September Outfit Roundup – Comfy and Easy Outfits

Sharon of Her Simple Sole is showcasing her September outfit roundup with comfy and easy outfits she wore that month | minimalist outfits | simple outfit ideas

Hi friends! I wanted to provide some fall outfit inspiration by rounding up my September outfits. They feature items that I’m loving right now: knitwear, denim, and button-up shirts! Because let’s be real – is fall fashion really fall fashion without all these textures and cozy layers? In some of these outfits you’ll find some new knitwear pieces that I’m so excited to wear during the upcoming colder months. They truly contribute to some of the most coziest outfits. As always, many of these outfits also feature pieces made of natural fabrics for both warmth and breathability – an unbeatable combination for comfort as the temperatures continue to drop.


Some items showcased are PR products or were received as a part of a previous collaboration (labeled as c/o). As well, some links used in this post are affiliate links. This means if you purchase through them, I may earn a small commission at no extra cost to you. My goal is to inspire you to get creative with what you already have and be intentional with quality pieces you’ll love for years to come. Thank you for supporting Her Simple Sole blog!


Sharon of Her Simple Sole is showcasing an outfit from her September outfit roundup, featuring a brown mockneck sweater, brown wide-leg pants, a black slouchy bag and black pointed toe ankle boots | minimalist outfits | simple outfit ideas
Close-up detailed outfit shot of Sharon of Her Simple Sole wearing a brown mockneck sweater, brown wide-leg pants and a black slouchy bag | minimalist outfits | simple outfit ideas

Outfit details:
Poppy Barley Mockneck Sweater (c/o, XS)
Uniqlo Wide-leg Pants (XS)
Poppy Barley boots (c/o)
Poppy Barley Crossbody Bag (c/o)


Sharon of Her Simple Sole is showcasing an outfit from her September outfit roundup, featuring a brown mockneck sweater, white straight leg jeans, a black slouchy bag and black pointed toe ankle boots | minimalist outfits | simple outfit ideas
Sharon of Her Simple Sole is showcasing an outfit from her September outfit roundup, featuring a brown mockneck sweater, white straight leg jeans, a black slouchy bag and black pointed toe ankle boots | minimalist outfits | simple outfit ideas

Outfit details:
Poppy Barley Mockneck Sweater (c/o, XS)
Aritzia Straight Jeans (25, similar here and here)
Poppy Barley boots (c/o)
Poppy Barley Crossbody Bag (c/o)


Sharon of Her Simple Sole is showcasing an outfit from her September outfit roundup, featuring a brown mockneck sweater, black maxi dress, a black slouchy bag and black pointy toe ankle boots | minimalist outfits | simple outfit ideas

Outfit details:
Poppy Barley Mockneck Sweater (c/o, XS)
Kit and Ace Maxi Dress (XS)
Poppy Barley boots (c/o)
Poppy Barley Crossbody Bag (c/o)


Sharon of Her Simple Sole is showcasing an outfit from her September outfit roundup, featuring a basic white T-Shirt, blue straight leg jeans, a wool cardigan over the shoulders, an off-white crossbody bag and nude ankle boots | minimalist outfits | simple outfit ideas
Close-up detailed outfit shot of Sharon of Her Simple Sole wearing a basic white T-Shirt, blue straight leg jeans, a wool cardigan over the shoulders, an off-white crossbody bag | minimalist outfits | simple outfit ideas

Outfit details:
Frank and Oak White T-Shirt (S)
Sézane Cardigan (XXS)
Everlane Jeans (24)
L’intervalle boots (linked to similar style, also similar here)
Polene Bag


Sharon of Her Simple Sole is showcasing an outfit from her September outfit roundup, featuring a basic white T-Shirt, blue straight leg jeans, a cream cardigan, a taupe bucket bag and cream chunky boots | minimalist outfits | simple outfit ideas
Close-up detailed outfit shot of Sharon of Her Simple Sole wearing a basic white T-Shirt, blue straight leg jeans, a cream cardigan, and a taupe bucket bag | minimalist outfits | simple outfit ideas

Outfit details:
Frank and Oak White T-Shirt (S)
Tradlands Cotton Cardigan (c/o, XS)
Everlane Jeans (24)
Poppy Barley boots (linked to available color, similar here style here)
Paris/64 Bag (c/o, similar styles here and here)


Sharon of Her Simple Sole is showcasing an outfit from her September outfit roundup, featuring a basic white T-Shirt, black cropped jacket, blue straight leg jeans, a black crossbody bag and black pointy toe ankle boots | minimalist outfits | simple outfit ideas
Close-up detailed outfit shot of Sharon of Her Simple Sole wearing a basic white T-Shirt, black cropped jacket, dark blue straight-leg jeans, and a black half moon crossbody bag | minimalist outfits | simple outfit ideas

Outfit details:
Frank and Oak White T-Shirt (S)
Modern Ambition Cropped Jacket (c/o, S)
Everlane Jeans (24)
Poppy Barley boots (c/o)
A.P.C. Demi-Lune Bag


Sharon of Her Simple Sole is showcasing an outfit from her September outfit roundup, featuring a basic white T-Shirt, a striped cotton sweater, dark blue straight leg jeans, a black slouchy bag and black Converse sneakers | minimalist outfits | simple outfit ideas
Close-up detailed outfit shot of Sharon of Her Simple Sole wearing a basic white T-Shirt, a striped cotton sweater, dark blue straight leg jeans and a black slouchy bag | minimalist outfits | simple outfit ideas

Outfit details:
Frank and Oak White T-Shirt (S)
Sézane Striped Jumper (XS)
Everlane Jeans (24)
Converse Sneakers
Poppy Barley Crossbody Bag (c/o)


Sharon of Her Simple Sole is showcasing an outfit from her September outfit roundup, featuring a basic white T-Shirt, an oversized white button-up shirt, dark blue straight leg jeans, an off-white crossbody bag and nude mules | minimalist outfits | simple outfit ideas
Close-up detailed outfit shot of Sharon of Her Simple Sole wearing a basic white T-Shirt, an oversized white button-up shirt, dark blue straight leg jeans, an off-white crossbody bag | minimalist outfits | simple outfit ideas

Outfit details:
Frank and Oak White T-Shirt (S)
Able Shirt (XS)
Everlane Jeans (24)
Maguire shoes mules (linked to similar style)
Polene Bag


Sharon of Her Simple Sole is showcasing an outfit from her September outfit roundup, featuring a basic white T-Shirt, a striped cotton sweater, black straight leg jeans, an off-white crossbody bag and nude ankle boots | minimalist outfits | simple outfit ideas
Close-up detailed outfit shot of Sharon of Her Simple Sole wearing a basic white T-Shirt, a striped cotton sweater, black straight leg jeans, and an off-white crossbody bag | minimalist outfits | simple outfit ideas

Outfit details:
Frank and Oak White T-Shirt (S)
Tradlands Striped Crewneck Sweater (XS)
Everlane Jeans (24, 27.5” inseam)
L’intervalle boots (linked to similar style, also similar here)
Polene Bag


Sharon of Her Simple Sole is showcasing an outfit from her September outfit roundup, featuring a black square neck tank top, a striped button-up shirt, black straight leg jeans, a black top handle bag and black Chelsea boots | minimalist outfits | simple outfit ideas

Outfit details:
Frank and Oak Shirt (linked to a similar style, also similar here and here)
Aritzia Black Tank Top (S, similar here and here)
Everlane Jeans (24, 27.5” inseam)
Parisa Wang Bag
Nisolo Boots (c/o)
Aritzia belt (linked to similar style)


Sharon of Her Simple Sole is showcasing an outfit from her September outfit roundup, featuring a basic white bodysuit, a striped button up shirt, black straight leg jeans, an off-white crossbody bag and white sneakers | minimalist outfits | simple outfit ideas

Outfit details:
Frank And Oak shirt (linked to a similar style, also similar here and here)
A&F Tank Bodysuit (S)
Everlane Jeans (24, 27.5” inseam)
Polene Bag
Converse Sneakers


Sharon of Her Simple Sole is showcasing her September outfit roundup with comfy and easy outfits she wore that month | minimalist outfits | simple outfit ideas | fall outfits
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