Beautiful Girls is a 1996 motion picture starring Rosie O'Donnell , Matt Dillon , Mira Sorvino and Natalie Portman . Beautiful Girls is a 1996 American film directed by Ted Demme and starring Matt Dillon , Lauren Holly , Timothy Hutton , Rosie O'Donnell , Martha Plimpton , Natalie Portman , Michael Rapaport , Mira Sorvino , amd Uma Thurman .