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 November 10, 2007
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1. Expression: a distinctive way of communicating your dissatisfaction with the situation. Draw out "third", emphasis on "rail"
That dumb fuckin bitch at Food Lion took twenty minutes to run a price check on my shrimp flavored Ramen. Thiiiiiiirrrrrd RAIL!!!!!!!!!!
by DBo February 28, 2003
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"He's been railing heroin up his arm for as long as I can remember."
"He's been railing heroin up his arm for as long as I can remember."
by Diego June 11, 2006
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