The Painter of the Wind

Shows are not similar except that Moon Geun Young is the lead in both shows.

However, I am doing this recommendation since I want more people to watch Painter of the Wind as it is a very underrated drama yet an extremely good drama. To understand how good this drama is, first of all the director is Jang Tae Yoo (who also directed another great drama in Tree with Deep Roots plus My Love from the Star and Lovers of the Red Sky). The direction he did in this drama is really good. Second, lead actress Moon Geun Young (who I noticed Catch the Ghost fans sometimes find annoying) won a Daesang in Painter of the Wind. Watch Painter of the Wind to understand how great her performance is as a woman pretending to be a man. Kim Yoo Jung is Moon Geun Young's child actress too, and her 2021 Lovers of the Red Sky show is a reunion of her and this drama's director (both shows have a female painter as a lead).
Drama is very unique, at first glimpse it might look like a simple age gap romance. But the truth is the female lead here has 3 love interests (an older man, a foster brother her age, and a female gisaeng/entertainer). Two of these relationships are two-sided and not one-sided.

I am recommending Painter of the Wind here because most people might know Moon Geun Young from Catch the Ghost (due to Kim Seon Ho recent popularity).

Both female lead roles disguises herself as a man in a historical period.

Kim Boong Do is a scholar who had supported the reinstatement of Queen In Hyun when Jang Hee Bin's schemes resulted in her being deposed and replaced as King Suk Jong's queen consort. He travels 300 years into the future of modern Seoul and meets Choi Hee Jin, a no-name actress who is expecting a career renaissance through her role as Queen In Hyun in a TV drama

Wang Won’s father is the king of Goryeo while his mother is the Yuan emperor’s daughter. He was born with many gifts as he has good looks, the wisdom of a snake, and a magnetic personality that draws people to him. But behind his gentle, virtuous demeanor, he has ambitions to conquer other lands. He has a faithful friend named Rin, who is a royal cousin and comrade with the same ambitions as he does. Then Wang Won has an encounter with a young woman named, San. San was someone that he recalled having met when he was a child and was lodged in his mind ever since. Wang Won sees how bright and confident San is and befriends her as well. But this friendship plants the seeds of tragedy. San’s beauty mesmerizes both Won and Rin and their seemingly strong bond start to fray over one woman

Both feature two artists (one older and one younger) who eventually worked for the king as the king were impressed by their skills. Except in Painter of the Wind, the artists are painters, while in King and the Clown, the artists are male clowns. The two main artists in both shows also really care for each other and are willing to sacrifice a lot for one another. Homosexual themes prevail in both shows though presented quite differently. In King and the Clown, you have a feminine male clown and two other men (one fellow clown and the other is the king himself) who can both possibly be interpreted as having some sort of feelings for him. In Painter of the Wind, the younger female artists has lived as a man her whole life and the older male artist who thinks she's a man can possibly think of himself as homosexual since he is having some feelings for a fellow male artist. In addition, the female-pretending-to-be-a male artist in Painter of the Wind is also shows to have another love interest that can be interpreted as homosexual, that is her relationship and fascination with a female gisaeng

Both are period dramas with real life characters..both have the life story of Prince Sado as a major plot element

1. Both dramas have Moon Geun Young's character having relationships with older men.\
2. Actually, the main reason I'm recommending Painter of the Wind is because it's such an underrated drama and more people need to watch it. Especially Moon Geun Young fans, Moon Geun Young showed superb acting skills in Painter and it is her work that made her receive a daesang and a baeksang award.
(Bonus: Park Jin Woo, Moon Geun Young's boyfriend in My Little Bride, also plays her same age rival student in Painter of the Wind).

They are both very similar.
The main actress in both is Moon Geun Young and she disguises herself as a boy in both.
They are both historical drama's and focus on crafts.
The Painter of the Wind is about a painter and Goddess Of Fire, Jeongi is about a potter.

Both dramas feature Moon Chae Won in hanbok (where she looks extra pretty). Even though her role in Painter is only minor, it's still worth watching because it's her breakthrough role and her role in it is so unique. She has chemistry in her partners in both dramas that led her to win best couples with her respective partners. Both dramas are really great in general (in fact both were nominated for Baeksang). As of February 2, 2021, these are also the only two dramas that got MCW to be nominated at Baeksang Awards.

Both have a stunning chemistry between the women and I also noticed that the pairs actresses from TPOTW (Two Moons I pertain to Moon Chae Won and Moon Geun Young) and The Handmaiden (Two Kims pertains to Kim Min Hee and Kim Tae Ri). They have similar surnames which I find it cute.

However, TPOTW has a tragic ending that's why I wished and waited for 8 years for a lesbian movie that defies South Korean stigma against LGBTQ.

Jewel in the Palace goes deep into Korean cooking and Painter of the Wind shows you traditional Korean painting. Both depict a really detailed image of the time period and both have a strong female main character. The romance in both is also quite mild and builds slowly.

In 1867, Sin Jae Hyo leads the Dongrijungsa, which teaches pansori (traditional Korean musical storytelling). A young girl, Chae Seon, who wants to perform pansori, appears in front of him. Chae Seon has dreamed of performing pansori since she first heard Sin Jae Hyo perform when she was little, but Sin Jae Hyo turns her down because women are not allowed to perform pansori. Chae Seon then disguises herself as a man and enters the Dongrijungsa to learn pansori, but Sin Jae Hyo doesn’t accept her as his student. One day, he hears Daewongun, the most powerful man in Joseon and the father of the King, is going to hold a national competition of pansori performers known as “Naksungyeon”. Sin Jae Hyo decides to teach Chae Seon, who has a true voice to perform “Chunhyangga". If anyone finds out that Chae Seon is a woman, Sin Jae Hyo and Chae Seon will both face death.