PokerStars No-Limit Hold'em, $0.50 BB (8 handed) Hand History Converter Tool from FlopTurnRiver.com (Format: FCP)

UTG ($85.85)
UTG+1 ($45.50)
MP1 ($50)
MP2 ($85.35)
CO ($50)
Button ($23.45)
SB ($36.15)
Hero ($50)

Preflop: Hero is BB with 5 , K .
UTG raises to $1, 1 fold, MP1 calls $1, 3 folds, SB calls $0.75, Hero calls $0.50.

Flop: ($4) A , 8 , T (4 players)
SB bets $2, Hero calls $2, UTG calls $2, MP1 folds.

Turn: ($10) 9 (3 players)
SB checks, Hero bets $6, UTG folds, SB calls $6.

River: ($22) T (2 players)
SB bets $5, Hero...

Am I raising this, or is the board pairing too much?

He's shortstacked. I'm pushing.

Raise the flop.

He's got $22 behind there, that's short?

shortstacked-ish. It's not costing you the full buyin if you lose.
No way he folds trip 10's there.

I think you're ahead here 75% of the time, at least.