Training Videos - Trans (82,556)

The final day of your bitch training pratice

The final day of your bitch training pratice

Lesbian8 2 months ago

Sissy Ass Training Self Creampie

Sissy Ass Training Self Creampie

xHamster 3 months ago

One Cock, Two Throats - the Ultimate Deepthroat Test

56% HD 1:01 / 5:20

One Cock, Two Throats - the Ultimate Deepthroat Test

FapHouse 3 months ago

Cum eating trainer video for the greedy sissy faggot whores

Cum eating trainer video for the greedy sissy faggot whores

Tranny.one 3 years ago

Cross Dresser slut jenni needs bbc whore training

Cross Dresser slut jenni needs bbc whore training

SexTubeSpot 5 years ago

Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore

Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore

xHamster 1 month ago

Lindsey Training Her Sissy Slave

Lindsey Training Her Sissy Slave

aShemaleTube 10 months ago

Femboy Viii punished

Femboy Viii punished

Transvids.tv 7 months ago

30 mins no break fellate spitroast contest!

30 mins no break fellate spitroast contest!

TrannyGem 1 month ago

Turning Him Into A Sissy Slut

Turning Him Into A Sissy Slut

xHamster 2 years ago

Feminization Sissification Sissy training - BE ENSLAVED FAG

Feminization Sissification Sissy training - BE ENSLAVED FAG

TransTube.tv 11 months ago

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

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

xHamster 2 months ago

Trans Sissy Slut French Maid Service Training

Trans Sissy Slut French Maid Service Training

aShemaleTube 4 weeks ago

Dee Williams' lustful doodling and kissing after panty tease

Dee Williams' lustful doodling and kissing after panty tease

UrGayPorn 2 months ago

Petra,s fifth training incl creampie double penetration and large sex-toy

Petra,s fifth training incl creampie double penetration and large sex-toy

ShemaleSin 10 months ago

Sissy Slut Training 3

Sissy Slut Training 3

xHamster 8 months ago

All that mouth training pays off : facefucking pretty transwife Melody

All that mouth training pays off : facefucking pretty transwife Melody

Amateur8 5 months ago

Futanari Jessie from Pokemon

Futanari Jessie from Pokemon

xHamster 2 months ago

Sissy Slut Cum training

Sissy Slut Cum training

UrGayPorn 7 months ago

Sissy training

Eporner 8 months ago

Axel Reigns _Anal-Training-amp-Creampie-for-Pup-Sasha-De-Sade

Axel Reigns _Anal-Training-amp-Creampie-for-Pup-Sasha-De-Sade

aShemaleTube 6 months ago

Sissy Affirmations

Sissy Affirmations

ShemaleSin 1 month ago

Sissy Slut Training

Sissy Slut Training

xHamster 1 year ago

I'll guide you to become the sissy you were meant to be (FEMINIZATION ROLEPLAY - AI GENERATED)

I'll guide you to become the sissy you were meant to be (FEMINIZATION ROLEPLAY - AI GENERATED)

xHamster 8 months ago

Swallow My Cum

xHamster 3 months ago

Natalie Mars Training the baby Gimp two

Natalie Mars Training the baby Gimp two

ShemaleSin 4 years ago

Sissy Cum Swallow Training

Sissy Cum Swallow Training

Tranny.one 3 years ago

2032 - the Bwno Future

56% 1:01 / 15:06

2032 - the Bwno Future

FapHouse 3 months ago

Nyxi Leon / 19yo French Maid Trained Doggy Style

Nyxi Leon / 19yo French Maid Trained Doggy Style

Tranny.one 4 years ago

Stupid sissy slut take the dick inside throat and suffers humiliated like a good girl

Stupid sissy slut take the dick inside throat and suffers humiliated like a good girl

xHamster 1 year ago

Sissy Cumslut Training - Teaching You How to Suck and Swallow

55% HD 1:01 / 14:46

Sissy Cumslut Training - Teaching You How to Suck and Swallow

FapHouse 9 months ago

Fag training Queen domina ??

Fag training Queen domina ??

Tranny.one 1 year ago

Anal Training Compilation

Anal Training Compilation

BeMyHole 3 years ago

Slutty Tranny Emily Adaire Is Fisted & DPed Anally in IR Gangbang 4K

Slutty Tranny Emily Adaire Is Fisted & DPed Anally in IR Gangbang 4K

AnySex 9 months ago

Lindsey Training Her Sissy Slave

Lindsey Training Her Sissy Slave

Eporner 2 years ago

Trannies in training - (Episode #01)

Trannies in training - (Episode #01)

xHamster 2 months ago

Trained Futa Colleague Unleashes Sizzling Shemale Blowjobs, Insatiable Orgies, Cum-Soaked Satisfaction: Resistance Futile

Trained Futa Colleague Unleashes Sizzling Shemale Blowjobs, Insatiable Orgies, Cum-Soaked Satisfaction: Resistance Futile

BigTitBitches 1 year ago

G066 - Cum Swallow Compilation 2

58% 1:01 / 15:24

G066 - Cum Swallow Compilation 2

FapHouse 5 months ago

FREE-FOR-ALL-FOR-ALL UTTER LENGTH MOVIE tgirl training her bussy with LOTS of ass-fuck toys FLESHLIGHT until meaty pop-shot

FREE-FOR-ALL-FOR-ALL UTTER LENGTH MOVIE tgirl training her bussy with LOTS of ass-fuck toys FLESHLIGHT until meaty pop-shot

TransTube.tv 1 year ago

Household Sissy Maid Learns Her Place

Household Sissy Maid Learns Her Place

xHamster 4 months ago

New Girl in the Sissy Harem

New Girl in the Sissy Harem

xHamster 1 month ago

Tranny Sissy Taught Part2

Tranny Sissy Taught Part2

TrannyGem 5 years ago

Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 1

Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 1

xHamster 2 years ago

Cum Dumpster Training

Cum Dumpster Training

aShemaleTube 9 months ago

Becoming Anal Slut Training For Newbies

Becoming Anal Slut Training For Newbies

BeMyHole 3 years ago

Russian sissy training camp

Russian sissy training camp

Eporner 1 year ago

2032 - the Bwno Future

2032 - the Bwno Future

xHamster 3 months ago

Jism countdown with TRANSSEXUAL PHAT ASS WHITE GIRL opening up her immense succulent caboose & cock-squeezing rosy crevice

Jism countdown with TRANSSEXUAL PHAT ASS WHITE GIRL opening up her immense succulent caboose & cock-squeezing rosy crevice

TrannyGem 3 months ago

Gym Tips for Sluts Feminization Motivation

56% HD 1:01 / 11:57

Gym Tips for Sluts Feminization Motivation

FapHouse 2 months ago

Kimber Haven BBC Sissy Training

Kimber Haven BBC Sissy Training

aShemaleTube 4 years ago

Sissy instructing - Enjoy For Assfucking Fucky-fucky

Sissy instructing - Enjoy For Assfucking Fucky-fucky

TransTube.tv 6 months ago

Whife *

TrannyGem 6 years ago

Trans Slut Gets Trained To Become Puppy Slapped And Humiliated Short

Trans Slut Gets Trained To Become Puppy Slapped And Humiliated Short

BeMyHole 2 years ago

Kendall Penny New Orleans Gay Training

Kendall Penny New Orleans Gay Training

BeMyHole 1 year ago

Bonus Video: Cumdumping Chance

58% HD 1:07 / 28:29

Bonus Video: Cumdumping Chance

BarebackPlus 1 year ago

Between the Lines & Between My Legs

52% HD 1:01 / 14:17

Between the Lines & Between My Legs

FapHouse 2 months ago

BBC goes deep in sexy transsexual babe Kasey Kei in doggy pose

BBC goes deep in sexy transsexual babe Kasey Kei in doggy pose

Tranny.one 1 year ago

Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune

Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune

xHamster 1 month ago

I'll guide you to become the sissy you were meant to be (FEMINIZATION ROLEPLAY - AI GENERATED)

I'll guide you to become the sissy you were meant to be (FEMINIZATION ROLEPLAY - AI GENERATED)

HentaiGem 6 months ago

Stretching my Ass - Sissy Training

Stretching my Ass - Sissy Training

xHamster 2 years ago

Sissy in Fishnet Is Squirting While She Gets Deep Anal Fisted

77% HD 0:39 / 3:13

Sissy in Fishnet Is Squirting While She Gets Deep Anal Fisted

FapHouse 1 month ago

Ultra-Kinky Tgirl Uses Fuck Stick to Boink Her Backside

Ultra-Kinky Tgirl Uses Fuck Stick to Boink Her Backside

TrannyGem 3 years ago

Dont Rush Me Slave

61% 1:01 / 8:09

Dont Rush Me Slave

FapHouse 1 week ago

Living His Best Life as a Girl

68% 0:39 / 27:47

Living His Best Life as a Girl

FapHouse 5 months ago

My New Best Toy

My New Best Toy

xHamster 2 months ago

Trained to Be a Submissive Slut

Trained to Be a Submissive Slut

aShemaleTube 5 months ago

My Butt Is Made for Anal and Creampies

My Butt Is Made for Anal and Creampies

xHamster 1 year ago

Huge cum in mouth in my obedient sissy slave's mouth

Huge cum in mouth in my obedient sissy slave's mouth

xHamster 4 years ago

Training the 18 yrs boy slut from Iowa

Training the 18 yrs boy slut from Iowa

aShemaleTube 3 years ago

My Path to Life as A Sissy Hoe

My Path to Life as A Sissy Hoe

TrannyGem 6 years ago

Sissy Training

aShemaleTube 1 month ago

POV Sissy Deep Throat and Cum Eat Humiliation Domination Striptease While Sucking

HD 1:01 / 23:05

POV Sissy Deep Throat and Cum Eat Humiliation Domination Striptease While Sucking

FapHouse 1 month ago

Feminization Sissification Sissy teaching - BE ENSLAVED HOMOSEXUAL

Feminization Sissification Sissy teaching - BE ENSLAVED HOMOSEXUAL

TrannyGem 6 months ago

Cock Worship Boy Training

Cock Worship Boy Training

aShemaleTube 3 years ago

Post Op Trans Woman Masturbation - Compilation 2

52% HD 0:39 / 20:08

Post Op Trans Woman Masturbation - Compilation 2

FapHouse 1 year ago

Training Cum Eating

Training Cum Eating

aShemaleTube 1 year ago

Fucked by Old Man Behind the Scenes

65% 1:01 / 28:00

Fucked by Old Man Behind the Scenes

FapHouse 10 months ago

TS Sissy CD Fisting in Black Pumps

67% HD 0:39 / 2:05

TS Sissy CD Fisting in Black Pumps

FapHouse 4 months ago

Trans Female trains you to deep-throat dinky, beginning soft but then predominant you and humping your face

Trans Female trains you to deep-throat dinky, beginning soft but then predominant you and humping your face

TransTube.tv 6 months ago

Completely Submitted and Feminized

Completely Submitted and Feminized

xHamster 1 month ago

Fisting Double Sissygasm Cumshots

Fisting Double Sissygasm Cumshots

xHamster 4 months ago

Rah Teach

TrannyGem 4 years ago

Natalie Mars In Training The Little-gimp#2

Natalie Mars In Training The Little-gimp#2

AbTranny 1 year ago

Sissy Slut Fuck Doll Takes Anal Fisting — Pegging & Fuck Machine with HUGE DILDO Hardcore Femdom Porn!

Sissy Slut Fuck Doll Takes Anal Fisting — Pegging & Fuck Machine with HUGE DILDO Hardcore Femdom Porn!

BigBigTits 4 months ago

Sissy Jessica Bloom Teaches You How To Suck Cock And Swallow Cum

Sissy Jessica Bloom Teaches You How To Suck Cock And Swallow Cum

xHamster 4 months ago

Sissy training for your feminization

Sissy training for your feminization

xHamster 2 years ago

Domme Mercer Sissy Virginity Sub Teased and Humiliated, Denied and Locked in The Vice

Domme Mercer Sissy Virginity Sub Teased and Humiliated, Denied and Locked in The Vice

TransTube.tv 1 year ago

Sucking cock before going to bed

Sucking cock before going to bed

xHamster 3 months ago

Shemale Porn Video Lucas's Bi Slave Training

Shemale Porn Video Lucas's Bi Slave Training

Tranny.one 1 year ago

Bunny-butler Reina Hanno Sucking Two Dildos

Bunny-butler Reina Hanno Sucking Two Dildos

xHamster 2 months ago

POV: Young Gothic Sissy Girl Comes Home And Takes Care Of Your Cock

POV: Young Gothic Sissy Girl Comes Home And Takes Care Of Your Cock

xHamster 3 months ago

Part 2: a Transformed Life: Episode 1 - Meeting Julia, the Life Coach - Maitresse Julia

52% HD 0:39 / 11:40

Part 2: a Transformed Life: Episode 1 - Meeting Julia, the Life Coach - Maitresse Julia

FapHouse 11 months 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

xHamster 6 months ago

Shemale Training Her Sissy Friend.. Who May Become One Of Them

Shemale Training Her Sissy Friend.. Who May Become One Of Them

getTranny 3 years ago

Trained and Dominated TV & TS

Trained and Dominated TV & TS

aShemaleTube 10 years ago

Sissy Whiteboy takes 8 inch BBC dildo balls-deep

Sissy Whiteboy takes 8 inch BBC dildo balls-deep

xHamster 2 years ago

Sissy Fuckdoll Delivery

Sissy Fuckdoll Delivery

TransTube.tv 6 months ago

Slender Trans Autumn Rain Warms Up Her Ass With Bareback

Slender Trans Autumn Rain Warms Up Her Ass With Bareback

xHamster 2 years ago

Sissy Fuckdoll Delivery

Sissy Fuckdoll Delivery

TrannyGem 4 years ago

Lesbian Shemale Making Love in Japanese College Uniform

57% 0:39 / 35:44

Lesbian Shemale Making Love in Japanese College Uniform

FapHouse 9 months ago

lianna lawson and mistress robin coffins piggy princess training

lianna lawson and mistress robin coffins piggy princess training

TransDoe 2 years ago

Latex Sissy Tutored By Chastity Fuckmachine Drubbing Cocksucking Pegging by Mistresse Mercer

Latex Sissy Tutored By Chastity Fuckmachine Drubbing Cocksucking Pegging by Mistresse Mercer

ShemaleSin 3 years ago

Sissy training for your feminization

Sissy training for your feminization

xHamster 2 months ago

Cute Trans Beauty Screwed by Large Schlong Compilation

Cute Trans Beauty Screwed by Large Schlong Compilation

Tranny.one 2 years ago

Gag Slut Training

Gag Slut Training

BeMyHole 3 years ago

Mature Mistress teaches two sissies how to be good cocksuckers

Mature Mistress teaches two sissies how to be good cocksuckers

Tranny.one 8 years ago

I Peed on Me part 2| Open Hall for Peeing | Training

59% HD 0:08 / 1:04

I Peed on Me part 2| Open Hall for Peeing | Training

FapHouse 2 years ago

BBC TRAINING WITH CERJOY

BBC TRAINING WITH CERJOY

xHamster 2 months ago

Mistress Trains Slave To Take Cock

Mistress Trains Slave To Take Cock

BeMyHole 5 months ago

Trans Domina Instructing her Fresh Encaged Sissy and her Cock-Squeezing Fuck-Holes

Trans Domina Instructing her Fresh Encaged Sissy and her Cock-Squeezing Fuck-Holes

TrannyGem 2 years ago

Petra,s 6th training

Petra,s 6th training

xHamster 10 months ago

Sasha's Morning Spitroast

Sasha's Morning Spitroast

xHamster 5 months ago

Swallow My Cum

xHamster 1 month ago

Anal Slut fisting training dildo

Anal Slut fisting training dildo

xHamster 2 months ago

Another Straight Boy in Conversion Challenge

Another Straight Boy in Conversion Challenge

Tranny.one 3 years ago

All that mouth training pays off : facefucking marvelous transwife Melody

All that mouth training pays off : facefucking marvelous transwife Melody

ShemaleSin 1 year ago

Natalie Mars Training the baby Gimp 1

Natalie Mars Training the baby Gimp 1

ShemaleSin 4 years ago

Performing a My Husband's Transformation Into a Sissy Slut, Part 1

58% HD 1:01 / 7:54

Performing a My Husband's Transformation Into a Sissy Slut, Part 1

FapHouse 1 year ago

Cum-and-pee Drink For a Sexy Tranny With a Fisted And Zucchini-stretched Anus

Cum-and-pee Drink For a Sexy Tranny With a Fisted And Zucchini-stretched Anus

Tranny.one 1 year ago

Thirsty Roommate Gets Hers - Ana Foxxx, Draven Navarro, Izzy Wilde

Thirsty Roommate Gets Hers - Ana Foxxx, Draven Navarro, Izzy Wilde

StarWank 1 year ago

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