The Youngest-in-Charge: On Wednesday, rap sensation Diggy Simmons Tweeted this photo of him with “Whip My Hair” singer Willow Smith, 9, with the caption “Future Meets Future.”

Diggy Simmons — the youngest son of hip-hop legend Rev. Run — inked a recording contract with Atlantic Records Monday, one day after celebrating his 15th Birthday. That’s impressive, considering the teen released his hit mixtape, First Flight, only a few months ago.

Now if someone could only come up with a deal for his wayward big brother, JoJo.