‘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
263.9k
105
21
131

Aunt Diana Ch. 1

Diana helps Sharon deal with her son's crossdressing.

4.35
260.5k
132
33
217
0

Trapped and Trained Ch. 06

The party starts with Candi as the maid.

H
4.53
260k
82
10
105

Maid The Wrong Bet...

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

H
4.61
259k
309
25
392
0

Hurting Me

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

3.97
254.8k
61
9
101
0

The Prostate Exam Pt. 01

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

H
4.51
254.2k
308
15
467

Discovering Mistress Sarah's World

Guy is feminized by Mistress Sarah and her friend.

H
4.57
251.7k
146
13
235

His Sissy Bitch Ch. 02

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

H
4.6
251k
136
16
148

Dominated by Two Studs

Guy is turned into a submissive cocksucker.

4.16
250.1k
61
14
85
0

Wife and I Get a Roommate Ch. 02

Man takes on his first real cock.

H
4.68
249.5k
179
26
228

A Slut Awakens

Girly boy is found out by his Black neighbor.

H
4.54
249.3k
131
11
174

She Wears The Trousers

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

4.42
247k
85
31
116
0

Entering and Breaking

An intruder humiliates a husband in front of his wife.

4.3
245.3k
232
53
312
0

Domme-in-Law

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

0
244.6k
160
11
241

Watching My Wife!

Cuckolded husband watches for the first time.

3.51
244k
62
49
88
0

Becoming a Sissy Slave

The story of how I became my wifes sissy slave.

4.08
241.4k
60
25
96
0

Trapped and Trained Ch. 07

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

H
4.5
240.1k
76
4
99

Roommate Dress-Up

Straight guy is feminized by female beauty.

H
4.7
239.1k
378
49
627
0

Husbands Panties Lead to a Surprise

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

H
4.54
239k
40
13
69
0

Caught in Panties & Dominated

Caught in panties and dominated by a real man.

4.32
238.6k
78
15
109

Bitch Maker Ch. 01

Kinky shemale finds a man to be her maid.

4.36
237k
137
3
209

BBC: Like Son, Like Father

Father catches son sucking BBC & gets very curious.

H
4.67
236.9k
363
62
514
0

Yes, Mommy Ch. 02

Wife plays with her submissive husband/sissy.

4.12
235.6k
24
3
29

Penis Shrinking from Chastity

Chastity leads to penis shrinking an love for black cocks.

4.4
234.7k
147
18
210
0

My Initiation

How I lost my gay virginity. The hard way.

H
4.57
233.3k
101
18
142
0

My Girlfriend's Sex Slave Ch. 03

My girlfriend brings some friends over to play with me.

4.15
231.5k
53
12
68

Cheaters Never Prosper

An 18 year old senior feminized by his teacher.

4.48
231.2k
139
41
175
0

My Girlfriend's Sex Slave Ch. 02

My girlfriend begins forcing me to be a slut.

4.21
229.9k
76
11
98

A Sissy's Forced Gangbang Pt. 01

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

H
4.5
229.8k
178
29
272

Darling Nikki

Man trapped in sissy latex serves his friends.

H
4.5
229.8k
92
10
135

Feminized by a Black Thug

Closeted sissy gets turned out.

4.33
229.7k
177
19
244
0

Sissy Bottom Has a Nite Out

He and his fuck buddy go to adult theater.

4.42
229.3k
60
10
75

The Society

He stumbles into a world dominated by women.

H
4.65
229.2k
257
32
355

A Perverse Plan

Hot wife turns hubby into a crossdressing sissy.

H
4.56
228.6k
205
31
336
0

Blackmailed High School Sissy Ch. 01

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

3.8
226.3k
71
5
155

Wife And Bull Take Charge

Wife has to punish cuckold husband for disobedience.

3.95
225.8k
112
0
179
0

My Bully Owns My Family Ch. 03

Bully turns to Dad, completing ownership of my family.

4.29
225.6k
186
30
274

Meeting Mommy

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

H
4.61
225.5k
197
16
311
0

Becoming My Wife's Slut

Wife drugs her husband and turns him into her slut.

4.14
223.8k
86
12
117
0

Caught In Lingerie

Young man gets caught by neighbor and leads to sex!

H
4.64
223.4k
173
36
227

Sissy Shopping

A sissy is spotted shopping, and gets used.

H
4.6
223.2k
149
12
182
0

The Perfect Choice

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

4.47
222.3k
175
24
250
0

Being a Sissy for Viv Ch. 01

Pretty panties is all it takes.

4.49
221.9k
166
33
233

Amanda

A boy comes under the control of a dominant girl.

4.43
221.2k
278
32
394
0

My First Big Black Cock

My first time submitting to a black man.

H
4.54
219.6k
176
28
209
0

Basketball Crossdresser

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

H
4.55
218.6k
53
12
71
0

Becoming a Sissy Slave

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

4.31
218.4k
48
33
67
0

Sissy for Mommy's Nipple Cream Ch. 01

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

4.45
216.2k
304
5
505

Mommy and Goddess

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

4.21
216.2k
50
12
83
0

Wife Substitute

Forced to serve married men as a wife substitute.

3.32
215.8k
54
10
85
0

Cuckold at a Cocktail Party

Another intimate look into my cuckolding.

4.03
214.9k
81
27
114

Auntie knows

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

4.13
212.3k
50
6
75
0

Randi Michelle's Sissy Subjugation

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

4
210.2k
24
8
37
0

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

Kelly walks in on Tony with her panties.

H
4.68
209.6k
106
38
131
0

Gay Banged

He is gang banged by neighbor and friends.

4.11
207.6k
46
10
68
0

That's What Friends Are For Ch. 01

Alex is teased into putting on panties for David.

H
4.53
206.8k
117
17
173

Sissification 101: Ch. 01

Straight guy is caught watching sissy porn and…

H
4.7
206.7k
341
42
626

My Friend's Dad Ch. 04

Conclusion: he's so lonesome.

4.17
206.4k
87
23
110

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
204.9k
147
25
239

Hypnosissy 04: Cum Cravings

Videos entrench his hunger for cock and cum.

H
4.77
204.8k
252
52
325

The Halloween Wager

Two enemies wager on a costume contest.

4.42
204.6k
135
12
195
0

Trapped and Trained Ch. 18

Candi heads to the Shady Ranch for her new job.

H
4.53
204.5k
92
111
109

Cuckold Husband Ch. 04

Husband experiences his first taste of abuse.

4.26
203.5k
71
41
94

The Fantasy Twist Ch. 02

Feminization continues in order fulfill fantasies.

H
4.62
203.5k
96
24
126

How I Became a BBC Sissy Slut

A reluctant sissy finds herself addicted to BBC.

H
4.57
203.2k
205
25
281
0

First Time Sissy Maid

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

4.25
202.7k
58
13
75
0

How It All Began

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

4.42
202.6k
125
17
165
0

The Seductive Seed of a Tranny MILF

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

H
4.75
202.6k
627
39
867
0

Feminized by BBC Friend Ch. 01

My BBC friend slowly feminize me.

4.43
201.7k
284
12
488

Groomed to Depravity Ch. 01

A college boy's life goes awry on Halloween.

4.42
201.3k
293
12
485

A Sissy's Reward

Pleasing a real man, being a perfect sissy.

4.41
200.4k
78
7
96
0

Pool Boy Gets Dressed Up Ch. 02

Pool Boy turned Tranny by his mistress.

H
4.67
200.3k
105
18
135

The Roommate Pt. 02

After the body transformation comes a mental transformation.

4.49
200.2k
64
8
84

Becoming a Cock Worshipper

My first experience as a total cumslut.

4.43
200.1k
61
15
77

Yes, Mommy Ch. 03

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

4.04
198.4k
17
9
24

Dominant Wife, Husband's New 'Duty'

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

3.63
198.4k
48
3
73
0

His Breeding Cow

Could he be a sissy cuckold.

4.18
197.4k
89
10
110
0

A Trip to Hong Kong

A man is turned into a sissy slut.

H
4.57
195.6k
167
16
216
0

Sissy, Hypnotized

A night out results in triggers unleashed for this sissy.

H
4.67
194.5k
263
32
396
0

I Own You

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

4.46
194.5k
229
30
360
0

The Honeymoon Is Over

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

4.36
194.3k
75
36
122
0

A College Sissy Ch. 02

Alex is publicly feminized before being pimped out to dorm.

H
4.59
193.6k
181
29
217

Cyber Sissy Ch. 01

A sissy's wife discovers his penchant for feminization.

4.47
191.7k
134
23
202

Dream Girl Pt. 01

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

H
4.7
191.5k
350
36
594

Sissy Brainwashing

I had no idea sissy brainwashing was real!

4.29
191.5k
112
14
173

Sissy Crissi Ch. 01

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

H
4.58
191.4k
88
23
113

Bi Big Cock Fantasy

Bi married man plays with a bigger cock.

H
4.51
190.9k
154
15
225

Sissified Ch. 01

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

4.36
189.8k
203
12
412

Daddy's Sweet Sissy Pt. 01

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

4.13
189.4k
79
22
128
0

Sissy Downfall

My journey from sissy to transformed slut slave.

H
4.52
189.3k
102
7
159

Elizabeth: Beginnings of a Sissy

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

4.32
189k
59
16
86
0

The Evolution of a Femdom Marriage

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

3.58
189k
79
0
114
0

Trapped and Trained Ch. 11

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

H
4.6
188.5k
61
14
74

Turned into a Sissy

Pegging by girlfriend made me crave a real dick.

4.49
187.7k
139
24
202
0
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