Training Videos - Trans (90,220)

Colon snake training thursday

Colon snake training thursday

xHamster 4 years ago

Sissy Boy Lovelaska - Gorgeous Ass Fucked Buttplug

Sissy Boy Lovelaska - Gorgeous Ass Fucked Buttplug

xHamster 4 years ago

HENTAI JOI - Sissy Training - ASTOLFO Dildo Femdom

HENTAI JOI - Sissy Training - ASTOLFO Dildo Femdom

XVideos 5 years ago

Cum-Guzzling Lessons - How a “Curious” Boy Becomes My Cum-Rag

64% HD 0:42 / 16:06

Cum-Guzzling Lessons - How a “Curious” Boy Becomes My Cum-Rag

Clips4sale 3 months ago

Zayra Ross Private Show

Zayra Ross Private Show

Flirt4Free 3 weeks ago

You Are A Sissy In Permanent Chastity

HD 0:20 / 10:29

You Are A Sissy In Permanent Chastity

Clips4sale 1 year ago

Ass Hole Dildo Fuck Home Indian Man

Ass Hole Dildo Fuck Home Indian Man

FapHouse 3 weeks ago

Sissy Pighole Ripped By Extreme Fisting Gape Destruction

Sissy Pighole Ripped By Extreme Fisting Gape Destruction

JuicyTrans 1 month ago

Emma & Master Private Show

HD 2:00 / 26:32

Emma & Master Private Show

Flirt4Free 2 months ago

NO MERCY NON STOP SHEMALE FETISHTRANSEXUAL HARDCORE ON SUB SLAVE COCKSUCKER P6

63% 0:18 / 11:47

NO MERCY NON STOP SHEMALE FETISHTRANSEXUAL HARDCORE ON SUB SLAVE COCKSUCKER P6

Clips4sale 3 years ago

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

HD 0:29 / 14:30

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

Clips4sale 2 years ago

Big Ass Shemale Mating Press with Bbc and HUGE Creampie

Big Ass Shemale Mating Press with Bbc and HUGE Creampie

xHamster 5 months ago

Sissy Slut Fucked And Drained Stage 1 (MP4)

65% 0:12 / 17:37

Sissy Slut Fucked And Drained Stage 1 (MP4)

Clips4sale 5 months ago

Dribble for Dicks - Your Endless Craving for Cocks MOV

Dribble for Dicks - Your Endless Craving for Cocks MOV

Clips4sale 2 years ago

My morning training

My morning training

xHamster 2 years ago

Your Gay Affair Training Tasks

66% HD 0:29 / 10:42

Your Gay Affair Training Tasks

Clips4sale 10 months ago

trans sissy wench with blue hair going avid with large dildos - MercurySissy aka Mercury Montana riding and training in chastity

trans sissy wench with blue hair going avid with large dildos - MercurySissy aka Mercury Montana riding and training in chastity

ShemaleSin 1 year ago

Leyla Steel Private Show

66% HD 2:00 / 18:02

Leyla Steel Private Show

Flirt4Free 1 year ago

Making You Soft Forever

HD 0:29 / 19:00

Making You Soft Forever

Clips4sale 7 months ago

Filthy Piggy Butthole - Queer Bunny Babe and Sinn Sage WMV

67% HD 0:19 / 20:25

Filthy Piggy Butthole - Queer Bunny Babe and Sinn Sage WMV

Clips4sale 4 years ago

FULL MOVIE A Prisoner in StepDaddys House

47% HD 0:30 / 1:09:16

FULL MOVIE A Prisoner in StepDaddys House

Clips4sale 1 year ago

Katherine Vera Private Show

58% HD 2:00 / 14:47

Katherine Vera Private Show

Flirt4Free 2 years ago

Sissy gets her holes stuffed in gangbang

Sissy gets her holes stuffed in gangbang

Clips4sale 1 year ago

More Plugs in My Ass - Cece Monroe Butt Plugs with Anal - 720p MP4

More Plugs in My Ass - Cece Monroe Butt Plugs with Anal - 720p MP4

Clips4sale 3 months ago

Throat Dominator 2 mp4

Throat Dominator 2 mp4

Clips4sale 2 years ago

Sissy Slut Affirmations Cum Eating Countdown Sissification Task 3 Encouraged Feminization by Blonde Femdom FLR Mistress Emily Marilyn

HD 0:20 / 18:39

Sissy Slut Affirmations Cum Eating Countdown Sissification Task 3 Encouraged Feminization by Blonde Femdom FLR Mistress Emily Marilyn

Clips4sale 7 months ago

Sarada Training v2.2 Part 10 Sex With Kurenai And Hyuga By LoveSkySan69

Sarada Training v2.2 Part 10 Sex With Kurenai And Hyuga By LoveSkySan69

Pornzona 4 weeks ago

Female Mistress Facesitting a Masturbating Cross Dresser

Female Mistress Facesitting a Masturbating Cross Dresser

FapHouse 9 months ago

Sissy Elvi Lynx Hardcore Anal Fuck Machine and Anal Gape

Sissy Elvi Lynx Hardcore Anal Fuck Machine and Anal Gape

xHamster 1 month ago

BLACK DILDO INSIDE

HD 2:00 / 14:52

BLACK DILDO INSIDE

Flirt4Free 1 year ago

Amber Burnt Private Show

Amber Burnt Private Show

Flirt4Free 2 years 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

My stepbrother menaces to pound me if I don't put a finger in my booty and make a movie

My stepbrother menaces to pound me if I don't put a finger in my booty and make a movie

TrannyGem 3 years ago

Carla F Coxx Private Show

HD 2:00 / 14:57

Carla F Coxx Private Show

Flirt4Free 2 years ago

Sorority Girls StrapOn Hazing

55% HD 0:10 / 13:01

Sorority Girls StrapOn Hazing

LoyalFans 10 months ago

Daisy Taylor Wears Miniskirt Without Panties On The Train! This Makes Johnny Horny As Fuck!

Daisy Taylor Wears Miniskirt Without Panties On The Train! This Makes Johnny Horny As Fuck!

Eporner 1 year ago

Anal invasion traning: torn up with butt-plug

Anal invasion traning: torn up with butt-plug

TransTube.tv 1 year ago

Daisy Dane Private Show

Daisy Dane Private Show

Flirt4Free 1 year ago

Jhon Windsor Private Show

57% 4K 2:00 / 4:59

Jhon Windsor Private Show

Flirt4Free 1 month ago

Vanessa Mancini Private Show

HD 2:00 / 21:35

Vanessa Mancini Private Show

Flirt4Free 2 years ago

ONE OF THE BEST CROSSDRESSER TRAINING VIDEOS

ONE OF THE BEST CROSSDRESSER TRAINING VIDEOS

XXXShemalePorn 7 years ago

SISSY MANNEQUIN TASK

SISSY MANNEQUIN TASK

Clips4sale 4 months ago

Sissy doxy Creampied by BBC onlyfans alexiakessel1

Sissy doxy Creampied by BBC onlyfans alexiakessel1

ShemaleSin 3 years ago

8K UNMASKED - Red Hot Chili Femboy Eats Double Cum

60% 4K 0:22 / 30:09

8K UNMASKED - Red Hot Chili Femboy Eats Double Cum

Clips4sale 8 months ago

First Time A Slut Gets Fucked Hard

First Time A Slut Gets Fucked Hard

FapNFuck 1 year ago

Wear My Panties and Rub, Sissy Slut!

53% 0:10 / 10:15

Wear My Panties and Rub, Sissy Slut!

Clips4sale 2 years ago

Me sissy faggot femboy anal dildo fisting

Me sissy faggot femboy anal dildo fisting

xHamster 5 years ago

Francheska Avila Private Show

HD 2:00 / 13:45

Francheska Avila Private Show

Flirt4Free 3 years ago

AnalqueenTs gets off while riding dildo and takes a hot load in her ass

AnalqueenTs gets off while riding dildo and takes a hot load in her ass

TrannyMovs 6 months ago

the sissy maid process

the sissy maid process

Clips4sale 1 year ago

It's not gay if I play with my ass with the toy, lingerie and her skirt, right?

It's not gay if I play with my ass with the toy, lingerie and her skirt, right?

Clips4sale 1 year ago

Carla F Coxx Private Show

63% HD 2:00 / 7:52

Carla F Coxx Private Show

Flirt4Free 2 years ago

Loser slave loses bet against 7 Dommes and is gangbanged (1080 EN-sub)

44% HD 0:31 / 23:10

Loser slave loses bet against 7 Dommes and is gangbanged (1080 EN-sub)

Clips4sale 1 year ago

SUBMISSIVE SKINNY LADYBOY ANAL CASTING &amp_ SLAVE TRAINING | XDOMINANT

Premium HD 28:49

SUBMISSIVE SKINNY LADYBOY ANAL CASTING &amp_ SLAVE TRAINING | XDOMINANT

xnxxGold 1 year ago

Transsexual Sissy massive baps mastrubating super-hot

Transsexual Sissy massive baps mastrubating super-hot

TrannyGem 3 years ago

SMM016-Bondaged sissy, self-bondaged training

SMM016-Bondaged sissy, self-bondaged training

ShemaleSin 1 year ago

Sissy Transformation Ft Trans Femdom Queen

Sissy Transformation Ft Trans Femdom Queen

ShemaleSin 5 years ago

Angela Peres Throat Training With Dildo

Angela Peres Throat Training With Dildo

IcePorn 2 months ago

Luke Hardy & Cristian Ford Private Show

HD 2:00 / 31:48

Luke Hardy & Cristian Ford Private Show

Flirt4Free 3 months ago

Сучька фембой Hattabi4ik сквирт оргазм наслаждение сочная задница с анальными игрушками

Сучька фембой Hattabi4ik сквирт оргазм наслаждение сочная задница с анальными игрушками

XVideos 10 months ago

Femboy Ass Ripped By Fuck Machine Cums Hands Free Gushing

Femboy Ass Ripped By Fuck Machine Cums Hands Free Gushing

JuicyTrans 4 weeks ago

Latex Domination and Sissy Training

Latex Domination and Sissy Training

aShemaleTube 2 months ago

Carla F Coxx Private Show

HD 2:00 / 22:18

Carla F Coxx Private Show

Flirt4Free 3 years ago

Tiny Dick Chastity And Mild Training

Tiny Dick Chastity And Mild Training

BeMyHole 3 years ago

MILF1866 - Pegging the Bully: Rachel Steele & London River’s Femdom Justice P2

63% HD 0:23 / 17:21

MILF1866 - Pegging the Bully: Rachel Steele & London River’s Femdom Justice P2

Clips4sale 1 year ago

Interactive Sissy Quiz - How Big of a Sissy Slut Are You?

HD 1:00 / 13:23

Interactive Sissy Quiz - How Big of a Sissy Slut Are You?

Clips4sale 4 weeks ago

Tessa Lian Private Show

HD 2:00 / 24:00

Tessa Lian Private Show

Flirt4Free 2 years ago

CONVERTING CURIOUS BOYS

CONVERTING CURIOUS BOYS

Clips4sale 2 years ago

Trans Chick Spread by Banging Machine

Trans Chick Spread by Banging Machine

TrannyGem 2 years ago

Corina Streignard Private Show

63% HD 2:00 / 4:39

Corina Streignard Private Show

Flirt4Free 3 years ago

Sissy Maker Humiliation Training

Sissy Maker Humiliation Training

AbTranny 7 years ago

Scarlette Ray Private Show

Scarlette Ray Private Show

Flirt4Free 2 years ago

Keisy Royce Private Show

HD 2:00 / 16:42

Keisy Royce Private Show

Flirt4Free 2 years ago

BRAZZERS Exxtra - LaSirena69 interracial anal

BRAZZERS Exxtra - LaSirena69 interracial anal

HardPornoTube 4 years ago

Obsessed with shemales

Obsessed with shemales

Clips4sale 2 years ago

Eat Your Cum Off My Tits, Bitch CEI JOI

HD 0:20 / 13:31

Eat Your Cum Off My Tits, Bitch CEI JOI

Clips4sale 4 years ago

Beautiful Transvestite with Big and Hot Cock - Ai Arte

Beautiful Transvestite with Big and Hot Cock - Ai Arte

FapHouse 2 months ago

Corrine Dittmann Private Show

Corrine Dittmann Private Show

Flirt4Free 7 months ago

Prissy sissy Dolly - Locked in frills

52% 0:30 / 13:12

Prissy sissy Dolly - Locked in frills

Clips4sale 1 year ago

Eva Lux Blowjob

Eva Lux Blowjob

Flirt4Free 2 years ago

New Silikon breast, cock & ball whipping and than fisting

New Silikon breast, cock & ball whipping and than fisting

xHamster 9 months ago

Crossdresser sissy slave get her first bitchy make up pt1 HD

Crossdresser sissy slave get her first bitchy make up pt1 HD

XVideos 5 years ago

Anna May riding her fuck machine

Anna May riding her fuck machine

xHamster 9 months ago

Sissy in Ankle Cuffs and Stiletto Mules cleaning kitchen floor

Sissy in Ankle Cuffs and Stiletto Mules cleaning kitchen floor

Clips4sale 10 months ago

Ryley Rails Cum Compilation Vol 8

65% HD 0:29 / 16:04

Ryley Rails Cum Compilation Vol 8

Clips4sale 4 years ago

Sissy Francis Malice Egg Fun Opportunity

Sissy Francis Malice Egg Fun Opportunity

xHamster 2 years ago

Sissy Bride Edging in Panties Challenge

4K 0:25 / 10:47

Sissy Bride Edging in Panties Challenge

Clips4sale 1 year ago

4K - Girl Cock Yoga Pose 8

61% 4K 0:30 / 25:06

4K - Girl Cock Yoga Pose 8

Clips4sale 5 months ago

Rubber Strap On Training - Part 1

Rubber Strap On Training - Part 1

Clips4sale 1 year ago

Strict rubbermaid training at mistress bernadette

Strict rubbermaid training at mistress bernadette

AbTranny 7 years ago

Inverted Chastity Off, Itty Bitty Clitty Gets Sounded, Pushed Back in &amp_ Locked up Again!

Inverted Chastity Off, Itty Bitty Clitty Gets Sounded, Pushed Back in &amp_ Locked up Again!

XVideos 1 year ago

Angel Joseph Private Show

HD 2:00 / 13:32

Angel Joseph Private Show

Flirt4Free 2 months ago

New Sissy Maid Inspection And Training Stage 1 (WMV)

New Sissy Maid Inspection And Training Stage 1 (WMV)

Clips4sale 1 year ago

Your Secret's Out, You Cock-Hungry Faggot

HD 0:30 / 31:34

Your Secret's Out, You Cock-Hungry Faggot

Clips4sale 3 months ago

Keisy Royce Private Show

Keisy Royce Private Show

Flirt4Free 2 years ago

Keisy Royce Private Show

HD 2:00 / 11:08

Keisy Royce Private Show

Flirt4Free 2 years ago

Andrea & Taty Private Show

61% HD 2:00 / 4:49

Andrea & Taty Private Show

Flirt4Free 9 months ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 3 weeks ago

Trans Sissy and Her straight Aussie BF playing with our ramrods and giving a kiss

Trans Sissy and Her straight Aussie BF playing with our ramrods and giving a kiss

ShemaleSin 4 years ago

Carla F Coxx Private Show

Carla F Coxx Private Show

Flirt4Free 2 years ago

Sissy Training MAKE COCKS CUM PMV

Sissy Training MAKE COCKS CUM PMV

aShemaleTube 3 years ago

Andrew Benson Private Show

HD 2:00 / 18:22

Andrew Benson Private Show

Flirt4Free 3 years ago

Body Swap with Stalker & Turned into Slut

Body Swap with Stalker & Turned into Slut

Clips4sale 1 year ago

Massimo Lombardi Private Show

63% HD 2:00 / 16:44

Massimo Lombardi Private Show

Flirt4Free 1 year ago

Ai Salon Sucker

Ai Salon Sucker

Clips4sale 2 years ago

Taped to the chair and made a Sissy with TS Yakira, Adara Jordyn , Mistress Susi wmv

65% 0:11 / 13:07

Taped to the chair and made a Sissy with TS Yakira, Adara Jordyn , Mistress Susi wmv

Clips4sale 2 years 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

SEX ORAL SESSION: Kisses, Rim, Suck, 69 Suck. 30 CRD TO GET UR TICKET - Part 2

HD 2:00 / 14:50

SEX ORAL SESSION: Kisses, Rim, Suck, 69 Suck. 30 CRD TO GET UR TICKET - Part 2

Flirt4Free 7 years ago

TRANNIES XXX: Pleasuring Dayanna Vidal

TRANNIES XXX: Pleasuring Dayanna Vidal

ShemaleSin 3 years ago

Slow Cock Worship Training: Sissy Cock Worship Induction

Slow Cock Worship Training: Sissy Cock Worship Induction

AbTranny 6 years ago

Francheska Avila Private Show

Francheska Avila Private Show

Flirt4Free 3 years ago

Sissy Slut's USE of BBC!

Premium HD 46:52

Sissy Slut's USE of BBC!

Sheer 1 year ago

Cum Slut Academy Class 2 Cuckold Breeding Submission

HD 0:25 / 13:18

Cum Slut Academy Class 2 Cuckold Breeding Submission

IWantClips 2 years ago

Door Dominator 2 mp4

Door Dominator 2 mp4

Clips4sale 2 years ago

CAGED SISSY receives ENEMA and wets DIAPER before SPANKING treatment

HD 0:32 / 17:57

CAGED SISSY receives ENEMA and wets DIAPER before SPANKING treatment

Clips4sale 1 year ago

Suck Real Cock and Eat her Cum- Sissy Training with TS Mistress- ft Melissa Taylor

HD 0:13 / 11:05

Suck Real Cock and Eat her Cum- Sissy Training with TS Mistress- ft Melissa Taylor

IWantClips 6 months ago

SUBMISSIVE LADYBOY ANAL FART FUCKING &amp_ SLAVE TRAINING

Premium HD 42:49

SUBMISSIVE LADYBOY ANAL FART FUCKING &amp_ SLAVE TRAINING

xnxxGold 7 months ago

Aubrey Saint Private Show

Aubrey Saint Private Show

Flirt4Free 3 months ago

Princess Donna's Snatched & Kept New Sextoy Stefani Special

Premium 1:03:15

Princess Donna's Snatched & Kept New Sextoy Stefani Special

Clips4sale 1 year ago

Anal fisting belladonnas magic hand par2

Anal fisting belladonnas magic hand par2

xHamster 4 years ago

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