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Gangsta's Paradox

The theory that if you give a gangsta a three cornered hat, he will spend an infinite amount of time trying to find a good way to turn it sideways. This is the best way to create a perpetual motion machine.
50 Cent: "Damn, yo, I can't turn this three cornered hat sideways!"

Coolio: "You livin in a Gangsta's Paradox!"
Gangsta's Paradox by ncsmith October 28, 2009

Pervert's Paradox 

(1) As a dilemma: Whether it is worse to *find* porn so disturbing it requires eyebleach, or to be looking for it in the first place.
(2) As a trend: The more socially-accepted someone's fetish is, the less likely he or she is to talk about it in an online forum or community. This is because it is very difficult to start furry drama over and/or bawwww about "ordinary" kinks not being accepted. See also attention whore, babyfur, and bestialist.
(1) Ben: If rhinos don't want to be raped by elephants, then maybe they shouldn't dress so provocatively. (Picture of a rhino in panties.)
Houngan: I don't know which would be worse; that you made this picture or found this picture.
Ben: Top Google image hit for "sexy rhino."
Rywill: Turns out that finding it was worse.
Rimbo: That, or looking for it?
Ben: Wow, the Pervert's Paradox.

(2) The Pervert's Paradox is killing the furry fandom.
Pervert's Paradox by Adrimor May 21, 2009

Rupert's Paradox 

You find yourself in a situation in which you must have sexual intercourse with two females separately. The catch is that their collective age must equal 20 years. Thus, if one was 12 years old, the other must be 8 years old. If one was 19 years old, the other must be 1 year old, and so on. What do you do?
Rupert's Paradox has baffled the minds of scholars for years.

"I look to a day when people will not be judged by the color of their skin, but by how they respond to Rupert's Paradox."
-MLK
Rupert's Paradox by Napkin Gladwell September 8, 2011

Denny's Paradox 

When something is at the opposite ends of the spectrum, at the exact same point in time.

Derived from:
The vast difference in oral sensory information from eating a grand slam at Denny's when drunk at 3:00AM as opposed to eating the meal while sober. It is a paradox as the meal is both delicious and disgusting at the same time.
Guy1: Dude, I was so wasted last night! I went to Denny's and it was the best meal of my life!!

Guy2: I just came from Denny's and it tasted like complete shit.

Guy1: Wow thats like a Denny's Paradox!

Phillip’s Paradox 

When one has the desire to help a friend who has become unlikeable, but is battling with the desire to cut ties with a friend because they have become unlikeable.
Person 1: We should really give him some advice.
Person 2: But I dont wanna talk to someone like that.
Person 1: We’ve been caught in Phillip’s Paradox.

Breylon's Paradox 

When a usually speedy electronic device suddenly slows to a halt at the moment you need it most.
I tried to clock in on time, but the computer just stopped working, and made me 2 minutes late. This is the 3rd time I've fell into Breylon's Paradox this week.
Breylon's Paradox by KidNinjaGames January 28, 2015