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description: In tribute to Phil Stern's decades of phenomenal work, LIFE.com presents a small selection of his classic pictures of pop-culture icons.
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![](https://static.time.com/v3/assets/bltea6093859af6183b/bltdfecd110c7a16132/69876e8f0b72e378516dc971/140905-phil-stern-celeb-9-dean.jpg?branch=production&width=1200&quality=75&auto=webp&crop=16:9)


# Phil Stern (1919 – 2014): Classic Hollywood Portraits

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by 

[Ben Cosgrove](https://time.com/author/ben-cosgrove/)


## Ben Cosgrove


Aug 16, 2014 1:29 PM UTC

![James Dean, 1955.](https://static.time.com/v3/assets/bltea6093859af6183b/bltdfecd110c7a16132/69876e8f0b72e378516dc971/140905-phil-stern-celeb-9-dean.jpg?branch=production&width=1200&quality=75&auto=webp&crop=3:2)

James Dean, 1955.

James Dean, 1955. Phil Stern Archives

by 

[Ben Cosgrove](https://time.com/author/ben-cosgrove/)


## Ben Cosgrove


Aug 16, 2014 1:29 PM UTC

**_Update (Dec. 14, 2014):_** _Phil Stern, the celebrated photographer known for his classic Hollywood portraits, died on Dec. 13\. He was 95\. “I am honored and privileged to have worked with Phil over the last 20 years,” says Geoff Katz, Stern’s agent at_ [_CPi_](http://www.cpi-reps.com/)_. “It has been an amazing journey, he was ‘one of a kind’.”_

The 60-year career enjoyed by [Phil Stern](http://www.philsternarchives.com/), who recently turned 95, is one of the most varied and downright extraordinary of any 20th century photographer. Awards and honors have, rightly, been heaped on Stern through the years, and this weekend, in celebration of his 95th birthday, the Philadelphia native will donate 95 of his classic Hollywood portraits and World War II pictures to the Veterans Home of California in West Los Angeles.

A decorated WWII Army vet himself—he was one of the storied “Darby’s Rangers” (1st Ranger Battalion) who saw so much action in North Africa and Sicily in 1943—Stern returned from war, shot for major magazines like LIFE and _Look_, worked on motion pictures like _Judgment at Nuremberg_ and _Guys and Dolls_ and photographed jazz album covers for labels like Verve and Reprise.

The names of the actors, actresses and musicians he photographed, meanwhile, reads like a Who’s Who of 20th-century legends, including James Dean, Orson Welles, Marilyn Monroe, Marlene Dietrich, Marlon Brando, Joan Crawford, Lauren Bacall, Humphrey Bogart, John Wayne, Count Basie, Dizzy Gillespie, Judy Garland, Billie Holiday, Frank Sinatra, Elizabeth Taylor, Audrey Hepburn and on and on.

He recently told LIFE.com, through a mutual friend, that the one person he wishes he’d photographed, but never did, was Charlie Chaplin. Asked what a photographer needs in order to do consistently solid work, he replied: “Access and a level of comfort with your subjects. They need to feel at ease. I think \[celebrities\] felt comfortable with me. They allowed me to photograph them undisturbed. It was just pure luck.”


Of the famous “sweater pictures” he made with James Dean—the two met and became fast friends after Stern’s car narrowly missed Dean’s motorcycle when the actor ran a red light—he modestly avers that he “really had nothing to do with that. It was all Dean’s doing.”

Here, in tribute to the man and his decades of phenomenal work, LIFE.com presents a small selection of Phil Stern’s unforgettable pictures of creative titans and pop-culture icons.

[\[See more at Phil Stern’s Archives\]](http://www.philsternarchives.com/)

![James Dean, 1955.](https://static.time.com/v3/assets/bltea6093859af6183b/bltdfecd110c7a16132/69876e8f0b72e378516dc971/140905-phil-stern-celeb-9-dean.jpg?branch=production&width=1200&quality=75&auto=webp)

James Dean, 1955. Phil Stern Archives

![Marilyn Monroe backstage at a children’s benefit at the Shrine Auditorium, 1953.](https://static.time.com/v3/assets/bltea6093859af6183b/blt88d94d98bb525bfe/69876e8ecd1bbae6786f4254/140905-phil-stern-celeb-6-marilyn-monroe.jpg?branch=production&width=1200&quality=75&auto=webp)

Marilyn Monroe backstage at a children’s benefit at the Shrine Auditorium, 1953. Phil Stern Archives


![Marlon Brando at the Academy Awards, 1955.](https://static.time.com/v3/assets/bltea6093859af6183b/blt59b52a434c716ad4/69876e8ee53aba39914d6858/140905-phil-stern-celeb-8-brando.jpg?branch=production&width=1200&quality=75&auto=webp)

Marlon Brando at the Academy Awards, 1955. Phil Stern Archives

![John Wayne, Acapulco, 1959.](https://static.time.com/v3/assets/bltea6093859af6183b/blt16e61211cdccb409/69876e8e524fc0fddfdeb61a/140905-phil-stern-celeb-7-john-wayne.jpg?branch=production&width=1200&quality=75&auto=webp)

John Wayne, Acapulco, 1959. Phil Stern Archives

![Billie Holiday, early 1950s.](https://static.time.com/v3/assets/bltea6093859af6183b/blt69e45d2cfd576a1c/69876e9a2dce0115189dc6c2/140905-phil-stern-celeb-2.jpg?branch=production&width=1200&quality=75&auto=webp)

Billie Holiday, early 1950s. Phil Stern Archives


![Stuntmen parody of old-time movie shoot for LIFE Magazine, 1960s.](https://static.time.com/v3/assets/bltea6093859af6183b/bltf30552524d5665c0/69876e9ba988ca3d8f6ab606/140905-phil-stern-celeb-5.jpg?branch=production&width=1200&quality=75&auto=webp)

Stuntmen parody of old-time movie shoot for LIFE Magazine, 1960s. Phil Stern Archives

![John Garfield during filming of Body and Soul, 1947.](https://static.time.com/v3/assets/bltea6093859af6183b/blt0e1d575f4e8fc6ce/69876e9b8e0601773645934b/140905-phil-stern-celeb-4.jpg?branch=production&width=1200&quality=75&auto=webp)

John Garfield during filming of Body and Soul, 1947. Phil Stern Archives

![Bette Davis onstage at the Oscars, 1955.](https://static.time.com/v3/assets/bltea6093859af6183b/blt67cf6b3762d24b55/69876e9b0b72e32ebb6dc97e/140905-phil-stern-celeb-3.jpg?branch=production&width=1200&quality=75&auto=webp)

Bette Davis onstage at the Oscars, 1955. Phil Stern Archives


![Frank Sinatra leading his gang of performers in rehearsal for JFK's Inaugural Gala, 1961.](https://static.time.com/v3/assets/bltea6093859af6183b/blt95c4d884ab8aeb70/69876e9a5f570f4f41b142f1/140905-phil-stern-celeb-1.jpg?branch=production&width=1200&quality=75&auto=webp)

Frank Sinatra leading his gang of performers in rehearsal for JFK's Inaugural Gala, 1961. Phil Stern Archives

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