Training Videos - Trans (117,581)

Corporate Futa Training

Corporate Futa Training

Tranny.one 3 years ago

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined

xHamster 2 months ago

Natalie Mars In Training The Little-gimp#2

Natalie Mars In Training The Little-gimp#2

AbTranny 2 years ago

Dirty Tranny Extra Large Cock Training

Dirty Tranny Extra Large Cock Training

BeMyHole 2 months ago

Petra back in the boom room

Petra back in the boom room

xHamster 8 months ago

Kitty training her ass💗

Kitty training her ass💗

aShemaleTube 1 year ago

Can Barely Stand Anymore... My Legs Are Still Shaking After That

77% 1:01 / 6:20

Can Barely Stand Anymore... My Legs Are Still Shaking After That

FapHouse 3 months ago

TRANNY Girls First Asshole Training Before Her Lover Shows Up

TRANNY Girls First Asshole Training Before Her Lover Shows Up

Eporner 2 months ago

Kegel Orgasm Training

Kegel Orgasm Training

BeMyHole 3 years ago

Pegging femboy with massive strapon!

Pegging femboy with massive strapon!

EpicGFs 2 years ago

Is this an anal invasion fucktoy or a traffic cone? Emily Adaire's anal invasion-bootcamp - day 8

Is this an anal invasion fucktoy or a traffic cone? Emily Adaire's anal invasion-bootcamp - day 8

TrannyGem 4 years ago

Beautiful classy tgirl trains her hole pt3

Beautiful classy tgirl trains her hole pt3

aShemaleTube 1 year ago

Belle Grey Trans Anal Training Full Episode

Belle Grey Trans Anal Training Full Episode

ShemaleSin 1 year ago

Arousing petite teacher Riu Mukai trains her students' petite asian and tranny while blowing and fucking her students' big c

Arousing petite teacher Riu Mukai trains her students' petite asian and tranny while blowing and fucking her students' big c

TrannyMovs 6 months ago

Anal Training Night

Anal Training Night

BoyFriendTV 11 months ago

chinese erotic femdom sissy pet slave bondage training porn video

chinese erotic femdom sissy pet slave bondage training porn video

TransDoe 1 year ago

AB082 Bad Girl Miss 3 be spanking and training - deep throat crmpie BDSM 坏女孩Miss三凌辱惩罚打屁股

AB082 Bad Girl Miss 3 be spanking and training - deep throat crmpie BDSM 坏女孩Miss三凌辱惩罚打屁股

aShemaleTube 3 years ago

Sissy's tasks to complete and earn good girl points - FEMINIZATION ROLEPLAY - AI GENERATED

Sissy's tasks to complete and earn good girl points - FEMINIZATION ROLEPLAY - AI GENERATED

xHamster 1 year ago

It’s Just Curiosity, Right? Confused? Not Anymore

53% 0:38 / 14:00

It’s Just Curiosity, Right? Confused? Not Anymore

Clips4sale 5 months ago

I Was Doing Anal Training And I Became A Slut And Masturbated

I Was Doing Anal Training And I Became A Slut And Masturbated

AbTranny 1 week ago

tutored By Big black cock

tutored By Big black cock

Transvids.tv 1 year ago

trans zariah and Victoria and Jade and female Charlotte lesbo in training 3 trans hotties and one female have joy foursome

trans zariah and Victoria and Jade and female Charlotte lesbo in training 3 trans hotties and one female have joy foursome

ShemaleSin 5 months ago

Eroticism and Naturalism in a Bangkok Hotel or Evening After a Date, Episode

Eroticism and Naturalism in a Bangkok Hotel or Evening After a Date, Episode

xHamster 3 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 2 years ago

Big Ass Trans Raven Anal Creampie and Fucked Doggystyle by Inflatable Dildo

Big Ass Trans Raven Anal Creampie and Fucked Doggystyle by Inflatable Dildo

xHamster 1 month ago

Petra,s last exam (incl pis training,fist, giant sex tool and greater quantity ;-)

Petra,s last exam (incl pis training,fist, giant sex tool and greater quantity ;-)

SortPorn 6 months ago

Shemale Slave Torn Open by Anal - Trained for Pain

Shemale Slave Torn Open by Anal - Trained for Pain

JpMilfs 2 years ago

Pretty soft sissy gets destroyed in cute femboy training

Pretty soft sissy gets destroyed in cute femboy training

JuicyTrans 3 weeks ago

Transsexual training - bukkake gokkun! Shemale anal fuck orgy

Transsexual training - bukkake gokkun! Shemale anal fuck orgy

xHamster 1 year ago

G066 - Cum Swallow Compilation 2

59% 1:01 / 15:24

G066 - Cum Swallow Compilation 2

FapHouse 1 year ago

Sissy Training Day 2. My Transformation Continues

Sissy Training Day 2. My Transformation Continues

xHamster 2 weeks ago

hot livi doll gets bbc trained

hot livi doll gets bbc trained

PornOne 2 years ago

Natalie Mars Training the baby Gimp 1

Natalie Mars Training the baby Gimp 1

ShemaleSin 5 years ago

Sissy Slut Trained and Spit Roasted

Sissy Slut Trained and Spit Roasted

Pornwhite 10 months ago

The Sissy Suckretary Part 4 Sissy Fetish Audio Only Short Story Custom Request by Tara Smith

The Sissy Suckretary Part 4 Sissy Fetish Audio Only Short Story Custom Request by Tara Smith

Pornzona 2 months ago

Big tit femdom queen destroys sissy with bondage and vibrating cup

Big tit femdom queen destroys sissy with bondage and vibrating cup

JuicyTrans 1 week ago

Femboy Assfucking Spreading With A Phat Node Fake penis

Femboy Assfucking Spreading With A Phat Node Fake penis

4Gay 6 months ago

how to use a fufu pinch

how to use a fufu pinch

TrannyGem 2 years ago

Fist Fucked - My Poor Ass! Emily Adaire & Goth Delilah

71% HD 0:39 / 13:39

Fist Fucked - My Poor Ass! Emily Adaire & Goth Delilah

FapHouse 1 year ago

Two Pathetic Sissies Have to Suck and Fuck Each Other

Two Pathetic Sissies Have to Suck and Fuck Each Other

xHamster 6 months ago

tutored By Big black cock

tutored By Big black cock

TransTube.tv 1 year ago

Anal Orgasm - Hard Sissy Training And Sissygasm Compilation

Anal Orgasm - Hard Sissy Training And Sissygasm Compilation

AbTranny 3 weeks ago

High Class Sissy Training

High Class Sissy Training

AbTranny 4 years ago

lianna lawson and mistress robin coffins piggy princess training

lianna lawson and mistress robin coffins piggy princess training

TransDoe 2 years ago

Sui Mizumori Riku Mukai, A Beautiful Female Teacher Who Is Excited About The Transvestite Habits Of Her Students And Trains Her Pets

Sui Mizumori Riku Mukai, A Beautiful Female Teacher Who Is Excited About The Transvestite Habits Of Her Students And Trains Her Pets

Eporner 1 year ago

Amateur sissy slut self fucks big black dildo raw anal training

Amateur sissy slut self fucks big black dildo raw anal training

JuicyTrans 1 week ago

Female Dominance Domme tears up fuckslut sissy backside, dual jism rectal ejaculation

Female Dominance Domme tears up fuckslut sissy backside, dual jism rectal ejaculation

TrannyGem 2 years ago

Sissy Secretary Maddy Riding My Big Black Dildo's And Gaping My Ass Clip 2

Sissy Secretary Maddy Riding My Big Black Dildo's And Gaping My Ass Clip 2

xHamster 7 months ago

Worship Superior Foreskin

Worship Superior Foreskin

xHamster 5 months ago

Sissy training for your feminization

Sissy training for your feminization

xHamster 8 months ago

Cute Trans Beauty Screwed by Large Schlong Compilation

Cute Trans Beauty Screwed by Large Schlong Compilation

Tranny.one 3 years ago

Futanari Mulan - Masturbating, Cumshots, Self-sucking, more!

Futanari Mulan - Masturbating, Cumshots, Self-sucking, more!

xHamster 1 month ago

Feet Foot Sucking, Cuming and Play

55% 4K 2:00 / 30:38

Feet Foot Sucking, Cuming and Play

Flirt4Free 4 months ago

I Dare You to Resist: Stay Gay or Become My Filthiest Cum-Slut Faggot

64% HD 0:30 / 39:31

I Dare You to Resist: Stay Gay or Become My Filthiest Cum-Slut Faggot

Clips4sale 4 months ago

Non stop PEGGING gives me 7x ANAL ORGASM, I rewarded with 1 for her SISSY dick

Non stop PEGGING gives me 7x ANAL ORGASM, I rewarded with 1 for her SISSY dick

xHamster 1 year ago

Mistress Trains Her Sissy Gurls

Mistress Trains Her Sissy Gurls

BeMyHole 5 years ago

IMMENSE DARK-HUED TRUNK PARENT USES CAGED YT SISSYBOY : your Black neighbor gets your sonny high and teaches him to conform

IMMENSE DARK-HUED TRUNK PARENT USES CAGED YT SISSYBOY : your Black neighbor gets your sonny high and teaches him to conform

2BGay 2 years ago

Cumslut Training Session 1

Cumslut Training Session 1

AbTranny 2 weeks ago

Plugging my sweet hole before training . Slow motion

Plugging my sweet hole before training . Slow motion

xHamster 1 year ago

BBC SEX TOOL TRAINING (full episode on Manyvids)

BBC SEX TOOL TRAINING (full episode on Manyvids)

ShemaleSin 1 week ago

charlotte sins jade venus zariah aura victoria grant lesbian in training

charlotte sins jade venus zariah aura victoria grant lesbian in training

PornOne 6 months ago

Femme transgod dress up ruined in lace crush

Femme transgod dress up ruined in lace crush

JuicyTrans 2 weeks ago

Charlotte Sins Lesbian In Training

Charlotte Sins Lesbian In Training

Eporner 3 months ago

Sissy BIG BLACK COCK Agonizing Rectal Instructing

Sissy BIG BLACK COCK Agonizing Rectal Instructing

TrannyGem 4 years ago

Domina Trans fucks her inexperienced submissive whom she turned into an obedient and deviant slut

Domina Trans fucks her inexperienced submissive whom she turned into an obedient and deviant slut

xHamster 1 month ago

Dressed in White and Ready to Submit

Dressed in White and Ready to Submit

xHamster 8 months ago

Cute Trans Beauty Screwed by Large Schlong Compilation

Cute Trans Beauty Screwed by Large Schlong Compilation

SortPorn 4 years ago

Newbie Sissy Training: Meeting #2. Stretching Sissy Cunt with Fingers. Facesitting. Pussy Worship. Arya Grander

Newbie Sissy Training: Meeting #2. Stretching Sissy Cunt with Fingers. Facesitting. Pussy Worship. Arya Grander

xHamster 1 year ago

At Her Mercy: Hot Trans Domme Trains You

At Her Mercy: Hot Trans Domme Trains You

xHamster 1 year ago

Femdom Real Pair female domination pegging & ding-dong mastix & sissy cuck feminization FULL clip

Femdom Real Pair female domination pegging & ding-dong mastix & sissy cuck feminization FULL clip

SortPorn 1 year ago

Femboi Kara On A Pegging Encounter

Femboi Kara On A Pegging Encounter

TrannyGem 11 months ago

This Was So Humiliating Mistressmurmur Gave Me Self Facial Training With Sasha Desade

This Was So Humiliating Mistressmurmur Gave Me Self Facial Training With Sasha Desade

AbTranny 4 weeks ago

Becky Scolds Sissy Slut Michel for Not Cleaning the Kitchen Properly

Becky Scolds Sissy Slut Michel for Not Cleaning the Kitchen Properly

xHamster 1 year ago

The English Mansion - Mistress Sophia - Secret Sissy Boyfriend Pt2 - Complete Movie

The English Mansion - Mistress Sophia - Secret Sissy Boyfriend Pt2 - Complete Movie

Tranny.one 2 years ago

this babemale Ariel trains guy Mmm

this babemale Ariel trains guy Mmm

TrannyGem 6 years ago

Summons Submissive Japanese Coed, Trains Her & Her Classmate with Massive Member

Summons Submissive Japanese Coed, Trains Her & Her Classmate with Massive Member

AbJav 1 year ago

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 20

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 20

xHamster 3 months ago

TS Fetishista

55% HD 0:39 / 21:58

FapHouse 8 years ago

Sissycdmish - Double Stuffed Butt Slut

Sissycdmish - Double Stuffed Butt Slut

xHamster 3 months ago

Girls playing before going out

Girls playing before going out

xHamster 2 years ago

Actor’s Studio: A Sissy Caption TS story

Actor’s Studio: A Sissy Caption TS story

SortPorn 3 years ago

Daddy domination over his sissy sex slave and to taught her that my place is under his balls

Daddy domination over his sissy sex slave and to taught her that my place is under his balls

xHamster 1 year ago

Transsexual training - bukkake gokkun! Shemale anal fuck orgy 4

Transsexual training - bukkake gokkun! Shemale anal fuck orgy 4

xHamster 1 year ago

Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune

Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune

xHamster 8 months ago

Bdsm Sissy Deepthroat Training With Enema!

Bdsm Sissy Deepthroat Training With Enema!

AbTranny 1 month ago

TS Anna Katt Prepares Lily's Ass for Cock

TS Anna Katt Prepares Lily's Ass for Cock

TrannyGem 7 years ago

CHICK TEARING UP SISSY IN CRIMSON

CHICK TEARING UP SISSY IN CRIMSON

TrannyGem 3 years ago

Fishnet Tranny MILF Training Her Ass with Huge Toys and Cum No Hands

Fishnet Tranny MILF Training Her Ass with Huge Toys and Cum No Hands

xHamster 8 months ago

The English Building - mistresse Sophia - Secret Sissy Bf Pt2 - Conclude vid sequence

The English Building - mistresse Sophia - Secret Sissy Bf Pt2 - Conclude vid sequence

TransTube.tv 10 months ago

Lucas's Bi Slave Training

Lucas's Bi Slave Training

Eporner 3 years ago

First-Ever time Sissy teaching KNUCKLE with forearms free-for-all climax!

First-Ever time Sissy teaching KNUCKLE with forearms free-for-all climax!

TrannyGem 3 years ago

Inhale My Femboy's Dick (with Lina Lux)

Inhale My Femboy's Dick (with Lina Lux)

TrannyGem 6 months ago

Sissy Victim's Very First Bad Dragon Spreading Sesh with E-stim Encouragement by Domme Mercer

Sissy Victim's Very First Bad Dragon Spreading Sesh with E-stim Encouragement by Domme Mercer

TrannyGem 3 years ago

Cross-training Cock

Cross-training Cock

Some.Porn 1 year ago

Trans Nymph Stretched by Tearing up Machine

Trans Nymph Stretched by Tearing up Machine

TransTube.tv 1 year ago

Angel dildo training

Angel dildo training

aShemaleTube 1 year ago

Training day 04 - 2023-02-21 - quite the fulfilled day

Training day 04 - 2023-02-21 - quite the fulfilled day

xHamster 3 years ago

Hubby becomes sissy bitch for wife

Hubby becomes sissy bitch for wife

Fapcat 5 months ago

LUCA FERRERO TRAINS HIS TRANNY

LUCA FERRERO TRAINS HIS TRANNY

Eporner 10 months ago

Cumslut Training Session 1

Cumslut Training Session 1

ShemaleSin 5 years ago

Femdom Real Couple female domination pegging & ding-knob mastix & sissy cuck feminization FULL movie scene

Femdom Real Couple female domination pegging & ding-knob mastix & sissy cuck feminization FULL movie scene

Dafreeporn 1 year ago

Girl dominate sissy girls and fuck them

Girl dominate sissy girls and fuck them

xHamster 1 year ago

Petite Trans Kawaii Fiona Fucks a Submissive Trans Puppy-Girl

Petite Trans Kawaii Fiona Fucks a Submissive Trans Puppy-Girl

xHamster 1 year ago

big beautiful woman Trans Anal Training on Livecam #2

big beautiful woman Trans Anal Training on Livecam #2

ShemaleSin 2 years ago

BBC Anal Slut Training Of Emma Addams

BBC Anal Slut Training Of Emma Addams

VipTube 3 months ago

Big Tits Shemale Gwen Tennyson Lactating Her Nipples with Vacuum Milking Machine

Big Tits Shemale Gwen Tennyson Lactating Her Nipples with Vacuum Milking Machine

xHamster 2 months ago

Deep training final, 19 inch long anal ball toy

Deep training final, 19 inch long anal ball toy

xHamster 4 years ago

Big ass Latina gets facial after anal fuck - Amateur Porn

Big ass Latina gets facial after anal fuck - Amateur Porn

MyLust 3 years ago

2 Mommies Training a Slut LUCY HART PENNY BARBER MIRA M

2 Mommies Training a Slut LUCY HART PENNY BARBER MIRA M

FetishShrine 5 months ago

He Fucks Me Like a Bitch... I Love Being Trained by Master

He Fucks Me Like a Bitch... I Love Being Trained by Master

xHamster 3 weeks ago

ASMR Sissy Training For Panty Femboys JOI

ASMR Sissy Training For Panty Femboys JOI

Fapcat 3 years ago

Fun with a toy in the bathroom, homemade

Fun with a toy in the bathroom, homemade

Pornzona 2 months ago

The flawless anal training - Part three

The flawless anal training - Part three

ShemaleSin 11 months ago

THE SISSY DEAL - Your deal with a Futa Demon (Anal JOI, Dildo Hero, P-Spot, Sample)

THE SISSY DEAL - Your deal with a Futa Demon (Anal JOI, Dildo Hero, P-Spot, Sample)

Eporner 2 months ago

Suck it deep relax swallow sissy cum eating binaural beat trance

Suck it deep relax swallow sissy cum eating binaural beat trance

JuicyTrans 2 weeks ago

Sissy crossdresser stuffed with huge dildo and fuck machine cumshot overload

Sissy crossdresser stuffed with huge dildo and fuck machine cumshot overload

JuicyTrans 3 weeks ago

Bound Orgasms and Anal in Sundresses and Ropes Ft Aerie Rei

Bound Orgasms and Anal in Sundresses and Ropes Ft Aerie Rei

xHamster 1 week ago

A trans gostosa emyfibmaB anal training session

A trans gostosa emyfibmaB anal training session

Eporner 1 year ago

Locked Into Faggotry Forever. Pussy Repulsion Installation

54% 0:43 / 18:34

Locked Into Faggotry Forever. Pussy Repulsion Installation

Clips4sale 4 months ago

becomingfemme - jeni justice trained and turned into a sexy sissy

becomingfemme - jeni justice trained and turned into a sexy sissy

TransDoe 2 years ago

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