Sissy Training (154 593)

Sissy Jenna First Lesson

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Sissy Jenna First Lesson

FapHouse 3 år siden

Emmalee Jones Party on Feb 26, 2026 - Part 2

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Emmalee Jones Party on Feb 26, 2026 - Part 2

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Stretch Your Ass for Me

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Stretch Your Ass for Me

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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 måned siden

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 år siden

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57% HD 1:01 / 10:19

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Ashley Sinn Private Show

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Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

52% HD 1:01 / 13:10

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

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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 år siden

Cucky Limo

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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

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LoyalFans 4 måneder siden

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

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

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Sissy Training in Chastity

71% HD 1:01 / 9:54

Sissy Training in Chastity

FapHouse 2 år siden

Men Fucks, Betas Are Fucked.

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FapHouse 3 år siden

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

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Flirt4Free 8 år siden

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Sissy Strip Tease

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Best of Harmony Rose volume 4

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Tara Alison Private Show

HD 2:00 / 1:07:43

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

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

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Slave training in heat

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Girl Transformation Complete: Sissy Breeding with Dommy Rose

57% HD 0:29 / 21:28

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IWantClips 4 måneder siden

High Class Sissy Trained - Mistress T

High Class Sissy Trained - Mistress T

AbXXX 5 år siden

The Chastity Fuck

The Chastity Fuck

XHamster 3 uker siden

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PornBox 3 år siden

Sissy Spanked and Caged by MILF Boss

Sissy Spanked and Caged by MILF Boss

XHamster 1 måned siden

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XHamster 7 måneder siden

Sissy femboy makes chastity content and streams on chaturbate

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Training the Sissy

Training the Sissy

FapHouse 1 måned siden

Isadora Dunkan Private Show

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

XHamster 2 uker siden

Secretary Pegging Cucked Boss Cumshot Humiliation BDSM

Secretary Pegging Cucked Boss Cumshot Humiliation BDSM

Eporner 3 år siden

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 år siden

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XHamster 2 år siden

Sissy Bürofickstück! Damen Chefetage

63% 0:30 / 13:02

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Clips4sale 1 år siden

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 måneder siden

Satin Sissy Training

Satin Sissy Training

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Sissyfication 3

54% HD 1:01 / 14:32

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FapHouse 1 år siden

Do Your Makeup

Clips 2 uker siden

Gentle Bi Encouragement - Will You Suck Cock For Me?

Gentle Bi Encouragement - Will You Suck Cock For Me?

XHamster 1 år siden

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 år siden

Real cuckold wife wants to suck cock together !!!

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CUCKOLD CUMS IN PANTIES LIKE A GIRL

CUCKOLD CUMS IN PANTIES LIKE A GIRL

XHamster 4 år siden

Squirt! Double SISSYGASM

65% 0:14 / 21:32

Squirt! Double SISSYGASM

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Submissive sissy slave gets intimate training from his dominant

Submissive sissy slave gets intimate training from his dominant

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How to be properly trained by Ms. Amanda

How to be properly trained by Ms. Amanda

Xfeed 1 måned siden

Femdom Pegging Gangbang Slave Kassie

Femdom Pegging Gangbang Slave Kassie

XHamster 1 måned siden

Pegging my Sissy Slut

Pegging my Sissy Slut

XHamster 1 måned siden

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 måneder siden

Femdom: Sissy Feminization!

Femdom: Sissy Feminization!

Amateur8 3 år siden

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AnalVids 2 år siden

MISTRESS LORRAINE TRAINING HER SISSY (COMPLETE MOVIE)

MISTRESS LORRAINE TRAINING HER SISSY (COMPLETE MOVIE)

DrTuber 3 år siden

Lauren Newton Private Show

54% HD 2:00 / 23:24

Lauren Newton Private Show

Flirt4Free 1 måned siden

Sissy Doxy Gets Ding-dong Experience - Full Version

Sissy Doxy Gets Ding-dong Experience - Full Version

Lesbian8 1 måned siden

Feminized Sissy Spanked Raw Plugged Vibrating

Feminized Sissy Spanked Raw Plugged Vibrating

XHamster 5 måneder siden

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 år siden

Submissive Man Pegged By Strong Independ Women Domina Femdom Cuckold

Submissive Man Pegged By Strong Independ Women Domina Femdom Cuckold

Eporner 3 år siden

Asmr Sensual Teasing Close up Blowjob

Asmr Sensual Teasing Close up Blowjob

XHamster 7 måneder siden

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 måned siden

Mistresst - High Class Sissy Trained

Mistresst - High Class Sissy Trained

InPorn 5 år siden

Mistress training sissies to play together

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AbXXX 7 år siden

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

70% 0:11 / 10:30

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Clips4sale 4 år siden

Lilith Fenix Private Show

Lilith Fenix Private Show

Flirt4Free 14 timer siden

Panties and Orgasm for My Good Little Sissy

57% 0:30 / 9:08

Panties and Orgasm for My Good Little Sissy

Clips 1 måned siden

Pantyhose Aerobics Class For Sissies

64% HD 0:10 / 15:12

Pantyhose Aerobics Class For Sissies

LoyalFans 1 år siden

Feminized Fucked Femdommed

50% HD 0:10 / 18:47

Feminized Fucked Femdommed

LoyalFans 1 år siden

(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

Premium 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 uke siden

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Big strapon pegging my Sissy

XHamster 2 år siden

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

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

XHamster 5 år siden

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 år siden

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

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

XHamster 7 måneder siden

My New Cuckold Maid

My New Cuckold Maid

Fapcat 4 år siden

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Clips4sale 1 år siden

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 år siden

Sissy Date Night

53% 1:01 / 19:30

Sissy Date Night

FapHouse 3 måneder siden

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 år siden

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

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

XHamster 1 måned siden

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Fetishpapa 2 måneder siden

Femdom Pegging Gangbang Slave Kassie

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XHamster 4 dager siden

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 måneder siden

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PornFreeNow 1 år siden

Emmalee Jones Private Show

78% 4K 2:00 / 10:53

Emmalee Jones Private Show

Flirt4Free 10 måneder siden

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 måned siden

She FISTS him with His Own CUM!!!

She FISTS him with His Own CUM!!!

XHamster 4 år siden

Step-mommy's Forever 2

58% 1:01 / 34:34

Step-mommy's Forever 2

FapHouse 2 måneder siden

Confess that you are a sissy to your best friend!

Confess that you are a sissy to your best friend!

XHamster 3 måneder siden

Sissy Maid Training With Zara Durose Stage 4 (MP4)

Sissy Maid Training With Zara Durose Stage 4 (MP4)

Clips4sale 11 måneder siden

My owner becomes my SIssy

My owner becomes my SIssy

XHamster 3 år siden

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

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BDSMX 3 måneder siden

Darsy Pearly Private Show

Darsy Pearly Private Show

Flirt4Free 4 dager siden

Sissy taking huge BBC dildo

68% HD 0:30 / 3:00

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Clips4sale 1 år siden

Elizabeth Whiler Private Show

47% HD 2:00 / 9:53

Elizabeth Whiler Private Show

Flirt4Free 3 år siden

Jhanne Cherry Private Show

53% HD 2:00 / 8:06

Jhanne Cherry Private Show

Flirt4Free 1 år siden

My cum eating chastity slave gets to clean my feet

My cum eating chastity slave gets to clean my feet

XHamster 1 år siden

Sissy Cuckold Transformation

Sissy Cuckold Transformation

Dafreeporn 6 år siden

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 år siden

Sissy Slave's First Stretching

63% HD 0:10 / 26:49

Sissy Slave's First Stretching

LoyalFans 3 år siden

Suck His Dick Loser

Suck His Dick Loser

XHamster 1 år siden

BBC Sissy Training

BBC Sissy Training

XHamster 2 måneder siden

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

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

XHamster 1 uke siden

Jennas Suprise

XHamster 3 år siden

Chelsea Roset Private Show

57% HD 2:00 / 26:30

Chelsea Roset Private Show

Flirt4Free 3 år siden

Sex Doll Has Arrived

66% HD 0:39 / 32:44

Sex Doll Has Arrived

FapHouse 2 år siden

POV Cuckold volume 13

POV Cuckold volume 13

XHamster 1 år siden

Suck Cock and Swallow Hot Cum - Obey Your Mistress

Suck Cock and Swallow Hot Cum - Obey Your Mistress

XHamster 1 år siden

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 år siden

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 uke siden

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 år siden

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 måneder siden

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 uke siden

Dollification Transformation - 1080HD

63% 0:15 / 10:10

Dollification Transformation - 1080HD

Clips4sale 3 år siden

Sissy & cuckold training

53% HD 1:01 / 11:51

Sissy & cuckold training

FapHouse 5 år siden

Akira Sissifies Jessica (HD WMV)

58% HD 0:26 / 13:00

Akira Sissifies Jessica (HD WMV)

Clips4sale 1 år siden

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

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

XHamster 1 år siden

(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

Premium 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 uke siden

FEMDOM & SISSY PEGGING HOT SHOTS & CUMSHOTS COMPILATION

FEMDOM & SISSY PEGGING HOT SHOTS & CUMSHOTS COMPILATION

Lesbian8 1 år siden

Sammie Earns It - Kinky Sub Girl

Premium 4K 9:52

Sammie Earns It - Kinky Sub Girl

C4S 6 dager siden

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