Definition of "wedgie"

Her brown wedgies squeaked with discount price defiance, as she walked redly and pinkly along the broken brick sidewalk.

a. 1969, John Kennedy Toole, A Confederacy of Dunces, Penguin, published 1981

If the strippers learn that there is a bachelor party, they will often call the groom onstage and publicly embarrass him. They may tie him up, whip him, tease him, give him a wedgie, cover him in whipped cream, beat his ass with a belt, put a dog collar on him, walk him around the stage like a dog, and/or humiliate him with whatever objects are at their disposal.

2003, James Oliver Cury, The Playboy Guide to Bachelor Parties: Everything You Need to Know About Planning the Groom's Rite of Passage-From Simple to Sinful, page 228

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.

2012 May 27, 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

I thought, maybe she had an uncomfortable wedgie or something and was trying to work that out. I looked away thinking how embarrassing it must be especially with people staring.

2012, Beverly Rivers, The Metamorphosis of Princess Kizziemae, page 38

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

Well over a century later the ‘wedgie’ continues to be persecuted, with some rural Tasmanians taking a gun to it when they can.

2024, David Owen, David Pemberton, Tasmanian Devil, Allen & Unwin, page 58

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