Top 10 Saddest Moments from the Pokemon Anime

The Top Ten
1 Misty and Brock Leave Misty and Brock Leave

This is an episode, which made me cry so much.. Why did the franchise do this to misty and brock.. But we shouldn't worry because ash misty brock will always be best friends forever.. nobody else, not even the kalos gang

I was cheering that Misty finally left. My god! You guys are too attached. Serena was way better than this. Y'all saw Misty bore Ash with a log! Not cool! So I cheered and laughed while Misty was leaving. Definitely the best moment in Pokemon ever.

P.S. The sun and moon goodbye was way sadder. Also, Serena, Bonnie and Clemont should have come back in sun and moon, not Misty and Brock. We see to much of them and its really annoying.

Don't forget to check out their return episodes in Sun and Moon anime. I didn't like the episode when Misty left it will always be my least favorite because Misty's sisters were not letting her travel with Ash.

I stopped watching after this episode, I simply couldn't take it. This is the saddest moment without question.

2 Bye Bye Butterfree Bye Bye Butterfree

Caterpie was the first Pokemon Ash caught. After the full eveloution to Butterfree, Ash releases Butterfree into the wild. Yay, dumb Ash!

The first of many emotional times Ash has had to say goodbye to one of his Pokemon.

It's sad until you realize that butterfree leaves to get laid.

Boy, did this episode make me emotional when I first saw it.

3 Pikachu and the Other Pokemon Cry After Ash is Turned to Stone

I was cing and crying then what?... I got my life back when Ash woke up, but seriously. Why on earth, WHY the hell were the clones crying. And then that MEW... guess what? Was LITERALLY LAUGHING. Like WHY the freak? Dude the anime is full of idiots...

Only moment in pokemon I cried at.

This is just sad.

4 Charmander is Abandoned by His Trainer

So sad you guys. So sad.

5 Ash is Turned to Stone and Brought Back by Pikachu’s Tears

Only moment that made me cry.

6 Stoutland Dies Stoutland Dies

This is so sad because litten is so cute and confused and it doesn't directly tell you that stoutland died. But I loved that meowth talked to litten to try and get it over its sadness and worry.

That episode was kind of a Hollywood movie , I hated that why why Stoutland had to die , it was kind of adaptation of O'henry 's the last leaf

And they started hating Litten when Incineroar was introduced. Ha! Water type fans.

The leaves where falling from the tree one by one and when the leaf fell litten caught it and kept it until it blew away and then litten saw a cloud that was like stoutland then the stoutland cloud rad away and that point litten knew that it was time for him to move on... what's sadder then that!?

7 Pickachu's Goodbye Pickachu's Goodbye

What the heck is a pickachu?!

The first time I watched this episode, I had to turn the volume off as the song made me nearly cry. But now I can watch it without getting teary.

Sad episode where I thought Pikachu would stay with the other wild Pikachu. Ash"s Pikachu returned to Ash so heart warming.

I did not cry for bye bye butterfree but I did for this. Just shows how sad it is

I was happy that Misty wanted Ash and Pikachu to continue traveling, and Brock changed his mind thankfully

8 Pikachu Chooses Ash Over Freedom Pikachu Chooses Ash Over Freedom
9 Tommy's Parents Almost Die Tommy's Parents Almost Die

Butterfree's goodbye was sad, but watch the japanese episode of the kangaskhan kid. it is SO far for a kids show in tokyo!

10 Goodra Leaves Goodra Leaves
The Contenders
11 Ash Sends Butterfree Off with His Mate
12 Pikachu is Turned Into Stone

I loved the movie even though dancie is a spoilt brat. Honestly, I nearly cried. Pikachu means so much to me and ash

I ABSOLUTELY LOVED Diancie and the cacoon of destruction. When Pikachu was slowly turning into stone, I cried for hours. It was sad seeing Ash talk to it while it was dieing. It was also sad seeing Serena and Clemont cry for the first time.

13 Weezing and Arbok Leave Weezing and Arbok Leave

Team Rocket are the nicest people in the anime and they have the biggest heart. Ash and his sad moments are over rated. Team Rocket>Ash and Friends.

It's not only that Arbok and Weezing leave, it's also watching Jessie and James battling the hunter and his Tyranitar to save those Ekans and Koffings.

They had to watch their own trainers get beaten up whilst trying to protect them. God this is sad

*While watching the scene*
No. Shut up guys. No! Don't you dare--
OH COME ON! How dare you release your original Pokémon!

*Goes to a dark corner to win*

14 Ash Loses to Ritchie After Charizard Refuses to Battle

After everything Ash did for Charizard saving him from an abusive trainer and saved him from death this is the gratitude he gets from Charizard by costing him one of the most important matches of his young career.

15 Serena Cries After Failing to Make It Past the First Round of the Pokemon Showcase

Hey Serena's haters just a little note from a Serena lover. Have you ever actually payed attention to the show? Obviously not. Every time I get on this website, there's always people saying bad stuff about Serena. Once when I got on here, I looked top ten reasons to hate Serena from Pokémon. Somebody said she was a spoiled brat. She is NOT spoiled. Her mother treats her LIKE CRAP. If you tink not go to episodes 1-5 to be corrected. One of the reasons on that list was "because she doesn't take care of her Pokémon". I'm sorry WHAT!? She was lucky enough to evolve her Eevee into Sylveon, which REQUIRES love and affection. Do I really need more proof than that? Apparently I do. I got a little off topic there but I wanted to share my feelings. This scene made me cry FOR HOURS. I was sad that her Fennekin and Pancham were crying to. And for all those Serena haters out there just know that Serena has feelings too.

Serena annoys me. She cries easily after losses. Take Jessie for example, she has gone through lots of worse things throughout her life. Serena needs some backbone. And people call Jessie selfish, why do you think she is how she is today? I can definitely see how most people watching the show are young as young people don't understand complicted characters with complicated emotions. Well, usually.

See even though I don't like amourshipping, I like Serena more as a character and her showcase debut went a disaster in front of like hundreds of people , what would you do in this situation?..

I feel bad for Serena, this was suppose to be her big debut and one mistake completely cost her the first round.

16 Ash Says Goodbye to Charizard

Saddest episode for me. Its been 15 years still I cry when I watch this

17 Jessie and Blissey

Very touching side story on Jessie. Blissey/Chansey may be clumsy but the most lovable pokemon ever.

What happened in this episode?

18 Dawn and Brock Leave Dawn and Brock Leave

It was sad because dawn wanted to go back to kanto with them, but she couldn't because she had an opportunity in Sinnoh for Buneary and Piplup got upset anand ran off after learning it would never see pikachu again.

19 Espurr Drives Off to Grandmother’s Gravesite

This was really sad. Especially the flashback of Espurr's life with the grandmother.

20 Greninja leaves
21 Manaphy Says Goodbye to May
22 Lucario's Death in Movie 8 Lucario's Death in Movie 8

Why is that so low in the list?

Saddest ever. I cried a lot.

23 Pikachu Decides Not to Evolve
24 Jessie leaves Dustox

100% better than bye bye butterfree. so much more emotion and the fact that its team rocket and Jessie of all people is everything. The crushing of the pokeball, the dustox montage, even before where we see Jessie fall in love in early childhood and then lose that someone because they had to move.Now Jessie letting Dustox go for love despite how much Jessie cares about Dustox is just heartbreaking and just truly emotional.

25 Pikachu Almost Dies

Pikachu died in Detective Pikachu... Luckily he got bought back to life by Morelull.

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