
If you're looking for anime similar to The Chill Couple - Specials, you might like these titles.
Koyomi Takasaki, a boy who lives with his mother after his parents divorce. He attempts to make friends in his new college prep school, but his social awkwardness combined with an atmosphere of focusing on studies means he is unsuccessful. One day, his classmate Kazune Takigawa approaches him, and tells him that she is actually from World Line 85, where she and Koyomi are lovers.
A boy who lives with his father after his parents divorce. He meets a girl named Shiori Satou at his father's research lab, and they begin a relationship that is slowly blossoming into love. But everything changes when their parents decide to marry each other, and they decide to move to a parallel world where they are not stepsiblings.
A boy named Ganta and a girl named Isaki are insomniac schoolmates. Both worry about their constant lack of sleep. After a chance meeting in the school's observatory-turned-storage room, the two share secrets, and begin having an unusual connection.
Welcome to Hijiri Academy! Completed only as of this year, freshmen are the only students who walk its halls; and now, a student body has been elected. As newly-appointed vice president, well-liked and cordial Midori Saejima knows she has her work cut out for her, in more ways than one: she’s been in love with the president, Akira Sudoh, ever since she secretly saw him care for a stray kitten one rainy night. As Midori’s feelings continue to grow, she finds herself more and more convinced that Akira has a girlfriend, much to her dismay. Will Midori come to terms with her feelings and confess, or accept that her love may be unrequited?