Kate Middleton in blue jeans

Kate Middleton -- later Catherine, Duchess of Cambridge -- looks sharp in blue jeans and a casual speckled top on her way to work in London on June 27, 2007. This was during a period when she was dating, on and off, Prince William, the heir to the British throne. Kate Middleton and Prince William were married in 2011, which his when she became a duchess... and presumably had to stop wearing comfortable jeans in public.