Transgender Stories

Read stories about the journey of gender identity and the celebration of authentic self-expression that honor the transgender experience! Whether exploring transition, gender affirmation, or the unique dynamics of transgender relationships, these stories celebrate courage, authenticity, and the beauty of living one's truth.

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Within Transgender

🌸 futanari 🧔 FTM 🔃 Gender Bender 🔀 Gender Swap 💃 Shemale

Stories (351)

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Commuter Train Trans Beauty

Commuter Train Trans Beauty

A tumble on a train reveals a beautiful woman is trans. This leads to a station bathroom hookup.

Boss's Son Bets on My Stepmom's Submission

Boss's Son Bets on My Stepmom's Submission

A bet turns a manager into a toy for her son's friend and his cruel boss, awakening her secret desires for submission.

A chance meeting with TS Milky

A chance meeting with TS Milky

A lonely new hire meets a dominant shemale at a club and is recruited into her kinky Milk Farm, where he learns to submit and crave her cum.

The Borgias: The Nun's Confession

The Borgias: The Nun's Confession

Cardinal Cesare Borgia follows a provocative nun whose explicit confession about his brother stirs forbidden curiosity, only to discover her and another sister locked in a desperate, candlelit embrace.

Trans Office Worker Caught by Married Boss

Trans Office Worker Caught by Married Boss

Transgender man's confession to older coworker is brutally rejected. He avoids all apology attempts-until a bartender friend suggests a surprising move.

87654321-5

By naviblackwood

RedQuill

RedQuill

A scholarship student and her billionaire rival secretly clash in bed, their forbidden passion fueled by a bitter family feud.

Indian Sissy Lives Her Prostitution Fantasy

Indian Sissy Lives Her Prostitution Fantasy

A desperate obese sissy meets a brutal auto driver who turns him into a public randi for a night of degradation.

Crossdresser's First Night Out

Crossdresser's First Night Out

A secret crossdresser finally goes out as Elena, meets Maya, and finds acceptance and desire in a bar.

Tow Truck Rescue

Tow Truck Rescue

Stuck in traffic, a tow truck driver spies a beautiful trans woman pleasuring herself. A crash leads self reflection and a first encounter with a trans.

Malibu Futa Bikini Shop

Malibu Futa Bikini Shop

Futa version of the 1985 sex comedy "Malibu Bikini Shop"

From Office Flirt to Hidden Ecstasy

By hawksmoor

RedQuill

RedQuill

From Office Flirt to Hidden Ecstasy

A man and his coworker, Maya, begin a romantic relationship, with the surprise revelation that Maya is a trans woman with a large cock. The narrative explores themes of unexpected attraction, curiosity, and the discovery of new desires as the man navigates his feelings and reactions to Maya's body, leading to an intense and transformative sexual encounter.

T4t Roommate Joins Poet's Homecoming

T4t Roommate Joins Poet's Homecoming

A poet's reunion with her online crush turns into a passionate night that her roommate eagerly joins, leading to an unforgettable threesome.

Glory Hole Initiation

Glory Hole Initiation

At a bachelor party, a coworker accepts a dare to enter a secret glory hole club, where size rules flip the power and force him to serve.

Rookie Futa's Sloppy Deepthroat Debut

By bobsmith12185

RedQuill

RedQuill

Rookie Futa's Sloppy Deepthroat Debut

A rookie hyper futa porn star survives a brutal three-take deepthroat scene, gagging on a legend's cock while her own massive erection throbs, in a viral industry debut.

The Futanari Prostitute and the Female Cop

The Futanari Prostitute and the Female Cop

A futa prostitute and a uniformed policewoman clash in Tokyo's red-light district, their forbidden desire igniting a dangerous affair.

Transwoman in the Mystery Room

Transwoman in the Mystery Room

Drunk friends dare him to pick a mystery key at a wild club, leading to an unexpected encounter with a pigtailed woman who kneels before him, revealing her own surprise as passion ignites.

Chances

Two outcast policewomen collide in a park when one catches the other masturbating in the bushes, igniting a forbidden slow burn of corruption and raw desire.

A song for Soony - une chanson pour Soony

A song for Soony - une chanson pour Soony

A cybersecurity expert returns to Seoul for a job—only to find his new boss is the man he seduced ten years ago is a shemale reawakening forbidden desire.

What Happens in Vegas

What Happens in Vegas

After attending his bros bachelor party, a man hooks up with a beautiful trans woman to cap off his stay in Vegas.

Captain's Claim on the Shy Cheerleader

Captain's Claim on the Shy Cheerleader

A high school basketball captain, Rory, finds himself drawn to the new, shy cheerleader, Mia, after a victorious game. Their chance encounter in the locker room leads to a passionate, consensual encounter, with Mia initially hesitant but ultimately giving in to her desires. Their relationship blossoms, with Rory taking control of Mia's style and appearance, transforming her into a confident and stylish partner.

Curvy Woman Trains Shy College Guy

Curvy Woman Trains Shy College Guy

A shy student meets his friend's curvy, confident friend at a party, and she takes charge, promising to teach him everything about pleasure.

Cosplay Connections

Cosplay Connections

A shy crossdresser finds a welcoming community of cosplayers who are welcoming and encouraging and also finds love

Trans Surprise in a Dressing Room

Trans Surprise in a Dressing Room

A man stumbles into a dressing room cathcung a trans woman mid-stroke. She waits. He kneels, deepthroats her cock until she climaxes in his mouth.

A Love Written in the Stars

A Love Written in the Stars

Amanda returns to her grandmother's inn, where she finds herself drawn to the woman who is helping run the B&B and the stargazing—and a chance at love.

She-Males Catch a Flasher

She-Males Catch a Flasher

Three shemales intercept a flasher in the park, turning his exhibition into a kinky group encounter.

Ninja Girl's New Identity

Ninja Girl's New Identity

An apprentice ninja uses a gender change potion to become Haruna, a curvy blonde bunnygirl, and infiltrates a strip club—only to face an unexpected oral audition.

Marcus

A man's date reveals her stunning curves and a hidden hardness—he eagerly worships her massive, beautiful secret.

Classroom Dominatrix Breaks Player

Classroom Dominatrix Breaks Player

A cocky German student meets a dominant woman with a secret, leading to an intense power exchange in a school lounge.

CEO Trains Intern to Worship Her

CEO Trains Intern to Worship Her

A ruthless shemale CEO takes a new intern under her wing, training him to submit in the boardroom and the bedroom.

Jǐngguān Jiā Xīn Zhang

Jǐngguān Jiā Xīn Zhang

A futanari policewoman moonlights as a prostitute in Beijing's Red Light District, caught between her commanding pimp and a growing love triangle.

The surprise of Kevin

The surprise of Kevin

In a chic lounge, a brash young stud boasts he can handle anyone, but an older businesswoman leads him to a bathroom stall to secretly witness her brutally humiliating a submissive man.

Submissive Cheerleader and Her Boyfriend

By robloxnerd123

RedQuill

RedQuill

Submissive Cheerleader and Her Boyfriend

A timid boy owns his school's popular trans cheerleader, who bullies him publicly but serves him shamelessly in private.

Invitation to Lust or Disaster?

By hp

RedQuill

RedQuill

Invitation to Lust or Disaster?

A sexy friend, Violet, shows up at the doorstep of the main character, completely naked and soaked from the rain, asking for sex. The main character is initially shocked but gives in to their attraction and the two engage in passionate sex. The main character gives Violet oral and manual stimulation, leading to her orgasm. Violet then returns the favor by giving the main character oral sex.

Party's Naughty Newbies

Party's Naughty Newbies

A shy gamer is seduced by two confident trans women and their mutual friend at a party, leading to a wild night of exploration.

Nikki Goes Back to Work

Nikki Goes Back to Work

A trans porn star temps as a receptionist but catches her CEO's eye, sparking a steamy office affair that could expose her secrets.

Seduction 2

A stripper and a drug dealer's illicit tryst is interrupted by a police inspector who wants more than just the cocaine.

Trans Guy Tests His New Cock

Trans Guy Tests His New Cock

After groundbreaking surgery, a transgender man finally gets the penis he's always wanted and explores its full erotic potential.

Tomboy(1985) the futa version

By darkrage6

RedQuill

RedQuill

Tomboy(1985) the futa version

Futa version of the 1985 movie "Tomboy" where Tomasina "Tommy" Boyd actually ends up with Seville like she should've in the film. Plenty of hot sex.

Goth Granny Seduces Transformed Nerd

By demongirlove

RedQuill

RedQuill

Goth Granny Seduces Transformed Nerd

A newly transformed goth bimbo futanari seduces a retired librarian at a goth club, unleashing desires that change both their lives.

Expectations, Surprises, and Suspicions

Expectations, Surprises, and Suspicions

An expert deal maker's victory celebration with a high-class escort takes a shocking turn when she reveals a dangerous secret.

Hozuki's Broken Angel

By ghte74vd08hooz

RedQuill

RedQuill

Hozuki's Broken Angel

A cold-hearted demon lord’s teasing shatters a fallen angel’s peace; his desperate, lavish apology must win back the warrior’s fragile trust.

Stolen Wives: A Husband's Game

By thishotelroom

RedQuill

RedQuill

Stolen Wives: A Husband's Game

Two wives are abducted by a stranger who knows their darkest fantasies, turning their captivity into a night of depraved pleasure.

Skeptic Learns Trans Pleasure

By unphased

RedQuill

RedQuill

Skeptic Learns Trans Pleasure

A transphobic man is forced to confront his biases when a doctor educates him on gender-affirming care, leading to unexpected arousal and understanding.

Greaser Omega's Binder Breaks

Greaser Omega's Binder Breaks

A greaser omega hides his status with a dangerous chest binder until a collapse exposes him. His protective brothers must confront his shame and forge a new bond.

Mommy's Good Girl: Diner Seduction

By samantha-luvs

RedQuill

RedQuill

Mommy's Good Girl: Diner Seduction

A shy trans college student meets a dominant waitress who sees her true self, leading to a night of submission and discovery.

冷血助手用巧克力与花苞征服天使

By rscvrj4543fdecb

RedQuill

RedQuill

冷血助手用巧克力与花苞征服天使

Хладнокровный демон Ходзуки доводит падшего ангела Ариэль до слез, но когда другой демон угрожает ей, он должен извиниться и защитить свою любовь.

Hozuki's Fiery Claim on the Fallen Angel

By rscvrj4543fdecb

RedQuill

RedQuill

Hozuki's Fiery Claim on the Fallen Angel

Фанфик по аниме "Хладнокровный Ходзуки": Если бы не верный помощник Ходзуки, то правитель преисподней Энма точно бы не справился. Ад ведь не просто один котел с душами грешников, а огромная потусторонняя корпорация, разделенная на 16 уровней и 272 подразделения. Без остановки Энма только и делает, что выносит приговоры грешникам, а высший демон Ходзуки, отличающийся острым умом и непоколебимым хладнокровием, решает все административные вопросы и регулирует всю неразбериху подземного мира. Беспри...

Married Professor Discovers His Hidden Desires

Married Professor Discovers His Hidden Desires

A married professor's routine swim ends with a beautiful stranger revealing his hidden urges.

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