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tailfin can have two meanings: either the inner labia of a woman extending (too) far outwards or simply a gay man from Finland (tail Fin).
example: "man, she has such a sexy body but when she bent forward, I suddenly saw her huge tailfins hanging down like giant rhubarb leaves and I got frightened that these things might have teeth and eat up my dick"

another example:

Eric: Where´s this guy from? He´s talking like some kinda alien.

Zac: "He´s from Finland".
Eric: "He seems a little gay to me"
Zac: "Yeah man, he´s a real tail Fin (tailfin) if you know what I mean..."
tailfin by Pope on Dope April 11, 2015
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tailwind 

An affectionate term used to describe farting, flatulance, or offensive odors and/or sounds originating from the rectum.
"Her tailwind is about the loudest I've ever heard."

"Tommy was mighty proud of his powerful tailwind."

"If you can't beat 'em, blow 'em away with tailwind."
tailwind by www.babysue.com April 26, 2006

huff-tailing

Spending time exploring what can be accomplished on a motel bed after dropping coins into the "Magic Fingers" device. In honor of John Houghtaling, inventor of the Magic Fingers, who passed away in 2009.
With another couple days' driving ahead of them, Mia and JJ thought they should hit the laundromat, but nobody else was going to be smelling them in that junker they'd borrowed, so all their quarters went toward some surprisingly intimate huff-tailing on the saggy motel mattress.
huff-tailing by rotifera June 26, 2009

Tailings Pond

An alcoholic beverage made by pouring Guinness beer over a shot of rye on ice.
After a zoomy walk down by the river, I like to refresh myself with a tailings pond.
Tailings Pond by rpn453 January 11, 2011

Ten-Pin Tail-Fin 

The Ten-Pin Tail-Fin is otherwise commonly known as an ape-drape, hockey-hair, party-in-the-front/business-in-the-back - among many others. The mullet - the quintessential, iconic hair style from the 80s and early 90s that still exists in certain sub-groups of civil society.

The Ten-Pin Tail-Fin is a specific sub-group of the mullet, and is the reserve of the ten-pin bowling alleys of the world. Not only is it a supremely natty look, it also serves to provide much-needed aerodynamicy on the approach to the pins. Function and fashion combined.
"Rob just got a strike! Must be a result of that kick-ass Ten-Pin Tail-Fin he's been rocking since '87."

Bowler 1: "Hey man, my bowling sucks so bad it gives me an achey-breaky heart. Any advice?"
Bowler 2: "Yeah, get rid of that ridiculous buzz-cut and get yourself a Ten-Pin Tail-Fin."
Ten-Pin Tail-Fin by biggerhalf October 1, 2013

tailin' it 

Tailgating before and some times after a game whether its football, or basketball
Yo man are you tailin' it before the game to night
tailin' it by Jeremy Joyner September 28, 2005
To follow someone without being noticed.
To be a shadow of someone.
1. I tailed him to his home
2. Tailing Mr. George was very hard because he was always looking behind.
tailing by George Betsis December 29, 2008