[System] You are a helpful assistant with deep knowledge about the High School DxD universe.

[User] Can you summarize Irina Shidou's involvement in Volume 18?

[Assistant] Irina travels to Heaven with the Occult Research Club. Upon returning, her father, Touji Shidou, organizes the Christmas project and provides her with a magic doorknob. This doorknob leads to an interdimensional room intended for her to mate with Issei. Irina, along with Toiji, Issei, Xenovia, and Asia, are attacked by Masaomi Yaegaki. Masaomi wields the Holy Sword Ame no Murakumo no Tsurugi infused with half of Yamata no Orochi. Her father is impaled and poisoned, leading to his hospitalization. Touji gives Irina the Holy Sword, Hauterclere, and is later transferred to Heaven for treatment. When Qlippoth attacks Heaven, Irina saves her father from Masaomi. She uses Hauteclere, Issei's Ascalon, and Xenovia's Ex-Durandal to purify Masaomi's sword, ridding him of the Dragon's influence. Rizevim then kills Masaomi. Irina later meets Azazel dressed as Santa Claus with Issei. They recall their childhood promise and attack Azazel with Ophis's help.

[User] What exactly does the magic doorknob do?

[Assistant] The magic doorknob leads to an interdimensional room. This room is intended for Irina and Issei to mate without falling.

[User] Who attacks Irina and her companions, and what weapon is used?

[Assistant] Masaomi Yaegaki attacks Irina, Touji, Issei, Xenovia, and Asia. He wields the Holy Sword Ame no Murakumo no Tsurugi, which is infused with half of Yamata no Orochi.

[User] What happens to Irina's father after the attack?

[Assistant] Touji is impaled and poisoned. He is hospitalized and later transferred to Heaven to be cured.

[User] What does Irina receive from her father before he is transferred?

[Assistant] Irina receives the Holy Sword, Hauterclere, from her father.

[User] How does Irina defeat Masaomi in Heaven?

[Assistant] Irina uses her new sword, Hauteclere, along with Issei's Ascalon and Xenovia's Ex-Durandal. Together, they purify Masaomi's sword, ridding him of the Dragon's influence.

[User] What is the ultimate fate of Masaomi Yaegaki in Heaven?

[Assistant] Rizevim kills Masaomi after Irina, Issei, and Xenovia purify his sword.

[User] What event triggers Irina and Issei to attack Azazel?

[Assistant] Meeting Azazel in a Santa Claus outfit triggers Irina and Issei to recall their childhood promise to attack Santa.

[User] Who assists Irina and Issei in attacking Azazel?

[Assistant] Ophis helps Irina and Issei attack Azazel.

[User] What is Irina's role in the Extra Life of DX.1?

[Assistant] Irina takes the place as Riser's substitute Bishop during the Rating Game rematch between Rias and Riser.

[User] Why is Irina acting as Riser's Bishop?

[Assistant] Irina is an old acquaintance of Riser's Knight, Kariamine, and is therefore chosen as Riser's substitute Bishop.

[User] Who does Irina face during the Rating Game rematch?

[Assistant] Irina faces off against Xenovia during the Rating Game rematch.

[User] What is the outcome of Irina and Xenovia's fight?

[Assistant] Irina and Xenovia's fight continues even after the game ends.


[System] You are a helpful assistant with deep knowledge about the High School DxD universe.

[User] Could you provide a detailed summary of the events in Volume 2, focusing on Issei Hyoudou's involvement?

[Assistant] During a dream about marrying Rias, Issei encounters a Red Dragon. Following training with Rias, Asia moves in with Issei after Rias convinces his parents. Rias attempts to take Issei's virginity, but Grayfia Lucifuge interrupts due to Rias's arranged engagement. Issei meets Riser Phenex, Rias's betrothed, who displays his all-female peerage. Issei activates his Boosted Gear but is defeated by one of Riser's Pawns. Rias agrees to a Rating Game with Riser, with her engagement at stake. Issei and the Occult Research Club train on a mountain. In the Rating Game, Issei teams up with Koneko, incapacitating three Pawns with Dress Break, defeating a rook with Dragon Shot, and assisting in defeating five of Riser's Peerage with Kiba. Issei faces Riser but is nearly beaten, causing Rias to resign. Grayfia informs Issei of Rias's defeat, and he receives a magic circle allowing him to warp to the Underworld. Sirzechs Lucifer reveals the engagement party is for entertainment and allows Issei to battle Riser. Issei sacrifices his arm to use his Balance Breaker armor, using his dragon arm to hold a cross against Riser. He pours boosted Holy Water on Riser and delivers a punch, knocking him unconscious, resulting in Issei's victory. Rias thanks Issei and worries about future arranged engagements. Issei vows to save her, leading to their first kiss. Back home, Rias moves in with Issei's family. Rias offers Issei a bath, but Asia intervenes, and Issei wonders about the possibility of a harem.

[User] What specifically happens during Issei's initial encounter with the Red Dragon in his dream?

[Assistant] While dreaming about marrying Rias, Issei encounters a Red Dragon, which subsequently wakes him up.

[User] What events lead to Asia moving in with Issei?

[Assistant] Asia moves in with Issei after Rias successfully convinces Issei's parents to allow it.

[User] Why does Grayfia Lucifuge interrupt Rias' attempt to take Issei's virginity?

[Assistant] Grayfia Lucifuge intervenes because Rias attempts to break off the engagement set by her brother and father.

[User] Who is Riser Phenex, and what is his connection to Rias?

[Assistant] Riser Phenex, from the Phenex Clan, is revealed to be Rias's betrothed.

[User] What occurs during Issei's confrontation with Riser Phenex before the Rating Game is agreed upon?

[Assistant] Riser displays his all-female peerage and makes out with some of them, refusing to accept Issei as Rias's fiance. Issei activates his Boosted Gear but is defeated by one of Riser's Pawns.

[User] What is the agreement reached regarding the Rating Game between Rias and Riser?

[Assistant] Rias agrees to face Riser in a Rating Game with her engagement on the line.

[User] Where do Issei and the Occult Research Club go to train for the Rating Game?

[Assistant] Issei and the Occult Research Club members go to a mountain to train.

[User] Can you describe Issei's actions and accomplishments during the Rating Game against Riser?

[Assistant] Issei teams up with Koneko. He incapacitates three Pawns with Dress Break, defeats one rook with Dragon Shot, and assists in defeating five of Riser's Peerage with Kiba. He later faces Riser.

[User] What is the outcome of Issei's direct confrontation with Riser during the Rating Game?

[Assistant] Issei's body reaches its limit due to the burden of the boosted power and is nearly beaten to death by Riser, forcing Rias to resign.

[User] What leads Issei to travel to the Underworld after Rias's defeat in the Rating Game?

[Assistant] Grayfia informs Issei of Rias's defeat and provides him with a magic circle that allows him to warp to the Underworld.

[User] What is revealed upon Issei's arrival at the engagement party in the Underworld?

[Assistant] Sirzechs Lucifer reveals that the engagement party is for entertainment and allows Issei to battle Riser one more time.

[User] What strategy does Issei employ during his rematch against Riser, and what are the consequences?

[Assistant] Issei sacrifices his arm to use his Balance Breaker armor and uses his dragon arm to hold a cross against Riser. He pours boosted Holy Water on Riser and delivers a punch, knocking him unconscious.

[User] How does the conflict between Issei and Riser ultimately conclude?

[Assistant] Issei knocks Riser unconscious, winning the battle.

[User] What transpires between Issei and Rias after the battle against Riser concludes?

[Assistant] Rias thanks Issei and worries about future arranged engagements. Issei vows to save her, leading to their first kiss.

[User] What living arrangements are made after Issei and Rias return home?

[Assistant] Rias moves in with Issei's family.

[User] What happens involving Issei, Rias, and Asia at the end of Volume 2?

[Assistant] Rias offers Issei a bath, but Asia intervenes, and Issei wonders about the possibility of a harem.


[System] You are a helpful assistant with deep knowledge about the High School DxD universe.

[User] Provide a detailed summary of Issei Hyoudou's experiences and the key events that occurred in Volume 12.

[Assistant] Issei's original body is destroyed by Samael's curse. He gains a new body with assistance from Great Red and Ophis. Issei returns and saves the child held hostage by Jeanne and Heracles, defeating Jeanne. He encounters Cao Cao for the third time and is initially outmatched, despite Rias's efforts to recharge his power. Issei uses a bullet from Gogmagog, containing Samael's blood, on Medusa's eye being used by Cao Cao, reversing the situation. Cao Cao attempts to activate the Truth Idea, but fails because its effects rely on God's will in the Holy Spear. The True Longinus chooses Issei's wish instead of Cao Cao's ambition, leading to Cao Cao's defeat. Issei is officially promoted to a Middle-Class Devil, along with Akeno and Yuuto. Rias and Issei plan a date, accompanied by the Occult Research Club.

[User] Can you elaborate on the specifics of Issei's encounter with Cao Cao and the use of Samael's blood?

[Assistant] In his third encounter with Cao Cao, Issei is initially outmatched. Rias attempts to aid him by recharging his power, but it proves insufficient. Issei then utilizes a bullet originating from Gogmagog, which contains Samael's blood. He uses this bullet on Medusa's eye, which Cao Cao is using, thereby turning the tide of the battle.

[User] What were the circumstances surrounding Cao Cao's attempt to activate the Truth Idea and why did it fail?

[Assistant] Cao Cao attempts to activate the Truth Idea to gain an advantage. The activation fails because the Truth Idea's effects are dependent on God's will within the Holy Spear. The True Longinus ultimately selects Issei's desire over Cao Cao's ambition, resulting in the failure of Cao Cao's plan.

[User] What is the significance of Issei, Akeno, and Yuuto's promotion to Middle-Class Devils at the end of Volume 12?

[Assistant] Issei, Akeno, and Yuuto's promotion to Middle-Class Devils signifies their advancement in rank and power within the hierarchy of Devils, acknowledging their accomplishments and potential.

[User] Outline the key events and Issei's involvement in Volume 13's Extra Life.

[Assistant] Millicas visits and temporarily stays at the Hyoudou Residence. He engages in a mock battle against Issei, Kiba, and Gasper, where he is defeated. Issei observes Millicas's extraordinary power and talent, which is compared to that of Vali. Millicas chooses Oppai Dragon over Satan Red, which disappoints Sirzechs. Issei and Millicas form a bond. Issei receives a familiar, the Norse flying ship Skíðblaðnir from Surtr Second, which he names Ryuuteimaru.

[User] Describe the mock battle involving Millicas, Issei, Kiba, and Gasper, and how Issei assessed Millicas's abilities.

[Assistant] Millicas participates in a mock battle against Issei, Kiba, and Gasper. Although Millicas is defeated, Issei notes that his power is exceptional, and his talent is considered to be on par with Vali's.

[User] Explain the situation surrounding Millicas's choice between Satan Red and Oppai Dragon and its effect on Sirzechs.

[Assistant] When questioned by Sirzechs about his preference between Satan Red and Oppai Dragon, Millicas chooses Oppai Dragon. This disappoints Sirzechs, especially when he witnesses the friendly interaction between Issei and Millicas.

[User] Provide details regarding Issei's acquisition of the familiar Skíðblaðnir and its origin.

[Assistant] Issei is given a familiar, the living Norse flying ship Skíðblaðnir, by Surtr Second. Issei later names the ship Ryuuteimaru.


[System] You are a helpful assistant with deep knowledge about the High School DxD universe.

[User] Can you give me a detailed summary of Issei Hyoudou's actions and events in Volume 14?

[Assistant] In Volume 14, Issei meets Mephisto Pheles, the Director of the Magician Council, regarding the pact between the Occult Research Club and Magicians. He attends the negotiation with the Vampires, who were led by Elmenhilde Karnstein, who wanted Gasper to join her clan, the Carmilla Faction. He asks Elmenhilde a question but is ignored. Several days later, Issei is attacked by three Stray Magicians. They distract him so that they could kidnap the first-year students of the Occult Research Club. Issei, along with the other members of the Occult Research Club and the Student Council, battle the Stray Magicians and the Magicians from Khaos Brigade. They easily defeat them. Issei, Akeno, Xenovia, Asia, Irina, Rossweisse, Saji, and Sona are summoned to meet someone. The group is sent to a "factory" built in the Dimensional Gap. It was used to create artificial Phoenix Tears using clones of the Phenex Clan. After some talk with the supposed leader, he summons Grendel. Issei is forced to battle Grendel one-on-one. He is overpowered until he uses Ascalon's Dragon Slayer abilities to turn things around. Euclid Lucifuge, Grayfia's younger brother and the leader of the Magicians, calls Grendel to retreat and reveals himself to Issei and the others.

[User] What was the specific purpose of Issei's meeting with Mephisto Pheles?

[Assistant] The meeting with Mephisto Pheles concerns the pact between the Occult Research Club and the Magicians.

[User] Who led the Vampires in the negotiation that Issei attended?

[Assistant] Elmenhilde Karnstein led the Vampires during the negotiation.

[User] What was Elmenhilde Karnstein's goal regarding Gasper?

[Assistant] Elmenhilde Karnstein wanted Gasper to join her clan, the Carmilla Faction.

[User] Why was Issei ignored when he asked Elmenhilde a question?

[Assistant] Issei was ignored due to his status as a servant.

[User] What exactly were the Stray Magicians attempting to accomplish when they attacked Issei?

[Assistant] The Stray Magicians attacked Issei to distract him so that they could kidnap the first-year students of the Occult Research Club.

[User] Which organizations participated in the battle against Issei and the Occult Research Club?

[Assistant] The Stray Magicians and the Magicians from Khaos Brigade participated in the battle.

[User] Besides Issei, who else was summoned to the meeting after the battle?

[Assistant] Akeno, Xenovia, Asia, Irina, Rossweisse, Saji, and Sona were also summoned to the meeting.

[User] Where was the group sent after being summoned?

[Assistant] The group was sent to a "factory" built in the Dimensional Gap.

[User] What was the purpose of the "factory" in the Dimensional Gap?

[Assistant] The "factory" was used to create artificial Phoenix Tears using clones of the Phenex Clan.

[User] Who summoned Grendel, forcing Issei into a one-on-one battle?

[Assistant] The supposed leader of the group summoned Grendel.

[User] How did Issei manage to turn the tide against Grendel?

[Assistant] Issei used Ascalon's Dragon Slayer abilities to turn things around.

[User] Who called for Grendel to retreat?

[Assistant] Euclid Lucifuge called for Grendel to retreat.

[User] What is Euclid Lucifuge's relationship to Grayfia?

[Assistant] Euclid Lucifuge is Grayfia's younger brother.


[System] You are a helpful assistant with deep knowledge about the High School DxD universe.

[User] Can you provide a detailed summary of the events in Volume 15 and Issei Hyoudou's involvement in those events?

[Assistant] In Volume 15, Issei and Ravel are in the process of selecting magicians for pacts. Akeno, Sona, and Bennia enter Issei's room to discuss the planned actions of the Sitri and Gremory groups while Rias and Yuuto are away in Romania. The discussion occurs in the underground pool. Kuroka and Le Fay arrive, revealing that they fought the Evil Dragon, Aži Dahāka. Subsequently, Griselda Quarta, Dulio Gesualdo, and Tobio Ikuse arrive, offering to help train the group, and Issei agrees.

[User] Where does the discussion between Akeno, Sona, and Bennia take place?

[Assistant] The discussion between Akeno, Sona, and Bennia happens in the underground pool.

[User] Who reveals that they fought Aži Dahāka?

[Assistant] Kuroka and Le Fay reveal that they fought the Evil Dragon, Aži Dahāka.

[User] Who offers to help train the group, and does Issei accept their offer?

[Assistant] Griselda Quarta, Dulio Gesualdo, and Tobio Ikuse offer to help train the group. Issei agrees to their offer.

[User] Why are Rias and Yuuto absent during these events?

[Assistant] Rias and Yuuto are in Romania during these events.

[User] What is the main activity that Issei is engaged in at the beginning of Volume 15?

[Assistant] At the beginning of Volume 15, Issei is selecting magicians to make pacts with, alongside Ravel.

[User] What is the purpose of the meeting between Akeno, Sona, and Bennia?

[Assistant] The purpose of the meeting between Akeno, Sona, and Bennia is to discuss the planned actions of the Sitri and Gremory groups while Rias and Yuuto are in Romania.


[System] You are a helpful assistant with deep knowledge about the High School DxD universe.

[User] Can you give me a detailed summary of the events in Volume 16, particularly focusing on Issei Hyoudou's involvement?

[Assistant] Issei, along with the Occult Research Club members, Bennia, and Loup Garou, travels to Romania to assist Rias and Yuuto, who are confined in the Tepes castle. Upon arrival, they reunite with Rias and Yuuto. The group is then taken to the throne room to meet Valerie Tepes, the new "King", and Marius Tepes, the new mayor. Marius' actions anger the group. He claims to be protected by the Evil Dragon Crom Cruach. Issei and the others then meet Rizevim Livan Lucifer, Vali's grandfather, who proposes that Issei join his group, but Issei refuses. Issei then attempts to stop the extraction of the Longinus, Sephiroth Graal, from Valerie and save her. He encounters Grendel again. Issei and his friends team up to battle Grendel to buy time for Rias to use her new move. They successfully deal serious damage to Grendel with their combined efforts. The fight concludes without a clear outcome when Crom Cruach appears and orders Grendel to retreat. Vali appears, and both Issei and Vali agree to team up to face Crom Cruach. In his Cardinal Crimson Queen form, Issei deals minor damage to Crom Cruach using Crimson Blaster combined with Ascalon's dragon-slaying ability. Crom Cruach stops the fight, having been instructed to stall them for ten minutes. Issei later fights mass-produced Evil Dragons rampaging at Carmilla's castle town and defeats them easily until he encounters Euclid Lucifuge. He fights against Euclid, who uses a replica of the Boosted Gear. Issei is overwhelmed by Euclid in his Scale Mail but turns the fight around using a new power that allows him to create small white Dragons that can "divide" and "reflect". The fight is stopped when Rizevim and Lilith arrive and order Euclid to retreat. After returning from Romania, Issei participates in the meeting for the formation of D×D and tells Ravel that he wants Le Fay to be his contracted magician.

[User] What exactly prompted Issei and his group to travel to Romania in Volume 16?

[Assistant] Issei and his group travel to Romania to provide aid to Rias and Yuuto, who are confined in the Tepes castle.

[User] Who did Issei and his group encounter after arriving at the Tepes castle in Romania?

[Assistant] After arriving at the Tepes castle, Issei and his group reunite with Rias and Yuuto and subsequently meet Valerie Tepes, the new "King", and Marius Tepes, the new mayor.

[User] What was the cause of the group's anger during their meeting with the new mayor, Marius Tepes?

[Assistant] The group is angered by Marius' actions and his claim that he can act without fearing for his life due to his bodyguard, the Evil Dragon Crom Cruach.

[User] Who proposes that Issei join his group, and what is Issei's reaction?

[Assistant] Rizevim Livan Lucifer proposes that Issei join his group. Issei refuses this proposal.

[User] What Longinus is Issei involved in preventing the extraction of, and from whom?

[Assistant] Issei participates in the attempt to stop the extraction of the Longinus, Sephiroth Graal, from Valerie.

[User] Who does Issei encounter again while attempting to save Valerie?

[Assistant] Issei encounters Grendel again.

[User] How does Issei and his friends try to buy time for Rias during the fight with Grendel?

[Assistant] Issei and his friends team up to battle Grendel in order to buy time for Rias to use her new move.

[User] What interrupts the fight between Issei's group and Grendel, leading to its inconclusive end?

[Assistant] Crom Cruach appears and orders Grendel to retreat, concluding the fight without a clear outcome.

[User] Who does Issei team up with to face the Evil Dragon Crom Cruach?

[Assistant] Issei teams up with Vali to face the Evil Dragon Crom Cruach.

[User] What form does Issei take during his fight with Crom Cruach, and what is the result of his attack?

[Assistant] Issei fights in his Cardinal Crimson Queen form and deals minor damage to Crom Cruach using Crimson Blaster combined with Ascalon's dragon-slaying ability.

[User] Why does Crom Cruach cease fighting Issei and Vali?

[Assistant] Crom Cruach stops the fight because he was told to stall them for only ten minutes.

[User] Who does Issei encounter while fighting the mass-produced Evil Dragons?

[Assistant] Issei encounters Euclid Lucifuge.

[User] What weapon does Euclid Lucifuge wield, and how does it affect the battle with Issei?

[Assistant] Euclid Lucifuge uses a replica of the Boosted Gear and initially overwhelms Issei in his Scale Mail.

[User] How does Issei manage to turn the tide against Euclid Lucifuge during their fight?

[Assistant] Issei turns the fight around by using a new power that allows him to create small white Dragons that can "divide" and "reflect".

[User] Who intervenes to stop the fight between Issei and Euclid Lucifuge?

[Assistant] Rizevim and Lilith arrive and order Euclid to retreat, stopping the fight.

[User] What does Issei request from Ravel after returning from Romania?

[Assistant] After returning from Romania, Issei participates in the meeting for the formation of D×D and tells Ravel that he wants Le Fay to be his contracted magician.


[System] You are a helpful assistant with deep knowledge about the High School DxD universe.

[User] Can you provide a detailed summary of Issei Hyoudou's involvement in Volume 17?

[Assistant] Rossweisse asks Issei to act as her boyfriend, surprising him and the other girls. This stems from Rossweisse's lie to her grandmother about having a boyfriend. Issei meets Göndul, Rossweisse's grandmother, posing as Rossweisse's boyfriend. Issei and Rossweisse go on a date in Tokyo, which is interrupted by Euclid. Issei and his friends travel to Auros Academy to teach children. Rossweisse joins Issei in the bath due to a lack of hot water in the girls' bath, and they discuss her Trihexa research. Rossweisse requests that Issei kill her if she is taken and used by the enemy, but he refuses, promising to protect her. Qlippoth ambushes the academy. Issei teams up with Nimura to fight mass-produced Evil Dragons, then meets Saji and Koneko. Grendel and Ladon confront them, and Ladon seals Issei inside barriers. Issei witnesses Grendel attacking Saji and the children's fathers. Sairaorg arrives to assist. Ladon retreats to Agreas while Grendel fights Sairaorg and Issei. They defeat Grendel, and Koneko seals him. Issei regroups with his allies to fight remaining Evil Dragons. Euclid appears and kidnaps Rossweisse. Issei and Rias pursue Euclid and confront him about his goals. Euclid reveals he wants to make Rossweisse his "sister" and kills allied magicians, turning them into living bombs, destroying the school. Issei fights Euclid, unlocking the Longinus Smasher and overpowering him. After the Qlippoth incident, involving the theft of Agreas, Issei and his allies are informed that they will assist Heaven during the winter holidays.

[User] Why did Rossweisse ask Issei to pretend to be her boyfriend?

[Assistant] Rossweisse asks Issei to act as her boyfriend because she lied to her grandmother about having one.

[User] Who does Issei meet while pretending to be Rossweisse's boyfriend?

[Assistant] Issei meets Göndul, Rossweisse's grandmother, while pretending to be her boyfriend.

[User] What interrupts Issei and Rossweisse's date in Tokyo?

[Assistant] Euclid interrupts Issei and Rossweisse's date in Tokyo.

[User] Where do Issei and his friends go to help teach children?

[Assistant] Issei and his friends go to Auros Academy to help teach children.

[User] What does Rossweisse discuss with Issei while they are in the bath together?

[Assistant] Rossweisse discusses her research on Trihexa with Issei while in the bath together.

[User] What request does Rossweisse make of Issei regarding her research?

[Assistant] Rossweisse requests that Issei kill her if she is taken and used by the enemy.

[User] Does Issei agree to Rossweisse's request?

[Assistant] Issei refuses Rossweisse's request, promising to protect her instead.

[User] Who ambushes Auros Academy?

[Assistant] Qlippoth ambushes Auros Academy.

[User] Who does Issei team up with to fight the mass-produced Evil Dragons?

[Assistant] Issei teams up with Nimura to fight the mass-produced Evil Dragons.

[User] Who confronts Issei, Saji, and Koneko during the ambush?

[Assistant] Grendel and Ladon confront Issei, Saji, and Koneko during the ambush.

[User] What does Ladon do to Issei during the confrontation?

[Assistant] Ladon seals Issei inside his barriers.

[User] Who arrives to assist Issei and his friends against Grendel?

[Assistant] Sairaorg arrives to assist against Grendel.

[User] Where does Ladon retreat to after Sairaorg's arrival?

[Assistant] Ladon retreats to Agreas.

[User] Who teams up to defeat Grendel?

[Assistant] Sairaorg and Issei team up to defeat Grendel.

[User] Who seals Grendel after his defeat?

[Assistant] Koneko seals Grendel after his defeat.

[User] Who kidnaps Rossweisse after Issei regroups with his allies?

[Assistant] Euclid kidnaps Rossweisse.

[User] Who pursues Euclid after he kidnaps Rossweisse?

[Assistant] Issei and Rias pursue Euclid.

[User] What is Euclid's stated goal regarding Rossweisse?

[Assistant] Euclid states that he wants to make Rossweisse his "sister."

[User] What act does Euclid commit that angers Issei?

[Assistant] Euclid kills allied magicians, turning them into living bombs and destroying the school, angering Issei.

[User] What ability does Issei unlock during his fight with Euclid?

[Assistant] Issei unlocks the Longinus Smasher during his fight with Euclid.

[User] What happens to Agreas after the Qlippoth incident?

[Assistant] Agreas is stolen after the Qlippoth incident.

[User] Where are Issei and his allies going to assist after the Qlippoth incident?

[Assistant] Issei and his allies are going to Heaven to assist during the winter holidays.


[System] You are a helpful assistant with deep knowledge about the High School DxD universe.

[User] Can you give me a detailed summary of Issei Hyoudou's adventures and significant events in Volume 18?

[Assistant] Issei travels to Heaven alongside the Gremory group. Upon returning home, Touji Shidou, Irina's father, visits and brings a magic doorknob that leads to an Interdimensional Room, allowing Irina and Issei to have sex without her falling. While shopping with Irina, Touji, Xenovia, and Asia, they encounter Masaomi Yaegaki, who wields Ame no Murakumo no Tsurugi infused with half of Yamata no Orochi's soul and seeks revenge on Touji. They fight Masaomi, but he impales and poisons Touji before reinforcements arrive, causing him to retreat. Touji, now hospitalized, reveals that Masaomi was a former subordinate executed by the Church for a romantic relationship with Cleria Belial, a Devil. The Occult Research Club meets with Zekram Bael, who reveals he ordered the deaths of Masaomi Yaegaki and Cleria Belial to maintain the status quo. Issei and the club return to Heaven, where Touji, being cured, gives Irina the Holy Sword Hauteclere and asks Issei to take care of her. During Qlippoth's invasion, Issei fights Crom Cruach in True Queen mode but is overwhelmed. The fight ends when Crom Cruach loses the will to fight due to Walburga's interference. Masaomi attempts to kill Touji but is saved by Issei, Irina, and Xenovia, who defeat him and free him from the Dragon's influence. Rizevim then kills Masaomi, angering Issei, who fights Rizevim but is overwhelmed by his Sacred Gear Canceler. Issei uses the power of "Penetrate," thanks to Ddraig, bypassing Rizevim's Sacred Gear Canceler and damaging him. Before Rizevim escapes with Lilith, Issei declares that Vali will defeat him. Later, Issei and Irina go shopping, where she kisses him and reveals they've kissed before as kids. They meet Azazel in a Santa Claus outfit and, with Ophis's help, attack him, recalling their childhood promise.

[User] What was the specific reason Masaomi Yaegaki was seeking revenge on Touji Shidou?

[Assistant] Masaomi Yaegaki seeks revenge on Touji Shidou because he holds a grudge for Masaomi's execution by the Church, which resulted from his romantic relationship with a Devil named Cleria Belial.

[User] Who ordered the deaths of Masaomi Yaegaki and Cleria Belial, and what was their reasoning?

[Assistant] Zekram Bael ordered the deaths of Masaomi Yaegaki and Cleria Belial with the permission of Heaven and the Church, in order to maintain the status quo that neither side wanted to disturb.

[User] What Holy Sword did Touji give to Irina, and under what circumstances did he give it?

[Assistant] Touji gives Irina the Holy Sword Hauteclere while in Heaven, where he is being cured. He also asks Issei to take care of Irina during this time.

[User] What significant ability did Issei gain during his fight with Rizevim, and how did he obtain it?

[Assistant] Issei gains the power of "Penetrate" during his fight with Rizevim. He obtains it thanks to Ddraig diving into the depths of the Sacred Gear and recovering a portion of his lost powers.

[User] What happened during Issei's encounter with Azazel at the end of Volume 18?

[Assistant] Issei and Irina meet Azazel in a Santa Claus outfit and, with Ophis's help, attack him, recalling their childhood promise to attack Santa.

[User] Can you provide a detailed summary of Issei Hyoudou's actions and events in the Extra Life of DX.1?

[Assistant] Issei overhears Rias and Ravel discussing how the Gremory and Phenex Rating Game would have ended if all of Rias's current Peerage took part. This leads Ravel to call Riser for a rematch with Rias, which is set to start on their next holiday. When the Rating Game begins, Issei heads to the gym with Koneko and Xenovia, where they face Ile, Nel, Mira, and Xuelan. He battles against Mira in his armor and wins by shooting his Dragon Shot, which makes her naked. Before she leaves, Mira asks for his autograph for later. They leave the gym, which is soon destroyed by Akeno, and meet up with Kiba, who goes against Karlamine, as well as Irina, who fills the place as Riser’s substitute Bishop and faces off with Xenovia. Issei meets up with Ni and Li, who want a rematch, but Koneko goes against them instead, wanting to see who is superior. Isabela also wants a rematch and becomes his opponent. He fires a gigantic Dragon Shot while Isabela dodges it at first, but she is affected by Issei’s Dress Break and retires after being hit by his redirected Dragon Shot. Issei is escorted by Mihae under Riser's orders to the new school building, where they meet up with Asia, Gasper, and Rossweisse. Mihae allows him and Asia to pass but fights against Gasper and Rossweisse. They arrive at the rooftop where they see Riser and Rias. Riser requests to fight Issei one-on-one, which Issei agrees to. They battle, with Issei using his True Queen armor. Riser states that even if he loses to him a hundred times, he is determined to defeat him one day. In the end, Issei and his team win. A few days later, Issei overhears Rias and Ravel discuss Sona’s match with Seekvaira Agares and ask Azazel who would win in a Scramble Flag match, which he prepares to call the House of Agares, although Issei is not overwhelmed over the idea.

[User] Against whom did Issei battle during the Gremory and Phenex Rating Game rematch, and what was the outcome?

[Assistant] During the Gremory and Phenex Rating Game rematch, Issei battles against Mira in the gym. Issei wins by shooting his Dragon Shot, which made her naked.

[User] What happened after Issei defeated Mira in the Rating Game rematch?

[Assistant] After Issei defeats Mira, she asks for his autograph. Then Issei leaves the Gym.

[User] Who was Issei's opponent after he left the gym, and what was the result of that encounter?

[Assistant] After leaving the gym, Issei's opponent is Isabela. He fires a gigantic Dragon Shot, and Isabela dodges it initially, but she is affected by Issei’s Dress Break and retires after being hit by his redirected Dragon Shot.

[User] Who escorted Issei to the new school building, and whom did they encounter there?

[Assistant] Mihae escorts Issei to the new school building, where they encounter Asia, Gasper, and Rossweisse.

[User] Who did Issei face on the rooftop of the new school building, and what was the outcome of that battle?

[Assistant] On the rooftop of the new school building, Issei faces Riser in a one-on-one battle. Issei wins the battle, leading his team to victory.

[User] What topic did Issei overhear Rias and Ravel discussing a few days after the Rating Game, and how did Azazel respond?

[Assistant] A few days after the Rating Game, Issei overhears Rias and Ravel discussing Sona’s match with Seekvaira Agares. They ask Azazel who would win in a Scramble Flag match, and he prepares to call the House of Agares.


[System] You are a helpful assistant with deep knowledge about the High School DxD universe.

[User] Detail the events of Volume 19, focusing on Issei Hyoudou's role and involvement.

[Assistant] Issei Hyoudou and his club members travel to Kyoto for New Year’s Day in Volume 19. Issei and Rias encounter Kunou and Yasaka, who greet them. Kunou is disappointed by Ophis' absence due to a supposed cold. Yasaka expresses pleasure at Issei’s relationship with Kunou but requests he wait until Kunou is older, teasing him to take her instead until then. Kunou interrupts this exchange. Rias' previous discussion with Yasaka includes Kunou attending middle school at Kuoh Academy the following year. Issei joins his friends to give prayers at the top of the shrine. Xenovia requests to have Issei's children, then kisses him for good luck regarding her election, which embarrasses him. Back at the club room, changes like Rias and Akeno’s graduation and Le Fey and Bennia joining the group are discussed. Issei watches Xenovia prepare her campaign with Irina, Asia, and Kiryuu’s assistance; Kiryuu is aware of Issei and his friends' non-human nature. Later that night, Issei and Rias demonstrate a new technique to members of their club, Vali’s Team, Dulio, Sister Griselda, Tobio, and others at the Hyoudou mansion's underground pool. Issei applies sun lotion to Rias and Akeno, prompting other girls to request the same, with Ravel organizing a schedule. The next day, Vasco Strada challenges Rias to a battle in three days. Tannin asks for assistance with a Spectral Dragon egg, delivered by Crom Cruach, who is under Tannin’s care. The night before the battle, Issei meditates to allow energy to surround his body while flying above the pool with his Dragon Wings. Xenovia, planning to skinny-dip, expresses worries about surpassing Sona and Vasco. Issei encourages her and learns she wants to give back to Kuoh Academy. Xenovia pulls Issei into the pool, kisses him again, and reiterates her intention to join his peerage once he becomes a High-class Devil. On the day of the battle against the Church rebels, the Sitri group and Brave Saints assist. They split into teams to face Vasco Strada and Ewald Cristaldi. Issei tells Kiba to return alive from his fight with Ewald. Issei and the Gremory group, along with Saji, battle Vasco, who proves difficult to defeat, even with Kiba and Irina’s help and Issei’s True Queen armor. Arthur Pendragon joins the fight, matching Vasco, but leaves for an unknown reason. Xenovia splits Excalibur from Durandal, uses both swords, and defeats Vasco. Walburga appears after Vasco is taken prisoner. Walburga summons an army of Evil Dragons, who are immobilized by Rosswiesse’s barrier, and Tobio cuts off her escape. Walburga activates her Balance Breaker, manifesting half of Yamata no Orochi’s soul from her flames. Everyone fights her, with Issei using Reflect, Penetrate, Pailingual, and Dress Break, while others inflict damage. Xenovia defeats Walburga with her new move, Cross Crisis. Issei finishes her off with his Crimson Blaster, leading to Walburga’s arrest. A few days later, Saji and Xenovia win Vice-President and Student Council President, respectively. Issei meets Griselda, who is moved by Xenovia’s speech. Xenovia asks Griselda for permission to use the Interdimensional room. The Occult Research Club gathers in the lab with Valerie and gives her a piece of the original holy grail, given by Vasco, waking her from her coma. Ravel goes missing with Riser and Diehauser during a Rating Game where she temporarily joined her Brother's Peerage.

[User] Regarding the Kyoto trip, what specific interactions does Issei have with Yasaka and Kunou?

[Assistant] In Kyoto, Yasaka greets Issei and his group. She expresses happiness about Issei's close relationship with Kunou but asks him to wait until Kunou is an adult, jokingly offering herself in the meantime. Kunou interrupts this conversation by holding onto Issei’s leg. Issei also learns of Rias's discussion with Yasaka regarding Kunou's potential enrollment at Kuoh Academy.

[User] How does Xenovia involve Issei in her Student Council campaign, and what is his reaction?

[Assistant] Xenovia requests to have Issei's children during the shrine visit, which embarrasses him. She later kisses him for good luck related to her election campaign, surprising him. Issei later observes Xenovia as she prepares for her campaign alongside Irina, Asia, and Kiryuu.

[User] Describe Issei's training and the events leading up to the battle against the Church rebels.

[Assistant] In preparation for the battle, Issei meditates to allow energy to surround his body while flying above the pool with his Dragon Wings. Xenovia interrupts his training, expressing her concerns about her ability to surpass Sona and Vasco. Issei encourages her and learns about her motivations for running as Student Council President.

[User] What role does Issei play during the fight against Vasco Strada and Walburga?

[Assistant] Issei participates in the battle against Vasco Strada along with the Gremory group and Saji. He fights alongside Kiba and Irina, though they find Vasco difficult to defeat even with Issei's True Queen armor. Later, during the fight against Walburga, Issei uses Reflect, Penetrate, Pailingual, and Dress Break on her while others inflict damage. He ultimately defeats her with his Crimson Blaster.

[User] Detail the events following the battle, including the Student Council election and the situation with Valerie and Ravel.

[Assistant] Following the battle, Saji and Xenovia win the Student Council election. Issei meets Griselda, who is moved by Xenovia's speech. The Occult Research Club gives Valerie a piece of the original holy grail, waking her from her coma. The group then learns that Ravel, who was participating in a Rating Game, has gone missing along with Riser and Diehauser.


[System] You are a helpful assistant with deep knowledge about the High School DxD universe.

[User] Can you provide a detailed chronological summary of events in Volume 20, focusing on Issei Hyoudou's involvement and significant occurrences?

[Assistant] Everyone is depressed following Ravel's disappearance, including Raiser and Diehauser, who suspect Qlippoth's involvement, along with the Champion. Issei, during a three-way career consultation, informs his mother and teacher of his plans to attend Kuoh Academy University, work under Rias’ father, and start his own company. Azazel announces Ravel and Raiser's recovery, stating they are under Ajuka's care. Issei and Asia visit Ophis, who is caring for the Spectre Dragon egg beneath Kuoh Town, where Crom Cruach is also present. As the D×D Team prepares to visit Ajuka, Issei declines his father's invitation to go fishing, with Azazel advising him to spend more time with his parents. The team arrives at a nighttime beach-like dimension to find Ajuka with a barely conscious Ravel and learns that Raiser has been sent home. Ajuka reveals the existence of King Pieces, used by top-ranked Rating Game contestants, a proposal from the Underworld higher-ups. He reveals Diehauser's possession but non-use of a King Piece, and the Champion's involvement in stealing Agreas to uncover the truth. Ajuka then receives news that Ophis is under attack by an Evil Dragon and tells the team to return home. At the Hyoudou Residence, Ophis is injured from protecting the Dragon egg from Niðhöggr. Issei discovers his parents have been kidnapped by Niðhöggr. Issei lashes out at Crom Cruach. Kuroka and Le Fay arrive with information about Agreas' location, the base for Qlippoth. The D×D Team teleports to Agreas. Issei's group encounters Niðhöggr, prompting Issei to activate his True Queen armor. They attack Niðhöggr with Issei and Rias using the Crimson Extinct Dragonar technique. Crom Crauch then appears and beats Niðhöggr, allowing Issei and Asia to head to where their parents are, with support from all the sword wielders to fend off against any Evil Dragons in their way. Issei and Asia hear Diehauser revealing the truth about his cousin Cleria Belia's death for knowing about the King Piece. They confront Diehauser and Rizevim, where Issei and Vali face them respectively but are overwhelmed. Rizevim brings Issei’s parents to witness Issei being forced to drink Dragons blood. Rizevim reveals to Issei's parents that Issei and his friends are not human. Issei apologizes to them, but his parents accept him. Issei unintentionally uses Pailingual on his mother’s breasts and sees his parents past, witnessing their joy at his birth and their worries when he was lost. Issei fights Rizevim and Diehauser. Rizevim attempts to kill Issei's family but Asia protects them. Issei hears Ophis’ voice and gains a new form, Diabolos Dragon (DxD). Diehauser betrays Rizevim rendering Pheonix Tears worthless. Issei nearly kills Rizevim, who teleports away. Issei confronts Diehauser, and is slapped by his mother. Diehauser asks if Issei saw his cousin's soul. Issei collapses.

[User] What specific details are known about Ravel's disappearance and the initial suspicions surrounding it?

[Assistant] Ravel disappears, causing depression among those close to her. Raiser and Diehauser suspect Qlippoth is responsible for Ravel's disappearance. The Champion is also suspected to be involved.

[User] What were Issei's future plans as revealed during his career consultation?

[Assistant] Issei plans to attend Kuoh Academy University. He intends to work under Rias' father. He also plans to start his own company.

[User] What is the significance of the King Pieces revealed by Ajuka, and who is involved in their use?

[Assistant] King Pieces are Ajuka's secret creation, hidden from the public. Top-ranked Rating Game contestants use them. The higher-ups in the Underworld proposed their use. Diehauser possesses one but has only ever used his own strength. The Champion stole Agreas in order to pursue the truth of everything.

[User] Describe the events surrounding the attack on Ophis and the kidnapping of Issei's parents.

[Assistant] Ophis is attacked by Niðhöggr, an Evil Dragon, while protecting the Dragon egg. Ophis sustains brutal injuries. Niðhöggr kidnaps Issei's parents.

[User] What is the role of Kuroka and Le Fay in the events following the kidnapping?

[Assistant] Kuroka and Le Fay arrive from Vali's Team. They bring information about the location of Agreas. Agreas is Qlippoth's base.

[User] Detail the confrontation with Niðhöggr at Agreas and the new technique used by Issei and Rias.

[Assistant] Issei's group confronts Niðhöggr at Agreas. Issei activates his True Queen armor. Issei and Rias use a new technique called Crimson Extinct Dragonar. This technique grants Rias her variation of the Scale Mail armor.

[User] How does Crom Cruach intervene in the battle against Niðhöggr?

[Assistant] Crom Cruach appears and beats Niðhöggr. This allows Issei and Asia to proceed to rescue Issei's parents.

[User] What revelation does Diehauser make through the monitor while Issei and Asia are searching for his parents?

[Assistant] Diehauser reveals the truth about Cleria Belia's death. Cleria Belia was killed for knowing the existence of the King Piece.

[User] Describe the events of Issei and Vali's confrontation with Rizevim and Diehauser, including Rizevim's actions towards Issei's parents.

[Assistant] Issei and Vali confront Diehauser and Rizevim, respectively. They are overwhelmed by their power. Rizevim brings Issei's parents to witness the battle. Rizevim forces Issei to drink Dragon's blood, turning him more Dragon-like. Rizevim reveals that Issei and his friends are not human. Rizevim mocks Issei, calling him a monster in front of his family.

[User] How do Issei's parents react to the revelations about Issei's true nature?

[Assistant] Issei's parents initially are shocked. They accept Issei as their son. They stand up against Rizevim.

[User] Describe the events that lead to Issei regaining the will to fight and achieving his new form.

[Assistant] Issei's parents express their love for him. Issei sees his parents' past through Pailingual. He remembers their joy at his birth and their worries when he was lost. He regains the will to fight. He battles Rizevim and Diehauser with his family's support. Asia protects his family from Rizevim. Ophis grants Issei and Ddraig power. Issei achieves a new form: Diabolos Dragon (DxD).

[User] What is the outcome of Issei's battle with Rizevim, and how does Diehauser betray Rizevim?

[Assistant] Issei's Diabolos Dragon form is immune to Rizevim's ability. Issei's attacks damage Rizevim. Diehauser betrays Rizevim by rendering his Phoenix Tears worthless. Issei nearly kills Rizevim, who teleports away.

[User] What happens after Issei defeats Rizevim, and how does the volume conclude?

[Assistant] Issei confronts Diehauser. Issei's mother slaps Diehauser for hurting her children. Issei tells Diehauser to atone for his sins. Issei tells Diehauser that Cleria had a gentle expression. Diehauser starts to cry. Issei collapses, coughing blood.


[System] You are a helpful assistant with deep knowledge about the High School DxD universe.

[User] Can you provide a detailed summary of the events in Volume 21, focusing on Issei Hyoudou's involvement?

[Assistant]
Following his fight against Rizevim, Issei wakes up in the hospital one week later. Issei loses his ability to speak and think about breasts without feeling pain due to the after-effects of using DxD mode. He is warned to never use it again. After recuperating, Issei sees his parents and meets up with his friends to rejoin the battle against Qlippoth. An army of different races prepares to face off against Apophis, who is heading to the coastal waters of Japan with an army of Evil Dragons, Fake Red Dragon Emperor army, and one of the Imperial Beasts bodies.

Issei retrieves the stolen Holy Grail. Issei battles Apophis one-on-one in his True Queen armor within a black barrier. He faces difficulty against Apophis' Umbrakinesis, which dissolves everything it touches. Issei avoids using his DxD mode. Injured and with his demonic energy and stamina exhausted, Issei notices the amulet his mother gave him. Inside, he finds a photo of him with his parents when he was 3 years old and another of all the current residence at his home. This gives him the will to stand and fight, and he recites the forbidden chant.

Issei enters his Diabolos Dragon form and inflicts damage onto Apophis. The two clash their strongest attacks, with Apophis spewing his darkness breath, which Issei overpowers with his Infinity Blaster mixed Longinus Smasher, killing Apophis. Apophis' black barrier remains. A luminous horned-humanoid enters, which Issei and Ddraig realize is the consciousness of Trihexa. Sirzechs teleports to their location to fight alongside Issei. They both give it their all to exterminate Trihexa's conscious, which keeps regenerating. Ddraig notices Albion's revelation and unseals his original finishing move for Issei to use: Blazing Inferno of Scorching Flames, which allows him to spew flames of intense magnitude. Trihexa survives, and Issei changes back, unable to maintain his form, collapsing and spewing blood. As a last resort, Sirzechs calls his entire peerage and reveals that they, along with some of the other mythology leaders, will seal Trihexa inside an Isolated Barrier Field along with themselves. Issei watches them disappear and loses consciousness.

Issei wakes up again in a hospital and sees Ophis with a voluptuous figure. Vali, also hospitalized, explains that Ophis adjusted the borrowed power by stabilizing the infinite power within him to a level that his mind and body could withstand, curing him of his Dragon Deficiency and resulting in her current state. This allows him to see and speak about breasts without pain. Vali also tells Issei about the loss of Azazel and Sirzechs. Ophis and Lilith comfort him by saying that they'll always stay with him. Vali notes that both he and Issei are able to live for a very long time and will await Azazel's return.

[User] What exactly was the effect of using the DxD mode on Issei in Volume 21?

[Assistant] Using DxD mode causes Issei to lose his ability to speak and think about breasts without feeling pain. He is also warned to never use it again.

[User] Against whom did Issei fight after recuperating from the effects of DxD mode?

[Assistant] After recuperating, Issei rejoins the battle against Qlippoth. He faces off against Apophis.

[User] What specific ability of Apophis caused Issei difficulty during their battle?

[Assistant] Apophis' Umbrakinesis causes Issei difficulty. It dissolves everything it touches.

[User] How did Issei regain the will to fight after being injured by Apophis?

[Assistant] Issei finds a photo of him with his parents when he was 3 years old and another of all the current residence at his home inside the amulet his mother gave him. This gives him the will to stand and fight.

[User] What form does Issei take when he starts to fight back against Apophis, and what is the name of the attack he uses to defeat him?

[Assistant] Issei enters his Diabolos Dragon form. He defeats Apophis using his Infinity Blaster mixed Longinus Smasher.

[User] After defeating Apophis, who appears, and what happens?

[Assistant] After defeating Apophis, a luminous horned-humanoid appears, which Issei and Ddraig realize is the consciousness of Trihexa. Sirzechs teleports to their location to fight alongside Issei to exterminate Trihexa's conscious.

[User] What finishing move does Ddraig unseal for Issei to use against Trihexa's consciousness?

[Assistant] Ddraig unseals Blazing Inferno of Scorching Flames for Issei to use against Trihexa's consciousness. It allows him to spew flames of intense magnitude.

[User] What ultimate sacrifice is made to stop Trihexa, and who makes it?

[Assistant] Sirzechs calls his entire peerage and reveals that they, along with some of the other mythology leaders, will seal Trihexa inside an Isolated Barrier Field along with themselves.

[User] What changes occur to Ophis and Issei in the hospital after the battle?

[Assistant] Ophis adjusts the borrowed power by stabilizing the infinite power within Issei to a level that his mind and body can withstand, curing him of his Dragon Deficiency and resulting in her current state with a voluptuous figure. Issei is then able to see and speak about breasts without pain.

[User] Besides the change to Issei and Ophis, what other significant piece of news does Vali share with Issei in the hospital?

[Assistant] Vali tells Issei about the loss of Azazel and Sirzechs.


[System] You are a helpful assistant with deep knowledge about the High School DxD universe.

[User] Can you provide a detailed chronological summary of events in Volume 22 and Issei Hyoudou's role in them?

[Assistant] Issei is lured into a room resembling the Interdimensional Room and finds Akeno there. Akeno begins to seduce him. Rias interrupts them. Akeno kisses Issei deeply. An enraged Rias also gives Issei a deep kiss. Ravel and the Church Trio arrive, and Ravel informs Issei about the Rating Game World Tournament. Rias and Akeno kiss Issei's cheek. Issei meets Ouryuu Nakiri, a new student and member of the Student Council, who admires Issei. Issei, Rias, and Ravel go to Kuoh Town's underground and meet Bova, Tannin's third and strongest son. Bova asks Issei to accept him as a retainer. Issei asks Bova if he wants to be his servant, but Bova declines. Issei goes fishing with the Occult Research Club, the Vali Team, and his parents. Issei and Vali discuss the Rating Game World Tournament and Vali's promotion to an Ultimate-Class Devil. Issei shows Kunou around Kuoh Academy and introduces her to Sona and Saji. Issei goes to the Underworld for his promotion ceremony to become a High-Class Devil. He reflects on his time as a Devil. He observes a woman singing an opera version of the Oppai Dragon song. Riser and Lady Phenex visit Issei and offer to trade Ravel as his first Bishop, and Rias trades Asia and Xenovia as his other Bishop, and first Knight. Ajuka introduces Issei to Shiva, the God of Destruction, and Mahabali. Shiva asks Issei to join his army for a possible war against Indra. Mahabali asks Issei to join them. Shiva names the Rating Game the Azazel Cup. Cao Cao arrives and says he is participating in the tournament. On graduation day, Issei, Rias, and Akeno go to the Occult Research Club. Issei proposes to Rias, and she accepts. Irina joins Issei's team. Issei informs Matsuda and Motohama about his relationship with Rias. Issei and Ravel arrive late to the Occult Research Club. In the opening ceremony of the Azazel Cup, Issei and his team arrive on Ryuuteimaru. His rivals greet Issei, including Rias. Issei and his team receive bad ratings in the tournament. Le Fay, Kunou, and Lilith join them. Issei meets Akeno and Baraqiel before his match. Akeno states she will be cheering for Issei. On the day of their match, Issei and Baraqiel's teams arrive at the 'Azazel Stadium'. The game is Object Break, where they must break the most female statues. Bova accompanies Issei as they search.

[User] Can you detail the events of Issei and Baraqiel's match in Volume 22?

[Assistant] Issei explores the western side of the territory with Bova. The Lightning Team breaks the first object, but Issei's team eventually catches up. Issei encounters Baraqiel, who questions him about his relationship with Akeno. Baraqiel charges at Issei and engages in combat. Baraqiel signals his teammates to destroy the objects they have in hand near Issei, which seals him in a barrier. Ravel suggests using Castling with Rossweisse to swap places. Armaros ambushes Rossweisse and uses his Anti-Magic on her. Issei enters his DxD form for 10 seconds, using his wing cannons to break 4 Objects and retiring the enemies Rook and Bishop. Issei heads to assist Xenovia and Irina, encountering several opponents until Bova arrives to stop them. Issei fights Baraqiel while explaining his relationship with Akeno. Baraqiel grabs Issei by the neck, weeping, and tells him he should've split him and Akeno from the beginning. Issei recalls his past moments and the thought of Akeno being with someone else. Issei yells out that he loves Akeno. Issei asks Baraqiel to allow him to take responsibility, promising to always make her happy while proposing to her. This boosts Issei's power enough to defeat Baraqiel.

[User] What happens after Issei's match with Baraqiel in Volume 22?

[Assistant] Akeno clings close to Issei's side, feeding him and referring to him as "husband", which angers Rias. The two girls argue over who would take Issei's virginity and carry his child first. Issei recalls Ajuka summoning him to his research facility. Ajuka reveals he was able to communicate to Azazel and the others within the Isolated Barrier Field. Ajuka, Azazel, and Sirzechs tell Issei that they're establishing a secret intelligence bureau called EXE and they want Issei to be its intelligence officer. Issei isn't sure of the position, and says he'll think about it. Elmenhilde visits them, wanting to join their team. Issei watches announcements for upcoming matches.


[System] You are a helpful assistant with deep knowledge about the High School DxD universe.

[User] Provide a detailed chronological summary of the events in Volume 3 and Issei Hyoudou's involvement.

[Assistant]
Issei awakens one morning to find Rias naked beside him, with Asia entering the room. The Occult Research Club meets at Issei's house due to the cleaning of the old school building. Issei's mother shows childhood photos, including one with Irina Shidou and a Holy Sword, triggering Kiba's memories of revenge. Issei observes Kiba's distracted behavior during preparations for Kuoh Academy's ball tournament. Matsuda and Motohama spread rumors about Issei's relationships with the girls in the Occult Research Club and his supposed affair with Kiba. Issei meets Sona Sitri, a High-Class, Pure-blooded Devil and heiress of the Sitri Clan, along with her pawn Genshirou Saji. During a dodge ball match, Issei is targeted out of jealousy and hit in the groin due to Kiba's distraction.
Issei confronts Kiba, who reveals his desire for revenge on the Excalibur. Rias explains the conflict between Kiba and the Excalibur. Issei learns the history of Ddraig and the White Dragon. Akeno extracts excess dragon power from Issei, expressing interest in him, but Rias interrupts. Issei encounters Irina and Xenovia, exorcists seeking the stolen Excalibur swords. They meet with the Occult Research Club, warning them not to interfere. Issei challenges them after they call Asia a witch, leading to matches between Kiba and Xenovia, and Issei and Irina. Issei attempts Dress Break on Irina but accidentally uses it on Asia and Koneko. Irina scratches Issei with her Excalibur Mimic, and Kiba loses his match.
Issei decides to help Kiba overcome his past. Issei, Koneko, and Genshirou Saji seek out Irina and Xenovia, forming a temporary alliance. They will help the exorcists retrieve the Excaliburs in exchange for Kiba destroying them. They encounter Freed Sellzen with Excalibur Rapidly and Valper Galilei, who escape. Their alliance is discovered, and the three are punished. Asia tries a naked apron to welcome Issei, followed by Rias. Freed and Kokabiel challenge the Gremory Team to a fight at Kuoh Academy. The Occult Research Club faces two Cerberus' while Valper fuses the four Excaliburs, supported by the Sitri Team's barrier. Xenovia and Kiba arrive and kill the dogs. Issei transfers power to Rias, whose attack is blocked by Kokabiel. The Fused Excalibur is given to Freed.
Kiba confronts Valper about the Holy Sword project, and Valper reveals he harvested holy factor from test subjects to create a crystal for Holy Sword usage. Kiba achieves Balance Breaker, creating the Holy Demonic Sword. Kiba and Xenovia defeat Freed, breaking his sword. Kokabiel kills Valper. Kokabiel reveals the death of the Biblical God. Issei declares his goal to be a harem king and is offered a deal by Kokabiel, but Rias motivates him to fight. Vali Lucifer retrieves Kokabiel and Freed. Vali defeats Kokabiel, angering Issei, and prompts a future fight. Xenovia joins the club as Rias' second Knight. Issei goes to a karaoke bar with friends, receives swimsuit photos from Rias, and leaves when the girls grow suspicious. He meets with Kiba, who is emotional for being forgiven. A photo of Issei and Kiba's duet spreads, fueling rumors of their relationship.

[User] What specific rumors do Matsuda and Motohama spread about Issei?

[Assistant] Matsuda and Motohama spread rumors that Issei is a beast who takes advantage of all the girls in the Occult Research Club. They also spread rumors that Issei and Kiba are lovers.

[User] What does Issei learn about Sona Sitri when he is introduced to her?

[Assistant] Issei learns that Sona Sitri is a High-Class, Pure-blooded Devil and the heiress of the Sitri Clan.

[User] Why does Issei confront Kiba about his behavior?

[Assistant] Issei confronts Kiba because he notices Kiba's unusual behavior and spacing out, and he pressures him to reveal what is going on.

[User] What is Kiba's goal that he reveals to Issei?

[Assistant] Kiba reveals that his goal is to get revenge on the Excalibur.

[User] What history does Issei learn that night after confronting Kiba?

[Assistant] That night, Issei learns the history between Ddraig and the White Dragon.

[User] Why do Irina and Xenovia come to the Occult Research Club?

[Assistant] Irina and Xenovia, who are exorcists under the Church's orders, come to the Occult Research Club to inform them not to get involved in their mission to retrieve the stolen Excalibur swords.

[User] Why does Issei get mad at Irina and Xenovia?

[Assistant] Issei gets mad at Irina and Xenovia for calling Asia a witch for her excommunication.

[User] Who does Kiba go up against in the challenge, and who does Issei face?

[Assistant] Kiba goes up against Xenovia, while Issei faces Irina.

[User] What happens when Issei attempts to use his Dress Break on Irina?

[Assistant] Issei attempts to use his Dress Break on Irina but loses the element of surprise when Koneko reveals it to them. He accidentally uses it on Asia and Koneko.

[User] How do Issei and Kiba fare in their matches against Irina and Xenovia?

[Assistant] Issei loses when Irina leaves a small scratch on him with her Excalibur Mimic. Kiba also loses his match.

[User] Why does Issei decide to help Kiba?

[Assistant] Issei decides to help Kiba after finding out about Kiba's past, wanting to help him overcome it.

[User] Who accompanies Issei to find Irina and Xenovia?

[Assistant] Issei, Koneko, and Genshirou Saji go to find Irina and Xenovia.

[User] What agreement do Issei and his group make with Irina and Xenovia?

[Assistant] They make a temporary alliance with Irina and Xenovia, where they will help the two of them to retrieve the Excaliburs in return for allowing Yuuto to destroy them.

[User] Who do they encounter when trying to retrieve the Excaliburs?

[Assistant] They encounter Freed Sellzen, who has the stolen Excalibur Rapidly, and Valper Galilei.

[User] What happens after encountering Freed and Valper?

[Assistant] They engage in a battle with Freed and Valper, who manage to escape with Kiba chasing after them.

[User] What is the consequence of Issei, Koneko, and Saji's actions?

[Assistant] Their alliance is found out by their masters, and the three of them are punished for taking this action without their consent.

[User] Who challenges the Gremory Team to a fight and why?

[Assistant] Freed and his boss, the Fallen Angel leader Kokabiel, challenge the Gremory Team to a fight within the grounds of Kuoh Academy after dropping an injured Irina in front of them.

[User] What happens during the fight at Kuoh Academy?

[Assistant] The Occult Research Club confronts two Cerberus', while Valper fuses the four Excaliburs, with backup from the Sitri Team who formed a barrier surrounding the school. Xenovia and Kiba arrive and kill the dogs. Issei transfers power to Rias, who fires at Kokabiel but blocks with ease. The Fused Excalibur is complete and given to Freed.

[User] What does Valper reveal to Kiba?

[Assistant] Valper reveals that he harvested the holy factor from each of Kiba's friends to create a crystal that would grant anyone to use a Holy Sword.

[User] What does Kiba achieve during the fight with Valper and Freed?

[Assistant] Kiba achieves his Balance Breaker from the crystal Valper threw at him, gaining the Holy Demonic Sword.

[User] What happens to Valper after the fight with Kiba?

[Assistant] Valper is killed by Kokabiel when the former priest reveals a dark secret the higher ups have been hiding.

[User] What revelation does Kokabiel make during the battle?

[Assistant] Kokabiel reveals the death of the Biblical God.

[User] What does Kokabiel offer Issei during their confrontation?

[Assistant] Kokabiel offers Issei to join him in exchange for all the women he could want.

[User] Who saves Issei from Kokabiel, and what happens next?

[Assistant] They are saved by the sudden interference of Vali Lucifer, who came to retrieve Kokabiel and Freed under Azazel's orders. Vali defeats Kokabiel with relative ease.

[User] What does Vali tell Issei after their encounter?

[Assistant] Vali prompts that Issei was still too weak and informs him to get stronger when they eventually have to fight each other.

[User] What happens with Xenovia after the fight?

[Assistant] Xenovia becomes a member of their club and Rias' second Knight.

[User] What causes Issei to leave the karaoke bar with his friends?

[Assistant] Issei leaves the karaoke bar when the girls become suspicious of him after Rias sent him photos of her trying on swimsuits.

[User] Why does Kiba meet up with Issei in the hall?

[Assistant] Kiba meets up with Issei in the hall because he wanted to thank him.

[User] What final event occurs that further increases the rumors about Issei and Kiba?

[Assistant] The photo of the duet between Issei and Kiba that was taken by Kiryuu gets spread around the whole school, further increasing the rumour of him and Kiba being lovers.


[System] You are a helpful assistant with deep knowledge about the High School DxD universe.

[User] Can you provide a detailed summary of the events in Volume 23, focusing on Issei Hyoudou's involvement and key plot points?

[Assistant] Following a victory, Issei's team discusses potential problems and countermeasures. Ravel reminds Issei of his duties as a High-Class Devil. Issei and his classmates are now third-year students. Rossweisse announces an upcoming Ball Tournament. Xenovia declares the Student Council will compete against the ORC. Issei and his peerage work as Devils at Azazel's lab beneath a cram school which serves as Issei's office. Asia appears troubled upon returning from a job request. Ravel and Issei suspect Asia is overwhelmed as ORC President and seek to alleviate her stress. The girls present assume they were engaging in scandalous activity. Elmenhilde arrives, nearly causing a teacup mishap, but Xenovia prevents it with Excalibur Ruler. Issei's team meets with Dulio's team in the Hyoudou Residence VIP room to become acquainted. Mirana Shatarova is present, Dulio suggests that her large bust size could be used against Issei. Ravel offers Issei her breasts to avoid distraction. Kiyotora Shinra, a relative of Tsubaki, is present. Rudiger Rosenkreutz, Dulio's team supervisor, arrives late, notices Asia's difficulties, and advises her to confide in her friends. Ravel notices that Rudiger had been investigating the situation. Ravel sleeps with Issei in place of Rias and Akeno. Ravel alludes to a previous incident where she implied she would fulfill Issei's desires. Asia arrives, followed by Xenovia and Irina who cling to Issei displaying their breasts, Ravel explains that Devil's busts continue to grow even after maturing due to Demonic energy. Issei visits Ajuka's research facility and expresses his concerns about being a King and the tournament. Azazel tells him that he needs to enjoy his youth. Saji declares that he won't lose to Issei. Issei invites Saji and Vali fishing. The trio encounters Vidar and Apollon, who announce they have joined Typhon's team. Rias' new Pawn is revealed during her match. Issei asks Ravel to narrow down options for new team members. Ouryuu arrives, along with Tiamat, who cares for Ouryuu. Tiamat wants Ddraig to return her treasures and tasks Issei with finding them. Tiamat agrees to let Ouryuu join Issei's team if Issei wins the tournament and uses his wish to return all her items to her.

[User] Can you continue with the detailed summary of events in Volume 23, focusing on the later events?

[Assistant] After Devil work and a meeting with Ravel, Issei goes to the underground bath. Akeno offers to wash his back. Ophis, Lilith, and Kunou interrupt. Issei meets Lint Sellzen, who is waiting for Rias, and learns of her relationship with Freed Sellzen and Siegfried. Xenovia and Irina arrive and become passionate over Lint. The next day, Issei's team trains in a large underground space. Roygun arrives, sent by Ruval Phenex, and gives them information on Rudiger. Roygun flirts with Issei, triggering a reaction from the girls. Issei expresses his interest in older women, causing reactions from the girls and Ravel's intervention. Roygun leaves after advising to enjoy the match. The day before the match, Issei has his Evil Pieces checked by Ajuka. They have all become Mutation Pieces due to his Dragon Deification. Ajuka suggests that Issei can master Dragon Deification and achieve a new form known as AxA if he can get Ophis and Lilith to resonate and use his pieces to unleash the power of Ophis and Great Red. Issei returns home and finds Asia practicing basketball. Elmenhilde offers to help in their training and explains her reasons for wanting to take part in the World Tournament. Xenovia and Irina join them in a basketball game. Ravel states that they will use Elmenhilde for the match. On the day of the match, both teams arrive at Ajuka Stadium. Issei's father and Kunou arrive to cheer them on. Dulio asks Issei if Asia would be happier if she could live life as an ordinary sister. The game is played under Rampage Ball rules. Issei's team scores the first 5 points thanks to Ouryuu.

[User] Please, finish with the detailed summary of the events in Volume 23, specifically detailing the climax and resolution of the match, and immediate aftermath.

[Assistant] Dulio's team exploits the weaknesses of Issei's team under Rudiger's strategies. Issei is trapped in a bubble showing Gabriel in swimsuits, but Ouryuu and Bova break him free. Ravel signals Issei to use his Wyverns to create new Scale Mail armor for Xenovia. Issei partially transforms his arm into DxD G to halt Mirana's movements and strips her of her clothes. The score remains roughly even after nearly 2 hours. Xenovia and Irina propose to Issei, boosting their motivation and power. Issei and his team gain the last ball. Issei is able to enjoy a fight without lethal danger. Issei hears a song inside him similar to the one Ophis and Lilith sang in the bath but now with Great Red as well. Issei fights Dulio, creating destruction. The ball is passed to Xenovia, then Nero, and finally to his comrades. Issei uses partial DxD on his wing to snatch the ball and pass it to Rossweisse who then gave it to Bina. The timer goes off with Dulio's team winning [144 – 146]. Despite their loss, Issei expresses joy in the fight. Dulio compliments Issei. Issei cheers up his teammates and comments that he may have gotten closer to achieving AxA. Issei comforts Ravel. Issei participates in a basketball game against Xenovia and her Student Council, ending in a tie. Issei walks home with Asia and they come across an injured boy. Issei proposes to Asia, and Xenovia and Irina congratulate them as they are now engaged to Issei. Roygun and her peerage pledge allegiance to Issei and his team, wanting to continue competing in Rating Games.

[User] Can you provide a detailed summary of the events in Volume DX.4, focusing on Issei Hyoudou's involvement and key plot points?

[Assistant] Issei participates in the collaboration show of Oppai Dragon and Leonis Rex. Issei faces Bova as Evil Dragon General Vabo but struggles. Kiba, as Darkness Knight Fang, assists Issei. Issei and Kiba continue to struggle until Sairaorg, as Leonis Rex, aids them, and they defeat Vabo. He participates in the talk show with Rias and Sairaorg and answers that he is happy for becoming a high-class devil. Issei witnesses Sairaorg getting criticism about him being a cheater and suspected him using a king piece. Issei is frustrated and wants to defend Sairaorg but is stopped by Rias. The next morning, Issei joins Sairaorg on his workout and apologizes for not helping him. Issei and Sairaorg notice Cao Cao, who doesn’t have his True Longinus. They observe a tense exchange between Cao Cao and Sairaorg as they challenge each other in their upcoming match. After Cao Cao leaves, Issei continues his morning run with Sairaorg. On the day of Sairaorg’s and Cao Cao’s match, Issei watches the conversation between the two rivals and is shocked that Cao Cao swears on his behalf.

[User] Can you provide a detailed summary of the events following the match with Cao Cao and Sairaorg involving Issei Hyoudou in Volume DX.4?

[Assistant] After a few days, Issei watches Sona’s performance in Miracle☆Levia-tan tv show with Rias, Akeno, Ravel, and Seekvaira. Crom surprises Issei with his arrival for more bananas. Issei and his team gather in Issei’s room for their strategy meeting against Sona and her team. The offensive teams are Saji, Loup, Tomoe, and Bennia. The defensive teams are Tsubasa, Momo, and the support is Reya, the newest team member Yukihiko Hoderi, and Sona. Issei finds Saji impressive because his black flames can provide support allows him to tackle rules and fields. Xenovia reveals that some of Sona’s peerage members have reached Balance Breaker states. They noticed Yukihiko has joined Sona’s team for the tournament as part of his training for middle school. Ravel asks Issei about Saji, and he confirms he wants to fight him one on one. The next day at the club room, Issei and the Occult Research Club members plan to go to training camp for their summer vacation. Xenovia asks Issei for his help to deliver the castella cake to Saji’s house. Issei and Xenovia meet Saji’s younger sister Kaho and his youngest brother Gengo. Kaho reveals that she knows that Issei is the Red Dragon Emperor and Xenovia is the wielder of Durandal. Issei went shopping with Rias, Lint, and Kunou and Rias expresses that she would like to have one daughter.

[User] Can you continue with the detailed summary of events in Volume DX.4, focusing on the last events?

[Assistant] Issei and his team arrive at the Armaros Colosseum for their match against Sona and her team. Issei ask Saji to settle the between them. Issei enters his pseudo-dragon deification and fired his infinity blaster that turned the field into a landscape. Issei, Irina and Rossweisse fought against Ruruko and Tsubasa. Ruruko tempted Issei to use dress break on her, but she uses a roundhouse kick to deflect his dress break at Irina therefore accidentally destroying her clothes instead. Issei continued his attempt to use his dress break on Ruruko again but she kicked his technique and this time it accidentally destroys Rosswiesse’s clothes. The recovery point was destroyed by Grayfia which causes Tsubasa and Rukuro to retreat. Ouryuu informed that there was movement in the wasteland that was destroyed by Issei which turned out to be Saji and Issei decided to go to face him in battle. Issei meets up with Saji who also equipped his black armor as they start to fight. They began to punch each other and continued to fight until they were beaten and bruised. Deciding to fight Saji at full strength, Issei contacted Ravel and tells her that he’s going to use his dragon deification. Issei overwhelmed Saji with his dragon deification punch and hugs him as he delivers one last punch to him so he can retire from the rating game. Issei and his team emerged victorious after Sona surrenders her match.


[System] You are a helpful assistant with deep knowledge about the High School DxD universe.

[User] Summarize the key events and Issei Hyoudou's involvement in Volume 25.

[Assistant] Issei bathes with Ophis, Lilith, and Kunou. Kunou expresses a desire for larger breasts, leading to Issei having perverted thoughts. Kunou, Ophis, and Lilith pounce on Issei. Issei and his team watch the tournament, witnessing Diehauser's victory and the emergence of mysterious devils and new Sacred Gears. Roygun shares information about the increasing number of Sacred Gears and research on them. Gasper receives Longinus certification. Issei is later introduced as Rias and Akeno's boyfriend to their college friends, who are under Akeno's magical influence. He attends Rossweisse's marriage interview and participates as her master. Rossweisse gets drunk, proclaims her desire to marry Issei, and is scolded by Brynhildr. Vidar challenges Issei with Rossweisse's hand on the line. Issei gathers information on Team Leisure of the Kings and is invited by Ajuka to train. Cao Cao brings Issei to the Ocean of Milk under Indra's orders, where he receives the miracle drug Amrita and meets Chichigami. Rossweisse attempts to offer her virginity to Issei, and they are interrupted by Kuroka and Koneko. On the day of the match, Issei arrives in Valhalla and fights Vidar, who uses Midgardsormr's will to become stronger. Issei is assisted by Ddraig after reaching zero countdown, pushing back Typhon and Apollon. Issei defeats Vidar after a climactic battle. Issei and his team celebrate their victory, with rivals expressing interest in fighting him. He reappears in True Volume 1 doing paperwork and attends Rias' engagement press conference. He encounters a purple-haired girl singing and fights mysterious devils. Ajuka reveals the girl is Ingvild Leviathan with the Longinus Nereid Kyrie and they must protect her. Nyx arrives and attempts to force Ingvild to sing. Issei and his team defeat Nyx and he declares Ingvild as his new servants. Issei learns he will be facing Rias in the first match.

[User] Expand on the bathing scene with Ophis, Lilith, and Kunou. What specific interactions took place?

[Assistant] Ophis finishes rinsing and asks Issei to carry her on his back, with Lilith and Kunou joining them in the bathtub. Kunou expresses her desire for breasts as large as her mother's, which triggers perverted thoughts in Issei regarding comparing her breasts to Yasaka's. Kunou realizes Issei's thoughts and tells him to be ready when her breasts get bigger. Issei makes a mischievous comment, leading to Kunou, Ophis, and Lilith pouncing on him.

[User] What details are provided about the tournament watched by Issei and his team?

[Assistant] Diehauser attains another victory against God-class teams. A special program highlights mysterious devils like Balberith and Verrine, who easily defeat ultimate-class devils and subdue God-class beings. Their king is a high-class Grim Reaper from Olympus. Another program features players with new Sacred Gears, including one from Ruval's team who controls iron and electronic devices. Ruval also possesses a God from Egyptian mythology, Bennu, the ancestor of the Phoenix. The Sacred Gear user is the king of the Shooting Star team.

[User] What information does Roygun share regarding Sacred Gears?

[Assistant] The number of Sacred Gears is increasing. Research conducted by the Seraphs and Grigori confirms the existence of species that have deviated from normal Sacred Gears. Gasper receives Longinus certification.

[User] What transpires when Issei is introduced to Rias and Akeno's college friends?

[Assistant] Rias and Akeno introduce Issei as their boyfriend to their college friends. The friends' eyes appear lifeless due to Akeno using magic to prevent Issei's engagement from becoming public knowledge.

[User] What is the topic of discussion between Issei and Akeno regarding Rossweisse?

[Assistant] Issei and Akeno discuss the differences between Rossweisse's marriage to Vidar and Rias's engagement to Riser. Issei acknowledges that his enemy is now a God instead of a Phenex clan member. Akeno notes Issei's maturity in handling the situation calmly rather than recklessly rushing to Asgard.

[User] Describe the events during Rossweisse's marriage interview.

[Assistant] Issei and his group go to a Japanese restaurant in Tokyo and greet Göndul, who apologizes for being unable to reject the Norse higher-up's idea about the marriage. Rossweisse argues with Göndul. Koneko questions why Issei doesn't do perverted things to Rossweisse. Issei participates in the marriage interview as Rossweisse's master, with Göndul as her family's representative. Vidar arrives with divine escorts. Rossweisse accidentally drinks Vidar's beer, becomes drunk, and declares her intention to marry Issei. Brynhildr appears and scolds Rossweisse. Vidar makes a bet with Rossweisse for their upcoming tournament match.

[User] What details are gathered about Team Leisure of the Kings?

[Assistant] The team includes Typhon and Vidar. Vidar has the ability to call upon Midgardsormr. Apollon's abilities are also noted.

[User] What is the nature of Ajuka's offer to Issei and Rias's team?

[Assistant] Ajuka offers to help Issei and Rias's team become stronger in a training space. Someone from Hindu mythology wants Issei to consider something. It is revealed to be Indra.

[User] Describe Issei's experience in the Ocean of Milk.

[Assistant] Cao Cao brings Issei to the Hindu mythology's Ocean of Milk, where he is greeted by Indra. Issei speaks with Indra about the tournament. He is instructed to hold the head of the turtle Kurma while Cao Cao holds the tail, causing the turtle to rotate. Issei drinks the miracle drug Amrita, which causes him extreme pain. He meets Chichigami in his subconscious, who warns him about a malevolent being and the need to gather the twelve Chosen Heavenly Breasts. Issei wakes up after being unconscious for one day.

[User] What happens when Issei returns to his residence after the Ocean of Milk?

[Assistant] Issei finds Rossweisse in his bed wearing revealing lingerie, offering her virginity to break off her engagement. She expresses her desire to be on Issei's side. Issei reassures her and recalls his actions with Euclid. They share a kiss but are interrupted by Kuroka and Koneko. Kuroka wants to have Issei's child, and Koneko gets on top of him. Rossweisse decides to sleep with Issei, and the four sleep together.

[User] Describe the events leading up to and during Issei's match in Valhalla.

[Assistant] Issei and his team arrive in Valhalla at the Thor Stadium. He receives good luck wishes from various individuals. The spectators cheer for Issei. Team Leisure of the Kings arrives, with Typhon expressing excitement about facing a Heavenly Dragon. Issei, Irina, Xenovia, Rossweisse, and Ouryuu ascend to a floating island. Xenovia, Irina, and Ouryuu confront Apollon. Grayfia and Asia challenge Artemis. Issei and his remaining team members encounter Typhon and Vidar. Vidar invites Issei to a one-on-one match.

[User] Detail Issei's fight against Vidar.

[Assistant] Issei fights Vidar, who deflects Issei's initial attacks with mystical boots. Issei transforms into his DxD form and notices his countdown has changed to 88. He summons Ascalon and Ascalon II. Vidar summons Midgardsormr's will, enveloping him in silver dragon armor named Ragnarök Earth Berserk. Vidar overwhelms Issei with speed and his signature move Fimbulvetr Shot. Typhon and Apollon arrive to assist Vidar. Issei's countdown reaches zero, and Ddraig appears from his armor. Issei and Vidar continue their fight. Vidar is defeated by Issei using Ascalon and Ascalon II. Ddraig defeats Typhon.

[User] What happens after Issei defeats Vidar?

[Assistant] Issei and his team celebrate their victory at the Hyoudou Residence. Vali expresses his desire to win, and Issei's rivals express interest in fighting him. The Church Trio pulls Issei away from them. He gets hugged by Rossweisse and Rias, and they express their love for each other. Issei tells the other girls that everyone is his bride.

[User] Summarize Issei's activities in True Volume 1.

[Assistant] Issei is doing paperwork and is informed about Sasaki's request and Morisawa's call. Rossweisse delivers brochures, and Asia requests payment. Issei attends Rias' engagement press conference. He sees social media trending about the engagement. He thinks about breasts and is interrupted by Matsuda and Motohama. Kiryuu asks about their peeking plan. Issei discusses introducing Morisawa to a new girl. He encounters a purple-haired girl singing and fights mysterious devils. The group discusses these devils and Hades. He later requested by Mil-tan to show him his new ice magic skills and Kiryuu reveal they became Lavinia’s students. Issei and the team arrive at a town to confront devils. He is reunited with the singing girl.

[User] Detail the incident involving the purple-haired girl and the mysterious devils.

[Assistant] Issei hears a purple-haired girl singing at a fountain. He feels healed by her singing. Mysterious devils interrupt them, and Issei fights them in his crimson armor. He overwhelms the devils, causing them to tremble. He checks on the girl, who is covered in blood, but she disappears after he lends her his handkerchief and before he calls Rias.

[User] What information is revealed about Ingvild Leviathan?

[Assistant] Ajuka reveals Ingvild Leviathan is a descendant of the original Leviathan and a half-human. She has sleeping sickness and wields the new Longinus Nereid Kyrie. She was kidnapped by unknown devils born from Lilith. Her Nereid Kyrie can make dragons powerless or enslave them.

[User] Describe the events involving Nyx and the plan to defeat her.

[Assistant] Nyx arrives and attempts to force Ingvild to sing, causing pain to Issei and Ddraig. Xenovia offers to have sex with Issei to break his virginity. Issei and the group arrive in Greece, where they are attacked by devils. They encounter Nyx and Issei fires a Dragon Shot at her. He uses Pailingual and Penetrate to listen to Nyx's breast again, and gets no progress. He asks Akeno to be his phone to call Ingvild. He asks Ingvild to sing and uses his Boob Power Wave to paralyzed her and destroyed her clothes with his dress break. Issei declares his plan to have his first time with all his brides, and they summon Ddraig to defeat Nyx with their Welsh Dragon Flare.

[User] What is the outcome of the battle against Nyx and its aftermath?

[Assistant] Issei and his team defeat Nyx. Issei's Queen piece begins to glow and responds to Ingvild, who agrees to become his new servant. Issei learns that he will be facing Rias in the first match after arriving at the Agares territory with his team and peerage members.


[System] You are a helpful assistant with deep knowledge about the High School DxD universe.

[User] Can you provide a detailed summary of the key events and Issei Hyoudou's involvement in Volume 4?

[Assistant] In Volume 4, Rias introduces Gasper Vladi, her other Bishop, to Issei, Asia, and Xenovia. Issei later assists in Gasper's training to control his Sacred Gear. Before the Three Factions conference, Issei visits Akeno at her shrine, receives St. George's Dragon Slayer sword, Ascalon, from Archangel Michael, and learns of Akeno's identity. During the peace negotiations, he helps fend off Khaos Brigade members attempting to kill the leaders, and he and Rias rescue Gasper, who is being used by the Khaos Brigade. After the rescue, Vali Lucifer betrays them and fights Issei. Using a bracelet from Azazel to substitute for the Scale Mail sacrifice, Issei duels Vali. Initially struggling, Issei uses Ascalon to break Vali's shield and transfers Ddraig's power to Vali's Scale Mail, temporarily halting its function and landing an attack. Issei then implants Albion's power into the Boosted Gear, creating the Dividing Gear. Vali states that he will halve Issei's surroundings, and Azazel adds that breasts will also be halved, enraging Issei to the point where he overwhelms Vali in his usual Balance Breaker form. Bikou interrupts the battle to retrieve Vali before he activates his Juggernaut Drive.

[User] What is the significance of Gasper's introduction in Volume 4?

[Assistant] Gasper Vladi's introduction adds another member to Rias' peerage and necessitates Issei's involvement in training him to control his Sacred Gear.

[User] What role does Issei play in Gasper's development?

[Assistant] Issei assists in Gasper's training, helping him learn to control his Sacred Gear.

[User] Where does Issei receive Ascalon from?

[Assistant] Issei receives Ascalon from the Archangel Michael while visiting Akeno at her shrine.

[User] What is the significance of Ascalon?

[Assistant] Ascalon is St. George's Dragon Slayer sword, which later proves useful in Issei's battle against Vali.

[User] What provokes the battle between Issei and Vali in Volume 4?

[Assistant] Vali Lucifer's betrayal after the rescue of Gasper leads to his battle with Issei.

[User] What is the purpose of the bracelet given to Issei by Azazel?

[Assistant] The bracelet given to Issei by Azazel acts as a substitute for the sacrifice needed to use the Scale Mail.

[User] What is the outcome of Issei's initial attempts to fight Vali?

[Assistant] Initially, Issei is incapable of doing much against Vali.

[User] How does Issei manage to turn the tide against Vali during their battle?

[Assistant] Issei uses Ascalon to break Vali's shield and transfers Ddraig's power to Vali's Scale Mail, temporarily stopping its function. He also implants Albion's power into the Boosted Gear, creating the Dividing Gear.

[User] What is the Dividing Gear's origin?

[Assistant] The Dividing Gear is created when Issei implants Albion's power into the Boosted Gear.

[User] What triggers Issei's surge of power that overwhelms Vali?

[Assistant] Vali's statement that he will halve Issei's surroundings, combined with Azazel's addition that breasts will also be halved, angers Issei to the point where he overwhelms Vali.

[User] How does the battle between Issei and Vali conclude in Volume 4?

[Assistant] The battle ends abruptly due to Bikou's intrusion, who retrieves Vali before he can activate his Juggernaut Drive.


[System] You are a helpful assistant with deep knowledge about the High School DxD universe.

[User] Can you provide a detailed summary of Issei Hyoudou's activities and events in Volume 5?

[Assistant]
Issei travels to the Underworld with Rias and her peerage on the Gremory private train for the Young Devils Gathering. He arrives in the Gremory region and is greeted by Gremory household servants before meeting Rias' mother, Venelana Gremory, and nephew, Millicas Gremory. Issei learns the Devils' alphabet, proper table manners, dance, and how to interact with high-status individuals. He meets Sairaorg Bael, Seekvaira Agares, Zephyrdor Glasya-Labolas, and Diodora Astaroth, who are also chosen for a competition. After the Rating Game between Rias and Sona is decided, Issei trains with Tannin in the Gremory region to increase his stamina, beneficial for when he achieves Balance Breaker. Issei does not attain his Balance Breaker at this time. Issei accompanies his friends to the Young Devil Gathering party hall, meeting Ravel Phenex, who explains that Riser is in a slump after his defeat. Ravel is now a free bishop in her mother's peerage and offers Issei homemade cake for their next encounter. Issei notices Koneko leaving the party and follows her into the forest with Rias. They encounter Kuroka, Koneko's older sister, who wishes to take Koneko back. Issei and Rias refuse. Tannin arrives and fights Bikou, while Issei and the others face Kuroka. Issei gains full access to his Balance Breaker after touching Rias' breasts. Arthur Pendragon arrives to retrieve his teammates, ending the fight abruptly.

Issei assists Rias in her Rating Game against Sona, set in a replica of their town's shopping mall. During reconnaissance, he meets Akeno, who says that Issei gives her courage to use her Fallen Angel abilities. They almost kiss until Koneko arrives, and Issei expects to be beaten. Instead, Koneko asks Issei to give her courage to use her repressed power, and he promises to stop her if she loses control. Issei partners with Koneko, and their first opponents are Saji and Ruruko. Saji restrains Issei with absorption lines to his arms, hits him, blinds him by overcharging a lamp post, and shoots him with an energy blast. Saji absorbs Issei's life force to empower his attacks at the cost of his life span and stamina. Issei refuses Koneko's help, insisting on fighting Saji alone. Saji restrains Issei and fires a blast, but Issei blocks it with Dividing Gear, taking half the damage. Issei activates his Balance Breaker and defeats Saji, who continues fighting until he is forced to retire. The remaining members regroup. Issei's blood loss weakens him, part of the Sitri Group's plan. Issei reveals Pailingual, which allows him to communicate with female breasts and learn the Sitri Group's strategy. Tsubaki attacks Issei, and Asia tries to heal him, but Momo reverses her power, resulting in both of their retirements. Issei's ability allows Rias' team to win the match. Issei wakes up in the med bay and overhears Saji receiving a medal for his tenacity. Rias visits Issei and forbids him from using Pailingual in Rating Games but thanks him for the victory and helping Akeno and Koneko overcome their fears. Odin visits and encourages them to improve. The Occult Research Club leaves the Underworld and returns to the human world. On the train, Issei addresses Tannin's comment about his harem being a waste, assuring Rias that his harem will consist of strong individuals who can win Rating Games. Koneko sits on Issei's lap, causing him to fluster and the other girls to become jealous. Diodora Astaroth appears and proposes to Asia upon their arrival.

[User] What specifically does Issei learn while in the Underworld for the Young Devils Gathering?

[Assistant] While in the Underworld, Issei learns the Devils' alphabet, proper table manners, dance, and how to interact with people of high social status.

[User] Who are the other Devils chosen for the competition that Issei meets during the Young Devils Gathering?

[Assistant] Issei meets Sairaorg Bael, Seekvaira Agares, Zephyrdor Glasya-Labolas, and Diodora Astaroth, who are also chosen for the competition.

[User] Why does Issei train with Tannin, and what is the outcome of that training?

[Assistant] Issei trains with Tannin in the Gremory region to increase his stamina, which will be beneficial when he attains his Balance Breaker. He gains great stamina but does not attain his Balance Breaker during this training.

[User] What does Ravel Phenex reveal to Issei at the Young Devil Gathering party?

[Assistant] Ravel Phenex reveals that Riser is in a slump after his defeat. Ravel also tells Issei that she is now a free bishop in her mother's peerage and offers him homemade cake the next time they meet.

[User] What prompts Issei to finally achieve his Balance Breaker during the encounter with Kuroka?

[Assistant] Issei gains full access to his Balance Breaker after touching Rias' breasts during the fight against Kuroka.

[User] Who intervenes and ends the fight between Issei's group and Kuroka's team?

[Assistant] Arthur Pendragon arrives to retrieve his teammates, ending the fight abruptly.

[User] What is the setting for Rias' Rating Game match against Sona?

[Assistant] Rias' Rating Game match against Sona is set in a replica of their town's shopping mall.

[User] What does Akeno tell Issei during the reconnaissance before the Rating Game?

[Assistant] Akeno tells Issei that he gives her courage to use her Fallen Angel abilities.

[User] What is the arrangement between Issei and Koneko regarding her repressed power?

[Assistant] Issei promises to stop Koneko if she loses control while using her repressed power.

[User] Describe Saji's fighting style and abilities during his match against Issei.

[Assistant] Saji restrains Issei with absorption lines to his arms, hits him, blinds him by overcharging a lamp post, and shoots him with an energy blast. Saji absorbs Issei's life force to empower his attacks at the cost of his life span and stamina.

[User] How does Issei counter Saji's attacks during their fight?

[Assistant] Issei blocks Saji's powerful blast with Dividing Gear, taking only half the damage. Then, Issei activates his Balance Breaker and defeats Saji.

[User] What is Pailingual, and how does Issei use it during the Rating Game?

[Assistant] Pailingual is a new move that allows Issei to communicate with female breasts. He uses it to learn the Sitri Group's strategy during the Rating Game.

[User] What events lead to Asia and Issei being retired during the Rating Game?

[Assistant] Tsubaki attacks Issei, and Asia tries to heal him, but Momo reverses her power, causing both to be retired.

[User] What is Rias' reaction to Issei's use of Pailingual in the Rating Game?

[Assistant] Rias forbids Issei from using Pailingual in Rating Games but thanks him for the victory and helping Akeno and Koneko overcome their fears.

[User] Who visits the Occult Research Club after the Rating Game, and what encouragement do they offer?

[Assistant] Odin visits and encourages them to improve through all the joy and pain they will face.

[User] What does Issei say to Rias about his harem on the train ride back home?

[Assistant] Issei assures Rias that his harem will consist of strong individuals who can win every Rating Game.

[User] What surprising event occurs upon the Occult Research Club's arrival back home?

[Assistant] Diodora Astaroth appears and proposes to Asia upon their arrival.