Lindsay Lohan’s 2013 David Letterman Look Proves Leather & Lace Is Timeless

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At a taping of The Late Show with David Letterman in New York City on April 9, 2013, Lindsay Lohan leaned into one of the decade’s most enduring style combinations: black leather paired with delicate lace.

The appearance came during the promotional run for Scary Movie 5, but the outfit itself carried the story — a structured leather skirt, strappy heels, oversized sunglasses, and accessories that balanced polished luxury with downtown edge.

Lindsay Lohan appeared on "The Late Show with David Letterman" on April 9, 2013, accessorized with Ray-Ban RB4168 Meteor sunglasses, a Hermès Constance bag, and a Cartier Love bracelet with diamondsLindsay Lohan appeared on “The Late Show with David Letterman” on April 9, 2013, accessorized with Ray-Ban RB4168 Meteor sunglasses, a Hermès Constance bag, and a Cartier Love bracelet with diamonds (Credit: Michael Carpenter / WENN)

The look worked because it felt straightforward rather than overly styled. Lohan paired a structured Hermès Constance bag and round Ray-Ban sunglasses with an asymmetrical Olcay Gulsen leather skirt and cropped lace top, creating a sharp contrast between soft and structured textures.

More than a decade later, the mix still feels relevant because leather midi and mini skirts remain a staple alongside minimalist sandals and monochrome styling.

Lindsay Lohan exudes a tough-yet-feminine vibe in Olcay Gulsen's structured leather skirt paired with a delicate cropped lace topLindsay Lohan exudes a tough-yet-feminine vibe in Olcay Gulsen’s structured leather skirt paired with a delicate, cropped lace top (Credit: PNP / WENN)

Her strappy high-heel sandals also anchored the outfit with a cleaner, more refined finish than ankle boots or pumps would have delivered.

Olcay Gulsen Leather Structured SkirtOlcay Gulsen Leather Structured Skirt, $650.00

The barely-there silhouette kept the focus on the skirt’s sculptural shape while adding the kind of leg-lengthening effect that defined much of early 2010s celebrity street style.

Lindsay Lohan steps out in black chain-trimmed strappy stilettos that sharpen the soft lace-and-leather contrast of her all-black ensembleLindsay Lohan steps out in black chain-trimmed strappy stilettos that sharpen the soft lace-and-leather contrast of her all-black ensemble

More Celebrity Ways to Wear Chain-Trimmed Sandals

Before closing, Lindsay Lohan’s black strappy heels fit into a larger celebrity-shoe theme: sandals with chain accents can make a simple look feel sharper, whether the styling leans polished, edgy, or screen-ready.

👠 Explore More Chain-Trimmed Sandal Moments: