Owen Wilson Pranks Woody Harrelson with Regifted Clothes

Actor Owen Wilson recounts stealing items from Woody Harrelson to give back to him as Christmas presents.

Updated on Oct. 28, 2026 in Fashion

Bold vector editorial illustration of a wrapped gift box on a hardwood floor, evoking the playful theme of celebrity pranks.
Actors Owen Wilson and Woody Harrelson share a long-standing friendship, recently highlighted by a lighthearted prank involving regifted personal belongings. AI Illustration. Upload story photo >

Owen Wilson revealed he once pulled an elaborate prank on long-time friend Woody Harrelson by stealing clothes from his closet. Wilson later presented the stolen garments and shoes to Harrelson as if they were brand-new Christmas gifts.

Why it matters

The prank highlights the long-standing friendship between the two actors, who have worked together on multiple film projects over the past decade. It serves as a lighthearted look at the personal dynamics between two of Hollywood's well-known figures.

Owen Wilson is 57 years old and has three children, while Woody Harrelson is 65 years old. The pair notably worked together in the 2013 film Free Birds and the 2017 project Lost in London.

The players

Owen Wilson

Owen Wilson is a prominent American actor and screenwriter known for his roles in various comedy and drama films.

Woody Harrelson

Woody Harrelson is a veteran American actor and playwright who has been a recognizable figure in cinema and television for decades.

Jimmy Kimmel Live!

Jimmy Kimmel Live! is a long-running late-night talk show on ABC hosted by comedian Jimmy Kimmel.

The details

During a visit, Wilson accessed Harrelson's bedroom through exterior sliding doors to raid his closet. After gathering the clothing and shoes into a bag, Wilson later wrapped and delivered the items to Harrelson, who initially thought the pieces were new presents.

Timeline

  1. 2013: Wilson and Harrelson starred in Free Birds.

  2. 2017: Wilson and Harrelson starred in Lost in London.

  3. September 30, 2026: Wilson attended the Rolling Loud: The Movie premiere.

  4. October 27, 2026: Wilson appeared on Jimmy Kimmel Live!

Culture Shift

This lighthearted celebrity anecdote follows a pattern of personal camaraderie established by the actors' work on the 2013 film Free Birds. It reflects a broader trend of Hollywood stars sharing candid, unscripted moments of friendship with the public.

This story offers a glimpse into the humorous personal interactions of celebrities that can change how fans perceive their favorite actors. It reinforces the human side of high-profile stars, reminding readers that even famous individuals engage in traditional pranking culture.

The takeaway

Maintaining personal connections through humor can strengthen long-term professional relationships. Finding creative ways to surprise friends is a timeless approach to staying close regardless of how much time passes between projects.

Further reading

For more on evolving style trends and celebrity lifestyle news, explore the Fashion section.