‘sissy’ stories

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sissy 

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The Cheaters Ch. 04

Who will win the bet, Finn or Lucas?

2.82
1.5k
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8

Miss Alyssa's World Ch. 02

Transformation starts with a visit to Miss Alyssa's office.

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4.74
12.7k
23
6
37

Rye's Encounters Pt. 03

Rye discovers the true path on her journey towards sissydom.

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4.68
2.5k
3
3
7

Crossdressed and Cucked

Caught crossdressing becomes wife's girlfriend and Cuckold.

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4.5
15.3k
11
10
25
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Sissy is a Boudoir Photographer

Women can't resist his personalized services.

4.22
5.2k
5
3
18
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He is Your Master Now Pt. 15

The Transcendent Euphoria Of Ambrose Sweet.

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1.9k
1
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Keeping a Secret

After a discovery, should he keep their secret or not?

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4.85
15.2k
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93
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Big Gay Ramblefap

Rambly sissy stud worship.

4.88
4.9k
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2
2
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Bound By Blackmail Ch. 25

Dafni makes her decision to Brady's offer.

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4.5
5.8k
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12
1

The Twelve Stage Process

A 12 stage process to sexually control your man.

3.88
14.9k
21
5
39
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Miss Alyssa's World Ch. 01

My life changes forever after meeting Miss Alyssa.

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4.69
17.8k
36
7
80

A Curious Friend Pt. 02

After taking the plunge, I wanted to go deeper

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4.65
5.2k
4
3
6

Left to Their Own Devices

A shy femboy and his roommate's athletic sister experiment.

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4.81
24.3k
86
13
155
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Masculinity Lost Ch. 24-25

Dani gets dressed for his date and meets up with Demarcus.

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4.82
9k
16
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20

Conference Cuckold

A sissy goes to a conference and meets Ma'am and her boy.

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4.59
12.1k
11
1
31

Sissy and His Mom Pt. 11

A femboy is nourished with maternal love.

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4.51
6k
10
14
15

My BBC Neighbor

An anonymous hook-up leads to a pleasant surprise for sissy.

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4.66
20.4k
55
6
88
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Sissy and His Mom Pt. 10

A femboy is nourished with maternal love.

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4.5
4.3k
11
5
15

Bambi or Bust Pt. 03

Bambi explores the city and introduces me to Master M.

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4.73
5.4k
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3
9

Sissy and His Mom Pt. 09

A femboy is nourished with maternal love.

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4.58
4.3k
9
2
12

Sissy and His Mom Pt. 08

A femboy is nourished with maternal love.

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4.61
6.6k
12
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19

The Duel of The Dommes Pt. 03

The obligatory training montage...

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3.2k
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4

Bull meets cuckoldress

Bull gives woman what her sissy husband cannot.

4.33
11.4k
10
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20
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Rileys Diary: Behind bars

Riley gets drunk and makes a mistake that leads to jail.

4.45
5.4k
7
2
13
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Inadequate Ch. 04

Rex has plans for Cathy and me.

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4.59
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7
1
15

Indentured Pervitude 22

Wendy gets a gangbang, and Tom is forced to reveal himself.

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2k
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A Model for CC's Pt. 11

Victor's journey continues.

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4.54
6.1k
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Caught and Punished

Headmistress disciplines and humiliates pantyboy, Jason.

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4.55
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26

Pleasing Mr. Wilson

A summer job at the cottage leads to unexpected duties.

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109

Horseshoes & Hand Grenades Ch. 01

Auntie spent years hypnotizing her nephew to her liking.

3.83
12.1k
15
2
36
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Toppled Dom

Dom surprised and turned into a sissy.

4.23
7.6k
7
1
27
0

Who is Jessica Ch. 02

Shawn deals with dad catching him.

4.42
4.7k
12
2
16

Search for Roommate

My search for roommate in All female school.

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12k
11
1
31

Masculinity Lost Ch. 23

Dani takes one for the team, or so he thinks.

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4.8
10.3k
17
12
21

Scoring Points

A macho hetero boy on holiday get used.

4.25
8.3k
11
4
18
0

Sizequeen Resort Pt. 02

The couple meet their teacher and start with the classes.

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4.66
21.2k
39
10
67

BBC Beginnings Pt. 01

Desiree's induction into the BBC slut club.

4.27
10.6k
10
0
27
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My Stepmom Made Me a College Sissy

Stepmother sets a trap for her college stepsissy.

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4.58
19.3k
36
6
70
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Sissy Sessions Ch. 02

Within the confines of the country club is dinner and a show.

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4.68
5k
11
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Becoming a Sissy

10/10 would Needle and Phalic Object Again.

4.26
7.3k
14
2
28
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Turn About...

Sissy turns the roles around.

3.67
3.9k
2
1
4
0

Sissy and His Mom Pt. 07

A closeted femboy is nourished with maternal love.

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4.51
6.3k
11
4
18

Predator and Prey Pt. 19 complete

Femmeboi Kitten and the orgy at the Playpen!

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4.64
3.6k
11
10
18

My Boyfriend is Back! (Pt. 02)

The 2nd part of a guy forced to be a girl.

4.45
15.5k
25
4
41

Sissy and His Mom Pt. 06

A closeted femboy is nourished with maternal love.

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4.54
5.5k
12
9
18

The Man That Converted Me Pt. 03

The story continues as they return home.

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14.6k
28
20
42

Masculinity Lost Ch. 22

Dani learns how to please on his date with Demarcus.

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4.76
10.6k
17
10
21

Sissy and His Mom Pt. 05

A closeted femboy is nourished with maternal love.

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4.55
6.2k
10
2
16

School of Hard Knox

Underendowed freshman learns his place in the jock dorm.

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4.73
17.1k
54
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90
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Giving My First Blowjob

Discovering the pleasure of pleasing a guy.

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4.65
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23
18
47
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The Ace

Chris gets to know about her mother and sisters secret club.

4.1
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25
4
54
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Meeting Her Boyfriend Pt. 02

Wife and her boyfriend continue to humiliate me and groom me.

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12.4k
12
4
22

Sissy and His Mom Pt. 04

A closeted femboy is nourished with maternal love.

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7.2k
9
8
16

Masculinity Lost Ch. 21

Dani gets some additions and learns more about Candi.

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4.71
8.2k
11
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16

Penny for Your Thoughts Pt. 01

There is an opening for subjects at a research facility.

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4.61
14.8k
31
10
58

Cucked: The Blowjob Arrangement Ch. 05

With an empty apartment, the cuck gives in to his roommate.

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4.61
10.9k
29
7
43

Sissy and His Mom Pt. 03

A closeted femboy is nourished with maternal love.

4.4
8.2k
12
8
20

My Boyfriend is Back!

Geeky guy forced to be a girl when gf's ex visits.

4.4
25.7k
52
6
91

Sissy and His Mom Pt. 02

A closeted femboy is nourished with maternal love.

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4.5
11.3k
18
4
26

Predator and Prey Pt. 19a

Kitten gets ready for a night at the Playpen!

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4.56
2.7k
6
0
7

Frat Boy Turned - Virgin No More

Riley’s first party & first sissygasm.

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4.88
24.4k
31
8
71

A Sissy's Long Weekend in Fairyland

A sissy's weekend experience learning from a gay Fairy.

4.24
3k
1
4
8
0

Sissy and His Mom Pt. 01

A closeted femboy is nourished with maternal love.

4.44
19.5k
32
9
62

All The Signs were There to See

It is no fun being small 'down there'. She wasn't happy.

2.68
15.1k
15
20
44
0

She Prefers White 04

My New Position In Relationship And Company.

4.2
6.6k
2
0
8

Caught Red Handed

Shoplifting sub is humiliated, probed and punished.

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4.62
19.4k
17
4
41

Inadequate Ch. 03

I want Rex to own us both but will my wife submit?

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4.4k
5
2
10

More Firsts for Mark: Part 6

Mark takes his cock-lust to new heights.

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4.56
3.1k
2
2
7

White Boy "Masseuse" Pt. 02

White boy needs much more black cock.

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4.59
6.2k
11
0
17

Mark Goes For More: Part 5

Robin adds a wrinkle to her domination of Mark.

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4.64
4.7k
2
3
4

Inadequate Ch. 02

Do i really love cock more than i love my wife?

4.46
4.7k
5
2
12

Masculinity Lost Ch. 19-20

Dani gets a new look and some modifications at New You Salon.

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4.73
12.5k
18
10
22

She Prefers White 02

Bottom Guys Starts From The Bottom.

4.26
6.9k
1
2
4

Who is Jessica

Shawn turns 18.

4.14
16.8k
15
2
28

Sissy Sessions Ch. 01

"Your father works so hard" - Brittany says to her son.

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4.53
12.9k
34
4
58

Inadequate Ch. 01

Once a husband and father, now a submissive sissy maid.

4.44
6.9k
13
3
26

Life of a Dominant Futanari W2 Ch. 28

The Twenty eighth Chapter of the Second Week.

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4.88
2.9k
2
3
5
0

Mark Shows His True Colours: Part 3

Trans Robin narrates her encounter with her bitch Mark.

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4.55
3k
5
4
8

Revenge of Adesh Ch. 02

Aj is sent to get trained by a Prostitute.

4.18
3k
1
0
2

Cucked Son: Bully Takes Mom and...

Mom submits to black bully in front of her son and much more.

4.49
71.6k
224
52
399
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Femboy Hooters

A restaurant with an all-trans wait staff in sexy outfits.

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4.82
23k
57
6
100
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The Real You

Accept your destiny. You know what you are.

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4.71
11.9k
14
4
36
0

Pinkie's Salon

A visit to Pinkie's Salon ends with a great 'blow' dry...

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4.61
5.6k
4
6
10
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Wearing the Pants Ch. 07

Who Is Your Daddy?

4.19
10.5k
2
2
4

Kelly has an Oral Fixation

Crossdresser treats her boyfriend, mostly with her mouth.

4.48
4.2k
7
4
15

Whatever It Takes Pt. 02: Truth

He promises to do whatever it takes.

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4.56
10k
10
10
21

White Boy Discovers BBC - Bonus

College Freshman Cole has been the good BBC slut.

4.4
14.1k
20
10
39

Masculinity Lost Ch. 17-18

Danny gets his DSLs initiated and meets someone.

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4.8
12.3k
18
12
20

An Intimate Rendezvous 750-Word

A forbidden encounter blurs lines of desire and decency.

4.21
2.8k
2
0
3
0
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