Footage shows Sean 'Diddy' Combs allegedly assaulting Cassie Ventura in a hotel. ARTICLE Cassie Ventura met Sean 'Diddy' Combs in 2006, when she was 19 and newly signed to his label, Bad Boy Records. He was 36 at the time. They started dating shortly, Chris Brown latest celebrity to get name dropped at bombshell Sean 'Diddy' Combs trial along with mystery NFL player Cassie Ventura dated New York Post Womens Lipsy Chocolate Brown Floral Long Sleeve Ruched Jersey Bodycon Dress US 4 Diddy and Cassie relationship timeline based on testimony FOX 5 New York Nicole Brown Simpson's Sister Compares Diddy Trial to O.J. Simpson Case
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