Watch Gossip Girl - S05e24

Refusing to give up, Blair follows Chuck to Monte Carlo, declaring she is "all in" to help him win back his legacy. Serena’s "Old Roots" and the Ultimate Betrayal

The Return of the Ring: Chaos, Betrayal, and the Ultimate Choice Watch Gossip Girl S05E24

While Blair is busy choosing her future, Serena van der Woodsen spirals back into her "Old Serena" ways. In a move many fans found unforgivable, Serena seduces a vulnerable Dan at the same party where she once slept with Nate years prior. To make matters worse, she films the encounter as a way to sabotage Dan and Blair’s relationship. The Return of the Ring | Gossip Girl Wiki | Fandom Refusing to give up, Blair follows Chuck to

Blair eventually chooses Chuck , only to be rejected by him after Bart Bass publicly humiliates him and takes back Bass Industries. To make matters worse, she films the encounter

The central tension of the episode revolves around Blair Waldorf's impossible choice. While Dan Humphrey prepares for a summer in Italy, he demands an ultimatum: Blair must declare her feelings for him at the Shepherds' divorce party or go to Italy alone.