Kagejitsu!

Anime containing characters in chibi form.

WIKI DEFINITION
Chibi, also known as super deformation, or S.D. is a style of caricature originating in Japan, and common in anime and manga where characters are drawn in an exaggerated way, typically small and chubby with stubby limbs, oversized heads, and minimal detail.

Related MAL Article: https://myanimelist.net/featured/1663/Top_15_Anime_Chibi_Characters

Anime Planet tag: https://www.anime-planet.com/anime/tags/chibi

Not listed on MAL (could be included in original anime)
- https://www.anime-planet.com/anime/one-piece-straw-hat-theater

OVER 50
- https://myanimelist.net/anime/47398/Chuukou_Ikkan_Kimetsu_Gakuen_Monogatari__Valentine-hen
- https://myanimelist.net/anime/4262/Koihime%E2%80%A0Musou?q=Koihime%E2%80%A0Musou&cat=anime
- https://myanimelist.net/anime/38924/Nekopara?q=Nekopara&cat=anime

A comprehensive watch order of The Eminence in Shadow series, which includes every entry in The Eminence in Shadow franchise.

This guide is fully maintained, retouched, reorganized and updated by yours truly.

All other published "Series Guides" by me that might interest you:
https://myanimelist.net/profile/nrhkm/stacks

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MAIN SERIES
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1. Kage no Jitsuryokusha ni Naritakute!
TV - 20 x 23 minute long episodes. R - 17+ rated.
First season of the series. Adapts volumes 1 and 2 of the Light Novel.

1-1. Kagejitsu!
ONA - 17 x 2 minute long episodes. PG-13 rated.
Mini anime spin-off of the first season.

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2. Kage no Jitsuryokusha ni Naritakute! 2nd Season
TV - 12 x 23 minute long episodes. R - 17+ rated.
Second season of the series. Adapts volumes 3 and 4 of the Light Novel.

2-2. Kagejitsu! Second
ONA - 12 x 2 minute long episodes. PG-13 rated.
Mini anime spin-off of the second season and sequel to Kagejitsu!.

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3. Kage no Jitsuryokusha ni Naritakute! Movie: Zankyou-hen
Movie - ?h ? minutes long. R - 17+ rated.
Not yet aired. Sequel film to the second season.

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PARODY UNIVERSE
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1. Ple Ple Pleiades × Kagejitsu!
ONA - 1 x 10 minute long episode. PG-13 rated.
Crossover spin-off of Overlord: Ple Ple Pleiades with Kagejitsu! Second.

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Resources used:
https://chiaki.site/?/tools/watch_order

This is a list that ONLY includes all these isekais' chibi content done by Studio PuYUKAI, and the Isekai Quartet series that relates to said isekais. All of these are not necessary to watch Isekai Quartet. It'll be (almost) ordered by release, with each entry having the necessary shows / content listed to understand it, although it doesn't really matter much if all the people on this stack have likely already seen all of the shows included in Isekai Quartet.

Would I recommend going through it all? Not really, it's a big hassle to find everything. But I highly recommend this to any completionist like myself since it heightens the Isekai Quartet watching experience, or to Re:Zero fans when it comes to Break Time and Isekai Quartet, since there's a good amount of accompanying canon content as well as some big lore drops. But anyways, here's the list: