Training Tube (93.999)

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

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Private Sex-tape

61% HD 1:01 / 11:43

Private Sex-tape

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My Path to Life as A Sissy Hoe

My Path to Life as A Sissy Hoe

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Another Straight Boy in Conversion Challenge

Another Straight Boy in Conversion Challenge

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Pretty Trans Girl Throat Fucked by Tattooed Muscle Stud

68% HD 0:39 / 7:36

Pretty Trans Girl Throat Fucked by Tattooed Muscle Stud

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Hey Everyone, if You Love Mtof Transformation & Training the Miracle of Transforming Our Femboys or Sissybois Into Stunning Girl

79% HD 1:01 / 5:34

Hey Everyone, if You Love Mtof Transformation & Training the Miracle of Transforming Our Femboys or Sissybois Into Stunning Girl

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Stepdaddy's princess does what she is told

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Stepdaddy's princess does what she is told

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Anal Training That Will Make You Squirm

Anal Training That Will Make You Squirm

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

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

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Nyxi Leon / 19yo French Maid Trained Doggy Style

Nyxi Leon / 19yo French Maid Trained Doggy Style

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Training the 18 yrs boy slut from Iowa

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Sissy Sub Instructing

Sissy Sub Instructing

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Tranny Training

Tranny Training

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Petite Trans Kawaii Fiona Fucks a Submissive Trans Puppy-Girl

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Sasha's Morning Spitroast

Sasha's Morning Spitroast

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Becoming Anal Slut Training For Newbies

Becoming Anal Slut Training For Newbies

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ONE OF THE BEST SISSY TRAINING VIDEOS

ONE OF THE BEST SISSY TRAINING VIDEOS

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Mistress Trains Slave To Take Cock

Mistress Trains Slave To Take Cock

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2032 - the Bwno Future

2032 - the Bwno Future

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Nyxi Leon teaches another sissy how to handle a big cock like a pro

Nyxi Leon teaches another sissy how to handle a big cock like a pro

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

72% HD 0:39 / 13:39

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

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Feminization Training - Show This To Your Wife

Feminization Training - Show This To Your Wife

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Femdom Sissy Chastity Tease

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Stretching and wrecking a femboy's asshole (full video on OF or Fansly)

Stretching and wrecking a femboy's asshole (full video on OF or Fansly)

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The Sissycdmish Situation Is Out of Control!

The Sissycdmish Situation Is Out of Control!

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Trained and Dominated TV & TS

Trained and Dominated TV & TS

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Human Ashtray for Mistress Lilith

58% HD 1:01 / 41:36

Human Ashtray for Mistress Lilith

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Sissy Circuit Training

75% HD 1:01 / 15:40

Sissy Circuit Training

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Sissy BIG BLACK COCK Agonizing Rectal Instructing

Sissy BIG BLACK COCK Agonizing Rectal Instructing

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Sissy Whore Training

Sissy Whore Training

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Sissy Slave Training

Sissy Slave Training

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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

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2 Mommies Training Their TS Slut - Lucy Hart - Penny Barber - Mira Maven

2 Mommies Training Their TS Slut - Lucy Hart - Penny Barber - Mira Maven

xHamster prije 1 godine

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

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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

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Sissy Slut Cum training

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

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

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Cock Worship Boy Training

Cock Worship Boy Training

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Claire Tenebrarum & Natalie Mars - Training

Claire Tenebrarum & Natalie Mars - Training

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Michelly Makes It Hard

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Michelly Makes It Hard

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Sissy Training

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Extra Large Cock Training

Extra Large Cock Training

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Petra's final exam (incl piss drinking, fisting and more)

Petra's final exam (incl piss drinking, fisting and more)

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Sissy Slut Training

Sissy Slut Training

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servant missy bound for new girl suckjob training

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Cum eating trainer video for the greedy sissy faggot whores

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Sissy Bimbo Training

Sissy Bimbo Training

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Sissy Trained And Owned By BIG BLACK PENIS Bull

Sissy Trained And Owned By BIG BLACK PENIS Bull

Analdin prije 4 godina

Anal Training Compilation

Anal Training Compilation

BeMyHole prije 3 godina

Sissy Slut School Lesson 2/4: Sissy Training, Double Anal & Double Blowjob Training with Mistress Stellina Obscura

66% HD 0:10 / 14:56

Sissy Slut School Lesson 2/4: Sissy Training, Double Anal & Double Blowjob Training with Mistress Stellina Obscura

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Bound Sissy Gets Cock Milked Then Fed Her Own Load of Cum - Jessica Bloom and Polieana

Bound Sissy Gets Cock Milked Then Fed Her Own Load of Cum - Jessica Bloom and Polieana

xHamster prije 10 mjeseci

Whife *

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Lindsey Training Her Sissy Slave

Lindsey Training Her Sissy Slave

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Sissy Lilly and her Training

Sissy Lilly and her Training

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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 prije 3 godina

Providing a Break From the Grind

Providing a Break From the Grind

xHamster prije 1 tjedna

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

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

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Spectacular steamy T.I.L.F training toyboy

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Fag Instructing 8

Fag Instructing 8

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The Anal!zing Adventures of Krissy: Jake the Minotaur Pounds my Booty Sore

The Anal!zing Adventures of Krissy: Jake the Minotaur Pounds my Booty Sore

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sissy Cumslut Teaching

sissy Cumslut Teaching

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Sissy Training by Queen Daralis Part 2

54% HD 1:01 / 7:16

Sissy Training by Queen Daralis Part 2

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Sissy Fuckdoll 2

Sissy Fuckdoll 2

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Luna Completes Entire Anal Training Faproulette And Destroys Her Hole!! [full]

Luna Completes Entire Anal Training Faproulette And Destroys Her Hole!! [full]

AbTranny prije 4 tjedana

RUINED TWICE!!! Post Orgasm Handjob

RUINED TWICE!!! Post Orgasm Handjob

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Sissies are Made to be Servants

Sissies are Made to be Servants

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Kegel Orgasm Training

Kegel Orgasm Training

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BBC TRAINING WITH CERJOY

BBC TRAINING WITH CERJOY

xHamster prije 8 mjeseci

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

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Cum Dumpster Training

Cum Dumpster Training

aShemaleTube prije 1 godine

Sissy Conversion Therapy - Part 1

HD 1:01 / 10:59

Sissy Conversion Therapy - Part 1

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Inhale My Femboy's Dick (with Lina Lux)

Inhale My Femboy's Dick (with Lina Lux)

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Addiction to Cum

Addiction to Cum

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fresh Pet Amber Shock acquires roped Up And caboose ravaged By Ciren Verde And Lora Cross

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

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

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The Last Virgin of 2025

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The Last Virgin of 2025

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Big ass Latina gets facial after anal fuck - Amateur Porn

Big ass Latina gets facial after anal fuck - Amateur Porn

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Step Mama Trains U How to Be A Sissy Weenie Sucker (Humiliation) Jessica Bloom

Step Mama Trains U How to Be A Sissy Weenie Sucker (Humiliation) Jessica Bloom

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Sissy Fuckdoll

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Cuckold Training Part 2

Cuckold Training Part 2

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Dirty Tranny Extra Large Cock Training

Dirty Tranny Extra Large Cock Training

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Worship Superior Foreskin

Worship Superior Foreskin

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

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Good Girl Training: Transfemme Anal JOI

45% HD 1:01 / 17:10

Good Girl Training: Transfemme Anal JOI

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Feminization Sissification Sissy training - BE ENSLAVED FAG

Feminization Sissification Sissy training - BE ENSLAVED FAG

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

53% 0:38 / 14:00

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

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Trannies in training - (Episode #08)

Trannies in training - (Episode #08)

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Lianna Lawson - Piggy Princess Training

Lianna Lawson - Piggy Princess Training

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Shemale Pussy Denial

68% HD 0:20 / 13:02

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Shemale Slave Torn Open by Anal - Trained for Pain

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Sissy Training Compilation

Sissy Training Compilation

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”TS Jade Venus & Lexi Lore mouth & snatch training session”

”TS Jade Venus & Lexi Lore mouth & snatch training session”

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two Dommes and their trans floozy! Drubbing, FemDom, Humiliation

two Dommes and their trans floozy! Drubbing, FemDom, Humiliation

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Sissification Lecture "Ultimate Guide to Sissy Lovemaking Playthings" Veronica Taboo invites you to Sissy Academy

Sissification Lecture "Ultimate Guide to Sissy Lovemaking Playthings" Veronica Taboo invites you to Sissy Academy

TransTube.tv prije 1 godine

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Sissy instructing - Enjoy For Assfucking Fucky-fucky

TransTube.tv prije 1 godine

Training the Slut Inside You: Mesmerizing HFO [Erotic ASMR] [Training Series Part 2]

Training the Slut Inside You: Mesmerizing HFO [Erotic ASMR] [Training Series Part 2]

Pornzona prije 2 mjeseci

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Long Sissy Training With Anal Dick Riding

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Lindsey Training Her Sissy Slave

Lindsey Training Her Sissy Slave

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Corporate Training 2 (Rikolo

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Natalie Mars Training the baby Gimp two

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Living His Best Life as a Girl

Living His Best Life as a Girl

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Charlotte Sins, Jade Venus, Zariah Aura, Victoria Grant Lesbian In Training

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Bdsm Sissy Deepthroat Training With Enema!

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Jobless Man Resorts to Feminization to Get Hired

Jobless Man Resorts to Feminization to Get Hired

xHamster prije 1 tjedna

Trannies in training - (Episode #01)

Trannies in training - (Episode #01)

xHamster prije 8 mjeseci

Corporate Training - Episode 2

Corporate Training - Episode 2

xHamster prije 1 godine

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