Diggy Simmons is doing his thing on the Scream Tour. While stopped in Cleveland, he surprised a young fan with an iPad and two front row tickets to the concert. The girl’s classmates were treated to a pizza party also. The young lady, Kwynn, won the prizes from Diggy by entering into the “Diggy Jetsetters” […]

written by @itsthecaptain Meet Robyn and Her friend Caitlin, They are a couple of DIE HARD teenage Diggy Simmons fans! This is going farther than Just “I love him”…These young ladies got on a bus THIS MORNING from Chicago to Indianapolis, walked 3 miles from the bus station to the radio station and was thankfully […]

Diggy is indeed one of the hottest young rappers in the game. So we felt the need to test his knowledge. We had to know if one of the son’s of the Legendary Rev. Run had his hip-hop knowledge up to par. Check out the very first installment of what we call “Do You Know […]

HipHollywood got a chance to get a behind the scenes look at Diggy Simmons’ latest video while he filmed it in California. The video has a carnival theme and according to the teen sensation it will be one of the lead singles from his debut album that he says is “more than Hip-Hop.” “It’s just […]

Diggy Simmons recently spoke with TheUrbanDaily and his fans via live chat, and he talked about being the son of a legendary rapper, millionaire and preacher. Diggy readily admitted that he was always aware of his father Rev Run‘s fame as one-third of RUN-DMC, but isn’t influenced by Run as a rapper. But he did get […]

PRESENTS AN EXCLUSIVE LIVE VIDEO CHAT WITH DIGGY SIMMONS WEDNESDAY, OCTOBER 5TH – 7:ooPM EST Streaming by Ustream START SUBMITTING YOUR QUESTIONS TODAY JOIN US & STAY CONNECTED TO DIGGY SIMMONS Life of the Jetsetter – Official Blog Official Website Twitter / Facebook Submit your questions and comments for Diggy Simmons and make our exclusive chat […]

Looks like Black Womens new favorite piece of jail bait got a new lady on his arm...Picture inside don't be a grown heater

After touring with Janet Jackson, Justin Bieber and doing countless shows, Summer Jamz and Mall Appearances this quartet has the ladies in the palm of their hands!

Diggy Simmons was spotted on the set of his new music video “Copy & Paste.” The young rapper is photoed in a lab connected to a machine by wires. “‘Copy, Paste’ is about just giving an anthem to original people, innovators, people that feel like their style’s been copy, pasted,” Diggy tells Rap-Up.com. This is […]

Diggy Simmons has released his official first single titled, “Copy, Paste” off his Atlantic Records debut. The 16 year old raps about his clones and how they copy his style. Diggy has been labeled as a young star with swag and he gets pretty cocky on this track, bragging about his shoe game from Jeremy […]

Diggy Simmons just dropped a brand new track, “Click Clack Away” featuring his Atlantic Records labelmate Bruno Mars.  Diggy says the song won’t be on his forthcoming debut album.

While other celebrity kids insist on over the top Sweet 16’s with high profile entertainers as guests, Diggy Simmons settled for a fun night at the bowling alley with real friends and family members. Diggy Simmons And Rev Run Perform At BB Kings [VIDEO] Diggy Simmons XXL Freestyle