Oscars 2026 red carpet: The most questionable looks from celebrities
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From overly decadent suits to eyebrow-raising silhouettes — the 2026 Academy Award red carpet was filled with fashion don’ts.

While some celebrities are wowing with their looks, others are completely missing the mark in outfits that don’t match the occasion’s lavishness.

Hamnet director sparked comparisons to the Grim Reaper from certain angles, wearing a black dress complete with an eerie veil, while Canadian TV star Kevin O’Leary wore a strangely medieval-looking suit accessorized, inexplicably, with a vintage 2004 NBA card around his neck. Marty Supreme star Timothée Chalamet, meanwhile, ruined an otherwise suitable all-white suit with a performative pair of sunglasses.

Here are some of the most questionable looks from the 2026 Oscars:

Timothée Chalamet

The ‘Marty Supreme’ actor otherwise stunned on the red carpet in his all-white suit, until he randomly threw on a pair of black sunglasses and power-posed for a photo

The ‘Marty Supreme’ actor otherwise stunned on the red carpet in his all-white suit, until he randomly threw on a pair of black sunglasses and power-posed for a photo (Getty)
Chalamet updated his look for a different photo on the carpet, drawing more attention to his double-breasted jacket

Chalamet updated his look for a different photo on the carpet, drawing more attention to his double-breasted jacket (Getty)

Chloé Zhao

The ‘Hamnet’ director seemed better suited to be in the Addams Family, as she wore a black Gabriela Hearst gown with draping sleeves and an eerie black veil

The ‘Hamnet’ director seemed better suited to be in the Addams Family, as she wore a black Gabriela Hearst gown with draping sleeves and an eerie black veil (Getty Images)
The Best Director nominee’s dark and drapy gown sparked comparisons to the Grim Reaper in certain angles

The Best Director nominee’s dark and drapy gown sparked comparisons to the Grim Reaper in certain angles (AFP via Getty Images)

Kristen Wiig

Wiig walked the red carpet wearing an Elie Saab Haute Couture gown with a patterned skirt reminiscent of your grandma’s favorite curtains

Wiig walked the red carpet wearing an Elie Saab Haute Couture gown with a patterned skirt reminiscent of your grandma’s favorite curtains (Getty Images)
The ‘Bridesmaids’ actor’s gown also had an ill-fitting top that appeared baggy

The ‘Bridesmaids’ actor’s gown also had an ill-fitting top that appeared baggy (Getty Images)

Demi Moore

‘The Substance’ actor drew attention with the different textures on her fathered Gucci gown, which sparked comparisons to a dead peacock

‘The Substance’ actor drew attention with the different textures on her fathered Gucci gown, which sparked comparisons to a dead peacock (Getty)
The strapless dress was covered in black and green iridescent feathers with a degradé effect

The strapless dress was covered in black and green iridescent feathers with a degradé effect (Getty)

Felicity Jones

‘The Brutalist’ actor wore a pale yellow Prada gown that reminded fans of a mother-of-the-bride dress

‘The Brutalist’ actor wore a pale yellow Prada gown that reminded fans of a mother-of-the-bride dress (Getty Images)
Jones’s gown was complete with a tulle train as she attempted to bring back the butter yellow color trend

Jones’s gown was complete with a tulle train as she attempted to bring back the butter yellow color trend (AFP via Getty Images)

Misty Copeland

The retired ballerina attempted to go back to her roots, with an oversized black blazer with a tulle fringe that felt out of place on the carpet

The retired ballerina attempted to go back to her roots, with an oversized black blazer with a tulle fringe that felt out of place on the carpet (Getty Images)
Copeland made a bold statement with the tutu adornment just days after criticizing Timothée Chalamet’s viral comments about no one ‘caring’ about the ballet or opera

Copeland made a bold statement with the tutu adornment just days after criticizing Timothée Chalamet’s viral comments about no one ‘caring’ about the ballet or opera (Getty Images)

Jayme Lawson

While the ‘Sinners’ actor suited the dark purple color of her gown, the middle section of the silhouette was not flattering, drawing comparisons to a candlestick holder

While the ‘Sinners’ actor suited the dark purple color of her gown, the middle section of the silhouette was not flattering, drawing comparisons to a candlestick holder (Getty Images)
The fringe sequinned dress completed the look with a slick-back updo

The fringe sequinned dress completed the look with a slick-back updo (Jordan Strauss/Invision/AP)

Kevin O’Leary

The Canadian businessman dressed way too flashy as he stood out with his black tuxedo adorned with medieval characters

The Canadian businessman dressed way too flashy as he stood out with his black tuxedo adorned with medieval characters (Getty Images)
O’Leary also chose the Oscars to show off his 2004 NBA cards that are supposedly worth $20 million, which confused red carpet viewers

O’Leary also chose the Oscars to show off his 2004 NBA cards that are supposedly worth $20 million, which confused red carpet viewers (AFP via Getty Images)
The diamond-encrusted card is of the late Kobe Bryant

The diamond-encrusted card is of the late Kobe Bryant (AFP via Getty Images)

Amelia Dimoldenberg

The host of the iconic ‘Chicken Shop Date’ series wore a vintage Ralph Lauren Collection gown with a large strip of fabric in the back that hindered the gown’s overall silhouette

The host of the iconic ‘Chicken Shop Date’ series wore a vintage Ralph Lauren Collection gown with a large strip of fabric in the back that hindered the gown’s overall silhouette (Getty Images)
Dimoldenberg accessorized with a boring updo and a plain silver necklace, totally missing the mark for the opulent occasion

Dimoldenberg accessorized with a boring updo and a plain silver necklace, totally missing the mark for the opulent occasion (Getty Images)

More to follow…



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