Serena van der Woodsen is the it girl whose return starts the series. This quiz explores her past, relationships, and attempts to reinvent herself.
Where is Serena said to have been just before she suddenly returns to New York in the pilot?
Working as a model in Europe
Attending public school in Brooklyn
Away at boarding school
Living with relatives in California
Which friend did Serena unintentionally betray by sleeping with her boyfriend Nate before the series began?
Jenny Humphrey
Blair Waldorf
Ivy Dickens
Vanessa Abrams
Which character becomes Serena’s on-and-off primary love interest throughout most of the series?
Carter Baizen
Nate Archibald
Chuck Bass
Dan Humphrey
Who is Serena’s mother, a socialite with a complex romantic history involving Rufus and Bart?
CeCe Rhodes
Eleanor Waldorf
Anne Archibald
Lily van der Woodsen
Which serious accusation from her past at a boarding school involves Serena, a teacher, and a scandalous relationship rumor?
A rumor that she attacked a teacher at a party
A rumor that she blackmailed a teacher into changing grades
A rumor that she married a teacher in secret
A rumor that she had an inappropriate relationship with a teacher named Ben Donovan
Which half-brother does Serena discover she has, connecting her family even more closely to the Humphreys?
Jonathan Whitney
Trip van der Bilt
Eric van der Woodsen
Scott Rosson
Which career path does Serena briefly pursue that involves working in the movie industry?
She becomes a full-time film critic
She writes and directs an independent film
She works as an assistant on a film set
She starts a talent agency for actors
Which man does Serena almost marry in Season 6 before the truth about Gossip Girl and her feelings for Dan fully come out?
Trip van der Bilt
Steven Spence
Prince Louis
Ben Donovan
By the series finale, whom does Serena marry in the flash-forward sequence?
Nate Archibald
Dan Humphrey
Chuck Bass
Carter Baizen
Which close female friendship remains central to Serena’s story from beginning to end despite many conflicts?
Her friendship with Jenny Humphrey
Her friendship with Blair Waldorf
Her friendship with Georgina Sparks
Her friendship with Vanessa Abrams
Starter
You remembered some of Serena’s big moments, but many key choices and relationships were unclear. Watching her journey again will help you connect all the pieces.
Solid
You have a strong grasp of Serena’s relationships and struggles to change. A little more detail about her past and career attempts will make your knowledge even stronger.
Expert!
You know Serena’s story from wild past to attempts at responsibility in impressive detail. Your understanding of her character goes way beyond the gossip blasts.
Serena’s story shows how hard it is to escape a reputation, even when you want to grow. Knowing her path sheds light on many of the show’s biggest turning points. Gossip Girl Quizzes
