Family
Serena van der Woodsen (wife)
Rufus Humphrey (father)
Alison Humphrey (mother)
Jenny Humphrey (sister)
Scott Rosson (paternal half brother/brother-in-law)
Milo Humphrey (legal son via Georgina)
Eric van der Woodsen (brother-in-law, via Serena)
Chuck Bass (adoptive brother-in-law, via Serena)
William van der Woodsen (father-in-law, via Serena)
Lily van der Woodsen (mother-in-law, via Serena)
Romances
Serena van der Woodsen (wife)
Blair Waldorf (ex-girlfriend)
Olivia Burke (ex-girlfriend)
Rachel Carr (ex-girlfriend)
Vanessa Abrams (ex-girlfriend)
Willa Weinstein (kissed)
Ivy Dickens (kissed)
Georgina Sparks (ex-girlfriend)
Amanda Lasher (fling)
Juliet Sharp (kissed)
Quotes
"You used to tell me that you were afraid people couldn't see the real you. Well, maybe you're the one who can't see yourself. From where I'm standing, this is who you are."
"Well, uh, she's best friends with this girl, Blair Waldorf, who is basically everything I hate about the Upper East Side distilled in one 95 pound, doe eyed, bon mot tossing, label whoring package of girly evil."
"Dylan Hunter is a judgmental dick, who can't even look himself in the mirror. My character comes off the worst of all of them. He puts off his writing, he misses job interviews, he ignores his grades."
"There is no winning without Serena."
"I might have been a joke, but at least people were talking about me."