Chastity Pegging (7,887)

Rosie and Robin Oral Fun Pt1

56% HD 0:39 / 10:02

Rosie and Robin Oral Fun Pt1

FapHouse 6 months ago

Petite Ma'am fucking her pink sissy maid in chastity

Petite Ma'am fucking her pink sissy maid in chastity

xHamster 2 years ago

Femdoms Ashlynn Taylor and GInary

Femdoms Ashlynn Taylor and GInary

AdultPrime 3 weeks ago

Episode 2: Part 1: a Transformed Life: New Sissy Sexuality - Maitresse Julia

76% HD 1:01 / 13:19

Episode 2: Part 1: a Transformed Life: New Sissy Sexuality - Maitresse Julia

FapHouse 1 year ago

Cuckold BBC creampie cleanup then pegging chastity Cuck hubby

Cuckold BBC creampie cleanup then pegging chastity Cuck hubby

xHamster 2 years ago

Cock Growing Potion for the Cuck!

60% HD 1:01 / 42:13

Cock Growing Potion for the Cuck!

FapHouse 1 year ago

Dominafire pov pegging her chastity sissy

Dominafire pov pegging her chastity sissy

xHamster 2 years ago

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

51% HD 1:01 / 13:10

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

FapHouse 3 months ago

Fucking My Boyfriend with Giant Dildo and Fisting

61% 1:01 / 19:17

Fucking My Boyfriend with Giant Dildo and Fisting

FapHouse 4 weeks ago

Eat Your Way Through His Cum to Your Chastity Key, Cuck!

62% HD 1:01 / 44:25

Eat Your Way Through His Cum to Your Chastity Key, Cuck!

FapHouse 4 months ago

Morning Pegging 4K Ft Mistress Patricia

57% 4K 1:01 / 8:23

Morning Pegging 4K Ft Mistress Patricia

FapHouse 2 weeks ago

Madeline the Mind Fucker

79% HD 1:01 / 45:04

Madeline the Mind Fucker

FapHouse 1 year ago

Chaste Sissy Slut One Bar Prison Tease

68% HD 0:10 / 13:25

Chaste Sissy Slut One Bar Prison Tease

LoyalFans 3 years ago

Pegged and Owned From Every Angle

66% HD 1:01 / 20:35

Pegged and Owned From Every Angle

FapHouse 1 week ago

Fucking My Boyfriend with Dragon Dildo Xl by Hankey’s Toys

63% 1:01 / 15:32

Fucking My Boyfriend with Dragon Dildo Xl by Hankey’s Toys

FapHouse 2 months ago

Intense Domme Pegging in Chastity - Tiffani Time

69% HD 1:01 / 16:46

Intense Domme Pegging in Chastity - Tiffani Time

FapHouse 3 weeks ago

Borrow My Sissy Boyfriend

58% 1:01 / 25:50

Borrow My Sissy Boyfriend

FapHouse 1 month ago

Fucking the Sissy We Found in Bed

62% HD 1:01 / 7:21

Fucking the Sissy We Found in Bed

FapHouse 1 year ago

Femdom Girlfriend Hard Fists Her Boyfriend

61% 0:39 / 10:52

Femdom Girlfriend Hard Fists Her Boyfriend

FapHouse 1 month ago

Made over and fucked like a dirty whore

58% HD 1:01 / 13:47

Made over and fucked like a dirty whore

FapHouse 2 years ago

Monster dicks and the Goddesses who wield them

68% HD 0:10 / 9:18

Monster dicks and the Goddesses who wield them

LoyalFans 3 years ago

Pussy-Free Cuck Training Part 4/6: Chastity Control, Huge Dildo Pegging & Verbal Humiliation with Mistress Stellina Obscura

HD 0:10 / 12:13

Pussy-Free Cuck Training Part 4/6: Chastity Control, Huge Dildo Pegging & Verbal Humiliation with Mistress Stellina Obscura

LoyalFans 3 days ago

Sensual Strap-On Play: Passionate Chastity with Dominatrix Ezada Sinn

Sensual Strap-On Play: Passionate Chastity with Dominatrix Ezada Sinn

JuicyVid 1 week ago

My Caged Sissy Get Assfucked

69% HD 1:01 / 10:31

My Caged Sissy Get Assfucked

FapHouse 2 years ago

Reservation: Cuckold

48% HD 1:01 / 44:04

Reservation: Cuckold

FapHouse 10 months ago

Pleasure Hole

57% HD 0:10 / 19:11

LoyalFans 2 years ago

Fucking My Boyfriend with Dragon Dildo Xl by Hankey’s Toys

55% 0:39 / 15:32

Fucking My Boyfriend with Dragon Dildo Xl by Hankey’s Toys

FapHouse 2 months ago

Pegging and Fisting in the Sling Ft Latex Mistress Infinity Miss Lith

66% HD 1:01 / 27:08

Pegging and Fisting in the Sling Ft Latex Mistress Infinity Miss Lith

FapHouse 1 week ago

Intense Domme Pegging in Chastity - Tiffani Time

69% HD 0:39 / 16:46

Intense Domme Pegging in Chastity - Tiffani Time

FapHouse 3 weeks ago

Chastity Cuckold Slave: "smell His Cock on My Pussy"

63% HD 1:01 / 52:48

Chastity Cuckold Slave: "smell His Cock on My Pussy"

FapHouse 1 year ago

Spanking & Hard Strapon Pegging - Chastity Loser

HD 1:01 / 11:06

Spanking & Hard Strapon Pegging - Chastity Loser

FapHouse 6 days ago

lick my pussy after pissing. oh yes good bitch. feminization of the stepbrother.

lick my pussy after pissing. oh yes good bitch. feminization of the stepbrother.

PissVids 3 years ago

Double chastity pegging | Evilwoman, Mistress Mika, Damazonia

67% HD 0:10 / 11:51

Double chastity pegging | Evilwoman, Mistress Mika, Damazonia

LoyalFans 3 months ago

My Hotwife by Benlucky - Sharing Is Caring, Pegging the Hubby 16

60% 0:39 / 28:26

My Hotwife by Benlucky - Sharing Is Caring, Pegging the Hubby 16

FapHouse 6 months ago

DOUBLE FUCKING CHASTITY CUCKOLD: Hot Interracial Pegging | MahoganyQen

69% HD 0:10 / 12:36

DOUBLE FUCKING CHASTITY CUCKOLD: Hot Interracial Pegging | MahoganyQen

LoyalFans 2 months ago

Strap-On Fucking Sensual and Passionate in Chastity by Matriarch Ezada Sinn

63% HD 0:10 / 19:48

Strap-On Fucking Sensual and Passionate in Chastity by Matriarch Ezada Sinn

LoyalFans 3 weeks ago

Pegging the Pretty Boy Pt 1

Pegging the Pretty Boy Pt 1

LoyalFans 5 days ago

POV - Predicament - Endurance - Spider Web - Pegging (244)

58% 1:01 / 26:05

POV - Predicament - Endurance - Spider Web - Pegging (244)

FapHouse 2 weeks ago

I Bought 3 New Toys…

I Bought 3 New Toys…

FapHouse 1 week ago

Femdom Caning Session

57% HD 1:01 / 37:49

Femdom Caning Session

FapHouse 7 months ago

Sph Chastity Cage Demo Slave Humiliation

HD 1:01 / 17:37

Sph Chastity Cage Demo Slave Humiliation

FapHouse 1 week ago

Leather-clad Matriarch Ezada Sinn fucks Her fetish girl up the arse

67% HD 0:10 / 10:20

Leather-clad Matriarch Ezada Sinn fucks Her fetish girl up the arse

LoyalFans 2 years ago

Maitresse Madeline Cuckolds Her Boyfriend with a Woman!

68% HD 1:01 / 50:09

Maitresse Madeline Cuckolds Her Boyfriend with a Woman!

FapHouse 5 months ago

Wild Stretching My Boyfriend’s Ass with Fisting & Double Fisting

Wild Stretching My Boyfriend’s Ass with Fisting & Double Fisting

FapHouse 2 days ago

Educating a Bitch Boy Episode: 1

67% HD 0:39 / 44:39

Educating a Bitch Boy Episode: 1

FapHouse 2 years ago

Pegging, Cuckolding and Training - Adreena Winters & The Cuckold Diary

62% HD 0:10 / 36:17

Pegging, Cuckolding and Training - Adreena Winters & The Cuckold Diary

LoyalFans 11 months ago

Roughly Fucking My Boyfriend with Huge Dildo While Whipping Him

65% 1:01 / 11:47

Roughly Fucking My Boyfriend with Huge Dildo While Whipping Him

FapHouse 2 weeks ago

Cuckold Wedding

50% HD 1:01 / 52:16

Cuckold Wedding

FapHouse 2 years ago

Locked and fucked

Locked and fucked

FapHouse 3 weeks ago

Pegging Compilation: Male Sub Bred by Hot Femdom, Deep Anal Fucking, Ass to Mouth, CBT, Humiliation

69% HD 1:01 / 7:14

Pegging Compilation: Male Sub Bred by Hot Femdom, Deep Anal Fucking, Ass to Mouth, CBT, Humiliation

FapHouse 10 months ago

Not even the bathroom is safe: Matriarch Ezada Sinn fucks Her chattel up the arse

75% HD 0:10 / 8:13

Not even the bathroom is safe: Matriarch Ezada Sinn fucks Her chattel up the arse

LoyalFans 1 year ago

Femdom Pegging Gangbang

65% HD 0:39 / 12:36

Femdom Pegging Gangbang

FapHouse 2 weeks ago

Stretching My Pussy and My Boyfriend’s Ass with Giant Xxl BBC From Hankey’s Toys

65% 1:01 / 20:19

Stretching My Pussy and My Boyfriend’s Ass with Giant Xxl BBC From Hankey’s Toys

FapHouse 6 days ago

siswet and mistressnoir like to subdue lady ana

siswet and mistressnoir like to subdue lady ana

PissVids 1 year ago

Educating a Bitchboy: Episode 4 "last Chance"

74% HD 1:01 / 1:02:24

Educating a Bitchboy: Episode 4 "last Chance"

FapHouse 6 months ago

Stretching My Boyfriend’s Ass with Dragon Egg and Dildos & Dragons Xl

57% 1:01 / 21:28

Stretching My Boyfriend’s Ass with Dragon Egg and Dildos & Dragons Xl

FapHouse 1 week ago

Cuckold Husband: "eat His Cum, Cuck!"

63% HD 1:01 / 52:31

Cuckold Husband: "eat His Cum, Cuck!"

FapHouse 2 years ago

Cuckold Valentines: Lesbian Strap-on Play in Front Of Cuckold Hubby | MahoganyQen

61% HD 0:10 / 18:07

Cuckold Valentines: Lesbian Strap-on Play in Front Of Cuckold Hubby | MahoganyQen

LoyalFans 1 year ago

Pegging Spit Roast in the Bedroom Ft Miss Lith Mistress Infinity Maz Morbid

61% 1:01 / 14:20

Pegging Spit Roast in the Bedroom Ft Miss Lith Mistress Infinity Maz Morbid

FapHouse 3 weeks ago

Eat Your Way Through His Cum to Your Chastity Key, Cuck!

46% HD 0:39 / 44:25

Eat Your Way Through His Cum to Your Chastity Key, Cuck!

FapHouse 4 months ago

Sissy Is a Gangbang Slut Part4

67% HD 1:01 / 16:52

Sissy Is a Gangbang Slut Part4

FapHouse 1 year ago

Chastity patient prostate exam by DominaFire 1/2

57% 1:01 / 5:05

Chastity patient prostate exam by DominaFire 1/2

FapHouse 2 years ago

The Secretary Episode 7

65% HD 0:10 / 33:26

The Secretary Episode 7

LoyalFans 1 month ago

Free Use BoyToy for Dasha Bond

65% HD 0:10 / 9:24

Free Use BoyToy for Dasha Bond

LoyalFans 7 months ago

Reprogrammed for Obedience

57% HD 0:39 / 7:55

Reprogrammed for Obedience

FapHouse 1 month ago

Shaking Chastity Orgasm - Intense Anal Prostate Machine Cumshot

Shaking Chastity Orgasm - Intense Anal Prostate Machine Cumshot

xHamster 1 week ago

Rubber Masochist Pegged in the Ass by Massive Dildo and Squirts!

46% HD 0:10 / 53:07

Rubber Masochist Pegged in the Ass by Massive Dildo and Squirts!

LoyalFans 1 month ago

Shiny and Strapped to Show Our Sissy Slut the Ropes

66% HD 0:10 / 26:34

Shiny and Strapped to Show Our Sissy Slut the Ropes

LoyalFans 1 month ago

The Bigger The Better: Hot Pegging On Terrace | MahoganyQen

71% HD 0:10 / 11:02

The Bigger The Better: Hot Pegging On Terrace | MahoganyQen

LoyalFans 6 months ago

Thong-On Screwing Fleshly and Ardent in Chastity by Matriarch Ezada Sinn

Thong-On Screwing Fleshly and Ardent in Chastity by Matriarch Ezada Sinn

SortPorn 2 weeks ago

Locked RubberDoll Fucked

HD 0:10 / 13:12

Locked RubberDoll Fucked

LoyalFans 1 week ago

Fucked in Chastity After the Gym - Ruby Onyx

HD 0:39 / 14:07

Fucked in Chastity After the Gym - Ruby Onyx

FapHouse 3 weeks ago

Gas Mask Gimp in Chastity Pegging and Anal Training

63% HD 0:39 / 14:09

Gas Mask Gimp in Chastity Pegging and Anal Training

FapHouse 2 days ago

Stuffing his Ass without mercy

HD 0:10 / 22:29

Stuffing his Ass without mercy

LoyalFans 1 week ago

Nurse Dominafire Does Prostate Exam on Chastity Patient

67% 0:39 / 3:12

Nurse Dominafire Does Prostate Exam on Chastity Patient

FapHouse 2 years ago

Vivienne L'amour - Making an Anal Whore Out of You

Vivienne L'amour - Making an Anal Whore Out of You

FapHouse 4 days ago

Cuck Mico Want Piss Humiliation and BBC Inside 18y Leyna

HD 1:01 / 16:42

Cuck Mico Want Piss Humiliation and BBC Inside 18y Leyna

FapHouse 2 weeks ago

Locked, owned, and fucked: Used for Matriarch Ezada’s sexual pleasure with strap-on and arse licking

68% HD 0:10 / 14:27

Locked, owned, and fucked: Used for Matriarch Ezada’s sexual pleasure with strap-on and arse licking

LoyalFans 10 months ago

*** Feminization of Jades Boss, Along with Deepthroating and Pegging

53% 1:01 / 8:36

*** Feminization of Jades Boss, Along with Deepthroating and Pegging

FapHouse 3 months ago

A Surprise ✊ing Freshie Juice and Meat Puppet

HD 0:10 / 27:22

A Surprise ✊ing Freshie Juice and Meat Puppet

LoyalFans 2 days ago

Chastity Cage, Pegging, Xxl Toys and Deep Fisting with a French MILF

HD 0:39 / 22:49

Chastity Cage, Pegging, Xxl Toys and Deep Fisting with a French MILF

FapHouse 3 weeks ago

Double Strap-on Facefuck & Pegging Spitroast with Astrodomina & Tj

HD 1:01 / 15:00

Double Strap-on Facefuck & Pegging Spitroast with Astrodomina & Tj

FapHouse 3 days ago

Slut Hole (FULL): Femdom Pegging in Bondage, Ass-to-Mouth Dildo Sucking, Cum Eating & Strict Female Domination with Mistress Stellina Obscura

56% HD 0:10 / 50:50

Slut Hole (FULL): Femdom Pegging in Bondage, Ass-to-Mouth Dildo Sucking, Cum Eating & Strict Female Domination with Mistress Stellina Obscura

LoyalFans 9 months ago

From Worthless to Worthy in Five Mistresses Episode 3, "chastity CBT"

56% HD 1:01 / 55:13

From Worthless to Worthy in Five Mistresses Episode 3, "chastity CBT"

FapHouse 2 months ago

Chastity Fuck-Toy Pegging with SPH POV | MahoganyQen

HD 0:10 / 10:24

Chastity Fuck-Toy Pegging with SPH POV | MahoganyQen

LoyalFans 4 weeks ago

2 new slaves ready for training part 1 - full fist ahead

69% HD 1:01 / 8:33

2 new slaves ready for training part 1 - full fist ahead

FapHouse 7 years ago

Chastity patient prostate exam by DominaFire 1/2

68% 0:39 / 5:05

Chastity patient prostate exam by DominaFire 1/2

FapHouse 2 years ago

Lady Mononoke fucks a hogtied submissive with a strapon and sits on his face

HD 0:10 / 15:51

Lady Mononoke fucks a hogtied submissive with a strapon and sits on his face

LoyalFans 2 years ago

Destroying My Boyfriend’s Ass with Huge BBC Dildo & Fist

49% 0:39 / 16:06

Destroying My Boyfriend’s Ass with Huge BBC Dildo & Fist

FapHouse 1 month ago

Latex Fucking with Mistress Susi

66% HD 0:10 / 7:41

Latex Fucking with Mistress Susi

LoyalFans 3 weeks ago

Industrial Rubber Glove Fisting 4K Ft Mistress Patricia Maz Morbid

4K 1:01 / 11:26

Industrial Rubber Glove Fisting 4K Ft Mistress Patricia Maz Morbid

FapHouse 1 week ago

Pegging Him - Restricted in Bondage and in Chastity with King Kruger

57% HD 1:01 / 12:37

Pegging Him - Restricted in Bondage and in Chastity with King Kruger

FapHouse 3 months ago

Pegging Cuckold in Chastity

70% HD 0:39 / 24:41

Pegging Cuckold in Chastity

FapHouse 2 years ago

My First time with the cuck Queen!

49% HD 0:10 / 44:53

My First time with the cuck Queen!

LoyalFans 1 year ago

Chastity Tease and Denial: "hump the Air Bitchboy" Episode 3

60% HD 1:01 / 45:58

Chastity Tease and Denial: "hump the Air Bitchboy" Episode 3

FapHouse 1 year ago

Locktoberfest Full Surrender: Pre-Stretched & Pegged - Episode 41!

Locktoberfest Full Surrender: Pre-Stretched & Pegged - Episode 41!

xHamster 1 month ago

Sissy compilation volume 2

51% HD 1:01 / 13:42

Sissy compilation volume 2

FapHouse 3 years ago

BBC Queen Destroying Her Slave’s Ass with Huge BBC Machine Fuck

57% 1:01 / 19:23

BBC Queen Destroying Her Slave’s Ass with Huge BBC Machine Fuck

FapHouse 3 weeks ago

We wont be using your cock tonight babe

58% HD 0:20 / 18:49

We wont be using your cock tonight babe

Clips4sale 3 years ago

Destroying My Boyfriend’s Ass with Huge BBC Dildo & Fist

71% 1:01 / 16:06

Destroying My Boyfriend’s Ass with Huge BBC Dildo & Fist

FapHouse 1 month ago

Milking in Sissy Mouth and Pegging Training

66% HD 1:01 / 16:24

Milking in Sissy Mouth and Pegging Training

FapHouse 1 year ago

Femdom Girlfriend with Huge Cock Dildo Fucks Her Slave

57% 0:39 / 11:47

Femdom Girlfriend with Huge Cock Dildo Fucks Her Slave

FapHouse 2 months ago

Lick Me Well and I'll Fuck You

Lick Me Well and I'll Fuck You

FapHouse 3 weeks ago

Sissy husbands cock caged and fucked in his ass with mistress's big strapon

Sissy husbands cock caged and fucked in his ass with mistress's big strapon

xHamster 2 years ago

Pegged In Chastity 2 - Veronica Vixxen

60% HD 0:10 / 12:54

Pegged In Chastity 2 - Veronica Vixxen

LoyalFans 5 days ago

Chastity Locked, Strap-On Owned | Pegging Domination

Chastity Locked, Strap-On Owned | Pegging Domination

LoyalFans 1 month ago

Rough Sissy Pegging in Latex

66% HD 0:39 / 8:21

Rough Sissy Pegging in Latex

FapHouse 1 year ago

Tied Gagged and Pegged by Latex Mistress

59% HD 0:10 / 20:35

Tied Gagged and Pegged by Latex Mistress

LoyalFans 3 years ago

Madeline the Mind Fucker

HD 0:39 / 45:04

Madeline the Mind Fucker

FapHouse 1 year ago

Cuckold: Cock Comparison, Chastity Lock, JOI, and Command to Suck After Lover

52% HD 0:39 / 5:52

Cuckold: Cock Comparison, Chastity Lock, JOI, and Command to Suck After Lover

FapHouse 3 months ago

A nasty therapy part2

60% HD 0:39 / 12:45

A nasty therapy part2

FapHouse 7 years ago

two muscle queens, one obedient toy – bdsm chastity pegging

HD 0:19 / 19:02

two muscle queens, one obedient toy – bdsm chastity pegging

PornBox 6 days ago

Milking in Sissy Mouth and Pegging Training

57% HD 0:39 / 16:24

Milking in Sissy Mouth and Pegging Training

FapHouse 1 year ago

PIG PEG! 🐷

65% HD 0:10 / 10:15

LoyalFans 1 week ago

How to Wear a Chastity Cage Long Term

How to Wear a Chastity Cage Long Term

FapHouse 5 days ago

Stretching My Boyfriend's Ass with Dragon Egg and Dildos & Dragons Xl

Stretching My Boyfriend's Ass with Dragon Egg and Dildos & Dragons Xl

xHamster 1 week ago

Femdom FFM - Strapon and Facesitting

Femdom FFM - Strapon and Facesitting

FapHouse 2 months ago

He once again thought he was allowed to fuck

He once again thought he was allowed to fuck

xHamster 2 years ago

Stretching My Boyfriend’s Ass with Dana’s Grip by Hankey’s Toys

61% 1:01 / 21:37

Stretching My Boyfriend’s Ass with Dana’s Grip by Hankey’s Toys

FapHouse 2 weeks ago

Bound & Caned by 2 Asian Dommes

56% HD 1:01 / 8:05

Bound & Caned by 2 Asian Dommes

FapHouse 1 month ago

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