Who Wore it Best at the Oscars 2025? A Tribute to Iconic Fashion Moments in Film History

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The Oscars Academy Awards have forever been a flamboyant exercise of cinema, art, and talent. And no less prestigious are the magnificent fashion moments displayed on the red carpet every year. The Oscars 2025 are as much about marking the cinematic glories as saluting the spectacular fashion moments from movie history which keep inspiring and dictating the red carpet attire.

This year, as we glance back at some of the most memorable Oscar looks of all time, we’re also seeing how contemporary celebrities are reworking these vintage styles, demonstrating that old Hollywood glamour is very much alive. Let’s take a walk through the best fashion moments of the Oscars, then see how contemporary stars are keeping these classic looks alive in new ways.

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A Glimpse into Film Fashion History

Some of the fashion moments during the Oscars are so legendary that they live beyond time and are forever remembered in fashion history. These ensembles were not just gowns; they were statements. Let us take a look at the fashion moments that created waves, impacting future generations:

Audrey Hepburn’s Little Black Dress in Breakfast at Tiffany’s (1961)

Audrey Hepburn‘s white-gloved sophistication in her legendary Givenchy LBD is one of the most revered red carpet appearances of all time. She defined simplicity with sophistication, paving the way for minimalist chic. Hepburn’s appearance is still a standard for elegance and class, frequently copied but never duplicated.

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Marilyn Monroe’s Sequin Pink Gown in Gentlemen Prefer Blondes (1953)

Marilyn’s arrival in this dazzling pink sequin dress is a moment so iconic that it’s been made eternal in popular culture. From her breathy performance of “Diamonds Are a Girl’s Best Friend” to that fluttering, iridescent dress, Marilyn Monroe evolved into the incarnation of glamour, combining innocence and seductive sophistication.

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Grace Kelly’s Princess-Like Gown at the 1955 Oscars

When Grace Kelly donned a high-neck, silk dress at the 1955 Oscars, she represented royal elegance and aristocratic poise. The flowing silhouette and ethereal nature of her gown were an absolute reflection of her own elegance and poise. Her appearance is still remembered as one of the most regal moments in the history of the Oscars.

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Cher’s Feathered Bob Mackie Look in 1986

Cher went to an unprecedented level in 1986 with her stunning, overly ornate, and dramatic Bob Mackie dress. It was an unapologetic, brash appearance that cemented Cher’s position as a fashion innovator and demonstrated that the Oscars can serve as a vehicle for breaking fashion standards.

These moments are more than just Oscar history; they’re a big deal in the world of fashion too. They’ve shaped how so many celebrities dress for the red carpet, and in 2025, we’re noticing how today’s stars are taking cues from these legendary figures.

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Oscars 2025: Bringing Classic Hollywood to the Modern Red Carpet

The 2025 Oscars red carpet is turning out to be this amazing mix of old and new. Stars are taking iconic fashion looks from the past and giving them a cool, modern update. Let’s dive into how these fashion icons of today are tipping their hats to those iconic Oscars outfits we’ll never forget.

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The Return of the Little Black Dress (LBD)

This year, a number of stars have put their own spin on Audrey Hepburn’s iconic look from Breakfast at Tiffany’s. These celebrities have opted for chic, contemporary little black dresses, complete with high collars, low backs, and some pretty bold slits. Take Miley Cyrus, for instance – she absolutely killed it in a custom-made black gown that boasted striking geometric cutouts and some shiny, metallic accents. It’s a trendy, modern take on the timeless Hepburn style.

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Modern Takes on Marilyn’s Sparkle

Marilyn’s dazzling pink sequined dress has been a muse for this year’s gowns, but with a fresh, modern twist. Ariana Grande donned a dazzling, figure-hugging red gown, also adorned with sequins, which sparkled with every move. The gown’s daringly low neckline and striking silhouette echoed Marilyn’s alluring femininity, while the inclusion of environmentally friendly, reflective materials brought in a contemporary, eco-conscious touch.

Photo credit: Vogue

Grace Kelly’s Timeless Elegance, Reimagined

Grace Kelly’s princess-like charm continues to inspire many at the Oscars. However, this year’s stars have given the look a modern twist with sharper tailoring, updated fabrics, and a focus on sustainability. Elle Fanning caused a stir with an off-the-shoulder, vintage-inspired gown that blended silk and recycled materials. The clean lines and ethereal design embodied the grace and elegance of Kelly’s style, while the minimalist accessories ensured it resonated with today’s audience.

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Glamour with a Bold Twist

Bob Mackie created a legendary feathered dress for Cher back in 1986, and it’s still sparking incredible, attention-grabbing fashion today. Recently, a bunch of stars have been all about that maximalist vibe – think big, bold feathers, huge decorations, and shapes that are just larger than life. Take Lupita Nyong’o, for instance. She rocked a one-of-a-kind dress with feathers flowing down and shimmering gold stitching. It was a clear nod to Cher’s fearless fashion, but with a fresh, contemporary twist using those cool, futuristic designs.

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Sustainability Meets Glamour: Eco-Friendly Oscar Fashion

The most dramatic Oscars fashion change is the increasing impact of sustainability. Celebrities now are not only honoring the glamour of classic Hollywood, but they are also incorporating environmentally friendly decisions into their red carpet attire. Recycled material, upcycled vintage dresses – the Oscars 2025 prove that glamour and sustainability can go together.

Selena Gomez struck the red carpet in a beautiful, upcycled gown that combined dramatic, vintage silhouettes with environmentally friendly techniques. This is a look that was reminiscent of the glamour of the ’50s, yet was completely constructed from recycled content, demonstrating how the world of fashion is changing to put the earth first.

Photo credit: Vogue Australia

Eco-Chic Couture is now a top trend, with designers mixing luxurious materials such as silk and satin with recycled materials, producing red carpet-ready outfits that make a fashion statement as well as an environmental one.

Conclusion: A Perfect Marriage of Old and New

The 2025 red carpet at the Oscars was a feast for the eyes of nostalgia, innovation, and greenery. Today’s stars of Hollywood still pay tribute to Hollywood’s golden age fashion icons but also challenge the status quo with bold, innovative renditions. That fashion at the Oscars is changing is evident, but that impact from those memorable moments in movie history is no less strong.

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As we move forward, we can anticipate increased reimagined vintage looks, increased sustainable measures, and increased fashion risks. Hollywood’s fashion heritage is in good hands, and the Oscars will remain a place where past and present meet to produce unforgettable moments on the red carpet.

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FAQs

1. What are the most iconic fashion moments in Oscars history?

A few of the most iconic fashion moments of Oscars history are Audrey Hepburn’s little black dress in Breakfast at Tiffany’s (1961), Marilyn Monroe’s pink sequin gown in Gentlemen Prefer Blondes (1953), and Grace Kelly’s otherworldly gown at the 1955 Oscars. These styles have inspired countless fashion moments on red carpets ever since.

2. How are today’s celebrities paying homage to previous Oscar fashion?

Stars on the 2025 Oscars are paying homage to earlier fashion legends by reimagining classic designs. From stylish black gowns reminiscent of Audrey Hepburn to dazzling gowns that recall Marilyn Monroe, today’s stars are placing their own twists on these ageless styles and making them modern and contemporary.

3. What is the place of sustainability in Oscars fashion in 2025?

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Sustainability is becoming a key consideration in Oscars fashion, with stars increasingly wearing eco-friendly and upcycled couture. Designers are using recycled fabrics, vintage elements, and environmentally friendly practices to produce glamorous, red carpet-quality looks that are also good for the planet.

4. Why is the LBD still a popular choice on the Oscars red carpet?

The Little Black Dress (LBD) is ageless and versatile, representing sophistication, simplicity, and elegance. Audrey Hepburn’s classic LBD created a benchmark for chic simplicity, and it remains a top pick for stars who want to make a statement without overloading the look.

5. What will Oscars fashion be like in the future?

We can look forward to the continued convergence of nostalgia and innovation, with the stars looking to previous Oscar fashion history while integrating current trends such as sustainability, minimalism, and maximalism. With evolution in fashion, the Oscars will continue to serve as a backdrop for pushing glamour and reimagining glamour.