Season 1: In the first season we are introduced to Serena van de Woodsen. Gossip Girl shares with us the drama and why Serena is returning to the Upper East Side and why she left in the first place.
Season 2: In this season Jenny Humphrey is now taking on Blair's role of "Queen Bee" and struggles to be succesful with this new label.
Season 3: As we watch Blair and Serena become closer as friends we also get to watch them grow and mature. The characters go through phases and realize that being in a relationship with your best friend isn't so easy.
Season 4: Blair fails to get into her dream college so Blair and Serena commit to Columbia. Nate begins to date Juliet Sharp who seems to have a vendetta agaisnt Serena. The Bass family are put in a difficult situation when a past friend comes into town.
Season 5: Chuck recieves news that changes his life forever. Gossip Girl gets hold of something special to Blair and starts to share private things about her to the world which puts her love life and relationships in danger.
Season 6: In the very last season the identity of Gossip Girl is revealed.
I would recommend this show to someone that has never watched it. I think it shows that everyone has difficulties in life and money cannot always buy happiness. A message to take away from this show is that it is perfectly fine to be a highschooler and not be the most popular kid and it's okay to make mistakes.