• Video Game

• MILF,
• NTR

• Age Gap,
• Breeding,
• Femdom,
• Netori

Most of the time, when a father disappears out of nowhere, he never comes back. Mao, however, is lucky enough to have his dad come back after four years…with a hot woman to become Mao’s mother. Thrilled yet wary, Mao welcomes Shiori but tries to keep her at arm’s length. Her big boobs are just too much for him! Having lost her biological mom at a young age, Mao is not familiar with motherly love, so Shiori takes it upon herself to show the boy what he’s been missing out on. Like any other mother would do, Shiori feeds Mao…well, she breastfeeds him while milking his dick. Mao teases Shiori’s pussy with his penis, but he doesn’t put it in out of respect for his father. What a thoughtful son! Obviously, this thoughtfulness doesn’t last very long, and Mao and Shiori end up enjoying a long session of sex. Heartful Maman’s animation feels a bit off at times, but that doesn’t mean it’s not worth it. Shiori is one steamy mother, making it easier to overlook some of this anime’s flaws.

• Original

• Harem,
• MILF,
• Vanilla

• Age Gap,
• Femdom

Living in an apartment complex can be pretty hard, especially when the walls are thin and your next-door neighbor is noisy no matter the time of day. Satoru is used to inviting girls to his place for some fun, but they just don’t know how to be quiet. Yukari, his neighbor, is tired of the noise, so she knocks on his door to give Satoru a piece of her mind. However, she soon finds herself wanting to try Satoru’s dick and see for herself how good it really is…Yukari is a gorgeous mother with a great body and a strong personality. That’s why she doesn’t hesitate when Satoru invites her to his place to help her sober up. The sex is more vanilla than anything, but the animation flows so well that it’s really worth the watch. Satoru knows what he’s doing, and he tries different positions with Yukari that night. Far from being ashamed, Yukari enjoys having sex with a man several years younger than her and finds herself going back to Satoru’s place every day after work. Satoru’s dick is irresistible, especially for a widow who has been suppressing the urges of her pussy for years. For some reason, the first minutes are just a lot of text on the screen for you to read and familiarize yourself with the premise and characters. Don’t worry, though. The plot is not that complicated, and sex is always easy to understand…

• Video Game

• Drama,
• Hardcore,
• MILF

• Age Gap,
• Femdom,
• Incest,
• Rape,
• Voyeurism

This lewd mother only has one thing in mind: her son’s dick. However, no matter how hard she tries to seduce him, Kyouko’s son doesn’t budge. It’s not like he doesn’t think about his mother that way, though. He’s constantly masturbating behind the scenes while Kyouko is being fucked by his best friend, Shin!

In the first episode, Shin bribes Kyouko by telling her he’ll protect her son in exchange for sex. As Shin pushes his dick deep inside Kyouko’s pussy, Kazuya observes them and faps until he cums. By the end of the first episode, Kyouko’s mind is completely broken and becomes Shin’s sex slave.

Episode 2 takes a dark turn when Kyouko, now a full-time slut, tries her best to fulfill Shin’s demands, dressing her son in a maid costume, tying him to a table, and raping him with a strap-on. Not happy with that, they move to the bedroom, where she guides Kazuya’s dick to her pussy and chokes him until Kazuya starts moving. After trying several positions with his mother, Kazuya finally cums, but Kyouko doesn’t—she just won’t allow anyone other than Shin to make her feel pleasure! 

• Video Game

• Harem,
• MILF,
• NTR

• Age Gap,
• Netori,
• Rape

While his father is out due to his work, Itsuki stays home to look after his stepmother and two stepsisters. Always the responsible young man, he makes sure they’re all feeling good and comfortable in the house…in more than one way. He starts by blackmailing Nagisa, the older sister, forcing her to suck his dick while the younger sister, Fuuka, is a few meters away in the living room. However, Itsuki is a hard man to please, and just Nagisa isn’t enough, so he moves on to seduce Otoha, the mother.

Even though Otoha knows having sex with her stepson isn’t right, she can’t resist Itsuki’s dick. He even forces Otoha to have sex with him and makes her cum on his father’s face while he’s sleeping! Tell me about sick fetishes…

There’s no place in the house where Itsuki hasn’t had sex with Otoha or Nagisa, and we all know who’s next. It doesn’t take long for Fuuka to join her mother and sister in Itsuki’s harem.

• Web Manga

• Anthology,
• MILF

• Age Gap,
• Bondage,
• Group Sex,
• Netori,
• Rape,
• Sex Toys

Although Daisuki no Hana presents 2 unrelated stories, both episodes share the same premise: having sex with an older woman, be it your friend’s mom or your own aunt. 

In Episode 1, Miyuki learns the hard way that, sometimes, things don’t go as planned. All she wants is to be a good mother. Nevertheless, when a friend of her stepson spends the evening at their place, things take an unexpected turn. While Yutaka is at the school, Miyuki and Masato are alone at the house…the perfect opportunity for Masato to finally make a move and try to seduce his crush!

Masato is just a boy, but he definitely knows what he’s doing. He first makes Miyuki suck him off as he pushes her head to test how deep he can go. Then, Masato fingers Miyuki while cooking, and once she’s slippery and wet, he puts his dick in and fucks her until he cums. Although forced at first, Miyuki gets used to Masato’s cock, and starts craving it more as time goes by.

Since Daisuki na Haha’s runtime is short, we get sex scene after sex scene, and the plot moves fast. The last part of this hentai anime shows Miyuki tied up and blindfolded, with her legs spread to show her dripping pussy. Masato fucks her until she cums, but it doesn’t stop there. The blindfold is removed, and Miyuki’s eyes focus on the boy ramming his dick inside her. It’s none other than Yutaka, her stepson! While Yutaka cums inside of her, Masato fills Miyuki’s mouth with his sperm. Isn’t that the true meaning of friendship?

• Video Game

• Drama,
• Harem,
• MILF

• Age Gap,
• Femdom,
• Group Sex,
• Incest

Akihiko is just a white-collar worker trying to make a living to support his wife. When she leaves him for another man, however, he starts wondering where he went wrong. Luckily for him, his aunt is more than willing to help Aki get over his cheating ex. Fujino shows her nephew that her pussy is all he needs to feel better. However, she’s not the only one who wants to try Akihiko’s big, hard dick…

When Sayuri, Akihiko’s mother-in-law, shows up, she’s horrified to find him having sex with his aunt, but it doesn’t take long for her to join in the fun. Sooner than later, she finds herself spreading her legs open and begging Akihiko to penetrate her! In the second episode, a woman called Shizue shows up saying her husband left her for Akihiko’s ex-wife, and now she comes to kill him. Although that was her initial plan, Fujino makes her change her mind by fingering her pussy until she’s shaking from head to toe. After that, Fujino, Shizue, Sayuri, and Akihiko have a foursome! Needless to say, there’s a lot of sucking, fucking, and cumming in Tsuma no Haha Sayuri. 

• Video Game

• Drama,
• MILF,
• NTR

• Age Gap,
• Netori,
• Sex Toys,
• Voyeurism

Hitozuma Kasumi-san shows us why we shouldn’t judge an anime by its release date. It might be old, but it’s still one of the best hentai anime in the MILF genre, and the Ultimate Edition combines both episodes into a single 60-minute OVA! It’s really well animated, and it follows a simple plot that resolves at the end. What’s more important, it features a sexy MILF and a younger man who will do anything to please her!

It all starts when Ryouji catches Kasumi masturbating with one of her sex toys. He can’t stop thinking about her and her pussy, regardless of her being a married woman with a child. Now, Ryouji’s new goal is to ram his dick so hard inside Kasumi that she will never feel sexually frustrated again, totally ignoring Kasumi’s sister’s feelings for him in the process.

This MILF hentai anime is a slow burner, but trust me, it’s worth it, especially if you like toys and sexy lingerie. Kasumi and Ryouji have sex in different locations and in different positions, like when he puts it in Kasumi’s ass and she pees on herself. The second portion of Hitozuma Kasumi-san (or Episode 2, in the old version) is full of drama but still shows them together having some sweet sex in a hotel room, with Ryouji lying down and Kasumi riding his hard dick until they both climax. Honestly, Hitozuma Kasumi-san is the epitome of “oldie but goodie.”

• Manga

• Anthology,
• Comedy,
• Hardcore,
• MILF

• Exhibitionism,
• Femdom,
• Group Sex,
• Voyeurism

Shikiyoku INFINITE is a rare one among the MILF hentai anime that are mentioned in this list. While it mainly focuses on teen Kurumi’s thirst for sex, her mother, Mitsuko, is a vital part of the story. Mitsuko loves sex, and she can’t stop herself whenever there’s a dick in front of her. That’s why she’s constantly having sex, even in front of Kurumi. Of course, that’s not a problem for this high school girl since she usually joins her mother and ends up getting penetrated until she climaxes.

Since we’re recommending MILF hentai anime, let’s focus on Mitsuko. She’s a busty mother with a needy pussy, who’s always looking for casual sex and the more kinky stuff—we even get to see her sucking two dicks at a time! When not sucking dick, she could be straddling a man while watching her daughter masturbate…just family stuff, you know.

One of the short stories in Episode 1 takes place in a taxi, with both women teasing the driver until he finally stops the car and joins them in the backseat. The driver fucks both of them, alternating between Mitsuko and Kurumi’s holes. It’s so touching—pun intended—to see how deep the bond between a mother and her daughter can be!

Just in case you’re wondering, Episode 2 is also divided into 3 short stories, but only 2 of them are about Kurumi and Mitsuko. The other one also has a dick-craving MILF, though! 

• Video Game

• Hardcore,
• Harem,
• MILF,
• NTR

• Netorase

Being on your boss’ side is one of the keys to a good working environment, and the protagonist of this anime is well aware of it. That’s why he didn’t even refuse when his cuckold boss asked him to have sex with his wife! Turns out he can no longer satisfy her, and he rathers have another man fuck her than lose the love of his life forever.

A bit nervous at first, this man has sex with his boss’s wife and films everything as proof. The thing is, once he gets more used to Akari’s pussy, the man forgets about his deal with his boss and stops using protection. Furthermore, he even takes Akari’s daughter’s virginity!

While vanilla at first, the sex gradually becomes rougher, and Akari and her daughter, Shizuku, end up sharing this man’s dick. Oh, but they don’t take turns—why would they do that when they can both suck and lick at the same time?! It’s not difficult to understand why this man couldn’t say no to his boss: Akari is one hell of a hot MILF! By the end of this hentai anime, both mother and daughter can’t live without the protagonist’s dick. They all have sex regularly…and still record everything so Akari’s husband can watch it later !