My boyfriend cannot stop vaping! Last night he vaped in my pussy and called it and Underground Railroad. It kinda tickled though.
by Chu Chu Twain December 17, 2015
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!!"
"Hell yeah! That sh*t was insane!!"
by TheOneAndOnlyHalfnHalf October 3, 2011
Dude 1: “I saw you go home with jessica after the bar last night!”
Dude 2: “Yeah bro she let me give her a greasy railroad on that fucked up smile!”
Dude 2: “Yeah bro she let me give her a greasy railroad on that fucked up smile!”
by MFE.51101 October 5, 2021
A relationship where everything is one sided. Only one person in the relationship is initiating things and moving the relationship forward. The relationship only goes one way, like a train, nothing is ever returned.
Yeah, I just got out of a “Railroad Relationship.” She would just wait for me to do EVERYTHING. I couldn’t take it anymore.
by sickomode88camino January 27, 2020
When a man has sex with someone who has the intention of outing them for having a small penis he instead throws them in from of a train to avoid it getting out that he has a small dick.
For this to be effective it is best to pipe in close proximity of an active train location as to lower the window that that the sensitive information can leak out.
For this to be effective it is best to pipe in close proximity of an active train location as to lower the window that that the sensitive information can leak out.
Dylan: "Hey bro you know what happened to Stacey after she had sex with Austin?"
Me: "Yeah she was gonna tell all her friends that Austin has a 2 inch micro dong"
Dylan: "Damn so he treated her to a Rhode Island Railroad?"
Me: "Yeah man gotta lock that shit down."
Me: "Yeah she was gonna tell all her friends that Austin has a 2 inch micro dong"
Dylan: "Damn so he treated her to a Rhode Island Railroad?"
Me: "Yeah man gotta lock that shit down."
by Ovata October 6, 2020
by Chain Furious May 15, 2020