The level of coolness achieved by embracing an object or attitude that is deemed uncool or outdated by the masses.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.
by B.A.Cooper September 14, 2011

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