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Tear Jerker: Ouran High School Host Club
Tamaki's back story in Ouran High School Host Club about him being forbidden to see his mother due to his grandmother's meddling. Made that much more of a Tear Jerker by the fact that Tamaki not only doesn't resent his grandmother for her horrible treatment of him and his mother, he is honestly happy to see her and calls her a "beautiful person." Aw, punkin.
As well as Haruhi's Mother turning out to be the "queen" in the Haruhi in Wonderland episode. Considering how it was handled in the comic, this episode was quite an unexpected tear jerker.
Recent chapters of the manga have pushed Tamaki's woobieness past the breaking point (though he'd deny it for his friends' sake), not to mention his superiors doing something that was in the finale of the anime: Putting a stop to the Host Club.
Did no one else well up at the final animé episode? "We all love the Host Club! Even I love the Host Club!"
Well up? Try full-on sobbing by the time that line lands.
I found Kaoru's metaphor about Tamaki keeping the Host Club as a family fairly heart-wrenching.
Most of the times Kaoru brings up his Carriage/Pumpkin metaphor are pretty misty. Capped off in the final episode of the anime when after racing the carriage Tamaki had rented for the festival to catch him on his way to the airport, the twins and Haruhi hit an obstacle and Hikaru ends up crashing into a pumpkin patch.
Kyouya getting slapped by his father. He tries so hard, and the one thing that gives him pleasure is thrown in his face as a failure.
That one manga chapter page with all the chibi hosts building a house out of blocks was the sweetest thing ever. Combination Heartwarming and Tearjerking.
"Hey Hikaru, she says she'll take you instead!" The pain in their voices... It hits a bit harder the second time around.
The twins deciding once and for all that they'll try to be their own person, but that they'll always be there for each other. It even breaks Kaoru into tears in a good way, after realizing that Hikaru was more mature than he'd ever thought.