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conundrum

A difficult problem...often used in matters of the heart. The ability to appreciate what you have and want to do well by it, and the overwhelming emotion towards someone else, that feels too good to ignore.
I love my partner for all the wonderful qualities they possess and for the unconditional love and support they provide.

What is lacking however...I've found in you. What a conundrum....now what?
by Whiskeybent September 23, 2009
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concusterbation

when a guy is masturbating and his hand slips off his penis and hits him in the head giving him a concussion
self explanatory " concusterbation"
by chanchan14 May 5, 2011
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condundrum

Having a really good shot at getting some pussy but not having a condom and no way of getting one.
We were parking on lover's lane and my date was so wet she was foaming.She was ready to yield that thang to me but I didn't have a rubber. What a condundrum!
by wolfbait51 April 22, 2011
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cosby conundrum

When it is hard to dislike a well known and generally revered actor or artist when they are exposed for sexual assault.
“Did you hear that Kevin Spacey was just accused of sexual assault.?”
“Aww but I liked Kevin Spacey, wait doesn’t he have his own charity?”
“Well I guess he rapes but he saves, it’s the Cosby Conundrum all over again.”
by Yah Boi 89 November 3, 2017
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conundrum

A difficult and confusing problem or question. They'll piss you off and are often found in crossword puzzles.
Before he could even finish reading 17 across, Sean realized that the cruciverbalist otherwise known as Brandi had answered the conundrum in the white and shaded squares.
by medium sean February 14, 2012
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Orgy/Vomit Conundrum

The Orgy/Vomit Conundrum, coined in 1963, is the predicament in which one finds that the point of inebriation where it is possible to overcome the social barriers and anxieties in order to suggest that people in a given space engage in an orgy is also the physiological state or tipping point at which vomiting is likely to occur. In essence, you can only suggest that an orgy is in order when you are so drunk that you're bound to vomit and ruin any reasonable chance of carrying out said orgy.
by teeveeglare May 19, 2008
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Conundrum

n. Origin unknown. 1. A kind of riddle based upon some fanciful or fantastic resemblance between things quite unlike; a puzzling question, of which the answer is or involves a pun.

Or pun ambiguous, or conundrum quaint. --J. Philips.

2. A question to which only a conjectural answer can be made.
Do you think life is long enough to let me speculate on conundrums like that? --W. Black.
by Conundrum August 12, 2002
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