The crazies always find him. It's like he's a magnet.
Why else would he be tied to a chair with a 300lbs gorilla holding his tongue with a pair of pliers, pulling it out of his mouth so his buddy can presumably use that red-hot poker on it.
Again, Dean thinks, demons I get. Humans are crazy.
All this because they suck at pool and Dean may have hustled them out of a week's pay.
Oh well, shouldn't play if you can't pay.
The door to the small shack seems to blow itself off the hinges, and there's Sammy.
The two captors, both groaning about their rock salt and Sam inflicted wounds, sit grumbling on the floor while Sam cuts through the ropes holding Dean to the chair.
"What is it with you and the crazies?" he grumbles.
"I'm a crazy magnet."
"Didn't you get enough of hot pokers with the whole Benders incident?"
Dean groans and lets Sam help him to his feet. His tongue feels tortured and he's pretty grumpy about it.
"Just get the damn money outta Grape Ape's pocket."
"HEY!"
"What, you think I am gonna let you keep it? You're even dumber than you look!"