1) A person that works in a malicious and sinister way, to his/her own end, not caring who it affects.
2) A person that acts in a sneaky or conniving manner, to further their own ends, to the detriment of others and, all the while, denying any wrong-doing.
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.