To Issei's surprise, Asia who was living in the Occult Research Club's club house ever since she was made a part of Rias Gremory's peerage was arranged to live in Issei's house (Hyoudou Residence). Meanwhile, seeing as Issei still lack the stamina and physique to perform the task and chores for her peerage, Rias decides for Issei to undergo basic training. The next day, Asia transferred to Kuoh Academy becoming Isse's classmate, Issei was relieved to see that she fits perfectly in. That evening after the rudimentary task of distributing pamphlets, he meets with Mil-tan, a client and a very muscular man who wants to be a Magical Girl.
Low morale from having to fail to secure a contract, Issei decides to go to the school infirmary to sleep, when he woke-up, he saw a naked Rias sleeping beside him. Rias decides to help Issei on his next request to make sure that he'll get a contract this time, meeting a foreigner named Susan who loves the Japanese culture, especially the samurai. Susan reveals that her request is for the Devils to help her in taking her notes back from the university and her love confession. Using Issei's advice of writing a love letter, Susan manages to properly convey her feelings, resulting in her love interest, Horii, and her successfully becoming a couple. Back at the Occult Research Club, Issei and Rias share an intimate moment, as Akeno notices the change in her master.
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