Serena van der Woodsen

People compares her character with Josh Schwartz's original it-girl creation, Marissa Cooper, stating that Serena "seems to have it all, but in addition to a party girl reputation, dark family secrets and a disregard for high society, Serena one-ups the sulky Coop with a history of BFF betrayal."[2] Jason Gay of Rolling Stone describes Serena as "the bad girl gone good(ish) who serves as Gossip Girl's wobbly moral compass." He added praise while describing her early strained relationship with Blair, stating, "Lively's Serena is a former queen bee who mysteriously disappeared from campus, only to return and find her spiteful ex-best friend, Blair (Meester), in charge."[3] With regards to her character's direction in the show, actress Blake Lively commented on her character's adventurous storylines during an interview with Nylon saying, "I feel ridiculous at times with her, because I'm, you know, killing someone or marrying someone, but I look like me. I'm like, 'Oh, this is absurd.'"[4][5] Vogue magazine considers Lively's upbringing to be advantageous to her character background and finds her "dazzling and worldly and optimistic". Her mother, a former model from Georgia would dress her differently and her differing fashion choices drew the attention of her classmates from the L.A. private school she enrolled in. "It was the only school where people were just downright mean to me," Lively stated. "They would make fun of my clothes because I dressed differently than the other kids."[6]

In November 2012 concept music artist Marty McKay released a single called "Serena" featuring former Dr. Dre / Aftermath producer Focus.... The song is based on Serena's character in Gossip Girl. Due to a lack of promotion, the song did not garner much attention.[7]

The first season introduces Serena as the beautiful, wealthy daughter of divorced parents who returns from boarding school. Her return sparks her old rivalry with her best friend, Blair. Serena's return is due to her younger brother, Eric van der Woodsen, who attempted suicide. She is considered unwelcome, most so by her old best friend Blair, who has always seen Serena as a threat to her reign as Queen Bee of Constance. After Serena successfully reconciles with her, Chuck Bass reveals to Serena that he knows the cause of her sudden departure prior to the first season - taking Nate Archibald's (Blair's boyfriend) virginity during a wedding,[8] and he attempts to kiss her. Serena manages to escape and runs into Dan, a St. Jude's student from Brooklyn, who often expresses cynicism about the lifestyle his wealthier classmates lead. Serena also finds a friend in Jenny Humphrey, Dan's younger sister. Nate eventually reveals his tryst with Serena to Blair, and Serena is ostracized in the first few episodes of the show.[9] Blair and Serena consistently fight and reconcile throughout the show's subsequent episodes, often dealing with Serena's tendency to overshadow Blair.[10] Serena and Blair reconcile after a heartfelt confrontation that prompted Serena to admit her mistake with Nate and leaving Blair in her time of need.[11]

Serena encounters a myriad of problems as her mother becomes engaged to Bart Bass,[12] who forces her family to adjust to living with Chuck, then she discovers her mother's relationship with Dan's father, Rufus Humphrey, and the complications of embarking on a relationship with Dan that is met with disapproval of her mother and her peers. Her relationship with Dan further reaches complications with the arrival of Georgina Sparks, a longtime friend who slowly reveals to viewers the real reason why Serena left Manhattan. Georgina drives her to commit the same mistakes she did before leaving Manhattan, ranging from partying excessively to drinking heavily, causing Serena to miss the SATs.[13] Serena confronts Georgina, only to draw her anger, prompting Georgina to destroy her relationship with Dan and blackmail her with knowledge of a particular event in the past: she accidentally killed a man.[14][15] Serena's constant lying in order to keep Dan from discovering her past eventually takes its toll on their relationship and Dan breaks up with her.

Blair eventually retaliates against Georgina with the help of Chuck and Nate and the intervention of Vanessa, successfully driving Georgina out of Manhattan.[14][16] Serena finally tells Dan the truth, only to discover during Lily's wedding, that he wants to end their relationship. A disappointed Serena attempts to move on throughout the summer.

The second season shows Serena spending the summer with her family and Blair in the Hamptons, attempting to move on from her failed relationship with Dan. During a dramatic party, she and Dan briefly reconcile their relationship and return to New York.[17] Their relationship becomes public again but ends sooner than expected during a blackout as both are unable to move past the problems that previously ruined their relationship.[18] After a disastrous double date with Dan and a new transfer, Amanda, that ends with two of Blair's mean girls throwing Nair at Amanda and Dan accusing Serena of being behind it, Serena takes matters into her own hands and easily re-establishes herself as Queen, thus reigniting her rivalry with Blair. She has Dan publicly ostracized throughout the school.[19] Exposing herself to New York's high society, she meets Poppy Lifton, a socialite, and further strains her relationship with Blair during Eleanor Waldorf's fashion show when she and Poppy participate in it.[20] Serena and Blair eventually reconcile during a trip to Yale, where she didn't originally want to apply to but then took the opportunity to do so after Blair told her she couldn't possibly get in.[21]

An exhibit in Rufus' gallery has Serena finding new love with a childhood friend and artist, Aaron Rose.[22] She eventually reconciles with Dan but their friendship soon threatens her new love with Aaron, prompting him to escort her to a ball where Serena receives news from her mother of Bart's death.[23] During Bart's funeral, Aaron notices her continually drawn towards Dan and invites her to come with him to Argentina, which she accepts.[24] Upon their return, Serena breaks up with Aaron, and she is free to pursue a relationship with Dan. The two reunite, only to face the awkward discovery that they share a sibling.[25] Dan and Serena's relationship further suffers when she realizes their diverging college choices,[26] her continuous mistrust in him, and Dan's affair with a teacher that drives her to prematurely end their relationship.[27]

After throwing a disastrous Sweet Sixteen party for Jenny, Serena retreats to Spain with Poppy and Poppy's boyfriend, Gabriel Edwards. She returns to New York pursued by Gabriel after he broke up with Poppy and finds herself in a new relationship. During a party held by her mother, Serena discovers that Gabriel and Poppy have conned her mother's guests and calls on Blair's aid to obtain their stolen money, breaking up with Gabriel as she pursues Poppy. Blair reluctantly teams up with Chuck and a reformed Georgina, ignoring Lily's wishes that they let her handle it herself, ending with the plan completely back-firing: Serena is arrested, Poppy escapes and Georgina, becoming the scapegoat, eases back into her old ways.

A stubborn Serena chooses to stay in prison, until Dan bails her out and the two go to prom together. Her arrest soon adds to her fame as she becomes a local celebrity. On the day of graduation, Gossip Girl sends a blast that further ruins Serena and her friends' reputations. Declaring war on Gossip Girl, Serena finds herself the center of blame when a ticked-off Gossip Girl decides to drop every unreleased piece of gossip she had in store, creating further divide within the group. Sending a text to Gossip Girl, Serena calls a bluff that she knows Gossip Girl's identity, only for Gossip Girl to escape and warning everyone that she'll be pursuing them in college. She spends the summer leaving New York with Carter in pursuit of her father.

Serena returns from her European adventure and a complicated relationship with Carter that indicates a possible romance. The Los Angeles Times noted her character's penchant for secrecy but stated "It initially seems as though Bad Serena is back, but we all know her highway of crazy behavior is always paved with good intentions."[28] Serena's relationship with Carter earns the disapproval of her peers but discovers redeeming qualities in him. Lily first assumes that she's preparing to go to Brown but defers from entering, preferring to stay in the city and find herself. During Lily's wedding, she discovers Carter's previous transgressions and she loses him when he chooses to make amends for his mistakes, breaking her heart in the process.

Serena eventually makes her time in New York useful by taking a job as a publicist, one that is short-lived as her relationships with both her friends and her family begin to erode. Her friendship with Blair and Nate crumble due to her job but finds even more trouble when she falls for Nate's married congressman cousin, Tripp van der Bilt (Aaron Tveit). Her relationship with him is tumultuous as both Nate and Blair fail in persuading her from continuing the affair. The affair ends when an offer to become a mistress from Tripp's wife makes her come to her senses. As Serena and Tripp return to New York, their car crashes, leaving her hospitalized. She survives and Nate proves his love for her and the two begin a relationship.

When Chuck's mother returns, Serena's resolve to find her father is reignited. Her decision slowly damages her relationship with Nate as she reconnects with Carter who is back to his old habits. Knowing that he has information regarding her father, the two work together to find him but is no longer interested in a relationship with Carter. Jenny's growing feelings for Nate also threaten her relationship with him when she makes every effort to steal Nate for herself. One incident occurs during Nate's "assassin" birthday bash. During the party, Nate and Jenny happen to be the last two players. After being stuck in a supply closet, she kisses Nate, despite him being in love with Serena, straining their relationship further. Following a night drinking with Chuck and Nate, Nate and Jenny go back to his apartment. Just as soon as Serena gets off the elevator, she sees Jenny trying to kiss Nate. Nate kicks Jenny out of the apartment to reconcile with Serena, spurning Jenny's advances.

During Dorota's wedding, Serena leaves with Carter and gives Jenny a message telling Nate that she has found her father. Serena soon finds out that Carter has been delaying her in an attempt to get close to her and leaves him, flies alone. Upon arriving, she is shocked to find her mother answering the hotel door, assuming that she had been in Canyon Ranch the entire time.

William van der Woodsen (William Baldwin) returns, making Serena happy but is unknowingly dragged into her father's plot to win back his ex-wife. The plot nearly works until Jenny, Blair, Nate and Chuck scheme against William, who had been trying to frame Rufus for adultery and intentionally misdiagnosing Lily, and William leaves. Her father's departure leads to Dan comforting her and reignites her feelings for him. Serena sleeps over at Dan's and wake up to find themselves in a compromising position, one that Jenny photographs and sends to Gossip Girl. As the photo spreads, Nate and Serena temporarily end their relationship and she joins Blair for a summer in Paris.

Serena is seen spending her summer in Paris with Blair, reluctant to tell Blair that she has enrolled in Columbia, something that Blair fears will have them return to their high school pettiness, when she receives news that Chuck might be dead. After an unfortunate double date involving a handsome royal, Blair eventually forgives her. Chuck's arrival and a visit to a Parisian morgue confirms that he is alive but Serena pursues him in hopes of convincing him to return to New York when he tries to run away to London. She returns to New York having made her decision between Dan and Nate but her decision becomes irrelevant when she sees them with their new respective significant others, Vanessa and Juliet Sharp (Katie Cassidy), a girl with a personal vendetta against Serena.

Serena's enrollment in Columbia has her face Juliet's many attempts at getting rid of her, ranging from excluding her from an exclusive society along with driving Blair against her, exposing her relationship with her professor, Colin Forrester (Sam Page), who happens to be Juliet's cousin to get her kicked out, and spreading various rumors about Serena, who manages to evade these attempts. Juliet then recruits Jenny and Vanessa and succeed in gaslighting her into toying with Dan and Nate's feelings, attempting to take a foundation position from Blair, and returning to her old partying habits. Serena is rehabilitated while Dan and Blair subsequently discover Juliet's reasons for ruining Serena. Serena was supposedly in an illicit, but not ever consummated, relationship with Juliet's half-brother and Serena's boarding school English teacher, Ben Donovan (David Call) and was arrested when Lily forged an affidavit that falsely accused Ben of statutory rape, out of concern for Serena.

The holidays has Serena trying to figure out how to release Ben from prison and her relationship with Lily is yet again strained. Serena and Dan put a possible return to their relationship on hold, knowing that they might not have the same chance of loving and trusting each other. Meanwhile, Ben's release from prison reignites Serena's feelings for him and they pursue a loving, yet troubled relationship. Serena's relationship with Ben slowly erodes when she receives news from Vanessa that he is responsible for hurting Nate's father in prison and when Ben's mother, Cynthia, raises Ben's personal troubles while at the same time seeking to exonerate him. Serena becomes proud of her mother when Lily decides to face the consequences of sending an innocent Ben to prison. Serena and Ben's relationship eventually ends due to family complications.

Serena's cousin, Charlie Rhodes, comes to stay with Serena's family for a while. Charlie helps Serena find out that Dan and Blair have had a secret romance, causing a fight between Serena and Blair. Serena continues to use Charlie as a spy until noticing that Charlie is starting to act exactly as Serena and steals Serena's dress. In the season finale, Serena gets Charlie help with a medical condition, though it is later revealed that Charlie is really Ivy, and Ivy is just acting. Later, while walking the streets of Los Angeles, Serena gets offered a job in Hollywood where she decides to move to.

In Season 5, Serena is working as a film producer's assistant in Los Angeles and spending her free time with Nate and Chuck. Although Serena’s boss, Marshall, is difficult to please, his boss, Jane, promotes Serena after she succeeds at a task that Marshall failed. Later, she runs into Charlie and convinces her to move with her back to New York.

When Dan tells Serena, Nate, Blair, Chuck, Rufus and Lily that he wrote a book about his life and their roles in it, Serena is offended when he portrays her as a self-centered, promiscuous party-girl and is even more upset when Blair tells her that's exactly who she's been. After this revelation, she stops speaking to Dan. This cannot last, however, when her boss, Jane, requires Serena to get the movie rights to Dan's book. He agrees eventually saying that he trusts her and she gives him her word to protect him and his work. However when Serena's boss tries to smear Dan's character and his real life image in the movie, she kills the deal to protect him, but when Dan finds out, he accuses her of killing the movie because of the negative way she is portrayed. Heartbroken over his accusation, she reveals that her real reason for killing his movie was to protect him, not herself, then walks away.

After being fired by Jane, Serena is hired by Nate's boss, Diana Payne, to start a blog based on her life in order to take down Gossip Girl. Later, Nate and Serena discover a list of sources for Gossip Girl, which would be the silver bullet in Diana's campaign against Gossip Girl. They struggle over whether or not to use it and ultimately decide it would be too damaging to release. The list is leaked anyway and the two accuse each other before Blair discovers that it was Louis who leaked Gossip Girl's list of sources. Charlie encourages Serena to start dating in order to motivate her for her blog and she begins dating a guy named Max that she met on the street, not knowing that Max is actually Charlie's ex-boyfriend. Diana arranges for Max to meet Serena at the opening of Chuck's premiere of Sleep No More in order to make it look like Max has stood her up. Serena forgives Max for standing her up, and the two begin dating.

Charlie finds out the two are dating and convinces her to slow down the relationship. Serena's aunt Carol returns and Serena overhears an argument between the two about Carol forcing Charlie to live under the name 'Ivy Dickens'. Serena makes the connection between Max and Charlie when she remembers that Max's ex-girlfriend's name was Ivy. She demands the truth from Charlie and Max. Ivy as Charlie and Carol manage to convince Serena and the family that Max is lying and Serena tells Max to leave before she calls the police.

As Serena and Lily prepare Charlie for her debut into New York society, Dan tells Serena that he is going to tell Blair how he feels about her. In order to make Dan see that Blair's happy ending will be with Louis, she sends Louis to the Humphrey loft. When she finds Dan with Blair and Chuck later, she realizes that he gave up his desire for Blair for Blair's own happiness with Chuck and realizes that Blair is still in love with Chuck. Later that night, after Charlie's debutante party, Serena receives a call from Nate that Blair and Chuck have been in an accident. This causes Serena to declare war on Gossip Girl, using Nate's power at the Spectator, and Dan.

With Gossip Girl gone, Serena finds that Gossip Girl's tipsters have begun sending their blasts to her via her blog. Nate encourages her to use the blasts productively, but Serena is reluctant to become the next Gossip Girl. Meanwhile, Serena is concerned for Blair's well-being and confronts her at Nate's New Year's Eve party where Blair tells her that the accident was God's way of telling her that she and Chuck are not meant to be together and that she made a promise with God that if Chuck lived, she would marry Louis and that Dan has been going to church with her since. In order to cover Blair, Serena pretends that she has rekindled her romance with Dan. This "romance" becomes the focus of her soon-to-be-launched blog which causes problems for Dan, as while Dan thinks that their romance is fake, Serena is shown to have genuine feelings for Dan again.

Serena is humiliated at the press premiere of her new blog, being photographed holding a tablet that shows "Site not found." Upset, she is told the time wasn't right for her blog, but she ultimately discovers that Nate had it shut down as a favour to Gossip Girl. In return, Gossip Girl would help him find out the truth about Blair and Chuck's car accident. Serena doesn't agree with Nate's suspicions that Tripp was responsible, and confronts the latter over at the Waldorf residence. This is revealed to be a set-up brought about by Nate, Serena and Nate's grandfather as a way for Tripp to admit that he was behind the accident thinking that Nate was going to be in the car instead.

Following this, Serena finds out that Blair was arrested at her own bachelorette party, and rushes to her aide. Blair tells her that she's alright, and that since she's going to go through with her wedding, Serena doesn't have to pretend to be together with Dan anymore. Serena, however, decides to keep this truth from Dan a little while longer.

On Blair's wedding day, Serena tries to convince Blair not to marry Louis. Blair goes through with her wedding anyway, even after Gossip Girl launches a video of Blair professing her true feelings to Chuck. After the vows are said, Serena, Dan and Nate confront Georgina and she blames each of them in a vague manner before leaving. When Blair goes missing after her wedding, Serena and Chuck search for her, and find her in a motel in Queens with Dan, which upsets Serena as she still has feelings for him. When Georgina arrives, Serena is revealed to have Georgina's video camera that was used to record Blair's confession and she takes the fall for the video.

Following this, Blair and Serena are in yet another rut, but forgive each other and Serena is unknowingly set up on a blind date with Dan, after she told him her feelings and he rejected her. At a party later, she and Georgina find Dan and Blair kissing, which causes another rift between her and Blair. After her grandmother's death and shocking news of her will, Serena starts a vendetta against Ivy (who received the major part of CeCe's estate), trying to win back her family fortunes. In a surprising turn of events, she gets a package from former Gossip Girl, Georgina Sparks, containing a computer and the means necessary to become the next Gossip Girl. Serena accepts.

After losing the reins to Gossip Girl and her unintentional role in exposing Blair's diary to the Upper East side, Serena attempts to deceive Blair by having sex with Dan. The plan almost works only for Dan to realize what has happened. Serena once again tells Dan that she loves him but Dan tells her that he does not feel anything for her. A depressed Serena is last seen leaving the city with one of Damien Dalgaard's drug dealers, a flashback to her days before she returned to the Upper East Side in season one.

In season 6, Serena is seen together with a new boyfriend, Steven Spence (who is significantly older than her). She is seen leading a happy, peaceful life away from the UES. Confronted by Blair, she simply says that she doesn't see how they could ever be friends again. Serena ultimately moves back to the UES with Steven, and his jealous daughter Sage. Sage uses every chance she gets to sabotage her father's relationship with Serena, and proves herself to be on par, scheming-wise, with Georgina and Blair. After some shocking revelations, including the fact that Steven has slept with Lily when her last name was Müller, they decide to end things.

Serena is re-united with Dan again in a last attempt to make things work. Dan, on his hand, has been writing a scathingly honest sequel to "Inside" with the help of Georgina. One of his last and most poignant chapters is The Serena Chapter, which is released during the Thanksgiving party. Serena is, in the chapter, described as a "Golden girl" who lives for attention and love, and dramatically ends things with Dan. She decides to move away from New York, but is intercepted by Dan, who tries to convince her that he has always loved her and always will. Hurt and upset, she doesn't believe him, and leaves. Before she leaves, Dan slides a file into her bag, which she opens on the plane before take-off. It is revealed that Dan wrote two chapters on Serena, and that the second one was the "Good Serena Chapter". She gets off the plane and goes to talk things through thoroughly with Dan.

In the finale, Dan reveals to her how they first met at a party at Blair's, and how he fell in love at first sight. He had then realised that he could never pull her out of her world and into his, so he found a way to enter her world by creating a UES blog. This blog, launching Serena's rise to legend, became known as Gossip Girl. Serena realises that Gossip Girl was only ever a manifestation of Dan's love for her, and that he practically wrote them all a seven-year-long love letter.

A scene set in the future shows everyone reunited at the Bass-Waldorf residence, witnessing the marriage of Dan and Serena.

Serena's style has earned noteworthy praise from periodicals such as InStyle[29] and NYLON.[30] EW's Meeta Agrawal places Blake Lively's Serena van der Woodsen amongst the wearers of the 20 Knockout Dresses of the '00s. Her Tory Burch designed dress in the pilot earning the 2nd spot on the list.[31] People magazine references an issue of NYLON, reporting that even the actress herself admits to liking her character's style and wardrobe and InStyle's Joyann King praises "Serena’s vixen-like style and Lively’s smoldering off-screen choices".[29][32] In an interview for Vanity Fair, costume designers Eric Daman and Meredith Markworth-Pollack considered fashion model Kate Moss and New York socialites Tinsley Mortimer and Arden Wohl as a muse when dressing Lively and when asked if they were influenced by New York socialites, respectively.[33] TV Guide named her the fifth most fashionable TV character.[34] Glamour listed her as one of the 12 Most Stylish TV Characters.[35]

Blair and Serena's friendship was praised as "it offered a relationship whose depth and complexity approached Rory and Paris' [from Gilmore Girls]."[36] Vanity Fair considered Serena's murder storyline to be "unrealistic" and "an obvious ratings ploy," going on to compare it to a dramatic scene in The O.C., in which Marissa shot Ryan Atwood's brother, stating that the show may have possibly jumped the shark.[37]

For her portrayal of Serena van der Woodsen, Blake Lively won the 2008 Teen Choice Award for Choice TV Actress Drama and was nominated for the same award in 2009 and 2010, losing to her co-star, Leighton Meester, who portrays Blair Waldorf.[38] She, however, won the award again in 2011. Lively also earned a People's Choice Award nomination for Favorite TV Drama Actress in 2011 and 2012.