keyholdercaptions

Training you to be a better Boyfriend, through chastity.

keyholdercaptions

89

She knows that the real thing will be longer and wider. She also knows he does not.

keyholdercaptions

37

You know what they say, "The smaller the cock, the tighter the lock."

keyholdercaptions

21

Your Goddess commands, so it will be

keyholdercaptions

81

Sph is pretty dumb

keyholdercaptions

35

They all know about you

keyholdercaptions

21

Know your keyholder

keyholdercaptions

35

ill let you hold my bag

keyholdercaptions

29

Make her proud <3

keyholdercaptions

29

Anyone want to rp some sister chastity scenarios?

keyholdercaptions

57

She prefers REAL men

keyholdercaptions

18

A keyholder may well be selfish

keyholdercaptions

62

unsatisfactory!

keyholdercaptions

45

Everybody will be staring

keyholdercaptions

12

Ass-eating chastity slut

keyholdercaptions

10

Is this what you wanted?

keyholdercaptions

39

Would you suck my Alpha's cock?

keyholdercaptions

27

Muffin time

keyholdercaptions

58

I can't believe how small it is!

keyholdercaptions

62

Small Penis Problems

keyholdercaptions

25

As he has been caged since before the beginning of Locktober, throughout No-Nut-November, knowing that Denial December is upon them, only with a new, smaller cage should thrill him. Of course She didn't ask his opinion.

keyholdercaptions

108

Domestic pussy slave.

keyholdercaptions

24

Would you sign up?

keyholdercaptions

47

Your long-awaited release.

keyholdercaptions

114

Lock your dick for me, its useless anyway

keyholdercaptions

29

Save a horse ride a cowboy...

keyholdercaptions

87

Ironic, isn't it?

keyholdercaptions

79

Behave

keyholdercaptions

349

Incentivizing good behavior is an essential part of training the male.

keyholdercaptions

11

Most of Her girlfriends have locked their husbands and boyfriends up. It seems like a natural way to maintain a relationship to Her.

keyholdercaptions

32

you're a good boy

keyholdercaptions

13

You'll love it

keyholdercaptions

447

Roll of the Dice

keyholdercaptions

108

Don't forget to bark!

keyholdercaptions

53

I love to "work" with wax So his little cock is even more useless than before!

keyholdercaptions

28

Choose your fate

keyholdercaptions

434

she likes to hear you say it

keyholdercaptions

162

Moving in with your Mistress

keyholdercaptions

16

Model credit to u/Greenhat09. Cap by me.

keyholdercaptions

195

Lock your clit and suck his cock

keyholdercaptions

57

I guess not

keyholdercaptions

18

You DESERVE to be denied.

keyholdercaptions

29

Shower Duty by xcc01

keyholdercaptions

46

How many sizes do you think that there are between the one you're in and flat?

keyholdercaptions

85

She noticed that he got excited whenever she described sex with her boyfriends, Most probably he would lose within two minutes. She would, then put him back into chastity and leave him there for the remainder of the day.

keyholdercaptions

16

Are you willing to become hers forever?

keyholdercaptions

19

Still time

keyholdercaptions

109

How to become a knight

keyholdercaptions

76

A birthday BJ!

keyholdercaptions

178

series of enemas

keyholdercaptions

19

Further training will certainly be fear-inducing.

keyholdercaptions

42

Lock your clit and suck his cock like a lollipop

keyholdercaptions

21

She's tough but fair.

keyholdercaptions

52

Price of Live Porn

keyholdercaptions

10

Caged and put on Estrogen

keyholdercaptions

10

Do I see someone getting excited?

keyholdercaptions

52

Alexis Grace & Alison Tyler have important ball busting safety tips [oc][cbt][femdom]

keyholdercaptions

19

Another Key to the Collection.

keyholdercaptions

53

I will be brief

keyholdercaptions

14

Can u handle it ?

keyholdercaptions

28