[BluffTHIS!]

I don't know why you would think on the flop when he checked that it was suspicious since he limped. But he also isn't going to be able as readily to put you on a set of As since you too limped. You could often smoothcall to set a trap, but there are so many straigtening cards both high and low as well as flush ones that you aren't going to like. So that would seem to dictate reraising. However the deepish stacks do factor in. By smoothcalling he will be more likely to put you on a draw and if a bad card comes on the turn, you will often be able to check behind and keep the pot smaller and see the river cheap if you want, or just bet the pot representing that hand and get him off a different draw with likely still the best hand if he just calls. Plus by not building a big pot, you keep him from being able to make a big bluff on the river when a really bad card comes.

But playing softer like this for the above considerations, comes at the price of losing money by not punishing middle set or top 2 when he doesn't have much to go with it other than maybe a gutshot draw. And you do have position to see his reaction to any card that comes if he doesn't escalate to getting allin on the flop. So I would repop it. But you are exposing yourself to having to make a difficult decision if he is known to be a tricky player and would bet the pot when any draw got there on the turn when he had a different draw, the same as he would if he actually made the hand. And the problem is that you don't know if he is drawing to a broadway straight or a wheel or a flush only along with two pair maybe, while you have no redraws.

The bottom line is that the more tricky he is, the more I am inclined to just call along even when a straight comes on the turn (because even though you have inadequte odds to fill you are factoring in that he might be bluffing), and the more straight-forward he plays, then the more likely I am to raise.