Training Videos - Trans (87,489)

Bound & Feminized into latex bimbo slave

HD 0:30 / 10:53

Bound & Feminized into latex bimbo slave

Clips4sale 1 year ago

Naruto Sarada feet and ass play trap cosplay

63% HD 1:01 / 23:02

Naruto Sarada feet and ass play trap cosplay

FapHouse 4 years ago

Gay training! Encouraging-bi compilation! Course 15

39% 0:11 / 48:42

Gay training! Encouraging-bi compilation! Course 15

Clips4sale 4 years ago

Belt Cock and handballing-four jizzing in 1 orgy UTTER movie

Belt Cock and handballing-four jizzing in 1 orgy UTTER movie

TrannyGem 3 years ago

Be a Pretty Little Sissy for Satan - Sissification, Cross Dressing, Task

66% HD 1:01 / 9:20

Be a Pretty Little Sissy for Satan - Sissification, Cross Dressing, Task

FapHouse 1 year ago

Servilejerome trying/training, failing to 'fight' a transman

Servilejerome trying/training, failing to 'fight' a transman

ShemaleSin 4 years ago

P6 VIRGING BONDAGE FUCK SLING FULL MASKED FETISH SHEMALE CATSUIT

HD 0:21 / 10:23

P6 VIRGING BONDAGE FUCK SLING FULL MASKED FETISH SHEMALE CATSUIT

Clips4sale 1 year ago

Sara & Elver Private Show

Sara & Elver Private Show

Flirt4Free 1 month ago

Pumps a Plug Pout Bimbo Transformation for Lip Obsession Clip by Findom Goaldigger

Pumps a Plug Pout Bimbo Transformation for Lip Obsession Clip by Findom Goaldigger

xHamster 3 months ago

Nara and Duda initiates Ts Girl Laura into ballbusting (720 EN-sub)

57% HD 0:31 / 18:42

Nara and Duda initiates Ts Girl Laura into ballbusting (720 EN-sub)

Clips4sale 1 year ago

Monica Farell Private Show

Monica Farell Private Show

Flirt4Free 2 years ago

Feminizer 1 mp4

Feminizer 1 mp4

Clips4sale 2 years ago

Door To Door - Cassie Cummings And Sinn Sage WMV

68% 0:22 / 35:55

Door To Door - Cassie Cummings And Sinn Sage WMV

Clips4sale 3 years ago

Nuts spanking of little pecker sissy

Nuts spanking of little pecker sissy

TrannyGem 3 months ago

Sissy Cock Sock: GAY Training Mind Fuck

42% HD 0:25 / 9:16

Sissy Cock Sock: GAY Training Mind Fuck

Clips4sale 1 year ago

Deep Throat Training with Dr. Justice

Deep Throat Training with Dr. Justice

FapHouse 1 month ago

Dom Blk Trans w/ 11” inches BBC Bully Dallas Vixen Controlling The Bitches

Dom Blk Trans w/ 11” inches BBC Bully Dallas Vixen Controlling The Bitches

ShemaleSin 3 years ago

MaureenNadh - Asian Trap Hijab Dildo Riding Anal Training With Chastity Cage

MaureenNadh - Asian Trap Hijab Dildo Riding Anal Training With Chastity Cage

xHamster 2 years ago

I've been putting estrogen in your coffee: loving feminization and futa fucking - SD

I've been putting estrogen in your coffee: loving feminization and futa fucking - SD

Clips4sale 2 years ago

dumb trans slut gets her back blown out by BBC and squirts

55% 0:23 / 21:58

dumb trans slut gets her back blown out by BBC and squirts

Clips4sale 1 year ago

P3 OLIVE GREEN LATEX CATSUIT DEEPTHROAT SUB IN STRAIGHT JACKET

77% 4K 0:23 / 10:14

P3 OLIVE GREEN LATEX CATSUIT DEEPTHROAT SUB IN STRAIGHT JACKET

Clips4sale 2 years ago

Crossdressing Princess Sissy Humiliation

Crossdressing Princess Sissy Humiliation

Tranny.one 4 years ago

SIssy Superslut Lola Crystals gets predominated and creampied two times by BIG BLACK COCK

SIssy Superslut Lola Crystals gets predominated and creampied two times by BIG BLACK COCK

TrannyGem 3 years ago

Stupid Sissy in Halloween Costume and Chastity Cage Surrenders and Jerks Off to Big Black Cock

Stupid Sissy in Halloween Costume and Chastity Cage Surrenders and Jerks Off to Big Black Cock

xHamster 4 months ago

Dani M Love Tied, Hogtied and Tickled in Her Japanese School Uniform

69% 0:29 / 6:41

Dani M Love Tied, Hogtied and Tickled in Her Japanese School Uniform

Clips4sale 2 years ago

fisting anal em publico

65% 2:02 / 5:51

fisting anal em publico

PornBox 6 months ago

The Sissy Peep Show (MP4)

The Sissy Peep Show (MP4)

Clips4sale 6 months ago

Christian & Oliver & Matt Private Show

HD 2:00 / 21:44

Christian & Oliver & Matt Private Show

Flirt4Free 3 years ago

Cum in my mouth, play with your cum, and swallow it, sexy, femboy, trans, gay naughty, tongue, sloopy, six pack, fitness teen

Cum in my mouth, play with your cum, and swallow it, sexy, femboy, trans, gay naughty, tongue, sloopy, six pack, fitness teen

xHamster 1 year ago

Goddess Cat Makes You Suck a Shemale Cock (1080p)

HD 0:19 / 12:15

Goddess Cat Makes You Suck a Shemale Cock (1080p)

Clips4sale 2 days ago

Sissy JISM TOP

TransTube.tv 1 year ago

Routine Inspection Pt 1

HD 0:26 / 11:42

Routine Inspection Pt 1

Clips4sale 10 months ago

Star Nine's Special Agent Training

65% 0:39 / 24:35

Star Nine's Special Agent Training

Clips4sale 2 years ago

CHASTITY TRAINING // Transgirl Plugs her Butt and Cums during the time that Caged // Milky Lynn

CHASTITY TRAINING // Transgirl Plugs her Butt and Cums during the time that Caged // Milky Lynn

SortPorn 4 months ago

Cockhungry MILFs pounded by BBC in threesome

Cockhungry MILFs pounded by BBC in threesome

Some.Porn 5 months ago

Threesomes Training That Hole

Threesomes Training That Hole

XVideos 11 months ago

You're a faggot whore of trans whores ITA

You're a faggot whore of trans whores ITA

Clips4sale 1 month ago

Breaking Bunni - Goth FemDom trans Gangbang | OverlordJupiter, Lady Vi, Mistress Celene, Dusti Bunni

Premium HD 30:10

Breaking Bunni - Goth FemDom trans Gangbang | OverlordJupiter, Lady Vi, Mistress Celene, Dusti Bunni

Clips4sale 1 year ago

CUMSHOT FISTING PISSING PRECUM COMPILATION!

CUMSHOT FISTING PISSING PRECUM COMPILATION!

XVideos 1 year ago

Femboy Plays with his slot and nips

Femboy Plays with his slot and nips

4Gay 1 year ago

mz08 - The puppy bound in latex suit reaches climax

mz08 - The puppy bound in latex suit reaches climax

Clips4sale 1 month ago

Cross Dressing Lingerie Lesson -mp4

Cross Dressing Lingerie Lesson -mp4

Clips4sale 1 month ago

Skinny Tgirl Ryu Doll pleases her anal hole with a fucking machine

Skinny Tgirl Ryu Doll pleases her anal hole with a fucking machine

MyLust 2 years ago

Straight Guy first Time Crossdresser Entreats To Be Screwed In His Booty

Straight Guy first Time Crossdresser Entreats To Be Screwed In His Booty

Dafreeporn 1 week ago

Her Prisoner Part 24 - Sissy Training VII

59% 4K 0:51 / 10:40

Her Prisoner Part 24 - Sissy Training VII

Clips4sale 2 years ago

Sissyfication Feminization Hotwife Sissy instructing Lesson one - When your wifey is with her paramour

Sissyfication Feminization Hotwife Sissy instructing Lesson one - When your wifey is with her paramour

TrannyGem 5 months ago

Bound Nuru massage leads to creampie

63% HD 1:01 / 45:12

Bound Nuru massage leads to creampie

FapHouse 8 years ago

PUSHING 25 CM INTO A HUNK VAGINA

PUSHING 25 CM INTO A HUNK VAGINA

ShemaleSin 3 months ago

Goddess Rosie Reed Sissification Feminization Femdom POV Transformation

Goddess Rosie Reed Sissification Feminization Femdom POV Transformation

Pornfact 1 week ago

Big Step Sister Girlfriend Training - Natasha Nice - Family Therapy - Alex Adams

Big Step Sister Girlfriend Training - Natasha Nice - Family Therapy - Alex Adams

XVideos 2 years ago

Transsexual training - bukkake gokkun! Shemale anal fuck orgy 2

Transsexual training - bukkake gokkun! Shemale anal fuck orgy 2

ShemaleSex 1 month ago

The perfect anal training - Part 1

The perfect anal training - Part 1

XVideos 9 months ago

CUM injection and BIG TOYS for the perfect PEGGING SISSYGASM!

68% HD 0:30 / 17:28

CUM injection and BIG TOYS for the perfect PEGGING SISSYGASM!

Clips4sale 1 year ago

Evil SheMale Makes You Cum

48% HD 0:15 / 5:12

Evil SheMale Makes You Cum

Clips4sale 2 years ago

TGirls Moonsugar and Ria Bentley Fuck Like Jackrabbit Bunnies

63% 4K 0:30 / 24:52

TGirls Moonsugar and Ria Bentley Fuck Like Jackrabbit Bunnies

Clips4sale 1 year ago

Rafaela & Sayara Rodriguez & Moranguinha in Tranny Training - JolieAndFriends

Rafaela & Sayara Rodriguez & Moranguinha in Tranny Training - JolieAndFriends

Xshemale 9 years ago

Trans-Dimensional Super Girl Is At It Again PT2 - Lil Mizz Unique, Autumn Bodell And Sinn Sage 1080

66% HD 0:10 / 27:30

Trans-Dimensional Super Girl Is At It Again PT2 - Lil Mizz Unique, Autumn Bodell And Sinn Sage 1080

LoyalFans 2 months ago

Sissy Goes Shopping

65% HD 0:30 / 19:40

Sissy Goes Shopping

Clips4sale 3 years ago

Fuck My Giantess Cock!

63% HD 0:56 / 16:03

Fuck My Giantess Cock!

Clips4sale 2 years ago

The Cucumber Sissygasm Session Sissy Training

The Cucumber Sissygasm Session Sissy Training

xHamster 3 weeks ago

FUTANARI IS NOT GAY, IT IS OK ! - ASMR 3D PORN AUDIO

57% 0:16 / 10:20

FUTANARI IS NOT GAY, IT IS OK ! - ASMR 3D PORN AUDIO

Clips4sale 2 years ago

Sissification Fashion Show After Party Makeover by Bellatrix Bandit

59% 0:15 / 23:33

Sissification Fashion Show After Party Makeover by Bellatrix Bandit

Clips4sale 4 years ago

Mistress Elizabelle Dixie trains and fucks PuppyGirl Variety Itsol session: two

64% 0:30 / 5:48

Mistress Elizabelle Dixie trains and fucks PuppyGirl Variety Itsol session: two

Clips4sale 9 months ago

Black shiny zentai suit sissy femboy boi pussy anal beads training

Black shiny zentai suit sissy femboy boi pussy anal beads training

aShemaleTube 11 months ago

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

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

XVideos 1 year ago

Slut Training Part 2

Slut Training Part 2

LoyalFans 2 years ago

Luke Hardy & Cristian Ford Private Show - Part 7

57% 4K 2:00 / 5:05

Luke Hardy & Cristian Ford Private Show - Part 7

Flirt4Free 7 months ago

sissies don't must breed: implore futa step-mom to castrate you - full video on Veggiebabyy Manyvids

sissies don't must breed: implore futa step-mom to castrate you - full video on Veggiebabyy Manyvids

PornFreeNow 2 months ago

Robbie Edwards Private Show

Robbie Edwards Private Show

Flirt4Free 2 years ago

Insatiable sissy blond gets her booty drilled cowgirl style on an highly giant vibrator

Insatiable sissy blond gets her booty drilled cowgirl style on an highly giant vibrator

ShemaleSin 2 days ago

Black Hairless Anal Doxy Cleo Panda Gets Her Dark hole Stretched And a Little Cunt Banging

Black Hairless Anal Doxy Cleo Panda Gets Her Dark hole Stretched And a Little Cunt Banging

Ebony8 6 months ago

Ruth & Carlaa Private Show

Ruth & Carlaa Private Show

Flirt4Free 6 months ago

Cute machine fuck for crossdressers with big fake tits and latex mask

Cute machine fuck for crossdressers with big fake tits and latex mask

xHamster 1 year ago

Netlifx and Chill Date With Ria Bentley

72% 4K 0:27 / 21:07

Netlifx and Chill Date With Ria Bentley

Clips4sale 2 years ago

MY COCK IS GOING TO SQUIRTER NOW!!!

MY COCK IS GOING TO SQUIRTER NOW!!!

XVideos 1 year ago

Desire Sweet Private Show

Desire Sweet Private Show

Flirt4Free 3 months ago

BBC Training

xHamster 6 months ago

4K - Lusty Shower Vol 21 - Golden Strawberry Month # 6

66% 4K 0:09 / 43:48

4K - Lusty Shower Vol 21 - Golden Strawberry Month # 6

Clips4sale 4 months ago

伪娘的仙女棒被紧身牛仔裤紧勒到喷射

伪娘的仙女棒被紧身牛仔裤紧勒到喷射

TrannyGem 2 years ago

Emily Adaire gets a helping hand to stretch her rectal hole - Trailer

Emily Adaire gets a helping hand to stretch her rectal hole - Trailer

ShemaleSin 4 years ago

My Sissy slave tore up his stockings (WMV)_The Dragonlady_Femdom_Sissytraining_Feminization_Whipping

My Sissy slave tore up his stockings (WMV)_The Dragonlady_Femdom_Sissytraining_Feminization_Whipping

Clips4sale 3 years ago

Femboy wench climax compilation anal vibrator play squirt show

Femboy wench climax compilation anal vibrator play squirt show

ShemaleSin 6 months ago

Find Yourself in Panties

Find Yourself in Panties

Clips4sale 1 year ago

Nyl Amazonium Shar Training Wonder Woman and Power Girl Poundtown Intense Orgy

Nyl Amazonium Shar Training Wonder Woman and Power Girl Poundtown Intense Orgy

xHamster 1 year ago

Cosplay slut Jenby Doll gets trained by Skye January (short version)

Cosplay slut Jenby Doll gets trained by Skye January (short version)

XVideos 3 years ago

You're Not Straight – You're Just a Pathetic Faggot in Denial

HD 0:30 / 33:54

You're Not Straight – You're Just a Pathetic Faggot in Denial

Clips4sale 1 month ago

Tgirl maid (TS Yakira) spitroasted for jerking off in kitchen & left with a cum facial

Tgirl maid (TS Yakira) spitroasted for jerking off in kitchen & left with a cum facial

Clips4sale 2 years ago

Super Extended Cut: Feminized Big Ass Sissy Huge Anal Creampie Farts and Ass Stretching Training

HD 0:39 / 16:52

Super Extended Cut: Feminized Big Ass Sissy Huge Anal Creampie Farts and Ass Stretching Training

FapHouse 3 days ago

Sissy Slut Hot Date Task

Sissy Slut Hot Date Task

Clips4sale 1 year ago

Diversity Drive (SD MP4)

4K 0:30 / 15:26

Diversity Drive (SD MP4)

Clips4sale 1 year ago

Olivia Sims Private Show

Olivia Sims Private Show

Flirt4Free 9 months ago

PUPPY PET RUINED ORGASM - PET PLAY II [Puppy] [Pup Play] [Human Pup Fantasy] Mind Fuck

PUPPY PET RUINED ORGASM - PET PLAY II [Puppy] [Pup Play] [Human Pup Fantasy] Mind Fuck

Clips4sale 1 year ago

WVM - PART 33 - CONFESSION By MissKitty2K

WVM - PART 33 - CONFESSION By MissKitty2K

xHamster 1 year ago

i love to be fucked by this futa-toy 278

HD 0:30 / 20:39

i love to be fucked by this futa-toy 278

PornBox 8 months ago

sissypov - bunny summers transgirl beta bedtime fantasy

sissypov - bunny summers transgirl beta bedtime fantasy

TransDoe 2 years ago

Interracial Tease & Ballbusting For Trans Woman Julia Masakova MOV | MahoganyQen

4K 0:20 / 14:58

Interracial Tease & Ballbusting For Trans Woman Julia Masakova MOV | MahoganyQen

Clips4sale 1 month ago

fucking his ass whenever she wants

66% 0:30 / 24:12

fucking his ass whenever she wants

Clips4sale 1 year ago

BBC Training the Soggy Sissy: ThePrincessLuxy Reinforces and Threatens to Expose your True Place in the Sexual Heirarchy with Shemale Affirmations, Wet Diaper Humping, and Anal Preparation

HD 0:25 / 18:00

BBC Training the Soggy Sissy: ThePrincessLuxy Reinforces and Threatens to Expose your True Place in the Sexual Heirarchy with Shemale Affirmations, Wet Diaper Humping, and Anal Preparation

Clips4sale 1 month ago

BRAZZERS Exxtra - Brown hair Moriah Mills enjoys cumshot

BRAZZERS Exxtra - Brown hair Moriah Mills enjoys cumshot

WankTubeTV 4 years ago

Master's Training Session No. 90: Inflatable Anal Dildo Play

Master's Training Session No. 90: Inflatable Anal Dildo Play

xHamster 3 weeks ago

FemDom Feminization- Dick Sucking Lips Enhancement

68% 0:31 / 5:09

FemDom Feminization- Dick Sucking Lips Enhancement

Clips4sale 2 years ago

Ava Venom Fucks TS Kaela Luna’s Slutty Holes Until I Cum

56% 0:29 / 15:23

Ava Venom Fucks TS Kaela Luna’s Slutty Holes Until I Cum

Clips4sale 10 months ago

Futa GF Creampies You Before Going Out [Anal Anime pornography Jerk Off Instructions]

Futa GF Creampies You Before Going Out [Anal Anime pornography Jerk Off Instructions]

TransTube.tv 1 year ago

YOU ARE MY COCK SLUT! YOU WILL TAKE MY COCK! 15 minute AUDIO ONLY

60% HD 0:30 / 15:00

YOU ARE MY COCK SLUT! YOU WILL TAKE MY COCK! 15 minute AUDIO ONLY

Clips4sale 5 months ago

SISSY MAKER From House Maid To Bimbo

55% HD 0:18 / 19:58

SISSY MAKER From House Maid To Bimbo

Clips4sale 1 year ago

my longest and sexiest vid i made myself sploog

my longest and sexiest vid i made myself sploog

TrannyGem 6 months ago

Gloryhole Bitch *FULL-HD*

45% HD 0:03 / 3:59

Gloryhole Bitch *FULL-HD*

Clips4sale 4 years ago

Mean Tgirl Does your Sissy Makeup

HD 0:30 / 14:40

Mean Tgirl Does your Sissy Makeup

Clips4sale 8 months ago

GIFT FOR A FAGGOT SLAVE - Hardcore Obedience Training

GIFT FOR A FAGGOT SLAVE - Hardcore Obedience Training

xHamster 2 years ago

TRANSSEXUAL Willow Hammerz - Sissy Instructing PMV

TRANSSEXUAL Willow Hammerz - Sissy Instructing PMV

TrannyGem 4 months ago

fucking my ass with huge dildos and cum without hands

HD 0:56 / 12:22

fucking my ass with huge dildos and cum without hands

Clips4sale 2 years ago

BRAZZERS Exxtra - LaSirena69 interracial anal

BRAZZERS Exxtra - LaSirena69 interracial anal

HardPornoTube 4 years ago

extrem Anal trainning

extrem Anal trainning

XVideos 3 years ago

Female Dom Gf Won’t let me take out speculum till she’s creampied trans jism bi-racial big black cock femboy

Female Dom Gf Won’t let me take out speculum till she’s creampied trans jism bi-racial big black cock femboy

TrannyGem 3 years ago

Sloppy Ding-Dong Deepthroat Face Banging for Sissy Bitch by Bare FemDom Mistresse with Massive Blue Jock

Sloppy Ding-Dong Deepthroat Face Banging for Sissy Bitch by Bare FemDom Mistresse with Massive Blue Jock

ShemaleSin 5 years ago

Anal Training With Robin Banks and Miss Jane

Anal Training With Robin Banks and Miss Jane

AbTranny 6 years ago

Luccas & Jhordy Private Show

43% HD 2:00 / 12:37

Luccas & Jhordy Private Show

Flirt4Free 9 months ago

Stunning moment from "90 pumps on inflatable long dildo all the way in extreme anal training for sissy sub slut"

Stunning moment from "90 pumps on inflatable long dildo all the way in extreme anal training for sissy sub slut"

xHamster 6 months ago

4K - HUGE cumshot in school swimsuit

65% 4K 0:08 / 22:09

4K - HUGE cumshot in school swimsuit

Clips4sale 2 years ago

New Trans Star Sunshyne Monroe Fucks Cadet in Training Room Huge Cumshot

New Trans Star Sunshyne Monroe Fucks Cadet in Training Room Huge Cumshot

KeekAss 1 month ago

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