Jessie Carlson

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Boots

September 24, 2009

I think my obsession with boots started over 10 years ago, in London, with a dear friend who goes by the name Patti Black. Patti and I discovered we had a mutual love of shopping, particularly during fall, when boots are available. Patti is now living in London, I miss her, and if I called her today I know she would tell me all about her fall boots.

Allow me to show you a few of my favourites,

Day Birger et Mikkelsen, the perfect black riding boot.side view Day Birger et Mikkelsen

Note the shape of the toe, I get asked about the right shape quite often, and the answer is here,boot toe

Jill Sander also has an outstanding black riding boot.

Jill Sander black

The thing about riding boots is that they are terribly comfortable and therefore are the perfect fall/winter boot. Brown is also a solid choice, Chloé did a nice one this season.

Chloe brown

So did Rachel Comey.

Rachel Comey J&O

Alternatively, you can choose the short boot, I own these Fiorentini and Baker boots and have worn them to death.

Fiorentini and Baker

Fiorentini and Baker are famous for the motorcycle boot, but I have gotta be honest, I don’t like them. It’s like spending over a thousand to look tough. Tough people don’t buy it.

Fiorentini and Baker motorcycle

After the riding boot comes the heeled boot, I don’t think these ever go out of style, unless of course the toe is pointed (see toe above).

Joe Sanchez

All images provided by Net a Porter or Jonathan+Olivia.


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Having confidence in your own style, and knowing what to wear will simplify your life. It is my goal to make your wardrobe simple and fabulous.

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