1st hand.... anything but check/calling the river....... man this is bad. you lose to a backdoor diamond draw and thats it.

2nd hand.... you should probably leave off results (how he checked back the river), but regardless, I also think this is very bad. You say you hope for a river bet after you check (I assume with the intention of calling if he sticks it in), but why not just put it in yourself? I think it's very clear that he will call with a wider range then he'll push with himself, so just put it in yourself.

BTW, I think the flop play is good against most opponents.