Violet Evergarden, episode 10.

Of course Grave of the Fireflies. Kiki's Delivery Service gets to me in a very different way.

As for series, Trigun (old one), end of episode 23.

Angel Beats

I barely remember anything about it because I watched it like 15 years ago. But I remember sobbing

first season of "To Your Eternity".

the early episodes were difficult to watch because they showed a true world where the characters tried their best and it just wasn't enough and they ultimately paid with their lives.

I was going through a pretty hard emotional time when I watched it and it struck a nerve. I cried for like two hours. It made me realize that something was very broken in my life and unfortunately there wasn't anything I could do to resolve it. but, the show made me feel "seen" somehow and that was enough.

For me it has to be LOOK BACK. What a great movie.

Definitely not Clannad. You can go ahead and watch that, it's just a happy-go-lucky slice of life comedy!

I cry at the drop of a hat these days.

First, the ones others have mentioned:

• Clannad -- but only the first season
• Gurren Lagann -- but not the dramatic moment in the first season that's supposed to have that impact
• Kiki's Delivery Service -- everyone is so nice (╥﹏╥)
• Trigun (original) -- Hallelujah

As for my own:

• Haibane Renmei -- everyone is so nice ( ˃̣̣̥⌓˂̣̣̥)
• WorldEnd (AKA SukaSuka AKA What Are You Doing at the End of the World? Are You Busy? Will You Save Us?) -- a tragic romance but it still got to me as it was meant to
• Cowboy Bebop -- the ending of Ed & Faye's stories always get me bawling
• Millennium Actress -- just destroys me more than any other of Kon's works
• The Light of a Firefly Forest

EDIT: I was trying to ignore movies but how could I forget to mention Koe No Katachi (AKA A Slient Voice)? I watch that one every year or two when I need a good cry to kinda reset.

One that I haven't seen mentioned yet is the finale of AnoHana. The writers did a great job pulling the 10-years-before and current day storylines together, and then the little hide-and-seek game capping off the story just absolutely destroyed me.

Gurren Lagann. "So, this is the power of the spiral? Not bad"

most recently--Love Unseen, halfway through the season (no spoilers)

There have been lots.

But my most recent was Moshoku Tensei and its current "future timeline (of the MC)" stuff. (I hope it's just a "vision").

I'm a middle aged dude and watching what happens to his 2 wives and then his lost love, Eris. I'm not ashamed to admit that I cried (and am now, typing this) and lost actual sleep over it. You're (probably) laughing, and I'm amazed at how much I didn't know I cared about the characters.

Storytelling, when done well, is powerful. Seriously. 🤯

Your lie in April,

it hit a little too close to home

To Your Eternity and Ranking of Kings immediately come to mind but I think the hardest I’ve been gut-punched in the feels is Dan Da Dan

Tokyo Magnitude 8.0. After one of the last episodes I was just left staring at the wall blankly for a little, tears running down my face.

Assassination Classroom!. It starts off so goofy and cartoony, and as it goes on, it contextualises all of its silliness in the universe it's built, and by the ending, well, it was the first time I had to leave a room full of friends to go cry my eyes out

Mushoku Tensei, couldn't watch the diary episode fully. Watchers do know what has been through from the previous episode but fucking hell man that was too sad.

Wolf Children.

"Journal with witch" Aka "Diary of a Strange Land" which is a much better name fuck you localization team