Vintage Pencil Skirt Dresses

Browse a vast assortment of vintage pencil skirt dresses for sale on 1stDibs. If you’re looking for black vintage pencil skirt dresses and you’re unable to find the right fit, there are plenty of variations in brown, beige and more. Finding the perfect accessories for you may mean sifting through those that were made during different time periods — popular versions of these were made as early as the 20th Century and a newer one, made as recently as the 20th Century, can also be found on the site. There have been many classic iterations of vintage pencil skirt dresses over the years, but those made by Yves Saint Laurent, Christian Dior and Azzedine Alaïa are often thought to be among the most stylish. Finding accessories for sale for women should be easy, but there are 16 pieces available to browse for men as well as unisex, too.

The prices for vintage pencil skirt dresses start at $116 and top out at $49,279 with these items, on average, selling for $795.

From museum-worthy vintage Oscar de la Renta evening dresses and jackets to audacious T-shirts and trousers from provocative punk designer Vivienne Westwood, one thing is abundantly clear: If the clothing available on 1stDibs could talk, it would certainly make a statement. 

For fashion lovers, the 1990s have become associated with styles adopted by today’s supermodels and influencers — think Galliano and Cavalli — but maybe ‘80s accessories are among your (guilty?) pleasures. Playful, boldly colored coats and outerwear from Moschino and other titans of the era can take a simpler ensemble to the next level, while chic and practical suits from the likes of Christian Dior and Chanel remain classic for haute couture advocates and beyond. By exploring the vast array of vintage collections on these pages, you can transform your closet into a retreat that is as retro as it is royal. 

Velvet cocktail dresses and silk evening gowns designed by French-born American couturiere Pauline Trigère — who dressed Wallis Simpson, the Duchess of Windsor — have proven timeless since their mid-century debut, while an overcoat by Alexander McQueen is the perfect finishing touch. In fact, an emerald one stays in rotation for Kate Middleton, Duchess of Cambridge.

Those seeking modern high-fashion brands are also in luck. Turn your day-to-day into a runway with selections from Dolce & Gabbana, Yves Saint Laurent and Versace or complete that fresh look with stunning footwear classics from the likes of Gucci and Christian Louboutin. The future — and glamorous past — of fashion is yours for the wearing. 

Build your collection of covetable and iconic vintage garments by shopping on 1stDibs. No matter where you roam, our diverse apparel and accessories will keep you covered in the hottest styles and comfiest black hoodie imaginable.