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Yeah I definitely agree with you.
While you're there escalating toward the question, I would also create a situational frame of being nonjudgmental, trusting, and understanding. That if he IS attracted to men, he can trust to tell you and that you will understand and won't judge him for it (not saying you would or that you aren't those things, but to just put things into that frame). Perhaps tell him some stories (true or not) where you showed those qualities.
Maybe tell him something personal (can also make this up) to show that you trust him and push him towards trusting you.
I would also consider, when the situation feels right and there is enough rapport, to hint at you being attracted to men. If he is also attracted to men, he will say so. If he's not, he won't think that you had the intent of seducing him, and will just take it as a fact about you. After this, you can show that you're not attracted to him as a sexual partner but rather as a friend, and all is well. Nothing much to lose either way. You popping the question would result in him knowing that you had the sexual intent toward him and could freak him out.
Thanks. This was really quite helpful and exactly what I was looking for in terms of advice. The plan to go swimming ended up flopping on account of him having to help some relatives move, but this gave me a really good basis to work off of and addressed the elements that I needed the most help with.
Wow... actually looking over that again I'm really impressed that all came from one person. I was expecting to kind of have to dig something like that out from a bunch of different posts. Thanks again.