History: Villain making large preflop raises with marginal hands. One hand, AK, raise to 6, villain makes it 15, ace on flop, I bet flop and turn until he rivers a straight with 96 suited.

A few orbits later, two limpers, raise to 6 in MP with AQo, villain reraises to 20 from the button, folds back to me, effective stacks ~100BB (Max buyin is 60BB).

Hero's move?

Fold, raise or call. All plays have their merits (although calling kind of sux). It would be easier if we only had 50bb because then we could repop it to $65 and commit.

Is it possible villain is a 1/2 player and views a raise to 6 as weak?

I'm not convinced that villain is a maniac. If villain views hero as a weak predictable player and stack sizes are 100bb then playing the 96s from position against one weak player probably makes a lot of sense from his perspective. Can we have more info about how long villain has been playing and how often he has been raising?

Why did we raise only 6xbb after 2 limpers? A raise to at least 10xbb would have been more standard in my view and less susceptable to a reraise.

hmmmm.... why do I feel like I'm villain in this hand, I have Q9s or something pretty and I'm praying for hero to flat-call so I can outplay him post-flop.

By the way... there's no shame in folding to his reraise 1 out of 4 times. Because he's tripling your bet you only have to repop him successfully once to break even.

Raises are between 6-10 depending on the table dynamics at the time. At this moment, 6 was the right raise and should have been viewed as strong if villain was paying attention. There was no indication villain wanted to out play post. After repopping the 96 hand and flopping the draw, he just checked to me and flatted hoping to hit on turn and river. Only me and another reg were raising that much. All others min raise, go to three, or their very large raises are 5. There's further indication I have that he's clueless, but that would require posting action/results.

Edit: It may be worth noting that my image was probably fairly loose. I was getting smacked with the deck and not showing down much at all. I heard a few grumbles from the guy in seat to villain's left complaining about my aggression basically.

Given open size - his 3-bets are not that large.

I agree they are larger with 100bb effective.

I would wait till I got a good idea of what he is doing with his 3-bet range.
i.e. till I had seen a non premium then.

If I had seen say TT or 99 or Axsuited or AT - this is an easy shove.

Obviously having seen 69s - ship it in.

against the described villian, just jam it in and be happy

If he has been 3-betting in more than one instance with marginal crap then reraise. You mention the one instance with 96.

If it has only been once, remember you are out of position with a hand that is behind a lot of players' 3bet range. I fold in this spot against a lot of players but this is kind of up to your read I guess.

I don't think I'd ever flat OOP since at that point I'd be trying to check down most boards. I read villain as weak and jammed. He says, you have me covered? Yes. Well sometimes you've gotta gamble. Board runs out 10 high. Villain turns over AJ.

On one hand I feel good that my read was right, but I'm not a big fan of risking 100BB on a feeling and one relevant hand history, so any more advice appreciated.

Doing it based on one hand makes it iffy, but if we know he will get out of line (and we have the roll to shake off the loss), then I say there is nothing wrong with this play. If nothing else, your willingness to shove back at him may make his 3bet range against you a lot more narrow whether you win or lose the pot.

you jammed your 100bb stack over a $20 3bet? And he called with AJ. This is a pretty awesome result for you but if I'm reading the action right, I might have 4-bet to $100 and called it off