2000s Winter Boots: 5 Stylish Trend Ideas to Wear

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Brown suede wedge boots with faux-fur trim and laces on a person's feet.

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Suede, nylon, faux-suede and leather all show up in the 5 pairs here, from a brown suede wedge to a black leather over-the-knee, and the right one depends on how you wear boots most days.

Slushy sidewalks point to nylon, which wipes clean faster than suede. Long errands point to the wedge, and a pair meant to last several seasons points to the black leather over-the-knee, which keeps its shape better than suede.

1. Brown Suede Wedge Boots

Brown suede wedge boots with faux-fur trim and laces on a person's feet.
The faux-fur trim adds a cozy touch to these brown suede boots. · 📷 @voids.tuff

Faux-fur trim and a lace-up front give these brown suede wedges a cozy, slightly retro look that suits real winter days.

The wedge spreads your weight across the whole foot, so I would pick it over a stiletto for long errands.

Brown suede reads softer than black, which makes it easy beside dark denim and chunky knits. Keep the pants slim or straight so the trim stays the focus.

Suede marks easily, so a protector spray before the first wear is worth the 5 minutes.

2. Black Nylon Boots

Black nylon winter boots with faux-fur trim and white DC logo on side.
These black nylon boots are easy to clean after slushy days. · 📷 @cherylllacanlal

Nylon wipes clean faster than suede, which matters if you wear boots on slushy sidewalks.

The logo makes these sportier than the others, so I would wear them with leggings, a puffer and a beanie rather than a dress. They lean casual, and that is the trade-off: not a pair for dressier evenings.

3. Over-the-knee Faux-suede Boots

Brown faux-suede over-the-knee boots with black toes and fluffy faux-fur trim.
The pointed toes and faux-fur cuffs give these over-the-knee boots a dramatic flair. · 📷 @samh8zya

Over-the-knee boots with knit cuffs, faux-fur trim and pointed toes bring more drama than the other styles here. The faux-suede keeps the look soft and the price likely lower than real suede.

Pair them with a short skirt or a sweater dress so the cuffs have room to show. With skinny jeans, tuck the denim in smoothly, or the bulk at the knee gets awkward.

Try them on with the exact hemline you plan to wear, since the gap between hem and boot top decides everything.

4. Faux-fur or Suede Boots

Tan suede wedge boots with faux-fur trim and buckles on a person.
Chunky soles and laces make these tan suede boots versatile for everyday wear. · 📷 @thesewreaper

Chunky soles and faux-fur trim come in black, brown or white, so the color choice does most of the work.

Tan suede with buckles and laces, like the pair above, is the one I would buy first because it goes with nearly every neutral.

White looks great but shows every bit of salt and dirt, so save it for dry days. Black hides the most.

Wear knee-high versions over leggings or skinny jeans, with a longer sweater on top.

5. Black Leather Over-the-Knee Boots

Black over-the-knee pointed-toe boots worn on a light wooden floor.
The sleek black leather and pointed toe keep these over-the-knee boots stylish. · 📷 @chloe_is_walking

A black leather over-the-knee boot with a pointed toe is the sleekest option here, and the only one with no trim to date it.

Leather keeps its shape better than suede, so I would choose it if you want one pair to last several seasons.

Wear them with a sweater dress or a skirt that ends mid-thigh, and keep the top half simple. The pointed toe lengthens the leg, but check that the shaft sits snugly at the calf, because slouching breaks the line.

2000s Winter Boots: 5 Stylish Trend Ideas to Wear 6

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