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.

Within Transgender

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Stories (328)

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Goth Bimbo Futanari Seduces Silver Librarian

By demongirlove

RedQuill

RedQuill

Goth Bimbo Futanari Seduces Silver Librarian

A newly transformed goth futanari seduces a retired librarian at a demon club, but a mysterious golden-eyed demoness watches from the shadows.

The Futanari Hooker ... 2

The Futanari Hooker ... 2

A futa prostitute's arrest turns into a steamy offer: two hungry policewomen trade her freedom for a night of forbidden pleasure.

Prostate Exam Leads to Curiosity

Prostate Exam Leads to Curiosity

College student Karl expects a routine physical for soccer, but his doctor's "thorough" exam triggers an involuntary response and leads to experimentation.

Lesbian Loves Her Girl Dick

Lesbian Loves Her Girl Dick

A nervous trans woman meets a confident lesbian who adores her estrogen-changed body, leading to passionate discovery and acceptance.

Hot New Neighbor Creates a Fire Hazard

Hot New Neighbor Creates a Fire Hazard

A new neighbor creates heat where only cold existed before

Trans date tops insecure man

By yaws1996

RedQuill

RedQuill

Trans date tops insecure man

A 3-inch gym failure brings a girl home, unaware she hides a 7-inch surprise under her skirt, leading to a measuring showdown.

Hozuki's Tender Conquest of the Fallen Angel

By tom203barty

RedQuill

RedQuill

Hozuki's Tender Conquest of 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...

Salma's Forbidden Raw Breeding and Creampie Betrayal

By mike_123

RedQuill

RedQuill

Salma's Forbidden Raw Breeding and Creampie Betrayal

A young woman, Salma, finds herself torn between two men, one of whom she is in the early stages of dating, and the other, Nick, her brother's friend, who she has a secret, forbidden relationship with. Nick, who is aware of Salma's plans to meet the other man, visits her at her house, and uses his charm and persuasive words to convince her to give in to his desires. Salma, despite her initial reluctance, gives in to Nick's advances, and the two engage in a raw, unprotected sexual encou...

Natalie uwu Anal Gangbang

Natalie uwu Anal Gangbang

A caged queen directs three men in a filming session, getting double-penetrated and denied orgasm, until an unexpected knock changes her plan.

Daddy's Spoiled Princess

By lopbunny

RedQuill

RedQuill

Daddy's Spoiled Princess

A pink-haired sissy princess kneels for her Daddy, trading her tiara for his praise as he teaches her what it truly means to be spoiled.

The Last: From The Caves

The Last: From The Caves

Three nurses and their female cave guide resurface to a world where every man has vanished, forcing them to hide and protect the only male left.

Badass Trans Woman Saves and Seduces Curvy Girl

Badass Trans Woman Saves and Seduces Curvy Girl

A trans woman with four black belts and a visible bulge shuts down three skinheads harassing a lesbian in a diner, using martial arts and sheer audacity to defend her.

Classmate Discovers Chloe's Secret

Classmate Discovers Chloe's Secret

A jock discovers his classmate Mike is secretly the stunning redhead Chloe—but that doesn't stop him from falling for her.

A closeted system admin endures a waxing and styling session at a queer-owned salon, then shatters his old life after a photographer's kind word makes his transformation click.

Bred by the Moon Cult

Bred by the Moon Cult

A camping trip turns into a ritual when Emily discovers her friend being bred by a mysterious cult, and she's next.

Lesbian falls for Shy Trans Lover

Lesbian falls for Shy Trans Lover

A lesbian finds herself falling in love with a shy Shemale leading them to explore new sexual experiences together .

A Night as Jenny (redux)

A Night as Jenny (redux)

A husband's body becomes a canvas as his wife and her friends transform him into Jenny, feminizing every inch before a night out.

My Trans-girlfriend Exposes My Submission

My Trans-girlfriend Exposes My Submission

Trans couple Peter and Sarah arrive at his work party where she charms colleagues by openly discussing their dominant/submissive sex life, then takes him from behind at home.

Trans Daughter Seduces Dad on Her 18th

By turumbar

RedQuill

RedQuill

Trans Daughter Seduces Dad on Her 18th

On her 18th birthday, a father sees his trans daughter as a woman for the first time—then she confesses years of secret love and begins seducing him.

Demon Lord Tames His Fierce Angel Lover

By alyona6931srov

RedQuill

RedQuill

Demon Lord Tames His Fierce Angel Lover

Demon administrator Hoozuki battles to tame his fallen angel lover’s murderous alter ego—without breaking her.

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.

In Queue for Queue

In Queue for Queue

Asexual agender Queue's dating app meetup takes a bold turn when they interrogate Jasper's size for their boyfriend, leading to a tandem bike ride home and a passionate doorway kiss.

Shy girl’s remote seduction

Shy girl’s remote seduction

A shy goth girl hides her trans identity behind flirtatious chat messages, her nervous kisses and whispered confessions dangerously close to exposing the secret she’s not ready to share.

How Far Is The Line?

How Far Is The Line?

The story follows Nathan, a happily married man or at least what the world thinks, lives a quiet suburban life that is disrupted when Julian, his wife’s recently divorced best friend, moves into the house next door after his marriage falls apart. Nathan’s wife, Emma, insists Nathan help Julian settle in. “He’s been through enough,” she tells him. “You’re good at fixing things. Help him.” Nathan agrees because saying no would make no sense. Weeks pass. Boxes become dinners. Din...

Cameraman

By charliejustforfun

RedQuill

RedQuill

A jaded porn photographer shoots others' passion while hiding his own, until a private fantasy demands to be seen.

Guess what starts with B?

By secretagentssnatchedwaist

RedQuill

RedQuill

Guess what starts with B?

A tsundere cat agent discovers their buff bunny intern has a breeding kink, leading to steamy office encounters.

Boss Caught at Glory Hole

Boss Caught at Glory Hole

After a brutal week, Natalia discovers her boss's secret at a bar's glory hole and turns the tables with her friend Suzie.

Nanite Whores: Free Transition, Paid in Ass

Nanite Whores: Free Transition, Paid in Ass

Desperate trans women accept a free sex-change nanite clinic, but must work six months as brothel prostitutes to pay it off.

The Pink and Blue Pill

The Pink and Blue Pill

Desperate and broke, James steals a drug dealers' sportsbag after a knife fight, bringing home thousands of mystery pills labeled X and Y that could save him or destroy him.

Juliette and her impossible life

By namcyy

RedQuill

RedQuill

Juliette and her impossible life

Trans woman Juliette, phantom pregnant, wakes to sugar daddy Alex eating her out—he claims her body, fucks her cunt and ass as she lists crazy wants.

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.

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.

Cafe Gambit

A straight man at a café is drawn to a stunning trans woman. She invites him home for a night of erotic discovery that challenges his boundaries.

The Bridal Throne

The Bridal Throne

A bride seduces her Instagram admirer in a hotel suite, shedding her bridal silk to reveal black lace beneath, as raw urgency ignites a passionate night of empowerment.

Kris and Chastity

Kris and Chastity

Femme femboy Kris magically becomes his goth sister to seduce her neglected boyfriend Dario, planning car sex, oral, and anal during her weekend away.

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.

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.

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.

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.

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.

Janitor's Cum Tastes Like Honey

Janitor's Cum Tastes Like Honey

Shy college student Andy is seduced by two shemale janitors, tasting Jesse's sperm and craving more.

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.

Strange New Worlds

Strange New Worlds

Two IT colleagues comfort their sobbing new trans manager after she receives hate mail, then kiss in front of her as she grows aroused watching them.

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.

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"

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