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The Occult Research Club goes on a beach outing. Issei messes up applying sun lotion to Rias, and is punished by being beaten by Koneko with a baseball bat.

Issei is being given lessons in magic by Akeno. After getting beaten, he spills a parfait on her. She requests him to lick it off her chest. At this point, Issei wakes up in Asia's lap and gets shocked by Rassei.

A few flashbacks of how Issei first found out and eventually perfected his special move, Dress Break.

As part of the penalty from a bet, Sona and Tsubaki make udon for the Occult Research Club; however an accident makes the udon come to life in a very peculiar way.

Asia wants to prove she is just as bad as any demon by using ideas found in Issei's magazines, going as far as dressing up like a harlot and seducing him, but Issei tells her to just be herself.

Unaired 13th episode of season 1. A rumor is going about the school about how girls are disappearing and coming back ill and with their breast size decreased.

Unaired 14th episode of season 1. Issei gets possessed by a perverted mummy.

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Unaired 13th episode of season 2. When Asia Argento is attacked by a monster that steals underwear, Rias Gremory, Hyoudou Issei and the rest of the gang step in to destroy it... only to be surprised by the monster's tentacle attack. As it turns out, Shidou Irina's target is not the monster but whoever has been controlling it. And so the hunt for the Legendary Sage, an underwear thief, is on...

Rias and Akeno compete to see whose sexy roleplay has greater appeal for Issei.

Irina, Xenovia, and Asia compare their "battle underwear".

Koneko has a healing technique, but does Issei have the wrong idea?

Tsubaki can't decide between two magical girl costumes and convinces a reluctant Sona to try one one.

Дополнительный эпизод, вышедший в комплекте с ограниченным «DX.2»-изданием. Сюжет стартует вскоре после событий аниме-сериала «Старшая школа DxD: Рождение».

Иссэю Хёдо поручено задание: привести в прежнюю форму своего бывшего соперника — Райзера Фенекса. Для этого вся семья Риас Гремори отправляется в Преисподнюю, её родину, а Иссэй обращается за помощью к дракону Таннину, который некогда тренировал самого Сиськодракона. Также Иссэй сгорает от желания полюбоваться тем, как Риас и другие демоницы нежатся на горячих источниках, неподалёку от места тренировок Райзера. Однако прежде Иссэю и Райзеру вновь предстоит сразиться, на этот раз за право первым насладиться видом обнажённых девушек.

Grayfia isn't quite herself when she and Issei accidentally encounter each other in the bath.

When Rossweisse helps Issei study for a test, it proves difficult to avoid inappropriately distracting him.