Macaulay Culkin shared his reaction to his brother Kieran Culkin's Oscar win during the Vanity Fair Oscar Party livestream.

Kieran Culkin won the Oscar for best supporting actor Sunday at the 97th Academy Awards, completing a sweep of the category ...

Kieran Culkin tried to quit the role of a lifetime. The actor took home the Academy Award for Best Supporting Actor on Sunday ...

Kieran Culkin won the best supporting actor Oscar on Sunday for playing a motor-mouthed American tourist in "A Real Pain." A ...

Actor Kieran Culkin went viral for his Oscars acceptance speech on Sunday, during which he revealed a bet he and his wife ...

Kieran Culkin, Oscar winner for Best Actor in a Supporting Role for “A Real Pain,” poses with his wife Jazz Charton during ...

Selena Gomez and fiancé Benny Blanco made an early exit, and Kieran Culkin continued his quirky jokes. Here's what you didn't ...

After winning an Oscar at the 97th Academy Awards, Kieran Culkin asked his wife, Jazz Charton, if they could have more ...

Kieran Culkin has won the Academy Award for best supporting actor for his performance in "A Real Pain." In his speech, he ...

Kieran Culkin said at the 2025 Oscars that his wife Jazz Charton owes him two more kids now that he's an Oscar winner.

Culkin’s longtime wife Jazz Charton promised they’d expand their brood if Culkin won an Emmy, then an Oscar. With those ...

Following his wins at the Golden Globes, the SAG Awards, the BAFTAs, and more, Culkin was the surefire favorite of the ...