‘sissy’ stories

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sissy 

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A College Whore Pt. 03

Sean (Now named Candy) is blackmailed into modeling!

NEWH
4.5
1.6k
7
0
12
0

The Cheaters Ch. 04

Who will win the bet, Finn or Lucas?

NEW
1.63
185
1
0
1

Miss Alyssa's World Ch. 02

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

NEWH
4.68
4.8k
12
4
22

Sissy's Smile

A femboy discovers the joy of womanhood.

NEW
3.91
5.7k
5
2
17
0

Rye's Encounters Pt. 03

Rye discovers the true path on her journey towards sissydom.

NEWH
4.84
1.4k
3
3
3

Crossdressed and Cucked

Caught crossdressing becomes wife's girlfriend and Cuckold.

NEWH
4.5
4.7k
6
6
16
0

Sissy is a Boudoir Photographer

Women can't resist his personalized services.

NEW
4.22
3.2k
5
3
14
0

He is Your Master Now Pt. 15

The Transcendent Euphoria Of Ambrose Sweet.

NEW
3.67
1.2k
000

Keeping a Secret

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

NEWH
4.85
10.1k
42
4
66
0

Big Gay Ramblefap

Rambly sissy stud worship.

NEW
4.83
2.2k
2
2
2
0

Bound By Blackmail Ch. 25

Dafni makes her decision to Brady's offer.

NEW
4.41
3.3k
0
8
1

The Twelve Stage Process

A 12 stage process to sexually control your man.

NEW
4.13
5.2k
9
2
16
0

Miss Alyssa's World Ch. 01

My life changes forever after meeting Miss Alyssa.

NEWH
4.69
10k
25
7
58

A Curious Friend Pt. 02

After taking the plunge, I wanted to go deeper

NEWH
4.54
4.2k
4
3
6

Left to Their Own Devices

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

NEWH
4.83
11.9k
49
12
92
0

Masculinity Lost Ch. 24-25

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

NEWH
4.79
4.9k
13
7
15

Conference Cuckold

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

NEWH
4.56
7.6k
8
1
24

Sissy and His Mom Pt. 11

A femboy is nourished with maternal love.

4.49
3.9k
8
5
14

My BBC Neighbor

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

H
4.63
13.8k
44
5
70
0

Sissy and His Mom Pt. 10

A femboy is nourished with maternal love.

4.43
3.1k
10
3
14

Bambi or Bust Pt. 03

Bambi explores the city and introduces me to Master M.

H
4.75
3.7k
4
2
8

Sissy and His Mom Pt. 09

A femboy is nourished with maternal love.

4.48
3.2k
9
0
12

Sissy and His Mom Pt. 08

A femboy is nourished with maternal love.

H
4.59
4.9k
11
5
17

The Duel of The Dommes Pt. 03

The obligatory training montage...

4.11
2.5k
1
0
3

Bull meets cuckoldress

Bull gives woman what her sissy husband cannot.

4.13
8.5k
9
1
17
0

Rileys Diary: Behind bars

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

4.44
4.3k
6
2
11
0

Inadequate Ch. 04

Rex has plans for Cathy and me.

H
4.53
3k
5
1
6

Indentured Pervitude 22

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

4.36
1.5k
3
3
3

A Model for CC's Pt. 11

Victor's journey continues.

H
4.54
4.5k
2
3
5

Caught and Punished

Headmistress disciplines and humiliates pantyboy, Jason.

H
4.61
6k
9
2
20
0

Pleasing Mr. Wilson

A summer job at the cottage leads to unexpected duties.

H
4.71
16.9k
50
10
74
0

Horseshoes & Hand Grenades Ch. 01

Auntie spent years hypnotizing her nephew to her liking.

3.77
9.5k
13
2
33
0

Toppled Dom

Dom surprised and turned into a sissy.

4.31
5.5k
6
1
24
0

Who is Jessica Ch. 02

Shawn deals with dad catching him.

4.34
3.6k
10
1
14

Search for Roommate

My search for roommate in All female school.

4.09
8.9k
8
0
26

Masculinity Lost Ch. 23

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

H
4.88
7.8k
15
12
18

Scoring Points

A macho hetero boy on holiday get used.

4.24
6.6k
11
4
19
0

Sizequeen Resort Pt. 02

The couple meet their teacher and start with the classes.

H
4.66
14k
28
9
43

BBC Beginnings Pt. 01

Desiree's induction into the BBC slut club.

4.23
8.1k
10
0
23
0

My Stepmom Made Me a College Sissy

Stepmother sets a trap for her college stepsissy.

H
4.58
13.9k
26
4
50
0

Sissy Sessions Ch. 02

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

H
4.73
4k
10
0
11

Becoming a Sissy

10/10 would Needle and Phalic Object Again.

4.22
5.6k
12
2
23
0

Turn About...

Sissy turns the roles around.

3.67
3.3k
2
1
4
0

Sissy and His Mom Pt. 07

A closeted femboy is nourished with maternal love.

4.45
5.3k
10
4
16

Predator and Prey Pt. 19 complete

Femmeboi Kitten and the orgy at the Playpen!

H
4.58
2.9k
10
7
18
0

My Boyfriend is Back! (Pt. 02)

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

4.41
12k
22
3
37

Sissy and His Mom Pt. 06

A closeted femboy is nourished with maternal love.

4.49
4.5k
11
9
17

The Man That Converted Me Pt. 03

The story continues as they return home.

H
4.63
11.1k
27
19
41

Masculinity Lost Ch. 22

Dani learns how to please on his date with Demarcus.

H
4.77
8.4k
15
9
19

Sissy and His Mom Pt. 05

A closeted femboy is nourished with maternal love.

4.47
5.1k
9
2
16

School of Hard Knox

Underendowed freshman learns his place in the jock dorm.

H
4.72
14.2k
46
7
79
0

Giving My First Blowjob

Discovering the pleasure of pleasing a guy.

H
4.7
10.6k
22
15
42
0

The Ace

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

3.98
10.8k
23
4
45
0

Meeting Her Boyfriend Pt. 02

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

4.16
10k
10
3
19

Sissy and His Mom Pt. 04

A closeted femboy is nourished with maternal love.

4.45
6.1k
9
8
16

Masculinity Lost Ch. 21

Dani gets some additions and learns more about Candi.

H
4.71
6.2k
9
5
13

Penny for Your Thoughts Pt. 01

There is an opening for subjects at a research facility.

H
4.6
9.9k
25
10
47

Cucked: The Blowjob Arrangement Ch. 05

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

H
4.6
8.4k
25
6
39

Sissy and His Mom Pt. 03

A closeted femboy is nourished with maternal love.

4.32
6.9k
11
8
19

My Boyfriend is Back!

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

4.35
19.6k
49
6
83

Sissy and His Mom Pt. 02

A closeted femboy is nourished with maternal love.

4.45
9.6k
17
4
26

Predator and Prey Pt. 19a

Kitten gets ready for a night at the Playpen!

4.46
2.4k
5
0
6

Frat Boy Turned - Virgin No More

Riley’s first party & first sissygasm.

H
4.87
19.2k
29
7
67

A Sissy's Long Weekend in Fairyland

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

4.18
2.7k
1
4
7
0

Sissy and His Mom Pt. 01

A closeted femboy is nourished with maternal love.

4.42
15.9k
28
9
55

All The Signs were There to See

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

2.57
14.1k
16
19
41
0

She Prefers White 04

My New Position In Relationship And Company.

4.19
5.4k
2
0
7

Caught Red Handed

Shoplifting sub is humiliated, probed and punished.

H
4.63
17k
15
4
38
0

Inadequate Ch. 03

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

4.42
3.4k
3
2
8

More Firsts for Mark: Part 6

Mark takes his cock-lust to new heights.

H
4.61
2.8k
2
2
7

White Boy "Masseuse" Pt. 02

White boy needs much more black cock.

4.48
5.4k
11
0
17

Mark Goes For More: Part 5

Robin adds a wrinkle to her domination of Mark.

H
4.64
4.3k
2
3
4

Inadequate Ch. 02

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

4.42
3.7k
4
2
12

Masculinity Lost Ch. 19-20

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

H
4.75
10.3k
15
10
18

She Prefers White 02

Bottom Guys Starts From The Bottom.

4.18
5.9k
1
2
4

Who is Jessica

Shawn turns 18.

4.09
15.9k
15
2
28

Sissy Sessions Ch. 01

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

H
4.55
11.1k
34
4
55

Inadequate Ch. 01

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

4.41
5.2k
9
3
18

Life of a Dominant Futanari W2 Ch. 28

The Twenty eighth Chapter of the Second Week.

H
4.85
2.5k
2
3
4
0

Mark Shows His True Colours: Part 3

Trans Robin narrates her encounter with her bitch Mark.

H
4.61
2.7k
5
4
7

Revenge of Adesh Ch. 02

Aj is sent to get trained by a Prostitute.

4.18
2.5k
1
0
1

Cucked Son: Bully Takes Mom and...

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

4.49
51.6k
181
48
323
0

Femboy Hooters

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

H
4.81
21k
51
6
86
0

The Real You

Accept your destiny. You know what you are.

H
4.71
10.4k
13
4
33
0

Pinkie's Salon

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

H
4.6
5.2k
4
6
10
0
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