Villian is a little loose, I have seen him playing [99]2 in a 4-handed pot.
Should I play 3rd and 4th more aggressive?

Poker Stars $0.20/$0.40 Limit Stud Hi/Lo $0.04 Ante - 5 players - View hand 580517
The Official DeucesCracked.com Hand History Converter

3rd Street: (1 SB)
Seat 1: xx xx 9 ____Seat 1 folds
Seat 3: xx xx 9 ____Seat 3 folds
Seat 4: xx xx T ____Seat 4 raises
Hero: 2 2 2 ___Hero brings in for $0.06___Hero calls
Seat 6: xx xx 8 ____Seat 6 calls____Seat 6 calls

4th Street: (4 SB) (3 players)
Seat 4: xx xx T 5 ____Seat 4 bets
Hero: 2 2 2 K ___Hero calls
Seat 6: xx xx 8 8 ____Seat 6 checks____Seat 6 calls

5th Street: (3.5 BB) (3 players)
Seat 4: xx xx T 5 9 ____Seat 4 bets____Seat 4 3-bets____Seat 4 calls
Hero: 2 2 2 K A ___Hero raises___Hero caps!
Seat 6: xx xx 8 8 3 ____Seat 6 checks____Seat 6 calls____Seat 6 calls

6th Street: (15.5 BB) (3 players)
Seat 4: xx xx T 5 9 4 ____Seat 4 bets
Hero: 2 2 2 K A 4 ___Hero calls
Seat 6: xx xx 8 8 3 5 ____Seat 6 checks____Seat 6 calls

7th Street: (18.5 BB) (3 players)
Seat 4: xx xx T 5 9 4 xx____Seat 4 bets
Hero: 2 2 2 K A 4 8 ___Hero calls
Seat 6: xx xx 8 8 3 5 xx____Seat 6 checks____Seat 6 folds

Yes, you should've reraised him on 3rd-----if the 8 tags along, great, if not, that's Ok, too, you'll get to play HU vs. a Ten who probably thinks you're raising w/really good low cards and will A) probably call you all the way down even if you do have low cards all over the place (cause, that's how players at these levels will think) or B) when you don't seem to have caught good, he'll probably be more apt to lead into you thus making the pot bigger when you raise.

Life is good.

You are rolled up. Please RAISE!!! RAISE!! AND RAISE SOME MORE!

Yeah, reraise 3rd. At this level the 8 will probably call 2 more after he already has chips in the pot. That is fine, it is fine if he folds.

I would probably go ahead and raise 4th, too.

So you called the 3rd and 4th when you ahead
but capping against possible flush on 5th?
wtf are you doing ?

yeah I mean this is rly ez with baby trips especially, even to observant opponents your perceived range is so wide that just get the money in on 3rd is a no brainer.

flatting 4th ? can be good if you stand to win a bigger pot by playing deceptively but most of the time (and always ! when you catch any baby) it's best just to jam it in, as Joe Tall says 'they never believe it !' ... and that's pretty much true (though good players will be more cautious... )

Also since you actions on 5th identified you as high hand.
you could have gotted raised by Seat 6 on 6th and 7th if he made his low.

Then after you've done that, turn villain upside down and shake all the change out of his pockets.

Slow-play until you're beaten and then raise, obviously.

As several hundred people have indicated, nothing bad can happen if you raise third. Especially at this level, once someone's in for a fraction of a bet, they're usually seeing the next card no matter what, and if the limper folds, being heads-up against a Ten ain't all bad.

I'm fine with raising fifth, but when the guy with three clubs showing three-balls, it looks like maybe--just maybe--he's got three Ducks beaten. Once he's showing four clubs, I'm in call-down mode. And you're not folding the river for one more bet.