His Mom And Grandma
Initially, it looked like Leo managed to stay grounded and humble. He would take both his mother and grandmother as his dates to movie premieres. It was said that the actor wanted to give them what they deserved. After all, they were the ones who supported him and drove him to auditions in the past.
Living It Up In LA
However, Leo started to get into the Los Angeles party scene. We all know that he ended up playing Jay Gatsby, although this happened later in his career. He was quite similar to the fictional character as he attended the wildest events in the area. But the music and drinks had not been his primary motivation.