Cruel Punishment (14,593)

The best and newest cruel punishment videos

Mia's Debut

xHamster 2 months ago

EmilyAddams48h - The ultimate Challenge for the young German Slave Slut - Chapter 06 - Hanging from her Tits - Part 2 wmv SD

60% HD 0:30 / 15:16

EmilyAddams48h - The ultimate Challenge for the young German Slave Slut - Chapter 06 - Hanging from her Tits - Part 2 wmv SD

Clips4sale 5 months ago

Fractured pleasure HD MP4

70% HD 0:17 / 12:26

Fractured pleasure HD MP4

Clips4sale 1 month ago

Electric shock on toes and cock HD MP4

72% HD 0:18 / 10:41

Electric shock on toes and cock HD MP4

Clips4sale 3 years ago

Strapped down and spanked hard HD MP4

69% HD 0:18 / 11:13

Strapped down and spanked hard HD MP4

Clips4sale 1 month ago

Arches De Triomphe - Having Fun With Your Genitals Until You Cum (HD 720p MP4)

65% 4K 0:22 / 9:24

Arches De Triomphe - Having Fun With Your Genitals Until You Cum (HD 720p MP4)

Clips4sale 2 months ago

Lady Dark Angel - High Heel Trampling and Ball Crushing - Episode 2 (1080p MP4)

72% 4K 0:26 / 12:20

Lady Dark Angel - High Heel Trampling and Ball Crushing - Episode 2 (1080p MP4)

Clips4sale 1 year ago

Goddess Gutz Sasha Cruel First Riding V

Goddess Gutz Sasha Cruel First Riding V

Clips4sale 1 month ago

Lady Scarlet - Helpless and Hogtied Beneath my Leather Boots (720p MP4)

63% 4K 0:30 / 10:30

Lady Scarlet - Helpless and Hogtied Beneath my Leather Boots (720p MP4)

Clips4sale 1 month ago

Four Gorgeous Babes Introduced by Their Master

Four Gorgeous Babes Introduced by Their Master

xHamster 1 year ago

Alexia Vs 2 Corporal Caners (1080 HD)

77% 4K 0:52 / 10:24

Alexia Vs 2 Corporal Caners (1080 HD)

Clips4sale 2 years ago

Reell - Stepmamacitas on Tour: the Punishment Specialists

67% HD 1:01 / 20:29

Reell - Stepmamacitas on Tour: the Punishment Specialists

FapHouse 1 year ago

Corrupted Correction

64% 0:11 / 50:47

Corrupted Correction

Clips4sale 1 year ago

Prison Punishment for 3 Inmates Mbl MP4

63% 0:59 / 2:05:11

Prison Punishment for 3 Inmates Mbl MP4

Clips4sale 1 year ago

THE SLAUGHTER HD

57% HD 0:35 / 12:39

THE SLAUGHTER HD

Clips4sale 1 year ago

CRUEL REELL - WHO LAUGHS LAST...

CRUEL REELL - WHO LAUGHS LAST...

xHamster 2 months ago

Off with the heels and whip hard HD MP4

80% HD 0:16 / 12:15

Off with the heels and whip hard HD MP4

Clips4sale 1 year ago

BrutalPunishment Video: Cruel

BrutalPunishment Video: Cruel

AbXXX 10 years ago

COCK & BALLS MISTREATMENT ( Smartphone Version )

65% HD 1:00 / 14:00

COCK & BALLS MISTREATMENT ( Smartphone Version )

Clips4sale 1 month ago

EmilyAddams48h - The ultimate Challenge for the German Slave Slut - Chapter 13 - On the Sybian - Part 2 wmv SD

74% HD 0:30 / 19:13

EmilyAddams48h - The ultimate Challenge for the German Slave Slut - Chapter 13 - On the Sybian - Part 2 wmv SD

Clips4sale 2 months ago

EmilyAddams48h - The ultimate Challenge for the young German Slave Slut - Chapter 06 - Hanging from her Tits - Part 2 mp4 SD

53% HD 0:30 / 15:15

EmilyAddams48h - The ultimate Challenge for the young German Slave Slut - Chapter 06 - Hanging from her Tits - Part 2 mp4 SD

Clips4sale 5 months ago

Punishment for Good -part 2

Punishment for Good -part 2

xHamster 1 year ago

Climbing The Ladder - MP4 720x480

77% 4K 1:00 / 15:24

Climbing The Ladder - MP4 720x480

Clips4sale 11 months ago

Big cum milked out HD MP4

59% HD 0:16 / 6:50

Big cum milked out HD MP4

Clips4sale 3 years ago

Bella Shocks Slave's Balls for Forgetting to Rub her Feet - intense cbt on Bambi, chastity, foot slave training, wrinkled soles, electric shock play

67% 0:19 / 8:49

Bella Shocks Slave's Balls for Forgetting to Rub her Feet - intense cbt on Bambi, chastity, foot slave training, wrinkled soles, electric shock play

Clips4sale 10 months ago

Cruel Punishment - Never Disobey Your Mistress

71% HD 0:30 / 8:03

Cruel Punishment - Never Disobey Your Mistress

Clips4sale 5 months ago

Ballbusting Punishment From Cruel Domme

Ballbusting Punishment From Cruel Domme

Clips4sale 4 months ago

Pandora's Institutional Caning MOV

64% HD 0:40 / 11:47

Pandora's Institutional Caning MOV

Clips4sale 3 years ago

SUMMERTIME STRAP ON

76% 0:33 / 10:30

SUMMERTIME STRAP ON

Clips4sale 4 months ago

STRAPPED BAGGED AND HUMILIATED Both Chapters: Cockplay, Punishment & the Bag HD

63% 4K 1:00 / 36:13

STRAPPED BAGGED AND HUMILIATED Both Chapters: Cockplay, Punishment & the Bag HD

Clips4sale 6 days ago

Pony Ride Destruction

62% 0:11 / 32:50

Pony Ride Destruction

Clips4sale 1 year ago

Suffer Day - Chastity Shock Housework

72% 0:55 / 49:10

Suffer Day - Chastity Shock Housework

Clips4sale 2 months ago

FULL HD The CBT Punishment II

80% HD 0:53 / 22:34

FULL HD The CBT Punishment II

Clips4sale 3 weeks ago

Adorable Milf is Cruelly Punished by Another Bombshell Cougar

Adorable Milf is Cruelly Punished by Another Bombshell Cougar

Hoes.tube 3 years ago

An Opportunity and a Betrayal With a Lesbian Couple Part 2 (FULL HD MP4)

52% HD 0:47 / 22:16

An Opportunity and a Betrayal With a Lesbian Couple Part 2 (FULL HD MP4)

Clips4sale 3 years ago

Fisting party FHD MP4

63% 0:21 / 12:22

Fisting party FHD MP4

Clips4sale 1 month ago

Cruel Ballbusting Domination by Large Ass Megan - Bizarre Femdom Obedience Training

Cruel Ballbusting Domination by Large Ass Megan - Bizarre Femdom Obedience Training

FreePorn8 1 week ago

SCISSORHOLD DESTROYER "HARD PRESS PIN" --- BY ADRIANA FULLER - CLIP 6 IN HD

Premium HD 6:52

SCISSORHOLD DESTROYER "HARD PRESS PIN" --- BY ADRIANA FULLER - CLIP 6 IN HD

Clips4sale 2 years ago

Worship Cruel Lesbians Sweaty Asses - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 34 MINUTES FOR US$ 19,99!

58% HD 0:20 / 34:38

Worship Cruel Lesbians Sweaty Asses - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 34 MINUTES FOR US$ 19,99!

Clips4sale 4 years ago

CRUEL REELL - OPERATION DOUBLE STRIKE

CRUEL REELL - OPERATION DOUBLE STRIKE

BondageLuv 1 month ago

Enduring Cruel Whipping

Enduring Cruel Whipping

4KPorn 4 years ago

Two cruel teachers and their toy

53% 0:26 / 9:48

Two cruel teachers and their toy

Clips4sale 4 years ago

Dick laid under shoes

Dick laid under shoes

xHamster 1 month ago

Merciless Trampling-clip 3

65% 0:11 / 5:00

Merciless Trampling-clip 3

Clips4sale 3 years ago

I'll Just Give You A Second To Breathe! 4K! 10 MIN! UHD!

I'll Just Give You A Second To Breathe! 4K! 10 MIN! UHD!

xHamster 6 months ago

Hot Teen Learns to Suffer - Part 3

Hot Teen Learns to Suffer - Part 3

xHamster 11 months ago

Double ballbusting pov

59% 0:09 / 6:22

Double ballbusting pov

Clips4sale 1 year ago

There's Nothing Better Than Seeing You Suffer Under My Pussy! 11 Min 4K

There's Nothing Better Than Seeing You Suffer Under My Pussy! 11 Min 4K

xHamster 2 months ago

Redhead French babe gets punished after having some fun with a old dude

Redhead French babe gets punished after having some fun with a old dude

xHamster 1 year ago

CRUEL REELL - Warm up for fat old guy - sponsored by STEELTOYZ

CRUEL REELL - Warm up for fat old guy - sponsored by STEELTOYZ

xHamster 2 months ago

CRUEL REELL - DIABOLISCHES FUSSSYNDROM

CRUEL REELL - DIABOLISCHES FUSSSYNDROM

xHamster 3 months ago

Jodi Taylor: Eager slut elaborately bound, caned, zapped and fucked!

59% HD 0:51 / 1:04:49

Jodi Taylor: Eager slut elaborately bound, caned, zapped and fucked!

Kink 12 years ago

Arches De Triomphe - Having Fun With Your Genitals Until You Cum (HD 1080p MP4)

66% 4K 0:22 / 9:24

Arches De Triomphe - Having Fun With Your Genitals Until You Cum (HD 1080p MP4)

Clips4sale 2 months ago

SCUMMER'S FEET IS MY PLAYTHING NOW! FORTUNETELLER HUMILIATION (FHD)

HD 0:29 / 20:44

SCUMMER'S FEET IS MY PLAYTHING NOW! FORTUNETELLER HUMILIATION (FHD)

Clips4sale 3 weeks ago

Maria Moon: Red Tape (Two Scenes, One Hour)

HD 0:30 / 1:02:17

Maria Moon: Red Tape (Two Scenes, One Hour)

Clips4sale 1 week ago

EmilyAddams48h - The ultimate Challenge for the young German Slave Slut - Chapter 16 - Maya and the Strap on - Part 02 (wmv)

52% HD 0:30 / 16:57

EmilyAddams48h - The ultimate Challenge for the young German Slave Slut - Chapter 16 - Maya and the Strap on - Part 02 (wmv)

Clips4sale 2 months ago

Suffer Day - Spiked wheel shoes

77% 4K 0:58 / 55:49

Suffer Day - Spiked wheel shoes

Clips4sale 8 months ago

Military Drill! Major Cruel Reell Punishes Small Sins Immediately!

Military Drill! Major Cruel Reell Punishes Small Sins Immediately!

xHamster 8 months ago

CRUEL REELL - TRY NOT TO LAUGH PUNISHMENT

CRUEL REELL - TRY NOT TO LAUGH PUNISHMENT

xHamster 2 months ago

YOU WILL CUM ONLY IF I ALLOW IT Starring Goddess Ember Snow (Dial Up Version)

YOU WILL CUM ONLY IF I ALLOW IT Starring Goddess Ember Snow (Dial Up Version)

Clips4sale 1 year ago

CRUEL REELL - TRADITION

CRUEL REELL - TRADITION

xHamster 3 months ago

Savage Mistresses Crush Resistance With Cruel Ballbusting Domination

Savage Mistresses Crush Resistance With Cruel Ballbusting Domination

SortPorn 1 month ago

Super face fuck with fat guy

Super face fuck with fat guy

xHamster 2 years ago

Cruel & Unusual Punishment

Cruel & Unusual Punishment

VipTube 3 weeks ago

A SEA OF SPIT - BY ADRIANA FULLER - CLIP 6 FULL HD - KC 2024!!!

Premium HD 5:53

A SEA OF SPIT - BY ADRIANA FULLER - CLIP 6 FULL HD - KC 2024!!!

Clips4sale 1 year ago

Two nasty Canuck moms whip their submissive slave into total despair

Two nasty Canuck moms whip their submissive slave into total despair

ExtremeWhores 11 months ago

THE PAPARAZZI - PART I - CRUEL PUNISHMENT AND CUCKOLD HUMILIATION REMASTERED

60% HD 0:10 / 14:48

THE PAPARAZZI - PART I - CRUEL PUNISHMENT AND CUCKOLD HUMILIATION REMASTERED

LoyalFans 9 months ago

CRUEL REELL - GET RID OF THE BALL LOAD! FIND PEACE AND SERENITY.

CRUEL REELL - GET RID OF THE BALL LOAD! FIND PEACE AND SERENITY.

xHamster 1 month ago

Lifestyle Cuck (HD MP4)

66% 4K 0:32 / 14:51

Lifestyle Cuck (HD MP4)

Clips4sale 1 year ago

Cruel Military Punishments: Mandatory Servitude Pleasures

Cruel Military Punishments: Mandatory Servitude Pleasures

PovRZ 4 months ago

Poor Model is Tested for High Pain Endurance

Poor Model is Tested for High Pain Endurance

xHamster 1 year ago

BBW Monique Cruel Face Fuck - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 35 MINUTES FOR US$ 19,99!

63% HD 0:30 / 34:59

BBW Monique Cruel Face Fuck - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 35 MINUTES FOR US$ 19,99!

Clips4sale 1 week ago

Jasmine and Kandy's ebony porn

Jasmine and Kandy's ebony porn

PornHat 1 year ago

Madam Valentina Boux - Testicle Crushing While Doing my MakeUp (HD 720p MP4)

58% 4K 0:30 / 11:23

Madam Valentina Boux - Testicle Crushing While Doing my MakeUp (HD 720p MP4)

Clips4sale 1 month ago

Cruel wife punishes nasty paramour of her husband in the dark basement

Cruel wife punishes nasty paramour of her husband in the dark basement

AnySex 7 years ago

Marvelous girls under male domination, in tight rope bondage.

Marvelous girls under male domination, in tight rope bondage.

XVideos 7 years ago

DOUBLE WHIPPING TORMENT

63% HD 1:00 / 13:49

DOUBLE WHIPPING TORMENT

Clips4sale 5 months ago

Verdict's punishment part2 FHD MP4

Verdict's punishment part2 FHD MP4

Clips4sale 1 week ago

HARD WHIPPING ON THE PILLORY (mp4)

HARD WHIPPING ON THE PILLORY (mp4)

Clips4sale 4 years ago

WHIP AND SWEATING (wmv) FULLVERSION

WHIP AND SWEATING (wmv) FULLVERSION

Clips4sale 3 years ago

75 OF THE BEST

79% 0:36 / 13:47

Clips4sale 5 months ago

Nettles chest whipping - dirty pig training - Mistress Zeida and Sadic Sadie

Nettles chest whipping - dirty pig training - Mistress Zeida and Sadic Sadie

xHamster 7 months ago

CRUEL PORN PREVIEW: GASPIANO ACTION IN SET TWO

CRUEL PORN PREVIEW: GASPIANO ACTION IN SET TWO

ExtremeWhores 6 months ago

CRUEL JACKET SMOTHERING

68% 0:19 / 11:07

CRUEL JACKET SMOTHERING

Clips4sale 1 year ago

Sweet Girl Used By Crazy BBW Babysitter (FULL VIDEO) (low res mp4)

60% 0:39 / 34:39

Sweet Girl Used By Crazy BBW Babysitter (FULL VIDEO) (low res mp4)

Clips4sale 1 year ago

Suffer Day - Chastity belt vibrator

74% 1:00 / 54:13

Suffer Day - Chastity belt vibrator

Clips4sale 9 months ago

Cruel lesbian BDSM domination

Cruel lesbian BDSM domination

xHamster 2 months ago

CRUEL REELL - I LOVE YOUR DICK🍆 - PART 1

CRUEL REELL - I LOVE YOUR DICK🍆 - PART 1

DesiresXL 6 months ago

PUNISHING MY BAD DOG

60% HD 0:18 / 9:11

PUNISHING MY BAD DOG

Clips4sale 11 months ago

CRUEL REELL - UNCLEAR ABDOMEN

CRUEL REELL - UNCLEAR ABDOMEN

xHamster 2 months ago

Punishment For Not Examing Well Part 2

57% HD 0:41 / 41:39

Punishment For Not Examing Well Part 2

Clips4sale 2 years ago

Anna Sakura Gets Punished With Various Sex Toys - AsiansBondage

Anna Sakura Gets Punished With Various Sex Toys - AsiansBondage

AbBDSM 5 months ago

Raquel Fisher Cruel Riding V

Raquel Fisher Cruel Riding V

Clips4sale 1 month ago

Kassy spanks

HD 1:01 / 11:10

FapHouse 6 years ago

Punished for Defiance: A Cruel Edging Session Ending in Pain and Regret

57% 0:24 / 21:44

Punished for Defiance: A Cruel Edging Session Ending in Pain and Regret

C4S 10 months ago

PUNISHMENT FOR LITTLE BITCHY STEPSISTER (FHD)

65% 0:32 / 19:43

PUNISHMENT FOR LITTLE BITCHY STEPSISTER (FHD)

Clips4sale 1 month ago

Merciless 18 years old Dominatrix and extreme facesitting

Merciless 18 years old Dominatrix and extreme facesitting

xHamster 2 years ago

CRUEL REEL - HARLEYS TRAP

CRUEL REEL - HARLEYS TRAP

xHamster 6 months ago

Domina Girlfriend April - Torment obsession - cage

Domina Girlfriend April - Torment obsession - cage

Love4Porn 4 years ago

BATHROOM IS YOUR PUNISHMENT - BY BRITNEY HUNTER - FULL VERSION IN FULL HD - NEW KC MAY 2025

53% HD 0:58 / 31:12

BATHROOM IS YOUR PUNISHMENT - BY BRITNEY HUNTER - FULL VERSION IN FULL HD - NEW KC MAY 2025

Clips4sale 2 months ago

Masochistic Jana Endures Spanking and Whipping and Gets Fucked by Boyfriend and a Stranger Ending with a Mouthful of Cum

60% 1:01 / 21:14

Masochistic Jana Endures Spanking and Whipping and Gets Fucked by Boyfriend and a Stranger Ending with a Mouthful of Cum

FapHouse 1 year ago

Titslave Eva is back - Big Tits in Heavy Rubber - Water & Orgasm - Full Clip wmv HD

62% HD 0:30 / 32:34

Titslave Eva is back - Big Tits in Heavy Rubber - Water & Orgasm - Full Clip wmv HD

Clips4sale 10 months ago

Punishing Quinn's Pussy - Fisting, Pussy Stretching, bbw domination

73% 0:28 / 24:06

Punishing Quinn's Pussy - Fisting, Pussy Stretching, bbw domination

Clips4sale 5 months ago

CRUEL REELL - PEDAGOGY BY HAND

CRUEL REELL - PEDAGOGY BY HAND

xHamster 3 months ago

tboLilith 10h - A full Day with Breast Bondage - Chapter 06 - Water Breast Suspension - Full Clip wmv SD

51% HD 0:30 / 45:21

tboLilith 10h - A full Day with Breast Bondage - Chapter 06 - Water Breast Suspension - Full Clip wmv SD

Clips4sale 9 months ago

Bettine - Cruel Metal Bondage Breast Predicament - Full Clip mp4 SD

63% HD 0:11 / 6:43

Bettine - Cruel Metal Bondage Breast Predicament - Full Clip mp4 SD

Clips4sale 1 year ago

All Babe Rough Gang Bang Bridal Punishment

All Babe Rough Gang Bang Bridal Punishment

4Wank 1 year ago

EVIL FLOGGING double FEROCIOUS LASHES

61% 4K 0:11 / 8:19

EVIL FLOGGING double FEROCIOUS LASHES

Clips4sale 1 month ago

Slumber Party Spankings - MP4 1920x1080

71% 4K 0:57 / 33:48

Slumber Party Spankings - MP4 1920x1080

Clips4sale 4 years ago

Fragile sub returns home - part 2

Fragile sub returns home - part 2

xHamster 2 weeks ago

Predicament Bondage Orgasms - Struggling, BDSM, Bound Orgasms, Submissive Slut with Fuchsia Peach

74% HD 0:28 / 15:47

Predicament Bondage Orgasms - Struggling, BDSM, Bound Orgasms, Submissive Slut with Fuchsia Peach

Clips4sale 3 years ago

Unfortunately thieves are caught by the shop owner Black Sonja and Chanel Extreme bondage movie

Unfortunately thieves are caught by the shop owner Black Sonja and Chanel Extreme bondage movie

EbVids 3 weeks ago

cruel discipline smother facesitting (SECOND PART)

60% 0:18 / 14:37

cruel discipline smother facesitting (SECOND PART)

C4S 2 years ago

YOU CAN'T WIN - FemDom Latex Ballbusting

59% 0:30 / 13:58

YOU CAN'T WIN - FemDom Latex Ballbusting

C4S 6 months ago

BDSM Master Punishes Submissive Slut with Cruel Tit and Ass Whip Lashes

58% HD 1:01 / 16:29

BDSM Master Punishes Submissive Slut with Cruel Tit and Ass Whip Lashes

FapHouse 2 years ago

Cruel Reell - the Unconventional Scissorhold - Sponsored by Sadotoys

58% HD 1:01 / 10:31

Cruel Reell - the Unconventional Scissorhold - Sponsored by Sadotoys

FapHouse 1 year ago

Stepmom Rhiannon's Dirty Feet Punishment - foot domination, foot worship, milf, wrinkled soles, Bambi

65% 0:19 / 8:00

Stepmom Rhiannon's Dirty Feet Punishment - foot domination, foot worship, milf, wrinkled soles, Bambi

Clips4sale 2 months ago

tboLilith 10h - A full Day with Breast Bondage - Chapter 08 - Extreme Breast Bondage - Part 1 wmv HD

63% HD 0:30 / 20:25

tboLilith 10h - A full Day with Breast Bondage - Chapter 08 - Extreme Breast Bondage - Part 1 wmv HD

Clips4sale 7 months ago

We have a new bitch today! ( part 3) (FULL HD MP4)

57% HD 0:11 / 17:21

We have a new bitch today! ( part 3) (FULL HD MP4)

Clips4sale 2 years ago

Strappado lesson for bondage whore (HD)

73% HD 0:44 / 46:47

Strappado lesson for bondage whore (HD)

Clips4sale 1 year ago

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