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Try really hard and maybe

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49

Sometimes it is the practical things that make women lock up their husbands.

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51

Time is key

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50

After so long, it's mostly out of their control

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54

She has been working on Her Masters in Psychology on the topic of post-traumatic stress and how it is created.

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48

Your ass belongs to me

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18

Pleasure then suffering, you in?

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13

understandable

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46

We had a deal

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33

Permanent chastity for cucks!

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24

Your big sis will keep you straining all summer.

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93

you're going to the chastity cage

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10

That's five. One might expect punishment when the tongue gets tired.

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29

Lock it up forever for a look?

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14

Will you give in to your stepdaughter?

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20

Betsy is usually successful in extending chastity. All of Her boys get "unruly."

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23

Happy Weekends forever.

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26

You are shy? No problem, your mistress will protect you!

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24

I wish I had to make this choice.

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30

Inferior males are guilty with no attempt to prove innocence at The Institute.

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13

It's your job to do as she wants

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24

The Cage Is Staying On...

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65

Focus on those tits, and just think about cumming.

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23

Inmate Chastised

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12

Is this a nightmare, or is it a dream?

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174

Haha you played yourself

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36

friends like you

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12

Have fun with your annual holiday!

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53

Its not like I care!

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36

Women always want to feel secure. Very secure.

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42

It sure didn't take much more convincing than that, to lock yourself up & give her the keys!

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122

Training can be pretty strenuous. She will want to upsize that one to make certain he can take the real thing in any probable size.

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22

She carefully chooses

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16

Ready for this?

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66

She sometimes catches a nap while the cuckold struggles. It's a long day.

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46

She doesn't mean any harm, she's just fulfilling your wishes!

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37

She's so generous to let you watch

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235

This is the moment of truth, what will you answer?

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28

Cleaning time!

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59

Show them your cage!

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15

She has prepared you with patience and will now ensure with rigour that her efforts were not in vain!

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36

Begging won't do much for my hubby.

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26

Whats it gonna be?

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111

The smaller the better

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28

I love to lock my hubby in his little cage!

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32

Chastity is its own reward

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160

who do you choose

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20

Such a Pathetic Cuck!

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24

Over time, rituals become established, that's just part of it!

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30

100%

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48

Just the right way to cool down on hot summer days!

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100

the gift

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45

Sometimes the decision to cuckold is very easy!

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23

Race Against the Clock by TangDraws

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56

Deal?

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38

Way ahead of you, i am already wearing it.

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235

Did you try to hide it and got caught? Well, then you have to explain yourself.

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192

Lol so humiliating

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17

Oh my god, did you just came soft?

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80

You knew beforehand what you were getting into!

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19