Chuck meets Raina when he suspects her father, Russell Thorpe, the CEO of Thorpe Enterprises, is planning buying Bass Industries. While their relationship is initially a friends with benefits situation, it later evolves into a romantic relationship.

Who does Raina date?

The two end up spending the day together, and Raina has fun hanging out with Nate. They become attracted to each other (While You Weren't Sleeping) and eventually begin dating (Empire of the Son).

Who will Chuck Bass end up with?

In this final episode, the death of Bart Bass rushes Chuck Bass (Ed Westwick) to marry Blair Waldorf (Leighton Meester) and the identity of Gossip Girl is revealed. A five-year flash forward takes place and shows the wedding of Dan Humphrey (Penn Badgley) to Serena van der Woodsen (Blake Lively).