A term used when a drug dealer/crime boss goes to jail.
(Fatt Jimmy is Going On Vacation.)

"AY-O!, Tommy, Fatt Jimmy just went on vacation!"

"You know what that MEANS Tommy!?"

"Nah what"

"WE BOTH CAN NOW RUN THIS DRUG EMPIRE"
by ✠Mrcatmanjr✠#8191 April 18, 2021
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A mild cerebral hiatus from consciously entertaining expectations from the perilous and numbing things that infiltrate our lives (e.g. bill collectors, crappy jobs, stale relationships, etc). It can last as long as one desires, and, depending on one's skill, can go completely unnoticed.
This work deadline has been the only thing on my mind lately. I think a mental vacation would serve me well.
by CertifiedVibrations August 25, 2008
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Stinky bastard who gets his/her kicks from cracking off hot sulphur clouds all day in elevators.
"See ya later, alligator!"
"Nooo, see YOU later elevator vacator!"
"Gimme five!"

SLAP
by James Gilbertsen February 01, 2004
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A dick that is far larger than average. It is good to fuck once to take a vacation but is too big to be an everyday occurrence like boyfriend dick
A: I had some great sex last night.
B: Why so good?
A: I got a nice vacation dick, too big for normal fucking but it was a nice change of size for one night.
by kvincett April 29, 2016
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When your girlfriend/wife/boo/mistress/FWB/etc whom isn't a fan of anal sex (greek) gives it up either after you do something exceedingly nice, she is ridiculously drunk, or looking to experiment. Since this doesn't happen very often or takes awhile to work up to, it is like a cruise/trip to those ancient isles in the Mediterranean.
Guy: I can't believe it, my girl agreed to go on a Greek Vacation last night!
Other Guy: Incredible! Was it difficult getting into port?
Guy: You know I am an experienced captain, it took a few tries, but after some maneuvering my vessel just slid right in.
by schweinsteiger February 26, 2012
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What happens when you're suspended from college due to low GPA or other problems.
Dude, my GPA was 0.50, so I had to take a dean's vacation for a semester. Like that was going to make a difference.
by YouFailMyClass November 05, 2009
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