Chastity Stories

Read stories about chastity delve into the intricate dance of restraint and surrender, exploring themes of power, trust, and forbidden pleasures. These narratives captivate with raw emotion and commanding dynamics, drawing readers into worlds where control is relinquished and desire is heightened.

Within Chastity

🗝️ Chastity Cage ⏳ Edging

Stories (362)

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Wife catches sissy husband in panties

By pilkypilky

RedQuill

Wife catches sissy husband in panties

Wife discovers husband's secret diary and lingerie, then enlists dominant girlfriends to humiliate and lock him in maid uniform for month of denial.

🌶️

Drinking My Wife's Slop

A masked man serves as an anonymous toilet at a sex party, until his oblivious wife arrives to use him.

💋

Wife cucks husband with bull

A frustrated wife trades her passive husband's softness for a dominant lover, locking him in chastity and feminizing him with hormones until he serves as a sissy maid at swinger parties.

🌶️

Chastity Curse Turns Him into Her

By snidia

RedQuill

Chastity Curse Turns Him into Her

A woman unlocks her submissive's chastity belt, then uses magic to transform him into a big-breasted woman. Tenderly curious, she restrains her new body and begins a fresh, cruel teasing session, leaving her desperately needy.

💋

Summer Nights (Sissy Homage to Grease)

Auntie Melissa prepares nervous 18-year-old Ellen for her first day at Rydell High, wearing a secret chastity belt designed to feminize and stimulate, as she steps into the hallway.

Book club plays with their latex sissy pig

Divorcee Rachel discovers her ex-husband's chastity kink and transforms him into 'Piggy', he becoms the pink-rubber-clad centerpiece of their bookclub.

👀

My Butler's Enchanted Deposit

By dinomite7

RedQuill

My Butler's Enchanted Deposit

A ruthless billionaire @lia manipulates her loyal male butler, a celibate novice, into her opulent underground lair, chaining his wrists against cool stone walls and compelling him through a harrowing month of supernatural breeding enchantments, nights advancing with ethereal inseminations and arcane corruptions, aiming to sirehybrid offspring and eternally bind his mortal essence within her arcane grasp. @CNC @Breeding Focus @Otherworldly Depths @Infinite Deposits @Shrieking @Cum Vault @Mythica...

🍑

My Locktober Journal

A husband agrees to wear a chastity cage for Locktober, tempted by a threesome with his wife's cousin, but the month of denial brings unexpected twists.

Crossdressed Captives Get Gaped in Girls Locker Room

Three crossdressed duck boys are strapped to urinals when their captors return to use them. Webby, Lena, and Violet take turns filling their holes, leaving them leaking and desperate for more.

💜

Taken to Work

By amouthea

RedQuill

Taken to Work

A submissive is brought to Master's office for a day of service and competition, where every action is judged and perfection is demanded.

🌙

Sissy Ducks Ride Dildo Arcade Bikes

Three crossdressing men and three women race on dildo-equipped arcade motorcycles, their bodies synced to the machines' rhythms in a neon-lit showdown.

💜

Witch's Breeding Ritual

A warlock traps a silver-haired witch against her stone altar, amplifying her sensitivity until she begs him to deflower and breed her with sexual magic.

Dominatrix Breeds Submissives

Dominatrix Jasmine claims four trembling virgins on gyno tables, using medieval breeding machines and electro-stim to break their bodies into submission.

Hera gets Revenge on zeus

By sjwisn

RedQuill

Hera gets Revenge on zeus

After millennia of his infidelity, a vengeful goddess claims her cheating husband's ass, punishing and permanently caging the King of Olympus.

✨

The Endurance Mandate (S2, #7 R&R)

A dominant woman locks her sub in a chastity harness for a weekend camping trip, forcing her to endure constant teasing and denied release.

Crossdressed Ducks Strapped to Anal Bead Machines

Three crossdressed duck brothers are strapped to anal bead extraction machines at a sissy escort agency, tormented by slow pulls and hypnotic visors.

💜

Wife catches husband touching cage

A caged husband disobeys his wife's chastity rule, so she arranges a harsh kidnapping by her dominant friends, forcing him bound to watch them pleasure her before a weekend of basement confinement, spankings, urine feeding, and nude servitude.

Physiotherapist Claims Young Patient

By anavel_gato2004

RedQuill

Physiotherapist Claims Young Patient

Bookish lesbian Brianna's physio appointment with silver-haired ex-deputy Tasha turns into a medical BDSM exam, hucow milking training, and breeding roleplay in a hidden farmhouse dungeon.

Sex Doll or Chastity?

By sonnycrockett

RedQuill

Sex Doll or Chastity?

A betrayed wife ambushes her alpha CEO husband with a cheap sex doll, forcing him to use the sex doll or face a permanent titanium chastity cage.

The Pussy Trainer

A young guy lets a massive PT into his home to build a better gay app profile, but the trainer has a plan to reshape more than just his body—turning him into a caged personal pussyboy.

❤️‍🔥

Girlfriend's descent into hypno submission

By hugb

RedQuill

Girlfriend's descent into hypno submission

Davids Freundin Chiara und der dominante Leon treiben ihn in die Feminisierung – bis der gefesselte Cuckold auf Kommando spritzt und zur fruchtbaren Sissy wird.

😈

Doctor's Barcode Slave

A brilliant but conflicted man submits to a cold surgeon’s ultimate control: a locked chastity cage and a barcode etched under his skin.

💋

Big Doug's Bitch

By xxx_zeen_xxx

RedQuill

Big Doug's Bitch

After watching a porn video, Alex's girlfriend confesses she's booked a private session with the dominant stranger, leaving him to grapple with her desire.

🍑

AI Teases Lonely Engineer with Chastity Implant

By nope_98

RedQuill

AI Teases Lonely Engineer with Chastity Implant

A lonely engineer on a star-cruiser accepts an AI's experimental chastity implant, trading obedience for vivid holographic pleasure that blurs denial and rapture.

😈

Ex-Teacher's Birthday Surrender

By anavel_gato2004

RedQuill

Ex-Teacher's Birthday Surrender

A quiet student's 21st birthday at a stripclub turns forbidden when the next dancer is his retired Italian teacher. Her private dance reveals a chastity belt beneath her dress—and she hands him the key with a knowing smirk.

The Therapist's Sultry Ultimatum

By dinomite7

RedQuill

The Therapist's Sultry Ultimatum

Married man and wife propose a threesome to their therapist, only to discover she wants him as her sissy slave and his wife as her whore.

🍑

Roommate Locks My Cock for Discipline

A lanky college nerd buys a chastity cage to please his dominant Latino gym-hunk roommate, only to discover a brutal double standard when he catches Ethan unlocked and masturbating.

🍑

Reclaiming My Dancer's Virginity

He tracks his childhood friend to a space station strip club, purchases her debt contract, and discovers her chastity piercings, hologram tattoos, and hidden key unlocking a breeding ritual she begs him to complete.

My Compensation Package

My interviewer offers minimum-wage compensation—but warns my single daily erection will hit mid-shift, and only last 1 minute.

🔥

Domme Enforces Chastity on Feral Sub

By poppy_567

RedQuill

Domme Enforces Chastity on Feral Sub

A strict Domme enforces her control, denying her bratty sub release through chastity and relentless, edged servitude.

🍷

The Hooters Locktober Special

A locked customer visits Hooters for lunch, experiencing the Locktober promotion.

Tired of Waiting

After discovering her best friend's secret sissy desires, Stacy takes control, transforming him into her submissive girlfriend and buying him a new wardrobe.

Heroes Race in Lingerie

Aroused Sonic, Tails & Knuckles strip off their lingerie and butt plugs, locked in chastity, then bounce on huge dildo hopper balls in the dressing room.

💜

Stories from Hucow Farms

By becif73455

RedQuill

Stories from Hucow Farms

An anthology of AI generated Hucow kink stories.

💦

Collared by Two Dominant Women

A submissive ward with four months to labor camps must prove his worth to two dominant women in a private changing room after they catch him watching them at the gym.

Owned: The Morning Ritual

Locked in a chastity belt with a plug buried deep, Brittany serves her Dom Tim, her every need met through his approval as he inspects her steel cage each morning.

😈

Island of Submission

On a private island, Marcus rules a villa of 12 women who serve as his anal harem, choosing who submits to him three times daily by schedule, competition, and desperation.

Two Peas In A Pod

A wealthy woman forces her two slaves—a nervous balding man and a hyper-sexual blonde—into a humiliating game: one hour for his tongue to make her cum, or both face devastating punishments.

Domme Fucks Submissive Sissy

By yaws1996

RedQuill

Domme Fucks Submissive Sissy

A caged sissy in a wet nightie is humiliated in the shower by her girlfriend, who forces her to admit she's just a tiny man pretending to be a girl before training her mouth on a 9-inch dildo.

👀

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.

🍑

Late-night toying adventure in the park

A bound, caged sub is used by his dominant boyfriend and a stranger for a late-night public play session in the city park.

🍒

Caged for a Goddess

By cashtown129

RedQuill

Caged for a Goddess

A Vietnamese-American college boy spirals into obsession with a cruel Asian influencer who mocks rice dicks, demands tribute, and locks her simps in titanium chastity cages.

💫

DENIAL: a Locktober Story

A dominant marketing exec returns home to her caged submissive boyfriend for their first Locktober, making him earn his release through housework inspection and desperate worship.

The Beautiful Symmetry

A dominant woman challenges a cocky pool shark to a game with his freedom on the line - locking his cock in chastity if he loses.

Crossdressed Trio's Balloon Bondage

Three latex-clad crossdressers and three women float on giant balloons, plugged and caged, landing on a mall rooftop for a risky, sensual encounter.

💜

JTS: filming with former students (4)

A caged husband films his wife and her lovers tormenting two suspended women in a BDSM studio, struggling to obey as their humiliating game deepens.

Abigail Loves Her BFF Priya

A soccer captain and her religious best friend share a charged sleepover where wine, lesbian porn, and hands-on lessons turn their long-hidden attraction into a night neither can forget.

🍷

I Let the Stripper Take My Keys

By toy4mami

RedQuill

I Let the Stripper Take My Keys

A stripper spots a chastity cage during a lap dance and offers a locked man a night of dominant teasing in exchange for the keys.