Sissy Training (147,103)

Step Mother Step Son Roleplay Hucow Video Custom for Superfan Beardypirate

56% 1:01 / 20:13

Step Mother Step Son Roleplay Hucow Video Custom for Superfan Beardypirate

FapHouse 1 year ago

Bi Humiliation & Cum Clean up with a Female Audience

49% 1:01 / 8:42

Bi Humiliation & Cum Clean up with a Female Audience

FapHouse 1 year ago

My Bull Called, He Wants Us Both to Prepare Our Asses

49% HD 1:01 / 19:18

My Bull Called, He Wants Us Both to Prepare Our Asses

FapHouse 6 months ago

Jhanne Cherry Private Show

55% HD 2:00 / 8:06

Jhanne Cherry Private Show

Flirt4Free 10 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

Peg Curious - Sharing My Man W Roommate

74% 0:39 / 26:10

Peg Curious - Sharing My Man W Roommate

FapHouse 2 weeks ago

Positive Femdom: Pegging, Fisting to Each Other, Pee. Arya Grander

Positive Femdom: Pegging, Fisting to Each Other, Pee. Arya Grander

XHamster 1 year ago

Bi Humiliation & Cum Clean up with a Female Audience

44% 0:39 / 8:42

Bi Humiliation & Cum Clean up with a Female Audience

FapHouse 1 year ago

Jhanne Cherry Private Show

51% 4K 2:00 / 23:18

Jhanne Cherry Private Show

Flirt4Free 1 year 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

Gentle Bi Encouragement - Will You Suck Cock For Me?

Gentle Bi Encouragement - Will You Suck Cock For Me?

XHamster 1 year ago

PROSTATE EXPLOSION big compilation

PROSTATE EXPLOSION big compilation

XHamster 2 years ago

Elizabeth Whiler Private Show

52% HD 2:00 / 13:22

Elizabeth Whiler Private Show

Flirt4Free 3 years ago

Julie and Liza's Latex Doll

65% HD 0:10 / 19:56

Julie and Liza's Latex Doll

LoyalFans 5 months 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

Zoey Evans Premiere Show

65% HD 2:00 / 10:03

Zoey Evans Premiere Show

Camster 3 weeks ago

Hotwife Date from the Cuckolds Point of View

Hotwife Date from the Cuckolds Point of View

XHamster 2 years ago

Suck Cock and Swallow Hot Cum - Obey Your Mistress

Suck Cock and Swallow Hot Cum - Obey Your Mistress

XHamster 1 year ago

Real cuckold wife wants to suck cock together !!!

Real cuckold wife wants to suck cock together !!!

XHamster 7 months ago

Cuckold 2 (lick My Toilet Clean!)

60% HD 0:39 / 5:36

Cuckold 2 (lick My Toilet Clean!)

FapHouse 1 year ago

Cuckold Fantasies Volume 20

Cuckold Fantasies Volume 20

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

Wife Fists Husband Nearly Elbow Deep

52% 1:01 / 8:58

Wife Fists Husband Nearly Elbow Deep

FapHouse 2 years ago

Sissy In Pink Gets Cock-Trained

59% HD 0:10 / 22:42

Sissy In Pink Gets Cock-Trained

LoyalFans 3 months ago

Transforming You into My Sweet, Short, Pantiless Maid

49% HD 0:10 / 22:16

Transforming You into My Sweet, Short, Pantiless Maid

LoyalFans 2 years ago

Guided JOI Session With Femdom Mistress

Guided JOI Session With Femdom Mistress

Pornicom 4 years ago

Sissy & cuckold training

52% HD 1:01 / 11:51

Sissy & cuckold training

FapHouse 5 years ago

I'm a dirty slave of my wife... she can do everything with me

I'm a dirty slave of my wife... she can do everything with me

XHamster 7 months ago

Guys, for the First Time I Got Myself Fucked by the Pantry Boy in a Moving Train, He Fucked Me Hard and Tore My Pussy

52% HD 1:01 / 9:48

Guys, for the First Time I Got Myself Fucked by the Pantry Boy in a Moving Train, He Fucked Me Hard and Tore My Pussy

FapHouse 9 months ago

Cruel BBW Goddess Destroys Stepson CBT Boots, Deep Gagging, Anal Stretching, Sissification and Piss Drinking!

Cruel BBW Goddess Destroys Stepson CBT Boots, Deep Gagging, Anal Stretching, Sissification and Piss Drinking!

XHamster 1 month ago

Big Ass Worship Jerk Off Instructions

Big Ass Worship Jerk Off Instructions

Katestube 4 years ago

Jhanne Cherry Private Show

49% HD 2:00 / 22:11

Jhanne Cherry Private Show

Flirt4Free 11 months ago

Jhanne Cherry Private Show

49% 4K 2:00 / 22:26

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Pegging Session with My Chastity Slave

HD 1:01 / 10:45

Pegging Session with My Chastity Slave

FapHouse 3 years ago

Submissive Slut Gets Strapon Gangbanged!

Submissive Slut Gets Strapon Gangbanged!

FapHouse 2 weeks ago

Sissy training - Part 1: Trained to love cock

67% HD 0:10 / 8:25

Sissy training - Part 1: Trained to love cock

LoyalFans 1 year ago

Cuckold Husband and His Ass and Lips Kellyaerick

63% HD 0:39 / 2:39

Cuckold Husband and His Ass and Lips Kellyaerick

FapHouse 2 years ago

Sissy Training - Teaching My Friend How to Give a Blowjob

66% HD 1:01 / 29:53

Sissy Training - Teaching My Friend How to Give a Blowjob

FapHouse 1 year ago

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

64% HD 1:01 / 11:28

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

FapHouse 3 weeks ago

Extreme Sissy Cock Sucking !

HD 0:25 / 11:25

Extreme Sissy Cock Sucking !

IWantClips 4 weeks ago

Vilu Vidish Makes a Boy Into a Girl to Peg Him

Vilu Vidish Makes a Boy Into a Girl to Peg Him

XHamster 2 months ago

FULL LIVE - Sissification Slumber Party & Beta Bullying - Featuring Goddess Jay

54% HD 0:10 / 2:40:24

FULL LIVE - Sissification Slumber Party & Beta Bullying - Featuring Goddess Jay

LoyalFans 5 months ago

My Personal Cocksucker - CEI - encouraged bi - bisexual male - femdom pov - fishnets - verbal humiliation - faggot training -blonde mistress - brat

58% HD 0:10 / 8:27

My Personal Cocksucker - CEI - encouraged bi - bisexual male - femdom pov - fishnets - verbal humiliation - faggot training -blonde mistress - brat

LoyalFans 8 months ago

Fucking My Pussy Hard

52% 4K 2:00 / 5:10

Fucking My Pussy Hard

Camster 2 years ago

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

59% HD 0:39 / 16:47

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

FapHouse 1 week ago

Domina Liza - Sissy Maid Caning Training - Femdom

Domina Liza - Sissy Maid Caning Training - Femdom

DrTuber 2 years ago

Jhanne Cherry Private Show

52% HD 2:00 / 27:22

Jhanne Cherry Private Show

Flirt4Free 9 months ago

Dr. Taperedphysique&rsquo_s Hands-On Nipple Recovery Session

Premium HD 8:49

Dr. Taperedphysique&rsquo_s Hands-On Nipple Recovery Session

XVideosRed 1 month ago

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

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

XMilf 8 months ago

Sissy is filled with 100cm extrem dildo - part 2 of 2

Sissy is filled with 100cm extrem dildo - part 2 of 2

XHamster 2 years ago

Wife makes husband suck her lovers cock whilst she masturbates

Wife makes husband suck her lovers cock whilst she masturbates

XHamster 11 months ago

Training You, My Sissy, to Love Cock

59% HD 0:10 / 10:14

Training You, My Sissy, to Love Cock

LoyalFans 2 weeks ago

SISSY MAKER – The Magic Sissy Scent

54% HD 0:23 / 11:23

SISSY MAKER – The Magic Sissy Scent

Clips4sale 1 year ago

Strapon fuck! Be my little BITCH

Strapon fuck! Be my little BITCH

XHamster 3 years ago

POV Cuckold vol 30

POV Cuckold vol 30

XHamster 5 months ago

FEMDOM SISSY PEGGING ANAL CUM EATING BIG TITS STRAPON CUMSHOT

FEMDOM SISSY PEGGING ANAL CUM EATING BIG TITS STRAPON CUMSHOT

XHamster 5 months 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

BDSMX 6 months ago

Sexy Anal Pegging Session with My Sissy Slut Gaped in a Tartan Mini Skirt

Sexy Anal Pegging Session with My Sissy Slut Gaped in a Tartan Mini Skirt

XHamster 10 months ago

Katharine Cane Party on Jul 6, 2026 - Part 2

Katharine Cane Party on Jul 6, 2026 - Part 2

Camster 1 week ago

Feel My Power

66% HD 0:39 / 4:02

FapHouse 2 years ago

Anal Training: Part 3

Anal Training: Part 3

XHamster 1 year ago

Wife Makes Husband Suck Her Lovers Cock Whilst She Masturbates

60% 0:39 / 6:57

Wife Makes Husband Suck Her Lovers Cock Whilst She Masturbates

FapHouse 11 months ago

Action The Sissy Services

66% HD 0:10 / 10:52

Action The Sissy Services

LoyalFans 3 years ago

Sissy training and feminisation: A Feminine makeover for Miss Dayana’s chattel

Sissy training and feminisation: A Feminine makeover for Miss Dayana’s chattel

LoyalFans 3 weeks ago

Good boys eat cum

Good boys eat cum

XHamster 1 year ago

Caged Sissy Cuckold Gaming - Mistress Gives Slave in Chastity a Handjob with Ruined Orgasm

52% HD 0:39 / 12:35

Caged Sissy Cuckold Gaming - Mistress Gives Slave in Chastity a Handjob with Ruined Orgasm

FapHouse 5 months ago

Nikki whiplash gives a 95 stroke cold caning punishment WL1747

72% 0:10 / 17:28

Nikki whiplash gives a 95 stroke cold caning punishment WL1747

Clips4sale 1 year ago

lick my pussy after pissing. oh yes good bitch. feminization of the stepbrother.

lick my pussy after pissing. oh yes good bitch. feminization of the stepbrother.

PissVids 3 years ago

Open your mouth for me slut

Open your mouth for me slut

Pornfact 1 week ago

Chastity Tease and inflatable Assplug for the Maid / Geilmachen im Käfig und ein aufblasbarer Plug für die Dienstmagt

56% HD 0:10 / 16:26

Chastity Tease and inflatable Assplug for the Maid / Geilmachen im Käfig und ein aufblasbarer Plug für die Dienstmagt

LoyalFans 3 years ago

Femdom: sexual punishment to Sissy slave

65% HD 1:01 / 23:24

Femdom: sexual punishment to Sissy slave

FapHouse 8 years ago

Sissy learns BJ for their Mistresses Delight

48% HD 0:39 / 7:38

Sissy learns BJ for their Mistresses Delight

FapHouse 4 years ago

In Sisssy clothes this is how you will soon look Clip 1

In Sisssy clothes this is how you will soon look Clip 1

XHamster 4 months ago

Sissy Dress-up Encouragement

55% HD 0:39 / 9:19

Sissy Dress-up Encouragement

FapHouse 4 months ago

Do Everything MistressVikki Says (Sissy Training) (CEI)

57% HD 0:10 / 30:08

Do Everything MistressVikki Says (Sissy Training) (CEI)

LoyalFans 1 year ago

Sissification training with paddle and fist given by ladyboss domina

Sissification training with paddle and fist given by ladyboss domina

PornGem 4 years ago

SHE WILL TEACH YOU TO CUM ANALLY

SHE WILL TEACH YOU TO CUM ANALLY

XHamster 4 years ago

Hardcore Up Close Femdom Bi Encouragement Oral Sex and CEI

Hardcore Up Close Femdom Bi Encouragement Oral Sex and CEI

Amateur8 3 years ago

Anorganix Private Show

Anorganix Private Show

Camster 4 months ago

Hard pegging compilation with lots of cum on chest

Hard pegging compilation with lots of cum on chest

SortPorn 3 years ago

Heartless BBW Female-master Destroys Stepson CBT Boots, Deep Gagging, Anal Stretching, Sissification and Piddle Drinking!

Heartless BBW Female-master Destroys Stepson CBT Boots, Deep Gagging, Anal Stretching, Sissification and Piddle Drinking!

PornFreeNow 2 weeks ago

anal training sissy faggot femdom strapon hard fucks slave's ass makes him eat own cum CEI

anal training sissy faggot femdom strapon hard fucks slave's ass makes him eat own cum CEI

StiefMutter 1 week ago

42-Day Chastity Lock Up

53% HD 0:10 / 11:33

42-Day Chastity Lock Up

LoyalFans 3 years ago

Hotel Dick Sucking for Sissy Training

66% HD 0:15 / 15:02

Hotel Dick Sucking for Sissy Training

IWantClips 7 years ago

Naughty Maids

55% 0:30 / 16:41

Clips4sale 5 months ago

Jerk Lube Stuff Repeat

48% 1:01 / 10:39

Jerk Lube Stuff Repeat

FapHouse 3 years ago

Grisha Mochka Private Show

71% 4K 2:00 / 19:56

Grisha Mochka Private Show

Camster 2 weeks ago

Akira Sissifies Jessica (HD WMV)

50% HD 0:26 / 13:00

Akira Sissifies Jessica (HD WMV)

Clips4sale 10 months ago

Chastity For Life - Permanent Chastity Tattooed Sissy Slave Enslaved Slut Owned by Goddess Kyaa - 1080p MP4

67% 4K 0:24 / 12:43

Chastity For Life - Permanent Chastity Tattooed Sissy Slave Enslaved Slut Owned by Goddess Kyaa - 1080p MP4

Clips4sale 2 years ago

A super mean EStim game - Rubberdoll get fucked

A super mean EStim game - Rubberdoll get fucked

XHamster 1 year ago

Julia Milky Private Show

57% 4K 2:00 / 7:16

Julia Milky Private Show

Camster 6 months ago

Training the Sissy Hole

Training the Sissy Hole

LoyalFans 3 weeks ago

You've Lost the Bet; Now, It's Time to Carry Out Your Punishment

65% HD 0:10 / 18:20

You've Lost the Bet; Now, It's Time to Carry Out Your Punishment

LoyalFans 4 months ago

Mistress training sissies to play together

Mistress training sissies to play together

AbXXX 6 years ago

Kissed And Pounded

55% HD 0:10 / 10:01

Kissed And Pounded

LoyalFans 2 years ago

Dr. Taperedphysique&rsquo_s Hands-On Nipple Recovery Session

Premium HD 8:49

Dr. Taperedphysique&rsquo_s Hands-On Nipple Recovery Session

XNXXGold 1 month ago

High Class Sissy Trained - Mistress T

High Class Sissy Trained - Mistress T

AbXXX 4 years ago

Elizabeth Whiler Private Show

50% HD 2:00 / 59:39

Elizabeth Whiler Private Show

Flirt4Free 3 years ago

Her Mission Is to Take Him Deep with Her Siswet From Mrhankeystoys

61% HD 1:01 / 5:10

Her Mission Is to Take Him Deep with Her Siswet From Mrhankeystoys

FapHouse 11 months ago

Mistresst - High Class Sissy Trained

Mistresst - High Class Sissy Trained

InPorn 4 years ago

Two Dominatrix Femdom Ritual Humiliation, Ballbusting, Slave Training, Feminization and Anal Punishment - French Pegging

Two Dominatrix Femdom Ritual Humiliation, Ballbusting, Slave Training, Feminization and Anal Punishment - French Pegging

XHamster 3 weeks ago

Elite Sissification: Transform into a High-Class Slut under Mistress Bibianne & Mistress Elena

48% HD 0:10 / 11:00

Elite Sissification: Transform into a High-Class Slut under Mistress Bibianne & Mistress Elena

LoyalFans 1 year ago

Hardcore Up Close Femdom Bi Encouragement Oral and CEI

Hardcore Up Close Femdom Bi Encouragement Oral and CEI

FreePorn8 3 years 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

Sissy Kendall Anal Training & Slave Affirmations

53% HD 0:39 / 10:20

Sissy Kendall Anal Training & Slave Affirmations

FapHouse 3 months ago

Step-Mommy's Forever 2

55% 4K 0:30 / 34:28

Step-Mommy's Forever 2

Clips4sale 1 year ago

wife makes stranger cum and then her husband licks it up

wife makes stranger cum and then her husband licks it up

Dafreeporn 6 days ago

Sissy Slut S****

Sissy Slut S****

LoyalFans 3 years ago

*CC* Sissy Analfotzen-Training!

55% HD 0:10 / 7:19

*CC* Sissy Analfotzen-Training!

LoyalFans 4 months ago

Worshi My Legs and Ass in Pantyhose

61% 4K 2:00 / 2:59

Worshi My Legs and Ass in Pantyhose

Flirt4Free 11 months ago

Mandy Lov Private Show

57% 4K 2:00 / 7:02

Mandy Lov Private Show

Camster 3 weeks ago

Jenna Fucks Big Bottomed Sissy Maid Tiffany Deep in the Ass... She's Such a Slut!

Jenna Fucks Big Bottomed Sissy Maid Tiffany Deep in the Ass... She's Such a Slut!

XHamster 10 months ago

Latex Sissy Pegged by Filipina Dominatrix

62% HD 1:01 / 9:15

Latex Sissy Pegged by Filipina Dominatrix

FapHouse 4 years ago

Alphapaar Cuckold und Zahlsissy

54% 0:30 / 9:54

Alphapaar Cuckold und Zahlsissy

Clips4sale 1 month ago

Jhanne Cherry Private Show

54% HD 2:00 / 40:31

Jhanne Cherry Private Show

Flirt4Free 9 months ago

Sissy Slut Training with Ruby Onyx (Lick The Cum Plate Clean!)

HD 0:10 / 22:03

Sissy Slut Training with Ruby Onyx (Lick The Cum Plate Clean!)

LoyalFans 3 years ago

Jhanne Cherry Private Show

49% 4K 2:00 / 5:43

Jhanne Cherry Private Show

Flirt4Free 11 months ago

Tonight You Suck Cock for Me - 1080p HD

Tonight You Suck Cock for Me - 1080p HD

FapHouse 1 week ago

Sissy Blowjob

XHamster 8 months ago

Sissy Training From Step-sister

Sissy Training From Step-sister

XHamster 2 months ago

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