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The Most Outrageous Outfits Worn by Lindsay Lohan


As the 2000s nostalgia resurfaces, Lindsay Lohan has made a notable return through cinema, fueled by a recent deal with Netflix. The upcoming films “Irish Wish” and “Our Little Secret” slated for 2024 signify Lohan’s revival in the spotlight. The buzz surrounding a sequel to “Freaky Friday” has also showcased her unique talent for making striking impressions on the red carpet, be it for better or worse.

However, not all of Lohan’s fashion choices have been praised; the early 2000s and 2010s proved challenging for many style icons. Lohan’s journey from child actress to a chaotic period has seen her style reflect a similar tumult. From provocative courtroom attire to moments of forgetting essential pieces, we have compiled her most inappropriate fashion mishaps of all time.

Lindsay Lohan’s Casual Red Carpet Look

In 2003, following her success in “Freaky Friday,” Lohan’s fashion choices began to falter during a red carpet appearance at the MTV Music Video Awards. Trying to capture a relaxed vibe, she donned distressed denim and oversized accessories that made her resemble a “wine mom” more than a young starlet. The jeans notably obscured her shoes, marking a troublesome fashion trend of that era. While her outfit was far from appropriate for the event, it didn’t hinder her career, as she soon ventured into music.

Award shows often require a polished look, but Lohan’s casual outfit fell short. Her combination of oversized clothing didn’t quite meet the expectations of the event’s dress code but reflected a misguided rock star aesthetic.

A Bolder Look for Lindsay Lohan’s Birthday

In 2009, amid a tumultuous romance and increased partying, Lohan celebrated her 23rd birthday at the MGM Grand Casino by opting to go pantsless. Joined by Sevin Nyne tanning mist for a promotional party, her choice of minimal clothing raised eyebrows, showcasing her desire for a carefree, poolside aesthetic.

Lohan’s partying lifestyle was becoming problematic. In 2007, her filming for “I Know Who Killed Me” faced delays following a surgery that triggered a series of rehab stints, affecting her reliability in Hollywood. Despite this, she continued to seek distractions through her wild behavior.

Controversial Coachella Outfit

At the 2010 Coachella festival, Lohan’s ensemble featured a mismatched tie-dye vest, a bandeau, and acid-wash denim shorts, prompting a critique of her lack of planning. The outfit appeared hastily thrown together, lacking cohesion and ultimately failing to fit the festival’s fashionable vibe.

2010

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Challenges Lingered for Lindsay Lohan

The year was particularly tough for Lindsay Lohan, with reports indicating she faced multiple bans from nightclubs and movie sets around this time. At an event like Coachella, witnesses commented on her disheveled appearance, describing her as looking frail with glazed eyes and a quick temper. As rumors about her problematic behavior grew, legal issues soon followed.

Lindsay’s Court Ensemble Sparks Controversy

In February 2011, Lindsay appeared in a fitted white dress while attending court in Los Angeles. Her choice of clothing, complete with oversized sunglasses and black heels, led many to speculate that she had partied the night before. Although this outfit kept her in the tabloids, it did nothing to improve her standing with the judge.

Earlier, in January 2010, Lindsay faced accusations of stealing a $2,500 necklace from a jewelry store. Initially claiming innocence, she ultimately pleaded “no contest,” which resulted in a brief house arrest but marked another entry in her troubled history with the law.

Lindsay’s Return to Nightlife Without Pants

By 2015, Lindsay shifted her focus back to music, lending her voice to Duran Duran’s track “Dancephobia” on their “Paper Gods” album. Spotted in London, she once again made headlines by stepping out in a fur coat and sheer dress—this time, notably without pants. For someone hoping to refurbish her public image, the choice seemed contradictory. However, her performances with the band showcased her enduring talent and charisma.

Following “Dancephobia,” Lohan frequently appeared at events with Duran Duran’s Simon Le Bon, cultivating a brighter chapter in her life. The attention from this collaboration helped her re-establish connections in the entertainment industry. With her tumultuous past behind her, the hope is that Lindsay continues to enjoy positive success in the future.


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