Head Over Heels: Flirty Stilettos and How To Wear Them

Life is better in heels! That's the truth - just ask Carrie Bradshaw. Whether you’re rocking a low heel or a skyscraper, heels make you stand taller, look slimmer, and can basically add elegance and sass to any outfit. 

Now, stilettos can’t be thrown on with just anything - you do need to know how to style them. But that said, who doesn’t love a pair of casual jeans dressed up with sassy, patent red stilettos or even a flirty leopard print?

It can be a fine balance from looking trashy to classy, so here are my suggestions on the best ways to wear those high stilettos, and flirt your way to center stage.



You need to scan the rest of your outfit before making this decision. Too many conflicting prints can look sloppy, so I suggest leaving pattern mixing to the pros. If you have a print on the top of your outfit or on the bottom, stick to a plain, solid-colored stiletto. However, if you’re monochrome everywhere else, give your outfit some flair with a pop of pattern.

Similarly, if your outfit is dark all over, go with a red or a brighter hue stiletto for a flash of color. These leopard print wedge heels on Harrison look amazing with here neutral look and really make her outfit pop.

Head Over Heels: Flirty Stilettos and How To Wear Them | Make a Statement | Gilty As Charged

Photo Credit: Gilty As Charged

1. JOSEPH Stretch-leather Leggings 2. Nº21 Pullover 3. SAKS POTTS Shearling Jacket 4. DIOR Sunglasses 4. CORNER-DES-CREATEURS Bow Ring 5. MEL BOTERI Matte Gold Kat Tote 6. MATISSE NUGENT Boots



Despite what you may be thinking, stilettos do not have to be thin and pointed on the heel, because let’s face it, this can be a recipe for a broken ankle! If you’re not graceful when it comes to walking in killer heels, the great news is that a chunky heel is just as fashionable. Just check out this edgy sandal on Jesse as an example of instant glamor.

Head Over Heels: Flirty Stilettos and How To Wear Them | Chunky With a Little Edge | Seams For A Desire
Photo Credit: Seams For A Desire

 1. ISABEL MARANT Mini Skirt 2. FENDI Off-the-shoulder Top 3. LULU DK Charm Necklace 4. GAS BIJOUX Drop Earrings 5. NADRI Ring 6. MEL BOTERI Grey Saffiano Leather Watson Mini Cross-Body Clutch 7. BALENCIAGA Studded Sandals



When talking stilettos, we can’t negate the classic sky-highs with a super thin heel. I kind of envy the models who strut down the catwalk in these with ease, but for the rest of us these are probably best saved for those trips where you’re going from car to bar. 

There’s no denying that these skyscraper stilettos are instantly sexy; they elongate your legs and make your whole torso look slimmer, whilst making you wiggle when you walk ;) I am lusting over Maria’s sexy red heels. They are flirty but fun and add instant sex appeal to her all black outfit.

Head Over Heels: Flirty Stilettos and How To Wear Them | Sexy Sass | The Wordy Girl
Photo Credit: The Wordy Girl

1. KOBI HALPERIN Off-shoulder Dress 2. TAUDREY Tassel Earrings 3. MARCO BICEGO Band Ring 4. MCM Retro Sunglasses 5. JOHN HARDY Chain Bracelet 6. KATE SPADE Bangle 7. MEL BOTERI Cocoa Brown, Croc-Effect Leather Cara Envelope Clutch 8. AQUAZZURA Fringed Sandals

We’re head over heels for heels!

Adding in a heel to your outfit will make you stand out from the crowd in more ways than one. Strut your stuff in jeans or a dress, throw in some color or a pattern, go high or stay low, but whatever you do, add some height.

Next week we’ll be getting you ready for the day where we all celebrate love. Valentine’s Day, of course, is right around the corner, and whether you’re single or attached, we will show you how to dress to impress.   

Cheers to a flirty week ahead!

Back to editorial

Leave a comment

Please note, comments need to be approved before they are published.