How to Choose The Right Boots For Your Figure and Style

It’s that time of the year where we get to begin wearing sweaters and boots again. Yay! For me, this is the only consolation about the weather getting cooler and the darkness coming earlier.

With that said, many of us are scrambling to get a new pair of boots to support us through the cooler months. The selection is amazing right now, which is good, but it can also be very confusing.

So, my clients ask this question every year. How do I choose the right boot to look fabulous, be comfortable and also to carry me through the season? My number one rule for all clothing and accessories is that they should be flattering. SO now you may ask, how do I know what style is flattering for me?

(not flattering)

Choose Your Style Wisely: Whatever style boots you choose, you need to make sure that they are in proportion to your body shape and size. They don’t have to be in classic proportion, but they should add positive, not negative lines to your overall look.

For instance, short boots that fall just under an overlarge calf could highlight the heft of the leg. Stiletto-heeled boots on a very short or heavy woman could look out of balance. A big thick heavy heel will look very out of proportion on a petite frame.

If you have skinny legs, don’t wear baggy boots. Tall boots that are too wide on a skinny leg could make for a bottom heavy look. There should be no more than ½ inch between the top of boot and your leg.

If you are short, keep your hose the same color as your boot to look taller and with a longer leg line. Also, remember that the lighter the color of your boot, the shorter your leg will appear, so choose navy, black, dark brown etc.

So choose with thought. Always think of your entire look – don’t buy a pair of boots just because they’re gorgeous and leather is scrumptious. The boot has to look good on your leg and work with your overall wardrobe.

With those caveats in mind, here are a few ways to wear various styles of boots this season:

Tall Boots: If you only have enough room in your budget or your closet for one pair of boots, invest in slim knee-high boots. This style is a classic and timeless staple.

Wear tall boots with long, short, or above-the-knee length skirts. You can also wear them tucked into skinny jeans. All boots look best with tights or opaque hose.

If you are wearing tall boots with a skirt, make sure the skirt shape is compatible with boots. If your skirt is billowy, wear formfitting boots. Your overall look will also benefit if your hemline ends just over the top of your boots. If your skirt is tight, you can get away with larger boots and your hem should be a few inches between your boot top and your skirt.

If you have large muscular calves, never fear. Many of my clients swear that they cannot find tall boots to fit, but I always can find at least one pair that works for them. Many brands now carry fuller calf widths and there are many that also have elasticized back panels that expand with your calf. As I mentioned earlier, make sure there is no leg bulge sticking out of the top.

Short Ankle-Boots: These are all the rage this year and work great with pants, skirts and dresses. Short boots with flat-heels can also look adorable with sporty skirts and fun socks or tights.

Shooties: Even more popular this season is a boot with an even lower cut called the “shootie.” Many shooties have open toes, which make them a bit more complicated to coordinate. (See peep toe notes below)

Over the Knee Boots: Boots that come over the knee are a risky investment. This style is very hard to coordinate in most outfits. They are also very difficult to look good in unless you’re a long and lean model type.

Midcalf Boots: These work well with a short skirt and opaque tights or dark hose. These also work under a long skirt, again with opaque tights. A skirt that meets the boot top exactly will probably look a little odd. Better the skirt should be longer or shorter than the boot. Slouchy mid calf boots look great with tights and a skirt or with tucked in jeans.

Peep Toe Boots: The smaller the peep, the easier they are to wear. Make sure that you wear opaque tights. Sheer does not work and will date your look immediately. If you decide to go bare foot, keep your manicure fresh and only use this look if your outfit is slender and your hem is high. The bare legged shootie looks works best for the under 30. If you do wear peep toes with jeans, make sure that you add a lightweight sock over your tights so that it does not look like you are wearing hose under your jeans. Avoid heavyweight fabrics for your socks.

Equestrian Boots: This style works well with almost anything this season. If they have super chunky heels, they will work best with extra long flowy skirts. Typically flat equestrian boots can be a bit less fitted to allow for tucking in your jeans.

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One Response to How to Choose The Right Boots For Your Figure and Style

  1. Pat says:

    Great tips, Kathi!! Such a good reminder that proportion is paramount.

    A faithful fan,

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