When 2 black guys are running train on a girl.
1.) "Yo Jared, did you hear that Stephanie was riding the underground railroad last night?"

2.) Luis and Tivo gave Monica a ride on the underground railroad last night.
by theMASShole March 27, 2012
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the act of a girl starting with her tongue in the deep south (ball sack) and running up the length of the underside of the penis to the north (penis head). pioneered by harriet tubman, she is know as the best known giver of underground railroads, performing on Abraham Lincoln, getting him to free the slaves.
i hate getting underground railroads, they tickle.
by chrisdylan February 18, 2011
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When someone snorts cocaine with a harriet tubman 20$ bill
Guy: "hey man you wanna be taking the underground railroad cuz my dealer got me the good hook up"
by GuccimaestroSS April 21, 2016
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A Masterpiece of People-Movement, Crafted and Executed by a particular conductor and homeowner of said underground railroad, with the assistance of the two railroad fire marshalls onboard, on the night of July 8th through the early morning hours of July 9th, 2011 in Wyoming, Ohio. Several trapped persons were able to wait the disaster out, while others found themselves guided to safety against all odds, whether they were guided by a system of flags (posters for safety, crosses for danger), hidden in stealthy vehicles, or suicide missions through the woods. The unprecidented success of this branch of the wyo underground railroad will undoubtably spread throughout the town. All members aboard are remembered for their courage, trust in those around them, and their ability to start a new trend in fighting the system.
"Oh shit, the fuzz is out front, should I open the door?"
"No, you fucking dingleberry, didn't you hear about the Wyoming Underground Railroad? Get these kids downstairs, we're gonna be here for a while"
by Claus Baudilaire July 9, 2011
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A highly motivated group (typically black), on a mission to achieve something greater.
That basketball team was playing with Underground Railroad Energy last night trying to earn a win for their injured teammate.
by Mrs. Areolas March 12, 2022
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Rolling the new $20 bill to snort coke
Hey Jim, I'm taking the underground railroad, you in?
by RuneStax April 21, 2016
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the act of getting a girl drunk and bringing her back to your hotel room, where 4-6 of your friends are waiting in the bathroom. Proceed to slam her from behind, (its key to make sure she cant see your face) and when you are about finished, you call in the next guy. This secret train continues until all 4-6 are finished. When the caboose is done, u go back to the girl, fake an orgasm, and your done with her. Make sure she leaves the hotel room quick, before she wants to use the bathroom.
After the game me and half the team are planning on getting an underground railroad going on some skank from the club, you want in?
by Big Matty Johnson October 24, 2007
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