Do you ever feel bad about taking someone's money?

Before everyone jumps all over me, I'll explain the scenario:
-$200 NL (B&M), I was up to $1500
-person in question had burned thru over $1000, had never played before (he had won $$ at 3 card poker, hit jackpot for $2000)
-guy was drinking quite a bit, on vacation w/ wife
-I had probably taken $200-300 off this guy throughout nite
-guy had mentioned he wanted to play a hand against me (due to my stack size)

I had TPTK in the hand in question and bet it on flop & turn. It was headsup after flop. I knew I had best hand and checked on river and told him if I were him, I'd check too. I took down the pot after both of us checked (about $120-150 pot).

I know this can be construed as softplaying. I didn't do this at any other time in the session w/ any players (this guy included). I know I cost myself $$, I could've bet $50 to $100 and been paid. Someone else at the table probably walked away with the money anyway.

Was I way out of line to check on the river? Can you never say "enough is enough" with a player?