All-New 'Gossip Girl' Monday Night!

Chace Crawford has a chat with Sofia Black-D’Elia in this new still from Gossip Girl.

In “Portrait of a Lady Alexander,” Chuck’s (Ed Westwick) continued investigation into his father’s dealings leads him to an unlikely event with Manhattan’s elite, where he hopes to find the one person who can tell him the truth about Bart (Robert John Burke).

Serena (Blake Lively) and Steven (Barry Watson) decide to reveal their romantic histories so they aren’t surprised by anything, but neither was prepared for what they uncovered. With “The Spectator” in jeopardy after Dan (Penn Badgley) decided to publish elsewhere, Nate (Crawford) must make a difficult decision to keep it in business.

Meanwhile, Georgina (Michelle Trachtenberg) pushes Dan to choose a worthy person to date to boost his image, but he finds himself drawn in a different direction.

“Portrait of a Lady Alexander” airs Monday, October 15th @ 9PM ET/PT on the CW.