Top definition
Inserting a cucumber into a vagina or anus, or both.
A good cucumbering is just what the doctor ordered, Ronnie said as he took that grandma's ass to double pound town.
by @AronymouslyGay October 15, 2015
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May 15 Word of the Day
A few weeks ago, no one had “cheugy” in their vocabulary . Now everything is saturated with the word. It’s in our heads. It’s in our homes. Everyone is asking: “Am I cheugy? Am I a basic ass bitch? Am I GUILTY of being cheugy?”

The proliferation of cheugy in the mainstream discourse can only be attributed to one source: mental terror. It’s an orchestrated psychological trap to make you question your tastes and interests in the eyes of others.

You are not a cheug. YOU’RE PERFECT!!!!

It is very suspicious that the cheugy mascot is a Minion, a literal cyclops, a deformed
yellow panopticon in overalls ... do not let the all-seeing eye to control you. Be vigilant. Resist cheugy psyops.
Becca is another victim of cheugy psyops. I saw the garbage truck take all her Ugg boots yesterday. She even removed “I LOVE The Office!” from all her dating profiles. She’s unrecognizable.
via giphy
by Callmemaybe69 May 12, 2021
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2
To get a cucumber and forcefully shove it up a hole on a humanoid and wiggle or rub in a up and down motion until it is very moist then licking it
I told the alien cucumbering was fun and he said he wants to try it
by Jimcucumberbatchman March 27, 2017
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3
1)He was cucumbering me while I was against the tree.
by laura =) May 04, 2006
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4
When a girl using a cucumber to pleasure herself and follows it by eating the cucumber.
Guy 1: Hey. See that half eaten cucumber over there?
Guy 2: Yeah. What about it?
Guy 1: Meghan cucumbered with that.
Guy 2: WHOA! You mean to say that was used for cucumbering!?!
Guy 1: You got it
Guy 2: Oh god I had a few slices of that in my salad
by Lee-bay April 13, 2009
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5
“Cucumbering” or “To Cucumber” is to Relax so well that you are mistaken for the garden vegetable.
Oh snap is that a cucumber

“nah that’s just John”

“man he is really Cucumbering hard”

“Where were you last night?”

“Oh I was at the crib Cucumbering”

“I’m about to cucumber until the sun comes up”
by UncleChungus June 07, 2019
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6
When a man rests each ball on each eye of a girl, like a cucumber slice
She said her eyes hurt after we tried cucumbering.
via giphy
by LargeLoad22 April 04, 2018
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