The Demon Lord Tasogare's castle is a dark and frightening place, filled to the brim with various monsters. Any soul unfortunate enough to be imprisoned here is sure to be terrified by the horrors within. However, the human princess Aurora Suya Rhys Syalis Kaymin is a different case. Rather indifferent to her situation, Syalis worries about one thing and one thing only—sleep. Ever since the demon lord kidnapped her from her kingdom, she has not had a single good night's rest. To alleviate her dozen dozing issues, the princess makes do with what she can find in the castle. Whether it be the fur of fluffy demonic teddy bears or the silky, blanket-like bodies of ghost shrouds, everything is but a means to ensure a peaceful slumber. With so many potential materials to craft items that can help her sleep at her disposal, nothing will stop the sleepy princess—not even death.

Fifteen years have passed since the war between humans and demons began. Dissatisfied with their slow advance into the Demon Realm, the Hero abandons his companions to quickly forge ahead towards the Demon Queen's castle. Upon his arrival at the royal abode, the Hero makes a startling discovery: not only is the Demon Queen a woman of unparalleled beauty, but she also seeks the Hero's help. Confused by this unexpected turn of events, the Hero refuses to ally himself with his enemy, claiming that the war the demons have waged is tearing the Southern Nations apart. However, the Demon Queen rebuts, arguing that the war has not only united humanity but has also brought them wealth and prosperity, providing evidence to support her claims. Furthermore, she explains that if the war were to end, the supplies sent by the Central Nations in aid to the Southern Nations would cease, leaving hundreds of thousands to starve. Fortunately, she offers the Hero a way to end the war while bringing hope not only to the Southern Nations, but also to the rest of the world, though she will need his assistance to make this a reality. Finally convinced, the Hero agrees to join his now former enemy in her quest. Vowing to stay together through sickness and health, they set off for the human world.

Special short of Maou-sama, Retry! published on the official Twitter.

While looking for the ledgendary Mapman, the last surviving member of the Nomad Star tribe, Lipumira finds him in Tokyo. His name is Gen Tokishima and he is the only one able to get one part of the starmap hidden within the Earth. After retrieving the piece, Gen must make a decision to follow Lipumira in her foolhardy search to find the remaining pieces of the starmap or stay on Earth. He makes his decision, only to find his girlfriend has beaten him to the spaceship as she wants to come as well. Unfortunately, as Gen learns the secret of the starmap, Lipumira's sisters have plans to stop her and will stop her at any cost. (Source: ANN)