transform 1 SKIRT Into 5 totally DIFFERENT OUTFITS
Pangaia hoodie, Anitian maxi skirt, Tyler the Creator sneaks
Let’s talk versatility, because who has time for a closet full of pieces you only wear once? I’m sharing how you can take one skirt and create five completely different looks—all stylish, wearable, and perfect for women who want to feel confident without overthinking their outfit.
I chose this maxi skirt by Anitian for this challenge because of it’s color & print and the elastic waist for extra versatility Here’s how I styled it:
how to style a maxi skirt
The Ørder double layer cropped sweatshirt, Tyler the Creator sneaks
1. chic & casual
My favorite way to start! Keep it simple: pair your skirt with a unique sweatshirt (this one’s by a local designer) and fun sneakers. Swap in a tee when the days get warmer. It’s the kind of look that feels deliberate and stylish
This is your go-to outfit for coffee dates, errands, or casual Friday at work.
Tip: Choose a sweatshirt that’s interesting / unique in shape, features a standout graphic, or (hand)made from a local designer—it’s an easy way to give the outfit your signature touch.
2. work-ready elegance
C: Rachel Comey pink paisley blouse, R: Mayle cropped jacket, leather sash, LD Tuttle pumps
Take the same skirt to the office by pairing it with a blouse and pointed flats or heels. Or layer over with a blazer and minimal jewelry for polish. Suddenly, that casual skirt is totally work / meeting-appropriate.
Pro move: easily pull up the elastic waist maxi to above the chest for a midi version.
3. edgy & modern
When in doubt I always reach for one of my graphic tees. Pair your skirt with a graphic tee or blazer or color! and chunky boots. This is the outfit for gallery openings, evening drinks, or weekend strolling.
Style hack: Mix textures—soft skirt + rugged leather or denim creates visual interest without extra effort.
4. going glam
Turn up the femininity. Pair your skirt with a silk cami or avant garde number and strappy heels. Here I have it with my Giorgio Armani silk blouse & white PVC sandals by Melissa. Add a bold lip, statement earring (yep just one!), and a clutch. Voilà! A skirt that worked for daytime now shines at night.
Secret: I love a hem or skirt with movement and one that falls to the ankle to show off your shoe…cause gurl, we all know…the devil is in the details.