Ouji-Sama No Dakimakura summary:

Mahiro, the head of the disciplinary committee, is assigned to take care of Asuma, the most tardy student in school. Rumor has it that Asuma will never wake up once he falls asleep, no matter what you do. This makes Mahiro worried, but eventually, they become roommates...One morning, when Mahiro tries to wake up Asuma, who is fast asleep, he is suddenly pulled into his bed! Asuma, who was not supposed to fast asleep, wakes up with a start and says, “It looks like I can wake up when I hug Mahiro-kun!!”Since then, Asuma has become very attached to Mahiro, and the distance between them is gradually growing closer...!