‘sissy’ stories

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sissy 

Category

A New Friend Pt. 03

Mark submits to Al’s pleasure.

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4.73
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Life of a Dominant Futanari W2 Ch. 02

The Second Chapter of the Second Week.

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4.8
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From Bro to Sissy Sub Pt. 03

Drew makes a decision and proceeds.

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4.62
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First Do No Harm

A beautiful young patient changes me from straight to gay.

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4.69
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59

Roberta Slut

Wholesome story of a slut mother and her tranny girl.

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4.75
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129
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Boyfriend Turned Girlfriend

Ashley turns Matt into Maddie for the first time.

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4.6
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194
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Turned into a Sissy Pt. 15

A Weekend in Pattaya - the first evening.

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Oral Servicing

Man is oral servant and sissy to a lesbian woman.

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Falling Under Mommy's Spell Pt. 03

Matt's life changes under Mommy's control.

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Another Video

Sissy blackmailed into dildo video...

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A Birthday Treat, Pt. 02

Evan (now Emma) continues his weekend of fun with Steve.

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Bound By Blackmail Ch. 11

Dafni tends to her master and heads to the office.

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The Sissy Academy Ch. 02

Noah begins his sissy training, and is put through his paces.

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Falling Under Mommy's Spell Pt. 02

Mother decides some changes are in order.

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Long Lost Daddy Ch. 02

Simon and Arthur's story continues, will they work it out?

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The Real Toy Story - Day 02

A new package ‘The Big One’ arrives….

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Best Friend to Girlfriend Ch. 01

Evan finally gets the chance to be fucked by his best friend.

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Mom has Me Turned Out

Mom tired of homophobic son has his him bound and fucked.

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4.56
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249
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Parenting Pt. 08

Mark loses control and Nicole goes interracial.

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Along Way from California...

The story of a young man who finding out he fucked his BF.

3.64
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8
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Falling Under Mommy's Spell Pt. 01

A cross dresser and his mother discover their secret sides.

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Journey to Girlhood Ch. 02

Steve is blackmailed by his bully into coming over.

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The Sissy Virus

A man sleeps with a sissy resulting in dire consequences.

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The Vending Machine

Who knew vending machines sold more than food.

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I Am With the Right Man

Training of a sissy by 'her' new owner.

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A Sissy Gets Hooked

A Sissy gets deeper and deeper into her hooker fantasy.

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Cocksucking - Teaching You How

Bratty Girl - I'll teach you how to be a good cocksucker.

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Almost Damsel Almost in Distress Ch. 06

Tgirl parties after the club and then works the streets.

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Bottom Bunk Bitch Ch. 03

Brenda sinks further into feminization as a prison whore.

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The Sissy Academy Ch. 01

Noah is inducted into the Barton Sissy Academy.

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Becoming His Sissy Pt. 02

Grant’s thoughts won’t leave him alone.

4.41
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The Dominatrix Business

A Mistress hypnotizes a submissive for her personal gain.

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50
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When One Thing Leads to Another Ch. 03

The return of his date's new man comes even more humiliation.

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Dawn of Mistress Hannah Ch. 03

Mistress Hannah continues her little game with her slut.

4.32
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6
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11

Master For a Week Pt. 01

Sylvana becomes someone's pet for a week. Part 1.

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4.61
10.2k
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27
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Chrissie

The saga of a lovesick sissy who becomes a couple's slave.

3.93
16.6k
16
1
30
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Becoming His Sissy Pt. 01

Straight guy discovers the pleasures of being a sissy.

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4.81
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Company Girl Ch. 05

Maddy Enters a full body simulation.

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4.52
13.9k
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From Bro to Sissy Sub Pt. 02

Drew begins process of feminization.

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A Sissy's Exposure

A sissy stumbles upon an exposure website.

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Company Girl Ch. 04

We see Chloe's origins and Matty's continued plight.

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The Landlord

A sissy secret discovered, Rory's building just got smaller.

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4.76
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74
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Mistress Norma's Sissy Ch. 02

Will takes the next step and become Willow!

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Company Girl Ch. 03

Matty has a big decision to make.

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Life of a Dominant Futanari W2 Ch. 01

This is the First chapter of the Second week.

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Company Girl Ch. 02

Matty slips deeper into his transformation.

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Life of a Dominant Futanari W2: Prologue

This is the Prologue of the Second week of Life of a Dom Futa.

4.41
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2
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Sissy Bimbo Hypnosis

A sissy feminization hypnosis audio. [M4M]

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4.71
24.6k
18
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33
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Sissy's Online Mistress Ch. 01

I fall deeper into an online feminization rabbit hole.

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4.57
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71
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Company Girl Ch. 01

Matt begins working at a very strange company.

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The Chance Fantastic Pt. 05

Sissification turns a young man into a seductress.

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Sissy Twink for Mom Part 3

Mom used son for her pleasure.

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Sissy Prayers and Offerings

Newly feminized in chastity and summoned to worship.

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32
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From Soccer to Sucker Pt. 04

Jake is made to keep up another part of the deal.

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The New Flatmates Pt. 02

Kristy visits the flat meets the rest of the occupants.

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Change of Ownership

Avery finds her purpose in life in this short story.

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24
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Warning: Oral Dildo Training Ch. 18

I accept that I am a cocksucker and try anal.

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Warning: Oral Dildo Training Ch. 17

Negative effects of Hypno tubes cause depression.

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1
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Christmas Dinner with my Boss

Partner and boss turn me into a full sissy cuckold.

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4.61
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3
37
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Motel Sissy

Femboy runs away and gets turned out in motel.

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4.56
42.1k
83
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128
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Warning: Oral Dildo Training Ch. 16

I discover Sissy Hypno videos and watch them a lot.

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1
3
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Pantyhose Cuckold Pt. 02

Hubby takes a humiliating shopping trip with a fun ending.

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Meeting Mistress Mercy

My first time with my new Mistress.

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4.77
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72
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Full Engine

A shy boy falls for his busty coworker.

3.74
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13
2
33
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Sarah & Melissa, Ch. 03

A sissy prepares for his girlfriend's second lesbian date.

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4.85
18.8k
20
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44

The Neighborhood Pt. 01

Neighbor turns out femboy into his sissy.

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45.1k
88
14
158
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Life of a Dominant Futanari W1: Epilogue

This is the Epilogue of the first week of the book.

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5k
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Sissy Twink for Mom

Mom used son for her pleasure.

4.1
50.4k
30
3
63

The Rise of Rachel Price T-Girl Pt. 04

Rachel has a steamy session with Carlie on return to hotel.

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Jessica and Tom 04: New Relations

After their party fun Jessica and Tom explore new friends.

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Prison Wife

Femboy in prison, gets turned into a Black Man's wife.

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4.78
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148
45
238
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Locker Room Lust

A smooth water polo jock is targeted by his larger opponent.

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4.73
34.4k
108
8
189
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Cucked: The Blowjob Arrangement Ch. 02

The cuck, his girlfriend, and her fuckbuddy escalate things.

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4.59
36.1k
83
11
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Sarah & Melissa, Ch. 02

Sarah wakes to find Melissa has left a surprise for her.

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4.66
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10
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24

Doing Things Properly Pt. 03

Mistress must discipline sissy with the cane and a soap-bar.

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6

Bound By Blackmail Ch. 10

Dafni prepares dinner and is then put away for the evening.

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4.52
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Rory, the Reward

Rory has been many things, but never the reward itself!

4.47
8.8k
10
1
17
0

Journey to Girlhood Ch. 01

Steve begins a journey after an encounter with a bully.

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4.61
47k
91
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166

Caught with My Stepsister's Clothes Pt. 03

My first all girls sleep over and my first cock cage.

4.48
21.4k
27
8
43

The Chance Fantastic Pt. 04

The action heats up as our sissy starts to get some attention.

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4.64
3k
5
1
6

From Bro to Sissy Sub Pt. 01

Long time friends' relationship changes drastically.

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4.54
29.2k
54
3
113

Bottom Bunk Bitch Ch. 02

Brendan continues his feminization as Brenda in prison.

H
4.6
35.4k
49
5
63

Sarah & Melissa, Ch. 01

A young sissy's girlfriend goes on a date with another woman.

4.43
21.7k
35
6
83
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