Thoughts on playing 99 like this? I'm folding out all overcards like AK, AQ etc. Of course I am beat by an higher overpair, but I expect that a lot of the times they will have just overcards, and I would like to fold them out to deny equity. My hand is very vulnerable, since any T+ means I might be beat.

PokerStars - $0.05 NL FAST (6 max) - Holdem - 6 players
Hand converted by PokerTracker 4

BTN: 247.6 BB (VPIP: 18.18, PFR: 15.91, 3Bet Preflop: 6.67, Hands: 92)
SB: 121.2 BB (VPIP: 19.34, PFR: 16.98, 3Bet Preflop: 6.76, Hands: 216)
BB: 92.6 BB (VPIP: 23.45, PFR: 12.41, 3Bet Preflop: 0.00, Hands: 147)
UTG: 100 BB (VPIP: 31.76, PFR: 22.35, 3Bet Preflop: 3.33, Hands: 88)
MP: 56.2 BB
Hero (CO): 109.2 BB

SB posts SB 0.4 BB, BB posts BB 1 BB

Pre Flop: (pot: 1.4 BB) Hero has 9 9

fold, fold, Hero raises to 3 BB, fold, SB raises to 10 BB, fold, Hero calls 7 BB

Flop: (21 BB, 2 players) 3 6 2
SB bets 6 BB, Hero raises to 19 BB

I don't think it's terrible, you can control the size of the pot and fold out a lot of equity. It's the sort of move that works better at higher stakes though where some villains are likely to reverse float with garbage and you can pick off river bluffs. Against micro stakes players I expect them to almost always play very straightforward ie fold out worse and call with better which isn't ideal.

If you are going to make plays like this the sizing needs to be smaller... 13-15bb works just as well and possibly even incentivises them to call with some ace highs. Also you want to be sure that they're betting their entire range on this sort of flop. If he's checking Ax hands then this sort of raise is bad.

Why are we trying to fold out worse hands? I think its fine because we get value from a2 through a6, 77, 88, and maybe ak/aq. Very different from trying to fold his big connectors.

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So you fold out stuff you beat and put in more money vs. the hands that beat you.

Sounds like the opposite of what we want.

As a general play, yeah I don't like it either.
But, when you get called, you can rest assured you are beat the majority of the time and don't need to call 2-3 streets on safe runouts and let your opponent dictate the action and might very well improve with the price he likes!
Some kind of a "let's see where we are at"
Again, I don't use this strategy myself...

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Because it's a terrible strategy. It's anti-poker.

We shouldn't be worried about whether we "need" to call further bets. We'll only "need" to call those bets if it's +ev to do so. We're worried about maximising the ev of our hand/range.

If you expect villain to fold a lot then raise air here, not pairs.

Villain is a nit, so against these guys our strategy should be to only cooler them. His 1/3 cbet could be a trick to encourage you to put in more money with marginal holdings, also it could mean his betsizing=handstrength and that he has 2 overcards.

With your raise you dont accomplish much because overcards with a backdoorflush draw are getting odds to call your raise. Besides, when villain calls and the turn is an overcard, you still dont know what to do. You are in position and you should use that.

Dont raise just because you dont want to have a difficult spot on the turn or on the river. Raise ONLY with a good reason and if you dont know why you are raising, then call. Raising flop because you dont know what to do if an overcard comes on the turn is not advisable.

Call and see what happens, you have position which is a great asset to have. You have a hand that is very hard to improve (only 2 nines), keeping the pot small at this stage is beneficial to you. Usually tight players like this villain will 'honestly' show their strength (if they bet big, that is).

+1