Sasha & Malia Obama's Spiciest Outfits That Turned Heads

Sasha and Malia Obama left the White House in 2017, but not the spotlight. Both daughters of President Barack Obama and First Lady Michelle Obama are serious style goals, and neither appears to be afraid of braving the occasional bold fashion choice. But then, what else would we expect from these kids? After all, Michelle has always been willing to take big fashion risks. Both of the Obama sisters have transformed since leaving the White House, and whether they're revealing a little leg for a night out or just making street style look surprising and new, Sasha and Malia are rocking exciting, grown-up fashion choices.

That perfectly suits where their lives are at, since both daughters have flown the coop and are pursuing high-profile careers of their own. Creating their respective statement, signature styles is one way both of these young women are cultivating independent personas and careers separate from the influence of their famous parents. That comes with a few missteps, of course, and there are a few outdated trends the Obama sisters have caught wearing. But that's the occasional risk that comes with making truly bold fashion choices.

Malia Obama opted for a high-octane adventure in pattern mixing at a party thrown by the rapper, Drake. The Harvard graduate paired highly detailed floral print leggings with a lace-front top featuring an equally intricate floral pattern. It's always a brave choice to combine prints, especially ones of similar size and visual weight.

At the same party, Sasha Obama brought the heat when she stepped out in a pair of cargo pants paired with a black corset top. There's a fun visual contrast between the loose, almost utilitarian pants when paired against the fitted, undeniably sexy top. Sasha kept the mismatched ensemble looking intentional with a heap of shimmering accessories, including a statement pendant and handfuls of rings.

For an appearance on the red carpet at the Deauville American Film Festival, Malia Obama turned heads in a look from Vivienne Westwood. No one does glamorous edge like Westwood, the designer famous for her contributions to punk fashion scenes. Malia appeared in contrasting plaid patterns, emblematic of the British fashion house, with a bodice in Westwood's signature corset shape. The look is hot and perfectly surprising for an American daughter who is all grown up.

At Billie Eilish's 2024 Halloween party, Sasha Obama revealed legs that extended for miles in a pair of tiny cream-colored shorts, accented with a studded belt slung around the hips. The look is a fun throwback to revealing Y2K styles, contrasting dramatically with her full-length leather trench and slouched boots. The retro style is a perfect example of the power of showcasing one asset at a time, since the high-necked tee leaves the attention on Sasha's stems.

𝐎𝐛𝐚𝐦𝐚 𝐓𝐰𝐢𝐧𝐬 𝐆𝐨 𝐘𝟐𝐊 𝐂𝐨𝐰𝐛𝐨𝐲 𝐟𝐨𝐫 𝐇𝐚𝐥𝐥𝐨𝐰𝐞𝐞𝐧
According to Instyle, Sasha and Malia Obama attended Billie Eilish's Halloween party at The Birds Street Club in West Hollywood and rocked Y2K style. Both sisters opted for simple yet effective looks,... pic.twitter.com/MtbRX3SZwj

— PopBuzzRecap (@PopBuzzRecap) October 28, 2024

Sasha Obama isn't afraid to show a little leg, which she proved again when she stepped out on campus at the University of Southern California in a paisley-printed mini dress. She balanced the tiny skirt with an oversized tote from Telfar for a playful study in contrast, along with heaps of mixed-metal jewelry that made her casual dress into an intentional ensemble. The glimpse of thigh brought the perfect amount of heat for a college campus — flirty but not outrageous