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New Videos, Page 27
Worst Behavior Productions - One Intense Challenge Was Enough to Shift Their Friendship Forever
Kiki Cali
Upskirt
Keep Going This Challenge Pushes You To Your Limits Until I Decide Otherwise
Yuzu
Panties
He Prepared a Tough Two-Person Challenge That Both of Them Had to Face Together Under His Rules
Fetish Porn
Spanking Server - He Finally Steps Up to Face the Challenge With Me After Waiting Too Long
Bondage
He Gives His Brunette Friend A Playful Challenge Task With Soft Props And Laughter
Rebel Lynn
M/F
Worst Behavior Productions - What Happened in the Challenge Turned Her Friend Into Something Else Entirely
Reyna St Clair
Brunette
Assume The Position Studios - He Sets A Strict Challenge Lesson For Her, And It Pushes Her To Her Limits
The Master
Brunette
Stay Strong You’ll Have To Hold Out Through This Task I’m Giving You
Ariel
Panties
After Facing the Tough Trial, Their Friendship Could Never Be the Same Again
Misty Meaner
Punishment
Brace Yourself For Every Task Ahead You Can’t Back Down From This Challenge
Arisa
Upskirt
A Guy And A Girl Compete In A Creative Penalty Challenge Filled With Fun And Light Consequences
Ava Nyx
Fetish Porn
Firm Hand Spanking Clips - She Aims To Lead: A Moment Of Conflict, Confidence, And Understanding Between Friends
Lucy Lauren
Clothing
Assume the Position Studios - She May Be A Penalty Newcomer, But Her Playful Challenge Talent Shines Bright
Skylar Rose
Punishment
Realspankings Network Clips - When The Older One Guided Them: A Moment Of Reflection And Growth For The Two Friends
Maya
New To Penalties Yet Full Of Ideas: She Shows What She Can Do In This Fun Challenge
Clare Fonda
Glasses
Assume The Position Studios - The Blonde Knows What Her Brunette Friend Needs: A Story Of Support, Trust, And Care
Skylar Rose
Fetish Porn
RoughManSpank - Learning What She Truly Needs: His Journey Toward Empathy And Connection
Bare Bottom
Worst Behavior Productions - The Three Of Them Started A Tough Challenge That None Of Them Were Ready For
Miss Lovecraft
Blonde
Realspankings Network Clips - Her Dream Guy Surprises Her With A Silly And Harmless Challenge Penalty
Kaylee
Brunette
Realspankings Network Clips - Two Cheerleaders Guided By Their Coach: A Story Of Discipline, Growth, And Team Spirit
Kiki Cali
Punishment
Universal Spanking and Punishments - This Girl Becomes The Challenge He Cannot Overcome
Virginia Banks
Panties
Firm Hand Spanking - Blonde Faces A Funny Foam-Stick Challenge Penalty In This Playful Game
Lucy Lauren
Bare Bottom
Realspankings Network Clips - A Blonde Loses The Round And Takes A Silly Soft-Stick Penalty In A Friendly Challenge
Mila
Firm Hand Spanking - A Playful Penalty Mix Where One Friend Gives Another Creative Tasks For Any Taste
Zoe Page
Assume The Position Studios - After Some Light Jokes He Added A Playful Penalty To The Challenge For Extra Fun
Reyna St Clair
Punishment
Firm Hand Spanking - Creative Foam-Stick Penalty For The Blonde In A Lighthearted Challenge Show
Punishment
Intimate Spanking - Watch Two Girls In A Friendly Challenge As One Gives The Other A Light Penalty For Fun Now
Amelia Jane Rutherford
Redhead
She Failed The Challenge, And Now A Big, Funny, Over-The-Top Penalty Is Coming
My Friend Takes The Playful Penalty She Fairly Earned In Our Friendly Battle
Monica Nowak
Punishment
He Teased Them Playfully And Gave Fun Penalties In A Friendly Challenge Game
Madison Swan
Punishment
One Girl Playfully Gives Another A Light Penalty In This Fun Challenge Between Friends
Miss Kenworthy
College
Realspankings Network Clips - The Older Friend Knows How To Guide Girls: a Story Of Advice, Discipline, and Honest Growth
Cara
Punishment
Assume The Position Studios - When The Stick Symbolized A Turning Point: She Faced A Test Of Patience And Strength
Stevie Rose
Fetish Porn
Momma Spankings - She Tried To Teach Her Friend: A Difficult Conversation That Became A Turning Point
Katherine Worthington
Punishment
It Was Intense Beyond Expectation, And I’m Still Recovering From Her Challenge
Lesbian
After The Shower, We Needed A Serious Talk: A Moment Of Honesty And Understanding
Eryn Rose
Nude
Assume The Position Studios - The Man Knows What His Blonde Needs: A Story Of Care, Understanding, And Mutual Support
Jeans
Realspankings Network Clips - When The Brush Turned Into A Test: How She Faced An Unexpected Challenge
Cara
Blonde
Realspankings Network Clips - A Man With Experience: His Approach To Responsibility, Discipline, and Meaningful Change
Punishment
Momma Spankings - An Older Friend With Insight: Understanding Life’s Challenges And Teaching Important Lessons
Fae
Lesbian
She Faced His Unfair Treatment: A Journey Toward Truth, Boundaries, and Self-Respect
Alix Amour
Fetish Porn
The Challenge Follows My Rules, And You’ll Face Whatever Trial I Set
Mika Kedi
Punishment
Two Girls Planned to Challenge Her and See What She Was Truly Capable Of
Charlie
Lesbian
Those Grades Won’t Stay That Way Time for a Serious Improvement Challenge
Bella
Uniform
Highland Manor House - Their Arms Are Now Put to the Test in the Hardest Part of the Challenge
Mistress Scarlet
Threesome
Realspankings Network Clips - When The Older Friend Took Charge: a Story of Responsibility, Choices, and a Hard Lesson For Two
Cara
Threesome
Once Tied for the Competition, Her Legs Entered the Hardest Stage of the Challenge
Ivory
Highland Manor House - The Stick Was Introduced as the Difficult Trial Both Competitors Had to Conquer
Miss Scarlet
The Trial Was Wildly Difficult, And I’m Still Dealing With the Aftermath
Divine Eve
Tattoo
Highland Manor House - You Look So Stunning, And Your Presence Completely Captivates Me
Mistress Scarlet
Punishment
Spanking Glamour - His Bold Move Made It Obvious Who Dominated This Round of the Challenge
Bare Bottom
You’re Gorgeous, And Your Energy Makes The World Around You Feel Different
Lesbian
From The First Moment, Her Determination Lit Up The Room And Shifted The Whole Challenge
Lesbian
Spanking Sarah Gregory - Blonde Expert Takes Charge Man and Woman Bent Over and Blistered by Her Firm Hand
Kitty Marie
Mature
Fuck'n'fetish - Kitchen Turned Punishment Station Bare Bottom Over the Sink Gets Destroyed Fast
Highland Manor House - She Became the Unquestioned Leader Among the Two Competitors
Miss Scarlet
Uniform
Her Impact On The Challenge Was Immediate, Captivating Everyone Around Her
Ghalia
With Emotions High, It Looked As If Both Girls Directed Their Stress Toward Me
Brunette
Her Energy Transformed The Entire Challenge, Making Her The Unquestioned Standout
Lucy
Firm Hand Spanking - Her Skills And Charisma Made Her The Center Of Attention In The Challenge
Lucy Lauren
Glasses
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