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8 Outfits To Wear With Chunky Boots


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Adding a pair of chunky boots to any outfit is what A/W styling is all about. You’ll be reaching for your favourite pair throughout the season and beyond! Whether you’re looking for classic lace-up, buckle detail, or stylish Chelsea chunky boots we have them all!

Looking for some inspiration on how to style your chunky boots this season? Look no further than our ultimate guide, which features a range of looks with boots in UK sizes 4-13, ranging from standard, wide and extra wide fits.

Tall Chunky Boots Outfit Ideas

Leggings and Chunky Boots Outfits

Check out this must-have outfit of the season! Featuring cotton leggings, a cable knit jumper, and chunky boots, all effortlessly layered with a padded coat.

A cosy knit and leggings are the perfect match for a stylish autumn/winter look. The leggings’ waist-cinching nature elongates your legs, while the knitwear provides warmth and comfort. Style with chunky boots in classic black or tan. Pair with seasonal striped jumper and layer with a longline gilet for a cosy look you can on repeat this season.

Whether you’re dressing up or down, this outfit will take you from day to night. Style with comfortable cotton leggings during the day and stretchy faux leather at night; they’re guaranteed to hug your figure in all the right places.

Dress and Chunky Boots Outfit

For days when you want to be comfortable, but also look put together, a dress and chunky boots are the perfect match. Whether it’s a midi, midaxi, or maxi length dress, they can be easily styled with chunky boots for an effortless look you can wear on repeat.

Look to our trend-led denim dress for a perfect autumn winter outfit. Made from a stretchy denim fabric, this dress effortlessly enhances your figure and belted tie waist cinches you in as much or as little as you like.

This ditsy floral tea dress is guaranteed to keep you warm throughout the season, whilst also looking super stylish. As it effortlessly elongates your legs and hugs your silhouette, style with your go-to pair of chunky boots. Featuring a classic lace up style, these boots feature a durable heel and rounded toe perfect for the colder weather, available in UK sizes 7-13.

Choose floaty midi dresses in animal, dogtooth and floral prints for the ultimate A/W outfit.

Skirt and Chunky Boots Outfit

Skirts and boots are a match made in heaven! Whether it’s floaty floral skirts, denim skirts or tube skirts, chunky boots go perfectly with all of them!

Check out our must-have denim skirt for a trend-led look you can wear with confidence. Featuring a high waist and functioning pockets, this denim skirt can be styled up or down depending on the occasion. Pair with your favourite t-shirt and chunky boots for an effortless autumn/winter ensemble.

Why tap into two trends this season with our chunky boots and cargo skirt combination?

This trend-led cargo midi skirt is set to be your go-to for the season. Made from a stretchy cotton fabric, it features a front split hem, belt loop and functional pockets. Style with boots and a knitted jumper for a casual outfit you can wear on repeat.

If you’re looking for a dressed-up outfit that’s minimal effort but maximum impact then this look is for you.

Featuring a stunning animal print maxi skirt that effortlessly elongates your legs. Partner with a longer length sweatshirt and chunky boots to nail A/W styling. Boots are a perfect option if you don’t want to wear heels, but is dressier than trainers and these boots are no exception.

Shop tall women’s boots and new in for seasonal inspiration.

Show us your favourite outfit to style with chunky boots by tagging us over on our social channels @longtallsallyfashion on Instagram & Facebook by using the hashtag #ImWearingLTS – you might even get featured!