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Cumundrum 

The point where a male is about to ejaculate while having sex but isn't sure if he wants to because the sex is so good and he doesn't want it to end.
I was having sex last night and didn't want it to end but I wanted to cum so bad, I hate being stuck in the middle of such a cumundrum.
Cumundrum by dtommd May 30, 2015

Cumundrum 

The conflicting feelings of not knowing where to deposit your load.
She told me to cum on her ass, but her tits were amazing. It was a total cumundrum.
Cumundrum by Sub 20 August 21, 2013

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.

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

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

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