That picture of Grace Kelly above embodies easy and comfortable chic. The cotton shirt, rolled up jeans and the penny loafers, together still look very chic, in that tomboyish way, even after more than 60 years.
I myself am particularly happy over the resurgence of the penny loafers as a chic alternative to the ballerina flats over the past years, It was not always easy to find stylish, low-heeled shoes. I preferably wear flat low-heeled shoes and boots, not only because they are practical, comfortable and fit my personal aesthetic, but also because my feet demand it.
Worn like in the picture below, they remind me of girls wearing glasses, reading at the libraries in the 1950s or riding a bike along the french riviera in jeans and a breton top. =)
image via: hellomoon