Alrighty, big sis stepping in with some good advice:
1) Ebonic - Kick your friend in the F*CKing face. And register for another account on a different username/IP address.
2) Ellie - Please tell me you're not asking out the gay guy.

Seriously, good way to ask a guy out to make it seem casual, just ask him to "catch a movie" - dont' say "go out" or anything. MAke it seem like you're going as friends and then let something transpire. As for how long you should wait btwn the breakup - is the ex gf a friend of yours? If not, then I think a month is appropriate. If so, then you shouldn't be asking him out at all!
"It's not always about you!!!" (But if you think I'm referring to you anyway, then I probably am.)
"Good luck returning my ass!" - Wilhemina Slater
"This is my breakfast, lunch and f***ing dinner right here. I'm not even f***in' joking." - Colin Farrell