Guys - How can i start a convo with my crush?

Il be seeing him out tomoro night. He's shy and i think he likes me. Bt we're from 2 different social groups and im shy and i dnt think id be able to jus start with hey whats up! I know he experimented with weed before and i thot abt askin him dus he wana buy some pills off me (theyre from a headshop and legal), but idk wud that look lyk i was tryin too hard? I reli lyk him and dnt wana look stupid. Any ideas on how i cud approach him n chat to him? And plz dnt start givin out abt the 'dr*gs'.