I wanted to share a personal experience I’ve had with my roommate and close friend, to see if anyone else has been through something similar or has advice on how to handle this situation.
It all started in 2023, when I entered college. My friend (let’s call him “Alex”) and I became roommates from freshman year. Alex is bisexual, although I didn’t know that at the time. We got along really well from the start, and living together was pretty normal. Back then, I had a girlfriend, and Alex always gave us space when we needed privacy in the room.
My girlfriend and I broke up. After that, the dynamic between Alex and I changed. We spent a lot of time together in the room, and over time we became more comfortable with our intimacy. There were a couple of times when we caught each other masturbating, but instead of it being awkward, we talked about it and normalized it. By the end of 2023, we were already so comfortable that we could stand in our underwear in front of each other and even change clothes without any problems.
In 2024, things took a more intense turn. One night, after a tiring day of studying, we decided to smoke weed. It was my first time doing it, although Alex was already experienced. We were watching an episode of Game of Thrones when suddenly, we ended up watching porn together. We started masturbating at the same time, and at one point, Alex touched me and I touched him. He ended up masturbating me until I came. The next day, we talked about it and we both agreed that it wasn’t awkward, although it was a little weird.
After that, we started watching porn together more often, but without touching each other. However, our senior year of college, we decided to become roommates again. During that year, the dynamic intensified. We started masturbating each other from time to time, and while it was sporadic at first, it eventually became more frequent.
After graduating, we decided to continue living together to save on rent. That year, Alex confessed to me that he was bisexual, although he clarified that he was not attracted to me. At the time, I felt a little rejected, I don’t know why, but we talked about it and got over it.
We decided to do adult content together again, but this time more explicit. We recorded videos of each other masturbating, and on one occasion, Alex gave me a blowjob. While I enjoyed the experience, I still don’t consider myself gay or bisexual. I don’t feel romantic or sexual attraction towards men in general, or Alex in particular. He’s also made it clear that he’s not attracted to me, and we’ve both set clear boundaries in our relationship.
Now, in 2025, we still live together and occasionally make content together, but always respecting our boundaries. However, Alex recently made me a proposition that has me thinking. He told me that we could do anal penetration content, and that he’d be willing to have me fuck him. For me, that’s already a boundary I’m not sure I want to cross. While I enjoy the dynamic we have, I feel like this could change things between us.
Has anyone else been in a similar situation? How do you guys handle the line between friendship and physical intimacy? Do you think crossing this boundary could affect our friendship in the long run? I appreciate any advice or insight. Thanks for reading.
Awesome content and thanks for posting!
Regarding your query: I suppose no one knows. There are 3 options I guess:
2 out of those 3 are ok. Personally, I don’t see why crossing that boundary would affect your friendship negatively. I think it would strengthen it, but this is me. Are you scared of him developing feelings for you? Talk with him about that!
What are you planning to do?
thanks for reading and responding. yesterday we talked and had a long talk and he told me that even if i fuck him his feelings of friendship for me are not going to change to something romantic “it doesn’t work like that” he told me, because if that were the case he would have already fallen in love with me from all the times i suck my cock or with all the guys he had casual sex with. he has a point. but anyway i explained to him that i still think it’s something more intimate and more personal, he understood it and suggested we do intercrural sex, put my cock in the other’s crotch and fuck the thighs, there’s no penetration but it’s the same movements. today we’re going to do it when he gets home from work.
I have never heard of that “intercrural sex”. Interesting.
I don’t think anal sex is necessarily intimate. To me, it is just sex. I have had sex with guys in a way that is just… transactional. They fuck me so we both get off. But if you are not comfortable, you shouldn’t do it!
How old are you guys btw?
Let us know how it goes! This is the most content this sub has had for a few months!
I must clarify that the content that we usually sell is mostly just handjobs and the occasional blowjob that he gives me every so often, which in total would be about 10 times, not many, but they were intense because I decided to enjoy it and have a good time, he always swallowed my load, I clarify this so that you don’t think that I receive a blowjob from him every day, I think that I couldn’t stand that, this is why it seems like a big step to me to fuck his ass.
Damn bro. You must have a fantastic dick!
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I hadn’t heard of Intercural sex either, my friend knows a lot of stuff lol. I’m 25 years, you? Are you gay or do you just have sex with men because it’s easier? By the way, I’ve never fucked asses, I’ve always fucked pussy, and I’d be sorry if I said I wasn’t a little intrigued. And thanks for the compliment on my post.