Most Helpful Guy
just say "are you gonna ask me out or what? lol." or just ask him if he's free one day then say "i would like to go to dinner with you"
Most Helpful Girl
Hmmm... Maybe when your hang out some how you bring the subject in a funny way... Or texting... Or maybe when he not buy just grap him onto a Pinic date and say yes it's a date at the end or was.