Top 15 Biggest Fashion Icons Of All Time

There are many fads within fashion that fade in and out over time. While something like the little black dress is a timeless piece that has lasted and remained a classic for ages, the parachute pants of the late 1970’s is something most people prefer to forget about. With each new fashion comes a new icon of fashion, usually a graceful and classy person represents the fashion and acts as a muse to many fashion designers, such as Oscar de la Renta and Hubert de Givenchy. Some fashion designers felt so inspired by celebrities that they created pieces specifically to be worn by them.

The following is a list of some of the most timeless and biggest fashion icons of all time.


Twiggy, also known as Lesley Lawson, is an English model, singer, and actress, was the world’s first supermodel and was a prominent icon and representation for the mid 1960’s swinging sixties London. She was famously referred to as Twiggy due to her thin build and her very large eyes, beautiful long eyelashes, and short hair. She modeled all over the world for numerous high end fashion designers and was featured on the covers of Vogue and other prominent fashion magazines. Twiggy was also named “The Face of 1966” by The Daily Express. Her photograph was put into a time capsule that was sent into outer space, and made the ‘Twiggy dresses’ famous. Twiggy retired from modeling in the 1970’s, but continued to be a very prominent figure in the world of fashion. She has made numerous appearances on shows like America’s Next Top Model as a panel judge, and posed with David Bowie for the cover of his Pin Ups album. She currently runs advertising campaigns with Marks and Spencer.


The very well known pop singer, actress, and model Madonna has captured all different types of styles and fashions effortlessly, going from one trend to the next without hiccups. She is known for constantly reinventing herself ever since her first appearance on the scene in the 1980’s with her fishnet stockings, lace bras, bleached blonde hair, and gaudy jewelry. Madonna has influenced not only the fashion world, but also celebrities such as Lady Gaga and Rihanna. With more diverse looks and styles that anyone else, Madonna is unapologetic about it all. She eventually tailored her look to be less provocative and more old school glamour of Hollywood circa 1930’s. When recently counted, Madonna has had well over 25 transformations, possibly more, with her fashion sense and style. It will be interesting to see how many more transformations she may undergo before finally settling on a look for good, but then again, Madonna will continue to amaze us.