In today's edition of Diddy on Trial, we unpack Casandra Ventura's cross-examination by Anna Estevao, one of Diddy's lawyers.

Sean "Diddy" Combs' lawyers will question R&B singer Casandra Ventura, known as Cassie, for the first time in his sex-trafficking trial Cassie is the prosecution's key witness and has testified graphic details of alleged sexual and physical abuse at the hands of Combs

Cassie Ventura is viewed as a “pioneer” of sorts, as she's credited with kicking off the legal case against Diddy with her lawsuit in November 2023 that alleged rape, violence

Cassie rarely mentions her family in the public eye, but after taking the stand in her ex Sean ‘Diddy’ Combs’ 2025 trial, her personal life made headlines.

Cassie Ventura has Sean “Diddy” Combs to thank, in part, for finding the true love of her life. Ventura’s husband, Alex Fine, was Combs’ personal trainer before he became Ventura’s trainer, which led to them falling in love.

Cassie Ventura took the stand in Diddy's trial and testified she received a $20 million settlement from a lawsuit filed in November and dismissed 24 hours later.

Cassie revealed Diddy paid $20M to end her 2023 sexual assault lawsuit. She is now detailing those same allegations at his criminal trial.

Cassie Ventura has claimed she was raped by Diddy at the end of her relationship with him. The singer also told a New York court that she endured abuse at the hands of Sean ‘Diddy’ Combs during the ‘freak-off’ sessions,