Have You Ever: Fantasized About A Roommate?

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Have you ever lusted after one of your roommates? Better yet, have you ever realized your lust by hooking up with him? I've never had the opportunity to, as I always lucked out on getting a single room in college. And the closest thing I've ever had to an actual roommate was a crazy lesbian who cheated on her girlfriend all the time. So my answer is a big "no".

In my completely fictional fantasies, my freshman year roommate was a beefy football player from Tennessee. Though he'd claim to be totally straight, I'd catch him stroking his dick to gay porn after getting back from a lecture on twelfth century religious texts. Completely embarrassed, he'd offer to do anything if I promise not to tell anyone. I'd start off by making him blow me, but things would get much more intense in the three more years that we spend as roommates!

Alas, this never happened to me, but perhaps you have a sexy roommate story to share? I'd love to hear them, especially if you're a beefy football player from Tennessee who just happened to be caught masturbating by your adorable gay roommate.

– Dewitt

17 thoughts on “Have You Ever: Fantasized About A Roommate?

  1. I live with two very sexy straight men that know I am gay. They walk around shirtless or just in underwear. Sadly, no sex has ever been shared, but I would be thrilled to go down on them!!

  2. my roommates were gross. i could never sample what they were offering had to resort to others instead
    but i also, like you dewitt have a fantasy called “the roomate”
    he was this sexy guy who spoke with a slight accent since he was from italy.
    he had long, muscular legs, hair that was thick, black and just an inch to long, a firm mouth with big sexy luscious lips, and a *hard* square jaw. he looked like a modern day pirate, dark, dangerous and deliciously sexy, with piercing blue diamond like eyes.
    he was always disappearing at odd hours of the night and one day i came back early and overheard him speaking to someone about a hit he needed to arrange – turns out he was a hit man for the mafia.
    i accidently made a sound and the equally gorgeous guy he was speaking to turned around and saw me hiding
    he (my roomate) came towards me and i thought he was going to kill me since i’d overheard, i started to sweat and my heart was beating so loudly i was sure they could hear it, and just as my life flashed before my eyes, he grabbed me and proceeded to have wild sex with me, with the gorgeous fellow mafia guy joining us occasionally.
    starring me, julian hussey as “the roomate”, and malachi marx as the guy the roomate was speaking to.

  3. Everyday of my life! 2 of my 3 roommates are very hot…straight, but hot. They also walk around shirtless all the time and know I am gay. I thought I had one of them one time when we were all drinking together, but alas nothing ever came of it. I still have hope that one (or preferably both) of them will come to their senses and realize they could get laid any night of the week if they just asked lol!

  4. I guess I’ll be the one to make the realty happen. I had a roommate who we’ll call D. D was cute, a little thinner than I like my men. One night he ended up stumbling around our apartment drunk and had started I guess lingering in my doorway. I thought I would play coy and see what happened.
    I actually had on long sweatpants so I snagged the foot and pulled them down a little bit giving him a preview of my head. Metal started to clang as he undid his belt buckle. I guess our other roommate must have been coming out of his bedroom because I heard a dash and he his door close. I gave it a couple minutes and adjusted my cock so it was in a more visible position. Within a minute, I heard him in my door way again. I gave my sweatpants another tug down by pulling on the base with my foot and probably ended up showing 2 inches of my cock to him.
    He took that as the moment to trace the head with a finger wet with his spit. He very slowly ended up pulling it out of my sweatpants and going at a very earnest blowjob. I let him suck my cock before grabbing his and guiding it into my mouth. He startled for a moment before going back to his job. This went on for a couple months off and on between guys I dated. Some nights he would even come in and I would just let him go to sucking my cock and “not wake up” as he swallowed my whole load. He ended up moving out eventually, but I’ll never forget his mouth or great ass.
    i promise you this is true.

  5. My college roommate was the most feminine queen in the world. I know queens, but he was the most extreme. I’m talking about he shaved his legs, plucked his eyebrows, had different purses, was manorexic, and had a really feminine taste in clothes. What really made me not like him was his personality–I’ve never met anyone so narcissistic and full of himself. I’m not exaggerating when I say that he thinks that he’s some sort of celebrity.

  6. I had the misfortune of falling for a roommate which was awful. He wasn’t the type of guy I go for – scruffy, thin and into music and he wasn’t the prettiest guy to look at. What drew me to him was actually getting to know him and talking and getting used to his face.
    I didn’t realize I liked him until some dude at a bar was hitting on me and I used him as an excuse. “I’m dating.”
    “What’s he like.”
    “Nice. He’s got these really nice deep brown eyes.”
    “Oh, you must have it bad. You’re talking about his eyes.”
    And dammit, he was right. And I had it bad. I was so jealous any time he got lucky. And I was so crazy possessive that I finally moved out.
    Since then I did come out to him. And we’re still pretty close – closer than most friends actually. I know nothing will ever happen but that feeling of longing and never being able to have was too much.

  7. i have a real story, i lived with a bisexual roomie half way through college and while working. He said he was more a man’s man, but it turned out, he was a real built guy that was more fem. But he was built nice and had good looks and a big cock. I had a bf at the time. He would flirt with me a lot. He would hint that he would like to have me blow him or do 69. A few times he even asked if i would come in mid way through the night and let him fuc me hard. He also asked if he could listen to me and my bf fuc sometimes near my door. To make the story short this all happened and more than once. I loved it, but I had to move after 6 months as my bf was jealous and well it was for good reason…

  8. My third college roommate is still the hottest guy I’ve ever met. Smart, engaging, and easily the best-looking man in town. He went to ridiculous lengths to convince me he was straight, but came out around the same time I reluctantly switched to a single room. I came within a breath of asking if I could sleep with him one night, but thought the better of it. Still see him fairly often, so I haven’t completely given up hope, but I doubt it’ll ever happen.

  9. I had a very sexy roommate my freshman year. He played basketball and baseball and had a sexy body. Although he was straight, I’d hope he would let me blow him at least once.

  10. My roommate and I had been living together (with two other guys) for a year before we hooked up. And it turned out he he’s been interested in me the whole time but didn’t do anything because he thought I was straight (as I did him). Anyway, it was the most convenient set up–he would just come into my room every night without our other roommates finding out. We had great chemistry and had some of the best sex with him. It turned into a relationship and continued seeing each other even after I moved out. (Although the long distance thing took its toll, though, eventually.)

  11. wow, i live with 4 roomies now,,,,all very str8…2 are not bad looking, more average i guess, 1 is butt-ugly, and 1 is gorgeous with thick wavy blonde hair and baby blue eyes, also muscular and sweet round ass,,, but he is such a jerk to be around and very full of himself that it is hard to live with him most of the time

  12. My freshmen year I had a roomate who said he was bi, yet someone told me he only says that to find out how people will react to it. Anyways, the first night after we got back from winter break, he told me he got his nipple and penis pierced and then asked if I wanted to see them. Totally shocked by it, I just told him I wanted to see the nipple one. Should have said both, then things might have taken an interesting turn.

  13. Freshman year I ended up falling a bit for my roommate. He was tall, not muscular, but fit. Had a slight texas accent (very intelligent, mind you), and was quite a character to live with.
    One saturday we had a huge party at my dorm, during which he got smashed. He’s the type of person that can kinda get morose when they drink, and that was one of those nights. he ended up running outside at one point and passed out on one of the stairwells outside. After a bit, I went out to get him (it was cold out), and brought him back up to the dorm. I put him on the futon (both of our beds were lofted, and I didn’t feel like risking him falling while getting him into bed), and I went to my bed and fell asleep.
    A few hours later I felt something moving my blankets around, and for whatever reason, my roomate had apparently climbed into bed, naked, with me. Now, he had been shivering when we got back into the room. We also both were scouts, and the first thing you learn about survival skills when you’re cold (read: hypothermic) is to strip down and get in the other guy’s sleeping bag. Farfetched as that was, I didn’t rule it out that maybe the alcohol, mixed with the scouting had made him do that.
    So I didn’t think anything of it. I mean, I certainly wasn’t offended (he was attractive), and he knew I was gay, so it was all on him. That was until he started making out with me. By that point, I was just trying to process what was going on, and just went with it.
    He started getting into it, to the point of him asking “should I get a condom?”. By that point I was guessing that he must have been bi and just not admitted it to anyone.
    So we keep fooling around a bit, and then he starts a long spiel about “Emily”. At that point I realized that he (for whatever reason!) thought that he had been fooling around with the girl he had been crushing on (who was dating her current boyfriend long distance). He gave a long spiel about how much he like her, but also just wanted to make her happy.
    Needless to say, I tried to get him out of the bed, and back onto the futon (keep in mind he was still extremely drunk from the night before). So after some coercion, and trying to convince that he was actually in his room, he went back down to the futon. Now I could probably have taken advantage of him being as inebriated as he was, but I wouldn’t have felt right about it. Plus I wasn’t sure how much he would remember the next day anyhow.
    So the next day he woke up, asking how he got on the futon, concerned that he wasn’t in his own bed. I told him straight up that I didn’t care about what happened last night, etc, and that he shouldn’t worry about anything. Needless to say (or at least, so he told me), he had no memory of the night before.
    This was pretty early on in the year, so I’m glad that it didn’t make things awkward.
    I did end up rooming with someone else the next year, but only because I needed a quieter place to live.

  14. I can empathize with NJ201. Wasn’t necessarily a roommate (I actually was not attracted to my room mate in the least. He was an awesome guy though, I certainly could of had WAY worse. Snored like a chain saw though….), but the guy across the hall from me when I lived in dorms… Same deal as NJ201. Battled acne when he was younger or something, so he wasn’t the best looker, but the most amazing personality. I didn do the bar thing, as i was trying to drown my silly adoration of him, but his eyes are a brilliant light blue. BUT, my boyfriend trumps him by a long shot XD And my bf lived 4 floors below me, and I didn’t even meet him until after I moved out of dorms. Haha, nice way it works, eh? HIS eyes are a forest in spring time green, sometimes grey. Love em. XD

  15. ok im a teenage girl, and i was caught by my mom. its even weirder because i use my moms portable shoulder massager to do it! just as i orgasmed, she walked in, and i scrambled to cover up but she saw and knew what i was doing… she was all like “what are u doing” and i was like “yes, i do THAT” and shes like “i dont wanna know” and she walked out!! but the thing is that she is very proper, and hates anything from kissing to sex. she calls (but only when shes drunk) my 17 yr old sister a whore for not being a virgin….. PLEASE HELP?!? WHAT SHOULD I DO?!?!?

  16. i met this guy at college and we instantly became good friends – we had a lot in common. he hated his roommate, so he’d come stay in my room a lot, so of course we slept in the same bed. one night, i kept a boner the entire time…little did i know, so did he. one day, we both skipped our 9 am class and just laid there looking at each other and he started playing with my hair, and that’s when we became attracted to each other. he kissed me a couple days later, and it just snow balled from there. we’ve been together almost a year, and nobody knows, which sucks. i want to be able to hold his hand in public and not worry about it. but unfortunately, i live in podunk west virginia where practically everyone is a homophobe. i’m head over heels for that boy, so i guess it’s worth keeping the secret 🙂 oh, and the sex is amazing xD

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