Lol, this is a forum game. Not this one, but still.....

Raise to 3.5x BB is fine, he calls you, range is probably 22+, QTs+ e.t.c

Check/Check on the flop. I reckon he has some kind of 1010 hand here. Maybe JQ.

Check/Bet on the flop..


The first thing i want to do is rofl @ your read of KK or 99. KK or 99???? So not any other pair and he is betting as youve shown 0% interest in winning this pot??? Or maybe a gutshot and he is bluffing, and bluffing badly as i call with JJ here for 200.

So yeah you shuda bet the flop, and stop assigning people hands that are the nuts.