The boot. It very well could be the most important piece of your fall fashion arsenal. And with such a wide variety to choose from this season, we had ELLE Editor Winifred Wang hand-pick her favorite styles for our ELLE Editor’s Selections: Fall Boots Boutique (opens September 16 at 11AM ET). Here, she dishes on ways to rock every type of boot this season – and kick your look up a notch.

Rue La La: This season, with boots of every height, from ankle booties to over-the-knee, how do you decide which height to wear with each look?
Winifred: It’s all about playing with proportions. If you’re wearing over-the-knee, I wouldn’t go too short on the skirt or dress for risk of looking a bit tart-y. But, you can go a bit shorter with knee-high boots.

Rue La La: What’s your boot obsession right now?
Winifred: I love wedge booties. They’re so comfortable and they give you height, plus, they’re super versatile. They look great with all silhouettes – skinny jeans, flared, and also great with dresses and skirts.

Rue La La: Some of us live in boots and comfort is key. Any hints for knowing if a boot will be comfy for the long haul?
Winifred: For high-heeled boots, a good platform always helps, and a thicker heel. But flat heels are best for walking.

Rue La La: Talk to us about color.
Winifred: You can never go wrong with brown and black, but nude and lighter neutral tones (greys, beige, camel, etc.) are a new favorite of mine!

Rue La La: How do you like to style tougher, rocker-style boots?
Winifred: I like to contrast with cute skirts and dresses.

Rue La La: We’re loving the military trend right now. What boots go best with that look?
Winifred: I would go with something with a heel. If you wear a flat boot, the look can become a bit too utilitarian.

Rue La La: We have a lot of stylish people in our office. What boots are best for the workplace?
Winifred: Honestly, whatever is comfortable and makes you feel confident when you’re wearing them. But I recommend a heel rather than flat.

Rue La La: Are over-the-knee boots still in style?
Winifred: Absolutely! They look great over skinny jeans and also with dresses and skirts that aren’t too short. You only want to see a little bit of skin.

Rue La La: Can we still make our peep-toe boots work for fall?
Winifred: Yes – pair them with textured or opaque tights. Tights are a great way to dress up a more casual boot – I’m loving lace tights right now.

Rue La La: Socks with boots. Really?
Winifred: I love pairing riding boots with shorts with a cute knee-high sock peeping out.

Rue La La: If you could only wear one style of boots for the rest of the fall, what would they be?
Winifred: Over-the-knee boots - I still love them! I always feel so confident when wearing them.

Our ELLE Editor’s Selections: Fall Boots Boutique opens Tuesday, September 14 at 11AM ET.