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     Serena van der Woodsen
Blake Lively as Serena van der Woodsen
"Gossip Girl is going down!"
Voiced by: Erica Edwards (Latin-American Spanish), Yuko Kaida (Japanese)

The IT girl of the Upper West Side. Cheerful and carefree, fun and spirited. When the show starts she returns to Manhattan after spending time at a boarding school.

  • Cool Big Sis: To Eric and also Jenny in the first few seasons, until they liked the same guy.
  • Damsel in Distress: The fact that being in a car crash thanks to wolves roaming New York, being conned by her boyfriend, and her mother having her arrested for stealing a bracelet are not the best examples of why she fits this trope should tell you something.
  • Disappeared Dad: Serena and Eric's father left when they were little.
  • Dumb Blonde
    • Downplayed in the early seasons. She is a nice, free-spirited girl, whose intelligence appears to be lower compared to most of her peers', but seems rather average. After several seasons, however, she grows into this trope.
    • Double subverted in regards to her academic career. Serena made good grades her last two years of high school, and won admission to three Ivy League universities. It's however explicitly said that she was wanted there not because of her academic prowess, but because of her fame in the UES society.
  • Easily Forgiven: Slightly subverted. She took Blair's boyfriend's virginity, then moved to Connecticut without telling Blair she was leaving, then ignored Blair's calls, texts and e-mails for a year even though she knew Blair's parents were getting a divorce (due to Blair's father leaving her mother for another man) and Blair's father was moving away to France. Blair did give her hell and humiliated her in public, but then forgave her after a few episodes. Not for the last time, either.
  • Everyone Loves Blondes: Though not the only blonde, she's easily the most popular character in-universe, and immediately gets almost every male character on his knees for her.
  • Fallen Princess: The final season teasers implies her to be this. Then again, Never Trust a Trailer.
  • The Fashionista: Not as elitist as Blair about it, but she's also very fashion-oriented. She has been noted to be the muse of several designers (particularly in the books, though in the show Dorota also says that Marc Jacobs named a purse after her), and in a later season Dan shows that he retained some useful fashion knowledge from his time dating her.
  • Good Bad Girl: Even at her wildest (such as in her time before the pilot), she's still a genuinely nice girl, who just happens to Really Gets Around and never seems particularly ashamed of it. She does try to change some of her "badder" bad girl traits, such as drugs and wild party, but is still enthusiastic about sex as soon as she really fancies someone.
  • Happily Married: Implied in the finale to be her future with Dan.
  • Hard-Drinking Party Girl: Especially before the beginning of the series, where this was pretty much all Serena's character was about. She grows out of it during the series, though it's still part of her personality and her wild party persona comes back at times.
  • Heterosexual Life-Partners: With Blair, to the point they dumped their respective dates at prom, and spent the rest of the night together remembering old days. And now in season 4 they live together.
  • Horrible Judge of Character: Serena decides whether a person is good or bad by the following criteria: They like me - they're good. They don't like me - they're bad.
  • In Love with Love: Season three and onward.
  • In-Series Nickname: S.
  • Informed Attractiveness: She is treated as THE ultimate beauty of the circle by most of the characters, despite the cast being full of other very attractive actresses.
  • It's All About Me: At first it seems a bit like an Informed Flaw, as the world is mostly set by revolving around her and if she doesn't react quickly enough, her judgmental boyfriend or insecure best friend will accuse her of being conceited. But as the seasons roll over it becomes increasingly true.
  • Late for School: Basically a trademark in the books. Carries over to the show every once in a while.
  • Light Feminine and Dark Feminine: The Light to Blair's Dark. And more so in contrast to Georgina during season one.
  • Looking for Love in All the Wrong Places: Let's see... Two teachers, her best friend's boyfriend, an ex-con, two con artists, a Harem Seeker, a married man... And Dan. It's even lampshaded early in the series, how an uncharacteristically good guy he is for being one of Serena's choices, but in the end of the series it's no longer necessarily true.
  • Mistaken for Pregnant: After she ends up on Gossip Girl while buying pregnancy tests for Blair in season one.
  • Ms. Fanservice: Once in a blue moon Blake Lively appears in something that actually covers her legs and/or her boobs. Many fans consider her breasts to be characters in their own right.
  • Nice Girl: Especially compared to her best friend Blair, she's generally kind and laidback.
  • One Born Every Minute: Gets conned by her boyfriend in late season two.
  • Preppy Name: Serena van der Woodsen.
  • Pretty in Mink: Wore a white fur stole for the would-be photo shoot in "Kids Stay In the Picture".
  • Really Gets Around: Before her changing her ways in the beginning of the series it was part of her Hard-Drinking Party Girl side; afterwards (as in, during the actual course of the show), it's a mix of her natural approach to her own sexuality and being In Love with Love. It's less that Serena sleeps around for fun and more that she falls in love often, and soon has sex with almost everyone she falls for. Interestingly, she doesn't get much of the usual Double Standard for it, probably because she's genuinely nice and people just accept it as part of her personality. If anything, it's only mentioned when Blair's Deadpan Snarker tendencies show up:
    Blair: Are you jealous because you didn't sleep with [Chuck] first? There had to be somebody left on the Upper East Side.
  • Romantic Two-Girl Friendship: With Blair. More so in the books, where they take baths together, but still prevalent enough on the show.
  • Serial Romeo: From season two and onward. Her boyfriends include Dan, Aaron Rose, Gabriel, Carter, Tripp, Nate, Colin, Ben, and Steven.
  • She's Got Legs: Hell to the yes. In keeping with her status on the show, possesses such things and is fully aware of how to utilise them.
  • Single Woman Seeks Good Man: Dan in season one.
  • Spoiled Sweet: One of the best examples in the show, especially compaired to Blair.
  • Statuesque Stunner: Even the show itself points this out in "The Magnificent Archibalds":
    Aaron: Serena's life is complicated?
    Dan: Yeah. I don't know about you but the Serena I know has long, flowing blonde hair, towers over both of us?
  • Strong Family Resemblance: All the Rhodes women (except for somewhat color coded for being the Black Sheep Carol) are tall, slender blond beauties.
  • Teacher/Student Romance: With Colin Forrester in season four.
  • Took a Level in Jerkass: In late season 5, when the world stop revolving around her. She backstabs Blair (unprovoked this time) and her young cousin Lola out of jealousy.
  • Uptown Girl: To Dan, who is financially strained compared to his wealthy classmates.
    Blair Waldorf
"I am not a stop along the way. I am a destination."

Serena's BFF (and occasional rival). The preppy queen of Constance Billard, always with a crew of minions around her. Ruthless and elitist yet very much a loving friend and girlfriend. Although if you ask Dan Humphrey she's a 95-pound, doe-eyed, bonmot-tossing, label-whoring package of girly evil.

  • Abusive Parents: Zig-zagged. Her mom is a piece of work and makes unkind comments about Blair's weight. But she also shows a lot of genuine concern for Blair.
  • All Girls Want Bad Boys: The love of her life turns out to be Chuck Bass and not Nate Archibald.
  • Aloof Dark-Haired Girl: The beautiful cynical Ice Queen with brown hair.
  • Alpha Bitch: As the resident queen bee for the first two seasons, before graduating; though even before, when she's no longer focused on reigning the school, Penelope is quick to fill the void.
  • Anti-Hero: At best, she is this.
  • Because You Were Nice to Me: When Vanessa and Dan do nice things for her, she notices. Though generally by the next episode, Status Quo Is God.
  • Belligerent Sexual Tension: Chuck and Blair. Later on, Dan and Blair
  • The B Grade: Gets a B in season two and goes after the teacher who gave her the grade. She needs straight As to get into Yale. In season one, she's unhappy because she only made 2200 on the practice exam for the SATs, even though Serena points out that that's in the 90th percentile.
  • Better as Friends: Blair and Nate eventually land on this conclusion in season two.
  • Bitch in Sheep's Clothing: At times, she doesn't even pretend to be nice.
  • Brainy Brunette: She's one of the best students in her class. Also, as mentioned above, she makes 2200 on the practice exam for SATs, as expected of someone who wants to get into Yale.
  • Breakout Character: It's easy to forget Serena is the protagonist.
  • Brutal Honesty: Obviously not when lying or conspiring, but when she gives an actual opinion is usually in this manner.
  • The Corrupter: To Jenny. Chuck did some too, but it was mostly her.
  • Daddy's Girl: Very much this. She didn't even hold any grudges about him moving to another continent with his new lover (she did, however, had a grudge against the lover; for a while, at least). Should be noted though that her father knows a lot less about her real personality than her mother does, and often treats her like a Spoiled Sweet princess, an impression Blair is all too happy to play along with. When her father does find out his daughter cheats and manipulates to get her way in Season 2, it's a big Broken Pedestal for him.
    • She also grows very close to her step-father Cyrus, asking him to walk her down the aisle together with her biological father at her wedding to Louis.
  • Deadpan Snarker: Nearly all the time. If she's not being outright cruel, she's being very snarky, and even her close friends get their share of it.
  • Death Glare: A master of this trope.
  • Defrosting Ice Queen: She softens up over the years.
  • Determinator: She will stop at nothing to get what she wants.
  • Fallen Princess: When rumors about her being pregnant by either Nate or Chuck hit Gossip Girl. Later becomes a literal example, when her marriage to Prince Louis falls apart.
  • The Fashionista: Fitting as she's a fashion designer's daughter.
  • Fish out of Water: Expects to be able to rule NYU the same way she ruled Constance Billard, but learns the hard way that college is not like high school. Chuck eventually helps her transfer to Columbia, which is a better fit for her.
  • Happily Married: With Chuck, as of the finale. Their wedding is seen in the last episode.
  • Heterosexual Life-Partners: With Serena, to the point they dumped their respective dates at prom, and spent the rest of the night together remembering old days. And now in season 4 they live together.
  • In-Series Nickname: Queen B, or just B.
  • It's All About Me: Big time, but went Up to Eleven in season five.
  • Jerkass: Blair is cold, vindictive and will only help others if she gains something from it. Unless that person is Serena or Chuck.
  • Just Friends: From what used to be a Crack Ship, in Season 4 they have started to develop a snarky, She Is Not My Girlfriend, Belligerent Sexual Tension styled version of this with Dan.
  • Kick the Dog: Her treatment of Dan usually qualifies.
  • Light Feminine and Dark Feminine: The Dark to Serena's Light.
  • Living Emotional Crutch: To Chuck.
  • Lovable Alpha Bitch: Blair can be sweet and does worry about the people she likes if she's in good terms with them, but only her close friends and family get to see this side of her.
  • Love Martyr: For Chuck Bass. Then in late season three she realizes it's not healthy to love someone so much that you'd prostitute yourself for them and breaks up with him. Then, in Season 5, she realizes she'll probably never get over him and decides she wants to be with him anyway. Ironically, by that time his Character Development has turned the trope around and he's been a Love Martyr for her for about two seasons.
  • Madden Into Misanthropy: When Yale kicked her out.
  • Mama Bear: For the members of the Non-Judging Breakfast Club. Also, Eric fairly often and Jenny in the past. Oddly, she doesn't seem to be this for the baby she lost in season five.
  • Manipulative Bitch: One of the most conniving, manipulative masterminds on the show.
  • Mistaken for Pregnant: Brings about her social downfall in season one.
  • Moral Myopia: Puts the onus on Dan for driving Serena away late in season 6... even though she was responsible for instigating it in the first place because she didn't like them as a couple.
  • Ms. Fanservice: Often appears wearing sexy lingerie.
  • Never My Fault: Probably a result of being raised around the same tendency in her mother.
  • Odd Friendship: With Dan. While they are in many ways total opposites (and pass a good time of the series hating each other guts or ignoring one another unless Serena is involved), they bond over their taste in movies.
  • One-Hour Work Week: Most people who go to college actually attend classes.
  • Parental Abandonment: Seeing as all four of her parents have left her and moved to France.
  • Pet the Dog: Once in a while, Blair will do something completely altruistic.
  • Preppy Name: Blair herself and her actress, Leighton Meester.
  • Ready for Lovemaking: Once for Nate, at least three times for Chuck, and several times with Dan.
  • Rich Bitch: Filthy rich, snobby, and ruthless.
  • Romantic Two-Girl Friendship: With Serena. To the point that when she forgives Serena for having slept with Nate and left to a boarding school without telling her, she seems to have felt way more upset about Serena leaving her than the whole "had sex with your boyfriend" thing.
  • Smart People Play Chess: Blair plays chess with Dorota.
  • Team Mom: Of the Non-Judging Breakfast Club. And a Mama Bear one at that.
  • Took a Level in Jerkass: In season 5, kind of. She is not more of a jerk than before, she just loses many of the good qualities that've been making her likable before.
  • Tsundere: Type A. She is mostly tsun, but she has a nice side.
  • The Unfavorite: Blair's mother prefers Serena.
  • Will They or Won't They?: With Chuck. They started out as friends-with-benefits, then broke it off, then got together for all of one week in the season one finale. After that they spent the entirety of season two wanting to be together, but each needing the other to be the first to confirm that by saying "I love you" (It Makes Sense in Context). They were then a couple for 3/4 of season three, waged war on one another at the start of season four, went back to being friends-with-benefits, then decided they should be together but only after accomplishing their other goals first... Season five saw Blair almost leave her fiancé for Chuck, but after he nearly died she made a pact with God to stay with Louis in exchange for Chuck's survival (this also makes sense in context - sort of). Finally in season six they got together for good.
     Chuck Bass
Ed Westwick as Chuck Bass
"Dude. I’m Chuck Bass. Even Europeans must know what that means."

Serena's brother (through adoption) and Blair's main love interest. The richest character on the show and also the most ruthless. Spends most of his time brooding in fancy suits while sipping scotch and plotting somebody's downfall.

  • Abusive Parents: His father Bart, especially in the last season where he tries to kill his own son.
  • Adaptational Angst Upgrade: In the books he was depraved but seemed quite happy with himself and his life. In the series he's the Jerkass Woobie with a ton of emotional damage.
  • Attempted Rape: Twice in the pilot episode, no less. In Season Two, he tries to pull a Bed Trick on Blair, but she catches on quickly and would have allowed it to continue if not for the interruption.
  • Beauty Is Bad: He's considered a devilishly handsome "bad boy".
  • Belligerent Sexual Tension: Chuck and Blair seem poised to play Will They or Won't They? for the remainder of the series.
  • Big Brother Mentor: To Serena's brother Eric. He seems to genuinely like him and was accepting of him during his coming out.
  • Bigger Is Better in Bed: The show likes to hint at this being the case with Chuck.
  • Brains and Bondage: He's one of the most intelligent characters of the show, and he has a lot of fun.
  • Breakout Character: The show originally gave him a similar role in the book as a date raping villain while also having him as Nate's sidekick. However his astounding popularity has led to him taking center stage to the point where Nate (who is the main male character of the books) seems to have mostly been shoved into the background while Chuck Bass is developed into a more likable character through his relationship with Blair and redemption plotline.
  • Brilliant, but Lazy: Witty, devious, and a Magnificent Bastard, but also vain and his only interests are sex and money. At least until Character Development kicks in.
  • Butt-Monkey: Most characters (including his family) treat him like crap and never feel bad about it. Not that he doesn't bring it on himself at times.
  • Byronic Hero: If he wasn't before, season 4 is turning him into one of these.
  • The Casanova: A womanizer who uses girls as tools. Until Blair, at least.
  • Catchphrase: "I'm Chuck Bass."
  • The Chessmaster: Excels at this.
  • Crazy Jealous Guy: He's even lampshaded it himself.
  • Deadpan Snarker: He's witty, he's smug, and has a a lot of good lines.
  • Death Glare: He has a knack for it.
  • Determinator: Like Blair, he will stop at nothing to get what he wants.
  • Drowning My Sorrows: And considering how often he's made to suffer, he must be at high risk of pancreatitis.
  • Even the Guys Want Him: Mr. Ellis sure was happy to get to kiss him.
  • Fatal Flaw: Mention the magic words, "Bart would(n't) be proud" and Chuck will do anything to get back to where he thinks his father would want him to be.
  • Freudian Excuse: Related to the Death by Childbirth thing. Chuck's mother from died giving birth to him, the reason for his father's dislike of him. Except she didn't. It's a long story and explained in a rather convoluted way to boot.
  • Happily Adopted: By Lily. He gets along with her better than either he gets along with his biological father or she with her biological children.
  • Happily Married: With Blair, as of the finale.
  • Harem Seeker: When he's not with Blair, he has his own harem.
  • The Hedonist: When he's not with Blair.
  • Insecure Love Interest: He runs on this trope regarding Blair for most of the show's duration. It doesn't help that Blair goes back and forth between reinforcing this belief and telling him he's the best man she's ever known and all that she's ever wanted.
  • It's All About Me: He falls into this mindset quite often in the early seasons. Goes through massive character development in the fifth season.
  • Jerk with a Heart of Gold: He's a jerk, and proud of it, but he loves Blair with all his heart and would do anything for her.
  • Karma Houdini Warranty:
    • True he does a lot of bad things but he oftentimes gets his comeuppance, like for instance losing Blair multiple times due to his own schemes (which would be a aversion of this trope). It's arguable whether this applies to him re: attempting to rape Serena and Jenny. The first example got him kneed in the crotch and the second got him punched in the face, however he never faces any legal repercussions.
    • He does a lot of bad things, like all characters on the show, but he also ends up losing his father (only for said father to later return from the dead, take away the company Chuck has worked hard for and then try to kill him, loses his company on more than one occasion, gets conned by his uncle and a woman pretending to be his long lost mother, gets shot, has all his friends turn their backs on him, nearly dies in a car accident... Basically, Chuck may do more bad things than the other characters but he also suffers a lot more than the other characters, meaning karma might actually be working just fine in his case.
  • Ladykiller in Love: Falls for Blair, hard.
  • Love Martyr: Becomes this to Blair in the second half of season four and all of season five.
  • Madden Into Misanthropy: When he lost Blair in late season three.
  • Manipulative Bastard: Like Blair he is vengeful, manipulative and able to scheme elaborate plans.
  • Millionaire Playboy: Actually a Billionaire Playboy.
  • Nouveau Riche: Chuck's dad is a self-made man, and the Basses are relatively new to the Upper East Side. Given how elitist their social circle is, this comes up from time to time.
  • Odd Friendship: With Nate. And Dan. At least until he figures out Dan sent the video about Blair declaring her love for Chuck.
  • Parental Abandonment: With his father having trouble accepting him after his mother died during childbirth. According to season 3, Bart had trouble accepting him after his mother ditched them and forced Bart to tell Chuck that she died in childbirth. And then his mom comes back just to steal his hotel from him and ruin his life.
  • The Pornomancer: He sleeps around a lot.
  • Quick Nip: Chuck Bass frequently does this, on occasion with flasks.
  • Really Gets Around: Notorious for being a playboy and is frequently shown sleeping with hired women for recreation.
  • Real Men Wear Pink: And sometimes purple.
  • Scarf Of Asskicking: Although Nate claims that death by scarf is not that intimidating.
  • Sensitive Guy and Manly Man: Manly Man to Nate's Sensitive Guy.
  • Sexy Man, Instant Harem: Never has any trouble attracting multiple women. Including twins - they find Chuck.
  • Sharp-Dressed Man: In season one his wardrobe was rather varied... to say the least. It got more subdued in season two, and by season three he only ever wears suits outside his penthouse.
  • Token Evil Teammate: Of the Non-Judging Breakfast Club. Though he's mellowed over the course of the show, while Blair and Serena have gotten worse.
  • Took a Level in Kindness: While he's still no saint by any means, he lets go of some of his more unscrupulous tendencies as of season 5.
  • Troubled, but Cute: Because he's Chuck Bass, after all. Sex-obsessed, manipulative bad boy with daddy issues, Hidden Heart of Gold, and a ton of emotional damage? Easily the most attractive guy on the show, just ask Blair and his female fans.
  • The Unfettered: Sometimes. For most seasons his only goal is to sleep with/destroy Blair. He even describes himself as not having anything to lose.
  • Wicked Cultured: An elegant quick-witted billionaire who also can be quite ruthless.
  • "Well Done, Son!" Guy: All he really wants from his father is his approval, which he feels he can never have due to the crime of having killed his mother at birth.
  • Will They or Won't They?: With Blair, from season one to the end of season five (after which They Do). They were also a couple for about 2/3 of season three.

     Nate Archibald
Chace Crawford as Nate Archibald
"Affairs with married people, love triangles... Just so happens everyone's problems are within my area of expertise."
Voiced by: Irwin Daayán (Latin-American Spanish), Keiichi Nakagawa (Japanese)

The fourth member of the show's core four (aka the Non-Judging Breakfast Club). Chuck's best friend, Blair's former boyfriend and Serena's occasional love interest. Comes with a large dose of family drama, a fair dose of stupidity and dashing manbangs.

  • Better as Friends: Blair and Nate eventually land on this conclusion in season two.
  • Big Man on Campus: He is considered to be the "golden boy of the Upper East Side."
  • Big, Screwed-Up Family: His mother's family, the Vanderbilts.
  • Brainless Beauty: The resident pretty boy but not very bright.
  • Chick Magnet: Quite popular with the girls and involved in many relationships throughout the series.
  • Chronic Hero Syndrome: Nate loves coming to the rescue of damsells in distress.
  • Da Editor: Specifically, editor-in-chief of a magazine in college.
  • Dating Catwoman: Bree Buckley, his girlfriend in early season three.
  • Did Not Get the Girl: After carrying torches for both Serena and Blair in different points of the series, he ends up with neither of them.
  • Disappeared Dad: Nate's dad flees the country, then returns only to end up in federal prison.
  • The Ditz: A very sweet guy but he can dumb as a box of hair.
  • The Drag-Along: Nate usually has to be forced or talked into joining the NJBC adventures. He becomes a lot more willing during season 6.
  • Dumbass No More: Usually the dimmest of the group, Nate's intelligence rises to average or above in the final season as he actively works to help his friends in their schemes. That doesn't stop him from following in his father's footsteps as far as business goes, though.
  • Embarrassing Middle Name: Fitzwilliam.
  • Hormone-Addled Teenager: Has very many sexual relationships during the show's six-year run.
  • In Love with Love: He has fallen head over heels for every single girl in the show, only to completely forget her two weeks later, not to mention all the Satellite Love Interests the boy's had.
  • Kindhearted Simpleton: The dumbest of the main characters, and probably the sweetest too, especially compared to Chuck and Blair.
  • Like Father, Like Son: They both have trouble being honest when it comes to their business finances.
  • Likes Older Women: Even getting involved with women who are much older than him.
  • Mr. Fanservice: Often struts around shirtless.
  • Nice Guy: Compared to Chuck and Blair, he could practically run for Jesus. Against the rest of his friend he would still land a saint.
  • Odd Friendship: With Chuck. The naive Serial Romeo and the devious Harem Seeker.
  • One-Hour Work Week: Never seems to attend classes (which was lampshaded by Blair in season three)
  • Only Sane Man: The insanity seems to just play out around him.
  • Perpetual Expression: Extreme confusion. Dubbed Natefusion by the fans.
  • Preppy Name: Nathaniel Archibald. Played by Chace Crawford.
  • Pretty Boy: Vanessa declared him to be prettier than her. Vanessa is insanely hot and this statement was still true.
  • Prince Charming: He is described as charming with extreme regularity, and has the tendency to fall passionately in love (with various girls) and deliver romantic speeches (occasionally hilariously out of context) while rescuing them from some emotional or social dragon. He is in the books given the epithet "prince of the upper east side" and it is said that he can "snap his fingers and have any girl he wants."
  • Really Gets Around: At one point, Gossip Girl herself labels him the Class Whore.
  • Sensitive Guy and Manly Man: Sensitive guy to Chuck's manly man.
  • Serial Romeo: He has dated many different women, including all the main girls (Blair, Serena, Jenny, Vanessa). He also dates several side characters like Bree, Juliet, Lady Catherine, Diana, Sage, and Raina.
  • The Stoner: Explicit in the novel, alluded to in the series.
  • Token Good Teammate: Among his family and group of friends. He did some questionable things during the series' run, but he is the only one in the pack who never went after anybody for a malice-driven vendetta and apparently the only one within Gossip Girl's circle of influence who'd never send a tip there.
  • Took a Level in Dumbass: He was never the brightest bulb on the Christmas Tree but even his actor has started to complain about how stupid Nate has become.
  • Vitriolic Best Buds: With Chuck, starting after Nate discovered that Chuck had been sleeping with Blair (though what made him angry was that he thought Chuck was just using her; once he realized there was love involved he was alright with it). Even though that was eventually resolved, it took a few seasons for their friendship to really get back on track, and in the meantime they weren't always so nice to one another.
  • Unwitting Pawn: It's safe to assume that if someone is scheming within the nearby zone, he or she will be manipulating Nate.
  • Upper-Class Twit: Nate's family is very wealthy and is just as ditzy as Serena.
  • With Friends Like These...: Treats his best friend Chuck like crap most of the time. Though Chuck is often willing to respond in kind.
     Dan Humphrey
Penn Badgley as Dan Humphrey
"We don’t have any servants here so if you see anybody else in the loft besides me, call the police. It’s not the chef."
Voiced by: Eduardo Garza (Latin-American Spanish), Daisuke Namikawa (Japanese)

Dan is the Brooklyn boy who falls in love with IT girl Serena van der Woodsen, only to find he doesn't exactly fit well in her world. By and by he becomes more adjusted, but he still thinks the world of the Upper East Side crowd is highly immoral. Dan is an aspiring writer who in the books writes delightfully awful poetry but in the TV series prefers short stories. He's played by Penn Badgley.

  • Adorkable: Especially in Season 1 when he's trying to fit in.
  • Author Avatar: The writers of Gossip Girl have admitted that Dan is their author avatar.
  • Beat Them at Their Own Game: Has apparently been toying with the other characters since the beginning.
  • Becoming the Mask: It seems as if being Gossip Girl changes him throughout the series run, turning him from his initial Nice Guy persona into someone far less good-natured.
  • Beware the Nice Ones: Starting the end of season 3, but more notably in season 4
    "They have peace treaties!"
  • Big Bad: Revealed to be this for the entire series, when he is revealed to be Gossip Girl in the series finale.
  • Bitch in Sheep's Clothing: Particularly in earlier seasons, where he plays the part of the nice guy while ruining lives via Gossip Girl.
  • Brooklyn Rage: Averted. He may be from Brooklyn but he's one of the calmer, more sensible characters. Except when you mess with his sister.
  • Butt-Monkey: Tends to be mocked more frequently than the other characters, usually by Chuck or Blair.
  • The Chessmaster: As of the finale.
  • Cool Loser: He looks good, and is smart, sensitive, and likable but he's seen as the Lonely Boy loser in the first season.
  • Deadpan Snarker: Like Blair, he has a witty sense of humor and is often sarcastic.
  • Dogged Nice Guy: Although your mileage may vary on how nice he actually is.
  • Easily Forgiven: He's immediately forgiven by everyone for being Gossip Girl.
  • Fish out of Water: In the first season when he's trying to fit in the Upper East Side.
  • Friendly Enemy: Can be considered this to the main group since, as the mastermind behind the Gossip Girl blog, he was also lying to all his friends.
  • Friends with Benefits: Attempts this with Vanessa in season three.
  • Happily Married: The finale implies that this is what happens with him and Serena.
  • Her Code Name Was "Mary Sue": The stories Dan writes about the Upper East Side.
  • Hormone-Addled Teenager: Has a lot of sex partners during the show's run (along with the rest of the cast), some of which aren't so appropriate. Like for instance his high school teacher, having a threesome with his girlfriend and his best friend, or sleeping with his girlfriend's best friend (and afterward chewing her out for having had sex with him).
  • Hypocrite:
    • Constantly complains about shallowness, evilness and rules of privilege in the UES world. Condemns dishonesty and scheming. Turns out he'd wanted into that evil, evil world so badly that he pulled the biggest scheme in the series to get it, hurting countless people in the process.
    • In early Season 6 he started publishing nasty pieces about his (subsequently turning former) friends, using their real names, and justifying it to anybody that tried to call him out, that it's about the bare truth over personal connections. However, he released Chuck's chapter (full of Character Shilling) when he thought he could get into Blair's (for whom he'd still carried a torch) good graces, and when he lost that hope, he published the chapter about her, a mean one.
    • Eagerly throws Chuck under the bus for the Gossip Girl blast that more or less ruined Blair's wedding to Louis, even though he sent the blast video, not Chuck.
  • I Can't Believe a Guy Like You Would Notice Me: Gender-Inverted. Dan dreamed of Serena from afar for years before she finally noticed him in the pilot episode.
  • I Just Want to Be Special: Dan just wants to be part of the upper-class world but he is repeatedly reminded that it won't happen.
  • Informed Ability: We're told he's a really good writer and he managed to get published in the New Yorker. But when we actually get to see anything he's written it's merely okay. And the Charlie Trout thing was just narmy.
  • In-Series Nickname: Lonely Boy.
  • In with the In Crowd: Originally a loner, but eventually becomes friends with Serena, Nate, and the others.
  • Just Friends: With Vanessa. In Season Four he and Blair have started to develop a snarky, She Is Not My Girlfriend, Belligerent Sexual Tension styled version of this.
  • Karma Houdini: He doesn't suffer any social consequences after revealing he's been Gossip Girl all along.
  • Last-Name Basis: By Chuck and especially Blair.
  • Master Actor: With the revelation of the series finale, he must be a pretty good actor to maintain his secret for years.
  • Missing Mom: Dan and Jenny's mother, though she comes back for a few episodes. She doesn't even show up for her son's wedding.
  • The Mole: Given that he turns out to be Gossip Girl...
  • Most Writers Are Male: Dan is an aspiring writer.
  • Motor Mouth: In a mostly Adorkable fashion. Gets worse when he is nervous.
  • Mr. Fanservice: Likes being shirtless.
  • My Friends... and Zoidberg
    Chuck: So long, friends... Dan.
  • Never My Fault: One of his defining character traits, showing up constantly throughout the series run. The prime example must be when he sleeps with Serena in the season five finale despite being in a relationship with Blair, then the moment the sex is done he gets furious with Serena and claims she was out to ruin his relationship. Even if she was, nobody forced him to sleep with her, as Serena points out to him. He is then furious with Blair and puts the blame for their break-up on her, and while she certainly didn't treat him very fairly (stringing him along when she knew her heart still lay with Chuck), at least she broke up with him before getting back together with Chuck. Dan, on the other hand, was unfaithful to her with her best friend.
  • Nice Guy: Starts out as one, then as the series progresses the Upper East Side world begins to change him more and more.
  • Odd Friendship: With Blair, in season 4 (they even have a Relationship Upgrade at some point).
  • One-Hour Work Week: Hardly ever seen at NYU.
  • Only Sane Man: The sanest of the main characters, especially in early seasons.
  • Social Climber: His main motivation is to be In with the In Crowd, although he vehemently denies it.
  • Stalker with a Crush: To Serena now that we know he spent years tracking and chronicling her activities through his position as Gossip Girl.
  • Stalking Is Love: Serena doesn't find it creepy or disturbing at all that Dan created a website that tracks and chronicles the movements of her and others just so he can get her.
  • Teacher/Student Romance: With Rachel Carr during senior year of high school.
  • Took a Level in Jerkass: After the sheer amount of crap the poor guy was put through, it's hard not to blame him.
  • Why Couldn't You Be Different?: Romantic example. Has a strong tendency to begin a relationship with a woman and then complain about the way she is, and often tell her he's disappointed in her for not changing to meet his idea of her. Does it all the time with Serena, does it again with Blair, does it with Vanessa...
  • Woobie, Destroyer of Worlds: In Season 6, he aims to destroy the lives of everyone else in the cast after what he (and Jenny) went through
  • Worthy Opponent: Even the Magnificent Bastard members of the Bass family had to give him props.
     Jenny Humphrey 
"Don't you read Gossip Girl? Extortion is what I do, all day."
Voiced by: Christine Byrd (Latin-American Spanish), Michiko Komatsu (Japanese)

Dan's younger sister who starts off idolizing Serena and wanting Blair's respect. Her innocence vanishes more and more each season and by now she could probably out-bitch Blair if she wanted to. Jenny's got a talent for designing and loves to make her own clothes.

Hardly ever seen in season four, and with Taylor Momsen dropped from the regular cast (and her subsequent announcement she was quitting acting in favour of music) likely to not appear at all in season five.

  • Adaptational Attractiveness: In the books, Jenny Humphrey is a sweet, artistic girl whose main appearance anxiety is that she is short, brunette, and busty, unlike her tall, slender blonde idol Serena Van Der Woodsen. Who do they cast to play her in the TV series? Tall, slender blonde Taylor Momsen.
  • Adaptation Dye-Job: She was a brunette in the books but on the show she's a blonde.
  • Aesop Amnesia: Has to learn the "not letting the cool kids change who I am" lesson every couple of episodes.
  • Alpha Bitch: Anointed by Blair the next queen bee of Constance, she eventually embraces it.
  • Annoying Younger Sibling: Not at first, but more and more each season.
  • Backstabbing the Alpha Bitch: Jenny does this to Blair in "A Thin Line Between Chuck and Nate" in order to become Queen herself, which leads to an Escalating War between the two.
  • Back for the Finale: She appears at Serena's and Dan's wedding.
  • Batman Gambit: She used Gossip Girl which was run by her brother to get out of New York.
  • Becoming the Mask: In season 3 when she becomes the Queen Bee with her own group of minions.
  • Big Bra to Fill: Jenny in the books had double-D breasts.
  • Break the Cutie: Subverted. Everthing that Gossip Girl said about her had her approval and she wanted it to be on there.
  • The Bus Came Back: For a couple of episodes in season 4.
  • The Chessmaster: She used Gossip Girl to manipulate her social status how she wanted it and also plan her exit.
  • Corrupt the Cutie: She was fairly sweet and innocent in the beginning if already ambitious. It didn't last.
  • Daddy's Girl: Arguable case. While Jenny usually goes against everything Rufus says she seems to be a Daddy's Girl at heart.
  • The Dragon: Since Dan was Gossip Girl, she had the final say on anything that went on the site about her.
  • Embarrassing Middle Name: Tallulah.
  • Emo Teen: Between the whining, black eyeliner, and her general taste, she comes off as this.
  • Fag Hag: To Eric, Serena's brother. They are close friends.
  • Fangirl: It's been mentioned several times that she's a huge Twilight fangirl. She even once tried to explain the concept to Lily.
  • The Fashionista: And a young fashion designer.
  • Improbable Age: At fifteen years old Jenny is a mini-couturier who is able to rival most professional designers during New York's fashion week.
  • Informed Ability: Despite her success at fashion week none of her clothes have been anything out of the ordinary.
  • In-Series Nickname: Little J.
  • Like Brother and Sister: With Eric, for better and for worse.
  • Love Makes You Crazy: Regarding Nate in season three.
  • Manipulative Bitch: She learned her way of scheming, lying and backstabbing terrifyingly quickly.
  • Missing Mom: Dan and Jenny's mother, though she comes back for a few episodes. She doesn't even show up for her son's wedding.
  • Peer Pressure Makes You Evil: At least in the first couple of seasons it seems like she's a genuinely sweet girl at heart, but behaves like a mean girl in order to gain popularity and keep her friends. As time goes on, it begins to feel less and less like a facade.
  • Playing Gertrude: In the Distant Finale Jenny is 24. though Momsen is still 19
  • Playing the Victim Card: A favorite of hers.
  • Put on a Bus: Season 4 had her moving upstate with her mother, a character only seen briefly in season 1 and mostly unreferenced throughout most of the series. She returns briefly but is likely gone for good.
  • Real Life Writes the Plot - The change of Jenny's personality & personal style were all because of Taylor Momsen's sudden change in personal style. She was also writen off the first time to pursue her musical career then permanently so when she continued to clash with production.
     Lily van der Woodsen/Bass/Humphrey 
"If Serena's indiscretions were as PG as Jenny's, I wouldn't have needed the botox."

Biological mother to Serena and Eric, adoptive mother to Chuck, stepmother to Dan and Jenny. Lily was much like her daughter Serena when she was younger, trying to break free from her strict mother's demands. As an adult she has been spending most of her time getting married and getting divorced. She can be very caring and loving when she wants to, but most of the time she's an absent parent.

  • Ascended Extra: Lily and Rufus were secondary characters in the books, but in the series they get a lot of attention.
  • Former Teen Rebel: She ran away from home, dated rockstars, had a child out of wedlock, spent time in a mental institution, and used drugs.
  • Full-Name Ultimatum: Subverted. She calls her adopted son Charles at all times, except for when she's referring do his deviant side.
  • Generation Xerox: Her flashbacks show her appearance-conscious socialite mother CeCe trying to restrain the free-spirited young Lily. In present time the appearance-conscious socialite Lily is trying to restrain her free-spirited daughter Serena.
  • Hands-Off Parenting: To say the very least.
  • Long-Lost Relative: Scott, the son she had with Rufus and gave up for adoption.
  • Mama Bear: Lily won't hesitate to destroy people's lives for the sake of her family's convenience.
  • Manipulative Bitch: Lily has beaten both Basses at their own game.
  • Parenting the Husband: Seems to have to do this with Rufus.
  • Really Gets Around: Take out Nate and Blair's families, and almost any middle-aged man will turn out to be Lily's past or present suitor.
  • Serial Spouse: With at least four different husbands.
  • Socialite: Most of the characters on the show are considered socialites and attend parties and social events.
  • Strong Family Resemblance: All the Rhodes women (except for somewhat color coded for being the Black Sheep Carol) are tall, slender blond beauties. Coincidentally, her step-daughter Jenny also fits this characteristics, despite not being related to her.
  • Wedding Day: Has two episodes centered around her getting married - once to Bart Bass, once to Rufus Humphrey.
  • Your Cheating Heart: Confesses to Rufus that she cheated on him while they were engaged, with her ex-husband William. She seems to think it's not a big deal since she didn't sleep with him, they only kissed. Rufus feels differently.
     Rufus Humphrey 
"I promise to eat caviar without spitting it out in my napkin when we go to dinner at Mayor Bloomberg’s. As long as he knows when he comes to our house he’s eating my chili."

Dan and Jenny's father, and stepfather to Eric, Serena and Chuck. A former rock star (or at least pseudo-star) who had a love affair with Lily in his youth. Years later his son falls in love with Lily's daughter and eventually he and Lily find their way back to one another. Rufus is probably the most attentive parent on the show, although lately it seems he doesn't do much during the day.

  • Ascended Extra: Lily and Rufus were secondary characters in the books, but in the series they get a lot of attention.
  • Flanderization: He used to be a cool rocker-type dad. Now he's just some boring guy who sits at home all day and/or follows Lily around. With her coat in season 4. Directly referenced by him in season 5.
  • House Husband: While Lily is out working and socializing, Rufus mostly sits at home, strums his guitar, makes waffles and dishes out advice.
  • Long-Lost Relative: Scott, the son Lily gave birth to and gave up for adoption (without telling Rufus about it).
  • One-Note Cook: Actually he can make chili, bolognese and waffles. Especially waffles. But his cooking skills end there.
  • Took a Level in Dumbass: Season Six. Having sympathy for a misguided young girl is one thing, but thinking that Ivy is trustworthy is another.
  • Trademark Favorite Food: Waffles.
     Vanessa Abrams 
"My parents are artists, my sister’s a musician. Just like going to an Ivy is your family’s way, not going to college is mine."

Dan's bohemian BFF and on-and-off crush. Vanessa is a documentary film maker and aspiring script writer who frowns on everything regarding the Upper East Side.

  • Informed Ability: She's a good enough writer to get accepted at Tisch but we've never gotten to see anything she's written. She's also supposed to have a great talent for documentary film making but she seems to just walk around randomly with a camera...
  • Just Friends: With Dan. Some weird version of this where both characters had some unrequited love/feelings for the other when they were younger, and then after they slept together (in a threesome), Dan's feelings have come back.
  • Mandatory Line: Towards the end of her run on the series.
  • Moment Killer: When Dan and Serena try to have sex.
  • One-Hour Work Week: Goes to NYU but never seems to have classes.
  • Parental Abandonment: Her parents hardly show up at all, and she lives alone in New York at age sixteen.
  • Put on a Bus: Put on a plane, actually, in the season four finale.
  • Took a Level in Jerkass: She's initially a supportive friend to Jenny, but in later seasons her It's All About Me attitude emerges.
  • Unlimited Wardrobe: Given that she claims to barely be able to afford food she sure has a large wardrobe. With a lot of expensive designer outfits in it.
  • Unlucky Childhood Friend: For Dan. Zig-zagged in that they do get together eventually, but never for long.
     Eric van der Woodsen 
"Jenny, your sweet potatoes are bland."

Serena's little brother, who is often the sole voice of reason. Gone from the show in season five.

  • Like Brother and Sister: With Jenny, even before they become actual step-siblings.
  • Lonely Rich Kid: When Serena left for boarding school.
  • Morality Pet: In earlier seasons. It's downplayed since he never actually stops them for doing any evil, but villains do seem to have a fondness for him. His "The Reason You Suck" Speech, in which he confesses his suicide attempt, is what triggers Blair to make peace with Serena right in the beginning of the series, Chuck of all people considers him something akin to a little brother, and Jenny (who can be a real jerk when she wants to) is his best friend. Even Georgina seems rather apologetic when she outs him to his family; granted, Serena doesn't believe it and Georgina outright says she might have done it on purporse, but that's the closest Georgina ever gets to have apologized for anything.
  • Nice Guy: In the first three seasons he is undoubtedly the nicest character on the show.
  • Only Sane Man: Most of the time. Recently, less so. Definitely in the context of his own family, however.
  • Put on a Bus: In season 5. There was a throw away line about him starting college in one of the episode at the beginning of the season.
  • Straight Gay: Exhibits little to none of the typical gay stereotypes.
  • Teens Are Short: The straightest (pun unintended) example in the show.
  • Took a Level in Jerkass: In seasons one, two and three he was the only through-and-through decent character. In season four he plots to take Chuck and Blair down and hates on Chuck in favor of Jenny, even though Chuck has always treated Eric well and Jenny has thrown Eric under the bus countless times.
     Gossip Girl 
"And who am I? That's one secret I'll never tell."

The girl (guy?) who runs the blog the whole series is built around.

  • Catchphrase: "You know you love me. XO XO - Gossip Girl."
  • Character Blog: The show features in-verse vlog written by a mysterious Gossip Girl.
  • Fauxlosophic Narration: Every now and then.
  • Gossipy Hens: Including a blog with everyone's secrets.
  • He Who Must Not Be Seen: We only hear her voice... eventually subverted.
  • Interactive Narrator: The characters on the show frequently use her to spread rumors and/or spin a situation in their favor.
  • Legacy Character: There are three Gossip Girls during the story and it's implied in the end that the next generation will take on.
  • The Nicknamer: Lonely Boy (Dan), Little J (Jenny), Queen B or B (Blair), and S (Serena).
  • The Omniscient: An omniscient blogger who knows everything about everyone.
  • The Reveal: "She" turns out to be Dan Humphrey.
  • School Newspaper News Hound: Of the modern technology variety.
  • Secondary Character Title: Subverted, as "she" turns out to be one of the main characters.
  • Title Drop: See Catchphrase. (Exception: "The Revengers," which does not end with her saying "XO XO - Gossip Girl" due to Chuck and Blair running from the roof, having just watched the former's dad fall to his death.)
     Dorota Kishlovski 
"KGB can't get me to talk. Chuck Bass has no chance."

Blair's nanny/maid/sidekick. Dorota is actually a Polish duchess but she moved to America to escape an unhappy marriage and began to work for the Waldorfs. In many ways the real mother figure in Blair's life and the person who does most of Blair's legwork for her.

  • Ascended Extra: Started out as a background character but evolved into Blair's eternal sidekick. Dorota got a backstory in the webisodes "Chasing Dorota" and had an entire episode revolve around her wedding day.
  • Beta Couple: She and Vanya (Chuck's doorman). Chuck actually helped Vanya win Dorota's heart, and he threw their wedding.
  • Funny Foreigner: You will have some bizarre ideas about Poland if you view Dorota as a typical specimen or treat seriously her stories.
  • Happiness in Slavery: Pretty much a modern example.
  • Long-Lost Relative: Her estranged husband shows up in Chasing Dorota.
  • Mama Bear: Towards Blair.
  • Older Sidekick: Blair's a teenager and while we haven't been given Dorota's exact age her actress is in her thirties. And Cyrus has confirmed that she practically raised Blair, meaning she ought to be at least ten years Blair's senior.
  • Parental Substitute: As noted above she practically raised Blair.
  • Servile Snarker: Though mostly the facial expressions she makes when Blair says or does something she deems snark-worthy. Dubbed Dorota's WTF face by the fans.
  • Shipper on Deck: She always wants what is best for Blair, and seems pretty convinced that Chuck is the person Blair is meant to be with (although during the Dair arc she rooted for Dan).
  • Smart People Play Chess
  • Straight Man: If Blair, her mother, or any other high society member in the house starts losing their marbles, Dorota's facial expressions will illustrate it.
  • Undying Loyalty: She is always on Blair's side, no matter what.
     Georgina Sparks 
"You can tell "Jesus", the bitch is back"

A former friend of Serena van der Woodsen and sworn enemy of Blair Waldorf, she is the series' most recurring antagonist.As it turns out during season 5 (major spoiler), she usurped Gossip Girl's identity.

  • Ambiguous Situation: Was her conversion to Christianity/newfound goodness in Season 2 genuine? Or was it an act to avoid boot camp and plot revenge?
  • Arch-Enemy: To both Serena and Blair.
  • The Baby Trap: Arrives at Dan's loft pregnant, claiming (falsely) that he is the father. He is with her when she gives birth to baby Milo and helps raise him for a while, until the truth comes out.
  • Batman Gambit: In season 3's The Lost Boy, where she sends Blair a fake invitation to an elite society and uses a contact who works for someone Chuck is trying to impress in order to send the pair after the same photograph, thus bringing out both Blair and Chuck's competitive, self-serving sides and attempting to drive a wedge between the pair.
  • Blackmail: She blackmails Serena in season one; she uses her knowledge of Serena sort of, but not actually, killing a man to control her.
  • Brief Accent Imitation: Pretending to be a foreigner.
  • The Dreaded: Serena is terrified of her, and even the others have Oh, Crap! moments with her on the loose.
  • Evil Counterpart: She started out as what Serena could have become. In later seasons she seems to have become more of an Evil Counterpart to Blair around about the same time Blair became her main enemy.
  • Evil Former Friend: To Serena.
  • Gold Digger: She later marries some clueless chap for money and to have someone looking after her son. She treats her husband more like a minion.
  • Implied Love Interest: To Jack Bass.
  • Manipulative Bitch: Georgina is shown to be as malevolent a manipulator as Blair.
  • Oh, Crap!: “You can tell Jesus that the bitch is back”. Cue epic Oh, Crap! look from Blair.
  • Put on a Bus: For almost a full season after she is sent to reform school in the season one finale. In fact, although she's a reccuring antagonist, she often appears only once in a while in each season for some episodes, and disappear as quickly as she arrived (after wreaking some havoc). Kind of a Zigzag Bus.
  • Reformed, but Rejected: In late season 2. Especially prevalant in the season 4 penultimate episode, where she is yearning to get in on the dirt but is being snubbed.
  • The Reveal: Averted. It looks like she's Gossip Girl, but it's revealed that she's just usurping her identity.
  • Yandere: For Dan. She attempts to ruin Serena and Dan's relationship, while also blackmailing Serena about their tragic secret.


Example of: