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- Practically every single moment of Charlie Brown's life could be described as a tearjerker. He's just a perfectly nice little boy,destined to forever have all his victories, no matter how small or insignificant, cruelly snatched away from him. But he's just so brave. He never gives up. Which sometimes makes it sadder. There's only one time he's actually managed to win at something, which was a Crowning Moment of Awesome. Charlie Brown is the kind of character you just want to hug.
- The mistreatment Linus endured at the hands of his sister turned particularly vicious in a 1959 story arc shortly after Sally's birth, when Lucy made it known in no uncertain terms that she wanted a younger sister like Sally and she was sorry Linus was ever born. When Lucy saw Linus in tears because of this, even she realized she'd gone too far and she actually apologized. Of course, she was quick to follow up the apology with: "No matter how you look at it, I'm stuck with you!" Still, the fact that Linus got an apology out of his sister at all is amazing.
- The 1966 story arc when Lucy and Linus's father is transferred and they have to move away. Linus gives Charlie Brown his blanket to remember him by and later sends a heartrending postcard from the road, and even Schroeder misses Lucy (for which Charlie Brown angrily calls him out, telling him he has no right to be upset when he was always so mean to her). Of course, it didn't last long, as Mr. Van Pelt decided he didn't like the new job and they decided to move back.
- In a 1971 story arc, Peppermint Patty invokes He Is Not My Boyfriend when Marcie asks her if she likes Charlie Brown, and declares loudly that Charlie is too wishy-washy and dull for anyone to love. Unbeknownst to her, Charlie Brown overhears this, shuffles home sadly and is so depressed he takes to his bed and refuses all visitors. Patty is horrified when she realizes she hurt Charlie Brown's feelings, and also takes to her bed in depression. Marcie convinces Patty the best thing to do is apologize, but Charlie Brown then spoils the apology by mentioning the Little Red-Haired Girl, and Patty blows up at him again.
- Another story arc that same year has Patty's feelings hurt, as she becomes convinced Charlie Brown likes her as more than a friend and agonizes over how to tell him that she doesn't think of him the same way (though she obviously does). She decides to write him an anonymous letter. When Charlie Brown gets the letter, he thinks it's from the Little Red-Haired Girl, infuriating Patty.
- Peppermint Patty finally meets the Little Red-Haired Girl (though off panel and related in flashback) in a 1972 summer-camp story arc. Patty's insecurity about her own appearance takes over and she bursts into hysterical tears, convinced she's too ugly for any boy to ever love. This turns into a crowning moment of heartwarming when Linus comforts Patty by kissing her on the cheek and telling her not to despair, because beauty is in the eye of the beholder and someday she'll surely meet someone who believes she is beautiful.
- Snoopy Come Home, just Snoopy Come Home. Especially the farewell dinner, where Charlie Brown is so overcome with grief he can't even speak when it's his turn to say his formal goodbye.