‘sissy maid’ stories

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sissy maid 

Category

A Misunderstanding Ch. 02

Mom takes advantage of her son's chastity key mix-up.

3.57
10.8k
16
5
31

Horseshoes & Hand Grenades Ch. 01

Auntie spent years hypnotizing her nephew to her liking.

3.77
9.4k
13
2
33
0

A Misunderstanding Ch. 01

Mom takes advantage of her son's keyholder mix-up.

4.19
24.9k
39
6
84

Sissy Maid Blackmail!

A young sissy maid gets blackmailed!

H
4.61
13.8k
24
5
44
0

The Matriarchy Tales: Sissy Willow

A day in the life of sissy Willow and her Mistress.

H
4.58
10.4k
12
1
30
0

Sensory Depravation

Sissy's world is silent and dark.

4.46
7.2k
1
1
5
0

Intervention Ch. 02 - Party Games

Luke and Julie become Lucy and Juicy for Magda's coven.

4.41
6.4k
6
1
10

Mistress Jennifer Ch. 03

Mistress Jennifer's control deepens with a friend's help.

3.98
11.6k
9
2
22

Weekend service Ch. 01

First you break it.

4.13
6.7k
2
0
8

The Dinner Party Pt. 02

The first guests are about to arrive.

4.43
8.3k
2
1
3

The Dinner Party Pt. 01

A sissy maid discovers that he must cook & serve at a party.

3.95
6.4k
1
0
3

Meow!

Legislation hasn't kept up with technology late 21st century.

4
2.9k
00
4
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Str8 Turn Out Ch. 10: Sissymaid to Bride

Chrissy works as a sissy maid & dreams of her wedding day.

H
4.63
12.2k
9
3
12

Str8 Turn Out Ch. 07: Living The Dream

Sissy dreams really can come true – even nightmares!

H
4.75
8.3k
13
1
18

Str8 Turn Out Ch. 06: Sissy Maid Dreams

Or a sissy nightmare, plus a Coach Johnson cameo!

H
4.55
11.9k
18
5
24

Linda's Wife

She controls Linda's problems.

4.25
11.3k
5
0
12
0

Panty Raid Gone Awry

Charles the frat hopeful becomes Chantelle the sorority maid.

4
15.9k
17
5
35
0

S(m)ister Wife Pt. 03

Tourist is kidnapped to be a Sister Wife and maid.

H
4.52
13.9k
5
3
10
0

Catwoman Next Door Ch. 03

Young couple continue their Femdom adventures.

H
4.73
14.1k
10
3
22

The Asshole and the Sissy Maid

Macho asshole meets a beautiful and beguiling sissy maid!

H
4.64
13.7k
27
5
41
0

Home Truths

How sissification saves a marriage.

3.95
14.5k
4
3
15
0

Training Her Husband Pt. 06

They've moved quickly. How far will they go.

H
4.64
40.7k
37
23
61

House Slave

Maid for Mistress.

4.48
28.4k
20
5
40

Training Her Husband Pt. 02

He's in chastity. Will she expose him.

H
4.6
46.5k
30
10
51

Margot's Contract Ch. 04 - Final

Sissy fulfills her duties and gets rewarded.

H
4.66
16.4k
23
7
38

The Fraternity Pt. 06

The house sissy is baptized by the cum of her fraternity.

H
4.58
11.9k
16
6
24

Becoming an FLR Servant Ch. 16

Mistress introduces her new sissy maid to the Master.

H
4.58
17.2k
5
4
14

The Fraternity Pt. 05

The house sissy continues her initiation!

H
4.53
15.1k
16
5
24

The Fraternity Pt. 03

House sissy starts to take her role seriously!

H
4.53
21.9k
25
8
35

The Fraternity Pt. 02

Andrews first day as house sissy!

4.32
25k
22
2
35

The Fraternity

Initiation turns out to be more than Andrew expected!

4.24
32.6k
34
7
61

Mrs. McGregor's Tawse Ch. 22

The Wedding. Branded. The sissy slave maid.

4.26
7.3k
6
3
7

Mrs. McGregor's Tawse Ch. 21

Aunt Mo finishes with Suzanne. A visit to the Nunnery. Home.

4.33
3.8k
0
2
0

Becoming an FLR Servant Ch. 13

Richard is given his new schedule as Mistress' sissy maid.

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4.55
13.2k
5
1
8

Becoming an FLR Servant Ch. 12

High Heels, Butt Plug & New Schedule For Sissy.

H
4.58
16.8k
7
1
8

Becoming an FLR Servant Ch. 11

Mistress buys Richard high heels & a butt plug

4.42
14.4k
7
0
12

Quite An Evening Pt. 01

A cuckolding couple try it for the first time at home.

4.42
21.1k
21
2
34

Becoming an FLR Servant Ch. 08

Orgasms and Bath Ritual For Mistress.

4.29
16.5k
3
2
4

The Question

Pain or pleasure? What will Dave choose?

4.19
12.5k
6
0
21
0

The Birth of a Mistress Ch. 04

Nicole and Jamie bring it all to a new level!

H
4.56
15.7k
9
3
16

Tasha, My Teenage Mistress Ch. 01

Middle age subs fantasy girl becomes an extreme reality.

4.17
54k
33
11
72

Jackie Feminizes Her Son Ch. 04

Raquel makes Sam her sissy maid.

4.44
37.3k
27
8
39

The Sissy Department Store Ch. 04

Some dressing and make-up and a three-way.

H
4.67
16.8k
14
6
20

Sissy Awakening Ch. 03

Sissy gets fucked by Sarah's bull and learns about pain.

4.45
42.7k
24
6
38

Sissy Awakening Ch. 02

Sissy gets put in chastity and turned into a house maid.

H
4.56
47.8k
27
6
53

Unexpected Mistress Ch. 02

Debroah finally agrees to dominate her husband.

H
4.52
28.5k
22
9
32

Sissy and Missy Pt. 02

A sissy maid plots revenge against a dominatrix in training.

4.44
7.4k
1
4
5

My New Maitresse Ch. 01

Tom caught cheating on wife. May not like wife’s solution.

4.36
28.7k
14
4
33

Sissy Maid Son Pt. 03

The sissy maid serves her mother's dinner guests.

4.36
52.4k
31
3
56

The Teamviewer Mature Files

Wimp sissified, blackmailed & transformed for black masters.

3.94
76.2k
85
11
131
0

Sissy Maid to Be... Ch. 03

Sissy Jenny discovers Mistress Lizzy's for her.

H
4.57
53.2k
34
16
47

Sissy and Missy

A sissy maid and apprentice dominatrix are punished.

4.11
21.6k
9
1
16

The Party

Wife's sexual frustration leads to her taking control.

4.03
54k
37
15
58

My Father, The Maid Ch. 03

Oliver's father has some fun before work.

H
4.5
23.5k
12
13
14

Sehnsucht Ch. 12: The Party

An unforgettable private party for the Mistress is held.

4
5.7k
1
0
1

My Father, The Maid Ch. 02

Oliver's father's humiliation continues.

H
4.59
29.9k
18
8
23

Sissy Maid to Be... Ch. 02

Jenny continues to prepare with Mistress's help.

H
4.6
52.9k
35
10
56

Sissy Maid to Be... Ch. 01

Married sissy in for the experience of her life.

4.47
116.5k
79
13
138

Sissy Maid Son Pt. 02

The sissy maid is getting prepared for her first day.

4.33
73.6k
31
6
51

Sissy Maid Son Pt. 01

A son is forced to become his mother's own sissy maid.

4.28
106.7k
69
5
115

Replaced Ch. 04

Maid gets to watch.

4.32
50.7k
48
20
58

Sehnsucht Ch. 07: Horace

The disturbed man-boy gets into things he shouldn't.

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4.53
5k
3
0
4

Recruiting of a Sissy Maid Ch. 14

A wonderful night in Hollywood ends very special.

H
4.55
7.8k
3
1
5

Recruiting of a Sissy Maid Ch. 12

Chantel's first night as the club's new t-girl Dominarix.

H
4.54
10.1k
2
1
4

Recruiting of a Sissy Maid Ch. 11

Chantel plays sexy like with staff and with her love Carl.

H
4.61
8.6k
4
0
6

Judy's Turn

She picks this week's game.

4.1
37.9k
13
6
27
0

My Sissy Life

This sissy's life. Non-fiction.

3.98
138.3k
49
7
70
0

Recruiting of a Sissy Maid Ch. 04

Continuing with Chantel's first day at The Jade Maid Club.

4.48
14.1k
7
1
9

Recruiting of a Sissy Maid Ch. 02

Chantel, begins her orientation and training.

H
4.58
22.6k
7
3
10

Recruiting of a Sissy Maid Ch. 01

The beginning of of a sissy's recruitment.

4.4
57.6k
45
6
74

From a Husband to a Dutiful Sissy Ch. 18

A hot Hawaii Honeymoon and a future together.

4.32
17.8k
15
1
19

From a Husband to a Dutiful Sissy Ch. 17

The Wedding and a very Special Night of Love Making.

4.16
19.8k
11
2
14

From a Husband to a Dutiful Sissy Ch. 16

Chantel has her big surgery, true love is shown.

4.15
19.4k
10
3
13

From a Husband to a Dutiful Sissy Ch. 13

Chantel and Mikel are a couple in love, fun Christmas Party.

4.19
13k
12
5
14

From a Husband to a Dutiful Sissy Ch. 12

Chantel goes on a date and finds a new Beau.

4.44
13.7k
12
3
14

From a Husband to a Dutiful Sissy Ch. 09

Chantel, works as a classy t-girl escort now, lots of fun.

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4.63
18.7k
15
3
18

Sam's Panties Ch. 02

Sam suggests a way for Jean to cuckold her sissy more often.

4.46
47.3k
27
7
36

From a Husband to a Dutiful Sissy Ch. 08

Chantel, Helen & Alan Celebrate her role as a transsexual.

H
4.66
22.1k
16
1
23

From a Husband to a Dutiful Sissy Ch. 06

Chantel moves on to contracted out maids work.

H
4.61
30.7k
20
5
24

The Maid

A bad servant gets humiliated.

4.07
53.9k
5
0
14
0

From a Husband to a Dutiful Sissy Ch. 04

Chantel moves deeper in life as a sissy including slut work.

H
4.64
71.9k
50
10
61

From a Husband to a Dutiful Sissy Ch. 03

My new sissy life to my Mistress wife grow more entrenched.

H
4.5
84.4k
40
8
54

From a Husband to a Dutiful Sissy Ch. 02

Chapter 2 of this Mistress wife, sissy husband, lifestyle.

4.3
149k
68
22
85
12
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