Macaulay Culkin put on a very animated display as he celebrated brother Kieran’s Oscar win at Vanity Fair’s star-studded after-party in Hollywood on Sunday evening.
The Home Alone star, 44, was in great spirits after his younger sibling, 42, walked away with the Best Supporting Actor gong for A Real Pain.
Macaulay whipped off his loafers and frolicked with stunning girlfriend Brenda Strong, 36, inside the VIP event which took place at the Wallis Annenberg Center.
The former child star looked dapper in his suit and posed up a storm on the red carpet before deciding to take off his shoes and walk around in socks.
Meanwhile Brenda stunned in a strapless white pleated gown which boasted a dramatic train and was accessorised with dazzling diamond earrings.
The couple, who share two sons, appeared as they cosied up together and partied the night away to celebrate Kieran’s triumph.

Macaulay Culkin put on a very animated display as he celebrated brother Kieran’s Oscar win with girlfriend Brenda Strong at Vanity Fair’s after-party in Hollywood on Sunday evening

The Home Alone star, 44, was in great spirits after his younger sibling, 42, walked away with the Best Supporting Actor gong for A Real Pain
Demi Moore was left crushed as Mikey Madison beat her to the coveted Best Actress award at the 2025 Oscars, on a night when Anora dominated with five wins including Best Picture.
Demi, 62, had been a clear front-runner and her fury was palpable as 25-year-old rising star Mikey’s name was called out in front of a stunned audience at the 97th Academy Awards at the Dolby Theatre in Hollywood.
Other big winners on Sunday night included Zoe Saldana, who took home the Best Supporting Actress award for her role in the controversial Emilia Perez, and Adrien Brody, who triumphed over Timothée Chalamet for the Best Actor award with his performance in the The Brutalist. Kieran kicked off the evening with a Best Supporting Actor win for A Real Pain.
Demi could be seen with a clenched jaw as her name wasn’t called, but she did say ‘nice’ to herself as she applauded Mikey’s big win.
It was a particularly surprising upset because Demi had won the actress award at most of the major pre-Oscar events for her role in The Substance.
Mikey portrays an escort in Anora, an independent film with a $6 million budget for which Sean Baker won Best Director. She recognized the sex worker community in a touching acceptance speech.
She said: ‘I also just want to, again, recognize and honor the sex worker community. I will. Yes. I will continue to support and be an ally.
‘All of the incredible people, the women that I’ve had the privilege of meeting from that community has been one of the highlights of this incredible experience.’

The former child star looked dapper in his suit and posed up a storm on the red carpet before deciding to take off his shoes and walk around in socks


The former child star looked dapper in his suit and posed up a storm on the red carpet before deciding to take off his shoes and walk around in socks

Meanwhile Brenda looked sensational in a strapless white pleated gown for the occasion which boasted a dramatic train and was accessorised with dazzling diamond earrings

The couple, who share two sons, appeared as they cosied up together and partied the night away to celebrate Kieran’s triumph

Brothers Kieran (L) and Macaulay (R) pictured together in 2005
She said: ‘I also just want to, again, recognize and honor the sex worker community. I will. Yes. I will continue to support and be an ally.
‘All of the incredible people, the women that I’ve had the privilege of meeting from that community has been one of the highlights of this incredible experience.’
At the end of the night the film earned top prize Best Picture Award over The Brutalist, A Complete Unknown, Conclave, Dune: Part Two, Emilia Pérez, I’m Still Here, Nickel Boys, The Substance, and Wicked.
Anora’s writer and director Sean Baker also earned three awards including: Best Original Screenplay, Achievement in Film Editing, and the coveted Best Director.
The film is centered around a young escort named Ani (played by Mikey) from Brooklyn meets and impulsively marries the son of a Russian oligarch. Once the news reaches Russia, her fairy tale is threatened as his parents set out for New York to get the marriage annulled.
Adrien Brody took home his second ever Best Actor award earlier in the night.
The 51-year-old actor stopped the exit music from playing as he was recognized for his work in The Brutalist.
He beat out an impressive field including: Timothée Chalamet — A Complete Unknown, Colman Domingo — Sing Sing, Ralph Fiennes — Conclave, and Sebastian Stan — The Apprentice.


Demi Moore was left crushed as Mikey Madison beat her to the coveted Best Actress award at the 2025 Oscars, on a night when Anora dominated with five wins including Best Picture

Another big winner included Zoe Saldana in the Best Supporting Actress category for the controversial Emilia Perez


Adrien Brody (left) bested Timothee Chalamet for the Best Actor gong for The Brutalist as Kieran Culkin (right) kicked off the night with a Best Supporting Actor win for A Real Pain

The big four acting winners are seen from left to right: Adrien, Mikey, Zoe, and Kieran

Meanwhile Demi could be seen with a clenched jaw as her name wasn’t called but did say ‘nice’ to herself as she applauded Mikey’s big win

It was definitely considered an upset as Demi had earned the same prize at most of the awards season events for her work on The Substance as the field was completed by Cynthia Erivo — Wicked, Karla Sofía Gascón — Emilia Pérez, and Fernanda Torres — I’m Still Here

As she portrays an escort in the film, Mikey made sure to recognize the sex worker community in her touching acceptance speech

At the end of the night the film earned top prize Best Picture Award over The Brutalist, A Complete Unknown, Conclave, Dune: Part Two, Emilia Pérez, I’m Still Here, Nickel Boys, The Substance, and Wicked

Anora’s writer and director Sean Baker also earned three awards including: Best Original Screenplay, Achievement in Film Editing, and the coveted Best Director

The film is centered around a young escort named Ani (played by Mikey) from Brooklyn meets and impulsively marries the son of a Russian oligarch. Once the news reaches Russia, her fairy tale is threatened as his parents set out for New York to get the marriage annulled
Adrian previously won Best Actor for his work on classic film The Piano back in 2003.
Zoe Saldaña shook the controversy surrounding her film Emilia Pérez as she earned Best Supporting Actress.
The show hit a high note as the 46-year-old American actress was crowned for the Netflix film.
She triumphed over: Monica Barbaro — A Complete Unknown, Ariana Grande — Wicked, Felicity Jones — The Brutalist, and Isabella Rossellini — Conclave.
Zoe became the first ever Oscar winner of Dominican descent and made sure to thank her ancestors for paving the way to have a successful acting career in America.
Emilia Pérez has earned a tide of negative publicity after racist and Islamophobic tweets from her costar Karla Sofía Gascón — some quite recent — were discovered.
Netflix went so far as to stop covering Gascón’s travel for awards shows, but she did appear at the Oscars.
The award show started out in fine form as Kieran Culkin took home the first award of the night.
It kicked off with the 42-year-old actor taking home Actor in a Supporting Role for his role in A Real Pain.
He beat out an impressive field including: Yura Borisov — Anora, Edward Norton — A Complete Unknown, Guy Pearce — The Brutalist, and his Succession co-star Jeremy Strong — The Apprentice.
Blockbuster Wicked did not come away empty handed as Paul Tazewell became the first Black male winner of Achievement in Costume Design.
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