Hand #1
I'm not a big fan of playing KT oop, but I like that you entered it with a raise here. I hate passive play that gets you into flops like these. The limp and the call from him throws off an alarm, but when the flop hits, I'm only concerned about pocket 2s here. With the way the hand players out, if he is ahead, I'm probably getting stacked. I doubt he has a boat here. He's out by now with 6s unless hes a total donk, hes raising AK, KQ\KJ possible. Yeah, I'm going with my gut and getting stacked here if I took it to the river.

Hand #2
You said he is tag here.. raises preflop, raises you on the flop, bets significantly on turn then shows a bit of fear on the river by just calling (though irrelevant since moves are over). I'm probably backing down to the $25 bet when the over hits. Well, to be honest, if I have him pinned as a TAG, I'm dumping this hand preflop to his raise.

Hand #3
I'm not folding to a minraise here. TPTK is definitely worth $20 into a $108 pot. Was he chasing a flush ?

Hand #4
Your preflop raises were fine I think. Maybe woulda gone to $25 or $30 if it was me though. I'm leading out here here to the checkers. Probably a 1/2 pot sized bet.

Hand #5
I'm with you on the fold, unfortunately. He is calling you down here, not betting into you. He is representing the draw from the flop.