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‘sissy’ stories

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Just Going to the Car Wash

Being surrounded by my thoughts. And so much more.

by my_slut_mouth in First Time 01/25/2019
3.37
12k
1
4
3
0

Black Sissy For White Queen

Black male sissy maid rides white woman strapon.

by Samuelx in Interracial Love 08/07/2011
3.36
25.9k
9
1
11
0

Asian AirBnB couple Ch. 03

Nick continues his conquest, dressed like a karate kid.

by SubAsianCuck in Loving Wives 08/11/2022
3.36
12.1k
17
4
26

Chivalry is on Life Support Ch. 29

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 05/04/2024
3.36
1.5k
2
5
3

Hero Losing Himself

A hero finds himself beaten and sees his feminine side.

by lol159 in BDSM 01/04/2019
3.36
20.9k
5
3
8
0

A Cuckold's Tale

Based on Chaucer's Canterbury Tales.

by CastleDJK in BDSM 08/28/2012
3.35
34.8k
7
2
10
0

Mum's Adult Slave Son!

Mummie rules her adult slave kids!

by justincbenedict in Incest/Taboo 02/07/2016
3.34
79k
27
9
52
0

Chivalry is on Life Support Ch. 18

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 04/23/2024
3.34
1.9k
1
1
2

Spalding and The Cheerleader

Poor College boy, dommed by Mom!

by justincbenedict in BDSM 02/22/2016
3.32
46.9k
14
3
26
0

Oh Boy

The Probation Officer dates and marries a dominant felon!

by justincbenedict in Transgender & Crossdressers 08/04/2017
3.32
28.1k
4
2
7
0

Wife Substitute

Forced to serve married men as a wife substitute.

by sissycuntwhore in NonConsent/Reluctance 12/29/2012
3.32
215.8k
54
10
85
0

Chivalry is on Life Support Ch. 31

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 05/08/2024
NEW
3.32
1k
2
4
3

The Pincushion

A dominant wife gets evil ideas!

by justincbenedict in BDSM 02/25/2016
3.31
49.7k
5
0
15
0

Yet Another Story

The narrator goes off script and finds more trouble...

by neoview in Transgender & Crossdressers 10/20/2017
3.31
11k
5
0
8
0

It's Game Day!

Cheerleader gets caught in a locker room trying to have sex!

by ShadySpanko in First Time 03/23/2022
3.31
21.9k
3
1
12
0

Chivalry is on Life Support Ch. 19

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 04/24/2024
3.3
1.5k
2
0
3

College Loser Ch. 05

Locked in chastity and tormented.

by tunnel00vision in NonConsent/Reluctance 05/01/2016
3.29
62.7k
8
12
15

Meditations in Buttermilk Falls

He turned his life over to Mistress Blythe!

by justincbenedict in BDSM 02/13/2016
3.29
11.5k
0
1
2
0

Chivalry is on Life Support Ch. 20

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 04/25/2024
3.29
1.5k
2
3
3

The Moment

Some moments last forever.

by RebekaleeSissie in Transgender & Crossdressers 10/18/2022
3.29
5.3k
1
1
3
0

Black Femdom For Black Sissy

Biracial dominatrix turns macho brother into sissy.

by Samuelx in Fetish 11/09/2014
3.29
33.2k
10
0
17

Long Weekend 03 - Dinner Guests

The day of the dinner party.

by chrissiej in Transgender & Crossdressers 04/25/2024
3.29
2k
6
0
8
0

Because I Love You

His wife tortures him in front of an audience.

by gypsyrose26 in BDSM 11/23/2009
3.27
54.5k
12
10
16
0

My Innocent Wife Pt. 01

I caught my wife cheating.

by amyowens555 in Interracial Love 07/27/2016
3.27
108.4k
49
20
74
0

Miles's Conundrums Ch. 09

The Conclusion of the Miles story.

by justincbenedict in BDSM 08/24/2008
3.27
38.8k
8
9
9

Black Sissy For White Mistress

White woman strapons sissy black male maid.

by Samuelx in Interracial Love 08/07/2011
3.27
29.3k
3
0
6
0

Tennis Club Pt. 04 - Final

Stealing - is bad.

by Astel716 in BDSM 12/21/2021
3.27
6.3k
0
1
1

Generations of Slaveboys

Sub males through out years!

by justincbenedict in BDSM 01/13/2016
3.27
22.3k
5
0
10
0

Letter from Coldstream Canyon

Can he be helped to find a Domme of his dreams?

by justincbenedict in BDSM 01/01/2014
3.26
17.5k
1
4
5
0

Immortal Love Pt. 03

The ultimate wedding, The erotic night.

by Rockstar000 in Transgender & Crossdressers 07/18/2021
3.26
7.2k
3
1
8

Tremplin's Pain

Tremplin Duddingstone, wrists and ankles bound...

by justincbenedict in BDSM 01/23/2016
3.25
13k
2
0
4
0

The Farmhouse - The Bed and Amber

The struggle over being a home wrecker and the solution.

by CebuBill in Anal 08/04/2023
3.25
6.4k
1
0
2
0

Card Shark

Neglected wife gets ironic revenge on poker playing husband.

by Turned in Loving Wives 10/18/2009
3.24
154.7k
31
29
58
0

Mommy's Sissy Girl

A short off-the-cuff self humiliation/affirmation

by SissyUnderneath in Audio 04/04/2023
3.24
15.1k
3
0
6
0

Getting Married

My wedding day.

by hotdaddy9 in Transgender & Crossdressers 02/02/2020
3.23
22.2k
4
3
7
0

Chivalry is on Life Support Ch. 33

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 05/10/2024
NEW
3.23
1.1k
1
3
1

Never Cum Again

What would I do if I didn't have a choice?

by Sion Sierra in BDSM 11/22/2008
3.22
31.6k
3
0
5
0

I'm a Slut for My Son's Bully Ch. 03

Does Jimmy get revenge? How will his sister react?

by andibob69 in Incest/Taboo 05/08/2022
3.21
85.1k
121
116
186

Mistress Del!

She's a unique Goddess!

by justincbenedict in BDSM 02/12/2016
3.2
21.3k
3
1
9

The Intruder

An intruder, a wife, and her husband.

by rabbs1972 in NonConsent/Reluctance 11/29/2017
3.19
91.7k
27
0
58
0

The Chastity Cube

Mistress Santiva's happy family!

by justincbenedict in BDSM 01/23/2016
3.18
30.6k
7
1
17
0

Sissy Manners Classes Ch. 01

Sissy found her master.

by fridaysissy in Transgender & Crossdressers 09/04/2018
3.15
12.8k
2
2
5
0

Letter from Boston

Franz is a playboy no more!

by justincbenedict in BDSM 12/31/2015
3.12
11.4k
1
1
2
0

Exploring Sissy World

Exploring the possibility's of sexuality.

by SassyBrat31 in Group Sex 05/03/2023
3.1
4.8k
2
0
7
0

Mummie's Chauffer

the characters from "Mummie's Hair" and more femdom!

by justincbenedict in BDSM 02/22/2016
3.08
23.1k
2
3
6
0

Manuevers

A wife fucks her bull in front of her sissy husband.

by Nils Huim in Incest/Taboo 06/07/2018
3.07
64.7k
24
10
39
0

Kysia Thinks It Over

She is cruel but to be kind!

by justincbenedict in BDSM 01/17/2016
3.06
21.1k
2
1
9
0

Wide Receiver

Cheerleader punks out quarterback boyfriend to black team.

by scatwoman in Illustrated 06/30/2011
3.03
393.5k
29
7
51
0

Mandingo Row

Man follows wife to see where all the white women go nightly.

by scatwoman in Illustrated 06/30/2011
3.02
382.7k
31
15
47

Letter From Hobson Bend

Can Lionel take being stapled to the floor by his dick?

by justincbenedict in BDSM 03/08/2016
3
17.3k
3
2
9
0

Savannah Gray Pt. 03

Wine-Drunk and Dripping...

by SissyUnderneath in Fetish 05/12/2023
3
3.1k
2
0
3

Tricked by Boss Pt. 01

Tricked by female boss.

by Holyglory in Mind Control 08/15/2017
3
62.7k
11
7
25
0

Aditi Dominated

Aditi and her month of desperation leads her to a daddy.

by Pleasure_Provider in Mind Control 08/22/2023
3
19.9k
5
1
8
0

Chivalry is on Life Support Ch. 28

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 05/03/2024
3
1.3k
1
5
1

The Challenge

Guy pisses off his pro-dom GF, has to bear the consequences.

by MikeChemnitz in NonConsent/Reluctance 09/18/2021
2.94
38.7k
15
10
33
0

Letter from Vancouver

Conrad, the Canadian Cuckold.

by justincbenedict in BDSM 01/09/2016
2.92
13.2k
4
0
6
0

Planet Pretty Sissy

A world dominated by women turns men into sissy girls.

by Hayleykim in Fetish 09/30/2009
2.91
80.6k
31
3
39
0

Soames's Store

Soames is meeting new masters and slaves at the Gift Shop!

by justincbenedict in BDSM 04/07/2017
2.9
7.8k
00
1
0

Letter from Concord

His cousin was bad news, but so fun!

by justincbenedict in Incest/Taboo 09/13/2019
2.85
11.1k
4
2
10
0

Letter from Sacramento

A quiet dinner with his bitchy girlfriend!

by justincbenedict in BDSM 09/13/2019
2.85
10.6k
2
1
2
0

Adventures in Buttermilk Falls

Isaiah gets a new chance with Mistress Bootsie!

by justincbenedict in BDSM 02/20/2016
2.83
15.5k
3
0
7
0

Letter from Chicago

Noelle and Elgin make quite the femdom pair!

by justincbenedict in BDSM 01/01/2016
2.8
14.3k
1
2
4
0

Observations of Buttermilk Falls

Cy, the slaveboy and his dommes!

by justincbenedict in BDSM 03/08/2016
2.8
15.9k
4
0
7
0

The Cheaters Ch. 04

Who will win the bet, Finn or Lucas?

by Dramastic_Cuck in Fetish 03/28/2024
2.79
1.8k
1
1
8

Marigold Tells the Truth

She is a Domme to Fear!

by justincbenedict in BDSM 02/07/2016
2.78
13.8k
1
6
5
0

Sissy Get What She Asked for And...

Closeted Sissy's Wife Tricks Him Into Slavery.

by paulmilwaukee in Loving Wives 05/27/2022
2.78
24.7k
10
10
31
0

Black Sissy For White Goddess

White woman strapons black male sissy maid.

by Samuelx in Interracial Love 08/07/2011
2.78
23.5k
1
0
3
0

Letter From Tacoma

A Submissive Ringmaster!

by justincbenedict in BDSM 01/25/2016
2.75
9k
1
0
3
0

All The Signs were There to See

It is no fun being small 'down there'. She wasn't happy.

by lucy_sometimes in Loving Wives 03/06/2024
2.68
15.5k
15
20
44
0

Christine Cuckolds Joel Pt. 01

Christine Cuckolds her Husband using Paul & Red Lipstick.

by JodieToday in Audio 02/04/2024
2.67
9.3k
3
2
8

My Wife and My Office Friend

Wife and my office friend of mine cuckolding me.

by Sarthak72 in Loving Wives 01/02/2023
2.67
63.1k
39
14
97
0

Becoming a Sissy Slut Pt. 03

My continued journey to becoming a total sissy slut.

by Desire2beagurl in Transgender & Crossdressers 06/03/2021
2.66
34.8k
14
2
31

Mistress Ivy

The best Keyholder Ever!

by justincbenedict in BDSM 01/27/2016
2.63
25.7k
5
2
18

Few of My Ultra-Perverted Fantasies

Some of the juiciest stories you will ever encounter.

by whiteboibbclicker in Transgender & Crossdressers 02/07/2017
2.53
48.6k
16
11
24
0

Letter from Tulsa

Gumball Chastity!

by justincbenedict in BDSM 01/09/2016
2.5
16.1k
00
4
0

Solo Submission

Matt plays submissively when wife is out of the house.

by Subkoksukr4u in Loving Wives 07/18/2019
0
47.3k
35
8
61

The Humiliation

Birdie realizes college girls are terrifying!

by justincbenedict in BDSM 02/23/2016
2.16
34.4k
3
1
8
0

How I See It Pt. 04

Point of view from the other side: continued.

by Luke_n_Lacy in How To 09/29/2021
2.05
4k
2
0
2

How I See It Pt. 05

Point of view from the other side: continued.

by Luke_n_Lacy in How To 09/30/2021
2
5.1k
2
0
4

Under Her Knees! Pt. 03

A story of an unfulfilled fantasy being written to manifest.

by versatilesub in NonConsent/Reluctance 05/07/2024
NEW
2
2.3k
1
0
2

Mark and "OCD" Cheating Illusions

How Mark got cuckolded by his illusions.

by Storyteller_Egy in Loving Wives 09/28/2018
1.86
23.6k
15
17
23
0

The Alpha Who Made Me a Sissy Ch. 02

Relationship takes the next step.

by HB77 in Transgender & Crossdressers 07/27/2019
0
36.2k
35
14
36

Black Femdom for Black Sissies

Black dominatrix discovers Black hubby's secret.

by Samuelx in Transgender & Crossdressers 09/13/2017
0
12.1k
7
0
10
0

Prison Cuckold

Fantasy World where wife goes to prison with husband.

by Take_it_by_Force in Loving Wives 02/21/2010
0
158.2k
29
0
44
0

Research Pt. 02

Working towards my PhD.

by eviltwin52 in Gay Male 03/23/2017
0
13.3k
9
0
12

The Dark Side

A strict Ebony Domme breaks the will of an arrogant whiteboi.

by AfroerotiK in BDSM 10/22/2014
0
56k
27
0
49
0

Sorority Boys Ch. 01 - Panty Raid

Frat boys are captured and turned into diaper sissies.

by wittlesissybaby in Transgender & Crossdressers 01/07/2023
0
20.9k
29
0
47
0

My Perfect Pet

Turning my whiteboi into a gangbang slut.

by AfroerotiK in Interracial Love 10/25/2014
0
136.3k
76
0
110
0

Renee's Training

Nathan is unwillingly trained to become a sissy slave.

by UniversalReader in Transgender & Crossdressers 09/27/2011
0
336.9k
177
72
249
0

Double Jeopardy

Man becomes sissy sex slave for wife and in laws.

by PhRedSonya in Transgender & Crossdressers 05/17/2019
0
45.1k
51
7
72
0

A Dog's Life Ch. 06

Danny gets hammered before the party.

by Compliant1 in BDSM 08/14/2012
0
54.8k
11
0
12
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