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1.
Semi-Disparaging term for any person with the name of Jay or Jason.
Jayboy is smoking.....again!!
Where is Jayboy?
Jayboy are you coming down the tiger lounge?
by Biggie January 03, 2005
 
2.
When a male shaves his pubic hair into a solitary vertical line, leading down to his penis.
john: Dude, how's it hangin'?
Jason: Not bad man, shaved myself a Jayboy, its kinda itchy.
by xndrh1 January 09, 2009