When you're about to have sex with a girl on her period... you turn out the lights so it's dark, flip her around into the doggystyle position, bend her over, pull her tampon out, and attempt to stick it in her ass in the dark as if you were blind folded and trying to pin the tail on the donkey. Upon completion, sex is mandatory but the return of the tampon to the vagina and/or Donkey Punch is optional.
"Dude, my girl was on the rag last night so I had to play a little "Pin the Tail on the Donkey" to get a piece.
by Daniel Patrickk December 16, 2006
Get the Pin the Tail on the Donkey mug.
Erotic reimagination of the popular party game. Female blindfolds male before rotating him 10 full turns. She must then assume the doggy position. It is the goal of the male to pin his 'tail' inside the ass of the mule.
That party last weekend was rad, bro

Dude we can't be friends anymore, the guests all left after you tried to initiate a game of pin the tail in the donkey

Whatever man, that chick took dick like a true hero
by God backwards is Dog March 30, 2018
Get the Pin the tail in the donkey mug.
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 4, 2022
Get the pin the tail on the donkey mug.