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A 16 year old rapper who has...interesting swag and an amazing smile.
Friend #1: Oh, that's Diggy Simmons?

Friend #2: Yep.
Friend #1: He is soooo cute.
by Sky Phillyyy...:) August 09, 2011
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Jun 6 Word of the Day
A man who messes around with other men, but no one would ever know by looking or talking to him. Used by gay black men to identify masculine gay men or DL Brothas.
"I am going to the mall to look for some trade"
"The club was packed with trade, honey"
by Darren December 03, 2004
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2
a 16-year old rapper whose father was a part of run dmc. became well known from his family reality tv show run's house. but he is now making a name for himself and he has reached a million folllowers on twitter, been on three tours in less than a year, sold out show, and his highly anticipated album "unexpected arrival" comes out on march 20th, a day before his birthday. with his fans the "jetsetters" behind him, diggy is going nowhere but up like jetsetters do!
Fan "Did you hear that song "do it like you" on the radio?"

Fan B - "Yeah. I did"

Fan "Isn't it amazing it is by Diggy Simmons?"
by fangirl March 04, 2012
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