1 definition by MediumNasssty

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 4, 2022