Lindsay Lohan Outfits That Show Off Her Killer Legs

The Lindsay Lohan renaissance has been underway for quite some time. The Millennial icon has been working steadily behind the scenes for years — a Netflix rom-com here, a magazine feature there — but since then, her presence has started to feel more declarative. When she reunited with her "Freaky Friday" co-star Christina Vidal, for the sequel of the 2003 sleepover staple, Lohan told Elle they laughed and asked each other, "How weird is this? Are we still cool?" The answer, naturally, is yes.

Lohan's style has reflected that same evolution. Of course, Lohan has always been a fashion fixture — enough to inspire, quite literally, theft. The leader of the so-called "Bling Ring" heist named Lohan as their primary inspiration, drawn to her particular mix of recklessness and glamor her wardrobe suggested. In her outfits, there's a deft attention to shape — especially when it comes to her legs. Her outfit seems to know exactly where to draw the eye and emphasize her long, camera-ready legs.

Speaking to Vogue, Lohan said she values ease above all: "My red carpet moments need to be authentic to me. I'm happy to go outside my comfort zone as long as I know I'm wearing the outfit and it's not wearing me." And when it comes to the outfits that show off her killer legs, she leaves little doubt about who's in charge.

"Freak Friday" fans were fed a feast of feel-good nostalgia when news broke that a long-awaited sequel was finally on the way — with Lindsay Lohan and Jamie Lee Curtis confirmed to reprise their famous mother-daughter roles. Taking to the stage at CinemaCon, Lohan wore a short and structured lavender dress, from Karl Lagerfeld's Spring/Summer Chanel collection back in 1997. The lilac mini was paired with clear heels that gave her already-lengthy legs even more lift. The soft pastel tone set up a striking contrast with Curtis' bold, sunflower-yellow suit; the two had clearly mastered colorblocking fashion 101.

Lindsay Lohan practically wrote the rules of party dressing. In 2007, she stepped out at the Maxim Hot 100 Party in New York wearing a rainbow-striped vintage Hervé Léger that did everything a bandage bodycon was designed to do. A flash of bronzed leg met the curve of a black peep toe heel — a look very much of its moment. Nearly two decades later, this outdated party dress from the early aughts is staging a comeback, and Lohan remains the reference.

The so-called "Disney knees" phenomenon has earned its fair share of ridicule on social media — that familiar knock-kneed pose favored by the channel's starlets. Demi Lovato, Miley Cyrus, and younger generation idols like Olivia Rodrigo are all culprits. But Lindsay stood differently, literally. Pictured here at D23: The Ultimate Disney Fan Event, LiLo stood beside Jamie Lee Curtis once more. She tucked a crisp white Balmain shirt into an interesting black skirt, constructed with a twist. The exaggerated tailoring gave the otherwise businesscore outfit its playfulness, and the silhouette put her legs front and center.

Online, fans were quick to spot something deeper. "Lindsay looks happy and healthy. I'm happy for her," said one Reddit user. Another wrote, "she has a spark to her again which we've not seen in forever. She deserves to smile." We couldn't agree more. There's a self-possessed radiance to her now that no stylist can manufacture.

In a sweet Instagram post dedicated to her husband, financier Bader Shammas — whom she met in Dubai, married in 2022, and now shares a son with — Lindsay kept the mood classic and romantic in a black polka dot mini dress with a deep neckline and elegant bow detail. The retro silhouette, finished with glossy black heels and oversized shades, showed us exactly how to lean into the polka dot renaissance without looking too twee.

No, it's not Donatella Versace — though you'd be forgiven for doing a double take. When Lindsay Lohan arrived at Cynthia Rowley's Spring 2012 show in September 2011, the platinum hair, oversized sunglasses, and deep tan had some guests briefly mistaking her for the Italian fashion icon. But once seated in the front row, it was all Lohan. Sporting a sleeveless white blazer-style dress that could have passed for CEO couture or clubwear (as was so typical of the time), she crossed her legs to reveal a glossy, golden pair. Her stacked, gem-studded metallic platforms gave us an edgy front row footnote.

At CinemaCon, the "Mean Girls" star made a compelling case that showing off great legs doesn't necessarily require going bare. Instead, she opted for sheer black tights, and the result is just as effective and stunning. How jewel-toned dress is a textbook case of smart color theory — not least because teal green is one of the colors to wear to make your blonde hair pop.

In another throwback shot, this time from the MTV Movie Awards in 2008, Lohan brought back the black peep toe — a staple of the era. In fact, with the strapless purple party dress and wide patent belt, the entire arrangement offers a near-historical marker of late-aughts fashion. In this, it's clear her tanned, uncovered legs took over where the styling left off.

In the Lindsayverse, pink has traditionally been worn on Wednesdays alone. But who says you can't wear pink every day of the week? Not her. "Polished plaid, palm views, and a little pink moment," the actress posted on Instagram. "Feeling like it's Friday every day." Sporting a double-breasted pastel plaid set, she further accentuated her legs with white wraparound heels that wound all the way to the mid-calf.