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In this video I use about 6 dildos and he got one of 8 hands free anal orgasms by GhostRiderMask

Been anal training this one for a few weeks for this moment 🤣

He always moans so sweetly and loud when I edging him while pegging before he gets shaking anal orgasm 😍

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Student Restrained And Machine Fucked Until He Reached Anal Prostate Orgasm - Institution X

Watch me give my sub an intense anal stretching session

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Student gets anal stretching training(inflatable buttplug) while ESTIM intensity is gradually being increased on his chastity and balls. Would you...

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..

4 ORGASAMS with ANAL VIBRATING PROSTATE MACHINE - makes him MOAN in PLEASURE

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I love when I give someone their first anal orgasm ❤️

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Tristana - Anal [League of Legends] (Thenaysayer34)

Starting to penetrate his ass with my strap-on. As you can see, he already has his anal beads in! Who would take it next?

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Cock rubbing, anal dildo-ing or both at the same time?

His girlfriend doesn’t like anal…but I do think 😉

His gf doesn’t like anal but I do 😉

I turned him into my anal slut!

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When it comes to turning men into anal sluts, I don't believe in taking things slow

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