Gossip Girl/Tear Jerker

Examples of Tear Jerkers in Gossip Girl include:

• Blair reading her letter out loud to Serena in an early episode.
• Chuck breaking apart in Blair's arms in "O Brother, Where Bart Thou?"
• Chuck walking away from Blair yet again after she's professed her feelings for him in the season two finale.
• The hospital scene in "the Debarted" which begins with Chuck having flashbacks of his father's death and ends with Blair helping him stand.
• Chuck finally going to see Lily after she is diagnosed with cancer, and their hug as he promises he will be there every step of the way.
• Blair crying alone in her room at the end of Inglorious Bassterds.
• Chuck's response when Serena warns him he might lose everything.

Chuck: I already lost the only thing I cared about. They can have everything else.

• The scene in season two where Blair more or less tells Chuck flat out that she loves him, and asks him to either tell her that his feelings for her are real, or admit that they are not and leave her be. He tells her that he's just playing a game with her and has no real feelings for her at all. Blair leaves and Serena, who has watched this exchange and knows Chuck feels strongly about Blair, wonders why he just said that.

Chuck: Because I love her. And I can't make her happy.

• Blair reading the letter she wrote to Serena.
• Chuck coming to Blair to break apart in her arms and perhaps get some comfort after the death of his father. Also the scene earlier in the episode when Blair finally tells him she loves him, and he just drives off.
  • In the following episode when Chuck has mocked Blair for her love for him (this after he's left her in the middle of the night and disappeared for a month) and she breaks down crying in front of her mirror.
• Blair confessing her love for Chuck once again in the season two finale, and him just walking away.
• The hospital scene in The Debarted when Chuck has to deal with his emotions after his father's death (and Blair has to help him stand).
• Chuck finally going to see Lily after she's been diagnosed with cancer.
• Eric telling his father that he doesn't want him in his life.
• Blair breaking apart crying alone in her room after Chuck traded her to Jack for the Empire hotel.
• Chuck letting Blair go in the season four finale. Their entire conversation was heartbreaking and the look on his face as she walks away was just too sad for words.
• After months of not being able to feel anything, neither physical nor emotional, Chuck finds out that Blair is pregnant and that Louis is the father. The episode ends with Chuck crying on his bed, comforted by the dog he got in the same episode. The writers cried, some of the actors cried...
• Chuck visiting Lily after Dan's book has been released, lamenting his loneliness and saying he doesn't want to end up like Charlie Trout, his character in the book.
• Everything after the accident in Season 5. Blair losing the baby, praying just for Chuck to be alive, and eventually deciding that she can't be with Chuck if there's any chance he'll be the one punished for it. Chuck's confusion as he desperately searches for a reason why she abandoned him and her constantly-about-to-break-down expression just breaks your heart.