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Better be a good boy

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39

She is sure you won't be back home to wait up for Her tonight.

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13

I'm learning a lot here... and so is he!

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29

Harsh Numbing

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66

With age comes assurance and heavier kinks.

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10

There will be loud moans and cries

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28

Beach bet

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21

Thank him when he puts his gift in you

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26

coz I'm Hot

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64

Poor chasty...

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34

sounds fair ...

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25

Hmm I don't believe it

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71

So stop asking

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71

If I put something in my mouth then certainly nothing from my hubby .

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22

The cage is much too big for the tiny cock!

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21

Which does he hope for?

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12

Placement

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64

Mom extends your chastity

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35

Cyberpunk chastity slave (art and caption by me)

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52

And stand up straight!

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11

I believe that she will make you beg for it!

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57

Simply awesome to be used like that.

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10

at least she's thoughtful

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63

Matrimonial bliss and a new life.

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15

Another lazy sunday

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74

Beta cucks don't need to have the caged removed for their yearly milking!

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16

Chastity Cuddles

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36

Oops!

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43

She has been doing this for a long time. She is an expert.

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27

Chastity creates a complete change in the dynamic.

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37

The Wife Returns

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16

Their first night is always difficult...but not hard

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69

Is 2D against the rules?

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66

Who Cums First

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348

A whole new side to your roommate

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138

What do you think she'll make you do?

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66

Therefore, check beforehand how the rules are, otherwise it can quickly become a very long stay in the chastity cage!

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33

Too generous...

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267

Taking a seat after a workout is good for a cool-down

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19

pixles are your new porn

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21

Trust, but verify.

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58

You're in the way

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30

Teaching her friend to expect male service.

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13

five weeks

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28

"It'll cost you..."

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18

Do it.

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55

The Cuckysitter Earns Her Keep.

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29

She gets no pleasure from unlocking you. So, it's simple : She won't.

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59

If she asks what it's for, you can explain

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34

Great, now I'm horny!

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186

good opportunity

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16

Word gets around

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94

She lets you have a taste, just so you know what you're missing out on.

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19

Happy Caprice, happy life...

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20

Keyholders don't always have it easy either, often you have to pick your prey carefully

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17

vacation pics

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34

Be careful what you say

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60

So small that even chastity leaves you with room..

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105

Worship

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67

Doubling your time for each item of clothing

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31