How to wear strappy heels | 27 outfit ideas for all seasons

Last Updated on January 2, 2024 by Eve Dawes

Strappy heels outfit ideas from classic styles to what’s trending now

How to wear strappy heels to get the most wear out of your favorite sandals. Strappy high heels are something most of us have in our closet but if your looking for new ways to style them this year or to get out of a rut keep reading for strappy heels outfit ideas. Whether you’re looking for a ladies neutral or black strappy heels outfit or something more colorful, there are so many ways to wear strappy heels for both the day and night. Whether your style’s more classic or you’re wanting something fashion forward. They’re such a versatile shoe and they’re still very much in style. Here’s how we’re wearing them this year through Spring, Summer, Fall and Winter!

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How to wear strappy heels 27 ways

If you’re looking for more ways to style your strappy heels and some outfit ideas, I’ve got you covered. These various looks will take you from day to night, Spring to Winter:

1. Tennis skirt plus strappy heels and a blazer

Creates a fresh, on trend, preppy look that’s smarter than with sneakers and looks less like you’re going to the court and more to the street.

2. Leather shorts with a tank top or cami

Leather shorts give an edgy look to feminine strappy heels and is perfect for Spring, Summer and early Fall.

3. Monochromatic head to toe color

For a coordinated outfit that looks pulled together.

4. A sexy black jumpsuit and ankle-strap heels

Jumpsuits are trending this year and this creates a look that’s chic, sexy and perfect for a night out. It works with pretty much any color heel from pops of color to metallics for a more glam evening look to a monochromatic black strappy heels outfit.

5. How to style heels for the illusion of longer legs

Style a pair of high heel, nude strappy sandals with your outfits. The closer the shade to your skin tone the better for this look.

6. Denim mini skirts + strappy heels

Create a casual but feminine look that’s great for Spring/Summer and easy to layer a cardigan, blazer or jacker over on cooler days.

7. Casual cool girl strappy heels outfit

Bike shorts, a t-shirt and strappy high heels create a juxta-positioned look of sporty meets sexy.

8. White summer dresses with nude strappy heels

This is an outfit that always look freshs for summer. I personally like to get my glow on with a lot of self-tanner and highlighter when I wear this look.

8. Blazer and shorts sets

Are still in style and look great with strappy heels to keep the look fashion not workwear.

9. With 3 piece sets

For a really coordinated, chic look that says I know how to put an outfit togetehr and I make it look easy.

10. Sophisticated strappy heels outfit

Create an elegant upscale aesthetic with a tweed dress. Shorter lengths look more on trend versus midi’s that tend to look more classic and modest.

11. Skirt sets

Skirt sets & strappy heels are classic outfit. The skirt set you choose can take this look anything from being office appropriate to a more sexy Summer outfit like the one below.

12. Black on black

For a sophisticated look that’s eternally classic, style a black tuxedo blazer, with black skinny jeans and black strappy high heels.

14. How to style strappy heels in Fall | Autumn outfit inspo

Leather pants and crisp white shirt mean you can keep your strappy heels on rotation through Fall.

15. Spring casual

Change up your pumps and jeans outfits for strappy heels for Spring & flaunt your fresh pedicure. This is an easy look to change up depending on the wash of your jeans and the top you wear. Darker washes tend to look smarter than lighter or ripped jeans. I tend to always layer a blazer or jacket with mine on cooler Spring or Fall days.

16. Smart casual strappy heels outfit

Skinny jeans with a t-shirt and matching blazer always looks effortlessly smart casual.

17. How to style heels with denim | Dress up your denim

For a smart casual strappy heels outfit and to make your denim dresses look more glam style them with a pair of strappy heels.

18. Classic glam strappy sandals outfit

A cocktail dress and open toe sandals is always a classic and perfect for all seasons. It doesn’t matter whether you coordinate your heels with your dress on create contrast with 2 different colors.

19. Windy Summer days

For windy summer days, style your strappy sandals with rompers. It makes a change from slides and wedges and is an easy way to take your outfit from day to night.

20. Winter strappy heels outfit

Swap your t-shirt and jeans for a sweater and jeans on colder days. Strappy heels look dressier and more streamlined than boots. Obviously you’re not going to want to wear this look in the snow but for quickly running from the cab to the bar on a normal Winter day it’s totally do-able.

21. Always in style

For a look you can never go wrong with. A little black dress with black strappy heels will never go out of style.

22. How to wear strappy heels with pleated skirts

A pleated skirt of any length with a shirt or crew neck top is a ladylike option that works with both solid colors and prints.

23. Turn up the heat on your slip dresses

Take your slip dresses from day to night just by swapping from slides to heels.

24. Swap out your pumps

For an office appropriate look for Spring, swap your pumps for strappy heels.

25. Not your Grandma’s tweed

Tweed skirt or tweed dress and blazer sets have had a major refresh and the latest styles look luxe and more feminine with strappy heels than pumps.

26. Black tie

For full out glam, style them with your black tie dresses or gowns to complete your look.

27. Cool for the summer

In a freshly ironed linen dress and nude strappy heels for an effortless but classy summer style.

28. Transitional season style

A sweater dress or cardigan dress with strappy heels looks fresher for Spring than knee high or ankle boots.

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