Serena van der Woodsen’s Black Halo “Jackie O” Gray & Black Cutout Dress, Gossip Girl S2 E6 (size 2)

Serena van der Woodsen (played by Blake Lively) wore this Black Halo "Jackie O" colorblock dress in Gossip Girl Season 2, Episode 6, "New Haven Can Wait," originally aired October 13, 2008 on The CW.

This is the Yale episode — the one where Serena shows up to Blair's dream school just to get even, talks her way into the Dean's private party, and ends up outside the Dean's house in a full physical catfight with Blair while the Yale quad watches. This is the dress she's wearing when it happens.

It's exactly right for the moment. Dove gray crossover bodice, ivory empire waistband, sleek black skirt: color-blocked, composed, and completely at home in a Yale Dean's living room. Serena wasn't trying to upstage Blair. She just couldn't help it.

The Black Halo Jackie O is one of the label's most enduring silhouettes — a celebrity wardrobe staple of the late 2000s, built on a wrap-bodice construction that fits across a wide range of bodies and holds its shape without stiffening.

Designer: Black Halo — Jackie O style

Style: Colorblock wrap bodice, empire waist, fitted skirt, V-neck, sleeveless

Size:US 2 (size tag missing — estimated from measurements; note: dress appears to have been hemmed shorter)

Condition: Excellent vintage.

Availability: One available. Ships worldwide.