Don’t you just love it when the new pieces you’ve been eyeing up and finally decide to purchase, all come together perfectly? Honestly, it’s really rare for every piece I end up buying to come together so effortlessly, so I figured it was an outfit combination worth sharing.
One thing I love about dressing for fall is how a few well-chosen items can make my entire wardrobe feel instantly fresh. Fall is when I really lean into outfits that mix texture, warmth and as always, a little bit of personality.
So, here’s my fall lineup…
I’ve found I don’t have to change up the game completely to get a totally wearable look each season – just a few, curated and updated pieces that will extend the life of my closet. Now, let’s see it all together, with a breakdown of each piece.
Jacket (10) | Cardigan (M) | Pants (27) | Clogs (7.5) | Bag
1. A Statement Jacket
Damson Madder is one of the brands that I have been most excited about this year. I am a big fan of their slightly unique, playful, vintage-inspired designs, materials that last, and their decently affordable price tags.
Jacket (10) | Cardigan (M) | Pants (27) | Clogs (7.5) | Bag
Their Emilie Workwear Jacket stopped me in my tracks immediately. It is exactly the upgraded denim jacket for fall that I have been searching for! I love all the extra details like fixed rolled cuffs, the adjustable drawstring side ties and the faded denim whiskering details.
Jacket (10) | Cardigan (M) | Pants (27) | Clogs (7.5) | Bag
Fit Notes: This jacket is made from 100% cotton and features heavyweight, non-stretch denim fabric. Keep in mind that Damson Madder is a UK brand and has UK sizes. I went with the size 10, which is comparable to a US 6. I probably could have sized down to the UK 8, but I like the oversized fit that I can layer lots underneath.
2. A Chic, Cozy Cardigan
Under the jacket is this dreamy high-low merino-cotton cardigan from Banana Republic (that also comes in black). It’s soft enough to wear on its own (and the side-slits make it extra breathable) but it’s also thin enough to layer under too. The slightly oversized fit gives it that effortless, casual vibe while also still looking chic and stylish. (This one tends to go on sale so keep an eye out.)
I love the subtle, but not boring ‘stone heather’ color that pairs so perfectly with warm autumn hues like chocolate brown, and it even goes with cooler fall colors, like navy. I love how this cardigan acts as a bridge between the more polished denim outerwear and the casual corduroy pants. It’s a cardigan I can confidently grab for everything from weekday errands to weekend coffee pitstops at MadCap.
Cardigan (M) | Pants (27) | Bag
Fit Notes: This cardigan is made from 55% standard merino wool and 45% organic cotton. It has an oversized fit, with plenty of room throughout the chest and the waist. I especially love the high-low hem with side-slits that reach up to the underarms. I’m wearing a medium and am happy with the fit.
3. Corduroy Pants
When I saw that Free People made a corduroy version of my favorite Deep Trance jeans, I knew I had to get them. And as soon as I saw this gorgeous warm chocolate brown option, I ordered them immediately. It also helps that they are currently 25% off at Nordstrom and under $100!
Jacket (10) | Cardigan (M) | Pants (27) | Clogs (7.5) | Bag
Corduroy is one of those fabrics that makes any outfit seem instantly autumnal and these high-waisted, tapered, barrel leg pants absolutely nail my current favorite pant silhouette. They are cut with a slightly wide-leg that feels modern yet not overwhelmingly so and the wale (aka the width of the cord) is fine enough to feel sophisticated. The color is rich and warm and perfect with cream knits, dark wash denim jackets, and of course those clogs.
Jacket (10) | Cardigan (M) | Pants (27) | Clogs (7.5) | Bag
Fit Notes: These cords are 70% cotton, 22% modal and 2% elastane (so they have a decent amount of stretch). They have a 25″ inseam, an 11 1/2″ front rise, and 15″ back rise with a button fly. They run TTS, but if you run in between sizes like me, I would size up. They are comfortable enough for everyday wear yet structured enough to feel intentional.
4. Actually Comfy Clogs
Clogs. clogs. clogs. I’ve been thinking non-stop about them this fall (haven’t we all??). Clogs are finally having their moment….again and they are proof that you can have both comfort and style. And I finally found a pair that really works for me: this pair by Naturalizer. The leather has a soft sheen, the shape is classic (not too chunky, not too dainty) and the wooden platform gives a subtle lift without sacrificing stability. They are easy to slip on and off and are in my current favorite color for fall this year: chocolate brown. Oh, and they go with everything from jeans to skirts to dresses.
Jacket (10) | Cardigan (M) | Pants (27) | Clogs (7.5) | Bag
Fit Notes: These platform clogs feature a rounded toe, with a chunky heel and a leather upper. They have a 1 1/4 inch platform and 2 7/8 inch block heel. They run TTS.
5. A Suede Shoulder Bag
I am really picky when it comes to my bags, but when I find one I love I use it for years and years to come (just ask my multiple Rebecca Minkoff Julian backpacks that I’ve used for over 10 years now). This is one of the few bags I’ve bought over the years that can actually compete with my Julian backpack in that it is roomy enough for all my things, has plenty of pockets to organize said things into.
Jacket (10) | Cardigan (M) | Pants (27) | Clogs (7.5) | Bag
This bag also happens to be showstoppingly cool. Even better, I actually couldn’t believe the affordable price, especially for real suede, I was totally expecting it to be at least double the price!
Jacket (10) | Cardigan (M) | Pants (27) | Clogs (7.5) | Bag
Fit Notes: This bag is made from 100% leather. I found the color of this ‘biscuit’ suede bag to be slightly lighter in color than in the pictures featured on FP’s website. They also have a black and a French green option. It has an adjustable leather strap, a detachable carrying strap and exterior zip pockets as well as an interior zip pocket.
That’s my top 5 for fall! Thank you so much for reading this post. As always, any questions you have for me feel free to comment. I’d love to hear from you! And thank you to amazingly talented Elise Kutt for the great photos and impeccable shooting experience! 😉 Until next time,
xo, Jess ( My Instagram | More of My Posts )
















