Training (87 887)

A Day in the Sissy Life

66% HD 1:01 / 15:11

A Day in the Sissy Life

FapHouse 11 hónappal ezelőtt

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 8 hónappal ezelőtt

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 4 hónappal ezelőtt

Sissy Training by Queen Daralis Part 3

56% HD 0:39 / 9:18

Sissy Training by Queen Daralis Part 3

FapHouse 1 hónappal ezelőtt

how to use a fufu pinch

how to use a fufu pinch

TrannyGem 2 évvel ezelőtt

2032 - the Bwno Future

2032 - the Bwno Future

xHamster 5 hónappal ezelőtt

Living His Best Life as a Girl

68% 0:39 / 27:47

Living His Best Life as a Girl

FapHouse 8 hónappal ezelőtt

Patiently Waiting for Her Man

Patiently Waiting for Her Man

xHamster 3 hónappal ezelőtt

Another Straight Boy in Conversion Challenge

Another Straight Boy in Conversion Challenge

Tranny.one 4 évvel ezelőtt

Anal Training Compilation

Anal Training Compilation

BeMyHole 3 évvel ezelőtt

Sissy Slave Training

Sissy Slave Training

BeMyHole 5 évvel ezelőtt

Sissy Slut Training

Sissy Slut Training

xHamster 1 évvel ezelőtt

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 2 hónappal ezelőtt

Sissy tarts take hormones and tear up

Sissy tarts take hormones and tear up

TrannyGem 3 évvel ezelőtt

Nyxi Leon / 19yo French Maid Trained Doggy Style

Nyxi Leon / 19yo French Maid Trained Doggy Style

Tranny.one 4 évvel ezelőtt

Sissy Slut Adventures Volume 1

Sissy Slut Adventures Volume 1

JuicyVid 2 hónappal ezelőtt

ONE OF THE BEST SISSY TRAINING VIDEOS

ONE OF THE BEST SISSY TRAINING VIDEOS

Tranny.one 4 évvel ezelőtt

Femboy instructing part 1: The Back Bend

Femboy instructing part 1: The Back Bend

Gay4Porn 1 évvel ezelőtt

Sissy Lilly and her Training

Sissy Lilly and her Training

Tranny.one 3 évvel ezelőtt

Trannies in Training - EPISODE #01

Trannies in Training - EPISODE #01

Tranny.one 3 évvel ezelőtt

My Path to Life as A Sissy Hoe

My Path to Life as A Sissy Hoe

TrannyGem 6 évvel ezelőtt

Sissy Whore Training

Sissy Whore Training

xHamster 1 évvel ezelőtt

Feminization Sissification Sissy Threesome Training Blowjob

Feminization Sissification Sissy Threesome Training Blowjob

BeMyHole 1 évvel ezelőtt

Sissy Fuckdoll Delivery

Sissy Fuckdoll Delivery

TrannyGem 5 évvel ezelőtt

Sissy Training

xHamster 1 évvel ezelőtt

Submission training session for sweet brunette shemale

Submission training session for sweet brunette shemale

PornLib 2 évvel ezelőtt

Fag Teaching

Transvids.tv 5 hónappal ezelőtt

Gag Slut Training

Gag Slut Training

BeMyHole 3 évvel ezelőtt

Natalie Mars Training the baby Gimp 1

Natalie Mars Training the baby Gimp 1

ShemaleSin 4 évvel ezelőtt

my idol best ever training

my idol best ever training

Tranny.one 4 évvel ezelőtt

Cock Worship Boy Training

Cock Worship Boy Training

aShemaleTube 3 évvel ezelőtt

Feminization Sissification Sissy training - BE ENSLAVED FAG

Feminization Sissification Sissy training - BE ENSLAVED FAG

TransTube.tv 1 évvel ezelőtt

Sissy instructing - Enjoy For Assfucking Fucky-fucky

Sissy instructing - Enjoy For Assfucking Fucky-fucky

TransTube.tv 9 hónappal ezelőtt

TS Training

xHamster 1 évvel ezelőtt

Trans Anal Training with Dildo

Trans Anal Training with Dildo

xHamster 9 hónappal ezelőtt

Anal Training That Will Make You Squirm

Anal Training That Will Make You Squirm

aShemaleTube 5 évvel ezelőtt

Sissy Slut Trained and Spit Roasted

Sissy Slut Trained and Spit Roasted

Pornwhite 7 hónappal ezelőtt

Sissy Training by Queen Daralis Part 2

52% HD 1:01 / 7:16

Sissy Training by Queen Daralis Part 2

FapHouse 1 hónappal ezelőtt

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 évvel ezelőtt

Sissy: A whore documentary

Sissy: A whore documentary

ShemaleSin 1 hónappal ezelőtt

Sissy Bimbo Training

Sissy Bimbo Training

Tranny.one 4 évvel ezelőtt

2032 - the Bwno Future

2032 - the Bwno Future

xHamster 6 hónappal ezelőtt

30 mins no break fellate spitroast contest!

30 mins no break fellate spitroast contest!

TrannyGem 4 hónappal ezelőtt

Kendall Penny New Orleans Gay Training

Kendall Penny New Orleans Gay Training

BeMyHole 1 évvel ezelőtt

Russian sissy training camp

Russian sissy training camp

Eporner 1 évvel ezelőtt

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 1 évvel ezelőtt

Animate for training, learn to swallow yourself

Animate for training, learn to swallow yourself

aShemaleTube 2 évvel ezelőtt

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

xHamster 1 évvel ezelőtt

Fag Instructing 8

Fag Instructing 8

TransTube.tv 6 hónappal ezelőtt

lianna lawson and mistress robin coffins piggy princess training

lianna lawson and mistress robin coffins piggy princess training

TransDoe 2 évvel ezelőtt

Mistress Trains Her Sissy Gurls

Mistress Trains Her Sissy Gurls

BeMyHole 5 évvel ezelőtt

Riley wants you to play with her girl dick!

Riley wants you to play with her girl dick!

xHamster 11 hónappal ezelőtt

Whife *

TrannyGem 6 évvel ezelőtt

Sissy Sub Instructing

Sissy Sub Instructing

TrannyGem 9 hónappal ezelőtt

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 1 évvel ezelőtt

Fag training Queen domina ??

Fag training Queen domina ??

Tranny.one 1 évvel ezelőtt

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 10 hónappal ezelőtt

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 2 hónappal ezelőtt

feminisation training

feminisation training

xHamster 2 hónappal ezelőtt

Goddess Kyaa & River Enza in Gape Training 1

Goddess Kyaa & River Enza in Gape Training 1

Cremz 5 évvel ezelőtt

Sissy Cum Swallow Training

Sissy Cum Swallow Training

Tranny.one 4 évvel ezelőtt

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 8 hónappal ezelőtt

Trans Sissy Slut French Maid Service Training

Trans Sissy Slut French Maid Service Training

aShemaleTube 4 hónappal ezelőtt

Crossdressing sissy nikki rails again

Crossdressing sissy nikki rails again

TrannyGem 4 évvel ezelőtt

White Guy University Lesson two

White Guy University Lesson two

UiPorn 8 hónappal ezelőtt

Every Country Has Sissy Maids

Every Country Has Sissy Maids

xHamster 5 hónappal ezelőtt

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 1 hónappal ezelőtt

Cum eating trainer video for the greedy sissy faggot whores

Cum eating trainer video for the greedy sissy faggot whores

Tranny.one 3 évvel ezelőtt

Nipple Pump Extreme Hardcore

Nipple Pump Extreme Hardcore

Tranny.one 4 évvel ezelőtt

Feminization Sissification Sissy teaching - BE ENSLAVED HOMOSEXUAL

Feminization Sissification Sissy teaching - BE ENSLAVED HOMOSEXUAL

TrannyGem 9 hónappal ezelőtt

Fucking your trans best friend surprise

48% HD 1:01 / 9:35

Fucking your trans best friend surprise

FapHouse 3 évvel ezelőtt

Denim Girl

xHamster 9 hónappal ezelőtt

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 4 évvel ezelőtt

Sissy Fuckdoll Delivery

Sissy Fuckdoll Delivery

TransTube.tv 9 hónappal ezelőtt

Cum Dumpster Training

Cum Dumpster Training

aShemaleTube 1 évvel ezelőtt

Sissy Dreams - 3 (eng)

Sissy Dreams - 3 (eng)

XXXShemalePorn 11 évvel ezelőtt

Becoming Anal Slut Training For Newbies

Becoming Anal Slut Training For Newbies

BeMyHole 3 évvel ezelőtt

Trained and Dominated TV & TS

Trained and Dominated TV & TS

Tranny.one 4 évvel ezelőtt

So hot cumming after 7 days in chastity and anal training

So hot cumming after 7 days in chastity and anal training

xHamster 1 évvel ezelőtt

Slutty Sissy gets hard training Blowjob and Fuck Rough

Slutty Sissy gets hard training Blowjob and Fuck Rough

aShemaleTube 1 hónappal ezelőtt

Claire Tenebrarum & Natalie Mars - Training

Claire Tenebrarum & Natalie Mars - Training

Eporner 3 évvel ezelőtt

Sissy trainer: become slut like her

Sissy trainer: become slut like her

xHamster 4 évvel ezelőtt

having a fantastic sissy time

having a fantastic sissy time

TrannyGem 1 évvel ezelőtt

Sissy training

Eporner 11 hónappal ezelőtt

Hard Anal Training for Lana Trap

Hard Anal Training for Lana Trap

Tranny.one 4 évvel ezelőtt

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 6 hónappal ezelőtt

Pegging femboy with massive strapon!

Pegging femboy with massive strapon!

EpicGFs 2 évvel ezelőtt

Wild Sabrina Private Show

52% HD 2:00 / 16:26

Wild Sabrina Private Show

Flirt4Free 6 évvel ezelőtt

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 9 hónappal ezelőtt

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 3 évvel ezelőtt

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

Pornvee 4 hónappal ezelőtt

In Training With A Tran - Sinn Sage

In Training With A Tran - Sinn Sage

BeMyHole 2 évvel ezelőtt

Training Cum Eating

Training Cum Eating

aShemaleTube 1 évvel ezelőtt

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 7 hónappal ezelőtt

Sissy Affirmations

Sissy Affirmations

ShemaleSin 4 hónappal ezelőtt

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

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

AbTranny 2 évvel ezelőtt

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 6 hónappal ezelőtt

Lindsey Training Her Sissy Slave

Lindsey Training Her Sissy Slave

aShemaleTube 1 évvel ezelőtt

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

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

AbTranny 6 évvel ezelőtt

Sissy Bride Getting Fucked by Her Doll

Sissy Bride Getting Fucked by Her Doll

xHamster 6 hónappal ezelőtt

Sasha And Jenny Trained By Mistress

Sasha And Jenny Trained By Mistress

AbTranny 4 évvel ezelőtt

Gorgeous tgirl Angel dildo training 💋

Gorgeous tgirl Angel dildo training 💋

aShemaleTube 1 évvel ezelőtt

Milk Your Transgirl EPISODE

Milk Your Transgirl EPISODE

ShemaleSin 3 évvel ezelőtt

most good riding hot femboy large compilation amateur anal

most good riding hot femboy large compilation amateur anal

ShemaleSin 11 hónappal ezelőtt

Green-haired trans beauty solo fills anal with a long dildo

Green-haired trans beauty solo fills anal with a long dildo

Fapality 2 évvel ezelőtt

Sissy Slut Training 3

Sissy Slut Training 3

xHamster 1 évvel ezelőtt

Trans Angel Stretched by Screwing Machine

Trans Angel Stretched by Screwing Machine

BigTitsLust 1 évvel ezelőtt

Going Deep DEEP ft David Anderson

Going Deep DEEP ft David Anderson

xHamster 2 évvel ezelőtt

Trained to Be a Submissive Slut

Trained to Be a Submissive Slut

aShemaleTube 8 hónappal ezelőtt

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 1 évvel ezelőtt

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 évvel ezelőtt

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)

xHamster 2 évvel ezelőtt

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 5 hónappal ezelőtt

Best of Harmony Rose vol 1

Best of Harmony Rose vol 1

xHamster 11 hónappal ezelőtt

Trans Damsel takes Immense Trunk like a mega-cockslut.

Trans Damsel takes Immense Trunk like a mega-cockslut.

TransTube.tv 1 évvel ezelőtt

TS Anna Katt Prepares Lily's Ass for Cock

TS Anna Katt Prepares Lily's Ass for Cock

TrannyGem 6 évvel ezelőtt

Anal Trains: Me, My Friend and the Trans

Anal Trains: Me, My Friend and the Trans

xHamster 2 hónappal ezelőtt

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

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

LesbianBliss 6 nappal ezelőtt

Servant Puppy Gets Teased and Humped

Servant Puppy Gets Teased and Humped

TransTube.tv 1 évvel ezelőtt

Femboy Viii punished

Femboy Viii punished

Transvids.tv 10 hónappal ezelőtt

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