Was neither underground nor a railroad. It was the different ways that Southern slaves escaped their masters by getting help from abolitionists to lead them to freedom in the North. Made famous by Harriet Tubman.
Toby: We gots ta gets free I her da massa's call!
Chicken George: Hopes we kan finds hep in da underground railroad!
Chicken George: Hopes we kan finds hep in da underground railroad!
by thedzone October 8, 2009

A legion of anal driven women using horse cock size strap-ons as means of their sexual intercourse, form a circle of consecutive anal penetration. It is at this point that each member donkey punches the participant in front of them forcing defication. Said feces is then tossed gently and accurately into the center of the circle where a concetric circle of outward facing males who are in fact beating off vigorously, racing each other for their nut. The loser's punishment is to crawl through a tunnel made by the legs of the participants while they each take turns shitting on him. *note that the loser has to crawl slowly and with their back to the floor, and mouth open wide.*
-"Hey, since we have nothing else to do today 20 horse cock strap-ons, wanna take a ride on the secret The Underground Railroad today?"
-"Yeah man, that sounds great, just don't let any weirdos in this time!"
-"Yeah man, that sounds great, just don't let any weirdos in this time!"
by Charlie Octopus September 20, 2013

When one lays down with a woman to have sexual intercourse with them, and a multitude of African-American people run out of the closet to watch.
by Bleicher December 30, 2005

by NitroFight53 August 22, 2010

by blakem January 3, 2007

Guy 1: "What did you two do last night?"
Guy 2: "We were underground railroading until our asses overflowed!"
Guy 2: "We were underground railroading until our asses overflowed!"
by thechocolatestarfish April 28, 2014

when a girl starts sucking on your balls, then licks your gooch, and finishes it off with a rimjob. It's a funny experience that feels great, but is secretive just like the real underground railroad from back in the day.
So last night this slam piece was sucking my dick when all of the sudden she gave me the underground railroad
by rocklobster 69 October 4, 2011
