Training Videos - Trans (82,330)

Trans Slut Will Receive Anal Training From a Dominant Woman

63% HD 0:39 / 30:05

Trans Slut Will Receive Anal Training From a Dominant Woman

FapHouse 3 weeks ago

Slave for tranny girl! After beach jogging there are sweaty socks and feet for his mouth!

Slave for tranny girl! After beach jogging there are sweaty socks and feet for his mouth!

xHamster 1 year ago

Twinkerbell Pegging the Lost Femboi in Chastity

Twinkerbell Pegging the Lost Femboi in Chastity

xHamster 1 year ago

TS Sissy Superdeep Anal Fisting

64% HD 0:39 / 2:32

TS Sissy Superdeep Anal Fisting

FapHouse 3 months ago

Hot Training, Come See Ass Warming At Prezotte’s House With Personal Trainee Breno Dias And Sabrina Prezotte.

Hot Training, Come See Ass Warming At Prezotte’s House With Personal Trainee Breno Dias And Sabrina Prezotte.

BeMyHole 2 months ago

Sissygasm Training 2

Sissygasm Training 2

xHamster 4 months ago

Trans Fucked Femdom

Trans Fucked Femdom

FapHouse 3 months ago

Femboy Cumdump Pushes out Gallons of Cum

Femboy Cumdump Pushes out Gallons of Cum

xHamster 1 year ago

Giving up All Resistance

59% 0:39 / 24:56

Giving up All Resistance

FapHouse 5 months ago

Sissy Fuckdoll 2

Sissy Fuckdoll 2

xHamster 3 weeks ago

Tantaly : Chastity Release: The Last Penetration of your Life? Mistress Julia

Tantaly : Chastity Release: The Last Penetration of your Life? Mistress Julia

xHamster 1 year ago

Sissy Girlfriend Gets a Sweet and Hard Ass Fuck

HD 1:01 / 16:00

Sissy Girlfriend Gets a Sweet and Hard Ass Fuck

FapHouse 1 week ago

Sissy in Fishnet Is Squirting While She Gets Deep Anal Fisted

54% HD 0:39 / 3:13

Sissy in Fishnet Is Squirting While She Gets Deep Anal Fisted

FapHouse 1 month ago

Cherry and I Dominate Our Disobedient Puppies Nyxi and Livi

Premium 56% HD 33:02

Cherry and I Dominate Our Disobedient Puppies Nyxi and Livi

XVideosRed 1 year ago

Sophia Loreen Private Show

56% 4K 2:00 / 7:57

Sophia Loreen Private Show

Flirt4Free 2 months ago

Petra 1e training

Petra 1e training

xHamster 1 year ago

The bondage and feminization of a slave by a blonde queen

The bondage and feminization of a slave by a blonde queen

xHamster 1 year ago

I Woke up My Sissy and Fucked Her Hole with Fisting

I Woke up My Sissy and Fucked Her Hole with Fisting

xHamster 1 month ago

Do you dare to Dance?:dancer:Let me catch you with my Sexy Moves Naked and Horny(fire)(sarcasm)(c)

48% HD 2:00 / 4:52

Do you dare to Dance?:dancer:Let me catch you with my Sexy Moves Naked and Horny(fire)(sarcasm)(c)

Flirt4Free 3 years ago

Sissy Oksana cums very profusely during anal dildo training

Sissy Oksana cums very profusely during anal dildo training

xHamster 3 years ago

Sissy Enema Submission

69% HD 1:01 / 33:16

Sissy Enema Submission

FapHouse 1 year ago

[Trans] Babi, I'm Home!

Premium 52% VR 25:43

[Trans] Babi, I'm Home!

VRPorn 6 months ago

Fucking in the Great Outdoors W/ Ryley Rails and Brie Lovely

46% HD 1:01 / 18:17

Fucking in the Great Outdoors W/ Ryley Rails and Brie Lovely

FapHouse 2 months ago

Mistress turns you into one of her bunny girls and lets you suck your first client (FEMDOM ROLEPLAY - AI GENERATED)

Mistress turns you into one of her bunny girls and lets you suck your first client (FEMDOM ROLEPLAY - AI GENERATED)

xHamster 8 months ago

Skinny Ladyboy Anal Casting & Slave Training

55% HD 0:39 / 23:21

Skinny Ladyboy Anal Casting & Slave Training

FapHouse 3 months ago

Sissy Girlfriend Gets a Sweet and Hard Ass Fuck

HD 0:39 / 16:00

Sissy Girlfriend Gets a Sweet and Hard Ass Fuck

FapHouse 1 week ago

Full Version of Nasty Fat Ass Shemale Samus Cosplay Creampie and Huge Dildo

55% HD 1:01 / 13:12

Full Version of Nasty Fat Ass Shemale Samus Cosplay Creampie and Huge Dildo

FapHouse 3 months ago

Hot Trans Girl Tutor Trains You

Hot Trans Girl Tutor Trains You

xHamster 6 months ago

Turned Out Sissy Interactive Toy Experience

Turned Out Sissy Interactive Toy Experience

xHamster 1 year ago

Making You a Weak Soy Boy Sissy

Making You a Weak Soy Boy Sissy

xHamster 3 weeks ago

Sissy slave fuck and piss comp.

Sissy slave fuck and piss comp.

xHamster 11 months ago

Making My Cock Explode

Making My Cock Explode

xHamster 2 months ago

SAY “I AM A FAGGOT MISTRESS RAVEN”

68% HD 0:10 / 23:45

SAY “I AM A FAGGOT MISTRESS RAVEN”

LoyalFans 2 years ago

Part 2: Pushing Sissy Barbie’s Limits - 4 Dildo Sizes & Long Deep Pegging - Mistress Julia

Part 2: Pushing Sissy Barbie’s Limits - 4 Dildo Sizes & Long Deep Pegging - Mistress Julia

FapHouse 1 week ago

Day 2 Tease and Denial

HD 0:39 / 11:23

Day 2 Tease and Denial

FapHouse 3 weeks ago

Strap-on Fucking Pegging Moaning Sissy Slut!! Big StepMommy using her stepson as a meat! Arya Grander

Strap-on Fucking Pegging Moaning Sissy Slut!! Big StepMommy using her stepson as a meat! Arya Grander

TransG 1 month ago

Fuckslut Teaching Spunk Slurping two

Fuckslut Teaching Spunk Slurping two

TransTube.tv 6 months ago

Anal gape complications

Anal gape complications

xHamster 5 days ago

I’ll Turn You Into My Sissy Slut!

HD 1:01 / 15:06

I’ll Turn You Into My Sissy Slut!

FapHouse 1 week ago

Doublehandfuck for the Slave

Doublehandfuck for the Slave

xHamster 3 months ago

Salimur BJ training for big cocks💋

Salimur BJ training for big cocks💋

aShemaleTube 1 year ago

Male Bitch Shared Amongst TS Friends

49% HD 1:01 / 41:21

Male Bitch Shared Amongst TS Friends

FapHouse 1 week ago

Jerk off While I cum on Your Face Sissy Faggot - Jessica Bloom Humilation JoI

Jerk off While I cum on Your Face Sissy Faggot - Jessica Bloom Humilation JoI

xHamster 1 year ago

Sapphire Dresses You in Her Uniform

60% HD 0:39 / 10:54

Sapphire Dresses You in Her Uniform

FapHouse 2 months ago

GENDER X Shemale cheerleader rides on big black cock - Smash Thompson,Ella Hollywood

GENDER X Shemale cheerleader rides on big black cock - Smash Thompson,Ella Hollywood

Fapnow 4 years ago

Slut eats cum from condom

Slut eats cum from condom

aShemaleTube 1 month ago

Sissy whiteboi in stockings enjoys deep slow strokes on a veiny BBC dildo stretching his ass

Sissy whiteboi in stockings enjoys deep slow strokes on a veiny BBC dildo stretching his ass

xHamster 2 years ago

I'm Man in Nice Lady's Figure 💌

I'm Man in Nice Lady's Figure 💌

WebcamBros 3 months ago

insatiable Milky twunk bonks dark Fem W Facial Cumshot

insatiable Milky twunk bonks dark Fem W Facial Cumshot

Gay4Porn 4 years ago

Sissy Compiliation

Sissy Compiliation

xHamster 4 months ago

Training myself for real Cocks

Training myself for real Cocks

MenGem 1 year ago

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

xHamster 1 year ago

Bondage Slave Suspension

56% HD 1:01 / 25:03

Bondage Slave Suspension

FapHouse 2 months ago

Living His Best Life as a Girl

69% 0:39 / 27:47

Living His Best Life as a Girl

FapHouse 5 months ago

Sissy Hard-On Breezy in Innocence Pummels Self Before Jizm Shot

Sissy Hard-On Breezy in Innocence Pummels Self Before Jizm Shot

TrannyGem 7 months ago

shemale wearing a bdsm mask and asuka cosplay stretches her nipples and punishes her breasts with a vacuum machine until they lactate

55% HD 0:30 / 15:58

shemale wearing a bdsm mask and asuka cosplay stretches her nipples and punishes her breasts with a vacuum machine until they lactate

PornBox 5 days ago

Cumming while fucking

Cumming while fucking

xHamster 2 years ago

女装OLアナル調教(1/4)

女装OLアナル調教(1/4)

TrannyGem 3 years ago

Swallow My Cum

64% HD 1:01 / 15:15

FapHouse 3 months ago

Sissy Anal Needs

75% HD 1:01 / 11:39

Sissy Anal Needs

FapHouse 10 months ago

Sissy Chastity Maid Service Training With Ria Bentley

Sissy Chastity Maid Service Training With Ria Bentley

xHamster 1 month ago

Bi Humiliation - Sissy Blowjob & Edging Tiny Slave Cock

Bi Humiliation - Sissy Blowjob & Edging Tiny Slave Cock

FapHouse 1 year ago

Corporate Futa Training

Corporate Futa Training

Tranny.one 3 years ago

Feminized slut Blaire_18 sniffs and licks her Mistress's armpits. Femdom Christmas, armpit fetish, feminization, sissy

Feminized slut Blaire_18 sniffs and licks her Mistress's armpits. Femdom Christmas, armpit fetish, feminization, sissy

xHamster 1 week ago

Maid for Shame: a Cuckold Sissy's Humiliating Chores - CEI, Foot Worship

55% HD 0:39 / 15:47

Maid for Shame: a Cuckold Sissy's Humiliating Chores - CEI, Foot Worship

FapHouse 1 year ago

Direct Training by the Trainer No.31: Vibrator Play Feels so Good

Direct Training by the Trainer No.31: Vibrator Play Feels so Good

xHamster 5 days ago

Pegging bitch of Princess Nicole

78% HD 1:01 / 18:30

Pegging bitch of Princess Nicole

FapHouse 6 years ago

Scott Carterr & Michael Magno Private Show

56% HD 2:00 / 6:08

Scott Carterr & Michael Magno Private Show

Flirt4Free 2 years ago

Trans Anal Training with Dildo

Trans Anal Training with Dildo

xHamster 6 months ago

FULL MOVIE Lena Vesper Railed By Hankeys Seahorse Bang Machine

FULL MOVIE Lena Vesper Railed By Hankeys Seahorse Bang Machine

ShemaleSin 1 month ago

Transsexual Training - Bukkake Gokkun! Shemale Anal Fuck Orgy

Transsexual Training - Bukkake Gokkun! Shemale Anal Fuck Orgy

getTranny 9 months ago

Luxurious reality

Luxurious reality

TrannyGem 4 years ago

Fag Instructing 8

Fag Instructing 8

TransTube.tv 3 months ago

Sissygasm From Pegging

Sissygasm From Pegging

xHamster 4 months ago

Top Tennis Training

VR 1:30 / 33:13

Top Tennis Training

TSVirtualLovers 4 years ago

Teaching Piggy Princess Lianna Lawson

Teaching Piggy Princess Lianna Lawson

TransTube.tv 11 months ago

Trying New Fist Dildo and Get Fucked and Fisted

Trying New Fist Dildo and Get Fucked and Fisted

xHamster 1 year ago

becomingfemme - blonde sissy jeanne be the boss

becomingfemme - blonde sissy jeanne be the boss

TransDoe 2 years ago

Sissy Slut Fuck Doll Takes Anal Fisting, Pegging & Fuck Machine with HUGE DILDO Hardcore Femdom Porn!

Sissy Slut Fuck Doll Takes Anal Fisting, Pegging & Fuck Machine with HUGE DILDO Hardcore Femdom Porn!

xHamster 4 months ago

Sissy Slut Training Part 6

Sissy Slut Training Part 6

xHamster 1 year ago

My Sissy Sucks My Locked Husband… Who Thinks It’s Me - Mistress Julia

62% 1:01 / 12:15

My Sissy Sucks My Locked Husband… Who Thinks It’s Me - Mistress Julia

FapHouse 1 month ago

Naughty TS Pixi Lust submits to Draven Navarro for hardcore plowing

Naughty TS Pixi Lust submits to Draven Navarro for hardcore plowing

UrGayPorn 4 months ago

AB138 Bitch Sissy Cumshot and Edging training (Chinese and English subtitles)

AB138 Bitch Sissy Cumshot and Edging training (Chinese and English subtitles)

xHamster 10 months ago

Inflatable plug to make my sissy ejaculate

Inflatable plug to make my sissy ejaculate

xHamster 1 month ago

Midweek anal stretching and milking session

Midweek anal stretching and milking session

xHamster 7 months ago

Threesome Sissy Domination

HD 0:39 / 25:56

Threesome Sissy Domination

FapHouse 1 week ago

Sissy CEI Suck your Panties Clean SLUT

56% HD 0:10 / 8:49

Sissy CEI Suck your Panties Clean SLUT

LoyalFans 2 years ago

Valentine's Day Denial: Sissy Slut's Strap-on Submission

HD 1:01 / 19:28

Valentine's Day Denial: Sissy Slut's Strap-on Submission

FapHouse 7 months ago

TRANSSEXUAL Sissy Super-Bitch Raunchy Pound inbetween Honeypot and Weenie

TRANSSEXUAL Sissy Super-Bitch Raunchy Pound inbetween Honeypot and Weenie

TrannyGem 4 years ago

White Guy University Lesson two

White Guy University Lesson two

uiPorn 5 months ago

Woman Trains Husband For Threesome BI #055 Training Sissy Lesbian

Woman Trains Husband For Threesome BI #055 Training Sissy Lesbian

xHamster 9 months ago

Hot Sissy Stacy Meeting Accidentally Meeting the Man When Masturbating Big Dildo Outdoor

66% 0:39 / 10:20

Hot Sissy Stacy Meeting Accidentally Meeting the Man When Masturbating Big Dildo Outdoor

FapHouse 3 weeks ago

Skinny Ladyboy Anal Casting, Slave Training and Cream Enema

61% 1:01 / 32:10

Skinny Ladyboy Anal Casting, Slave Training and Cream Enema

FapHouse 8 months ago

Sissy Slut Anal Destruction

HD 0:39 / 19:58

Sissy Slut Anal Destruction

FapHouse 8 months ago

Finally all in with 15 inch King Cock dildo

Finally all in with 15 inch King Cock dildo

xHamster 1 month ago

TS Sergeant Izzy Wilde Dominates Tied Recruit Andrew Powers In Barracks BDSM Training

TS Sergeant Izzy Wilde Dominates Tied Recruit Andrew Powers In Barracks BDSM Training

aShemaleTube 3 weeks ago

Strap-on Fucking Pegging Moaning Sissy Slut!! Big StepMommy using her stepson as a meat! Arya Grande

Strap-on Fucking Pegging Moaning Sissy Slut!! Big StepMommy using her stepson as a meat! Arya Grande

BoyFriendTV 6 days ago

Multiformity begins her Bad Dragon training with Mistresse Miguire

Multiformity begins her Bad Dragon training with Mistresse Miguire

ShemaleSin 6 months ago

You dont want to be straight anymore

58% HD 0:10 / 12:07

You dont want to be straight anymore

LoyalFans 7 months ago

Agent Trains Her Replacement To Eat Good Pussy - A Thong-Slinging, Leather-loving Lesbian Adventure

Agent Trains Her Replacement To Eat Good Pussy - A Thong-Slinging, Leather-loving Lesbian Adventure

Some.Porn 2 years ago

Gay encouragement of small dick losers like you

65% HD 0:10 / 10:25

Gay encouragement of small dick losers like you

LoyalFans 7 months ago

Friday Fun Time with Lisa, Charlotte and Mike

Friday Fun Time with Lisa, Charlotte and Mike

xHamster 3 years ago

Sissy Secretary: Submissive Male Feminized Into Bimbo for Job Interview, Learns How to Pee Like a Girl, Bonus Pegging & Fisting

51% HD 1:01 / 8:31

Sissy Secretary: Submissive Male Feminized Into Bimbo for Job Interview, Learns How to Pee Like a Girl, Bonus Pegging & Fisting

FapHouse 7 months ago

Unexperienced Sissy hoe fellate that big black cock and got rump utter rock-hard pounded

Unexperienced Sissy hoe fellate that big black cock and got rump utter rock-hard pounded

5Gays 6 months ago

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 11 months ago

my homework six

my homework six

TrannyGem 3 years ago

Serving Mr. Maxxx (thad Fucks Brie Lovely and Ryley Rails)

Serving Mr. Maxxx (thad Fucks Brie Lovely and Ryley Rails)

xHamster 1 week ago

cherrypimps - lauren phillips strapon potpourri ready to dominate porn video

cherrypimps - lauren phillips strapon potpourri ready to dominate porn video

MyGrowl 3 months ago

Does my hand fit in his little ass?

Does my hand fit in his little ass?

xHamster 7 months ago

Her Slave Uncaged - Chelsea Poe and Sinn Sage Trans Lesbian Domination With BDSM and Strapon Fucking

HD 0:10 / 32:41

Her Slave Uncaged - Chelsea Poe and Sinn Sage Trans Lesbian Domination With BDSM and Strapon Fucking

LoyalFans 2 months ago

A Day in the Sissy Life

64% HD 1:01 / 15:11

A Day in the Sissy Life

FapHouse 8 months ago

Sissy Brainfuck Compilation Full Movie

55% HD 0:39 / 1:13:21

Sissy Brainfuck Compilation Full Movie

FapHouse 3 months ago

A Latex Fuck Doll Gets Strapped on by Femdom Women

HD 0:39 / 21:27

A Latex Fuck Doll Gets Strapped on by Femdom Women

FapHouse 4 weeks ago

AB087 Sensitive demonized model students - pegging 黑暗魔化雌堕高校模范生肉便器

AB087 Sensitive demonized model students - pegging 黑暗魔化雌堕高校模范生肉便器

aShemaleTube 2 years ago

Ryley Rails Dominates You

Ryley Rails Dominates You

xHamster 1 month ago

Full Mouth Gag Device Bondage Submissive Tgirl Shock Collar Pain Slut Training

Premium 50% HD 13:39

Full Mouth Gag Device Bondage Submissive Tgirl Shock Collar Pain Slut Training

XVideosRed 11 months ago

My Femboy Roommate - 18 Year Old Femboy Wakes Me up with a Sloppy Blowjob

My Femboy Roommate - 18 Year Old Femboy Wakes Me up with a Sloppy Blowjob

xHamster 3 weeks ago

T-Girl tugging and screaming

T-Girl tugging and screaming

TrannyGem 2 years ago

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 3

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 3

xHamster 10 months ago

SisK CD in purple EP2 dressing up sexy silky panties.

SisK CD in purple EP2 dressing up sexy silky panties.

xHamster 3 years ago

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