When someone says something stupid or worth making fun of but they aren't the brightest so you give them a sign of approval by winking but in all reality are making fun of them too.
Sally told a dumb joke and everyone laughed at her but Gregg gave her a sarcastic wink of approval and made Sally feel better ,but really Gregg is secretly the biggest asshole.
by **macattack**111 June 10, 2016

by Thewinkingskeever July 3, 2016

When engaging in oral sex, pull out of your partner's mouth and ejaculate upon their eyeball, then proceed to grab some nearby tinsel from Christmas decoration and throw it on her face, giving her a full view of Christmas! Ho! Ho! Ho!
Laurel told me she wasn't feeling the Christmas spirit, so last night I surprised her with a Winking Santa.
by DocDirty March 7, 2016

by NotToxic233 August 27, 2023

by 5zach_69 January 25, 2020

1)
Baines: Hey I'm going to take a leak.
Will: I'm going to join you and leak wink you, you bastard.
2)
Jonny: Why did you hit Will?
Baines: He leak winked me over there, the creep.
Baines: Hey I'm going to take a leak.
Will: I'm going to join you and leak wink you, you bastard.
2)
Jonny: Why did you hit Will?
Baines: He leak winked me over there, the creep.
by Leaky Winker September 8, 2013

by Electricsh4rk September 18, 2019
