‘sissy’ stories

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sissy 

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Trapped and Trained Ch. 04

The end of Candi's second (and hopefully last) session.

H
4.55
263.1k
105
21
131

Aunt Diana Ch. 1

Diana helps Sharon deal with her son's crossdressing.

4.35
260.2k
131
33
214
0

Trapped and Trained Ch. 06

The party starts with Candi as the maid.

H
4.53
259.3k
82
10
105

Maid The Wrong Bet...

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

H
4.61
258.1k
309
25
390
0

Hurting Me

She forces me to take it up the ass like a bitch.

3.97
254.5k
62
9
102
0

The Prostate Exam Pt. 01

Married guy, outed as the anal slut he really is, by his Doc.

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4.51
253.4k
307
15
465

Discovering Mistress Sarah's World

Guy is feminized by Mistress Sarah and her friend.

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4.57
251.2k
146
13
234

His Sissy Bitch Ch. 02

A boss uses his employee for the job he's truly skilled at.

H
4.6
250.7k
136
16
148

Dominated by Two Studs

Guy is turned into a submissive cocksucker.

4.16
249.9k
61
14
84
0

A Slut Awakens

Girly boy is found out by his Black neighbor.

H
4.54
249k
130
11
173

Wife and I Get a Roommate Ch. 02

Man takes on his first real cock.

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4.68
248.9k
180
26
229

She Wears The Trousers

We switch roles, I become the "wife" at home.

4.43
246.7k
85
31
116
0

Entering and Breaking

An intruder humiliates a husband in front of his wife.

4.31
244.5k
232
53
313
0

Domme-in-Law

Jim finds a new side to himself and his in-laws.

0
244.3k
158
11
235

Watching My Wife!

Cuckolded husband watches for the first time.

3.51
243.6k
62
49
88
0

Becoming a Sissy Slave

The story of how I became my wifes sissy slave.

4.08
241k
60
25
94
0

Trapped and Trained Ch. 07

Candi's time as the party maid ends with a demonstration.

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4.5
239.5k
76
4
99

Husbands Panties Lead to a Surprise

His panties lead me to more than I bargained for in bed.

H
4.54
238.8k
40
13
70
0

Caught in Panties & Dominated

Caught in panties and dominated by a real man.

4.32
238.2k
78
15
109

Bitch Maker Ch. 01

Kinky shemale finds a man to be her maid.

4.36
236.7k
135
3
206

Roommate Dress-Up

Straight guy is feminized by female beauty.

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4.7
236.7k
378
49
620
0

BBC: Like Son, Like Father

Father catches son sucking BBC & gets very curious.

H
4.67
235.9k
362
61
514
0

Yes, Mommy Ch. 02

Wife plays with her submissive husband/sissy.

4.12
235.4k
24
3
29

Penis Shrinking from Chastity

Chastity leads to penis shrinking an love for black cocks.

4.39
233.8k
146
18
208
0

My Initiation

How I lost my gay virginity. The hard way.

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4.57
233k
100
18
141
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My Girlfriend's Sex Slave Ch. 03

My girlfriend brings some friends over to play with me.

4.15
231.2k
53
12
68

Cheaters Never Prosper

An 18 year old senior feminized by his teacher.

4.48
231k
138
41
174
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My Girlfriend's Sex Slave Ch. 02

My girlfriend begins forcing me to be a slut.

4.21
229.7k
76
11
98

Darling Nikki

Man trapped in sissy latex serves his friends.

4.49
229.6k
91
10
134

Sissy Bottom Has a Nite Out

He and his fuck buddy go to adult theater.

4.42
229.1k
60
10
75

Feminized by a Black Thug

Closeted sissy gets turned out.

4.33
228.9k
177
19
242
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The Society

He stumbles into a world dominated by women.

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4.65
228.8k
257
32
353

A Sissy's Forced Gangbang Pt. 01

A sissy is turned into a gang bang cum slut for the night.

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4.5
228.4k
176
29
268

A Perverse Plan

Hot wife turns hubby into a crossdressing sissy.

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4.56
227.4k
205
31
331
0

Blackmailed High School Sissy Ch. 01

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

3.8
225.7k
72
5
151

My Bully Owns My Family Ch. 03

Bully turns to Dad, completing ownership of my family.

4.29
224.8k
185
30
273

Meeting Mommy

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

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4.61
224.7k
197
16
308
0

Wife And Bull Take Charge

Wife has to punish cuckold husband for disobedience.

3.95
224.7k
112
0
178
0

Becoming My Wife's Slut

Wife drugs her husband and turns him into her slut.

4.14
223.5k
86
12
117
0

Sissy Shopping

A sissy is spotted shopping, and gets used.

H
4.59
222.9k
148
12
181
0

Caught In Lingerie

Young man gets caught by neighbor and leads to sex!

H
4.64
222.8k
170
35
224

The Perfect Choice

A girl plans to turn her new boyfriend into her toy.

4.47
222.1k
174
24
248
0

Being a Sissy for Viv Ch. 01

Pretty panties is all it takes.

4.49
221.5k
166
33
232

Amanda

A boy comes under the control of a dominant girl.

4.43
220.5k
274
31
387
0

My First Big Black Cock

My first time submitting to a black man.

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4.53
219.1k
176
28
209
0

Basketball Crossdresser

His wife finds phonesex bill, makes him do it with pool guy.

H
4.55
218.5k
53
12
71
0

Becoming a Sissy Slave

A life decision awaits -- sissy slut slave or not?

4.31
218.2k
48
33
67
0

Mommy and Goddess

He's caught dressing and taken far beyond his dreams.

4.21
216k
50
12
83
0

Wife Substitute

Forced to serve married men as a wife substitute.

3.32
215.5k
54
10
85
0

Cuckold at a Cocktail Party

Another intimate look into my cuckolding.

4.03
214.7k
81
27
114

Sissy for Mommy's Nipple Cream Ch. 01

Mom uses breastfeeding to turn her son into a sissy cumslut.

4.44
214.1k
299
5
496

Auntie knows

Who is Auntie and why does she dress you as her maid?

4.13
212.1k
50
6
75
0

Randi Michelle's Sissy Subjugation

One sissy's fantasy of how she will be transformed.

4
210k
24
8
37
0

My Husband. My Love. My Sissy. Ch. 01

Kelly walks in on Tony with her panties.

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4.68
209.5k
106
38
131
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Gay Banged

He is gang banged by neighbor and friends.

4.11
207.4k
46
10
67
0

That's What Friends Are For Ch. 01

Alex is teased into putting on panties for David.

H
4.53
206.4k
116
17
173

My Friend's Dad Ch. 04

Conclusion: he's so lonesome.

4.17
206.2k
87
23
110

Sissification 101: Ch. 01

Straight guy is caught watching sissy porn and…

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4.7
205.5k
341
42
619

The Halloween Wager

Two enemies wager on a costume contest.

4.42
204.4k
135
12
194
0

Hypnosissy 04: Cum Cravings

Videos entrench his hunger for cock and cum.

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4.77
204.2k
250
52
323

From a Husband to a Dutiful Sissy Ch. 01

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

4.41
204.1k
148
25
241

Trapped and Trained Ch. 18

Candi heads to the Shady Ranch for her new job.

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4.53
204.1k
92
110
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The Fantasy Twist Ch. 02

Feminization continues in order fulfill fantasies.

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4.62
203.3k
97
24
126

Cuckold Husband Ch. 04

Husband experiences his first taste of abuse.

4.26
203.2k
71
41
94

First Time Sissy Maid

He is turned into a slutty maid by a dominant couple.

4.25
202.4k
58
13
75
0

How It All Began

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

4.42
202.4k
124
17
164
0

How I Became a BBC Sissy Slut

A reluctant sissy finds herself addicted to BBC.

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4.57
201.7k
203
25
279
0

The Seductive Seed of a Tranny MILF

One sip and you just might find yourself hooked like he did.

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4.75
200.9k
622
39
861
0

Taste of My Girlfriend's Dildo Ch. 02

Caught again - and made to crave it.

H
4.56
200.8k
82
10
99

A Sissy's Reward

Pleasing a real man, being a perfect sissy.

4.41
200.2k
77
7
97
0

Becoming a Cock Worshipper

My first experience as a total cumslut.

4.43
200k
61
15
76

Pool Boy Gets Dressed Up Ch. 02

Pool Boy turned Tranny by his mistress.

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4.67
200k
106
18
137

The Roommate Pt. 02

After the body transformation comes a mental transformation.

4.49
199.9k
64
8
85

Groomed to Depravity Ch. 01

A college boy's life goes awry on Halloween.

4.42
199.8k
291
12
479

Feminized by BBC Friend Ch. 01

My BBC friend slowly feminize me.

4.43
198.9k
278
12
480

Yes, Mommy Ch. 03

Mistress/wife, submissive husband, and wife's girlfriend.

4.04
198.2k
17
9
24

Dominant Wife, Husband's New 'Duty'

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

3.63
197.9k
48
3
74
0

His Breeding Cow

Could he be a sissy cuckold.

4.18
197.1k
89
10
110
0

A Trip to Hong Kong

A man is turned into a sissy slut.

H
4.57
195.3k
167
16
216
0

The Honeymoon Is Over

Newly married wife and mother-in'law dominate husband.

4.36
193.9k
75
36
121
0

I Own You

A young man becomes his well endowed boss's personal bitch.

4.46
193.9k
228
30
358
0

Sissy, Hypnotized

A night out results in triggers unleashed for this sissy.

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4.66
193.4k
261
31
393
0

A College Sissy Ch. 02

Alex is publicly feminized before being pimped out to dorm.

H
4.59
193.2k
179
28
215

Cyber Sissy Ch. 01

A sissy's wife discovers his penchant for feminization.

4.47
191.4k
134
23
202

Sissy Crissi Ch. 01

Chris Taylor takes his cross-dressing to the next level.

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4.58
191.3k
88
23
112

Sissy Brainwashing

I had no idea sissy brainwashing was real!

4.29
190.9k
112
13
173

Bi Big Cock Fantasy

Bi married man plays with a bigger cock.

H
4.51
190.4k
151
15
222

Dream Girl Pt. 01

Get the girl... or become a girl for BBC.

H
4.7
189.4k
348
36
590

Sissy Downfall

My journey from sissy to transformed slut slave.

H
4.52
189k
102
7
156

Elizabeth: Beginnings of a Sissy

An almost true story of a sissy caught pantied by a sister.

4.32
188.9k
59
16
86
0

The Evolution of a Femdom Marriage

A husband wakes up and realizes he is in a femdom marriage.

3.58
188.6k
79
0
113
0

Daddy's Sweet Sissy Pt. 01

A young man is forced into a new relationship with his daddy.

4.13
188.5k
79
22
128
0

Sissified Ch. 01

Young boy is helped by his hot tutor in his transformation.

4.36
188.4k
199
12
405

Trapped and Trained Ch. 11

Candi's first day of her new life - back to training.

H
4.59
188.1k
60
14
73

Turned into a Sissy

Pegging by girlfriend made me crave a real dick.

4.49
187.3k
139
24
201
0
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