No, I'm often hit on by gay guys for some reason. When they take no for an answer (and they almost always have) it's just flattering. Sometimes they'll insist on buying me a drink anyways, and we'll talk like two straight guys would, sometimes they even wingman for me.

A few times it seemed like they thought they might be able to turn a no into a yes - that's not comfortable, and that's exactly what you should never do in that kind of situation

But being asked out respectfully by people who genuinely accept the answer at face value? No, I don't think that part gets old, everyone likes feeling desired.

You do have to genuinely and immediately drop it though - the fear you won't is probably concerning to women, but women generally want relationships too.

Women dream of romcoms, not the over the top obsession part (that'd cross so many lines in reality) but the idea of a great partner dropping into their life... Most people don't love cars

Ideally, you'd pick up on the receptiveness before you ask and give them a way to say no without actually saying no (like if they say they're busy and don't give an alternative day, you just say too bad and pretend like it never happened), but that's not something everyone understands or can be communicated clearly

I think it kind of depends on the kind of social interaction. I imagine there's a difference between catcalling someone, and expressing genuine interest in getting to know one another. But I probably shouldn't be one to talk about things social.