Embrace life as an uncomplicated tomboy in classic oxfords and feminine button downs.

As the leaves and temperatures start falling across the country, it’s time for us to get comfy and cozy. Good news for us ladies is that flat shoes, especially oxfords and brogues, are all the rage right now. Worn with thick socks, they’ll be good through the winter, and your feet will thank you for giving them a break from heels. Plaids have been around for a while now, but are still going strong in the trend-department. Instead of just a plain plaid shirt, try a figure-hugging skirt, á la Mad Men-era secretary, a below-the knee shirt dress, or steal a shirt from your boyfriend, belt it, and make it a dress (or just wear it to snuggle up in the sofa, under a cozy eco-wool blanket).

Herbert Organic Light Twill Shirt by Nudie Jeans
This shirt was made for boys, but looks equally good (or better) on their girlfriends. Just add a belt, and wear it with a short skirt or shorts.
$199, shop.nudiejeans.com

Black & White Spectator Lace-Up Oxfords
These classic two-tone oxford brogues are made in contrasting black and white man-made leather, for all you stylish vegans out there.
$28, lulus.com

Pendleton Eco-wise Plaid Easy-care Blanket
From the sheep to the shelf, Pendleton Eco-Wise Wool® passes strict standards of sustainability and responsible environmental stewardship. It’s made in the U.S., machine-washable and sure to only grow softer and more beautiful with age.
$108-198, pendleton.com

Maggie Shirt Dress from People Tree
This casual below-the-knee dress is hand woven in Bangladesh. Match with a weathered belt and vintage boots.
approx. $118, peopletree.com

Vintage 50s Skirt
Plaid skirts from the 1950s are usually pretty easy to find in well-stocked second-hand stores. Up the trend-factor by making it a pleated one. This one, from Etsy seller Small Earth Vintage, has a classic plaid pattern in red, Kelly Green, white, indigo and yellow and is made from durable linen.
$26, etsy.com/shop/SmallEarthVintage

Vegan Brogues
These classic vegan brogues are made from breathable Vegetan Bucky material, which is a breathable microfiber that looks, feels and creases like supple leather and only gets better with age.
approx. $110, vegetarianshoes.co.uk

Organic Plaid Scarf by Sundance
This mellow-hued plaid scarf is made from soft organic cotton. The diamond shape makes it highly versatile and the raw, unfinished edges add a touch of casual cool.
$38, sundancecatalog.com

TOMS Black Suede Women’s Desert Botas
For a more casual alternative to oxfords, try this adaption of a desert boot from TOMS. For every pair you buy, TOMS will donate one pair of shoes to a child in need.
$68, toms.com

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