The route, or system of back streets taken when you want to avoid the main arterial roads and heavily trafficked areas of your Town/Municipality in order to ride dirty.
Tubman: Wanna smoke this blunt in the car?
Truth: Hell yeah
Tubman: Wanna smoke this blunt on the way to Taco Bell?
Truth:Yes, but lets take the underground railroad, cops are out in full force Friday night.
by Czechxican October 01, 2010

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Top Definition
This is a sexual act where 2 or more men have sex with a black woman at the same time. Many refer to 2 men having sex with a female at the same time as 'Running a Train,' hence the name since it pertains to the same act with a black female. The black woman who is part of the act can then be refered to thereafter as a 'Harriet Tubman'. (See Hariet Tubman). This act can be performed anywhere.
Billy: Yo last night me and Bobby had an underground railroad with that black girl Marissa.
Ralph: What do you mean?
Billy: We were chillin in my car & she started sucking my dick when Bobbby was fucking her from behind.
Ralph: Totally Awesome!
Billy: Yea, I changed her name in my phone to Harriet Tubman
by Koozy September 15, 2006

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When any two people get on all fours, posterior against posterior, and transfer feces, sex toys, vegetables, or any other objects back and forth.
My girlfriend said she wanted to spice up our sex life, so I asked Joey for advice and he suggested the Underground Railroad.
by Dave Kelly August 02, 2006

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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.
Damn...I can't believe you pulled the Underground Railroad on that one.
by Bleicher December 30, 2005

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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!
by thedzone October 07, 2009

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An act of sex when a woman licks a man from the top of the ass crack, across the gouche and to the tip of the penis.
Bitch gave me an underground railroad.
by NxIK April 18, 2008

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Two or more black males having sex with a black female, whilst in a basement.
Black_Guy1: Yo, me & Chanel had an Underground RailRoad last night!

Black_Guy2: Tight, dawg!
by NitroFight53 August 21, 2010

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