We Ranked the 5 Least to Most Romantic Moments From 'Gossip Girl'

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5 Blair And Chuck Lose Their Egos At Eleanor And Cyrus’s Wedding


Eleanor and Cyrus’s wedding may have been a beautiful occasion, but it also took place right around the time that Bart Bass passed away (or so we all thought). Chuck wasn’t at his best at this point and wasn’t able to be his usual cool and collected self at the ceremony. Instead, Blair found him upstairs on the bed, grieving his dad.

This was such a sad and touching moment because she immediately went over to him and hugged him, showing him that she felt his pain and would be there for him, no matter how tough things got. We’re not crying. You’re crying.

4 Derena Tie The Knot On the Upper East Side


The wedding between Serena and Dan was something fans were waiting for since the pilot episode, so of course, it ranks pretty high up on our list.

Set in the not-too-distant future, Dan and Serena tie the knot where their journey first started, in Manhattan.

Serena’s iconic gilded dress pretty much makes this scene, along with the reappearance of old faces like Little J and Serena’s brother Eric. In many ways, Dan was a bit of a jerk by the end of the series, particularly after the truth about Gossip Girl’s identity was revealed. If it weren’t for that, this might have been the top moment.

3 Blair, In Oscar De La Renta, Begs Chuck Not To Leave


Only Blair could pull off Oscar de la Renta at a Parisian train station and not look over the top. In this heartbreaking scene, where Chuck has finally grown out of his childish ways and become an honest, earnest man, Blair begs him not to run away. This was also super emotional because it was their first reunion after Chuck’s accident.

Plus, it contained some of the best dialogue we’ve seen from these two. “Your world would be easier if I didn’t come back,” Chuck tells her. “That’s true,” she replies. “But it wouldn’t be my world without you in it.”

2 Chuck And Blair Get Hitched In Central Park


Really, there was no better way to close the Chuck and Blair story than to have them get hitched in Central Park. This was something we’d all been waiting for, and to finally see it was magical. After Blair’s huge royal wedding, we’re glad that they decided to keep this one part of their lives small, close and intimate.

The dress and the ceremony were both perfection and the best thing is that, as far as we know, Chuck and Blair’s marriage was a success.

In the final snapshot into the future, we saw that they even had a son named Henry. Bless!

1 Most Romantic: Three Words, Eight Letters, He Said It


And we’ve come to our top romantic moment. At the white party in Season Two, Blair delivered this monumental line to Chuck, even though he wasn’t her date: “Three words, eight letters. Say them and I’m yours.” At the time, Chuck broke all of our hearts by not being able to get them out.

But eventually, Chuck was able to utter those three words that meant so much to Blair and transform their relationship from being a cat-and-mouse game to true love. This was a moment Chair fans had prayed for, and it couldn’t have been pulled off in a better way.

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