When you crush some cookies, stuff them in her vagina and ass then eat her out and all remnants of cookie are rubbed in between her titties until she likes it
Person 1: Damn dude I ran out of Oreos for my Cookie Monster surprise so I had to use chips ahoy
Person 2: Damn that sucks, we know the best Cookie Monster surprise is with Oreos
Person 2: Damn that sucks, we know the best Cookie Monster surprise is with Oreos
by PoosieBoi9000 May 12, 2016

Sprinkling crumbled cookies in someone's ass then pouring a jug of milk inside and have them sit on your face while you eat and drink it out
by Dapussaymonsta November 3, 2015

by Elizabeth Hill December 10, 2010

A term used to describe a situation so fucked up that the situation can only conclude in a big mess.
Employee 1: Did you hear Kanye West is a human resources manager now?!?!!
Employee 2: Oh that is like the Cookie Monster Eating Ice Cream.
Employee 2: Oh that is like the Cookie Monster Eating Ice Cream.
by Yellow 55 August 6, 2016

by Nutslap3000 November 3, 2020

by Yourmumisacookiemonster123 July 1, 2022

Somebody who engages in performative allyship in order to figuratively earn cookies from marginalized folks and/or other allies.
Given that Tracy is herself white, she looks like a huge cookie monster every time she goes and Facebook an announces how much she's fed up with white people.
by PoppyLand February 21, 2018
