The fourth arc, The Legend of Oppai Dragon and his Lively Companions (гЃЉгЃЈгЃ±гЃ„гѓ‰гѓ©г‚ґгѓігЃЁж„‰еї«гЃЄд»Ій–“гЃџгЃЎгЃ®дјќиЄ¬ Oppai Doragon to Yukaina Nakamatachi no Densetsu), starts at volume fourteen though twenty-one. The Heroic Oppai Dragon (и‹±й›„пј€гѓ’гѓјгѓгѓјпј‰гЃЉгЃЈгЃ±гЃ„гѓ‰гѓ©г‚ґгѓі HД«rЕЌ Oppai Doragon) follows volumes seven through twelve. Birth of the Breast Dragon Emperor (д№ійѕЌеёќиЄ•з”џ ChichiryЕ«tei TanjЕЌ) is the second story arc and follows volumes three through six.

The first arc, titled The Red Dragon Emperor's Awakening (иµ¤йѕЌеёќи¦љй†’ SekiryЕ«tei Kakusei), ran through the first two volumes.

Ishibumi has grouped the light novels into various story arcs. Rias reveals her identity as a Devil to Issei, and claims that she has reincarnated him into a Devil, thus beginning his new life as a Devil servant in the Occult Research Club. The next morning, Issei, under the assumption the events that occurred yesterday were all just a dream again, wakes up to find a naked Rias in his bed. He is then attacked and wounded by a male Fallen Angel Dohnaseek until a crimson-haired woman named Rias Gremory steps in and saves him, just before Issei loses consciousness from the light spear that was thrown by the Fallen Angel. Later, after spending the night watching some porno DVDs with his friends, Issei walks home and finds himself in the same place where Yuuma had killed him. The next day, Issei wakes up to find himself alive, leading him to assume the events that transpired yesterday were all but a bad dream. Issei is brutally attacked and killed by Yuuma, his last sight being a glimpse of red hair in front of him. Under the impression of receiving a kiss from the girl, Issei is shocked when Yuuma whispers the words 'Can you die for me?' and transforms into a Fallen Angel.

At the conclusion of the date at night, Issei is brought to a local park, where Yuuma asks him if he wants to know what her wish is. He lives a peaceful life with his equally-perverted friends, Matsuda and Motohama, until he is called for a date by a girl named Yuuma Amano. The story revolves around Issei Hyoudou, a lecherous high school student attending Kuoh Academy, a former all-girls school that has recently turned co-ed.

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