Jean Skirts. Rember these? I’m pretty sure we all had at least one jean skirt outfit in our youth. Mine was barely fingertip length and from the Wet Seal. I wore it to school with Doc Martens, my spiral perm, and lots of attitude. I’m on a jean skirt outfit kick. A jean skirt proves fashion at any age is for everyone. This new and improved closet essential is part of my weekly outfits and one of eight key pieces in my First Look at Fall Capsule. These are my top styling suggestions for fashionable women over 40 who aren’t just looking to relive their youth but show they have style.
JEAN SKIRT OUTFITS FOR SUMMER
This summer style a denim skirt the same way you would your favorite jeans. A vest, styled as a top, and a jean skirt have been my go-to outfit formula all summer. If you want a little more coverage, you can sneak a simple ribbed white tank top under your vest like I did in this Haute Mama Look of the Day for Church. Most denim skirts sit above your belly button so they look great with a cropped top too.
With a Tank
Favorite Ribbed Tanks $-$$$
With a Crop Top
You can wear a crop top after 40! If your bottom half sits well above your belly button you don’t even have to show some skin.
Haute Mama Outfit Details
My one-shoulder blouse for my Simple Summer Capsule Wardrobe Sold Out, but I found it fully stocked HERE.
Get the Look
Contemporary and Classic
Casual Tanks and Tee
High Low Mix of Brands
There are great options like my Amazon fashion find for under $40 to beauties from name brands like Isabel Marant.
Fidelity
Frame Tee | Rag and Bone Vest | Fidelity Jean Skirt | Gucci Belt | Small Chole Marcie Handbag | Clogs Similar | Gold Bracelet | David Yurman Open Bracelet
Use code “Jen” to save 20% on this Fidelity jean skirt just like mine.
JEAN SKIRT OUTFITS FOR WORK
Jean skirts are a better way to go business casual. Wear one with a camisole top, dressy tee, or pretty blouse. Polish off the professional look with a tailored blazer.
Stylist Tip – If your blazer is relaxed or oversized it will look better with a long jean skirt. A midi skirt only works with shorter blazer styles.
3 Jean Skirt Outfit Ideas You Can Wear Now
Cinq a Sept Knit Camisole Top with Adjustable Straps (on Sale at Saks) + Banana Republic Navy Captains Blazer
Pretty floral blouse. This blouse is especially pretty with a denim skirt because the blue and white print helps merge your top and bottom into one visually elongating column of color.
I can’t stop thinking about this fun neon cropped jacket I saw in San Diego. It’s the perfect silhouette for this Isabel Marant midi-length jean skirt, especially when you add these Bottega-inspired heels for under $50.
First Look at Fall Outfit Formulas
Try these two jean skirt outfits for work from my 32-page LookBook.
DON’T MESS UP YOUR MIDIS
Don’t mess up your midi. It’s easy to flub up this fashionable look. Keep your proportions in check by choosing the right top, shoes, and layering piece. You never want your overall outfit proportions to be 50/50.
Shoes- For Every Season Change Change Change
Matching your shoes to your skin tone doesn’t keep starting and stop your eye and helps elongate your lower half.
When you switch to a closed-toe style a heel looks best with your midi skirt. If you want to wear flats pick pointed toes like these to help elongate your legs.
Boots that show your ankle and are fitted to your foot are the most flattering boots with jean skirt outfits. Avoid flat rounded-toe boots that are bulky.
All About That Base
My most popular styling tip works especially well to create a flattering shape when you’re wearing a midi skirt. Simply match your top and bottom. A classic blue jean skirt will work with a matching jean shirt or a pretty blue and white print top.
Canadian Tuxedo
Blue and White Tops
More Monochromatic Base Combinations
Winter White
High Low Look with Ulla Johnson and Amazon
