Training Videos - Trans (117,751)

How About a 35 Minute Video with Fucking - Sucking and Lots of Hot Sexy Fun? Starring Bailey Love - Lexi and Riley. the Training

HD 0:39 / 35:10

How About a 35 Minute Video with Fucking - Sucking and Lots of Hot Sexy Fun? Starring Bailey Love - Lexi and Riley. the Training

FapHouse 1 year ago

Intro To Sissification 1 - Dress Up

60% 0:14 / 7:24

Intro To Sissification 1 - Dress Up

Clips4sale 2 years ago

OUTDDOR SISSY POKE by DOMINA

OUTDDOR SISSY POKE by DOMINA

TrannyGem 3 years ago

Mistress streches urethra peehole of her sissy with dilator edging

Mistress streches urethra peehole of her sissy with dilator edging

XHamster 5 months ago

Best of Harmony Rose vol 1 Clip 1

Best of Harmony Rose vol 1 Clip 1

XHamster 1 year ago

Alexxa A Private Show

Alexxa A Private Show

Flirt4Free 7 months ago

AB121 Slutty succubus bizarre training

AB121 Slutty succubus bizarre training

ShemaleSin 5 months ago

Sex Training Trans Baby Cumshot Compilation Handjob

Sex Training Trans Baby Cumshot Compilation Handjob

XHamster 2 months ago

Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom

Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom

ShemaleSin 1 year ago

Drink My Loads Sissy Tutor

Drink My Loads Sissy Tutor

ShemaleSin 1 month ago

Sissy trainer: become slut like her

Sissy trainer: become slut like her

XHamster 4 years ago

Boy with Taboo Desires! - Full Movie (anal, Cumshots, Fucking, Chubby, Blonde)

63% HD 0:39 / 53:18

Boy with Taboo Desires! - Full Movie (anal, Cumshots, Fucking, Chubby, Blonde)

FapHouse 10 months ago

Sissy Babytgirl94 Extreme Deepthroat Training

Sissy Babytgirl94 Extreme Deepthroat Training

XHamster 1 year ago

Sissy BBC addiction BBC submission BBC domination Sissy mindset Sissy possitive affirmation shemale tranny tgirl trans

Sissy BBC addiction BBC submission BBC domination Sissy mindset Sissy possitive affirmation shemale tranny tgirl trans

XHamster 3 years ago

Alizzz Storm Private Show

49% 4K 2:00 / 32:57

Alizzz Storm Private Show

Flirt4Free 10 months ago

Valentina Jones Private Show

Valentina Jones Private Show

Flirt4Free 3 weeks ago

Happy New Years weekend workout!!!

Happy New Years weekend workout!!!

XHamster 2 years ago

Breezy Teaching Jizz Slurping two

Breezy Teaching Jizz Slurping two

TrannyGem 4 years ago

Rubberslave fucked by TS Yakira and Mistress Susi wmv

64% HD 0:34 / 15:44

Rubberslave fucked by TS Yakira and Mistress Susi wmv

Clips4sale 4 years ago

screw-a-thon machine and ass fucking, uber-super-cute femboy pops palms-free-for-all-for-all from hard ass smashing

screw-a-thon machine and ass fucking, uber-super-cute femboy pops palms-free-for-all-for-all from hard ass smashing

TransTube.tv 1 year ago

Thippy Top Training

Thippy Top Training

PornUse 8 months ago

LATEX BONDAGE SHEMALE DEEPTHROAT SUB CROSSDRESSER IN RED HAIR P1

84% HD 0:22 / 10:19

LATEX BONDAGE SHEMALE DEEPTHROAT SUB CROSSDRESSER IN RED HAIR P1

Clips4sale 2 years ago

Maschine Anal Workout Crossdresser

Maschine Anal Workout Crossdresser

XHamster 4 months ago

Turning My Hubby Into Tranny slut, Girl first time with Tranny

Turning My Hubby Into Tranny slut, Girl first time with Tranny

Pornzona 4 months ago

Sissy Chastity Cage Training

Sissy Chastity Cage Training

AShemaleTube 8 years ago

Sex-er-cise

XHamster 1 year ago

Troy Khalil Private Show

63% HD 2:00 / 11:42

Troy Khalil Private Show

Flirt4Free 2 years ago

Feminized & Sissified By Queen Juri

Feminized & Sissified By Queen Juri

XHamster 2 months ago

Becoming a Pussyboy

Becoming a Pussyboy

FapHouse 4 months ago

PANTIES MAKE YOU LEAK

55% 0:09 / 9:58

PANTIES MAKE YOU LEAK

Clips4sale 2 years ago

Femboy dancing and fapping with large penis

Femboy dancing and fapping with large penis

TrannyGem 4 years ago

Sissy Slut Cum training

Sissy Slut Cum training

2BGay 1 year ago

Deepthroat Training For Feminized Slut Blaire_eighteen. Cum Thong-on

Deepthroat Training For Feminized Slut Blaire_eighteen. Cum Thong-on

ShemaleSin 1 year ago

Emmy Angeles Will Receive Facesitting, Breast Pain, CBT in a Bondage Toilet Chair

HD 0:39 / 15:08

Emmy Angeles Will Receive Facesitting, Breast Pain, CBT in a Bondage Toilet Chair

FapHouse 1 month ago

Sandy Swallows 12

51% HD 2:00 / 4:01

Sandy Swallows 12

Flirt4Free 9 years ago

Strapon Fuck Doll - 1080HD

67% 0:15 / 12:16

Strapon Fuck Doll - 1080HD

Clips4sale 3 years ago

Piss drinking small penis bisexual sissy cuckold

Piss drinking small penis bisexual sissy cuckold

XHamster 1 year ago

POV RUINED CUM SHOT IN CHASTITY CAGE

POV RUINED CUM SHOT IN CHASTITY CAGE

XHamster 3 years ago

By Step Mommy Sissy Enema And Anal Training

By Step Mommy Sissy Enema And Anal Training

AbTranny 2 years ago

Trans Eva Joi Gets Dominated by TS Ria Bentley With Double Anal Toy

Trans Eva Joi Gets Dominated by TS Ria Bentley With Double Anal Toy

ShemaleSin 2 years ago

Lika Kai Private Show

Lika Kai Private Show

Camster 1 week ago

FULL VIDEO Lena Vesper Railed By Hankeys Seahorse Fuck Machine

FULL VIDEO Lena Vesper Railed By Hankeys Seahorse Fuck Machine

Pornzona 5 days ago

Doppelschwanz Abrichtung

57% 0:30 / 14:26

Doppelschwanz Abrichtung

Clips4sale 1 year ago

Light-Haired tgirl display her humungous assets

Light-Haired tgirl display her humungous assets

TrannyGem 3 years ago

Trans Ria Bentley Instructs daughter-in-law Eden Espi For Buttfuck Romp

Trans Ria Bentley Instructs daughter-in-law Eden Espi For Buttfuck Romp

TrannyGem 1 year ago

Large Ebony Fuck-Stick bull use femboy sissy monstrous backside rear end then breed it missionary loud bellowing mega-slut rock rock hard moist humping

Large Ebony Fuck-Stick bull use femboy sissy monstrous backside rear end then breed it missionary loud bellowing mega-slut rock rock hard moist humping

2BGay 3 years ago

Sissy Transformation Part1. - Basic Steps for You to Become Complete Slut

Sissy Transformation Part1. - Basic Steps for You to Become Complete Slut

Pornzona 1 week ago

Angelina Deep Throats her Victim's Stunning Man-Meat

Angelina Deep Throats her Victim's Stunning Man-Meat

TrannyGem 4 years ago

Sudden Ejaculation In Her Fufu Pinch

Sudden Ejaculation In Her Fufu Pinch

TrannyGem 2 years ago

Sucking Training with Ada Wong - Taker POV Futa 3D Hentai Animation

Sucking Training with Ada Wong - Taker POV Futa 3D Hentai Animation

HentaiGem 1 year ago

Cute Naked Sissy Dildo Fuck and Dirty Talk

65% HD 0:39 / 26:55

Cute Naked Sissy Dildo Fuck and Dirty Talk

FapHouse 1 year ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Camster 3 weeks ago

Sissy Dressed up as a Mistress to Get a Sissy of Her Own but Fails

65% HD 0:39 / 7:52

Sissy Dressed up as a Mistress to Get a Sissy of Her Own but Fails

FapHouse 1 year ago

Lola Starts Her Service to Me with Some Light Humiliation

Lola Starts Her Service to Me with Some Light Humiliation

XHamster 5 months ago

Lady Alice Compilation 07 Mesmerizing Beautiful (mesmerize Version) View Originals by Subscription 4K Uhd 60 Fps HDR

Lady Alice Compilation 07 Mesmerizing Beautiful (mesmerize Version) View Originals by Subscription 4K Uhd 60 Fps HDR

XHamster 2 years ago

Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune

Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune

XHamster 8 months ago

Ball-Gagged Sissy Hoe phat Belt Cock Pegging by little female dominance Princess in Spandex apparel by Domme Mercer

Ball-Gagged Sissy Hoe phat Belt Cock Pegging by little female dominance Princess in Spandex apparel by Domme Mercer

TrannyGem 3 years ago

Husband dressed up like a sissy bitch & pegged in his tight ass hole

Husband dressed up like a sissy bitch & pegged in his tight ass hole

XHamster 3 years ago

Charlie Cano Private Show

65% HD 2:00 / 13:13

Charlie Cano Private Show

Flirt4Free 3 years ago

Sissy Femboy

46% 1:01 / 5:47

FapHouse 2 years ago

We wont judge you for being a sissy slut

We wont judge you for being a sissy slut

XHamster 11 years ago

4K - Femboy Bunny Girl's Special Secret Service ASMR POV

4K 0:10 / 38:49

4K - Femboy Bunny Girl's Special Secret Service ASMR POV

Clips4sale 3 days ago

Emery Lune Anal Solo Play Vol Ii

Emery Lune Anal Solo Play Vol Ii

XHamster 1 month ago

Sophia Loreen Private Show

HD 2:00 / 13:58

Sophia Loreen Private Show

Camster 1 year ago

The Contract Fucker Part 2 (WMV HD)

The Contract Fucker Part 2 (WMV HD)

Clips4sale 1 year ago

Spandex Girl Wanking Teaching two Preview

Spandex Girl Wanking Teaching two Preview

Gayhub 2 months ago

Nelly Gale Private Show

Nelly Gale Private Show

Flirt4Free 2 days ago

Sissy Pegging

61% 0:14 / 6:27

Clips4sale 1 year ago

Sissy leaves purity key on a public footpath

Sissy leaves purity key on a public footpath

TrannyGem 1 year ago

”GENDER X Transgender cheerleader rides on black dick - Smash Thompson,Ella Hollywood”

”GENDER X Transgender cheerleader rides on black dick - Smash Thompson,Ella Hollywood”

StarWank 2 years ago

Slave To Futanari

HD 0:22 / 19:41

Slave To Futanari

IWantClips 3 weeks ago

Trying New Fist Dildo and Get Fucked and Fisted

Trying New Fist Dildo and Get Fucked and Fisted

XHamster 1 year ago

Sissified bitch boi bent over & pegged

Sissified bitch boi bent over & pegged

XHamster 1 year ago

Elvis & Alfonso & Master Private Show

68% HD 2:00 / 14:58

Elvis & Alfonso & Master Private Show

Flirt4Free 3 years ago

Sissy rides BBC until cum drips from every hole

Sissy rides BBC until cum drips from every hole

JuicyTrans 3 weeks ago

Variety starts her Bad Dragon training with Mistress Miguire

Variety starts her Bad Dragon training with Mistress Miguire

PornFreeNow 10 months ago

Long training with some helping device

Long training with some helping device

XHamster 4 years ago

Extreme anal gape with pig hole, dildo and inflatable plug

Extreme anal gape with pig hole, dildo and inflatable plug

XGroovy 2 years ago

Egyptian Wife With Arab Shemale

Egyptian Wife With Arab Shemale

Tranny.one 3 years ago

Boob Tune-Up By SCORELAND Girl

Boob Tune-Up By SCORELAND Girl

Some.Porn 1 year ago

Sissified husband is dominated and humiliated by hot wife

Sissified husband is dominated and humiliated by hot wife

XHamster 10 months ago

TRANSEROTICA TS Alura Jenson Trains Lianna With Strap On

TRANSEROTICA TS Alura Jenson Trains Lianna With Strap On

SexTVX 11 months ago

Zayra Ross Private Show

Zayra Ross Private Show

Camster 2 days ago

Sissy slave fuck and piss comp.

Sissy slave fuck and piss comp.

XHamster 1 year ago

Subordination Teaching crushing scrotum PINK CIGAR BALL TORMENT

Subordination Teaching crushing scrotum PINK CIGAR BALL TORMENT

GayVids 3 years ago

AB089 Senstive Adorable student after school tutoring - squirting (Chinese and English subtitles)

AB089 Senstive Adorable student after school tutoring - squirting (Chinese and English subtitles)

XHamster 1 year ago

Jailbird Gives His Mouth to Blonde Shemale Prison Guard and Ass to Strap-pn of Assistant District Attorney

Jailbird Gives His Mouth to Blonde Shemale Prison Guard and Ass to Strap-pn of Assistant District Attorney

XHamster 2 weeks ago

FROM OUTDOOR TO DAYBED!! WILD SEX OF NYMPHOMANIACS!

FROM OUTDOOR TO DAYBED!! WILD SEX OF NYMPHOMANIACS!

ShemaleSin 1 year ago

Sissy Training 202 Double Trouble

Sissy Training 202 Double Trouble

FapHouse 6 months ago

Gym training

AbTranny 6 years ago

Experience Kinky Sissy Porn: Ass Fuck, Chastity Cage, & More!

Experience Kinky Sissy Porn: Ass Fuck, Chastity Cage, & More!

XXXShemalePorn 5 years ago

sissy aperture tutor ambersis each sissy have to see

sissy aperture tutor ambersis each sissy have to see

ShemaleSin 2 years ago

PLUG AND BLACK AND WHITE DILDOS FIST

PLUG AND BLACK AND WHITE DILDOS FIST

XHamster 4 years ago

The Very Beginning of Your Sissy Journey... (4K)

4K 0:15 / 12:31

The Very Beginning of Your Sissy Journey... (4K)

Clips4sale 18 hours ago

Femboy in Chastity Screaming Through Urethral Sounds

Femboy in Chastity Screaming Through Urethral Sounds

JuicyTrans 3 weeks ago

Saggy Tits Humiliation Dom Training Bra

61% HD 1:01 / 6:22

Saggy Tits Humiliation Dom Training Bra

FapHouse 1 year ago

Sperm on a 12 incher backside still in training part 1

Sperm on a 12 incher backside still in training part 1

ManPorn 3 years ago

baylee takes tail buttplug in boipussy live FULL CHATURBATE LIVESTREAM

baylee takes tail buttplug in boipussy live FULL CHATURBATE LIVESTREAM

ShemaleSin 3 years ago

High Heels Love Tongue Worship (1080p)

61% HD 0:30 / 7:06

High Heels Love Tongue Worship (1080p)

Clips4sale 1 year ago

walking down a country road in high heels

walking down a country road in high heels

XHamster 2 years ago

Desire Sweet Private Show

Desire Sweet Private Show

Camster 4 days ago

Sasha helps Mistress with Sissification

Sasha helps Mistress with Sissification

AShemaleTube 9 years ago

G094 - Back to Back Swallows!

50% HD 0:39 / 4:38

G094 - Back to Back Swallows!

FapHouse 6 months ago

Trans spunk profusely after a ravage in the urethra

Trans spunk profusely after a ravage in the urethra

TrannyGem 1 year ago

Erotic Audio - Futanari Princess Trains You - FemDom Mistress Pegging BDSM - Remastered Re-Upload

Erotic Audio - Futanari Princess Trains You - FemDom Mistress Pegging BDSM - Remastered Re-Upload

HentaiGem 1 year ago

AB082 Bad Girl Miss 3 be spanking and training - deep throat crmpie BDSM ???Miss????????

AB082 Bad Girl Miss 3 be spanking and training - deep throat crmpie BDSM ???Miss????????

Tranny.one 2 years ago

trans slut gapes her hole with inflateable butt plug and BBC

66% 4K 0:15 / 9:03

trans slut gapes her hole with inflateable butt plug and BBC

Clips4sale 1 year ago

SHEMALE DOMINATION - 90 - LETICIA ANTONEL & LUA - CLIP 6 OF 6

SHEMALE DOMINATION - 90 - LETICIA ANTONEL & LUA - CLIP 6 OF 6

Clips4sale 5 months ago

TS treated like Dog by Dominant Owner - Sasha de Sade & Mistress Murmur

TS treated like Dog by Dominant Owner - Sasha de Sade & Mistress Murmur

AShemaleTube 7 years ago

Sissy Caught in Park (1080p)

HD 0:12 / 10:27

Sissy Caught in Park (1080p)

Clips4sale 2 weeks ago

The Sissy Latex Fuckdoll Oral and Anal by Mistress

The Sissy Latex Fuckdoll Oral and Anal by Mistress

XHamster 7 months ago

Sophia Loreen Private Show

65% HD 2:00 / 9:55

Sophia Loreen Private Show

Flirt4Free 2 months ago

Tranny mistress

Tranny mistress

Tranny.one 3 years ago

She Caught You Jerking to Cock – Now Her New Man Is Coming to Break You Forever

HD 0:30 / 39:17

She Caught You Jerking to Cock – Now Her New Man Is Coming to Break You Forever

Clips4sale 5 months ago

Asian Sissy Femboy Slave Squirt During Anal Training Session With Machine While Tied Up And Using Chastity Cage

Asian Sissy Femboy Slave Squirt During Anal Training Session With Machine While Tied Up And Using Chastity Cage

XHamster 9 months ago

Chastity Sissy Marissa Nicole Wins a Free Bondage Lesson!

Chastity Sissy Marissa Nicole Wins a Free Bondage Lesson!

Clips4sale 9 months ago

Sissycdmish - BBC Loving Slut in Fishnets and Heels

Sissycdmish - BBC Loving Slut in Fishnets and Heels

XHamster 1 month ago

luksmen1 gainer. dildo play, sup, bear, big ass, cash fag

luksmen1 gainer. dildo play, sup, bear, big ass, cash fag

XHamster 3 days ago

Christian & Nicco & Elvis Private Show

48% HD 2:00 / 5:28

Christian & Nicco & Elvis Private Show

Flirt4Free 2 years ago

Maya Spring Private Show

Maya Spring Private Show

Flirt4Free 3 days ago

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