Fall and Winter Trends

The ’90s has been the biggest influence on fashion over the last few years. Interestingly, it was a decade that showcased very varied fashion. The ’90s started with a meaningful nod to the ’80s and then moved into a revival of ‘70s fashion in the second half of the decade. As a result, its fashion influence feels like three decades instead of one. This diversity of silhouettes is very welcome in 2023.

My denim trends guide for Fall and Winter is very much what it was for Spring and Summer. Additionally, here are eleven bigger trends, vibes, and colours that deserve a fashionable mention. As always, pick and choose from the buffet of trends, add a personal stamp to the vibe, and do your own thing.

1. Red and Chocolate

Red, in all its shades and tones is the colour of the season. From the brightest tomato red and electric fire engine, to the darkest wines and burgundies, and everything in between. Brown is the next biggest colour so think dark and milk chocolate, espresso, mocha and mahogany. Think patterns and solids. Wear reds with browns, and in any wardrobe item.

2. Magenta, Orchid, Teal, Cobalt, and Butter

Those starved of jewel tones like cool magenta pinks, fuchsia, all sorts of purples, teal greens and blues, and electric cobalt will finally see it coming through. Unexpectedly, a pastel buttery yellow is making an Autumn and Winter appearance. It’s combined with earth tones and teal.

Speaking of earth tones, they are not in short supply. They continue to feature strongly in the US, which makes me think they sell well at retail.

3. Tall Boots

Tall boots are the biggest shoe trend of all. Think dressy and casual mid-calf, knee-high, or over-the-knee boot silhouettes in a heel height that you can manage. Tall flat boots are fab too. Iconic and classic western boots are enjoying a particularly fab fashion moment.

Tall boots are combined with skirts, dresses, culottes, and shorts across all lengths. They are also worn over sleek pants and jeans equestrian style, and over baggier pants and jeans, ‘70s style.

4. Loose Jeans and Pants

Pants and jeans are wider and looser all over. Some pants and jeans are VERY wide, whereas others are gently wide or flared at the hems. Some wide silhouettes are barrel and lantern-shaped, and taper back at the hem. Tailored looks are as on-trend as slouchy looks.

Rise lengths and hem lengths vary enormously, just like they did throughout the ‘90s. Low, mid, and high rises are on-trend, and either flat or pleated at the waist. Lengths vary from crops that are two to three inches above the ankle bone, to full-length hems that skim the vamps of shoes, the surface of the floor, or slouch in a heap on the ground.

Full-length pants are having a particularly strong fashion moment. Full-length silhouettes with narrower hems scrunch a little or a lot over footwear.

5. Dark Romance

Head-to-toe textured black, or black and other very dark colours, or patterns with black backgrounds continue the mid to late ‘90s theme. Think black lace, tulle, sequins, patent leather, faux fur, textured leather, velvet, moody dark florals, textured knits, tweedy wovens, rosettes, satin, chiffon, silk, jacquards, corsetry, dark nail polish, dark eyewear, and dark lipstick. Interpret the looks minimally or maximally.

6. Tuxedos and Pants Suits

Trouser suiting continues to be strong, and is offered in a range of fits and silhouettes. Tailored, fluidly tailored, or oversized, so take your pick. Some blazers are big and long, and others are structured, hip-bone length, or short. Belted blazers are having a fab fashion moment.

Pants suits are thought of as versatile attire because they can be dressed up or down. For example, wear a dressier suit in a loosely tailored or fluid fit with a tee, shirt, sweater, knitted top, sneakers, hi-tops, boots, loafers, and crossbody bag or backpack.

A pants suit is not only meant to be an occasion dressing thing. Wear the suit like you would any pair of bottoms and jacket — only they match — and get on with your day. ‘70s corduroy pants suits are coming through too. In fact, corduroy is having a fun fashion moment.

The trouser suit revival for dressy attire comes in handy for work, over the holiday season, or for Winter occasion dressing. It’s practical and keeps you warm. I love wearing pants suits for dressy occasions precisely for those reasons.

7. Maxis, Midaxis, Midis, Minis

Hemlines vary greatly, just like they did throughout the ‘90s. Midi, midaxi and maxi dresses and skirts are there but knee-length, above the knee, and mini skirts are coming through too. Most of the silhouettes are A-line, pleated, tiered, wrap, babydoll, trumpet, shift, fluidly column, shirt, sack, and flared in some way for ease of movement. Maxi pencil skirts with long slits are fringe trending.

Sweater dresses, full circle skirts, and layering dresses and skirts over pants, are silhouettes and combinations enjoying their fashionable moment. The idea is to wear any length of dress and skirt with tall boots.

8. Metallics

Gold, silver, pewter, and copper footwear, bags, and belts are strong. You’ll see metallic non-neutrals too. Big metal belt buckles are having a fashion moment. Metallic clothing is a fringe trend and has its futuristic appeal. Coated metallic jeans are fringe tending. Metallics can be worn more subtly when shimmery threads are woven through the fabrics of any wardrobe item, in any pattern, solid or colour.

9. Peplums

A peplum is a short flared, gathered, or pleated strip of fabric attached at the waist of a woman’s top, sweater, dress, or jacket to create a flounce. Sometimes peplums feature in the front or back of a garment, and not both.

10. Leather Clothing

Leather and faux leather clothing continues to be strong. Think leather or faux leather jackets, coats, pants, skirts, shorts, shirts, dresses, and vests in any colour and silhouette. The quality of faux leather improves every year, and costs a fraction of real leather clothing.

11. Statement Socks

Making a bold or subtle statement with socks has gained momentum. Match solid or patterned neutral or non-neutral socks with your outfit. Create a low or high contrast with your shoes. Socks can be thick and woolly, or refined and thin. Wear socks with loafers, pumps, Mary Janes, and dressy sandals too. Allow socks to peek out from the tops of taller and shorter boots when wearing them with skirts, dresses, or shorts. And if statement socks aren’t your thing, have fun with hosiery instead.

Zara
Light Rib T-shirt
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Zara
Openwork Knit Sweater
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Zara
Pocket Skort
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Zara
Hammer Pants
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Zara
Sheer Tulle Dress
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Boden
Kew Side Stripe Pants
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Boden
Kew Side Stripe Pants
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Boden
Kate Midi Shirt Dress
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COS
Cropped Denim Jacket
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COS
Arch Jeans - Tapered
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Boden
Abigail Jersey Dress
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COS
Pure Cashmere Sweater
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COS
Wide-leg Cargo Trousers
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COS
Leather Crossbody Bag
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COS
Leather Crossbody Bag
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COS
Denim Maxi Skirt
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Mango
Leather-effect Jacket
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Zara
Faux Leather Bomber
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Zara
Pleated Skort
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Zara
Midi Shirt Dress
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Zara
Midi Pocket Skirt
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Zara
High Waisted Culottes
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Zara
Pack Of Coin Necklaces
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Zara
Box Pleat Mini Skirt
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Shopbop
A.L.C. Reeve Jacket
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H&M
Satin Skirt
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H&M
Oversized blazer
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H&M
Patterned Blouse
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H&M
Oversized blazer
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H&M
Cardigan with Collar
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H&M
Knit Sweater
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Aritzia
Wilfred north blazer
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H&M
90s Baggy Low Jeans
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Aritzia
Wilfred carrot pant
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Aritzia
Wilfred song skirt
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Shopbop
IRO Isice Skirt
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Shopbop
Figue Isla Skirt
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Loft
Satin Bias Midi Skirt
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Loft
Faux Suede Wrap Skirt
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Half of these trends greatly appeal to me, and are well represented in my wardrobe. A big YES to red, tall boots, looser jeans and pants, pants suits, faux leather clothing, metallics, midis, and midaxis. A smaller nod to chocolate brown and peplums. How about you?

Outfit Formula: Dresses with Taller Boots

Taller boots are trending, and can pack quite the visual punch. They are insulating too. If you have a pair that you like but aren’t wearing, dust them off and wear them with dresses. 

Here are ways to wear dresses with tall boots as the weather cools.

1. Summer Dress with Taller Boots

This is dead easy. Pair a summery dress with a pair of tall boots. Add a bag that works with the palette of the outfit, and Bob’s your uncle. Here, a shorter dress with a boho vibe is combined with toffee cowboy boots. A tan bag is a tonal match to the boots. A casual necklace on black cord completes the look and fills the gap created by the low neckline.

Summer Dress with Taller Boots

Here are examples of adding taller boots to longer dresses that you typically might wear in the Spring and Summer. The boots are not cowboy boots. A simple way to move dresses into transitional weather, as long as you have the boots.

2. Dresses with Stompy Black Boots

Here’s a version with an on-trend ‘90s flavour. Dresses can be solid or patterned and any length. They are usually made of soft fabric and have black in the patterns to match the boots. Stompy boots are generally black, relatively flat, casual, and chunky. Boot heights tend to be mid-calf, but shorter and taller boots work well too. This version adds a black bag to match the boots, and a canary yellow coat to complement the ochre in the pattern.

Dresses with Stompy Black Boots

Here are more ways to wear dresses with stompy boots. Black bags match the black boots. Sometimes they match a black topper. Where there is no black in the outfit, black boots match the black hair of the model.

COS
Puff-sleeve Midi Dress
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COS
Pleated Shirt Dress
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COS
Belted Shirt Dress
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COS
Pleated Shirt Dress
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3. Transitional Dresses with Taller Boots

This is an example of a warmer dress that you can wear with tall boots. It’s typically thicker, longer and has sleeves.The navy dress here is combined with brown boots and a belt to match, which is nice with the model’s brown hair. A cream coat adds a crisp and pretty touch. I vote a bag that matches the palette, or throw in an unexpected pastel or bright.

Transitional Dresses with Taller Boots

Here are a few more examples of warmer dresses with tall boots. The dresses are midi and midaxi length, and the boots are quite dressy. Bags do not need to match the boots. You might be warm enough wearing this look in Winter, especially indoors.

Shopbop
MISA Charlotte Dress
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4. Short Dresses with Taller Boots

Last, if you prefer dresses with shorter hemlines, here are ways to wear those. Hems range from mid-thigh to just above the knee. These silhouettes are waist-defining, but feel free to surrender the waist. Boxy and voluminous cuts look great with tall boots.

Now that I have a pair of gorgeously tailored knee-high boots, you can bet your bottom dollar I’ll be wearing them with some of my midi and midaxi dresses. I love how I can extend the wear of some of dresses in this way. Can’t wait!

Trend: Brown is Back

Red is the colour of the season, but brown is the next big on-trend colour for Autumn and Winter ’23 and ’24. The earthy neutral fringe trended for a while, but has finally gained momentum and is back to having a mainstream fashion moment after a fifteen year hiatus. 

Brown is popping up in clothing, footwear and accessories. Simply described as brown, or as one of the many variations, including dark chocolate, milk chocolate, espresso, mahogany, hickory, clove, truffle, chestnut, birch, beech, mocha, java, saddle, and fudge. Some browns are very dark and almost black. Others are lighter, but still a dark neutral. Browns can be on the warmer or cooler side. Available mostly in solids, but also in some patterns. Take your pick.

Shopbop
STAND Grayson Pants
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Shopbop
STAND Trek Blazer
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Shopbop
A.L.C. Andie Dress
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Shopbop
AG Farrah Boot Jeans
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Shopbop
Harlyn Silk Camisole
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Shopbop
Theory CL Kick Pants
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Shopbop
STAND Delphine Dress
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Mango
Cable-knit Cardigan
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Mango
Satin Print Shirt
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Mango
Striped Rib Sweater
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Mango
Leather-effect Jacket
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H&M
Bag
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H&M
V-neck Bodysuit
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H&M
Double-breasted Jacket
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H&M
Biker Jacket
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H&M
Wool-blend Coat
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Mango
Leather Midi-skirt
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Aritzia
TNA cozy crew sock
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Aritzia
Babaton conan pant
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Brown has a strong ‘70s connotation for me. As a child of the ‘70s, I vividly remember people wearing brown. My late Mama wore a lot of brown with mustard, teal, burgundy, toffee, light blue, and antique pink. It is indeed a very versatile dark neutral. Maybe more versatile than charcoal, black and navy. To my eye, brown looks great with other dark neutrals, light neutrals, earth tones, jewel tones, pastels, brights, mid-tones, muddy colours, neon, and metallics. That covers ever colour in the universe.

I wore a bit of brown in the ‘70s, and under duress in the ‘80s in the form of a brown school uniform. The latter killed brown for me for decades. It was only in July this year that my mood swung in favour of wearing it. I’ve recovered. I saw a Theory pants suit I fancied, held it up to my new dark blonde hair, looked in the mirror and thought, I like it! The brown works well with the brights, light blue, and cream in my wardrobe. One of my wild cards of the year, and I’m enjoying it a lot. I love a spontaneous purchase that works out. Quite the thrill.

Currently I have four brown items in my wardrobe. The pants suit, which I’m wearing here. A patterned mesh top to go with it, and an old pair of tortoiseshell RayBan sunnies. I don’t plan on getting more brown items, but never say never.

Some of my clients are thrilled with the return of brown, while others are less interested. How about you? Does brown feature in your style?

Roundups

Simpler Items

This week's list of top picks list is about basic pieces.

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Assorted Items

Items for Summer, both in and out of air conditioning.

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Casual Summer Vibes

This week's top picks are good for a casual Summer vibe.

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Summery Earth Tones

These items are for those who like to wear casual earth tones in warm and hot weather.

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Hints of Spring

Some tried-and-tested winning items to refresh your style for Spring.

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Dressier Items

An assortment of dressier top picks might be just what the doctor ordered.

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Black Is Not Universally Flattering

Solid black wardrobe items are spectacular when you wear the colour well. Chic, dressy, streamlined, strong, hard-edged, and dramatic. But it can also look harsh, flat, draining and overwhelming. Black is not a universally flattering colour. 

Beware of Black

Tame black by wearing it as a pattern, as bottoms, with another strong solid, or as outfit accents. Soften black by showcasing skin. Break up its expanse with texture. Make it sparkle with accessories. Wear stronger make-up to match its drama.

Sometimes wearing solid black is dead right. It allows you to blend in when you don’t want to stand out. It can be practical, versatile, dramatic and easy. But if black isn’t for you, complement your style with another dark neutral, like navy, chocolate, or charcoal.

My Whiskey Complement

I got a pair of whiskey knee-high boots at this year’s Nordstrom Anniversary Sale. I mentioned at the time that I wanted to get a bag to match and complement them, and since then I’ve bought one for a song that’s a beautiful tonal match. Of course, I won’t always wear them together, but now I have the option when I’m in the mood for matching.

Whiskey Complement

It turns out that my old toffee pieces like a thirteen-year-old Burberry scarf, a ten-year-old cashmere wrap, a seventeen-year-old studded belt, an eight-year-old short puffer, and a one-year-old pleather moto jacket work well with the new boots and bag. Most of these items aren’t a perfect colour match, but they create outfit cohesion and look great when worn together nonetheless.

I find it tremendously satisfying when old wardrobe items work well with new ones. It makes it easier to create outfits that look pulled together, and refreshes the way I wear old items. In some cases, it makes me fall back in love with old items that I haven’t worn for a while.

When my items relate to each other in some way, I definitely get better use out of them and have them in my wardrobe for longer.