Our 23 Favorite Celebrity Cameos on Friends

How could we forget Pitt (then married to Jennifer Aniston), who played Will, a co-founder of the "The I Hate Rachel Green Club”? 

The worlds of mid-‘90s NBC heavy hitters collided when ER stars Clooney and Wyle showed up—in scrubs!—as the cute doctors treating Rachel’s ankle.

Roberts played Chandler’s former classmate, Susie Moss (aka “Susie Underpants”), whom he humiliated in the fourth grade. Jean-Claude Van Damme also guest starred in the same episode.

Baldwin played Parker, Phoebe’s overly enthusiastic, annoying boyfriend.

Back when the Fendi Baguette reigned supreme as the leading It bag of the early aughts, Winona Ryder made her appearance on the show as Melissa Warburton, Rachel's old college friend she kissed after a wild, sangria-fueled night of partying. Melissa pretended not to remember that encounter—until a kiss from Rachel to prove it happened elicits a long-held love confession.

Applegate played Amy, one of Rachel’s materialistic sisters, who comes over to spend Thanksgiving with the gang.

Rachel dated Paul Stevens (Willis), the dad of a student Ross is seeing.

Faris guest starred as the pregnant mother whose twins Monica and Chandler end up adopting.

Rachel’s younger sister Jill (an even more baby-faced Witherspoon!) comes into town and goes on a date with Ross.

Rachel’s date Tommy (Stiller) CAN’T STOP SCREAMING.

Joey went on a date with Erika Ford (Shields), a fan who believed he’s actually Dr. Drake Ramoray—and quickly revealed her stalker tendencies. 

Joey got a chance to rejoin Days of Our Lives when his comatose character receives the brain of castmate Jessica Lockhart (Sarandon), who he ends up sleeping with off-screen.

Tyler played Charlie, a professor who starts off dating Joey before becoming the love interest of fellow paleontologist Ross.

The famous mustachioed Selleck played Monica’s on-again, off-again boyfriend, Dr. Richard Burke.

Taylor played Bonnie, Ross’s girlfriend, who shaves her head at Rachel’s urging.

The former child actress played Mackenzie, the 8-year-old who is moving out of the house Monica and Chandler are buying, offering consolation to a saddened Joey.

The inimitable actor played himself, sharing his pearls of wisdom with Joey.

Rachel and Phoebe found the perfect girl for Joey in Erin (Davis), but he doesn’t return her affections.

The legendary comics cozied up on the famous Central Perk couch and shared a “private” conversation that had the rest of the friends all ears.

Phoebe gave Ursula’s fiancé Eric (Penn) the truth about her twin sister.

In another guest cameo by a fellow NBC star, Mad About You’s Hunt played Jamie, a customer of Phoebe’s twin sister Ursula, the always-confused waitress at their usual haunt.

Favreau played a recurring role as Monica’s boyfriend Pete, a wealthy man with Ultimate Fighting Champion aspirations.

Chicken pox ruined what otherwise would’ve been a romantic weekend for Phoebe and her old Navy flame, Ryan (Sheen).