cucumbering 

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.

cucumbering by @AronymouslyGay December 7, 2015

Cucumbering 

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

Cucumbering by Jimcucumberbatchman March 27, 2017

cucumbering 

to finger someone, to be fingered

1)He was cucumbering me while I was against the tree.

cucumbering by laura =) May 16, 2006

cucumbering 

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

cucumbering by Lee-bay April 13, 2009

Cucumbering 

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.

Cucumbering by LargeLoad22 May 21, 2018

Cucumbering 

“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”

Cucumbering by UncleChungus June 7, 2019

Cucumbering 

When you're talking with someone and suddenly the conversation turns extremely dry and you lose all interest in them.

I went on a date with this guy and everything went well until he started cucumbering me.

Cucumbering by The cucumber September 22, 2020