A situation where a guy has to decide between two or more equally desirable pieces of ass.

An occurrence that causes the penile instrument to lose focus, slacken a bit, and re-think its plan of attack.
Steve is in such a dick dilemma right now.
Yea I know, he's watching that Backstreet Boy video again.
by Penile Confusion November 3, 2005
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You learn one new fact (e.g. the scientific name of an insect...) and an old fact pops out of your head.
The "entymologist's dilemma" occurred to me when I tried to recall the term for the roll-around cart that you use to work under a car...(a "creeper" by the way). (don't ask me what the term was that dropped out of my head...!)
by chale March 29, 2004
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When a man (also but less often a woman) wants to receive oral sex from a sexual partner but knows they must go down on them to receive it, the oral dilemma is the situation and trade off created.
Hey man, how did u go with that chick last night did you get head?

Nah, I could've but I would of had to go down on her 1st, had an oral dilemma :(.
by Thisiscon October 25, 2009
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Derived from the quandary presented when defecating in a public bathroom and the toilet paper roll appears to be soaked in urine. The question of whether to wipe one's ass with a potentially befouled toilet paper or spend the day as a shit ass presents an existential crisis known as the Shitter's Dilemma so named by Plato in 351 B.C.
In practical usage since the time of Shakespeare it has come to mean any hard choice one faces.
My kids really needed food but I wanted the new Xbox, it was a real shitter's dilemma.

"To wipe, or not to wipe? That is the Shitter's Dilemma—Whether 'tis better to wipe my filthy asshole with this, Or to take an ass full of foul debris for a fortnight long." --Hamwallet Act 3, Scene 1
by sgt. roy batty December 17, 2021
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Derived from the quandary presented when defecating in a public bathroom and the toilet paper roll appears to be soaked in urine. The question of whether to wipe one's ass with a potentially befouled toilet paper or spend the day as a shit ass presents an existential crisis known as the Shitter's Dilemma so named by Plato in 351 B.C.
In practical usage since the time of Shakespeare it has come to mean any hard choice one faces.
My kids really needed food but I wanted the new Xbox, it was a real shitter's dilemma.

"To wipe, or not to wipe? That is the Shitter's Dilemma—Whether 'tis better to wipe my filthy asshole with this, Or to take an ass full of foul debris for a fortnight long." --Hamwallet Act 3, Scene 1
by sgt. roy batty December 17, 2021
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When someone smokes a lot of marijuana in combination with any kind of alcohol and pukes forever at the end of the night.

Drigh-Drunk and high
Yoo last night i smoked so much bud and drank like 6 beers. I got drigh as fuck when I got home I had a drigh dilemma and had to clean my toilet 11 times.
by Master Dudley July 23, 2012
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The eternal question- a 6 face and 9 body or a 9 face and a 6 body?
Dude I faced the 69 dilemma last night. Somehow I banged both though.
by ScorcherPanda May 25, 2014
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