jailcation 

When you are sentenced to jail time, but you do not want to cause a disruption in your work life, so you take a vacation that conveniently overlaps with your jail sentence.

"How was your weekend Johnson?"
"Uhhh... let's just say I might need to take a jailcation sometime in the next few weeks."

jailcation by Pineapple Hider September 10, 2009

Jacation 

Jacation - Serving time in jail.

Francisco is on a three month jacation and should be home in about two weeks.

Jacation by Sneezor May 8, 2019

Jailbatious 

1.Having the qualities of jail bait.

2. Of, or pertaining to, jail bait.

1. "She looks so young, you might say she is jailbatious."
2. She has a jailbatious way about her.

Jailbatious by redwytnblak July 10, 2010

Jailbatiously 

1. In a manner reminiscent of jail bait.

1. Miley Cyrus dresses jailbatiously.

Jailbatiously by redwytnblak July 10, 2010

jalations 

slang for congratulations

*you can jalate (congratulate someone)

person 1: yo man, jalations on getting that promotion!
person 2: thanks for jalating me!

jalations by jademeusy June 7, 2019

jailgating 

Partying WAY too hard in the parking lot outside of a concert or sporting event, to the point where arrest is imminent.

You see those two jamokes over there jailgating? I bet they never even make it inside to the game.

jailgating by Das Machine September 10, 2011

Failcation 

What results when one takes a trip to visit a long-distance significant other, and said trip does not result in sex.

"How was your trip to Florida?"
"Pretty fail. He didn't want to have sex all week."
"What? Even old people can get laid in Florida! What a failcation."

Failcation by shellandrill May 29, 2013