Leggings have become a wardrobe essential, whether for workouts or casual everyday wear—they’re the ultimate go-to for comfort. Yet celebrities have managed to elevate this simple staple, transforming leggings into stylish looks that, despite being considered “outdated” by some, are still turning heads in 2025.
Enter stirrup leggings. These leggings first gained attention as sportswear for skiing and equestrian activities in the 1930s and 1960s, but their mainstream fashion moment came in the mid-1980s through the mid-1990s. During the fitness craze of the 1980s, exercise wear became everyday streetwear, and icons like Jane Fonda regularly sported stirrup leggings, often paired with oversized sweaters and slouch socks. They continued to be a casual fashion staple throughout the mid-1990s.
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Stirrup Leggings Make A Comeback
Now, thanks in part to the ballet-core trend, stirrup leggings are making a comeback, often styled with heels or ballet flats for a modern twist.
We’ve seen the trend on both it-girls like Hailey Bieber and fashion icons like Victoria Beckham and Katie Holmes.
Holmes paired hers with statement heels, a peplum denim top, and a roomy tote bag. Beckham opted for a chic tweed fitted sweater and styled her black leggings with white pumps—because, naturally, she never steps out without her signature heels.
Here are several stylish ways to wear stirrup leggings this fall and winter:
1. Oversized Sweaters & Chunky Boots Pair stirrup leggings with a cozy oversized sweater or knit tunic and chunky combat boots or ankle boots. It’s comfy, warm, and effortlessly chic.
2. Long Coats & Blazers Layer a long wool coat or structured blazer over a fitted turtleneck and leggings. Finish with heeled ankle boots for a polished, city-ready look.
3. Knit Dresses & Stirrup Leggings Wear a midi or oversized sweater dress over your leggings. Add knee-high boots for warmth and style. The leggings add a layer of coziness while keeping the silhouette sleek.
4. Layered with Skirts Try a mini or midi skirt over leggings for a playful, layered outfit. Pair with ankle boots or loafers for a trendy fall ensemble.
5. Statement Outerwear & Accessories A puffer jacket, faux fur coat, or leather jacket can instantly elevate stirrup leggings. Add a scarf, beanie, or statement bag to complete the look.
6. Athleisure Twist Combine stirrup leggings with a hoodie, oversized sweatshirt, and stylish sneakers for a relaxed yet fashionable streetwear vibe.
7. Dressy Evening Look Dress up black stirrup leggings with a silky blouse or peplum top and heels, adding bold jewelry for a night out.
