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You could say my first anal experience was kind of rough. Did you know choking is a natural analgesic?

I had no idea I actually went kind of ahegao when I came until my boyfriend started recording us fucking. Pure anal orgasm joy on my face...

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Daddy bought us a massage table. I've yet to receive a single massage, but I've received plenty of anal... I orgasm at 0:30, but he just keeps fucking through it... Sound on for my whimpering!

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Nothing like an anal hook to keep a bitch in place (AnaKatana)

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I was able to properly walk with my locked anal hook and thank a Gentlemen for this kinky toy. As this device forced me into a perfect posture I had to wear it the remaining day 😅

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The combination of vibrating anal hook and hitachi on my clit makes me piss myself without fail (turn on sound for second hand embarassment)

Sir had me do 755 strokes on his cock while I was wearing an anal hook connected to my collar with a strong elastic bands so that I'm constantly being choked and having my ass stretched

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

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Taking a fat anal hook in my tight ass with no preparation, screams ensue [00:21]

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New chastity student restrained on the chair. Machine wont stop stabbing his asshole until he reaches anal prostate orgasm. What do you think how...

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Topping off ADK's first-ever hooded, gagged, enema session with some anal strawberries before she's allowed to release. If audio isn't available click on one of the redgifs links.

Mandy and a friend get anally ploughed in front of a crowd

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Roxanne Rae has an incredible and intense anal orgasm during a bondage sex session...

“the only way you get to rub your clit out during anal is with a firm bristled brush”

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Word-conditioned anal orgasm pt 1 (still in training with vibe) (OC) London

My BWC Bull showed me that I can orgasm from ANAL!

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Another day of anal and no touching my pussy. Starting to get irritated by the smallest things. 10 more days.

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When I said I wanted to dress up and try anal...what did you think I mean't? 😈💋 [F][M]