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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

anal cunumdrum 

When an object is lodged in ones rectum, and one cannot remove it.
Guy 1 : OH NO!! I HAVE A BANANA IN MY ANUS!!! IT WON'T COME OUT! THIS IS HIROSHIOUS
Guy 2 : This truly is an anal cunumdrum

Jarsquatter
anal cunumdrum by dr-rapeface July 13, 2011

condundrum 

Having a really good shot at getting some pussy but not having a condom and no way of getting one.
We were parking on lover's lane and my date was so wet she was foaming.She was ready to yield that thang to me but I didn't have a rubber. What a condundrum!
condundrum by wolfbait51 April 22, 2011
A problem or issue one deals with as a result of their own dim witted actions. A bad situation created by one's own stupidity that is often difficult to navigate.
Meg is in a quite a codumdrum because she is broke after spending all of her money on drugs and getting fired for being high at work.
Jill needs a ride to the store for beer because she lost her liscence from a dwi, what a codumdrum!
Codumdrum by JmuthafukinKroh October 29, 2019

parallel of the condundrum 

Something to compare something else, as well as emphasising a point
You must circle in black and white, as this GCSE revision is the parallel of the condundrum in your life! - said the teacher

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