32 Of The Funniest Cameos On Entourage
A show that was built partly on cameos sure had some classics.
It's hard to believe Entourage ended its eight-season run so long ago, in 2011 (not counting the less-than-well-recieved movie in 2015). For the length of the show, one thing that kept audiences coming back for more each week was the great celebrity cameos. What started as a trickle in the first season, became a flood towards the end, with big stars always showing up, usually with hilarious results. Here is our list of some of the funniest celebrity cameos on Entourage.
Mark Wahlberg
It makes sense that Mark Wahlberg would be the first cameo on the show, appearing in the very first episode of Season 1. Entourage was (very) loosely based on his experiences in Hollywood as a young actor, and the Boogie Nights star was a producer of the show.
David Schwimmer
A great thing about the cameos was that often the celebrities weren't afraid to poke a little fun at themselves. Take, for example, David Schwimmer's spot in the Season 6 episode "Running on E." Schwimmer sits in a pitch meeting with super agent Ari Gold's (Jeremy Piven) team and offer after offer is for the Friends star to play some sort of neurotic character for comedic effect. The frustration for Schwimmer is palpable.
Peter Dinklage
One of the most common tropes on the show was the stars taking potshots at Ari. Ari was a character we all loved to hate, but it turns out most of the celebrities playing themselves also hated Ari. Peter Dinklage is one of those when he trades barbs with Ari at a party in the Season 2 "Sundance Kids."
John Stamos
John Stamos was the perfect type of celeb to show on Entourage. It was always fun to see how a cameo appearance might just be an opportunity to take down lovable loser Johnny Drama (Kevin Dillon). In a bit of a twist, after getting insulted by Stamos a few times, the two play an epic match of ping pong that ends predicably for Drama in the Season 7 episode "Tequila Sunrise."
Jeffrey Tambor
Jeffrey Tambor plays a jerk like few others can in Hollywood. When he's playing a fictionalized version of himself being to jerk to his kids, it's comedy gold. Fictional life as a jerk and real life have blurred together for Tambor, but his appearance in Season 6 is still really funny.
Matt Damon
Matt Damon takes charity very seriously, so his cameo on Entourage, in the Season 6 finale, fits perfectly. It's also a rare time that Vince (Adrian Grenier) is the one getting clowned when he tries to dodge both Damon and Bono into giving money to their charity to help children.
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Val Kilmer
Val Kilmer's guest spot on the show is a little different than most on this list. He doesn't play himself, but the role is so brief – and so funny – that it had to be included. In Season 1, the Top Gun: Maverick star plays a "sherpa" living in a giant house in Beverly Hills like a '60s hippie.
Snoop Dogg
No one brings joy like Snoop Dogg. There is never a time when people are unhappy to see the legendary rapper show up somewhere on TV and Entourage is no exception. The brief interaction between Snoop, Vince, and Eric (Kevin Connolly), partly highlights the confusion of how to pronounce "Cannes" in the Season 4 episode "The Dream Team."
James Cameron
The Season 2 episode "Sundance Kids" really kicked the cameos on the show into overdrive and one of the best of the whole series is James Cameron. Vince is trying to land a role in his Aquaman movie, so Turtle and Drama try to help (and fail). The best part, though, is Cameron's interaction with a barista (played by This Is Us star Chrissy Metz).
Tom Brady
Turtle (Jerry Ferrara) is a die-hard New York Giants fan, so when he meets Tom Brady at a charity golf tournament, he does what any self-respecting fan would do, he blows him off and refuses to shake his hand. It's brilliant.
Martin Scorsese
Entourage proved just how big it was for celeb cameos when none other than Martin Scorsese appeared for a brief scene to offer Vince a role in his fictional The Great Gatsby movie in the finale of Season 5. You know you've made it when Scorsese gets involved.
Scarlett Johansson
Season 1 ends with a big-time star appearance when the one and only Scarlett Johansson cameos on the phone with Vince, after Eric promises him to land a date with the superstar actress. It works, though it's the last time we'd see Johansson on the show.
Stan Lee
Comic legend Stan Lee became the king of cameos with his iconic moments in the MCU universe for years, a streak that ended with his death in 2018. It's all too appropriate that we include him on this list, not only due to Lee's status as a cameo-king but because his quick role is just so funny as he can't quite place where he's seen Vince's adult film star girlfriend, Sasha Grey, before.
Lamar Odom
Entourage was replete with professional athletes throughout its run. Lamar Odom shows up pretty early in the show's run, in "An Offer Refused" in Season 2. The cameo is notable because of the way Drama gets obsessed with how men's calves look, including Odom's, which understandably freaks the NBA star out.
Bono
Bono's appearance in the Season 6 finale is brilliant. He only appears via computer screen, as he's on a video call with Matt Damon and teams up with Damon to gang up on Vince to guilt him into getting on board with their charity. It's vintage Bono, pushing a charity but not taking himself as seriously as the world perceives him to be.
Bobby Flay
Ari being a jerk to someone isn't a surprise, but Ari being a jerk to Bobby Flay is, pardon the pun, pure gold. Flay is great playing himself as the chef at his own restaurant, one of Ari's favorites, but the two bicker before Flay has had enough in the Season 8 episode "Whiz Kid."
Sofia Vergara
Sofia Vergara's cameo is notable because she's not playing herself. While she herself is perfect for the role as a Colombian actress auditioning for the movie Medellin, it's funny because of how ridiculous the rest of Vince's team reacts to her. The first episode of Season 2 is one of the most unique, and funniest, of the show's run.
M. Night Shyamalan
M. Night Shyamalan's appearance in the episode "Sorry, Harvey" in Season 4 is classic Entourage. Playing himself, he's angry at Ari for not reading his latest script and confronts the super agent to call him on it. It's the kind of cameo we've come to expect from this show, a major star fighting with Ari.
Christina Aguilera
The Season 7 finale, "Lose Yourself" is one of the saddest of the show, for a few reasons. One is Ari throwing a lavish party for his wife to keep her from leaving him complete with Christina Aguilera singing "You Are Beautiful," only to have his wife not show. Aguilera gets mad at Ari (naturally) and demands his Lakers playoffs tickets to keep performing.
Adrian Peterson
NFL superstar Adrian Peterson selling a dinosaur skull. Is there anything more that needs to be said? The Season 7 episode "Tequila and Coke" has a great moment poking fun at people investing in fossils, and yes, Nic Cage gets a shout-out.
Zac Efron
It's no surprise that Ari would be trying to steal a client from another agent, but what makes Zac Efron's cameo on Entourage so funny is his interaction with a fan while on the phone with Ari. A mom using her daughter to get Efron's autograph (and pushing for, um, more) is hilarious.
Kanye West
Vince and his crew have no problem asking anyone for a favor. Kanye West is the victim of one of the most outlandish requests when they beg him for a ride on his private plane to France, even though Ye is headed for London in "No Cannes Do" from Season 4. The rapper is stunned and doesn't hide it, but still, who can turn down Vince? No one, not even Ye.
David Spade
David Spade is the perfect star for a cameo on Entourage. In his, he's got women on both arms and plays a total jerk. While he's surely not a jerk, he somehow has that public perception, which is what makes the cameo so much fun in the Season 8 episode titled "The Big Bang." Spade is just hilarious.
Phil Mickelson
Phil Mickelson is clearly a good sport. Despite the show taking a shot at the pro golfer's failure at the 2006 U.S. Open, he later agreed to appear on the show, if only to show up Ari. A chance meeting on the golf course between Mickelson, and Kevin Dillon and Jerry Ferrara, led to the role. Kizmet.
50 Cent
50 Cent makes one of the briefest cameos on the show, but it's one of the best. When he sees Turtle driving, he pulls up alongside and manages to take Turtle down a notch, despite the fancy ride he's driving in. Turtle has a rough time in his birthday episode, "One Car, Two Car, Red Car, Blue Car," from Season 6.
Aaron Sorkin
Aaron Sorkin's first cameo (he made two) on Entourage came in an episode named after him, "The Sorkin Notes" in Season 6. Sorkin is caught up in some drama in Ari's office that he wants no part of and is hilarious in a rare acting role for the writer and director. Now can we get that West Wing revival starring Sterling K. Brown that Sorkin had an idea for, please?
Dean Cain
Another very brief cameo comes from Dean Cain. The former Superman actor disrupts one of Drama's auditions, which crushes Drama, as he figures there's no one he can compete with Cain for the part. It's vintage Johnny Drama in the Season 6 episode "Scared Straight." It's another moment in which you can't help but feel terrible for Drama.
Eminem
The Season 7 finale, "Lose Yourself," not only foreshadows Vince's downward spiral, but Eminem's cameo. In one of the lowest moments of Vince's life, he first insults Minka Kelly, then gets into a fistfight with Eminem. It's as sad as it is funny, a line the show walked brilliantly in the episode.
Alex Rodriguez
How tragic would be to hear that you lost out on a ton of money from former Yankee Alex Rodriguez? That's what happens to Turtle when the shortstop-turned-third-baseman shows up on screen to tell Turtle that the tequila company he once owned a lot of stock in went public after he sold out. Ouch.
Steve Nash
Poor Steve Nash. The NBA star was at the height of his fame when he was unwittingly cornered by Eric at his manager's office (Scott Caan). Eric dumps all of his girlfriend problems on the Canadian basketball player's feet in the Season 6 episode "Murphy's Lie," and all Nash can do is look stunned.
Johnny Galecki
Johnny Galecki's role in Entourage was a little more than one cameo, it was more like three cameos over three episodes and he plays a fictionalized version of himself who makes Eric's life hell by dating Eric's ex-girlfriend Sloan (Emmanuelle Chriqui). This version of Galecki is terrible but completely hilarious.
Jessica Simpson
As Ari tries to protect his client base, he's forced to go hat in hand to a client who's mad at him for not caring when her dog died. Jessica Simpson meets Ari at the door in "Bottoms Up" from Season 7, and in classic Entourage fashion, makes Ari look like the jerk that he is, despite his insincere attempt to gift another dog to Simpson. It sums up everything a great Entourage cameo should be. A big star, an unrepentant Ari, and some choice lines.
This is a list that could be almost endless, and we didn't even get into the multiple cameos in the Entourage movie, one of which featured Channing Tatum that didn't actually happen.
Hugh Scott is the Syndication Editor for CinemaBlend. Before CinemaBlend, he was the managing editor for Suggest.com and Gossipcop.com, covering celebrity news and debunking false gossip. He has been in the publishing industry for almost two decades, covering pop culture – movies and TV shows, especially – with a keen interest and love for Gen X culture, the older influences on it, and what it has since inspired. He graduated from Boston University with a degree in Political Science but cured himself of the desire to be a politician almost immediately after graduation.