In Pilot, she is first seen hosting a party at her penthouse. She sees Blair wearing one of the dresses from Waldorf Designs, and comments on how she should've gotten it properly fitted.When Blair is getting ready for the Kiss On The Lips Party, Eleanor gives her some insightful advice about her appearance and her life.In Roman Holiday,Eleanor welcomes home Harold and Roman from France. She gets introduced to a man named Jack Roth, and they end up having a one night stand on Christmas Eve.