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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.
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<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!!"
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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."
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The act of passing gas on an up escalator, while inadvertently (or purposely) farting in everyone else's face who is behind.
I totally derailed some people at the galleria today!
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To move from the pink, to the brown, when making the sweet sweet sechzor.
Or if you'd like it a bit clearer:
To go from vaginal to anal intercourse
Man A: Dude, I tried something new with my girl last night.
Man B: Oh yeah, what's that then?
Man A: Well, I went from pink to brown.
Man B: Oh...you derailed!! Fair play matey.
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To derail someone means while having sex you slide up off the penis that is placed somwhere inside the your body.
I was getting slammed and was tired so I derailed with no hands and went to bed.
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A women losing her virginity in a very rough, hard manor.
Guy 1:Dude, I totally just derailed this one chick!
Guy 2: Me too!
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