wedgie

Etymology

From wedge + -ie.

noun

1. (colloquial) A wedge-heeled shoe.
2. (slang) A prank in which a person's underpants are pulled up sharply from behind in order to wedge the clothing uncomfortably between the person's buttocks.
   When Laura tells Bart that she can teach him to dance, Bart and Laura are suddenly transformed into Astaire and Rogers in a black-and-white fantasy sequence before Bart’s reverie is abruptly ended when Laura reverts back to bratty tomboy form and gives him a wedgie. May 27, 2012, Nathan Rabin, “TV: Review: THE SIMPSONS (CLASSIC): “New Kid On The Block” (season 4, episode 8; originally aired 11/12/1992)”, in The Onion AV Club
3. (slang) A situation where a person's underpants are stuck uncomfortably between their buttocks.
4. (basketball, slang) A basketball stuck between the rim and the backboard following a field goal, free throw, rebound, or block attempt.
5. (Australia, birdwatching, informal) A wedge-tailed eagle.
   The white-bellied sea eagle is almost as big as a wedgie and handsomely marked in grey and white. 2003, Susannah Farfor, David Andrew, Hugh Finlay, Northern Territory, page 27

verb

1. (slang) To play the wedgie prank on.
   Last year's juniors had wedgied last year's freshmen, and then each freshman victim had happily joined the patrol, its aficionados claimed. 1989, Michael Moffatt, Coming of Age in New Jersey, page 86