Headmistress (2,018)

Natalia & Ella Kissing Passionately

66% HD 0:39 / 12:44

Natalia & Ella Kissing Passionately

FapHouse 6 months ago

The Naughty Girls' Girls' Boarding College (tt1) - Dvd

51% HD 0:39 / 1:30:40

The Naughty Girls' Girls' Boarding College (tt1) - Dvd

FapHouse 2 weeks ago

Miss Dogan Thrashes Your Bare Behind

56% HD 0:39 / 4:44

Miss Dogan Thrashes Your Bare Behind

FapHouse 2 months ago

The Naughty Girls' Girls' Boarding College (tt1) - Dvd

42% HD 1:01 / 1:30:40

The Naughty Girls' Girls' Boarding College (tt1) - Dvd

FapHouse 2 weeks ago

Naughty Student Disciplined by the Headmistress

HD 1:01 / 10:01

Naughty Student Disciplined by the Headmistress

FapHouse 1 week ago

Dry Humping Instructions

60% 1:01 / 21:13

Dry Humping Instructions

FapHouse 2 months ago

A Lesson Well Learnt

64% 1:01 / 15:50

A Lesson Well Learnt

FapHouse 1 year ago

Miss Lee; Ass Tease & Spreading for You to Cum All Over

63% 1:01 / 13:25

Miss Lee; Ass Tease & Spreading for You to Cum All Over

FapHouse 1 year ago

Headmistress & Miss Taylor Punish Your Tiny Cock

48% HD 0:39 / 15:46

Headmistress & Miss Taylor Punish Your Tiny Cock

FapHouse 11 months ago

Naughty teacher Miss Elliott (Me!) gets caned by Head Mistress Iceni for wearing a see through dress to class!

52% HD 0:10 / 17:55

Naughty teacher Miss Elliott (Me!) gets caned by Head Mistress Iceni for wearing a see through dress to class!

LoyalFans 5 months ago

Alora & Pixiee; Humiliated & Made to Strip for a Cigarette

58% 0:39 / 19:27

Alora & Pixiee; Humiliated & Made to Strip for a Cigarette

FapHouse 7 months ago

Sapphire Torments Natalia with Her Stinky Feet

62% HD 0:39 / 11:04

Sapphire Torments Natalia with Her Stinky Feet

FapHouse 3 months ago

Natalia Gives You Naughty Panties Flashes

75% HD 0:39 / 9:19

Natalia Gives You Naughty Panties Flashes

FapHouse 5 months ago

Miss Cooper; Gorgeous Patterned Stocking Tease

Miss Cooper; Gorgeous Patterned Stocking Tease

FapHouse 1 month ago

Diamond Jackson takes a huge gush of sperm on her face

Diamond Jackson takes a huge gush of sperm on her face

3Movs 12 years ago

Melissa Gets Tickled Tirelessly by Miss Hendrix

47% HD 0:39 / 9:33

Melissa Gets Tickled Tirelessly by Miss Hendrix

FapHouse 11 months ago

Hannah Squirms as You Tickle Her Feet

Hannah Squirms as You Tickle Her Feet

FapHouse 3 weeks ago

Natalia Plays with Her Pretty Feet as She Strips

73% HD 0:39 / 8:15

Natalia Plays with Her Pretty Feet as She Strips

FapHouse 10 months ago

Headmistress Cheers up Miss Taylor with Ruthless Tickling

57% HD 1:01 / 7:20

Headmistress Cheers up Miss Taylor with Ruthless Tickling

FapHouse 1 year ago

Sexy MILF Disciplines a Naughty College Girl

60% HD 1:01 / 15:59

Sexy MILF Disciplines a Naughty College Girl

FapHouse 2 months ago

Lacey Begs You Not to Tickle Her Feet

53% HD 0:39 / 5:26

Lacey Begs You Not to Tickle Her Feet

FapHouse 1 month ago

The School Secretary part 2

49% HD 0:10 / 3:49

The School Secretary part 2

LoyalFans 2 months ago

Headmistress Punishment

64% HD 0:10 / 14:22

Headmistress Punishment

LoyalFans 3 years ago

Permanent Goodbye to Your Pathetic Petite Penis Forever - Headmistress Kayla HardBallBusting.com Multiple Sadistic Mistresses Busting Balls and Locking Dicks Welcome to your Fantasy come True and your Worst Nightmare!

Permanent Goodbye to Your Pathetic Petite Penis Forever - Headmistress Kayla HardBallBusting.com Multiple Sadistic Mistresses Busting Balls and Locking Dicks Welcome to your Fantasy come True and your Worst Nightmare!

SortPorn 4 weeks ago

Sissy boi in pants gets banged up his chunky booty by SEXY mother I'd like to fuck HEADMISTRESS! FitNaughtyCouple on OnlyFans

Sissy boi in pants gets banged up his chunky booty by SEXY mother I'd like to fuck HEADMISTRESS! FitNaughtyCouple on OnlyFans

SortPorn 1 week ago

Helen Plays with Her White Ankle Socks

Helen Plays with Her White Ankle Socks

FapHouse 1 week ago

A Lesson Well Learnt

A Lesson Well Learnt

FapHouse 1 year ago

Lauren Picks on Melissa in Headmistress's Office

45% HD 0:39 / 7:51

Lauren Picks on Melissa in Headmistress's Office

FapHouse 1 year ago

Russian Institute Lesson 18: The Headmistress

HD 0:30 / 1:37:00

Russian Institute Lesson 18: The Headmistress

AEBN 12 years ago

Hannah Squirms as You Tickle Her Feet

56% HD 0:39 / 5:41

Hannah Squirms as You Tickle Her Feet

FapHouse 3 weeks ago

Russian Institute Lesson 18: The Headmistress - French

59% HD 0:30 / 1:37:00

Russian Institute Lesson 18: The Headmistress - French

AEBN 12 years ago

Lulu Lush and the Headmistress

60% HD 1:01 / 12:36

Lulu Lush and the Headmistress

FapHouse 5 years ago

Ivy & Lola; Losing Their Uniforms in a Nasty Bitch Fight

61% 0:39 / 10:42

Ivy & Lola; Losing Their Uniforms in a Nasty Bitch Fight

FapHouse 1 month ago

Natalia Plays with Her Pretty Feet as She Strips

69% HD 1:01 / 8:15

Natalia Plays with Her Pretty Feet as She Strips

FapHouse 10 months ago

Summoned to the Headmistress

58% 0:39 / 9:55

Summoned to the Headmistress

FapHouse 7 months ago

Vicky Otk 34235

Vicky Otk 34235

xHamster 2 months ago

Favouritism - Miss Jessica Wood and Mistress Ava Black use their hands and slippers to punish this teacher with OTK Spanking

HD 0:10 / 11:04

Favouritism - Miss Jessica Wood and Mistress Ava Black use their hands and slippers to punish this teacher with OTK Spanking

LoyalFans 5 days ago

Undercover Reporter at the Academy-full Movie

71% HD 1:01 / 43:02

Undercover Reporter at the Academy-full Movie

FapHouse 8 months ago

Headmistress Trisha Teases Her Student

68% 0:39 / 15:36

Headmistress Trisha Teases Her Student

FapHouse 1 year ago

Helen Is Made to Strip & Redress by Miss Dogan

49% HD 0:39 / 11:31

Helen Is Made to Strip & Redress by Miss Dogan

FapHouse 3 months ago

Morgan & Nairobi; Sexy Seamed Pantyhose Play

64% 0:39 / 18:47

Morgan & Nairobi; Sexy Seamed Pantyhose Play

FapHouse 8 months ago

Favorite 4K Canings - Part 2 - 3849 x 2160p Ultra High Definition MP4 Version

66% 4K 0:30 / 7:10

Favorite 4K Canings - Part 2 - 3849 x 2160p Ultra High Definition MP4 Version

Clips4sale 3 weeks ago

Miss Dogan Thrashes Your Bare Behind

46% HD 0:39 / 4:44

Miss Dogan Thrashes Your Bare Behind

FapHouse 2 months ago

Miss Brooks Plays with Her Seamed Stockings

62% HD 0:39 / 8:51

Miss Brooks Plays with Her Seamed Stockings

FapHouse 3 months ago

Essie & Headmistress; Sexy Shiny Satin Play

59% 1:01 / 15:53

Essie & Headmistress; Sexy Shiny Satin Play

FapHouse 1 month ago

Your Body is Mine Part 1 with Mistress Vita Volition

HD 0:10 / 16:33

Your Body is Mine Part 1 with Mistress Vita Volition

LoyalFans 1 week ago

Naughty student Trisha's anal balls

66% HD 0:39 / 8:54

Naughty student Trisha's anal balls

FapHouse 4 years ago

Head Mistress finds your Stash

63% HD 0:10 / 7:35

Head Mistress finds your Stash

LoyalFans 4 weeks ago

Natalia Explains Why She Is Going to Fuck Other Men

59% HD 0:39 / 8:37

Natalia Explains Why She Is Going to Fuck Other Men

FapHouse 3 months ago

Private Lessons with the Headmistress

Private Lessons with the Headmistress

FapHouse 3 days ago

Fem-can Live Stream Beta Boy

Fem-can Live Stream Beta Boy

FapHouse 1 year ago

Caning for Emma and Lucy

65% HD 0:10 / 11:57

Caning for Emma and Lucy

LoyalFans 1 year ago

Helen Plays with Her White Ankle Socks

Helen Plays with Her White Ankle Socks

FapHouse 1 week ago

Matron and Headmistress Hard at Work
Part 1
Salacious Matron interferes with a Naughty Student
Intimate exam, Instructions and Spanking

67% HD 0:10 / 17:25

Matron and Headmistress Hard at Work Part 1 Salacious Matron interferes with a Naughty Student Intimate exam, Instructions and Spanking

LoyalFans 6 months ago

The New Headmistress

59% 0:39 / 24:39

The New Headmistress

FapHouse 10 months ago

Russian Institute Lesson 18: The Headmistress - French

62% HD 0:30 / 1:37:00

Russian Institute Lesson 18: The Headmistress - French

AEBN 12 years ago

Requesting A Caning From Auntie

85% 1:00 / 27:08

Requesting A Caning From Auntie

Clips4sale 1 year ago

Craving the Slipper

Craving the Slipper

Clips4sale 1 year ago

Locktober - Cage 7: Business guy transformed into Sissy bimbo by hawt Headmistress in Leather Leggings

Locktober - Cage 7: Business guy transformed into Sissy bimbo by hawt Headmistress in Leather Leggings

PornFreeNow 1 month ago

Lori's Big Natural Tits Are Placed on Thumbtacks for Punishment

53% HD 1:01 / 31:29

Lori's Big Natural Tits Are Placed on Thumbtacks for Punishment

FapHouse 4 months ago

Fucking the Headmistress Anal

72% HD 1:01 / 11:23

Fucking the Headmistress Anal

FapHouse 1 month ago

A Teacher and a Student
Punished by the Headmistress
OTK SPANKING AND CANING
With Miss Zee

70% HD 0:10 / 15:48

A Teacher and a Student Punished by the Headmistress OTK SPANKING AND CANING With Miss Zee

LoyalFans 1 month ago

Lacey Begs You Not to Tickle Her Feet

55% HD 1:01 / 5:26

Lacey Begs You Not to Tickle Her Feet

FapHouse 1 month ago

Sapphire Strips as She Plays with Her Pretty Feet

Sapphire Strips as She Plays with Her Pretty Feet

FapHouse 6 months ago

Jenny Gives You Flashes of Her Panties & Pussy

54% HD 0:39 / 9:14

Jenny Gives You Flashes of Her Panties & Pussy

FapHouse 9 months ago

Brook & Lacey Lose Their Uniform as They Catfight

57% HD 0:39 / 11:00

Brook & Lacey Lose Their Uniform as They Catfight

FapHouse 4 months ago

Russian Institute: The Headmistress' Daughter

65% HD 0:30 / 1:57:00

Russian Institute: The Headmistress' Daughter

AEBN 4 years ago

Sapphire Flashes Her Panties & Her Pussy

Sapphire Flashes Her Panties & Her Pussy

FapHouse 10 months ago

Headmistress & Her Students Make You Jerk Off As She Explains Their New Milking Program

57% HD 0:25 / 19:40

Headmistress & Her Students Make You Jerk Off As She Explains Their New Milking Program

Clips4sale 4 years ago

1023 Point of View Domination 1

HD 0:10 / 1:07:04

1023 Point of View Domination 1

LoyalFans 1 month ago

Lashes of Mummy's Strap (Secret Slipper Saga Part 4 of 5)

64% HD 0:10 / 15:51

Lashes of Mummy's Strap (Secret Slipper Saga Part 4 of 5)

LoyalFans 3 months ago

Essie & Headmistress; Jerk Off & Cum On The Pleated Skirt (4K)

4K 0:15 / 14:49

Essie & Headmistress; Jerk Off & Cum On The Pleated Skirt (4K)

Clips4sale 7 months ago

20 Strokes on an already Caned Bottom

75% 4K 0:57 / 10:30

20 Strokes on an already Caned Bottom

Clips4sale 3 years ago

Headmistress Kennya: Red nails schlong tease preview

Headmistress Kennya: Red nails schlong tease preview

SortPorn 4 months ago

Step-Mommy Impregnated By Bully Step-Son & Teacher

66% 4K 0:30 / 24:26

Step-Mommy Impregnated By Bully Step-Son & Teacher

Clips4sale 8 months ago

Ella Makes You Jerk off Before Finishing You off Herself

66% HD 0:39 / 7:30

Ella Makes You Jerk off Before Finishing You off Herself

FapHouse 3 months ago

Naughty Student Disciplined by the Headmistress

HD 0:39 / 10:01

Naughty Student Disciplined by the Headmistress

FapHouse 1 week ago

Russian Institute Lesson 18: The Headmistress

53% HD 0:30 / 1:37:00

Russian Institute Lesson 18: The Headmistress

AEBN 12 years ago

Amelia Jane Paddled at St Justs

41% HD 0:39 / 14:05

Amelia Jane Paddled at St Justs

FapHouse 11 months ago

Lauren Gives You Naughty Panty Flashes

66% HD 1:01 / 9:25

Lauren Gives You Naughty Panty Flashes

FapHouse 1 year ago

Private Lessons with the Headmistress

Private Lessons with the Headmistress

FapHouse 3 days ago

Dry Humping Instructions

Dry Humping Instructions

FapHouse 2 months ago

Lauren Sits on Your Face with Her Big Round Ass

64% HD 0:39 / 5:51

Lauren Sits on Your Face with Her Big Round Ass

FapHouse 5 months ago

The New Headmistress

43% 1:01 / 24:39

The New Headmistress

FapHouse 10 months ago

Headmaster Punished by Headmistress by Headmistress ft Stella Liberty and Sub Greg

Headmaster Punished by Headmistress by Headmistress ft Stella Liberty and Sub Greg

LoyalFans 2 weeks ago

Lori's Big Natural Tits Are Placed on Thumbtacks for Punishment

42% HD 0:39 / 31:29

Lori's Big Natural Tits Are Placed on Thumbtacks for Punishment

FapHouse 4 months ago

A Dong Appointment for Headmistress Appealing

A Dong Appointment for Headmistress Appealing

SortPorn 2 weeks ago

Sapphire Strips & Plays with Her Uniform

Sapphire Strips & Plays with Her Uniform

FapHouse 1 month ago

Nicole DuPapillon UK's Longest Labia in Naughty Lesbian college girls

70% HD 1:01 / 19:29

Nicole DuPapillon UK's Longest Labia in Naughty Lesbian college girls

FapHouse 2 years ago

Headmistress teaches Slut a lesson

61% HD 0:10 / 13:27

Headmistress teaches Slut a lesson

LoyalFans 2 years ago

JOI Echo Of Your Headmistress in Latex With Her Large Ebony Ding-dong - Luna Doll

JOI Echo Of Your Headmistress in Latex With Her Large Ebony Ding-dong - Luna Doll

Lesbian8 2 months ago

Naughty Cheerleader Discipline

HD 0:10 / 24:46

Naughty Cheerleader Discipline

LoyalFans 10 months ago

Lauren Plays with Her Perfect Round Tits

64% HD 0:39 / 9:37

Lauren Plays with Her Perfect Round Tits

FapHouse 5 months ago

Sophia Fantasises About Being a Strict Teacher

Sophia Fantasises About Being a Strict Teacher

FapHouse 4 months ago

Black mistresse Georgia

Black mistresse Georgia

SortPorn 2 years ago

Sapphire Fantasises That She Is a Dirty Chav Slut

Sapphire Fantasises That She Is a Dirty Chav Slut

FapHouse 2 months ago

Miss Taylor Gets Mad When You Relentlessly Stare at Her

62% HD 1:01 / 8:35

Miss Taylor Gets Mad When You Relentlessly Stare at Her

FapHouse 9 months ago

Natalia Teases Your Tiny Dick so She Can Punish It

61% HD 0:39 / 9:26

Natalia Teases Your Tiny Dick so She Can Punish It

FapHouse 6 months ago

Stockings in the Dark: A Female Supremacy Scenario with VeVe Lane & Joe (Jan 2021)

HD 0:10 / 23:50

Stockings in the Dark: A Female Supremacy Scenario with VeVe Lane & Joe (Jan 2021)

LoyalFans 11 months ago

Thieving Caretaker - Miss Jessica Wood & Miss Lady Louisa punish the Caretaker with Caning

61% HD 0:10 / 16:17

Thieving Caretaker - Miss Jessica Wood & Miss Lady Louisa punish the Caretaker with Caning

LoyalFans 2 weeks ago

Russian Institute Lesson 18: The Headmistress

52% HD 0:30 / 1:37:00

Russian Institute Lesson 18: The Headmistress

AEBN 12 years ago

Morgan & Miss Marsh; Jerk off Manipulation with Jodhpur Ass Tease

49% 0:39 / 17:07

Morgan & Miss Marsh; Jerk off Manipulation with Jodhpur Ass Tease

FapHouse 1 year ago

Lauren Makes You Worship Her Spiked Heels

Lauren Makes You Worship Her Spiked Heels

FapHouse 3 months ago

Lori's Big Natural Tits Are Placed on Thumbtacks for Punishment

Lori's Big Natural Tits Are Placed on Thumbtacks for Punishment

xHamster 2 weeks ago

A Knob Appointment for Headmistress Delightsome

A Knob Appointment for Headmistress Delightsome

PornFreeNow 2 weeks ago

Lauren Plays with Her Perfect Round Tits

61% HD 0:39 / 9:37

Lauren Plays with Her Perfect Round Tits

FapHouse 5 months ago

Morgan & Miss Marsh; Jerk off Manipulation with Jodhpur Ass Tease

47% 1:01 / 17:07

Morgan & Miss Marsh; Jerk off Manipulation with Jodhpur Ass Tease

FapHouse 1 year ago

Russian Institute: The Headmistress' Daughter

HD 0:30 / 1:57:00

Russian Institute: The Headmistress' Daughter

AEBN 4 years ago

Fetish Movie Advent Calendar 2025 Teaser - Headmistress & Fetish Lady

Fetish Movie Advent Calendar 2025 Teaser - Headmistress & Fetish Lady

PornFreeNow 1 month ago

Lauren Picks on Melissa in Headmistress's Office

46% HD 1:01 / 7:51

Lauren Picks on Melissa in Headmistress's Office

FapHouse 1 year ago

A Useful Lesson 8 (SD)

60% HD 0:15 / 12:06

A Useful Lesson 8 (SD)

Clips4sale 1 year ago

Teen Mistresse Kicks the Balls

Teen Mistresse Kicks the Balls

Dafreeporn 2 years ago

Vore Gets Your StepGrandma Hot

48% HD 0:10 / 22:24

Vore Gets Your StepGrandma Hot

LoyalFans 1 year ago

Becky Gets Stripped & Tickled by Jenny

63% HD 0:39 / 10:57

Becky Gets Stripped & Tickled by Jenny

FapHouse 4 months ago

Lacey Gives You Flashes as She Strips off Her Uniform

64% HD 0:39 / 10:01

Lacey Gives You Flashes as She Strips off Her Uniform

FapHouse 6 months ago

Russian Institute Lesson 18: The Headmistress

61% HD 0:30 / 1:37:00

Russian Institute Lesson 18: The Headmistress

AEBN 12 years ago

Nancy Otk Classic1045

Nancy Otk Classic1045

FapHouse 4 days ago

Ivy & Lola; Losing Their Uniforms in a Nasty Bitch Fight

Ivy & Lola; Losing Their Uniforms in a Nasty Bitch Fight

FapHouse 1 month ago

Public boot worship with Headmistress Kennya preview

Public boot worship with Headmistress Kennya preview

PornFreeNow 4 months ago

DARK SATANIC VATICAN

HD 0:10 / 11:11

DARK SATANIC VATICAN

LoyalFans 2 years ago

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