History of Macaulay Culkin in Timeline

By Popular Timelines Editorial Team · Updated: May 5, 2026

Macaulay Culkin is an American actor and musician who rose to fame as one of the most successful child actors of the 1990s. He is known for his roles in movies like "Home Alone". Culkin has received several accolades, including a Golden Globe Award nomination and was ranked among VH1's greatest kid stars. In 2023, he received a star on the Hollywood Walk of Fame, solidifying his place in entertainment history.

Sections (3)

Full Timeline Early Life & Education Career & Achievements

1991: Appearance in "Black or White" Music Video

In 1991, Macaulay Culkin appeared in Michael Jackson's "Black or White" music video.

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1998: Marriage to Rachel Miner

In 1998, Macaulay Culkin married actress Rachel Miner when they were both 18 years old.

2000: Separation from Rachel Miner

In 2000, Macaulay Culkin and Rachel Miner separated.

2002: Divorce from Rachel Miner

In 2002, Macaulay Culkin and Rachel Miner divorced.

2002: Dating Mila Kunis

In 2002, Macaulay Culkin began dating actress Mila Kunis.

September 17, 2004: Culkin's Arrest in Oklahoma City

On September 17, 2004, Macaulay Culkin was arrested in Oklahoma City for possession of marijuana and controlled substances, specifically alprazolam and clonazepam. He was briefly jailed and released on bail.

October 15, 2004: Culkin Pleads Not Guilty

On October 15, 2004, Macaulay Culkin was arraigned in court for misdemeanor drug offenses, where he pleaded not guilty.

June 9, 2005: Culkin Reverses Plea to Guilty

On June 9, 2005, Macaulay Culkin reversed his plea to guilty. He received suspended prison sentences and was ordered to pay fees.

2005: Testimony at Michael Jackson's Trial

In 2005, Macaulay Culkin testified at Michael Jackson's trial for sexual child abuse, stating that he had slept in bed with Jackson but was never molested and dismissed the allegations as ridiculous.

September 3, 2009: Attendance at Michael Jackson's Burial

On September 3, 2009, Macaulay Culkin attended Michael Jackson's burial.

2010: End of Relationship with Mila Kunis

In 2010, Macaulay Culkin's relationship with Mila Kunis ended.

2017: Started Dating Brenda Song

In 2017, Macaulay Culkin started dating Brenda Song, his Changeland co-star, after they met on the set of the film.

December 2018: Culkin Announces Name Change

In December 2018, Macaulay Culkin announced that he would legally change his name to "Macaulay Macaulay Culkin Culkin" after holding a vote through his website to choose a new middle name.

2018: Controversial Comments on The Joe Rogan Experience

In 2018, comments Macaulay Culkin made on an episode of "The Joe Rogan Experience" about his relationship with Brenda Song resurfaced, drawing criticism for stereotyping Asians.

April 2019: Legal Name Change Completed

In April 2019, Macaulay Culkin announced that the legal name change process had been completed.

2019: Appearance in Changeland

In 2019, Macaulay Culkin co-starred in Seth Green's directorial debut, Changeland.

August 2020: Culkin's 40th Birthday Tweet

In August 2020, on his 40th birthday, Macaulay Culkin tweeted, "Hey guys, wanna feel old? I'm 40. You're welcome." which became one of the most-liked tweets of all time, peaking at number 9.

2020: Defense of Michael Jackson in Esquire Interview

In a 2020 interview with Esquire, Macaulay Culkin defended Michael Jackson against allegations of child molestation, stating, "I never saw anything; he never did anything."