Jimmy Kimmel Live! Weekly Highlights, 5-8 October 2026
This week, Jimmy Kimmel Live featured guests including Anna Kendrick, Marcus Mumford, Mumford & Sons, Kerry Washington, Kyle MacLachlan, Jessica Chastain, Malcolm Gladwell, Michael Douglas, Daisy Edgar-Jones, and Remi Wolf. Let's take a look at some of the outfits from this week's shows.
Anna Kendrick
American actress and singer Anna Kendrick is most famous for starring as Beca Mitchell in the Pitch Perfect film series and as the voice of Poppy in the Trolls Franchise. For her appearance, she chose a strapless illusion little black dress embellished at the neckline with large 3D gold flowers. She wore her hair in a messy updo and accessorised with complementary gold jewellery. This look was modern and playful with a touch of glamour. The messy bun gave her an effortless vibe, while the gold jewellery tied the ensemble together, enhancing the metallic elements of the dress.
During her interview, Anna talked about her brother's wedding at a zoo, going on a trip to New Zealand, and working with Chris Rock on her latest movie, Misty Green.
Jessica Chastain
Jessica Chastain, an Academy Award-winning actress best known for films such as The Help, The Martian, and The Eyes of Tammy Faye, opted for a long black coat-dress with a mock neckline and a cutout at her lower back. The long-sleeved, structured dress featured an A-line skirt that parted in the front to show off a black satin underskirt. She wore her usually signature red hair in a blonde 1920s-style bob and added a bold red lip for a splash of colour offsetting the monochromatic outfit. The look was sophisticated and subtly daring with vintage-inspired touches. Her coat-dress combined classic tailoring with a modern edge, and the luxurious underskirt added depth and movement, while the blonde bob channelled old Hollywood glamour. The ensemble evoked timeless screen idols with a contemporary twist.
In this clip, Jessica chats about going blonde, loving Halloween, and her new horror movie, Other Mommy, before teaching Jimmy how to do the creepy smile she did in the film.
Daisy Edgar-Jones
English actress Daisy Edgar-Jones is recognised for the television miniseries Normal People and the movies Where the Crawdads Sing and Twisters. On the show, she wore a strapless, tea-length black column dress decorated with intricate, almost military-style gold tasselled embroidery in a shape that suggested a skeleton with ribs on the bodice and a pelvis and leg bones on the skirt, perfect for the spooky season. She kept the dress as the central focus by keeping her accessories and makeup very minimal. The look was striking and avant-garde, combining classic elegance with bold, unconventional detailing and displaying her unique fashion sense.
During her conversation, Daisy discussed her name, meeting Steven Spielberg at her first Hollywood party, being in the new adaptation of Sense and Sensibility, and how she thinks she'd cope if she lived in the 18th century.
Which celebrity outfit was your favourite?
Did Jessica's subtly daring coat-dress appeal to you, or did you prefer the looks worn by Anna Kendrick, Daisy Edgar-Jones, or other guests this week?
If this week's celebrity styles inspired you, reach out to our talented tailoring team to create your own custom look.
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