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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...

Summer break is coming up fast for Hyodo Issei, but all his plans are put on hold when he finds out he is to accompany Rias for her visit back home to the underworld! A new adventure is about to begin and all the while Koneko is not acting herself.

Issei and the others begin their training to improve each of their skills. All the while things are happening around them as powerful people gather to fight against the Chaos Brigade. All the young devils gather in one place.

Koneko's sister Kuroka has appeared to take her sister away from Rias Gremory. Issei and Rias chase after her to stop that from happening. At the same time, a figure who objects to these alliances between mythologies appears at the great gathering.

Loki has been sealed away, but only temporarily. Rias and her family are among the volunteers trying to hold him back, while Odin returns North to retrieve the powerful hammer Mjolnir. Will everyone be able to stand up and fight against a god?

With Loki defeated, Rias and her household return to the human world to finish up their last days of summer. A pile of homework awaits Issei, but he goes on a date with Akeno instead! Akeno throws herself at Issei, hoping to forget her terrible past.

Issei and the others are back to school and their daily lives. Irina and Rossweisse both start to live at Issei's house and the sports festival is fast approaching. During all of this, Diodora Astaroth appears before Asia and proposes to her?!

Diodora continues to pester sweet Asia as the Rating Game approaches. Issei and the others prepare for battle as dark things brew in the background. When the Gremory household jumps to the field, they find themselves in an unexpected battle!

Rias and her household leaves the fighting of the Chaos Brigade to the adults as they rush toward the temple to save Asia. There, Diodora replaces the Rating Game with a little game of his own. They must fight against his forces to get Asia back!

The sudden death of Asia surprises Issei and makes him trigger Juggernaut Drive. While Rias and her household try to save him, Azazel and Sir Zechs meet the leader of the Chaos Brigade! What is her true intention for creating the organization?

Asia saves Issei by healing the dragon within him after his incomplete transformation. Finally, they all make it back home and enjoy their peaceful days. After Loki fails with Issei, he turns his evil grasp toward Rias.

Issei goes to see Vali for help, which is in itself an action against the underworld. With the help of Arthur and his Holy Royal Sword Collbrande, the Rias household goes to the Dimensional Gap. There, they meet Rias and try to bring her back.

Issei must stop Rias by fighting against her. As she pummels him with attacks, Issei recalls various memories that he shared with her. Unable to leave Rias in such a state, he runs forward to bring back the regal and dignified Rias he remembers.

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.

Alternative version of the final four episodes of High School DxD BorN.

Issei prepares for his school trip to Kyoto, but before he leaves, he must go with Rias and the others to the Gremory household so Rias can report the completion of her family. There, they meet Sairaorg, who requests a little hand-to-hand with Issei.

Issei and his classmates arrive in Kyoto. Although Issei is ready to enjoy Kyoto to the fullest, getting stronger is s always on his mind. However, it seems training isn't the only thing to worry about in Kyoto. Powerful groups have begun to move.

Issei and the others continue their training, even while they fully enjoy themselves in Kyoto. Issei's group meets the mysterious nine-tailed fox once again and, this time, she begs them to help the youkai save her mother from the Chaos Brigade.

The Hero Faction has arrived and Cao Cao wants to cross blades with Azazel and the Red Dragon Emperor. In such a dire situation, Issei must respond quickly so all his friends make it out of this alive. Will he ever find his "potential" and release it?

Issei and his team meet with Cao Cao at the Nijo Castle and find Kunou's mother there. A showdown between the two factions begins. Pushed into a corner, Issei finally finds it inside himself to unleash his inner potential and call for what is his.

Issei summons his beloved President into the heat of the battle in Kyoto. As she floats before him, Elsha whispers into his ear to poke her boobs. Pressing the switch releases his potential power and Issei challenges Cao Cao once again.

The Chaos Brigade has quieted down since their stunt in Kyoto so Issei and the others must now focus on other issues. After all, there are hero shows to act in, a school festival to prepare for, and the ever-looming Rating Game with Sairaorg...

The Gremory family is now in full training mode for the upcoming Rating Game. However, Issei has a lot of other things on his plate. There's a school festival to prepare for and a press conference to overcome. On top of that Rias is acting strange?!

The Rating Game is about to start, but Issei has things to figure out. He has formulated a guess as to why Rias is acting the way she is, but does he dare believe it? His girls give him courage. And, finally, their team steps out into the battlefield.

The competition in the Rating Game is getting heated. Can Team Gremory keep their cool and prevail, or will Issei be undone by a strip show?

Sairaorg has finally risen up to the stage and Kiba, Xenovia, and Rossweisse team up against him. The battle is swift and brutal and Issei is finally reaching his bursting point. Will he be able to channel his feelings? Or will resentment take over?

Issei purges the curse of his Sacred Gear and stands up once again, in his form as a Queen piece. Sairaorg and Issei duke it out in one final fist fight where winner takes all. After that, the only thing he has to worry about is his confession to Rias...