her pussy and thick shots of cum began bursting out. The first shot landed up on her tits and the rest, not making it quite as far, covered her stomach and I squeezed the last few drops onto her pussy.
We were both out of breath and covered in sweat. I grabbed a water bottle beside the bed and took a long drink before handing it to her. I gave her a towel to clean up and said I was going to head out. She said, “okay.” I got dressed and headed out while she was still lying on the bed. She sent me a text a few minutes later that said, “Thanks for coming by.” I continued hooking up with Rachel for the rest of that semester and fucked Leslie a couple of more random times when Rachel wasn’t around. Also, just a side note I ended up telling Rachel about hooking up with Leslie like a year later, because it was just something I started feeling kind of bad about. I wasn’t dramatic about it or anything. There was just an opportunity to tell her when I was messaging with her one day, so I did. She just laughed and told me she really didn’t care and thought it was kind of funny.
***Also, if you are a female and live near me (p.s. I moved) you should send me a message. Might be a long shot, but would be cool/interesting to have sex with someone that enjoys my stories and then becomes a story haha***
Source: reddit.com/r/gonewildstories/comments/5gavz4/college_story_my_friend_with_benefits_and_her