1) Gentlemen Prefer Blondes (1953)
It was hard to pick just one Monroe title from Netflix's selection, but the iconic pink dress from the "Diamonds are a Girl's Best Friend" musical number makes this film hands-down her most stylish.
2) Funny Face (1957)
This classic, based on the life of Richard Avedon, sees Audrey Hepburn's mousy bookworm transformed into a glamorous model for the pages of Quality magazine.
3) The Graduate (1967)
While Mrs. Robinson's chic LBDs and to-die-for lingerie collection make the film a real draw for fashion lovers, Elaine's classic collegiate style and fresh-faced beauty inspire designers almost every season.
4) Valley of the Dolls (1967)
Despite its unsettling plot, Valley of the Dolls still captures the chic glamour of the mid-'60s in New York City.
5) Barbarella (1968)
As the sexy title character in this campy cult classic, Jane Fonda employs a killer pair of space-age boots to save the galaxy from the villainous Durand Durand.
6) Rosemary's Baby (1968)
Mia Farrow's tormented title character made pixie haircuts and babydoll dresses staples for stylish women of the late '60s.
7) Love Story (1970)
The epitome of 1970s New England prep, Jenny Cavalleri's wardrobe employed cozy sweaters, collegiate plaids and envy-inducing overcoats.
8) The Great Gatsby (1974)
Though not a favorite with critics, who can resist Mia Farrow's effortless melding of '20s glamour with '70s elegance?
9) Annie Hall (1977)
Rumored to have been created by Diane Keaton herself, Annie Hall's wardrobe introduced menswear for women to the masses.
10) Grease (1978)
Sure, we love the sweet '50s skirt-and-sweater combos and those "Pink Ladies" jackets, but Sandy's tranformation from girl next door to leather-clad sex kitten in the film's final scene still gives us chills.
11) Flashdance (1983)
That combination of an off-the-shoulder sweatshirt, leg warmers and chunky heels is so iconic, Beyoncé paid homage to it—along with Audrey's Funny Face style—in her video for "Countdown."
12) The Breakfast Club (1985)
The brain, the beauty, the jock, the rebel and the recluse: each character represents a different subculture of '80s style.
13) Girls Just Want to Have Fun (1985)
When not sporting a Catholic schoolgirl uniform, a pre-Sex and the City SJP gets down in mid-'80s leggings and neon.
14) Heathers (1989)
Shoulder pads and scrunchies are just the beginning in this flawless tribute to late '80s style.
15) Clueless (1995)
From interactive closets and Tai's effortless grunge to "You don't understand, this is an Alaïa!" and slinky Calvin Klein slips, Clueless has everything a '90s fashion lover could want from a 97-minute film.
16) The Virgin Suicides (1999)
Sofia Coppola blends the bohemian air of the '70s with the modest touch of a strict Catholic upbringing in this '90s indie hit, dressing the Lisbon sisters in floaty cotton gowns that reveal a sultry hint of skin when parents aren't around.
17) Amelie (2001)
Audrey Tatou's Amelie is the epitome of French gamine in this indie favorite.
18) Zoolander (2001)
With Cara Delevingne rumored to be starring in the sequel, there's no better time to re-watch this hilarious parody of the fashion industry, starring Ben Stiller as male supermodel Derek Zoolander.
19) A Single Man (2009)
Naturally, Tom Ford's '60s-set directorial debut features an incredible wardrobe to match its breathtaking visuals.
Photo Credit: Everett Collection