I have a slight crush on my roommate / best friend although it doesn't affect my interactions with him. I am a gay male and I am only out to him. He identifies as straight and we are both seniors in college and neither of have had any relationships before. He says that he just doesn't try or care so that's why he doesn't have a girlfriend (he's not unattractive so that's not stopping him.) Anyways, i accidentally stumbled upon his browsing history a few times since we both use the same Internet and I found out that he mostly looks at femdom /pegging / bdsm / cum eating encouragement videos and occasionally browses r/totallystraight (gay male porn for straight guys subreddit). The first ones don't necessarily imply he also likes guys but the last one makes me think he might be bi. I don't care about his Sexuality but if he is attracted to the same sex, I would definitely want to try to pursue a relationship with him since we are such good friends, I can imagine it would work. Granted, I always just assumed he was straight and left it at that. Maybe I can try to encourage him to open up about it and see what happens. Any advice / thoughts?
You will fail, if you go into this with the sole idea of hooking up with him. If you are adamant about doing it this way, just straight out ask him. If you do actually have feelings for him, as more than just a friend, then work towards providing a safe situation where he can come out to you. Obviously hints and stuff are in order. Browser history, is not something that should define a person, so in my opinion, if you don't have anything else to go on, i'd leave the matter. He did explain himself once, didn't he? It looks to me as though you "want" him to turn out that he's not straight, and you are projecting these expectations, trying to look at the slightest of hints, that you might be right. It's not healthy.
