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I’d cum already about an hour before this, but was still able to milk a handsfree out of my prostate (Cockring was NOT on, purely there for aesthetics and to make my cock look nicer). Let me know if you’d like to discuss the technique

New chastity sub was instructed to assume this position until he reaches orgasm. He was claiming that he can't cum from anal... [bv prostate toy]

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

Edging and Denial: Chastity student gets his prostate stimulated and edged by anal probe over and over again until he starts begging to be machine fucked and made to cum from anal -Institution X-

My gf helped me with a prostate orgasm which covered all of my body and face

Couldn’t hold back with my prostate vibe in so I spanked my balls for punishment as I came. Sound on for moans and whimpers.

This is one of our most efficient methods for making students cum from anal prostate stimulation. Student gets restrained in the chair, dildo is in...

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?

THIS IS HOW REAL MEN CUM👇 Our mission is to teach every man how to reach ANAL PROSTATE ORGASM.

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..

Everyone must learn how to cum from anal prostate stimulation. You dont know what you are missing. Just listen to his moaning. 😃

Real prostate milking

Fucking and sucking my hot slutwife, while she toys my prostate and makes me cum for a minute straight

BDSM Anal Training Chair - Prostate Edging Procedure For Cum Buildup

Do you think timed electrodes are good motivation for this impaled student to cum from prostate stimulation? I hope he understands why he is restra...

Njoy prostate milking makes squirt and cum

My new prostate toy hit the spot!

Vibrations on my Prostate and Frenulum make me cum hard while still soft! 🤯

Just enjoying my prostate orgasm to the fullest with my Qwim from Neotori

A little Public Prostate Play

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? 💦💦

[25] Big Ass vs Prostate wand

Ever watched a gymbro flex and milk his prostate in the same video?

This is how we milk slaves at Institution X. Our mission is to make every man reach orgasm from anal prostate stimulation. This is the superior way to reach orgasm. It produces more powerful and longer lasting orgasms with a minimum refractory period.👍

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?

All men can cum from anal prostate stimulation. That is a fact.🙂👍

All men can cum from anal prostate stimulation. That is a fact.🙂👍

More twinks should be milking their prostates 😈

Love this vibrating prostate toy gives intense orgasm.

[NJoy wand] working my prostate and dripping every drop in my mouth.

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

Maid close up riding prostate cum 2

I love to milk out my prostate till the last drop!

Amazing Prostate Orgasm, Testing Male Sex Toy Anal Vibrator by Sohimi, Cumshot and Ruined Orgasm - RomainBigDad

So satisfying to push down on his prostate (I call it the pleasure button) and seeing his cock pour out the creamy cum. So much fun.

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

Winter break means more time to milk the prostate!

Milking my prostate. not the best camera skills

ANAL PROSTATE ORGASM BLUEPRINT 🌲❄⛄🧡🌲

That moment when I got my first prostate orgasm while fingering myself... I realized that I wasn't just a bicurious top

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

So satisfying to push down on his prostate (I call it the pleasure button) and seeing his cock pour out the creamy cum. So much fun.

Hands free prostate orgasm!

Hands Free Squirting Cum Anal Prostate Orgasm [OC]

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

Rock hard cock cums from anal prostate stimulation💦💦

Are you ready for Locktober? Did you learn how to cum from anal prostate stimulation? We can teach you😉

All men need to cum from anal prostate stimulation and we will make sure it happen. One way or another😈

Unforgettable Prostate Ecstasy: A Taste of Unbearable Pleasure

PURE ANAL PROSTATE ORGASM💦💦😏

catching my cum while milking my prostate

Tickling my prostate makes me drip 😌

30 MINUTES of prostate play with Sohimi vibrator, gives very good orgasm.

Huge cumshot from prostate milking

Had a little fun with some prostate play tonight

Opening my puckered hole with my prostate wand

Love milking his prostate 😘

This makes him so hard! I can feel his prostate swelling to cum!

Powerful prostate hands free orgasm

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