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Sub is restrained for his prostate milking procedure. The [anal vibrating probe] will make him moan and his intense orgasms will push the anal probe deeper and deeper, push it against his prostate and make him lose his mind.

Student Tommy gets overstimulated on the Sybian. It makes him orgasm multiple times and moan and grind on that anal attachment. His limits will be pushed and his behavior will be tested while he is orgasming uncontrollably.

First cumshot with fist deep in my ass! Prostate orgasm without cock being hard

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That felt damn good...release the pressure...

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Throw back to my first orgasm 10 months ago

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

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…

Anal with NJoy Wand (The big end)

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

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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? 💦💦

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Each and every day more and more men and boys are introduced to P-spot orgasms. Our mission is to make all males cum from anal prostate stimulation. When will you learn to cum from anal?

Mistress pegs me anal orgasm with huge 12” dildo while in chastity, watch my cum drip

This prostate orgasm was so powerful I couldn't stop myself from cumming all over my carpet 😳

Restrained chastity student in a constant state of anal prostate orgasm for 20 min. 🔥😈

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My first anal orgasm of 2023 🥳

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Would you pull out or cum inside me? Couldn't take more then 16 dry orgasms before cuming from anal.

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

See Wes (🏘️ the neighbor) have first ever prostate orgasm (new)

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TGIF “Unexpected” Orgasms: So this is the sticky conclusion to my first prostate massager/vibrating cock ring experience. As you can tell from the multiple “oh fuck”s, I really didn’t want to cum yet; but the stimulation was insane! 🤪

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Simply enjoy some nice prostate orgasms and with the socks I feel cuter

When my Strapon hits that perfect spot - Pegging reach around anal orgasm!

Another amazing Fleshlight + Anal combo orgasm... I liked this position much better than standing

I need a prostate orgasm for Christmas!