Re-booting my outfits for autumn (and the importance of dressing for comfort)

— by Alyson Walsh

Photos: Claire Pepper


While I loved reading about the retro glamour of Gucci’s Hollywood extravaganza t’other night, I am seriously into comfort dressing right now. November is a month for layering up, taking cardigans out of moth-proof storage and bringing on my boots (Jackets. Cardis. Boots. I’m doing the JCB  – and clothes should do the heavy-lifting for you!) Fashion may be going all glitzy and disco-tastic but functionality reigns supreme. I’m staying within my comfort zone.

The big winter coat hasn’t made an appearance yet, not while the upcycled camo bomber from The R Collective is in action. And when it comes to socialising – I’m still playing it safe and opting for outdoors when going out-out –  rooftop drinks require a double jacket combo. So far I’ve experimented with a looser-fitting padded style over a velvet blazer, and oversized corduroy over a lightweight tweed. Of course, the cardigan adds another feel-good layer, whether it’s under a jacket, over a jumpsuit or both. One slightly unexpected combination I’m experimenting with is the cardigan over the sweatshirt (see below). It could catch on…Just add a colourful lambswool scarf, statement earrings and your own private booth.


Layering up when going out-out


Over the last couple of years, I’ve been pimping up my boots. They’ve definitely become bigger and more bovver-ish. You’ll often find me stomping around in black leather shit-kickers or a chunky Chelsea; but I’m also partial to a slimline, elegant style. Easy-to-wear ankle boots are part of an everyday, autumn uniform, together with a pair of old, slim-leg jeans, a cosy cardigan and a chic jacket (or two); behold, an outfit that’ll take you anywhere. The dream. When it comes to style, feeling comfortable in our clothes is the most important thing. Just make sure you have the right socks. Last year I bought a batch of thick, cotton walking socks from Community Clothing, and now I’m ready to ramble…

Functional dressing and a pair of fab boots you can walk in, it’s a no-brainer. Comfort equals confidence for both day and evening. It’s easy to dress up a simple outfit but you can’t cover up discomfort.



Pimping up my boots…

Creature comforts



All my own clothes unless stated otherwise.

First outfit: upcycled camo jacket from The R Collective. Khaki sweatshirt is a men’s Sunspel (a few seasons old). Cashmere cardigan is an ancient press gift from Lands’ End. My white jeans are second-hand Levi’s 501s. The heeled Chelsea boots I bought in the Tod’s sale, a couple of years ago. Gold-plated, pearl earrings loaned for the shoot from Completed Works.

Second outfit: corduroy jacket is a vintage MHL by Margaret Howell. My denim jacket is very old Gap. The denim skirt is Weekend Maxmara from a previous collaboration with John Lewis. Chunky Chelsea boots from Solovair. The leather satchel was loaned from Ally Capellino and returned.

Third outfit: army green, wool cardigan is from MHL by Margaret Howell. The boiler suit is by Spry Workwear (don’t forget there’s an ecru version in the TNMA Edit!). Chelsea boots are a pair of old Grenson’s bought at a sample sale.


Are you staying within your comfort zone this autumn?



More Jackets. Cardis. Boots:



Please note that affiliate links used may gain a small commission for That’s Not My Age.


Keep Reading

How green is your beauty routine? 15 sustainable beauty brands recommended by an expert

  While I loved reading about the retro glamour of Gucci’s Hollywood extravaganza t’other night, I am seriously into comfort dressing right now. November is a month for layering up, t…