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Someone was overdue for their Milking... 😈

Helena Quest Milks Cock

New Vibrating Prostate Toy - Success

Giving [m]yself a fantastic milking ;) I love giving my prostate some love

Slave restrained for ruthless prostate milking procedure -Institution X-

Fucking Machine Prostate Milking 4 Orgasms Hands-free

Restrained for Ruthless Prostate Milking Procedure [hismith machine]

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

Ass wiggle, prostate pulsate, cock explode

I love when my wife milks me til I explode 🔥

I want you to spend the rest of the day thinking about how good it would feel to have your prostate milked like this..

Student locked for prostate milking at Institution X

Student restrained on the Sybian and examined for behavior flaws while his prostate is getting milked and he is orgasming over and over again. 🏴Institution✖🏴

Let me bend you over and milk your prostate 💕

Fucking Machine Prostate Milking 4 Orgasms Hands-free

Maitresse Madeline Marlowe Prostate Milking Extravaganza

Njoy wand + massage gun = huge messy handsfree load

Balls bound, prostate toy in and moaning to a huge orgasm after a night of edging.

Student was told to stand still while the machine is milking his prostate ___Institution X

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

Restrained on the Sybian and examined for behavior flaws while his prostate is getting milked and he is orgasming over and over again. 🙂😏

Student is moaning like crazy while his prostate is being stimulated. He is restrained and there is nothing he can do to escape until anal probe milks him completely dry and professor releases him ___Institution X

Fucking Machine Prostate Milking 4 Orgasms Hands-free Restrained 🖤INSTITUTION X🖤

The end of a long milking session!

4 Orgasms Hands-free Restrained Fucking Machine Prostate Milking

He came like 3 times more than usual with my prostate milking[oc]

Restrained impaled sub gets his prostate milked dry 😈

My sub gets some pain, teasing and a prostate release.

Intensely milking his prostate

Fucking Machine Prostate Milking 4 Orgasms Hands-free Restrained Femdom

Shot one hell of a load with the prostate stimulator in ;)

[OC] Admit it, you wanna be milked by like like a ketchup dispenser?

Fingering his prostate and pounding his hole drives me crazy 😍💦

Fingering his prostate perfectly prepares his ass for my big dick 😏

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

Fucking Machine Prostate Milking 4 Orgasms Hands-free Restrained

Anal prostate milking is the only way chastity students are allowed to get a release. 👍

Fucking Machine Prostate Milking 4 Orgasms Hands-free Restrained

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.👍

This is how we milk slaves. 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.👍

Inmate 3210 gets restrained for prostate milking procedure. 🖤INSTITUTION X🖤

sloppy blowjob while stimulating prostate

More twinks should be milking their prostates 😈

... and when the impalement method stops working there are more intense ways of P-spot stimulation🙂. Mechanical prostate milking will make them ejaculate no matter what. Over and over and over again😈

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.

Its fun locating the prostate in his ass. Milked him like a ketchup dispenser.

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!

Seducing my patient 👩🏻‍⚕️🩺 I made sure his cock was throbbing before I milked his prostate... 🩺

Fucking Machine Prostate Milking 4 Orgasms Hands-free Restrained

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

Fucking Machine Prostate Milking 4 Orgasms Hands-free Restrained

Anal prostate milking for chastity slaves

Intense anal probe prostate milking - 4 squirting anal orgasms💦💦

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

Decided to go up to the medium length of my sounding rod kit (there’s 3 of them) this one definitely hits my prostate 🤤

It’s time for your milking 😈

One more! Milking and drinking it

Cock Milking GIF by nosubstance

Huge handjob/prostate cum