Leighton Meester and the little black dress go way back. As Blair Waldorf in Gossip Girl, she first styled a bell-sleeve mini from Anna Sui. Throughout the next six seasons, various versions from ...

Daniele Venturelli/Getty Images Leighton Meester looked classy and chic in a plunging mini dress — and it’s definitely Gossip Girl approved. Meester, 37, arrived at a Calzedonia event during ...

The jacket Meester wore this week, from ME+EM, was a fresh take on Blair’s go-to style, as it had a boxy, cropped silhouette with relaxed midi sleeves, a sharp collar, and pockets at the sides.

Kerry's most recent outfit consisted of a strapless grey tweed mini dress worn with a matching XL blazer, the cuffs rolled up so oversized was the fit. She added a large silver chain link choker ...

Blair Waldorf, no matter if she’s betrothed, bewildered, heart-broken, or babied up, manages to do so in her finest. 2012 will bring her in a wedding dress, in handcuffs, and hopefully a lot ...

The actor complemented the sheer dress with matching fishnet tights and a pair of dark red Valentino Soul Rockstud ankle boots. She was also clutching a plum-colored shoulder bag. Another Blair ...

On Wednesday, Sept. 25, the Joker: Folie à Deux star added a Blair Waldorf-inspired statement to her parade of method dressing looks as she headed out for a date night with fiancé Michael Polansky.

The star of the look was an XXL flower located at the waist. Meester completed the look with a white clutch, an updo, and lipstick that matched the dress. Would Blair Waldorf wear this look in 2023?

Leighton Meester looked classy and chic in a plunging mini dress — and it’s definitely Gossip Girl approved. Related: ‘Gossip Girl’ Outfits We Still Think About 16 Years After the Show ...

In August, she took to Instagram to show off her street style. In the image, she could be seen posing on a sidewalk while wearing a little black dress featuring a square neckline and lacy lining.