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Cross-dressing Hentai Anime
Browse Cross-dressing hentai anime series on Play Hentai. Discover available episodes, popular titles, and new releases in the Cross-dressing category.
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Showing 1–24 of 195 Series
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Inaka ni wa Kore Kurai Shika Goraku ga Nai
50
T-Rex, BunnywalkerInaka ni wa Kore Kurai Shika Goraku ga Nai
Synopsis: Inaka ni wa Kore Kurai Shika Goraku ga Nai is a rural romance OVA adapted from the doujin work by Mutsu no Kodokutei. Set in a quiet countryside town where entertainment is scarce, the story follows a group of young adults whose ordinary summer days gradually become filled with complicated emotions, growing attraction, and intimate relationships. With little excitement to break the monotony of rural life, close friendships slowly evolve into passionate romances as the characters spend more time together in homes, fields, and secluded corners of their small community. Everyday encounters, playful teasing, and unspoken desires gradually blur the line between friendship and love, leading to emotional confessions and increasingly intimate moments. Combining slice-of-life storytelling with romantic drama and adult themes, Inaka ni wa Kore Kurai Shika Goraku ga Nai presents a relaxed countryside atmosphere where the simplicity of daily life allows hidden feelings and relationships to naturally blossom.
Year:
Studio:T-Rex, Bunnywalker
Genres:
OVAAdultRomanceSlice of Life
Ookii Onnanoko wa Suki Desuka?
37
Studio HoukiboshiOokii Onnanoko wa Suki Desuka?
Synopsis: Thanks to his older sister's scheming, the petite Souta becomes the hall director of an all-girls university volleyball dormitory. Constantly surrounded by tall, voluptuous athletes, he finds himself the target of endless teasing, flirtation, and awkward situations. As he struggles to survive life among the energetic volleyball team, Souta must overcome embarrassment while navigating the growing affection of the dorm's beautiful residents.
Year:
Studio:Studio Houkiboshi
Genres:
ComedyRomanceHaremIncest
Kanojo Saimin
34
Lune Pictures, T-RexKanojo Saimin
Synopsis: A lonely 40-year-old teacher, Sato Takashi, acquires a hypnotic technique that makes girls believe he is their boyfriend. He uses this strange ability on three popular students, changing their perceptions and drawing them into a weekend of forbidden encounters.
Year:
Studio:Lune Pictures, T-Rex
Genres:
Big BoobsBlow JobBoob JobFemdom
Hametsu no Yuuwaku
22
NurHametsu no Yuuwaku
Synopsis: Itsuki unexpectedly loses her virginity to her teacher, Yohito Hino, and immediately turns their secret encounter into leverage. Threatening to expose their relationship, she forces the timid teacher into becoming her unofficial lover, creating a dangerous arrangement built on blackmail, obsession, and mutual desire. While maintaining a flawless and emotionless image at school, Itsuki secretly visits Yohito after classes, where their hidden relationship becomes increasingly passionate. In private she treats him with surprising affection, teasing and seducing him while demanding complete devotion, yet in public she continues to act cold and distant. As Yohito struggles with the emotional burden and risks of their forbidden affair, the imbalance of power between teacher and student grows ever more unstable. Their illicit relationship becomes even more complicated when an unexpected outsider begins interfering with their lives, threatening to expose their carefully guarded secret. Hametsu no Yuuwaku is an adult romance OVA that combines psychological manipulation, forbidden relationships, and dramatic tension with erotic storytelling across its two-episode narrative.
Year:
Studio:Nur
Genres:
OVAAdultBoob JobDrama
Deco x Deco The Animation
19
Pink PineappleDeco x Deco The Animation
Synopsis: Deco x Deco The Animation is a 2-episode OVA adaptation centered on Miyu, a beautiful and seemingly untouchable honor student whose private personality is very different from the image she presents to her classmates. Although many boys confess their feelings to her, Miyu remains uninterested in their attention, except when it comes to her childhood friend Atsunori. Miyu and Atsunori share a secret relationship built around teasing, competition, and a playful power dynamic. They frequently spend their afternoons together, with their games gradually becoming more intimate. A childhood tradition gives the winner the right to make a demand of the loser, and Miyu deliberately allows Atsunori to win so that she can provoke him and push their relationship beyond its usual boundaries. Despite Atsunori's desire to make their relationship public, Miyu prefers to keep their romance hidden. She enjoys maintaining their private connection and watching Atsunori become jealous whenever other boys express an interest in her. Across its two-part OVA format, Deco x Deco The Animation explores their secret romance through playful rivalry, possessiveness, and increasingly intimate encounters.
Year:
Studio:Pink Pineapple
Genres:
OVAAdultRomanceSchool Girl
Harem Shima e Youkoso
14
Queen BeeHarem Shima e Youkoso
Synopsis: Harem Shima e Youkoso! follows a group of high school students whose ordinary outing takes an unexpected turn when they become stranded on a mysterious tropical island. With the unfamiliar environment forcing them to rely on one another, the group begins adapting to island life while their relationships gradually become closer. The isolated setting creates a new dynamic between the survivors, particularly as the lack of outside distractions brings their personal feelings and desires to the surface. What begins as a struggle for survival slowly develops into a complicated mixture of friendship, romance, jealousy, and attraction. As the group spends more time together in the secluded island environment, emotional boundaries begin to disappear and their relationships take increasingly intimate turns. The series combines a fantasy-island setting with harem, romance, and adult themes.
Year:
Studio:Queen Bee
Genres:
OVAAdultFantasyAdventure
Nuki Nuki Zupposism
14
Queen BeeNuki Nuki Zupposism
Synopsis: In a near-future Japan where elves have become part of everyday society, office worker Ueda unexpectedly becomes involved with his elf neighbors, Sophilia and her daughter Lilia. After a magical mishap awakens powerful desires, the unlikely trio develops an increasingly intimate relationship. As their lives become intertwined, Ueda must adapt to the unusual customs of his new neighbors while navigating the complications of their unconventional family dynamic.
Year:
Studio:Queen Bee
Genres:
FantasyRomanceComedyHarem
Heart Mark Motto Oome
13
T-RexHeart Mark Motto Oome
Synopsis: Yu Segawara lives with his older stepsister Reika, a popular yet reclusive manga artist whose demanding work often leaves her emotionally and physically exhausted. Their unusual household gradually blurs the boundaries between family life and personal desire as hidden feelings, creative pressure, and complicated relationships reshape their daily routine. What begins as quiet domestic life develops into an emotionally charged story exploring intimacy, dependency, and the consequences of forbidden attraction.
Year:
Studio:T-Rex
Genres:
RomanceOVAAnalDark Skin
Immoral Game Master The Animation
12
Pink PineappleImmoral Game Master The Animation
Synopsis: Mario, an ordinary young man, unexpectedly inherits administrator privileges for a dying virtual reality RPG from his father, a developer determined to preserve the game. While exploring the system, Mario discovers a dangerous secret: every sensation experienced inside the virtual world is transmitted directly to the player's real body, giving him complete control over the experiences of anyone logged into the game. Tempted by his newfound authority, Mario begins abusing the Game Master system by targeting Koharu Takashina, a timid classmate who dreams of becoming someone more confident. He secretly redesigns her character into a courtesan within the game's fantasy world, forcing her into humiliating encounters that blur the line between virtual and reality. As the game's hyper-realistic sensations overwhelm her, Koharu finds herself unable to separate digital experiences from real emotions. After successfully manipulating Koharu, Mario turns his attention toward his energetic childhood friend Saya Natsume. Trapping her inside the game as a lightly armored heroine, he orchestrates increasingly dangerous encounters involving monsters, tentacles, and overwhelming pleasure. Immoral Game Master The Animation is a dark fantasy hentai OVA that explores abuse of power, virtual reality manipulation, psychological corruption, and the devastating consequences of absolute control.
Year:
Studio:Pink Pineapple
Genres:
OVAAdultAdventureAnal
Ichigo Aika: Zatsu de Namaiki na Imouto to Warikirenai Ani
12
Studio HoukiboshiIchigo Aika: Zatsu de Namaiki na Imouto to Warikirenai Ani
Synopsis: After his father's remarriage, Kouta finds himself living with his outspoken and fashionable new stepsister, Aika. Their clashing personalities lead to constant friction, but an unexpected incident gradually changes the nature of their relationship. As the distance between them narrows, teasing, awkward emotions, and growing attraction transform their everyday life into a complicated romantic comedy.
Year:
Studio:Studio Houkiboshi
Genres:
18 RestrictedAdultRomanceComedy
3D Umemaro - Taboo Spell
11
Umemaro3D3D Umemaro - Taboo Spell
Synopsis: A troubled student turns to two former teachers for help, only for one of them to perform a forbidden magical ritual that dramatically enhances his body. When the spell spirals out of control, repeated attempts to reverse it fail, drawing everyone involved into a series of increasingly chaotic and explicit encounters fueled by the curse's lingering effects.
Year:
Studio:Umemaro3D
Genres:
AdultMatureFantasySupernatural
Todo no Tsumari
8
Nur, RapeTodo no Tsumari
Synopsis: Majime, a young man raised by his adoptive mother after the loss of his biological parents, begins to struggle with increasingly complicated emotions within his family. As hidden tensions surface and relationships are put to the test, the story explores the consequences of obsession, emotional conflict, and difficult personal choices.
Year:
Studio:Nur, Rape
Genres:
PsychologicalFamilyBlow JobFemdom
Honey Blonde 2
6
Blue BreadHoney Blonde 2
Synopsis: After successfully passing their entrance examinations, Masaki and Erina finally have the opportunity to enjoy the seaside vacation they had been looking forward to for months. Joined by their close friends Tetsu and Shinobu, the two couples travel to a secluded beach hoping to leave behind the stress of studying and simply relax together. What begins as an innocent getaway quickly changes when an unexpected intimate encounter between Tetsu and Shinobu is accidentally witnessed by Masaki and Erina. Rather than creating embarrassment, the incident gradually dissolves the emotional barriers between the four friends. Curiosity, attraction, and long-suppressed desires lead the couples to openly explore their fantasies together beneath the summer sun. As their vacation continues, the boundaries between romance, exhibitionism, and physical intimacy continue to blur. Honey Blonde 2 is a romantic beach-themed hentai OVA that combines comedy, youthful relationships, and erotic slice-of-life storytelling with beautiful coastal scenery and emotionally driven character interactions across four interconnected episodes.
Year:
Studio:Blue Bread
Genres:
OVAAdultAnalBeach
Modaete yo, Adam-kun
6
Studio HoukiboshiModaete yo, Adam-kun
Synopsis: After a mysterious pandemic leaves nearly every man impotent, high school student Adam is revealed to be one of the few males who still possesses a healthy libido. Suddenly surrounded by curious and attractive women eager to test whether the rumors are true, Adam struggles to keep his secret while navigating increasingly intimate encounters and the complications that come with being humanity's rare exception.
Year:
Studio:Studio Houkiboshi
Genres:
AdultComedyRomanceSchool
Furachi OVA
6
AntechinusFurachi OVA
Synopsis: Kai is an introverted young man whose quiet life changes after he accidentally discovers that his neighbor, Ikenaga, secretly indulges in exhibitionistic fantasies within her apartment. Rather than reacting with anger when their paths finally cross, she confesses that she had noticed him watching all along. What begins as a chance encounter soon develops into an intense physical relationship, forcing both of them to confront loneliness, desire, and the blurred line between curiosity and genuine affection.
Year:
Studio:Antechinus
Genres:
RomanceOVAVanillaBlow Job
Kare no Shiranai Himitsu o Irete. The Animation
Synopsis: Naoya believes his relationship is built on trust, unaware that hidden secrets are slowly pulling everything apart. As manipulation, coercion, and emotional pressure begin to reshape the lives of those around him, the line between love and betrayal becomes increasingly blurred. What starts as an ordinary romance soon unravels into a psychological drama where concealed truths threaten every relationship involved.
Year:
Studio:Shion
Genres:
RomanceOVABlackmailCondom
Shounen ga Otona ni Natta Natsu
5
Queen BeeShounen ga Otona ni Natta Natsu
Synopsis: Ryuuki Kirishima lives with his older sister Reiko after losing his parents in an accident when he was young. During summer, his interest in adult entertainment leads him to encounter Kiriru, a popular adult performer, setting off a series of complicated encounters involving his sister, friends, and the mysterious actress.
Year:
Studio:Queen Bee
Genres:
Big BoobsGangbangHaremIncest
3D – Kara Is Here To Please You
Synopsis: Kara Is Here To Please You is an unofficial standalone 3D CGI adult fan animation inspired by Detroit: Become Human. The animation features Kara, one of the game's central android protagonists, in an original non-canon scenario created exclusively for mature audiences. Rather than adapting events from Detroit: Become Human, the production presents an independent adult-themed encounter featuring the recognizable character in a separate setting. The animation emphasizes realistic CGI character models, expressive facial animation, cinematic lighting, and polished rendering while focusing primarily on visual presentation instead of narrative progression. No official synopsis, creator information, or production notes have been publicly released. Available information indicates that the title consists of a single completed standalone release. Beyond the title and promotional artwork, no verified story details have been published. As an unofficial fan-made parody, Kara Is Here To Please You is not affiliated with or endorsed by Quantic Dream. It should be regarded as an independent CGI production inspired by Detroit: Become Human that features a recognizable character in an original adult-oriented scenario outside the official game continuity.
Year:
Studio:
Genres:
18 Restricted3DAdultCG Collection
Kanojo ga Separate o Matou Riyuu
5
AnimeFestaKanojo ga Separate o Matou Riyuu
Synopsis: Amane Kojou is a gifted high school track-and-field athlete whose disciplined exterior hides growing frustration over her emotionally unfulfilling relationship with her overly innocent boyfriend, Kouta. Their romance never progresses beyond brief kisses, leaving Amane to wrestle with increasingly intense desires that she struggles to suppress while dedicating herself to training. Living alone in an apartment, Amane begins relieving her pent-up emotions in private, unaware that her middle-aged landlord has secretly installed hidden cameras to record her most intimate moments. After discovering the footage, he uses it as blackmail, coercing her into a degrading relationship by threatening to expose everything she desperately wants to keep hidden. As the manipulation escalates, Amane becomes trapped between fear, shame, and her own conflicted emotions. With her privacy violated and her personal life spiraling out of control, she must endure psychological pressure and relentless exploitation while trying to protect both her future and the fragile relationship she still hopes to preserve.
Year:
Studio:AnimeFesta
Genres:
OVAAdultDramaRomance
Princess Burst!
5
MajinPrincess Burst!
Synopsis: Yuki, an orphan who has become a celebrated professional wrestler known as "Princess Burst Yuki," fights to support the orphanage that raised her. Her exceptional talent catches the attention of the legendary wrestler King, who invites her to join an elite promotion. What initially appears to be the opportunity of a lifetime quickly turns into a brutal ordeal as King uses humiliating contests and psychological manipulation to dominate her both inside and outside the ring. As Yuki struggles to protect her pride and the people she cares about, she must confront overwhelming physical and emotional challenges in a ruthless world where strength, ambition, and exploitation collide. Adapted from the original erotic game, the series blends action, drama, and psychological conflict with mature themes.
Year:
Studio:Majin
Genres:
AdultActionDramaPsychological
3D – Rachel Amber Having Time of Her Life
Synopsis: Rachel Amber Having Time of Her Life is a standalone 3D CGI adult fan animation by HydraFXX featuring Rachel Amber from Life Is Strange. Released as a completed single entry in 2022, the animation presents Rachel Amber in an unofficial adult scenario using 3D CGI character models and rendered environments. The title is a fan-made production based on a video-game character and is not part of the official Life Is Strange storyline.
Year:
Studio:HydraFXX
Genres:
18+ Restricted3DAdultCG Collection
Natsu Zuma
4
AntechinusNatsu Zuma
Synopsis: During a summer vacation at the seaside, a married woman travels with her young son while her husband is away on a business trip. After meeting two seemingly friendly young men, an unexpected encounter gradually turns into blackmail when compromising photographs are used to manipulate her into keeping their secret. As the pressure mounts, she finds herself caught between her loyalty to her family and the desires she has long kept buried. Based on the original manga, the story explores themes of temptation, coercion, and marital betrayal through an adult dramatic narrative.
Year:
Studio:Antechinus
Genres:
AdultDramaRomanceHousewife
Hamehara
4
NurHamehara
Synopsis: Takahashi is an ordinary office employee whose strict supervisor, Chitose, enforces workplace rules with relentless intensity. As their professional rivalry escalates, hidden resentments and personal frustrations blur the line between authority and obsession. Behind the polished image of corporate life lies a tense psychological drama where manipulation, power struggles, and complicated relationships gradually unravel the lives of everyone involved.
Year:
Studio:Nur
Genres:
OVACondomStockingBlow Job
Seishidouin no Oshigoto The Animation
Synopsis: In a near-future Japan where the government introduces a controversial education program to address declining birth rates, a newly appointed instructor arrives at an elite girls' academy. As the policy begins to influence students and faculty alike, the story follows the conflicts, ethical dilemmas, and personal struggles that emerge within the school's changing environment.
Year:
Studio:Shouten
Genres:
PsychologicalBlow JobBoob JobHarem