‘sissy’ stories

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Active tags
sissy 

Category

Cheaters Never Prosper

An 18 year old senior feminized by his teacher.

4.48
231.2k
139
41
175
0

Mom has Me Turned Out

Mom tired of homophobic son has his him bound and fucked.

H
4.56
81.6k
139
19
251
0

Growing Sissy's on Granny's Farm Ch. 01

A self-sucking teen, his horny granny and becoming a girl.

H
4.59
135.6k
138
32
211

My Girlfriend's Sex Slave Ch. 01

My girlfriend turns me into her personal pornstar.

4.08
298.7k
138
14
220

Sissy/Cock Sucker Dictionary

A list to understand the nature of sissies/cocksuckers.

H
4.57
71.9k
138
45
190
0

Straight Boy Fucked By Two Bulls Ch. 02

Part 2 of Straight Boy Fucked By Two Bulls.

H
4.64
77.1k
137
13
213

Trapped and Trained Ch. 03

The slut in training falls deeper into the predicament.

4.49
373.8k
137
16
169

Bitch Maker Ch. 01

Kinky shemale finds a man to be her maid.

4.36
237k
137
3
209

It Happened in the Panty Aisle

A chance encounter turns him into a cock worshipping sissy.

4.49
157k
137
52
173
0

I Hate Him... No More!

Will a bulky jock finally fall for a beautiful trans femme?

H
4.9
90.2k
137
74
217

My Wife's GF Bring Her Black BF Ch. 01

BBC showed us what we were missing.

4.27
105.6k
136
10
270

Hypnosissy 11

Brian discovers he really loves getting fucked.

H
4.83
86.8k
136
183
201

New BBC Whores Abby & Lillie Pt. 01

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

H
4.52
117.1k
136
12
208
0

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

Becoming the Family Wench

A strict Aunt and Uncle turn their nephew into their niece.

H
4.68
74.7k
136
17
249
0

Last Friday: First Sissy Experience

A couple has a night with sissy chastity and a black cock.

H
4.62
87.1k
135
7
201
0

I Begged Him To Kiss Me! Ch. 02

Further submitting to his older male neighbor.

H
4.72
148k
135
42
154

The Halloween Wager

Two enemies wager on a costume contest.

4.42
204.6k
135
12
195
0

Hypnosissy 07: Glory Hole with Nerds

Brian secretly sucks 8 nerds' cocks at gloryhole.

H
4.82
65.9k
134
28
201

Feminizing First Step Ch. 02

The boy's feminization continues. Mom and a therapist "help".

H
4.51
180.2k
134
41
180

Cyber Sissy Ch. 01

A sissy's wife discovers his penchant for feminization.

4.47
191.7k
134
23
202

Story of Sissy Blackmail Ch. 01

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

H
4.59
154.1k
134
24
177
0

The Photographers Assistant Pt. 01

Force fem a young man into a swishy little panty sissy.

H
4.64
96.6k
133
20
169

My Girlfriend Made Me a Sissy Ch. 02

Second part. Jess pushes her control further.

4.49
302.8k
133
18
173

Wife Wants Me to Suck Cock

Wife encourages me to suck our neighbors cock.

4.45
91.4k
133
65
206
0

From Boy to Fucktoy Pt. 03

Naive boy's conversion into girly fucktoy is completed.

H
4.72
91.6k
133
10
194

You're My Bitch Now Ch. 01

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

H
4.56
102.8k
133
20
166

Aunt Diana Ch. 1

Diana helps Sharon deal with her son's crossdressing.

4.35
260.5k
132
33
217
0

Girls Have It Easy

My girlfriend teaches me what it's like to please boys.

H
4.56
104.1k
132
7
211
0

The Making of a White Sissy Slut

Steven becomes transformed to Stacy.

4.25
468.4k
132
8
184
0

Under Mommy's Direction Ch. 02

A Mother continues to sissify her Son.

H
4.51
139.6k
132
18
163

Miss Johnstone's Lesbian Sissy Slut

Young man feminized and dominated by his mature teacher.

H
4.68
103.7k
131
15
211
0

A Slut Awakens

Girly boy is found out by his Black neighbor.

H
4.54
249.3k
131
11
174

Jasmine Fucks My Wife

He could never have imagined it.

4.01
267.9k
130
26
173
0

Becoming a Sissy Cuckold Ch. 01

Neighbor turns me into a sissy cuckold.

H
4.52
99.5k
130
11
197

Sissy Gets His Wish

A young man gets transformed into a shemale porn star.

4.31
160.7k
130
18
161
0

After Church

Crossdressing teen and the dirty old man.

H
4.58
79.9k
129
7
163

A Sissy Cuckold to another Sissy

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

H
4.54
136.8k
129
16
187
0

From Boy to Fucktoy Pt. 01

Naive boy is caged and feminized by his boss.

4.38
113.1k
129
8
264

Thrift Store Encounter

A shy sissy makes a new friend with a Thrift Store owner.

H
4.69
69.3k
129
37
162
0

New Job, New Life as as Sissy Slut Ch, 02

Man becomes more of a sissy slut for his "boss".

H
4.5
175.4k
129
26
141

Shannon's Little Princess

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

H
4.58
142.3k
129
16
167

BoyTrainers, Inc.

A kidnapped 18 yr old boy is turned into a wiggling priss.

4.22
265k
129
16
175
0

An Encounter at a Restaurant

A DILF corners a boy in a public bathroom.

H
4.56
72.4k
128
16
210
0

Sissy for Mommy's Nipple Cream Ch. 02

Jim's mother continues to addict him to her BBC cream.

H
4.56
130.2k
128
9
157

Birthday Treats Ch. 02

A party means more special treats from more family.

H
4.54
162k
128
12
202

Hypnosissy 10

Brian dives deeper into sissification and anal sex.

H
4.73
72.9k
128
42
183

The Exploits of Cockslut Kelly 01

While setting up the weekend, Kelly finds a big surprise!

H
4.67
103.4k
128
14
174

Gothic Sissy Snowbunny

A conservative transgender girl discovers her love of BBC.

H
4.68
63.5k
128
6
176
0

My Wife's Wife

My wife makes me her wife with help from bff and lover.

H
4.56
75.3k
127
21
239
0

Feminizing My Little Brother

Lynne turns Alex into a girl for her own sexual pleasure.

H
4.58
124.9k
127
13
249

We Need a Man in the House

Girlfriend brings a real man home.

4.38
180.3k
127
14
172
0

Feminizing First Step Ch. 03

The sissy boy starts wearing panties and goes for "therapy".

H
4.51
159.8k
127
39
165

Snowbunnies

Are you sure you want your girlfriend knowing you love BBC?

4.27
129.4k
127
10
210

The Loan From My Best Friend

Charles makes Jim pay back his debt by becoming Carmen.

H
4.64
58.2k
127
23
192
0

Sissy for Mommy's Nipple Cream Ch. 04

Jaime learns what BBC really is, but is too addicted to stop.

H
4.64
96.2k
127
10
167

Forced on an Overnight Train

An American boy has the ride of his life in Europe.

H
4.74
35.1k
127
16
197
0

The Sissy Chastity Diary

A sissy loses the key to their cage and soon loses control.

H
4.73
59.2k
126
9
213
0

Seven Years as a Wife

Man is blackmailed into being a wife.

H
4.65
102.2k
125
68
200

Stepbrothers to Sissy Sisters

Two college boys feminized.

4.3
161.8k
125
11
171

Left Alone Ch. 02

Tonya and Walter get to know each other.

H
4.67
153.8k
125
27
134

How It All Began

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

4.42
202.6k
125
17
165
0

Making of Tina Ch. 01: Caught

A story about forced feminization.

4.49
120.6k
125
6
243

A Husband Named Cathy

A husband's dream comes true. He becomes Cathy.

4.41
156.7k
125
19
165

Anklet Adventure Pt. 04

Whole family is corrupted, whoring themselves for bbc.

4.08
78.8k
125
23
171

Taking Mom's Place

Jack returns home to his sad house to find himself.

H
4.58
91.5k
124
15
179
0

Secret Makes Him a Cuckold Bitch

She finds his secret turns him into a sissy cuckold.

4.34
158.7k
124
13
196
0

Sexual Sissy Awakening

Man turns into a sissy with help from online author.

H
4.85
64.2k
124
45
228
0

Mother Dear Pt. 01

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

4.34
164.8k
124
10
192

Family Fun Ch. 01

COVID, twisted family secrets, a hot mom & her twin boys.

4.45
64.8k
124
4
217

The Daddy-Son Dance

A son is surprised by how beautiful his dressed up Dad is.

H
4.71
61.7k
124
16
183

A Lost Bet Leads To Sissification

A lost bet to a friend leads to a humiliating sissification.

4.41
106.3k
124
8
200

Feminized by BBC Friend Ch. 02

My BBC friend slowly feminize me.

H
4.61
106.7k
122
18
165

Wife's Early Return

Wife comes home one night early to find dressed-up hubby

H
4.66
151.2k
122
18
197
0

Bitch Boi Pt. 01

Str8 boy chooses life as an older man’s bitch.

4.35
83.3k
122
13
189

First Time Fucked

First time fucked by BBC.

H
4.51
140.7k
122
10
148
0

Becoming a Bridesmaid Pt. 01

Ashley takes the role of bridesmaid for a wedding.

H
4.62
88.3k
121
12
216

Help Wanted

Brian finds the job which will change his life forever.

H
4.52
117k
121
37
177

I'm a Slut for My Son's Bully Ch. 03

Does Jimmy get revenge? How will his sister react?

3.21
85.1k
121
116
186

Making a Cuckold

She dominates, sissifies & cuckolds her boyfriend.

4.35
319.5k
121
0
168
0

Cocks are for boys

Small cocked Jeff loses his virginity as Jenny.

H
4.59
62.3k
121
8
157
0

I Begged Him To Kiss Me! Ch. 01

A young married guy is seduced by his elderly male neighbor.

H
4.58
175.5k
120
41
149

iWhore

Young white man force-feminized by black gang.

4.27
317.8k
120
4
187
0

The Roommate Ch. 01

Man gets new roommate that dominates his life.

4.37
298.1k
120
22
190
0

Making Holly

Jamie gets revenge of his highschool bully.

H
4.51
87.4k
120
13
149
0

Cosplay Wife, Cuckold Life

Slur wife and sissy husband discover their new sexuality.

4.45
91.5k
120
8
176
0

To the Manor Bound Ch. 01

Country Lord makes a new sissy maid.

4.48
154.8k
120
19
164

Training Her Husband

She wants to play again. He's eager to please.

H
4.63
111.5k
120
16
247

Sex, Drugs and My Neighbour Daddy

My hot neighbour blackmails me into being his little sissy.

4.35
158.2k
119
14
163
0

Sissification 101: Ch. 02

Both Eric(a) and Joan discover the joys of toys.

H
4.73
65.9k
119
12
161

How To Accept Your Cock Curiosity

Advice on becoming a cock sucker and more.

H
4.68
42.5k
118
65
198
0

Big U Pride Ch. 01: The Beginning

An invitation changes him in unexpected ways.

H
4.53
59.6k
118
14
200

Prison Woman

A weak cuckold ends up in prison and becomes a woman.

4.07
315.8k
118
14
166
0

Sissy Fantasy to Nightmare

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

H
4.6
123.7k
118
21
178

What Girls Really Want

Black only white woman turns boyfriend into sissy.

4.02
320.2k
117
11
168
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

Hypnosissy 09

Brian begins his feminization journey.

H
4.75
76.9k
116
26
160

Down the Sissy Rabbit Hole

A reluctant sissy gets forced to be the slut she wants to be.

H
4.76
58k
116
16
207
0

Dream Girl Pt. 02

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

H
4.73
50.6k
116
34
165

Christmas Magic Pt. 01

Homeless femboy wizard finds a home with 2 futa witches.

H
4.77
27.8k
116
21
190
0
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