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Jail Time 

Coined phrase by "JOJO," which is a sex position where the partner is is on his/her back, with legs 90 degrees in the air and the penetrating partner's face in between those legs as if to look through jail bars.
jail time is example of a prisoner holding jail bars and looking through :-)
Jail Time by team esto November 21, 2013
Related Words
Cuffing season
A term typically used by males to describe a hot female displayed in one of two ways:
Either kill him
Or put him on trial
Because what happens afterwards is out of his control
Example 1
"Have you seen Alyssa today?"

"Yeah bruh I'm on serious jailtime now!"

Example 2
"Jailtime?"

"Dude put me on trial!"
Jailtime by Suck a toe January 11, 2019
More from Urban Dictionary

proper lad 

a lad that is such a lad that he is a proper lad
person1:did you see bob
person2: ya he was a proper lad
Word of the Day on October 29, 2026
The number of years you are still sexually active
While our lifespan is the number of years we will live, our healthspan is the number of healthy years we will have and our sexspan is is the number of years we will continue to be healthy enough to continue having an active sex life.
sexspan by Dr Kat April 21, 2022
Word of the Day on October 28, 2026
A lighthearted reaction upon receiving disappointing news of some sort. Usually something that isn't a particularly a big deal, esp. when it primarily affects someone else - sort of a mild schadenfreude. Sometimes doubled or tripled, and possibly said in a sing-songy voice for added comedic effect to imitate a muted trumpet, which is how the meme originated.
You didn't get any napkins with your takeout pork fried rice? Womp womp.
womp by 175623226 November 3, 2011
Word of the Day on October 27, 2026
When your wife’s boyfriend let you sleep past 8pm 😎😎
Wife’s boyfriend: You have 5 more minutes
Me: Poggers!
Poggers by Just_Charles April 14, 2020
Word of the Day on October 26, 2026

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
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