<p><a href="https://en.wikipedia.org/wiki/Princess_Knight" rel="nofollow noreferrer">Princess Knight</a> could be the first. It is animated in 1967, and the original manga dates to 1953. From the article:</p>
<blockquote>
<p>Princess Knight is the story of Sapphire who must pretend to be a male prince so she can inherit the throne of Silverland as women are not eligible to do so.</p>
</blockquote>
<p>Since the author Osamu Tezuka is usually considered the/a founder of Japanese animation, it should be among the first cross-dressers at least.</p>

CC BY-SA 4.0
2022-10-23T01:16:48.800Z
Not anime, but the author draws a boy in girls' costume as well in 60s ([source](https://ameblo.jp/kumonokayoiji/entry-12096934155.html)).
sundowner
CC BY-SA 4.0
2022-10-23T01:15:29.263Z
2022-10-23T07:17:49.933Z
2022-10-23T07:17:49.933Z
sundowner
<p>Maybe Oozora Hibari from <strong>Stop!! Hibari-kun!</strong> (1983) is the first by choice.</p>
<p><a href="http://youtube.com/watch?v=GtP2XUvKT7g" rel="nofollow noreferrer">http://youtube.com/watch?v=GtP2XUvKT7g</a></p>
<p><a href="https://i.sstatic.net/U5q6Pm.jpg" rel="nofollow noreferrer"><img src="https://i.sstatic.net/U5q6Pm.jpg" alt="enter image description here" /></a>
<a href="https://i.sstatic.net/Hr0Tbm.jpg" rel="nofollow noreferrer"><img src="https://i.sstatic.net/Hr0Tbm.jpg" alt="enter image description here" /></a>
<a href="https://i.sstatic.net/MoaA6m.jpg" rel="nofollow noreferrer"><img src="https://i.sstatic.net/MoaA6m.jpg" alt="enter image description here" /></a>
<a href="https://i.sstatic.net/tUGMZm.jpg" rel="nofollow noreferrer"><img src="https://i.sstatic.net/tUGMZm.jpg" alt="enter image description here" /></a></p>

CC BY-SA 4.0
2022-10-23T21:16:08.307Z
2022-10-23T21:47:39.573Z
2022-10-23T21:47:39.573Z
Ocean
<p>Thanks to the improvement of tolerance in the society, there are more and more people cross dressing, say, Rei Dunois. In anime, cross dressing is also not that rare. In <em>Nanana's Buried Treasure</em>, Daruku appears as a maid in a costume but turns out to be a boy. In <em>Blend S</em>, Hideri is also a boy in a maid costume.</p>
<ul>
<li>Daruku
<a href="https://i.sstatic.net/Xo4sD.png" rel="nofollow noreferrer"><img src="https://i.sstatic.net/Xo4sD.png" alt="enter image description here" /></a></li>
<li>Hideri
<a href="https://i.sstatic.net/ONvfh.jpg" rel="nofollow noreferrer"><img src="https://i.sstatic.net/ONvfh.jpg" alt="enter image description here" /></a></li>
</ul>
<p>So, it's not shocking to see a cross dresser in an anime now. But who's the first cross dresser in anime history?</p>

<anime-history>
Who's the first cross dresser in anime history?
# Who's the first cross dresser in anime history?
Posted by: username_0 on 2022-10-21
Thanks to the improvement of tolerance in the society, there are more and more people cross dressing, say, Rei Dunois. In anime, cross dressing is also not that rare. In *Nanana's Buried Treasure*, Daruku appears as a maid in a costume but turns out to be a boy. In *Blend S*, Hideri is also a boy in a maid costume.

* Daruku
  [![enter image description here](https://i.sstatic.net/Xo4sD.png)](https://i.sstatic.net/Xo4sD.png)
* Hideri
  [![enter image description here](https://i.sstatic.net/ONvfh.jpg)](https://i.sstatic.net/ONvfh.jpg)

So, it's not shocking to see a cross dresser in an anime now. But who's the first cross dresser in anime history?
**Tags:** anime-history
---
## 2 answers
### Answer by username_1 on 2022-10-23. Score: 4
[Princess Knight](https://en.wikipedia.org/wiki/Princess_Knight) could be the first. It is animated in 1967, and the original manga dates to 1953. From the article:

> Princess Knight is the story of Sapphire who must pretend to be a male prince so she can inherit the throne of Silverland as women are not eligible to do so.

Since the author Osamu Tezuka is usually considered the/a founder of Japanese animation, it should be among the first cross-dressers at least.
> **Comments:**
> **username_1** (2022-10-23): Not anime, but the author draws a boy in girls' costume as well in 60s ([source](https://ameblo.jp/kumonokayoiji/entry-12096934155.html)).  
---
### Answer by username_2 on 2022-10-23. Score: 2
Maybe Oozora Hibari from **Stop!! Hibari-kun!** (1983) is the first by choice.

<http://youtube.com/watch?v=GtP2XUvKT7g>

[![enter image description here](https://i.sstatic.net/U5q6Pm.jpg)](https://i.sstatic.net/U5q6Pm.jpg)
[![enter image description here](https://i.sstatic.net/Hr0Tbm.jpg)](https://i.sstatic.net/Hr0Tbm.jpg)
[![enter image description here](https://i.sstatic.net/MoaA6m.jpg)](https://i.sstatic.net/MoaA6m.jpg)
[![enter image description here](https://i.sstatic.net/tUGMZm.jpg)](https://i.sstatic.net/tUGMZm.jpg)
---
