Anal Tailing

A Dragonland pastime where one dragon inserts its tail into another dragon's anus regardless of age, gender, or size.

Shortly after Max, Emmy, and Enrique arrives at Dragonland, Ord is seen anal tailing Cassie while taking drugs.

by Greghef June 20, 2020

Tiger By The Tail

1. An idiom referring to a situation where you're screwed no matter what you do; if you're literally holding a tiger by the tail, it won't attack you - until you let go of its tail. But you have to let go in order to run from it, and it WILL chase you down.
2. A song by country singer "Buck" Owens. Arguably his signature song.

I've got a tiger by the tail, it's plain to see
I won't be much when you get through with me
Well, I'm losing weight and turning mighty pale
Looks like I've got a tiger by the tail

by Ubeenbamboozledson May 29, 2022

Tail rotor

The act of performing a helicopter with ones penis albeit on a much smaller scale

He tried to impress the girls with a helicopter but it was more like a tail rotor

by Arcangel695 August 8, 2021

Trunk and tail

The version of a circle jerk where each participant grabs another participant’s dick.

Oh wow I thought this was a normal circle jerk, but now Luca is touching Mark’s dick instead of his own, it’s a trunk and tail.

by StevenTurkeywaddle June 2, 2023

Tails

1. Sidekick of renowned Sonic the Hedgehog.
2. One of the sides of a coin, which is on the opposite side of heads (heads being denoted by a headshot of a person).
3. Plural form of tail, obviously...

1. Tails is pretty cool, still taking Sonic, though.
2. Heads, I'll go do it. Tails, I'll do whatever I want and you can't stop me for shit.
3. HOW'S THAT DOG HAVE 2 TAILS???

by an extremely depressed bandu June 14, 2023

Alexa The Two Tailed Fox_Official

An edgy furry youtuber, who usually fights with furry haters and animation haters.

"Alexa The Two Tailed Fox_Official just hearted your comment!"

by Alexa The Fox_Official February 11, 2021

pin the tail on the donkey

While having sex doggystyle and wearing a condom after finishing the male pulls off the now full condom inside out while getting the female's attention so she turns to look back at him, so he can then stick the condom between her eyes thus having pinned the tail on the donkey/ass.

I'm definitely goin to pin the tail on the donkey tonight when I'm done with that chick.

by MediumNasssty April 3, 2022