The night we got home I texted him and asked if he was playing me. We were sending flirty texts and I got the chance to say something like "But I can't tell if you're playing me or not (;" and he said "why would you think that? -with a laughing face" and I said "I can't read guys for shit- with a laughing face" and he said "Okayyy- with an upside down smiley face" and I said "I don't think you are ;P but I could be wrong?" and he said "Guess you'll have to stick around to find out ;P".
He's kind of shy and quiet. I don't know if he's had any gf's before. I've been afraid to ask. Is that something I should ask? Or how should I address this issue with him? I don't want to waste my time on a guy who's only interested in playing me.