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She is always several steps ahead of Her trainees.

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31

The beauty of cuckolding

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53

The future is looking real good!

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11

Oh thats a shame

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76

It's tight ya?

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21

You lost the bet

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10

It's best to present him with a fait accompli right away and a few hours' notice should also suffice so that he can adjust to it!

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110

Seems like the guidebooks gave really good tips, let's see if the next guidebook is just of the same quality.

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25

Chastity has turned you into the perfect boyfriend.

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17

You may have thought she wouldn't be strict and tough enough, but you were wrong!

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355

Were you trying to say that you wouldn't enjoy it?

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43

we agreed

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24

Who wouldn't listen for such a view.

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225

Two for one is a real bargain

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26

Great idea!!

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33

MiL's Proposition

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10

Permanently marked with your status. There is no going back

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45

Can you pick the right number?

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119

Shrinking is normal

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157

Somehow women always have cold feet ;)

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58

It was worth the wait, she can finally lock you up permanently!

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47

[OC] another one of my queen

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26

Great deal

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37

Chastity is the best thing ever

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106

Yes she's for real, and no you won't find the keys

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31

As a couple, you should really do this whenever possible!

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119

Hahaha now thats funny

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32

Enjoy the spikes

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76

Better start sniffing

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19

After all, you had the chance to say "no"!

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135

Of course you are still "usable" for her as a cuckold!

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85

Playing sack-tap with her friends

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68

Just how I like it...

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104

chic behavior

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11

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

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22

Have a great time gooning for her

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46

Nothing you can do

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246

New Update

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270

What were you thinking?

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11

She found out about your addiction and locked you up.. and then had some fun.

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26

Painful summer for you

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104

Sissy problems.

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55

This is what you've been reduced to.

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22

But you'll remain locked...

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14

She keeps it safe

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24

She knows exactly how to remind you that your cock is too small!

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15

Hung, Strong, Huge, ALPHA Dicks. ONLY. Shrimp dicks belong in chastity.

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10

Your stepdaughters BFFs are Olivia and Ariana

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49

You should never ask for a release when you get to look at tits like those

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95

Your roommate noticed something

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126

Hahah now thats funny

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27

No matter if "only" locked or sissy, you will need it after a few days or weeks!

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27

He probably won't be fucking anytime soon

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37

Looks like there was a call to your Wife.

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56

You work, she fucks

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64

one of them is kept Pussy free, and the other gets to use her pussy freely!

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22

Haha now thats humiliating!

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31

You promise?

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68

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

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11

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