re: Poker & 10NL QQ Overpair with caller
This seems like one of those hands that I am just getting used to myself where a little foresight is in order. The $2 bet here makes it difficult for you to not give away your fear of the straight without basically pot committing yourself (Because betting less on later rounds will be a dead give away that you don't have a straight). I think that a bet of $1 to $1.25 might have been better to start with since there was already a possible completed str8 on the flop. This gives you more room to maneuver later, and this way your bet on the turn can be $2 and not look like a fearful bet.
If we really think about his likely hand range it could be AA, KK, JJ-88, AKd, AJd. Your position here really hurts you and I think you did the right thing pre-flop by re-raising him to compensate. However, the range of hands that you can beat is pretty small. 55-88 gives him a set, AA and KK have you beat. Pocket 10's are drawing at a straight, and pocket 99s have a straight. So the hand you beat out of his likely range is JJ. Even 44 has you beat. You really only beat JJ solidly unless he called your re-raise with something stupid.
I would tread very carefully here, the board texture is not in your favor and more often than not you will probably lose here. Your chance to improve is slim and everyone else's is pretty high. Even a Q leaves you in a tough position with all the straight possibilities. I know this seems like a lot of rambling so I guess I'll get to what I'd do.
If I was going to bet, I would bet at least slightly more then I did last time because it is a big display of weakness to bet less. If you're too afraid to bet more than $2 this time around then I would just check, no point betting less then that and giving your hand away. At least a check could be interpreted as a setup for a potential check raise, or as slowplaying. I would take any significant re-raises seriously and probably fold.
It's best to look at this situation as more than just this hand. Will he beat you most of the time is the question. Based on the hand ranges above, he does beat you more often than not, so your equity in this pot is pretty low. He might be crazy or something and trying to bluff you but that is also a bad play for him because he will lose more often than not.
The results of this particular situation are not nearly as important as the fact that on average, when this situation comes up you are likely to lose. I wouldn't be dismayed about the actual outcome of this hand, even if you go the safe route and check the rest of the way at least you now know more about his betting patterns and how they match up with his hands and also what he's capable of.
*I know this is long, but I really like to go through my whole thought process so that it can be compared to the thought processes of others.