Sissy Training (155,003)

Your New Slave Life Ep3 - Humiliation & Heel Worship, the Only Contact Left - Mistress Julia

HD 1:01 / 16:06

Your New Slave Life Ep3 - Humiliation & Heel Worship, the Only Contact Left - Mistress Julia

FapHouse 1 week ago

Suck His Dick Loser

Suck His Dick Loser

XHamster 1 year ago

Mistress Victoria Rey Collars, gags, humiliates, spits on her hot chastity sissy slave husband. SPH loser Chastity Pt 1 of 5

Mistress Victoria Rey Collars, gags, humiliates, spits on her hot chastity sissy slave husband. SPH loser Chastity Pt 1 of 5

XHamster 1 year ago

Teaching My Cuckold - SNOWBALLING & HUMILIATION

49% 0:39 / 20:17

Teaching My Cuckold - SNOWBALLING & HUMILIATION

FapHouse 3 years ago

Submissive Sluts volume 4

Submissive Sluts volume 4

XHamster 3 months ago

Helloween Night

Helloween Night

XHamster 4 months ago

Awakening your Sissy Slut

Awakening your Sissy Slut

IWantClips 4 months ago

You Will Beg Me To Link You To This Video. Big Compilation.

You Will Beg Me To Link You To This Video. Big Compilation.

XHamster 3 years ago

Miss Ruby s Locktober Sissy Task Wand Edging Sis

Miss Ruby s Locktober Sissy Task Wand Edging Sis

Clips4sale 2 weeks ago

Cuckold Fantasies Volume 20

Cuckold Fantasies Volume 20

XHamster 5 years ago

Greisy & Rey Private Show

58% HD 2:00 / 35:48

Greisy & Rey Private Show

Flirt4Free 6 years ago

Breaking Your Masculinity in 10 Minutes – Aroma, Hormones & Chastity

HD 0:25 / 11:00

Breaking Your Masculinity in 10 Minutes – Aroma, Hormones & Chastity

Clips4sale 3 weeks ago

POV: BECOME MY SISSY GF - HUMP LIKE A GIRL

66% HD 0:25 / 12:33

POV: BECOME MY SISSY GF - HUMP LIKE A GIRL

Clips4sale 3 weeks ago

Sissy Slut SPH

Clips4sale 1 week ago

Step-Mom Hosts Your Bully-720sd

HD 0:28 / 11:04

Step-Mom Hosts Your Bully-720sd

Clips4sale 1 week ago

Queen Vibora’s sissy maid pegging

HD 0:58 / 21:50

Queen Vibora’s sissy maid pegging

Clips4sale 1 week ago

Coarse Triple Anal Ride for Our Little Sissy

Coarse Triple Anal Ride for Our Little Sissy

BigTitsLust 1 month ago

Sissy femboy makes chastity content and streams on chaturbate

Sissy femboy makes chastity content and streams on chaturbate

Lesbian8 1 year ago

SPH Rating Into Sissy JOI Feminization

HD 0:25 / 19:09

SPH Rating Into Sissy JOI Feminization

Clips4sale 1 week ago

Halloween festa COMPLETO! i master bull scopano la Dea davanti allo schiavo cornuto sissy Halloween party COMPLETE VIDEO! The master bulls fuck the Goddess in front of the cuckolded sissy slave

HD 0:47 / 39:52

Halloween festa COMPLETO! i master bull scopano la Dea davanti allo schiavo cornuto sissy Halloween party COMPLETE VIDEO! The master bulls fuck the Goddess in front of the cuckolded sissy slave

Clips4sale 2 days ago

Witch Reads Your Mind and Discovers You're a Secret Sissy

Witch Reads Your Mind and Discovers You're a Secret Sissy

Clips 5 days 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

XHamster 1 year ago

Mistress training sissies to play together

Mistress training sissies to play together

AbXXX 7 years ago

Gentle Bi Encouragement - Will You Suck Cock For Me?

Gentle Bi Encouragement - Will You Suck Cock For Me?

XHamster 1 year ago

Two-hole sissy

IWantClips 4 months ago

My cum eating chastity slave gets to clean my feet

My cum eating chastity slave gets to clean my feet

XHamster 1 year ago

Sissification X 2

Sissification X 2

Clips4sale 1 week ago

Group Bi Training with My Three Girlfriends

69% HD 1:01 / 22:44

Group Bi Training with My Three Girlfriends

FapHouse 2 months ago

Strict Group Anal Training Under Supervision

68% HD 0:39 / 14:39

Strict Group Anal Training Under Supervision

FapHouse 2 months ago

”Femdom Mistress Turns You Into A Sissy”

”Femdom Mistress Turns You Into A Sissy”

Trashreality 2 years ago

Your Owner Gives You Surgical Body Modifications

Your Owner Gives You Surgical Body Modifications

XHamster 1 month ago

Slut Training

FapHouse 3 weeks ago

Jhanne Cherry Private Show

53% HD 2:00 / 8:06

Jhanne Cherry Private Show

Flirt4Free 1 year ago

HARD SPANKING AS SHE ANAL TRAINS ME

HARD SPANKING AS SHE ANAL TRAINS ME

XHamster 1 month ago

INEEDAMOMMY Gentle GF Sushii turns you into slutty diaper girl

56% 0:11 / 10:45

INEEDAMOMMY Gentle GF Sushii turns you into slutty diaper girl

Clips4sale 4 years ago

Amateur Russian cutie in short dress goes wild on cock in POV

Amateur Russian cutie in short dress goes wild on cock in POV

Some.Porn 2 years ago

Sunday Humiliation for Sissy husband Full

Sunday Humiliation for Sissy husband Full

XHamster 1 year ago

Sissy Training - Feminization

Sissy Training - Feminization

BigTitsLust 2 years ago

Vivienne L'amour - Transforming You Into My Perfect Sissy Slut

Vivienne L'amour - Transforming You Into My Perfect Sissy Slut

XHamster 1 month ago

Mistresst - High Class Sissy Trained

Mistresst - High Class Sissy Trained

InPorn 5 years ago

Jen Holly Private Show

55% HD 2:00 / 8:35

Jen Holly Private Show

Flirt4Free 1 year ago

Anal Training: Part 3

Anal Training: Part 3

XHamster 2 years ago

Sissy Gets to Cum on Two Faces at Once

Premium HD 18:09

Sissy Gets to Cum on Two Faces at Once

XVideosRed 1 month ago

Training You, My Sissy, to Love Cock

57% HD 0:10 / 10:14

Training You, My Sissy, to Love Cock

LoyalFans 4 months ago

Good boys eat cum

Good boys eat cum

XHamster 2 years ago

AFTERNOON PEGGING: feminized boyfriend gets his ass pounded by mommy

AFTERNOON PEGGING: feminized boyfriend gets his ass pounded by mommy

XHamster 1 year ago

Jhanne Cherry Private Show

63% 4K 2:00 / 6:21

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Sissy boy humiliated gagging on thick cock while roommate watches

Sissy boy humiliated gagging on thick cock while roommate watches

AveXXX 1 month ago

Ruth Oliver Private Show

63% 4K 2:00 / 18:06

Ruth Oliver Private Show

Flirt4Free 4 months ago

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 year ago

Sissy was shocked at the size the mistress was going to shove up her ass

Sissy was shocked at the size the mistress was going to shove up her ass

Lesbian8 1 year ago

Sissy Slut Training

68% HD 0:25 / 11:22

Sissy Slut Training

IWantClips 1 year ago

He's been asking for so long. I saw for the first time what a male anal orgasm is.

He's been asking for so long. I saw for the first time what a male anal orgasm is.

XHamster 4 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

toilet training and ballbusting for my sissy

56% HD 0:25 / 10:17

toilet training and ballbusting for my sissy

Clips4sale 2 months ago

Elizabeth Whiler Private Show

61% HD 2:00 / 6:03

Elizabeth Whiler Private Show

Camster 3 years ago

Group Bi Training with My Three Girlfriends

Group Bi Training with My Three Girlfriends

XHamster 1 month 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 11 months ago

Femdom POV: Sissification, Dirty Talk, Sph, CEI, JOI. Arya Grander and Mistress Priest

Femdom POV: Sissification, Dirty Talk, Sph, CEI, JOI. Arya Grander and Mistress Priest

XHamster 2 years ago

Sissy Spanked and Caged by MILF Boss

Sissy Spanked and Caged by MILF Boss

XHamster 1 month ago

Francesca Grayy Party on Oct 19, 2026 - Part 2

HD 2:00 / 16:55

Francesca Grayy Party on Oct 19, 2026 - Part 2

Flirt4Free 1 week ago

BALLS COMPILATION - LOVE FOR THE NUTSACK FETISH

BALLS COMPILATION - LOVE FOR THE NUTSACK FETISH

FreePorn8 4 years ago

Slut Training

55% HD 0:39 / 5:10

FapHouse 3 weeks ago

Alphapaar Cuckold und Zahlsissy

54% 0:30 / 9:54

Alphapaar Cuckold und Zahlsissy

Clips4sale 4 months ago

Miss Alika White Size Queen Sissy Training

Miss Alika White Size Queen Sissy Training

Nuvid 10 months ago

NOW IT'S MY TURN

NOW IT'S MY TURN

Clips4sale 2 years ago

Bi Encouragement Training - Take 2 Of My Mans Cumshots

Bi Encouragement Training - Take 2 Of My Mans Cumshots

XHamster 3 months ago

Detailed sissy training

61% HD 0:15 / 17:06

Detailed sissy training

IWantClips 3 years ago

Two month locked.Tease and orgasm denial

Two month locked.Tease and orgasm denial

XHamster 1 year ago

LILY DUPONT : WHIPPING - DON'T SAY THE WORD

65% 0:38 / 10:43

LILY DUPONT : WHIPPING - DON'T SAY THE WORD

Clips4sale 2 months ago

sissy joyce - goddess annie i love their helpless porn video

sissy joyce - goddess annie i love their helpless porn video

BDSMShip 1 year ago

Sissy Whore Training POV

Sissy Whore Training POV

XHamster 1 year ago

German Mastix Silvia trains her sissy maid

German Mastix Silvia trains her sissy maid

AbXXX 13 years ago

Mean femdom Flagellation Treatment

Mean femdom Flagellation Treatment

Some.Porn 1 year ago

Sissy Tickle Torment & Ruined Orgasm [4k]

4K 0:25 / 12:20

Sissy Tickle Torment & Ruined Orgasm [4k]

Clips4sale 3 months ago

Jhanne Cherry Private Show

56% HD 2:00 / 4:58

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Make Me Your Sex Slave and Play with Me, Original Erotica, Original Story, Original Expectation

61% HD 0:39 / 3:09

Make Me Your Sex Slave and Play with Me, Original Erotica, Original Story, Original Expectation

FapHouse 1 week ago

Poor Cuckold: the Wedding Anniversary

61% HD 1:01 / 36:28

Poor Cuckold: the Wedding Anniversary

FapHouse 3 years ago

Cuckold Dreams Volume twenty

Cuckold Dreams Volume twenty

FreePorn8 3 months ago

Mistress Susi - the Straight Slaves First Sissy Blowjob

Mistress Susi - the Straight Slaves First Sissy Blowjob

XHamster 1 month ago

How to be properly trained by Ms. Amanda

How to be properly trained by Ms. Amanda

Xfeed 1 month ago

Queen Anastacia & Christian Private Show

HD 2:00 / 11:55

Queen Anastacia & Christian Private Show

Flirt4Free 2 years ago

Gaby Whitee Private Show

51% HD 2:00 / 7:36

Gaby Whitee Private Show

Flirt4Free 4 years ago

Anal Slave Training - Wich one can you Take in your Ass ? Mistress Julia

Anal Slave Training - Wich one can you Take in your Ass ? Mistress Julia

XHamster 3 years ago

Make Me Your Sex Slave and Play with Me, Original Erotica, Original Story, Original Expectation

Make Me Your Sex Slave and Play with Me, Original Erotica, Original Story, Original Expectation

XHamster 1 week ago

Maitresse Julia - Femdom - Teasing, Edging, Denial and Facesitiing for my Sissy Slave in Chastity Cage !

Maitresse Julia - Femdom - Teasing, Edging, Denial and Facesitiing for my Sissy Slave in Chastity Cage !

XHamster 3 years 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

50% 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 1 year ago

Amy Bllossom Private Show

63% HD 2:00 / 17:28

Amy Bllossom Private Show

Flirt4Free 1 year ago

POV Licking Blowjob Asmr - Wet Mouth Sounds up Close

POV Licking Blowjob Asmr - Wet Mouth Sounds up Close

XHamster 7 months ago

Dominant-bitch, sissy training

Dominant-bitch, sissy training

BigTitsLust 1 year ago

Female POV - feel like a girl

Female POV - feel like a girl

XHamster 3 years ago

Chelsea Fost Private Show

Chelsea Fost Private Show

Flirt4Free 1 week ago

Alpha male turned sissy by Petra Hunter!

Alpha male turned sissy by Petra Hunter!

Fetishpapa 1 month ago

The Hostess Trains her Cross Costume Pegging Anal Spunk Fountain-Chinese Femdom

The Hostess Trains her Cross Costume Pegging Anal Spunk Fountain-Chinese Femdom

FreePorn8 5 years ago

Elizabeth Whiler Private Show

46% HD 2:00 / 9:05

Elizabeth Whiler Private Show

Flirt4Free 3 years ago

MISTRESS GAIA - BISEXUAL TRAINING FOR MY SLAVE - HD

69% HD 0:10 / 9:09

MISTRESS GAIA - BISEXUAL TRAINING FOR MY SLAVE - HD

LoyalFans 9 months ago

Outdoor Humiliation for My Sissy Puppy

Outdoor Humiliation for My Sissy Puppy

XHamster 7 months ago

Red Lips Tease and Pussyplay

60% 4K 2:00 / 10:06

Red Lips Tease and Pussyplay

Flirt4Free 3 years ago

Sissy Step 4

55% HD 0:25 / 13:24

IWantClips 2 years ago

!!! MUST WATCH!!! Perfectly ruined orgasm

!!! MUST WATCH!!! Perfectly ruined orgasm

XHamster 5 years ago

Electra Joness Private Show

4K 2:00 / 12:17

Electra Joness Private Show

Flirt4Free 1 year ago

Make me bi in chastity for your husband bbc please fuck my ass Queen

64% 0:30 / 19:37

Make me bi in chastity for your husband bbc please fuck my ass Queen

Clips4sale 1 year ago

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 months ago

Sissy Slut's Favourite Halloween - (teaser) - by FemBunnyKatie

Sissy Slut's Favourite Halloween - (teaser) - by FemBunnyKatie

XHamster 4 days ago

I'm gonna turn you into my little bitch and fuck your throat raw with my big, throbbing cock - FEMINIZATION ROLEPLAY - AI

I'm gonna turn you into my little bitch and fuck your throat raw with my big, throbbing cock - FEMINIZATION ROLEPLAY - AI

Lesbian8 1 year ago

A Care Package From Hell

64% HD 0:30 / 17:36

A Care Package From Hell

Clips4sale 10 months ago

Mistress Countdown Jerk Off Instruction

Mistress Countdown Jerk Off Instruction

Fapcat 4 years ago

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 2 months ago

Jhanne Cherry Private Show

54% HD 2:00 / 8:21

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Kinky Carmen In Sissy Bitch Training By

Kinky Carmen In Sissy Bitch Training By

AbXXX 4 years ago

Jen Holly Private Show

62% HD 2:00 / 8:16

Jen Holly Private Show

Camster 1 year ago

Ares & Adara Private Show

56% HD 2:00 / 9:20

Ares & Adara Private Show

Flirt4Free 1 year ago

Latex Nurse Boyfriend Gets Biggest Plug, Fisted Hard, Urinated on and Milked Until Cum on My Glove

Latex Nurse Boyfriend Gets Biggest Plug, Fisted Hard, Urinated on and Milked Until Cum on My Glove

SortPorn 1 week ago

LADY SCARLET - A HARD SISSY TRAINING PART 2 hd - UN DURO ALLENAMENTO DA SISSY - PARTE 2

55% HD 0:10 / 9:44

LADY SCARLET - A HARD SISSY TRAINING PART 2 hd - UN DURO ALLENAMENTO DA SISSY - PARTE 2

LoyalFans 1 year ago

Moglie Puttana e Marito Frocio Per I Miei Clienti JOI ITA

60% HD 0:21 / 10:39

Moglie Puttana e Marito Frocio Per I Miei Clienti JOI ITA

IWantClips 4 months ago

Jasmine Flowers Pegging Training, femdom Goddess

68% 1:01 / 17:29

Jasmine Flowers Pegging Training, femdom Goddess

FapHouse 3 months ago

Dominafire Pegging her Sissy Slut in Chastity

Dominafire Pegging her Sissy Slut in Chastity

XHamster 3 years ago

Femdom Pegging Gangbang

52% 0:39 / 11:17

Femdom Pegging Gangbang

FapHouse 8 months ago

Slave Training 106: Milking One Drop Femdom Female-dom-whore Hasmik JOI

Slave Training 106: Milking One Drop Femdom Female-dom-whore Hasmik JOI

PornFreeNow 11 months ago

Goddess Sissy Training Penis Worshiper CEI

Goddess Sissy Training Penis Worshiper CEI

ALOTPorn 4 years ago

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