How long does Blair and Dan last?
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In season five, they enter into a short-lived relationship which ends as Blair ultimately chooses to be with Chuck. By the beginning of the sixth season, they are no longer friends. However, in the end of the series, they manage to reconcile by the five years flash-forward.
What episode do Blair and Dan do it?
“The Wrong Goodbye” is the 87th episode of The CW television series Gossip Girl. It is also the 22nd and final episode of the fourth season. The episode was directed by Patrick Norris and the second finale in the series written by Joshua Safran.
Is Milo Dan’s baby?

Milo is briefly shown in several episodes, mainly with Philip and sometimes Georgina. It’s mentioned that he has a nanny. It was confirmed that he is not Dan’s real son.
Why did Blair leave Dan?
Their respective previous important relationships (Blair with Chuck and Dan with Serena) left both of them heartbroken due to their former lovers’ volatility and bad behavior. In the Fifth Season, Dan still possessed feelings for Blair.

Why did Blair choose Chuck over Dan?
Blair chose Chuck! After an internal debate about which love is better—with Dan she feels safe, with Chuck she feels vulnerable—Blair ended up choosing Chuck.
When did Blair and Dan start dating?
Dan and Blair began dating in The Princess Dowry, but their relationship is up in the air as of the season five finale, The Return of the Ring.
Who Has Blair Waldorf slept with?
Gossip Girl: Blair’s Boyfriends, Ranked
- 5 Marcus Beaton.
- 4 Nate Archibald.
- 3 Dan Humphrey.
- 2 Louis Grimaldi.
- 1 Chuck Bass.
What are Dan and Blair hiding in season 5?
She’s having an affair with Dan, which Louis planned to expose at the Spectator’s New Year’s Eve bash. (Ugh, Louis.) Dan and Blair were sneaking around together — but only to go to church! Blair had confided in Dan about her moment with God before she even told Serena, and he was merely keeping her secret as asked.
What season does Blair date Dan?
season five
Dan and Blair began dating in The Princess Dowry, but their relationship is up in the air as of the season five finale, The Return of the Ring.
Why does Georgina have picture of Blair?
The walls are filled with pictures of Georgina centered around a portrait of Blair Waldorf (Leighton Meester). “The idea that Georgina has a shrine to Blair in her house is just so much fun,” showrunner Joshua Safran explained to TVLine. “Of all these people she’s around in her life, her target is still Blair.
Who is Georgina son?
Milo Humphrey
During season four she gives birth to her son, Milo Humphrey, and marries Philip Becker.