Villain is a little loose and fishy and I felt like he was completing just any one high card to go along with his jack. I think there's a couple different options within my line here so comment away.

Poker Stars $10/$20 Limit Stud $2 Ante - 3 players
The Official 2+2 Hand Converter Powered By DeucesCracked.com

3rd Street: (0.6 SB)
Seat 1: xx xx 4____Seat 1 brings in for $3____Seat 1 folds
Seat 3: xx xx J____Seat 3 completes____Seat 3 3-bets
Hero: 5 9 5___Hero raises___Hero calls

4th Street: (6.9 SB) (2 players)
Seat 3: xx xx J T____Seat 3 bets
Hero: 5 9 5 6___Hero calls

5th Street: (4.45 BB) (2 players)
Seat 3: xx xx J T Q____Seat 3 bets
Hero: 5 9 5 6 9___Hero calls

6th Street: (6.45 BB) (2 players)
Seat 3: xx xx J T Q T____Seat 3 bets
Hero: 5 9 5 6 9 A___Hero calls

7th Street: (8.45 BB) (2 players)
Seat 3: xx xx J T Q T xx____Seat 3 bets
Hero: 5 9 5 6 9 A 2___Hero folds

I think if you are going to call sixth with two pair (with his board) then you have to call seventh.

I felt like i had odds to draw on 6th vs a better 2 pair, but just barely. There's also the slim chance of villain semi-bluffing 6th and giving up on 7th.

The cards he caught on 4th/5th/6th (Ten-Queen-Ten) seem to make it almost impossible he has a worse hand than 2pr. Like, if he didn't start with JJ, then he probably had a bunch of face cards. (AK)J, (AQ)J, (QT)J etc.

Really, i think you can be sure enough your 9955 is toast to fold 6th when he bets the TT.

Correction: I didnt notice your Ace. Maybe you have 7 outs now? Still a longshot, but maybe enough. You are probably correct to raise him on 7th if you made AA-up.

Looks good, I thought 6th might be a close fold but running some sims you're def doing well enough to call. Interestingly (and surprising to me), if he barrels his entire range on the river it looks like it might be a call. This is a pretty rough range for him, not really sure how he plays on 3rd, and I tried to weight it a little more T heavy just to skew it in favor of folding but it still comes out v close. Anyway maybe you can give a better idea of his range on 3rd street.

ProPokerTools Stud Hi Simulation

600,000 trials (Randomized)

dead cards: 4

Hand	Pot equity	Wins	Ties
5s9d5d6d9cAs2s	9.77%	58,600	0
*h5+h, J*, 66-AA, QT, KT, KQ, T9 | JhTdQdTc|*	90.23%	541,400	0

edit: actually I guess making his range T heavy skews it towards calling since we lose to any 2 pair anyway. Anyway anyone feel free to tweak that range, in reality it's probably a close fold

I understand why you raise 3th with your (59)5, you want to get the bring in to fold and get heads-up with your small pair, right?
But is this hand really playable after all? I mean, a pair of fives with a lousy kicker, not even concealed in the hole...where are you going with it other than to a lousy two pair of fives and nines for instance? Even if you catch a 5 and pair your door card you are not likely to make a lot of money with it against just one opponent who will be alert for the possibility of trips in that case...

I guess it depends on your opponent, if he is systematically raising to steal the antes with his high upcard you have to make a stand sooner or later, but I'd rather have a concealed ace or king in the hole than that lousy 9 that's for sure...

I also think it's either fold on 6th (which I think would be best) or call on 6th but then also call on 7th.

You should consider raising 4th.

...and then hit a diamond

Raise 4th, call 7th if u call 6th

hey poppin i have no expirience with stud and not much with ppt simulations. could you please explain what those sinbols like +, &#124 means? and why is there , and ; ?? thank you.

sorry are we raising 4th because we have 3 diamonds and when we hit another diamond villain will be scared because of we might be having a flush?

We have so many good cards to catch Fifth that we should raise Fourth. We can catch a or any 5,6,7,8 or 9 to either have the best hand or a pair and a decent draw that does okay vs JJ.

If I have convinced myself to call Six I call the river, but I usually fold because we are in RIO often, and calling the river with the actual cards is probably a slightly losing play:

ProPokerTools Stud Hi Simulation

600,000 trials (Randomized)

dead cards: 4

Hand	Pot equity	Wins	Ties
5s9d5d6d9cAs2s	9.99%	59,933	0
[*h*h, J*, 22-AA, QT, KT, KQ, T9 ]JhTdQdTc[*]	90.01%	540,067	0

Three-handed game, I think hero played 3rd-5th fine. I prolly would've raised on 6th after catching the ace, due to it being short game and previous "fishy" play.

I also agree with raising 4th.

If you give villain the range OP described(anything with one big card down), 7th looks like this:

ProPokerTools Stud Hi Simulation

600,000 trials (Randomized)

dead cards: 4

Hand	Pot equity	Wins	Ties
*t+|jhtdqdtc|*	81.61%	489,631	0
5s9d|5d6d9cas|2c	18.39%	110,369	0

That may be a little wide, but I would expect anything with this board to bet for value and as a bluff very often.

JMHO
Seems like standard underpair-weak kicker stud hi hand that should be played but bleeds money. You have correct odds to call every street. Foe’s 3-bet on third street may mean nothing about his hand in a 3-person table especially if the player is in China or is known to be aggro.

7th st is tricky and depends on if you think foe would bet or check TT on 7th. I would call if foe has seen me fold 7th st before or the foe is known aggro or is in China or is unknown to me just to see his cards, if nothing else. If foe is a known regular or is usually passive, a fold seems okay.
The "raising 4th" tactic seems neutral but is above my head.

This man has a fossil for a reason.