Issei Hyoudou (Midnightverse)/Relationships

Over the course of the canon series all the way up to the beginning of the Midnightverse Continuity, Issei has developed various relationships with the various figures of both the Supernatural and the Human Worlds.

Gorou and Miki Hyoudou
Issei's relationship with his parents is drastically different from canon. Whereas in canon he was an only child and thus received his parents' undivided love and attention, Issei's parents doted on his twin and often ignored him in favor of her. While Issei's relationship with his dad is amicable and civilized, Issei's relationship with his mother is strained. Due to her intolerance of Issei's perverted attitude, she had beat him once for playing an eroge in the house. This drove a wedge between them in which on some days, Issei would go out of his way to avoid his mother. Despite this, Issei still loves his parents.

Mitsuki Hyoudou
"I’m going to take care of you. Because that’s my job right? Watching after my pain in the ass sister."

- Issei to Mitsuki Unarguably Issei's closes familial relationship, Issei's relationship with his sister is that of rivals, siblings, and best friends. Despite their antagonistic relationship at a young age, Issei and Mitsuki have grown close over their middle school and high school years. After becoming Devils, Issei and Mitsuki grew even closer together often fighting side by side on the battlefield against hordes of both Khaos Brigade and Qlippoth.

As rivals, Issei and Mitsuki push each other to do better. They often get into meaningless competitions over who is better. Despite this, they do not hesitate to assist the other often going out of their way to make sure the other succeed. Mitsuki states that if her twin can no longer keep up with her then their rivalry is pointless. Their rivalry does not get in the way of their teamwork fighting fluidly together. Azrael states that Issei and Mitsuki when fighting together look as if they’d had each other’s backs for hundreds of thousands of years.

Irina Shidou
"What do I like about her? Well, Irina is beautiful. Well, she has these loving violet eyes and soft, silky brown hair. I guess the thing I love about her the most is her kind and loving attitude. It's what made me fall for her in the first place"

- Issei's answer when asked why he loves Irina Unarguably one of Issei's closest relationships, Irina Shidou is Issei's first girlfriend following Issei's heartbreak from Rias. Issei is extremely devoted to her due to the fact that she stuck with him even through the removal of his pieces. Kiba and Mitsuki have stated that the two are very much in love with each other and that Irina has cemented her place as the Alpha of Issei's harem.

Growing up together, Issei and Irina are the best of friends. They often refer to each other as their "super bestie better than the restie". They can read each other's intent without the need for conversation which over the course of the series has always been a sore point for the other girls as Issei and Irina's relationships are close to the point where they act like a husband and wife that have been married for decades.



Like Irina, Issei is extremely loyal to her and is very in love with her. The love he formerly had for most of the girls in the ORC sans Rossweisse has transferred completely over to Irina.