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She wants you aching and so very desperate you'll do ANYTHING for her.

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28

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

Cucks must always be in chastity

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41

She is always several steps ahead of Her trainees.

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31

Haha pure torture

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58

A "Treat"

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23

Chastity Text

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50

You promise?

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68

So are you?

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49

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

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192

He is only allowed to cum in the cage

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198

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

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46

Happy Weekends forever.

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26

Would you give up your orgasms for her?

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195

This will be a memorable trip for the Wife, but also for him.

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16

Inmate Chastised

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12

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

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122

100%

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48

A rhetorical question

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77

Looks like there was a call to your Wife.

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56

I love to lock my hubby in his little cage!

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32

Oh my god, did you just came soft?

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80

Uh oh, Her Sister is brutal

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32

Can you pick the right number?

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119

MiL's Proposition

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10

Race Against the Clock by TangDraws

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56

Slave to your stepdaughter

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217

Looks like you are going to be Her new pet.

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188

Haha you played yourself

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36

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

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23

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 roommate noticed something

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126

Women always want to feel secure. Very secure.

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42

Its not like I care!

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36

The smaller the cage the better

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12

friends like you

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12

Permanently marked with your status. There is no going back

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45

Haha silly slave

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34

Such a Pathetic Cuck!

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24

Playing sack-tap with her friends

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68

She might reward Her husband by letting him watch later, but not while he is still getting over that caning.

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28

A whole month of intense training, he'll be a changed "man."

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43

It is better that my hubby is locked up

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60

Just how I like it.

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12

You probably thought you would get an orgasm once, instead the level of security is increased again!

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156

It's your job to do as she wants

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24

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

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13

I wish I had to make this choice.

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30

Keep your dick caged all weekend beta!

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30

She carefully chooses

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16

Deal?

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38

Focus on those tits, and just think about cumming.

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23

This is your sex now.

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47

you're going to the chastity cage

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10

Sissy problems.

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55

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

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29

Way ahead of you, i am already wearing it.

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235

There are devices for men like you, who just can't measure up...

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11

Sounds like a fun game

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374

Punishing for insolence is Her fort. There will be no safewording out of this.

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22