Training Videos - Trans (50,748)

Cute Trans Beauty Screwed by Large Schlong Compilation

Cute Trans Beauty Screwed by Large Schlong Compilation

Tranny.one 3 years ago

Asian she-male In Public teach

Asian she-male In Public teach

TransTube.tv 1 week ago

Trans girl does extreme deepthroat training while in bondage Clip 1

Trans girl does extreme deepthroat training while in bondage Clip 1

XHamster 9 months ago

While His Boyfriend Isn't Watching, He Gets on His Knees and Swallows

While His Boyfriend Isn't Watching, He Gets on His Knees and Swallows

XHamster 1 year ago

Luna Florez Private Show

Luna Florez Private Show

Camster 4 weeks ago

Dildo anal invasion

Dildo anal invasion

XHamster 3 years ago

Verbal Daddy Helps me Train my hole

Verbal Daddy Helps me Train my hole

XHamster 1 year ago

Sissy Fag Tranny Training Self Help

Sissy Fag Tranny Training Self Help

Eporner 6 years ago

Anal Slut Training With Clarice Boaventura

Anal Slut Training With Clarice Boaventura

DrTuber 6 months ago

TRACTABLE ORIENTAL LADYBOY 1ST ANAL CASTING & THRALL TRAINING

TRACTABLE ORIENTAL LADYBOY 1ST ANAL CASTING & THRALL TRAINING

ShemaleSin 1 week ago

Sissy Fucks Me With a Strap On While Caged

Sissy Fucks Me With a Strap On While Caged

XHamster 3 years ago

Weekly anal stretch training part 2 with nipple scene at the end

Weekly anal stretch training part 2 with nipple scene at the end

XHamster 2 years ago

Sissy Jaymie gets fucked by her machine

Sissy Jaymie gets fucked by her machine

XHamster 2 months ago

Intense cumshot amateur porn compilation

Intense cumshot amateur porn compilation

AnySex 3 years ago

Screaming cum discharges throughout taut snatch constricted

Screaming cum discharges throughout taut snatch constricted

ShemaleSin 1 month ago

AB087 Sensitive demonized model college girls - pegging (Asian and English subtitles)

AB087 Sensitive demonized model college girls - pegging (Asian and English subtitles)

TransTube.tv 1 year ago

Take me to the Sun

Take me to the Sun

Some.Porn 2 years ago

The Truth About Your Waiters

The Truth About Your Waiters

Some.Porn 11 months ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Camster 2 years ago

Sissy Training by Queen Daralis Part 3

Sissy Training by Queen Daralis Part 3

XHamster 6 months ago

Sissy Training 202 Double Trouble

Sissy Training 202 Double Trouble

XHamster 7 months ago

Femboi Kara Gets Pegged and Spunks

Femboi Kara Gets Pegged and Spunks

TrannyGem 8 months ago

TS Ria Bentley Gives Sissification Sissy Slut Hookup Training

TS Ria Bentley Gives Sissification Sissy Slut Hookup Training

XHamster 2 years ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Camster 3 weeks ago

Sub dude is pleasuring his mistress

Sub dude is pleasuring his mistress

XHamster 1 year ago

Perseo & Dafne Private Show

HD 2:00 / 20:57

Perseo & Dafne Private Show

Camster 1 year ago

Huge Ass Shemale Caulifla Ssj Massive Anal Creampies and Cumfarts After Being Fucked by Big Dildo

Huge Ass Shemale Caulifla Ssj Massive Anal Creampies and Cumfarts After Being Fucked by Big Dildo

XHamster 2 months ago

Sissy sucks Mistress Strapon and getting pegged hard

Sissy sucks Mistress Strapon and getting pegged hard

XHamster 11 months ago

Arab Sissy Crossdresser Riding BIG BLACK COCK in Atlanta

Arab Sissy Crossdresser Riding BIG BLACK COCK in Atlanta

TransTube.tv 1 year ago

GayAsianNetwork - Muscle Tristan Tran 18 yr old pounding video

GayAsianNetwork - Muscle Tristan Tran 18 yr old pounding video

GayMenSexTube 2 years ago

Shemale + Shemale Slave Training

Shemale + Shemale Slave Training

BeMyHole 4 years ago

Sophia Loreen Private Show

4K 2:00 / 14:46

Sophia Loreen Private Show

Camster 5 days ago

ENSLAVED CHINESE TRANNY FIRST-EVER ANAL INVASION AUDITION & MARIONETTE INSTRUCTING

ENSLAVED CHINESE TRANNY FIRST-EVER ANAL INVASION AUDITION & MARIONETTE INSTRUCTING

TrannyGem 3 weeks ago

Marian & Richard Private Show

Marian & Richard Private Show

Camster 2 months ago

Rita wants your Lollipop in her Puss

Rita wants your Lollipop in her Puss

Gay4Porn 5 years ago

Baseball Training

Baseball Training

ShemaleSin 3 months ago

BNWO Sissy Bitch Rides Biggest 16 Inch Ebony Sex toy And Squirts Cum From Cage!

BNWO Sissy Bitch Rides Biggest 16 Inch Ebony Sex toy And Squirts Cum From Cage!

ShemaleSin 2 months ago

sissy aperture tutor ambersis each sissy have to see

sissy aperture tutor ambersis each sissy have to see

ShemaleSin 2 years ago

Kink Studios Tour Guide Porn

Kink Studios Tour Guide Porn

XHamster 2 weeks ago

AB067 Foot Worship - Femdom training two sissy 恋足调教-女装娘奴化训练

AB067 Foot Worship - Femdom training two sissy 恋足调教-女装娘奴化训练

AShemaleTube 4 years ago

Total degradation for CD Marty - fucked roughly by dildo and piss in mouth by tranny

Total degradation for CD Marty - fucked roughly by dildo and piss in mouth by tranny

XHamster 1 year ago

Domme Feminizes Then Fucks Sissy

Domme Feminizes Then Fucks Sissy

XHamster 3 weeks ago

Shemale Slave Torn Open by Anal - Trained for Pain

Shemale Slave Torn Open by Anal - Trained for Pain

JpMilfs 3 years ago

Independent Training No20 Exposure Walk with a chastity belt

Independent Training No20 Exposure Walk with a chastity belt

ShemaleSex 5 months ago

Public Gap Training !! Angel and Ladyboy OutDoor

Public Gap Training !! Angel and Ladyboy OutDoor

ShemaleSin 4 years ago

【汚デブ女装肉便器】ド変態★淫乱ダイジェスト【女装マゾ】【みけぽ】【GMPD】【精液便所】【性奴隷】【調教】【乳首ピアス】【露出】

【汚デブ女装肉便器】ド変態★淫乱ダイジェスト【女装マゾ】【みけぽ】【GMPD】【精液便所】【性奴隷】【調教】【乳首ピアス】【露出】

TrannyGem 2 years ago

Military PolicePenis

Military PolicePenis

Some.Porn 1 year ago

Nurse Will See You Now

Nurse Will See You Now

Some.Porn 1 year ago

Jizz drinking chastity thrall

Jizz drinking chastity thrall

ShemaleSin 1 year ago

Suck Jessica Bloom's Trans Jock - Big Buttplug Training + Drink My Load Then Your Own CEI

Suck Jessica Bloom's Trans Jock - Big Buttplug Training + Drink My Load Then Your Own CEI

Lesbian8 3 months ago

Relent to Your Trans Mistress

Relent to Your Trans Mistress

XHamster 4 months ago

Lola Crystals taking BIG BLACK COCK backshots by freakymandingo

Lola Crystals taking BIG BLACK COCK backshots by freakymandingo

Transvids.tv 1 year ago

sissy sarah pumping tits

sissy sarah pumping tits

XHamster 3 years ago

Trans on a Fuckmachine for Her Neighbor

Trans on a Fuckmachine for Her Neighbor

XHamster 11 months ago

Sublime Slavery 2017

Sublime Slavery 2017

SortPorn 2 weeks ago

Female Domination homemade strapon sissy amateur

Female Domination homemade strapon sissy amateur

XHamster 4 months ago

Alejandra Fox Private Show

58% HD 2:00 / 11:27

Alejandra Fox Private Show

Camster 1 month ago

Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune

Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune

XHamster 9 months ago

New huge Monstercock for greedy crossdresser anal pussy

New huge Monstercock for greedy crossdresser anal pussy

XHamster 6 months ago

Caged Sissy Begs for Release - Magic Wand Tease Until She Cums Hard

Caged Sissy Begs for Release - Magic Wand Tease Until She Cums Hard

XHamster 11 months ago

Fuck Machine Playtime Vol Ii Emery Lune

Fuck Machine Playtime Vol Ii Emery Lune

XHamster 2 months ago

Extreme Games in Hot Clothes!

Extreme Games in Hot Clothes!

XHamster 2 months ago

Futa Teaches you how to Ride it! Futa Anal Training - Stop, Drop and Ride.[Anal JOI}

Futa Teaches you how to Ride it! Futa Anal Training - Stop, Drop and Ride.[Anal JOI}

Eporner 1 year ago

BDSM group training session for slutty Japanese shemale

BDSM group training session for slutty Japanese shemale

PornLib 1 year ago

sissy whores in black leather outfit

sissy whores in black leather outfit

XHamster 2 years ago

Huge 9in Dildo Fucking Compilation Vol.3

Huge 9in Dildo Fucking Compilation Vol.3

XHamster 1 year ago

Ryan743 loose hole getting spread open

Ryan743 loose hole getting spread open

XHamster 2 months ago

Corporate Training Futanari Porn Video

Corporate Training Futanari Porn Video

AniPorn 2 years ago

SisK fuck her ass with bead dildo

SisK fuck her ass with bead dildo

XHamster 4 years ago

Sexy TGirl Gigi gets her ass depth trained by Lisa

Sexy TGirl Gigi gets her ass depth trained by Lisa

XHamster 3 years ago

Sissy Instructing - Sissygasm Encouragement Jessica Bloom Compilation

Sissy Instructing - Sissygasm Encouragement Jessica Bloom Compilation

Transvids.tv 1 year ago

Feminization : Your new Life as a Sissy Slave - Transformation - Ep4 I Turn a Compulsive Wanker into a Slave - Maitresse Julia

Feminization : Your new Life as a Sissy Slave - Transformation - Ep4 I Turn a Compulsive Wanker into a Slave - Maitresse Julia

XHamster 2 years ago

SissyCuckoldStef gets a raw surprise from strangers on webcam

SissyCuckoldStef gets a raw surprise from strangers on webcam

GayVD 4 months ago

Being a sissy butt slut 1

Being a sissy butt slut 1

XHamster 1 month ago

Summer slut rides big toys and fuckmachine all week and enjoys anal pussyto

Summer slut rides big toys and fuckmachine all week and enjoys anal pussyto

XHamster 4 weeks ago

Breezy Girl being drilled by big cock

Breezy Girl being drilled by big cock

XHamster 3 months ago

Sophia Loreen Party on Jul 18, 2026 - Part 3

HD 2:00 / 48:02

Sophia Loreen Party on Jul 18, 2026 - Part 3

Camster 3 weeks ago

Spunk to Weenie Sissy Assfuck Jerk Off Instructions Expressed and Captions

Spunk to Weenie Sissy Assfuck Jerk Off Instructions Expressed and Captions

HentaiGem 10 months ago

POV Asshole Close and Doggy

POV Asshole Close and Doggy

XHamster 6 months ago

Trans Slut Gets Trained To Become Puppy Slapped And Humiliated Long 29 Min

Trans Slut Gets Trained To Become Puppy Slapped And Humiliated Long 29 Min

AbTranny 3 years ago

Fun Trans Cheerleader Plays with Her Soft Cock

Fun Trans Cheerleader Plays with Her Soft Cock

XHamster 7 months ago

Shackled SISSY takes MASSIVE Bad Dragon Instructing from Extreme femdominance Goddess Domme Mercer

Shackled SISSY takes MASSIVE Bad Dragon Instructing from Extreme femdominance Goddess Domme Mercer

TransTube.tv 1 year ago

Hot Naked Tgirl Enjoys A 11-inch BBC Dildo

Hot Naked Tgirl Enjoys A 11-inch BBC Dildo

XHamster 3 years ago

Shy Lara toys himself with 2 Playthings & Campunk Screws in Solo HD Action

Shy Lara toys himself with 2 Playthings & Campunk Screws in Solo HD Action

GayVD 1 week ago

Brazilian cuck instructed to play with dildo and vibrator

Brazilian cuck instructed to play with dildo and vibrator

XHamster 2 years ago

Sissy training for your feminization

Sissy training for your feminization

ShemaleSin 2 months ago

Wrapped in Many Layers of Pantyhose Bondage During Nylon Encasement

Wrapped in Many Layers of Pantyhose Bondage During Nylon Encasement

XHamster 2 weeks ago

Turkish trans slut in red lingerie and heels gets her ass oiled up and fucked hard

Turkish trans slut in red lingerie and heels gets her ass oiled up and fucked hard

XGroovy 2 years ago

AB071 Sissy tranining and pumping out(tickle,cable on ,Ruined Climax,S/M Jizz-shotgun-head responsibility)

AB071 Sissy tranining and pumping out(tickle,cable on ,Ruined Climax,S/M Jizz-shotgun-head responsibility)

TransTube.tv 1 year ago

Sissykanisa, a Submissive Femboy Play with Her Mistress's Panties

Sissykanisa, a Submissive Femboy Play with Her Mistress's Panties

XHamster 1 year ago

Astolfo's Sissy Training (Hentai JOI) (Sissification, breathplay, Assplay,CEI, Fap the beat)Reupload

Astolfo's Sissy Training (Hentai JOI) (Sissification, breathplay, Assplay,CEI, Fap the beat)Reupload

Itsrealamateurs 3 weeks ago

I Shoved My Whole Hand Up The MILF's Ass Until She Screamed.

I Shoved My Whole Hand Up The MILF's Ass Until She Screamed.

BeMyHole 4 months ago

First time bareback gay sex with older man

First time bareback gay sex with older man

XHamster 2 years ago

Jaquelin Braxton fucking after training

Jaquelin Braxton fucking after training

AbTranny 7 years ago

Milking and sissygasm Dildo

Milking and sissygasm Dildo

XHamster 4 years ago

BBC Training

XHamster 11 months ago

Domina April Gives Her Sub An AI Upgrade

Domina April Gives Her Sub An AI Upgrade

PornDR 2 months ago

Girly Sissy Bitch! Jes Brinch Is a Weak Loser!

Girly Sissy Bitch! Jes Brinch Is a Weak Loser!

XHamster 3 months ago

Sexy sissy ball drainer 9 live

Sexy sissy ball drainer 9 live

XHamster 1 month ago

Locked in Chastity and Using a Vibrator to Make My Girldick Cum

Locked in Chastity and Using a Vibrator to Make My Girldick Cum

XHamster 7 months ago

Just because I can..

Just because I can..

XHamster 2 years ago

Petra the hardcore anal floozy (incl dap, tap, fisting and giant sex toy)

Petra the hardcore anal floozy (incl dap, tap, fisting and giant sex toy)

ShemaleSin 5 months ago

Sissy Surrender Asmr M for Paypig Pleasure Clip by Findom Goaldigger

Sissy Surrender Asmr M for Paypig Pleasure Clip by Findom Goaldigger

XHamster 9 months ago

Lianna Lawson - Piggy Princess Training

Lianna Lawson - Piggy Princess Training

AbTranny 4 years ago

Totk-005 Pervert Training, Bukkake And Swallowing! Shemale Anal Fuck Orgy, Riri Momotani

Totk-005 Pervert Training, Bukkake And Swallowing! Shemale Anal Fuck Orgy, Riri Momotani

GetTranny 1 year ago

Redhead Latina Twerk Ass While Playing with Your Thong

Redhead Latina Twerk Ass While Playing with Your Thong

XHamster 6 months ago

femboy fuck-hole spreading

femboy fuck-hole spreading

TrannyGem 10 months ago

Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 20

Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 20

XHamster 2 months ago

Corporate Teaching

Corporate Teaching

Transvids.tv 1 year ago

Crossdresser sissy slave face fuck piss and cum

Crossdresser sissy slave face fuck piss and cum

XHamster 1 year ago

Spanish Shemale Training Her Ass

Spanish Shemale Training Her Ass

XHamster 5 months ago

Sophia Loreen Private Show

61% HD 2:00 / 13:06

Sophia Loreen Private Show

Camster 1 month ago

”Nana : Fat Cock Bareback and Frottage”

”Nana : Fat Cock Bareback and Frottage”

TransHero 6 years ago

You SISSY Slut Training Video :CAROLYNFOREST

You SISSY Slut Training Video :CAROLYNFOREST

TrannyGem 7 years ago

Atenea & Nefertiti Private Show - Part 2

Atenea & Nefertiti Private Show - Part 2

Camster 3 years ago

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass Clip 2

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass Clip 2

XHamster 8 months ago

Shemale butt fucking fucks police cadet

Shemale butt fucking fucks police cadet

Analdin 5 years ago

Trans ravaged pipe

Trans ravaged pipe

TrannyGem 1 year ago

His Personal Fucktoy

His Personal Fucktoy

XHamster 8 months ago

Duan Anal Training Topping Bareback

Duan Anal Training Topping Bareback

AbTranny 11 months ago

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