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ironicool 

The level of coolness achieved by embracing an object or attitude that is deemed uncool or outdated by the masses. Striking the ironicool balance is a delicate proposition. Going overboard is quite common and frequently attempts at ironicool lead to failure when they appear to be forced or exhibit over-effort.

Not to be confused with hipsterism.
Check out that guy's "wolf howling at the moon" t-shirt. That things is crazy ironicool!

When did everyone start wearing boat shoes? I remember when they were ironicool.
ironicool by B.A.Cooper September 14, 2011
Related Words

ironicaphobia 

The fear of having an incredibley stupid fear.
People who don't fear, but certainly want to not be afraid of the number 13, pickles, and whistles suffer from ironicaphobia.

Ironicon 

A person or persons, event or object that becomes famous purely because they are so awful. The kind of celebrity, iconic status that comes from the whole world laughing at, not with someone or something.
Have you seen the angry redhead kid videos? He just might be the biggest ironicon of the month.
Ironicon by OziB September 17, 2010

Iranicopia 

Iranicopia by Kevin April 14, 2003

abandonware 

n. software that is no longer sold or supported by the original publisher / developer, often found as free downloads on the internet because it cannot be obtained elsewhere. Not legal, but often seen as morally acceptable because the company that made it is no longer selling the title, nor releasing it as freeware, therefore abandonware is "keeping the game alive", so to speak.
Doom II is not abandonware because id still sells it, while The Incredible Machine is not sold, therefore is abandonware.
abandonware by Spoom October 24, 2003
Word of the Day on July 11, 2026

Foot prisons 

Socks. Annoying, sweat-causing, non-barefoot enducing, everyday socks.
The first thing I do when I take off my shoes, is rip off the foot prisons I had to wear inside them. That's why I prefer flip flops, even in winter!
Foot prisons by Jackalope Hunter December 13, 2022
Word of the Day on July 10, 2026