Kentucky Railroad

A sexual act similar to a 'train', in which all participants are family members

My brothers and I are taking Grandma for a trip on the Kentucky Railroad

by Caevanus October 17, 2014

Undergrad Railroad

When cops show up at a party and partygoers organize an evacuation for underage drinkers.

"Shit, the cops are here. We need our biggest, most diplomatic friend to delay them at the front door while the rest of us get the train rolling down the Undergrad Railroad."

by ThatGuyAndTheFunkyBunch June 15, 2015

Red Railroad

The act of a woman dragging her menstrual, bloody labia across a person

"I gave Billy a red railroad across his face, and he was mortified. High five, sis!"

by taco_partay December 31, 2020

San Francisco Railroad

The act of a man fucking a person doggy-style, while having a double ended dildo up his ass, and simultaneously fucking another person behind him with the opposite end of the dildo.

I was a runaway freight train on the San Francisco Railroad. My hips and ass hurt from all of the "chugging."

by Herbie VerSmelt April 23, 2013

taking the underground railroad

Rolling the new $20 bill to snort coke

Hey Jim, I'm taking the underground railroad, you in?

by RuneStax June 2, 2016

I'm going to drive a railroad spike through my skull

A phrase often said after a friend or loved one has said something so incredibly so atrocious you would feel better off just not being there.

Often used in place of phrases like "Shut the fuck up" "That was the dumbest thing I've ever heard" and "You are a disappointment."

Beta: "That's pretty poggers!"

Schligma: "I'm going to drive a railroad spike through my skull."

by WatterBottles February 10, 2022

railroad

when many boys have sex or sexual relations with one girl one after another.

Tanya was railroaded by the whole football team after we won the game.

by xfireflystarex August 20, 2005