Sissy Training (154,610)

Sissy Jenna First Lesson

63% HD 1:01 / 17:38

Sissy Jenna First Lesson

FapHouse 3 年前

Emmalee Jones Party on Feb 26, 2026 - Part 2

66% 4K 2:00 / 17:04

Emmalee Jones Party on Feb 26, 2026 - Part 2

Flirt4Free 8 か月前

Stretch Your Ass for Me

63% HD 0:39 / 17:30

Stretch Your Ass for Me

FapHouse 1 週間前

Sissy Secretary: Feminization, Pegging, Fisting, & More Full-length (1080p)

59% HD 1:01 / 47:50

Sissy Secretary: Feminization, Pegging, Fisting, & More Full-length (1080p)

FapHouse 1 か月前

Fucked and on the Edge of Orgasm - Sissy Slut Training

65% HD 1:01 / 14:43

Fucked and on the Edge of Orgasm - Sissy Slut Training

FapHouse 1 年前

Bi Femdom Blowjob POV, Two MILF Mouths One Cock, Bisexual Encouragement

54% HD 1:01 / 10:19

Bi Femdom Blowjob POV, Two MILF Mouths One Cock, Bisexual Encouragement

FapHouse 1 か月前

Sissy Date Night

53% 1:01 / 19:30

Sissy Date Night

FapHouse 3 か月前

The sissy, his Wife & The Saleswoman - Kendra James and Star Nine Pantyhose Domination, Sissy Sluts, Double Domination, Sissy Training

60% HD 0:10 / 13:05

The sissy, his Wife & The Saleswoman - Kendra James and Star Nine Pantyhose Domination, Sissy Sluts, Double Domination, Sissy Training

LoyalFans 4 か月前

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

52% HD 1:01 / 19:18

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

FapHouse 10 か月前

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 11 か月前

Sissy Slave Training

61% HD 1:01 / 13:18

Sissy Slave Training

FapHouse 3 週間前

989 Perverted Stepdaddy, Panty Sniffer Turned Into Sissy Slut - CEI, Ruined Orgasm, Step-daughter in a College Outfit

53% HD 1:01 / 10:37

989 Perverted Stepdaddy, Panty Sniffer Turned Into Sissy Slut - CEI, Ruined Orgasm, Step-daughter in a College Outfit

FapHouse 1 年前

Great Fuck & Cum

66% HD 2:00 / 49:10

Great Fuck & Cum

Flirt4Free 2 年前

Betty Sandra Private Show

57% HD 2:00 / 14:37

Betty Sandra Private Show

Flirt4Free 5 年前

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 2 年前

How to be properly trained by Ms. Amanda

How to be properly trained by Ms. Amanda

Xfeed 1 か月前

Cucky Limo

HD 0:24 / 15:05

IWantClips 4 か月前

Hope Daylee Sexy Secretary Bj

56% HD 2:00 / 4:23

Hope Daylee Sexy Secretary Bj

Flirt4Free 9 年前

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

52% HD 1:01 / 13:10

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

FapHouse 11 か月前

Sissy Training in Chastity

71% HD 1:01 / 9:54

Sissy Training in Chastity

FapHouse 2 年前

Men Fucks, Betas Are Fucked.

58% HD 1:01 / 11:14

Men Fucks, Betas Are Fucked.

FapHouse 3 年前

Best of Harmony Rose volume 4

Best of Harmony Rose volume 4

XHamster 1 年前

Sissy Strip Tease

65% 4K 0:25 / 9:31

Sissy Strip Tease

Clips4sale 1 か月前

Sissy feminization, anal training, CEI cum eating instruction (Arya Grander) - FemDom

Sissy feminization, anal training, CEI cum eating instruction (Arya Grander) - FemDom

XHamster 2 か月前

Chastity slave strapon fucked

Chastity slave strapon fucked

XHamster 6 か月前

Slave training in heat

Slave training in heat

XHamster 1 年前

Satin Sissy Training

Satin Sissy Training

Itsrealamateurs 1 か月前

Asian Girl with Latex Hard Sex in the Dungeon

Asian Girl with Latex Hard Sex in the Dungeon

XHamster 5 か月前

Sissy Secretary: Feminization, Pegging, Fisting, & More Full-length (1080p)

Sissy Secretary: Feminization, Pegging, Fisting, & More Full-length (1080p)

XHamster 1 か月前

Training the Sissy

Training the Sissy

FapHouse 1 か月前

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PornBox 3 年前

Salome Salvi Strapon Fucked by Dominafire and Mssaintlawrance Asian Femdom Lesbian Gangbang

Salome Salvi Strapon Fucked by Dominafire and Mssaintlawrance Asian Femdom Lesbian Gangbang

XHamster 1 か月前

The Chastity Fuck

The Chastity Fuck

XHamster 3 週間前

Mistresst - High Class Sissy Trained

Mistresst - High Class Sissy Trained

InPorn 5 年前

CUCKOLD CUMS IN PANTIES LIKE A GIRL

CUCKOLD CUMS IN PANTIES LIKE A GIRL

XHamster 4 年前

Red Lips Tease and Pussyplay

61% 4K 2:00 / 10:06

Red Lips Tease and Pussyplay

Flirt4Free 3 年前

Sissy femboy makes chastity content and streams on chaturbate

Sissy femboy makes chastity content and streams on chaturbate

BigTitsLust 1 年前

High Class Sissy Trained - Mistress T

High Class Sissy Trained - Mistress T

Sissy Girls Day: Makeover and Feminization Training - PART 2

70% HD 0:10 / 15:06

Sissy Girls Day: Makeover and Feminization Training - PART 2

LoyalFans 1 年前

Femdom Fisting by 2 Asian Dommes

Femdom Fisting by 2 Asian Dommes

XHamster 1 年前

Sissy Bürofickstück! Damen Chefetage

63% 0:30 / 13:02

Sissy Bürofickstück! Damen Chefetage

Clips4sale 1 年前

Jhanne Cherry Private Show

54% HD 2:00 / 8:06

Jhanne Cherry Private Show

Flirt4Free 1 年前

Sissy Spanked and Caged by MILF Boss

Sissy Spanked and Caged by MILF Boss

XHamster 1 か月前

Jessie Evans Private Show

65% 4K 2:00 / 7:27

Jessie Evans Private Show

Flirt4Free 1 か月前

Mistress training sissies to play together

Mistress training sissies to play together

Squirt! Double SISSYGASM

65% 0:14 / 21:32

Squirt! Double SISSYGASM

Clips4sale 4 週間前

Sissy Secretary: Feminization, Pegging, Fisting, & More Full-length (1080p)

61% HD 0:39 / 47:50

Sissy Secretary: Feminization, Pegging, Fisting, & More Full-length (1080p)

FapHouse 1 か月前

Real cuckold wife wants to suck cock together !!!

Real cuckold wife wants to suck cock together !!!

XHamster 10 か月前

Submissive sissy slave gets intimate training from his dominant

Submissive sissy slave gets intimate training from his dominant

Yesvids 1 か月前

Hope Daylee Multiple Squirts

58% HD 2:00 / 20:45

Hope Daylee Multiple Squirts

Flirt4Free 9 年前

Secretary Pegging Cucked Boss Cumshot Humiliation BDSM

Secretary Pegging Cucked Boss Cumshot Humiliation BDSM

Eporner 3 年前

Training My Sissy Maid To Be The Office Cum Dump!

HD 0:15 / 20:22

Training My Sissy Maid To Be The Office Cum Dump!

IWantClips 4 か月前

Confess that you are a sissy to your best friend!

Confess that you are a sissy to your best friend!

XHamster 3 か月前

My owner becomes my SIssy

My owner becomes my SIssy

XHamster 3 年前

Electra Joness Party on Apr 13, 2026 - Part 3

58% 4K 2:00 / 1:00:15

Electra Joness Party on Apr 13, 2026 - Part 3

Flirt4Free 6 か月前

Bizarre Sissy Bad Dragon Gaping and FemDom Aperture Destruction with Speculum Show Off by Mastix Mercer

Bizarre Sissy Bad Dragon Gaping and FemDom Aperture Destruction with Speculum Show Off by Mastix Mercer

Amateur8 11 か月前

Femdom: Sissy Feminization!

Femdom: Sissy Feminization!

Amateur8 3 年前

Feminized Sissy Spanked Raw Plugged Vibrating

Feminized Sissy Spanked Raw Plugged Vibrating

XHamster 5 か月前

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hands free cum in cage with new toy

Fetishpapa 2 か月前

Do Your Makeup

Clips 3 週間前

Femdom Pegging Gangbang Slave Kassie

Femdom Pegging Gangbang Slave Kassie

XHamster 1 か月前

Training sissy husband for enjoyment

Training sissy husband for enjoyment

PornoXO 1 週間前

Submissive Man Pegged By Strong Independ Women Domina Femdom Cuckold

Submissive Man Pegged By Strong Independ Women Domina Femdom Cuckold

Eporner 3 年前

Femdom Mastix Dominant-bitch V humiliates & fully feminizes chastity cuckold sissy sub thrall w/ sph 1/three

Femdom Mastix Dominant-bitch V humiliates & fully feminizes chastity cuckold sissy sub thrall w/ sph 1/three

SortPorn 2 年前

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

68% HD 1:01 / 11:28

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

FapHouse 4 か月前

Vends-ta-culotte - Anal training and strap-on pegging for a submissive man

Vends-ta-culotte - Anal training and strap-on pegging for a submissive man

XHamster 3 週間前

Sissy Doxy Gets Ding-dong Experience - Full Version

Sissy Doxy Gets Ding-dong Experience - Full Version

Lesbian8 1 か月前

Asmr Sensual Teasing Close up Blowjob

Asmr Sensual Teasing Close up Blowjob

XHamster 7 か月前

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 1 年前

Sissy feminization, anal training, CEI cum eating instruction (Arya Grander) - FemDom

60% HD 0:08 / 0:40

Sissy feminization, anal training, CEI cum eating instruction (Arya Grander) - FemDom

FapHouse 1 か月前

BBC Sissy Training

BBC Sissy Training

XHamster 2 か月前

The Chastity Fuck

The Chastity Fuck

XHamster 3 週間前

Gefangener feminisiert von Mistress Susi (deutsch) Prisoner feminized by Mistress Susi WMV

70% 0:11 / 10:30

Gefangener feminisiert von Mistress Susi (deutsch) Prisoner feminized by Mistress Susi WMV

Clips4sale 4 年前

Cuck It Hard

Some.Porn 3 か月前

Panties and Orgasm for My Good Little Sissy

57% 0:30 / 9:08

Panties and Orgasm for My Good Little Sissy

Clips 1 か月前

Pantyhose Aerobics Class For Sissies

64% HD 0:10 / 15:12

Pantyhose Aerobics Class For Sissies

LoyalFans 1 年前

Dirty Mistress Can't Stop Gaping His Sissy Ass!

Dirty Mistress Can't Stop Gaping His Sissy Ass!

XHamster 3 年前

Feminized Fucked Femdommed

50% HD 0:10 / 18:47

Feminized Fucked Femdommed

LoyalFans 1 年前

Bi Humiliation & Cum Clean up with a Female Audience

51% 1:01 / 8:42

Bi Humiliation & Cum Clean up with a Female Audience

FapHouse 1 年前

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

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

XHamster 1 年前

Iliria Kara Private Show

Iliria Kara Private Show

Flirt4Free 2 週間前

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

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

XHamster 5 年前

My New Cuckold Maid

My New Cuckold Maid

Fapcat 4 年前

Big strapon pegging my Sissy

Big strapon pegging my Sissy

XHamster 2 年前

Sissy-Erziehung zur Strapsschlampe im KG! - Sissy Training in Chastity

49% 4K 0:10 / 9:49

Sissy-Erziehung zur Strapsschlampe im KG! - Sissy Training in Chastity

Clips4sale 2 年前

Lauren Newton Private Show

54% HD 2:00 / 23:24

Lauren Newton Private Show

Flirt4Free 1 か月前

Submissive Sluts volume 4

Submissive Sluts volume 4

XHamster 3 か月前

Femdom Mistress Goddess V humiliates & fully feminizes chastity cuckold sissy sub slave w/ sph 1/3

Femdom Mistress Goddess V humiliates & fully feminizes chastity cuckold sissy sub slave w/ sph 1/3

Dafreeporn 2 年前

MISTRESS LORRAINE TRAINING HER SISSY (COMPLETE MOVIE)

MISTRESS LORRAINE TRAINING HER SISSY (COMPLETE MOVIE)

DrTuber 3 年前

how to make a bisexual cuckold out of a husband chastity belt! only anal fuck!

65% HD 0:30 / 18:18

how to make a bisexual cuckold out of a husband chastity belt! only anal fuck!

PornBox 3 年前

elf femboy in chastity belt gets tight ass stretched by bbc cock and fuck machine until cum

elf femboy in chastity belt gets tight ass stretched by bbc cock and fuck machine until cum

PornFreeNow 1 年前

Pink Barbie Strap-On Sissification Submission Training

Pink Barbie Strap-On Sissification Submission Training

Clips4sale 1 年前

Gentle Bi Encouragement - Will You Suck Cock For Me?

Gentle Bi Encouragement - Will You Suck Cock For Me?

XHamster 1 年前

Pegging my Sissy Slut

Pegging my Sissy Slut

XHamster 1 か月前

Femdom Pegging Gangbang Slave Kassie

Femdom Pegging Gangbang Slave Kassie

XHamster 6 日前

Jen Holly Private Show

61% HD 2:00 / 11:09

Jen Holly Private Show

Flirt4Free 1 年前

Emmalee Jones Private Show

78% 4K 2:00 / 10:53

Emmalee Jones Private Show

Flirt4Free 10 か月前

Tia Tizzianni - Sissy Riley Joi Sexual Skills Training

Tia Tizzianni - Sissy Riley Joi Sexual Skills Training

Nuvid 1 か月前

Sissy Maid Training With Zara Durose Stage 4 (MP4)

Sissy Maid Training With Zara Durose Stage 4 (MP4)

Clips4sale 11 か月前

Extreme Stepmom Throat Training: Heavy Gagging, Atm, Huge Anal Toys, Sissification, Cbt And Golden Shower Finale! Cruel Bdsm Bbw Domme

Extreme Stepmom Throat Training: Heavy Gagging, Atm, Huge Anal Toys, Sissification, Cbt And Golden Shower Finale! Cruel Bdsm Bbw Domme

BDSMX 3 か月前

Mistress shows her sex doll to the viewer in a kinky FemDom POV

Mistress shows her sex doll to the viewer in a kinky FemDom POV

S3xdolls 1 週間前

Sissy taking huge BBC dildo

68% HD 0:30 / 3:00

Sissy taking huge BBC dildo

Clips4sale 1 年前

Sissy Cuckold Transformation

Sissy Cuckold Transformation

Dafreeporn 6 年前

Classy chick gets naughty in the great outdoors with a thong and bra on

Classy chick gets naughty in the great outdoors with a thong and bra on

Some.Porn 2 年前

Suck His Dick Loser

Suck His Dick Loser

XHamster 1 年前

Sissy Slave's First Stretching

63% HD 0:10 / 26:49

Sissy Slave's First Stretching

LoyalFans 3 年前

My cum eating chastity slave gets to clean my feet

My cum eating chastity slave gets to clean my feet

XHamster 1 年前

Thetiniestbunny - Joi Cei Anal And Oral Sissy Training

Thetiniestbunny - Joi Cei Anal And Oral Sissy Training

VivaTube 5 日前

Jennas Suprise

XHamster 3 年前

Femdom Republic Sissy Training And Feminisation a Feminine

Femdom Republic Sissy Training And Feminisation a Feminine

DrTuber 3 か月前

POV Cuckold volume 13

POV Cuckold volume 13

XHamster 1 年前

Sex Doll Has Arrived

66% HD 0:39 / 32:44

Sex Doll Has Arrived

FapHouse 2 年前

Elizabeth Whiler Private Show

48% HD 2:00 / 9:53

Elizabeth Whiler Private Show

Flirt4Free 3 年前

Red Boots and Body Stocking

73% HD 2:00 / 6:46

Red Boots and Body Stocking

Flirt4Free 8 年前

Dollification Transformation - 1080HD

63% 0:15 / 10:10

Dollification Transformation - 1080HD

Clips4sale 3 年前

Sammie Earns It - Kinky Sub Girl

プレミアム 4K 9:52

Sammie Earns It - Kinky Sub Girl

C4S 1 週間前

elf femboy in chastity belt gets tight ass stretched by bbc cock and fuck machine until cum

elf femboy in chastity belt gets tight ass stretched by bbc cock and fuck machine until cum

Lesbian8 1 年前

Femdom Pegging and Sounding

Femdom Pegging and Sounding

XHamster 2 年前

Mrs Mature Feet gets her Footboy to remover her Old Boots and stinky socks 412

Mrs Mature Feet gets her Footboy to remover her Old Boots and stinky socks 412

XHamster 6 か月前

(1080P) FOOT FUCKING AND FISTING MY SISSY SLUT - Vivienne l'Amour trains her feminized sissy with a sensual strapon fuck, then stretches her wide with extreme fisting and lubed latex footing until she gapes

プレミアム HD 20:43

(1080P) FOOT FUCKING AND FISTING MY SISSY SLUT - Vivienne l'Amour trains her feminized sissy with a sensual strapon fuck, then stretches her wide with extreme fisting and lubed latex footing until she gapes

Clips4sale 1 週間前

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