This is where someone takes their foot (with or without shoes) and places it rapidly and firmly against your genitalia in a manner to cause the person who owns said genitalia excruciating pain which may or may not lead to things like; crossed eyes, loss of breath, crying like a baby, anger, confusion, thoughts of random animals and soreness through out the middle abdomen.
Matt was kicked in the jimmy by his girlfriend Sue because she found out he was cheating on her.
by MR34 August 6, 2014
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A game played to test the personal threshold of pain. Also known as "Kick me in the Jimmy" Or "Jimmy Kick". The male seeking to master pain tolerance will ask another person to "kick me in the jimmies." That person will then kick the kickee multiple times in the crotch. The kicking only ceases when the kickee (one being Kicked) gives in.
Stevo from jackass asked an entire fourth grade school class to line up and kick him in the jimmy one by one, as hard as they could. They kicked and kicked, "Kick me in the jimmies!" he cried.
After 14 kicks, a skinny, blond girl ran up to him and smashed her foot into his crotch as hard as she could. A soft crunch was audible as Steveo sunk to the ground with a whimper.
by Sabrina66 October 25, 2007
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Today is the day you kick a guy named jimmy!! Have fun
Someone: TODAY IS NATIONAL KICK A JIMMY DAY!!

Friend: YESSSS, LETS GO BEAT THE SHIT OUTTA HIM
by Kick a Jimmy Day November 3, 2019
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