Supporting Characters

  • Eric van der Woodsen

    Eric with bleached hair

    Eric is the troubled younger brother of Serena and heir to the van der Woodsen fortune. His suicide attempt is the catalyst for Serena's homecoming. His homosexuality is later revealed in Season 1 to everyone, after his boyfriend Asher pretends to have a relationship with Jenny Humphrey. His friendship with Jenny is repaired after she apologizes in the beginning of Season 2. They soon become...

  • Georgina Sparks

    Georgina Sparks

    Georgina is Serena's evil former friend who returns to New York City after escaping rehab in Utah. (Her parents had forced her into rehab after she dropped out of an equestrian circuit and sold her show pony for cocaine. Yeah, she's trouble.) Her sudden return is not welcomed by the UES clique. At first, Georgina is determined to ruin Serena's life. She blackmails Serena with a bit of...

  • Bart Bass

    Bart Bass

    The late Bart Bass was Chuck's father, the billionaire founder of Bass Industries, and Lily van der Woodsen's most recent husband. His family lives at the New York Palace Hotel, which he owned. He was controlling and manipulative, a touch paranoid (he employed a private investigator and stockpiled family secrets), ruthless in business, and sadly uninterested in his son's life. In Season 2, with...

  • Ben Donovan

    Ben Donovan and Serena

    Ben Donovan was Serena’s teacher at boarding school. When they got too close, Serena’s mom Lily forged Serena’s signature on a document accusing Ben of molesting her, sending the innocent Ben to prison. Ben and his sister Juliet spent months trying to destroy Serena, but when she arranged to spring him, they began dating. Is Ben the good guy he now appears to be, or is the viciousness he...

  • Carter Baizen

    Carter and Blair have a martini

    Carter is a St. Jude's graduate. Before Season 1, he had turned his back on his parents and was left without a trust fund, which prompted him to think about shaping his own future. At the beginning of the first season, he cons Nate into joining a high-stakes poker game and tries to extort money from him. He also escorts Serena to the debutante ball, but Nate punches him after Chuck manipulates...

  • Cyrus Rose

    Cyrus Rose

    Cyrus is Eleanor Waldorf's divorce attorney and Aaron Rose's father. He becomes Eleanor's new love interest in Season 2. Blair is initially excited to meet him, as she believes her mother to have the best taste in men, but she is shocked to find that he is older, short, and bald; and has a crude, seemingly unpolished personality. In "The Magnificent Archibalds," Cyrus and Eleanor get engaged;...

  • Damien Dalgaard

    Damien Delgaard

    The son of a Belgian ambassador and a former boarding school classmate of Serena’s Damien Dalgaard appears at first glance to be one of the Upper East Side’s golden children. In fact, he’s a liar, a drug dealer, and an attempted deflowerer of Humphreys. Luckily, he’s staggeringly bad at all three, but he’s mean enough to never quite get pushed out of the picture altogether.

  • Dorota Kishlovsky

    Dorota

    Dorota Kishlovsky is the Waldorf's Polish housekeeper. She cares deeply for Blair, even though Blair takes advantage of her and is often cross and snappish. The truth is: she sees Dorota as a substitute mother figure. In the web series "Chasing Dorota," it is revealed that Dorota is actually a Polish countess with a secret husband, Stanislaw. After fleeing to America to escape her family, she...

  • Eleanor Waldorf

    Eleanor Waldorf

    Owner of Eleanor Waldorf Designs, Eleanor is the fashion designer mother of Blair Waldorf. Her decades-long marriage to Blair's father, Harold Waldorf, ended when Harold left her to pursue a relationship with French male model, Roman, who was Eleanor's best friend during her early years as a designer. In Season 2, she dates and then marries the oddly charming Cyrus Rose. Also in the second...

  • Harold Waldorf

    Harold Waldorf

    Harold is Blair's father. He left Blair's mother before the first season and moved to France to live with his lover, Roman, a male model whom Eleanor once employed. Much to Blair's delight, he flies in for the holidays during the first season. He also chastises Blair when she slanders a teacher, sabotaging her own chances of getting into Yale.

  • Hazel Williams

    Hazel and Blair are all buttoned up

    Hazel is a member of the Constance Billard clique of popular girls. Throughout the first season, she constantly shifts her allegiance between Blair and Jenny. In a misguided attempt to fit in with the rich girls, Jenny steals Hazel's mother's Valentino dress. Hazel is annoyed with Jenny after Blair exposes the pitiful misdeed, but she is quick to overlook the theft when Jenny brings Nate...

  • Howard "The Captain" Archibald

    Anne and Howard Archibald

    Nate's father, Howard (Howie) is a white-collar criminal and cocaine addict. His illegal business activities come to light after he attempts to finalize a deal with Eleanor Waldorf. Once the scandal breaks, the Captain decides to flee to Dominica to escape arrest; just before the elder Archibald gets into his limo to the airport, Nate punches him square in the face. The Captain eventually...

  • Isabel Coates

    Isabel Coates

    A Constance Billard student, Isabel is a member of Blair's posse, the Mean Girls, and Kati Farkas's BFF. She is also, wow, a concert pianist.

  • Jonathan Henry

    Jonathan Henry

    Jonathan is Eric's boyfriend. They start dating in the second season.

  • Maureen Vanderbilt

    An Innocent Looking Maureen Vanderbilt at Dinner in Season 3, Episode 11

    Pretty and demure, Maureen made the perfect society wife for the politically-ambitious Trip Vanderbilt. The couple got married in Season 2 -- an event that engineered a short-lived reconciliation between Nate and his grandfather, William Vanderbilt. Trip and Maureen later returned to the show as Trip set his sights on Congress...and Serena set her sights on him. We're not sure how Maureen will...

  • Nelly Yuki

    Poor Nelly Yuki

    Nelly is Blair's academic rival: she's a Merit Scholar, a Peabody Scholar, and an Intel Science Talent Search Finalist. Itzhak Perlman gave her her first violin, and her parents own half of Tribeca. Despite being sabotaged by Blair during the SATs, she becomes Blair's friend and brands Jenny Humphrey a liar, terminating Jenny's status as Queen Bee. Nelly is a central member of Blair's clique in...

  • Penelope Shafai

    Nelly and Penelope

    A member of the Constance Billard clique, the Mean Girls, Penelope constantly shifts her allegiance between Blair and Jenny. She officially "dethrones" Blair in Season 1, but Blair's loss of power doesn't last.

  • Raina Thorpe

    Raina Thorpe

    Raina Thorpe is the Midwest’s answer to Blair — or maybe to Chuck. The daughter of a wealthy Chicago businessman and a savvy businesswoman in her own right, Raina is more inclined to hop into bed than to give her heart away. Whether or not that heart is in the right place remains to be seen.

  • Trip Vanderbilt

    Trip Vanderbilt

    Trip is Nate's cousin on his mother's side of the family. He engineers Nate's reconciliation with William Vanderbilt, their grandfather, who is grooming Trip for a political career. Trip gets married to a girl named Maureen toward the end of Season 2.

  • Juliet Sharp

    Juliet in Episode 4.5, "Goodbye, Columbia"

    Ah, the mysterious Juliet Sharp. What do we know about her? Not a whole heck of a lot. First and foremost, she’s the stylish Columbia student hell-bent on destroying Serena — that much we know. Juliet is working in cahoots with her jail-bird “brother” Ben to take down our beloved group of Upper East Siders. In a nutshell: She’s scheming, conniving, after the affections of Nate, and, well, she...