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Cuntundrum 

1. An unsolvable issue or problem with your wife or girlfriend.

2. A catch-22 involving a woman
That's quite a cuntundrum. I'm glad I'm not in your shoes.
Cuntundrum by fullaflex March 21, 2011

cunundrumucopia

Commingling of conundrum & cornucopia that specifically relates to having an abundance of problems or issues.
George W. Bush has found himself in a cunundrumucopia since we went into Iraq.
cunundrumucopia by Roger Halunen January 15, 2006

connundrum

America is in a Trump (connundrum)
connundrum by Sparkle Fart September 21, 2017

Cumnundrum 

When you have to think too hard about where to deposit your own semen. Or as I like to say: "When you really, really aren't sure where to put your slick little boys!".
"She told me she was on the pill, and yet I should have been wearing a condom anyway, and then she kept saying 'cum inside me!, cum inside me!'". It was quite the cumnundrum.
Example two: I started jerking off watching porn in my grandma's basement, and right before I was about to cum I ran into the bathroom for some toilet paper and I realized my grandfather was in there with diarhea. Dude, it was quite the cumnundrum.
Cumnundrum by Scooby Blue June 8, 2009

cuntnundrum 

when a priest is caught having sex with a nun, and he has to save face with his parish community
Father O'Thomas sure got himself into a cuntnundrum when he had sex with Sister O'Hillary Shea during bingo last night.
cuntnundrum by MillsFokk August 25, 2009

cuntnundrum 

Noun; A decision that precludes one from getting any pussy that night.
Dude 1: Man, I've got this awesome gig tonight across town, but my girlfriend is just getting back from a week-long business trip and is she going to be horny. I want to bang the hell out of her, but this gig could be our big break and if I go there's no way I'm getting any! What do I do?

Dude 2: Dude, that's quite the cuntnundrum.

Dude 1: I've got a final in the morning and the old lady wants to get it on. If I bang her brains out the way she likes it, I'll crash for sure and fail the test.

Dude 2: Last time I was faced with such a cuntnundrum, I banged my old lady and then begged for an extension.
cuntnundrum by Paddyoski April 23, 2008
More from Urban Dictionary
anyone who succeeds in disgracing/over indulging themselves in the throws of clubland
28 hours and 4 clubs later, gurning for england but still refusing to go home - a total wrongun!!
wrongun by bevvers March 21, 2007
Word of the Day on October 8, 2026

square grouper

Nickname given to bales of marijuana thrown overboard or out of airplanes. Origin is reportedly from members of the US Coast Guard in the area of Southern Florida.
"Base we've got some square groupers floating outside of Miami harbor."
square grouper by slipsheet November 6, 2004
Word of the Day on October 7, 2026
A girl who does ballet and only talks about ballet. Her schedule is filled with dance classes which does not allow her to do any other activity.
"Hey, do you know that girl Sally?"

"Yeah, she's kind of annoying. All she ever talks about it ballet."

"Wow, what a Bunhead."

"Hey Sally, you want to hang out this weekend?"
"I can't, I have dance."
"You're such a Bunhead."

"Yeah... I know."
Bunhead by Jen00 October 24, 2014
Word of the Day on October 6, 2026

trucker's tan 

A sunburn or suntan focused on the left arm. It is caused by the left side of the body being the only half that gets exposed to sunlight while driving. Presumably, it would be located on the right side of the body in countries where they drive on the left side of the road.
I had a trucker's tan after driving for 10 straight hours on a sunny day.
Word of the Day on October 5, 2026
The phenomenon where adults salivate at children's toys
Every time I walk into the toy aisle, I catch myself kidulting over the latest action figures and LEGO sets!
kidulting by Emotional Cruiser October 12, 2025
Word of the Day on October 4, 2026
British slang for a scientist or technical expert, esp . when the speaker is not certain of the expert’s specific field of study. Not necessarily derogatory, but typically used by persons without a technical background. In the US, the equivalent would be “egghead”, “squint”, or “geek.”

Origin of the word is unknown. Started sometime in World War 2. Given the typical evolution of British slang, could easily have started because what these experts did was confusing or “baffling” to the common person.
According to the boffins downstairs, the murderer used a serrated blade.
Boffin by Agnon February 11, 2023
Word of the Day on October 3, 2026
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