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The first one, I like raising preflop agains the button limp and small blind call. As played, i think that you have to pay off the river bet because its less likely he has a set or two pair given he check called/called the flop, even though he does have a flop to be wary of with a weak two pair it still seems likely you would hear from hands that make a boat.

Although, I dont really understand why he shows no aggression until the river then puts it in when its a weird spot to bluff since there is no side pot , unless he thinks you are a bit weaker but has him beat but he thinks he has the shortstack beat. Either way you dont have reads on villians, so I think you have to call.