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Sissy crossdresser cums from anal locked in urethral chastity, sissygasm/prostate milking 2

Sissy crossdresser cums from anal locked in urethral chastity, sissygasm/prostate milking 1

I like this position so much, my toy manages to hit my prostate at the perfect angle and the result is there in less than 5 minutes I cum

[47] Prostate massager gave me one of strongest orgasms of my LIFE!

Everyone thinks they can't reach prostate orgasm until they get restrained in this chair

New chastity sub was instructed to assume this position until he reaches orgasm. He was claiming that he can't cum from prostate stimulation...

Student of the Institution X instructed to stand still while the machine is stimulating his prostate

Restrained Sub Twitching Impaled on [Devil Dildo] until he Reaches Handsfree Anal Prostate Orgasm

Everyone thinks they can't reach anal prostate orgasm until they get restrained and machined mercilessly.🙂

Student has to choose. Orgasm from anal prostate stimulation every 5 min or elector torture when the timer runs out. 🖤Institution X🖤

Restrained Sub Twitching Impaled on Devil Dildo until he Reaches Handsfree Anal Prostate Orgasm😈

RAW ANAL PROSTATE ORGASM🤩💥 THIS FEELS SO AMAZING!!!!💦 I AM ADDICTED😀

FUCKING MACHINE PROSTATE MILKING 💦 MULTIPLE ORGASMS💦 Would you take a seat?😃 ---institution x---

INSTANT ANAL PROSTATE ORGASM 🤩💥💦💥💦

Enjoy the View and moaning😋: Impaled on the vibrator prostate stimulation.

THIS IS HOW REAL MEN CUM🔥 Only the bravest males dare to reach orgasm induced by anal prostate stimulation. Soon we will teach all males to cum this way. -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 c...

Student restrained and machined for anal prostate orgasm training . He knows the machine will keep fucking him until he cums and there is nothing he..

Chastity student restrained for anal prostate stimulation training - institution x

4 ORGASAMS with ANAL VIBRATING PROSTATE MACHINE - makes him MOAN in PLEASURE

4 Orgasms Hands-free Restrained Fucking Machine Prostate Milking

Everyone thinks they can't reach prostate orgasm until they get impaled and restrained😈

Restrained impaled sub gets his prostate milked dry 😈

Ass Anal Teen Big Dick Cumshot Cum OnlyFans Dildo Prostate Massage Hands Free

Fucking Machine Prostate Milking 4 Orgasms Hands-free Restrained

Ruthless prostate stimulation by powerful fucking machine while getting his cock electroshocked⚡

Restrained New Sub is Screaming and Resisting while I Teach Him to Cum with a Prostate Massager 🔥

Restrained Sub Twitching Impaled on Devil Dildo until he Reaches Handsfree Anal Prostate Orgasm

Every Straight Guy Should Experience A Prostate Orgasm At Least Once In His Life 👍

Straight Man Tries Anal Prostate Orgasm 💦

6 ORGASMS in 9 Min - Milking Device + Prostate Massager

Hands free aneros prostate orgasm. Came too hard and missed the bowl.

Hands free prostate orgasm!

Best Prostate Orgasm, Male Sex Toy Anal Vibrator by Sohimi, Cumshot and Ruined Orgasm. 10% on sweetannabella(dot)net

Fucking Machine Prostate Milking 4 Orgasms Hands-free Restrained

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

REMOTE CONTROL PROSTATE VIBRATOR SESSION - INSTITUTION X

Rock hard cock cums from anal prostate stimulation💦💦

Plug n Play - All men can reach orgasm by getting their prostate stimulated. The student has to stay in the position until he ejaculates or our assistant will come and use a cattle prod on his perineum.🙂

6 ORGASMS in 9 Min - Milking device + prostate massager

11 Orgasms in 20 Min by MILKING DEVICE & PROSTATE MASSAGER

Restrained New Sub is Screaming and Resisting while I Teach Him to Cum with a Prostate Massager💦💦💦

ERECTION CHAIR - 1 hour of agony for restrained slave. His every movement every breath every twitch makes him stimulate his prostate and makes him orgasm over and over and over again and he cant do anything about it.

Restrained Student Moaning And Growling While His Prostate Is Being Milked💦💦💦 Institution X

Beyond Limits: Prostate Stimulation and Unbearable Pleasure

Spread, tied and impaled on the prostate vibrator gets edged and denied over and over again.🥵⚡

PURE ANAL PROSTATE ORGASM💦💦😏

Tickling my prostate makes me drip 😌

I can’t get enough of the prostate rubs. It’s like one long orgasm.

Rubbing this small dildo right accross his prostate.

🔸EXPERIMENT: 3 MIN PROSTATE ORGASM CYCLES🔸

I strapped him to my love bench and played with his prostate

when a man curls his toes when he's getting the type of anal/rectal/prostate stimulation you know it's fucking good !

Cumming with my buttplug massaging my prostate. My balls are so tight!

2 mini ejaculations from prostate play. does this count?

I love prostate milking

[24] got something else to massage my prostate with?

YOU CHOOSE HIS TORMENT - EXPERIMENT ANAL PROSTATE ORGASM EDGING

I got a new prostate massager that feels amazing. It feels so good I'm gonna cum soon

First time cumming from anal! Not sure if this was a full prostate orgasm or just milking.