Cassie and Diddy were first romantically linked around 2007 and their on‑and‑off relationship continued until their final split in 2018, so they effectively dated for about a decade.

Quick Scoop: Timeline of Cassie and Diddy

  • They met after Cassie signed to Diddy’s Bad Boy Records in the mid‑2000s, with romance rumors starting soon after.
  • The two were first widely reported as being romantically involved in 2007.
  • Their relationship stayed mostly low‑key and unconfirmed in public for years, even though they were frequently seen together.
  • Around 2012, they began openly acknowledging the relationship, appearing together at major events and being referenced as a couple in the media.
  • They continued in an on‑again, off‑again dynamic until they ultimately broke up in 2018.

Why people say “about 10 years”

  • Multiple outlets describe their romance as lasting “over a decade” or “about 10 years,” starting with their first romantic link in 2007 and ending with the 2018 split.
  • Because they never publicly detailed every breakup and reconciliation, most timelines round it to 2007–2018 as their dating period.

In short, when people ask “when did Cassie and Diddy date?” the usual answer is: from about 2007 until their final breakup in 2018, on and off, for roughly a decade.

TL;DR: Cassie and Diddy dated on and off from roughly 2007 until they split for good in 2018, a period often described as “about 10 years.”

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