The Act of inserting a jolly rancher(s) into a females vagina during "playtime." After a while, the jolly rancher(s) will melt and ooze out of her vagina, the male/female then licks the reminence of the jolly rancher.
by Kevin May 1, 2006

The last resort drunken fat chick at a party that all of your friends at one or many times in their life have taken home and banged, then one of your buddies later in life ends up marrying it because it's his first time getting some.
I was in a jam and had to take the Jolley Trolley.
Oh yeah, he married that Jolly Trolley bitch!
He thinks he's the shit for bangin the Jolley Trolley last night.
Oh yeah, he married that Jolly Trolley bitch!
He thinks he's the shit for bangin the Jolley Trolley last night.
by Dogs in the Tub June 29, 2011

by Kiwi Sam April 2, 2008

When a Packers fan is anally fisted by Aaron Rogers and waved above his head, mimicking the flag on the mast of a pirate ship.
In the locker room after the game, Jake was pleasantly surprised when he received a Jolly Roger from his idol.
by 00Doom January 5, 2014

by Briahna October 19, 2005

by Softail October 3, 2017

Slang term meaning to use historical perspective or framers intent to disenfranchise blacks, women, gays, other discrete and insular minorities, and/or liberals.
Scalia really jolly-woggled those gun control advocates!
You jolly-woggling idiot, watch where the jolly-woggle you're going!
You jolly-woggling idiot, watch where the jolly-woggle you're going!
by Darrell DePaul March 22, 2009
