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1.
An act in straight/gay intercourse in which two large men alternately pound the rectum of a small-framed woman/man, usually leaving the receiver with a red, swollen sphincter. The enlarged asshole resembles a gourd, giving it the apt title of a "pumpkin."

In this rare case, the damage is doubled, hence the name.
Julie approaches Barbara with a limp, nursing her ravaged body.

Julie: Last night Steve and Craig came over and jammed my bum tenfold.

Barbara: Ah, got The Double Pumpkin, eh?

Julie: Total double pumpkin action.
by Vance Covelton November 07, 2009