Sissy Training Porn Movies (147,156)

Bi Humiliation & Cum Clean up with a Female Audience

50% 1:01 / 8:42

Bi Humiliation & Cum Clean up with a Female Audience

FapHouse 1 year ago

Suck Cock and Swallow Hot Cum - Obey Your Mistress

Suck Cock and Swallow Hot Cum - Obey Your Mistress

XHamster 1 year ago

Peg Curious - Sharing My Man W Roommate

72% 0:39 / 26:10

Peg Curious - Sharing My Man W Roommate

FapHouse 1 month ago

My cum eating chastity slave gets to clean my feet

My cum eating chastity slave gets to clean my feet

XHamster 1 year ago

Step Mother Step Son Roleplay Hucow Video Custom for Superfan Beardypirate

57% 1:01 / 20:13

Step Mother Step Son Roleplay Hucow Video Custom for Superfan Beardypirate

FapHouse 1 year ago

Bi Encouragement Training - Take 2 Of My Mans Cumshots

Bi Encouragement Training - Take 2 Of My Mans Cumshots

XHamster 1 month ago

Big-dicked sissy takes it up the ass and swallows his own cum

Big-dicked sissy takes it up the ass and swallows his own cum

XXXShake 3 years ago

PROSTATE EXPLOSION big compilation

PROSTATE EXPLOSION big compilation

XHamster 2 years ago

Gentle Bi Encouragement - Will You Suck Cock For Me?

Gentle Bi Encouragement - Will You Suck Cock For Me?

XHamster 1 year ago

You Will Beg Me To Link You To This Video. Big Compilation.

You Will Beg Me To Link You To This Video. Big Compilation.

XHamster 3 years ago

Femdom pegging with 8 inch strapon

Femdom pegging with 8 inch strapon

XHamster 9 months ago

Pegging Makes You Submissive

57% HD 1:01 / 10:42

Pegging Makes You Submissive

FapHouse 1 week ago

Submissive Sluts volume 4

Submissive Sluts volume 4

XHamster 1 month ago

Lingerie Lover - Sissy Pegging POV

55% HD 0:39 / 15:30

Lingerie Lover - Sissy Pegging POV

FapHouse 1 year ago

Peg Curious - Sharing My Man W Roommate

58% 1:01 / 26:10

Peg Curious - Sharing My Man W Roommate

FapHouse 1 month ago

Peg Curious - Sharing My Man W Roommate

Peg Curious - Sharing My Man W Roommate

XHamster 1 month ago

Pegging and pissing on my sissy slut!

72% HD 0:39 / 2:09

Pegging and pissing on my sissy slut!

FapHouse 4 years ago

Chastity tutorial - how to wear a chastity cage - part 1

Chastity tutorial - how to wear a chastity cage - part 1

XHamster 6 months ago

Sissy Gets Milked with a Plug in Her Ass and Has to Swallow Cum

Sissy Gets Milked with a Plug in Her Ass and Has to Swallow Cum

XHamster 3 days ago

Sissy Academy Part 5 - Sissy's Anal Adventure

HD 0:39 / 26:58

Sissy Academy Part 5 - Sissy's Anal Adventure

FapHouse 2 months ago

Good boys eat cum

Good boys eat cum

XHamster 1 year ago

Best Femdom Pegging Compilation by Dominafire

Best Femdom Pegging Compilation by Dominafire

XHamster 2 years ago

Sissy & cuckold training

53% HD 1:01 / 11:51

Sissy & cuckold training

FapHouse 5 years ago

Sexy Wife with Big Strapon pegging her Husband with Handjob

Sexy Wife with Big Strapon pegging her Husband with Handjob

XHamster 1 year ago

Sissy Slut School: Sissy Whore Trained to suck men's cocks and Take Deep Pegging Head Mistress Stellina Obscura

Sissy Slut School: Sissy Whore Trained to suck men's cocks and Take Deep Pegging Head Mistress Stellina Obscura

StiefMutter 2 days ago

Cuckold Fantasies Volume 20

Cuckold Fantasies Volume 20

XHamster 4 years ago

Strict Group Anal Training Under Supervision

HD 0:10 / 14:47

Strict Group Anal Training Under Supervision

LoyalFans 3 days ago

Male trainee in chastity humiliated with pegging and pissing

Male trainee in chastity humiliated with pegging and pissing

Yesvids 1 week ago

Trimming Sissy's Pussy

66% HD 0:39 / 2:50

Trimming Sissy's Pussy

FapHouse 1 week ago

Taming My Bitch

Taming My Bitch

XHamster 1 week ago

PROSTATE ORGASM COMPILATION SISSY

PROSTATE ORGASM COMPILATION SISSY

XHamster 4 years ago

Femdom POV Sissy Training Pleasure Him

51% HD 1:01 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 4 months ago

Step Mother Step Son Roleplay Hucow Video Custom for Superfan Beardypirate

56% 0:39 / 20:13

Step Mother Step Son Roleplay Hucow Video Custom for Superfan Beardypirate

FapHouse 1 year ago

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MyLust 3 years ago

He's been asking for so long. I saw for the first time what a male anal orgasm is.

He's been asking for so long. I saw for the first time what a male anal orgasm is.

XHamster 4 years ago

Shivering and Leaking of Lust and Frustration! - Chastity, Sissy Training, Pantyhose and Orgasm Denial with Miss Adrastea

67% HD 1:01 / 11:28

Shivering and Leaking of Lust and Frustration! - Chastity, Sissy Training, Pantyhose and Orgasm Denial with Miss Adrastea

FapHouse 2 months ago

Suck His Dick Loser

Suck His Dick Loser

XHamster 1 year ago

Bi Sissy Training

69% HD 1:01 / 34:42

Bi Sissy Training

FapHouse 4 months ago

wife makes stranger cum and then her husband licks it up

wife makes stranger cum and then her husband licks it up

XHamster 1 year ago

Mistress gives Sissy a Ruined Orgasm in Chastity Cage - Massive Load of Cum Rubbed on Mask and Fed to Her

Mistress gives Sissy a Ruined Orgasm in Chastity Cage - Massive Load of Cum Rubbed on Mask and Fed to Her

XHamster 10 months ago

Femdom Pegging Gangbang

Femdom Pegging Gangbang

XHamster 1 year ago

Hotwife Date from the Cuckolds Point of View

Hotwife Date from the Cuckolds Point of View

XHamster 2 years ago

Sissyfication 3

54% HD 1:01 / 14:32

Sissyfication 3

FapHouse 1 year ago

Strict Stepmom Femdom Fuck: Deep Fisting, Deep Throat Training, Sissification, Pee, Dirty Talk! Arya Grander

Strict Stepmom Femdom Fuck: Deep Fisting, Deep Throat Training, Sissification, Pee, Dirty Talk! Arya Grander

XHamster 1 year ago

"Your Tiny Dick Made Me Cheat... Now I'm Making You His Slut" BBW Femdom Nova Starlust in Sissy Training Roleplay with Chastity Cage, Anal Plug, Linge

HD 0:10 / 18:06

"Your Tiny Dick Made Me Cheat... Now I'm Making You His Slut" BBW Femdom Nova Starlust in Sissy Training Roleplay with Chastity Cage, Anal Plug, Linge

LoyalFans 2 weeks ago

Tonight You Suck Cock for Me - 1080p HD

Tonight You Suck Cock for Me - 1080p HD

FapHouse 1 month ago

Hot MILF Femdom Wife Exposes Her Husband as ANAL SISSY SLUT Featuring Mistress Stellina Obscura

Hot MILF Femdom Wife Exposes Her Husband as ANAL SISSY SLUT Featuring Mistress Stellina Obscura

XHamster 1 year ago

Rubber Sissy: Anal & Oral Training

HD 0:39 / 13:53

Rubber Sissy: Anal & Oral Training

FapHouse 14 hours ago

Mean Wife locked me in chastity and mads to fuck her with a strap on

Mean Wife locked me in chastity and mads to fuck her with a strap on

XHamster 1 year ago

Milking in Sissy Mouth and Pegging Training

59% HD 0:39 / 16:24

Milking in Sissy Mouth and Pegging Training

FapHouse 1 year ago

PROSTATE ORGASM COMPILATION SISSY

PROSTATE ORGASM COMPILATION SISSY

Dafreeporn 3 years ago

Suck Wang For Your Mastix - Bi Encouragement

Suck Wang For Your Mastix - Bi Encouragement

Amateur8 1 year ago

Femdom y humillaci&oacute_n total. Total Femdom and Humiliation

Premium HD 33:26

Femdom y humillaci&oacute_n total. Total Femdom and Humiliation

XVideosRed 4 months ago

Take Your Cum Facial - Sissy Bi Encouragement - Cumslut Training

Take Your Cum Facial - Sissy Bi Encouragement - Cumslut Training

XHamster 6 months ago

Fun Feminization

52% HD 0:10 / 5:34

Fun Feminization

LoyalFans 1 year ago

Vends-ta-culotte - Gorgeous French dominatrix punishes your ass because you weren't obedient enoug

Vends-ta-culotte - Gorgeous French dominatrix punishes your ass because you weren't obedient enoug

XHamster 4 months ago

Elizabeth Whiler Private Show

47% HD 2:00 / 6:55

Elizabeth Whiler Private Show

Camster 3 years ago

Peg Curious - Sharing My Man W Roommate

Peg Curious - Sharing My Man W Roommate

XHamster 1 month ago

Elizabeth Whiler Private Show

54% HD 2:00 / 13:42

Elizabeth Whiler Private Show

Camster 3 years ago

A Present for My Sissy Slut

A Present for My Sissy Slut

FapHouse 1 month ago

Wife makes husband suck her lovers cock whilst she masturbates

Wife makes husband suck her lovers cock whilst she masturbates

XHamster 1 year ago

Dressing up Sissy

55% HD 0:39 / 10:15

Dressing up Sissy

FapHouse 1 year ago

Real cuckold wife wants to suck cock together !!!

Real cuckold wife wants to suck cock together !!!

XHamster 8 months ago

Size Queen Sissy Hunk Training with CEI

Size Queen Sissy Hunk Training with CEI

MatureTubeHere 1 week ago

Strict Group Anal Training Under Supervision

68% HD 0:10 / 14:47

Strict Group Anal Training Under Supervision

LoyalFans 5 days ago

Mistress training sissies to play together

Mistress training sissies to play together

AbXXX 7 years ago

Cum Eating instruction CEI #1 By Bestsissycaptions

Cum Eating instruction CEI #1 By Bestsissycaptions

Amateur8 2 years ago

Fooled and Unfortunately No Orgasm

Fooled and Unfortunately No Orgasm

XHamster 1 year ago

Trixie The Office Sissy Part 3!

HD 0:15 / 14:36

Trixie The Office Sissy Part 3!

IWantClips 2 months ago

Taming My Bitch

57% HD 1:01 / 24:44

Taming My Bitch

FapHouse 1 week ago

Jen Holly Private Show

52% HD 2:00 / 15:33

Jen Holly Private Show

Flirt4Free 1 year ago

Femdom Pegging Latex Sissy by Dominafire

Femdom Pegging Latex Sissy by Dominafire

XHamster 1 year ago

Katryn Anal Training n. 3 with Lady Sofia

Katryn Anal Training n. 3 with Lady Sofia

XHamster 2 days ago

Huge Horny Tits Volume 3

Huge Horny Tits Volume 3

XHamster 1 month ago

Kneel Before My BBC Alpha

Kneel Before My BBC Alpha

FapHouse 1 year ago

Breaking Her Sissy Doll Part 2/4: Sissy Slut gets her Pussy 🤜 & Sucks Cock with Mistress Stellina Obscura

Breaking Her Sissy Doll Part 2/4: Sissy Slut gets her Pussy 🤜 & Sucks Cock with Mistress Stellina Obscura

LoyalFans 1 year ago

Not for Boring Couples - Vol 2

Not for Boring Couples - Vol 2

XHamster 1 week ago

hands free cum in cage with new toy

hands free cum in cage with new toy

Fetishpapa 3 weeks ago

Katharine Cane Private Show

Katharine Cane Private Show

Camster 2 weeks ago

Genitalia haircut & edging for chastity slave

Genitalia haircut & edging for chastity slave

XHamster 1 year ago

Toilet Anal Fuck in the Bathroom for My Sissy Bitch Tiffany

Toilet Anal Fuck in the Bathroom for My Sissy Bitch Tiffany

XHamster 3 months ago

Strapon training of sissy slave in handcuffs with a vibrator on his balls

Strapon training of sissy slave in handcuffs with a vibrator on his balls

XGroovy 2 years ago

NewHouse Sissy Maid Training

Premium HD 15:02

NewHouse Sissy Maid Training

Clips4sale 4 years ago

Sissy Gets Milked with a Plug in Her Ass and Has to Swallow Cum

64% 1:01 / 17:18

Sissy Gets Milked with a Plug in Her Ass and Has to Swallow Cum

FapHouse 4 days ago

Hubby Transformation Into Pink Shoes - Transformation Fantasy, Humiliation

55% HD 0:39 / 32:58

Hubby Transformation Into Pink Shoes - Transformation Fantasy, Humiliation

FapHouse 2 weeks ago

The sissy learns to suck sbites - English audio JOI Sissy

The sissy learns to suck sbites - English audio JOI Sissy

XHamster 3 weeks ago

... - Part 3

60% 4K 2:00 / 4:53

Camster 1 month ago

Bi Encouragement Training - Take two Of My Mans Cumshots

Bi Encouragement Training - Take two Of My Mans Cumshots

Amateur8 1 week ago

Sissy Slut JOI

LoyalFans 3 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 9 months ago

How to bring a guy to a double orgasm

How to bring a guy to a double orgasm

XHamster 3 years ago

Sissy Training Session Part 2 - October 12.2023

Sissy Training Session Part 2 - October 12.2023

XHamster 2 years ago

Extreme Sissy Cock Sucking !

55% HD 0:25 / 11:25

Extreme Sissy Cock Sucking !

IWantClips 2 months ago

Mistresst - High Class Sissy Trained

Mistresst - High Class Sissy Trained

InPorn 4 years ago

Jasmine Flowers Pegging Training, femdom Goddess

68% 1:01 / 17:29

Jasmine Flowers Pegging Training, femdom Goddess

FapHouse 1 month ago

Size Queen Sissy Boy Training with CEI

Size Queen Sissy Boy Training with CEI

XHamster 1 month ago

sissy joyce - goddess annie i love their helpless porn video

sissy joyce - goddess annie i love their helpless porn video

BDSMShip 1 year ago

She FISTS him with His Own CUM!!!

She FISTS him with His Own CUM!!!

XHamster 4 years ago

My Cuckold Slave Cleanup Cum From My Pussy and Beverage My Piss and Licks My Pussy Clean

My Cuckold Slave Cleanup Cum From My Pussy and Beverage My Piss and Licks My Pussy Clean

XHamster 2 years ago

Step-stepmommy's -wmv

Step-stepmommy's -wmv

FapHouse 1 day ago

The Last Step: Convincing You to Become My Feminized Cocksucker

The Last Step: Convincing You to Become My Feminized Cocksucker

XHamster 2 months ago

Sissy Masturbation Instructions

Sissy Masturbation Instructions

LoyalFans 4 years ago

Emily & Stesha Private Show

51% 4K 2:00 / 5:57

Emily & Stesha Private Show

Flirt4Free 7 months ago

Emily & Stesha Private Show

61% 4K 2:00 / 4:07

Emily & Stesha Private Show

Camster 7 months ago

Wonder Woman makes u Suck Superman's Jock at a Party

Wonder Woman makes u Suck Superman's Jock at a Party

SortPorn 5 years ago

Jerk Of Instructions With Muscle Mommy

Jerk Of Instructions With Muscle Mommy

Katestube 4 years ago

Mistress Baton’s Sissy Finishing School Part 3 - Spitroasting

63% HD 0:10 / 16:00

Mistress Baton’s Sissy Finishing School Part 3 - Spitroasting

LoyalFans 1 month ago

FBB BBC PEGGING SLAYER TRIO - Lexa ft Goddess Sydney Thunder & Rose Fit

63% 4K 0:19 / 10:39

FBB BBC PEGGING SLAYER TRIO - Lexa ft Goddess Sydney Thunder & Rose Fit

Clips4sale 8 months ago

sissy training, I transform my husband into a real sissy. I fuck him and make him suck like a slut!

sissy training, I transform my husband into a real sissy. I fuck him and make him suck like a slut!

XHamster 2 years ago

You Will Eat Cum

HD 0:12 / 12:16

You Will Eat Cum

Clips4sale 2 weeks ago

Delivery Guy Becomes a Sissy

65% HD 0:39 / 13:05

Delivery Guy Becomes a Sissy

FapHouse 7 months ago

Fingering for Screams - Anal Fucking!

68% 0:20 / 8:08

Fingering for Screams - Anal Fucking!

Clips4sale 4 years ago

Sissy Training in Chastity

57% HD 0:39 / 9:54

Sissy Training in Chastity

FapHouse 1 year ago

Jen Holly Private Show

76% HD 2:00 / 4:45

Jen Holly Private Show

Camster 1 year ago

Jhanne Cherry Private Show

53% HD 2:00 / 27:22

Jhanne Cherry Private Show

Flirt4Free 10 months ago

Sissy Slut Training by DominaFire

Sissy Slut Training by DominaFire

XHamster 4 years ago

Sissy Slut School (FULL): Cock Sucking Lessons, Anal Training, Femdom Pegging & Anal 🤜 with Mistress Stellina Obscura

66% HD 0:10 / 1:09:27

Sissy Slut School (FULL): Cock Sucking Lessons, Anal Training, Femdom Pegging & Anal 🤜 with Mistress Stellina Obscura

LoyalFans 3 months ago

Bisexual Cum Challenge

Bisexual Cum Challenge

FapHouse 1 week ago

Miss Brit Slave Training of Sofie Marie

Miss Brit Slave Training of Sofie Marie

XHamster 5 months ago

Jen Holly Private Show

4K 2:00 / 11:36

Jen Holly Private Show

Camster 1 year ago

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