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This definition arose from the infamous Youtube between two battle rappers ENJ & NIKS. The guy who got punched in the face proclaimed, before he got dropped "Oh you mad cus im stylin' on you", hence forth it has been a powerful movement.

Some people claim it was first used by Biggie however, in the 21st century, it will always known as this.
Oh you mad cus im stylin on you
Stylin by Multiplexed December 30, 2006

Skyping with Grandma 

Masturbating, jacking off. a term used at military academies since theres not much female companionship and normally college students don't Skype with their grandparents.
Steve: Where's Joe been all this time?
Chuck: I don't know, probably Skyping with Grandma.
Steve: Wouldn't surprise me
Skyping with Grandma by steelerdan October 28, 2011
Skylan is a freaky, cute, funny, intelligent, girl with a great personality that's you can always trust and depend on when you need to talk to some but she does has a little attitude and the best body that you ever seen
Skylan is the best thing ever
skylan by Rawson Mack January 9, 2017

stylin on you 

Phrase used in an infamous rap battle that led to a fight. It is now commonly used to further anger a person who is not up to par with your style (or anything for that matter). Studies have shown that the use of the words 'Oh u mad' before the phrase further irritates the person.

see: u mad, cal is on me, o rly?
"Oh u mad 'cause I'm stylin on you!"
to use the skype program to video chat virtually online with friends
I love skyping with friends.
skyping by hott_and_dangerous December 22, 2010
Yo bro you mad?

-nah man why?

Cause im stylin' on ya.
stylin' by bobsmithistheman December 14, 2007