When one uses one's big toe (right or left should work in an equally fine manner. Just choose your favorite!) to penetrate the anus of his or her partner.

Both big toes is called a coconut creme pie.
"If Steve really loved me, he'd bake me a long, jagged coconut creme pie until the early hours of the morn', but he's just been passing me the sloopy gilligan for like, two weeks. Guess I'd better kill myself. *raises noose*"
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When a man is doing a woman doggy style on any type of watercraft, then he screams "Dirty Gilligan", and thrusts into her rear as hard as he can knocking the woman overboard.
Last Tuesday Thurston gave Ginger the old Dirty Gilligan down by the tip of Bab's Island.
by Rick Prescott Sr. June 4, 2007
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n. A location that, although existing within the continental United States is sufficiently remote as to have no available Cell Phone or Internet service whatsoever.
Don't bother emailing me the changes tomorrow. We'll be camping in the Adirondacks so I'll be on "Gilligan's Island" until Sunday afternoon.
by tagz July 11, 2010
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Getting incredibly hammered and wandering into a local pizzeria. Upon drunkenly stumbling into said pizzeria, the subject walks into the restroom of the opposite gender, locks the door, sits on the floor, and vomits.
by Bradley Whitford September 10, 2010
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where 7 castaways live never being rescued because gilligan always is fucking things up. I would take little innocent Mary Ann and kill everyone else
by Dave October 28, 2003
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Toby is the gayest person you will ever meet. He loves men so much and sucks them off
Oh look it’s the gay boy Toby gilligan
by Tobygillagan December 15, 2021
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