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100
Thats now how it works...
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31
A tiny cage with spikes will have you beg indeed.
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13
EFFORTLESS [chastity] [femdom] [permanent]
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137
Beach date pickup
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10
No sign of a release
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83
Humiliation and submission at University Part 4 - image credits to tugmy2nipples
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21
You asked for a sexy picture and landed yourself an extra 3 months of chastity.
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26
New roommate agreement
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53
Humiliation and submission at University Part 1 - image credits to tugmy2nipples
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12
It is no longer your decision when it has been long enough!
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299
Humiliation and submission at University Part 3 - image credits to tugmy2nipples
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23
Your girlfriend has a knack for keeping you in line!
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56
OBITUARY [chastity] [permanent] [exposure]
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38
.. but first I will lock you up
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11
The never cheating way - original mcap_op caption
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50
Regular checks are needed even in a cage with spikes!
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25
are you happy about how things turned out?? - original mcap_op caption
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15
Who's up for a spring cleaning?
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120
Humiliation and submission at University Part 13 - image credits to tugmy2nipples
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12
Step out of your comfort zone!
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62
How much do you crave my cock?
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21
which hole do you want to see?
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55
Just a quick signature giving me control over that locked up nub for a whole year. Little freak, youre drooling in anticipation
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37
A small price to pay
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45
St. Chastity Boarding School 101
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50
Humiliation and submission at University Part 10 - image credits to tugmy2nipples
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30
I just love the sound
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34
It's all fun and games
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90
Reasons to (not) cheat - original mcap_op caption
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41
Humiliation and submission at University Part 9 - image credits to tugmy2nipples
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Youd just strain against your cage if you saw her perfect tits!
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294
Nothing manly
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11
Her bull gives her all kinds of ideas.
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67
Your key gets more action now
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Some dates cang get really odd - original mcap_op caption
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12
Think about me
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61
Dumb Question. (Trans)
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28
Let the games begin
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56
You're not just handing over the keys, you're handing over everything!
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It was even more humiliating when I realized that they'd sent her BF out to buy epoxy for my cage!
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54
Keep Holding On
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22
I love treating and training my pets.
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24
Drinks are on you I guess
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22
Humiliation and submission at University Part 11 - image credits to tugmy2nipples
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They are all just colleagues. Have fun on your first day at work!
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52 - A very bad puppy [Femdom] [Hentai] [Boots] [Chastity] [Humiliation] [Slave] [Petplay] [Group]
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I'll make your clitty go crazy
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15
DRIP DRIP DRIP [chastity] [anal] [permanent]
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61
Did you have a promise to her that would be forever? Well, now she is the keeper of your promise!
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134
Humiliation and submission at University Part 12 - image credits to tugmy2nipples
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28
Would you let your keyholder do this?
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99
INESCAPABLE [chastity] [femdom] [dildo]
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26
Would you beg her to take your key?
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22
Love when "tuff" boys finally submit.
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75
Humiliation and submission at University Part 8 - image credits to tugmy2nipples
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37
You will be throbbing in that cage
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109
Come on, give in, you know you want to
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She is experienced and knows when the fun starts!
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Weren't you listening at the time?
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63