keyholdercaptions

Whomp whomp.

keyholdercaptions

18

Tug of war all by yourself

keyholdercaptions

50

Teachers pet

keyholdercaptions

57

It's quite easy for her to control you just by locking your cock away in the cage!

keyholdercaptions

41

thank you

keyholdercaptions

49

that key belongs to me, you know it

keyholdercaptions

30

Randomly Selected For Permanent Chastity

keyholdercaptions

62

She wanted it that way, as if she made it that way.

keyholdercaptions

58

From my favorit (dead) blog: saragirlsissyconfessions.blogspot.com"

keyholdercaptions

133

It can be explained as simply as that!

keyholdercaptions

29

No turning back

keyholdercaptions

199

she's just making sure it fits

keyholdercaptions

36

The popular Girl will use you and you will love it

keyholdercaptions

78

Girlfriends Sister

keyholdercaptions

52

Angela vs. Laura

keyholdercaptions

86

Let's start simple.

keyholdercaptions

381

you thought your keyholder would be a hot 18 year old. Now you have a mommy dommy

keyholdercaptions

19

No complaines from my side

keyholdercaptions

16

Its not like your dick is actually useful. So lets lock it up!

keyholdercaptions

44

Impressive logic, how can one still argue against it?

keyholdercaptions

82

Locked up either way

keyholdercaptions

107

Failure means ... well you see and hear it!

keyholdercaptions

19

maybe you should have picked a new college, at least you still have a girlfriend though

keyholdercaptions

18

Worth the sacrifice

keyholdercaptions

12

this weekend

keyholdercaptions

35

Yes honey. I'll give him a call.

keyholdercaptions

72

She set your scheduled release a month ago... but now her friend is coming over and she doesnt seem to care about it anymore...

keyholdercaptions

34

I guess your going to have to deal with being locked up!

keyholdercaptions

14

a sweet dom buys a new toy

keyholdercaptions

78

new college rules are affecting everyone, just some more than others

keyholdercaptions

42

It's just mind over matter...

keyholdercaptions

19

With a suitably strict key holder locktober becomes easy, or extra heavy, as the case may be :)

keyholdercaptions

45

The answer is no. No pussy, no orgasm, no release from now on.

keyholdercaptions

24

Ohhh, you got a little ouch and the other little things are bothering you....

keyholdercaptions

72

Marital bliss

keyholdercaptions

38

And your fate is going to be long and flaccid

keyholdercaptions

34

If you do a good job you might be seeing her naked

keyholdercaptions

31

The question of "if it happens" never actually arises!

keyholdercaptions

54

it'll be hard to do dishes when you're crying and leaking

keyholdercaptions

12

One Last Look

keyholdercaptions

19

It is often the simplest rules that lead to the fact that one remains closed for a long time and sometimes even forever!

keyholdercaptions

49

Size Comparison

keyholdercaptions

125

i get so nervous when i look at her!

keyholdercaptions

34

The story of your cock cage life

keyholdercaptions

39

classic!

keyholdercaptions

223

Tell me your choice hubby, my bull wants to hear it too

keyholdercaptions

22

Do we need to ask if FLR and chastity can really bring joy?

keyholdercaptions

28

you just need the right encouragement

keyholdercaptions

37

Naked and caged in the sun

keyholdercaptions

49

Valkyrae as a keyholder

keyholdercaptions

17

girls trip

keyholdercaptions

67

POV: youre furiously jerking off because its almost locktober

keyholdercaptions

19

keyholdercaptions

28

Do you think you can orgasm in this manner?

keyholdercaptions

85

Dacey or April?

keyholdercaptions

214

The shower you have been waiting 3 months for

keyholdercaptions

21

Edge goon and deny you while licking you cock up in its cage

keyholdercaptions

33

Servitude is the only logical option for weak beta men..

keyholdercaptions

72

These are the panties you stole the other day..

keyholdercaptions

107

Roll a dice or choose

keyholdercaptions

94