Conundrum

A relationship that should be, but due to extreme complexities can’t quite be.

Jaime and Dani, man that relationship is a conundrum.

by anonymous March 12, 2022

Knevil conundrum

When you chance it by not wearing a condom for whatever reason and the chick gives you an STD.

Bro 1: GAWD IM STUPID! I should of wrapped it with Treniese! Thot gave me 3 STDs.
Bro 2: LOL you dumb fuck she is hawt and that pussy has been crushed like a monster jam. You got yourself in a knevil conundrum.

by Iheartgrandmaspussy March 11, 2023

<.7.9.7.6.>Prove That You Will Achieve Your Conundrums<.7.9.7.6.>

<.7.9.7.6.>Prove That You Will Achieve Your Conundrums<.7.9.7.6.>

<.7.9.7.6.>Prove That You Will Achieve Your Conundrums<.7.9.7.6.>

by Adujasty343 May 23, 2025

Condom Conundrum

When you know that shit doesn’t feel the same with one, but you’ve slipped one past the goalie in the past and you can’t tell her the last time you got your shit tested so she’s super gay about it and makes you wear a condom.

"When was the last time you got tested?"
"No clue."
"And you're already a dad?"
"Yes."
"Looks like we go a condom conundrum on our hands here."

by Old Bae December 3, 2017

The Bautista Conundrum

When a point guard’s duty is to always pass it to the open man, but the open man is Ben every play.

Why does Ben have 20 shots in the first half? Must be The Bautista Conundrum.

by BCLAXO December 9, 2021

Jimmy Kimmel Conundrum

No matter who you are and no matter where you are, there’s always a very small chance Jimmy Kimmel will appear and sexually assault you in moments notice.

It may have a 0.00001% chance of happening, but you cannot rule out the idea.

Jay and Jeff subconsciously sat with their backs facing the wall of the bar. With the Jimmy Kimmel Conundrum top of mind, they both agreed to have their eyes peeled on the door.

by Eddie Lacy's Cousin May 31, 2024

Conundrumous

For one to be able to cause a conundrum

Our dog is so conundrumous

by Minigunnar December 7, 2023