The beauty of the chelsea boots is that you see the entire boot when you wear it. That's what will make it stand out the most and what will give you style. It is therefore preferable to see your ankle with the outfits you choose.
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Whether you're classic, bohemian, chic or more rock, you'll be able to play with these boots and your clothes according to your tastes. Keep in mind that a sober model can be worn with strong pieces; and that a model with more character will be worn with the basics of your wardrobe.
As always, style is also a question of balance and the right balance between your feet, your silhouette and your accessories.
Chelsea boots have a lot of charm on their own, so they don't need to be worn with super stylish clothes, just basics. You can however choose to break their masculine side (at least for the flat model) with very feminine pieces.
If you're a fan of the long, you'll have the choice between cigarette pants, 7/8 jeans, slim jeans rolled up or not, leather pants. If you like short, opt for a short skirt, a sweater dress, a flowing dress.
You can also fall for models with flowery ends and pretty topstitching and wear them with big socks visible when temperatures are low.
So, to answer the question 'which pieces to wear the chelsea boots with', I offer you inspiring looks in pictures.