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brawl in cell block 99

Multiple sex acts performed by one chick to a dude that would take the work of several cell mates. The chick chokes you with one hand, bites your nipples and aggressively fingers the dudes butthole with the other hand while he jerks off, replicating the actions that may take place in a prison brawl.
“Jay told me Christine choked him, fingered him, and nibbled his nipples, all at the same time while he jerked off the other night. She did all the things Joe and Dan told me about the brawl in cell block 99 all by herself!”
Related Words
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Woodstock 99 

The worst concert of all time. Held at Griffis Air Force Base, Rome, NY July 23-25, 1999, it featured top acts at the time such as Limp Bizkit, Korn, Rage Against The Machine, Kid Rock, Jewel, The Dave Matthew Band, all night raves, video game demos and the like. It was infamously known for not allowing attendees to bring in food and subject them to overpriced food and water bottles. On the last night, riots and fires broke out resulting in hundreds of thousands of dollars of damage.
"Many a topless woman in the audience at Woodstock 99."
Woodstock 99 by RawPower1973 April 2, 2020

Keep it 99 

COSR MONZR WE KEEP IT 99 BECAUSE SOMETIMES WE BE LYING
Keep it 99-having to lie at times cuz we give no fucks

Oh nah that's my cousin

Nah he aint gonna fight don't worry
Keep it 99 by COSR.MONZR September 8, 2018

level 99 virginity 

Only found in runescape, these hardcore gamers have mastered every skill in the game, collecting all skillcapes. Needless to say that the people achieving Level 99 Virginity slay the puss.
News: <rs name> has achieved level 99 Virginity

$free.99 

The cost of a free item.
"Oh heck yeah...homies got our shit into the show for $free.99."

"Did you steal that shit?"

"No, it was $free.99."
$free.99 by Dr Azn Luv September 1, 2008
verb.

Coming from the historical chant "99 bottles of beer on the wall", used to describe one that has held there "urine" in ones bladder for a long period of time.

One that has to urinate (very badly).
"I gotta piss so bad, I'll be fillin' 99!"

"Stop here. I gotta fill 99."
fill 99 by Miss Star August 4, 2007