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I Had a Huge Prostate Orgasm while Standing in Chastity

Edging Handjob, He's Not Allowed To Cum

Short clip of the massage I gave her after she came last Sunday. It doesn't show the cage but it does show her perfect round butt.

Massage gun torture!

(22m) playing with my prostate massager while locked up! i'm not allowed to cum any other way 🥺 i wish a daddy could replace the toy with his cock

Cumming with nipples play and massaging perineum ☺️☺️

Caged and cumming with prostate massager

Newbie chastity sub goes wild during prostate milking procedure [hismith dildo]

Chastity student instructed to sit impaled on the Sybian for 20 min. Purpose of this test is to check his behavior during the most intense way of prostate stimulation while I am making him orgasm 15 times -Institution X-

Tenga egg, chastity cage and prostate massager is definitely nice combination. He was really close to cumming but somehow managed to keep it in, second time he couldn't and got ruined ? Remember to check comments ?

The longer I am in chastity the more i want a dick inside me. 😉

Institution X: Chastity student restrained for anal endurance training while his cock is being electrocuted. This procedure is preprogramed and he will have to endure it until the end no matter what.

ESTIM buttplug chastity and pads. NO STOPING NO MERCY Pure hell but he has to take it as a punishment for being caught masturbating

Chastity student gets trained by machine at Institution X

Cozy in my CK

foot massage

I was told to lotion and massage her pussy

Tasty squirt in chastity with njoy (sorry for out of focus 😩)

Chastity Machine Prostate Massage Sissy gif

Chastity is the only way your gonna learn sissy..

🔥Once you try anal you will never go back😃👍 After he reached orgasm the begging started. Yea, he was begging me for more. I gave him more with pleasure. He came 4 times during this session.

A foot massage while he's locked away... Perfection 😍

I am being teased by my friend in chastity. 😊 Story in the comments

What do you think… does my slave deserve to cum?

THE BEST FEELING IN THE WORLD🔥 Chastity student is restrained and machined brutally until he reaches anal prostate orgasm. Moaning, shaking, goosebumps... Perfection!!!😏Who wants to cum like this? 💦💦

Did I do it right?

Some fun with a tiny wand, conductive chastity cage combined with e-stim device and thick vibrating plug 💦

I promised my unbearably horny friend a dick massage. Not sure if ruining him in the cage helped. But I kept my word. 😄 Short story inside

ESTIM Chastity Anal Training At INSTITUTION X

Behavior Test For Horny Chastity Sub. FUCK MACHINE 0-MAX. Rate Him 1-10😉

All this chastity wearing is finally paying off 🤤

This sex machine makes my climax last forever. I'm addicted.🥵🤪🤪

Chastity GIF by duvaljean

Prostate milking in chastity

Chastity Prostate Massage Sissy Porn GIF by boneshooter9

my new "massager" delivers!

INTENSE caged orgasm with help from my prostate massager 💦

Every male friend that ever gave me massage tried to fuck me. Good luck trying it now 🤭

Giving my caged friend a little feet massage 😊

And once sub releases his load our assistants will take him back to his cell, restrain him and start teasing him again and driving him crazy until the next shift rives. ---Institution X---

Locked in chastity, come goon to sissy hypno with me bud

Used a prostate massager on Luke. Worked a little too well, but we had a great time 😊Story inside

Chastity and prostate vibration

The only type of pleasure chastity boys get! 🙂

The perfect orgasm for my slave 💦🔐

Getting the front and back massaged

This beta deserved to cum today. Want some of this too?

Chastity Cock Milking Fountain

Pressed on his prostate while he was locked up

I deny you for months, your balls are blue and swollen. And you in return treat me like a goddess, worship and massage me daily!

My husband worshiped me and begged for a massage. Do you think he enjoyed it?

Day 2/30 | Wifey massaging my balls this fine morning

After 200 days (6m+) of being locked 24/7 she marked the occasion by giving my sore balls a very firm massage (link in comments if sound doesn’t work)

No reason to unlock you. Oil, fingers, and toys work just fine 🤭

Anal Vibe + Chastity = ❤️

Milking it out properly 🥛💧

How to orgasm in chastity

Do you think he was excited to come out of his cage? 🤭

Chastity GIF by hotwifenatalie

Fucking My Clipped Clitty 🥰