My Big Fat Complicated Guy Problem

Where did I leave off? Oh yes: the complications. So I was still little miss Happy-go-lucky because of Colin's previous offer. But I was shot back into real world right after lunch, when a guy was nagging Colin about if he asked me out, and if he owed him money. So...Colin was paid to ask me out? Did that mean that he didn't like me? Then again, Colin kept trying to avoid the topic... Did that mean that Colin acctualy cared about me? Ahhh! I don't know what to do. Do I take him seriously and start acting like BF and GF?Or should I back off and wait until he possibly breaks up with me in order to refrain from getting hurt. I feel so lost with him sometimes.