Training Tube (93.903)

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

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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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Anal Training That Will Make You Squirm

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Sissy Sub Instructing

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Sasha's Morning Spitroast

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

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Training the 18 yrs boy slut from Iowa

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Tranny Training

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The Sissycdmish Situation Is Out of Control!

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Nyxi Leon / 19yo French Maid Trained Doggy Style

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Becoming Anal Slut Training For Newbies

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

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Mistress Trains Slave To Take Cock

Mistress Trains Slave To Take Cock

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Claire Tenebrarum & Natalie Mars - Training

Claire Tenebrarum & Natalie Mars - Training

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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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ONE OF THE BEST SISSY TRAINING VIDEOS

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Feminization Training - Show This To Your Wife

Feminization Training - Show This To Your Wife

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Corporate Training - Episode 2

Corporate Training - Episode 2

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Femdom Sissy Chastity Tease

Femdom Sissy Chastity Tease

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

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2032 - the Bwno Future

2032 - the Bwno Future

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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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Sissy Circuit Training

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Sissy Bimbo Training

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Cock Worship Boy Training

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

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Trained and Dominated TV & TS

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Human Ashtray for Mistress Lilith

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Human Ashtray for Mistress Lilith

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Sissy Whore Training

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Sissy BIG BLACK COCK Agonizing Rectal Instructing

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

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Sissy Training by Queen Daralis Part 2

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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

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RUINED TWICE!!! Post Orgasm Handjob

RUINED TWICE!!! Post Orgasm Handjob

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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

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Michelly Makes It Hard

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Michelly Makes It Hard

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servant missy bound for new girl suckjob training

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

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Providing a Break From the Grind

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Fag Instructing 8

Fag Instructing 8

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

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Inhale My Femboy's Dick (with Lina Lux)

Inhale My Femboy's Dick (with Lina Lux)

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Sissy Fuckdoll 2

Sissy Fuckdoll 2

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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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Lindsey Training Her Sissy Slave

Lindsey Training Her Sissy Slave

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sissy Cumslut Teaching

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Sissy Trained And Owned By BIG BLACK PENIS Bull

Sissy Trained And Owned By BIG BLACK PENIS Bull

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

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

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Cuckold Training Part 2

Cuckold Training Part 2

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Kegel Orgasm Training

Kegel Orgasm Training

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Sissy Lilly and her Training

Sissy Lilly and her Training

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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 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

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this babemale Ariel trains guy Mmm

this babemale Ariel trains guy Mmm

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Good Girl Training: Transfemme Anal JOI

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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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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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Sissies are Made to be Servants

Sissies are Made to be Servants

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Feminization Sissification Sissy training - BE ENSLAVED FAG

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Cum Dumpster Training

Cum Dumpster Training

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The Last Virgin of 2025

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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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Sissy Training Compilation

Sissy Training Compilation

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BBC TRAINING WITH CERJOY

BBC TRAINING WITH CERJOY

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Dirty Tranny Extra Large Cock Training

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Sissy instructing - Enjoy For Assfucking Fucky-fucky

Sissy instructing - Enjoy For Assfucking Fucky-fucky

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Sissy Conversion Therapy - Part 1

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Sissy Conversion Therapy - Part 1

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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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Lindsey Training Her Sissy Slave

Lindsey Training Her Sissy Slave

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Corporate Training 2 (Rikolo

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Jobless Man Resorts to Feminization to Get Hired

Jobless Man Resorts to Feminization to Get Hired

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Lianna Lawson - Piggy Princess Training

Lianna Lawson - Piggy Princess Training

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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]

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Training Journal 20260408

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Natalie Mars Training the baby Gimp two

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Shemale Slave Torn Open by Anal - Trained for Pain

Shemale Slave Torn Open by Anal - Trained for Pain

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Sex Training

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