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Penitentiary Chances 

Engaging in a highly risky act (usually illegal) that has the high possibility of landing one in jail or prison.
Bitch please. I'm not smoking weed in public. I don't believe in taking Penitentiary Chances.

punitentiary 

An emotional experience describing how incarcerated a person feels when they can’t escape the company of a constant punner.
I’ve been stuck in this punitentiary since the day I married him!
punitentiary by Dr Bunnygirl June 6, 2021

penitentiary 

actually it means jail. penitentiary is a big cage, where people are being changed in a good way.
Heeey! I see the penitentiary, one day
And runnin from the police.....

tupac shakur(dear mama)
penitentiary by don_makaveli April 23, 2006

penitentiary style 

when you have violent anal sex with a someone as though you were in jail. this is usually done without consent and without a condom. it often involves the transmission of STDS especially HIV
once Ndu walked into cell block D, he knew he was going to get it penitentiary style -- now he has AIDS;

at the rape party, everyone was getting it penitentiary style

penitentiary 

penitentiary - to qualify as a penitentiary, it must be a large, maximum security prison. the word, penitentiary is from the latin, penitent, which means to repent, be sorry for, or pay for one's mistakes. Its Latin root is: paenitent - repentent. prison jail hoosegow the big house deadlock lockdown the block the slammer stoney lonesome con college club fed calaboose the hole the joint the clink jailhouse
Yuhto was wrongly convicted of murder in the first degree and sentenced to fifteen years in Schelgar Penitentiary of the State of California, an enormous, poorly maintained maximum security prison. (paraphrased - from the novel, Deadlock, by Aida Saki and Takashina Yuu)
penitentiary by raindragon June 2, 2017

Peenitentiary

Locked into an unhealthy relationship for a good sex life.
"He treats me terrible, but the sex is good, I feel as though I'm locked in a peenitentiary"
Peenitentiary by Lesismas August 17, 2017
More from Urban Dictionary

fache-couture 

French slang, which translated, means "bull's fashion" but basically equates to "hyper trendy" or overly trendy. Used when a person wishes to express distaste at the latest fashion trend/fad, because it seems that everyone has a certain item of clothing or is wearing it. This term is most frequently heard in Paris but is slowly spreading to other parts of France.
1. That Burberry scarf is so fache-couture.
2. That purple American Apparel hoodie is so fache-couture.
fache-couture by bkgmh46x0x March 18, 2008
Word of the Day on October 17, 2026
A slang term for GLP-1 medications(like Ozempic, Wegovy, Mounjaro, etc.), usually referring to their appetite-killing, weight-loss, or “I forgot to eat” effects rather than the medical details.

Usage:
* Often casual, ironic, or meme-y
* Can imply effortless weight loss, suppressed hunger, or being “powered by pharmaceuticals”

Notes:
Not a brand name—just shorthand for the whole GLP-1 wave. Frequently shows up in online jokes, gym talk, and group chats where people pretend they’re *totally* doing it naturally.
“I’m not dieting, I’m just on that glippy.”
“Ever since the glippy hit, food feels optional.”
“That summer body? Yeah, glippy assisted.”
Glippy by Wild Stoner Appears December 14, 2025
Word of the Day on October 16, 2026

fauxstalgia 

Faux nostalgia. Faking old things in an attempt to recapture the feeling of times gone past, especially of technology that has passed.
Hipstamatic pictures, just like the vinyl-static added to digital recordings, is prime fauxstalgia
fauxstalgia by scotte61 December 16, 2010
Word of the Day on October 15, 2026

pajama casual 

Pajama casual is a term used when working from home and preparing for a video conference. All business above the waist and your pajama pants down below.
We have a Zoom meeting in a few minutes and I’ll probably go pajama casual.
pajama casual by jrod-knows March 31, 2020
Word of the Day on October 14, 2026

funflation 

The recent boom in consumer spending on entertainment and experiences with a high demand running up the cost of enjoying of those experiences.
I’m trying to go to this Taylor Swift concert but the funflation has made it so impossible for me to afford tickets.
funflation by Dfree523 November 17, 2023
Word of the Day on October 13, 2026
A US deep south term for an alligator. Usually used in the Cajun dialect.
Take the big pirogue, I saw a huge swamp dog out there earlier.
swamp dog by Crystal Ambrose May 22, 2006
Word of the Day on October 12, 2026
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