Blair has an ongoing up and down relationship with Chuck Bass , and after Serena van der Woodsen and Dan Humphrey , they have the second-longest relationship in the series. Blair is the daughter of Harold and Eleanor Waldorf , respectively a successful lawyer and fashion designer.
Her parents divorced, and her stepfathers include Roman Garrel and Cyrus Rose. After failing to build a future with Nate Archibald , Blair begins a relationship with Chuck Bass but later embarks in a failed marriage to Prince Louis Grimaldi throughout the duration of the series. Blair's storylines often surround her struggle with constantly feeling as if she is in Serena's shadow and finding how she can shine in her own light.
They also surround her romantic relationships, namely with Chuck and Louis. Blair's father was caught cheating on Eleanor with another man named Giles, which caused Eleanor to divorce him. Soon, Blair's mother meets Cyrus Rose , a rich architect. Blair can not stand Cyrus and wishes he and his son Aaron Rose would just disappear from their lives.
But unfortunately for Blair, Cyrus and Eleanor get married and soon get pregnant with a little girl named Yale Blair's choice. Blair is dating Nate Archibald in the first book until she finds out Serena slept with him, making her angry at both of them.
She soon lets the anger go by book two and the three are all friends again. Later down the line, Blair gets into her dream school, Yale University, and graduates. While in college, she briefly dates Chuck Bass but it ends quickly. At the end of the series, she and Serena are at odds when they both date Nate until they both decide to let him go and move on with their lives.
