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Anal Orgasm

Heavy anal orgasm after a realy messy session.

Handsfree orgasm with vector nonslomo

Hands free prostate fun

Blocking my Cumshot while a prostate-vibrator is doing its work!

Daddy I wet the bed again I need to be punished. (I squirt like a real girl when I orgasm)

Still haven’t had an anal orgasm. Maybe I just need a little help 🤷🏼‍♂️

Naughty orgasm

milking the prostate GIF by handsfreeb

Need to be filled and milked from behind. Begging for a P orgasm 🥵

Sub Kept On The Edge Of Orgasm For Hours 🔥😈🔥 -Institution X-

Sub Kept On The Edge Of Orgasm for Hours by Slow Relentless Fucking Machine 😀

Ever have a 2 minute orgasm?

Student Gets His Testicles Electrostimulated While the Dildo Makes Him Orgasm Over And Over Again. ESTIM Is On Max Power The Entire Time And There Is Nothing He Can Do About It. 🖤INSTITUTION X🖤

Explosive orgasm with one vibrator in his ass and one vibrator on his cock. This is his biggest cumshot ever after 7 days of edging💦

Love using my dildo for a hands free orgasm. Just wish I could try the real thing.

🔥Once you try anal you will never go back😃👍 After he reached orgasm the begging started. Yea, he was begging me for more. I gave him more with pleasure. He came 4 times during this session.

Sub Kept On The Edge Of Orgasm for Hours by Slow Relentless Fucking Machine 😈 🖤INSTITUTION X🖤

Sub Kept On The Edge Of Orgasm for Hours by Slow Relentless Fucking Machine 😀

🔥Once you try anal you will never go back😃👍 After he reached orgasm the begging started. Yea, he was begging me for more. I gave him more with pleasure. He came 4 times during this session.

Nothing hotter than a mutual orgasm

Is it still considered ruined if I continue pressing on his prostate?

Obviously imagining yourself orgasming over and over again in this predicament makes you excited. Is your dick rock hard? Yes? First you need to learn how to cum from anal and we are here to help you🙂

Anal student in a constant state of orgasm. Our students have to be penetrated for at least one hour each day.

Endurance test - Sub rides sybian and gets overstimulated. This is an endurance test for sub Tommy. He rides Sybian and orgasms over and over again...

Sub restrained on the chair with a large buttplug in his ass and a magic wand on his cock. He was told that there is a 50:50 chance of post orgasm...

After my first sissygasm I can't stop. It's a way better orgasm than just rubbing my pathetic little sissy clit. I did this twice in a few minutes

I orgasm and shoot cum hands free by fucking myself with a finger and rubbing my nipple with my other hand

Hands down (and hands-free ?) the best orgasm of my life - njoy wand (large end) inserted and massage gun on my perineum. Let me know what you think…

Had a ruined hands free orgasm then a satisfying one. watch till end!

Milking out my cum to use as anal lube and orgasming again. So much cum

38 m - Straight and had my first anal orgasm. need a f to peg me now please

Anal orgasm

Excellent cumshot after prostate play and edging

Ultimate Orgasm Experience - that magical moment when the machine and everything stops for a moment while he reaches the point of no return and then blasts him full power again with no mercy to finish him off.🔥

Rubbing my gooch to orgasm

Hands free orgasms are something else, especially your first one

20 min sybian orgasm overdose challenge

All straight men and boys should sign up for this session. Once you reach orgasm the machine will keep you there and make you cum over and over again. Your mind will melt and you will moan in the most intense pleasure you experienced in your life😉

Another orgasm from the same session as my last post

Got an edge 2 recently! I love that it gives me long intense orgasms. Would love someone to take control of it sometime ;)

My first wet orgasm

[m26] Dildo gave me my first anal orgasm 😍

my proposal to make "precum orgasm" a thing

(30) I love cumming with a prostate massager inside my ass. Felt so fucking good.

Anal orgasm while tied and impaled - training for Locktober at Institution X 💦

ULTIMATE ORGASM EXPERIENCE💦

My first dry orgasms

HFO after massaging my prostate

How a dry Orgasm starts

First of 4 orgasms after not cumming for a week💦💦💦💦

Two out of my four orgasms this session, anyone wanna see the other two? Sound on if you wanna hear me tremble

First of 4 orgasms after not cumming for a week💦💦💦💦

buttplug in vibrating in my tight asshole and jerking my big hard cock till I come over myself, anal and normal orgasm

Eye rolling orgasm just after the 30s mark

That's what we want. :D (My by far best video so far)

How to orgasm in chastity

First time here. Enjoy footage of my sissy anal orgasm

My Prostate Massager Always Makes Me Shoot

Mistress made me cum with a sound in my prostate