Jimmy Kimmel Live! Weekly Highlights, 20-22 May 2025

This week on Jimmy Kimmel Live, Jimmy welcomed Sarah Silverman, Paul W. Downs, Sharon Van Etten & The Attachment Theory, Henry Winkler, Tramell Tillman, Laufey, Miley Cyrus, and Mike Birbiglia. Let's look at some of the outfits on this week's shows.

Paul W. Downs

Paul W. Downs is an American actor, writer, director, and producer famous for co-creating, producing, and starring in the dark drama series Hacks. He also starred in, wrote, produced, and directed Broad City.

Paul dressed in a classic double-breasted black suit with peak lapels and slim-fitting, straight-cut trousers on the show. He paired it with a black scoop-neck T-shirt and pinned a silver star to his lapel for a more informal look.

In this clip, Paul talks about the latest season of Hacks, Cher not wanting to be on the show, directing Jimmy for his guest appearance, and reveals some outtakes from Jimmy's scene with Jean Smart.

Tramell Tillman

American actor Tramell Tillman is best known for his role as Seth Milchick in the Apple TV+ series Severance. He is currently starring in Mission: Impossible – The Final Reckoning.

During his interview, Tramell looked dapper in a cream, single-breasted suit with notch lapels and wide-legged trousers. He styled it with a black silk shirt and gold jewellery.

This clip shows Tramell chatting about working with Tom Cruise on Mission: Impossible – The Final Reckoning, having to pee during the whole screening of the film at Cannes, and playing Mr Milchick on Severance.

Miley Cyrus

Miley Cyrus is an American actress, singer and songwriter. She rose to fame as the titular character in the Disney Channel series Hannah Montana. As a singer, she has released eight studio albums and forty-three singles. Her best-known songs include "Party in the U.S.A.", "Wrecking Ball", and "Flowers". Cyrus has won three Grammy Awards, one Brit Award, five Billboard Music Awards, and three MTV Video Music Awards.

Miley wore a pair of black skin-tight trousers and a bandeau top on the programme. Over the top, she wore a crocheted black net overdress with enormous fluffy faux fur short sleeves. She wore her hair in loose waves and accessorised with a sparkling matching earring and ring set.

Miley discusses many things in this clip, including Hannah Montana and her new album, Something Beautiful.

Which celebrity outfit was your favourite?

Which outfit on this week's shows was your favourite? Did you like Paul's double-breasted black suit? Did you enjoy Tramell's silk shirt? Or did you prefer Miley's net overdress?

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