Training (89 152)

Cock Worship Boy Training

Cock Worship Boy Training

aShemaleTube 3 lata temu

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Tranny.one 2 lata temu

Exhibitionist Domme & Humiliated Sub: Queen Elena Flashes, Then Gags & Walks Sissy Femme Sandy

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Exhibitionist Domme & Humiliated Sub: Queen Elena Flashes, Then Gags & Walks Sissy Femme Sandy

FapHouse 1 miesiąc temu

Two Dommes and the Delivery Boy - Throat Trained

56% HD 1:01 / 5:15

Two Dommes and the Delivery Boy - Throat Trained

FapHouse 1 rok temu

Becoming Anal Slut Training For Newbies

Becoming Anal Slut Training For Newbies

BeMyHole 3 lata temu

Fisting Double Sissygasm Cumshots

Fisting Double Sissygasm Cumshots

xHamster 8 miesiące temu

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TrannyGem 6 lata temu

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Sissy Training by Queen Daralis Part 2

FapHouse 2 miesiące temu

Casting of Anal Slave Nikita

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Casting of Anal Slave Nikita

FapHouse 4 miesiące temu

Sissy Trained And Owned By BIG BLACK PENIS Bull

Sissy Trained And Owned By BIG BLACK PENIS Bull

Analdin 4 lata temu

Femboy Gape Compilation #2 fart-gapes

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Femboy Gape Compilation #2 fart-gapes

FapHouse 3 miesiące temu

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

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

aShemaleTube 10 miesiące temu

G066 - Cum Swallow Compilation 2

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FapHouse 9 miesiące temu

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Cum eating trainer video for the greedy sissy faggot whores

Tranny.one 3 lata temu

Sissy Slut Cum training

Sissy Slut Cum training

UrGayPorn 11 miesiące temu

A Day in the Sissy Life

69% HD 1:01 / 15:11

A Day in the Sissy Life

FapHouse 1 rok temu

Just because I can..

Just because I can..

xHamster 2 lata temu

Sissy Fuckdoll Delivery

Sissy Fuckdoll Delivery

TransTube.tv 10 miesiące temu

Training a cute twink how to get fuck

Training a cute twink how to get fuck

Tranny.one 4 lata temu

Cock Worship Boy Training

Cock Worship Boy Training

Eporner 1 rok temu

Sexy Sissy Dancing and Posing in New Lingerie

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Sexy Sissy Dancing and Posing in New Lingerie

FapHouse 2 lata temu

Claire Tenebrarum & Natalie Mars - Training

Claire Tenebrarum & Natalie Mars - Training

Eporner 3 lata temu

Sex Training

xHamster 2 miesiące temu

Sissy Sub Instructing

Sissy Sub Instructing

TrannyGem 10 miesiące temu

Sissy Bimbo Training

Sissy Bimbo Training

Tranny.one 4 lata temu

Trained to Be a Submissive Slut

Trained to Be a Submissive Slut

aShemaleTube 9 miesiące temu

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Slut eats cum from condom

aShemaleTube 5 miesiące temu

Anal Training Compilation

Anal Training Compilation

BeMyHole 3 lata temu

Real SISSY ENEMA slave cums in his own mouth

Real SISSY ENEMA slave cums in his own mouth

xHamster 1 rok temu

Nyxi Leon Fucked in 5 Different Positions by TS Mistress Bailey Love & More!

78% HD 1:01 / 19:53

Nyxi Leon Fucked in 5 Different Positions by TS Mistress Bailey Love & More!

FapHouse 1 rok temu

Sex-er-cise

xHamster 11 miesiące temu

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xHamster 1 miesiąc temu

Femdom Sissy Training: Dressing You as a Girl

36% HD 0:39 / 17:00

Femdom Sissy Training: Dressing You as a Girl

FapHouse 1 tydzień temu

Trans Anal Training with Dildo

Trans Anal Training with Dildo

xHamster 9 miesiące temu

Sissy whore training - Degrading spit roast pegging

65% HD 0:10 / 8:56

Sissy whore training - Degrading spit roast pegging

LoyalFans 1 miesiąc temu

Trannies In Training 02 03 Bo Ryder

Trannies In Training 02 03 Bo Ryder

Eporner 1 rok temu

Nyxi Leon / 19yo French Maid Trained Doggy Style

Nyxi Leon / 19yo French Maid Trained Doggy Style

Tranny.one 4 lata temu

ONE OF THE BEST SISSY TRAINING VIDEOS

ONE OF THE BEST SISSY TRAINING VIDEOS

Tranny.one 4 lata temu

Gorgeous T-girl Sluts Out with Huge Dildo Hard Anal, Gapes, Pushing Out Cum

Gorgeous T-girl Sluts Out with Huge Dildo Hard Anal, Gapes, Pushing Out Cum

xHamster 2 miesiące temu

Sissy Slave Training

Sissy Slave Training

BeMyHole 5 lata temu

Trannies in training - (Episode #01)

Trannies in training - (Episode #01)

xHamster 6 miesiące temu

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tutored By Big black cock

TransTube.tv 1 rok temu

Sissy Institute Mistress Bailey Trains SISSYSLUTS - Lily DeMure + Nyxi Leon

Sissy Institute Mistress Bailey Trains SISSYSLUTS - Lily DeMure + Nyxi Leon

BeMyHole 5 lata temu

Sissy Bride Getting Fucked by Her Doll

Sissy Bride Getting Fucked by Her Doll

xHamster 7 miesiące temu

Mistress Trains Slave To Take Cock

Mistress Trains Slave To Take Cock

BeMyHole 9 miesiące temu

Femdom Real Pair female domination pegging & ding-dong headmistress & sissy cuck feminization FULL episode

Femdom Real Pair female domination pegging & ding-dong headmistress & sissy cuck feminization FULL episode

FreePorn8 1 rok temu

Lucas's Bi Slave Training

Lucas's Bi Slave Training

BeMyHole 2 lata temu

Sissy Maid Service Practicing on a Dildo at Her Fake Glory Hole

Sissy Maid Service Practicing on a Dildo at Her Fake Glory Hole

xHamster 5 miesiące temu

Gorgeous tgirl Angel dildo training 💋

Gorgeous tgirl Angel dildo training 💋

aShemaleTube 1 rok temu

The flawless anal training - Part three

The flawless anal training - Part three

ShemaleSin 8 miesiące temu

Ballbusting with Ava Venom

67% HD 0:10 / 5:31

Ballbusting with Ava Venom

LoyalFans 1 rok temu

Kegel Orgasm Training

Kegel Orgasm Training

BeMyHole 3 lata temu

Femboy instructing part 1: The Back Bend

Femboy instructing part 1: The Back Bend

Gay4Porn 1 rok temu

Fuck Us Both Billy

75% HD 1:01 / 26:20

Fuck Us Both Billy

FapHouse 6 miesiące temu

Sissy Fellates Alpha's Man rod And Takes A Filthy Facial cumshot While Domina Murmurs Encouragement

Sissy Fellates Alpha's Man rod And Takes A Filthy Facial cumshot While Domina Murmurs Encouragement

TransTube.tv 10 miesiące temu

Lexi Teaches Her Sub

Lexi Teaches Her Sub

TrannyGem 5 lata temu

Humiliation, strap-on and deep fisting

Humiliation, strap-on and deep fisting

xHamster 2 miesiące temu

Sissy Slut Training 3

Sissy Slut Training 3

xHamster 1 rok temu

Wifey Material, Sissy Humiliation Audio

HD 1:01 / 28:36

Wifey Material, Sissy Humiliation Audio

FapHouse 2 tygodnie temu

Petra,s Valentine date ❤️

Petra,s Valentine date ❤️

xHamster 1 rok temu

Jenifer worships Mommy Ruby cock

Jenifer worships Mommy Ruby cock

xHamster 2 miesiące temu

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass

xHamster 4 miesiące temu

Cum Dumpster Training

Cum Dumpster Training

aShemaleTube 1 rok temu

Transsexual training - bukkake gokkun! Shemale anal fuck orgy

Transsexual training - bukkake gokkun! Shemale anal fuck orgy

xHamster 1 rok temu

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TransDoe 2 lata temu

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xHamster 1 rok temu

Training a cute twink how to get fuck

Training a cute twink how to get fuck

Amazoniansex 6 lata temu

Sissy Anal Orgasm After College

Sissy Anal Orgasm After College

xHamster 2 miesiące temu

Fag Instructing 8

Fag Instructing 8

TransTube.tv 7 miesiące temu

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

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

xHamster 3 lata temu

Gag Slut Training

Gag Slut Training

BeMyHole 3 lata temu

Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

xHamster 1 rok temu

Skitty in Anal Plug progression Stretching

Skitty in Anal Plug progression Stretching

xHamster 3 lata temu

Ultimate Sissy Fuck Doll Trainer

Ultimate Sissy Fuck Doll Trainer

xHamster 1 miesiąc temu

Buttfuck Update two: Goddess Edition!

Buttfuck Update two: Goddess Edition!

TrannyGem 1 rok temu

sissy chastity anal training

sissy chastity anal training

Pornzona 3 tygodnie temu

CHICK TEARING UP SISSY IN CRIMSON

CHICK TEARING UP SISSY IN CRIMSON

TrannyGem 3 lata temu

Lindsey Training Her Sissy Slave

Lindsey Training Her Sissy Slave

aShemaleTube 1 rok temu

Sissy trainer - Give your ass

Sissy trainer - Give your ass

DeegX 2 lata temu

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Submission training session for sweet brunette shemale

PornLib 2 lata temu

dame-domineering Teaches Her shelady damsels

dame-domineering Teaches Her shelady damsels

TrannyGem 6 lata temu

Sissy training for your feminization

Sissy training for your feminization

xHamster 6 miesiące temu

OMG !!! Joi Legend humiliation training 🔥

OMG !!! Joi Legend humiliation training 🔥

aShemaleTube 2 lata temu

Sissy Training

xHamster 1 rok temu

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Training a football played to take girl dick

xHamster 2 tygodnie temu

TS Training

xHamster 1 rok temu

Sissy Whore Training

Sissy Whore Training

xHamster 1 rok temu

Mia Thorne Trains Cherry Tgirl Acquaintance How to Have Hookup UTTER FLICK ON FANSLY

Mia Thorne Trains Cherry Tgirl Acquaintance How to Have Hookup UTTER FLICK ON FANSLY

Transvids.tv 9 miesiące temu

Futanari Psylocke - Masturbating, Cumshots, Selfsucking and more!

Futanari Psylocke - Masturbating, Cumshots, Selfsucking and more!

xHamster 1 miesiąc temu

TS Anna Katt Prepares Lily's Ass for Cock

TS Anna Katt Prepares Lily's Ass for Cock

TrannyGem 7 lata temu

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

FapHouse 1 rok temu

Slutty Sissy gets hard training Blowjob and Fuck Rough

Slutty Sissy gets hard training Blowjob and Fuck Rough

aShemaleTube 2 miesiące temu

Feminization Sissification Sissy Threesome Training Blowjob

Feminization Sissification Sissy Threesome Training Blowjob

BeMyHole 1 rok temu

Who wants to be a real Sissy bitch

Who wants to be a real Sissy bitch

aShemaleTube 3 lata temu

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

AnySex 2 lata temu

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Sissy gasm time

xHamster 2 miesiące temu

Fag Teaching

Transvids.tv 6 miesiące temu

Feminized and Love It -- You Will Too

Feminized and Love It -- You Will Too

TrannyGem 4 lata temu

Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune

Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune

xHamster 5 miesiące temu

GENDER X Tranny cheerleader rides on BBC - Smash Thompson,Ella Hollywood

GENDER X Tranny cheerleader rides on BBC - Smash Thompson,Ella Hollywood

Fapnado 4 lata temu

Feminization Sissification Sissy teaching - BE ENSLAVED HOMOSEXUAL

Feminization Sissification Sissy teaching - BE ENSLAVED HOMOSEXUAL

TrannyGem 10 miesiące temu

The Sissy Penis Worship Algorithm Directed by a Sexy Shemale

The Sissy Penis Worship Algorithm Directed by a Sexy Shemale

Dafreeporn 2 tygodnie temu

2032 - the Bwno Future

2032 - the Bwno Future

xHamster 7 miesiące temu

My Neighbor Fisting My Ass

My Neighbor Fisting My Ass

xHamster 7 miesiące temu

Sophia Loreen Party on Oct 31, 2025 - Part 2

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Sophia Loreen Party on Oct 31, 2025 - Part 2

Flirt4Free 5 miesiące temu

Trans Sissy Slut French Maid Service Training

Trans Sissy Slut French Maid Service Training

aShemaleTube 5 miesiące temu

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 1 rok temu

Kendall Penny New Orleans Gay Training

Kendall Penny New Orleans Gay Training

BeMyHole 1 rok temu

Fag Teaching Goddess domme ❤️?

Fag Teaching Goddess domme ❤️?

TransTube.tv 1 miesiąc temu

Cock Worship Boy Training

Cock Worship Boy Training

Tranny.one 3 lata temu

Ball-Gagged Sissy Hoe phat Belt Cock Pegging by little female dominance Princess in Spandex apparel by Domme Mercer

Ball-Gagged Sissy Hoe phat Belt Cock Pegging by little female dominance Princess in Spandex apparel by Domme Mercer

TrannyGem 3 lata temu

Isabella fucked by 2 guys in pink

Isabella fucked by 2 guys in pink

aShemaleTube 1 rok temu

Sissy Dreams - 3 (eng)

Sissy Dreams - 3 (eng)

XXXShemalePorn 11 lata temu

Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage

Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage

xHamster 6 miesiące temu

My Path to Life as A Sissy Hoe

My Path to Life as A Sissy Hoe

TrannyGem 6 lata temu

Petra back in the boom room

Petra back in the boom room

xHamster 6 miesiące temu

tutored By Big black cock

tutored By Big black cock

Transvids.tv 1 rok temu

Sissy instructing - Enjoy For Assfucking Fucky-fucky

Sissy instructing - Enjoy For Assfucking Fucky-fucky

TransTube.tv 10 miesiące temu

Transsexual training - bukkake gokkun! Shemale anal fuck orgy 2

Transsexual training - bukkake gokkun! Shemale anal fuck orgy 2

xHamster 1 rok temu

Doggy Training Part 2

Doggy Training Part 2

xHamster 1 rok temu

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