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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]

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

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! 🤯

A little Public Prostate Play

massive cum loads on my Onlyfans come watch #cum

[25] Big Ass vs Prostate wand

My cock exploding from my massager

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

Love this vibrating prostate toy gives intense orgasm.

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

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.

Winter break means more time to milk the prostate!

Milking my prostate. not the best camera skills

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]

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

Sucking Out A Huge Pulsating Load Of Cum. 🦄💦💦💦

Orgasm by using massage gun

New massager made me shoot precum. I’ve a new fav toy

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

Huge cumshot from prostate milking

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

Had a little fun with some prostate play tonight

Opening my puckered hole with my prostate wand

Could you make me cum this hard? Check out my Fansly for hundreds of more clips like this!

Oozing out cum…

Aneros Progasm making lots of thick cum running down my legs

Aneros Progasm making me shoot cum halfway across the room

Watch my boyfriend poke my g-spot until I cum :P Should I be embarrassed?

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

Eating cum off a cookie

Mid session cum

Toying my ass until cum streams down my soft cock

Slowly milking super thick stream of cum before cumming hands free

Dildo made me cum ahnds free, used my cum as lube

THE MOST INTENSE WAY TO CUM 🙂 Look at him shake and tremble 😀

This is the only way I cum now it’s amazing! Super hard but cumming from my hole feels so good

Can't believe how much cum I had left after milking so much out

Aneros progasm making me cum so hard my legs shake

The toy flew as far as the cum

Shooting cum across the room

Perineum massage makes me orgasm🤤

[28] Playing with my prostate always gets me leaking like crazy.

Could you make me grind your lap like my massager does?🥰