hentaichastity

Merry X-Mas to all the naughty Sissies! (OC)

hentaichastity
102

I think he likes it

hentaichastity
77
I think he likes it

Lock time

hentaichastity
56
Lock time

You should have kept your mouth shut

hentaichastity
174
You should have kept your mouth shut

The art vs the artist

hentaichastity
225
The art vs the artist

Pathetic

hentaichastity
48
Pathetic

Your mistress revealed to you months ago you would no longer be allowed to cum with your hands. It took some time, but you finally learned how to cum from her sharp spanks and heavy touch.

hentaichastity
66
Your mistress revealed to you months ago you would no longer be allowed to cum with your hands. It took some time, but you finally learned how to cum from her sharp spanks and heavy touch.

How do I Stop the base ring from Chafing/rubbing and leaving my balls burning

hentaichastity
175
How do I Stop the base ring from Chafing/rubbing and leaving my balls burning

Presenting Herself (UsagiHutch)

hentaichastity
16
Presenting Herself (UsagiHutch)

You were always a fan of seeing Chinese girls in traditional dress, but you never would have guessed your slim frame would work so well in the dress. Well, when your Chinese classmate found you wearing her dress in the locker room, she quickly blackm...

hentaichastity
80
You were always a fan of seeing Chinese girls in traditional dress, but you never would have guessed your slim frame would work so well in the dress. Well, when your Chinese classmate found you wearing her dress in the locker room, she quickly blackm...

Cute little cat boi locked and leashed

hentaichastity
141
Cute little cat boi locked and leashed

Do not resist and accept the gift of chastity

hentaichastity
107

Submit to bbc

hentaichastity
107
Submit to bbc

Good boy!

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302
Good boy!

Take it like a pro!

hentaichastity
76
Take it like a pro!

Being forced by your roommate to join an all girls dance group under the disguise of being a girl was embarrassing enough, But then you were given the task of learning how it felt to be a girl. That's when your roommate took away access to your l...

hentaichastity
65
Being forced by your roommate to join an all girls dance group under the disguise of being a girl was embarrassing enough, But then you were given the task of learning how it felt to be a girl. That's when your roommate took away access to your l...

NTR - Using vibrator on locked Dick!

hentaichastity
34
NTR - Using vibrator on locked Dick!

Playtime in mutual chastity

hentaichastity
23
Playtime in mutual chastity

Im your new maid master!

hentaichastity
16
Im your new maid master!

Eating Goddess out till she cums will get you released next week maybe

hentaichastity
180
Eating Goddess out till she cums will get you released next week maybe

No nut November is hard on her aching balls

hentaichastity
141
No nut November is hard on her aching balls

18 days have passed since you lost your bet with a friend. You agreed to be their "sex Slave" thinking this was going to be endless pleasure. If only you knew they planned on using you are an interactive experiment instead of a toy. Locked an...

hentaichastity
146
18 days have passed since you lost your bet with a friend. You agreed to be their "sex Slave" thinking this was going to be endless pleasure. If only you knew they planned on using you are an interactive experiment instead of a toy. Locked an...

Amanda said the sleep shirt was big enough to cover her cage...

hentaichastity
131
Amanda said the sleep shirt was big enough to cover her cage...

Tanya + chastity

hentaichastity
69
Tanya + chastity

My girlfriend's bull taking great care of me

hentaichastity
118
My girlfriend's bull taking great care of me

Locking yourself in chastity, a buttplug, and a body suit with a locked gag that forced you to eat your own precum was part of a deep kink of yours. Losing the keys to let yourself out of the locked bondage however, was not. Do you call your roommate...

hentaichastity
76
Locking yourself in chastity, a buttplug, and a body suit with a locked gag that forced you to eat your own precum was part of a deep kink of yours. Losing the keys to let yourself out of the locked bondage however, was not. Do you call your roommate...

Chastity girls

hentaichastity
186
Chastity girls

Sissy caught in the act!

hentaichastity
147
Sissy caught in the act!

Shiniest lock mistress

hentaichastity
142
Shiniest lock mistress

30.Rush - Sissygasm Rush (by Shibawiz)

hentaichastity
61
30.Rush - Sissygasm Rush (by Shibawiz)

Be a good little Boy for Mommy and make her a Orgasm.

hentaichastity
153
Be a good little Boy for Mommy and make her a Orgasm.

Simple self-bondage gone wrong

hentaichastity
62
Simple self-bondage gone wrong

Restless

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228
Restless

In need of this

hentaichastity
59
In need of this

Amy and Lexi's anniversary - ChasteWorld (more info in comments) (comms open!) (Repost, imgur problem)

hentaichastity
64
Amy and Lexi's anniversary - ChasteWorld (more info in comments) (comms open!) (Repost, imgur problem)

Who needs to cum when you have a owner like that.

hentaichastity
478
Who needs to cum when you have a owner like that.

Might be her new career - ChasteWorld (info in comments) (comms open!) (Imgur problem - Repost)

hentaichastity
50
Might be her new career - ChasteWorld (info in comments) (comms open!) (Imgur problem - Repost)

No Nut November in full swing

hentaichastity
56
No Nut November in full swing

Cute little Christmas present ;)

hentaichastity
63
Cute little Christmas present ;)

It took you the whole of summer, but you finally succeeded in your plan. You made yourself an escape proof chastity cage. Made from steel but formed perfectly to your body, you were now stuck in a creation of your own design.

hentaichastity
49
It took you the whole of summer, but you finally succeeded in your plan. You made yourself an escape proof chastity cage. Made from steel but formed perfectly to your body, you were now stuck in a creation of your own design.

I love submitting to her

hentaichastity
163
I love submitting to her

Caught with a vibrator in an all girls college

hentaichastity
309
Caught with a vibrator in an all girls college

Wanting to know what it really felt like to be a woman, you had your clitty locked up in a cage that was bolted shut, but that wasn't enough. Over time you added more and more restrictive rubber and steel until you couldn't see yourself as an...

hentaichastity
57
Wanting to know what it really felt like to be a woman, you had your clitty locked up in a cage that was bolted shut, but that wasn't enough. Over time you added more and more restrictive rubber and steel until you couldn't see yourself as an...

How many days can we get?

hentaichastity
424
How many days can we get?

31.Fire - It burns! (ShibaWiz)

hentaichastity
32
31.Fire - It burns! (ShibaWiz)

There are rules for being unlocked

hentaichastity
326
There are rules for being unlocked

New to chastity and want to train myself

hentaichastity
42
New to chastity and want to train myself

If your threesome doesn't look like this, don't even think about inviting me

hentaichastity
309
If your threesome doesn't look like this, don't even think about inviting me

It started with just experimenting with chastity, then wearing female clothing and then hypno. Before you knew it, your only pleasure was derived from the cum and pleasure of others. Now you spent your weekends at glory holes sucking down load after ...

hentaichastity
48
It started with just experimenting with chastity, then wearing female clothing and then hypno. Before you knew it, your only pleasure was derived from the cum and pleasure of others. Now you spent your weekends at glory holes sucking down load after ...

A fitting punishment for a cheater (Pink Horizons)

hentaichastity
27
A fitting punishment for a cheater (Pink Horizons)

Sissy slut

hentaichastity
29
Sissy slut

You never considered yourself a furry, but when a client messaged you and asked that you wear a tail and ears to the meet up, you found the best looking set you could find. The client was so happy, they promised they'd make you cum tonight, just ...

hentaichastity
93
You never considered yourself a furry, but when a client messaged you and asked that you wear a tail and ears to the meet up, you found the best looking set you could find. The client was so happy, they promised they'd make you cum tonight, just ...

The best kindve gold is the kind you dont have to dig for.. unless you want to

hentaichastity
15
The best kindve gold is the kind you dont have to dig for.. unless you want to

Pent up Link (@CombosDoodles)

hentaichastity
203
Pent up Link (@CombosDoodles)

new normal

hentaichastity
396
new normal

Theres no way out of this one

hentaichastity
10
Theres no way out of this one

It's been over 3 months since your online controlled chastity cage was hacked and your clitty was held hostage. It was Surprising it only took 3 months to completely feminize yourself and learn to orgasm with anal stimulation. The machines you fo...

hentaichastity
57
It's been over 3 months since your online controlled chastity cage was hacked and your clitty was held hostage. It was Surprising it only took 3 months to completely feminize yourself and learn to orgasm with anal stimulation. The machines you fo...

Throwing to Trash

hentaichastity
30
Throwing to Trash

You always found taller women attractive. When you finally found one who wanted to date you, you couldn't image the direction the relationship would take with the addition of just a simple lock and key. Now you spend your evenings on camera earni...

hentaichastity
48
You always found taller women attractive. When you finally found one who wanted to date you, you couldn't image the direction the relationship would take with the addition of just a simple lock and key. Now you spend your evenings on camera earni...

Open wide (@winnievondroid)

hentaichastity
110
Open wide (@winnievondroid)