Hangin' with Leo!! (2000)

Sinopsis

The Unauthorized Documentary features never-before-seen video footage and photographs of Leonardo DiCaprio, his friends and family. For the first time ever, fans get a chance to see the real behind-the-scenes DiCaprio, out on the town and out on the prowl with his "Cat Pack" friends. Sneaky cameras follow the superstar all over the place: into the street, out on dates, out to play with his pals, and to the beach for a little rest and relaxation.