Maoujou de Oyasumi

-Both main characters are humans and kidnaped by demon -Similar humour and soundtrack -Similar art 

Both main characters are humans surrounded by demons and they go through a bunch of hilarious situations and misunderstandings You're guaranteed to laugh if you watch either of them!  

They feel very similar how the protagonist is stuck between demons. Their story is very different and i liked them both. 

Both deal with a human fitting in with demons Both are comedy based Both are episodic anime, with the characters having new challenges that they face and overcome in each episode I looked through a lot of anime to find which one was closest to what I liked about Mairmashita! Iruma-kun? and Maoujou de Oyasumi was almost a perfect match. I heavily recommend it.  

Sleepy princess in the demon castle has a similar concept to Welcome to demon school Iruma-kun, where both main characters are transported to the demon realm. So if you enjoyed the concept of Welcome to Iruma-kun you might enjoy Sleepy princess in the demon castle, it also has pretty good comedy.  

I found the humor to be similar and the character of the demons (more grounded and nicer than than they would like you to believe). Both anime to watch to make you feel good without a complicated plot. 

Both are lighthearted comedy’s which take part in a world where demons exist. However both of the shows focus on the cute and wholesome part instad of a brutal story. The main characters and both of the cast’s are very wholesome. These anime are good when you want to relax and just be happy. They’ll both put a smile on your face. 

Both feature a human character getting kidnapped by demons. The humor for both anime is extremely similar, if you enjoy Sleepy princess you will like Iruma-kun  

Both shows deal with the premise of a princess being captured in the castle of the Demon King, with the story taking a comical turn as the princess gets comfortable in the castle in pursue of sleeping (in Maoujou de Oyasumi) or eating (Himesama "Goumon" no Jikan desu). 

Princesses held captive in these fantasy comedies as we meet new monsters interacting with them. Both MC's are very different in nature as well. Main difference too is with their premises in that Maoujou's Princess is seeking better sleeping standards in her cell whilst Goumon's Princess is making every effort to not fall into the tempation of good food. 

Both very similar settings with princesses being taken captive by the demon lord. One being tortured by food and the other trying everything they can to have a good sleep in her cell.  

Pretty much the same anime. Except the princess is a victim this time. 

If you are looking for a spiritual successor to "Sleepy Princess in the Demon Castle" you can look no further than "'Tis Time for "Torture", Princess". In both series, you can watch a noble and cute princess deal with being imprisoned by her arch-nemesis the Demon Lord. But there's a catch, their treatment is much more innocent and endearing than you would expect. 

Captive princess parody comedy. The "bad guys" are totally inept at being evil and actually come across as caring and friendly. Also lots of cuteness overload. 

Follows the stories of two captured princesses that soon become adjusted with their new setting. Instead of being miserable like they're supposed to be, they are comfortable and get along with their supposed enemies. Even the capturers form a fondness of their prisoner—it is through this that results in a light-hearted and enjoyable anime. 

The story is about a princess who is kept captive by demon forces but they are good to them. One of them can sleep plenty of time, Syalis from Maojou... , and the other one feels more liberated from her obligations to the kingdom and the crown. With tons of moe. 

The other side of daily life in the demon's world starring a Princess/Queen and their subordinates/friends. These two have many similarities; such as the presentation of each episode (2-3 separated focused themes), both have rich atmosphere settings, lots of cute reactions/expressions, and rom-com (not much in Maoujou but in Beelzebub-jou, yes). You should consider it if you like comedy, cute characters, and brilliant atmospheres. 

Both great fantasy slice of life. Beelzebub-jou no Okinimesu also has some romance but overall great shows to pass time. 

Both are about super cute royalty girls in settings that should, in theory, be extremely dark, but are actually also very cute. Both lack substance and mostly thrive on sheer cuteness alone. Both have vibrant colors and fluffiness. If you like one, you will surely like the other. 

These two share a remarcable rich and friendly eternity atmosphere. Maoujou is a bit cruel though and, apparently, not fully eternal, but it has a nice concept of its own. 

The two animes have many things in common, especially the protagonist. In Beelzebub-jou no Okinimesu mama, Beelzebub likes things that are soft and fluffy, while in Maoujou de Oyasumi, the princess also looks for fluffy and soft things that can provide a good night's sleep, both animes portraying this in a very similar fashion. I would even say that the author of oyasumi maoujou probably took some inspiration by the atmosphere of Beelzebub-jou. 

Sleep is the most important thing in life. Both MC's hobbies at this point could be said to be "sleeping". There is a difference in setting and comedy used where Tanaka-kun is very laid back and warming whereas Maoujou can get very slapstick yet vibrant but both are surrounded by an interesting group of characters. Regardless, both MC's will do anything just to get their sleep. 

Both mc loves sleeping Each episode involves comedy and laziness The side characters are always worry of them 

Both the main characters are quite similar #both the Mc trying to find peace and sleep both are talented for sleeping too But in maoujou the story takes place in a demon castle and in tanaka the story takes place in a peaceful slice of life atmosphere  

both MCs will do anything to protect their "sleep" both MCs only cares about the quality of their "sleep" both MCs seems to be apathetic to their surroundings both MCs make the other side casts worry about them in one way or another 

While the premises and subject matter of the two differ, the quality, tone, and timing of the comedic writing is very similar. If you enjoyed the way Demon Girl Next Door got its comedy done, you should check out Sleepy Princess in the Demon Castle because they share a lot of method and execution. Dead pan delivery, cutting cold, characters making cute/funny reaction sounds, and secondary comedic details happening in the background of a main shot all combine so that one could think both series were made by the same writers. 

Both have a similar humor style that goes against the traditional convention of good vs bad. Instead of becoming mortal enemies, they form a friendly relationship and aid each other in achieving their goals.  

A demon-girl more on the light-side VS. A princess more on the demonic-side. • BOTH shows feature female protagonists with unlikely characteristics as they venture on a journey of discovery. There's magic, demons, and heros in both shows and both feature a similar tone for the viewer to enjoy. Surprising friendships occur and light comedy via shared battles to overcome. • BOTH protagonists find comfort in a contrasting place.  

These shows use fantasy tropes and concepts, common in big action/adventure works, to instead tell simple, wholesome stories with comedic situations and a tone that overflows with charm. The atmosphere of both exude comfort matched by adorable art-styles, pastel colors and cute character designs. They'd both make a good pick for a relaxing watch. 

Both are about hilarious hijinks of magical creatures. Kobayashi is about a magical creature in the human world, while Maoujou de Oyasumi is about a human creating chaos in a magical setting. Both characters grow to prefer their 'adopted' homes over their original homes.  

The humor in these two are very similar. If you like the humor that Kobayashi has then you will like this one. It is another anime that is just there for pure humor. Another slice of life comedy that follows a loose plot full of humour. Just an day by day quest for better sleep that leads to funny situations. 

Similar setting/plot (just read the synopsis). One MC wants to sleep, the other wants to read. The difference is that the sleeping princess makes good comedy, but the bookworm does drama. IMO the character dynamic and the story felt more clean/reasonable in the Maoujou de Oyasumi, which is no surprise, since originally Maoujou de Oyasumi is a manga, and Honzuki no Gekokujou is a light novel. The manga was adapted with great direction, but the light novel adaptation felt artificial. The drama is forced/unnatural in Honzuki no Gekokujou, especially compared to Maoujou de Oyasumi (yes, a comedy did it better, I actually cared about the characters more than in the "chill/wholesome" Slice of Life Bookworm anime, believe it or not). One series decided what it wants to be and stuck to it, the other combined unmatching things. Personally, in the "wholesome SoL about the book-loving girl", I don't want any anime archetypes, all the annoying anime noises (which are fine in, say, ecchi comedy), pout faces, fake crying, etc. Which Ascendance of a Bookworm had. On the other hand, in Maoujou de Oyasumi, the (more or less) episodic comedy, I don't want forced drama, sudden change of tone, serious discussion of social issues, etc. And Maoujou de Oyasumi avoided all that, hence felt very smooth (consistent). This turned into a rant, but you have to know where my opinion is coming from, context matters. You may find no problems with something that bothered me and vice-versa. I recommend watching Maoujou de Oyasumi, but not the Ascendance of a Bookworm. read more 

Both feature a character that has a strong desire to do a certain activity but their environment is unable to fulfill them. So instead of doing nothing, they have decided to take the matter into their own hand and make everything from scratch so they can work towards fulfilling their desire/goal.  

I'm suprised to see that no one recomended Gintama as a similar anime. Gintama and Maoujou share a similar type of nosense humor that makes me cry from laughing almost every episode. As far as i remember these two and nichijou were the only ones that had me laugh so loud. 

Episodic with light tie-ins from previous episodes Quest focused plot lines Both are the kind of anime you can just turn your brain off and enjoy  

Both is a very cute snack. Maojou doesn't really have a storyline, but is really fun to watch. 

Both super funny character-based comedy parodying a trope (vampire hunter, princess in a castle). Both start off kind of weird but build up really likeable and hilarious characters. 

Both Maoujou de Oyasumi and Tearoom Teikoku Monogatari tend to be hilarious comedies but in their own different way, Both contain a princess main character, but while Maoujou de Oyasumi focuses fully on comedy with the story being used mostly as a side gig to enhance the jokes, Tearmoon Empire on the other hand goes a more story focused route, letting the story develop and designing it's jokes around the story instead. Both are good watches and if you've liked one of them you'll probably like the other.