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After all, it's totally possible he gave Cassie an actual proposal and we were privy to none of it.After what could amount to close to seven years of dating, it's obvious that they're both serious about their relationship, and if the ring is any indication, they're going to throw a seriously impressive wedding. During this time, Diddy heard "Me & U" in a club, and Leslie convinced him to partner his Bad Boy Records with Leslie's Next Selection imprint for the release of Cassie's debut album.Cassie's self titled debut studio album was released in August 2006, peaking at number four on the Billboard 200 chart and features the Billboard Hot 100 top three hit "Me & U", which became a major hit in 2006.

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It's not a big shock that Diddy's not into sharing the details of his relationship with the entire world...

Ventura said in an interview, "I rap, I sing, I do my R&B, I do my slow songs and stuff that the girls will love, I have a down South joint, I have a rock song that I did with my girls this band called Pretty Boys." To promote her album, Cassie performed on Total Request Live and 106 & Park: BET's Top 10 Live.

Her performances were described as "rocky" and "less-than-stellar", but Diddy said that it was due to her inexperience.

Is it possible this past weekend was the most dramatic relationship weekend of 2014 for Hollywood? Between everything that went down between Chris Brown and Karrueche Tran and the fact that reportedly Diddy and Drake got into a brawl in the wee hours of Monday morning outside of a Miami party, I can barely keep it all straight.

If you haven't heard about their fight, it allegedly started because Drake was flirting with Diddy's longtime girlfriend (and fiancée, it would seem), Cassie.

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  1. Apr 1, 2016. Diddy, meanwhile, has been dating “Me & U" singer Cassie Ventura on and off since 2007. The two reunited last November at the 2015 American Music Awards, where Diddy gave J. Lo a shout-out on stage. Both exes also attended The Perfect Match premiere on March 7, in Hollywood, and they were.

  2. Dec 8, 2014. Is it possible this past weekend was the most dramatic relationship weekend of 2014 for Hollywood? Yes, yes it is. Between everything that went down between Chris Brown and Karrueche Tran and the fact that reportedly Diddy and Drake got into a brawl in the wee hours of Monday morning outside of a.

  3. Casandra Elizabeth Ventura born August 26, 1986, known mononymously as Cassie, is an American recording artist, dancer, actress and model. Born in New London, Connecticut, she began her career as a result of meeting record producer Ryan Leslie in late 2002, who later signed her to NextSelection Lifestyle Group.

  4. Cassie Ventura in 2018 Still engaged to her Fiancée Sean Combs? How rich is she? Does Cassie Ventura have tattoos? Does she smoke? + Body measurements & other facts. Cassie Ventura with cool, beautiful, Fiancée Sean Combs. Who is Cassie Ventura dating in 2018?

  5. Aug 27, 2016. Sean Diddy Combs, Cassie Ventura. Jeff Vespa/Getty Images For GQ. What better way to win your leading lady back then by hosting an epic birthday celebration for her. That's exactly what Sean "Diddy" Combs did for his on-again, off-again girlfriend Cassie in honor of her 30th birthday Friday evening.

  6. Aug 28, 2016. The couple looked happy as they watched the show at Madison Square Garden, despite splitting up earlier this month after an explosive row which sparked a visit from police.

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