"whatever floats your boat" - whatever makes you happy. Caulk wagon is taken from the classic Apple II game Oregon Trail. A phrase meant to sound dirty when its really not.
ME: I'm gonna fuck MAD BITCHES
Hunter: Hey man, whatever caulks your wagon.
similar to "whatever caulks your wagon", both taken from the classic Apple II Game Oregon Trail. Both mean "Whatever makes you happy"
Me: I'm gonna kick that ginger.
Hunter: Hey man, Whatever fords your river.
What 90% of the human population is.
Me: Wow she is so ugly.
Friend: Yeah, but we are too.
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