Videos for: Wheel Of Pain

Most Relevant
  • Latest
  • Most Viewed
  • Top Rated
  • Longest
  • Most Commented
  • Most Favorited
Sophia Quinn Hand
Madam Director - A Blonde Mistress Teaches Her Submissive the Pleasure of Pain
Sophia Quinn Brunette
Paddle
Pandora Blake's Dreams of Spanking - Bound Blind In Pitch Black She Takes Brutal Bare Ass Punishment Wave After Wave Of Burning Pain
Bare Bottom
Eryn Rose Paddle
Pandora Blake's Dreams Of Spanking - Office Discipline Scene As Boss Readies To Spank Her Assistant
Eryn Rose Punishment
Pandora Blake Paddle
Pandora Blake's Dreams Of Spanking - Mature Woman Spanks Young Submissive Over Chair
Pandora Blake Milf
Pandora Blake Paddle
Pandora Blake's Dreams Of Spanking - The Headmistress’ Paddle Obsession Behind Doors
Pandora Blake Punishment
Maria Jade Hand
Universal Spanking And Punishments - The Tension Breaks As My Girl Finally Faces The Reality Of What She Has Done
Maria Jade Punishment
Mila Paddle
Spanked Coeds - The Way He Treated Her Leaves Her In Pain As She Tries To Understand Everything That Happened
Mila Hair Brush
Abigail Dupree Hand
Paintoy - The Spanking Was Painful For Her Each Hand Strike Delivered Lasting Discomfort
Abigail Dupree Bare Bottom
Pandora Blake Hand
Pandora Blake's Dreams of Spanking – What Started As A Test Becomes A Full-Fledged Game Show With Surprises And Teamwork
Pandora Blake Punishment
Whipping
Graias - Pain Makes Her Tremble But She Has No Choice He Spanks Her Until She’s Broken
M/F
Hand
A Wheel of Lighthearted Punishments: Jokes, Dares, and Fun Tasks for Everyone to Enjoy
Bare Bottom
Whipping
Pandora Blake's Dreams Of Spanking - Playful Challenge Turns Dramatic As One Friend Tries To Teach Another A Lesson
Shihori Hand
Hand-Spanking - A Tense Office Moment Unfolds As She Deals With The Outcome Of What Happened
Shihori Bare Bottom
Paddle
Miss Zee’S Cabinet Of Curiosities - Bold And Shocking Punishment For My Redhead Friend In A Tense And Emotional Moment
Redhead
Kate Whipping
SpankingServer - Stunning Blonde Cries In Pain But Must Take Brutal Punishment Without Any Mercy Or Pause
Kate M/F
Alison Miller Paddle
Firm Hand Spanking Clips - Punishment Brings Intense Pain She Winces And Cries With Every Hard Unforgiving Strike
Alison Miller
Whipping
Assume The Position Studios - Ebony Girl’s Round Ass Paid The Price Harsh Relentless Smacks Made Her Cry Out In Pain
Ebony
Jayda Blayze Hand
Universal Spanking and Punishments - From Firm Spanks To Full-On Tears He Brought Her To The Point Of Sobbing
Jayda Blayze Bare Bottom
Caning
Dallas Spanks Hard - Wonder Woman Battles The Darkness Master of Pain Part 2
Superheroine
Amy Hand
Spanking 101 The Book, Clips Store - Every Strike On Her Ass Feels Deeply Unpleasant She Squirm But Endures The Pain
Amy Punishment
Whipping
Assume The Position Studios - First The Belt Cracked Then The Stick Lashed Her Bare Ass In Severe Back To Back Pain
Milf
Her Ass Met The Cruel Wooden Spoon Severe Painful Smacks She Would Never Forget Tonight
Punishment
Completely Naked Ass Endures Severe Pain Each Burning Smack Makes Her Body Shake In Agony
Amateur
Paddle
Dallas Spanks Hard - Extreme Pain Trial Bare Cheeks Whipped Relentlessly She Screamed In Despair
Fetish Porn
Hand
Triple A Spanking - Brave Girl Takes The Brutal Pain Silently Holding Back Tears While Punishment Continues
Punishment
Kinia Caning
In Her Tight Panties She Endures Brutal Discipline With Burning Pain And Cries
Kinia Brunette
Hand
By Her Own Choice She Became The Sentence Begged For Pain That Destroyed Her Will
Tattoo
Pandora Blake Hand
Pandora Blake's Dreams Of Spanking - Tight Latex Mistress Punishes Two Naughty Friends With Hard Hand Slaps On Asses Hard
Pandora Blake
Hand
She Winces In Real Pain From Every Harsh Smack Of Her Strict Punishment On Bare Skin
Panties
Kinia Paddle
Strict Clothed Punishment No Stripping, Just Burning Pain On Covered Ass
Kinia Fetish Porn
Spanking Princess Kelley - The Emotion Of The Cane: 6 Of The Best
Paddle
Double Attack Two Women Punished The Lone Girl Severely Then Mocked Her Painful Cries
Ebony
Firm Hand Spanking Clips - Nothing Like The Sharp Sting Of A Jokari Paddle To Set Essie Quinn's Ass On Fire
Hand
Spanking Sarah Gregory - She Should Have Studied Harder Now Endures Painful Discipline Over Teacher's Desk
Margo
Alone She Went Full Sadist On Herself Spanking And Tormenting Until Body Shook With Pain
Margo Fetish Porn
Whipping
Dark Heart Magic Productions - Both New To This Game Learning Step By Step How Pain Turns Into Deep Shared Pleasure
Jeans
Riley Paddle
Realspankings Network Clips - Not Knowing How to Cause Pain, She Opted for a Reckoning That Would Be Felt
Riley Punishment
Caning
Pandora Blake's Dreams of Spanking - Alone In The Room She Arranged Her Own Severe Self-Punishment Until Body Shook With Pain
Tattoo
Hand
The Kelly Payne Collection - Three Cruel Girls Focus On Her Pain She Suffers Every Harsh Strike They Deliver Hard (105)
Strapon
Paddle
Dallas Spanks Hard - Man Spanked Brunette's Bare Ass Hard Until It Turned Bright Red And She Moaned In Pain
Punishment
Anastasia
Realspankings Network Clips - Not Pain But Principle The Spoon Served As A Reminder To Both Girls Of The Boundaries Crossed
Anastasia Bare Bottom
Jamie Fenrir
Pandora Blake's Dreams of Spanking - Fed Up Girls Grabbed Power Man Helpless While They Punish And Humiliate Relentlessly
Jamie Fenrir Bare Bottom
Lottie Lalay Hand
Sisterhood of Sin - Lottie LaLay vs Zoe Page Hard Bare Ass Spanking After Wrestling
Lottie Lalay Redhead
Miss Lovecraft Hand
Worst Behavior Productions - The Three Of Them Started A Tough Challenge That None Of Them Were Ready For
Miss Lovecraft Belt
Onyx Skye Hand
Pharaoh Spanks Studios - Ebony Girl Bites Her Lip Hard Enduring Wave After Wave Of His Cruel Painful Discipline
Onyx Skye Fetish Porn
Paddle
Blonde Beauty Cries Out In Pain As His Harsh Punishment Lands Again And Again On Her Ass
M/F
Caning
Chinese BDSM Slavery - Punishment Through Pain Became The Harsh Lesson She Had To Endure To Grow Stronger
Fetish Porn
Amelia Jane Rutherford Whipping
Pandora Blake's Dreams of Spanking - Fun Penalty Ideas Mega Mix With Silly Props And Lighthearted Challenge Moments For Everyone
Amelia Jane Rutherford Fetish Porn
Hand
He Faced Her With The Consequences Of What Happened Not Out Of Anger, But Out Of Pain
Bare Bottom
Asian
Helpless, Tied and Pushed Beyond Limits: His Cruel Test of How Much Punishment She Can Endure
Dildo
Paddle
Realspankings Network Clips - Now You Finally Feel The Pain I Felt Back Then, And It Hurts You Just As Deeply As It Hurt Me
Milf
Adriana Evans Hand
Spanking House Productions - Between Two Friends, The Lesson Hurts Deeply, And The Pain Of Consequences Echoes In Their Hearts
Adriana Evans
Whipping
Realspankings Network Clips – The Pain Runs Deep, But Every Tear Teaches Her Strength, Patience, And The Power To Heal
Fetish Porn
Miss Lovecraft Hand
Worst Behavior Productions - They Faced Their Struggles a Story of Patience, Communication, and Healing
Miss Lovecraft Stockings
Stevie Rose Hand
She Endures the Pain with Strength and Grace, Knowing That Every Trial Has an End
Stevie Rose Fetish Porn
Miss Zee Whipping
GovernessMissZee - The Naughty Student Receives A Painful Spanking From Stern Miss Zee
Miss Zee Punishment
Zoe Page Paddle
GovernessMissZee - Spanking Her Floral Dress A Sensual Exploration of Pleasure and Pain
Zoe Page Redhead
Hand
Toddler Learns the Consequences of Misbehaving with a Spanking from Mom
Milf
Caroline Grey Hand
Pandora Blake's Dreams of Spanking – Eyes Wide Open: Watching Friends Tackle Challenges Teaches Her Valuable Lessons
Caroline Grey Fetish Porn
Pandora Blake Whipping
Pandora Blake's Dreams of Spanking – One Against Two: How He Outwitted Both of Them in a Thrilling Challenge of Wits and Skill
Pandora Blake Tawse