15 Sexiest Prostitution Hentai Of All Time

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15 Sexiest Prostitution Hentai Of All Time

This list is all about eager girls who surrender themselves to the sexual fantasies of the deprived men in return for money. of course, most of these girls take up the business of prostitution only as a pleasure fulfilling opportunity – the money is there.

Still, it always comes back to delight at the end of the day. And since this is Hentai we are still dealing with, sex comes with no limitations and in all situations. Indulge in these fabulous tours of horny desires, big breasts, and loud moans.

There are also male characters who use these prostitutes to fulfill their secret fetishes. Whatever they are, you need not worry about the experience you will have in watching these because we do the filtering work for you already! Time to take a break from everything and start shaking!

15. Taimanin Yukikaze

TaimaninYukikaze

We will close the list with this story about another female ninja student Yukikaze, who is enrolled in a training academy. She has started to learn some new demon-fighting techniques to excel at her job. As she gains expertise, she and her friend Akiyama Rinko together decide to infiltrate an evil organization in hopes of finding Yukikaze’s mother.

However, as they get into this dangerous mission, do you think they are prepared to fight the dangers? As you will find out, these two fighters have to pay an excellent price for undertaking this mission. And their cost will be your kink satisfaction mechanism.

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14. Enkou JK Bitch Gyaru: Oji-san to Nama PakoSeikatsu

Enkou JK Bitch Gyaru Oji-san to Nama PakoSeikatsu

This one comes directly to the point. The story is about two beautiful whores and how they get on with their lives, focusing on their profession, prostitution. There is a guy who lives a somewhat dull and lonely life with no company and, of course, no sexual stimulation at work. While taking a walk one day, this guy ends up at a sort of house where he finds too many girls all gathered in one place.

He is highly stimulated to see their big breasts and pointy nipples. Only after some time does he realize that he is here at a sexual abode and could get all sorts of pleasures he only thought about. There begins his journey to the sweet, lustful world of prostitution where he gets all the sexual fantasies fulfilled in exchange for money. And this guy does have money! Good news for us!

13. Taimanin Asagi

TaimaninAsagi

The title TaimaninAsagi means Anti-demon Ninja Asagi. If you are looking for a distinctly dark anime and something that you can extend to watch at length, this four-episode Hentai OVA should be your ideal go-to choice. Adapted from a game by Black Lilith, the protagonist is AsagiIgawa, a brave female ninja who has taken it upon herself to rid the world against all the evil forces like demons.

But the thing is she wants to quit this job and marry her boyfriend, Kyousuke. But will this transition be that easy? A ruthless monster Oboro is eyeing her to avenge his past fight and death. As it turns out, Oboro kidnaps both Asagi and Kyousuke.

Moreover, he transforms the lover Kyousuke into a monster and puts Asagi and him to fight in what is called the Chaos Arena, where the rule is simple enough: the loser ought to be raped! This one could be a difficult one to watch, but for all your kink levels, this one could be a boon for you.

12. EnkouShoujo: Rikujoubu Yukky no BaaiThe Animation

EnkouShoujo Rikujoubu Yukky no BaaiThe Animation

“EnkouShoujo: Rikujoubu Yukky no Baai The Animation” is based on a visual novel that goes by the same title. The adaptation created PinkPineapple studios, which gives you quality assurance concerning animation and video quality. The story is similar, just like the game. This anime is the story of two lovely girls – YukkiKawaragi and MizukiMazo.

These two are college mates and have developed a deep attraction for each other, which leads them to confess their love. Both are happy with each other, but in addition to this love, they find themselves highly attracted to one guy from college who they come in a relationship with.

However, they also realize that they would need some more male sex to get pounded adequately. So there comes the idea of prostitution. These two decide to look for guys who can fuck them well, and accordingly, deals will be made. Watch this one get high on some extraordinary depictions of wild sex!

11. Makai Kishi Ingrid

Makai Kishi Ingrid

This anime is a story of Ingrid, who has, on many previous occasions, been a savior of Tokyo from evil alien-like creatures. Ingrid has been said to be as one of the city’s darkest beings, given her influential antics to stop the alien invasion not once but on several challenging instances. However, this time, she faces a tough challenge from the Kanomado army of monsters who are hell-bent on destroying her and avenging their kin’s death.

The group leader is Sabato Kiryuu, who gives the army open access to avenge themselves on Ingrid’s body. When Ingrid is captured finally, these monsters let lose themselves on her body, penetrating her simultaneously and assaulting her body in unimaginable ways while she is deep in pain.

This monster’s army keeps targeting her in gangs while using both their strange tongues and massive penises deep into her while she struggles to let go. This anime shows you another instance of what vore is likely to treat you with and in what intensity. The scenes are so dark and drastic; at a point, it even starts to feel irrelevant, considering they wanted to take revenge on her.

You got to find out for yourself what you think about this sort of revenge! And here’s a bonus – what you think about this sort of revenge might surface before you many things you earlier might not have known about yourself! Yes, we’re talking about repressed desires of all types you can imagine!

10. Nariyuki→Papakatsu Girls!! The Animation

Nariyuki→Papakatsu-Girls-The-Animation

The plot starts with what could be a pretty standard discussion in rooms – two girls discuss sex, and one of them keeps her point that she does not like to indulge in physical, sexual acts with others and prefers fingering herself. However, it turns out that the other girl is already into prostitution and brags about her job, claiming how much better it is to be fucked for real, trying to charm her about the world of prostitution.

She even goes to the length of suggesting that her friends should come down one day to her prostitution site and see her live-in action. She believes watching her life would give her a glimpse of how pleasurable it is, and then she would understand why a real fuck is worth more than fingering. What follows is she listens to this life-altering advice and then ends up as a prostitute herself! So this is, as you understood, the story of a friend convincing the other to become a prostitute: sexy girls, and a lot of sex.

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9. SoukouKijo Iris

Soukou-Kijo-Iris-1

Are you a person on a desperate search for virgins? Then this one should serve you right. Meet SoukouKijo – but she is also a warrior who now finds herself surrounded by enemies against whom she cannot help but submit. But these are not the usual enemies you have in school and workplaces; they are monsters and demons with unimaginable lustful desires. So, if you are still curious to know the fate of SoukouKijo, proceed.

Kijo is sold to the bidder of a strange, extra-terrestrial planet and is being promoted and marketed as a highly desirable woman only because she is a virgin. It seems like the monsters in this world love virgin girls too! Soon Iris is moving from one owner to another who exploits her without any concerns except their fulfillment.

What you will see as sex might disturb you more than please you – however, some of you might still want to push yourself and watch this one. The aliens indulge in extreme sex and vore, inserting their tentacles into Iris’s pussy and sometimes also their penises that multiply strangely into different sex organs, ravaging her to the extent that her stomach starts to deform out of deep penetration and pain.

And all these sex scenes are presented in the most straightforward way possible; the animation and visual effects quite commendable. For understanding the limitless explicitness of Vore Hentai, one cannot miss this recommendation on the list. If you can watch this completely, you have got balls, and you qualify!

8. Sei YarimanGakuenEnkou Nikki

Sei YarimanGakuenEnkou Nikki

This story could have everything you will need minus the effort required to understand a word. The protagonist is an old working man going through a midlife crisis, having worked for a long time at his office. He used to have a married life, but it wasn’t long before his wife left him, leaving him lonely and desolate, craving a fulfilling life.

Now divorced and depressed, he is tired of spending his time all by himself. But the Hentai twist is coming up soon. A girl from St. Marian Academy comes to her, searching for a client in a surprising turn of events. What follows is an older man exploiting a young girl for all his repressed unfulfilling desires.

This one is a pretty exciting one to watch, and it’s guaranteed that most of you must be looking for this stuff. Even if you don’t like the older man, be assured that you will love the young girl that suddenly shows up in his life and thereby in our lives as well!

7. SubarashikiKokka no Kizukikata

SubarashikiKokka no Kizukikata

SubarashikiKokka no Kizukikata is based on a game that formed the foundation of this anime. The story is about an exiled knight who retired but returned to his land and decided to serve his country as that was what he should have done. But there is a twist. His decision has been taken after a new Princess, and few of her friends came forward and created a new regime.

This knight now wants to join hands with the new power at the center to contribute to the land’s lost glory. But can it be that that only is the reason behind his sudden interest in recognizing his ground? As you must have already understood, what follows is an intense meet-up between the Princess, her friends from the court, this knight who agrees to offer himself a protector of the land. Consequently, what we get is a series of highly animated sexual scenes that will leave you wanting for more. This anime has an aura that will get fixed with you.

6. Shin SeiYarimanGakuenEnkou Nikki The Animation

Shin SeiYarimanGakuenEnkou Nikki The Animation

This one is going to impress you favorably, for sure. This story could have everything you will need minus the effort required to understand a word. A protagonist is a 45-year-old man going through a midlife crisis, having worked for a long time at his office.

He used to have a married life, but it wasn’t long before his wife left him, leaving him lonely and desolate, craving a fulfilling life. Now divorced and depressed, he is tired of spending his time all by himself.

But the Hentai twist is coming up soon. A girl from St. Marian Academy comes to her, searching for a client in a surprising turn of events. What follows is an older man exploiting a young girl for all his repressed unfulfilling desires. This one is a pretty exciting one to watch, and it’s guaranteed that most of you must be looking for this stuff. The girl is one to get you going as well!

5. Kanojowa Dare to demo Sex Suru

Kanojowa Dare to demo Sex Suru

Ever had an experience of a proposal gone incredibly wrong to the extent of absurd? Even if you had, this one here would perhaps give you a jolt. So are you ready for it? Kazuhiro Sayama is a guy who finds it extremely difficult to communicate his feelings towards his all-time crush Erika Sakurai. One fine day he expects the worst – at least that is how he prepares himself and then finally confesses to her.

If you thought he had imagined the worst, then both he and you are wrong. When the poor guy reveals, Erika responds immediately by having a round of fucking with the gym teacher right in front of him! Are you blown yet? Or are you desperate for this girl already? Well, it turns out that this girl is a sex addict and has a fetish for exhibitionism.

Here’s the crazier part now: in a deal that is agreed to by both, Kazuhiro is the personal cameraman. He will be filming all of Erika’s sexual escapades at all places and always! Kazuhiro readily agrees to take this up, but the catch of the deal is that he will never be allowed to get close to Erika. Smart girl? Also, what is left to be seen is this: will he be able to satisfy himself from a distance, or would he break the contract soon enough?

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4. Discipline Zero

Discipline Zero

This one is based on the famous game by Active. Discipline Zero is on the lines of the viral story about a known character Hayami Takuro. The setting is St. Alcadia Academy, and two new students have arrived at the boarding. After their arrival, the plot picks up how their arrival marks a shift in the entire school atmosphere.

Morimoto Leona is so dominating that she severely punishes all the students within the school’s boundary who are of no use to her. Here is the even more exciting part: she punishes the teachers of the school as well. Now, don’t you wish if you could do this too? Some of us would indeed have out teacher fetishes unaccounted for.

And to punish a teacher! Don’t lose yourself yet because the best parts are in the visuals you ought to see. There are also characters of Yuuki, Ruri, and Maiko who are fellow boarders and don’t know what they will face in this dark world of the otherwise calm seeming academy. These sexy girls fall prey to the horny desires of the men in the boarding. We suggest you don’t miss this one out!

3. JK Bitch niShiboraretai

JK Bitch niShiboraretai

Ever had weird goals and objectives you challenged yourself to meet? In this anime, you will get an idea for the most badass purpose. The protagonist is a typical understudy with a slam book sort of wish: he wants to be able to fuck 100 virgins! Now do not forget that this wish also comes from a virgin himself. Do you think this guy is aiming high or will be able to manage it through the anime? There is a girl from his school called Yuriko.

He always fantasizes and keeps to his recent virgin challenge; he gathers courage and asks her whether she was a virgin. Are you ready for the big, nasty surprise now? It turns out that this guy has the biggest cock in school, and Yuriko agrees to have sex with him only. And for 100 times. So maybe this guy has to make a small adjustment in his plans? Watch this one get some crazy dose of sex, as evident from the number.

2. Enkou JK Bitch Gyaru Oji-san to Nama PakoSeikatsu 2

Enkou JK Bitch Gyaru Oji-san to Nama PakoSeikatsu 2

What do you do when you have enough money to provide for yourself but no one to share it with? Or say, you work so hard but only to return to an empty house devoid of life. Maybe you could call a prostitute! You can get to spend the money, too, and account for all your sexual needs as well.

And the good thing is it can be unlimited and with the added benefit of variety! Our protagonist has of late been thinking the same way. He is a typical salesman who works hard the whole day and returns home to his empty life. One day, it occurs to him that he should not use it to pleasure himself? So there begins his quest with extremely hot prostitutes. And his needs are fulfilled like never before.

1. Kyonyuu JK gaOjisanChinpo to JupoJupoIyarashii Sex Shitemasu

Kyonyuu JK gaOjisanChinpo to JupoJupoIyarashii Sex Shitemasu

You will meet three beautiful, charming, hot girls who decide to go down the prostitution lane as a prospective job when they realize it was quite a rewarding thing to be working for. You get pleasure (and give) and also get paid! Now those are the lines on what these three girls are thinking.

Add to this personal interest and passion for the role that all these three girls have massive boobs that you will fall for while your tool down there will not stop rising! Expect a lot of steaming action as the anime focuses on each one of their encounters with respective strangers and friends. You might also be able to see the trio in a personalized session of their own. As they lick each other’s plump breasts, you will crave to be amidst them for sure!