‘sissy’ stories

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sissy 

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The Sissy Ultimatum

A closet sissy faces an important choice.

4.28
144.8k
57
25
92
0

Jock Princess Ch. 01

Alex has the tables turned and finds bliss and a new start.

H
4.6
74.1k
74
8
109

Waking Holly

Jamie and Holly go away for the long weekend.

H
4.61
53.5k
32
5
44
0

Mistress Lizzie Pt. 01

Lizzie the T-Dom captures and breaks in a new whore.

H
4.55
25.7k
24
2
40
0

Subliminal Obsessions Ch. 04

The rest of Nikki's day after quitting and getting paid.

H
4.62
17.3k
15
0
20

Find the Cheerleader, Save the World

Holly's older brother Hayden becomes released.

4.46
24.1k
20
4
27
0

From a Husband to a Dutiful Sissy Ch. 03

My new sissy life to my Mistress wife grow more entrenched.

H
4.51
86.4k
44
8
59

A Severe Paddling

I am the owned sissy whore I need to be.

4.46
51.8k
27
5
38
0

Being a Sissy for Viv Ch. 05

Make-up and nail varnish for her sissy.

H
4.7
29.2k
22
4
32

From a Husband to a Dutiful Sissy Ch. 01

How I went from a loving husband and to a sissy for my wife.

4.42
207.3k
151
25
250

Subliminal Obsessions Ch. 03

Nikki learns to Sway, and quits Mark's job.

H
4.75
24k
22
2
27

Sissy's Decline into a Slut Pt. 06

Part 6 of Sissy Chantel's journey into becoming a slut.

H
4.58
28k
12
6
17

Caught by My Bully and Exgf Ch. 02

Cindy continues to get used by her old bully and ex gf.

H
4.51
44.5k
39
4
49

You Look Like a Masterpiece

He accidentally attracts an older man with his girlish looks.

4.46
48.7k
46
4
66
0

Sissy's Decline into a Slut Pt. 05

Continuation of Sissy Chantel's decline into a slut's life.

H
4.58
32k
17
2
22

Subliminal Obsessions Ch. 02

Nikki goes deep sissy and has a big, smouldery, guy.

H
4.72
31.1k
22
4
31

A Sissy's Lifestyle

The day to day activities of a sissy in an adult arcade.

0
55k
30
5
50
0

Being Holly

Holly and Jamie settling in but told from Holly's side.

H
4.53
29k
37
2
44
0

Sissy's Decline into a Slut Pt. 04

Part four of Sissy Chantel's decline into a sluts life.

H
4.58
43.4k
15
3
20

Making Holly

Jamie gets revenge of his highschool bully.

H
4.51
87.9k
122
13
153
0

Caught by My Bully and Exgf Ch. 01

Sissy Cindy gets an unexpected visit by her ex and old bully.

4.4
84.8k
80
7
125

Sissy's Decline into a Slut Pt. 03

Part Three of Sissy Chantel's decline into a slut.

4.48
38.4k
27
4
35

You're My Bitch Now Ch. 08

Rick has a crisis and Chris takes him to a gay pub.

H
4.68
26.9k
24
12
31

Subliminal Obsessions

A lonely, loner guy meets a sissy that changes everything.

H
4.61
74.5k
101
16
161

Tryst of Truth

A trip to the dark side of town.

4.15
17.6k
10
5
15
0

Street Walking Sissy Boy!

A man pimps his homosexual.

4.25
37.8k
15
3
25
0

Cucky Trained by CD DOM Pt. 05

Cuck spends a weekend being trained to be the perfect sissy.

4.47
29.7k
19
1
26

How I Became a Sissy Slut

My gardener discovers my secret.

H
4.6
85.6k
96
17
131
0

Sissy Keven Jeanne Bardot

An extremely feminine sissy reflects upon her life.

4.22
13.6k
9
0
14
0

Daddy's Little 'Girl'

The perfect dirty little sissy girl...that would be me.

4.4
126.4k
96
1
128
0

Facing the Daddy

The final chapter in the story of the two lovers?

4.07
12.6k
1
1
3
0

Slut for All Pt. 07

Game night with friends turns into wild sex.

H
4.73
64.9k
44
7
58

Sissy's Decline into a Slut Pt. 02

Part 2 of Sissy Chantel's decline into a sissy lifestyle.

H
4.59
43.6k
29
2
37

Introduced to Black Dick

A young sissy gets gangbanged by young black studs.

4.41
70.3k
63
6
78
0

Rite of Passage Ch. 04

Jamie broadens his horizons as his mental struggle continues.

H
4.72
72.6k
186
52
232

Unicorn Mom and her Golden Boy

Mom makes sissy son try modeling for a gay magazine.

4.38
73.8k
96
5
130

Cucky Trained by CD DOM Pt. 02

Wife arranges for cuck to spend a weekend being trained.

4.4
29.4k
20
4
26

No More Secrets

His wife discovers his sissy side and eagerly plays along.

4.27
66.8k
43
12
58
0

The Blackmailed Sissy

This is the story of how Jon turns Eric into Erika.

4.31
72.1k
40
6
53
0

A Sissy's Sister Pt. 01

A sissy finds support from his sister in his journey.

4.37
54.6k
36
7
61
0

Kissing Crossdressers Pt. 01

Hotwife turns hubby into crossdressing sissy.

H
4.53
143.7k
100
20
151

Oh Jack!

A sissy gets discovered by his female neighbor.

4.48
53.5k
44
9
59
0

Big Black Bump in the Road

Amy and Dan make a decision to save their future.

3.43
47.3k
24
11
31
0

An Unexpected Twist

Who was the one stalking them before?

4.07
7.1k
2
1
3
0

A Slut's Triangle Pt. 20

Ashleigh watches Brenda and Kimberly have sex.

H
4.62
9.5k
3
8
3

A Sissy's Story

What happened to Gabrielle before and after she met him?

3.69
15.5k
3
0
6
0

Cucky Trained by CD DOM Pt. 01

Wife arranges for cuck to spend a weekend being trained.

4.45
55.1k
41
8
58

Along Came the Mistress

The mistress makes her move, will Gabrielle be jealous?

4.11
9.2k
5
6
8
0

Mrs C

A lonely cougar enjoys some summer romance.

4.43
86.5k
49
6
76
0

Sissy Slut

A sissy BDSM story.

4.35
32.8k
17
0
25
0

Little Larry Ch. 01

Little Larry is used for practice.

H
4.62
72.2k
70
12
98

Sissy Fantasy to Nightmare

Blackmailed into living out his fantasy on a stag gone wrong.

H
4.6
124.6k
118
22
179

Girlfriends (Chandra and Nikki)

Nikki and Chandra make a pact to share their men.

4.43
25.7k
19
2
22
0

Two Good Neighbors Ch. 07

Kyle and Mark Roberts discuss their feelings and find a way.

4.17
32.2k
10
12
21

My Sister's Boyfriend

A drunken misconception leads to a life changing experience.

4.38
108.4k
76
7
99
0

Filipina Cuckolds Her Sissy Husband

A married couple have sex with black men.

4.25
66.3k
36
6
54
0

First Time Together

Gabrielle is more than she appears.

4.32
18.1k
15
4
16
0

Rear Naked Choke

A crossdressing sissy boi gets a rough fucking in a booth.

4.38
36.3k
18
3
29
0

Beyond the Valley of Jerkboy

Husband 'meats' his wife's work friend.

4.18
37.1k
20
5
32
0

New BBC Whores Abby & Lillie Pt. 01

The story of Lyle (Lillie) And Abby becoming whore for BBC.

H
4.52
118.2k
137
12
210
0

A Damsel in Distress Ch. 02

A fair maiden emerges from the knight.

4.48
17.8k
7
3
8

X-Change: The Frat House Blues

Matt allows his roommate Rick to watch him transform.

4.26
24.9k
27
4
53
0

A Damsel in Distress Ch. 01

A knight will do anything to get his sword back. . . anything.

3.84
28.7k
9
3
12

A Slut's Triangle Pt. 19

Ashleigh ventures into Brenda's all-girls party.

H
4.75
9.8k
3
6
3

A Husband Named Cathy Ch. 02

Cathy begins to think about her recent shameless behavior.

H
4.52
69.6k
49
15
56

For Their Pleasure Pt. 03

Alexis awakens and meets her first new man, Mr. Nail.

H
4.64
24.6k
18
4
22

Don't Fuck with Hiroyuki Ch. 01

A gender-bending nano attack rocks the Hiroyuki crime family.

4.47
17.9k
27
4
35
0

Introspection Ch. 02

Maddy confesses and pushes Jackie much further.

4.26
22.9k
8
1
11

Sissy Pool Wager Pt. 01

Young sissy gets more than he bargained for in bet.

3.94
129.3k
50
14
89
0

A Slut's Triangle Pt. 18

Kimberly tells Ashleigh that she’s pregnant.

H
4.59
8.8k
3
3
3

A Sissy Cuckold to another Sissy

Unable to satisfy his wife, he is cuckolded and sissified.

H
4.53
138.3k
130
16
190
0

The Sexy Cuckold Couple Pt. 17

Cuckold Story about an Owned Couple.

4.13
66.6k
42
8
60

Lattés and Logic Pt. 01

Lattés, logic, tattoos and a sissy girl.

4.29
21.2k
6
1
10

My Ardent Desire

My dinner date with a man. Romantic. No harsh words.

4.42
8.5k
1
2
2
0

Slave History

A sissy slave describes her past.

4.11
29.7k
6
2
9
0

A Friend Catches Me Ch. 02

This is the second part to my story, enjoy!

4.48
53.3k
28
4
30

Wife's Subservient Husband

Wife cements her dominance over husband in dramatic fashion.

3.74
169k
83
41
140
0

Soames's Seminar

Master Soames has a "how to" seminar for his followers!

3.8
8.4k
1
0
3
0

Soames's Store

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

2.9
7.9k
00
1
0

You're My Bitch Now Ch. 03

Rick has an encounter with his boss at work.

H
4.65
38.6k
31
4
36

You're My Bitch Now Ch. 02

Rick gets much closer to Chris.

H
4.71
44.6k
43
7
51

A Slut's Triangle Pt. 17

Ashleigh dodges Kryss and Kimberly has a surprise.

H
4.61
9.2k
4
8
5

You're My Bitch Now Ch. 01

Rick from the IT Helpdesk discovers a life-changing secret.

H
4.56
103.2k
134
20
171

House-Sitting Panty Lover Pt. 04

Our house sitting panty thief has an excited car trip.

4.26
31.2k
11
4
11

Soames's submissives: Trevor

Lunch between a Master and his pitiful mid-life slaveboy.

3.68
11.5k
1
1
4

A Wife's Lover, His Boss Ch. 02

the reality of cuckold slave status hits home, literally.

4.43
96.7k
100
6
127

Humiliated Sissy Husband Ch. 03

Sadistic wife Tanya puts Max through Sissy Hell.

4.47
154.7k
63
17
86

The Sissy and The Gardener

The Gardener surprises The Sissy.

4.26
37k
31
3
44
0

Master Soames's submissives: Calvin

Cal needs Soames to continue the disciplinary work of Mom.

3.9
12.9k
3
0
7

The Contest

How far can you push these chaste males?

4
24.6k
8
2
16
0

The Surprise Party

Submissive comes home to humiliation...and angry women!

3.38
33.3k
6
7
12
0

The Black Doctor & My Wife

This is the story of how my wife became a black cock slut.

4.03
155.9k
109
10
175
0
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