‘sissy’ stories

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sissy 

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The Ex That Kept Me Pt. 03

What would have happened if your ex didn't let you go.

H
4.63
25.8k
20
1
28

Meating Terry

My first experience with a submissive sissy boy.

4.14
34.2k
16
5
20
0

After the Birthday Party

Kasey meets the woman of his dreams.

4.36
34.7k
24
2
32
0

The Hanky Code Pt. 16

The pig is whored out by his TS Mistress.

H
4.57
35.9k
17
6
21

Sara and Steve... Again

Sara and Steve find each other again...

H
4.6
21.1k
16
3
23
0

Jerkboy Life Ch. 08

Sarah makes him show his panties to a man.

4.43
33.4k
9
0
16

My Bully Owns My Family Ch. 03

Bully turns to Dad, completing ownership of my family.

4.3
227.7k
190
30
281

The Hanky Code Pt. 15

Married sub whored out as gay latex slut by TS Mistress.

H
4.61
46.4k
25
6
33

Mistress Chantel, Tranny Dominatrix Ch. 08

Kerri's first night Domming with me at our Studio.

4.38
8.6k
000

Girly Daddy

Sissy dad supports masculine son in every sense.

4.13
123.5k
106
4
163
0

The Man That Owns Me Ch. 02

A sissy 'girl' has a very good second 'date'.

H
4.54
58.6k
47
6
56

Mistress Chantel, Tranny Dominatrix Ch. 06

Kerri joins the business and we develop a relationship.

4.2
8.7k
4
2
4

Zoey's Basement Transformation Pt. 03

Zoey completes her transformation into an obedient sissy.

H
4.51
94.8k
54
11
78

Jerkboy Life Ch. 03

Facing the reality of fantasy.

4.37
62.1k
26
1
42

Zoey's Basement Transformation Pt. 01

A pathetic young man's transformation begins.

4.38
185.3k
93
7
187

Mistress Chantel, Tranny Dominatrix Ch. 05

Chantel & Kerri meet for the partnership & fun at dinner

4.13
9.3k
4
3
5

Meeting Mommy

A sorry sissy remembers the first time she met her Mommy.

H
4.61
227.5k
203
16
323
0

Jerkboy Life Ch. 01

Wife reveals husband's secret to her mom.

4.41
139.3k
101
15
173

Mistress Chantel, Tranny Dominatrix Ch. 04

Continuing story, Chantel meets Kerri's friends.

3.84
9.2k
4
0
4

Mistress Chantel, Tranny Dominatrix Ch. 03

Continuing, T-girl, Mistress journey, meets Kerri & more.

4.25
12.4k
8
0
11

Sara Shows Her New Man Self Love

Sara meets an admirer and fulfills his fantasy of watching.

4.46
19.1k
10
4
14
0

Becoming a Sissy Maid & Slut Vol. 14

More becoming a sissy maid & slut vol.14 ch.23

4.39
27.7k
11
5
15

Public Domination

Sissy wimp dominated by Two Dommes in Public.

4.15
48.4k
22
3
38
0

Mistress Chantel, Tranny Dominatrix Ch. 02

Journey of this Tranny Dominatrix and the men who visit.

4.32
23.7k
6
2
8

Becoming a Sissy Maid & Slut Vol. 13

More becoming a sissy maid & slut vol.13 chapter 22.

4.44
23.7k
18
0
20

Writing Erotica For The First Time

A twenty something trans girl decides to write erotica.

3.98
14.6k
6
5
9
0

Mistress Chantel, Tranny Dominatrix Ch. 01

The Journey of this Tranny Dominatrix and the men who visit.

4.02
42.3k
27
0
48

Blackmailed High School Sissy Ch. 02

When two bad girls find out about Max's sissy fetishes.

4.13
183.8k
53
14
78

My First Time Pt. 02

Jessica and Eric define and continue their relationship.

H
4.72
28.8k
33
8
40

Turned into a Sissy Slut Ch. 01

A customer pisses a wiccan off and the revenge is sweet.

4.08
89.2k
63
16
82
0

Drunk Friend to Sissy Slut

Game of Edward 40 Hands turns me into my true slutty self

H
4.58
174.7k
262
22
376
0

Sex, Drugs and My Neighbour Daddy

My hot neighbour blackmails me into being his little sissy.

4.35
159.2k
122
14
166
0

Cherry's Graduation Party

A sissy celebrates the completion of her training.

4.42
22.4k
17
1
21
0

My First Time

CD Jessica's neighbor becomes her FWB.

H
4.7
76k
77
26
103

Becoming a Sissy Maid & Slut Vol. 11

More becoming a sissy maid & slut, vol.11 Ch.18-19-20.

H
4.82
28.7k
13
4
18

The Birth of a Sissy Pt. 03

House Sitting for Big Daddy.

H
4.57
30.3k
20
2
26

Becoming a Sissy Maid & Slut Vol. 10

More, becoming a sissy maid & slut, vol.10 Chapter 17.

H
4.61
28k
14
5
22

One Step Too Far

A sissy is in trouble playing bondage in his sister's room.

H
4.56
69.7k
56
11
98
0

Melody the Maid

Sissy maid Melody gets a surprise from her wife.

3.98
53.3k
26
8
35
0

Dream Hotel Ch. 01

The start to a guy's new life as a sissy maid.

3.58
20.5k
3
1
7
0

Being My Roommate's Sissy Pt. 02

The submissive sissy's story takes a cuckolding turn.

4.38
107.1k
50
9
63

My Innocent Wife Pt. 01

I caught my wife cheating.

3.27
109.5k
50
22
75
0

A Girl And Her Sissy

A girl recounting the feminization of her boyfriend.

4.36
158.8k
107
13
150
0

Gay Whore Pt. 02

Donny has the night of his life being a whore.

4.11
52.6k
17
5
22

Blackmailed High School Sissy Ch. 01

When two bad girls find out about Max's sissy fetishes.

3.8
227.4k
73
5
161

Becoming a Sissy Maid & Slut Vol. 05

Becoming a Sissy Maid & Slut, Vol.5, Chapter 11.

4.49
33.2k
19
8
22

A Night at the Club Pt. 01

Keyshawn and Dani go to a hot interracial club.

H
4.63
68.4k
78
9
105

Dani's Night Out

A chastised sissy is sent out to satisfy a huge black man.

H
4.65
122.5k
165
10
217
0

Sara Flies the Friendly Skies

Sara becomes a sexy flight attendant and becomes a mile high.

H
4.62
28.1k
19
3
23
0

A New Lover

A wife informs her husband about her new lover.

3.71
102.9k
52
8
65
0

A Slut's Triangle Pt. 04

Ashleigh sucks Kryss’ cock and leaves upset.

4.2
14.8k
3
3
4

A Slut's Triangle Pt. 03

Ashleigh and Kimberly talk about guy problems over a drink.

4.08
16.6k
6
4
6

A Little Tied Up...

Daniel wakes up in an 'interesting' situation.

3.99
136.2k
33
6
59

My Transformation

A story of one person's feminisation.

4.12
94k
25
20
37
0

A New Life Ch. 05

A sissy's life is rearranged at the whim of his owner.

4
43.4k
12
5
12

Sara's Amazing Night

Sara fulfills one fantasy and in turn fulfills one of hers.

4.46
35.8k
16
4
23
0

Surprise Femdom Next-door

Andy has a crush on his neighbour, but is she all she seems?

4.04
94.4k
46
10
76
0

Sissy BBC Cleaner Pt. 01

The beginnings of a depraved traps humiliation and ecstasy.

4.15
97.1k
58
10
78
0

A Gooner's Tale

The sissyfication and bimbofication of her lover.

3.44
51.2k
20
7
31
0

Turning into His Toy Ch.02

I meet daddy and he lets me choose my fate.

4.23
75.1k
26
7
30

Jamie's Descent Pt. 02

Jamie slips further under Vanessa's control.

H
4.63
45.6k
33
4
38

Turning into His Toy Ch.01

The beginning of how I went from man to a sissy slut.

4.32
111k
56
9
72

Black Cock Smoking Sissy Slut

A smoking sissy is on the hunt for black cock.

4.42
70.4k
78
11
94
0

The Diablo Masquerade Pt. 03

Kira gets punished for deceiving Rhonda.

4.36
6k
3
0
5

A Slut's Triangle Pt. 02

Ashleigh's bad luck with Kryss leads to meeting someone new.

4
17.7k
4
3
4

Living Next Door to a Closet Sissy

Peeping Tom turns into a sexy girl for his lesbian neighbor.

4.43
136.7k
52
20
92
0

The Birthday Party

A 30 year old loses his virginity to three men.

H
4.5
69.2k
63
8
80
0

A Slut's Triangle Pt. 01

Kryss fucks Ashleigh and leaves her wanting something more.

4.12
49.3k
35
19
51

Never Bet with Your Ego Ch. 02

Paul's day of reckoning comes.

3.68
48.7k
23
24
31

Truth and Lies

A Daddy confronts a neighbor with a truth.

4.43
41.1k
28
8
35
0

The Sissy Grade

A college professor and a student...a student with a secret.

4.32
43.5k
23
1
30
0

Being My Roommate's Sissy Pt. 01

A sissy has a failed first date and gets humiliated.

4.21
155.6k
103
6
163

The Good Samaritan

A friendly gesture leads to more for a horny Daddy...

4.47
28.5k
17
0
20
0

Helping Jess Pt. 05

Getting to know Jess better and the 1st checkup.

4.46
39.2k
16
2
23

Sisters and Brothers

A Daddy finds out that her Brother is her sister as well...

4.44
26.9k
24
1
29
0

Fetish Club

Rachel takes timid John to a Fetish Club for the first time.

4.33
30.8k
23
9
29
0

Hypnosissy 02: Becoming a Cum Slut

New teen cock sucker craves more big cock and loads of cum.

H
4.77
403k
421
55
574

The Birth of a Sissy

How a graduation present turned into a lifelong gift.

H
4.55
93k
79
7
108

Pam's Home

She is the devil...he knows it.

3.37
35.4k
6
8
12
0

How I Became a Crossdresser

Straight married man turned into cock loving slut.

4.34
104.9k
60
19
76
0

Powerless

A sissy cuckold story.

3.98
134.3k
30
10
53
0

A Cuckold Earns His Horns Pt. 02

Madame, Marc, and Molly take things further.

4.32
45.8k
23
5
27

The Metamorphous Ch. 02

A chance for redemption.

4.49
15.6k
14
5
17

Story of Sissy Blackmail Ch. 01

Actual Story of how I was first discovered and used...

H
4.6
155.1k
136
24
180
0

3 AM: She Finally Comes Home

A sissy's wife returns from her date.

3.88
139.3k
41
19
69
0

A New Life Ch. 04

A sissy's life is rearranged at the whim of his owner.

4.39
45.5k
17
1
18

Helen, my Wife and Cuckoldress

Wife goes Black and feminizes her pathetic hubby.

3.99
124.9k
48
33
73
0

First Time Sissy at the Gloryhole

I wanted to be seen in my frilly things, but I got more.

4.14
112.9k
37
14
60
0

It Happened in the Panty Aisle

A chance encounter turns him into a cock worshipping sissy.

4.49
157.5k
139
52
183
0

A Cuckold Earns His Horns Pt. 01

Submissive sissy cuckold and wife enjoy a hot bull's talents.

4.29
119.7k
71
20
105

College Loser Ch. 05

Locked in chastity and tormented.

3.29
63k
8
12
16

When Paul Met Jane

Jay turns in Jane and Paul finds out.

4.46
22.9k
18
4
21
0

I am Number Four

New sissy finds his calling.

H
4.73
77.8k
147
22
190
0

An Evening Stroll

Guy pushes his kinky limits and gets taken much further.

4.46
49.9k
24
5
28
0

Sissy Lauren Pt. 02

Sissy Lauren continues her journey and trains a new sissy.

H
4.56
39.5k
28
2
36

Sara becomes The Bride

One of my admirers makes my wedding night dreams come true.

4.46
65.2k
38
11
54
0
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