A Lesson Learned - Miss Jessica Wood Doesn't Like Stupid Students


  • 50 Hard Strokes - Stop your Snivelling, Slave

    50 Hard Strokes - Stop your Snivelling, Slave

  • Show Us That You're Sorry - Painful Punishment from Mistress Eclipse and Princess Aurora

    Show Us That You're Sorry - Painful Punishment from Mistress Eclipse and Princess Aurora

  • d. Bartender - Miss Jessica Wood, Miss Hunter, and Guilty Ass

    d. Bartender - Miss Jessica Wood, Miss Hunter, and Guilty Ass

  • Your Ass Broke My Canes! - Cane Master Rebekka Tests for Strength Slave's Butt

    Your Ass Broke My Canes! - Cane Master Rebekka Tests for Strength Slave's Butt

  • Partners in Crime Part 1 - Mistress Chloe Lovette and Miss Courtney Spanking a Sub Man

    Partners in Crime Part 1 - Mistress Chloe Lovette and Miss Courtney Spanking a Sub Man

  • Busted Sissy Maids - Miss Jessica Wood and Mistress Chloe Lovette Punish Naughty slaves

    Busted Sissy Maids - Miss Jessica Wood and Mistress Chloe Lovette Punish Naughty slaves

  • French Lesson - Strict Teacher with Cane

    French Lesson - Strict Teacher with Cane

  • Slut Sadie Humiliated and Caned - Never Disappoint your Mistress

    Slut Sadie Humiliated and Caned - Never Disappoint your Mistress

  • Femdom by Mistress Silver - Less Words More Slaps

    Femdom by Mistress Silver - Less Words More Slaps

  • SpankingTime Episode 2 - Relax and Take all your Punishment

    SpankingTime Episode 2 - Relax and Take all your Punishment

  • Domina punishing the slave

    Domina punishing the slave

  • You Can't Get Away - Miss Jessica Wood and Miss Hunter Whipping Loud Slave

    You Can't Get Away - Miss Jessica Wood and Miss Hunter Whipping Loud Slave

  • fem spank 34

    fem spank 34

  • Romantic Ball Busting

    Romantic Ball Busting

  • Worship These Beautiful Bottoms - Facesitting with Miss Jessica Wood and Miss Hunter

    Worship These Beautiful Bottoms - Facesitting with Miss Jessica Wood and Miss Hunter

  • He won't Break Down - What will break first - cane or ass?

    He won't Break Down - What will break first - cane or ass?

  • Strapped

    Strapped

  • It's 200 This Time - Hard Caning with British Goddesses

    It's 200 This Time - Hard Caning with British Goddesses

  • Miss Courtney´s Favorite Whip - Flogging, Paddling and Caning

    Miss Courtney´s Favorite Whip - Flogging, Paddling and Caning

  • Back To School - Strict Teacher Sarah Kelly

    Back To School - Strict Teacher Sarah Kelly

  • Mistress whiplash

    Mistress whiplash

  • Stepmom doesn't like playing games

    Stepmom doesn't like playing games

  • Spanking Sessions: The Wanker

    Spanking Sessions: The Wanker

  • Testing New Canes - Miss Jessica Wood and Goddess Miss Kelly

    Testing New Canes - Miss Jessica Wood and Goddess Miss Kelly

  • Slave of Miss Jessica Wood - Strict Training with British Mistress

    Slave of Miss Jessica Wood - Strict Training with British Mistress

  • Sensual Mistresses - Flogging by Miss Courtney and Miss Flora

    Sensual Mistresses - Flogging by Miss Courtney and Miss Flora

  • move the furniture mistress silver and miss twisted don t know what mercy is

    move the furniture mistress silver and miss twisted don t know what mercy is

  • Naked To School - Strict Teacher Mistress Chloe Lovette

    Naked To School - Strict Teacher Mistress Chloe Lovette

  • Goddess Sophia - Ballbusting And Caning - Ruthless Punishment

    Goddess Sophia - Ballbusting And Caning - Ruthless Punishment

  • Amber Michaels and Casana Lei - Hey, Nice Tits! Mommy Likes

    Amber Michaels and Casana Lei - Hey, Nice Tits! Mommy Likes

  • Hot Candle Play - Mistress Mia Plays with Slave

    Hot Candle Play - Mistress Mia Plays with Slave

  • Doctor Visit - Painful Kicks by Merciless Nurse Jessica Wood

    Doctor Visit - Painful Kicks by Merciless Nurse Jessica Wood

  • Stella Liberty Shreds

    Stella Liberty Shreds

  • Amber Olsen Disciplinarian

    Amber Olsen Disciplinarian

  • Count to Hundred - Miss Jessica Wood and Mistress Chloe Lovette

    Count to Hundred - Miss Jessica Wood and Mistress Chloe Lovette

  • Unfaithful Husband Part 1

    Unfaithful Husband Part 1

  • Strange Sounds - Madam Lucrecia will Make you Scream

    Strange Sounds - Madam Lucrecia will Make you Scream

  • FD-229 Katies New Maid

    FD-229 Katies New Maid

  • 01gmv19 1

    01gmv19 1

  • Slave Punishment

    Slave Punishment

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