It’s been a year and a half since Dan Humphrey was revealed as the titular character of Gossip Girl, a show that began as a poignant guilty pleasure but that culminated in convoluted trash. I recently went back and rewatched the show’s six seasons in an effort to dissect the clues as to who Gossip Girl was all along.
The Stephanie Savage and Josh Schwartz-produced effort based on the book series of the same name by Cecily von Ziegesar debuted just prior to the financial crisis of ’08. Fancying itself a commentary on the decadence and debauchery of “Manhattan’s elite”, the show may be narrated by a Kristen Bell-voiced bitchy blogger behind a computer screen (or, more likely, a smart phone), but it is told through the eyes of Brooklyn social pariah, Dan Humphrey. In his stop-at-nothing quest to get “inside” the society scene of the Upper East Side, Dan becomes the exact thing he despised. Let me count the ways…
In season one Serena Van der Woodsen is a wide-eyed ingénue back from boarding school who wants to “take a year off… to teach English in South Asia” and Dan is her sensitive but invisible admirer. “Lonely Boy”, he is not so affectionately known as. Season one establishes Dan as the “ultimate insider”, embodying “a likable everyman” whose “pursuit of his dream girl begins his descent into the bowels of hell.” His family often comments on how judgmental Dan can be, and he makes Serena feel like shit in “Roman Holiday” when she eagerly buys him a watch for Christmas, which he asks her to return due to its conspicuity. By the same token, Serena effectively emasculates** Dan when she pays the cheque at a fancy restaurant on their first date and constantly ditches him for someone or something more important, like Blair’s crises or a society shindig.
While it’s been suggested that the writers only started plotting the big reveal of Dan-as-Gossip Girl in the final season when it was evident it would be the shows last, keen-eyed and -eared viewers can unearth some early scenes where Lonely Boy as the undercover chronicler of “the scandalous lives of Manhattan’s elite” seems plain as day. For example, in season two’s “Gone With the Will”, Gossip Girl describes Dan as “brown-bagging it for lunch”, a reference to the receptacle in which he brings his tuna sandwich to school that day. However, as the footage clearly shows, the only people who saw Dan’s brown paper bag were Dan, Serena and Blair. Of course, Serena has her dalliance as Gossip Girl in season five, but combined with the fact that Dan “loses” his phone the very same day that a GG blast*** is sent about Dan and Serena’s shared sibling—about which only Dan, his father Rufus and Serena’s mother Lily know—the evidence mounts in favour of Dan-as-Gossip Girl. Furthermore, in season five, it is revealed that Dan “sent” a video to GG of Blair telling Chuck she still loves him on her wedding day to Louis. What becomes apparent is that he didn’t so much send the video file to Gossip Girl as he uploaded it directly to the site that he is webmaster of, Gossip Girl.
In the season two finale, “The Goodbye Gossip Girl”, when Dan, Serena et al. graduate high school, Gossip Girl has a graduation ceremony of sorts of her own, and crowns Dan “the ultimate insider”, as we come to know him throughout the show’s trajectory. Gossip Girl has always been famed for only writing about high school, specifically Constance Billard and St. Judes, the girls and boys schools the GG cast attend respectively. But, it’s only fitting that if GG is a student at one of those schools that she follows in their footsteps to college, right? Serena, for one, was so happy not to have her digital nemesis tarnish her foray into tertiary education, but no such luck: Gossip Girl now covers college.
As Gossip Girl graduates from high school and into the more grown up university scene, so does Dan, who moves on from Serena to date movie star Olivia Burke, played by Hilary Duff. This is mirrored by GG’s growing penchant for chronicling celebrities and events outside of her previous jurisdiction. This will later be exemplified by Dan’s book, Inside, and his Dominick Dunne-esque society serial in Vanity Fair.
Speaking of, Dan’s fictionalised memoir (which Dunne was also oh-so-fond of) is about his quest to get “inside” “the scandalous lives of Manhattan’s elite” but its publication in “Memoirs of an Invisible Dan” ends up ostracising him from his friendship (I use that term loosely) group. Serena is upset that she’s painted as a vapid socialite to whom everything comes easy, while Nate expresses disdain that Dan sees him as half a person, so much so that his character is amalgamated with Eric’s. While Dan may have offended pretty much everyone close—and not so close—to him, he makes sure to emphasise his own character’s status as “a judgmental dick who can’t even look at himself in the mirror. My character comes off the worst of all of them.”
As Serena find out in season five’s “Raiders of the Lost Art” during her foray into gossip serialising, getting “inside” actually cuts you off from the rest of the world and makes you post hateful things about your friends and family in an effort to stay relevant and get the most hits. Serena, like Dan, becomes drunk with power. After all, “the more readers I have, the more power I have,” he opines in the final seasons’ “Dirty Rotten Scandals”.
By the series’ end, Dan has become just as bad as the conniving and scheming Blair and Chuck and their cohort. As Gossip Girl, Dan is implicated in the car accident that put Chuck in a coma and induced Blair’s miscarriage, Jenny’s banishment from New York and the general unhappiness of his “friends” and family, yet the gang still welcomes Dan back into the fold, and Serena even ends up marrying him! Why are they so quick to forgive him? Because just as Chuck raped Blair and Jenny, prostituted Blair out to his uncle in exchange for real estate and exposed her to intimate partner violence; Blair had an affair with Chuck’s uncle, sabotaged Serena’s college application to Yale and her catwalk debut, and ran Jenny and Georgina, amongst others, out of town; the supposed moral compass of Gossip Girl, Vanessa, and good girl gone bad Jenny help Juliet drug and abduct Serena in one of the series’ best story arcs in season four; Lily framed an innocent man for statutory rape in order to protect Serena’s image and didn’t tell her one true love Rufus about their baby she gave up for adoption way back when; not to mention the myriad transgressions I haven’t listed here, “you and all your other friends would gave done the exact same thing”. They forgave each other for their seemingly weekly betrayals, so what’s one more?
*Blanket spoiler alert.
**I don’t really believe in emasculation, ideologically speaking. If anything, society drums into us that men have to behave a certain way—in Dan’s case, providing for Serena—and when someone or something challenges that, it’s easy to cry “emasculation” without really examining the root of that notion.
***Another term for a Gossip Girl “post” or “status”. Which begs the question: if everyone hates GG so much and wants her taken down, why do they subscribe to her notifications?