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

The Aquaman Conundrum

In film, books, and television, when the day can conveniently be saved by a very specific skill possessed by the protagonist.

See any Aquaman story where the world is saved by talking to fish.

Coined by Marc of Angry Puppy.

The film 10,000 BC had a bad case of the Aquaman Conundrum.

The Aquaman Conundrum by V. Ampersand August 24, 2008

dodo’s conundrum 

When you have the means to do something but still can’t do it. A dodo bird has wings but could not fly. Some would also describe this as not understanding why you can’t achieve a particular goal.

Giuseppe: I have done all the homework and been listening in class and gone to tutoring but i still can’t seem to pass the class
Amy: Wow it sounds like you’re facing the dodo’s conundrum

dodo’s conundrum by brosifer November 14, 2019

Coitus Conundrum 

When you are in a sistuation with two or more hot girls, and you can not identify the hotter girl or whichone you would sleep with.

Dave: Look at all these hot chicks!

Steve: Which one would you sleep with?

Dave: All of them.

Steve: Yeah, but if you had to pick just one.

Dave: ... (Coitus Conundrum)

Coitus Conundrum by Bagseven May 20, 2010

hipster conundrum 

The paradoxical concept that most hipsters now find themselves in - the fact that to be a hipster is to oppose all things mainstream, but now being hipster is mainstream.

Damn, I canz not be hipster anymore, too mainstream! Damm hipster conundrum haz I...

hipster conundrum by captain capable November 14, 2012

The Tarkov Conundrum 

You think it will be fun to play the game Escape From Tarkov, however, once you play it you realize it does not meet the fun expectation you had set for it.

"Man, I want to play fun Tarkov but I do not want to run into The Tarkov Conundrum."

The Tarkov Conundrum by DrCamel May 29, 2021

Maestro's Conundrum

The "Maestro's Conundrum" is an addendum to the Palma Sutra, the ancient vedic discourse on self-pleasure. The Maestro's Conundrum is when you weave your baton through the piano wires while the soloist plays Tchaikovsky.

Mr. Mozart: "For shame Wolfgang, what sounds are those? Are you not in tune?"
Wolfgang: "Why yes father, moreso than you could know."
Piano Teacher: "Fear not Herr Mozart, for young Wolfi has solved the Maestro's Conundrum"

Maestro's Conundrum by boatbutter March 27, 2008