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It Hurts At First!

Anal first - it hurts

Anal first - it hurts

First Time ANAL FUCK Hurts a LOT my Teen Big Ass Step Sister

Yara Curly- First Time ANAL FUCK Hurts a LOT my Teen Big Ass Step Sister

First time doing anal...it hurt so much after

It hurt at first But she loves it

My first time trying anal. My ass was so tight, it hurt a little while sliding the vibrator in. Guess I will have to stretch myself out with a butt plug first before trying DP 😈

Did your first anal sex hurt, sissies ? 😛😉

The first anal always hurts a little before the pleasure appears

He insisted that we do anal. It hurt a little at first but I started to love it 😍

First anal for me 🥺 hurt so much i cried... the video with sound is in the comments 🔉🔉

Daddy told me to train my tight ass, but i can only fit a finger, and it really hurts

First time getting one in… it hurt at first but then it felt so good.

When I used the candy cane for the first time... haha. Both holes in the bath ❤️ It was long so I sped it up... hope you like it anyway haha. The anal part hurt... but I'll keep practicing!

My first attempt at taking a BBC. It hurt so much and gaped me😁💝

It hurts at first being penetrated by hard cock taking it all in streched around and fucked deep

Always hurts a little at first 😉

Ouch! Hurts when it first goes in sometimes!

It's okay, buddy ... it only hurts for a little while.

First her finger in my ass hurts.. then it was pure pleasure

My first anal hurts

This actually hurt a little at first and I thought I'd got it stuck! 🥺but my ass felt so full and stretched and I love that feeling so it was a confusing moment [f]25 [m]30

First time filming anal, hurt so fking much and I loved it

Getting my ass fucked hurts so good

It only hurts for a minute..

It hurts so good

This was 3 nights ago and my ass still hurts, would you go soft on me?

This is what I get for rape baiting all of you. My ass hurts and I have to go to class with a creampie

I love her to the moon and back, but…the rent was due on the first. I’m not the bad guy here! She doesn’t just know the rules, she helped me write the rules.🤷🏼‍♂️ (wow…her ass was hurting for quite a while after this😅)

It hurts at first but then it's the best feeling on earth

Got my first buttplug to start training. Hurt even tho it was the smallest I could find

It hurt at first but then… you know..

Daddy, I know you want me to train my asshole for you so I tried my dildo in my ass for the first time. I think I’m too tight, it really hurt 😣. I’m scared for your cock, how do I get ready for it?

First time reverse cowgirl anal, always hurts going in [0:13] but always worth it [OC]