MWPP
Flying High
Urgh, I hope the meant that it was a jokeSend a dick pic, if she likes it you're good to go, if not it was never meant to be.
Either way you're out of the freind zone
It would depend on the girl, but personally neither I nor my friends like dick pics, especially not in this sort of context
Unsolicited dick pics are the worst (a warning /heads up is common courtesy )
Besides - it sounds like he has liked her for years so wouldn't just be after a fling ....
(And , I don't care if this makes me sound asexual or homosexual , but dick pics really aren't as attractive as most guys seem to think )