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One Jacket. Four Completely Different Looks.

Same leather jacket, four ways to wear it. And yes, AI is dressing me again!
by Susan Feldman November 7, 2026
One Jacket. Four Completely Different Looks.

You know how much I love finding pieces that really earn their place in my closet. And one of my rules when buying something new is that I want to be able to wear it more than one way. Preferably a lot more!

So I thought it would be fun to start a new series called One Piece, Four Ways, where I take something I love and show you how to style it four completely different ways. First up, this fabulous chocolate-brown leather jacket from Quince. I love the color, the slightly relaxed fit, and the fact that it has just enough attitude to make even the simplest outfit feel a little more interesting.

I’ve styled it four ways—from casual jeans and a cozy sweater to a leopard-print dress and a more polished look. Same jacket, four very different outfits, and all things I’d actually wear. And yes, I’ve enlisted my friend AI again to help bring these looks to life! After a few attempts, I think she’s finally starting to look a little more like me…sort of. Although I still wouldn’t trust her with my passport photo. 🙂

The whole idea is to show how one great piece can work with so many things you probably already have in your closet. Because I’m a big believer that great style isn’t about having more clothes. It’s about finding more ways to wear the ones you love.

Quince Brown Leather Oversized Bomber Jacket,  J.Crew Relaxed Fair Isle Cashmere Sweater, Frame The Palace Jeans, Steve Madden Suede Boots

 

 

 

 

 

 

 

Quince Brown Leather Oversized Bomber Jacket, Brochu Walker Everyday Cashmere Sweater, La Ligne Tropical Wool Colby Pant,  Madewell Ballet Flat

 

 

 

 

 

 

Quince Brown Leather Oversized Bomber Jacket, RIXO Maddison Shirt Dress, Veronica Beard Kitten Heel Boot, Veronica Beard Dash Saddle Bag, 

 

 

 

 

 

 

Quince Brown Leather Oversized Bomber Jacket, AYR The Tate Button Down,  ME + EM Luxe Man Pant, Emme Parsons Stretch Boot

 

 

 

 

 

Shop the individual pieces below: 

All of our recommendations are curated by Susan & the In The Groove editorial team. In some, but not all cases, we receive a small commission for leading you to what, how, andwhere to buy all this wonderful stuff.

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Susan Feldman

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Menopause may be inevitable, but how we navigate i Menopause may be inevitable, but how we navigate it—and what comes next—is a whole different conversation!
We had such a great chat with the fabulous Tamsen Fadal, Emmy Award-winning journalist, bestselling author of How to Menopause, and a woman who is helping change the conversation around menopause and aging.
We talked about hormones, sex, changing desire, relationships, and what it really means to age well. And perhaps most importantly, why getting older doesn't mean becoming less of anything!
As two women who are well past menopause, Phyllis and I had LOTS of questions. And Tamsen had plenty to say!
It's an honest, informative, and sometimes pretty funny conversation about things we should all be talking about.
Watch, share, and let us know what resonates with you!
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