A comparison of sorts to how things could have been worse. A form of punishment.
Bob: I pissed away my whole paycheck at the dammed Casino!

Bill: Well, that's better than getting kicked in the balls with a frozen boot!

Bob: That jackass cut me off changing lanes! I wish I had brought the Igloo cooler with the frozen boot for when we get to the next stoplight!

by Ralph, the bus driver October 2, 2006
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When a man takes a pair of work boots and puts them in the freezer for two weeks. After he does that he puts them on and shoves his foot up a girls ass hole.
Friend: "dude i frozen moon boots ur mom last night."
Other friend: "WTF!?!"
by Frogger LaCorte November 6, 2007
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