Should i have sex with him tomorrow?

i'm 16 and he's 19. back in september i had unprotected sex with him at a party when i was tipsy and we've fooled around one time in february. the only reason i'm giving him so many chances is because he's extremely hot and fun to be around. he's going to pick me up after school tomorrow & we're going to his house. if we have sex it'll be awesome at the time, but afterwards i think i'm going to regret it and feel used. do you think i should? please helllppp! thanks!!!