Pandora's Box, which featured Louise Brooks as an amoral charmer, has topped the list of most sartorially influential movies of all time prepared by Turner Classic Movies.
The top 15 in chronological order are: Pandora's Box (1929), Letty Lynton (1932), It Happened One Night (1934), Pat and Mike (1952), Rear Window (1954), Rebel Without a Cause (1955), And God Created Woman (1956), Auntie Mame (1958), Breakfast at Tiffany's (1961), Bonnie and Clyde (1967), The Thomas Crown Affair (1968), Shaft (1971), Annie Hall (1977), Saturday Night Fever (1977) and Flashdance (1983)
Imdb.com reports that the notable is the 1950s and 1960s heavy lineup which perhaps makes some sense, as films were likely the dominant way style was passed from Hollywood to the masses.