Having major issues here and i dont know how to get over it. In general, when i do deign it worthwile to talk to a stranger, itll usually go well enough; we have a good chat, lots of smiles and jokes, etc.

But when i actually WANT to talk to someone, i get caught up in my head about "bothering them" or some other excuse and dont make a move

OR

ill develop feelings for someone i know circumstantially and as soon as i do i get anxious about trying to escalate.

From what ive learned so far, im supposed to randomly chat w pretty strangers to establish leads but im not really sure how that works? i just go up to strangers and say "Hey your cute i wanna talk to you?"