Childhood friends who become lovers is a prominent archetype in fiction, especially anime. The childhood friend is a long-standing trope in the entertainment industry. There’s something lovely and innocent about watching two children who have known one other for a long time fall in love, overcome hurdles, and understand their love for one another.
The anime fandom has many sayings, but one of the longest-lasting is that the childhood friend never wins. While it may seem like that, it is not completely true.
While anime might drag out the confession, and the couple getting together, which is understandable because that would mean the end of the series, it is not the case for hentai. The pining is barely there, but even if it is, it’s at least accompanied by sex.
Here are the top ten best childhood friend romances in hentai, from agreeing to marry each other at a young age to admitting their feelings to their oblivious partner.
1. Overflow
Kazushi Sudou is a university student who is visited by his two childhood friends, the sisters Ayane and Kotone Shirakawa. When Ayane discovers that Kazushi not only forgot to buy her pudding but is also using her special lotion in the bath, she decides to take revenge and join Kazushi in his bath along with Kotone. Will the perverted Kazushi be able to remain indifferent to them both?
Based on its original name, the true hallmark of this hentai lies in the very first episode: the moment she got slipped into. The thing about hentai shorts is that their plot tends to be fairly reactionary. Every single hentai short follows the same formula.
Something crazy happens that leads to sex; watch how things unfold from here. Overflow follows this trend as well, and the story progresses like a domino effect from when she gets slipped into.
Overflow is a once in lifetime hentai. We have a wholesome show surrounding a guy with his two very good friends just having a good time.
2. Yubisaki kara Honki no Netsujou: Osananajimi wa Shouboushi
Ryou Fujihashi wakes to find her apartment building in flames. Ryou, trapped in a terrible fire with no way out, frantically makes as much noise as she can to alert her neighbors. Thankfully, someone has contacted the fire department, and they are able to save her quickly.
One of the firefighters turns out to be her childhood friend, Souma Mizuno, in a surprising turn of events. She had a crush on him at one point, but it was short-lived due to Souma’s notorious womanizing antics. But, now that Ryou is homeless and has lost all of her possessions, Souma welcomes her into his home.
Moving in with her childhood friend means Ryou has to build boundaries—physical ones—because to cross them means to jump straight into Souma’s lustful arms. But due to his persistent interest in her, Ryou realizes he might just reignite the burning flames of passion between them.
Getting close with Souma, however, means constant interaction with the rest of the sexy, muscular fire department—and although Souma’s heart is set on Ryou, can she stop hers from wandering?
The art is nice; there are some scenes where the artist paid close attention to detail for the animation.
3. Souryo to Majiwaru Shikiyoku no Yoru ni…
One thing this hentai has is shock value. Seeing your high school crush after years is already anxiety-inducing, but imagine if they turn out to be a monk.
At a high school reunion, Mio Fukatani reunites with a classmate she has not seen in years—Takahide Kujou. She had always wanted to know more about the kind-hearted boy in high school, but once she realizes that Kujou has become a monk, she believes that any chance of getting to know him romantically is slim.
Deciding to drink away her sorrows, she ends up walking home drunk and, surprisingly, running into Kujou, who helps her get home.
However, once inside, Kujou’s lust for Mio becomes apparent, and the two share an erotic night of passion. As this steamy romance blossoms between these two unlikely lovers, Mio and Kujou will undoubtedly spend many nights together in utter ecstasy.
4. Shoujo Sect
Ten years ago, Shinobu Handa and Momoko Naitou met on a playground and became friends. Before their separation, they shared a kiss and a promise that they would see each other again. Years later, Shinobu still remembers that vow, but Momoko has forgotten it.
Now the two attend the same school. However, their personalities are complete opposites. Shinobu is a delinquent collecting a string of lovers, but Momoko is a serious student and a member of the disciplinary committee. Shinobu uses her flirtatious nature to try to make Momoko rediscover the bond and feelings they once shared.
Various stories of love and lust envelop Momoko and Shinobu’s lives. Can these two find their way back to one another?
The character development and story told over the course of a little over 60 minutes is well done by not only hentai standards but by short 3-episode OVA standards overall. Overall, Shoujo Sect certainly offers the fans of this kind of anime what they want, an all-girls school featuring some very intimate relationships.
5. Tsun Tsun Maid wa Ero Ero Desu
Kiriha, Eishun’s tsundere childhood friend, is hired as his personal maid. After secretly taking pictures of her in her maid outfit, Eishun ends up getting caught masturbating to them by Kiriha. From there, it’s essentially all sex in a few different scenarios, with Kiriha gradually growing to enjoy it.
Our main couple slowly grows closer to each other through several comedic and slightly romantic situations in this short two-episode series. Kiriha, as a tsundere, appears to have feelings for Eishun, but she goes about expressing them indirectly by playing “games” with him and initially acting like a normal maid.
For the two-episode hentai, the characters have a lot of growth. With a simple dream sequence and a single conversation, the events at the start of the first episode efficiently and seamlessly build their character. The sex then completes their personalities. The characters are likable and even relatable as a result of this.
Tsun Tsun Maid wa Ero Ero Desu manages to make the most of a premise that appears to be generic.
6. Oppai Life
Naoto is a university student. One day, he meets Ayane, his old friend, by chance after an interval of several years. Also, Chika, his old friend as well, suddenly appears in front of him. She tells him to become her tutor, and they start living together but will Naoto resist the temptation of those delicious big boobs?
Oppai Life is as vanilla as a series gets. This is something you watch when you don’t quite want to delve into everything hentai has to offer but still want to watch some hentai.
Nothing extremely unrealistic happens in this hentai, just Naoto having sex with two of his childhood friends. Everyone loves boobs, and Naoto is no exception. The animation in this hentai is quite nice, and the girls are pleasing to the eyes. Naoto’s appearance isn’t anything special, but it’s a nice change from the ugly bastard mcs that are a common occurrence when it comes to hentai.
Overall, this is hentai that you can watch multiple times and still not get tired of it.
7. Tayu Tayu
When his parents decide to relocate to another country, Rei returns to his hometown and reunites with his childhood friends, Midori and Shiho, in an open-air bath.
Midori and Rei begin to fall in love, but can they maintain a normal relationship in a town full of sex-deprived college girls all lusting after Rei?! Will Rei be able to resist the seduction and stay true to Midori? Or will lust bind him and turn him into a plaything for all the town’s ladies?
Tayu Tayu is a hentai romance, a comedy that gets off to a good start with a well-crafted passionate setting. This is good-natured and amusing hentai.
Tayu Tayu is a heartwarming sex romp about a guy who returns to the countryside, renews his childhood friendship with two girls, and ends up becoming a human dildo for those two girls and three others. Queen Bee’s art uses the original art from their adaptations, so if you liked the manga’s art, you’ll enjoy the art in this as well.
Overall, this is a really good hentai anime for those who prefer vanilla, so if that’s you, then go ahead and watch it.
8. Chu Shite Agechau
Segawa Akira is a high school student who is one day caught masturbating by his older sister, Yuu, who then proceeds to help him to relieve his needs. Later that day, Akira talks to Yuu, prompting her to decide to consult him with a physician, Tachibana Kimiko. Kimiko explains that Akira has an illness that can only be cured by having sex with him. Thus starts the new sex-filled life of Akira with his sister, doctor, and childhood friend Takamori Sana.
This hentai starts off slow and becomes better and better as it progresses.
Yuu is a cute, busty redhead whose role is to take care of her brother. She is caring and collected and doesn’t seem to have any moral barriers when it comes to getting involved in incestuous sex. She sleeps with Akira in order to “help” him with his “treatment.”
Sana seems to be a friend of Akira. She, too, lacks experience in bed, has long blond hair, a slimmer, tighter frame, and comes off as a clumsy, tsundere yet lovely girl. She has cute expressions and curves of a more credible size.
9. Cafe Junkie
Masaru is unemployed despite the fact that he is about to graduate from a technical college. Spending time at a cafe called “Hidamari” is his one and only pleasure. His childhood friends Nanami and Kurumi’s parents own and run the cafe, and they also work there.
He learns one day that another of his childhood friends is returning to his hometown. He says, “I wanna meet her soon.”. Nanami and Kurumi are prompted by his words to approach him in a way they have never done before.
Cafe Junkie is a softcore series about four characters who meet in a cafe. It’s unique in that it doesn’t just throw sex scenes at you without introducing the characters or explaining what’s going on. It begins by establishing the characters’ relationships.
Overall, a good choice if you want to watch something entertaining, imagine this scenario occurring in real life, or simply watch hentai that is unlike most you’ll see these days. Are you looking for a simple series with a smidgeon of romance? If that’s the case, you’ve come to the right place. This is what you’ll want to watch.
10. Nozoki Kanojo
Yoshizawa Kaede is the perfect student who waters the plants and greets the security guard every day before going to class. The security guard, Hiragi, masturbates to pictures taken of her secretly every day.
She has a boyfriend who plays sports and a best friend named Nishino Youkou. One day she saw Youkou having rough sex with the new security staff, Kusuda. She then stands in shock when Kusuda pushes up behind her and grabs her.
Good girl gone bad is a genre everyone enjoys, and this is exactly what this hentai gives up, after a bit at least. The perfect student gets turned into someone who’s crazy for sex and by no one other than her best friend.
Kaede’s best friend shows her everything that’s good in life; after seeing how good Youkou can make someone feel; she got to experience it herself as well.