Most Helpful Guy
Of course. It only felt bad a minority of the time. For example, if she already has a boyfriend or just isn't interested in a relationship at the moment with anyone, you shouldn't feel bad at all. Getting friendzoned shouldn't necessarily make you feel bad either (if she's willing to hang out with you and be a friend you can't be that bad). Getting rejected rudely would probably hurt, but I guess I was lucky because that didn't happen.
Breakups with a girlfriend were more likely to hurt, but sometimes not at all because you knew the end was coming anyway.