These Flattering '00s Boots Are Back, and Everyone's Shopping Them Again

Since autumn is in full swing, it's now time to actually buy all the pieces we've had on our wish lists since, well, what feels like forever. First on our winter shopping list? Slouchy boots. Said to be the new style set to knock sock boots off the top spot, the super-slouchy shape comes in every height, colour, fabric and print, and feels like it's stepped straight out of the '80s. However, you may be more likely to associate them with the '00s, when Sienna Miller and Kate Moss were basically betrothed to their slouchy suede boots, teaming them with everything from grey skinny jeans to flippy sundresses.

Style Notes: Over-the-knee boots not only look better slightly slouchy; they're also easier to keep in place as long boots have a tendency to slouchy down anyway.

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Style Notes: So many girls are wearing them over jeans, just like Sienna and Kate did in the '00s.

Style Notes: Offset fierce python-print slouch boots with soft floral prints. Somehow it works. 

So why should we consider swapping our favourite pair of structured boots for something with extra slouch? This style promises to be the perfect partner for all your printed dresses and floaty midi skirts, plus the majority of iterations come with mid-height heels, and who are we to turn down something so practical? Everyone from Pernille Teisbaek to Tiffany Hsu has been seen wearing them, and on the runways, Tibi, Saint Laurent and Stella McCartney have given the trend the green light. If you're still not convinced, let us introduce you to this season's key styles, and shop our favourite styles for every budget below.

Or why not try something with a low heel?

Looking for something to wear over jeans? Try this influencer-approved pair from Prada.

Just divine with floral midi dresses.

The perfect alternative to classic black boots. 

Is it weird that we want to wear these with leggings?

The black suede slouchy boots will transform your off-duty wardrobe.

If cocktail boots were a thing, they'd probably look a bit like this.

More of an ankle-boots person? We've got those too.

This story was published at an earlier time and has since been updated.