derail

the act of sexual intercourse, usually referring to sex that is so hard it could knock a train off of the rail

Man, I derailed that chick so hard last night.
Would you care to join me for some derailing later tonight?

by Meeja July 19, 2017

derailing

E-mailing while inebriated.

I downed a half pint of scotch and spent the rest of the night derailing old girlfriends.

by Folook December 27, 2007

DERAIL

DERAIL; a term used by the shmoo clan in order to replace shit, do it, and pwn.

1) Dude i have been holding this in but i really gotta deRail!!
2) Are you ready? Lets deRail!!
3) Dude you just got DERAILED!

by Nathan C. September 18, 2005

Alabama train derailment

When family members are engaged in group sex with another family member and something happens (superficial or catastrophic) to bring it to an early or unexpected end.

We was all banging cousin Shirley out back at the family reunion when uncle Bubba's liquor still blew up and started an Alabama train derailment almost instantly.

by Gliterbob the Clown March 10, 2023

derail

Attacking or failing to follow the tactics of a debater who railroads the conversation, by expressing unexpected views or challenging logical fallacies.

She's upset because I took a third option that will derail her planned one-sided conversation.

by Poor Lurker August 2, 2012

Derail

<Verb> The act of blowing a joke or a rip, usually by sputtering out sentence fragments or by stuttering. This usually leads to laughter by one's friends and extreme embarrassment to the person who 'derailed.' The offender will stay very quiet for a long period of time following one of these outbursts.

"Man, you're so stupid when god handed out brains you thought he said trains...and you went...and got on...and went for a ride...wait....goddammit!!!"

"HAHAHAHAHAHAHAHAHA HOLY SHIT, you're retarded!! Nice derail, Jay!!"

by Jamon26 February 16, 2010

Derailed

1. During the act of doggy-style vaginal intercourse, the male, while recovering from a thrust, pulls out too far and his penis "accidentally" inserts itself into the girls anus.

2. An arctic map in the video game "Call Of Duty: Modern Warfare 2."

1.

"The other night my girl moaned some other guys name, so I derailed her. See if she does that again..."

2.

"Last night I was having some fun, then got derailed"
"You pulled out too far and got mud on your junk?"
"Worse. I got that shitty snow map."

by FunkyPunkyJunky March 20, 2010