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
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 January 24, 2012
A fun word to say that describes your friends constant on and off relationship with a girl. Usually is used in replacement to the girl's name
DJ, I'm serious as much as you want me too i am not going to help out with the conundrum that is your ex.
by Brycemiller January 17, 2009
1. answering someone with a pun

2. a dilema of some sort, can't be answered

also see <b>kunundrum</b>
The answer to the cure of aids is a conundrum.
by kdv June 28, 2005
The state occurring when a delight conflicts with a concurrent displeasure.
I am often faced with a conundrum when my second head begins pleasurably licking my genitals, while my first head's tongue senses an immense funk.
by Vanderjacked May 27, 2009
It is the state of being in which a person is faced with multiple choices and cannot decide which path to go down.
There was Pepsi, and there was Coke, and then there was the ever alluring RC Cola. I was conundrumized.
by Ben Gunby November 20, 2008
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