‘sissy’ stories

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Active tags
sissy 

Category

Relationship Goals Ch. 01

Eva finds out Andy's secret and forces him to be pussy free.

4.43
18.9k
26
3
52

Tammy Pegs Mike

After weeks of buildup Tammy pegs Mike.

4.33
15k
7
0
21

Bound By Blackmail Ch. 18

Dafni works to earn her master's trust back.

H
4.67
9.2k
10
3
18

The Evolution of Jennifer Nicole

Her sisters Melissa, Megan and Mandy Discover Nikki.

H
4.6
13.4k
16
3
30
0

Willow Arrives Poolside

Willow Becomes a Friend with Benefits.

H
4.58
11.7k
5
2
16
0

Compulsion, Control and Corruption

Dominant Daddy marks a young married man as his slut.

H
4.6
28k
36
13
65
0

Caught by the Drawer Pt. 03

The finish line might not be the end for Meaghan.

H
4.87
6.1k
14
5
17

My Sissy College Experience Pt. 01

I move into my dorm, and my roommate is perfect, or is he?

4.38
17.3k
21
3
36

The One Night Stand Ch. 03

Riley gets horny thinking of last night.

H
4.55
5.8k
10
0
15

Caught by the Drawer Pt. 02

Meaghan's practice pays off, but only creates more problems.

H
4.74
8k
15
4
19

Camp Pinkwood

When 20% of men come of age, they are converted into femboys.

H
4.55
25.4k
40
6
67
0

Great Summer Days for Discovery

A sheltered teenager discovers what sex really is about.

4.16
8.9k
7
2
15
0

A Forgotten Fetish Rediscovered Pt. 02

I left the house a crossdresser and came back a whore...

H
4.76
9.2k
18
5
27

Happy Birthday to Me Pt. 02

Cindy and Bruce discuss his plans for me.

H
4.59
7.4k
19
18
32

Ron and Nadine Ch. 04

Ronni spends a day at the spa and leaves feeling pretty.

4.41
2.7k
00
3

Caught by the Drawer Pt. 01

Meaghan's carelessness turns sissy fun into blackmail.

4.47
15.2k
21
7
36

Introducing my Good Boy to a Friend

It’s time to introduce you to my friends…

4.22
12.5k
8
0
16
0

Disappointment

A dom and femanized sub explore sex as opposite genders.

H
4.64
5.8k
3
0
7
0

Bookstore

beginning my beta sissy live showing off my body.

3.83
4.9k
3
0
3
0

The Making of a Sissy Pt. 04

The weekend I would never forget. And more

H
4.75
10k
10
2
13

The Thorns Upon the Roses Ch. 11

The explosive finale to this book...

H
4.63
3.9k
14
7
16

Suddenly His Secretary

A cross-dresser needs a new job.

H
4.55
22.2k
32
7
59
0

The Making of sissy Jizzelle

A sexless marriage sends Matt down a sissy rabbit hole.

H
4.73
21.2k
38
5
68
0

Prey to my own desires

A sissy faces her/his own weakness.

4.21
3.6k
2
2
5

Riley's Diary: Beach Daddy

Riley has fun at the beach with a Daddy.

4.17
10.2k
7
1
16

Predator and Prey Pt. 14

Luis works out some aggression with an unwilling partner.

H
4.82
4.5k
5
13
5

Working In and Out Ch. 02

Riley goes to the locker room to clean up.

H
4.56
11.8k
16
2
27

Queen of Paradise Ch. 05

Michelle and Maria's saga continues.

4.31
2.7k
2
1
3

Happy Birthday To Me

It wasn't candles I was blowing that night.

H
4.71
16.5k
43
15
82

Blacked College Couple Desires

A college couple explores their mutual desire to be blacked.

4.44
22k
35
9
80
0

My Roommate's Maid Pt. 04

Sissy maid has a BIG day serving her new daddy and masters.

H
4.82
17.6k
35
11
44

All Caged Up Pt. 02

After being uncaged Mike's weekend takes a new turn.

4.29
9.1k
2
1
5

The One Night Stand Ch. 02

Riley and his date head to the cinema.

4.36
8k
14
2
21

From Soccer to Sucker Pt. 12

Jake falls deeper into Valeria's clutches.

H
4.56
10k
16
2
22

Math Tutor Pt. 04

Sissy whore training, cum dump and anal remote control.

H
4.57
7.2k
4
2
10

Needing Leah Ch. 09

Punishment looms for Leah. Ellie may learn a big secret...

H
4.56
5.1k
6
11
9

Life of a Dominant Futanari W2 Ch. 16

The sixteenth chapter of the Second week of Angela's life.

H
4.83
3.7k
3
0
9

Boy Sent to Bloom Ch. 05

Dani finds her place and enjoys a day of luxury.

H
4.84
8.8k
20
21
28

Math Tutor Pt. 03

Sexual control, with her husband’s panties, and more.

H
4.65
5.9k
4
0
8

The Facility Pt. 06

Sissy training and brainwashing changes our lives forever.

H
4.66
24.7k
28
12
38

Andy Become a Slut for BBC Pt. 02

Andy's secret is revealed to his wife who takes revenge.

4.45
22.3k
40
7
51

Roommate's Sissy Blackmail

Roommate discovers I'm a "Secret-Sissy".

4.36
19.3k
34
4
54
0

The One Night Stand (Ch. 01)

Riley wakes up and recalls last nights date.

4.2
18.3k
22
1
59

Making of Tina Ch. 07: Clients

A story about forced feminization.

H
4.67
19.1k
34
12
46

Cuckolds Regret Ch. 05

Husband regrets convincing his wife to cuckold him.

4.08
18.5k
22
4
43

Prison guard spirals out of control

Guard gives sucks trans inmate and likes it.

H
4.6
14.5k
34
6
51

The Glory of Clairvoyance

A changed gender and a new power with only one solution.

H
4.79
6k
14
2
29
0

But I'm a Boy, Not a Camgirl!

Jamie's world changes fast as someone posts a video of him.

H
4.59
34k
68
14
111

Willing to do Anything Ch. 03

Nate is thrust into his new life as a woman.

H
4.64
23.2k
23
6
29

The Layover with Julie

Julie takes pantyboy out for a night, gives him a surprise.

H
4.71
10.5k
19
7
32

Andy Become a Slut for BBC

Andy's boss dominates him and turn him into a sissy slave.

H
4.62
30.1k
60
15
103

The Queen's Sacrifice

Queen Becca stands naked and calls for humiliation.

4.41
10.9k
19
2
45

Pretty Little Head

A boy becomes a subby bubble-brained wife (male)!

H
4.71
27.1k
65
7
117
0

A Surprise and an Impulse

Johnny came home early and fell asleep on the couch.

H
4.61
10.6k
15
1
25
0

The Origins of Pippa

The tale of how I discovered my kinky side.

3.86
5.5k
4
5
9

A Helping Hand.. and Mouth

I walk in on my step-mom servicing dad, but I cant look away.

4.06
31.6k
40
7
61

The Crush Ch. 02

Sam goes deeper under Jackie's spell. Hallie joins in.

4.42
7.6k
11
4
14

The Thorns Upon the Roses Ch. 08

A visit with Doc, a new plaything, and a night in the woods.

H
4.63
5k
7
4
8

Catfished by Mistress Zee Ch. 02

Couple take their kink relationship to a new level.

H
4.77
8.8k
9
5
16

The Making of a Sissy Pt. 03

Sissy finally taking it to the next step with Opa.

H
4.56
10k
12
0
19

Needing Leah Ch. 08

Evening in the school common room. Will punishment follow?

4.43
4.7k
6
4
7

A Dream Laid Before Me

Ever since first seeing it, this is all they wanted.

H
4.59
7.4k
8
3
16
0

All Caged Up Pt. 01

Mike is introduced to chastity and temptation.

4.47
25.2k
12
5
45

Latex Sissy: Initiation

Rory's second adventure with a mysterious group.

H
4.75
10.4k
18
1
39
0

A Birthday Treat, Pt. 03

Emma is shared by Daddy and his friends.

H
4.76
17.7k
21
6
33

Village Life Pt. 03

Getting ready for a night of serving at a swanky Manor house.

4.31
3.9k
2
2
5

The Family Pt. 01: Donna Ch. 06

Chris signs his wife away.

4.32
6.1k
7
4
14

My Tormentor Pt. 01

Sissy cuckold learn to serve his wife's master.

3.99
10.1k
11
2
21
0

Life of a Dominant Futanari W2 Ch. 15

The Fifteenth Chapter of the second Week.

H
4.87
3.8k
4
0
13

Cuckolds Regret Ch. 02

Husband regrets convincing his wife to cuckold him.

4.29
35.1k
34
10
55

Jackson's New Man

Jackson finds a man with unusual taste.

4.45
8.1k
3
0
11
0

Teacher's Pet

Bree runs afoul of the Head Mistress' dress code.

4.06
9k
7
0
14
0

Needing Leah Ch. 07

Day 2 of classes. A lot is troubling Leah. Can Ellie help?

H
4.61
5.6k
5
6
7

One Pair is Not Enough Ch. 02

The slow fade of a straight guy to a sissy has begun.

4.39
25k
18
2
26
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