So this guy I work with and I went on three kind of awkward dates a few months back. He said he didn't want a relationship but we could still "hang out" outside of work. I'm still not sure whether he was trying to friend zone me or make me a friend with benefits. Fast forward to today and we've basically spent 5 months flirting at work and hanging out in groups. He definitely seems like a player, but I'm only in town until the end of the summer so we could really be an ideal summer fling. I don't want a relationship right now, so I'm considering seeing if he'd be into something casual. Is it worth saying something to him again? How do I tell him I'm crushing on him and want to have a fling without freaking him out/making work weird if it doesn't work out?