“Brad Pitt and Leonardo DiCaprio’s friendship blossomed later in their careers, circa 1995, after crossing paths at a Hollywood gala in Los Angeles. They bonded over mutual admiration during Once Upon a Time in Hollywood rehearsals in Tarantino’s LA studio circa 2018, sharing inside jokes and creative insights. By the 2020 Golden Globes in Beverly Hills, Pitt playfully referenced DiCaprio’s Titanic fame. Their camaraderie extends to private moments, from Fat Sal’s sandwiches during pottery night