Harold tells Blair that he and his boyfriend Roman bought a vineyard in France. Blair freaks a bit because she finds it too permanent. Eleanor hits it off with Jack Roth, a wealthy businessman in his 50s. Blair feels sad because the day she envisioned spending with her father doesn't turn how she thought it would. Rufus faces off a man named Alex who is hitting on Rufus' wife. Serena is shocked when Lily announces she is dating Bart Bass.