facing a push, heads up

[kung fu 0]

NL live cash game .5/1 regular home game. the villain has taken everyone else's money, stack size about $250. my stack is about $23. he is extremely LAG and moreso now with his stack advantage, but i've been able claw back about $10 by playing a fairly straight forward game, taking advantage of his looseness with reasonable hands. i play him regularly and we have a fairly consistent rivalry with one of us (usually myself) walking away with big all-ins. he's a true gambler. he overvalues his draws, overvalues pp (is more than happy to go all-in with ANY pp), frequently pushes the calling stations all in, which is where he makes most of his money, certain they will fold. we call last hand and this happens... PRE-FLOP: hero dealt 5 6 in bb villain calls .5, hero checks FLOP: 8 5 6 villain raise $2, hero calls this is a standard raise from him on the flop. i see myself in a comfortable position, waiting to make my move on the turn. does anyone take control of this hand? TURN: 2 villain raises $2, hero re-raises $8, villain re-raises all-in, hero calls the small raise screamed that he was giving this up and in previous hands i've been able to bluff/semi-bluff the turn, so i think he's caught on to this strategy. i wanted & expected him to call the re-raise. with the push, i suspect he has flush/straight draw, perhaps with top pair. i discount a set because he didn't raise pre-flop. i also discount a straight because i feel he will wait until the river to push me in. feel free to rip my play to shreds.

[ChuckSty 0]

i think you should raise him on the flop because your hand is strong but very fragile. There are alot of cards that could potentillay ruin your hand. You could get bottom two counterfeited plus there is a straight and flush draw on the board. You need to take this pot down quickly.