Double-Take: Saint Laurent Ankle Boot

Chelsea boots never completely went away, but now their popularity is increasing again due to updated silhouettes, such as pointed toes and studded details. They also come in various heel heights, like the fantastic pair above by Saint Laurent. This heeled adaptation is just as classic as the original flat version.

Flat Chelsea boots have always been quite popular, and it’s easy to see why: an elastic side at the ankle makes them easy to get on and off. A perfect blend of comfort and style, Chelsea boots were a staple in the 1960s mod scene, but their history goes back much further than that. In the 1830s, they were known as paddock boots, and worn mostly by those in the equestrian community. They became prominent among the young and fashionable in the mid-1950s, popularized initially by a group of young artists, film directors, musicians, and fashion designers known as the Chelsea Set.

I love the gored ankle boot by Saint Laurent because it’s a combination of classic design and modern height. It’s available at Nordstrom, Net-a-Porter, and Bergdorf Goodman. The price isn’t so wonderful to those of us on a budget though, so check out the alternatives below:


The Aldo Floivon is available on Asos in black and gold.Steve-Madden-Devil-Gored-Ankle-BootieI must admit, when I first caught a glimpse of these in leopard pony hair at Nordstrom Rack, Steve Madden was the last brand in my mind because the quality and style were so great. They weren’t very comfortable for me, but if you’re looking for a sky-high Chelsea boot, these are your best option! They’re available on Zappos and 6pm.