Who Is Cassandra Ventura? Ex-Girlfriend Of 'Diddy' Combs Apologised To Him Before His Court Verdict

Cassandra 'Cassie' Ventura is back in the spotlight as Sean' Diddy' Combs prepares to face his federal court sentencing on October 3, 2025. The hip-hop mogul recently issued a heartfelt apology just a day before the court verdict. It was specifically addressed to Cassie, wherein he admitted to his past wrongs and expressed regret for his behaviour during their relationship. The apology letter, now part of the court documents, has once again brought the spotlight to Cassie, who was once a significant part of Diddy's personal life.

Who is Sean 'Diddy' Combs' ex-girlfriend, Cassandra Ventura? 

Casandra Elizabeth Ventura, 38, is a well-known singer, dancer, model and actress. She was born in New London, Connecticut and took her first step in the music industry during the mid-2000s. Music producer, Ryan Leslie identified her talent, marking the beginning of a long career, following the success of her debut album, Me & U, in 2006. The album was a huge success, reaching the third spot on the Billboard Hot 100, making the way for her self-titled album, which climbed to number four on the Billboard 200.

Apart from her music career, Cassie has collaborated with major brands as a model. The list includes top industry names such as Calvin Klein, Adidas, and ASOS. She was even seen in films such as Step Up 2: The Streets and The Perfect Match. Cassie tied the knot with personal trainer, Alex Fine in 2019, and they share three children. However, amid all her songs, business ventures, and projects as an actress or model, it was her relationship with Diddy that is often remembered by fans.

Cassandra Ventura and her relationship with Sean 'Diddy' Combs 

Cassandra and Sean Combs first met in 2005, just after she began her music career. The duo's relationship became public in 2007 and lasted until 2018, affecting her career, personal life, and that of the Bad Boy Records founder. Throughout those years, the former couple was frequently spotted together at industry events. But things took a turn when Cassie shared that their long-term relationship came with challenges, mistreatment and lasting emotional scars. At the end, after a lot of emotional trauma, she ended her relationship with him in 2018 and stepped away from his shadow in every way. 

What are the allegations and court testimonies between Cassie and Sean Combs? 

Cassie re-entered the headlines when she publicly shared her experiences with Diddy. She opened up about the difficult pattern of treatment in their relationship, which left emotional scars in the media and court. Cassie discussed moments when she was controlled, mistreated and harmed. It included an incident from 2016 where she was seen in a troubling altercation with Diddy in a hotel hallway. The footage went viral in 2024, and she submitted a victim impact statement ahead of his sentencing, as reported by CNN. Sharing fears about her and her safety, Cassie penned in court documents:

"I am so scared that if he walks free, his first actions will be swift retribution towards me and others who spoke up."

Sean 'Diddy' Combs apologised to Cassie ahead of his hearing

Ahead of Diddy's hearing, he issued an emotional letter to the court. Inside the letter, she particularly apologised to Cassie. The rapper admitted the allegations against him and revealed he carries the weight of the 2016 incident every day. Diddy admitted he was 'dead wrong' for hurting someone he loved. He went on to say that, as a father, he would find it unforgivable if someone treated his daughters in the same way. NBC shared the letter, in which the rapper attempted to reconcile with his past as he faces the possibility of spending more than a decade behind bars. 

With Sean 'Diddy' Combs' trial around the corner, Cassandra 'Cassie' Ventura's is once again in spotlight. It will be important to see if she gives any reply on his apology or not.

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