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Issei Hyodo's first date with his new girlfriend ends poorly when she turns into a monster and stabs him in the stomach. Luckily, he's saved by Rias, the buxom president of his school's Occult Research Club. And then, things really start to get weird...

Surprise! All the members of the Occult Research Club are devils, including new-recruit Issei, who's having difficulties figuring out the whole "demonic power" thing. Maybe he'd have better luck if Fallen Angels stopped popping up and trying to kill him.

Issei meets and befriends a girl named Asia Argento, a Sister who has arrived to serve at the town's church. Issei learns more about the chess game in which he has become a part, and the roles that he and his fellow devils play within it.

Issei is determined to get stronger. He spends some more time with Asia, but once again, their circumstances keep them apart. Issei finds out that although pawns may not be very strong, they have a power that allows them to act like other chess pieces.

While Kiba and Koneko back him up, Issei rushes in to rescue a critically injured Asia. Leaving the others behind, Raynare and Issei become engaged in a duel to the death! Elsewhere, Rias and Akeno have their hands full with Raynare's fallen angels.

New living arrangements are made for Asia, who has been living in the club's room. Meanwhile, Issei begins a new training regimen with Rias to improve his physical fitness. Asia begins attending school, where she is placed in Issei's class.

Rias decides that it is time for Issei and Asia to have servant familiars. The school's student council visits the club room, and Issei learns that they are another faction of devils. The two groups compete to see who gets first pick of the new familiars.

Issei dreams that he is marrying Rias, which leads him to get in touch with his inner dragon. Asia confesses a desire to have a deeper relationship with Issei.

Issei and Asia undergo a special training camp with the other household members to get ready for the upcoming Rating Game. Issei struggles to figure out what his own special characteristic is. Rias explains more about devils and the Gremory family.

The time for the start of the Rating Game arrives, and the contestants are transported to a battlefield in an alternate dimension. While Asia and Rias remain at their base, Issei and Koneko face the opposition, and Issei reveals his new signature move.

Kiba becomes entrenched in battle against Karlamine, one of Riser's knights, while Akeno fights Yubelluna, his queen. Meanwhile, Issei takes on Ravel and the other remaining pieces. Rias launches an all-or-nothing sneak attack against Riser.

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 wakes up to find that the battle is over, and he has lost. Rias and the others are at a party in honor of her engagement to Riser, but with some help from Grayfia and Asia, Issei decides to crash it, rescue Rias, and bring her home with him!

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.

Koneko accidentally has her personality reversed magically, making her incredibly sexually active and reversing her sexual preference.

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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Issei is back with Rias and Asia living in his house, and Kiba starts acting weird when he sees a picture of a holy sword at Issei's house.

Issei gets another warning about the white dragon, and church followers bearing Holy Swords pay a visit to the devils.

Issei and Kiba fight the Xenovia and Irina, and Issei tries to deal with the consequences of their fight.

Issei and the others team up with the church to fight Freed, but an even greater enemy appears.

The Kuoh Academy students fight Kokabiel and his minions to defend their school and their town.

The Occult Research Club fights Kokabiel and learns some shocking truths about the power struggle between the angels, fallen angels, and devils.

The Occult Research Club takes over cleaning the pool to thank the student council for their help with Kokabiel, and Issei runs into a lot of trouble.

Issei learns more about the feud between the Twin Sky Dragons and Rias and Sona have to deal with troublesome family members at Open House.

The other Bishop of the House of Gremory is released, and Akeno takes Issei to meet a new acquaintance.

Issei meets Michael, the Chief of the Angels, and continues training Gasper in the days leading up to the Leaders' Summit.

Time stops during the Leaders' Summit, and Issei and the others meet a new enemy.

Issei battles Vali and discovers hidden depths to his power as the Twin Sky Dragons face off.

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.

Unaired 13th canon episode of season 3. Issei goes to the Underworld to help and train Riser Phenex who has lost all confidence in himself by the request of Ravel Phenex.

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.