Jack Nicholson (1958)

Nicholson poses for a publicity still for his debut film, The Cry Baby Killer.
2Nicole Kidman (1988)

The Australian actress is all smiles during a shoot for a local newspaper. Kidman starred in several Australian TV shows and movies before her big break in the United States in the 1990s.
3Jason Bateman (1990)

Bateman sports a Dodgers uniform at a Hollywood All Stars charity baseball game at Dodgers Stadium in Los Angeles. At the time, Bateman was best-known for his role on the sitcom The Hogan Family.
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4Mick Jagger (1964)

The Rolling Stones frontman vamps while trying on hats at a men's store in Hollywood during the band's first trip to America in June 1964.
5Leonardo DiCaprio (1995)

DiCaprio catches the camera at the 1995 Los Angeles premiere of The Basketball Diaries, his first film after his Oscar-nominated turn in What's Eating Gilbert Grape.
6Madonna (1979)

Madonna, who had moved to New York City to study dance several years earlier, applies lipstick before a performance. She worked as a backup dancer and was a member of several bands before releasing her first solo single in 1982.
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7Diana Ross (1965)

Ross spent the day shopping in New York City with fellow members of the Supremes before performing on Hullabaloo, a short-lived variety series.
8Kieran Culkin (2003)

The future Succession star accepts the award for Best Young Actor at the Critics Choice Awards, winning for his role in the dramedy Igby Goes Down.
9Elton John (1968)

Already showing off his penchant for fur coats and a bold pattern, John takes promotional photos to celebrate his first album in Hampstead Heath, England.
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10Meg Ryan (1982)

Ryan sports an '80s-esque patchwork sweater in a promotional photo for As The World Turns. The actress left the soap opera in 1984 after a two-year stint playing Betsy Stewart.
11Dolly Parton (1967)

Parton, pictured here with fellow country crooner Porter Wagoner, smiles before performing on The Porter Wagoner Show. After her 1967 debut on the show, the two performed as a country duo through the early 1970s.
12Jake Gyllenhaal (2001)

Gyllenhaal smiles for a snapshot with his sister, Maggie, at the Sundance Film Festival, where the siblings were celebrating the premiere of Donnie Darko.
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13Marilyn Monroe (1947)

A newly minted Monroe (she had adopted her stage name just the year before) celebrates the signing of her 20th Century Fox contract with a studio photo shoot.
14Billy Joel (1971)

Joel strikes a somber pose during a riverside photo shoot. The singer would sign his first solo record deal and release his first album, Cold Spring Harbor, later that year.
15Jennifer Aniston (1990)

Aniston takes a Ferris Bueller promotional shot four years before Friends fame.
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16Eddie Murphy (1982)

Murphy sports his love for New York on his sweatshirt during a photo shoot at his mother's Long Island home. Later that year, Murphy would release his first comedy album, which went platinum.
17Rob Lowe (1985)

Lowe loosens his tie while filming About Last Night in Chicago.
18Gwenyth Paltrow (1993)

Paltrow rocks a leather blazer and combat boots at the Hollywood premiere of Flesh and Bone, in which she played the younger girlfriend of James Caan's character.
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19Christian Bale (1995)

Bale delivers remarks during Steven Spielberg's American Film Institute Lifetime Achievement Award ceremony. The duo worked together in 1987's Empire of the Sun when Bale was just 12 years old.
20John Travolta (1975)

Travolta kicks back during an interview in his New York hotel room. The actor rose to fame that year for his role as Vinnie Barbarino in the sitcom Welcome Back, Kotter.
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