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Are cassie and diddy dating 2016

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Diddy and the "Me & U" singer, 29, who've stayed private about their romance for the most part, have been dating on and off since 2007.

” While neither have confirmed the news themselves, Ventura posted a photo on Instagram Sunday of herself leaning up against a car with Diddy by her side.

Getty Images Diddy has five children with three different women, but he has yet to make it down the aisle — until now, possibly.

He at least seems to have taken the first step: He gave his girlfriend a giant diamond. Read Full Story Diddy and Cassie have been doing the on-again, off-again thing for a while now.

There’s also been some chatter about Diddy getting to close to his VP Ericka Pittman. She was absent from ALL of Diddy’s birthday festivities and the one acknowledgement of his birthday she gave was a friendly Instagram shout-out that’s since been deleted.

Are Diddy and longtime girlfriend Cassie Ventura engaged? There again was a blinged out bauble on her finger.