Top 10 Priciest Little Black Dresses That Were Ahead Of Their Time

Every good wardrobe needs some little black dresses. Fashion is all about fun and games and experimenting with clothes. After all, it is an expression of who you truly are and what your tastes are made of. Despite the evolution of fashion and style throughout the years, it seems that one wardrobe staple that continues to be a classic; little black dresses.

These dresses are considered timeless because these can be practically worn to any occasion. Whether you’re pairing a silk dress with an oversized blazer and heels or using your gown for an event, there’s no denying that this wardrobe favorite is here to stay.


Since we’re already talking about fashion, you know celebrity sightings will definitely be included in this list. Ready to see who made the cut? Take a look at these 10 pricey little black dresses. 

10. Elizabeth Hurley’s Versace Safety Pin Gown

10. Elizabeth Hurley’s Versace Safety Pin Gown,

Price: £10,690 (Roughly $13,867)

Before she rose to fame, Elizabeth Hurley was considered a nobody in the film industry. One could say that this ‘safety pin’ dress lent to her by Versace was her claim to fame. This was, to her, the moment she captured the media’s attention, catapulting her to success in the field. 

Worn to the premiere of Four Weddings and a Funeral in 1994, the Gianni Versace piece was made out of Lycra and silk, held together by golden safety pins which Versace dubbed as being neo-punk. It also featured a low neckline together with a thigh-high slit, cementing this as one of the most iconic looks of all time.

9. Angelina Jolie’s Atelier Versace LBD

9. Angelina Jolie’s Atelier Versace LBD
@Versace /,

Price: $10,000

In an Oscars appearance, Angelina Jolie walked the red carpet in a beautifully elegant gown that made waves on the Internet. Jolie’s extended leg and her thigh-high slit made the perfect combo complete with wavy hair.

Internet memes and the leg pose aside, the dress featured a chic black velvet material. A ribbon-like structure finds its way at the top of the number, adding just the right structure to the whole look.

8. Rita Hayworth’s Satin Gown in Gilda

8. Rita Hayworth’s Satin Gown in Gilda, @ZenaEl-sayed /

Price: $60,000

Jean Louis’ one-of-a-kind creation found its rightful place on Rita Hayworth. Wearing it in the film, Gilda, Hayworth herself sang the song, Put the Blame on Mame while doing a striptease. 

The number, made out of a satin bodice with a huge ribbon on the side, was reportedly valued at $60,000. The look was completed with black satin gloves. The ribbon also accentuated Hayworth’s figure, making it a timeless look that’s sure to stay.

7. Princess Diana’s Christina Stambolian Revenge Dress

7. Princess Diana’s Christina Stambolian Revenge Dress,

Price: $74,000

Remember when Prince Charles publicly admitted that he cheated on the beloved Princess Diana? The world remembers, especially when the royal wore a slinky yet elegant piece that certainly broke a number of royal protocols. 

Dubbed as the revenge dress, the saucy number was aptly called so primarily because the people’s princess wore this the very same evening when Prince Charles confessed to his adulterous trysts with Camilla. Made of silk, the creation bared her shoulders and showed off Diana’s legs. To accessorize, Princess D. used a huge, beautiful necklace.

6. Charlize Theron’s Christian Dior Haute Couture Black Gown

6. Charlize Theron’s Christian Dior Haute Couture Black Gown,

Price: $90,000

In yet another Oscars-related post, Oscars nominee Charlize Theron showed up in an ethereal number that both had structure and grace with every move. The gown made by Dior Haute Couture was fashioned out of a duchess and organza material. 

Featuring a sweetheart neckline, the Dior gown became the best backdrop for the stunning Harry Winston diamond cluster pendant. This light and airy piece is definitely a crowd favorite, particularly because of its slight train.

5. Princess Diana’s Victor Edelstein Dress

5. Princess Diana’s Victor Edelstein Dress,

Price: £264,000 (Roughly $325,000 to $450,000)

Princess D. makes another appearance on this list. This time, she wore a silhouette by Victor Edelstein, complete with bared shoulders. Only this time, the dress was long and almost had a serpentine silhouette that exuded elegance through its velvet material. 

What made this piece iconic was that Princess Diana danced with John Travolta at a White House dinner hosted by Reagans. The Victor Edelstein number sold at an auction for £264,00o.

4. Audrey Hepburn’s Breakfast At Tiffany’s Givenchy Classic Black Gown

4. Audrey Hepburn’s Breakfast At Tiffany’s Givenchy Classic Black Gown,

Price: $807,000

Speaking of classics, Audrey Hepburn’s sleek gown in her Breakfast at Tiffany’s film deserves a spot on just about any list. Worn by character Holly Golightly, the timeless piece was found in the opening scenes of the movie. Here, the main character ogles at the luxury items and diamonds at Tiffany & Co. 

Following the successful run of the film, the dress sold for $807,000 in 2006. The satin gown was paired with long satin gloves and a dainty tiara, a look that is only befitting for a socialite.

3. Debbie Wingham Black Diamond Gown

3. Debbie Wingham Black Diamond Gown, @Ilovebrands /

Price: $5.7 million

Debbie Wingham unveiled this creation back in 2012, making it the heart of her then newly debuted collection. And rightly so, since this gown was made out of rare black diamonds. 

Weighing a whopping 29 pounds, the dress was adorned with 25 two-carat black diamonds and five carats worth of diamonds around the bustier. White diamonds in white gold also adorn the gown. What makes this gown unique is that all the diamonds were mined from a conflict-free environment, as reported by Yahoo.

2. Tov International’s Black Diamond-Studded Cocktail Dress

2. Tov International’s Black Diamond-Studded Cocktail Dress,

Price: $15 million

Black diamonds seem to be one of the hottest pieces. According to Forbes, Tov International, a diamond retailer, designed a cocktail dress. A little black dress in every word, this creation takes over-the-top to a new level with 100 three-carat round diamonds fitted in the design. 

The majority of these diamonds are dotted on the bodice, while the remaining are distributed evenly at the back and the sleeves. The piece was designed in partnership with Chloe & Reese.

1. Debbie Wingham Red Diamond Abaya

1. Debbie Wingham Red Diamond Abaya

Price: $17.7 million

Another Debbie Wingham creation takes the top spot on this list. A more elaborate dress, Wingham’s abaya was said to be inspired by the beauty of Dubai.

Patterned after traditional Arabic and North African clothing, the loose black gown can be akin to a caftan. To add flair, the designer herself placed red, white, and black diamonds on the floral appliques of the dress. Taking on a bolder approach to the classic little black dress, this creation retails for a cool $17.7 million.,,

Dream of owning a little black dress? Take inspiration from these elegant and extravagant pieces that were certainly ahead of their time. You’re bound to find one that suits your fancy.

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