Diggy Simmons has grown into a young man before our eyes.
Who knew that he would rise to fame and musical relevancy so swiftly? We did!
Watch Out Now! Diggy Simmons Hints At Next Career Move
When we watched his interactions with his siblings on Run’s House, Diggy was a mystery – undoubtedly very intelligent and handsome, but kind of quiet and inhibited compared to his brothers, Jo Jo and Russell, and his sisters, Angela and Vanessa.
Still, at 18 Diggy has managed to accomplish so much in the spotlight – three mixtapes, one album, a spot on XXL’s 2010 Freshmen list, and one of Billboard’s Artists To Watch 2011.
He’s performed at the BET Awards, killed a few vets in a cypher by way of his charm, and has millions of teenagers and adults shouting the lyrics to his infamous “Copy, Paste.”
That’s not all! We could go on and on about how amazing Diggy is but honestly, we think you guys already know. Even Kanye West ranted and raved about how fresh Diggy is, all the way back in 2010!
VIDEO: Diggy Simmons “New God Flow” Freestyle
It is our pleasure to wish Diggy a very Happy 18th Birthday! Celebrate the young mogul-in-the-making by taking a look at his transformation from age 11 up until right before 18.
How Adorable!
Diggy and his pops Rev Run were caught having some fun at the Rush Philanthropic Arts Foundations Youth Holiday Party. This is back in 2006 when little Diggy still had his braces on!!
Diggy & The Fam!
Diggy makes a funny face as he, his mom and dad, Angela, Vanessa, Russy, and JoJo pose at MTV’s TRL in 2006. He was always a cute little kid!
Gold All On My Chain
Diggy began to show the first signs of his love for fashionable accessories way back in 2007! He and the fam were spotted hanging out at MTV’s TRL in light of their popular show Run’s House.
Diggy Steps His Fashion Game Up!
At just 14 years old, Diggy is spotted rocking a pretty clever outfit! As he posed and showed off his unique style at the 2009 Mercedes-Benz Fashion Week, we all had to wonder what Diggy had in store for us in the near future.
How Handsome!
Still dealing with the removal of his braces, somehow Diggy started looking like a mature young man right before the world’s eyes! He was just a 15-year-old kid at the time, but was gearing up to make some major moves musically.
A Young Man In The Making!
Diggy also followed in his sisters’ footsteps by breaking into the fashion industry. Even as a very, very young kid on Run’s House, Diggy displayed his love for sneakers.
At age 15, his love for style came into fruition and he started his own sneaker line called Chivalrous Culture.
Loving His Style!
Diggy Simmons has friends in high places and he’s always showed them love! Here, he is pictured attending Justin Combs‘ 16th birthday party in a casual, yet dope, outfit.
Respect My Swag!
At 16, Diggy was accepting his newly acquired spot as one of the great new talents in the music industry – here he is at BET’s 106 & Park, turning into the young man we love so much.
Diggy Simmons – The Musical Charmer
Diggy attends the 2011 BET Awards – reminding his fans and critics that he ripped a few veterans at the same awards show, just one year before!
Almost Grown!
At 17-years-old, Diggy was a product of his good sense of style and his ability to charm the ladies.
He’d grown into himself and killed the red carpet every time he set foot on one, as well as gained the respect of many notable hip-hop veterans!
Photo Credit: GETTY
