‘sissy’ stories

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sissy 

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A Tale of Two Sissies Pt. 01

Sissy husband gets more than he bargained for...

4.29
73.7k
31
12
38

Penis Shrinking from Chastity

Chastity leads to penis shrinking an love for black cocks.

4.4
235.2k
147
18
211
0

The Visitor Ch. 04

A sissy taken in domination.

4.32
45.8k
11
5
15

He Wanted To Fuck My Wife

A man tries to poach on another's wife and pays the price.

4.23
66.8k
49
9
74
0

Master's Degree in Crossdressing Ch. 02

A grad student submits to his addiction to girly things.

H
4.51
40.6k
16
3
20

The Visitor Ch. 03

A sissy taken in domination.

4.28
51.5k
10
6
15

The Visitor Ch. 02

A sissy subjected to domination.

4.22
52.2k
11
6
14

It's a Wonderful New Life

Male chauvinist pickup hound gets liberated to a sissy slut.

4.37
65.6k
82
13
91
0

Lock Your Phone

Mature sissy loses cell phone.

4.27
57.4k
22
9
32
0

The Visitor

Sissy submission to a dominant.

4.2
78.1k
39
14
57

Rebecca and Rob Pt. 03

They make a woman out of me.

H
4.66
39k
22
10
23

Sissy Cuckold Husband

A fantasy that I wish would happen to me.

4.29
167.8k
91
29
116
0

Weekend Games

CD is discovered by girlfriend.

4.25
67.3k
28
10
38

The Happy Cuckold Ch. 02

Further adventures of a sissy cuckold.

4.13
57k
23
8
24

First Time Fucked

First time fucked by BBC.

H
4.51
140.9k
122
10
148
0

Femdom Vacation Ch. 03

First nigh out with Mistress Alana.

4.12
63.6k
9
0
22

Toeing the Line

Androgynous guy gives footjob to male co-worker.

H
4.52
9.7k
5
1
6
0

Service, Cock Sucking Panty Ass

He loves to wear panties and meets tow truck driver.

4.36
43.1k
19
14
27
0

The Perfect Age Ch. 05

A girly-boy loses a dirty old man but gains a lover.

H
4.55
66.9k
44
5
53

Jacki's Journey into Sissyhood Pt. 04

Jacki makes new friends as they get ready for a party.

H
4.62
35.9k
23
1
26

Jacki's Journey into Sissyhood Pt. 03

Jacki's relationship with Laura and Steve begins.

H
4.7
46.8k
32
3
36

Jacki's Journey into Sissyhood Pt. 02

Jacki meets Laura and is given an interesting proposal.

H
4.72
58k
50
10
58

Jacki's Journey into Sissyhood

A crossdresser's journey into be a full-fledged sissy.

H
4.57
115.5k
84
6
125

My Girlfriend's Sex Slave Ch. 03

My girlfriend brings some friends over to play with me.

4.16
231.7k
54
12
69

My Girlfriend's Sex Slave Ch. 02

My girlfriend begins forcing me to be a slut.

4.22
230.1k
77
11
99

My Girlfriend's Sex Slave Ch. 01

My girlfriend turns me into her personal pornstar.

4.08
299.1k
140
14
222

The Trade Pt. 02: Nursing an Idea

Jim remembers Liz's proposal for their business venture.

H
4.57
17.3k
7
1
7

Stepbrothers to Sissy Sisters Ch. 02

The girls continue their transformation and exploration.

4.45
71.8k
58
5
67

Being a Sissy for Viv Ch. 04

Dressed pretty for Mistress Viv.

H
4.55
67.2k
28
8
40

Rebecca and Rob

I fall into a sexy trap set by Rebecca, with Rob as bait.

4.48
60.2k
44
4
53

The Party and The Play

Miss Lilo holds a party and Has Penisleeve available for Pla.

3.68
21.5k
6
0
10
0

The Advice Columnist

She gets a lot of questions from submissive readers!

4.31
31k
12
2
26
0

Stepbrothers to Sissy Sisters

Two college boys feminized.

4.3
161.9k
125
11
171

Kristy - A Sissy Slave

A sissy slave on her first night out.

H
4.5
106.5k
39
3
59
0

Black Femdom For Black Sissy

Biracial dominatrix turns macho brother into sissy.

3.29
33.3k
10
0
17

Daddy's Bride-To-Be

A proper ceremony for a proper sissy.

4.47
102.9k
59
6
72
0

In My Bedroom...

Daddy takes care of his sissy.

4.28
100.9k
45
7
61
0

Maid The Wrong Bet...

A French maid's outfit turns him into a sissy.

H
4.61
259.4k
310
25
394
0

BBC at the Drive-Thru

The driver's not the only one being fed...

4.28
96k
64
11
81
0

The Trade: Hooks

His latest mark sparks memories of his first experience.

4.44
16.5k
6
3
7

Diary of a Cross-dresser Ch. 01

The yearnings of a sissy and his fantasy come true.

4.37
45.2k
14
6
20
0

Man Disciplines Sissy Ch. 02

The punishment continues; and oral submission.

H
4.56
69.6k
37
23
55

My Perfect Pet

Turning my whiteboi into a gangbang slut.

0
136.4k
77
0
112
0

Brett's Transformation to Brenda

Single young man transforms into sissy.

4.38
92.8k
44
6
55

The Rendezvous Ch. 03

Nikki finally accepts herself and accepts her new Daddy.

H
4.63
60.1k
31
8
38

The Dark Side

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

0
56.1k
27
0
49
0

Mother Dear Pt. 09

Loving son and mother, home from dinner out.

H
4.66
48.8k
27
1
36

Ellie's Room

Fun time in Ellie' Closet.

3.73
57.8k
7
2
13
0

One Sissy's Night Ch. 02

Continuation of a sissy boy's night out.

4.36
48.3k
19
10
24

One Sissy's Night

Cross dressing sissy gets the night of his/her life.

4.19
84.9k
20
10
27

Teased, Denied and Sissified Ch. 04

Ashley further emasculates me while.

H
4.58
152.8k
67
14
93

Bennie the Cuckold

Ben is cuckolded for being fat by wife and personal trainer.

3.38
81.8k
37
36
55

Jessie's Sissy Pt. 01

Christian's training begins.

3.71
143.5k
47
11
70
0

Timmy's Prison Cavity Search Ch. 04

Timmy takes the HGH mutated prison daddy monster cock.

4.45
104.1k
57
4
82

My First Big Black Cock

My first time submitting to a black man.

H
4.54
219.9k
175
28
210
0

Timmy's Prison Cavity Search Ch. 03

Timmy meets the prison daddy and his main bottom bitch.

4.24
87k
33
2
47

Becoming Beth

A dying man dreams of being a young woman.

4.13
58k
25
11
40
0

Just the Way You Are

Family relations change after a divorce.

4.16
134.7k
78
13
115
0

Cheaters Never Prosper

An 18 year old senior feminized by his teacher.

4.48
231.4k
140
41
176
0

Finding It at Home

He turns his 18 year old son into his sissy plaything.

4.39
170.9k
151
19
209
0

Crystal: A Sissy Set Free Pt. 03

After a night on the town, it's time for a sleepover.

H
4.6
77.4k
44
13
52

Sam's Panties

About a wife, her girlfriend and sissy cuckold hubby.

4.39
123.8k
60
12
89

Between a Cock and a Hard Place

A sexy sleepover with a surprising female.

3.85
84.6k
27
3
42
0

How It All Began

My family is not what it seems to be.....

4.42
202.7k
125
17
165
0

A Sissy's New Daddy Ch. 05

Billie gets some tattoos and abused by some bikers.

4.47
79k
51
5
65

Maid to Surrender

Entering service can sometimes prove dangerous!

3.99
58.1k
9
5
14
0

Crystal: A Sissy Set Free Pt. 02

After a transformation, the girls hit the club.

H
4.52
86.3k
35
7
41

Robin and Jimmy Olsen - Sissies Ch. 05

Jimmy Olsen gets fired. Long live sissy Jamie Olsen!

H
4.8
18.4k
7
1
10

Crystal: A Sissy Set Free Pt. 01

Revenge on a boyfriend turns Chris to Crystal.

4.42
154.5k
76
17
109

How James and I Started Together Ch. 02

Alin finds a new way to look sexy, James might just like it.

H
4.65
31.8k
9
3
10

Behavior Modification Institute Ch. 10

Tom begins his sexual service training.

4.42
70.9k
15
8
22

Shannon's Little Princess Ch. 02

Shannon takes Cameron further into femininity.

H
4.64
126.9k
111
12
134

Pay and Go

Sometimes, selling sex gets in the way of a nice cuppa!

3.89
23k
6
0
7
0

I Begged Him To Kiss Me! Ch. 02

Further submitting to his older male neighbor.

H
4.72
148.1k
135
42
154

Dominant Wife, Husband's New 'Duty'

A dominant wife tells her husband she needs more from him.

3.63
198.6k
48
3
73
0

My Daughter's Cuckold Ch. 05

After the party, I serve the girls the next morning.

4.4
103.7k
48
12
55

Master's Degree in Crossdressing Ch. 01

Grad student's girly addiction requires desperate measures.

4.29
67k
28
8
42

From Dom To Sub

A CD Domme's one night stand gets a bit out of her control.

4.41
45.5k
33
9
35
0

Behavior Modification Institute Ch. 09

Tom's punishment ends and training resumes.

4.36
80.5k
17
9
26

High Society Sissy

Serving at a country club leads to serving else where.

4.34
79k
35
18
42
0

To the Manor Bound Ch. 02

Francine's training begins in earnest.

H
4.5
88.4k
45
13
63

Robin and Jimmy Olsen - Sissies Ch. 04

Sissy former sidekicks finally finish date from part 1.

H
4.57
15k
9
0
12

Accidental Cinderella

A young actor find his true calling.

4.33
52.2k
32
15
35
0

Shannon's Little Princess

Cameron's girlfriend dresses him up after he makes a mess.

H
4.58
142.4k
129
16
167

Daddy's Transvestite Toilet Slave Ch. 01

Cross-dressing Son becomes his Father's Sissy Boy.

4.07
164.2k
85
11
110
0

Neraph

Introduction to my life.

3.95
26.7k
3
1
6
0

Behavior Modification Institute Ch. 07

Tom is humiliated by infantilization.

4.34
83k
23
6
24

Mother Dear Pt. 03

A mother's son meets one of her dearest friends.

4.12
74.3k
31
3
38

Mistress Marisa's Estate Pt. 36

A slave's confession, a date later that evening.

4.33
22.1k
6
2
8

Mother Dear Pt. 01

A mother's love is sometimes very 'special'.

4.34
165k
124
10
194

Mistress Marisa's Estate Pt. 34

A slave is housebroken, a lesson in posture as well.

3.98
36k
4
1
8

Mistress Marisa's Estate Pt. 35

A slave puts on a very kinky show for Mistress's guests.

4.42
28.5k
8
2
9
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