[molawn2mo]

There's so much shuckin and jivin here the analysis gets awkward but if we begin with preflop is fine - not capping when HU is perfectly OK.

But you must then lead the flop (you have under-represented your hand preflop) now you should come out big because 95% of the time you are going to get raised to which you can

a. call and c/r the turn if villain is pretty certain to bet when checked to... or
b. 3 bet and lead the turn and river; this, if villain is the type to check behind on the turn with overs.

In any event, as played, your preflop, flop and turn plays are so funky as to make me want to 3bet/call the river.

With 99 and JJ the only likely hands that we are losing to and with 99 possibly folding to the turn raise, I think going to the mat on the river is warranted.