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For him a cozy anal doggystyle.. For me a painfully swollen asshole

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Small girl tries anal for first time

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Leg Shaking Anal Orgasm

Our cousins got us on Skype when they heard we figured out how to have anal sex without​ pain

I got a hard paddling the other night while being controlled with an anal hook leash, threaded through my collar, you can see how the hook gets buried deeper into my ass as he pulls on the leash to choke me! Enjoy it, I know I did!

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...

Is anal pronebone a thing? Cuz if not-it should be!

Eye rolling anal orgasm for me and my tight asshole

Any ideas how to make my asshole loose? Cuz it’s painful to have anal sex when your asshole is too tight…

I love to be his anal slut

Girl, this is what is waiting for you at the end of the anal tunnel! Nothing less than mind-blowing orgasms. It's a messy road paved with discomforting bumps but worth every bit of trouble. No pain no gain :)

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Its not often lightning strikes in the same place twice, but there you go. A delicious young lusty takes her maiden anal voyage. Alas the captains meat staff appears too much to bare. Much wailing and gnashing of teeth. Enjoy my fellow sailors, Bon Voyage

Your gf is scared of the pain that would incur through anal sex.. Or at least that's what she said

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Is daddy proud of my first time doing anal?

Getting her anal cherry popped

I love anal as it is, but the pussy slaps added a whole new layer of pleasure~

❤️Beautiful Thick 🍑Wife First Time🔥 Going To Try Anàl💦 .. ( Very Painful🥵 ).. ( FULL VIDEO 👇 LINK IN C0MMENT 👇)

This slut was a vanilla sex only anal vitrine when we met. I trained her to be a piss drinking and anal loving slut who I trained to cum from having her tits tortured. Worked this bitch for 5 years. Let my friends use her.

Beauty Dior with goods on full display. She hated anal, which made her anal scenes so good 😍😍😍

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Do you think of a better place for a rough anal sess

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

My anal mentor

Nothing Just Two Girls Regretting Anal Decision

First time anal

[0:00] Teen tries anal for the first time

My first time taking anal 🍆🍑. New Bull and Husband DP me ROUGH give me creampies in both holes. Watch with sound on!

Can’t get enough of this rough anal

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Goth milf gets rough switch and then leather paddle during anal

Busty anal whore gets one last fuck

Scared and nervous young girl screaming in pain while two black cock using her asshole.

Really painful and uncomfortable anal penetration for young struggling Latina.

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.

Skinny girl gets nervous when Rocco says that today is just anal sex

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

Two way to big cocks tearing her poor butt while she screaming in pain.

A bit of pain always feels good

V's balls bound painfully, piss hole filled with a 12mm plug, and ASSHOLE PUNCH FISTED until gaping - all without getting to cum [FEMDOM] (Full video in comments)

There is a thin line between Pain and pleasure, i got my ass destroyed but got my o’s too

Who else loves the moment its turns from pain to pleasue

And the Lord said: Let there be anal!

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A little teasing before a painful session

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First time was toooo painful 😣

[HardX] "Can You Just Slap My Fucking Face?" April Olsen Shows She's Not Just a Double Anal Slut, But a Pain Slut as Well

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My initial anal training & learning to love it