Annie Hall (1977)

By Danielle Radojcin

♥ The lovers: Woody Allen and Diane Keaton

♥ The look: Diane Keaton in waistcoat, shirt and tie.  Not since Marlene Dietrich in a trousersuit had menswear on women looked so sexy.  (Woody Allen\'s tennis get-up is a pretty cool look, too.)

Breathless (1960)

♥ The lovers: Jean-Paul Belmondo and Jean Seberg

♥ The look: when the American actress strolled down a Parisien boulevard in her New York Herald Tribune t-shirt and gamine crop with the super-sexy Belmondo, it was the birth of cool.

The Big Sleep (1946)

♥ The (real-lilfe) lovers: Humphrey Bogart and Lauren Bacall

♥  The look: film-noir glamour, and sexy as hell

Love Story (1970)

♥ The lovers: Ryan O\'Neil and Ali McGraw

♥ The look: all-American sporty, preppy cool (for Wes Anderson\'s style forebearer, look no further)

Lost in Translation (2003)

♥ The lovers: Bill Murray and Scarlett Johansson

♥ The look: Sophia Coppola\'s mesmerising cool was transposed into her 2003 masterpiece, via Marc Jacobs\' good-looking threads.

The Thomas Crown Affair (1968)

♥ The lovers: Steve McQueen and Faye Dunaway

♥ The look: perfectly turned out, no matter what the activity (see posing on a sand buggy, left).

The Fabulous Baker Boys (1989)

♥ The lovers: Jeff Bridges and Michelle Pfeiffer

♥ The look: classy cabaret glamour, writhing on a piano in a red velvet dress.

Bonnie and Clyde (1967)

♥ The lovers: Warren Beatty and Faye Dunaway

♥ The look: good girl gone bad (her), bad boy looking good (him).

In the Mood for Love (2000)

♥ The lovers: Tony Leung and Maggie Cheung

♥ The look: "Elegance is restraint," Diana Vreeland once said. The same could be said for the exquisite look of this film.

The Great Gatsby (1974)

♥ The lovers: Robert Redford and Mia Farrow

♥ The look: Ralph Lauren does 1920s glamour

Breakfast at Tiffany\'s (1961)

♥ The lovers: George Peppard and Audrey Hepburn

♥ The look: the LBD, the sunglasses, trenchoats and kisses in the rain, and, of course, croissant and coffee at Tiffany\'s.

Roman Holiday (1953)

Hotel Chevalier (2007)

♥ The lovers: Jason Schwartzman and Natalie Portman

 ♥ The look: perfect, modern, stylish cool.

Casablanca (1942)

North by Northwest (1959)

♥ The lovers: Cary Grant and Eve Marie Saint

♥ The look: Savile Row (him) and impossible ladylike chic (her).

American Gigolo (1980)

♥ The lovers: Richard Gere and Lauren Hutton

 
♥ The look: flares and polished turn-of-the-decade sexy, courtesy of Giorgio Armani.

True Romance (1993)

♥ The lovers: Christian Slater and Patricia Arquette

♥ White trash glam