By Neia Balao
3:00am PST, Feb 9, 2024
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A baby-faced Jennifer Aniston — who rocked a shiny button-down with high-waist jeans — was all hair at a 1990 NBC party.
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Jennifer Aniston — who was in her early 20s at the time — rocked a cute floral-print dress in a promotional photo for the 1992 FOX sketch-comedy series "The Edge."
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Jennifer Aniston went full California girl with her long blonde locks in loose waves at the 2000 SAG Awards in Los Angeles.
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Jennifer Aniston wore a white tee tucked into a floral-print miniskirt and accessorized with a low-slung belt in a promotional photo for the 1990 NBC sitcom "Ferris Bueller."
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Jennifer Aniston is seen here in an old promo photo for her hit sitcom "Friends." With her layered locks, Rachel Green was always Central Perk's most stylish denizen!
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So '90s! Jennifer Aniston — who wore tiny clips in her hair — is seen here at the New York City premiere of 1998's "The Object of My Affection," in which she starred opposite Paul Rudd.
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Following two previous nominations in the best supporting actress category, Jennifer Aniston became a first-time Emmy winner in 2002! She stunned in this pale pink gown when she took home the Emmy for best lead actress in a comedy series for her portrayal of Rachel Green on "Friends."
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Smart and chic! Jennifer Aniston is seen here during the Ninth Annual GLAAD Media Awards in 1998 serving up major '90s vibes with her sleek chignon and oval glasses.
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Jennifer Aniston won the award for best actress in a television series or comedy for "Friends" at the 2003 Golden Globes. We loved her black beaded halter-dress!
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Look at that hair! Jennifer Aniston dazzled as manager Emily Poule in the 2001 musical dramedy "Rock Star."
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If there's one character from "Friends" we can't help but adore, it's Rachel Green! Jennifer Aniston is seen here in character as the stylish barista and personal shopper in the year 2000.
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Three years after she made her debut on "Friends," Jennifer Aniston starred in the 1997 romantic comedy "Picture Perfect" as Kate Mosley, a 20-something advertising executive who pretends to be engaged to a man she barely knows in an effort to impress her boss.
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If there's one thing we're sure of, it's that Jennifer Aniston is no stranger to taking home People's Choice Awards! She's seen here accepting the honor for favorite female television performer for "Friends" in 2003 — her second of four wins in that category for the series.
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Who remembers baby Emma?! Jennifer Aniston is seen here with her on-screen daughter on a 2004 episode of "Friends." Her olive shoulder bag is an early 2000s staple!
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Jennifer Aniston took her talents to the "Saturday Night Live" stage in January 2004. This marked her second time hosting the hit sketch-comedy show — she first hosted "SNL" back in 1999.
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Could she be any cuter?! Jennifer Aniston is seen here after winning the People's Choice Award for favorite movie actress for "The Break-Up" in 2007.
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Who could forget this adorable romantic comedy? Jennifer Aniston shared the screen with Ben Stiller in 2004's "Along Came Polly." She starred as the titular free-spirit, who reconnects with a risk-averse former classmate in the opposites-attract love story.
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In 2006, Jennifer Aniston co-starred alongside Vince Vaughn in "The Break-Up." She starred as Brooke Meyers — a woman who feels unappreciated by her boyfriend — in the romantic dramedy.
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We love a sweet reunion! Jennifer Aniston guest starred on Courteney Cox's post-"Friends" sitcom "Cougar Town" in 2010 as a therapist named Glenn whom Courteney's Jules goes to see.
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In 2011's "Just Go With It," Jennifer Aniston portrays divorced mother of two Katherine Murphy, who poses as her boss's wife as part of his complicated scheme to woo another woman.
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We couldn't help but sympathize with Jennifer Aniston's Beth in 2008's "He's Just Not That Into You." In the romantic dramedy, which is based on the 2004 self-help book of the same name, Jen portrays a woman who wants to get married to her longtime boyfriend, Neil (Ben Affleck), who's greatly opposed the idea.
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An unconventional crime comedy? We're here for it! In 2013's "We're the Millers," Jennifer Aniston stars as exotic dancer Rose O'Reilly, who poses as a doting wife and mother as part of a drug-smuggling scheme.
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Jennifer Aniston stunned at the 2013 Academy Awards in a strapless red Valentino gown. She completed her look with diamonds and a matching red Salvatore Ferragamo box clutch.
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Jennifer Aniston… as a brunette?! In 2014's "Horrible Bosses 2," Jen stars as a dentist and sex addict with a penchant for sexually harassing her male employees.
