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when did diddy date cassie

Diddy (Sean “Diddy” Combs) and Cassie (Casandra Ventura) were first linked romantically in 2007 , and their on‑again, off‑again relationship continued until their final breakup in 2018.

Quick Scoop: When did Diddy date Cassie?

  • They were first rumored to be dating in 2007 , shortly after Cassie signed with Diddy’s Bad Boy Records and became a face of his Sean John fashion line.
  • Public reports often describe them as on and off from 2007–2018 , spanning roughly a decade.
  • Some outlets note that while rumors started in 2007, they were considered to be “officially” dating around 2012 through 2018 , reflecting when they were more openly a couple.
  • They finally split in 2018 , after which Cassie went public with trainer Alex Fine and later married him in 2019.

So in simple terms: Diddy and Cassie dated (mostly on-and-off) from around 2007 until their breakup in 2018.

Mini timeline

  • 2006 – Cassie signs to Bad Boy Records, releases hits like “Me & U.”
  • 2007 – They’re first romantically linked; she becomes a Sean John spokesmodel.
  • 2012–2018 – Often cited as the period when they were “officially” dating as a couple in public.
  • 2018 – Final breakup; Cassie later starts dating Alex Fine.
  • 2019 – Cassie marries Alex Fine.

Important context

Their relationship has since been discussed in a much more serious light. In November 2023 , Cassie filed a lawsuit accusing Diddy of rape and years of abuse during their time together, and later testified about the relationship in court. This has shifted the way many people talk about their past “celebrity couple” era, highlighting alleged abuse behind the scenes.

Bottom note: Information gathered from public forums or data available on the internet and portrayed here.