Training Videos - Trans (72,657)

Tammy Frizz Private Show

Tammy Frizz Private Show

Flirt4Free 2 years ago

Nelly Gale Private Show

Nelly Gale Private Show

Flirt4Free 2 years ago

Sophia Loreen Party on May 7, 2022

HD 2:00 / 1:12:03

Sophia Loreen Party on May 7, 2022

Flirt4Free 4 years ago

Luna Florez Private Show

HD 2:00 / 10:42

Luna Florez Private Show

Flirt4Free 2 years ago

I will wet my entire pussy with cum.. #DOMI VIBRATIONS#

I will wet my entire pussy with cum.. #DOMI VIBRATIONS#

Flirt4Free 2 years ago

Gabriella Bruni Private Show

HD 2:00 / 17:44

Gabriella Bruni Private Show

Flirt4Free 2 years ago

Tiara Rossi Private Show

Tiara Rossi Private Show

Flirt4Free 2 years ago

Valery Hanze Private Show - Part 3

Valery Hanze Private Show - Part 3

Flirt4Free 2 years ago

Sophia Loreen Private Show

HD 2:00 / 30:50

Sophia Loreen Private Show

Flirt4Free 4 years ago

Brook Andrew Private Show

Brook Andrew Private Show

Flirt4Free 2 years ago

Damiian Cruz Private Show

Damiian Cruz Private Show

Flirt4Free 1 year ago

Nelly Gale Private Show

HD 2:00 / 19:30

Nelly Gale Private Show

Flirt4Free 2 years ago

Diversity Drive (SD MP4)

4K 0:30 / 15:26

Diversity Drive (SD MP4)

Clips4sale 1 year ago

BCC Slave in Tampa

69% 0:27 / 13:57

BCC Slave in Tampa

Clips4sale 1 year ago

Tori Anisston Private Show

Tori Anisston Private Show

Flirt4Free 4 years ago

Dani Saenz Private Show

Dani Saenz Private Show

Flirt4Free 5 years ago

Nelly Gale Private Show

Nelly Gale Private Show

Flirt4Free 2 years ago

Natalia Syn Private Show

Natalia Syn Private Show

Flirt4Free 4 years ago

Lucia Jhones Private Show

Lucia Jhones Private Show

Flirt4Free 2 years ago

Olivia Cuadros Private Show

Olivia Cuadros Private Show

Flirt4Free 4 years ago

Sissy Cums in Flat Chastity Cage After Being Fucked by Her Machine

Sissy Cums in Flat Chastity Cage After Being Fucked by Her Machine

FapHouse 1 year ago

Your Sissy Uniform - Classic French Maid

Your Sissy Uniform - Classic French Maid

Clips4sale 1 year ago

Fucking My Sissy Ass with Big Toys - Sissy Training 014

Fucking My Sissy Ass with Big Toys - Sissy Training 014

FapHouse 1 year ago

The Cocksucking Maid *4K*

4K 0:12 / 10:09

The Cocksucking Maid *4K*

Clips4sale 1 year ago

Step Mommy's Little Panty Boy: Teaching My Sissy Boy - Sissification & Panty Fetish Domina Andrea Rosu MOBILE

4K 0:20 / 12:03

Step Mommy's Little Panty Boy: Teaching My Sissy Boy - Sissification & Panty Fetish Domina Andrea Rosu MOBILE

Clips4sale 1 year ago

SISSY TRAINING - FULL

66% 0:30 / 27:04

SISSY TRAINING - FULL

Clips4sale 1 year ago

Lets Finish Your Destruction

64% HD 0:10 / 7:29

Lets Finish Your Destruction

LoyalFans 1 year ago

Ohww... Blake Is Loving Me so Much - the Lust of Sissy Boy Saga

60% HD 0:39 / 10:20

Ohww... Blake Is Loving Me so Much - the Lust of Sissy Boy Saga

FapHouse 1 year ago

BITCH TRAINING: FEMINIZATION (EN-720)

68% HD 0:27 / 11:18

BITCH TRAINING: FEMINIZATION (EN-720)

Clips4sale 1 year ago

Taking a 17inch Dildo All the Way Inside Me!

HD 1:01 / 10:02

Taking a 17inch Dildo All the Way Inside Me!

FapHouse 1 year ago

Sandy Nell Private Show

HD 2:00 / 14:27

Sandy Nell Private Show

Flirt4Free 2 years ago

Aurrorra Star Private Show

Aurrorra Star Private Show

Flirt4Free 2 years ago

Sissy in White Tights Cums

Sissy in White Tights Cums

FapHouse 1 year ago

SKINNY LADYBOY ANAL CASTING, SLAVE TRAINING AND CREAM ENEMA

Premium HD 32:05

SKINNY LADYBOY ANAL CASTING, SLAVE TRAINING AND CREAM ENEMA

XNXXGold 1 year ago

Lily Wow Members-Only Show - Part 2

Lily Wow Members-Only Show - Part 2

Flirt4Free 1 year ago

SISSY COW TRAIINNG to CUMSHOTS FREE HANDS

Premium HD 18:53

SISSY COW TRAIINNG to CUMSHOTS FREE HANDS

XNXXGold 1 year ago

skinny submissive ladyboy self anal fisting and slave training

skinny submissive ladyboy self anal fisting and slave training

AnalVids 1 year ago

Sip the Tea: a Stepsister's Support for the Lgbtq Community

HD 1:01 / 12:54

Sip the Tea: a Stepsister's Support for the Lgbtq Community

FapHouse 1 year ago

Sissy in Sparkling Fishnets Trying Anal

Sissy in Sparkling Fishnets Trying Anal

FapHouse 1 year ago

Kendal Smithx Private Show

4K 2:00 / 19:39

Kendal Smithx Private Show

Flirt4Free 1 year ago

submitted and shown off

submitted and shown off

Clips4sale 1 year ago

Nelly Gale Private Show

50% 4K 2:00 / 6:24

Nelly Gale Private Show

Flirt4Free 1 year ago

This Little Whimper Slut Needs Her Mistress&#039_s Cock So Bad

This Little Whimper Slut Needs Her Mistress&#039_s Cock So Bad

XNXXGold 1 year ago

Kendal Smithx Private Show

4K 2:00 / 16:48

Kendal Smithx Private Show

Flirt4Free 1 year ago

The Reluctant Foot Slave (4k)

66% 4K 0:30 / 20:50

The Reluctant Foot Slave (4k)

Clips4sale 1 year ago

Luccas & Jhordy Private Show

55% HD 2:00 / 6:29

Luccas & Jhordy Private Show

Flirt4Free 1 year ago

Aubrey Saint Private Show

Aubrey Saint Private Show

Flirt4Free 1 year ago

DESTRUINDO O CU DA PUTA NICOLLY SUMMERS - VIP

Premium HD 1:02:26

DESTRUINDO O CU DA PUTA NICOLLY SUMMERS - VIP

Sheer 1 year ago

Jasminedlight, Valentina Rosa, Lady Mk - Taking the Pig Out of the Pen for a Stretch - Outdoor Slave Fisting and Humiliation

Jasminedlight, Valentina Rosa, Lady Mk - Taking the Pig Out of the Pen for a Stretch - Outdoor Slave Fisting and Humiliation

FapHouse 1 year ago

COUPLE Double DILDO compilation

COUPLE Double DILDO compilation

Clips4sale 1 year ago

Lucia Jhones Private Show

4K 2:00 / 12:13

Lucia Jhones Private Show

Flirt4Free 1 year ago

Slave Habit Training

Slave Habit Training

Clips4sale 1 year ago

Patiently Waiting for Her Alpha

69% 1:01 / 13:28

Patiently Waiting for Her Alpha

FapHouse 1 year ago

super pegging cumshot compilation

HD 0:30 / 10:32

super pegging cumshot compilation

AnalVids 1 year ago

Margaux Fox Private Show - Part 2

HD 2:00 / 12:30

Margaux Fox Private Show - Part 2

Flirt4Free 1 year ago

Permanent Cuckold Programming BETA - Erotic Audio Mind Fuck

Permanent Cuckold Programming BETA - Erotic Audio Mind Fuck

Clips4sale 1 year ago

Chapter One: Sassy Sissy

Premium HD 22:45

Chapter One: Sassy Sissy

XVideosRed 1 year ago

Tiny Cock Locked, Sissy Worships Thick Black Cock 26 min

53% HD 0:30 / 26:50

Tiny Cock Locked, Sissy Worships Thick Black Cock 26 min

Clips4sale 1 year ago

Dildo Distracted

66% 0:39 / 10:11

Dildo Distracted

FapHouse 1 year ago

tranny milf with great ass training her ass for real cocks - sissyfication

Premium HD 29:08

tranny milf with great ass training her ass for real cocks - sissyfication

XNXXGold 1 year ago

sluty couple hot shots compilation

sluty couple hot shots compilation

AnalVids 1 year ago

MILF TRANS SUBMISSA HARDCORE

Premium HD 10:01

MILF TRANS SUBMISSA HARDCORE

XVideosRed 1 year ago

Special Humiliation 259

66% 0:30 / 5:47

Special Humiliation 259

Clips4sale 1 year ago

Can I Do This to Your Cock or Is This Too Much for You to Handle?

Can I Do This to Your Cock or Is This Too Much for You to Handle?

FapHouse 1 year ago

Hot Wife Cuckoldress Train You To Suck A Cock - Erotic Audio Mind Fuck

Hot Wife Cuckoldress Train You To Suck A Cock - Erotic Audio Mind Fuck

Clips4sale 1 year ago

Crossdressing Slave Orally and Anally Submitted - Full Version

HD 0:30 / 21:33

Crossdressing Slave Orally and Anally Submitted - Full Version

Clips4sale 1 year ago

Cutie-pie Florence Loves Humiliation

Cutie-pie Florence Loves Humiliation

FapHouse 1 year ago

Feminization: Becoming Slut-erella

HD 0:15 / 18:07

Feminization: Becoming Slut-erella

Clips4sale 1 year ago

Pantyhose Faggot II Real Men Wear Pants Sissy Humiliation Affirmations Audio

63% 0:25 / 3:47

Pantyhose Faggot II Real Men Wear Pants Sissy Humiliation Affirmations Audio

Clips4sale 1 year ago

My SISSY slave PEES for me!

HD 0:21 / 11:26

My SISSY slave PEES for me!

Clips4sale 1 year ago

mesmeriza_26_01_mov_cinema_clip_359_356_20240815134026049

mesmeriza_26_01_mov_cinema_clip_359_356_20240815134026049

PornBox 1 year ago

Daisy Dane Private Show

Daisy Dane Private Show

Flirt4Free 2 years ago

Day 68 Sissy Training Programme: Sissies who love fabrics

Day 68 Sissy Training Programme: Sissies who love fabrics

Clips4sale 1 year ago

BNWO Clown Melts your Brains

50% 4K 0:30 / 11:43

BNWO Clown Melts your Brains

Clips4sale 1 year ago

Slut Training With Futanari Step-mommy - Ft Imilia Audley

HD 0:30 / 20:55

Slut Training With Futanari Step-mommy - Ft Imilia Audley

Clips4sale 1 year ago

hard home pegging compilation

hard home pegging compilation

AnalVids 2 years ago

FEMINISING MY STRAIGHT BOYFRIEND RIMMING AND SUCKING FUCKING IN MAKEUP DRESSED UP P2

HD 0:20 / 10:04

FEMINISING MY STRAIGHT BOYFRIEND RIMMING AND SUCKING FUCKING IN MAKEUP DRESSED UP P2

Clips4sale 2 years ago

Day 40 Sissy training programme: Tips for the older crossdresser

HD 0:10 / 14:30

Day 40 Sissy training programme: Tips for the older crossdresser

LoyalFans 1 year ago

Tranny MILF with Great Ass Training Her Ass for Real Cocks - Sissyfication

HD 0:39 / 29:12

Tranny MILF with Great Ass Training Her Ass for Real Cocks - Sissyfication

FapHouse 1 year ago

Angie Mendoza Private Show

63% HD 2:00 / 8:08

Angie Mendoza Private Show

Flirt4Free 5 years ago

The Sissy Suckretary Part Two Erotic Short Story

The Sissy Suckretary Part Two Erotic Short Story

Clips4sale 2 years ago

Julieta Shayk Members-Only Show

Julieta Shayk Members-Only Show

Flirt4Free 5 years ago

MY BEST BIRTHDAY

MY BEST BIRTHDAY

XVideosRed 2 years ago

Slut Up

HD 0:26 / 10:41

Clips4sale 2 years ago

Roxy Park Private Show

Roxy Park Private Show

Flirt4Free 9 years ago

Yussef Milan Private Show

HD 2:00 / 31:59

Yussef Milan Private Show

Flirt4Free 4 years ago

Leiver Stewart Private Show

Leiver Stewart Private Show

Flirt4Free 3 years ago

Simon Fiore Party on May 10, 2019

HD 2:00 / 1:25:14

Simon Fiore Party on May 10, 2019

Flirt4Free 7 years ago

Alex Crowl Private Show

HD 2:00 / 13:33

Alex Crowl Private Show

Flirt4Free 2 years ago

Crhistian & Dereckk & Friends Private Show

Crhistian & Dereckk & Friends Private Show

Flirt4Free 7 years ago

Joseph Brownn Private Show

HD 2:00 / 22:24

Joseph Brownn Private Show

Flirt4Free 2 years ago

Dildo, Anal, Ass Gaping

Dildo, Anal, Ass Gaping

Flirt4Free 9 years ago

Sandy Lee Private Show

Sandy Lee Private Show

Flirt4Free 10 years ago

Anahi Hefner Private Show

HD 2:00 / 13:24

Anahi Hefner Private Show

Flirt4Free 3 years ago

Zamy Tomson Private Show

HD 2:00 / 11:24

Zamy Tomson Private Show

Flirt4Free 4 years ago

Tori Anisston Private Show

Tori Anisston Private Show

Flirt4Free 3 years ago

Nelly Gale Private Show

Nelly Gale Private Show

Flirt4Free 2 years ago

Najayla Adams Private Show

HD 2:00 / 10:09

Najayla Adams Private Show

Flirt4Free 4 years ago

Alex Smithh Private Show

Alex Smithh Private Show

Flirt4Free 3 years ago

Lexon Parker Private Show

4K 2:00 / 14:30

Lexon Parker Private Show

Flirt4Free 2 years ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 4 years ago

Jude Hanan Private Show

Jude Hanan Private Show

Flirt4Free 3 years ago

Nelly Gale Private Show

Nelly Gale Private Show

Flirt4Free 1 year ago

Alicia Akbar Private Show

HD 2:00 / 37:30

Alicia Akbar Private Show

Flirt4Free 3 years ago

Alejandro Hunt Private Show

Alejandro Hunt Private Show

Flirt4Free 4 years ago

Nelly Gale Private Show

Nelly Gale Private Show

Flirt4Free 2 years ago

HOT SHOW

HD 2:00 / 29:52

Flirt4Free 2 years ago

Sophia Loreen Private Show

HD 2:00 / 33:45

Sophia Loreen Private Show

Flirt4Free 4 years ago

Fuck You Ass with a Fuck Machine - Sissy Training 003

Fuck You Ass with a Fuck Machine - Sissy Training 003

FapHouse 1 year ago

Use Huge Toys to Fuck Your Ass - Sissy Training 018 - the Tranny MILF

Use Huge Toys to Fuck Your Ass - Sissy Training 018 - the Tranny MILF

FapHouse 1 year ago

Sissy Hope Anal Training Pt3

Premium HD 13:53

Sissy Hope Anal Training Pt3

Sheer 1 year ago

FROM OUTDOOR TO BED!! WILD SEX OF NYMPHOMANIACS!

Premium HD 10:19

FROM OUTDOOR TO BED!! WILD SEX OF NYMPHOMANIACS!

Sheer 2 years ago

How to become a slutty Sissy Bitch *FULL-HD*

56% 4K 0:19 / 9:25

How to become a slutty Sissy Bitch *FULL-HD*

Clips4sale 1 year ago

submissa bebendo meu mijo

63% 0:05 / 1:14

submissa bebendo meu mijo

PornBox 1 year ago

Ambar transexual latina culona metiendose dildo gigante por el culo anal

Premium HD 5:15

Ambar transexual latina culona metiendose dildo gigante por el culo anal

XVideosRed 2 years ago

ANAL FIST TIME

Premium HD 7:47

Sheer 1 year ago

Skinny Submissive Ladyboy Self Anal Fisting and Slave Training

Skinny Submissive Ladyboy Self Anal Fisting and Slave Training

FapHouse 1 year ago

Sissy in Black Lingerie and Bondage Tries to Masturbate with Her Dildos and Chastity

Sissy in Black Lingerie and Bondage Tries to Masturbate with Her Dildos and Chastity

FapHouse 1 year ago

candidoll069 - update #6 - 2025-04-16 15-57-44 - apr 17, 2025

HD 0:30 / 42:47

candidoll069 - update #6 - 2025-04-16 15-57-44 - apr 17, 2025

AnalVids 1 year ago

Sissy Hope Compilation 1

HD 1:01 / 11:30

Sissy Hope Compilation 1

FapHouse 1 year ago

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