Top 10 Saddest Moments from the Pokemon Anime

The Top Ten Saddest Moments from the Pokemon Anime

1 Misty and Brock Leave

That sad since she left and there has been some guys with green and pink hair after she left. BROCK DID NOT LEAVE UNTIL SEASON 14! Dang use your smart internet search.

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.

Misty was almost the best pokemon character ever! BRING HER BACK! BRING HER BACK!

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

Only moment in pokemon I cried at. - flash101

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...

How the heck is ash turned to stone I don't get how but at least u don't hear his stupid little voice anymore that makes me not care a damn heck that he is turned to stone

This is just sad. - RiverClanRocks

3 Bye Bye Butterfree

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

This made me cry in the first movie I hope he and she comes back

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

Every time I watch this scene, I cry for the whole day

4 Charmander is Abandoned by His Trainer

So sad you guys. So sad.


I know right chamander was my starter in Pokémon x and y

5 Tommy's Parents Almost Die

Who's this tommy?

The kid from the episode the kangaskan kid. - egnomac

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

6 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.

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

Why the heck did DUMB Ash Run from CUTE Pikachu

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

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

Only moment that made me cry. - Userguy44

8 Pikachu Chooses Ash Over Freedom

I cried

9 Stoutland Dies

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!?

The reunion of marowak and it's child
Ash getting turned to stone
Pikachu's goodbye

But a dog dieing made me cry. The ONLY time I've cried because of Pokémon.

That makes me & my toys wanna cry. That’s not my favorite Pokémon called Stoutland.

Here is why this made me cry first I had a dog die and Scotland is the dog Pokemon and seeing Litten cry is so sad and why is ash being a jerk by not comforting Litten after his Pokemon dies and this is probably the first time a Pokemon actually dies

10 Goodra Leaves

so sad

The first sad anime episode I watched 😭😭😭

The Contenders

11 Ash Sends Butterfree Off with His Mate
12 Weezing and Arbok Leave

Made me nearly cry

Correcting an older comment: *Goes to a dark corner to cri*

*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*

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.

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

13 Pikachu is Turned Into Stone

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.

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

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. - egnomac

this tells us a lesson: never get a charizard

Exactly why you should never get a charizard - Sambazing

15 Ash Says Goodbye to Charizard

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

16 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.

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

She is a strong character

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?

Jessie has a relationship with a pokémon center blissey when she was still a chansey

18 Espurr Drives Off to Grandmother’s Gravesite

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

19 Greninja leaves

I cried

20 Dawn and Brock Leave

So sad and finally brock leave the pokemon anime

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. - ItsDaWorldOfSNuGGLEZ

21 Manaphy Says Goodbye to May

Together we'll make a promise
To never forget it all
We've only scratched the surface
Of worlds we'll come to know
Together moving forward
Even though we're far apart
So safe and sound inside out hearts we keep our word untill we are together once again

22 Lucario's Death in Movie 8

Why is that so low in the list?

Saddest moment, hands down

Saddest ever. I cried a lot.

23 Pikachu Decides Not to Evolve
24 Max Gets Upset Over Norman's Loss to Ash
25 Pikachu Almost Dies

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

THIS IS SAD! BUT LIKE OTHER SAD MOMENTS, REUBEN THE PIG'S DEATH IS SADDER! But I love Pikachu so...yeah... At least pikachu comes back to life! Reuben on the other hand, DOES NOT! HE TURNS INTO PORK! A

He did die. Xerneas just resurrected him. SADDEST MOMENT EVER IN THE ANIME! I literally cried when I saw pikachu get turned to stone. Yveltal is still one of my favorite Pokémon, BUT WHY YVELTAL! ASH'S PIKACHU IS MY SECOND FAVORITE POKÉMON ASH EVER GOT! (I only like Ash's Pikachu, none other than that one. Also, Charizard is my favorite Pokémon Ash owns. He's my favorite Pokémon ever).

26 James leaves Cacnea

I did not like it anyway

27 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.

Bye Bye Butterfree is overrated this was way sadder Team Rocket leaves a Pokemon > Ash leaves a Pokemon

I cried a lot on this episode

28 Ash leaves Greninja for Sun and Moon

They want ash to be ready for sun and moon so thy get rid of his most op pokemon ever

Greninja HAD to stay behind! He needed to save the world.

The episode is gonna be so ' sad

29 Pikachu Talks
30 Bonnie Says Goodbye to Squishy

In episode 43. This scene brings tears to my eyes when she says "Squishy! I love you! ".

That episode was my favorite.

Squishy = so cute
Turning into zygarde = hell no goodbye - Sambazing

31 Ash yells at Serena because he wanted to be alone (Pokemon XYZ Episode 28)

I cried. Mostly because Serena just wanted to help, and mostly because I'm an Amourshipper.

Ash obviously needed to some alone time, while it was nice that Serena wanted to help him with his problem but he needed to figure his problem out on his own. - egnomac

Serena tried to HELP Ash get over his problem! what, MATE?!

Like he did in episode 39 Pikachu’s goodbye.

32 Pikachu Almost Dies After Being Attacked by a Flock of Spearows
33 When Serena leaves at the end of XY

I hated and loved this episode hated it because serena leaves,Loved it because Cilan comes back

This was very sad. Especially the part where all the Pokémon were saying their goodbyes. I cried the whole time. It was really sad when Bunnelby and Sylveon were saying goodbye. Also sad when Pancham and Chespin were saying goodbye. And when Pancham gave Chespin that leaf!? I cried so damn hard! It was kinda funny when Hawlucha was crying because he thought he was tough. Lol Hawlucha! 😂😂😂

34 Dawn's Piplup Runs Away

At the end of the Shinoh saga Puplup gets really upset after finding out that Ash and Brock and all its friends are leaving that it runs away. - egnomac

35 When James left his Chimecho with his grandparents
36 Meowth backstory

Poor Meowth :(

37 Luxray Dies in I Choose You

Seriously, I cannot believe this is not on the list

This needs to be higher. So sad.

I remember watching the movie and crying in the process. You know what the whole movie should be on this list it is probably one of the most deep Pokémon movies I have ever watched (it is my favourite Pokémon film.)

38 Casey Loses to Ash
39 When Max was taking Ralts to the Pokémon Center
40 Meloetta leaves

The look on Oshawott's face... that says it all.

Poor Oshawott :( - InklingSethO

41 Celebi's Death

Ash's reaction makes this moment even more sad than it would be. Sure, Celebi is revived, but seeing Pokemon forever for the first time really made me weep.

It made me cry too as a tween - Brensa

42 Ash leaves Charizard

Ash was so sad, he couldn't even say goodbye to Charizard!

43 Latios' Death in Pokémon Heroes

This death scene made me cry every time I watch this scene of Pokemon heroes I say Latios no! Don't die please I love you - Brensa

44 When Pikachu Turns Stone

Yeah I seen it in lots of top 10s

45 Red Didn't Come Back Once
46 Cubones Mother's Death
47 Leaf Didn't Show Up Once

She should've been in there! Wait... Serena's hat... hair... getup... SERENA IS LEAF!

48 Dawn Suffers Back to Back Losses
49 Clembot Dies

It's so sad. I cry a lot after watching this episode.

It's just a robot, that you can reprogram


50 James's Cacnea Leaves

Ok when Cacnea left I was like why did James's Cacnea have to go I hate team rocket but still they have a heart - Brensa

Very sad

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