Fashion made its first splash in Hollywood back in the late 1920's with the MGM Costume Designer Gilbert Adrian, or more commonly known as Adrian. From 1928 - 1941 Adrian designed all costumes for MGM's leading lady's of film such as Greta Garbo, Norma Sheerer, & Joan Crawford. A perfect example of his genius with design is in the 1939 classic "The Women" staring Joan Crawford, Rosalind Russell, & Norma Sheerer. This all women cast shows how he could identify with each women's character and who they were and in so doing he created some of the most timeless and classic pieces to date.
Here is one design of Adrian's as worn by Joan Crawford
1932 MGM publicity still for "Grand Hotel"
Any movie from the dates of 1928 - 1941 will have wonderful designs in clothing that you can see where our fashions now have stemmed from.
One of my favorite movies is the first real movie about a girl and her love of everything shiny and fashionable, yes my friends I am speaking of the 1961 classic "Breakfast At Tiffany's" Staring the amazing Audry Hepburn.
The film showed how a modern woman in 1961 lived her single life in NYC and all the amenity's that came with it!
Costume Designer: Edith Head

Publicity still from Paramount Pictures 1961
"How To Marry A Millionaire" staring Marilyn Monroe, Betty Grable, & Lauren Bacall was a 1953 classic film wherein three women living in NYC band together to find men who suited there needs (Millionaire's)
Costume Designer: Edith Head

"My Fair Lady" Staring Audry Hepburn 1964
This is THE movie that got me into the fashion industry for the dress Hepburn wore in the horse racing scene.
The movie follows the story of a simple flower girl in Edwardian London during the early 1900's who is "spotted" by a professor and his cohort who take this simple flower girl with ill speech and make her a respectable lady.
Costume Designer: Cecil Beaton

Many Movies were made since and fashion has become more of a center for TV and Major Motion Pictures.
However these movies listed here will show you how we have gotten to where we are today and may give us some insight as to where we may be going.