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condom, as used by americans (and perhaps by other English speakers) until the 1950s. Condoms were originally sold only at pharmacies, usually kept hidden under the counter.
It was often a mark of masculinity for a young man just to keep one in his wallet and show off the "ring" outline.
When condoms became readily available, and commonly marketed, the current usage became more popular, eventually making "cundrum" virtually archaic.
The grounds in lover's lane are full of used cundrums.
cundrum by Joey Petito September 25, 2005
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Condrumacopia - George W. Bush 

Commingling of the words Conundrum & Cornucopia. A virtual unlimited problem set.
Our involment in Iraq has presented George W. Bush a conundrumacopia of possibilities and opportunities.
Someone that takes in as much semen as they possibly can, they more than likely really love the taste of it. Either in the mouth or by way of other holes they may have in their body. Also known as a whore, slut, hooker, dirtyleg, or split tail.
Man I saw that chic with three dudes last night, she is a total cumdrum. That bitch is a freaking cumdrum, she swallowed every drop of my load.
cumdrum by jeremy sandifer February 15, 2009
The result of intense face fucking causing semen to be forced through every orifice in the human skull.
Your sister wouldn’t let me stop pounding her face until she was cumdrum and all drizzly!
Cumdrum by Tezzlha April 3, 2021

Cuntrump 

The cheetoh in the White House who never learned about checks and balances while wiping his ass with golden toilet paper at private school; whom in no way shapes foreign policy or represents the office of Presidency. Instead this orange bagged junk is more representative of a cunt with an ass.
Cuntrump walks big, and carries a light shtick.

-or-

Cuntrump just openly admitted to sexual assault, no way he gets elected!

cundrumhead 

a person that exhibits behavior that is a bit idiotic and goofy at the same time while not being offensive...just stupid and without thought fot another
a cundrumhead is a person that does not replace the last roll of toilet paper, a person that leaves a shared car with no gas in it..a person that eats the last piece of shrimp in a shrimp cocktail..a person that leaves their toothpaste in the sink after brushing their teeth..
cundrumhead by kajkajdonut September 3, 2009

cundumdrum 

A huge amount of matter that is ridonculous
there is a huge cundumdrum of ppl i cant get through
cundumdrum by nelly wilson January 4, 2008