It's Painful Clip Fuck

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She Hates Anal But She will learn to Like it

Ftm pumps little cock, painfully pulls it off

Took some suggestions from other users & we and got a paddle...cane me any day because I found this more painful 🙈 however we enjoyed it

Swinging a lock around on my little clit until it falls off, it hurt my clitty soooo baddd😣😣😣

i know it’s not much, but i’m new to pain and this hurt so bad 😣🥺🐽

It’s never enough, y’all. Once I start with a little bit of painful fun, it just keeps getting bigger and more intense from there. This time, it was extra special since Daddy made it very clear what he wanted me to do ?

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

I give him pleasure and he gives me pain, fair trade - wouldn't you say? The best part about it is I never know what's coming because of the lenses!

Thought this was an interesting idea and to be able to do it to yourself is pure dedication to the enjoyment of pain

So I finished having sex with it in (was super comfortable! He came too fast though :/) and what the hell my asshole is so swollen 😭 why does it look like this! This is not sexy at all. But here you go. Me taking it out.

More clamps, more fun. I love it when she is in pain for my pleasure. [OC]

I was surprise by the intense pain. I totally lost it and burst into tears. [F] [M]

Does it make me a bad person if pain turns me on? 🥺

Take it hard! Moaning, Pain.

a brush and some clamps abuse and please me more than your dick does. i cum and it's dripping all over the floor. ps: it's so much better with sounds on 😌

Horsy Blowjob is another, ouch wonder next pain where it will be?

With her it's pleasure and pain. She likes to squeeze well.

Slap it, lick it, suck it, bite it

It's so painful to watch your bully abuse your mom like this in front of you...and she seems to love it

Is that as hard as it gets? I can't wait to make you eat it for me.

Taking it up to my ass and make me scream

Even before I started pumping it, it was big for me

Not sure if I can take it anymore [00:00]

Always ask your fuck object what it's limits are and use it as a weapon of fear to train it into subhuman fuck hole

It’s fucked up how much I love that split second of pain when it finally goes in

Paddling my ass until it’s pink. I need someone to do it harder [f]

I got in trouble. I ate more Halloween chocolate than Sir said I could have, so I got punished with the cane and with a butt plug in 😤. It was worth it though 😈

Is it torture if they like it?

Painful but money makes it worth it

Don't stop, even if I cry that it is too big and it hurts.

Fucking myself the day after a guy left me in so much pain. It hurt so much but I just needed to destroy myself even more for being a worthless cunt

When it goes in…

the clothespins, butt plug, and vibrator stay put until it learns to take it all and ask for permission to cum

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

Mom said dad never wanted it so i took it...

Close to my hard limit, so far just approaching the end of the cigaret ... how will be the pain if it touches my clit ?

Double the pain, double the fun. I think it's time to do some new sessions 🤭

super new to pain play but discovered i love torturing my dick! dragging brushes over my sensitive head is so fun 🥰❤️‍🔥 any tips for a newbie? (he/they/it)

I hate it when Sir uses this paddle. It hurts so much! [F]

This one hurts so much more 💢 but Daddy likes it when I suffer for Him, so I shove a cock in my mouth and do it anyway

Sound on, I promise it's worth it

Pain...pleasure.... Pain... Oh yeah that's it baby!

The pain turns me on and the humiliation makes it better. Do you agree?

Want to try it? Be careful, she might like it!

spanking my tied clit...it hurts but it needs more

Using a speculum to stretch my tight little cunt so it can fit more cocks inside it 😇💦

Give it the way you want, just don’t be too gentle

My little cock started peeking through my chastity belt, so I showed it what happens if it tries to escape!

when I tell you I'm going to give you pain, it makes me laugh and smile. the sweet sounds of sadistic joy

Hi turns out improper use of a tens unit feels Really Fucking Good. I came 4x without the pleasurable sensation of an orgasm?? It just forced it out of me??

For those who are wondering what speculum play is in my kink list: Opening that cunt wide open to use however I want whether you like it or not… it doesn’t matter!

I added barbs to my knotted toy. No! Don't shove it all the way in! I won't be able to get it back out!

I had to ruin an orgasm, so I punished my cock for trying to cum ✨ I pumped it covered in tiger balm, then clamped it and spanked it until I was dripping and throbbing 🤤 [orgasm denial] [chemical play] [impact play] [clamped clit]

I've wanted to do this for Years. A shame it's too big for my cunt. Unless you could force it to fit? ;(

God I miss the feeling of doing this to someone that craves it as much as I love doing it

Squeezing it in

I finally got the big plug in in one shot & wanted to show everyone:) it hurt I like it.

Trying to walk with this on was harder than I expected, now if only I could make it stay on while walking but it always falls off

Watch me ruin an orgasm after 26 days denial and tell me if it was worth it.

It was a pain to get my boobs in this top but it paid off 🖤

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