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and keep it on

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297
and keep it on

Girlfriends Sister

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52
Girlfriends Sister

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67

One of my favorite things

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11
One of my favorite things

we're always having sex

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148
we're always having sex

He is only allowed to cum in the cage

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26
He is only allowed to cum in the cage

Goddess of chastity...

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80
Goddess of chastity...

Time for a release and a cock in your ass

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11
Time for a release and a cock in your ass

I have some good news!

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14
I have some good news!

At this rate she'll never unlock you!

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68
At this rate she'll never unlock you!

Amanda Cerny gives you an opportunity

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22
Amanda Cerny gives you an opportunity

Yes honey. I'll give him a call.

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72
Yes honey. I'll give him a call.

Mommy releases you from chastity in front of your friends.

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13
Mommy releases you from chastity in front of your friends.

There is always an exception...

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18
There is always an exception...

Sure

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185
Sure

Such a good little cuck sharing your boyfriend

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30
Such a good little cuck sharing your boyfriend

Valkyrae enrolls you in Female Supremacy University

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84
Valkyrae enrolls you in Female Supremacy University

Camp Chastity 1

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89
Camp Chastity 1

This year we will use the smaller cage

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108
This year we will use the smaller cage

Your cage isnt coming off anytime soon !

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33
Your cage isnt coming off anytime soon !

She doesn't mind the looks

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271
She doesn't mind the looks

If you do a good job you might be seeing her naked

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31
If you do a good job you might be seeing her naked

Group entertainment

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79
Group entertainment

The last time he had an orgasm was before that Third Date. Desperation made his compliance a given

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30
The last time he had an orgasm was before that Third Date. Desperation made his compliance a given

I guess she and you will just have to try that out, won't you?

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267
I guess she and you will just have to try that out, won't you?

From my favorit (dead) blog: saragirlsissyconfessions.blogspot.com"

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133
From my favorit (dead) blog: saragirlsissyconfessions.blogspot.com"

Isnt she generous?

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13
Isnt she generous?

While you were sleeping

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124
While you were sleeping

Problem solved, it can be that simple!

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83
Problem solved, it can be that simple!

She appreciates the neighborly help

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46
She appreciates the neighborly help

Bend over & panties down

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30
Bend over & panties down

Would you rather...?

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128

Locked for poor performance

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45
Locked for poor performance

If only we lived in the alternate universe where this was mainstream

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17
If only we lived in the alternate universe where this was mainstream

She has never introduced you to any of Her lovers. She has never mentioned their names, only that they pleased her better than you ever could.

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15
She has never introduced you to any of Her lovers. She has never mentioned their names, only that they pleased her better than you ever could.

Cucked, Milked & Locked.

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46

Would you give your pleasure up for her's?

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80

She is bluffing right ?

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34
She is bluffing right ?

Are you ready for the party?...

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17
Are you ready for the party?...

Your wife gave your chastity keys to the cute intern at your work..

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18

Of course, this is his neighborhood, so all the neighbors will find out what his real position in his household is.

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24
Of course, this is his neighborhood, so all the neighbors will find out what his real position in his household is.

Your new mistress treats you well

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86
Your new mistress treats you well

The shower you have been waiting 3 months for

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21
The shower you have been waiting 3 months for

Yes dear

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35
Yes dear

You were never good enough for her anyway

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161

Better follow the rules laid out for you or else suffer the consequences

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54
Better follow the rules laid out for you or else suffer the consequences

Why not get some inspiration from videos that she finds stimulating?

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119
Why not get some inspiration from videos that she finds stimulating?

How careless of her

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96
How careless of her

She had interviewed several Cuckysitters. The one She hired was brutal. The end result was a clingy husband. She punished him for that.

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18
She had interviewed several Cuckysitters. The one She hired was brutal. The end result was a clingy husband. She punished him for that.

Gooning entertainment

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15
Gooning entertainment

Did u really think Id let u back out ?

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57

Helping her enjoy the bath

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54
Helping her enjoy the bath

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69

A few weeks of this and he should be able to easily take any size, all the way up to "horse."

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32
A few weeks of this and he should be able to easily take any size, all the way up to "horse."

You have no power anymore!

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125
You have no power anymore!

Na bragged about your extraordinary size? Let's see if after these words also follow deeds :)

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77
Na bragged about your extraordinary size? Let's see if after these words also follow deeds :)

Cuckysitter is doing Her utmost to keep you motivated. Maybe, perhaps, She'll let you kiss Her arse but She has been leading you for the past six miles.

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Cuckysitter is doing Her utmost to keep you motivated. Maybe, perhaps, She'll let you kiss Her arse but She has been leading you for the past six miles.

After all, he was getting much better at pleasing Her in ways that involved his servitude and his tongue.

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29
After all, he was getting much better at pleasing Her in ways that involved his servitude and his tongue.

Swingers party with a chastity twist!

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121
Swingers party with a chastity twist!

Its not like your dick is actually useful. So lets lock it up!

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44
Its not like your dick is actually useful. So lets lock it up!