After two years of canceled, toned-down, or scaled-back red carpet events, the Academy Awards have returned with a bang, bringing together a host of stylish celebrities putting their most fashionable foot forward in Hollywood on Sunday night.
But while the majority of guests at the star-studded Oscars hit the ball out of the park when it came to their ensemble choices for the evening, there were – as always – several attendees who totally missed the mark with their outfits.
This year’s red carpet, which kicked off an hour earlier than usual, four hours ahead of the ceremony, saw a host of early arrivals, with the likes of Vanessa Hudgens, Jamie Lee Curtis, and Laverne Cox among some of the first to set the stylish tone for the evening.
However, among the fashion hits were some disastrous fails, with Jada Pinkett Smith, Kristen Stewart, Maggie Gyllenhaal, and singing sisters Chloe and Halle Bailey all suffering some serious style misses.
Jada led the list of worst-dressed stars at the 94th Academy Awards in a voluminous metallic green gown, which featured an enormous ruffled train that left her looking as though she was dragging a giant lettuce behind her.
This year’s Oscars red carpet didn’t fail to provide viewers with plenty of memorable style moments, both good and bad, with Jada Pinkett Smith leading the list of worst-dressed stars in her enormous metallic green dress
The actress’s puffy green frock took up a great deal of space on the red carpet and thanks to its bizarre texture, it ended up looking like Jada was dragging a giant head of lettuce behind her
Jada was joined on the red carpet by her husband Will Smith, who kept things simple in a black suit
Singing sisters Chloe (right) and Halle (left) Bailey were also among the worst-dressed stars at the glamorous event
Chloe’s barely-there dress left far too much to the imagination, while the shiny purple material gave it an incredibly tacky feel
Maggie Gyllenhaal also suffered a fashion fail in her structured gown, which featured 3D gold detailing along the front that made her look like she was wearing several door knockers
The 50-year-old nailed the glamour with her chic makeup look, however it was almost impossible to see past the over-the-top dress design, which had a high neck collar and form-fitting, long-sleeved textured bodice that then poofed out into an enormous skirt and train.
Singer Billie Eilish also opted for a very ruffly number in the form of a strapless black gown that featured layer upon layer of black fabric, leaving the singer completely dwarfed in material.
In fact, the 20-year-old was so swamped by ruffles that her arms were almost completely hidden from view as she made her way down the red carpet.
Ruffles were also something of an issue for Caitriona Balfe, whose ill-fitting white dress looked wrinkled and, thanks to the lengthy train of ruffled fabric that flowed behind it, rather resembled a long crumpled tissue
Singer Billie Eilish was swamped by layer upon layer of black ruffle , leaving her arms almost completely hidden
The dramatic dress featured a length texture train, reminiscent of that on Jada’s green frock
Saweetie put on an eye-popping display at the Elton John AIDS Foundation’s viewing party
Ruffles were also something of an issue for Caitriona Balfe, whose white dress looked wrinkled and rather resembled a long crumpled tissue
Just like Venus, Tracee Ellis Ross landed herself on the worst-dressed list thanks to the barely-there breast cups on her gown
On the opposite end of the style spectrum was Kristen Stewart, who left absolutely nothing to the imagination in a pair of tiny black hotpants, which she wore with a white shirt that was completely unbuttoned down to the waist. She added a black blazer and heels to complete her barely-there look.
Flashing copious amounts of skin became something of a theme for the evening, with singing sisters Halle and Chloe joining Kristen in flashing a serious amount of flesh on the red carpet.
The siblings both opted for incredibly risque numbers; older sister Chloe wore a metallic one-shoulder purple gown that had a slit all the way up to her ribcage, leaving one leg entirely bare – and putting her at serious risk of flashing far too much for the cameras.
Meanwhile Halle appeared to take inspiration from her upcoming role as The Little Mermaid for her ensemble, a bright turquoise dress that consisted of a bra top attached to a long skirt that also had a risque slit, while leaving her stomach exposed.
In addition to the red carpet at the Oscars ceremony itself, there were also several awkward fashion moments at other events, including the Vanity Fair party, and the Elton John AIDS Foundation’s annual viewing event.
Like Tracee, actress Niecy Nash risked a red carpet mishap in her garish pink gown, which had a raunchy slit that rose all the way up to her crotch
Pink was an unlucky color on Sunday night, with Colombian actress Carolina Gaitán also dropping the style ball with her voluminous gown, which featured comically-large sleeves
Although host Regina Hall made a stylish appearance on the red carpet, she underwent a costume change during the ceremony, switching into an unflattering pink number with ugly ruffles down the front
At the Vanity Fair soiree, Janelle Monae kept up the flesh-baring fashion in her bizarre cut-out number, which looked as though it had been attacked with a pair of scissors before she stepped out onto the carpet.
Saweetie pulled off a very similar look at Elton John’s party, where she put on an eye-popping display in a very daring black gown that also featured several risky cut-outs across the bodice.
Also daring to bare was Venus Williams, who flashed a huge amount of cleavage in her plunging white gown – as Tracee Ellis Ross in her bold red dress.
Actress Niecy Nash was another star who risked a red carpet mishap with her garish neon pink gown, which featured a very risque slit that rose all the way to her crotch.
Pink proved to be an unlucky color for another actress, Colombian starlet Carolina Gaitán, who sported an almost comically voluminous gown that completely swamped her petite frame.
Swedish makeup artist Eva Von Bahr made a unique choice with her dress, which featured a Renaissance-style design and was paired with a bizarre statue-style handbag
Warren and Parent’s accessories took away from their ensembles, leaving them looking tacky rather than high-end
Orange Is the New Black star Diane Guerrero channeled Cruella de Vil in her polka-dot gown
British makeup artist Julia Vernon looked like she was preparing to head out to a concert or a bar in her chunky boots, leather leggings, and voluminous top, not a glamorous red carpet event
Both Renate Reinsve and Rickey Thompson could well have DIYed their outfits at home, with the latter looking as though he had hot glue gunned several Christmas ornaments on his ensemble
Both Amanda Peet (left) and Jean Smart (right) missed the mark in their ill-fitting black numbers at the Vanity Fair event
Oscars host Regina Hall also struggled with her own take on the hue.
While the host made a stylish appearance on the red carpet, she underwent a costume change during the ceremony, switching into an unflattering pink number with ugly ruffles down the front.
There were also several very bizarre accessories being sported on the Oscars red carpet, with makeup artist Eva Von Bahr toting a quirky handbag that looked like the head of a statue – having no doubt been inspired by her equally-odd Renaissance-style gown.
Diane Warren also opted for a daring-turned-disastrous purse in the form of a multi-colored bedazzled clutch shaped like a retro boom box.