Quick Answer
Friends featured dozens of famous guest stars throughout its 10 seasons, including Brad Pitt, Tom Selleck, Paul Rudd, Reese Witherspoon, Bruce Willis, Kathleen Turner, Robin Williams, and Billy Crystal. Many were already established stars, while others became famous after their appearances.
Famous Guest Stars Trivia
1. Which A-list actor played Will Colbert, Ross and Chandler's high school friend who hates Rachel?
Reveal Answer
Brad Pitt (who was married to Jennifer Aniston at the time)
2. Who played Monica's older boyfriend Richard Burke?
Reveal Answer
Tom Selleck
3. Which comedic actor played Phoebe's husband Mike Hannigan?
Reveal Answer
Paul Rudd
4. Who played Rachel's younger sister Jill?
Reveal Answer
Reese Witherspoon
5. Which legendary actress played Chandler's drag queen father?
Reveal Answer
Kathleen Turner as Helena Handbasket
6. Who played the father of one of Ross's students (and dated Rachel)?
Reveal Answer
Bruce Willis as Paul Stevens
7. Which Oscar-winning actor played Phoebe's sailor boyfriend?
Reveal Answer
Charlie Sheen as Ryan
8. Who played the stoned guy in the hallway during the Vegas episode?
Reveal Answer
Thomas Lennon
9. Which actress played Rachel's boss at Bloomingdale's?
Reveal Answer
Edoardo Ballerini played Joanna, her direct manager
10. Which British actress played Emily, Ross's second wife?
Reveal Answer
Helen Baxendale
Complete Guest Star List
- Brad Pitt — Will Colbert (Season 8, "The One with the Rumor")
- Tom Selleck — Dr. Richard Burke (recurring, Seasons 2-6)
- Paul Rudd — Mike Hannigan (recurring, Seasons 9-10)
- Reese Witherspoon — Jill Green (Season 6)
- Kathleen Turner — Helena Handbasket/Chandler's father (Season 7)
- Bruce Willis — Paul Stevens (Season 6)
- Sean Penn — Eric (Season 8)
- Robin Williams — Tomas (Season 3, cameo)
- Billy Crystal — Tim (Season 3, cameo)
- Julia Roberts — Susie Moss (Season 2)
- Jean-Claude Van Damme — Himself (Season 2)
- Ben Stiller — Tommy (Season 3)
- George Clooney — Dr. Michael Mitchell (Season 1)
- Noah Wyle — Dr. Jeffrey Rosen (Season 1)
- Danny DeVito — Roy Gublik (Season 10)
- Christina Applegate — Amy Green (Season 9-10)
- Jane Sibbett — Carol Willick (recurring)
- Jessica Hecht — Susan Bunch (recurring)
- Elliott Gould — Jack Geller (recurring)
- Christina Pickles — Judy Geller (recurring)