Categories Diddy and October Surprise 2024 June 20, 2025 – Testimony in the Sean ‘Diddy’ Combs trial Post author By Mike Nova Post date June 20, 2025 The jury saw messages between Sean “Diddy” Combs and his former girlfriend Cassie Ventura between March 12 and 14, 2017. Combs sent Ventura a hotel room number and then told her to call him.