I've been watching Entourage lately because it's on Amazon Prime and sometimes I don't like to think very hard. It's a very good show to watch when you don't want to think, because it will never make you think. But it's also not as terrible as I'd glossed by osmosis. I've been enjoying it quite a bit, partway through Season 3.
It's a very gentle humor, is the thing that has most surprised me. You hear in osmosis mostly about foul-mouthed, manipulative Ari Gold, and about the scathing satire of Hollywood excesses, and those things are present in force, but the heart of the show is friendship and optimism about Making It. The boys are confronted again and again with choices between friendship and personal benefit and most of the time, they choose friendship. It's a very sweet show, a lot of the time.
Also, I find Ari's Judaism in some ways much more compelling than I find Josh Lyman's (his alter ego, as they are both the foul-talking, manipulative, power-hungry fictionalization of Emanuel brothers). "The Bat Mitzvah" was instantly one of my favorite Jewish episodes of any show, highlighted by Ari's sweet speech to hsi daughter followed by him hilariously skipping the inevitably interminable candlelighting ceremony, but Ari's Jewishness is an always present and uncomfortable and potent part of the show, in really sharp ways. He is a walking, talking stereotype, and it is not a positive stereotype, but he owns it comfortably and he owns its limits. There's a really well-done moment in early Season 3 where Dom, the newly out-of-jail member of Vince's entourage, meets Ari and asks him "What kind of fag name is Ari?" The moment is ugly and is in the nasty tradition of homosocial no-homoing that is undeniably an essential part of the show's humor, but it's also kind of a proud moment for Ari, because he hears it, hears all the othering inherent in the line, and he does the most unthinkable thing possible for Ari. He swallows his tongue, because he knows that he is better than Dom and that he is above responding to an idiotic anti-semitic slur [It's worth noting it's also the kind of anti-semitic slur you usually won't see on television treated as being anti-semitic, because it's too subtle and a lot of non-Jews will insist it's not anti-semitic, just making fun of his weird name. I admire Entourage for going there.]. Ari can play the cheap, manipulative Jew for all it's worth, but he won't let anyone else paint him that way. The power he has over his identity as a Jew, the blessing and the curse, is really inspirational, actually.
About Entourage's approach to women, I think I have to be measured. It is not, in general, a show that is good at writing detailed and compelling female characters. It is, without question, a show that objectifies women a lot of the time, that treats them as trophies to be won by the men, sometimes as commodities to be purchased. It does not overtly depict sexual violence, but it does joke about sexual violence. And all the homosocial no-homoing (this show hits all the queerbaiting tropes, starting with 'it's not gay if it's in a threeway' and going downhill from there) is definitely misogynistic. So yes, there are big problems with the show's approach to female characters.
But I think the show says interesting things about its female characters sometimes, in spite of or because of its problems. I think there is likely a realism to the mercenary relationships between the entourage and the groupies, that the deliberateness and intentionality with which Entourage depicts the choice of the many beautiful women we see to trade sex and relationships for status and favors is an intentionality that is truly present. In a way, I think there is something admirable about that over other media portrayals of groupies. It is clear to Entourage's writers that the women of Entourage are not being fooled into sex. They are making a calculated decision to have sex, for their enjoyment, for their benefit, for their advantage, and they are often shown as being more intelligent and thoughtful than the males that they are sleeping with. As much as it is a show that is overtly about the performance of masculinity, it is much more covertly but sometimes just as cleverly about the performance of femininity. There's a great scene, for example, where Johnny Drama goes to a plastic surgeon to talk about getting calf implants because he's insecure about his skinny legs, which he believes are costing him jobs. The waiting room scene, a room full of artificially-enhanced women back for more, is an entree into the world of people the show has otherwise only shown as arm-candy at parties. In the waiting room, these women talk knowledgeably about the community they are a part of. The women of Entourage are their own creations.
I think it's also interesting in the light of
liv's recent thoughtful posts on the subject of emotional labor, how much of the intra-entourage storytelling is questions about who is performing how much emotional labor within the group. Who pays for dinner, who cooks breakfast, who cheers someone up when they've had a breakup, who breaks bad news to someone, who convinces someone that he's making a bad decision. Given the collective immaturity of the boys, it's kind of stunning how functional the entourage is, how they've cumulatively devised a division of emotional labor that keeps the household running. What's kind of striking in this regard is that I haven't seen any plotlines at all, 3 seasons in, where the boys have ever contemplated offloading any of this emotional labor to women. The scenario is about as completely homosocial as it is possible for it to be, as I mentioned earlier.