A one eyelashed teacher who is a bitchy roach
“Dude Cunningham is such a roach

I know man she only has one eyelash
by Ihaveeyelashes69 November 16, 2019
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A mid thirties guy who drives around in a creepy molester van looking for "Deals."
Paul Matysek decided not to come into the office today he decided to pull a Cunningham...
by Extremely Concerned Parent April 16, 2008
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When you fuck your mom and she can deal it in their toe and she has massive orgasm
Cunningham: A way of telling your mom I love you

"Mom it's ok I know I'm very deep in but do scream that loud ."
by _lmc._ November 30, 2016
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the best way to get the right answer on the internet is not to ask a question; it's to post the wrong answer." The concept is named after Ward Cunningham
Person 1: hey bro the awnser for question number 6 is b.
Person 2: No its not! Its A.
Person 1: thank you, Cunningham's law strikes once more!.
by Pena3368 February 20, 2020
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Someone who is sexual pleased by tongs.
Woman: Hey did you bring the tongs?
Man: Hell yeah baby, you know I'm a Jack Cunningham!
Woman: *orgasms*
by yourboybd May 21, 2018
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To have intercourse while wearing only a sweater and sox, the way Ritchie used to on the classic "Happy Days."
Mary-Beth Allen insisted that Ritchie Cunningham take off only his pants and tighty-whiteys when they screwed. She insisted it made his Pinky Tuscadero seem almost twice as large. It soon became all the rage, thanks to the graffiti on the ladies room wall.
by Pantaloon January 28, 2008
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The worst place ever, and if Mr. Melore and Ms. Schnell isn’t reading this FUCK YOU. This is the worst middle school located in Brooklyn, New York. This is a prison and is actual HELL If you go here I feel sorry for you.
Dick head: shit you go to Is234 Cunningham? Damn I’m sorry for you.

Me: Yeah man Cunningham is the worst school ever
by Cunningham Whore December 16, 2019
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