i've picked up more than a few university students and waitresses over the years. in fact, my current gf was my server at bp a few years back. lol. have never got a cheerleaders number though.
and believe me, i was nervous as fuck every single time. but i got to the point of just pulling the trigger without over thinking it. if u can do that, u're over the first hurdle. i mostly just chat and ask questions i know they can't give me a one word answer to. key is to get them talking about themselves... in other words shut up and listen and ask questions to keep them talking.
when i can see that the chat has been going well, at a certain point mid-conversation i tell them i gotta go meet up with some friends (even if i don't), and that they've been really fun to talk to and compliment them on something u picked up during the conversation. for me, usually it's their personality/sense of humour b/c that's what catches my eye over looks any day. then i drop the hammer and rip out the
"you know what, *insert compliment here*, i'm prob never gonna meet u again and i'm gonna kick myself later if i don't ask. but i'd love to grab ur number and take u out for a bite sometime." get the digits AND LEAVE.
don't ask me why it works, but it does. guess it's bold enough, but not overbearing. i don't really consider it a pick-up line, but more of a strong closer to the convo. of course nothing is 100%, but i've gotten many a number from using it with confidence.
some dudes get many ladies numbers by being semi-douchebags or almost making fun of the girl. personally that's never worked for me. it's tough for me to be a dick. lol. but hey, it gets those fellas numbers so whatever works for ya right?
cheers and i hope u land that lions cheerleader.
-chuck
**retired**