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So stop asking
keyholdercaptions
71
Damn...
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63
The cage is much too big for the tiny cock!
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21
How does it feel?
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45
Oops!
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43
Better be a good boy
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39
Shopping with the keyholder
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210
Mom extends your chastity
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35
Placement
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64
Teased by them[GIF]
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116
Beta cucks don't need to have the caged removed for their yearly milking!
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16
Keyholders don't always have it easy either, often you have to pick your prey carefully
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17
Teaching her friend to expect male service.
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13
Beta marriage is the only kind you'll know.
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24
Cyberpunk chastity slave (art and caption by me)
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52
Word gets around
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94
Whats better then keyholder captions? Censored keyholder captions!!!
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41
Which does he hope for?
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12
A whole new side to your roommate
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138
Chastity creates a complete change in the dynamic.
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37
Simply awesome to be used like that.
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10
Hmm I don't believe it
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71
The Cuckysitter Earns Her Keep.
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29
Having no say in the matter is common these days.
keyholdercaptions
12
Who Cums First
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348
There will be loud moans and cries
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28
good opportunity
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16
Another lazy sunday
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74
Congratulations, you really pissed her off.
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117
no more nudes for you
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63
The lie that has launched a thousand female led relationships.
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98
The Wife Returns
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16
vacation pics
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34
Happy Caprice, happy life...
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20
Harsh Numbing
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66
I believe that she will make you beg for it!
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57
Trust, but verify.
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58
So small that even chastity leaves you with room..
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105
five weeks
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28
All captions should be beta safe
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22
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
And stand up straight!
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11
Poor chasty...
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34
Matrimonial bliss and a new life.
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15
Is 2D against the rules?
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66
I'm learning a lot here... and so is he!
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29
Taking a seat after a workout is good for a cool-down
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19
Be careful what you say
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60
You're let out of chastity AND allowed to cum AND allowed to lick her perfect soles... Win-win-win, right?!
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73
mother does you a favor
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70
Great, now I'm horny!
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186
coz I'm Hot
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64
If she asks what it's for, you can explain
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34
sounds fair ...
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25
pixles are your new porn
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21
Another few months, and your balls will be just how she wants them... Hopefully.
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55
She has been doing this for a long time. She is an expert.
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27
She is sure you won't be back home to wait up for Her tonight.
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13
With age comes assurance and heavier kinks.
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10
at least she's thoughtful
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63