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I Had a Huge Prostate Orgasm while Standing in Chastity

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

This is how students get trained and prepared for anal. Inflatable buttplug is inserted inside his asshole and pumped more and more to stretch his hole while ESTIM chastity power is gradually being increased making him go wild. 🖤INSTITUTION X🖤

11 Orgasms in 20 Min by MILKING DEVICE and PROSTATE MASSAGER

Chastity student gets prostate overstimulation behavioral lesson at Institution X

Prostate orgamsator inserted into the student of Institution X

Student gets anal stretching training while ESTIM intensity is gradually being increased on his chastity 🖤INSTITUTION X🖤

Chastity student gets trained by machine at Institution X

Chastity student restrained for anal prostate stimulation training. 🖤INSTITUTION X🖤

Chastity student tied for anal prostate stimulation training.

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

Our mission at Institution X is to make every male cum from anal prostate stimulation. This is superior way to cum producing stronger, longer orgas...

Prostate edging in the chastity. Student spread and impaled on the vibrating anal probe. __institution x

New chastity student gets automatic prostate massager inserted into his asshole for the FIRST TIME. I hope you get it now why we restrain our students for this kind of procedures.

Chastity student restrained for anal prostate stimulation training - institution x

Sub is instructed to get on the Sybian and position himself so the insertable part is in his asshole right against his prostate. If he fails this chal

Chastity is the only way your gonna learn sissy..

Freaky Dominant GILF Lillian Tesh Prostate Play Session

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? 💦💦

When a man curls his toes and shakes his feet while he's getting anal prostate stimulation you know it's fucking good!🔥😈🔥😉

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

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 🤤

Fucking Machine Prostate Milking 4 Orgasms Hands-free Restrained

Restrained Merciless Prostate Edging for Load Buildup

ANAL ORGASMATOR 1.0 prototype being tested on chastity slave. Finally the prostate massager which grabs your prostate the right way. We are looking for sex companies to mass produce this toy for us

ANAL ORGASMATOR 1.0 prototype being tested on chastity slave. Finally the prostate massager which grabs your prostate the right way. We are looking for sex companies to mass produce this toy for us

How do you like this type of prostate massage?😏

Prostate milking in chastity

Chastity Prostate Massage Sissy Porn GIF by boneshooter9

Chastity Sub Moaning and Growling While Vibrator is Milking His Prostate Handsfree HFO Orgasm 🙂

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

Moaning little caged squirt from my prostate massager

Prostate massager made a mess under my maid dress <3

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! 🙂

My aneros butt plug makes my caged clitty squirt prostate fluid through my panties SO MUCH

Getting the front and back massaged

Chastity Cock Milking Fountain

Chastity milking with Njoy wand

Pressed on his prostate while he was locked up

Prostate massage

Anal Vibe + Chastity = ❤️

How to orgasm in chastity

Chastity GIF by hotwifenatalie

If a prostate massager isn't enough to make you cum, then you didn't need it so badly after all 😈

Training with the prostate massage so she’s prepped for the real deal 🤧

#NoNutNovember day 8: vibrating prostate massager

#NoNutNovember day 2: prostate massage and precum licking

A little prostate massage

First time leaking prostate fluid after 4+ hours of masturbating in chastity cage with anal toy.

Cock locked. His body’s trembling. The machine’s hitting his prostate perfectly, and keeps him right at the edge, helpless…moaning...🙂 When your turn comes how long will you be able to handle this?

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