afraid to make a move :(
do it
really you will loving regret it if you don't
spot on. If you know the person well, just think of something they would like to do (hang out, NOT a date,) if you think it went well, ask them out. That's what I did with my current gf, and she was anti-guy, anti dating, etc. She still had a lot of fun spending 5 hours in a hammock with me :L
unrelated: I swear to god I'm considering putting 50 shades of grey on the list because the second a girl finds out I'm reading it on my gf's nook, 75% of the time they ask if I own a grey tie or some other inconspicuous question.