![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/anna-1963-age-14-first-bob-160x221.jpg)
1963
Anna's first and only bob, age 14.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/age-15-387x555.jpg)
1964
A Biba girl! Anna started her first job at 15, working retail at Biba Boutique.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/1970-336x500.jpg)
1970
Anna at the beginning of her career working as an Editorial Assistant at Harper's & Queen with Jim Lee and Helmut Newton.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/1972-634x942.jpg)
1972
She held down this role for 4 years before moving to America and becoming Junior Fashion Editor of Harper's Bazaar.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/show-in-january-1973-564x1001.jpg)
1975
Anna lasted 9 months in her role as Junior Fashion Editor before she was fired for being too 'European' aka provocative.
Fun fact: This was about the time she was obsessed with Bob "Robert" Marley and used to disappear for weekends with him.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/1988-564x951.jpg)
1988
After brief stints at Viva - International Woman's magazine and Home and Garden, Anna became editor in chief of American Vogue.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/lbd-1989-650x866.jpg)
1989
Iconic LBD moment.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/1990-900x1268.jpg)
1990
Cute in rainbow sequins and shiny dance tights which remain a staple in her wardrobe from here on out. Is she on to something?
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/1991-lamay-700x1182.jpg)
1991
What a lewk! Gold lamé skivvy, tennis skirt and statement jewels. Well before her time, this is very early-2000s. Especially that necklace from Lovisa.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/ballet-1991-563x751.jpg)
1991
Anna wearing an oversize puffer to the ballet.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/1993-700x1083.jpg)
1993
Fun Anna in a quintessential 90s sweatshirt.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/94-650x866.jpg)
1994
Super shiny bob to match the satin tangerine shirt.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/1995-slinky-900x1350.jpg)
1995
Slinking through the mid-90s.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/1995-00-story-800x1182.jpg)
1995
On vacation with bestie, Donatella Versace.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/1999-700x1071.jpg)
1999
We love party girl Anna, and this one-shoulder slip.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/2003-tom-ford-etc-900x1351.jpg)
2003
The early 2000s were undoubtedly an era of heavy blonde streaks from which NOBODY was spared, not even madam Vogue. Woah, she 100% influenced the 'can I speak to the manager' haircut.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/jeans-2005-900x1558.jpg)
2005
A casual Anna in her boot cuts.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/2006-900x1351.jpg)
2006
Tête-à-tête with frenemy Andre Leon Talley.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/2008met-gala-22superheroes-fashion-and-fantasy-22-900x1350.jpg)
2008
“If you can’t be better than your competition, just dress better.”
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/2011-nicki-1000x750.jpg)
2011
Anna and her +1 Nicki Minaj at Carolina Herrera.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/2014-2-1000x667.jpg)
2014
Bob on the go.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/2015-yeezy-1000x757.jpg)
2015
Front row at Yeezy with friends Kimmy and North.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/2017-1000x667.jpg)
2017
"Nuclear Wintour" - her reputation precedes her.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/2019-us-open-with-venus-1000x600.jpg)
2019
At the US Open with Venus and Megan. Tennis is Anna's favourite sport.
![](https://cdn.meideinthe.cloud/colleen.nz/thumbs/archive/anna-wintour-hair-lexicon/2020-1000x800.jpg)
2020
A year of rest and relaxation. The most casual photo of Anna Wintour in the whole internet.