A leather midi skirt is a versatile piece that works across seasons. Whether going for a simple, effortless look or something a little more structured, this wardrobe staple offers plenty of options.
| Style Idea | What to Pair It With | Occasion | Tips for the Look |
|---|---|---|---|
| Casual Chic | Oversized sweater + sneakers | Weekend outings, casual meetups | Tuck in the sweater slightly for a relaxed yet polished look. |
| Office Elegance | Fitted blouse + block heels | Work, business meetings | Stick to neutral tones and add a structured blazer for professionalism. |
| Edgy Street Style | Graphic tee + ankle boots | Concerts, night out | Add a leather jacket for a bold, rocker-chic vibe. |
| Feminine & Flowy | Silk camisole + strappy sandals | Date nights, summer outings | Go for soft, pastel shades to balance the leather’s boldness. |
| Layered for Fall | Turtleneck + knee-high boots | Fall/Winter days | Add a long coat and tights for extra warmth and a stylish layered effect. |
| Glam Evening Look | Sequin top + high heels | Parties, fancy dinners | Choose gold or silver accessories to enhance the glamorous feel. |
Here are three ways I’ve been styling mine for the transitional weather:
1. All Black, All Texture
Black is my go-to. It’s sleek, effortless, and always in style. I love pairing different textures to create depth in an outfit, rather than relying on prints or colors. Here, I’ve chosen a classic cashmere jumper from Everlane, which has been in my wardrobe for years. To complete the look, I added my Wandler leather knee-high boots and a Serapian Milano handbag—both second-hand finds from Thrift+. The mix of soft cashmere and structured leather makes for an easy, sophisticated outfit that works for day or night.
2. A Simple Camisole & Jewellery
For a balance of soft and structured, I paired my skirt with a delicate camisole. This bamboo silk camisole from Ayten Gasson is handmade in Brighton and was a recent gift from the designer. I added my favorite gold pendant necklace and Monarc Jewellery’s suitor chain bracelet to keep things minimal yet elegant. I love the milky gold tone they use and their ethical production methods. This look is easy to transition—throw a jumper over your shoulders or add a trench coat for breezy days.
3. With An Oversized Knit
This might be my favorite outfit of all. A well-made knit can transform any look, and here, I paired my Theory leather midi skirt with a recycled cashmere roll-neck sweater from Dai. Sadly, Dai is closing this year—a reminder of how challenging the sustainable fashion market has become. Check out their archive sale for beautifully made pieces at reasonable prices if you can.
- I sized up the sweater for a relaxed fit, which balances perfectly with the structure of the leather skirt.
- The skirt cinches the waist, adding shape while keeping the overall look effortless.
- As someone 5’5” with curves, I sometimes struggle with proportions in outfits modeled on taller figures, but this combination works beautifully.
A New Investment Piece…
A leather midi skirt outfit is more than just a fashionable item—it’s an investment. I’ve spent years curating a wardrobe built around timeless pieces, avoiding fleeting trends in favor of quality. It wasn’t always easy to resist fast fashion, but I’ve reached a point where impulse buys no longer appeal. Maybe it’s age or experience, but I find myself drawn only to pieces that truly excite me.
- That’s how I felt when I first saw this skirt. Originally from Theory, it was available second-hand on Reliked at a fraction of its retail price.
- Still, I waited six weeks before making the purchase—just to be sure. When I finally bought it, I knew it was the right choice.
- My approach to shopping has evolved since I first started in 2018. Inspired by Anushka Rees’ Curated Closet, I began identifying what I genuinely love to wear versus what I admire from afar.
- The principle became my guideline—if I don’t see myself wearing something at least 30 times,
- I don’t buy it. This simple rule has helped me build a cohesive wardrobe where everything works together.
This skirt fits that philosophy perfectly. It blends seamlessly with my existing pieces, meets my wearability goal, and is crafted from high-quality leather. Since it arrived, I’ve worn it four times in two weeks—well on track for 30 wears and beyond.
How To Care For A Leather Skirt
Leather requires more care than other fabrics. It’s literally skin, so it needs protection from moisture and excessive wear. Unfortunately, I learned this the hard way when I got caught in a downpour the first time I wore this skirt. The lower edges soaked through, and while I managed to restore them, they’re not quite the same.
To keep leather in good condition, I follow a few key steps:
- Shield from dampness – When the weather looks uncertain, I wear a skirt under a long coat and use a dehumidifier in my wardrobe to keep moisture at bay.
- Condition occasionally – I applied a leather moisturizer after the rain incident to maintain the soft texture. It worked well, though the skirt isn’t as flawless as before.
- Store with care – I hang the skirt instead of folding to prevent creases. To avoid clip marks, I pad a trouser hanger with reusable cotton rounds—a handy trick for any delicate garment.
A well-cared-for leather skirt will last for years, making it a worthwhile addition to any wardrobe.
Investing in second-hand, high-quality pieces like this brings a sense of satisfaction that fast fashion never could. When an item fits seamlessly into your wardrobe, wears beautifully over time, and holds a story of its own, it’s more than just clothing—it’s part of your personal style journey.