15 Best 'Entourage' Guest Stars
Shows like Entourage remind us that however great we think our life is, it isn’t really. At all. If Vince and crew’s money-throwing, lady-grabbing lifestyle isn’t enough to make you hate your Prius, the parade of celebrity cameos are certain to put you in check.
But it doesn’t mean we’ll stop watching. After the series’ final premiere Sunday night, we’re left to wonder who will grace us with their presence for the eighth and last season. Until then, here’s a few of the best celebrity guests we’ve seen on Entourage thus far.
15. Jessica Alba
Jessica. If you cast her, we will watch. Even if it’s Honey (from which I am still recovering). Ok, so she’s only on this list because she is who she is and I’m happy to see her in anything. Is anyone going to complain about seeing her face? I think not. In the second episode of the first season, the boys attend an Alba-hosted party and Ari talks to her about....who cares. I’m not even listening to what she’s saying, I’m just staring. You should too.
14. Eminem
In the season seven finale “Lose Yourself” (oh, what a clever name for Eminem’s cameo episode about Vince spiraling out of control), Entourage outdoes itself with 14 celeb guests, the best of which is Eminem. Why? Because after an entire season of Vince’s escalating douchebaggery, someone needed to punch him in the face. Thanks Marshall.
13. James Woods
The upcoming Aquaman premiere is a big night for everyone, but with Drama and Turtle in charge of handing out VIP passes, getting hot women to attend is the priority. When the guys recklessly run out of tickets, including those reserved for James Woods, they find themselves dealing with Jimmy as he goes Hades on their doorstep.
12. T.I.
In a meeting with Ari, T.I. seeks to break out of his “gangsta, drug dealer, rapper” role and paints us an unpleasant mental picture of him and Meryl Streep playing lovers in a movie. Soon after, another unpleasant picture occurs as Adam Davies’ special present for Ari arrives.
11. Kanye West
The Medellin drama is over (for now) and the crew is getting ready for the movie’s premiere at the Cannes Film Festival. But after a terror alert scare, the entire airport is shut down, leaving everyone stuck in Los Angeles. Just as things look comically dismal, Superkanye saves the day in his private Superjet with Superconvenient timing! And then they fly off into the sunset. I’m not even joking.
10. John Stamos
Celebrities know that Entourage guest appearances are to be taken lightly. Maybe that’s why so many purportedly nice stars (remember Uncle Jessie and the pink bunny wallpaper?!) choose to play egotistical jerk versions of themselves. Enter John Stamos. In the middle of a discussion about starring together in a tv show, Stamos and Drama end up battling it out at the ping pong table. Uncle Jessie is apparently a sore loser and turns down the show, but then later hires a ping pong trainer and challenges Drama to a rematch.
9. Brooke Shields
Drama sees his new role in a made-for-tv movie as an opportunity to ignite an on set romance with co-star Brooke Shields. Though Drama’s Blue Lagoon fantasy predictably fails, Brooke still has the ability to get him excited.
8. Chuck Liddell
Taking a break from breaking faces, the Iceman makes an appearance in season three. This time on the other end of the prank (earlier that year he was Punk’d), Liddell helps set up Drama for Pauly Shore’s prank show Gotcha! In this clip, Liddell and the guys argue over a parking spot. Convinced that this is the impending prank (it isn’t), Drama acts a little too tough.
7. Jamie-Lynn Sigler
Most people were excited for Turtle when he finally got a girlfriend. After seasons of dealing with cougars, furries and girls too ugly for Vince, Turtle finds the perfect girl in Sigler. But when we found out the two were dating in real life, for some reason (or for the precise reason Ari so eloquently asserts -- ‘Oh yeah, I’m sure she’s got a fetish for guys built like a South Park character’) it wasn’t as cute.
6. Mark Wahlberg
Does he even count as a guest star when the show is originally about him? In addition to being the show’s executive producer, Wahlberg makes an on-screen appearance now and then. There isn’t a lot to his cameos; it’s mostly just him being him and fitting right in. In the clip below, Wahlberg and Tom Brady join Vince and Drama for a celebrity golf tournament. And of course Drama sucks at it.
5. Gary Busey
Guest stars on Entourage usually play fictional versions of themselves. Maybe they’ll turn up the ego or lower the inhibitions, whatever it takes to be more entertaining. How much of it is fictional? We don’t know. But with Gary Busey, it always seems 100% real. And 100% insane. In order to buy a present for E’s new office (an antique desk once owned by DeNiro and now in Busey’s possession), the crew has to negotiate. Busey is glad to trade the desk for the opportunity to paint on Drama to “bring out his beauty and his truth.”
4. Seth Green
According to Gary Busey (yes, we’re still talking about him; he is that crazy), “enemies are friends in reverse.” Eric’s “friend in reverse” is Seth Green. Or at least the annoying, Sloan-loving, tool version of Seth Green is. After continually harassing E about saying hi to Sloan, and after Drama’s almost-gay experience with his masseur, Green gets a punch in the face from a manhood-salvaging Johnny Drama.
3. Val Kilmer
Val Kilmer needs to be in...everything. Kilmer is the only celebrity on this list not playing himself, probably because we have so much fun watching him be other people. Back in the first season, our favorite Doc Holliday plays the Sherpa, a hippie at one with the world and in possession of abundant marijuana.
2. Bob Saget
Forever tainting our memory of Danny Tanner, Bob Saget trades Windex and Comet for women and cocaine in his multiple appearances on Entourage as a parody (or entirely accurate portrayal?) of himself. Whatever the case, people seem to like Bob Saget better when he’s dirtied up. I mostly agree, but certain things he says in this clip can still make my ears bleed.
1. Matt Damon
Though mostly forgettable, season six closes strongly with a brilliant cameo from Matt Damon. According to Entourage creator Doug Ellin, Damon pitched the idea of including his One By One charity in the storyline. In the season finale, Damon combines Jason Bourne and Tom Ripley into an intense, creepy, aggressive, donation-digging mockery of himself. He pressures Vince into donating $150,000 to the charity with the help of LeBron James and his hipster glasses. The best of his guest appearance, however, comes after the credits in a voicemail stalking meltdown.
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