Sissy Training (154 593)

Sissy Jenna First Lesson

63% HD 1:01 / 17:38

Sissy Jenna First Lesson

FapHouse 3 лет назад

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 7 месяцев назад

Stretch Your Ass for Me

63% HD 0:39 / 17:30

Stretch Your Ass for Me

FapHouse 1 неделю назад

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 месяц назад

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 год назад

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

57% HD 1:01 / 10:19

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

FapHouse 1 месяц назад

Ashley Sinn Private Show

56% 4K 2:00 / 4:57

Ashley Sinn Private Show

Flirt4Free 1 год назад

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 10 месяцев назад

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 месяцев назад

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 лет назад

Cucky Limo

HD 0:24 / 15:05

IWantClips 4 месяцев назад

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 месяцев назад

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

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

XHamster 1 месяц назад

Sissy Training in Chastity

71% HD 1:01 / 9:54

Sissy Training in Chastity

FapHouse 2 лет назад

Men Fucks, Betas Are Fucked.

58% HD 1:01 / 11:14

Men Fucks, Betas Are Fucked.

FapHouse 3 лет назад

J.o.i. Stroke It, Jerk-off Instructions

68% 4K 2:00 / 2:09

J.o.i. Stroke It, Jerk-off Instructions

Flirt4Free 8 лет назад

Hope Daylee Sexy Secretary Bj

56% HD 2:00 / 4:23

Hope Daylee Sexy Secretary Bj

Flirt4Free 9 лет назад

Jessie Evans Private Show

65% 4K 2:00 / 7:27

Jessie Evans Private Show

Flirt4Free 1 месяц назад

Sissy Strip Tease

65% 4K 0:25 / 9:31

Sissy Strip Tease

Clips4sale 1 месяц назад

Best of Harmony Rose volume 4

Best of Harmony Rose volume 4

XHamster 1 год назад

Tara Alison Private Show

HD 2:00 / 1:07:43

Tara Alison Private Show

Flirt4Free 1 год назад

Chastity slave strapon fucked

Chastity slave strapon fucked

XHamster 6 месяцев назад

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

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

XHamster 2 месяцев назад

Slave training in heat

Slave training in heat

XHamster 1 год назад

Girl Transformation Complete: Sissy Breeding with Dommy Rose

57% HD 0:29 / 21:28

Girl Transformation Complete: Sissy Breeding with Dommy Rose

IWantClips 4 месяцев назад

High Class Sissy Trained - Mistress T

High Class Sissy Trained - Mistress T

AbXXX 5 лет назад

The Chastity Fuck

The Chastity Fuck

XHamster 3 недель назад

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teacher checks the mouth of his student. well, let s suck my dildo. feminization

PornBox 3 лет назад

Sissy Spanked and Caged by MILF Boss

Sissy Spanked and Caged by MILF Boss

XHamster 1 месяц назад

strp HEELS PANTYHOSE

strp HEELS PANTYHOSE

XHamster 7 месяцев назад

Sissy femboy makes chastity content and streams on chaturbate

Sissy femboy makes chastity content and streams on chaturbate

BigTitsLust 1 год назад

Training the Sissy

Training the Sissy

FapHouse 1 месяц назад

Isadora Dunkan Private Show

64% 4K 2:00 / 9:25

Isadora Dunkan Private Show

Flirt4Free 1 месяц назад

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 2 недель назад

Secretary Pegging Cucked Boss Cumshot Humiliation BDSM

Secretary Pegging Cucked Boss Cumshot Humiliation BDSM

Eporner 3 лет назад

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 год назад

Perverted wife wants to have anal sex with submissive guy pegging rimming session #56

Perverted wife wants to have anal sex with submissive guy pegging rimming session #56

XHamster 2 лет назад

Sissy Bürofickstück! Damen Chefetage

63% 0:30 / 13:02

Sissy Bürofickstück! Damen Chefetage

Clips4sale 1 год назад

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 месяцев назад

Satin Sissy Training

Satin Sissy Training

Itsrealamateurs 1 месяц назад

Sissyfication 3

54% HD 1:01 / 14:32

Sissyfication 3

FapHouse 1 год назад

Do Your Makeup

Clips 2 недель назад

Gentle Bi Encouragement - Will You Suck Cock For Me?

Gentle Bi Encouragement - Will You Suck Cock For Me?

XHamster 1 год назад

Shoving My High Heel in His Ass Pegging and Humiliating Sissy BF CUMS IN HIS OWN MOUTH

Shoving My High Heel in His Ass Pegging and Humiliating Sissy BF CUMS IN HIS OWN MOUTH

Eporner 3 лет назад

Real cuckold wife wants to suck cock together !!!

Real cuckold wife wants to suck cock together !!!

XHamster 10 месяцев назад

CUCKOLD CUMS IN PANTIES LIKE A GIRL

CUCKOLD CUMS IN PANTIES LIKE A GIRL

XHamster 4 лет назад

Squirt! Double SISSYGASM

65% 0:14 / 21:32

Squirt! Double SISSYGASM

Clips4sale 3 недель назад

Submissive sissy slave gets intimate training from his dominant

Submissive sissy slave gets intimate training from his dominant

Yesvids 1 месяц назад

How to be properly trained by Ms. Amanda

How to be properly trained by Ms. Amanda

Xfeed 1 месяц назад

Femdom Pegging Gangbang Slave Kassie

Femdom Pegging Gangbang Slave Kassie

XHamster 1 месяц назад

Pegging my Sissy Slut

Pegging my Sissy Slut

XHamster 1 месяц назад

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 месяцев назад

Femdom: Sissy Feminization!

Femdom: Sissy Feminization!

Amateur8 3 лет назад

crazy sex machine fucks sissy s anal hole. her anal is destroyed

crazy sex machine fucks sissy s anal hole. her anal is destroyed

AnalVids 2 лет назад

MISTRESS LORRAINE TRAINING HER SISSY (COMPLETE MOVIE)

MISTRESS LORRAINE TRAINING HER SISSY (COMPLETE MOVIE)

DrTuber 3 лет назад

Lauren Newton Private Show

54% HD 2:00 / 23:24

Lauren Newton Private Show

Flirt4Free 1 месяц назад

Sissy Doxy Gets Ding-dong Experience - Full Version

Sissy Doxy Gets Ding-dong Experience - Full Version

Lesbian8 1 месяц назад

Feminized Sissy Spanked Raw Plugged Vibrating

Feminized Sissy Spanked Raw Plugged Vibrating

XHamster 5 месяцев назад

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 лет назад

Submissive Man Pegged By Strong Independ Women Domina Femdom Cuckold

Submissive Man Pegged By Strong Independ Women Domina Femdom Cuckold

Eporner 3 лет назад

Asmr Sensual Teasing Close up Blowjob

Asmr Sensual Teasing Close up Blowjob

XHamster 7 месяцев назад

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 месяц назад

Mistresst - High Class Sissy Trained

Mistresst - High Class Sissy Trained

InPorn 5 лет назад

Mistress training sissies to play together

Mistress training sissies to play together

AbXXX 7 лет назад

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 лет назад

Lilith Fenix Private Show

Lilith Fenix Private Show

Flirt4Free 15 часов назад

Panties and Orgasm for My Good Little Sissy

57% 0:30 / 9:08

Panties and Orgasm for My Good Little Sissy

Clips 1 месяц назад

Pantyhose Aerobics Class For Sissies

64% HD 0:10 / 15:12

Pantyhose Aerobics Class For Sissies

LoyalFans 1 год назад

Feminized Fucked Femdommed

50% HD 0:10 / 18:47

Feminized Fucked Femdommed

LoyalFans 1 год назад

(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

Премиум 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 неделю назад

Big strapon pegging my Sissy

Big strapon pegging my Sissy

XHamster 2 лет назад

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

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

XHamster 5 лет назад

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 лет назад

You just got EXPOSED as a SISSY! - ASMR role play

You just got EXPOSED as a SISSY! - ASMR role play

XHamster 7 месяцев назад

My New Cuckold Maid

My New Cuckold Maid

Fapcat 4 лет назад

Kinky Stepmom in nylon Stockings Seduces Chaste stepson Dilon - Stepmother in Silk Japan Robe Masturbates hairy Pussy, Rubbing his Cock on Shoe High Heels, small Feet on Big Dick, Female Domination, Cum on Feet, Sensual Domination 4k

57% 4K 0:25 / 16:22

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Clips4sale 1 год назад

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 год назад

Sissy Date Night

53% 1:01 / 19:30

Sissy Date Night

FapHouse 3 месяцев назад

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 лет назад

Sissy! Lick My Floor and Stay with Your Ass Open!

Sissy! Lick My Floor and Stay with Your Ass Open!

XHamster 1 месяц назад

hands free cum in cage with new toy

hands free cum in cage with new toy

Fetishpapa 2 месяцев назад

Femdom Pegging Gangbang Slave Kassie

Femdom Pegging Gangbang Slave Kassie

XHamster 5 дней назад

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 месяцев назад

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 год назад

Emmalee Jones Private Show

78% 4K 2:00 / 10:53

Emmalee Jones Private Show

Flirt4Free 10 месяцев назад

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 месяц назад

She FISTS him with His Own CUM!!!

She FISTS him with His Own CUM!!!

XHamster 4 лет назад

Step-mommy's Forever 2

58% 1:01 / 34:34

Step-mommy's Forever 2

FapHouse 2 месяцев назад

Confess that you are a sissy to your best friend!

Confess that you are a sissy to your best friend!

XHamster 3 месяцев назад

Sissy Maid Training With Zara Durose Stage 4 (MP4)

Sissy Maid Training With Zara Durose Stage 4 (MP4)

Clips4sale 11 месяцев назад

My owner becomes my SIssy

My owner becomes my SIssy

XHamster 3 лет назад

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 месяцев назад

Darsy Pearly Private Show

Darsy Pearly Private Show

Flirt4Free 4 дней назад

Sissy taking huge BBC dildo

68% HD 0:30 / 3:00

Sissy taking huge BBC dildo

Clips4sale 1 год назад

Elizabeth Whiler Private Show

47% HD 2:00 / 9:53

Elizabeth Whiler Private Show

Flirt4Free 3 лет назад

Jhanne Cherry Private Show

53% HD 2:00 / 8:06

Jhanne Cherry Private Show

Flirt4Free 1 год назад

My cum eating chastity slave gets to clean my feet

My cum eating chastity slave gets to clean my feet

XHamster 1 год назад

Sissy Cuckold Transformation

Sissy Cuckold Transformation

Dafreeporn 6 лет назад

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 лет назад

Sissy Slave's First Stretching

63% HD 0:10 / 26:49

Sissy Slave's First Stretching

LoyalFans 3 лет назад

Suck His Dick Loser

Suck His Dick Loser

XHamster 1 год назад

BBC Sissy Training

BBC Sissy Training

XHamster 2 месяцев назад

Sissy Husband Training - Teaching My Beta How to Suck a BBC

Sissy Husband Training - Teaching My Beta How to Suck a BBC

XHamster 1 неделю назад

Jennas Suprise

XHamster 3 лет назад

Chelsea Roset Private Show

57% HD 2:00 / 26:30

Chelsea Roset Private Show

Flirt4Free 3 лет назад

Sex Doll Has Arrived

66% HD 0:39 / 32:44

Sex Doll Has Arrived

FapHouse 2 лет назад

POV Cuckold volume 13

POV Cuckold volume 13

XHamster 1 год назад

Suck Cock and Swallow Hot Cum - Obey Your Mistress

Suck Cock and Swallow Hot Cum - Obey Your Mistress

XHamster 1 год назад

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 год назад

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 неделю назад

Sissy sniffs step-mammy's and aunty's nylon feet

HD 0:35 / 13:55

Sissy sniffs step-mammy's and aunty's nylon feet

Clips4sale 4 лет назад

Il fidanzato in collant - The boyfriend in pantyhose #2 ( 1 PART MP4 - MOBILE VERSION )

HD 0:09 / 16:03

Il fidanzato in collant - The boyfriend in pantyhose #2 ( 1 PART MP4 - MOBILE VERSION )

Clips4sale 3 месяцев назад

Mistress Takes Sissy To Gloryhole To Suck Real Cocks F4M Audio Blowjob

Mistress Takes Sissy To Gloryhole To Suck Real Cocks F4M Audio Blowjob

AveXXX 1 неделю назад

Dollification Transformation - 1080HD

63% 0:15 / 10:10

Dollification Transformation - 1080HD

Clips4sale 3 лет назад

Sissy & cuckold training

53% HD 1:01 / 11:51

Sissy & cuckold training

FapHouse 5 лет назад

Akira Sissifies Jessica (HD WMV)

58% HD 0:26 / 13:00

Akira Sissifies Jessica (HD WMV)

Clips4sale 1 год назад

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

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

XHamster 1 год назад

(720P) 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

Премиум HD 20:43

(720P) 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 неделю назад

FEMDOM & SISSY PEGGING HOT SHOTS & CUMSHOTS COMPILATION

FEMDOM & SISSY PEGGING HOT SHOTS & CUMSHOTS COMPILATION

Lesbian8 1 год назад

Sammie Earns It - Kinky Sub Girl

Премиум 4K 9:52

Sammie Earns It - Kinky Sub Girl

C4S 6 дней назад

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