[slothtrop]

I'm not sure what you mean exactly, that asking someone out on a date poses the risk of being "cancelled" for it? That doesn't make much sense to me, but one way to avoid such a ridiculous reaction is to suss out whether the girl you're interested is batshit insane.

I've never solicited a complete stranger except at a bar. Basically every time I've gone on a date with someone I've met out-in-the-world, I had the chance to talk to them about something then ask if they want coffee, or whatever. On campus you eventually get this opportunity through colleagues. You make a few friends and then have friends, and if you show up to stuff the chances are always there.

I think a lot of anxiety comes from the idea that one is meant to confront people on-sight at inappropriate moments. One shouldn't do that, nor is it even necessary to be successful.