Tucking your penis between your legs and having sex with a girl doggystyle.
You know Brianna Bradleys girlsfriend? I totally tailpiped the shit out of her last night

We were tailpiping last night and my mom walked in!
by Sir.Whits. March 05, 2011
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Insultive term used primarily against a male, normally this word would be used when you have become bored of using more common phrases such as dick head, wanker, knob head, twat etc etc.
Mat says: You heard anything off Mark?
Carl says: Nah mate, I text him the other day but the tailpipe did'nt reply.
Mat says: F**k him then mate.
by DeV1Se August 05, 2006
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Someone who likes ass sex,usually a homosexual
That Elton john dude sure is a tailpipe cruzer and don't even try to hide it like John Travolta did!
by pipelayer24 May 25, 2013
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The sexual act of inserting ones menstrual blood covered member into their partners anal cavity
Bro1: Dude, I totally gave your sister a hard rusty tailpipe
Bro2: Damn dude, I knew she was a whore, but wow
Bro1: Yeah man, she was totally into it
Bro2: Dude, you might have AIDS, just saying.
by pwinstont November 10, 2009
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When you take a shit so glorious that you deem it necessary freeze it, and reinsert it, either inside of yourself, or somebody else.
Dude, I tried the Alaskan tailpipe last night. I regret everything.

Cleveland steamer

Alabama hot pocket
by I licked a cat one time January 02, 2016
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When one decides to take a jolly pee into a condom which they feel the need to freeze and then use as {didlo}

or penetration device once frozen.
by T grizzlt January 05, 2018
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Fucking your girl in the ass and cum in it and suck the cum out.
Man I gave my girl a tailpipe milkshake.
by Kingkilla_254 November 21, 2016
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