FASHION
HOW TO STYLE BOOTS FOR AUTUMN
By Ayis Stephen-Diver, 24 September 2025
WHY ARE BOOTS TRENDING?

Picture: Getty
#1: HOW TO STYLE RIDING BOOTS


Writer and self-proclaimed horse-girl Flo is a lover of all things equestrian, preppy and rooted in British style – so riding boots are absolutely her cup of tea. ‘I love how timeless a riding boot is. They’ll take you from city to country with minimal faff, and conjure serious “crisp autumn walk” chic. Bonus points for their shiny leather finish – perfect for riding out a downpour. Even if you’re not a horse lover, a good pair of riding boots will transform your humdrum commute into a galloping adventure.’ Take notes from Flo and stick to the tried-and-tested riding boots formula: a checked blazer, skinny jeans (to tuck into your boots) and a turtleneck knit.
GET THE LOOK:
Bronx fe-lise buckle detail riding boot in black, £200
Topshop Joni skinny high rise jean in washed black, £40
ASOS DESIGN sheer roll neck longline top in cream, £24
Topshop co ord check cinched waist blazer in brown, £85
#2: HOW TO STYLE SLOUCHY BOOTS


‘I for one can’t stop thinking about those slouchy boots we saw walking down the AW25 Zimmerman runway. Don’t remember them? They made a statement but had just the right amount of slouch to radiate a boho aesthetic,’ says Junior Editor, Liz. Slouchy boots have re-entered the trend cycle under the larger boho umbrella, but Zimmerman isn’t the only co-signer. Ralph Lauren, Balmain and Louis Vuitton have shown high-fashion takes too. So how do you elevate your slouchy boots? Liz has the answer: ‘These Stradivarius boots offer that same [boho] energy, but in a brown suede – which is the shade to be seen in this season. I’ll be styling mine with silky shorts, a lightweight knit, a leather bomber and tinted sunglasses.’
GET THE LOOK:
Stradivarius Real suede slouchy heeled boot in beige, £89.99
ASOS DESIGN longline heavyweight oversized t-shirt in white, £22
Monki ruffle mini bloomer shorts in white, £20
ASOS DESIGN aviator glasses with clear lens in brown, £10
ASOS DESIGN leather top collar jacket with pocket detail in burgundy, £190
#3: HOW TO STYLE CHELSEA BOOTS


‘Chelsea boots are a timeless style, so you see them on runways every season – but they’re rooted in 60s heritage. And I expect with cultural moments like The Beatles’ biopics in production they’ll be back on everyone’s style radar in a big way soon,’ says Junior Editor, Emma. While sticking to 60s style codes is always a good idea when it comes to Chelsea boots, Emma styles hers with a modern touch. ‘I love a cowboy boot in summer, and the Chelsea boot is my winter equivalent. I like them with an angular toe so they poke out beneath baggy jeans or flares. This season I’ll be pairing mine with a shaggy coat – I’m loving all the faux-fur styles that are everywhere right now.’ From full faux-fur styles to Afghan-style coats, elevate your Chelsea boots with statement layers for AW25.
GET THE LOOK:
Pull&Bear Loose bell bottom jeans in medium blue, £29.99
GANT regular fit classic oxford striped shirt in light red, £100
Dune London Depend tote bag in red, £129
Simmi London Duff low ankle chelsea boot in brown, £40
#4: HOW TO STYLE 90S BOOTS


If you had to ask us, the perfect 90s boot is structured from every plane and angle, with a harshly geometric tongue and an architectural, mid-height heel. Like the rest of us, Editorial Manager Jazmin is a huge fan of the style icons who made these boots a hot commodity: ‘There’s no better way to wear 90s boots than with professional, work-ready pieces. Whether I’m headed to the office or having drinks with my friends, I take style cues from Halle Berry and Jennifer Aniston’s off-duty outfits from the 90s; I love how they teamed their boots with basics and corpcore.’ Take that as your sign to add tailoring, mini skirts, trench coats and waist-cinching shirts to your A/W rotation.
GET THE LOOK:
Topshop Nadie chisel toe ankle boot in black, £45
Cotton On luis suiting mini skirt in black, £25
ASOS DESIGN oversized short trench coat with belt in olive, £58
Pull&Bear Retro yellow lens glasses in brown, £15.99
Bershka Button-up knit cardigan in light grey, £19.99
#5: HOW TO STYLE MOTO BOOTS

Pictures: ASOS

If you didn’t already know, ‘moto’ is just short for ‘motorcycle’ – implying a boot inspired by the rugged, sandy aesthetic often associated with the biker lifestyle. Junior Writer Ayis says, ‘Moto boots are the ultimate tool for subverting traditionally hyper-femme pieces with grungier, more gothic feels.’ Exactly why she, alongside tons of festival attendees, swore by moto boots alongside graphic tees, lace maxi skirts and milkmaid dresses this festival season. But outside of their style credentials, they’re also super heavy-duty and make a great investment for anyone unwilling to replace their boots every 3-5 business days.
GET THE LOOK:
ASOS DESIGN Arley burnished flat biker boot in brown, £45
Topshop sheer maxi with lace inserts in ivory, £55
Bershka Post malone print t-shirt in black&white, £19.99
Topshop short bubble faux leather bomber jacket in black, £75
OLEND Ona soft nylon multiwear crossbody bag in leopard print, £82