Pretty Woman gave us plenty of iconic fashion moments. From that amazing black cocktail dress to the red hot gown worn to the opera and even that pinkish shorts suit that everyone born in the late 70s or early 80s has tried to replicate at least once in their lifetime, the film is so, so good. Although Vivian Ward's initial look when she picks up Edward Lewis receives less raves with some blaming those vinyl-looking, thigh-high boots. But tall boots aren't a no-go in all circumstances. Leave it to the street style set to demonstrate exactly how to style thigh-high boots the high-fashion way.
It's all about balance. Thigh-high boots are a perfect way to wear minidresses, miniskirts and shorts pretty much all year long. They also pair well with longer skirts and dresses boasting high side slits. You can layer nothing underneath or keep your legs toastier with tights, even fishnets, or leggings. Pro tip: Make your boots appear even taller by wearing them over tights or leggings in the same hue.
Keep reading to see how to style thigh-high boots in sartorially-pleasing fashion.
Thigh-high boots are an awesome way to break up a double denim look.
Match the texture of scrunched boots with a ruched minidress. Pick a dress with an asymmetric hem to draw even more attention to those boots. Complete the tonal look with a leather maxi coat.
Longing to wear your favorite blazer dress no matter the weather? Simply add thigh-high boots into the equation.
Combine white boots with white tights to give the illusion that said boots go up even further. Work in a floral coat, a neutral turtleneck and a textured skirt and you're all set.
Flash some serious boot with a high-shine pair. Style with a long-sleeve dress with a dramatic side slit.
Tone down a glitzy dress with an oversize black bomber. Make sure to slip tights underneath your thigh-high boots to keep the top part of your legs warm.
Take a fierce approach by wearing a colorfully striped turtleneck under a coordinating coat. Suede boots make this look next-level.
Give 80s realness with a one-shoulder dress with an embellished strap. Sport with thigh-high boots and a coat you can drape off that one shoulder.
Play a little game of peekaboo by complementing a semi-sheer dress and blazer combination with thigh-high boots with stiletto heels.
If you're still hesitant about taking the no pants look out for a spin, all you have to do is incorporate thigh-high boots into your strategy. Layer a long coat over the outfit to balance things out.
Sock boots used to be all the rage. But they haven't completely vanished from the fashion landscape. Look for a striped, thigh-high version and pair with a draped dress in a corresponding color.
Mixing black and any shade of brown is totally acceptable. Try pairing a tan short-sleeve top with coordinating shorts, thigh-high black boots and black leather opera gloves.
Instead of opting for black pants, go with extra tall black boots. They make a great partner for an extended satin shirt.
Go the classic route by styling scrunched thigh-high boots with a bold one-shoulder dress.
Turn heads by styling burgundy boots with an embellished, ankle-length coat and a corresponding top and shorts. Match your handbag to your boots.
Slip on thigh-high boots over black leggings or even tight slacks. A white button-down, a tie and a dark cardigan wrap things up nicely.
You can also flaunt them over fishnets. Just introduce a crop top, black shorts and a coat to round out the look.
Got a cool coat? Sport it with super scrunched, red hot thigh-high boots.
