Should I sleep with my roommate?

I'm trying to decide if I should have sex with my roommate or not. He said that he is open to the idea if I'm cool with it and as long as I won't be embarrassed after and become awkward around him.

He is gay and I am, I guess, bicurious. I've never had sex with another guy or done anything remotely sexual with a guy except for last night. I first thought about this a few weeks ago because he is the only person I see and I'm not having sex with anyone right now, I'm just really horny.

So yesterday I was explaining to him how I was pretty stressed out by the current worldwide situation and nervous about being out of work and worried about my parents etc. He suggested I relax and offered me a back massage. Halfway through I made a half joke about how every massage I've ever had has been a pretense for sex. He just laughed it off at first. Then I don't know, I just thought it wouldn't be the worst idea to sleep with him. We are both horny and haven't had any sex for over a month when we are usually fairly active. So I told him that I think we should. And I went in and we kissed for a few minutes. He stopped me then and said that I have to think this over for a day or two and then come back to him if I still want to. He said that he is into the idea and wants to sleep with me. But he doesn't want me to do something that I'll regret later.

I never thought about him in a sexual way before this month. I recognize that he is an attractive person. He has a nice face and eyes, he is in great shape, he takes care of himself. I just am not turned on when I see him because he is a guy. I've slept with women who, in the looks department, I haven't been blown away by and the sex wasn't bad by any means. I think I can at least realize that my roommate is good looking so unfortunately that's more than I can say for some of the women I've slept with. I'm also pretty sure that he is good at sex. He has a lot of guys come back for more and he was good at kissing. I'm not worried about being able to get it up, the act of having sex should get me there.

In terms of the sex, I'd be willing to try different things including giving oral but I just don't want to be the bottom. I just think of it as we are helping each other get off, we are just doing things that feel good to one another. It's not something that I'll think of as romantic or anything. I also don't think I'll be embarrassed. We've already kissed and he was a good kisser, it felt good. I haven't told anyone else that I kissed him but I also wouldn't be uncomfortable telling someone that we did, so I don't think I'd feel that uncomfortable if we have sex. I don't have any qualms about gay people or gay sex it is just something that I hadn't previously been into.

The only thing that I'm slightly concerned about is him. He is gay so I don't want the sex to mean more to him than it is. He is pretty cool about sex usually and also usually just thinks about it as having fun with someone else. But he and I are pretty good friends and so I'm not sure if it would complicate things emotionally for him. I mentioned it and he said it wouldn't be a problem but I'm a bit concerned about that.

This isn't something that I would have otherwise considered if we weren't forced to stay home all the time so I also don't want it to seem like I am taking advantage of him because I'm pretty sure this is something that he would be into no matter the circumstances.

Submitted April 18, 2020 at 11:44PM

I'm trying to decide if I should have sex with my roommate or not. He said that he is open to the idea if I'm cool with it and as long as I won't be embarrassed after and become awkward around him.He is gay and I am, I guess, bicurious. I've never had sex with another guy or done anything remotely sexual with a guy except for last night. I first thought about this a few weeks ago because he is the only person I see and I'm not having sex with anyone right now, I'm just really horny.So yesterday I was explaining to him how I was pretty stressed out by the current worldwide situation and nervous about being out of work and worried about my parents etc. He suggested I relax and offered me a back massage. Halfway through I made a half joke about how every massage I've ever had has been a pretense for sex. He just laughed it off at first. Then I don't know, I just thought it wouldn't be the worst idea to sleep with him. We are both horny and haven't had any sex for over a month when we are usually fairly active. So I told him that I think we should. And I went in and we kissed for a few minutes. He stopped me then and said that I have to think this over for a day or two and then come back to him if I still want to. He said that he is into the idea and wants to sleep with me. But he doesn't want me to do something that I'll regret later.I never thought about him in a sexual way before this month. I recognize that he is an attractive person. He has a nice face and eyes, he is in great shape, he takes care of himself. I just am not turned on when I see him because he is a guy. I've slept with women who, in the looks department, I haven't been blown away by and the sex wasn't bad by any means. I think I can at least realize that my roommate is good looking so unfortunately that's more than I can say for some of the women I've slept with. I'm also pretty sure that he is good at sex. He has a lot of guys come back for more and he was good at kissing. I'm not worried about being able to get it up, the act of having sex should get me there.In terms of the sex, I'd be willing to try different things including giving oral but I just don't want to be the bottom. I just think of it as we are helping each other get off, we are just doing things that feel good to one another. It's not something that I'll think of as romantic or anything. I also don't think I'll be embarrassed. We've already kissed and he was a good kisser, it felt good. I haven't told anyone else that I kissed him but I also wouldn't be uncomfortable telling someone that we did, so I don't think I'd feel that uncomfortable if we have sex. I don't have any qualms about gay people or gay sex it is just something that I hadn't previously been into.The only thing that I'm slightly concerned about is him. He is gay so I don't want the sex to mean more to him than it is. He is pretty cool about sex usually and also usually just thinks about it as having fun with someone else. But he and I are pretty good friends and so I'm not sure if it would complicate things emotionally for him. I mentioned it and he said it wouldn't be a problem but I'm a bit concerned about that.This isn't something that I would have otherwise considered if we weren't forced to stay home all the time so I also don't want it to seem like I am taking advantage of him because I'm pretty sure this is something that he would be into no matter the circumstances.