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Butch Cassidy a...
Perfect 83 Points 1969

The Old West ended when Butch Cassidy and the Sundance Kid hightailed it to Bolivia. Old Westerns ended when Paul Newman and Robert Redford became Butch Cassidy and the Sundance Kid, outlaw charmers the likes of which the Silver Screen had never seen before. Four Oscars plus three additional n…

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WikChip Video Bewitching Musical Interlude
How to Steal a ...
Great 66 Points 1966

How to Steal a Million could just as easily be titled How to Steal a Movielover’s Heart. Audrey Hepburn & Peter O’Toole in their primes, Paris as if in a stylish fantasy, lots of well-earned laughs: it’s a sure thing.

Wiliam Wyler famously directed Princess Audrey in Roman Holiday

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WikChip Video Smashmouth provides ideal trailer track.
Charade
Perfect 66 Points 1963

What we have here is movie magic sans modern FX. Instead Charade conjures its allure from a couple of nonpareil moviestars delivering sparkling dialog in an idealized Paris while a seductive theme song plays in the background. Such an intoxicating mix makes it easy to fall in love with Cary Gr…

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WikChip Video Moviestar Magic Incarnate
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Yesterday, Toda...
Great 66 Points 1963

Triple helpings of Sophia Loren & Marcello Mastroianni make Yesterday, Today and Tomorrow a triplo trattare of sexy Italian comedy. 1963’s Best Foreign Language Oscar-winner is a primo classico movie.

It’s like watching three 40-minute TV episodes performed by all-time great moviestars – a…

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WikChip Video Sophia turns Marcello into a puppy dog.
Breakfast at Ti...
Great 68 Points 1961

Breakfast at Tiffany’s is the apotheosis of Kennedy-era Mad Men America. Was it ever on the show? Don’t recall. Coulda, shoulda.

Blake Edwards opens his movie of Truman Capote’s novella on an empty Fifth Avenue, with Audrey Hepburn in a little black dress emerging at the only Tiffany’s in…

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WikChip Image Audrey in The Little Black Dress
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Funny Face
Great 66 Points 1957

Audrey Hepburn is the spoon-full-of-sugar who makes the cultural imperialism go down in Funny Face. Stanley Donen’s musical – done Broadway style – is an intoxicating Vogue-tini, a Size 0 fashion fantasy.

Richard Avedon famously created the opening titles, which are perfectly high fashion. …

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WikChip Image Avedon's timeless portrait of Hepburn
Desk Set
Great 66 Points 1957

Spencer Tracy & Katharine Hepburn weren’t hardly done being the greatest couple in Hollywood history when they made Desk Set in 1957. Ten years later, they’d star as parents whose daughter brings home the very black Sydney Poitier as her fiancé in Guess Who’s Coming To Dinner

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WikChip Video The Greatest Demo of All Time
Pal Joey
Great 66 Points 1957

Frank Sinatra won a Golden Globe for Best Actor in a Comedy or Musical as the womanizing nightclub singer in Pal Joey. Sandwiched between the glamorous Rita Hayworth and the luscious Kim Novak, he’s at his lounge-lizard best in this mid-century paean to pre-liberation sexual politics. It’s a wh…

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WikChip Video The Lady is a Tramp - Sinatra simmers
High Society
None Yet 0 Points 1956
Roman Holiday
Really Great 66 Points 1953

“Introducing Audrey Hepburn” reads an opening credit. Yes, the elfin Screen Queen made her debut as a fairytale Princess in Roman Holiday, for which she won the Best Actress Oscar — a splash for the ages!

One of the best RomComs ever, Roman Holiday enchants to this day, utterly charming begi…

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WikChip Image Moviestar Princess wearing Edith Head