His and Her Circumstances (1998)

Kyotaro Ichikawa, a boy barely clinging to the bottom rung of his school's social ladder, secretly believes he’s the tortured lead in some psychological thriller. He spends his days dreaming up ways to disrupt his classmates' peaceful lives and pining after Anna Yamada, the class idol. But Kyotaro's not nearly the troubled teen he pretends to be…and it turns out Anna's a bit odd herself!

Tsutsui Hikari (a.k.a "Tsuttsun") is a high school student who is content with his virtual life of anime and video games. One day, he gets stuck cleaning the pool with Iroha, a real live girl who is stylish, sassy and known to be easy with boys ... and she aggressively approaches him! Tsuttsun, who has few friends and lives in his own world, finds himself smitten by the confident and wild Iroha ... and his whole world is turned upside down!! It's the awkward and pure love story of a boy who experiences relationship for the first time.

So exactly what’s going to happen when Hachiman Hikigaya, an isolated high school student with no friends, no interest in making any and a belief that everyone else’s supposedly great high school experiences are either delusions or outright lies, is coerced by a well meaning faculty member into joining the one member “Volunteer Services Club” run by Yukino Yukinoshita, who’s smart, attractive and generally considers everyone in her school to be her complete inferior?

Eiji Kitahama joins the drama club with dreams of having a harem like the ones from his favorite manga. Rin Nanakura, an underclassman, finds herself crushing hard on Eiji, and tries on different personas in his presence to win him over. No matter how she acts, one thing is certain—her feelings for Eiji continue to grow stronger. Will she ever be able to tell him the truth and be herself?

Shikimori seems like the perfect girlfriend: cute, fun to be around, sweet when she wants to be… but she has a cool dark side that comes out under the right circumstances. And her boyfriend Izumi loves to be around when that happens!

Alya is a transfer student enjoying popularity at her new high school, often sporting a cold shoulder while earning high marks in class. She ignores her nerdy classmate, Kuze Masachika, except for when she blurts out a flirtatious line to him in Russian. Little does she know, Kuze understands Russian, though he pretends not to. Let’s see where this wacky love story takes them!

After middle school, with its bullying and nicknames, Uka Ishimori is excited for a fresh start at Hachimitsu High School. Kai Miura, a cool and uninhibited boy, sits next to her in class. Uka remembers she met Kai in middle school and with a single word, he had convinced her to attend Hachimitsu. Though he’s popular, Kai supports Uka in her efforts to fit in with her new classmates.

When the intimidating Rintaro meets the open-minded Kaoruko, the unlikely duo grows closer. The issue? Their neighboring high schools hate each other.

Mizuki Ashiya is on a mission: disguise herself as a boy and enroll in a male boarding school to meet her idol, high jump star Izumi Sano. But after successfully infiltrating the school, she discovers he’s suddenly quit the sport! Now Mizuki must dodge suspicion, protect her cover, and somehow reach the boy she came all this way for—all while surviving the chaos of an all-boys dorm!

For high school students like Shouichi Kamita, university entrance exams and the future are common concerns. It is also during this time in life that a mysterious emotion that vexes people of all ages may begin to weigh upon one's mind—love. At this point in his teenage years, Shouichi finds three girls he could see himself having a future with: the ever-cheerful Hikari Tsuneki, who teases Shouichi without mercy, but actually has a softer side; the competitive gamer, Tooru Miyamae, who has difficulty communicating with others; and Shouichi's childhood friend, Kyouko Touno, the sometimes immature shoujo manga enthusiast. Seiren follows Shouichi's relationships with these three girls across three separate arcs, as their feelings grow from mutual interest and blossom into something more beautiful.

Did Wataru's intentions slip by Aika because she was getting impatient?! This is the start of a romcom revolving around two people who just can't get their feelings across and both think their love is unrequited!

High school can be hard enough with just academics alone, but when love enters into the picture, it can unravel into a comedy of errors. Tenma has fallen for oblivious Karasama and class delinquent Harima has fallen for Tenma. While this unlikely trio winds their way through the pitfalls of love and high school life, their friends and classmates become caught up in the chaos.

Kazunari Usa finally has a place of his own at the Kawai housing complex. Unfortunately, his roommate is a total weirdo and a massive pervert! But life at the Kawai Complex isn’t all that bad with his dream-girl Ritsu living right down the hall.

Kisaragi Amatsuyu is invited out alone by the cool beauty upperclassman Cosmos and his childhood friend Himawari. Expecting to hear their confessions, he triumphantly goes to meet each of them in turn. But Cosmos and Himawari both instead confess to Amatsuyu that they like his friend. Amatsuyu fights this lonely battle, but there is another girl who is looking at him. She is a gloomy girl with glasses and braids. Amatsuyu finds that he hates her, because she's always turning her sharp tongue only on him and finding enjoyment in his troubles. But it turns out that she's the only one who actually does like him.

Join Tadakuni, Hidenori and Yoshitake as they undergo the trials and tribulations of life in high school. Each episode presents the boys and their classmates in unique situations that you may or may not have faced in high school yourself.

Godai is a ronin (someone who has failed university entrance exams) living in a run down apartment house called Maison Ikkoku. Among the other residents are the nosy Ichinose, the sexy Akemi Roppongi, and the mysterious Yotsuya. The others are given to having wild parties which makes it difficult for Godai to study. Into this mayhem comes the recently widowed Kyoko as the new live-in manager. Godai falls for her, but doesn't have the nerve to tell her. As time passes, their relationship slowly develops amid life at Maison Ikkoku, despite all sorts of romantic hurdles.

Nakamura falls for his classmate Hirose instantly, but they've never spoken. Can his bumbling attempts to say hello lead to a real connection?

Moritaka Mashiro and Akito Takagi are pretty much foils of each other. Mashiro, an average 9th grade student but talented artist, and Takagi, an overall advanced 9th grader and aspiring writer. After great convincing, Takagi convinces Mashiro to join him in becoming the greatest mangakas Japan has ever seen. Takagi, with his gift of writing, hopes to become a successful mangaka, and Mashiro, with his gift of art, hopes to marry the girl of his dreams, Azuki Miho.