Cuntinundrum 

A woman, usually in the work place or as a friend to one's girlfriend, who, by appearance, gives considerable effort in kindliness, work ethic, and "gettingshitdoneness" but is quite different in her approach to interpersonal relationships. These women can smile, be polite, and give no impression at all that she is actually speaking ill of someone. She is a master of deceit: her tactics typically involve cutting the smallest of corners or committing the most minute of infractions, but the little things tend to add up to a significant annoyance that, when complaints are made, are not taken very seriously.

What a cuntinundrum! She's nice, but isn't nice!

Cuntinundrum by Chenning June 28, 2011

Cuntundrum 

1. An unsolvable issue or problem with your wife or girlfriend.

2. A catch-22 involving a woman

That's quite a cuntundrum. I'm glad I'm not in your shoes.

Cuntundrum by fullaflex March 21, 2011

cuntnundrum 

when a priest is caught having sex with a nun, and he has to save face with his parish community

Father O'Thomas sure got himself into a cuntnundrum when he had sex with Sister O'Hillary Shea during bingo last night.

cuntnundrum by MillsFokk August 25, 2009

cuntnundrum 

Noun; A decision that precludes one from getting any pussy that night.

Dude 1: Man, I've got this awesome gig tonight across town, but my girlfriend is just getting back from a week-long business trip and is she going to be horny. I want to bang the hell out of her, but this gig could be our big break and if I go there's no way I'm getting any! What do I do?

Dude 2: Dude, that's quite the cuntnundrum.

Dude 1: I've got a final in the morning and the old lady wants to get it on. If I bang her brains out the way she likes it, I'll crash for sure and fail the test.

Dude 2: Last time I was faced with such a cuntnundrum, I banged my old lady and then begged for an extension.

cuntnundrum by Paddyoski April 23, 2008