here's the context, so it makes more sense.

[19:34] j: so i made this one guy buy me a bunch of liquor haha
[19:34] j: it was great
[19:34] f: lol
[19:35] f: did he get a return on his investment?
[19:35] j: i dont think so... i think i lost him haha

Try hanging out with him say it's casual and look for little things like him trying to touch your arm or such you know little body language flirting

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Life is like a box of condoms,
no matter what color you get,you'll still get screwed

Maybe your boyfriend finds you extremely attractive and is worried that another guy will somehow seduce you.  

That's what I feel like my boyfriend does.  He's worried.  He's somewhat possessive and jealous, but in a very cute way.
I worry the same thing about him and the girls at poker!  He's extremely attractive and girls talk to him, even if I'm already out of the game, watching him - with my legs open and around his chair.  

Girls and boys / Women and men are all somewhat possessive.  It's natural to want -what or who you love- all to yourself.

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- You've been PURPLED -