“Timeless Fashion”: A Paradox But Industry Likes To Harp On It

Dovima With the Elephants Vogue Dovima with the Elephants, photographed by Richard Avedon
An extreme example of that is the Chanel 2.55 – named after the month and year it was designed, it’s still a bestseller, despite prices that hover around £3,000. It’s a style that never goes on sale. The fact that timelessness is so opposed to the very system of fashion may explain its appeal.
If you’re dropping three grand on a bag, you don’t want to feel compelled to chuck it away after six months. Or maybe, after three – or even fewer. Fashion houses such as Dior or Chanel no longer rely on bulky biannual drops of clothing, but multiple deliveries throughout the year. Whenever I talk with CEOs of those companies, they talk about the attraction of the “new”.
Read more on the Telegraph.
We think there is one deciding factor that can make a certain fashion timeless – iconic image. 
We live in the era when we are constantly bombarded with images every day and by now, we are quite immune to shock values. A fashion item has to be associated with a vision so iconic that people will immediately associate such piece with that image. Audrey Hepburn seared our collective mind with the simplistic beauty of the Little Black Dress. Hillary Clinton with her power suit makes it almost essential for women to dress in such a way to retain top ranks in a company, however unfortunate it might be.