History YMMV / Entourage

** After Ari's abusive nature is exposed in Season 7, Creator/JeffreyTambor swings by to offer support, stating that he's "No stranger to scandal". Ari comically asks "Oh really? What scandal?", leading Tambor to stammer about "Oh there was an incident on ''Series/ArrestedDevelopment''. No reason you would have ever heard of it". The gag is supposed to be that Tambor is a boring goody two-shoes who would never be near scandal. Many years later, Tambor's career would be destroyed by multiple accusations of sexual misconduct, and would be infamously accused of repeatedly screaming at his Series/{{Arrested Development}} co-star Creator/JessicaWalters (with the abuse so bad that Walters broke down into tears just remembering it, and the ''Arrested Development'' cast going into civil war). Suddenly the show feels like it was grimly predicting Tambor's downfall for comedy.

* CrazyAwesome: Ari Gold and Billy Walsh.

** In the film version, Travis calmly sits Vince down and explains that Vince's mega budget movie Hyde is completely ridiculous, and that Vince was clearly too close to the movie to see how unwatchable it is. The small piece of Hude that the audience sees DOES look completely ridiculous, and for a brief moment it seems Trevor may actually be right. This is already damaged by Travis' questionable movie tastes, and almost immediately destroyed a couple of scenes later when Travis is shown to be erratic and blinded by jealous rage. For good measure, Hyde then inexplicably becomes a box office hit and nets Johnny a golden globe. There's no question though that Travis was briefly speaking for the audience about how unwatchable Hyde looks,

** The "Vince fires Ari" arc in Season 3 - it takes most of the second half of the season to resolve.

* FridgeBrilliance: Many people have noted that despite Vince being the "alpha" of the group, he's the least interesting of the main characters. But then you realize that the show is called ''Entourage'' for a reason; it's more about Vince's friends than Vince himself.

** Ari ridicules Creator/PeterDinklage repeatedly (even mocking his height directly to his face). While notable as an actor in 2005, Dinklage would become universally loved the world over (and rake in countless awards and become extremely wealthy) when he got to star in ''Series/GameOfThrones'' just a handful of years later. Ari probably wishes he'd been nicer to what could have a hugely profitable client,

** In the film version, Trevor calmly sits Vince down and explains that Vince's mega budget movie Hyde is completely ridiculous, and that Vince was clearly too close to the movie to see how unwatchable it is. The small piece of Hude that the audience sees DOES look completely ridiculous, and for a brief moment it seems Trevor may actually be right. This is already damaged by Trevor's questionable movie tastes, and almost immediately destroyed a couple of scenes later when Trevor is shown to be erratic and blinded by jealous rage. For good measure, Hyde then inexplicably becomes a box office hit and nets Johnny a golden globe. There's no question though that Trevor was briefly speaking for the audience about how unwatchable Hyde looks,

** Years after the show joked about an ''ComicBook/{{Aquaman}}'' movie directed by Creator/JamesCameron, an actual ''Aquaman'' movie directed by Creator/JamesWan began development for the Franchise/DCExtendedUniverse. Even funnier is that ''Film/Aquaman2019'' was in part with the technology that James Cameron developed for the ''Film/{{Avatar}}'' sequels, which was made to film underwater.

** Ari's constant misogynistic verbal abuse towards his female employees comes off like this in light when his actor Jeremy Piven was later accused of a number of sexual misconduct situations (several of which allegedly took place during the time he was starring in the show), which just adds to the general unease of certain elements which have aged badly.
** After Ari's abusive nature is exposed in Season 7, Creator/{{Jeffrey Tambor}} swings by to offer support, stating that he's "No stranger to scandal". Ari comically asks "Oh really? What scandal?", leading Tambor to stammer about "Oh there was an incident on Arrested Development. No reason you would have ever heard of it". The gag is supposed to be that Tambor is a boring goody two-shoes who would never be near scandal. Many years later, Tambor's career would be destroyed by multiple accusations of sexual misconduct, and would be infamously accused of repeatedly screaming at his Series/{{Arrested Development}} co-star Creator/{{Jessica Walters}} (with the abuse so bad that Walters broke down into tears just remembering it, and the Arrested Development cast going into civil war). Suddenly Entourage feels like it was grimly predicting Tambor's downfall for comedy.

** The show's RealSongThemeTune is "Superhero" by Music/JanesAddiction. Vince takes the lead role in a superhero movie, specifically James Cameron's ''ComicBook/{{Aquaman}}''.

** Ari ridicules Peter Dinklage repeatedly (even mocking his height directly to his face). While notable as an actor in 2005, Dinklage would become universally loved the world over (and rake in countless awards and become extremely wealthy) when he got to star in "Series/{{Game Of Thrones}}" just a handful of years later. Ari probably wishes he'd been nicer to what could have a hugely profitable client,

** Years after the show joked about an ''ComicBook/{{Aquaman}}'' movie directed by Creator/JamesCameron, an actual ''Aquaman'' movie directed by James Wan began development for the Franchise/DCExtendedUniverse. Even funnier is that ''Aquaman'' will be made in part with the technology that James Cameron developed for the ''Film/{{Avatar}}'' sequels, which was made to film underwater.

*** Funnier still, ''Film/{{Aquaman|2018}}'', as of January 2019 broke all box office records for a DC-based superhero (even ''The Dark Knight'') movie, meaning the show was more prescient than mocking.
** Creator/{{Patty Jenkins}} directs a couple of episodes, one of which features a storyline of Warner Brothers being completely overwhelmed with happiness due to the success of a fictional DC movie. Jenkins herself would no doubt experience the same gratitude from executives after ''Film/{{Wonder Woman|2017}}'' was a huge success for the studio.

* RetroactiveRecognition: In the Season 6 episode "Amongst Friends" (2009), the gang is attending the premiere of Martin Scorsese's new film, ''Gatsby''. Eric and Sloan decide to go there as just friends, while Johnny turns up with his date for the day. The buddies rent a limousine for the occasion and Vince is accompanied by a very beautiful model named Lisa, who's played by Creator/GalGadot, a few years before she became a bona fide star by playing the Franchise/DCExtendedUniverse's Wonder Woman.

%%* ValuesDissonance: A lot of the show's humor did not age well by TheNewTens:
** Homosexuality is often ridiculed (most notably in an episode where Drama thinks his masseuse is sexually attracted to him and generally reacts with rage and horror.). An entire episode is devoted to the gang's horror and confusion at a homosexual sex act inserted into one of Vince's scripts (turns out the director just wanted to make sure Vince trusted him, he'd never make Vince pretend to do that).
** Transgender people are mocked as being ugly. Notably in an episode where Drama attempts to woo a politician by taking him out, and the politician forms a romantic connection with an attractive woman. Turns she's a transgender woman and while the gang are laughingly horrifed, the politican dates her anyway, only to be fired from his position due to this in a punchline gag.
** Women are either a revolving door that have sex with a protagonist and then evaporate (many of which are openly shown to involved in perverse sex acts in contrast to the normal men), or become nagging shrews who contrast sharply with the relaxed male heroes, Despite being a central character in the majority of the seasons, Ari's wife is never given an official name (aside from one throwaway line in late final season episode)* VanillaProtagonist: It's called "Entourage" for a reason.

* ValuesDissonance: A lot of the show's humor did not age well by TheNewTens:

** For a show made in the 21st century, many of the jokes and stories feel like ugly antiques.
** Homosexuality is often ridiculed (most notably in an episode where Drama thinks his masseuse is sexually attracted to him and generally reacts with rage and horror.). An entire episode is devoted to the gang's horror and confusion at a homosexual sex act inserted into one of Vince's scripts (turns out the director just wanted to make sure Vince trusted him, he'd never make Vince pretend to do that).
** Transgender people are mocked as being ugly. Notably in an episode where Drama attempts to woo a politician by taking him out, and the politician forms a romantic connection with an attractive woman. Turns she's a transgender woman and while the gang are laughingly horrifed, the politican dates her anyway, only to be fired from his position due to this in a punchline gag.
** Women are either a revolving door that have sex with a protagonist and then evaporate (many of which are openly shown to involved in perverse sex acts in contrast to the normal men), or become nagging shrews who contrast sharply with the relaxed male heroes, Despite being a central character in the majority of the seasons, Ari's wife is never given an official name (aside from one throwaway line in late final season episode)
** Vince literally gaslights "Music/{{Mandy Moore}}" and tries to get her fired because he feels slighted by her romantically.
** Ari is extremely possessive of his wife. Often treating her with contempt and boasting behind her back about various affairs (that admittedly probably never happened). Despite her wishes for therapy, he treats their sessions as a cruel punishment and frequently blows them off. He never refers to her by name, often mockingly calling her "Mrs Ari Gold". He reacts with undue rage and disgust when she has the gall to restart her abandoned acting career in a soap opera and makes out with a male costar in a scripted scene. Mrs Gold is seldom portrayed sympathetically, more often than not, she's shown to be nagging and hindering Ari when he has some vital storyline that needs dealing with. Ari is so completely obsessed with his wife that he develops a season long breakdown when she leaves him, and while the show treats him as the hero trying to win her back, given his literal years of neglect, it has some fairly ugly implications as to how toxic his love for her really is.
** Comic con is depicted as being a cesspool of sexless loser geeks (Just a few short years before studios would routinely use the convention as ground zero for major tent pole releases).
** A final season episode ends with the shocking suicide of a troubled producer. The following episode's fallout is largely focused around the gang's desperate efforts to hide Vince's drug use from the police investigation. The episode literally begins with a suicide crime scene and ends with the guys throwing a fake penis and laughing about tricking the authorities.
** The fact that "Creator/{{Jeremy Piven}}" was later accused of a number of sexual misconduct situations (several of which allegedly took place during the time he was starring in the show) just adds to the general unease of certain elements which have aged badly.

* ValuesDissonance: There is absolutely no way Ari's behavior in the workplace which includes casual sexism, racism, and homophobia, would fly in TheNewTens due to the increased awareness and harsher penalties for sexual harassment.
* VanillaProtagonist: It's called "Entourage" for a reason.

** Vince literally gaslights "Creator/{{Mandy Moore}}" and tries to get her fired because he feels slighted by her romantically.

** Ari is extremely possessive of his wife. Often treating her with contempt and boasting behind her back about various affairs (that admittedly probably never happened). Despite her wishes for therapy, he treats their sessions as a cruel punishment and frequently blows them off. He never refers to her by name, often mockingly calling her "Mrs Ari Gold". He reacts with undue rage and disgust when she has the gall to restart her abandoned acting career in a soap opera and makes out with a male costar in a scripted scene. Mrs Gold is seldom portrayed sympathetically, more often than not, she's shown to be nagging and hindering Ari when he has some vital storyline that needs dealing with.

** Ari is extremely possessive of his wife. Often treating her with contempt and boasting behind her back about various affairs (that admittedly probably never happened). Despite her wishes for therapy, he treats their sessions as a cruel punishment and frequently blows them off. He never refers to her by name, often mockingly calling her "Mrs Ari Gold". He reacts with undue rage and disgust when she has the gall to restart her abandoned acting career in a soap opera and makes out with a male costar in a scripted scene. Mrs Gold is seldom portrayed sympathetically, more often not shown to be nagging Ari when he has some vital storyline that needs dealing with.

** Homosexuality is often ridiculed (most notably in an episode where Drama thinks his masseuse is sexually attracted to him and generally reacts with rage and horror.). An entire episode is devoted to the gang's horror and confusing at a homosexual sex act inserted into one of Vince's scripts (turns out the director just wanted to make sure Vince trusted him, he'd never make Vince pretend to do that.)
** Transgender people are mocked as being ugly.

** For a show made in the 21st century, many of the jokes and stories feel like ugly antiques. Homosexuality is often ridiculed (most notably in an episode where Drama thinks his masseuse is sexually attracted to him and generally reacts with rage and horror.), transgender people are mocked as being ugly, women are either a revolving door that have sex with a protagonist and then evaporate (many of which are openly shown to involved in perverse sex acts in contrast to the normal men), or become nagging shrews who contrast with the relaxed male heroes, Vince literally gaslights "Creator/{{Mandy Moore}}" and tries to get her fired because he feels slighted by her romantically, Comic con is depicted as being a cesspool of sexless loser geeks (Just a few short years before studios would routinely use the convention as ground zero for major tent pole releases) and the general harsh indifference that the gang feel for anyone below them is treated as them being better than the masses. The fact that "Creator/{{Jeremy Piven}}" was later accused of a number of sexual misconduct situations (several of which allegedly took place during the time he was starring in the show) just adds to certain elements which have aged badly.

** Ari ridicules Peter Dinklage repeatedly (even mocking his height durectly to his face). While notable as an actor in 2005, Dinklage would become universally loved the world over (and rake in countless awards and become extremely wealthy) when he got to star in "Series/{{Game Of Thrones}}" just a handful of years later. Ari probably wishes he'd been nicer to what could have a hugely profitable client,

** Ari quickly became one of the most popular characters in the show, and gained more prominence in the show during the second season.

** The character of Dom, whom most fans found to be obnoxious and unfunny. He was intended to become a permanent member of the cast but was quickly written out of the show because the fans hated him.

** Many fans have agreed that season 7 is the show's low point, criticizing it for losing much of its warmth and humor and becoming a DarkerAndEdgier drama. As a result of the fans' complaints, Season 8 returned to a tone more in line with the earlier seasons, with a greater focus on humor and heartwarming moments.

* ValuesDissonance: There is absolutely no way Ari's behavior in the workplace would fly in TheNewTens due to the increased awareness and harsher penalties for sexual harassment.

* TheWoobie: Dana Gordon in Season 8. [[spoiler:She and Ari rekindle their old romance after Ari and his wife separate. Dana falls back in love with Ari and wants to have a child with him even though she's nearly 40 years old. But in the end Ari realizes that he's still in love with his wife and breaks off his relationship with Dana, leaving her heartbroken.]]

*** Funnier still, ''Film/{{Aquaman}}'', as of January 2019 broke all box office records for a DC-based superhero (even ''The Dark Knight'') movie, meaning the show was more prescient than mocking.

* CriticalDissonance: The film received mostly negative reviews from critics, but fans of the show and casual moviegoers loved it. Case in point, the critics on Rotten Tomatoes gave the movie a 32% approval rating, while audiences gave it an 84%.
* ItsTheSameNowItSucks: The biggest complaint about the film was that it was essentially a 105 minute long episode of the show with the characters going through their usual plot lines.

** Roughly half of the show follows the development of Vince's passion project, ''Medellin''. It's first introduced in early Season 2, before becoming the direct cause of most of the drama in Season 3 (Which should be noted had an 8 month long gap in the middle & was twice as long as every other season of the show) & Season 4, whilst Season 5 is about rebuilding Vince's career after the film bombs.

** Eric & Sloan's WillTheyOrWontThey, which rubs from late Season 2 all the way to the end of Season 8. And then happens ''again'' in the movie.

* BrokenBase: The series has received plenty of flack for its treatment of women, usually some form of [[LustObject sex object]], and the number of times women speak to one another in the entire show is 8.5 times. To some this makes the whole show some male fantasy trip, to others it... makes the show a male fantasy trip. It really depends on if you can hold on to the notion that the show is a shallow parody of the Hollywood life style.

* EpicFail: ''Medellin'' almost killed Vince's career, and looks like it may have killed Billy Walsh's.

* FridgeBrilliance: Many people have noted that despite Vince being the "alpha" of the group, he's the least interesting of the main characters. But then you realize that she show is called ''Entourage'' for a reason; it's more about Vince's friends than Vince himself.

*** Funnier still, ''Aquaman'' as of January 2019 broke all box office records for a DC-based superhero (even ''The Dark Knight'') movie, meaning the show was more prescient than mocking.
** In season 6, [[Series/TheFlash2014 Iris West is Reverse Flash's assistant]]. Which gets even funnier when one realises that [[spoiler:it isn't really that far removed from what Reverse Flash actually ''does'' in the show's first season]].

** Its debatable but complaints about the show going downhill surfaced somewhere around season 3.

* StrawmanHasAPoint: Verner Vollstedt may have been trying to get Vince to quit ''Smokejumpers'', but he makes legitimate points about Vince's acting & forces him to step up his game.

* ValuesDissonance: There is absolutely no way Ari's behavior in the workplace would fly in the PoliticalCorrectnessGoneMad environment of TheNewTens.

* TheWoobie: Dana Gordon in Season 8. [[spoiler:She and Ari rekindle their old romance after Ari and his wife seperate. Dana falls back in love with Ari and wants to have a child with him even though she's nearly 40 years old. But in the end Ari realizes that he's still in love with his wife and breaks off his relationship with Dana, leaving her heartbroken.]]