Unlucky in love guy has sex with male roommate

Starlust

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So the lead character is a shy, boyish, slightly overweight college guy who always gets rejected by women. After getting rejected by one particular hot girl, he finds solace with his new roommate - dominant gay man - and they end up having sex (the protagonist was always bi but repressed it). At the end the girl who rejected him earlier walks in on him getting fucked in the arse by his roommate....

Has anything similar to this been done before?
 
At the end the girl who rejected him earlier walks in on him getting fucked in the arse by his roommate....
Does she join in? For a nitpick, how is she able to just walk in on the guys in their private quarters? Does she know the keycode, and why? Are they in a school dorm with no door locks? Does sodomy occur on a balcony in plain view of passersby?

Has anything similar to this been done before?
Don't know, haven't read everything on LIT yet. But I wrote of a beach party with three guys in a butt-fuck chain and a girl goes to suck the Lucky Louie in front. Is that close enough?
 
Does she join in? For a nitpick, how is she able to just walk in on the guys in their private quarters? Does she know the keycode, and why? Are they in a school dorm with no door locks? Does sodomy occur on a balcony in plain view of passersby?

Haven't worked out those details yet. And no, she doesn't join in.
 
Haven't worked out those details yet. And no, she doesn't join in.

A mixed dorm with (semi-) communal showers might work. Say, it's not unheard of for girls to use nominally guys showers in off hours for more convenient place, or other way around. So our male couple fuck in shower, the crush walks in, observe them and decide she might as well take the shower right opposite of them, judging them gays and thus "harmless".
 
A mixed dorm with (semi-) communal showers might work. Say, it's not unheard of for girls to use nominally guys showers in off hours for more convenient place, or other way around. So our male couple fuck in shower, the crush walks in, observe them and decide she might as well take the shower right opposite of them, judging them gays and thus "harmless".

I have it in my head that they're on the bed fucking in the doggy position, and the girl (who's friends with the roommate and has been in there before) has a habit of entering without knocking. I don't know yet what happens after, but the "kink" here is that the shy guy's innocent image is ruined in the girl's eyes by him taking it hard up the bum ;)
 
In my experience, women are never interested in single guys, because if he isn't good enough for any of the other women in town, then how likely is it that he would be good enough for her? But as soon as he has a girlfriend, she gets interested. I suppose that as soon as he is good enough for other guys, that would also suffice to arouse her interest.

Or, maybe he is only having sex with the roommate out of frustration and desperation. He's not really gay or even bi, and doesn't plan on ever doing it again. But the girl now believes that he is either gay or bi, and wants to recruit him to be her "gay boyfriend." The kind of pal she can shop with and cry with and watch rom-coms with but will never make a pass at her. He goes along, pretending to be gay, just so he can hang out with her. But secretly, he wants nothing more than to rip off her clothes and fuck the living daylights out of her. Maybe, eventually, he does.
 
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In my experience, women are never interested in single guys, because if he isn't good enough for any of the other women in town, then how likely is it that he would be good enough for her?

Umm, if that were the case, how would any guy ever get a girlfriend....?

Or, maybe he is only having sex with the roommate out of frustration and desperation. He's not really gay or even bi, and doesn't plan on ever doing it again. But the girl now believes that he is either gay or bi, and wants to recruit him to be her "gay boyfriend." The kind of pal she can shop with and cry with and watch rom-coms with but will never make a pass at her. He goes along, pretending to be gay, just so he can hang out with her. But secretly, he wants nothing more than to rip off her clothes and fuck the living daylights out of her. Maybe, eventually, he does.

Good ideas, I'm not even sure this would be a long story or anything, but that seems like a plausible storyline.
 
Umm, if that were the case, how would any guy ever get a girlfriend....?

Yeah, LOL, I know. It's a chicken-and-egg, ouroboros kind of thing. You can't take it too literally or the logic falls apart. But still, I think it does accurately describe a lot of situations.
 
Umm, if that were the case, how would any guy ever get a girlfriend....?

Good ideas, I'm not even sure this would be a long story or anything, but that seems like a plausible storyline.

I was going to use the chicken and the egg analogy too, but someone beat me to it. I seem to remember that issue being less prevalent when I was in college, but that was forty-five years ago and my memory might have gotten a bit hazy.

The "gay boyfriend" or "just friends" kind of thing (and the poor guy in the latter situation going along with it) seems more prevalent now too. It kind of depends on how much you believe that the sexual revolution has actually made women increasingly picky over the years. Again, I have to go with my earlier experiences; I'm not up on what younger generations are doing now.

The plot probably has been used before, but that's okay. The way I've imagined it (long before I read this thread) is that two sexually frustrated guys do it with each other, but they claim it's just "physical." They may start off with looking at porn and then masturbating together. (In my day, seeing photos of Chris Everett's tennis panties would have been enough.) It goes from there.

Of course, underneath it all, the guys do have feelings for each other, but they assumed it was just friendship. Thanks for the idea; I may try writing it.
 
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