Training (87.813)

Sissy in Fishnet Is Squirting While She Gets Deep Anal Fisted

72% HD 0:39 / 3:13

Sissy in Fishnet Is Squirting While She Gets Deep Anal Fisted

FapHouse Há 4 mêses

She's Going to Fist Her Girlfriend Until Her Stomach Moves

71% 1:01 / 7:25

She's Going to Fist Her Girlfriend Until Her Stomach Moves

FapHouse Há 8 mêses

A Day in the Sissy Life

66% HD 1:01 / 15:11

A Day in the Sissy Life

FapHouse Há 11 mêses

Anal Training Compilation

Anal Training Compilation

BeMyHole Há 3 anos

Sissy Slut Adventures Volume 1

Sissy Slut Adventures Volume 1

JuicyVid Há 2 mêses

My Path to Life as A Sissy Hoe

My Path to Life as A Sissy Hoe

TrannyGem Há 6 anos

Sissy Lilly and her Training

Sissy Lilly and her Training

Tranny.one Há 3 anos

Fag Teaching

Transvids.tv Há 5 mêses

Sissy Slut Training

Sissy Slut Training

xHamster Há 1 ano

Daphne Trans Shaking the Ass of a Naughty Femboy on the Male's Cock - Ai Arte

54% HD 0:39 / 2:06

Daphne Trans Shaking the Ass of a Naughty Femboy on the Male's Cock - Ai Arte

FapHouse Há 2 mêses

Another Straight Boy in Conversion Challenge

Another Straight Boy in Conversion Challenge

Tranny.one Há 4 anos

Sissy Slave Training

Sissy Slave Training

BeMyHole Há 5 anos

ONE OF THE BEST SISSY TRAINING VIDEOS

ONE OF THE BEST SISSY TRAINING VIDEOS

Tranny.one Há 4 anos

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Submission training session for sweet brunette shemale

PornLib Há 2 anos

Natalie Mars Training the baby Gimp 1

Natalie Mars Training the baby Gimp 1

ShemaleSin Há 4 anos

Nyxi Leon / 19yo French Maid Trained Doggy Style

Nyxi Leon / 19yo French Maid Trained Doggy Style

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Cock Worship Boy Training

Cock Worship Boy Training

aShemaleTube Há 3 anos

Femboy instructing part 1: The Back Bend

Femboy instructing part 1: The Back Bend

Gay4Porn Há 1 ano

Sissy Training by Queen Daralis Part 2

52% HD 1:01 / 7:16

Sissy Training by Queen Daralis Part 2

FapHouse Há 1 mês

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lianna lawson and mistress robin coffins piggy princess training

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TS Training

xHamster Há 1 ano

MistressAe Sessions with Princess Latex Rubber Doll: Impact & Spit Roast Training

66% HD 0:10 / 31:14

MistressAe Sessions with Princess Latex Rubber Doll: Impact & Spit Roast Training

LoyalFans Há 2 mêses

Feminization Sissification Sissy training - BE ENSLAVED FAG

Feminization Sissification Sissy training - BE ENSLAVED FAG

TransTube.tv Há 1 ano

Gag Slut Training

Gag Slut Training

BeMyHole Há 3 anos

White Guy University Lesson two

White Guy University Lesson two

UiPorn Há 8 mêses

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my idol best ever training

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how to use a fufu pinch

TrannyGem Há 2 anos

Sissy: A whore documentary

Sissy: A whore documentary

ShemaleSin Há 1 mês

Fucking your trans best friend surprise

48% HD 1:01 / 9:35

Fucking your trans best friend surprise

FapHouse Há 3 anos

2032 - the Bwno Future

2032 - the Bwno Future

xHamster Há 5 mêses

Sissy Sub Instructing

Sissy Sub Instructing

TrannyGem Há 9 mêses

Feminization Sissification Sissy teaching - BE ENSLAVED HOMOSEXUAL

Feminization Sissification Sissy teaching - BE ENSLAVED HOMOSEXUAL

TrannyGem Há 9 mêses

Feminization Sissification Sissy Threesome Training Blowjob

Feminization Sissification Sissy Threesome Training Blowjob

BeMyHole Há 1 ano

Animate for training, learn to swallow yourself

Animate for training, learn to swallow yourself

aShemaleTube Há 2 anos

Sissy tarts take hormones and tear up

Sissy tarts take hormones and tear up

TrannyGem Há 3 anos

Fag Instructing 8

Fag Instructing 8

TransTube.tv Há 6 mêses

Happy sissy perplexed by multiple sissygasms riding enormous 12.5”/32cm Yam-sized Father faux shaft

Happy sissy perplexed by multiple sissygasms riding enormous 12.5”/32cm Yam-sized Father faux shaft

Transvids.tv Há 1 ano

Sissy Training

xHamster Há 1 ano

W*A*A*A- 223 Masochistic Trans Boy and Lesbian Slut - Female Orgasmic Erotic Anal FUCK - Mao Hamasaki, Yui Hatano, Chibitori Decensored

W*A*A*A- 223 Masochistic Trans Boy and Lesbian Slut - Female Orgasmic Erotic Anal FUCK - Mao Hamasaki, Yui Hatano, Chibitori Decensored

Eporner Há 7 mêses

Trans Anal Training with Dildo

Trans Anal Training with Dildo

xHamster Há 8 mêses

My Neighbor Fisting My Ass

My Neighbor Fisting My Ass

xHamster Há 6 mêses

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

xHamster Há 1 ano

Fag training Queen domina ??

Fag training Queen domina ??

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Kendall Penny New Orleans Gay Training

Kendall Penny New Orleans Gay Training

BeMyHole Há 1 ano

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Russian sissy training camp

Eporner Há 1 ano

Sissy Bimbo Training

Sissy Bimbo Training

Tranny.one Há 4 anos

Sissy Whore Training

Sissy Whore Training

xHamster Há 1 ano

Mistress Trains Her Sissy Gurls

Mistress Trains Her Sissy Gurls

BeMyHole Há 5 anos

feminisation training

feminisation training

xHamster Há 2 mêses

How to stick large toys up your butt & love it, a tutorial

How to stick large toys up your butt & love it, a tutorial

ShemaleSin Há 4 anos

Sissy Slut Trained and Spit Roasted

Sissy Slut Trained and Spit Roasted

Pornwhite Há 7 mêses

Sissy Cum Swallow Training

Sissy Cum Swallow Training

Tranny.one Há 4 anos

Sissy training

Eporner Há 11 mêses

Sissy Fuckdoll Delivery

Sissy Fuckdoll Delivery

TrannyGem Há 5 anos

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 Há 1 ano

Feminized and Love It -- You Will Too

Feminized and Love It -- You Will Too

TrannyGem Há 4 anos

Sissy Slut Submission: BBC-Lovin' Asshole Stretched by Big, Thick, Veiny Cock

Sissy Slut Submission: BBC-Lovin' Asshole Stretched by Big, Thick, Veiny Cock

Tranny.one Há 8 mêses

Becoming Anal Slut Training For Newbies

Becoming Anal Slut Training For Newbies

BeMyHole Há 3 anos

Sissy Fuckdoll Delivery

Sissy Fuckdoll Delivery

TransTube.tv Há 9 mêses

Denim Girl

xHamster Há 9 mêses

Cum eating trainer video for the greedy sissy faggot whores

Cum eating trainer video for the greedy sissy faggot whores

Tranny.one Há 3 anos

Sissy instructing - Enjoy For Assfucking Fucky-fucky

Sissy instructing - Enjoy For Assfucking Fucky-fucky

TransTube.tv Há 9 mêses

Cum Dumpster Training

Cum Dumpster Training

aShemaleTube Há 1 ano

Every Country Has Sissy Maids

Every Country Has Sissy Maids

xHamster Há 5 mêses

Crossdressing sissy nikki rails again

Crossdressing sissy nikki rails again

TrannyGem Há 4 anos

Riley wants you to play with her girl dick!

Riley wants you to play with her girl dick!

xHamster Há 11 mêses

Trained to Be a Submissive Slut

Trained to Be a Submissive Slut

aShemaleTube Há 8 mêses

Trannies in Training - EPISODE #01

Trannies in Training - EPISODE #01

Tranny.one Há 3 anos

Guided Sissy JOI - Cock Sucking, Spit & CEI

Guided Sissy JOI - Cock Sucking, Spit & CEI

xHamster Há 1 mês

Sissy Training by Queen Daralis Part 3

56% HD 0:39 / 9:18

Sissy Training by Queen Daralis Part 3

FapHouse Há 1 mês

Corporate Training - Episode 2

Corporate Training - Episode 2

xHamster Há 1 ano

2032 - the Bwno Future

2032 - the Bwno Future

xHamster Há 6 mêses

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 Há 6 mêses

Sissy Dreams - 3 (eng)

Sissy Dreams - 3 (eng)

XXXShemalePorn Há 11 anos

Trained and Dominated TV & TS

Trained and Dominated TV & TS

Tranny.one Há 4 anos

Sissy Joyce guides you through the ultimate chastity cage experience - A Tranny's guide to domination and humiliation!

Sissy Joyce guides you through the ultimate chastity cage experience - A Tranny's guide to domination and humiliation!

TrannyMovs Há 6 mêses

having a fantastic sissy time

having a fantastic sissy time

TrannyGem Há 1 ano

Sissy Slut Training 3

Sissy Slut Training 3

xHamster Há 11 mêses

Living His Best Life as a Girl

68% 0:39 / 27:47

Living His Best Life as a Girl

FapHouse Há 8 mêses

Slutty Sissy gets hard training Blowjob and Fuck Rough

Slutty Sissy gets hard training Blowjob and Fuck Rough

aShemaleTube Há 1 mês

Goddess Kyaa & River Enza in Gape Training 1

Goddess Kyaa & River Enza in Gape Training 1

Cremz Há 5 anos

Mistress wants to dress you up like her fucktoy and help you train with a strap-on (FEMINIZATION ROLEPLAY - AI GENERATED)

Mistress wants to dress you up like her fucktoy and help you train with a strap-on (FEMINIZATION ROLEPLAY - AI GENERATED)

xHamster Há 10 mêses

Wild Sabrina Private Show

54% HD 2:00 / 16:26

Wild Sabrina Private Show

Flirt4Free Há 6 anos

Lingerie Sissy Gets Locked Onto Her Dildo Pole and Tries to Cum in Chastity

Lingerie Sissy Gets Locked Onto Her Dildo Pole and Tries to Cum in Chastity

xHamster Há 1 mês

Trans Sissy Slut French Maid Service Training

Trans Sissy Slut French Maid Service Training

aShemaleTube Há 3 mêses

Anal Trains: Me, My Friend and the Trans

Anal Trains: Me, My Friend and the Trans

xHamster Há 2 mêses

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 Há 3 anos

All that mouth training pays off : facefucking marvelous transwife Melody

All that mouth training pays off : facefucking marvelous transwife Melody

ShemaleSin Há 1 ano

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 Há 1 ano

Natalie Mars Goddess Tangent - Training the Baby-Gimp [201

Natalie Mars Goddess Tangent - Training the Baby-Gimp [201

AbTranny Há 2 anos

Sissy trainer: become slut like her

Sissy trainer: become slut like her

xHamster Há 4 anos

Trans Angel Stretched by Screwing Machine

Trans Angel Stretched by Screwing Machine

BigTitsLust Há 1 ano

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 Há 3 anos

Petra's 8th training (incl 1st fist,massive sex toy and greater quantity)

Petra's 8th training (incl 1st fist,massive sex toy and greater quantity)

Amateur8 Há 8 mêses

Sasha's Morning Spitroast

Sasha's Morning Spitroast

xHamster Há 8 mêses

In Training With A Tran - Sinn Sage

In Training With A Tran - Sinn Sage

BeMyHole Há 2 anos

Nipple Pump Extreme Hardcore

Nipple Pump Extreme Hardcore

Tranny.one Há 4 anos

anese slave facefucking training

anese slave facefucking training

aShemaleTube Há 6 anos

Sissy training: how to cum in chastity? Ride ever bigger dildos to sissygasm

Sissy training: how to cum in chastity? Ride ever bigger dildos to sissygasm

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Extreme Anal Gape Xxxl Dildo & Fuck Machine

Extreme Anal Gape Xxxl Dildo & Fuck Machine

xHamster Há 4 mêses

Wife Trains Perfect Whore For Her Husband. Me, A Sissy.

Wife Trains Perfect Whore For Her Husband. Me, A Sissy.

AbTranny Há 6 anos

Skitty in Anal Plug progression Stretching

Skitty in Anal Plug progression Stretching

xHamster Há 3 anos

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 Há 2 anos

Whife *

TrannyGem Há 6 anos

Training Cum Eating

Training Cum Eating

aShemaleTube Há 1 ano

Kimber Haven BBC Sissy Training

Kimber Haven BBC Sissy Training

aShemaleTube Há 5 anos

Busty whore and a horny shemale teach their male colleague to be obedient right in the office

Busty whore and a horny shemale teach their male colleague to be obedient right in the office

XGroovy Há 2 anos

Kegel Orgasm Training

Kegel Orgasm Training

BeMyHole Há 3 anos

Multiformity Itsol HFO training mindfuck

Multiformity Itsol HFO training mindfuck

PornFreeNow Há 3 mêses

Going Deep DEEP ft David Anderson

Going Deep DEEP ft David Anderson

xHamster Há 2 anos

Trained and Dominated TV & TS

Trained and Dominated TV & TS

Tranny.one Há 3 anos

TS Headmistress dominates JOI

TS Headmistress dominates JOI

ShemaleSin Há 3 anos

Gorgeous tgirl Angel dildo training 💋

Gorgeous tgirl Angel dildo training 💋

aShemaleTube Há 1 ano

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 Há 5 mêses

TS Anna Katt Prepares Lily's Ass for Cock

TS Anna Katt Prepares Lily's Ass for Cock

TrannyGem Há 6 anos

Hard Anal Training for Lana Trap

Hard Anal Training for Lana Trap

Tranny.one Há 4 anos

Trans Damsel takes Immense Trunk like a mega-cockslut.

Trans Damsel takes Immense Trunk like a mega-cockslut.

TransTube.tv Há 1 ano

Best of Harmony Rose vol 1

Best of Harmony Rose vol 1

xHamster Há 11 mêses

Lindsey Training Her Sissy Slave

Lindsey Training Her Sissy Slave

aShemaleTube Há 1 ano

Femboy Viii punished

Femboy Viii punished

Transvids.tv Há 10 mêses

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