Dan Humphrey is called "lonely boy" because of how he doesn't fit in with the rest of his classmates.

Vanessa Abrams is Dan Humphrey best friend who is very artistic and fails to fit in among the others and gets caught up in things that risk the loss of her closest friends.

Lily van der Woodsen is the mother to Serena and Eric van der Woodsen. She is a wealthy business woman.

Rufus Humphrey is Dan and Jenny Humpry's dad. He too struggles to fit in with the average upper east sider, but reconnects with a past love and manages to understand the lifestyle.

Jenny Humphry is Dan Humphrey's little sister who becomes a fashion design but struggles to fit in with the typical "Upper East Sider" who will do anything to fit in.

Chuck Bass is a hotel business man who ends up becoming the CEO of his fathers hotel.

Serena van der Woodsen is a young teenage girl, that returns to the show from boarding school and deals with new and old friendships

Blair Waldorf is the "Queen Bee" of the Upper East Side. She is very full of herself and is confident.

Nate Archibald is a good friend to Serena, Blaire, and Chuck. He is also apart of the rich Upper East side normal.