How to Style Booties Feature

Booties for the Over 50 Woman

Fall fashion is here, and booties are bigger than ever, with 2018 bringing on the Western inspiration and allowing for a bit of time-travel back to the 80s. Knowing how to style booties for fall may be the best fashion advice you can get.

You may have resisted booties in the past as they can often be unflattering, particularly if you are petite and/or have thick calves. A few things to keep in mind are: a round toe will make a longer/wider foot appear shorter, a pointed toe will make a small foot look longer; the higher the rise of the boots, the shorter your skirt or dress should be.

Best Tips on How to Style Booties

1. If you are looking to add height to your frame and create a slimming look, create a monochromatic look with tights, boots, and dress or skirt. Black or charcoal grey will be the most slimming. Also, it’s a great way to style taller booties that cover your ankle.

2. You can create a longer, sleeker look for your legs if you tuck skinny or straight jeans into your booties. Don’t tuck wider leg jeans or pants into a bootie. It is an unflattering look on anyone, regardless of age.

3. Leggings will be most flattering with a bootie that either sits under the ankle bone (you’ll show a little skin) or fits tightly above the ankle.

4. Wear a neutral pair of booties if you are are wearing a pencil skirt or straight dress with bare legs or nude stockings. The neutral boot will help elongate your leg.

5. Don’t wear black opaque tights with a colored boot. You will have shortened your legs and given yourself the appearance of having thick ankles whether you do or not.

6. Instead of buying flats for walking this fall, buy a low heeled bootie. They are often more comfortable than flats or loafers. You’ll also find them more versatile.

7. Don’t cuff your jeans over your booties unless you can carry it off. Cuffed jeans are a very “young” look and only suit older women who have a very youthful appearance and a fairly slender body. Be sure to keep the cuff small. The bigger the cuff, the more leg you will be cutting off.

Check out some of our favorite styles in a range of prices below.


Louboutin Palace

Christian Louboutin, Palace 40 High Gloss Leather Booties, $995

Fendi Kitten Heel

Fendi, Kitten Heel Leather & Knit Booties, $990

Prada Booties

Prada, Block Heel Booties, $850

Aquatalia Boots

Aquatalia, Marilsa Leopard Calf Hair Ankle Boots, $575

Margot 75 Boot

Stuart Weitzman, Margot 75 Boot, $575

The Great Gaucho

The Great, Gaucho Bootie, $525

Deena Bootie

Aquatalia, Deena Weatherproof Bootie, $495


Schutz Adryen Glitter

Schutz, Adryen Glitter Ankle Boots, $290

Arden Bootie

Cole Haan, Arden Bootie, $279.95

Caty Bootie

Matisse, Caty Western Pointy Toe Bootie, $195-$205

Sabrina Bootie

Taryn Rose, Sabrina Bootie, $189.95

Sam Edelman Animal Print

Sam Edelman, Animal Print Boots, $160

Kendall + Kylie Booties

Kendall + Kylie, Pierce Suede Booties, $150

Clarks Booties

Clarks, Calla Blossom Leather Booties, $140


Lucky Brand, Basel Boot, $100

Design Lab Blair

Design Lab, Blair Microsuede Bootie, $99

Vince Camuto Movinta

Vince Camuto, Movinta Bootie, $90

Want to read more great articles? Subscribe for free here.

Related Posts

cardigans for women
little black dress
Glasses for Women Over 50
Classic White Shirt
Athleisure with a ballet look
transitioning from summer to fall
Kimono Jackets are a style-enhancer for women over 50
What are Treggings?
Lark and Berry Jewelry Regina King on Red Carpet
Nordstrom Anniversary Sale 2019
Personal Shopper Advice 50 Ways to Leave Your 40s
PrimeWomen Award
Mott & Bow Women's Jeans Ad