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Mistress Jasmine's Eyes Lit Up When She Has The Opportunity For Another Cruel Ride. Wearing The Chilean Spurs And Her Boots, She Enjoys Spurring
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Mistress Claire Is No Stranger To Equestrian Training. She Is Very Aggressive And Demanding In Her Riding Style. Lady Claire Enjoys Hard Kicks With Th
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Pony's Desperate Attempts To Satisfy This Cruel Princess In Hopes That She Might Lighten Up On The Spurring... But It Doesn't Happen. Prince
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Mistress Megan Is Shockingly Cruel. She Takes Great Pleasure In Beating Men. She Has A Male Slut Strung Up By His Ankles, Leaving His Cock And Balls U
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Mistress Samantha Really Wanted To See How Long Her Little Slave Horse Could Last Under Her Weight. She Is About 5' 10" (178 Cm) And 170 Lbs
New Ponies Always Require So Much Work To Break In And Train. The Strict And Severe Mistress Delilah Is Determined To Turn Her New, Young Slave Into A
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Unbearable Pain Of Caning Lashes Makes The Bitch Cry And Howl And These Muffled Sounds Pleasure His Ruthless Mistresses Much. Brianna And Princess Enj
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Goddess Brianna Is Enjoying Teaching Mistress Alana The Finer Points Of Disciplining Men. Brianna Lays In Hard And Heavy With Her Cane. Blistering The
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300 Strokes Prove Not To Be Enough To Satisfy Mistress Ezada, So The Slave Feels The Full Force Of Her Wrath For Considerably More Than That.
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Mistress Delilah Really Pulls Hard On The Reins And Really Works His Body Form So That She Is More Comfortable Seated In The Small Of His Back. She Ri
Mistress Megan Starts In On His Ass, Delivering An Astonishing Amount Of Strokes. When Megan Has Had Her Fill She Cuts The Slut Down And Puts Him Back
Finally, The Pony Collapses. Mistress Bijou Pulls Out Her Single Tail Whip And Punishes Him. Her Whip Strokes Are Absolutely Wicked And Again He Screa
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Mistress Holly Picks Up A Whipping Baton From Mistress Megan. She Loves Beating Men Too And Today She’s In A Sadistic Mood. She Made Her Male Slave
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Scared For His Manhood, The Slave Tries To Take The Pain, But The Muscular Mistress Leena Uses All Her Strength To Totally Break Her Slave.
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He Wants No Part Of It. Beg Me For Food! - Demands Brianna. I'm Not Hungry Any More! - He Pleas, - Please, Mistress, Don't Hurt Me!! They Ar
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In This Movie, I Received A Tremendous Pleasure Not Only From Physical Contact, But Also From The Moral. Knowing That My Slave, After Being Brutally W
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We Had No Idea Princess Ami Could Be So Cruel. She Starts Off Being Merciful And Not Kicking Too Hard But Once She Gets That Nice Feeling Of Pleasure
Mistress Charli Moans With Pleasure As The Slave's Face Bobs Up And Down, Pleasuring Her Pussy With Each Stroke. When Charli Is Abut To Cum, She
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This Feeple Male Bitch Will Learn Respect. They Have Tape His Mouth Shut And Cane Him Even Harder. Brutal Strokes Fall In On Slut's Unprotected S
Not That He Gets Any Quarter From Her On This Account. Oh No, Quite The Contrary: It Serves Only To Increase Her Rage. He's Trampled, Kicked And
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With His Balls Tied Down, The Slave Has No Choice But To Submit To The Caning And Orally Pleasure Mistress Skyler. Male Bitch Brutally Caned And Force
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After Mistress Bijou Finished Riding She Offered Me To Make Some Laps Too. And I Mount The Ponyboy Up For More, As Well. I Want This To Be A Ride He W
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Mistress Jasmine Has An Interesting Cruel Riding Style Because She Prefers To Do Lots Of Continuous Spurring That Leads To Nice Damage On The Horse
Speaking Of Treats, Here's One On Riding Women. Mistress Sara Became World Famous As The Most Cruel Equestrian On The Planet In Our 'brutal
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Mistress Jasmine Will Make Him Give Her A Ride No Matter How Much He Was Damaged And How Much His Back Hurt. He Is Clearly In Agony Right From The Beg
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Mistress Skyler Delivers Over 100 Cane Strokes To Her Sluts Aching Ass. When He Cries Out In Pain She Shoves A Riding Crop In His Mouth And Tells Him
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Then Princess Ami Calls In Her Cowboy Friend And Orders Him To Serve As Her Pony. The Poor Bastard Didn't Know What He Was Getting Himself Into,
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Mistress Kendra Has Decided To Break Her Slave Today. She Is Going To Whip Him Until He Breaks. She Whips The Slut With Repeated Lashes From Her Singl
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Mistress Megan Has No Mercy On Her Male Sluts. She Will Leave This Bitch With Welts That Will Ache For Weeks. When She Has Had Her Fill Of Whipping Th
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More Ladies Arrive And The Backlog Gets Even Bigger, Infuriating The Ladies Even More. Of Course, Another Inmate Could Be Spared To Help Out But Then
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We Decide We Want To Enjoy Some Riding And Command Our Slave To Lick The Spurs That Will Be Causing Him So Much Pain Very Soon. He Dutifully Obeys An
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We Had No Idea Mistress Ava Could Be Such A Cruel Rider! She Is A Petite Mistress Standing 138cm Tall And Weighing Only 43 Kg! But She Kicks Hard.. An
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When Charli Is Abut To Cum, She Brings Herself To A Climax Using A Vibrator. Having Served His Purpose, The Slave Will Now Be Ignored Until Another Mi
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Mistress Holly Looks So Elegant, Few People Expect Her To Indescribable Cruelty. But She’s A Real Evil Goddess And She Loves To Cause An Incredible
This Is The Only Cruel Riding Clip In This Series. Poor Little Pony Has Been Suffering From A Back Injury And Breaking Him Was Not A Good Idea, But Mi
With Cruel Spurs To Make Him Suffer, Mistress Jasmine Mounted The Pony. She Had The Idea That The Method To Get A Good Ride From Him Is To Spur Him Co
Her Bitch Has To Suffer But This Noises Distract Her From Enjoying The Torture. Mistress Holly Grabs His Balls Up And Squeezes Them. I Will Destroy Th
Cuffed, Shackled And Tethered As He Is. Mistress Jo And Mistress Sadista Also Hooded Him And Promised Him A Horribly Cruel Whipping If He Removed It.
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Mistress Holly Is Incomparably Pleased With Her Total Power Over This Crying Male Slave. She Informs The Slut That He’ll Be Licking His Tears Off He
They Circle The Bitch To Size Him Up. He Is So Frightened That He Is Trembling. They Like That. Then Kendra And Brianna Lay In With Hard And Heavy Can
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Mistress Delilah Rides This New Pony In All-fours Position Throughout This Video Except At The End When She Angrily Dismounts And Punishes Him In Her
Mistress Megan Picks Up A Cane And Starts Out With Full Force Strokes, Laughing As Instant Purple Welts Rise Up. Then She Puts The Trembling Bitch On
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The Riding Begins. Pony Is Going Out Of His Mind With Pain And Exhaustion, But It's Not Going To Be Over Anytime Soon. But Mistress Bijou Invites
Poor Little Pony Is A New Riding Women Clip. Mistress Jasmine Looks Tremendous In Her Latex Police Uniform As She Takes Pony Kenny And Rides Him Like
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Mistress Megan Is Shockingly Cruel. She Takes Great Pleasure In Beating Men. Every Male Slave Who Met Mistress Megan's Whip Remembered This Momen
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Mistress Holly Proceeds To Administer Long And Hard Strokes To The Slut’s Ass. Instant Red Welts Rise Up On The Bitch’s Ass Making Him Whimper And
This Slave Will Learn That His Place Is To Pleasure His Mistresses However They See Fit.
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Mistress Megan Becomes A Real Evil Goddess When Whipping Or Caning Men. She Loves Her Power! One Of The Most Beautiful And Cruel Mistress Of Clubdom,
Most Official Punishments Are Carried Out By Two Members Of Staff, Though There Are A Great Many Unofficial Punishments Meted Out. Usually, The Nurse
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Mistress Megan Circles Her Slave And Sizes Him Up. She Is Going To Cane This Bitch Until He Cries. Megan Lays Into The Slut With Hard Long Strokes. Sh
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Our Debut Movie With The Notorious And Sexiest Mistress Ezada Sinn Kicks Off With A Sentence Of 300 Strokes For The Unfortunate Slave.
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Mistress Megan Routinely Whips Her Male Bitches. They Need To Remember Her Place In Their Stable. Today She Has A Slut Strung Up And A Nasty Flogger I
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So Cane Mistress Nika Does Marking Him Up With Her Pretty Pink Cane While He Moans And Thanks His Owner For The Pain. Incredibly Sexy And Cruel Mistre
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Mistress Holly Invites Her Friend Mistress Skyler Over For Some Amusement. Holly Knows That Skyler Gets All Wet When She Sees Bitches Being Caned, So
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Mistress Megan Has No Mercy On Her Male Sluts. When She Has Had Her Fill Of Whipping This Bitch She Demands That He Kiss Her And Her Whip. Then She Sh
Miss Coral Is A Sadistic Bitch. She Enjoys Whipping Male Bitches And Watching Them Suffer. She Has A New Slut Strapped To A Cross. Coral Lays In Hard
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Then Mistress Holly Resumes Administering Stroke After Stroke To The Slut’s Ass. She Stops Only When She Notices Her Bitch Is Crying Like A Baby. Ho
When He Breaks Proper Caning Position, Mistress Leena Threatens To Cane His Balls Instead! Scared For His Manhood, The Slave Tries To Take The Pain..
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Mistress Jasmine Kicks Him With Spurs And Whips Him With Her Crop, Often Hitting Him In The Balls Which Makes Her Pony Collapse In Agony, But Jasmine
Mistress Skyler Is In The Mood For A Little Fun. She Has Her Slut Locked Into A Cock And Ball Device With His Hands Strapped To His Thighs. Skyler Smi
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Mistress Jo And Mistress Sadista Have Played A Trick On Senior Guardess Ashleigh. After She Dropped Her Boots Off At The Start Of Shift, They Placed T
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So Many Boots And Only One Tongue! This Means Queues Form Now And Again. Of Course, The Disciplinary Staff Aren't Patient Ladies And So They Make
First Mistress Bijou Mounts And With Her Famous Hard Kicks Causes The Pony To Scream Out. The Riding Begins. She Rides Him Around And Around, Spurring
Smell This. Do You Know How Hot Caning You Is Getting Me? She Smacks Her Bitch In The Face And Goes Right Back To Caning Him.
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We Offer You 12 Minutes Movie With Gorgeous Mistress Samantha Teaches Small Stupid Pony How To Please Riding Women In A Proper Way. Small Pony Is Unex
Finally, The Pony Collapses But This Is A Big Mistake. Mistress Bijou Pulls Out Her Single Tail Whip And Punishes Him For Being Lazy. Her Whip Strokes
This Slave Is Going To Be Caned Every Day For The Rest Of His Life. By This Time, Kendra And Brianna Are Enjoying The Power They Have Over This Slut.
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Goddess Brianna Has Her Slut Strapped Down To A Caning Bench With His Balls Tied Down Behind Him. She Wants To Have A Little Fun.
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As The Slave Serves His Purpose As Mistress Charli's Human Dildo, Mistress Vendetta Uses Her Riding Crop On His Ass To Make Sure He Does Not Slac
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As Mistress Holly Picks Up Her Cane, She Sizes Up The Trembling Bitch. This Is Going Be Fun. Mistress Holly Is A Very Beautiful Woman, With Bright Eye
When She Finally Takes The Slut Down, He Begins To Cry. Mistress Kendra Shoves The Slut's Head To Her Boots And Demands That He Lick Up His Tears
The Harder The Bitch Cries The More His Feet Shake. Mistress Kendra Finds This Amusing And Begins Caning The Slut's Feet. Goddess Brianna Grabs T
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The Combination Of Watching Goddess Brianna Torture The Slut's Balls And The Sensation Of The Slave's Tongue In Her Ass Bring Stevie To A Sh
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A Clear Indicator Of Poor Mental Health And So After A Terrible Punishment, It Was Decided That He Should Reside At The Unit Until He Gets Better. Thi
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The Horse Really Suffers Beneath Her And We Are Presenting The Full 13 Minute Ride So You Can See The Intensity Of The Ride Develop As She Tries To Br
mistress sara, stilettos, stable
Goddess Brianna Is Surprisingly Sadistic. She Drags One Of Her Subjects From The Fields To The Caning Bench. She Doesn't Care That The Poor Slave
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Mistress Sara Loves Cruel Riding And There Is No Doubt Mounting A Human Horse With Spurs On Her Boots, Triggers Her Most Sadistic Desires. She Has Ret
Brianna Is Enjoying Herself So Much That She Runs Her Gloved Hand Over Her Pussy And Tells Her Slut To Smell His Proprietress Hand.
To Lick My Little Asshole Is Not So Easy As It Seems At First Glance. I Kept Silence And He Had To Rely Only On Himself. But He Was Cunning, Carefully
Of Course, I Saw And Appreciate My Slave's Ingenuity, So I Stood Smiling To Myself, Silently And Relaxed, Getting My Well-prepared Oral Bliss. I
And So The Punishment Starts. He's Trampled, Kicked And Whipped. All The While Blinded By His Hood To Increase The Terror. Never Knowing Where Hi
Goddess Stevie Has High Expectations Of Her Ass Worship Slaves. She Loves Analingus Much And Now Wants The Slave's Tongue Buried Deep In Her Beau
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Brianna And Prinzzess Have Decided To Cane Their Bitch. They Are Going To Make Him Earn His Food The Hard Way. They Force Him Over His Cage And Procee
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Fortunately, The Opportunity Comes Often. Very, Very Often. But Even Then, It's A Slow Process So He'll Be Here A Long Time. And So We Join
Naturally, Mistress Ashleigh Is Furious At The Prank And Blames Him For Not Finding A Way To Obey Everyone Like A Good Inmate And A Horribly Cruel Whi
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Mistress Samantha Is A Good Horsewoman And She Knows Perfect How To Break In! Her Imperative Commands Supported By Her Merciless Spurs Works Great And
The Camera Catches Some Wonderful Upskirt Views Of Princess Ami Delicious Bubble Butt That Will Make Any Ponyboy Drool With The Thought Of That Nice B
Sometimes Mistress Nika Just Wants To Hurt Her Slaves For No Particular Reason. This Slave Is Lean And Muscular, Which Makes Her Want To Just Cane His
Princess Ami Really Cranks Up The Whipping And Spurring And Turns This Video Into One Of The Most Cruel And Exhausting Rides We've Ever Filmed. S
Usually, The Nurse Is Merely A Witness But Not This One. After He's Hauled From His Cell By Mistress Jo, It's A Matter Of Moments Before She
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He's Taken In For Questioning. Except There Are No Questions, The Senior Guardess Ashleigh Just Gets Straight Down To Business.
Princess Ami Really Amazed Us In This Video. She Starts Off Doing A Very Short Little Dance In Her Skirt, Boots And Spurs. The Camera Catches Some Won
Mistress Skyler Wants Her Pussy Eaten By A Slave From The Stable, And Mistress Brianna Decides To Oversee His Performance.
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Brianna Grabs The Slut By The Back Of His Head And Asks If He Wants To Please Her. Then She Sets About Caning This Bitch's Ass.
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Mistress Jasmine Forces Poor Little Pony To Continue Carrying Her Even Though He Is Really Crippled From Whipping. Ponystarted Off In Good Condition W
Her Riding Form And Severe Rein Control Of The Horse Slave Is Both Elegant And Commanding. Her Spurring Becomes Totally Vicious. The Horse Really Suff
This Isn't Viewed As A Punishment, It's An Opportunity And The Only Way Out Is To Display Utter And Instant Submission To The Superior Sex.
Princess Ami Is Absolutely Brutal! Kick After Kick Is Full Force And Really Damaging The Pony. The Pony Goes Through Unbelievable Suffering And Exhaus
Rested? Let's Continue Then, Senior Guardess Said, Unraveling The Belt. She Kicks Him Pushing Towards To The Center Of The Floor.
Mistress Samantha Also Wanted To Wear The Cruel Spurs So She Could Kick Him Whenever Necessary To Get More Out Of Him When He Starts To Get Tired. We
As For Small Pony, Well, His Fate Is To Be Broken In To Please His Mistress And Suffer For His Own Stupidity.. Watch This Movie! Fans Of Heavier Cruel
With An Electric Shock Collar Around His Balls, He Has No Choice But To Obey. Do Not Dare To Resist, Puny Slave!
The Psychiatric Unit Is One Of The Toughest Places At The Institution. Permanently Strait Jacketed And Kept On An 8 Ft Chain. This One Gave Cheek To A
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This Male Slave's Job Is Pleasuring Any Mistresses That Desires It With An Orgasm. Of Course, As A Lowly Slave, He Has To Do So By Using A Dildo
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Mistress Leena Is In A Very Sadistic Mood And She Wants To Cane The Shit Out Of Her Whipping Boy. It's Gonna Be A Long Terrible Night Today.
This Is Made Much Worse By The Hood, He Doesn't Know Who She Is Or Where She Will Strike Next. But He Is Sure, She Will Strike!
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The More Slave Tries The More He Is Punished And There Is Nothing Surprising In That: He's A Sex Slave!
Mistress Alana Is Eager To Try Her Hand. She Is A Natural Born Mistress And Brianna Smiles Proudly As Alana Steps Up With Brute Force Strokes. The Lad
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Sounds Of A Smoldering Cigarette, Weightless Ash Falls Down, Minutes Stretched Into Eternity.. Terrible Illusion Of Peace. The Storm Is Coming!
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Welts Rise Up On The Bitch's Flesh, Which Only Encourages Coral To Whip The Slut Even Harder. The Slut Begins To Cry Which Is A Real Turn On For
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Mistress Kendra Smiles. She Enjoys Her Slut's Suffering And Lays In Even Harder. The Slave's Moans Feeds Kendra's Sadistic Bend. She Wh
In Between Lashes Mistress Leena Even Makes Him Count The Strokes As She Canes Him. The Slave Is Horrified To Disobey.. One.. Two.. Three..
High-heeled Shoes Give Her Power Walk The Special Rapacity. Large White Blouse, Opens The Chest Allowing To See Her Taut High Breasts.
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Mistress Kendra And Goddess Brianna Have Their Slut Bend Over, Strapped Down And His Ass Perfectly Exposed. These Ladies Are Going To Teach Their Boy
Now He's Spent The Day Unable To See And Quaking Behind His Hood At Each Sound Of Approaching Heels, Fearing It's Senior Guardess Ashleigh C
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Mistress Vendetta Introduces Mistress Charli To One Of The Estate Stable Slaves Tasked With The Job Of Pleasuring Any Mistresses That Desires It With
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There's A Punishment To Be Handed Out, But Mistress Ashleigh Has Five Minutes To Spare And Sometimes It's Nice To Let The Anticipation Build
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So Cower At Her Booted Feet While Mistress Ashleigh Enjoys Her Cigarette And Carefully Plans What To Do With You Next. Get Yourself Ready.
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Mistress Megan Has Her Slave Bent Over And Locked Down With His Balls Restrained Behind His Back. For Extra Measure, The Slut Has An Electronic Shocki
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