Diggy’s Skateboard Swag

In the latest issue of Rolling out magazine, the youngest member of the Simmons family dynasty shows he truly is a 90's baby! Peep the stone washed jean jacket!
We got an exclusive behind the scenes video of the photo shoot inside

Diggy Simmons has a hot spread in the latest issue of Rolling Out Magazine.  The 16-year-old  is all grown up and prepping to drop his debut studio album Unexpected Arrival on March 20th (the day before his birthday).