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Painful Spanking

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cunt spanking hairbrush

cunt spanking hairbrush

Kittxn Nymph spanking her ass pt1

Kittxn Nymph spanking her ass pt1

Busty Victoria June spanked and fucked

Busty Victoria June spanked and fucked

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

Took some suggestions from other users & we and got a paddle...cane me any

[Paid content] Masochistic Mindfuck: Hypnotised Sub Orgasming from Pain

[Paid content] Masochistic Mindfuck: Hypnotised Sub Orgasming from Pain

I love spanking her ass red while she is restrained 😍

I love spanking her ass red while she is restrained 😍

Bent over and spanked by Daddy.. listen to me moan 🥺🧸

Bent over and spanked by Daddy.. listen to me moan 🥺🧸

Cute Butt Spanking

Cute Butt Spanking

do you think your spanks would make my pussy drip?

do you think your spanks would make my pussy drip?

spank my cunt and breed me

spank my cunt and breed me

He tied me up, spanked me, put an anal hook in and flogged me! [m] [f]

He tied me up, spanked me, put an anal hook in and flogged me! [m] [f]

Maintenance Spanking Session To Keep The Cheeks Red And The Pain Tolerance High [OC]

Maintenance Spanking Session To Keep The Cheeks Red And The Pain Tolerance High [OC]

[Amy_Ink] Amy Pain Goddess want to please you Master 🔥⚡🖤

[Amy_Ink] Amy Pain Goddess want to please you Master 🔥⚡🖤

(F) I tried using my favorite spanking toy but I bet you could leave longer lasting marks than I did :p

(F) I tried using my favorite spanking toy but I bet you could leave longer lasting

Giving my sub a good spanking!

Giving my sub a good spanking!

locker room 2

locker room 2

i love when the real pain comes in a moment ~after~ the impact

i love when the real pain comes in a moment ~after~ the impact

Does anybody else love the sub space you get into after a good spanking? I crave it!

Does anybody else love the sub space you get into after a good spanking? I crave

[Amy_Ink] Pain is my second name MASTER🥵🥰

[Amy_Ink] Pain is my second name MASTER🥵🥰

My first spanking with genuine reactions! I’m pain adverse but I loved it and will be doing it more!

My first spanking with genuine reactions! I’m pain adverse but I loved it and will

Grandpa spanks his Mexican girl HARD for fucking other men

Grandpa spanks his Mexican girl HARD for fucking other men

Big butts are for spanking

Big butts are for spanking

I still have no pain tolerance [F]

I still have no pain tolerance [F]

MILF Rope Play Spanking

MILF Rope Play Spanking

Tied up and spanked for being a brat... Later on I got his cock in my ass to soothe the pain, or at least distract me with different pain

Tied up and spanked for being a brat... Later on I got his cock in my ass to soothe

Slutty Stripper Spanked

Slutty Stripper Spanked

The legendary Emily Addison gets spanked and whipped

The legendary Emily Addison gets spanked and whipped

Two subs means double the fun I have, and double the pain I can dish out!

Two subs means double the fun I have, and double the pain I can dish out!

First time of pain and orgasm together

First time of pain and orgasm together

She's in a little pain

She's in a little pain

[Amy_Ink] Master my delicious Pussy is craving for pain🥵💛

[Amy_Ink] Master my delicious Pussy is craving for pain🥵💛

Bent over my knee, plugged, caged, and in pain. Just where a sub belongs.

Bent over my knee, plugged, caged, and in pain. Just where a sub belongs.

A little night time spanking before bed. [m] I love watching his poor caged cock and balls swing with ever impact. Should I go easy?

A little night time spanking before bed. [m] I love watching his poor caged cock

Gags and pain go together soo well

Gags and pain go together soo well

...that was painful. I need to be tied up next time.

...that was painful. I need to be tied up next time.

Feed her the only things she will ever need. Need and pain.

Feed her the only things she will ever need. Need and pain.

A painful strapping by Miss Belle.

A painful strapping by Miss Belle.

Roxie's Hand Spanking

Roxie's Hand Spanking

Clit spanking

Clit spanking

Tasked to do 100 spankings in 90s. Did it in under 60

Tasked to do 100 spankings in 90s. Did it in under 60

[tiffanysuarez] Is just pain 🤐😈🥺😋

[tiffanysuarez] Is just pain 🤐😈🥺😋

Turns out bare pussy spankings hurt way more

Turns out bare pussy spankings hurt way more

[ameliebosh] I love feel the pain when I spaking my ass with my hand! 🍑😈🥵🤤

[ameliebosh] I love feel the pain when I spaking my ass with my hand! 🍑😈🥵🤤

We love pain and pleasure

We love pain and pleasure

Shaking from the pain

Shaking from the pain

Hogtied and spanked

Hogtied and spanked

Firm spanking from MissKittyMeow to the screaming AnnikaShae

Firm spanking from MissKittyMeow to the screaming AnnikaShae

Hogtied and spanked by MissKittyMeow

Hogtied and spanked by MissKittyMeow

This was painful, but love my bruises... 🙈

This was painful, but love my bruises... 🙈

aftermath of my reward spankings ❣️

aftermath of my reward spankings ❣️

Hanging wedgieee and spankings 😫🥵💦

Hanging wedgieee and spankings 😫🥵💦

Punished, wedgied, spanked ;'(

Punished, wedgied, spanked ;'(

i got spanked real hard for being terribly naughty

i got spanked real hard for being terribly naughty

I failed my domestic duties today and was punished with 12 cane strokes 😭... Since there is no warm up they are actually really painful! My Owner has set rules and every time I break one, I have to note it down on our "Bad Board".

I failed my domestic duties today and was punished with 12 cane strokes 😭... Since

[Amy_Ink] My Face is ready for you to spank it hard Master🥵⚡

[Amy_Ink] My Face is ready for you to spank it hard Master🥵⚡

An ass this nice [f] is meant for spanking. [nb]

An ass this nice [f] is meant for spanking. [nb]

I was spanked and wedgied until tears were in my eyes

I was spanked and wedgied until tears were in my eyes

Love giving her pain

Love giving her pain

You can see the pain that I feel in my face

You can see the pain that I feel in my face

Today's lesson: my pain pleases men, giving pleasure to men is my purpose, I only deserve pain! ✍️

Today's lesson: my pain pleases men, giving pleasure to men is my purpose, I only

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