- 31
The Abyss
The season finale ups the drama with Vince firing Eric, spotlighting the complex entanglement of friendships and business. This emotionally charged episode sees characters dealing with betrayal and trust issues, leaving the audience eager for more from the glitzy yet fraught world of Hollywood fame. The star-studded late-night parties juxtaposed against the inherent loneliness of fame paints a poignant image of the high life.
- 32
Return to Queens Blvd.
November 02, 2008In a comforting retreat, Vince and team return to their hometown following the failure of their passion project. Fire-fighter turned actor, Kevin Connolly finds a potential directorial opportunity, and viewers are served a heartwarming mix of failures, nostalgia and hopeful comebacks in this season finale.
- 33
Tequila and Coke
Vince's acting career comes under threat due to his involvement with California Dolls, an escort service. The episode masterfully depicts the perils of fame and the challenges of reputation management in Hollywood.
- 34
The Young and the Stoned
Episode nine throws light on Eric's romantic life, full of confusion and exciting liaisons. Concurrently, Ari's attempts to regain control of his career by wooing a potential NFL client, adds an interesting layer to the narrative.
- July 30, 2006
"The Release" delivers a stark reminder of the industry's cruel nature- Aquaman 2 ends up in limbo due to Charlie Sheen pulling out of Vince's film, effectively putting Vince's career at stake. The episode uniquely portrays the fragility of a star's career trajectory and the conflicting loyalties in Hollywood.
- 36
The First Cut Is the Deepest
The second episode of the season heightens tensions when Walsh refuses to show Vince's entourage the first cut of Medellin. This power play, combined with the unpredictable reactions of Ari Gold, the talent agent character brought to life by the brilliant Jeremy Piven, shapes a narrative loaded with suspense.
- 37
No Cannes Do
The crew prepares to depart for the Cannes Film Festival, hosting an impromptu gathering that draws unexpected guests and massive complications. With his relationship on the rocks, Turtle meets his idol, a rapper-turned-business mogul who offers some sage advice on love and success.
- 38
Hair
Vince's hair, a symbol of his Hollywood persona, takes center stage after a negative article damages his public image. As tensions soar high, the episode brilliantly grounds the narrative in the pressure of constantly maintaining a perfect image in the public eye.
- 39
I Wanna Be Sedated
"I Wanna Be Sedated" turns the focus onto Johnny Drama’s narrative as he is given the chance to get his own action figure for Viking Quest. The gang also tries to help Pauly Shore sell a TV project, thus highlighting the complexities of true friendship in Hollywood.
- June 26, 2005
Tensions rise as Vince and his gang experience the darker side of Hollywood - feuds and power dynamics. Notably, Johnny Drama's meandering loyalty provides a comically tragic side plot.
- 41
Dominated
In "Dominated," Entourage cleverly explores male friendships. Vince's old Queens buddy Dom shows up, making the tight-knit group uncomfortable with his brash behavior. Yet, when a home burglary occurs, Dom turns out to be the deceptive champion, adding a fascinating twist.
- 42
Three's Company
July 16, 2006"Three's Company" serves a comic buffet of trios as it explores the complexities of Vince, Drama, Turtle, Eric, and Ari living, working, and navigating romantic relationships together. A cameo from James Cameron adds a true-to-life touch of Hollywood stardom.
- 43
The Prince's Bride
Vince courts a princess at Cannes Film Festival, while drama unfolds around Ari's mishandling of a top-secret script. The episode brilliantly showcases the nuances of the film industry, spinning a tapestry of ambition, power-play, and celebrity friendship, capturing a unique side of the glitzy Hollywood life.
- 44
Tequila Sunrise
Eric's relationship with Sloan reaches boiling point as he considers purchasing a house for them, highlighting the turmoil of personal relationships in the fast-paced Hollywood lifestyle. The episode reveals the complexities of partnership negotiation with real-life entrepreneur, Mark Cuban guest starring as himself.
- 45
Bottoms Up
August 01, 2010A darker underbelly of the Hollywood nightlife is illuminated as Vince, in the hope of escaping his trauma, is led down a reckless path by pornstar Sasha Grey, who plays herself. The episode juxtaposes long-lasting friendships with fleeting relationships in the unforgiving landscape of LA's entertainment industry.
- April 15, 2007
"Dog Day Afternoon" dwells on Ari's turmoil as he is lured into buying a doomed NFL team. Meanwhile, Turtle explores a business idea of his own, providing a deeper dive into his character and the entrepreneurial side of the glitzy entertainment world.
- May 13, 2007
The episode "The Resurrection" ticks all the boxes of friendship, loyalty, and Hollywood glitz. It follows Vince's quest for career redemption, whose determination leads to a surprise offer from a familiar face. Notably, the episode showcases Jeremy Piven's brilliant portrayal of agent Ari Gold, whose blend of cut-throat strategy and unyielding loyalty adds depth to the ground realities of Hollywood. This episode further cements Entourage's place as a cultural touchstone, often lauded for its satirical take on the underbelly of the entertainment industry.
- November 09, 2008
Drama's viral video becomes a cause of concern as it threatens to cost him a job and the episode dives into damage control on the internet. Meanwhile, familiar feud with Seth Green resurfaces questioning the crew's unity and Vince’s perseverance to maintain his tranquility amid the chaos.
- 49
Berried Alive
This episode depicts the human side of fame, as Vince tries to reclaim his love life while Eric attempts to reconcile with Sloan. This episode underlines the struggle of actors to maintain personal relationships in the limelight of public scrutiny.
- 50
Dramedy
The term "dramedy" takes a self-reflective turn in this episode as Johnny Drama balances his struggling acting career and a potential romance while Eric and Vince explore new business ventures. Jessica Simpson and Aaron Sorkin’s guest appearances elevate the narrative, blending the line between reality and fiction.
- September 28, 2008
The group's loyalty is tested when Ari and Vince are at odds over the direction of the latter's career. Drama, contemplates an unorthodox career move while Turtle, played by Jerry Ferrara, struggles to make a mark in the business world, unearthing the tight-knit group's individual aspirations and their struggle to achieve them.
- 52
Gotcha!
"Gotcha!" is an episode filled with moments of tension as Drama gets punked by Pauly Shore, capturing how stars often engage in practical jokes. A cameo by talk-show host Ellen DeGeneres offers a playful tangent to the subplot.
- 53
Less Than 30
"Less Than 30," contrasts Vince's extravagant 30th birthday party with the harsh reality of his current unemployment stating the volatile nature of showbiz. Despite the glamorous Hollywood setting, the narrative is brimming with a sense of uncertainty, highlighting the transient nature of fame.
- 54
Crash and Burn
"Crash and Burn" juxtaposes the failure of Vince's passion project 'Medellin' with the success of Drama's television series Five Towns. The episode dives headfirst into the brutal unpredictability of Hollywood while giving the underdog a significant victory.
- 55
The Dream Team
Blending humor and worry, the fifth episode features the CEO of Warner Bros. Alan Gray, portrayed by Paul Ben-Victor, who pulls the shocker by firing Ari and threatening the release of Medellin. The stress of the situation brings out the surrogate family dynamics of Vince's crew, emphasizing their comradery in times of crisis.
- 56
Drive
"Drive" presents Vincent as a man seeking artistic validation; he takes the driving test after being ticketed. It's a great introduction to the season, showcasing the characters' deep-seated need for validation, underlined by a humorous tone, making the episode both enlightening and entertaining.
- 57
Runnin' on E
"Running on E" ensues as Eric Müller is running ragged to keep his clients from straying, illustrating the demanding and relentless nature of showbusiness. Concurrently, a visit to the Playboy Mansion provides a glamorous but critique-filled look at the excesses of the Hollywood lifestyle.
- 58
No More Drama
"No More Drama" unveils Drama's profound fear of success, symbolized by his refusal to audition for Melrose 2009. Meanwhile, Turtle's business adventure takes an unfortunate nosedive, indicating that Hollywood life isn't just glamour and success.
- 59
Buzzed
Vince's reckless behavior following the near-death experience sends shockwaves through his entourage, particularly his best friend and manager, Eric. This episode provides a gritty commentary on the aftereffects of trauma and the path to self-destruction, aided by cameo appearances from comedian Bob Saget and rap icon Pharrell Williams.
- 60
Snow Job
As snow blankets Los Angeles, Vince gets an offer for a role that could put him back on the Hollywood map. Ari tries to navigate through a myriad of issues, from oncoming layoffs at his office to an unhappy wife at the homefront.