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Railroading

A railroading is when you seek up on someone in the middle of the night and scare the crap out of them.

To have this happen to you is to be railroaded.
Hey man, are you okay? You look pale.

Yea man a guy just walked up on me and railroaded me. Scared the crap out of me that railroading did.
by SwampFox56 November 19, 2022
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southern-railroad

The act of causing a distraction while you stick it to Whitey. Based on the phrase "Underground Railroad," made popular by Harriet Tubman.

"That store was overpriced, so me and my friends gave them the Southern Railroad."
I was hoping for a nice walk home but I got the southern-railroad while walking by the projects.
by mainstreamethnic September 17, 2013
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Underground Railroad

The act of two males having intercourse with a single female a.k.a. "running a train" while under the bedsheets. An underground railroad is exclusively when this act is done by African Americans.
"Yo, I heard you and your bro ran an Underground Railroad on Shanockquolisha last night!!"

"Hell yeah! That sh*t was insane!!"
by TheOneAndOnlyHalfnHalf October 2, 2011
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Railroad Man

A guy who apparently built all the railroads in the USA, and tried doing a loop-de-loop with a steam train because the Wright Bros (who don’t make a right with two Wrights) convinced him to. He ended up failing, and they told him to shove his rail up his crack, so he wrote in the land “Go fuck yourselves”. So some guy who hated airplanes because he owned trains.
“I wanna share a tale with you about the ‘Mercian dream, when all the railroads ran on time and our nation ran on steam. Behind the tracks and railroad ties, a hero took command, of connecting every town, and he was called, ‘Railroad Man’”

-Cyanide and Happiness™, “The Ballad of Railroad Man”
by I.E.I. Industries February 25, 2023
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Railroading

When a certain someone makes it so the session only has one outcome, NO creativity, NO freedom only the cookie cutter corporate slop that a CERTAIN SOMEONE makes me put up with...
Dontae loves railroading Akigawa because he hates fun and kittens and puppies and happiness
by CiaphusCainStan March 2, 2025
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Vintage Railroading

You fellas for some Vintage Railroading tonight??
by Dirks!!! October 8, 2025
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Railroading

Anal sex by a large train. Woo-woo!
"Open the Station cause here comes the train bitch! I'm doing railroading today!"
by Chain Furious May 15, 2020
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