Grab the popcorn and pour the wine — it’s rom-com time. Get ready to binge some cult classics and snag some iconic OOTD inspo along the way. Keep reading to see which movies made our list and how to rock each leading lady’s style yourself.

Inspired by Pretty Woman
Vivian’s post-shopping spree style is total modern-meets-eighties magic. Think a polka dot dress, a matching hat, and a pair of classic white gloves. Top it off with pearl earrings and a glass of bubbly for a look that won’t leave any room for big mistakes.

Inspired by Sex & The City
Charlotte’s style has always been timeless with a playful twist — and this floral moment is no exception. Go for a bold, garden-party dress (the brighter, the better), a chic pastel handbag, and finish with matching stilettos. And just like that, you’re ready to channel your inner city girl.

Inspired by Roman Holiday
Nothing says “main character energy” like Princess Ann’s carefree Roman adventure style. Recreate her iconic look with a crisp white blouse, a breezy midi skirt, and a playful neck scarf. Bonus points for getting a royally-chic bob. Need more inspo? Peek the shop for a fit perfect for spontaneous Vespa rides.
Written by Amanda Logcher