A Look Back at Amy Winehouse’s Dramatic Transformation: From Before She Was Famous To Just Before Her Tragic Death (PHOTOS)

Jenny Erikson | Jul 3, 2015 Celebrities
A Look Back at Amy Winehouse’s Dramatic Transformation: From Before She Was Famous To Just Before Her Tragic Death (PHOTOS)

It's been four years since we lost Amy Winehouse at the tragically young age of 27 to alcohol poisoning. The troubled star with the magical voice struggled for years with drug addiction, and with director Asif Kapadia's documentary Amy hitting theaters this weekend, we'll get an opportunity to look at her whole life -- and the many different looks Winehouse went through over the years.

More from The Stir: 5 Ways Amy Winehouse & Her Tragic Death Changed the World for Good (VIDEO)

Just take a look at a young teenage Amy in this clip of her singing "Happy Birthday" to a friend celebrating her fourteenth birthday. She was obviously ridiculously talented even at a young age, but it's also bittersweet to see her so young and carefree when we know how her life ended up.

Winehouse transformed herself many times over the years as she gained fame and her life took a tumultuous roller coaster ride. Here's a look back at Amy Winehouse's style transformations throughout her life.

What's your favorite look?


Image via © Mattia Zoppellaro/Hell Gate Media/Corbis

  • Amy at 14


    Image via A24/YouTube

    She's so young here, in the days before her famous cat-eye makeup and beehive hairdo!

  • The Beginnings of the Cat-Eye


    Image via Sal Idriss/Contributor/Getty Images

    Look at that baby cat-eye Amy had at just 19 years old in 2003!

  • Love That Natural Look


    Image via Dave Benett/Contributor/Getty Images

    Here's another natural Amy look, this time at the Mobo Awards Nominations in September 2003. Love those sandals!

  • The Glam Gets Fab


    Image via © Matt Dunham/AP/Corbis

    Amy and her perfect eye makeup posed for a photoshoot in February 2007 after being interviewed by the Associated Press.

  • Kicking It Casual Style


    Image via © NEILL J. SCHUTZER/©2007 RAMEY PH/RameyPix/Corbis

    In March 2007, Amy kept in casual in jeans while out and about in Los Angeles.

  • Her Signature Look Emerges


    Image via © Rune Hellestad/Corbis

    Amy in all of her beehived glory at the 2008 Glastonbury Music Festival.

  • Not at Her Best


    Image via © Joel Ryan/AP/Corbis

    In this photo from March 17, 2009, Amy was seen leaving the City of Westminster Magistrates Court in west London, after facing a charge of common assault over a charity ball.

  • Blonde??


    Image via © Splash News/Splash News/Corbis

    The makeup may be familiar in this photo from January 2008, but is that blonde hair under that wrap?

  • Amy's Last Show


    Image via Srdjan Stevanovic/Contributor/Getty Images

    Amy performs at her last show in June 2011, only a month before her death.

  • The Way We Will Always Remember Her


    Image via © Steven Vidler/Eurasia Press/Corbis

    Fierce. Fabulous. Awesome.

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