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Messy Jessie 

A Messy Jessie is any girl who really likes it up the butt and will take it from any guy, anywhere, but also keeps a steady boyfriend who has no idea. A level 2 Messy Jessie is when her boyfriend has heard the stories, but doesn't believe his "little angel" would do that.

Short- MJ, Dirty MJ
Girl 1- That girl has more cum in her ass than a gay porn star.
Girl 2- Yeah, she's a real Messy Jessie.
Messy Jessie by FattyMatty November 2, 2012
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fat jessie

When a guy is in the mood for sex and his girl is either not in the mood, or on the rag. He waits for her to fall asleep then busts a load on her leg while she is sleeping and leaves the load there for the rest of the night.
I was so horny last night, but Kelly started her period earlier that day. So i just gave her a fat jessie.
fat jessie by Dan Hodges September 1, 2008

Dirty Jessie 

When a woman is on her hands and knees, with one guy getting her from behind and 2 guys slapping her in the face with their penis. The guys rotate until she's got all 3 guy's cum on her face.
Me and 2 of my buds gave my wife a Dirty Jessie at the Moscow party last week. Her face was covered!

Dirty Jessie 

A dirty Jessie happens when you trip on acid and fall in love with a shoe box, so every time you pop your back after your trip you have the temptation to fuck a shoe box named Nick.
She was down bad after the dirty Jessie she pulled last night. She couldn’t stop thrusting.
Dirty Jessie by User 173974943081121 September 10, 2021

screaming great jessie 

Australian slang, imported from Scotland, for a man who although straight behaves in a whiny, complaining and non-masculine manner.
What's wrong with you, you screaming great jessie? Get on that roof and clean out the gutters.
screaming great jessie by Slagathor September 22, 2005

a jessie 

to sit on a woman's tits and thrust until you ejaculate on her hair & face
Chon: yo bubba i pulled a jessie on bridget last night
Bubba: oh damn lmao
a jessie by ChonVR December 27, 2011

bad jessie 

A little bitch, who suckered dick
bad jessie by Derek Shmeggle December 18, 2017