Cuckold Training Videos (26,812)

Margaux Fox Private Show

HD 2:00 / 18:20

Margaux Fox Private Show

Flirt4Free 2 years ago

Sophia Loreen Private Show

4K 2:00 / 29:10

Sophia Loreen Private Show

Flirt4Free 1 week ago

Patric & Oliver Private Show

57% HD 2:00 / 17:35

Patric & Oliver Private Show

Flirt4Free 4 years ago

POV Roommate Cock Sucking Persuasion, Dirty Talk and Sph

57% HD 0:39 / 11:01

POV Roommate Cock Sucking Persuasion, Dirty Talk and Sph

FapHouse 2 years ago

Amber Burnt Private Show

Amber Burnt Private Show

Flirt4Free 2 years ago

Luccas & Jhordy & Master Private Show

55% HD 2:00 / 14:28

Luccas & Jhordy & Master Private Show

Flirt4Free 8 months ago

Nicco & Patric & Santiago Private Show

54% HD 2:00 / 9:46

Nicco & Patric & Santiago Private Show

Flirt4Free 2 years ago

Margaux Fox Private Show

HD 2:00 / 1:00:16

Margaux Fox Private Show

Flirt4Free 5 years ago

Bella Nightwish Private Show

59% 2:00 / 9:09

Bella Nightwish Private Show

Flirt4Free 9 months ago

YOU ARE THE GIRL MIND FUCK - Becoming The Girl, Sissy Training, YOU ARE BECOMING A GIRL

50% 0:30 / 32:33

YOU ARE THE GIRL MIND FUCK - Becoming The Girl, Sissy Training, YOU ARE BECOMING A GIRL

Clips4sale 1 year ago

Amber Burnt Private Show

Amber Burnt Private Show

Flirt4Free 2 years ago

Orianna Dunn Private Show

57% HD 2:00 / 8:51

Orianna Dunn Private Show

Flirt4Free 2 years ago

Tori Anisston Private Show

HD 2:00 / 40:56

Tori Anisston Private Show

Flirt4Free 3 years ago

Sophia Loreen Private Show

HD 2:00 / 20:52

Sophia Loreen Private Show

Flirt4Free 2 years ago

Natasha Milk Private Show

Natasha Milk Private Show

Flirt4Free 3 months ago

Lika Kai Private Show

Lika Kai Private Show

Flirt4Free 1 day ago

Dominating a Guy in Latex with My Mask

Dominating a Guy in Latex with My Mask

Flirt4Free 1 year ago

Cum

67% HD 2:00 / 13:04

Flirt4Free 2 years ago

You Need to Learn How to Please a Man First - Sissy Training

You Need to Learn How to Please a Man First - Sissy Training

FapHouse 6 days ago

Anabel Fiofilova Private Show

Anabel Fiofilova Private Show

Flirt4Free 1 week ago

ADVANCED SISSY TRAINING BETA Volume 1 - Sissy Programming Mind Fuck, Sissification Training

ADVANCED SISSY TRAINING BETA Volume 1 - Sissy Programming Mind Fuck, Sissification Training

Clips4sale 2 years ago

Sissy For Alphas

58% HD 0:11 / 5:17

Sissy For Alphas

Clips4sale 2 years ago

YOU ARE THE GIRL MIND FUCK - Becoming The Girl, Sissy Training

YOU ARE THE GIRL MIND FUCK - Becoming The Girl, Sissy Training

Clips4sale 1 year ago

Ashton Crew Private Show

HD 2:00 / 20:08

Ashton Crew Private Show

Flirt4Free 2 years ago

Brutus K Private Show

HD 2:00 / 11:40

Brutus K Private Show

Flirt4Free 7 years ago

Amber Burnt Private Show

HD 2:00 / 17:45

Amber Burnt Private Show

Flirt4Free 2 years ago

Archie Blossom Private Show

62% HD 2:00 / 5:23

Archie Blossom Private Show

Flirt4Free 7 months ago

Alexxa A Private Show

Alexxa A Private Show

Flirt4Free 3 weeks ago

SISSY SHAWNA IS A SLUTTY FAGGOT

69% HD 0:10 / 23:01

SISSY SHAWNA IS A SLUTTY FAGGOT

LoyalFans 3 years ago

Nipple Slip While Putting on Makeup

71% HD 2:00 / 19:42

Nipple Slip While Putting on Makeup

Flirt4Free 7 years ago

Amber Burnt Private Show

Amber Burnt Private Show

Flirt4Free 2 years ago

Amber Burnt Private Show

Amber Burnt Private Show

Flirt4Free 2 years ago

You Bet Your Manhood Away

You Bet Your Manhood Away

Clips4sale 2 weeks ago

Four Latin Men with Hot Dicks Suck, Rim and Fuck

Four Latin Men with Hot Dicks Suck, Rim and Fuck

Flirt4Free 8 years ago

Margaux Fox Private Show

HD 2:00 / 36:02

Margaux Fox Private Show

Flirt4Free 5 years ago

Sidney Puff Private Show

4K 2:00 / 27:59

Sidney Puff Private Show

Flirt4Free 2 weeks ago

Paola Balconi Private Show

HD 2:00 / 26:24

Paola Balconi Private Show

Flirt4Free 2 years ago

Lisan & Mine Private Show

61% 4K 2:00 / 4:36

Lisan & Mine Private Show

Flirt4Free 1 month ago

Mike Swift & David Golden Private Show

60% HD 2:00 / 5:46

Mike Swift & David Golden Private Show

Flirt4Free 2 months ago

Punished sissy

56% HD 0:39 / 34:04

FapHouse 5 years ago

Derekk and His Friends Having an Orgy

61% HD 2:00 / 5:46

Derekk and His Friends Having an Orgy

Flirt4Free 9 years ago

Elix & Elias & Paulo Private Show

60% HD 2:00 / 8:36

Elix & Elias & Paulo Private Show

Flirt4Free 1 year ago

Alisa Fresh Private Show

63% 4K 2:00 / 18:13

Alisa Fresh Private Show

Flirt4Free 3 months ago

Lisan & Mine Private Show

Lisan & Mine Private Show

Flirt4Free 2 weeks ago

Noah Reems Private Show

65% HD 2:00 / 16:46

Noah Reems Private Show

Flirt4Free 2 weeks ago

Juanita Swan Private Show

64% HD 2:00 / 5:43

Juanita Swan Private Show

Flirt4Free 3 years ago

CUMSHOT (squirt)

CUMSHOT (squirt)

Flirt4Free 4 years ago

Enjoy this sexy body getng naked and a sexy ass dance! Twerk, Slaps, Bounce and Ride Dildo!

66% HD 2:00 / 9:48

Enjoy this sexy body getng naked and a sexy ass dance! Twerk, Slaps, Bounce and Ride Dildo!

Flirt4Free 2 years ago

Dressed Up And Bullied

HD 0:34 / 13:38

Dressed Up And Bullied

IWantClips 3 years ago

Wild Sabrina Private Show

Wild Sabrina Private Show

Flirt4Free 6 years ago

got big black bulge to play with... join me! thick long dick, perfect size for your mouth and ass

63% HD 2:00 / 4:51

got big black bulge to play with... join me! thick long dick, perfect size for your mouth and ass

Flirt4Free 4 years ago

Sandy Lee Private Show

HD 2:00 / 11:14

Sandy Lee Private Show

Flirt4Free 11 years ago

Sophia Loreen Private Show

HD 2:00 / 14:06

Sophia Loreen Private Show

Flirt4Free 2 years ago

Luna Florez Private Show

61% 4K 2:00 / 9:57

Luna Florez Private Show

Flirt4Free 2 weeks ago

Bi Encouragement Let's Watch Shemale Porn

43% HD 1:01 / 17:37

Bi Encouragement Let's Watch Shemale Porn

FapHouse 5 months ago

Sophia Loreen Party on May 6, 2026 - Part 3

66% HD 2:00 / 19:00

Sophia Loreen Party on May 6, 2026 - Part 3

Flirt4Free 5 months ago

Desire Sweet Private Show

Desire Sweet Private Show

Flirt4Free 5 days ago

Superman Play with His Dick

50% HD 2:00 / 6:53

Superman Play with His Dick

Flirt4Free 1 year ago

Dressed Up And Bullied

46% HD 0:10 / 13:38

Dressed Up And Bullied

LoyalFans 3 years ago

BIMBO DAYDREAM PROGRAMMING - Bimbo Training [Sissy Training] [Bimbo] [Sissy] [Daydreaming] [Programming] [Dumb Sissy]

BIMBO DAYDREAM PROGRAMMING - Bimbo Training [Sissy Training] [Bimbo] [Sissy] [Daydreaming] [Programming] [Dumb Sissy]

Clips4sale 2 years ago

Emma Devereaux Private Show

Emma Devereaux Private Show

Flirt4Free 2 years ago

Wild Sabrina Private Show

55% HD 2:00 / 7:39

Wild Sabrina Private Show

Flirt4Free 5 years ago

MY GLORYHOLE CUM SLUT

50% HD 0:10 / 18:32

MY GLORYHOLE CUM SLUT

LoyalFans 3 years ago

Master & Chris & Jepsen Private Show

45% HD 2:00 / 32:02

Master & Chris & Jepsen Private Show

Flirt4Free 4 years ago

William Raven Private Show

HD 2:00 / 30:46

William Raven Private Show

Flirt4Free 4 years ago

Corrine Dittmann Private Show

65% 4K 2:00 / 4:45

Corrine Dittmann Private Show

Flirt4Free 4 months ago

Wanda Forland Private Show

HD 2:00 / 12:10

Wanda Forland Private Show

Flirt4Free 3 years ago

Katy Ling Private Show

Katy Ling Private Show

Flirt4Free 4 weeks ago

Jhon & Derek & Chris Private Show

39% HD 2:00 / 31:06

Jhon & Derek & Chris Private Show

Flirt4Free 4 years ago

Luccas & Archie & Jose Private Show - Part 5

HD 2:00 / 32:46

Luccas & Archie & Jose Private Show - Part 5

Flirt4Free 8 months ago

Hoy Ass Fuck and Cum

Hoy Ass Fuck and Cum

Flirt4Free 9 years ago

Vivian Smit Private Show

Vivian Smit Private Show

Flirt4Free 5 years ago

Master & Ithan Private Show

43% HD 2:00 / 17:34

Master & Ithan Private Show

Flirt4Free 1 year ago

OLD GRANNY CUCK ULTIMATE HUMILIATION - CHEAP LOSER PRICE

57% 0:30 / 16:00

OLD GRANNY CUCK ULTIMATE HUMILIATION - CHEAP LOSER PRICE

Clips4sale 11 months ago

Lance & Christian & Master Private Show

HD 2:00 / 41:36

Lance & Christian & Master Private Show

Flirt4Free 3 years ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 2 years ago

Sophia Loreen Private Show

HD 2:00 / 10:00

Sophia Loreen Private Show

Flirt4Free 4 months ago

SISSY PRISON - New Prisoner *wmv*

Premium HD 20:47

SISSY PRISON - New Prisoner *wmv*

Clips4sale 2 months ago

Time to Model Some Speedos

Time to Model Some Speedos

Flirt4Free 2 years ago

Making You Eat Fat Tranny Jizz

60% HD 0:25 / 10:57

Making You Eat Fat Tranny Jizz

Clips4sale 3 years ago

Lance & Stivens & Christian Private Show - Part 5

63% HD 2:00 / 9:53

Lance & Stivens & Christian Private Show - Part 5

Flirt4Free 3 years ago

Sissyfication 1

58% HD 1:01 / 10:56

Sissyfication 1

FapHouse 1 year ago

Nelly Gale Private Show

Nelly Gale Private Show

Flirt4Free 2 days ago

Lia Collings Private Show

Lia Collings Private Show

Flirt4Free 9 months ago

Katy Ling Private Show

HD 2:00 / 21:58

Katy Ling Private Show

Flirt4Free 10 months ago

Sophia Loreen Party on Feb 25, 2026 - Part 3

4K 2:00 / 34:17

Sophia Loreen Party on Feb 25, 2026 - Part 3

Flirt4Free 7 months ago

Pissy Sissy mkv

HD 0:25 / 18:02

Pissy Sissy mkv

Clips4sale 1 year ago

Mike Swift & David Golden Private Show

63% HD 2:00 / 8:10

Mike Swift & David Golden Private Show

Flirt4Free 2 months ago

Elias & Elix Private Show

57% HD 2:00 / 15:33

Elias & Elix Private Show

Flirt4Free 11 months ago

WIFE PUTS YOU IN CHASTITY WHILE YOU DO HOUSE CHORES MESMERIZE - Sissy Training

WIFE PUTS YOU IN CHASTITY WHILE YOU DO HOUSE CHORES MESMERIZE - Sissy Training

Clips4sale 1 year ago

Jhordy & Maxx Private Show

54% HD 2:00 / 24:57

Jhordy & Maxx Private Show

Flirt4Free 1 year ago

Perseo & Dafne Private Show

57% HD 2:00 / 11:54

Perseo & Dafne Private Show

Flirt4Free 2 years ago

EXPOSING SLUT MICHELLE

63% HD 0:10 / 10:41

EXPOSING SLUT MICHELLE

LoyalFans 3 years ago

Marian & Richard Private Show

Marian & Richard Private Show

Flirt4Free 1 week ago

Hand My Men Your Gifts First Sissy Cuck

55% 0:07 / 9:08

Hand My Men Your Gifts First Sissy Cuck

Clips4sale 1 year ago

She-Cock Cuckold Wedding Desecration

59% HD 0:30 / 12:21

She-Cock Cuckold Wedding Desecration

Clips4sale 4 months ago

Master & Christian Mckenzie & Christian Rey Private Show

67% HD 2:00 / 7:39

Master & Christian Mckenzie & Christian Rey Private Show

Flirt4Free 3 years ago

Anthony Hard Private Show

Anthony Hard Private Show

Flirt4Free 12 years ago

Anthony Hard Private Show

HD 2:00 / 10:23

Anthony Hard Private Show

Flirt4Free 12 years ago

Troy Khalil Private Show

66% 4K 2:00 / 6:05

Troy Khalil Private Show

Flirt4Free 11 months ago

RETRIBUTION - The FULL Chapter 2 *MOV*

4K 0:33 / 1:58:55

RETRIBUTION - The FULL Chapter 2 *MOV*

Clips4sale 4 months ago

Destiny Spencer Private Show

HD 2:00 / 11:28

Destiny Spencer Private Show

Flirt4Free 3 weeks ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 3 years ago

You're A Sissy

68% HD 0:55 / 23:17

Clips4sale 9 months ago

Sophia Loreen Private Show

63% HD 2:00 / 21:41

Sophia Loreen Private Show

Flirt4Free 2 years ago

Marian & Richard Private Show

Marian & Richard Private Show

Flirt4Free 3 weeks ago

Luke Hardy & Cristian Ford Private Show

63% HD 2:00 / 8:41

Luke Hardy & Cristian Ford Private Show

Flirt4Free 2 years ago

Aron & Master & Elvis Private Show

HD 2:00 / 53:55

Aron & Master & Elvis Private Show

Flirt4Free 3 years ago

Lian & Christian & Layan Private Show

HD 2:00 / 10:05

Lian & Christian & Layan Private Show

Flirt4Free 3 years ago

The Guinea Pig

61% HD 0:39 / 13:46

FapHouse 2 months ago

Sophia Loreen Party on Aug 20, 2026 - Part 3

Sophia Loreen Party on Aug 20, 2026 - Part 3

Flirt4Free 1 month ago

Troy Khalil Private Show

HD 2:00 / 14:47

Troy Khalil Private Show

Flirt4Free 2 years ago

Wild Sabrina Private Show

Wild Sabrina Private Show

Flirt4Free 5 years ago

Crazy Night

45% HD 2:00 / 32:38

Flirt4Free 4 years ago

Harris Morrison Private Show

HD 2:00 / 45:59

Harris Morrison Private Show

Flirt4Free 2 years ago

Sophia Loreen Ride!

Sophia Loreen Ride!

Flirt4Free 3 years ago

Nastya Blue Private Show

63% HD 2:00 / 6:20

Nastya Blue Private Show

Flirt4Free 3 years ago

Lost Another Bet

Premium HD 6:29

Lost Another Bet

Clips4sale 2 weeks ago

Pissy Sissy

69% HD 0:25 / 18:02

Clips4sale 1 year ago

Gabriella Bruni Private Show

HD 2:00 / 14:17

Gabriella Bruni Private Show

Flirt4Free 2 years ago

6 7 8 9 10

26,812 results found

Related searches

Categories Pornstars

Parents

Pornmd.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 Pornmd.com. All rights reserved.

© 2026 Pornmd.com. All rights reserved.