Training Videos - Trans (90,148)

4K - The Femboy Studio - Fingernails [Cyberpunk Strawberry]

4K 0:25 / 26:39

4K - The Femboy Studio - Fingernails [Cyberpunk Strawberry]

Clips4sale 2 years ago

Feminized Girls Trip

HD 0:11 / 21:37

Feminized Girls Trip

Clips4sale 4 years ago

Sakura's Training (By Afrobull)

Sakura's Training (By Afrobull)

ShemaleSin 2 months ago

Private Swap! (MP4)

Premium HD 10:25

Private Swap! (MP4)

Clips4sale 4 years ago

Annie Nancy Private Show

Annie Nancy Private Show

Flirt4Free 3 years ago

Anal Training for her with belt man rod Pegging

Anal Training for her with belt man rod Pegging

TransTube.tv 1 year ago

Natasha Joohs Private Show

HD 2:00 / 17:39

Natasha Joohs Private Show

Flirt4Free 3 years ago

Futa University Futanari Hentai Game PornPlay Ep.2 shemale edging training

Futa University Futanari Hentai Game PornPlay Ep.2 shemale edging training

xHamster 3 years ago

720P Girlfriend Dresses You Up For Halloween: Feminization, Chastity, Bi-Encouragement And Lots of Dirty Talk

4K 0:11 / 11:47

720P Girlfriend Dresses You Up For Halloween: Feminization, Chastity, Bi-Encouragement And Lots of Dirty Talk

Clips4sale 2 years ago

Keisy Royce Private Show

HD 2:00 / 22:42

Keisy Royce Private Show

Flirt4Free 2 years ago

Supportive Girlfriend Finds Your Feminization Porn

Supportive Girlfriend Finds Your Feminization Porn

Clips4sale 2 years ago

Brihana Boll Private Show

HD 2:00 / 55:09

Brihana Boll Private Show

Flirt4Free 3 weeks ago

Sissy Outside riding dick in new dress

Sissy Outside riding dick in new dress

XVideos 1 year ago

GAY SISSY WHEN WIFE IS AWAY

60% 0:11 / 9:26

GAY SISSY WHEN WIFE IS AWAY

Clips4sale 3 years ago

Ring for Blowjob

65% HD 0:29 / 10:01

Ring for Blowjob

Clips4sale 3 years ago

Worship boots fetish and latex Mistress, 2 parte

Worship boots fetish and latex Mistress, 2 parte

Clips4sale 1 year ago

Penny Barber and Lucy Hart Use the Gym Slut

63% 0:11 / 26:29

Penny Barber and Lucy Hart Use the Gym Slut

Clips4sale 2 years ago

Dressed Up And Bullied

39% 0:35 / 13:37

Dressed Up And Bullied

Clips4sale 2 years ago

Diapers and the Sissy Modeling Studio

56% HD 0:30 / 25:34

Diapers and the Sissy Modeling Studio

Clips4sale 10 months ago

Mistress Lady Renee - Prepping the whore for action - wmv

55% 0:16 / 11:33

Mistress Lady Renee - Prepping the whore for action - wmv

Clips4sale 8 months ago

Get ready to be feminized and dominated by a big dicked stud in POV

Get ready to be feminized and dominated by a big dicked stud in POV

TrannyMovs 4 months ago

Doppelschwanz Abrichtung

57% 0:30 / 14:26

Doppelschwanz Abrichtung

Clips4sale 10 months ago

MILF Fucked for Mistress

MILF Fucked for Mistress

Clips4sale 10 months ago

Lipstick Slut - Bella Trixxx's Feminization for Sissies

60% 0:30 / 5:11

Lipstick Slut - Bella Trixxx's Feminization for Sissies

Clips4sale 1 year ago

Sissy Slut Face Fucking by #BratPerversions

Sissy Slut Face Fucking by #BratPerversions

XVideos 2 years ago

ScarletteLoves - Bi Edition - Futa Training

ScarletteLoves - Bi Edition - Futa Training

VipTube 2 months ago

Welcome to Womanhood - a Positive Gender Transformation Encouragement Scene by Sydney Screams - 1080 MP4

HD 0:29 / 10:32

Welcome to Womanhood - a Positive Gender Transformation Encouragement Scene by Sydney Screams - 1080 MP4

Clips4sale 3 years ago

Leyla Steel Private Show

Leyla Steel Private Show

Flirt4Free 11 months ago

Luke Hardy & Cristian Ford Private Show

34% HD 2:00 / 11:36

Luke Hardy & Cristian Ford Private Show

Flirt4Free 1 year ago

Anal Training for a Wicked Trans Catgirl Floozy

Anal Training for a Wicked Trans Catgirl Floozy

ShemaleSin 7 months ago

Sex Witch To Sex Bitch (Mobile)

Sex Witch To Sex Bitch (Mobile)

Clips4sale 3 years ago

YOU ARE THE GIRL MIND FUCK - Becoming The Girl, Sissy Training

YOU ARE THE GIRL MIND FUCK - Becoming The Girl, Sissy Training

Clips4sale 7 months ago

Sex Slave, Submissive In Front Of A Beautiful Cock In FACeFuckiNg For The St❤️ 🔥ValenTin VaneSsaBiTCHx PariSChienneTrvprod⁹¹

Sex Slave, Submissive In Front Of A Beautiful Cock In FACeFuckiNg For The St❤️ 🔥ValenTin VaneSsaBiTCHx PariSChienneTrvprod⁹¹

xHamster 2 months ago

Natasha Joohs Private Show

Natasha Joohs Private Show

Flirt4Free 3 years ago

From Roomie to Sissy with Elle Eros and Clara Dee

66% 4K 0:30 / 17:36

From Roomie to Sissy with Elle Eros and Clara Dee

Clips4sale 1 year ago

Impotent Faggot: I've Ruined You for Pussy Forever

64% HD 0:30 / 33:25

Impotent Faggot: I've Ruined You for Pussy Forever

Clips4sale 3 months ago

Sissy Instructions

Sissy Instructions

XVideos 5 years ago

fodendo a gostosa da Luiza Devil na cachoeira em Taubat&eacute_

fodendo a gostosa da Luiza Devil na cachoeira em Taubat&eacute_

XVideos 3 months ago

Archie Blossom Private Show

66% HD 2:00 / 24:58

Archie Blossom Private Show

Flirt4Free 2 months ago

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

54% 0:29 / 14:30

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

Clips4sale 2 years ago

DIVINE FEMININITY FOR CROSSDRESSERS AND SISSIES - Feminization Training [Feminine] [Sissification] [Crossdressing] Femme Fatale

DIVINE FEMININITY FOR CROSSDRESSERS AND SISSIES - Feminization Training [Feminine] [Sissification] [Crossdressing] Femme Fatale

Clips4sale 1 year ago

Sasha Earth in stockings have anal sex at home

Sasha Earth in stockings have anal sex at home

XVideos 3 years ago

Worship Protocol: Phase Two — Deep Conditioning

Worship Protocol: Phase Two — Deep Conditioning

Clips4sale 10 months ago

T-Beauty BNWO Training: Amy Kitty Stretches her butt out for her recent DAD

T-Beauty BNWO Training: Amy Kitty Stretches her butt out for her recent DAD

ShemaleSin 1 year ago

Sissy Shopping Spree Part 1

Sissy Shopping Spree Part 1

Clips4sale 3 years ago

TS Cassie Fisted by Masseuse Kaiia Eve - HD wmv

66% HD 0:30 / 16:51

TS Cassie Fisted by Masseuse Kaiia Eve - HD wmv

Clips4sale 4 years ago

Sissy in Burqa: Height Humiliation and Domination - Candid Session with Goddess Marcy

56% HD 0:25 / 10:57

Sissy in Burqa: Height Humiliation and Domination - Candid Session with Goddess Marcy

Clips4sale 1 year ago

Sissy Compilation Outside drinking and pussy fuck in Public

Sissy Compilation Outside drinking and pussy fuck in Public

XVideos 8 months ago

Such Sloppy Anal Sluts

Such Sloppy Anal Sluts

Clips4sale 2 years ago

Sissy dressed in ass-plug tail out for a walk

Sissy dressed in ass-plug tail out for a walk

TrannyGem 2 years ago

SUPER HERO CARTOON FETISHTRANSEXUAL FISTING FART SUB SLAVE SISSY P1

HD 0:11 / 10:26

SUPER HERO CARTOON FETISHTRANSEXUAL FISTING FART SUB SLAVE SISSY P1

Clips4sale 3 years ago

Humiliation 269

Humiliation 269

Clips4sale 2 months ago

4K - Femcock vs Vibrator Round DX 1

4K 0:22 / 20:56

4K - Femcock vs Vibrator Round DX 1

Clips4sale 4 months ago

from manly to girly

from manly to girly

Clips4sale 6 months ago

SISSY INSPECTORS #1: MAID TO PERFORM

HD 0:30 / 11:12

SISSY INSPECTORS #1: MAID TO PERFORM

Clips4sale 4 years ago

CUM SISSY TRAINING

CUM SISSY TRAINING

XVideos 1 year ago

Futa Latex Dominatrix Anal & Throat Fuck With CEI

4K 0:30 / 11:46

Futa Latex Dominatrix Anal & Throat Fuck With CEI

Clips4sale 1 month ago

4K - Sporty Spicy Girl - Original Character

4K 0:13 / 12:06

4K - Sporty Spicy Girl - Original Character

Clips4sale 3 years ago

Patricia Wolford - Machine self anal training

Patricia Wolford - Machine self anal training

xHamster 9 months ago

Sissy Slut Swallows Sissygasm - CEI JOI Cum Eating Instructions by Goddess Nikki Kit

58% HD 0:25 / 9:39

Sissy Slut Swallows Sissygasm - CEI JOI Cum Eating Instructions by Goddess Nikki Kit

Clips4sale 1 year ago

Goth Bondage Sissy Training -- Sissy Bimbo Brandynette

Goth Bondage Sissy Training -- Sissy Bimbo Brandynette

YouPorn Unknown

Shona&#039_s Maid training 3

Shona&#039_s Maid training 3

XVideos 12 years ago

Intern Trains On Pietra Candy&#039_s Trans Ass DT986

Intern Trains On Pietra Candy&#039_s Trans Ass DT986

XVideos 3 years ago

Gianna And Jade Spank His Ass (720p)

66% HD 0:30 / 7:07

Gianna And Jade Spank His Ass (720p)

Clips4sale 1 month ago

Untitled

Eporner 3 years ago

Obedience training ballbusting cbt

Obedience training ballbusting cbt

SexTubeSpot 3 years ago

Natasha Joohs Private Show

Natasha Joohs Private Show

Flirt4Free 3 years ago

Big Dick Tranny Claus Disciplines Her Favorite Caged Sissy Elf

62% 4K 0:30 / 27:36

Big Dick Tranny Claus Disciplines Her Favorite Caged Sissy Elf

Clips4sale 1 year ago

Boss Turns You Into A Sissy Cock Sucking Whore

HD 0:27 / 14:45

Boss Turns You Into A Sissy Cock Sucking Whore

Clips4sale 3 years ago

Daniela Cabal Private Show

Daniela Cabal Private Show

Flirt4Free 2 years ago

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

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

ShemaleSin 5 years ago

CHAIR AND ROPES

CHAIR AND ROPES

Clips4sale 3 years ago

Emily Leah Private Show

Emily Leah Private Show

Flirt4Free 10 months ago

Exposing My Sissy Whore Roommate (SD)

57% HD 0:56 / 11:38

Exposing My Sissy Whore Roommate (SD)

Clips4sale 4 years ago

4K - The Femboy Studio - Electric Toothbrush

4K 0:15 / 30:50

4K - The Femboy Studio - Electric Toothbrush

Clips4sale 2 years ago

Olive Makes You Suck Lucy's Cock

Olive Makes You Suck Lucy's Cock

Clips4sale 2 years ago

lola sissy bitch get banged hard on a piano by TS stessy from tahiti with a large dick

lola sissy bitch get banged hard on a piano by TS stessy from tahiti with a large dick

ShemaleSin 6 months ago

I NEED YOUR MOUTH. GET SUCK MY COCK. TODAY WORKOUT TO MAKE A BLOWJET. TRANNY SUCKING A DILDO

I NEED YOUR MOUTH. GET SUCK MY COCK. TODAY WORKOUT TO MAKE A BLOWJET. TRANNY SUCKING A DILDO

XVideos 3 years ago

SUBMISSIVE SKINNY LADYBOY HOMEMADE ANAL CASTING

SUBMISSIVE SKINNY LADYBOY HOMEMADE ANAL CASTING

XVideos 3 months ago

Mrs Nara Sissification Training - Chapter Two: Swallow like a Bitch (720 EN-sub)

HD 0:30 / 15:33

Mrs Nara Sissification Training - Chapter Two: Swallow like a Bitch (720 EN-sub)

Clips4sale 2 years ago

Luna Completes ENTIRE Anal Training FapRoulette and Destroys Her Hole!! [FULL]

Luna Completes ENTIRE Anal Training FapRoulette and Destroys Her Hole!! [FULL]

YouPorn Unknown

Sissy pussy training 4: cute tranny in lingerie, converting asshole to pussy

Sissy pussy training 4: cute tranny in lingerie, converting asshole to pussy

YouPorn Unknown

My personal bitch on electro

4K 0:22 / 10:19

My personal bitch on electro

Clips4sale 4 years ago

Tiny Fuck Toys for Giantess Couple

66% HD 0:25 / 9:27

Tiny Fuck Toys for Giantess Couple

Clips4sale 2 years ago

Scarlette Ray Private Show

Scarlette Ray Private Show

Flirt4Free 2 years ago

Slutty Cum Extraction (1080p)

HD 0:05 / 12:19

Slutty Cum Extraction (1080p)

Clips4sale 4 years ago

FISTING TRAINING THIGH HIGH BOOTS CATSUIT RUBBER GLOVES SHEMALE DOMINATION 1

FISTING TRAINING THIGH HIGH BOOTS CATSUIT RUBBER GLOVES SHEMALE DOMINATION 1

Clips4sale 1 year ago

Killer ts nymph gets bare in the woods

Killer ts nymph gets bare in the woods

TrannyGem 1 year ago

Scarlette Ray Private Show

HD 2:00 / 15:13

Scarlette Ray Private Show

Flirt4Free 2 years ago

Submissive Training III

42% HD 0:10 / 10:29

Submissive Training III

LoyalFans 7 months ago

SISSY ACADEMY

Clips4sale 1 year ago

Auntie Kay puts Sarah over the knee!

Auntie Kay puts Sarah over the knee!

aShemaleTube 6 years ago

I Turn My Fuck Machine Up As HIgh As I Could Take It

I Turn My Fuck Machine Up As HIgh As I Could Take It

Clips4sale 1 year ago

Sissy training trance PMV

Sissy training trance PMV

XVideos 7 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 3 months ago

BRAZILIAN TRANS SLAVE DEEPTHROAT BLOWJOB

BRAZILIAN TRANS SLAVE DEEPTHROAT BLOWJOB

XVideos 4 months ago

Sissy Training (russian Voice) try to be a Hotty

Sissy Training (russian Voice) try to be a Hotty

ShemaleSin 4 years ago

Dominatrix Tania in her dungeon and sissy

HD 0:28 / 10:13

Dominatrix Tania in her dungeon and sissy

Clips4sale 2 years ago

4K - Femcock vs Vibrator Round 4

56% 4K 0:20 / 16:02

4K - Femcock vs Vibrator Round 4

Clips4sale 1 year ago

sexy training suck jizz harukanother x

sexy training suck jizz harukanother x

aShemaleTube 3 years ago

Prettied Up as a Sissy for Your Date

65% 0:10 / 7:43

Prettied Up as a Sissy for Your Date

Clips4sale 2 years ago

trans female jessiesissyadventures being a hoe

trans female jessiesissyadventures being a hoe

TrannyGem 5 months ago

Alex Coal - There's Still No Cure 720p

56% HD 0:11 / 50:51

Alex Coal - There's Still No Cure 720p

Clips4sale 3 years ago

My Sissy slave tore up his stockings_The Dragonlady_Femdom_Sissytraining_Feminization_Whipping

My Sissy slave tore up his stockings_The Dragonlady_Femdom_Sissytraining_Feminization_Whipping

Clips4sale 3 years ago

HD Ziva Fey - Obedient Overalls Mesmerization FULL LENGTH

HD 0:30 / 1:08:38

HD Ziva Fey - Obedient Overalls Mesmerization FULL LENGTH

Clips4sale 6 months ago

POINT OF VIEW Micro Man Rod Sissy Bi-Atch Plays With Snapchat Filters

POINT OF VIEW Micro Man Rod Sissy Bi-Atch Plays With Snapchat Filters

TrannyGem 5 months ago

First time with a new electrostimulator (wmv)

51% 0:25 / 17:28

First time with a new electrostimulator (wmv)

Clips4sale 4 years ago

Natasha Joohs Private Show

Natasha Joohs Private Show

Flirt4Free 3 years ago

Perverted Wetting! Tranny has to pee during workout and continues training wet!

65% 0:27 / 12:04

Perverted Wetting! Tranny has to pee during workout and continues training wet!

Clips4sale 2 years ago

The Faggot Feedback Loop: How I’m Rewiring Your Brain to Crave Cock Forever

HD 0:30 / 45:08

The Faggot Feedback Loop: How I’m Rewiring Your Brain to Crave Cock Forever

Clips4sale 3 months ago

SWALLOW SHEMALE CUM FOR GODDESS FAITH - PART 2

65% 0:30 / 7:05

SWALLOW SHEMALE CUM FOR GODDESS FAITH - PART 2

Clips4sale 5 months ago

”Drivers class ends with a hard ass fucking - Finn Harding , Amanda Riley”

”Drivers class ends with a hard ass fucking - Finn Harding , Amanda Riley”

429Men 2 months ago

ambar sex goddess latin venezuelan shemale playing dirty

ambar sex goddess latin venezuelan shemale playing dirty

XVideos 5 years ago

Sissy Task 2 Trans Lola Minaj Sisst Trans Dom MP4HD

Sissy Task 2 Trans Lola Minaj Sisst Trans Dom MP4HD

Clips4sale 2 years ago

Tear Up Your Butt - Sissy Teaching (Sissy Audio Hypnose)

Tear Up Your Butt - Sissy Teaching (Sissy Audio Hypnose)

TrannyGem 4 years ago

Give Up on Being a Man

46% HD 0:29 / 11:18

Give Up on Being a Man

Clips4sale 10 months ago

BBC TS Sniffies Sneaky Link

55% 0:30 / 22:48

BBC TS Sniffies Sneaky Link

Clips4sale 9 months ago

Mature Sissy Ride a Big Dildo Sissy Anal Slut

Mature Sissy Ride a Big Dildo Sissy Anal Slut

xHamster 2 years ago

Paying Bets

64% HD 2:00 / 7:28

Flirt4Free 3 months ago

Double dom with Lady Valeska: Sissy begs for cum

Double dom with Lady Valeska: Sissy begs for cum

Clips4sale 1 year ago

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