Simon Miller started in New York in 2008, when Jake Sargent and Daniel Corrigan made menswear and denim. Chelsea Hansford arrived in 2014 to launch womenswear, and in 2016 she became owner and CEO and moved the brand from denim toward lifestyle clothing. The label is now designed in Los Angeles, and the dresses show how it thinks. They are colorful, a little theatrical and never fussy, which is the exact opposite of the denim basics the label began with. The Fountain Sequin Dress and the Satellite Silver Elsie Knit Mini Dress are made for a party. The Pomegranate and Bordeaux Laurel Moire Midi Dress and the Canto Leopard Print Smocked Poplin Midi-Dress are the pattern lovers' picks. Sina Faux Leather Fringe Dress, Marion Chiffon Dress, Bea Satin Lace Mini Dress and the Pip combo dress give you more ways in. Wear one with flat sandals in the day, or switch to a wedge for dinner. For other ways to wear a dress on a regular week, this everyday tops, pants and dresses edit is a good start.

Fringe is the quiet running joke of the Simon Miller wardrobe. The Nella Crepe Fringe Pant, the Black Nella Fringe Pants, the Za Za Faux Leather Fringe Skirt and the Za Za Knit Fringe Midi Skirt all move when you do. The Satellite Silver Mia Sequin Midi Skirt is the shine option, and the Zera Crochet Mini Skirt and the Beep Beep Mini Skirt are the short, light ones. The Chocolate Brown and Black Beja Midi Skirt and Celia Knit Skirt in Cool Tone Rib are easier to wear every day, while Rumie Printed Jeans and the Mina Linen Shorts cover the casual end. What I would skip is wearing a fringe skirt with a fringe top, because one piece in motion is enough for the eye. If shorts are your thing, this micro shorts story tells how they became a fall look.

Tops here are playful but practical. The Misha Knit Cardigan in Cool Tone Rib is the quiet piece, and the Metallic Pink Briar Tinsel Knit Cardigan, Lillian Embellished Sweater and Roni Metallic Tassel Sweater are the louder ones. The Anya Poplin Wrap Top, the Loch Poplin Buttondown Top and the sleeveless chambray Loch shirt are made for the days that need a clean shirt. Black and Bone Iris Moire Top, Tia Crepe Fringe Top and Delilah Eyelet Tie Top sit in between. The Max Belted Cardigan is the easy layer, and a cardigan can sit over the shoulders too, as in this guide to wearing a sweater over your shoulders. The Beja Crochet Top is a good match for the Beja skirt in the earlier group.

Shoes and bags were what made Simon Miller's name outside denim. The first handbag, a mini bucket called the Bonsai, arrived in 2015, a year after womenswear began. It was designed by Hansford's husband, Grégoire Gamba, a French leather artisan who had worked for Marc Jacobs, Louis Vuitton and Goyard. The Blackout platform and the Bubble clog are the other bestsellers, and the Suede Sol Platform Clog here belongs to that spirit. Beep Thong Sandal, Riviera Thong Sandals, Dark Natural Soleil Wedges and the Pointed Gala Wedge Heels are the summer options, and the Kitten Heel Ankle Booties and Pom Pom Riad Satin Ballet Mule Flats are the dressier ones. The Carved Fish Bag, the Small Beaded Crescent Wristlet, the Beaded Drop Clutch, the Evening Knotty Bag and the Small Metal Concha Clutch are the small bags to carry. For a wider shoe shelf, see everyday shoes and these brown heels.

The last group is the outer layer and a surprise. The Vero Fringe Coat and the Black Odette Crepe Fringe Blazer carry the fringe idea onto the shoulders, the Suede Beep Thong is a small extra for the shoe shelf, and the Behati One-Piece Swimsuit reminds you that the label is a full lifestyle brand. The coat is the piece to build a winter outfit around, with simple knits and plain boots underneath. The blazer works the other way, over a plain tee and a straight pair of pants, so the fringe does all the talking. The Suede Beep Thong is the small piece that ties the group back to the sandals, and it is a simple way to repeat the thong shape in a different material.

In our fashion dreams she is in a fringe skirt, a Misha cardigan and a Beep sandal, walking the Arts District, where the first boutique opened in 2025. The brand has also grown into a home collection. I would keep the fringe on one piece and let every other piece stay simple. That is the way I read the brand's point of view: bold in one place, calm everywhere else, and always a little bit playful.

To round out the look, see Marni Dresses and Skirts and ROTATE Dresses and Tops.