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This list contains personal points of view, it's perfectly fine if you don't agree with them. This list will contain possible spoilers if you haven't seen the episode/movie the moment is from.

#10. Serena losing her first pokémon Performance in "A Showcase Debut"

Seeing as Serena trained really hard for the pokémon Showcase her loss was pretty shocking and upsetting. What was even mais upsetting was her emotional breakdown about the loss, and I'm surprised I didn't start bawling my own eyes out because I'm a very sensitive person so when I see something sad on TV I often end up in tears. Serena did very incredible dressing up Fennekin and made her look absolutely beautiful, however, perhaps if she had cut the bow mais Fennekin might've had an easier time walking instead of accidentally tripping over the bow ruining Serena's beautiful and hard work. por the way, I'm not saying it was Serena's fault or Fennekin's fault.



#9 Dawn's back-to-back losses in the Harthome Contest and the Solaceon Contest

Dawn trained really hard for the Harthome City Contest and her appeal with Piplup and Pachirisu was absolutely incredible, so her not being able to mover on was pretty disappointing. She did well in the Solaceon Contest as well, however she went overboard and the judges were unable to see Ambipom. Dawn tried her best to hide how upset she was about losing the Solaceon Contest, however Ash noticed Dawn's hands trembling and knew something was up causing him to feel sorry for her. It was upsetting to see Dawn look at the Ribbon her mom gave her for good luck having no idea what to do seguinte and then break down into tears.



#8 May saying goodbye to Manaphy in "Pokémon Ranger and the Temple of the Sea"

During the course of the movie May and Manaphy grew close to each other because Manaphy believed May was his mother due to her being the first person he saw after her hatched. Them saying goodbye was a difficult moment for me to watch because I believe May should've caught Manaphy.



#7 Chimchar's emotional breakdown in "Tears for Fears"

Now we're getting into the moments that always make me cry when I watch them. I just feel so sorry for poor Chimchar and seeing him upset makes me upset. After all that time of being treated like garbage por that disgrace of pokémon trainer, Paul (again this is an opinionated list and in my opinion Paul's a heartless, cruel, cold, inconsiderate, heartless jerk who should not be a pokémon trainer), Chimchar was finally treated with the kindness and amor he deserved and he begins sobbing because the transition is so overwhelming to him.



#6 Ash turning to stone in "Mewtwo Strikes Back"

Let's face it, this a moment that probably made A LOT of fãs cry. It's just devastating to see Ash turned to stone because he sacrificed himself to stop the fighting between Mew and Mewtwo.



#5 pikachu and Piplup being heartbroken over leaving each other in "Memories Are Made of Bliss"

Probably why I always cry during this moment is because I can relate to their feelings. I switched schools in 8th grade, and when I switched I had leave behind my best friend in the entire world, Rosa, which was absolutely devastating for me. Piplup and pikachu I feel your pain.



#4 Jessie releasing Dustox in "Crossing Paths"

This is a very sad moment because Jessie loves Dustox so much and she released her so she could raise a family. Well you what they say "When you amor someone set them free."



#3 Jessie and James releasing Arbok and Weezing in "A Poached Ego"

This was very sad because Jessie was very close to Arbok and James was very close to Weezing.



#2 Ash attempting to release pikachu in "Pikachu's Goodbye"

This was very sad and I cried my eyes out. I've only watched the episode once, but I regret ever watching it in the first place.



#1 Ash releasing Goodra in XY070

Here we are my opinion on the saddest moment in pokémon history. I'm sure several people agree with me on this one. ASH RELEASING GOODRA WAS ABSOLUTELY DEVASTATING! I watched the episode twice in Japanese on www.animerush.tv once without the subtitles and once with them. I'm just going to skip the dub version because it's too heartbreaking. YOU WON'T EVER BE FORGOTTEN GOODRA, BUT YOU WILL ALWAYS BE MISSED!

added by CheetahGirl5147
added by geocen
Source: http://alternative-pokemon-art.tumblr.com/post/91276961305/artist-a-black-and-white-milotic-by-reque
added by geocen
Source: http://alternative-pokemon-art.tumblr.com/
posted by Pokegal4life
I know she's too young to be a trainer and that Clemont is the one who caught Dedenne, but he caught it so Bonnie could take care of it, and she's actually the only one who takes care of Dedenne. Now, maybe Clemont's not helping Bonnie out because she may not want him to, or because he may want to see just how responsible she can be taking of Dedenne all por herself, but nonetheless, Bonnie is the only one who takes care of Dedenne. Also, Dedenne is never inside it's Pokeball, it's always carried around in Bonnie's bag. In the episode "A Jolting Switcheroo" when Bonnie accidentally took another...
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Funny moments

1. James' Carnivine using "Bite" on him whenever it's called out of it's Pokeball.
2. Brock's Croagunk using "Poison Jab" on him whenever he flirts with a girl.
3. In the episode "Dealing With a Fierce Double Ditto Drama" when Narissa's 2 Ditto turned into Croagunk and used "Poison Jab" on him along with his Croagunk when he flirted with a girl.

Funny quotes
1. From "Borrowing On Bad Faith" James "I think mixing you two is like mixing gasoline with a match." He said this to Jessie when she wanted to use Carnivine in an unofficial Pokemon Contest.
2. From "Purloin-Sweet or Sneaky?" Misha...
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10. Iris

I admire Iris because of her spirit and how good she is with Pokemon. She's not all that great with people though. I don't understand why she has to tease Ash so much and call him a little kid for not knowing something or for doing something wrong. Newsflash Iris, Ash IS a little kid, he's only 10, but that doesn't mean you have to be rude to him for not knowing how to do something.



9. Clemont

He's super sweet and kind to others especially Bonnie. I like that he allows Bonnie to carry Dedenne with her wherever she goes and to allow Bonnie to take care of Dedenne despite her not...
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added by LeafAprilGreen
its really sad ;_;
video
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kasumi
goodbye
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version
Rachell frases lines from Jessie and Misty and she is extremely nice!
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pokemon
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racheal lillis
added by usernameinvalid
Source: メルルーサ ; http://www.pixiv.net/index.php?return_to=%2Fmember_illust.php%3Fid%3D1649386
added by anitasthings
Source: www.bonanza.com/booths/anitasthings
added by CutiepieSparkle
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added by Serpent_Z
added by animegrl52p
Source: google
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