
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.