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Tear Jerker: Ojamajo Doremi
Despite being a show for children, Ojamajo Doremi does have its moments where it outright leads to serious Tear Jerkers, especially during its more serious episodes. Prepare to get a box of tissues upon proceeding.
Please briefly list one specific example per line and mark your spoilers.
Hazuki's borderline freak out over Lulu the bunny in episode 18 of the first season. To boot, Nanako's backstory about her dog was already bad enough.
Anything dealing with Aiko's parents will leave a huge impression on you, especially in the episodes when she tries to rekindle their marriage. When you get to the real cause of why Aiko's parents divorced, it'll break your heart again and again to see Aiko's attempts fail each time and hope that they'll have a happy ending together. Fortunately, they do, but not without trouble getting Aiko's grandfather's approval.
Dokkan Episode 38 is laced with this. It is when Aiko really starts making headway in getting her parents back together. We also learn why Aiko's mother refuses to move to Misora: She is taking care of Aiko's grandfather (the same one she was afraid of until the Motto movie) out of guilt for letting her own mother die alone. Made all the worse when Aiko attempts to use forbidden magic to secure it; only the timely arrival of Doremi and Co. stops the attempt. You literally won't go the episode without shedding at least one tear.
Momoko's backstory in episode 2 of Motto. It gets even worse when she gets stuck in a Lotus-Eater Machine near the end of Motto.
In episode 32 of Motto, Momoko tries really hard to take care of Hana, having been the only girl who Hana hasn't bonded with very well. Just when things seem to be going well, Hana gets sick and the girls react very harshly to Momoko's lack of responsibility to the point where Aiko tells her not to go near Hana again. Luckily, they apologize and not only does Hana get better, but she warms up to Momoko.
Just when Aiko finally warms up to Doremi's grandfather at the end of the second Non-Serial Movie, he mentions that he's getting old and dying, leaving everyone, including the audience, in tears.
Majo Tourbillon's backstory. Just... everything about it. The part when you see her own son die in front of her eyes, and also when some of her grandchildren come to the funeral late by two weeks because of an accident, it almost makes you want to forgive her for all the crap she put Doremi and her friends through in the previous seasons.
The fact that Roy and everyone else spent the rest of their lives regretting their decision to leave her is also depressing when the last of what the audience sees of Roy's life is him tearfully clinging onto the tapestry Majo Tourbillon made.
Episode 40 of Dokkan was sad when Mirai moves away, especially when you realize she is doing this because of her long life. It gets even more depressing when you realize that Doremi may fall under the same fate, and is now conflicted between keeping her witch life or staying as a human.
Episode 6 of Na-i-sho, where we finally get to learn Hazuki's maid's past. First Love? Great! Dates to ballet theatres? Awesome! Then we learn that said First Love enlisted in the army for the second Sino-Japanese War and was never heard from again; when Hazuki desperately looks for him, she learns that he was already dead, killing any chances of her reuniting him with Baaya.
The entire twelfth episode from Na-i-sho is a big Tear Jerker. To drive Non's death home, she was one of the few ordinary people to ever find out the existence of witches without transforming one into a frog in the process. Upon meeting Doremi (whom she didn't know was a witch-in-training yet), she had a feeling she could actually talk to her about it. Much later, Doremi decides to give her a taste of what it's like and even goes so far as to offer her to join if she gets well. The problem being that not only is Non's disease extremely bad, but none of the Ojamajos would be able to cure it without killing themself in the process, meaning that they just have to hope for the best. Later in the episode, Doremi goes to visit her... only to find her fighting for her life as the diseases hits terminal. After a shout to do her best fighting, she leaves since she can't take watching it... Even later, Non's mother comes to reveal that Doremi's words were enough to help Non fight off the disease, but only for a few minutes, leaving Non-chan dead. Afterwords, Doremi decides to fulfill Non-chan's other dream for her, being alive and well playing in the snow with her mother. The whole thing was so unbearably sad, especially since Both Doremi and Non really seemed to want to be together, especially part of the magical misadventures with her. I Think I need to lie down for a minute...
Every ending of each season (except for Motto, which thankfully ended on a good note).
In the first season, after working so hard to become witches, Doremi and the girls were forced to give up their apprenticeship for committing forbidden magic to save Onpu.
In Sharp, Doremi and the girls manage to save Hana from the Big Bad, but at the cost of their own lives, as they are put to sleep for a milennia. Upon realizing this, Hana begins crying and manages to wake them all up with her first word: "Mama." You might think it ends there, but again, Doremi and the girls have to sacrifice their witch abilities to make sure Hana grows properly, so since they're no longer witches, they can't see her. The kicker? At the end of the episode, Doremi and the girls are reminded of Hana when a customer walks into their shop with a baby and cry so much that they have to close the shop.
Everything about the Dokkan series finale definitely needs a mention. In fact, everything in the last 5-10 episodes of Dokkan slowly builds up and leads to a load of tears. First off, all the girls have been drifting apart to pursue their own personal goals, and one by one they start leaving Doremi by applying to different middle schools or moving away. Each girl has their own episode (save for Onpu) about their decisions to move on with their lives while worrying about how their friendship with each other will still survive. The biggest part of this is that when given to stay as witches or humans, everyone except Hana chooses the latter, meaning that they can't see Hana anymore. When Doremi is hit hard with a huge Heroic BSOD in the final episode, you'll feel it yourself, as all of these gradual changes are finally cemented in the Grand Finale, when the Theme Song finally plays.