If he'll call your raise with any two and bet the flop with any two but fold to your bet if he can't beat 55, then the best play is to check-raise the flop. You might even shake him off of a 5 (unlikely, but possible). Check-calling the flop would not be good unless you know he will bluff the turn whenever he misses, which is unlikely.

Likely, he will fold T3 to a check-raise when he has the correct odds to draw to a pair. Thus, you have induced a mistake. If you check-call, you have made the mistake, because if you knew he had T3, you would want to raise him.