When a relative's girlfriend is swaddled in your bed yet somehow you're able to penetrate her anally okay
Monica ran out of here real fast the other morning after he pulled the sleeping Leroy
Don't try the sleeping Leroy or she will never come back
Don't try the sleeping Leroy or she will never come back
by 🔥FiReSpAnK🔥 May 14, 2021
Get the sleeping leroymug. by Ziver February 16, 2014
Get the leroy jethromug. Another term for Jim Crow, the stereotypical name for urban African Americans who just don't know how to act.
Person 1: "Aye Pookie! Go tell that Leroy Jackson nigga to get ova here and fix dat damn pipe!"
Person 2: "Alright Mama!"
Person 2: "Alright Mama!"
by hk_dj February 23, 2009
Get the Leroy Jacksonmug. The act of performing a stunt similar to the above mentioned Leroy Jenkins video. To rush into a battle with extreme excitement, even when it is highly probably that you will lose due to the fact that you are vastly outnumbered.
CofC Student #1: Dude, I'm gonna run in there and steal one of the Citadel cadet's hats.
CofC Student #2: You don't stand a chance! There are 20 cadets in there, plus one of them is standing right next to all the hats guarding them. It would be totally Leroy Jenkins of you!
CofC Student #2: You don't stand a chance! There are 20 cadets in there, plus one of them is standing right next to all the hats guarding them. It would be totally Leroy Jenkins of you!
by Aaron D. Edwards September 25, 2005
Get the Leroy Jenkinsmug. Like a wet Willie. but instead of wetting ones finger with one's saliva and sticking it into anothers ear. You stick said finger into the anus of said person.
I gave Bobby a wet Leroy yesterday and I had corn under my nails after. My finger went in easy once the wind chimes on his ass got moist.
by Dirty Fluff January 22, 2010
Get the Wet Leroymug. 
by Big_Ginger December 7, 2022
Get the Popping a Leroymug.