When you are railing your rib, cleopatra, bottom bitch, and wife of 14 years. And you slip into the wrong hole. This is called a derailment, and doesn't matter what hole.
Jim: fuck this feels good
Susan: oooooohhh ya harder harder
Jim: (slips into wrong hole)
Susan: ooooaaaahhhhhhhh

Jim: sorry babe I derailed
Susan: ok, next time I dont cause a derailment into me
by Cochieman 456 November 27, 2020
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A band from stockport/manchester
Arthur - lead guitar/lead vocals
Luca - rythm guitar/vocals
Will - drums
Sam - bass
IG @derailerofficial
Derailer are a great band
by will galliway January 26, 2018
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A: "I hung out with that cute blonde last night."
B: "Did you derail?"
A: "Hell yea. I derailed. So good."
by DryLee November 05, 2006
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When you fuck someone really hard.
You fuck someone so hard it's like a train getting derailed off the tracks.
"Greg derailed that bitch"
"I thought he had mono!"

"I'd derail her."
by Turbulence n' Jeff November 12, 2007
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When one person has strong feelings for another but breaks it off( through the phone) 😤
“Ya I’ve been DERAILED” said young Phillip
by Uncle Pen May 29, 2018
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Derail; a verb. Used to indicate the exact point of derailment, AKA EPDI (Exact Point of Derailment Indication) A topic is derailed when someone clearly goes off-topic with posts which are obviously not associated with the original topic subject, or goes about anally raping the topic tavles by posting huge-ass pictures.
Let's derail that fucking topic!

That topic is bound to derail.
by MeMB January 04, 2005
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one who gets plowed like a piece of land; one who gets laid the fuck out, one who gets bombed by sharif
Holy shit dunne just got derailed and broke his wrist.

WOW, Pauly Tess just got derailed.

HOTDIGGITYDOG, Stup just got lined up and defuckinrailed.

Wilferd Brimley here, If you or someone you know has dyabeetus and got derailed call Liberty Medical now.

by Wilferd April 22, 2010
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