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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.

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

penitentiary 

"Ever since a nigga was a seed only thing promised to me was the penitentiary..."
penitentiary by pwnz0r September 19, 2003

penitentiary penis 

A man who has been incarserated in the penitenary who upon release will have sex with anything that moves. 2. A 99 percent chance a fat woman will get sex.
"Of course that fat girl is going to get laid, he just got out of jail, he's got peniteniary penis.". "I don't care what she looks like, I got penitentiary penis"..
penitentiary penis by taradacto September 26, 2010
More from Urban Dictionary

Oblication 

A vacation, feeling more like an obligation, that involves visiting or staying with family.
So Joe where are you taking the kids for spring break vacation? We are going on an oblication to Boca to visit my mother-in-law.
Oblication by kimmerr May 5, 2011
Word of the Day on October 25, 2026

Surf Dracula Syndrome 

A phenomenon in film/television series, most notably streaming series, where the main premise is drawn out to such a point that it takes an entire season or more to get the parts of the series the audience is actually interested in seeing.

For example, if a series is titled "Surf Dracula," a majority of viewers would tune in expecting to see Dracula surfing by the first or second episode. However, the entire first season would instead be tedious padding and backstory before finally ending with Dracula surfing in the last five minutes of the season finale.
I watched "Smallville" on Netflix the other day. Dude, it was ten seasons of filler before he finally flew! Major Surf Dracula Syndrome!
Word of the Day on October 24, 2026

Northstarring

Finding your way back to the truth by fixing on one verified fact and working out from there, the way you navigate by the North Star when everything around you is spinning.
Rumours were flying everywhere, so she went northstarring — one checked fact at a time.
Northstarring by Light Bearer October 22, 2026
Word of the Day on October 23, 2026

Plate of Brown 

A plate of brown consists of foods that have little to no nutritional value, and are typically deep fried. A true plate of brown will also be accompanied by a dark soda.
Wanna go to meal hall & grab a plate of brown?
Plate of Brown by Cheddar Craigson September 18, 2020
Word of the Day on October 22, 2026

Larpenomics

When finance content creators rent out fancy cars and flex cash to seem richer than they really are in order to promote and sell their “get rich quick” courses.
Andrew Tate has mastered the field of larpenomics
Larpenomics by Rbois09 October 21, 2026
Word of the Day on October 21, 2026

Palmela Handerson 

Your hand that you masturbate with.
Girlfriend: What are you going to do for the next week while I'm on holiday?

Boyfriend: Have a visit from Palmela Handerson of course!
Word of the Day on October 20, 2026
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