$1/$2 NL 6 max

Total and complete utter fish raises to $10 after a limper. I call with 77 in the SB. We're heads up.

Pot $24 Flop [9d][8d]. I have the . He has $117 left. Whats my best play.

My first thought is to check raise all in, but it seems like if he calls he'll have a big . Maybe AA-JJ with a which kills me. On the other hand hes a TOTAL fish so he will probably call with any overpair which is good and bad. Im a 60/40 favortie to an overpair with no , but I dont think I have much FE which I guess doesnt matter as long as Im the fav. After typing this post, I now think check raise all in is the best play even though I was doubting it a min ago.

I dont like to lead here because if he raises, I have no FE for sure and theres a better chance he has a although with this guy its no sure thing.

Hes 62/15 and goes to showdown 40% of the time in 100 hands.

Iceman,
I had nearly the same hand like you, 88 with a straight flush draw. I played it very aggressive against a preflop raiser:

forum/viewtopic.php?t=13929

In your hand check-raising all-in looks good.

Regards, MHFlush

His chance of having a diamond is 1/2 if he has a big pair.

As to the hand You have 8 good outs, any 6 or J (if he doesn't have QQ), and 7 outs that you unsure about, as he can have diamond in 1/2 cases we can count them as 3 good outs.
So you have 11 outs which is not enough for a push without a FE.

I would try to lead small, say 10 hoping that he would minraise with a big pair, being a fish as you described, and then reevaluate on the turn. If he has unpaired big cards with a diamond he will just call, in this case you can play the turn depending on what comes. It will get tricky with any A-J, and you can safely fold if a diamond falls and he bets too much for you to chase a 2 outer.

If you are sure that he will call you with any diamond (even if he has unpaired high cards) you can check-raise all-in (adding unpaired cards into a mix will make you a favorite), though personally I wouldn't push here.

Edit/, I run simulations in twodimes, and You are dog if he has unpaired big cards with a diamond and either Q or J (AQ, AJ, KQ, KJ, horrible QJ), so You are favorite only if he ahs AK with a heart. So know I am sure that push is -EV here.

I checked, he bet$18 and I check raised all in. He called with 88. UGH! There go 2 of my outs.

I rivered a 6 though and finally hit one of my draws. I think I had missed 6 in a row after going all in on the flop like i did here.