Cruel Punishment (204)

Slut Training Compilation by Countess Diamond

HD 0:10 / 31:36

Slut Training Compilation by Countess Diamond

LoyalFans 5 months ago

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - CLIP 3 OF 5 - WMV

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - CLIP 3 OF 5 - WMV

Clips4sale 1 year ago

Step-Mummys Anal Punishment

Step-Mummys Anal Punishment

IWantClips 4 months ago

iamzz Punishment for the working slave (mp4-FHD)

65% HD 0:11 / 9:29

iamzz Punishment for the working slave (mp4-FHD)

Clips4sale 4 years ago

Your Body Is My Toy: BDSM Bondage Blowjob Cumshot w Fisting

57% 4K 0:28 / 32:29

Your Body Is My Toy: BDSM Bondage Blowjob Cumshot w Fisting

Clips4sale 1 year ago

THE CRUEL MILF PUNISHING THE NERD SLAVE WITH POWERFUL FARTS - BY MELISSA RAMOS - CLIP 1 IN FULL HD

Premium HD 5:00

THE CRUEL MILF PUNISHING THE NERD SLAVE WITH POWERFUL FARTS - BY MELISSA RAMOS - CLIP 1 IN FULL HD

Clips4sale 3 years ago

slaves cam of balls to kick or dick to suck HD

slaves cam of balls to kick or dick to suck HD

Clips4sale 3 years ago

THE CRUEL MILF PUNISHING THE NERD SLAVE WITH POWERFUL FARTS - BY MELISSA RAMOS - CLIP 2 IN FULL HD

Premium HD 5:00

THE CRUEL MILF PUNISHING THE NERD SLAVE WITH POWERFUL FARTS - BY MELISSA RAMOS - CLIP 2 IN FULL HD

Clips4sale 3 years ago

slaves cam of balls to kick or dick to suck SD

slaves cam of balls to kick or dick to suck SD

Clips4sale 3 years ago

You're My Fucking Property - REMASTERED - Loser Degradation Slave Induction Femdom POV by Miss Faith Rae with Make Me Bi, Exposure Fantasy, Dirty Talk and Sissification - HD 1080p MP4

You're My Fucking Property - REMASTERED - Loser Degradation Slave Induction Femdom POV by Miss Faith Rae with Make Me Bi, Exposure Fantasy, Dirty Talk and Sissification - HD 1080p MP4

Clips4sale 2 years ago

You're My Fucking Property - REMASTERED - Loser Degradation Slave Induction Femdom POV by Miss Faith Rae with Make Me Bi, Exposure Fantasy, Dirty Talk and Sissification - MKV

55% 4K 0:30 / 7:45

You're My Fucking Property - REMASTERED - Loser Degradation Slave Induction Femdom POV by Miss Faith Rae with Make Me Bi, Exposure Fantasy, Dirty Talk and Sissification - MKV

Clips4sale 2 years ago

Take Every Gr-inch (HD MP4)

4K 0:29 / 16:06

Take Every Gr-inch (HD MP4)

Clips4sale 2 years ago

Locking Lizzy’s Clit + Crushing Her Balls: Mommy’s Wand Punishment for Bad Sluts

Locking Lizzy’s Clit + Crushing Her Balls: Mommy’s Wand Punishment for Bad Sluts

Clips4sale 1 year ago

Giant FtM Jaq Quicksilver Punishes You for Lying About Your Size - POV Tiny Made to Worship Feet, Ass, and T-cock as Humiliation - jock, body worship, trans, gay - 1080p WMV

HD 0:29 / 13:59

Giant FtM Jaq Quicksilver Punishes You for Lying About Your Size - POV Tiny Made to Worship Feet, Ass, and T-cock as Humiliation - jock, body worship, trans, gay - 1080p WMV

Clips4sale 1 year ago

Giant FtM Jaq Quicksilver Punishes You for Lying About Your Size - POV Tiny Made to Worship Feet, Ass, and T-cock as Humiliation - jock, body worship, trans - 720p mp4

HD 0:29 / 13:59

Giant FtM Jaq Quicksilver Punishes You for Lying About Your Size - POV Tiny Made to Worship Feet, Ass, and T-cock as Humiliation - jock, body worship, trans - 720p mp4

Clips4sale 1 year ago

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - CLIP 2 OF 5 - WMV

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - CLIP 2 OF 5 - WMV

Clips4sale 1 year ago

Banjo & Will; The Leather Detectives "Kiss of Fate" (Part Two) Helpless Heroes Humiliated

Banjo & Will; The Leather Detectives "Kiss of Fate" (Part Two) Helpless Heroes Humiliated

Clips4sale 8 months ago

POV PEGGING HARD PUNISHMENT

HD 0:25 / 28:08

POV PEGGING HARD PUNISHMENT

Clips4sale 2 months ago

Shemale Suelly Matos Cruel Punishment II

Shemale Suelly Matos Cruel Punishment II

Clips4sale 6 months ago

Cage Creaming Accidents - Mean Permanent Chastity Sissygasms (SD MP4)

4K 0:41 / 18:00

Cage Creaming Accidents - Mean Permanent Chastity Sissygasms (SD MP4)

Clips4sale 6 months ago

LATEX LAYERED CUMDOLL ON EDGE - EXTREMELY CRUEL VIBRATOR PUNISHMENT & TIGHT RUBBER BONDAGE 26

LATEX LAYERED CUMDOLL ON EDGE - EXTREMELY CRUEL VIBRATOR PUNISHMENT & TIGHT RUBBER BONDAGE 26

Clips4sale 9 months ago

Cruel MiL - Sissification for Church

Cruel MiL - Sissification for Church

Clips4sale 1 year ago

Shemale Maylla Mendes Cruel Punishment VII

Shemale Maylla Mendes Cruel Punishment VII

Clips4sale 3 years ago

THE CRUEL GIANT PUNISHING LITTLE JACK WITH FARTS - BY BRUNA SILVA - CLIP 2 IN FULL HD

Premium HD 5:00

THE CRUEL GIANT PUNISHING LITTLE JACK WITH FARTS - BY BRUNA SILVA - CLIP 2 IN FULL HD

Clips4sale 3 years ago

Shemale Ananda India Cruel Fullweight I

Shemale Ananda India Cruel Fullweight I

Clips4sale 1 year ago

Ch3: LEFT ALONE & CUMMING ALL OVER YOUR LATEX- 45 MORE minutes of cruel edging - LATEX LAYERED CUMDOLL ON EDGE Ch3

Ch3: LEFT ALONE & CUMMING ALL OVER YOUR LATEX- 45 MORE minutes of cruel edging - LATEX LAYERED CUMDOLL ON EDGE Ch3

Clips4sale 10 months ago

Inanna Justice Suspends Trans Femme Sub for Leather Muzzle Torment and Butt Plug Discipline - Dungeon Discipline Part 1

HD 0:10 / 16:02

Inanna Justice Suspends Trans Femme Sub for Leather Muzzle Torment and Butt Plug Discipline - Dungeon Discipline Part 1

LoyalFans 8 months ago

Feminized For The BNWO (SD MP4)

44% 4K 0:32 / 16:06

Feminized For The BNWO (SD MP4)

Clips4sale 2 years ago

THE CRUEL POLICEMAN PUNISHING THE DEALER WITH FARTS - PART 3 BY JACK HARRIS - FULL VERSION IN FULL HD

61% HD 0:30 / 5:00

THE CRUEL POLICEMAN PUNISHING THE DEALER WITH FARTS - PART 3 BY JACK HARRIS - FULL VERSION IN FULL HD

Clips4sale 2 years ago

24-7 live in sissy maid - Cruel Punishments

24-7 live in sissy maid - Cruel Punishments

Clips4sale 2 years ago

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - FULL VERSION - MP4

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - FULL VERSION - MP4

Clips4sale 1 year ago

Shemale Maylla Mendes Cruel Punishment IV

Shemale Maylla Mendes Cruel Punishment IV

Clips4sale 3 years ago

Shemale Maylla Mendes Cruel Punishment - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 34 MINUTES FOR US$ 19,99!

65% HD 0:20 / 33:48

Shemale Maylla Mendes Cruel Punishment - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 34 MINUTES FOR US$ 19,99!

Clips4sale 3 years ago

THE CRUEL GIANT PUNISHING LITTLE JACK WITH FARTS - BY BRUNA SILVA - CLIP 5 IN FULL HD

Premium HD 5:15

THE CRUEL GIANT PUNISHING LITTLE JACK WITH FARTS - BY BRUNA SILVA - CLIP 5 IN FULL HD

Clips4sale 3 years ago

THE CRUEL MILF PUNISHING THE NERD SLAVE WITH POWERFUL FARTS - BY MELISSA RAMOS - CLIP 4 IN FULL HD

Premium HD 6:43

THE CRUEL MILF PUNISHING THE NERD SLAVE WITH POWERFUL FARTS - BY MELISSA RAMOS - CLIP 4 IN FULL HD

Clips4sale 3 years ago

Punishment from a nun

HD 0:10 / 15:32

Punishment from a nun

LoyalFans 2 years ago

My Futa Vampire Wife Part Two The Price of Disobedience

63% HD 0:30 / 32:09

My Futa Vampire Wife Part Two The Price of Disobedience

Clips4sale 1 year ago

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - CLIP 4 OF 5 - WMV

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - CLIP 4 OF 5 - WMV

Clips4sale 1 year ago

POV PEGGING PUNISHMENT

HD 0:18 / 28:07

POV PEGGING PUNISHMENT

Clips4sale 5 months ago

THE CRUEL POLICEMAN PUNISHING THE DEALER WITH FARTS - PART 4 BY JACK HARRIS - FULL VERSION IN FULL HD

44% HD 0:30 / 7:49

THE CRUEL POLICEMAN PUNISHING THE DEALER WITH FARTS - PART 4 BY JACK HARRIS - FULL VERSION IN FULL HD

Clips4sale 2 years ago

Spank my Hole - WMV Version

66% 0:57 / 16:08

Spank my Hole - WMV Version

Clips4sale 3 years ago

Groupie Hotel Orgy - Part Four

Groupie Hotel Orgy - Part Four

Clips4sale 8 months ago

Step-Mummys Anal Punishment

Step-Mummys Anal Punishment

Clips4sale 11 months ago

Banjo & Will; The Leather Detectives "Kiss of Fate" (Part 2) Helpless Heroes Humiliated!

Banjo & Will; The Leather Detectives "Kiss of Fate" (Part 2) Helpless Heroes Humiliated!

Clips4sale 8 months ago

Fuck You Loser

Clips4sale 4 years ago

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - CLIP 5 OF 5 - WMV

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - CLIP 5 OF 5 - WMV

Clips4sale 1 year ago

You're My Fucking Property - REMASTERED - Loser Degradation Slave Induction Femdom POV

You're My Fucking Property - REMASTERED - Loser Degradation Slave Induction Femdom POV

LoyalFans 2 years ago

THE CRUEL POLICEMAN PUNISHING THE DEALER WITH FARTS - PART 1 BY JACK HARRIS - FULL VERSION IN FULL HD

56% HD 0:30 / 5:00

THE CRUEL POLICEMAN PUNISHING THE DEALER WITH FARTS - PART 1 BY JACK HARRIS - FULL VERSION IN FULL HD

Clips4sale 2 years ago

FILMED AND FAGGED BY THE FOOTBALL TEAM

FILMED AND FAGGED BY THE FOOTBALL TEAM

Clips4sale 3 years ago

Machine Milked & Fucked Tgurl!

56% HD 0:10 / 10:25

Machine Milked & Fucked Tgurl!

LoyalFans 3 years ago

Time To Repent HD SPECIAL OFFER

HD 0:11 / 24:21

Time To Repent HD SPECIAL OFFER

Clips4sale 2 years ago

Cruel Cuck Marriage WMV 640x480

HD 0:20 / 16:06

Cruel Cuck Marriage WMV 640x480

Clips4sale 2 years ago

Giant FtM Jaq Quicksilver Punishes You for Lying About Your Size - POV Tiny Made to Worship Feet, Ass, and T-cock as Humiliation - jock, body worship, trans, gay - 4k mp4

4K 0:30 / 13:59

Giant FtM Jaq Quicksilver Punishes You for Lying About Your Size - POV Tiny Made to Worship Feet, Ass, and T-cock as Humiliation - jock, body worship, trans, gay - 4k mp4

Clips4sale 1 year ago

Cork Screw Ass Stretch

Cork Screw Ass Stretch

Clips4sale 9 months ago

ALONE & CUMMING ALL OVER YOUR LATEX- 45m of cruel edging+ double orgasm - LATEX LAYERED CUMDOLL ON EDGE Ch3

ALONE & CUMMING ALL OVER YOUR LATEX- 45m of cruel edging+ double orgasm - LATEX LAYERED CUMDOLL ON EDGE Ch3

Clips4sale 9 months ago

Shemale Suelly Matos Cruel Punishment III

Shemale Suelly Matos Cruel Punishment III

Clips4sale 6 months ago

Subject 69 Under Viewer Control

Subject 69 Under Viewer Control

Clips4sale 1 year ago

Big Butt Eggs-ecution

Big Butt Eggs-ecution

Clips4sale 11 months ago

Ch1: CRUEL VIBRATOR EDGING, PENISPUMP, WHIPPING & BONDAGE PUNISHMENT - LATEX LAYERED CUMDOLL ON EDGE Ch1 hd

HD 0:22 / 26:05

Ch1: CRUEL VIBRATOR EDGING, PENISPUMP, WHIPPING & BONDAGE PUNISHMENT - LATEX LAYERED CUMDOLL ON EDGE Ch1 hd

Clips4sale 10 months ago

Shemale Maylla Mendes Cruel Punishment II

Shemale Maylla Mendes Cruel Punishment II

Clips4sale 3 years ago

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - CLIP 2 OF 5 - MP4

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - CLIP 2 OF 5 - MP4

Clips4sale 1 year ago

Perfect Ass for the Job

66% HD 0:10 / 5:23

Perfect Ass for the Job

LoyalFans 1 year ago

Punishment from a nun (wmv)

Punishment from a nun (wmv)

Clips4sale 3 years ago

THE CRUEL GIANT PUNISHING LITTLE JACK WITH FARTS - BY BRUNA SILVA - CLIP 1 IN FULL HD

Premium HD 5:00

THE CRUEL GIANT PUNISHING LITTLE JACK WITH FARTS - BY BRUNA SILVA - CLIP 1 IN FULL HD

Clips4sale 3 years ago

Lost Bet: You're His Property Now

55% 0:11 / 11:18

Lost Bet: You're His Property Now

Clips4sale 3 years ago

Ch1: CRUEL VIBRATOR EDGING, PENISPUMP, WHIPPING & BONDAGE PUNISHMENT - LATEX LAYERED CUMDOLL ON EDGE Ch1 261

Ch1: CRUEL VIBRATOR EDGING, PENISPUMP, WHIPPING & BONDAGE PUNISHMENT - LATEX LAYERED CUMDOLL ON EDGE Ch1 261

Clips4sale 9 months ago

Cage Creaming Accidents - Mean Permanent Chastity Sissygasms (HD MP4)

4K 0:41 / 18:00

Cage Creaming Accidents - Mean Permanent Chastity Sissygasms (HD MP4)

Clips4sale 6 months ago

Vibrator Thief Punishment: Boy Pussy Flogging & CBT Femdom Lesson

Vibrator Thief Punishment: Boy Pussy Flogging & CBT Femdom Lesson

Clips4sale 7 months ago

Shemale Maylla Mendes Cruel Punishment III

Shemale Maylla Mendes Cruel Punishment III

Clips4sale 3 years ago

Ch1: CRUEL VIBRATOR EDGING, PENISPUMP, WHIPPING & BONDAGE PUNISHMENT - LATEX LAYERED CUMDOLL ON EDGE Ch1

Ch1: CRUEL VIBRATOR EDGING, PENISPUMP, WHIPPING & BONDAGE PUNISHMENT - LATEX LAYERED CUMDOLL ON EDGE Ch1

Clips4sale 10 months ago

The Strap On Games By Ruby Onyx Feat Mistress Lorraine

4K 0:47 / 20:53

The Strap On Games By Ruby Onyx Feat Mistress Lorraine

Clips4sale 1 year ago

Diaper Collection POV: 4 Clip Bundle Miss Ivy Chaos with Diaper Humiliation

Diaper Collection POV: 4 Clip Bundle Miss Ivy Chaos with Diaper Humiliation

Clips4sale 1 year ago

Trapped in the Ebony Giant’s Oiled Thong

Trapped in the Ebony Giant’s Oiled Thong

Clips4sale 1 year ago

Hardcore CBT session with a sadistic femboy.

HD 1:00 / 23:14

Hardcore CBT session with a sadistic femboy.

Clips4sale 3 months ago

LATEX LAYERED CUMDOLL ON EDGE - EXTREMELY CRUEL VIBRATOR PUNISHMENT & TIGHT RUBBER BONDAGE FULL hd 2612

HD 0:30 / 1:35:13

LATEX LAYERED CUMDOLL ON EDGE - EXTREMELY CRUEL VIBRATOR PUNISHMENT & TIGHT RUBBER BONDAGE FULL hd 2612

Clips4sale 9 months ago

Punishment from a nun

58% 0:23 / 15:31

Punishment from a nun

Clips4sale 3 years ago

iamzz Punishment for the working slave (mp4-HD)

iamzz Punishment for the working slave (mp4-HD)

Clips4sale 4 years ago

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - FULL VERSION - WMV

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - FULL VERSION - WMV

Clips4sale 1 year ago

Sissy Hubby in Chastity Trained to Suck Cock by Nikki Whiplash WL1759

68% 0:10 / 17:46

Sissy Hubby in Chastity Trained to Suck Cock by Nikki Whiplash WL1759

Clips4sale 1 year ago

Shemale Suelly Matos Cruel Punishment I

Shemale Suelly Matos Cruel Punishment I

Clips4sale 6 months ago

Mistress Terry & Manila – Ruthless CD Dommes Interrogate Captive

Mistress Terry & Manila – Ruthless CD Dommes Interrogate Captive

Clips4sale 6 months ago

LATEX LAYERED CUMDOLL ON EDGE - EXTREMELY CRUEL VIBRATOR PUNISHMENT & TIGHT RUBBER BONDAGE HD Compr3ssed

HD 0:57 / 1:35:22

LATEX LAYERED CUMDOLL ON EDGE - EXTREMELY CRUEL VIBRATOR PUNISHMENT & TIGHT RUBBER BONDAGE HD Compr3ssed

Clips4sale 10 months ago

Shemale Suelly Matos Cruel Facesitting I

Shemale Suelly Matos Cruel Facesitting I

Clips4sale 6 months ago

LATEX LAYERED CUMDOLL ON EDGE - EXTREMELY CRUEL VIBRATOR PUNISHMENT & TIGHT RUBBER BONDAGE

LATEX LAYERED CUMDOLL ON EDGE - EXTREMELY CRUEL VIBRATOR PUNISHMENT & TIGHT RUBBER BONDAGE

Clips4sale 10 months ago

Models

Model Galore - The biggest XXX collection of the newest and the best porn videos of your favorite models. The #1 place for fans of adult content creators!

Parents

Modelgalore.com uses the “Restricted To Adults” (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Modelgalore.com. All rights reserved.

© 2026 Modelgalore.com. All rights reserved.