Punishment Videos (1,737)

Shemale Magally First Facesitting Experience II

Shemale Magally First Facesitting Experience II

Clips4sale 4 years ago

Diapered and spanked (wmv)

Diapered and spanked (wmv)

Clips4sale 3 years ago

Elf On A Shelf Part 2 Pervert Payback

Elf On A Shelf Part 2 Pervert Payback

Clips4sale 3 years ago

Shemale Luanna Prado Face Fuck II

Shemale Luanna Prado Face Fuck II

Clips4sale 3 years ago

Shemale Luanna Prado Perfect Ass On Top II

Shemale Luanna Prado Perfect Ass On Top II

Clips4sale 4 years ago

Shemale Rayra First Facesitting II

Shemale Rayra First Facesitting II

Clips4sale 3 years ago

Toilet lesson for brat slave (small4phone)

61% 0:14 / 5:33

Toilet lesson for brat slave (small4phone)

Clips4sale 2 years ago

Shemale Louyse Hills First Facesitting Experience II

Shemale Louyse Hills First Facesitting Experience II

Clips4sale 3 years ago

Workplace Sissification

Workplace Sissification

Clips4sale 5 months ago

Flog and Whip the wimp mp4

64% HD 0:43 / 19:15

Flog and Whip the wimp mp4

Clips4sale 2 years ago

Lazy House slave gets pegged hard for skipping chores

HD 0:39 / 19:10

Lazy House slave gets pegged hard for skipping chores

Clips4sale 1 year ago

Shemale Simmony Sweaty Ass On Top II

Shemale Simmony Sweaty Ass On Top II

Clips4sale 4 years ago

Sissy Bitch Feet Licker Carine

Sissy Bitch Feet Licker Carine

LoyalFans 2 years ago

Shemale Alice Bianchi Delicious Face Fuck I

Shemale Alice Bianchi Delicious Face Fuck I

Clips4sale 2 months ago

Shemale Lilith First Face Fuck II

Shemale Lilith First Face Fuck II

Clips4sale 1 year ago

Shemale Margaret First Facesitting II

Shemale Margaret First Facesitting II

Clips4sale 4 years ago

2DOM 2 SLAVES 3 GENDER

2DOM 2 SLAVES 3 GENDER

Clips4sale 2 years ago

Shemale Isabella Fontaneli Perfect Ass First Facesitting II

Shemale Isabella Fontaneli Perfect Ass First Facesitting II

Clips4sale 3 years ago

Shemale Sabrina Queiroz First Farting Experience III

Shemale Sabrina Queiroz First Farting Experience III

Clips4sale 1 year ago

Shemale Brunna Fucks Bitch Face II

Shemale Brunna Fucks Bitch Face II

Clips4sale 3 years ago

Sissy-Gate Spanking - Audio

Sissy-Gate Spanking - Audio

Clips4sale 1 year ago

Big Homemade Kinky Evening StepMom and her Obedient Sluts (720p)

HD 0:20 / 41:34

Big Homemade Kinky Evening StepMom and her Obedient Sluts (720p)

Clips4sale 1 year ago

Shemale Brunna First Facesitting Experience II

Shemale Brunna First Facesitting Experience II

Clips4sale 3 years ago

Head Mistress Fucks Handcuffed Trans Nun With Monster Dildo and Milks Her Cock

4K 0:29 / 25:33

Head Mistress Fucks Handcuffed Trans Nun With Monster Dildo and Milks Her Cock

Clips4sale 11 months ago

Shemale Marcella Dymov First Facesitting II

Shemale Marcella Dymov First Facesitting II

Clips4sale 4 years ago

Punishing the Cupcake Thief - A trans anal scene featuring: strap-on, BBW with trans, pegging, lesbian domination, and feederism - 1080 WMV

60% HD 0:29 / 25:39

Punishing the Cupcake Thief - A trans anal scene featuring: strap-on, BBW with trans, pegging, lesbian domination, and feederism - 1080 WMV

Clips4sale 2 years ago

Punishing the Cupcake Thief - A trans anal scene featuring: strap-on, BBW with trans, pegging, lesbian domination, and feederism - 1080 MP4

65% HD 0:29 / 25:39

Punishing the Cupcake Thief - A trans anal scene featuring: strap-on, BBW with trans, pegging, lesbian domination, and feederism - 1080 MP4

Clips4sale 2 years ago

Punishing the Cupcake Thief - A trans anal scene featuring: strap-on, BBW with trans, pegging, lesbian domination, and feederism - 720 MP4

65% HD 0:29 / 25:39

Punishing the Cupcake Thief - A trans anal scene featuring: strap-on, BBW with trans, pegging, lesbian domination, and feederism - 720 MP4

Clips4sale 2 years ago

Punishing the Cupcake Thief - A trans anal scene featuring: strap-on, BBW with trans, pegging, lesbian domination, and feederism - 720 WMV

HD 0:29 / 25:39

Punishing the Cupcake Thief - A trans anal scene featuring: strap-on, BBW with trans, pegging, lesbian domination, and feederism - 720 WMV

Clips4sale 2 years ago

The Struggle Is Real (720p)

HD 0:30 / 19:35

The Struggle Is Real (720p)

Clips4sale 4 months ago

The Struggle Is Real (1080p)

HD 0:30 / 19:35

The Struggle Is Real (1080p)

Clips4sale 4 months ago

Caged Sissy Edged and Teased Endlessly

60% HD 0:24 / 29:42

Caged Sissy Edged and Teased Endlessly

Clips4sale 4 years ago

Fucking Machine

67% HD 0:11 / 14:09

Fucking Machine

Clips4sale 2 years ago

Outlaw in: Bound Shoeplay 1080p

Outlaw in: Bound Shoeplay 1080p

Suffer With Shemale Bianca Rosa Dirty Farts III

Suffer With Shemale Bianca Rosa Dirty Farts III

Clips4sale 1 year ago

Shemale Yanka Ass Licking Humiliation I

Shemale Yanka Ass Licking Humiliation I

Clips4sale 1 month ago

milf futa takes your virginity

milf futa takes your virginity

Clips4sale 1 year ago

Facefucked by Krampus - Jaq Quicksilver Punishes You With POV Demon Cock and Big Clit Facefucking - FtM, trans, femdom, holiday, strapon - 720p mp4

Facefucked by Krampus - Jaq Quicksilver Punishes You With POV Demon Cock and Big Clit Facefucking - FtM, trans, femdom, holiday, strapon - 720p mp4

Clips4sale 1 month ago

Shemale Izabelly Santana Delicious Face Fuck II

66% HD 0:30 / 5:10

Shemale Izabelly Santana Delicious Face Fuck II

Clips4sale 5 months ago

Shemale Izabelly Santana First Farting Experience III

65% HD 0:30 / 5:10

Shemale Izabelly Santana First Farting Experience III

Clips4sale 3 months ago

Sammy Bittencurt First Ass Worship I

Sammy Bittencurt First Ass Worship I

Clips4sale 3 years ago

Shemale Louyse Hills Perfect Ass On Top II

Shemale Louyse Hills Perfect Ass On Top II

Clips4sale 2 years ago

It's My Birthday [Part 2]

It's My Birthday [Part 2]

Clips4sale 2 years ago

Outlaw in: Bound Shoeplay 720p

Outlaw in: Bound Shoeplay 720p

Shemale Marcelli Face Fuck II

63% HD 0:06 / 5:11

Shemale Marcelli Face Fuck II

Clips4sale 3 years ago

Human Hand Puppet Slutty Clara

Human Hand Puppet Slutty Clara

Clips4sale 2 years ago

Shemale Bianca Rosa Delicious Face Fuck II

Shemale Bianca Rosa Delicious Face Fuck II

Clips4sale 8 months ago

Hail Mary Full of Grace

HD 0:10 / 21:21

Hail Mary Full of Grace

LoyalFans 1 year ago

You will be trampled and humiliated by cruel dick-girl, fc327h 720p

HD 0:22 / 10:22

You will be trampled and humiliated by cruel dick-girl, fc327h 720p

Clips4sale 7 months ago

Shemale Kimberlly Soares Perfect Face Fuck II

70% HD 0:30 / 5:10

Shemale Kimberlly Soares Perfect Face Fuck II

Clips4sale 11 months ago

Facefucked by Krampus - Jaq Quicksilver Punishes You With POV Demon Cock and Big Clit Facefucking - FtM, trans, femdom, holiday, strapon - 4k mp4

Facefucked by Krampus - Jaq Quicksilver Punishes You With POV Demon Cock and Big Clit Facefucking - FtM, trans, femdom, holiday, strapon - 4k mp4

Clips4sale 1 month ago

Mistress and Her maid

Mistress and Her maid

LoyalFans 1 year ago

Sissies Need Discipline and Rules

HD 0:29 / 11:20

Sissies Need Discipline and Rules

Clips4sale 5 months ago

Shemale July Souza First Face Fuck - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 33 MINUTES FOR US$ 19,99!

64% HD 0:30 / 33:29

Shemale July Souza First Face Fuck - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 33 MINUTES FOR US$ 19,99!

Clips4sale 1 year ago

Professor's Naughty Lesson – Misty Addams & Naejae Onyxx Dominate the Dean's Office (HD 1080p MP4)

HD 0:28 / 23:20

Professor's Naughty Lesson – Misty Addams & Naejae Onyxx Dominate the Dean's Office (HD 1080p MP4)

Clips4sale 4 months ago

Shut Up! Im Going To Sit On Your Face And Cum! - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 35 MINUTES FOR US$ 19,99!

66% HD 0:11 / 34:55

Shut Up! Im Going To Sit On Your Face And Cum! - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 35 MINUTES FOR US$ 19,99!

Clips4sale 2 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 Reluctant Foot Slave (HD)

63% HD 0:30 / 20:50

The Reluctant Foot Slave (HD)

Clips4sale 8 months ago

Sissy Maid Training Stage 1 (WMV)

Sissy Maid Training Stage 1 (WMV)

Clips4sale 2 years ago

FemDom TransGirl Slut Training

FemDom TransGirl Slut Training

Clips4sale 1 year ago

TS Sex School Scene 01

4K 0:30 / 10:54

TS Sex School Scene 01

Clips4sale 1 year ago

TS Sex School Scene 02

TS Sex School Scene 02

Clips4sale 1 year ago

Swallow Our Feet Until She Cums I

Swallow Our Feet Until She Cums I

Clips4sale 3 years ago

Cigar Domination Session - SFL111

HD 0:28 / 11:11

Cigar Domination Session - SFL111

Clips4sale 3 years ago

I_LOVE_ME 37-22 Anal Dildo Fucking Bondage & ATM

I_LOVE_ME 37-22 Anal Dildo Fucking Bondage & ATM

Clips4sale 3 years ago

BBW Farting on trans girl slave cock

Premium HD 12:44

BBW Farting on trans girl slave cock

Clips4sale 1 year ago

Caned before Bedtime mp4

66% HD 0:37 / 14:58

Caned before Bedtime mp4

Clips4sale 2 years ago

Shemale Gabi Maiia Smother Box II

Shemale Gabi Maiia Smother Box II

Clips4sale 2 years ago

Subject 69 Under Viewer Control

Subject 69 Under Viewer Control

C4S 7 months ago

Front Birching (WMV)

Front Birching (WMV)

Clips4sale 3 years ago

Holiday Humiliation - Your prissy sissy Christmas dress

Holiday Humiliation - Your prissy sissy Christmas dress

Clips4sale 3 years ago

Scarlett Kage catches Joey jerking off in her panties: FULL video! sissification, caught jerking off, stepmom fantasy, role play, cross dressing, spanking, anal play, pegging, jerking, dirty talk MP4

Scarlett Kage catches Joey jerking off in her panties: FULL video! sissification, caught jerking off, stepmom fantasy, role play, cross dressing, spanking, anal play, pegging, jerking, dirty talk MP4

Clips4sale 2 years ago

Cross & Dressed - MP4 - 1920

Cross & Dressed - MP4 - 1920

Clips4sale 2 years ago

You will be trampled and humiliated by cruel dick-girl, fc327x 1080p

66% HD 0:22 / 10:22

You will be trampled and humiliated by cruel dick-girl, fc327x 1080p

Clips4sale 9 months ago

TS Sex School Scene 03

4K 0:30 / 10:28

TS Sex School Scene 03

Clips4sale 1 year ago

Kick balls and spank ass (small4phone)

Kick balls and spank ass (small4phone)

Clips4sale 2 years ago

Kick balls and spank ass (wmv)

59% 0:15 / 11:03

Kick balls and spank ass (wmv)

Clips4sale 2 years ago

Cross & Dressed - WMV - 1920

Cross & Dressed - WMV - 1920

Clips4sale 2 years ago

Creating A New Feminized Doll Stage 2 (WMV)

Creating A New Feminized Doll Stage 2 (WMV)

Clips4sale 4 months ago

Cross & Dressed - MP4 - 1440

Cross & Dressed - MP4 - 1440

Clips4sale 2 years ago

Sissy Dress up humiliation part 1 - Everything pink, satin & frilly

Premium HD 16:25

Sissy Dress up humiliation part 1 - Everything pink, satin & frilly

Clips4sale 3 years ago

SHEMALE DOMINATION - 04 - CLIP 1 OF 4 - WMV

SHEMALE DOMINATION - 04 - CLIP 1 OF 4 - WMV

Clips4sale 3 years ago

Kick balls and spank ass

Kick balls and spank ass

Clips4sale 2 years ago

SHEMALE DOMINATION - 04 - FULL VERSION - WMV

HD 0:11 / 27:53

SHEMALE DOMINATION - 04 - FULL VERSION - WMV

Clips4sale 3 years ago

Shut Up! Im Going To Sit On Your Face And Cum! II

Shut Up! Im Going To Sit On Your Face And Cum! II

Clips4sale 2 years ago

30 strokes of the cane

30 strokes of the cane

Clips4sale 2 years ago

TS Sex School Scene 04

4K 0:30 / 12:16

TS Sex School Scene 04

Clips4sale 1 year ago

FEMINIZED FOR BLAIR’S BOYFRIEND PART 2 CUSTOM

FEMINIZED FOR BLAIR’S BOYFRIEND PART 2 CUSTOM

LoyalFans 2 months ago

Mistress and Her maid

73% 0:20 / 6:51

Mistress and Her maid

Clips4sale 1 year ago

LYING LITTLE SISSY *HD 720*

HD 0:30 / 18:27

LYING LITTLE SISSY *HD 720*

Clips4sale 2 years ago

Punishing our Puny Sub - FtM Jaq Quicksilver and BBW Milf Sydney Screams dominate Fxxk Buck - an impact scene using spanking, paddling, and flogging - 1080 mp4

HD 0:28 / 10:12

Punishing our Puny Sub - FtM Jaq Quicksilver and BBW Milf Sydney Screams dominate Fxxk Buck - an impact scene using spanking, paddling, and flogging - 1080 mp4

Clips4sale 10 months ago

Punishing our Puny Sub - FtM Jaq Quicksilver and BBW Milf Sydney Screams dominate Fxxk Buck - an impact scene using spanking, paddling, and flogging - 720 mp4

HD 0:28 / 10:12

Punishing our Puny Sub - FtM Jaq Quicksilver and BBW Milf Sydney Screams dominate Fxxk Buck - an impact scene using spanking, paddling, and flogging - 720 mp4

Clips4sale 10 months ago

Sissy Maid Training Stage 1 (MP4)

Sissy Maid Training Stage 1 (MP4)

Clips4sale 2 years ago

Violet And I Paddled And Disciplined By Mistress Kayla

Violet And I Paddled And Disciplined By Mistress Kayla

LoyalFans 11 months ago

Shemale Bia New Age First Facesitting II

Shemale Bia New Age First Facesitting II

Clips4sale 2 years ago

I will fuck your dirty mouth and cum on face, vf3250x 2160p

4K 0:16 / 15:23

I will fuck your dirty mouth and cum on face, vf3250x 2160p

Clips4sale 6 months ago

Suck my big tasty dick and swallow it deeper, dirty boy, vf3400x 2160p

4K 0:18 / 15:20

Suck my big tasty dick and swallow it deeper, dirty boy, vf3400x 2160p

Clips4sale 6 months ago

MAID TICKLING

Clips4sale 3 months ago

Kinky Masturbation

Kinky Masturbation

Clips4sale 3 years ago

Natassia Dream and Casper Coxx

65% 0:11 / 49:52

Natassia Dream and Casper Coxx

Maid gets placed in tight bondage, foot worship and hardcore tickling

Maid gets placed in tight bondage, foot worship and hardcore tickling

Clips4sale 2 months ago

14MIN FEMDOM LESSON FOR SLUTS

HD 0:10 / 11:46

14MIN FEMDOM LESSON FOR SLUTS

LoyalFans 1 year ago

Suck my big dick, swallow it deeper, dirty boy, vf3950x 2160p

4K 0:24 / 15:21

Suck my big dick, swallow it deeper, dirty boy, vf3950x 2160p

Clips4sale 6 months ago

she disobeyed

HD 0:10 / 17:11

LoyalFans 1 year ago

Anal for Ass - Spanking for Pussy (WMV)

Anal for Ass - Spanking for Pussy (WMV)

Clips4sale 3 years ago

Ivory Mayhem- Tinies Vs Goddess Toes

Ivory Mayhem- Tinies Vs Goddess Toes

Clips4sale 4 years ago

Mistress Kora Bell Punishes Trans Toy: Creampie Clean-up & Foot Worship After Defiance WITH TRANS WOMAN, FUCKING, FEMDOM, PUSSY EATING, CREAMPIE CLEAN-UP and FOOT WORSHIP

Mistress Kora Bell Punishes Trans Toy: Creampie Clean-up & Foot Worship After Defiance WITH TRANS WOMAN, FUCKING, FEMDOM, PUSSY EATING, CREAMPIE CLEAN-UP and FOOT WORSHIP

Clips4sale 4 months ago

Halloween EP12 Forest elf spanks show

Halloween EP12 Forest elf spanks show

Clips4sale 3 years ago

THE POLICE PIETRA FARTING IN THE CRIMINAL - BY PIETRA HUNTER - CLIP 4 IN FULL HD

Premium HD 7:37

THE POLICE PIETRA FARTING IN THE CRIMINAL - BY PIETRA HUNTER - CLIP 4 IN FULL HD

Clips4sale 2 years ago

The Sissification of Brenda 5 Part Collection Written by Sissy Brenda Narrated by Shayla Aspasia

Premium HD 3:14:26

The Sissification of Brenda 5 Part Collection Written by Sissy Brenda Narrated by Shayla Aspasia

Clips4sale 1 year ago

SlutDogs Mess

Clips4sale 4 years ago

MISTRESS MISSES PEGGING YOU

MISTRESS MISSES PEGGING YOU

Clips4sale 1 year ago

Hard Spanking For Naughty TV Jessica (MP4)

65% 0:12 / 9:26

Hard Spanking For Naughty TV Jessica (MP4)

Clips4sale 1 year ago

THE POLICE PIETRA FARTING IN THE CRIMINAL - BY PIETRA HUNTER - CLIP 2 IN FULL HD

Premium HD 5:00

THE POLICE PIETRA FARTING IN THE CRIMINAL - BY PIETRA HUNTER - CLIP 2 IN FULL HD

Clips4sale 2 years ago

Teasing sissy in chastity and denying him orgasm

Teasing sissy in chastity and denying him orgasm

Clips4sale 2 years ago

THE POLICE PIETRA FARTING IN THE CRIMINAL - BY PIETRA HUNTER - CLIP 1 IN FULL HD

Premium HD 5:00

THE POLICE PIETRA FARTING IN THE CRIMINAL - BY PIETRA HUNTER - CLIP 1 IN FULL HD

Clips4sale 2 years ago

A shot of spit for YOU

A shot of spit for YOU

Clips4sale 3 years ago

FEMINIZED FOR BLAIR’S BOYFRIEND PART 2 CUSTOM

FEMINIZED FOR BLAIR’S BOYFRIEND PART 2 CUSTOM

Clips4sale 2 months ago

Anal Police! Sissies Lola and Dolly get caught, cavity searched and pegged

57% 0:30 / 11:37

Anal Police! Sissies Lola and Dolly get caught, cavity searched and pegged

Clips4sale 10 months ago

THE POLICE PIETRA FARTING IN THE CRIMINAL - BY PIETRA HUNTER - CLIP 3 IN FULL HD

Premium HD 5:00

THE POLICE PIETRA FARTING IN THE CRIMINAL - BY PIETRA HUNTER - CLIP 3 IN FULL HD

Clips4sale 2 years ago

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