Leo Was Once Part Of “The Pussy Posse”

When Leo was a young Hollywood star fresh off gaining Titanic fame, he was known to frequent the bar scene. He started regularly hanging out with the same group of guys when he went out, and they soon became known as “The Pussy Posse.” The group included Tobey Maguire, Harmony Korine, David Blaine and a few others. They would go out partying and look for women.

The antics of the group became so well known across New York City that New York Magazine ended up profiling the shenanigans in a 1998 profile article called, “Leo, Prince of the City.” A source in the article noted the group was, “all about seeing the girls.” Leo insists, however, that the partying with his crew never went beyond alcohol consumption, and sticks to his confession of never having done drugs of any sort.