hmm I guess its not as clear cut as I thought. I agree with what Robb said though. When you consider his entire line, he has a very strong hand the vast majority of the time after his river bet. If it was a smaller bet I would very seriously consider calling but I think this is a fold.

Also, checking the turn is very interesting. Its true that we do have a vulnerable hand with good showdown value, but the main reason I bet is because he is so loose/passive. He's going to call with worse hands given his looseness, but I'm going to have to do the betting given his passiveness.

Anyways, appreciate the responses.