Going from cringe-worthy looks to fashion icon is certainly difficult, but not impossible. Some celebrities have managed to transition from bad fashion to great style over the years, with a little help from professional stylists, and the results are certainly worth it.
See a few celebrities who improved their style with age, letting go of bad taste and bad fashion to rise from the ashes from their former style with new looks that work for them much better than the old ones.
Victoria Beckham
Even though she was nicknamed Posh Spice in her pop star days, Victoria Beckham displayed very unposh looks more than a decade ago.
From tacky fabrics to items that simply showed too much, Victoria Beckham made plenty of big fashion mistakes before refining her style and developing acclaimed fashion collections and befriending Vogue editor-in-chief Anna Wintour.
Kim Kardashian
While Victoria Beckham helped David improve his style, Kanye West played a big part in making Kim Kardashian one of the celebrities who improved their style significantly. Some argue that Kim is still trying too hard with tight and revealing clothing, but the most famous Kardashian has definitely gone through an important style transformation.
Angelina Jolie
When she first became famous, Angelina Jolie had a style that can be described as… questionable. With dark and goth influences and plenty of leather, the actress slowly toned back her bad girl persona and emerged as one of the best dressed A-listers on the red carpet after starting her relationship with Brad Pitt and expanding her family with multiple adoptions.
Kelly Osbourne
Every awkward teenage fashion choice Kelly Osbourne made became part of her family’s reality show. Losing weight certainly transformed her, but it was her stint on Fashion Police that really helped Kelly see her real style potential. Even if she’s keeping the lilac hair, she’s definitely one of the celebrities who improved their style.
Nicole Richie
Leaving behind her wild days was a good idea for Nicole Richie, who escaped the bad fashion influence of Paris Hilton and developed her own sophisticated style. Losing the fake tan, hair extensions and vibrant colors was a good idea for Nicole Richie, who improver her style so much that she was asked to become a judge on NBC’s Fashion Star.
Jessica Biel
A real tomboy, Jessica Biel is one of the celebrities who improved their style tremendously over the years. Justin Timberlake’s flawless style certainly helped, but if you look at Biel’s looks from the late ‘90s and early ‘00s, there’s no way to go but up. From see-through crop tops and sweatpants, Jessica Biel successfully transitioned to amazing red carpet looks.
Christina Aguilera
Renowned for her controversial style choices, Christina Aguilera managed to transition from completely tacky to well-fitting and elegant looks. Maybe it was motherhood, maybe it was entering her 30s, but the singer left behind the underboob, dreadlocks and clown makeup for a more sophisticated look that’s sexy in a much more tasteful way.
Kate Winslet
The British actress has come a long way from her “Titanic” days, when she used to mismatch ugly trends for a truly sad look. She’s one of the celebrities who improved their style in a huge way, and Winslet is one of the best dressed actresses on the red carpet. Leaving behind snakeskin pants and lace bodysuits, she’s currently always dressed to the nines with a taste level that she clearly cultivated.
Taylor Swift
Before making her transition from country to pop, Taylor Swift certainly lacked a lot of sophistication. While she wasn’t a complete disaster like other celebrities who hugely improved their style with age, Swift definitely benefited from her excellent album sales, that allowed her to hire better stylists.
Mary Kate and Ashley Olsen
Going from tacky teen fashion to making the Vogue best-dressed list is a big deal for the Olsen twins and they’re among the celebrities who improved their style and decided to design for others as well. While the hobo-chic look isn’t for everybody, the entrepreneurs certainly refined their own image before joining the fashion world as designers.
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