Finch: bro andrew is so annoying, he's the worst friend ever
tyler: then unfriend him?
Finch: no.
tyler: ur in The Finch Dilemma
tyler: then unfriend him?
Finch: no.
tyler: ur in The Finch Dilemma
by deadbunniegf May 22, 2022

The good-option dilemma is that typical scenario where—for example—some evil authority figure holding you hostage gives you two options: one where you suffer the most and the other where you don't suffer as long as you give them what they want. Obviously you pick the second option out of desperation, but the dilemma here is that no matter what option you choose, in the end the evil figure will still make you suffer (typically by being killed or watching your loved ones die).
I had a good-option dilemma today where my computer's SSD got corrupted and I either had two options: wipe everything and do a clean reinstall of Windows, or pay a few hundred bucks to have some specialist recover the contents. So I paid for the recovery but the people shipped back the wrong drive with somebody else's files! So in the end, I had to wipe my drive no matter which option I went for. This is the good-option dilemma in a nutshell.
by Mary Mary Quite The Contrarian December 26, 2021

The situation one faces when deciding whether or not to stroke and if so, for how long. It is usually present when another more important activity should supersede stroking, but one wants to make time for stroking nonetheless. It is more commonly encountered during the day (when one has more to do) than at night for those who are not nocturnal.
I resolved my stroker's dilemma by affirming to myself that it's a normal and healthy activity - like eating or sleeping. I'll catch the next train.
by goyo May 2, 2017

The known sentiment that there is a 50/50 chance of a word's definition on UD either being mildly amusing or critically unfunny.
Tom: Bro! I just looked up a word on Urban Dictionary
Michael: And as such you have fallen into the Urban Dilemma
Michael: And as such you have fallen into the Urban Dilemma
by KeinDragon September 8, 2020

A situation in which a group of people must determine whether or not a controversial artist can be separated from their art, which usually depends on the severity of their crimes/the quality of their work. This term was coined from a meme making fun of DaBaby, stating that he is “not a talented enough to be separated from art.”
by Irno December 1, 2022

Situation in which a person of higher authority (I.e. teacher, manager, boss) decides to sacrifice said authority for the sake of being liked or relatable. Often a pushover that would rather be liked than respected.
by SpongeBob Squaredude April 28, 2021

DRAMON: AYE YO NIGGA I WUZ KICKIN IT WIT DEEZ TWO THICK ASS WHITE BITCHES BUT THEN THEY PUT ME IN AN ASS DILEMMA AND I WAZ THEIR TRYNA FIGURE OUT WHAT ASS I WANNA FUCK FIRST, SHIT WAS SO HORD IT WUZ LIEK AN SAT UP IN DIS MUHFUCKA!
Tom: Whoa man that's sick, I 'm very intrigued!
Tom: Whoa man that's sick, I 'm very intrigued!
by Cartah Hoffah March 26, 2016
