Sean “Diddy” Combs and Cassie endured a tumultuous, decade-long relationship before calling it quits in 2018.
After the on-again, off-again couple ended their romance, Cassie moved on with Alex Fine.
The “Me & U” singer married the personal trainer in 2019, going on to welcome daughters Frankie and Sunny.
Diddy, for his part, went on to date City Girls rapper Yung Miami and welcome a baby girl with Dana Tran.
In 2023, Cassie felt “finally ready to tell [her] story” and filed an explosive lawsuit accusing the record producer of sex trafficking, rape and physical abuse, which he denied.
Take a look back at the exes’ time together below.
Back to the beginning
Diddy met Cassie in 2005 when she was 19, one year before the singer’s self-titled debut album was released under Bad Boy Records.
The rapper was in an on-again, off-again relationship with Kim Porter at the time, with whom he shared four kids prior to her 2018 death. However, the exes broke up in 2007 after he welcomed a daughter with Sarah Chapman.
That same year, Diddy sparked romance rumors with Cassie as the duo were often photographed on red carpets together.
Laying low
After many outings, the pair seemingly confirmed their romance by sitting side by side at Kanye West’s Paris Fashion Week show in 2012.
Cassie claimed in her lawsuit that around this time, she and Diddy were actually on a break and he was so “enraged” by her budding romance with Kid Cudi that he threatened to “blow up” the “Day ‘n’ Nite” rapper’s car.
“Around that time, Kid Cudi’s car exploded in his driveway,” Cassie’s court documents alleged — which Cudi told the New York Times was “true.”
Engagement ring rumors
Cassie and Diddy sparked engagement speculation in February 2014 when the Grammy winner posted a picture of a diamond ring Cassie was later spotted sporting.
“Baby do you like it?” he captioned the Instagram upload at the time. “I just want to get you wat [sic] you Like! I just wanna [make] you smile
