Pulling a Jessie 

When you decide to come in work late everyday and then come in at 2am and immediately quit.

Cameron “damn bro ima bout to pull a Jessie “
Anthony “you too? I haven’t done shit all week.”
3 weeks later
Anthony “remember when Cameron was pulling a Jessie?

Pulling a Jessie by Cameron354 February 4, 2020

Going Jessie 

An old southern expression dating to the early 1800s that means to vigorously pursue an activity, someone akin to "going nuts with it," but only when "going nuts with it" is used to imply doing a lot quickly.

That Mildred sure is going jessie.

Going Jessie by Sparticini Hokmojama January 5, 2010

Sweet Jessie

sweet jessie, noun(2006): Used interjectionally to express surprise, shock, or frustration.

1. "Sweet Jessie! Did you see that three-legged goat?"
2. "OUCH! SWEET JESSIE! I slapped a porcupine!"

Sweet Jessie by Wade W. November 6, 2006

Wet Jessie 

When you're awake in the bed next to a sleeping girl, you masturbate and release it all over her. The key here is to make sure she sleeps and does not wake up until you have left the house as she will be shocked and confused about what is on her. Particularly good after a night of drinking.

She was sleeping, and I was horny. I watched a porn quietly, then gave her a Wet Jessie.

Wet Jessie by Ken Fisher August 31, 2005

moist jessie 

Is when you bend your leg up to your butt and insert you big toe in your ass hitting your g-spot

I'm gonna go home, get a shower and then give myself a moist Jessie.

moist jessie by Justnotright December 3, 2014

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 2, 2008

Dirty Jessie 

When a wild Jessie has a small smudge on her face because she was cleaning her yard and accidentally wiped the back of her had on her forehead and the dirt from her labour stuck

Dirty Jessie is such an nice neighbor

Dirty Jessie by Jsmnr April 15, 2020