Sissy Training (147,093)

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Bi Humiliation & Cum Clean up with a Female Audience

FapHouse 1 منذ أعوام

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

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Step Mother Step Son Roleplay Hucow Video Custom for Superfan Beardypirate

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Bi Humiliation & Cum Clean up with a Female Audience

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64% HD 1:01 / 11:28

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Julie and Liza's Latex Doll

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Sexy Wife with Big Strapon pegging her Husband with Handjob

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Elizabeth Whiler Private Show

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Suck Cock and Swallow Hot Cum - Obey Your Mistress

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

XHamster 7 منذ أشهر

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

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Cuckold 2 (lick My Toilet Clean!)

60% HD 0:39 / 5:36

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FapHouse 1 منذ أعوام

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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 8 منذ أشهر

Sissy In Pink Gets Cock-Trained

59% HD 0:10 / 22:42

Sissy In Pink Gets Cock-Trained

LoyalFans 3 منذ أشهر

Domina Liza - Sissy Maid Caning Training - Femdom

Domina Liza - Sissy Maid Caning Training - Femdom

DrTuber 2 منذ أعوام

Extreme Sissy Cock Sucking !

HD 0:25 / 11:25

Extreme Sissy Cock Sucking !

IWantClips 4 منذ أسابيع

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

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Hotwife Date from the Cuckolds Point of View

Hotwife Date from the Cuckolds Point of View

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Transforming You into My Sweet, Short, Pantiless Maid

49% HD 0:10 / 22:16

Transforming You into My Sweet, Short, Pantiless Maid

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Cuckold Fantasies Volume 20

Cuckold Fantasies Volume 20

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Big Ass Worship Jerk Off Instructions

Big Ass Worship Jerk Off Instructions

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Wife Fists Husband Nearly Elbow Deep

52% 1:01 / 8:58

Wife Fists Husband Nearly Elbow Deep

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Cuckold Husband and His Ass and Lips Kellyaerick

63% HD 0:39 / 2:39

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Guided JOI Session With Femdom Mistress

Guided JOI Session With Femdom Mistress

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Anal Training: Part 3

Anal Training: Part 3

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SISSY MAKER – The Magic Sissy Scent

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Sissy Training - Teaching My Friend How to Give a Blowjob

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Anal Training, Learning

HD 0:39 / 19:30

Anal Training, Learning

FapHouse 7 منذ أشهر

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

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Pegging Session with My Chastity Slave

HD 1:01 / 10:45

Pegging Session with My Chastity Slave

FapHouse 3 منذ أعوام

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XHamster 5 منذ أشهر

POV Cuckold vol 30

POV Cuckold vol 30

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Dr. Taperedphysique&rsquo_s Hands-On Nipple Recovery Session

Premium HD 8:49

Dr. Taperedphysique&rsquo_s Hands-On Nipple Recovery Session

XVideosRed 1 منذ أشهر

Jhanne Cherry Private Show

49% HD 2:00 / 22:11

Jhanne Cherry Private Show

Flirt4Free 11 منذ أشهر

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

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

XHamster 2 منذ أعوام

Training You, My Sissy, to Love Cock

59% HD 0:10 / 10:14

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Edging and Sounding by Dominafire

60% 0:39 / 24:43

Edging and Sounding by Dominafire

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Mistress training sissies to play together

Mistress training sissies to play together

AbXXX 6 منذ أعوام

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 منذ أشهر

High Class Sissy Trained - Mistress T

High Class Sissy Trained - Mistress T

AbXXX 4 منذ أعوام

Vilu Vidish Makes a Boy Into a Girl to Peg Him

Vilu Vidish Makes a Boy Into a Girl to Peg Him

XHamster 2 منذ أشهر

Jhanne Cherry Private Show

49% 4K 2:00 / 22:26

Jhanne Cherry Private Show

Flirt4Free 1 منذ أعوام

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 منذ أشهر

Merciless big beautiful woman Dominant-bitch Destroys Stepson CBT Boots, Unfathomable Gagging, Anal Stretching, Sissification and Piddle Drinking!

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FreePorn8 2 منذ أسابيع

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 منذ أشهر

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 منذ أشهر

Playing with My Husband's Asshole

Playing with My Husband's Asshole

XHamster 2 منذ أعوام

Action The Sissy Services

66% HD 0:10 / 10:52

Action The Sissy Services

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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 منذ أسابيع

Sissy Academy Part 6 - Sissy's Taste of Heaven

62% HD 1:01 / 5:55

Sissy Academy Part 6 - Sissy's Taste of Heaven

FapHouse 3 منذ أسابيع

Jhanne Cherry Private Show

52% HD 2:00 / 27:22

Jhanne Cherry Private Show

Flirt4Free 9 منذ أشهر

Sissy Slut S****

Sissy Slut S****

LoyalFans 3 منذ أعوام

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Femdom: sexual punishment to Sissy slave

65% HD 1:01 / 23:24

Femdom: sexual punishment to Sissy slave

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Sissy Dress-up Encouragement

55% HD 0:39 / 9:19

Sissy Dress-up Encouragement

FapHouse 4 منذ أشهر

Hardcore Up Close Femdom Bi Encouragement Oral Sex and CEI

Hardcore Up Close Femdom Bi Encouragement Oral Sex and CEI

Amateur8 3 منذ أعوام

Sissification training with paddle and fist given by ladyboss domina

Sissification training with paddle and fist given by ladyboss domina

PornGem 4 منذ أعوام

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 منذ أعوام

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

56% HD 0:10 / 16:26

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LoyalFans 3 منذ أعوام

Sissy Slut - Outdoor Domination

Sissy Slut - Outdoor Domination

XHamster 3 منذ أعوام

Hotel Dick Sucking for Sissy Training

66% HD 0:15 / 15:02

Hotel Dick Sucking for Sissy Training

IWantClips 7 منذ أعوام

Submissive Slut Gets Strapon Gangbanged!

Submissive Slut Gets Strapon Gangbanged!

FapHouse 2 منذ أسابيع

Matriarch Ezada Sinn fucks him up the arse and makes him eat his own cum from Her strap-on

65% HD 0:10 / 17:20

Matriarch Ezada Sinn fucks him up the arse and makes him eat his own cum from Her strap-on

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72% 0:10 / 17:28

Nikki whiplash gives a 95 stroke cold caning punishment WL1747

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Jerk Lube Stuff Repeat

48% 1:01 / 10:39

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Sissy Piss Training with Dommy Mommy - Mistress Kendra

60% 0:11 / 22:06

Sissy Piss Training with Dommy Mommy - Mistress Kendra

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Gentle Bi Encouragment - Will U Suck Schlong For Me?

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SortPorn 4 منذ أسابيع

A super mean EStim game - Rubberdoll get fucked

A super mean EStim game - Rubberdoll get fucked

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XHamster 3 منذ أعوام

Akira Sissifies Jessica (HD WMV)

50% HD 0:26 / 13:00

Akira Sissifies Jessica (HD WMV)

Clips4sale 10 منذ أشهر

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 منذ أشهر

DOMINATRIX CHRONICALS -Barcelona-

76% 0:55 / 1:30:27

DOMINATRIX CHRONICALS -Barcelona-

Clips4sale 11 منذ أشهر

Training the Sissy Hole

Training the Sissy Hole

LoyalFans 3 منذ أسابيع

Dr. Taperedphysique&rsquo_s Hands-On Nipple Recovery Session

Premium HD 8:49

Dr. Taperedphysique&rsquo_s Hands-On Nipple Recovery Session

XNXXGold 1 منذ أشهر

Sissy Slut BBC Training For Cuckolds

Sissy Slut BBC Training For Cuckolds

Fapnado 4 منذ أعوام

Feel My Power

66% HD 0:39 / 4:02

FapHouse 2 منذ أعوام

Naughty Maids

63% 0:30 / 16:41

Clips4sale 5 منذ أشهر

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

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PornFreeNow 2 منذ أسابيع

The very sound caning and paddling

70% 0:30 / 2:27

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Clips4sale 1 منذ أعوام

Zoey Evans Premiere Show

65% HD 2:00 / 10:03

Zoey Evans Premiere Show

Camster 3 منذ أسابيع

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PissVids 3 منذ أعوام

Kissed And Pounded

55% HD 0:10 / 10:01

Kissed And Pounded

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Hardcore Up Close Femdom Bi Encouragement Oral and CEI

Hardcore Up Close Femdom Bi Encouragement Oral and CEI

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Katharine Cane Party on Jul 6, 2026 - Part 2

Katharine Cane Party on Jul 6, 2026 - Part 2

Camster 1 منذ أسابيع

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 منذ أشهر

Alphapaar Cuckold und Zahlsissy

54% 0:30 / 9:54

Alphapaar Cuckold und Zahlsissy

Clips4sale 1 منذ أشهر

POV Pegging and Sissy Slave Training and JOI

55% 0:09 / 4:14

POV Pegging and Sissy Slave Training and JOI

Clips4sale 5 منذ أعوام

Sissy learns BJ for their Mistresses Delight

48% HD 0:39 / 7:38

Sissy learns BJ for their Mistresses Delight

FapHouse 4 منذ أعوام

Unmerciful Dommes Vigour Sissy Serf to Gulp Down Week-Old Cum Loads

Unmerciful Dommes Vigour Sissy Serf to Gulp Down Week-Old Cum Loads

Amateur8 1 منذ أعوام

Elizabeth Whiler Private Show

50% HD 2:00 / 59:39

Elizabeth Whiler Private Show

Flirt4Free 3 منذ أعوام

Mistresst - High Class Sissy Trained

Mistresst - High Class Sissy Trained

InPorn 4 منذ أعوام

Miss Adrastea is riding your face while you’re in chastity

Miss Adrastea is riding your face while you’re in chastity

XHamster 5 منذ أعوام

German Mastix Silvia trains her sissy maid

German Mastix Silvia trains her sissy maid

AbXXX 13 منذ أعوام

Jhanne Cherry Private Show

54% HD 2:00 / 40:31

Jhanne Cherry Private Show

Flirt4Free 9 منذ أشهر

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 منذ أشهر

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 منذ أشهر

Huge Horny Tits Volume 3

Huge Horny Tits Volume 3

XHamster 1 منذ أسابيع

Latex Sissy Pegged by Filipina Dominatrix

62% HD 1:01 / 9:15

Latex Sissy Pegged by Filipina Dominatrix

FapHouse 4 منذ أعوام

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 منذ أشهر

Mean femdom Flagellation Treatment

Mean femdom Flagellation Treatment

Some.Porn 1 منذ أعوام

Skater Boy to Sissy Slut Transformation! with Ruby Onyx

47% 0:15 / 12:46

Skater Boy to Sissy Slut Transformation! with Ruby Onyx

Clips4sale 3 منذ أعوام

Jhanne Cherry Private Show

61% HD 2:00 / 4:58

Jhanne Cherry Private Show

Flirt4Free 9 منذ أشهر

Sissy Training From Step-sister

Sissy Training From Step-sister

XHamster 2 منذ أشهر

Sissy Kendall Anal Training & Slave Affirmations

53% HD 0:39 / 10:20

Sissy Kendall Anal Training & Slave Affirmations

FapHouse 3 منذ أشهر

Genitalia haircut & edging for chastity slave

Genitalia haircut & edging for chastity slave

XHamster 1 منذ أعوام

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