Cassie was 19 years old when Diddy signed her to his record label, and soon she was dating her boss. In 2016, sources told TMZ that Cassie had tried to dump Diddy, only for him to flee with her phone because he reportedly suspected her of cheating on him. The cops got involved when Cassie’s mother became concerned enough to call them, but no charges were filed — and Cassie didn’t succeed in leaving Diddy.
Two years later, Cassie ditched Diddy for good. LoveBScott claimed that she was unhappy because the rapper had been spotted with two other women, models Jocelyn Chew and Gina Huynh. Cassie raised a few eyebrows when she wrote the words “F*** these h***” on her Instagram Story not long after the breakup. However, she showed Diddy some love one month later with another post reading, “Happy Birthday, King!”
Cassie remained tight-lipped about her relationship with Diddy for many years after their breakup. However, in a 2019 Instagram post, she did reveal that there was a time when she wasn’t in the best frame of mind while dating him. The post included an image of Cassie sitting in a window seat and smoking as she gazed outside. “This photo was of me in NY on May 31st, 2017,” she wrote. “I feel sad for the girl in the picture because I know the personal demons she was battling.”
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