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paranundrum 

A situation of twisted circumstances where you are unhappy if you do the right thing and you are equally unhappy if you do the wrong thing.
"Dave" loved his girlfriend, but he also loved the things this other girl would do for/to him. If he stayed faithful, he'd miss his opportunity for a wild hook up. But since the other girl was his girlfriend's sister, if he took advantage of the hook up he'd loose his girlfriend. Dave is in a sexual paranundrum.
paranundrum by Jaysmeeezy April 26, 2006
Related Words

pornundrum 

when you can't decide what kind of porn to watch and/or masturbate to. derived from the word conundrum
i can't decide between big breasted bimboes the double dequel or asian cream pies. what a pornundrum
pornundrum by assy mcsluttyballs December 21, 2009

pronundrum 

The potential opportunity created by a confusing or illogical problem; an attempt to fabricate an opportunity where one is actually highly unlikely/ impossible;
fabricated opposite of conundrum;
While locking your car keys inside your car is a conundrum, claiming that you can take some action to resolve the situation would convert the situation into a "pronundrum".
pronundrum by Reubarbarian May 3, 2011