To take a simple situation and make it so painfully and horrendously awkward or (funny for spectators) that it reminds someone of Michael Scott from The Office.
Jeff told Sasha on the third date that he was madly in love with her. It was a mikestrosity.
when you're name is mike and you are completely retarded. You manage to spell simple wordswrong and you don't understand things until they are explained to you slowly, but everyone still loves you.
It is said of the situation where a person has the bad luck to make contact with his testicles against an undefined surface or object, intentioned or not.
Given the nature of the word, it is more appropriate to design cases where the interaction is made with a moving object, for example, a ball.
Although it is extremely painful for the victim, it tends to be considerably funny to people who witness it.
Today in the baseball game the pitcher took a nutshot; the baseball hit him in the nuts.
Man, I just watched the funniest nutshot video ever.