Training Videos - Trans (89,931)

Basic Rules 4 a novice slut PT5 - Cum In Chastity

57% HD 0:15 / 6:24

Basic Rules 4 a novice slut PT5 - Cum In Chastity

Clips4sale 4 years ago

Sissy Diapers and Sissy Schooling

66% HD 0:30 / 15:51

Sissy Diapers and Sissy Schooling

Clips4sale 9 months ago

Synchrophasofuck

Synchrophasofuck

FapHouse 9 months ago

Your Gender Failed at Pleasure

Your Gender Failed at Pleasure

Clips4sale 3 months ago

Sissy Alina Choked Gagging Deepthroat Dildo Cum Destruction Flood

Sissy Alina Choked Gagging Deepthroat Dildo Cum Destruction Flood

JuicyTrans 1 month ago

Emma & Master Private Show

Emma & Master Private Show

Flirt4Free 2 months ago

Make your Appointment, Sissy

Make your Appointment, Sissy

Clips4sale 11 months ago

Leather Triple Dommes Strapon Blowjob Slave Training

Leather Triple Dommes Strapon Blowjob Slave Training

Clips4sale 2 years ago

Jessica Kat Gets a Handjob During the Tennis Endurance Training

49% 0:30 / 13:28

Jessica Kat Gets a Handjob During the Tennis Endurance Training

Clips4sale 1 year ago

Sissi Stacy Sucked and Anal Training to Meet Guests

Sissi Stacy Sucked and Anal Training to Meet Guests

FapHouse 1 year ago

Domina M's Doormat Roommate (WMV)

Domina M's Doormat Roommate (WMV)

Clips4sale 10 months ago

Shemale mistress Emma Rose trains milf

Shemale mistress Emma Rose trains milf

Fapcat 2 years ago

Splits Training in Lilac Day 1

HD 0:39 / 30:10

Splits Training in Lilac Day 1

FapHouse 1 year ago

Demonic Futa nun will fuck you and convert you to become a Satanist - FUTANARI , POV, ANAL, BLASPHEMY

64% 0:18 / 9:29

Demonic Futa nun will fuck you and convert you to become a Satanist - FUTANARI , POV, ANAL, BLASPHEMY

Clips4sale 1 year ago

Sasha's Obedient Sissy Slave (WMV)

43% 0:12 / 17:08

Sasha's Obedient Sissy Slave (WMV)

Clips4sale 1 year ago

Cock Worship is your New Job

55% 0:30 / 22:57

Cock Worship is your New Job

Clips4sale 2 years ago

Cardenas Sofia Private Show

HD 2:00 / 25:21

Cardenas Sofia Private Show

Flirt4Free 2 years ago

Angel Moran Private Show

Angel Moran Private Show

Flirt4Free 3 years ago

Rock Femboy Anal Training With Ass Plug on HALLOWEEN *WARNING: LOUD BUSSY!????**

Rock Femboy Anal Training With Ass Plug on HALLOWEEN *WARNING: LOUD BUSSY!????**

ShemaleSin 3 months ago

Sabrina Smiith Private Show

Sabrina Smiith Private Show

Flirt4Free 2 weeks ago

Making You My Sissy Bitch

Making You My Sissy Bitch

Clips4sale 3 years ago

Irene Gomez Private Show

Irene Gomez Private Show

Flirt4Free 5 years ago

Carla F Coxx Private Show

63% HD 2:00 / 6:33

Carla F Coxx Private Show

Flirt4Free 3 years ago

Big ass Mallu indian sissy femboy crossdresser in short shirt and opening ass pussy hole

Big ass Mallu indian sissy femboy crossdresser in short shirt and opening ass pussy hole

xHamster 2 years ago

SISSY EXPOSURE CODE

SISSY EXPOSURE CODE

Clips4sale 1 year ago

YOGA GIRLS: Sweaty Armpit Sniffing & Strap-On Fucking

YOGA GIRLS: Sweaty Armpit Sniffing & Strap-On Fucking

Clips4sale 1 year ago

Emmily Siete Private Show

Emmily Siete Private Show

Flirt4Free 2 years ago

Celeste Darell Private Show

HD 2:00 / 15:32

Celeste Darell Private Show

Flirt4Free 2 years ago

Violetta R Private Show

Violetta R Private Show

Flirt4Free 5 years ago

TS Natassia Dream and Robert Axel in The Prelude to 'Super Soldier'

TS Natassia Dream and Robert Axel in The Prelude to 'Super Soldier'

AbTranny 9 years ago

My femboy stepbrother learns to suck dicks

My femboy stepbrother learns to suck dicks

xHamster 1 year ago

Build A Sissy (Pt1) 720MP4 - Hot blonde brat girl trains you to be a pretty slutty sissy bimbo, teaching you how to do your makeup, hair and how to dress slutty and sexy

Build A Sissy (Pt1) 720MP4 - Hot blonde brat girl trains you to be a pretty slutty sissy bimbo, teaching you how to do your makeup, hair and how to dress slutty and sexy

Clips4sale 1 year ago

CD trains humiliates and fucks her sissy cd

CD trains humiliates and fucks her sissy cd

aShemaleTube 5 years ago

PLUMPER Trans Biotch Buttfuck and Deep Throat Teaching

PLUMPER Trans Biotch Buttfuck and Deep Throat Teaching

TrannyGem 2 years ago

Slut Training PT2 - lets make use the teeth for a reason! - 480P

Slut Training PT2 - lets make use the teeth for a reason! - 480P

Clips4sale 2 years ago

Alina & Samantha Private Show

Alina & Samantha Private Show

Flirt4Free 3 years ago

Emily Dominated Sissy

HD 0:39 / 17:27

Emily Dominated Sissy

FapHouse 1 year ago

Cute femboy cums and enjoys his fresh Honeykissme toy

Cute femboy cums and enjoys his fresh Honeykissme toy

ShemaleSin 2 years ago

CUM and USE OF BEAUTIFUL SISSY WHORE

65% HD 0:30 / 18:52

CUM and USE OF BEAUTIFUL SISSY WHORE

Clips4sale 1 year ago

Big Cock stepMommy Turns You Sissy - hd wmv

55% HD 0:30 / 13:00

Big Cock stepMommy Turns You Sissy - hd wmv

Clips4sale 3 years ago

Little Bitch Makeover!

65% 0:10 / 10:24

Little Bitch Makeover!

Clips4sale 1 year ago

Sexy Sissification

Sexy Sissification

Clips4sale 3 years ago

Sub Torment 4 mp4

Sub Torment 4 mp4

Clips4sale 2 years ago

Throat Dominator 2 mp4

Throat Dominator 2 mp4

Clips4sale 2 years ago

”Chastity Freaks #FemdomRAW”

”Chastity Freaks #FemdomRAW”

4Wank 1 year ago

Alessia Viilla & Charlie Lenox Private Show

Alessia Viilla & Charlie Lenox Private Show

Flirt4Free 10 months ago

Cum CD whore get your p. ready

Cum CD whore get your p. ready

XXXShemalePorn 3 years ago

Fit Dominat Sissy Oral Job Training #FemdomRAW - Kendra Heart

Fit Dominat Sissy Oral Job Training #FemdomRAW - Kendra Heart

ShemaleSin 2 years ago

Anal Slut Training With Caileykatts

Anal Slut Training With Caileykatts

TubeOn 3 months ago

Submissive Ladyboy Anal Casting & Slave Training

Submissive Ladyboy Anal Casting & Slave Training

xHamster 6 months ago

Erica Cherry Trains Tattooed Sub Lady Lazarus FULL SCENE

4K 0:30 / 26:45

Erica Cherry Trains Tattooed Sub Lady Lazarus FULL SCENE

Clips4sale 3 years ago

Melaniie Moon Private Show

Melaniie Moon Private Show

Flirt4Free 2 weeks ago

Cleanup Cuck Training

HD 0:10 / 11:26

Cleanup Cuck Training

LoyalFans 1 year ago

Headmistress Murmur Trains Me to Screw Her Sissy Bitches - Sasha_de_Sade & MistressMurmur on OF

Headmistress Murmur Trains Me to Screw Her Sissy Bitches - Sasha_de_Sade & MistressMurmur on OF

ShemaleSin 9 months ago

Cam for 22 Oct 24 La Soubrette De Maison Close

HD 1:01 / 22:35

Cam for 22 Oct 24 La Soubrette De Maison Close

FapHouse 1 year ago

深夜の公園おさんぽ露出調教、羞恥心と背徳感に支配される肉便器【女装マゾ】【みけぽ】【GMPD】【肉便器】【精液便所】【奴隷】【調教】【露出】

深夜の公園おさんぽ露出調教、羞恥心と背徳感に支配される肉便器【女装マゾ】【みけぽ】【GMPD】【肉便器】【精液便所】【奴隷】【調教】【露出】

TrannyGem 2 years ago

Tsunade Fuck Sakura After Training |Futa No Jutsu|

Tsunade Fuck Sakura After Training |Futa No Jutsu|

Pornzona 3 weeks ago

Sissy gets her holes stuffed in gangbang

Sissy gets her holes stuffed in gangbang

Clips4sale 1 year ago

4K - Femcock vs Vibrator Round 6

4K 0:20 / 25:04

4K - Femcock vs Vibrator Round 6

Clips4sale 9 months ago

Evil SheMale Makes You Cum

48% HD 0:15 / 5:12

Evil SheMale Makes You Cum

Clips4sale 2 years ago

Valery & Felipe Private Show

Valery & Felipe Private Show

Flirt4Free 1 year ago

Brutus Tries on Different Underwear

66% HD 2:00 / 9:47

Brutus Tries on Different Underwear

Flirt4Free 8 years ago

Eve Girard Private Show

Eve Girard Private Show

Flirt4Free 4 years ago

Luke Hardy & Cristian Ford Private Show

Luke Hardy & Cristian Ford Private Show

Flirt4Free 1 year ago

Japanese trans star Julia Winston fucked hard

49% HD 0:39 / 25:05

Japanese trans star Julia Winston fucked hard

FapHouse 5 years ago

Charlie Cano Private Show

59% HD 2:00 / 20:04

Charlie Cano Private Show

Flirt4Free 3 years ago

COMPLETE DIAPER DEPENDENCE PROGRAMMING - Diaper Fetish Mind Fuck, ABDL Mesmerize

55% 0:30 / 21:32

COMPLETE DIAPER DEPENDENCE PROGRAMMING - Diaper Fetish Mind Fuck, ABDL Mesmerize

Clips4sale 1 year ago

christmas trans top ria bentley trains caged sissy elf lola crystals

61% HD 0:30 / 27:36

christmas trans top ria bentley trains caged sissy elf lola crystals

AnalVids 5 months ago

Small clit cock caged and boi pussy pegged😈

Small clit cock caged and boi pussy pegged😈

xHamster 1 year ago

Cum-Soaked Devotion: Serving My Divine Shemale BBC Pastors

Premium HD 12:28

Cum-Soaked Devotion: Serving My Divine Shemale BBC Pastors

Clips4sale 1 year ago

Proper masterbation for sissy white bois

Proper masterbation for sissy white bois

XVideos 9 years ago

Bryan is Pantied and Plugged

57% HD 0:30 / 11:04

Bryan is Pantied and Plugged

OnlyPornVideo 3 months ago

Lorens Tyler Private Show

57% HD 2:00 / 5:49

Lorens Tyler Private Show

Flirt4Free 2 years ago

Anal Depth Training ... LiveJasmin Cam To Cam Free Chat Chat

Anal Depth Training ... LiveJasmin Cam To Cam Free Chat Chat

Eporner 1 year ago

Wrestling lesson surprise cock MP4720

63% 0:46 / 15:01

Wrestling lesson surprise cock MP4720

Clips4sale 1 year ago

Enjoying a couple of Mr. Hankey's toys

Enjoying a couple of Mr. Hankey's toys

xHamster 9 months ago

Cucky Couple

HD 0:10 / 15:33

LoyalFans 2 years ago

Bambis Sissy Transformation

Bambis Sissy Transformation

Clips4sale 3 years 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

Dance

59% HD 2:00 / 1:31:22

Flirt4Free 2 years ago

$Let\'s start a little game My hard cock in your face and and my balls in your mouth!(jerk)(yummy)(rasp)(squirt)$ HD 2:00 / 5:34

Let\'s start a little game My hard cock in your face and and my balls in your mouth!(jerk)(yummy)(rasp)(squirt)

Flirt4Free 5 years ago

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (4K)

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (4K)

Clips4sale 8 months ago

Myla Vibes Private Show

Myla Vibes Private Show

Flirt4Free 8 months ago

Taste The Rainbow

Taste The Rainbow

Clips4sale 1 year ago

YOU’RE GAY & THAT’S OK

55% 4K 0:25 / 7:56

YOU’RE GAY & THAT’S OK

Clips4sale 3 years ago

SLUTTY FOR ME - muscle boi teaches you the essentials of being a SLUT for PRIDE - 4k

4K 0:30 / 13:10

SLUTTY FOR ME - muscle boi teaches you the essentials of being a SLUT for PRIDE - 4k

Clips4sale 1 year ago

Dimitri Caruso Private Show

Dimitri Caruso Private Show

Flirt4Free 4 years ago

PREDOMINANCE & SUBORDINATION dominatrix plays with her sissy gal

PREDOMINANCE & SUBORDINATION dominatrix plays with her sissy gal

TransTube.tv 1 year ago

Unexperienced Sissy breezy fellate that big black cock and got butt total rock hard poked

Unexperienced Sissy breezy fellate that big black cock and got butt total rock hard poked

Gayhub 11 months ago

Pegging my sissy gimp in permanent chastity

Pegging my sissy gimp in permanent chastity

Pornzona 1 month ago

”Tranny Sergeant Jessy Dubai Trains Her New Recruits”

”Tranny Sergeant Jessy Dubai Trains Her New Recruits”

Rainblow 1 year ago

Sissy Maid Hands Free Dildo Training Ass Destroyed Gushing

Sissy Maid Hands Free Dildo Training Ass Destroyed Gushing

JuicyTrans 4 weeks ago

Bought & Broken In (1080 HD)

71% 4K 0:53 / 20:39

Bought & Broken In (1080 HD)

Clips4sale 3 years ago

Celeste Darell Private Show

HD 2:00 / 14:22

Celeste Darell Private Show

Flirt4Free 2 years ago

Amy Eden Private Show

Amy Eden Private Show

Flirt4Free 2 years ago

Daniela Beltran Private Show

Daniela Beltran Private Show

Flirt4Free 3 years ago

Sissy gets a wedgie on a post at the park

Sissy gets a wedgie on a post at the park

Gayhub 1 year ago

TRANS SHEMALE FANTASY (ITA)

53% HD 0:10 / 12:24

TRANS SHEMALE FANTASY (ITA)

LoyalFans 1 year ago

Peggy Cantrell & Augusta Hedge Private Show

Peggy Cantrell & Augusta Hedge Private Show

Flirt4Free 2 years ago

Hex accepts his fate to become a slutty sissy maid (720p)

HD 0:31 / 18:45

Hex accepts his fate to become a slutty sissy maid (720p)

Clips4sale 1 year ago

Become My Femme Bestie Fill-In To Date Me

Become My Femme Bestie Fill-In To Date Me

Clips4sale 2 years ago

SKINNY SUBMISSIVE LADYBOY ANAL CASTING &amp_ SLAVE TRAINING

SKINNY SUBMISSIVE LADYBOY ANAL CASTING &amp_ SLAVE TRAINING

XVideos 7 months ago

Kyra Mori Private Show

Kyra Mori Private Show

Flirt4Free 1 year ago

Dimitri Caruso Private Show

Dimitri Caruso Private Show

Flirt4Free 4 years ago

4K - Lusty Shower Vol 9

64% 4K 0:08 / 33:59

4K - Lusty Shower Vol 9

Clips4sale 2 years ago

Celeste Darell Private Show

HD 2:00 / 15:53

Celeste Darell Private Show

Flirt4Free 2 years ago

Caught and Made Femme While House Sitting

4K 0:29 / 32:43

Caught and Made Femme While House Sitting

Clips4sale 2 years ago

Kept by Jessica Blake Part 4

HD 1:01 / 18:57

Kept by Jessica Blake Part 4

FapHouse 2 months ago

Zayra Ross Private Show

Zayra Ross Private Show

Flirt4Free 2 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

PLUGGED + LOCKED = THE SISSY WHORE [Sissy Training Reinforcement] [Sissy] [Chastity] [Chastity Device] [ButtPlug] [Plugged] [Plugged in Chastity] [Plug] [Butt] [Chastity Training] [Locked in Chastity] [Chastity Cage] [Caged]

PLUGGED + LOCKED = THE SISSY WHORE [Sissy Training Reinforcement] [Sissy] [Chastity] [Chastity Device] [ButtPlug] [Plugged] [Plugged in Chastity] [Plug] [Butt] [Chastity Training] [Locked in Chastity] [Chastity Cage] [Caged]

Clips4sale 1 year ago

Tarzan Belts His Ass, Combs His Hair, and Fingers His Hole

HD 2:00 / 10:21

Tarzan Belts His Ass, Combs His Hair, and Fingers His Hole

Flirt4Free 9 years ago

Leah Gotti,big ass teen-babe takes pussy fuck and creampie after training

HD 0:39 / 31:52

Leah Gotti,big ass teen-babe takes pussy fuck and creampie after training

FapHouse 5 years ago

The perfect sissy for us

45% 0:23 / 5:55

The perfect sissy for us

Clips4sale 2 years ago

Sissy Shemale Anal Hardcore Step By Step Training - sissy

Sissy Shemale Anal Hardcore Step By Step Training - sissy

Analdin 6 years ago

Sissy Bride Edging in Panties Challenge

4K 0:25 / 10:47

Sissy Bride Edging in Panties Challenge

Clips4sale 1 year ago

P12: Live for the world to see—one stunning trans dom, two restrained, cocked-up subs, throats stuffed, holes filled, dripping with spit and praise until they explode in cum-soaked obedience under her gaze

HD 0:20 / 11:06

P12: Live for the world to see—one stunning trans dom, two restrained, cocked-up subs, throats stuffed, holes filled, dripping with spit and praise until they explode in cum-soaked obedience under her gaze

Clips4sale 1 year 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

TS Cock and 2 large Strapons made to suck with Arms suspended up FullHD

TS Cock and 2 large Strapons made to suck with Arms suspended up FullHD

Clips4sale 3 years ago

sissy crossdresser rides a dildo cums and gets anal orgasm (fuck bitch ass)

sissy crossdresser rides a dildo cums and gets anal orgasm (fuck bitch ass)

Pornzona 1 month ago

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