keyholdercaptions

I love treating and training my pets.

keyholdercaptions

24

A small price to pay

keyholdercaptions

45

Humiliation and submission at University Part 5 - image credits to tugmy2nipples

keyholdercaptions

17

Nothing manly

keyholdercaptions

11

No orgasm today, and itll be a long while until you get another chance!

keyholdercaptions

106

Watching your Goddess

keyholdercaptions

23

'caged and sucking'

keyholdercaptions

86

Humiliation and submission at University Part 12 - image credits to tugmy2nipples

keyholdercaptions

28

The never cheating way - original mcap_op caption

keyholdercaptions

50

Reasons to (not) cheat - original mcap_op caption

keyholdercaptions

41

READY OR NOT [Darkest-Muses]

keyholdercaptions

40

Now she says that she gave one of them my key! How am I going to earn it back?!

keyholdercaptions

47

No sign of a release

keyholdercaptions

83

Your wife has to ask her mother to unlock your chastity cage to release you. Its been 2 years and shes never said yes once.

keyholdercaptions

34

Lauren Alexis as your BFF keyholder

keyholdercaptions

26

You know which one I'd pick, and that's why you stay locked

keyholdercaptions

57

Humiliation and submission at University Part 7 - image credits to tugmy2nipples

keyholdercaptions

11

if you want to try it on for size, I have a special hat for you

keyholdercaptions

30

Humiliation and submission at University Part 10 - image credits to tugmy2nipples

keyholdercaptions

30

Humiliation and submission at University Part 2 - image credits to tugmy2nipples

keyholdercaptions

37

St. Chastity Boarding School 101

keyholdercaptions

50

Did you have a promise to her that would be forever? Well, now she is the keeper of your promise!

keyholdercaptions

134

But would you?

keyholdercaptions

50

'Can't Go Back . . .'

keyholdercaptions

169

Humiliation and submission at University Part 11 - image credits to tugmy2nipples

keyholdercaptions

60

Who's up for a spring cleaning?

keyholdercaptions

120

Humiliation and submission at University Part 8 - image credits to tugmy2nipples

keyholdercaptions

37

being pussyfree is SEXY

keyholdercaptions

22

You're going to be the only one not having fun tonight.

keyholdercaptions

27

She makes it sound like it was yesterday.

keyholdercaptions

197

It is no longer your decision when it has been long enough!

keyholdercaptions

299

Kinda bothered

keyholdercaptions

17

Are you a good boy?

keyholdercaptions

14

Think about me

keyholdercaptions

61

I just love the sound

keyholdercaptions

34

The delivery wasn't so descrete

keyholdercaptions

114

are you happy about how things turned out?? - original mcap_op caption

keyholdercaptions

15

Keep Holding On

keyholdercaptions

22

You will be throbbing in that cage

keyholdercaptions

109

Dumb Question. (Trans)

keyholdercaptions

28

Humiliation and submission at University Part 3 - image credits to tugmy2nipples

keyholdercaptions

23

Thats now how it works...

keyholdercaptions

31

Love when "tuff" boys finally submit.

keyholdercaptions

75

Humiliation and submission at University Part 1 - image credits to tugmy2nipples

keyholdercaptions

12

Humiliation and submission at University Part 6 - image credits to tugmy2nipples

keyholdercaptions

31

Your skills have improved

keyholdercaptions

29

She always celebrates locking up a new chastity slave!

keyholdercaptions

65

How much do you crave my cock?

keyholdercaptions

21

Come on, give in, you know you want to

keyholdercaptions

24

You know it's for the best.

keyholdercaptions

82

Humiliation and submission at University Part 4 - image credits to tugmy2nipples

keyholdercaptions

21

They are all just colleagues. Have fun on your first day at work!

keyholdercaptions

72

I know you want it

keyholdercaptions

30

Humiliation and submission at University Part 9 - image credits to tugmy2nipples

keyholdercaptions

62

Some dates cang get really odd - original mcap_op caption

keyholdercaptions

12

Would you let your keyholder do this?

keyholdercaptions

99

which hole do you want to see?

keyholdercaptions

55

Gym buddies

keyholdercaptions

45

It's time to train you

keyholdercaptions

14

It's all fun and games

keyholdercaptions

90