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Tiffany Lewis

@prissyfluff.com

310 followers 79 following 130 posts

Sissification erotica writer, check out my stuff on https://reddit.com/r/prissyfluff or sign up for my newsletter here - https://prissyfluff.com/newsletter

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Tiffany Lewis @prissyfluff.com · Jun 6

💌 I made SIX cover options for my free story, posted on reddit, Petunia on Paper.
Why? Because I’m obsessed now. 😇
Come help me pick the best one.

💋 Discussion + sissy story links here:
🔗 reddit.com/r/prissyfluf...

#eroticia #sissy

Tiffany Lewis @prissyfluff.com · 7h

He asked, “What about your husband?”
She said, “Oh, you mean the housemaid?”
Then she asked her friend to snap a pic.
And just like that, he stopped worrying.

@Brat_Princess_2
#femdom #chastity #buttplug #humiliation

A naked feminized sissy is bent over in a well-lit living room, fully exposed from behind. A shiny pink jeweled butt plug is inserted between her cheeks, and a small pink chastity cage is locked on her little penis, visible between her legs. A dominant brunette woman in a black tank top and pink shorts smiles gleefully while wrapping her arm around the sissy, and fondling the sissy’s caged penis, clearly enjoying the moment. Beside her, a second woman with long blonde hair in a braid crouches down, smiling as she takes a photo of the woman and sissy’s exposed, plugged backside using her phone. The phone screen is visible and shows a perfectly framed close-up of the sissy’s humiliation. The room is warmly lit, with a large curtain behind them and a couch partially visible in the foreground. The overall tone of the image is playful, humiliating, and degrading, emphasizing objectification, exposure, and mockery through both body positioning and photography.

The embedded caption reads, “My wife’s new boyfriend said he didn’t want to compete with another man. He didn’t understand why she laughed. Then she sent him a photo proving he doesn’t have to.”

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Tiffany Lewis @prissyfluff.com · 2d

She used to train me behind closed doors.
Now I’m on stages, judged like livestock.
Her trophies shine; my shame deepens.
They applaud her skill while I curtsy.

#sissy #femdom #humiliation

A woman with long blonde hair sits on the edge of a neatly made bed in a bright attic bedroom. She wears a fitted latex dress in black and deep purple and black stiletto heels. Smiling slightly, she holds a small devil-horned trophy in her hands. Kneeling in front of her is a second figure, a feminized sissy, mostly nude, with her black and pink frilly dress raised to expose her purple jeweled butt plug, and small metal chastity cage. She wears fishnet stockings, black platform heels, and a frilly pink-and-black skirt, bent forward across the carpet with a visible heart-shaped tattoo reading “Sissy.” The room is softly lit by a bedside lamp, creating a polished, stylized scene with playful power-exchange overtones.

The embedded caption reads, “After my sissification, her friends kept telling her how well I'd been trained. She started entering me in contests for poise and obedience, and started winning. Now we travel from stage to stage, her reputation growing with every round of applause.”

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Tiffany Lewis @prissyfluff.com · 4d

I played at being strong. I acted like I could lead.
She said I disappointed her one too many times.
Now I’m her bitch. Her pet project.
Proof that weakness can be be regulated.

#sissy #femdom #chastity

A feminized sissy with long blonde hair reclines diagonally across a bed covered in a dark comforter patterned with red, gray, and white stripes. She is mostly nude, wearing just a very revealing black strappy harness that leaves her groin and breasts bare. Locked on her little penis is a tiny pink plastic chastity cage. Her wrists are cuffed with pink handcuffs. And she's laying with one leg up and spread. A bright red ball gag is secured across her mouth, and a red pillow rests beneath her head. Her pose and expression suggest playful submission within a stylized, professionally lit bedroom scene.

The embedded caption reads, “She keeps me around as a warning. This is what happens to weak men who pretend to be strong.”

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Tiffany Lewis @prissyfluff.com · 4d

I once believed I was strong. Confident. A man.
She unmade that myth, change by change.
Cages. Plugs. Satin straps.
I’m not strong. I’m her feminized sissy now.

Image Source: Natalie Mars
🔗👉 prissyfluff.com/go/nataliema...

A feminized sissy is laying back on a gray leather sectional couch, reclined with her legs raised and spread apart. She's wearing glossy pink high heels and a pastel pink satin strappy harness that frames her chest and thighs. Her long brown hair falls straight over her shoulders, and her lips are painted a soft mauve. Bright red nails curl against her thighs as she exposes her small pink chastity cage, pressed tight against her body. The plain white wall and modern gray couch contrast with the girlish pastel tones of her lingerie and shoes.

The embedded caption reads, “Pretty pink heels. Pretty pin cage. Pretty pathetic sissy.”

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Tiffany Lewis @prissyfluff.com · 6d

They giggled with real men while we served in silence.
When our cages twitched. They noticed.
Now we’re lined up, bent over, pink and shaking.
Because we're not allowed to “oogle” them.

@neciarcher.bsky.social @gwyndolinemoon.bsky.social
@Sammi_Slammy @lexi_lela
#sissy #humiliation #chastity

Four nude feminized sissies are kneeling side by side on a sandy beach, positioned butts to the camera, face-down with their backs arched and knees wide apart, creating a striking row of submissive postures. Each sissy’s legs and feet are dusted in sand, their bodies bare, tiny chastitied penises and bare anuses exposed and open. Their heads are lowered in ritualistic alignment, presenting in quiet surrender beneath a soft overcast sky. In the background, a small blue pop-up tent stands open, with bags and towels scattered nearby—casual signs of a day at the shore. The image captures a moment of exposed obedience, a quiet tableau of shared discipline and devotion. The atmosphere is playful, humiliating, and choreographed.

The embedded caption reads, “Some guys invited our mistresses to a nude beach. We served drinks in silence. They played volleyball. Even caged, we couldn’t control ourselves. So now we have to kneel with our backs turned.”

Tiffany Lewis @prissyfluff.com · 7d

She brings home the paycheck.
I bring home groceries in a pink dress.
If something’s not right, she brings my panties down.
That’s our life together. Our “partnership.”

#sissy #femdom #spanking

A feminized sissy stands in a softly lit, elegant living room wearing an elaborate pink-and-white satin maid dress. The short, flared skirt is layered with ruffles and trimmed in pale pink lace, tied at the waist with a wide satin bow. Puff sleeves and a sheer pink yoke accentuate the ultra-feminine styling. She wears glossy red Mary Jane heels with bows on the toes, and her long, wavy blonde hair cascades over her shoulders. She stands with her feet demurely crossed, gently holding the sides of her skirt out to display its fullness. Behind her is a tufted grey chaise with bolster pillows, a decorative sunburst mirror, and muted grey walls, creating a refined yet doll-like domestic setting that highlights her submissive presentation.

The embedded caption reads, “Marriage taught me conflict resolution. I wanted a housewife. She wanted one too. She resolved our conflict with her hairbrush on my backside.”

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Tiffany Lewis @prissyfluff.com · 8d

She said strong women don’t need handbags anymore.
They just need well-trained sissies.
I hold her phone, her lipstick, and her tampons.
She holds my leash.

@Sophie754015654
#feminized #sissymaid #femdom #humiliation

Two people walk down a narrow hall with soft pink walls and tile flooring. A dominant woman leads confidently in black stiletto boots, black thigh-highs, and a short, flared black leather skirt. Her posture is poised and unapologetic, her voluminous dark hair falling around her shoulders, partially obscuring her face. She holds a silver leash that is attached to the chastity cage of a sissy trailing behind her.

The submissive sissy, lead by the leash, is holding a shopping bag labeled “ECRU” in both hands. She wears high platform heels, black stockings, and a black lace lingerie set, with a chastity device visible beneath sheer fabric. Her long pink hair is styled in soft curls, adorned with a black lace bow. Her expression is blank but obedient, lips painted and eyes heavy with makeup. She keeps her eyes forward, her movements smaller and deferent.

The embedded caption reads, “She gave up purses when she trained me. Now I carry everything. In heels. In blush. In silence.”

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Tiffany Lewis @prissyfluff.com · 9d

My mother-in-law met me as a man. Body hair, button-down, borrowed dignity.
Her eyes said “wimp,” and her whispers told my wife.
Three years of convincing her daughter.
Now she’s coming for the re-introduction. No pants. No excuses.

@charliesweetie.bsky.social
#sissy #chastity #humiliation

A feminized sissy stands before a white glass-panel door, holding the hem of a pale blue lace dress up on both sides, exposing her nude bottom half, revealing feminized hips and butt, and a small clear chastity cage locked on her little penis. She's wearing a wide white belt with a gold buckle, sheer thigh-high stockings, and white high heels. Her short auburn hair frames her face, and she wears a bright floral necklace and light makeup. The setting has soft natural lighting and a polished wooden floor, giving the image a poised, stylized, and deliberately feminine atmosphere.

The embedded caption reads, “My mother-in-law always knew what I was. Today during her visit I’m supposed to show her my cage. Reassurance that now my wife knows too.”

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Tiffany Lewis @prissyfluff.com · 10d

She says good service isn’t just about the floor.
It’s about attitude.
And mine still needs scrubbing.
So I bend and let her wipe the smirk off me—again.

@blancryuuzaki.moe
#sissy #femdom #spanking

A feminized submissive is bent forward over a wooden table, dressed in a heavily ruffled satin and lace pink maid dress with layers of white frills. Her dress is lifted to expose her bare butt lined with cane markes. White lace garters and thigh-high stockings complete the outfit. Her arms rest on the table, head down, posture submissive. A woman's manicured hand, with dark polish, presses firmly on the back of the sissy’s neck, holding her in place. The lighting is warm, and the scene evokes control, correction, and ritualized power exchange.

The embedded caption reads, “I dust, I polish, I curtsy. Still, she says, it's not good enough. Back over I go.”

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Tiffany Lewis @prissyfluff.com · 11d

When she saw my mask slip, she didn't flinch.
She just started taking little pieces of me away.
Habits, pride, voice, will. She made it all sound reasonable.
Now, when she commands, I obey.

@SecretKeyPower
#sissy #femdom #buttplug #chastity

A feminized sissy with pink hair is bent over the foot of a bed, her torso resting on the mattress and her legs hanging over the edge. She wears a crotchless black fishnet bodysuit. Her butt is stuffed with a remote controlled butt plug, and her tiny penis is locked in tight metal chastity. A woman in a pink lace babydoll sits beside her on the bed, holding the sissy's locked penis in a gesture of authority. The woman wears a gold key pendant around her neck, symbolizing her ownership. The room is softly illuminated with purple ambient light, giving the scene a stylized, intimate atmosphere.

The embedded caption reads, “Every slice of masculinity she took felt small. Until nothing was left but obedience.”

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Tiffany Lewis @prissyfluff.com · 12d

I thought “modern” meant balance. Shared duties, shared respect.
It meant no cock, no voice, no choices for me.
By day she handles the important things while I handle her laundry.
By night she handles me, again and again.

@FemForHer
#femdom #sissy #strapon #chastity

A feminized sissy sits on the floor laying back against a blush-pink sofa, legs spread and knees raised, wearing black open-knit stockings and a strappy black garter belt. A small metal chastity cage is locked over her genitals, prominently framed by the harness straps. Her arms are restrained, and her head is tilted back between the thighs of a dominant woman who straddles her face shoving a strapon in her mouth. The dominant woman wears a black thong and large lifelike strapon, showcasing large colorful tattoos on both cheeks of her bare, arched backside. One hand grips the sissy’s chin, pressing her deeper onto the fake cock. The room glows with warm pink and violet lighting, and the wall behind them is covered in geometric honeycomb patterns.

The embedded caption reads, “When she said “modern relationship,” I assumed equal. She meant owned. Every time I gag, she laughs a little harder.”

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Tiffany Lewis @prissyfluff.com · 13d

We were rivals for her once, thinking we were men.
We failed her, and she feminized us both.
Today we bickered about who used to be manlier.
She caged us together to end the question.

@sissyjoyce.bsky.social
#sissy #femdom #chastity #strapon

Two feminized sissies sit together on a bed, facing each other with heads bowed. One wears strappy pink lingerie, the other is nude except for socks and a tattoo on her side. Both are locked into the same pink chastity cage, which traps their clitties together like a humiliating finger trap, forcing them into intimate proximity.

The embedded caption reads, “Two sisses, one cage. No escape, no pride.”

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Tiffany Lewis @prissyfluff.com · 14d

She was raised around real man, so I acted tough.
When my facade started to crack, she was angry.
She spoke with her mother, who gave her the fix.
A way to teach me my place, and reinforce hers.

Image From: TransRoommates
🔗👉 prissyfluff.com/go/troommate...

#sissy #femdom #chastity

Close-up view of a sissy sitting on a bed, leaning back on one hand, wearing a pink dress and white suspenders attached to stockings. Her other hand rests over a bright pink chastity cage locked onto her little clit, with neatly manicured nails painted pink and white. The angle emphasizes the caged clitty and exposed scrotum, framed by soft lingerie details.

The embedded caption reads, “Only men deserve cocks. So she took mine away.”

Tiffany Lewis @prissyfluff.com · 15d

When I look in the mirror, I see her creation.
Not a man. Not really a woman.
Just a sissy, helpless, and finished.

@w0llip
#sissy #chastity #feminized

A feminized sissy with long purple hair and dramatic makeup stands in a pastel pink bedroom decorated with plush Hello Kitty toys and girly accessories. She wears a sheer pink lace bralette, matching lace panties, and a shiny pink chastity cage that locks her clit. Her expression is open-mouthed and vulnerable, framed by dangling pink earrings and a black choker. Behind her, shelves are filled with stuffed animals, trinkets, and cute collectibles.

The embedded caption in bold pink text reads. “The cage didn’t just take my manhood. It gave her full control over who I’d become.”

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Tiffany Lewis @prissyfluff.com · 16d

Even with the drifting, excuses, and meek little habits,
I convinced myself I was still her man.
Looking back, I see she’d known all along.
She lectured, grounded, and paddled me into place.
Now I don’t pretend.

From: Trans Roommates
🔗👉 prissyfluff.com/go/troommate...

#sissy #femdom #chastity

A submissive sissy kneels on a bed, naked, covering her breasts with her hands while gazing at the camera with a shy, defeated expression. She's wearing sheer tan thigh-high stockings with lace tops, and a pink chastity cage tightly locks her small genitals, held in place by a pale strap harness. Her long blonde hair falls loosely over her shoulders, makeup is applied with dark eyeliner, and her nails are painted bright red. Behind her, a white bedframe, pillows, and a decorative wall hanging with pink blossoms are visible.

The embedded caption reads, “Fighting only hurt. Surrender made it easier. Now I’m the sissy she always wanted.”

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Tiffany Lewis @prissyfluff.com · 17d

I can’t take a step without frills swishing.
I can’t breathe without boning pinching.
I can’t stop being a doll.
Because I was never really a man.

@amybabygirl8.bsky.social
#feminization #sissy

A feminized sissy dressed in pastel pink lingerie sits on a tufted bench with legs spread wide, displaying the bulge in her crotch. She's wearing a sheer pink corset with lace trim, layered jewelry including a large cross necklace, white thigh-high stockings, and shiny white platform heels. A blonde wig with a ribbon headband frames her face, and a fluffy white shrug hangs off her shoulders. The setting is a modern kitchen with gray cabinets, stainless steel appliances, and a soft pink rug underfoot.

The embedded caption reads, “It started as a game. A little lace, a little teasing. Now I can’t remember what I looked like in pants.”

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Tiffany Lewis @prissyfluff.com · 18d

Her throne is my back, my ass her toy.
My humiliation entertains her.
This is all I’m good for.

From: The English Mansion
🔗👉 prissyfluff.com/go/mansion?s...

#sissy #femdom #strapon #spanking

A dominant woman with long red hair, dressed in a sheer black blouse, black stockings, garter belt, gloves, and high heels, and a strapon jutting from her waist, sits upright on the back of a submissive feminized sissy. The sissy, dressed in frilly French maid uniform, kneels on the floor and bent forward over a white sofa, presenting a bare bottom that is red and bruised from spanking. The dominant looks composed and in control, while the sissy remains beneath her in a humiliating, submissive posture.

The embedded caption reads, “She rides my humiliation like a queen on her throne.”

Tiffany Lewis @prissyfluff.com · 19d

She said she was done with me.
Her boyfriend talked her into one more chance.
If I gag again, I’m gone.

@stellinaobscura.bsky.social @seansaber.bsky.social
#sissy #femdom #strapon #chastity

A feminized sissy with a pastel blue-and-pink wig kneels on a soft rug, wrists bound overhead to a chain. She's wearing a sheer pink ruffled crop top, matching frilly panties pulled down to reveal a small pink chastity device, white knee-high socks, and shiny pink platform heels. In front of her stands a dominant woman in a tight black leather corset top with structured boning, matching leather pants that hug her hips, and black lace-up ankle boots. She's holding a strap-on cock to the sissy’s open mouth. Behind them, pink walls are covered with neatly arranged whips, paddles, cuffs, and floggers, framed by a St. Andrew’s cross and a glowing neon sign that reads “Studio Freaky.”

The embedded caption reads, “She's retraining me. Her boyfriend was disappointed last night.”

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Tiffany Lewis @prissyfluff.com · 20d

Maids wear aprons. Dolls sit on display.
Sometimes I'm one, sometimes the other.
Either way, the cage makes sure I’m nothing of my own.

@IskraElectrical
#sissy #sissymaid #femdom

A feminized sissy dressed in a short black-and-white French maid outfit poses in a bedroom. The satin dress has a lace-trimmed neckline, corset-style lacing down the front, and a tiny white lace apron. White lace gloves, a black flower choker, and layered bracelets accentuate the look. She wears thigh-high white stockings with large black satin bows and a fluffy white lace headpiece over a styled short black wig. Her heavy makeup includes dramatic eyeshadow and bold lipstick, and she stands in front of floor-to-ceiling patterned curtains with a bed and side table partially visible behind her.

The embedded caption reads, “Maid or doll? Either way she only sees a plaything.”

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Tiffany Lewis @prissyfluff.com · 21d

Thanks for posting such great pics!

Tiffany Lewis @prissyfluff.com · 22d

It stung when she decided I wasn’t strong enough.
She wasn’t mad, just declared herself Head of House.
I used to wonder, “what if I left?”
Now I only wonder, “what if I miss a chore?”

@aurora-aspen.bsky.social
#sissy #femdom #chastity

A dominant woman with medium length blonde hair, dressed in a black bustier crop top and tight black leather pants, sits in a chair holding the pink chastity caged clitty of a feminized sissy. The sissy stands beside her, wearing black fishnet stockings with garters, a black garter belt, and lacy pink crotchless panties revealing her small locked up clit. The dominant wears a silver necklace with a key pendant, symbolizing control, while the submissive’s exposed, restrained state emphasizes her humiliation and servitude.

The embedded caption reads, “Somewhere between the makeup lessons and the strapon training, the thought of escape just… vanished.”

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Tiffany Lewis @prissyfluff.com · 23d

She doesn’t let me greet anyone politely.
Not with words, not with tea.
Just with this. Lift the skirt. Show the lock.
Prove that I’m not a man, just her maid.

Image From: Natalie Mars
🔗👉 prissyfluff.com/go/nataliema...

#sissy #sissymaid #femdom #chastity

A feminized sissy in a glossy black latex maid dress with cream ruffle trim and a matching cream maid headband stands in front of a purple velvet couch against a plain gray wall. She lifts the short skirt of her maid dress to reveal her nude lower half, her little clit locked tightly inside a shiny pink chastity cage. She wears white lace-trim ankle socks with glossy black stiletto heels. Her skin is pale and freckled, her straight auburn hair cut into bangs and pulled back under the headband. She stares directly at the camera with parted lips and a slightly tense, uncertain expression, her wide eyes conveying a mix of vulnerability and exposure.

The embedded caption reads, "She says every guest deserves to see what keeps me loyal."

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Tiffany Lewis @prissyfluff.com · 24d

Spankings faded.
Corner time ended.
Dresses made me blush, then pass.
But this lock? It never lets me forget.
That’s why I obey now.

@sashadesade.bsky.social
#sissy #femdom #chastity #strapon #humiliation

A dominant woman in a sheer black crop top, black panties, and a strap-on harness stands confidently in a bright living room. In her hand she dangles a silver necklace with a key at the end, clearly just removed, using it to tease and entice her locked up sissy. Kneeling before her, her sissy in a sparkly blue bikini top, matching lace thigh-high stockings, and a pink chastity cage looks up while holding the strap-on dildo to her open mouth, tongue out. A pastel pink collar circles the sissy’s neck, her expression defeated and pleading, desperate for the key. A yellow sofa and modern decor frame the background.

The embedded caption reads, “This little lock did what a thousand humiliations couldn’t. It made me obedient.”

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Tiffany Lewis @prissyfluff.com · 25d

No books. No homework.
Just plugs, paddles, and punishments.
Until obedience replaces thought.

@omghey_its_faye
#sissy #chastity #humiliation

A feminized sissy kneels on a soft carpeted floor in a pink, girlish bedroom with vine decorations on the wall and plush pillows on the bed. She's wearing a short red plaid pleated skirt, a cropped white sleeveless top tied above the waist, and white fishnet thigh-high stockings with large satin bows. Her long brown hair is styled in pigtails, and she's looking directly at the camera with parted lips and a faintly vulnerable expression. She's lifting her skirt to reveal her clitty is locked in a pink chastity cage.

The embedded caption reads, “At sissy school, I don’t learn math. I learn obedience.”

Tiffany Lewis @prissyfluff.com · 26d

At first, I thought it was dress-up.
Frills for fun, lace for laughs.
But the lock never came off, and the pink never stopped.
She decided this is who I was meant to be.

@dianadolly.bsky.social
#sissy #chastity #femdom

A feminized sissy poses outdoors in a soft pink, sheer lingerie-style dress with a short tulle skirt, lifting the hem slightly to reveal a locked pink chastity cage. She's wearing pink sheer thigh-high stockings, sparkling gold high heels, and a pale pink and white collar around her neck. Her wavy pink hair is falling over her shoulders, and sunlight highlights her exposed, restrained form, emphasizing the girlish and humiliating presentation.

The embedded caption reads, “Pink my isn’t fashion, it’s my fate.”

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