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Breathing through the pain. Stretching my asshole 😈

Starts slow but she is pissing herself in pain in a moment 🥵🙊

Horny🍑 Hotty🔥 Can't Resist Moan Loud👄 When Got First time Anal🍑.. Crying Babe Slowly😘

Andi Rose took my whole dick anal and said “Oh my fucking God.” 😩 Your thoughts? 🤔

Nickey Huntsman scrunches her face in pain while her ass is used

I expect it would be more painful but I’m almost perfectly done

Pleasure and Pain

Horny Couple Trying the Other Hole.. Goes Extremely Painful for the Babe (Ai-HD & SD Versions)

Nothing beats anal sex….I cum so many times 💦💦💦 [f]

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Poor grandma is in pain while black dude tearing her rectum.

Lana Rhoades is an anal trooper!

A small clip of me getting painfully fucked in the ass by Daddy (0:00)

His dick is so wide I need my vibrator on my clit to take away the pain! [MF] MILF

u/Samcanram turning things WAY UP with an Hitachi up her ass😬 & somehow room for a cock😈Not in pain btw...That's her orgasming😯

Getting her anal cherry popped

Really painful double penetration for nervous chubby newcomer

First attempt with Hush 2 butt plug was unsuccessful but don’t worry, I’ll get there! Love the pain on my face tho! I was gifted this toy as well as some other great gifts from a friend and fan!

No better feeling than having a partner endure the pain for my dirty pleasure 😈

My dominant wife make my anal training a little painful but fast progression 🥹

I been such a naughty girl that I had to be punished. Ripping my anal beads out hard felt so good 😭🥵💦

Another Clip from my first anal. Went from pain to me cumming & getting cum in both holes. AUDIO ON!

I guess anal is not for everyone

Asa Akira's Tight Asian Ass testing Suffer Theory by inducing extreme pain on The Professor

This double anal penetration really hurts her.

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Grandma screaming in pain while black bull destroying her asshole.

So painful. So intense.

Rough and painful fucking for poor young girl

Doggystyle Pain

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Must be painful...

Poorly trained anal whore can't keep her hands out of the way of the first that is permanently destroying her poor little sphincter

Pathetic anal whore can't keep her hands away from the fist that is permanently wrecking her sphincter.

Unexpected Painful Bareback Anal Struggle for her Tight Asshole

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Your Best Friend Takes Your Wife’s Anal Virginity

Taking that anal pounding like I'm his personal fuck toy

Petulant anal whore can't hide her contempt as her sphincter is being permanently ruined

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My roommate loves being a pain in my ass 🍑🤭

My first anal on camera ever

Sir is anal training me at the moment, and I'm super proud, as I got the red one all the way in me this time!

The mature mother gave it to the ass, but after experiencing pain she was forced to stop

Good stuntcocks are indifferent to a whore's pain. The best stuntcocks use a whore's pain as fuel to hatefully sodomize the cunt

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Pathetic anal only whore can't wait for it to be over

Who else loves the moment its turns from pain to pleasue

Motherly woman tenderly supports teen as she struggles to take her strap on anally