Training Videos - Trans (119,154)

Drivers class ends with a hard anal - Finn Harding , Amanda Riley

Drivers class ends with a hard anal - Finn Harding , Amanda Riley

Fapnado 3 years ago

Ex-Twitch Gaming Celebrity Trains Her Asshole

Ex-Twitch Gaming Celebrity Trains Her Asshole

Eporner 1 month ago

1st Day as Trans Sissy Sex Serf – Group-sex Training

1st Day as Trans Sissy Sex Serf – Group-sex Training

SortPorn 1 month ago

Feminization of a Bad Roommate

Feminization of a Bad Roommate

XHamster 2 months ago

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

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

XHamster 1 year ago

BBC TRAINING WITH CERJOY

BBC TRAINING WITH CERJOY

XHamster 10 months ago

Sissy training

Eporner 1 year ago

Corporate Training - Episode 2

Corporate Training - Episode 2

XHamster 1 year ago

divergence studios - goddess tangent natalie mars training the little gimp porn video

divergence studios - goddess tangent natalie mars training the little gimp porn video

TransDoe 2 months ago

Trans Goddess Anal Fucked Deep in Gangbang Bukkake Gokkun

Trans Goddess Anal Fucked Deep in Gangbang Bukkake Gokkun

AnalPornXL 1 year ago

G066 - Cum Swallow Compilation 2

59% 1:01 / 15:24

G066 - Cum Swallow Compilation 2

FapHouse 1 year ago

Another Straight Boy in Conversion Challenge

Another Straight Boy in Conversion Challenge

Tranny.one 4 years ago

BBC Training with Cerjoy

67% HD 0:39 / 32:46

BBC Training with Cerjoy

FapHouse 10 months ago

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 1 year ago

ONE OF THE BEST SISSY TRAINING VIDEOS

ONE OF THE BEST SISSY TRAINING VIDEOS

Tranny.one 4 years ago

All that mouth training pays off : facefucking pretty transwife Melody

All that mouth training pays off : facefucking pretty transwife Melody

Amateur8 1 year ago

My Butt Is Made for Anal and Creampies

My Butt Is Made for Anal and Creampies

XHamster 2 years ago

Anal Training That Will Make You Squirm

Anal Training That Will Make You Squirm

AShemaleTube 5 years ago

Kendall Penny New Orleans Gay Training

Kendall Penny New Orleans Gay Training

BeMyHole 1 year ago

my idol best ever training

my idol best ever training

Tranny.one 4 years ago

Gorgeous tgirl Angel dildo training 💋

Gorgeous tgirl Angel dildo training 💋

AShemaleTube 1 year ago

Young goth femboy anal training 🍆💋

Young goth femboy anal training 🍆💋

AShemaleTube 1 year ago

Dr. Prof. Wolf Part 2 - My first visit at the Sissy-Doctor with examination

Dr. Prof. Wolf Part 2 - My first visit at the Sissy-Doctor with examination

XHamster 2 years ago

Sissy trainer - Give your ass

Sissy trainer - Give your ass

DeegX 3 years ago

sissy Cumslut Teaching

sissy Cumslut Teaching

TrannyGem 4 years ago

Training My Nympho Stepsister

Training My Nympho Stepsister

ShemaleSex 1 month ago

scum Instructing jizz guzzling 2

scum Instructing jizz guzzling 2

TransTube.tv 1 year ago

Sissy Slut Training

Sissy Slut Training

XHamster 2 years ago

Learning How to Be a Good Sissy

Learning How to Be a Good Sissy

XHamster 1 year ago

Step-Mommy Teaches You How to Cum From Anal Like a Good Sissy Slut - Jessica Bloom Sissygasm Guide

Step-Mommy Teaches You How to Cum From Anal Like a Good Sissy Slut - Jessica Bloom Sissygasm Guide

XHamster 3 months ago

Sissy Secretary Seduces BBC Boss Into Blacked Encounter

Sissy Secretary Seduces BBC Boss Into Blacked Encounter

XHamster 3 months ago

Sissy Anal Needs

72% HD 0:39 / 11:39

Sissy Anal Needs

FapHouse 1 year ago

Femboy instructing part 1: The Back Bend

Femboy instructing part 1: The Back Bend

Gay4Porn 2 years ago

sluttami

ShemaleSin 5 years ago

Petite Trans Kawaii Fiona Fucks a Submissive Trans Puppy-Girl

Petite Trans Kawaii Fiona Fucks a Submissive Trans Puppy-Girl

XHamster 1 year ago

Lucas's Bi Slave Training

Lucas's Bi Slave Training

Eporner 3 years ago

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

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

Fapality 2 years ago

Lindsey Training Her Sissy Slave

Lindsey Training Her Sissy Slave

Eporner 2 years ago

Sissy Training

XHamster 3 years ago

Shemale training her sissy friend.. who may become one of them /// BeautizOnCam.com

Shemale training her sissy friend.. who may become one of them /// BeautizOnCam.com

Tranny.one 3 years ago

Kegel Orgasm Training

Kegel Orgasm Training

BeMyHole 4 years ago

Fag training Queen domina ??

Fag training Queen domina ??

Tranny.one 2 years ago

Cum eating trainer video for the greedy sissy faggot whores

Cum eating trainer video for the greedy sissy faggot whores

Tranny.one 3 years ago

G066 - Cum Swallow Compilation 2

44% 0:39 / 15:24

G066 - Cum Swallow Compilation 2

FapHouse 1 year ago

Sissy Slut Cum training

Sissy Slut Cum training

UrGayPorn 1 year ago

teen Crossdresser Trains To Become A slut

teen Crossdresser Trains To Become A slut

AbTranny 2 years ago

Sissy Training Compilation

Sissy Training Compilation

AShemaleTube 8 years ago

Sissy Dreams - 3 (eng)

Sissy Dreams - 3 (eng)

XXXShemalePorn 11 years ago

Sissy Fuckdoll

XHamster 1 year ago

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

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

AbTranny 2 months ago

Hole Training

Eporner 1 year ago

Sissy Slave Training

Sissy Slave Training

BeMyHole 5 years ago

Sissy training: supah-bi-atch in v-card having fun on hefty assfuck toys, multiple sissygasms

Sissy training: supah-bi-atch in v-card having fun on hefty assfuck toys, multiple sissygasms

Transvids.tv 1 year ago

TS Natalie Mars trains Dr Pierce Paris how to be used like a slut

TS Natalie Mars trains Dr Pierce Paris how to be used like a slut

MenGem 7 months ago

Sissy Trainer - Dressmeuptoplay Sissy Boi Gif Training

Sissy Trainer - Dressmeuptoplay Sissy Boi Gif Training

AbTranny 9 years ago

anese slave facefucking training

anese slave facefucking training

AShemaleTube 6 years ago

Anal Training Compilation

Anal Training Compilation

BeMyHole 4 years ago

ts girls masturbation and cumshot compilation porn video

ts girls masturbation and cumshot compilation porn video

TransDoe 1 year ago

Natalie Mars Training the baby Gimp 1

Natalie Mars Training the baby Gimp 1

ShemaleSin 5 years ago

Gag Slut Training

Gag Slut Training

BeMyHole 4 years ago

Sissy Slut Trained and Spit Roasted

Sissy Slut Trained and Spit Roasted

Tranny.one 4 years ago

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

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

AShemaleTube 1 year ago

Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune

Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune

XHamster 9 months ago

If he does these 5 things it says a lot about him

If he does these 5 things it says a lot about him

XHamster 6 months ago

Sissy Joyce needs to get milked

Sissy Joyce needs to get milked

ShemaleSin 4 years ago

Trans Sissy Slut French Maid Service Training

Trans Sissy Slut French Maid Service Training

AShemaleTube 8 months ago

Sissy Bimbo Training

Sissy Bimbo Training

Tranny.one 4 years ago

Sissy Slut Trained and Spit Roasted

Sissy Slut Trained and Spit Roasted

Pornwhite 1 year ago

Sissy tarts take hormones and tear up

Sissy tarts take hormones and tear up

TrannyGem 3 years ago

Punished Slaves BDSM Bondage Gay Amador Big Dick 2

55% HD 0:39 / 7:13

Punished Slaves BDSM Bondage Gay Amador Big Dick 2

FapHouse 4 months ago

Consequences for Breaking Out of Chastity

69% HD 1:01 / 42:05

Consequences for Breaking Out of Chastity

FapHouse 2 months ago

They Said I Don’t Look Like a Boy Anymore

68% HD 0:39 / 1:46

They Said I Don’t Look Like a Boy Anymore

FapHouse 1 week ago

Latex maid oral training

Latex maid oral training

Itsrealamateurs 1 month ago

Cuckold Training Part 2

Cuckold Training Part 2

3DPornDude 1 year ago

Advanced Slut Training

66% HD 1:01 / 10:46

Advanced Slut Training

FapHouse 4 months ago

Sissy Cumslut Training - Teaching You How to Suck and Swallow

54% HD 1:01 / 14:46

Sissy Cumslut Training - Teaching You How to Suck and Swallow

FapHouse 1 year ago

SHEMALES MAKE YOU JERK OFF

51% HD 0:10 / 9:31

SHEMALES MAKE YOU JERK OFF

LoyalFans 9 months ago

Useless tiny cocked sissy gets humiliated whilst her tight ass fucked

Useless tiny cocked sissy gets humiliated whilst her tight ass fucked

XHamster 9 months ago

DustiBunni Evelyns Chastity Training - Update One

DustiBunni Evelyns Chastity Training - Update One

Nuvid 3 weeks ago

My Path to Life as A Sissy Hoe

My Path to Life as A Sissy Hoe

TrannyGem 6 years ago

Cum Dumpster Training

Cum Dumpster Training

AShemaleTube 1 year ago

Sissy's Ass Make a War with a Big Red Rocket Dildo

71% 1:01 / 21:39

Sissy's Ass Make a War with a Big Red Rocket Dildo

FapHouse 6 months ago

Tv.Isabella's Bedchamber Diarys Oral Desires p1

Tv.Isabella's Bedchamber Diarys Oral Desires p1

AShemaleTube 8 years ago

Sissy Training

XHamster 1 year ago

Sissy Sub Instructing

Sissy Sub Instructing

TrannyGem 1 year ago

Animate for training, learn to swallow yourself

Animate for training, learn to swallow yourself

AShemaleTube 2 years ago

Slave Man Takes Gay Cumshot To Another Level

Slave Man Takes Gay Cumshot To Another Level

XHamster 2 months ago

Trannies in training - (Episode #01)

Trannies in training - (Episode #01)

XHamster 9 months ago

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 1 year ago

Sissy instructing - Enjoy For Assfucking Fucky-fucky

Sissy instructing - Enjoy For Assfucking Fucky-fucky

TransTube.tv 1 year ago

Swallow My Cum

56% HD 1:01 / 15:15

FapHouse 10 months ago

He Fucks Me Like a Bitch... I Love Being Trained by Master

65% HD 0:39 / 18:09

He Fucks Me Like a Bitch... I Love Being Trained by Master

FapHouse 2 months ago

Addiction to Cum

Addiction to Cum

XHamster 9 months ago

Mature Mistress teaches two sissies how to be good cocksuckers

Mature Mistress teaches two sissies how to be good cocksuckers

Tranny.one 9 years ago

Cum ride with me

Cum ride with me

XHamster 2 years ago

Sissy Training - guide to became sissy - (No_2)

Sissy Training - guide to became sissy - (No_2)

Itsrealamateurs 2 weeks ago

Russian sissy training camp

Russian sissy training camp

Eporner 1 year ago

Femboy Assfucking Spreading With A Phat Node Fake penis

Femboy Assfucking Spreading With A Phat Node Fake penis

4Gay 8 months ago

Feminized and Love It -- You Will Too

Feminized and Love It -- You Will Too

TrannyGem 4 years ago

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

XHamster 9 months ago

Kity Slave Training

Kity Slave Training

AShemaleTube 6 years ago

Sissy in shiny bodystocking Using Fuck Machine - R..a..c..h..a..e..l B..e..l..l..e

Sissy in shiny bodystocking Using Fuck Machine - R..a..c..h..a..e..l B..e..l..l..e

PornoXO 9 months ago

get on your knees sissy

get on your knees sissy

MyTransfix 2 months ago

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 10 months ago

Sissygasm Training

Sissygasm Training

XHamster 1 year ago

It's Not Gay If It's Girlcock!

45% HD 0:20 / 11:54

It's Not Gay If It's Girlcock!

IWantClips 5 months ago

All that mouth training pays off : facefucking marvelous transwife Melody

All that mouth training pays off : facefucking marvelous transwife Melody

ShemaleSin 2 years ago

Slutty Sissy gets hard training Blowjob and Fuck Rough

Slutty Sissy gets hard training Blowjob and Fuck Rough

AShemaleTube 6 months ago

Lindsey Training Her Sissy Slave

Lindsey Training Her Sissy Slave

AShemaleTube 1 year ago

Training myself for real Cocks

Training myself for real Cocks

2BGay 1 year ago

Feminization Sissification Sissy Threesome Training Blowjob

Feminization Sissification Sissy Threesome Training Blowjob

BeMyHole 1 year ago

DIAPER and PISS ENEMA treatment for SISSY husband in CHASTITY

DIAPER and PISS ENEMA treatment for SISSY husband in CHASTITY

XHamster 2 years ago

Trained to Be a Submissive Slut

Trained to Be a Submissive Slut

AShemaleTube 1 year ago

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

58% 0:38 / 14:00

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

Clips4sale 6 months ago

Training To Become A Sissy Cuckold

Training To Become A Sissy Cuckold

BeMyHole 2 years ago

Mistress Trains Slave To Take Cock

Mistress Trains Slave To Take Cock

BeMyHole 1 year ago

Anal Trains: Me, My Friend and the Trans

Anal Trains: Me, My Friend and the Trans

XHamster 7 months ago

GETTING RID OF MY SEX TOY

GETTING RID OF MY SEX TOY

AShemaleTube 3 months ago

TS Jasmine Lotus Spit Roasted and trained to a anal

TS Jasmine Lotus Spit Roasted and trained to a anal

IcePorn 1 week ago

Finally all in with 15 inch King Cock dildo

Finally all in with 15 inch King Cock dildo

XHamster 9 months ago

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