Crossing the roommate boundary (m+f) | 2016

So seeing how well received my hot tub story I wrote earlier this year was on this subreddit, I figure I’d try to share some other interesting stories. While this isn’t necessarily as kinky as my hot tub story, this story is far more erotic in nature.

Just before my senior year of college, one of my roommates decided not to re-sign his lease, leaving me and my other roommate John scrambling to find a replacement. We decided to ask friends, post on Facebook, etc. to find a new roommate. Luckily for us, a girl we knew from the dorms named Christine was still looking for a place to live, and we got her signed up and moved in pretty quickly. She was a girl that we often hung out with, played video games with, and grabbed dinner with as a group with the rest of our floor, but we kind of lost touch after freshman year. Despite being an incredibly gorgeous, blond-haired petite girl with a great body and amazing personality to match, there was never any discussion among my guy friends about her in a sexual light.

Though John and I never explicitly talked about it, I think we both saw her a lot differently when she started living with us compared to the dorms. She’d be sitting in the living room with us in a T-shirt and pajama pants doing homework, and something about that struck me as incredibly sexy. While I started to see her in a new light, I felt it would have been far too awkward to think that way about a female roommate.

After our first week of classes, we were all pretty excited to go out on a Friday night and blow off steam from a stressful first week of classes. John and I planned to go out with some friends, and while we invited Christine with us, she had already made plans with some friends of hers. I hadn’t thought of it as too big of a deal since we hadn’t exactly hung out much, and we had planned for both our groups to meet up at our apartment to pregame. After getting dressed to go out, I went downstairs to the kitchen, saw Christine getting ready to take shots, and it felt like my jaw dropped to the floor. She had on the sexiest little black dress imaginable, showing enough cleavage to give you an idea of just how magnificent her boobs were without being too over the top. The dress might have been a little short though, but I didn’t mind the way it outlined her backside down to her ass. I was hooked the moment I saw her, and some kind of subconscious desire just kicked in and overrode everything my rational side would have said about how terrible of an idea it is to see my female roommate in a sexual way. She invited me in the kitchen to take shots with her, and I took the opportunity to talk to her, joke with her, even flirt with her a bit. We seemed to be vibing well until her friends showed up, including some douchebag guy that it seemed like her friends clearly invited along with to try and hook up with my roommate. My blood instantly boiled seeing this asshole walk into my apartment. He looked like the kind of guy that would be totally plastered for closing time at the bar trying to get with any girl he could at the end of the night by asking if you’re into butt fingering. I was furious, and I think Christine could see red in my eyes when he began to strike up conversation with her. Luckily for me, I thought, he doesn’t know her at all and she seems totally uninterested. Eventually, Christine and her friends (including the douche) decided to go out to the bars, and I stayed behind waiting at the apartment for my group of friends. She had made the offer that we could meet up with her group of friends, but she wanted to go to a different bar than my friends and it just didn’t seem like it was going to happen.

By the end of the night, John and I stumbled home drunk and alone with neither of us clicking with any girls we met while out. All night, I couldn’t stop thinking about my beautiful roommate and that stupid asshole she was probably going home with. I just wanted to get home and in bed as quickly as possible, so once I got inside and to my room, I just took off everything except my underwear, crawled into bed, and fell asleep. Not too long after that, I woke up after hearing someone open the front door. I quickly figured out it was Christine when she called her friend to say she made it home, but I was surprised to not hear her with the fuckhead or anyone else. Then, something happened that really caught me by surprise: she opened the door to my basement room and started coming down the stairs. I wasn’t really sure what she wanted and I really didn’t want to get woken up, so I just kind of kept my eyes shut and pretended to be asleep. She walked into my room, up to my bed, and crawled under the covers. Without uttering a word, she just cuddled up next to me, wrapping her body around mine, still in that dress, and her hand wandered over my chest. I couldn’t believe this was happening, and I had no idea how to react. I kept picturing her in that dress all night, and now here she was cuddled up against me with her hands roaming across my half naked body. She had nuzzled her head right under mine, and right under my nose I could smell her shampoo. Something about that woke up my reptile brain, and I just started running my hands across her body. I ran my hand from her head down to her face, grazing past her breasts before getting to her waist. The heat of the moment caught up with me as I reached in to kiss her, and somewhat to my surprise, she kissed me back with this deep passionate kiss that made everything feel like more than just some dumb drunken hookup after the bar. I was hooked, and I had to have more.

By this point, both of us had become more daring in my pitch-black room. While still kissing her, I moved my hand up to her shoulder and slid the straps of her dress to the side, freeing a boob from her dress. I couldn’t see anything, but holy shit did it feel amazing to grab her boob and feel her perky nipple. Here I am groping my roommate’s boobs like there’s no tomorrow. It felt like I had to suck it and enjoy every moment. I engulfed her boob, drawing circles with my tongue around her nipple. She let out a deep passionate moan as I teased her, all while practically thrusting her boob into my mouth. Her hand found its way to my underwear, and I helped her slide them off me so she could grab my cock. I continued to play with her boobs while she stroked me before lifting up her dress, moving down her wonderfully smooth thighs, down to her already soaked panties. I moved them aside and slid one finger in, making her moan even louder. She nuzzled her face right into the back of my neck, nibbling my ear and driving me insane.

I couldn’t take it anymore. I didn’t care anymore. I didn’t care about anything ranging from her being my roommate or me not having a condom or whatever else, I just knew I had to fuck her right then and there. Without wasting a minute, I rolled on top of her, kissing her passionately as I rubbed my cock on the outer lips of her pussy. I felt her arms go down to her pussy; with one hand she moved her panties to the side, and with the other she guided me into her. There’s always something magical about that first thrust and easing into a girl, but this was on a completely different level. I buried myself all the way to the hilt with my first thrust, and she just stared deep into my eyes with that “fuck me” face the whole time moaning with each movement. I had my roommate in my bed, still in that dress with one boob popped out, and my cock buried deep in her. It took everything in me to not explode right then and there. We took it slow, but eventually she started thrusting harder as she rhythmically moved her hips in unison with me. She wrapped her legs behind my back, giving me a great angle to just fuck her deep and hard. It felt fantastic deep inside her pussy. I could feel her wetness drip down my dick with each thrust, and I just kept pounding her harder and faster. She kept moaning and moaning and was practically screaming, and it all just sent me into overdrive. When I felt like I was about to cum, I didn’t care anymore and I just unloaded deep inside her. I collapsed, totally spent, and we fell asleep with her still in that dress and me still inside of her. It was the most erotic sex I’ve ever had, and we never said a word to each other.

I woke up the next morning still naked, but I was now alone in my bed. I half expected to find that I had dreamed the whole thing, and I might have thought that based on our interactions the next day. John, Christine, and I watched TV in the living room together, all three of us still hung over, and she was acting disturbingly normal. I thought to myself: did I dream all that? Should I mention anything? What if John gets wind of what happened and that makes things weird? Once John walked out of the room, Christine turned to face me and simply asked, “Did you wear a condom last night?” I nearly exploded when I realized that last night actually happened, and then my heart sank when I realized I totally ignored any kind of protection. I admitted no, went to the nearest pharmacy to get Plan B, gave it to her, and that was the last time we talked about that night.

Christine and I kind of had a weird relationship after that. We continued to drunkenly hook up, and even though I got nervous about John’s reaction to that happening, he found out early on and didn’t seem to care. Eventually, we tried dating towards the end of the year, but it didn’t work out once I graduated and moved out. Still, the memories of that night are fresh in my mind years later, and every now and then, I hope I’ll wake up in the middle of the night to a beautiful girl crawling into bed with me just like Christine did all those years ago.