Michelle Monaghan overwhelms red carpet in voluminous floral Carolina Herrera dress at the 5th Annual Academy Museum Gala in LA

Michelle Monaghan overwhelms red carpet in voluminous floral Carolina Herrera dress at the 5th Annual Academy Museum Gala in LA

Hollywood’s biggest names descended on Los Angeles for the 5th Annual Academy Museum Gala at the Ted Mann Theatre on Saturday night, promising a night of glitz, glamour, and fashion statements.

The evening, which celebrates the magic of cinema while raising funds for the museum’s exhibitions and education programs, brought A-listers from across the globe together for what is usually one of the year’s most stunning red carpet affairs.

Yet despite a lineup of bold outfits, several celebrities left fans scratching their heads, as some fashion choices missed the mark.


Kim Kardashian’s Masked Ensemble Steals the Spotlight

Kim Kardashian, known for her daring red carpet appearances, delivered a look that stunned and puzzled attendees alike.

The 44-year-old SKIMS founder arrived in a flesh-toned Maison Margiela gown featuring a skintight corset that showcased her sculpted figure.

However, her full-head mask, paired with sleeves attached to the hem of the skirt that flared like bat wings, raised eyebrows across social media.

With a claw-like manicure accentuating the look, many wondered if the ensemble was a nod to Halloween rather than a high-fashion statement.


Feathered Fashions: Elle Fanning and Naomi Watts

Elle Fanning, 27, opted for a Balenciaga outfit with a dramatic red feathered skirt that left fans confused—the embellishments covered only the front, creating an oddly unbalanced effect.

Meanwhile, Naomi Watts, 57, chose a light blue dress with subtle feather details at the hem.

While elegant, the added elements and open-shoulder design slightly disrupted the gown’s flow, leading to mixed reviews.


Cara Delevingne’s Sparkling Silver Statement

Cara Delevingne, 33, turned heads in a glittering silver gown with a striking blue ruffled neckline.

The halter design highlighted her figure, but critics noted that the ruffles drew attention away from the rest of the ensemble, unintentionally becoming the centerpiece of the look.


Michelle Monaghan’s Floral Extravaganza

Michelle Monaghan, 49, appeared almost larger than life in a Carolina Herrera gown reminiscent of giant floral floats.

The voluminous purple ensemble, featuring puffed sleeves, a full skirt, and 3D floral accents, overwhelmed the actress, while her stark makeup and tightly pulled-back hair further accentuated the dramatic effect.


Da’Vine Joy Randolph and Jenna Ortega Miss the Mark

Da’Vine Joy Randolph, a Time 100 honoree in 2024, wore a strapless white dress with a floor-length skirt and a voluminous tulle ruffle around her waist and hips, creating an unintentionally frumpy silhouette.

Jenna Ortega, known for her goth-inspired red carpet looks, opted for a sculpted metal top paired with a shiny brown column skirt.

The bold top clashed with the understated skirt, leaving fans disappointed that the outfit didn’t live up to her usual daring standards.


Zoe Kravitz’s Ruffles Overload

Zoe Kravitz, rumoured to be dating Harry Styles, donned a Saint Laurent gown covered in layers of ruffles and puffed sleeves that almost completely swallowed her frame.

The backless design showcased her tattoos, but the sheer volume of fabric drew mixed reactions from fans and critics alike.


Kristen Wiig and Mikey Madison’s Fashion Experiments

Kristen Wiig’s white polo neck top and red tiered skirt with an asymmetric hemline looked polished on the runway but fell flat on the red carpet.

Similarly, Mikey Madison’s grey Dior lace gown with embroidery, puffed sleeves, and ruffled hemline struggled to make the intended impact, leaving fans feeling the ensemble missed the glamour mark.


Charli XCX and Rebecca Hall’s Quirky Choices

Charli XCX, freshly married, sported a dramatic black leather and lace gown with a daring neckline.

While structured and eye-catching, the heavy leather skirt overpowered the outfit.

Actress and director Rebecca Hall went for a bold paint-effect corset top with a classic black maxi skirt, blending daring and sophistication in a unique way.


Olivia Wilde Shines in Simplicity

Olivia Wilde embraced a sleek black Saint Laurent maxi dress, pairing it with chunky jewelry and glamorous makeup.

While understated compared to the other attendees’ flamboyant looks, her monochrome ensemble allowed her to radiate elegance and poise amid the more extravagant fashion choices.


British Stars and Gala Highlights

British celebrities including Ed Sheeran, Jude Law, Eddie Redmayne, and Orlando Bloom were also in attendance.

The gala’s co-chairs—Jon M. Chu, Viola Davis, Robert Downey Jr., and Jennifer Hudson—helped set the tone for the evening.

Academy Museum director Amy Homma emphasized the gala’s importance, stating, “As we gather for our fifth year, we are honored to recognize storytellers like Penelope Cruz, Walter Salles, Bruce Springsteen, and Bowen Yang, whose influence resonates far beyond the screen.”