this JJ hand is still bothering me!

[jsnipes28]

You are right that smooth calling is generally going to be superior here. If you want to raise make it 75 preflop and if he calls bet 100 on the flop. As played i would bet 65-75 on the flop because betting 50 really opens you up to being played back at by a tricky aggro opponent with less than a premium holding.