Playing around or is he sincere?

I think you've just answered you own question. Save yourself for marriage. Don't let some hairy legged, knobby knee'd boy talk you into something you know goes against your principles. I'm sure you were flattered with his attention - but he is NOT looking after YOUR welfare at all - ONLY HIS! If you are interested in him, maybe you need to find out what caused the breakup between him & his ex-girlfriend.