My only advice (being a 21 year old female) would be don't sit around he-hawing for too long and just jump in there and go for it. If you get shut down then who cares? Just move on and figure out how to approach a girl in a different way. Only way to get better at talking to girls is to get out there and do it. You may surprise yourself once you get over the "I can't do it, what's the point?" phase.
And obviously it's not pointless and a waste of time if it bothers you enough to post about in on a forum!
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