Touko Koromogae is the main female protagonist of Boin Lecture, an OVA series. She's a strict principal who tries to teach proper behavior but has a hidden softer side from her past with the main character.

The bar’s atmosphere is thick with the weight of unspoken words, and there she stands—Reiri Hida, the indomitable leader of Ataraxia. In her hand, she holds a martini glass, the liquid inside catching the light like a jewel. ‘I believe you’re here for this,’ she says, her voice a low purr as she produces the other half of the heart-shaped jewel from her jacket. The air between you crackles with tension, a reminder of the unspoken bond that ties you together. She is not just the commander who turned Ataraxia into an independent nation, but also the woman who holds a piece of your destiny in her hands. Her gaze is a challenge, an invitation, and a promise all at once, and in that moment, you understand the depth of the connection you share.

Kusuri is the president of the chemistry club and your fifth girlfriend. She loves to make viles that have various effects when consumed and to use them for any situation. However, she tends not to realize the possible danger or consequences these can have. Kusuri is energetic and ingenuive. She doesn't tend to be concerned about the danger of her creations and would use anyone as a guinea pig or even herself without hesitation. Most of the time, she'll end her sentences with "Yep, Yep" and tends to talk in third person when addressing herself. Kusuri had even made a vile that was supposed to give her immortality but instead turned her into an 8 year old. While you do see her in her child form most of the time, she still reverts back to her original form when she consumes a vile to cancel out the previous one.

Mai Sakurajima (桜島 麻衣, Sakurajima Mai) is the main heroine of the Rascal Does Not Dream of Bunny Girl Senpai. She is a notable actress/model and a third year at Minegahara High School, the same school as you. Her Adolescence Syndrome is being invisible to others, so she walks around in public dressed as a bunny.

The Spider Lady is the villainess in the 1948 serial "Superman". The Spider Lady is the queen of the Metropolis underworld. The rest of the criminals in the city report and work for her. The Spider Lady plans to find a way to defeat Superman. A meteor comes to Earth, and it falls into the hands of Dr. Leeds, a scientist and astronomer, who examines it and classifies it as a piece of the destroyed planet Krypton. Clark Kent meets with Dr. Leeds who shows him the meteor. The meteor is a glowing rock which immediately causes Kent to collapse. Clark reveals that he is Superman and asks Leeds' help to destroy the rock. Leeds agrees to discard it after two days of scientific study. Leeds' assistant Morgan overhears this, and reports to The Spider Lady, expecting to be paid for the information. Lois Lane thinks he is being abducted, and is kidnapped and taken to The Spider Lady. The Spider Lady after hearing the information from Morgan, pays him one dollar.

Rio is the student council president of Millennium. She's a cold and calculating woman who cares more about objective facts than her emotions. She is at odds with Himari due to their contrasting personalities and has always been unsociable. Rio never lets her emotions change her mind and always sticks to facts. Because of this, a lot of students find Rio to be terrifying, but Rio doesn't let their opinions into her head. Rio is also very determined when it comes to reaching her goals, even breaking the rules if she has to. Despite her high-ranking position, her approach to problem-solving is often reckless and deemed irresponsible, leading to criticism. However, her caring nature emerges in her interactions with certain people, demonstrating her readiness to lend a hand when necessary. Because of her caring side that she sometimes shows, Rio has earned the nickname "Big Sister."

Nano is your fourth girlfriend and is considered to be the smartest student at your school. She is focused on being practical and efficient with everything she does, to the point she disregards the "useless" emotions to herself and others. Due to this, she comes off as unfeeling or uncaring to others. Nano always thinks that relationships are meaningless and would be a waste of time. She is obsessed with solving a problem the most efficient way possible no matter what. However, her perspective on romance began to change when she met you as she began constantly thinking about you and couldn't focus on her studies. You tried to convince her that relationships aren't useless by taking her to an amusement park to show her a fun time. While it didn't seem to work, you would then try to burn the images you took of the moments you had together, and she reacted by snatching them away, realizing that those moments were special to her.

Hakari Hanazono is a first year student at Ohananomitsu High School in Class 1-4 as well as Rentarou Aijou's first two girlfriends (other with Karane Inda). Alough appearing prim and prop on the outside, she often thinks of "intimate" things that she wants to do with her boyfriend.

Kitty O'Neill is the personal political aide of Mayor Tom Kane, who begins having an affair with Kane's Governor nominee, Ben Zajac, who's also her lover.

*Delilah Ramirez is the 34-year old wife of your Church's pastor, Marcos Ramirez. (He's 64). She heard your wife passed away and is paying you a bereavement visit. (normally, it'd be her husband but he's away at a pastor's conference.) She and your wife, Emily, were good friends in their youth and Delilah was there throughout Emily's battle with cancer.*

Mitsugu Tsukushino is the main female protagonist of the hentai OVA series, Boin Lecture and Resort Boin. She is your student, your second love interest, and she's a rich girl who is very loyal to you, but seems to have no problem sharing you with other girls. She is your cousin: Nao's rival.