Brad Pitt

Season 8, Episode 9

Was with Jennifer Aniston at the time, and also president of the “I Hate Rachel Green Club” in High School.

1

Leah Remini

Season 1, Episode 23

Remini auditioned for the role of Monica, but ended up being a pregnant woman in the hospital when Ben is born.

2

Charlie Sheen

Season 2, Episode 23

Played Phoebe’s old flame and chicken pox buddy.

3

Danny DeVito

Season 10, Episode 11

DeVito played the emotional cop stripper for Phoebe’s bachelorette party.

4

Susan Sarandon

Season 7, Episode 15

His costar on “Days of Our Lives,” Joey eventually gets her brain.

5

Hugh Laurie

Season 4, Episode 24

Laurie plays her airplane seat mate and criticizes her over her bad relationship decisions.

6

Reese Witherspoon

Season 6, Episodes 13 & 14

She played one of Rachel’s sisters and tried to date ross to piss her sister off.

7

Christina Applegate

Season 9, Episode 8 & Season 10, Episode 5

Applegate played Rachel’s other sister, who was having relationship problems. Also wanted Emma after Rachel dies.

8

David Arquette

Season 3, Episode 3

Arquette played a stalker who mistook Phoebe for her twin sister Ursula.

9

Winona Ryder

Season 3, Episode 3

Winona Ryder played Rachel’s sorority sister and first apparent lesbian experience.

10

Anna Faris

Season 10, Episodes 9, 13, 16, 19, & 20

Faris played Erica, the woman giving up her baby for adoption to Chandler and Monica.

11

Aisha Tyler

Season 9, Episodes 20-24, Season 10, Episodes 1,2,& 5

In the last two seasons, Tyler played Charlie Wheeler, who dated Joey, but eventually ended up with Ross.

12

Paul Rudd

Season 9, Episodes 3-24; Season 10, Episodes 1,3,7, 12-18

Paul Rudd had an awesome performance as Pheobe’s husband Mike.

13

Robin Williams and Billy Crystal

Season 3, Episode 24

These comedians had a hilarious cameo as Tim and Thomas, having an emotional discussion at Central Perk.

14

Julia Roberts

Season 2, Episode 13

Roberts played an old schoolmate of Chandlers, who he dates for the episode until she gets revenge on him.

15

Craig Robinson

Season 10, Episode 14

When Phoebe wants to change her name to Princess Consul Bananahammock, the clerk is played by Robinson.

16

Gary Oldman

Season 7, Episodes 23 & 24 Oldman

played Joey’s co-star on a set, and had a spitting problem.

17

Jean-Claude Van Damme

Season 2, Episode 13

When the gang learns that Marcel is back in town, they find JCVD on the same movie set and he causes tension with Monica and Rachel.

18

Sean Penn

Season 8, Episodes 6 & 7

Sean Penn played the fiancé of Phoebe’s twin sister Ursula.

19

Bruce Willis

Season 6, Episodes 21-23

Willis played the dad of Elizabeth, a student Ross was dating.

20

Alec Baldwin

Season 8, Episode 18

Played Phoebe’s over-enthusiastic boyfriend in the later half of the show.

21

Jason Alexander

Season 7, Episode 13

Alexander played a man contemplating suicide, when Phoebe calls him regarding toner.

22

Ben Stiller

Season 3, Episode 22

Stiller played “The Screamer” – someone who Rachel dated, that had anger issues.

23

Jeff Goldblum

Season 9, Episode 15

Played a director, casting for a play that Joey is auditioning for.

24

George Clooney and Noah Wylie

Season 1, Episode 17

They played, what else, ER doctors.

25