Derived from the song by Rick Springfield. The term 'Jessie's girl' does not refer to any individual, but it is a girl, who is going out with a friend of yours, that you want for yourself. In this case 'Jessie' is replaced with the name of the boyfriend
You got a friend, lets say he is called Tom, who is going out with a girl, lets call her Melissa, and you wish you had her for yourself. You'd say "I wish I had Jessie's girl"
by The Nightmare Child February 21, 2010

by a team February 10, 2015

that girl is a jessi-ann
by princessjabbs March 22, 2017

An insult used by those from the north to refer to people from the south, implying that they are cowardly.
by I'm right, greek boy June 9, 2011

A cute Children's Book and a favorite of Jessie's. It is also a decidely new nickname for Jessie. Thus, Jessie Bear is a Loooovely girl, who is beautiful in everyway. Everyone wants their children to grow up and just like her. She is also amazingly talented and sweet. She is probably one of the most friendly people an earth....scratch that-she IS one of the most friendly people in the world. She is loved by everyone she knows. :)
by Beth D November 10, 2008

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?
Anthony “you too? I haven’t done shit all week.”
3 weeks later
Anthony “remember when Cameron was pulling a Jessie?
by Cameron354 February 4, 2020

by HEYOHCAPTAINJACK2299 July 6, 2017
