hentaichastity

The pain of the small cage and a plug that was 2 sizes bigger than you were used to was almost too much, but the pure pleasure you were feeling from the rush of arousal was enough to keep you going forward with your training.

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The pain of the small cage and a plug that was 2 sizes bigger than you were used to was almost too much, but the pure pleasure you were feeling from the rush of arousal was enough to keep you going forward with your training.

At first you just paid her to come over and tease you, then it turned to dressing you up, then to chastity, now she demands not to be paid but to get to peg you anytime you want her over. You never knew you'd like it, but after 5 weeks of being l...

hentaichastity
172
At first you just paid her to come over and tease you, then it turned to dressing you up, then to chastity, now she demands not to be paid but to get to peg you anytime you want her over. You never knew you'd like it, but after 5 weeks of being l...

All dressed up and at the party, only you were aware of the cage you had locked onto your self earlier that night, that was until someone said to follow them to the balcony. Once there they demanded you show them what was making the jingling noise, n...

hentaichastity
299
All dressed up and at the party, only you were aware of the cage you had locked onto your self earlier that night, that was until someone said to follow them to the balcony. Once there they demanded you show them what was making the jingling noise, n...

Ooops

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322
Ooops

Boy you have no idea what you got yourself into~

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395
Boy you have no idea what you got yourself into~

Snail Darling

hentaichastity
20
Snail Darling

Big mommi milker

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123
Big mommi milker

Day 10 Day 481

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15
Day 10 Day 481

You always dreamed of a succubus materializing and then using you to her hearts delight, when one appeared you were ecstatic, however, that all changed when you realized she fed off your frustration and not the orgasms you thought you would have an e...

hentaichastity
160
You always dreamed of a succubus materializing and then using you to her hearts delight, when one appeared you were ecstatic, however, that all changed when you realized she fed off your frustration and not the orgasms you thought you would have an e...

Can someone force me to do this too

hentaichastity
32
Can someone force me to do this too

Title

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50
Title

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282

BBC addicted sissy whore

hentaichastity
46
BBC addicted sissy whore

Turns out you really are a perfect sissy slut! (OC)

hentaichastity
48
Turns out you really are a perfect sissy slut! (OC)

Tease me more

hentaichastity
22
Tease me more

my first try at digital drawing

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56
my first try at digital drawing

You're late

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26
You're late

Out for a walk

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160
Out for a walk

Nip play

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112
Nip play

why hasn't anyone 3D printed this cage? I would buy it in a heartbeat.

hentaichastity
103
why hasn't anyone 3D printed this cage? I would buy it in a heartbeat.

GF / Wife Locked him up and Made Him watch Closely

hentaichastity
58
GF / Wife Locked him up and Made Him watch Closely

I wish that was me

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226
I wish that was me

Y-yes I have the chasity on master ( Artist Unlila )

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191
Y-yes I have the chasity on master ( Artist Unlila )

Title

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134
Title

cool title

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34
cool title

Even a sissy wanna worship a superior cock (SammyTheLewdFrog- Open Comms)

hentaichastity
11
Even a sissy wanna worship a superior cock (SammyTheLewdFrog- Open Comms)

It had only been 3 weeks since you were locked up by the strange person at the bar, however, you were told if you wanted to cum, you had to record it in your sissy clothes and do it anally. Apparently 3 weeks was enough time to make this sound very r...

hentaichastity
197
It had only been 3 weeks since you were locked up by the strange person at the bar, however, you were told if you wanted to cum, you had to record it in your sissy clothes and do it anally. Apparently 3 weeks was enough time to make this sound very r...

Sparkle Sparkle

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374
Sparkle Sparkle

Goth link

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74
Goth link

I-No and Axl in private [OC] (Dide6an)

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79
I-No and Axl in private [OC] (Dide6an)

Wear it until you look like this

hentaichastity
15
Wear it until you look like this

Merry Christmas Slave

hentaichastity
127
Merry Christmas Slave

The art vs the artist

hentaichastity
701
The art vs the artist

You were told you'd be locked in the cage until you willingly ate your own cum, you figured it wouldn't be hard, you had eaten a little off your hand before. Unbeknownst to you, your owner's idea was an entire bowl load. It took a long ti...

hentaichastity
413
You were told you'd be locked in the cage until you willingly ate your own cum, you figured it wouldn't be hard, you had eaten a little off your hand before. Unbeknownst to you, your owner's idea was an entire bowl load. It took a long ti...

Staying on a mansion of two naughty sisters

hentaichastity
175
Staying on a mansion of two naughty sisters

this is embarrassing

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85
this is embarrassing

Art by Soushiyo

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77
Art by Soushiyo

POV: You just brainfucked me

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18
POV: You just brainfucked me

He just got a little bit more feminized (SammyTheLewdFrog- Open Comms)

hentaichastity
13
He just got a little bit more feminized (SammyTheLewdFrog- Open Comms)

Naruto - Tsunade Taking BWC and Locking Black small dick In chastity!

hentaichastity
17
Naruto - Tsunade Taking BWC and Locking Black small dick In chastity!

lovin it

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506
lovin it

Huh

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266
Huh

Chastity was never really your thing, but neither was latex, however, now you find yourself at the mercy of a sadistic but sexy woman who only wants to torture you and keep you on the edge of horny insanity.

hentaichastity
137
Chastity was never really your thing, but neither was latex, however, now you find yourself at the mercy of a sadistic but sexy woman who only wants to torture you and keep you on the edge of horny insanity.

Chastity Dildo (for females) by kinkydept

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206
Chastity Dildo (for females) by kinkydept

Stuck and loving it

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21
Stuck and loving it

time to get in the cage

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115
time to get in the cage

Happy Easter (SammyTheLewdFrog-Open comms)

hentaichastity
53
Happy Easter (SammyTheLewdFrog-Open comms)

Kept in chastity

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135
Kept in chastity

I need someone to train me just like this

hentaichastity
38
I need someone to train me just like this

hentaichastity
10

Meloetta (Pokmon) cosplay 18+

hentaichastity
19
Meloetta (Pokmon) cosplay 18+

Chastity dream

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564
Chastity dream

Waiting

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232
Waiting

Show off your pussy, sissy! (OC)

hentaichastity
60
Show off your pussy, sissy! (OC)

A quick peek in the metro......

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103
A quick peek in the metro......

hentaichastity
40

the road of chastity

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173
the road of chastity

(COMMISSIONS OPEN) Complete bliss

hentaichastity
25
(COMMISSIONS OPEN) Complete bliss

sissy in chastity need to help clean up

hentaichastity
214
sissy in chastity need to help clean up

Never been pegged, but wish someone would force me to take it.

hentaichastity
192
Never been pegged, but wish someone would force me to take it.