[Catt]

Your reasons for not raising pre-flop are silly. They are not "reasons" - they are tilt. Raise, especially with loose players behind you.

No, you should not have check-raised the flop. You should have lead the flop hoping that button would raise and trap the entire field for two. If he does raise, you might consider calling and leading again on the turn instead of three-betting -- depends on how you think the field reacts to such plays.

You should be leading the turn regardless of whether you three-bet the flop, smooth-called button's raise, or didn't even get raised on the flop at all.

You should lead the river; if you're checking, you should probably check-raise the river with more than one player and raise even the LAG if he is not capable of bet-folding his bluff. Edit Didn't see that the river double-paired the board with all those $%#%$%$ on the action -- ck-calling or bet-calling is fine depending on how the hand played out and how LAGgy / tricky the LAG is (i.e., can he raise less than a FH with any frequency? If yes, bet-call better than ck-cl).