Season 2: 2008–2009
What does the second season explore?
Gossip Girl
The second season mainly explores the senior year of the characters with the premiere at the Hamptons and primarily focused on the relationship between Blair and Chuck, who were labeled "the heart of "GG"" by "People" magazine. At first, both characters negate their feelings for one another, and go through random schemes and manipulations. The first half of the season deals with Serena's growing prominence as a socialite which draws the attention of Blair as their friendship is tested when the character of Poppy Lifton (Tamara Feldman) arrives, a socialite who inadvertently drives a wedge between Serena and Blair after inspiring Serena to take her place in the spotlight during the early episodes of the season. Nate faces the aftermath of his father's criminal past and pursues a relationship with Vanessa, who becomes further entangled into the world of the Upper East Side. Jenny reignites her rebellious nature by pursuing a career as a fashion designer, thereby challenging Rufus' skills as a parent while Dan's friendship with Nate and relationship with Serena slowly transforms him from a social outcast to an insider. The show finished its first half during the first week of December, with the shocking death of Bart Bass. The second half of the season reveals the impact of Bart's death, causing a significant change of character direction for Chuck that subsequently leads to the growth of Rufus and Lily's relationship, the revelation of the two having a son together, and contributing to the decline of Dan and Serena's relationship. John Shea reprised his role as Harold Waldorf during a Thanksgiving episode and becomes entangled in Blair's striving ambition of attending Yale. Desmond Harrington entered the series as Chuck's manipulative uncle, Jack Bass. Feldman returned to the season with Armie Hammer as Serena's new love interest, Gabriel Edwards. Michelle Trachtenberg returned to the role of Georgina Sparks and filmed her scenes during February, also adjoining her character's return to the second season mystery. A backdoor pilot for a spin-off premiered in May, but was not picked up by The CW to the limited number of spots available on their fall line-up. As the storylines progressed, the role of "Gossip Girl" is slightly decreased. She continues to run her blog, but she keeps the ultimate information for herself, sending it in the final episode as the last blast, where Serena decides to find out who "Gossip Girl" really is, but ultimately fails. The season finale ended with a well-received kiss between Blair and Chuck.