Training Videos - Trans (117,294)

Trans Mistress Foxxy Trains Submissive Sherman Maus With BDSM Fisting And Huge Cock

Trans Mistress Foxxy Trains Submissive Sherman Maus With BDSM Fisting And Huge Cock

Eporner 7 months ago

Lika Kai Private Show

Lika Kai Private Show

Camster 1 week ago

Nelly Gale Private Show

Nelly Gale Private Show

Camster 11 months ago

Bourgeois Sissy wmv

HD 0:59 / 10:11

Bourgeois Sissy wmv

Clips4sale 2 months ago

INTENSE DRY DIAPERGASM - Orgasm In Dry Diapers, Dry Humping, ABDL Mesmerize

INTENSE DRY DIAPERGASM - Orgasm In Dry Diapers, Dry Humping, ABDL Mesmerize

Clips4sale 1 year ago

Cumslut Pop Training 4

Cumslut Pop Training 4

AShemaleTube 2 years ago

Big Ass Trans Raven Anal Gaped and Bred after Riding Bbc Fat Dildo

Big Ass Trans Raven Anal Gaped and Bred after Riding Bbc Fat Dildo

XHamster 5 months ago

Sissy Ass Training Self Creampie

Sissy Ass Training Self Creampie

XHamster 9 months ago

EBONY SCREW TRIP - Caribbean Teen Maid Flawless Booty Worship And Hardcore Pounding

EBONY SCREW TRIP - Caribbean Teen Maid Flawless Booty Worship And Hardcore Pounding

Ebony8 4 years ago

Roxanne Simpson Private Show

HD 2:00 / 14:59

Roxanne Simpson Private Show

Flirt4Free 1 year ago

Kisses Latinos

44% 4K 2:00 / 4:15

Flirt4Free 4 months ago

The Ultimate Sissy Training: Become the Perfect Sissy

The Ultimate Sissy Training: Become the Perfect Sissy

XXXShemalePorn 4 years ago

Cock Slut Conditioner

Cock Slut Conditioner

LoyalFans 2 years ago

TGirl Charlotte gets her sissy cock zapped with electro stim

TGirl Charlotte gets her sissy cock zapped with electro stim

FapHouse 4 years ago

Leyla Steel Private Show

Leyla Steel Private Show

Flirt4Free 1 year ago

Denial and Wreck

Denial and Wreck

TrannyGem 1 year ago

YOU'RE A SISSY NOT A MAN

YOU'RE A SISSY NOT A MAN

Clips4sale 4 years ago

Maid Sexual

Clips4sale 3 years ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Camster 5 years ago

Mindless Pleasure Drone

65% 0:23 / 24:49

Mindless Pleasure Drone

Clips4sale 2 years ago

Andrea & Taty Private Show

63% HD 2:00 / 5:29

Andrea & Taty Private Show

Flirt4Free 1 year ago

Narnar: Wrecked Anus Deep Barebacking

Narnar: Wrecked Anus Deep Barebacking

Some.Porn 1 year ago

BBC Sissy Tour Cum Countdown JOI

BBC Sissy Tour Cum Countdown JOI

Clips4sale 2 years ago

Bullied At Home

Bullied At Home

LoyalFans 2 years ago

Amateur ladyboy fucked in doggy hard because she begged and craved it

Amateur ladyboy fucked in doggy hard because she begged and craved it

XCafe 2 years ago

MAXIMUM SISSY CONFIDENCE - Attracting Others With Feminine Charm [Boost Your Sissy Confidence] [Unleash Your Crossdressing Confidence]

55% 0:30 / 32:31

MAXIMUM SISSY CONFIDENCE - Attracting Others With Feminine Charm [Boost Your Sissy Confidence] [Unleash Your Crossdressing Confidence]

Clips4sale 1 year ago

Trans-Dimensional Super Girl Is At It Again PT2 - Lil Mizz Unique, Autumn Bodell And Sinn Sage WMV

HD 0:21 / 27:29

Trans-Dimensional Super Girl Is At It Again PT2 - Lil Mizz Unique, Autumn Bodell And Sinn Sage WMV

Clips4sale 7 months ago

The Male Urge 2_

63% 1:00 / 5:38

The Male Urge 2_

Clips4sale 2 years ago

Jill Pill: Dildo Throat Training

Jill Pill: Dildo Throat Training

XHamster 6 months ago

Trans Ben Tennyson Meaty Flow Popshot after First-ever Time Pumping her Penis with Vacuum Wanking Machine

Trans Ben Tennyson Meaty Flow Popshot after First-ever Time Pumping her Penis with Vacuum Wanking Machine

TrannyGem 2 weeks ago

Patric & Oliver Private Show

Patric & Oliver Private Show

Flirt4Free 3 years ago

Ali Da Reaper pummeling my taut tiny sissy crevasse with his big black cock

Ali Da Reaper pummeling my taut tiny sissy crevasse with his big black cock

TrannyGem 3 years ago

(Double webcam) Sissy in micro bathing suit uncovering herself taking 900ml of beer inwards her backside

(Double webcam) Sissy in micro bathing suit uncovering herself taking 900ml of beer inwards her backside

TrannyGem 7 months 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

Frida's Sissy Instructions: Part 2: Kinky BDSM Lingerie & Anal Humiliation

Frida's Sissy Instructions: Part 2: Kinky BDSM Lingerie & Anal Humiliation

TrannyMovs 1 month ago

Personal Training

Personal Training

SpankBang 2 years ago

Cute Femboy Sits and Throat Fucks a Dildo on a Toilett

Cute Femboy Sits and Throat Fucks a Dildo on a Toilett

XHamster 1 year ago

Deep Analfisting TS Sissy CD

67% HD 0:39 / 2:48

Deep Analfisting TS Sissy CD

FapHouse 7 months ago

”Horny Big Tits Housewife Hot Ass Hollywood Trains You With JOI”

”Horny Big Tits Housewife Hot Ass Hollywood Trains You With JOI”

TransHero 7 months ago

Fishnet Femboy Fucks Monster Dildo

65% HD 1:01 / 40:14

Fishnet Femboy Fucks Monster Dildo

FapHouse 1 year ago

Training for easter, laying some eggs

Training for easter, laying some eggs

XHamster 1 year ago

SheMale Evolution - Part 3

57% HD 0:15 / 21:17

SheMale Evolution - Part 3

Clips4sale 2 years ago

Virgin Becoming Pansy

Virgin Becoming Pansy

TrannyGem 2 years ago

Troy Khalil Private Show

Troy Khalil Private Show

Flirt4Free 2 years ago

Long Sissy Training With Anal Dick Riding

Long Sissy Training With Anal Dick Riding

AbTranny 2 months ago

Compile VANesSaBITCHxx photos SEXxLive 2023 Clip 3

Compile VANesSaBITCHxx photos SEXxLive 2023 Clip 3

XHamster 9 months ago

Max Russel Private Show

Max Russel Private Show

Flirt4Free 3 years ago

korean slim femboy drilled (utter movie on fansly)

korean slim femboy drilled (utter movie on fansly)

Gayhub 1 year ago

Caged Sissy fucked ballsdeep by huge dildo ( Mr Hankey's Seahorse Large )

Caged Sissy fucked ballsdeep by huge dildo ( Mr Hankey's Seahorse Large )

XHamster 2 years ago

Cute Tiny Red Slut Does a Hot Dance on Her Chair

Cute Tiny Red Slut Does a Hot Dance on Her Chair

Some.Porn 2 months ago

Gooning For Sissy, Bisexual Gooner Porn Addiction

Gooning For Sissy, Bisexual Gooner Porn Addiction

Clips4sale 1 year ago

Caught in the Act (Sissy caption Story)

Caught in the Act (Sissy caption Story)

ShemaleSin 5 years ago

You're a slut impaled in the ass by a transsexual ITA

You're a slut impaled in the ass by a transsexual ITA

Clips4sale 7 months ago

Small cock sissy gets pegged and humiliated

Small cock sissy gets pegged and humiliated

XHamster 1 year ago

Become My Femme Bestie Fill-In To Date Me

Become My Femme Bestie Fill-In To Date Me

Clips4sale 3 years ago

Lika Kai Private Show

Lika Kai Private Show

Flirt4Free 2 weeks ago

Huge 9in Dildo Fucking Compilation Vol.4

Huge 9in Dildo Fucking Compilation Vol.4

XHamster 1 year ago

Фембой получает удовольствие от сквирта

Фембой получает удовольствие от сквирта

XNXXGold 1 year ago

Troy Khalil Private Show

4K 2:00 / 11:43

Troy Khalil Private Show

Flirt4Free 9 months ago

From Boyfriend to SISSY BITCH

From Boyfriend to SISSY BITCH

Clips4sale 4 years ago

Sissy Bitch Husband Veronica Vincent Further Sissified

Sissy Bitch Husband Veronica Vincent Further Sissified

XHamster 2 months ago

Crhistian & Dereckk & Friends Suck, Rim and Fuck

Crhistian & Dereckk & Friends Suck, Rim and Fuck

Flirt4Free 8 years ago

Trainer's Direct Training No30 Restraint Rotor Training in the Field

Trainer's Direct Training No30 Restraint Rotor Training in the Field

XHamster 8 months ago

Sissy Secretary with Elle Eros

Sissy Secretary with Elle Eros

XHamster 2 years ago

Futanari Muscle Growth World Femboy Hentai Game Ep.3 Training Our Petite Step Sister in the Living Room!

62% HD 0:39 / 32:31

Futanari Muscle Growth World Femboy Hentai Game Ep.3 Training Our Petite Step Sister in the Living Room!

FapHouse 1 year ago

If You Want to Suck My Dick

70% 0:11 / 12:59

If You Want to Suck My Dick

Clips4sale 3 years ago

Orianna Dunn Private Show

Orianna Dunn Private Show

Flirt4Free 2 years ago

Matt & Oliver & Andres Private Show

53% HD 2:00 / 7:43

Matt & Oliver & Andres Private Show

Flirt4Free 3 years ago

Lance & Christian & Master Private Show

63% HD 2:00 / 13:19

Lance & Christian & Master Private Show

Flirt4Free 3 years ago

Side View Ritual - Peg Unlock Edge Slap Relock Denial Clip 1

Side View Ritual - Peg Unlock Edge Slap Relock Denial Clip 1

XHamster 4 months ago

Chastity Sissy Slut Training

HD 0:16 / 21:25

Chastity Sissy Slut Training

Clips4sale 1 year ago

Japanese crossdresser plays with big dildo and gives cumshot at room.

Japanese crossdresser plays with big dildo and gives cumshot at room.

XHamster 3 years ago

男の娘のチクニー/おあずけフェラ/ちんぐり返しオナニー

男の娘のチクニー/おあずけフェラ/ちんぐり返しオナニー

TrannyGem 3 years ago

MILF Fucked for Mistress

MILF Fucked for Mistress

Clips4sale 1 year ago

Holiday Three-way

HD 2:00 / 21:41

Holiday Three-way

Flirt4Free 8 years ago

latex pony lady deepthroat training preview

latex pony lady deepthroat training preview

KAMS 1 year ago

Device Bondage Blowjob Counter Challenge

65% HD 0:30 / 28:01

Device Bondage Blowjob Counter Challenge

Clips4sale 1 year ago

Valery Hanze Private Show

HD 2:00 / 14:30

Valery Hanze Private Show

Flirt4Free 1 year ago

Two Dommes and the Delivery Boy - Throat Trained

Two Dommes and the Delivery Boy - Throat Trained

XHamster 1 year ago

Big Titty Beauty Shows You Her Breast!

HD 2:00 / 23:55

Big Titty Beauty Shows You Her Breast!

Camster 9 years ago

Outdoor Public Slutwalk in Sexy Pink Outfit

Outdoor Public Slutwalk in Sexy Pink Outfit

XHamster 11 months ago

Jules Trains Her Sub

Jules Trains Her Sub

XHamster 3 weeks ago

trailer Mesmeriza 23 03 MOV CINEMA CLIP 322 20240814144714515

trailer Mesmeriza 23 03 MOV CINEMA CLIP 322 20240814144714515

XHamster 11 months ago

Turned Out Sissy Interactive Toy Experience - Jessica Dynamic

66% HD 0:26 / 17:47

Turned Out Sissy Interactive Toy Experience - Jessica Dynamic

Clips4sale 2 years ago

Boinking my mischievous Sissy cockslut to her Ejaculation. Mistress Lady domination

Boinking my mischievous Sissy cockslut to her Ejaculation. Mistress Lady domination

TransTube.tv 1 year ago

Il contratto di Sissy - The Sissy's slut contract #2 (PART 2) (MOBILE VERSION MP4)

57% HD 0:11 / 17:53

Il contratto di Sissy - The Sissy's slut contract #2 (PART 2) (MOBILE VERSION MP4)

Clips4sale 2 years ago

Andrea & Taty Private Show

Andrea & Taty Private Show

Flirt4Free 2 months ago

Soaking Wet Pussy

58% HD 2:00 / 9:52

Soaking Wet Pussy

Camster 10 years ago

Desire Sweet Private Show

HD 2:00 / 20:46

Desire Sweet Private Show

Flirt4Free 1 week ago

Get Down On Your Knees For Me

Get Down On Your Knees For Me

Fapcat 2 years ago

Showing of Body Feeling Horny After Night at Club

Showing of Body Feeling Horny After Night at Club

XHamster 1 month ago

Jasmine_dlight & Pixie Vanora - Gaped Ass Used as a Toilet Woman Pee's in Ass, Then a Prolapse

Jasmine_dlight & Pixie Vanora - Gaped Ass Used as a Toilet Woman Pee's in Ass, Then a Prolapse

FapHouse 1 month ago

Il contratto da Sissy - The Sissy's slut contract #2 (MOBILE VERSION MP4)

58% HD 0:11 / 35:01

Il contratto da Sissy - The Sissy's slut contract #2 (MOBILE VERSION MP4)

Clips4sale 2 years ago

BBC Blowjob

XHamster 7 months ago

Birthday Bi Party - Part Four - Full - WMV (HD)

65% HD 0:19 / 10:01

Birthday Bi Party - Part Four - Full - WMV (HD)

Clips4sale 3 years ago

TRANSFIXED - EMT Jade Venus Saves Flirty Businessman Roman Todd's Sex Life During Training

TRANSFIXED - EMT Jade Venus Saves Flirty Businessman Roman Todd's Sex Life During Training

XHamster 1 year ago

Massive BBC but plug destroys my ass in the best way

Massive BBC but plug destroys my ass in the best way

XHamster 2 months ago

TRANSSEXUAL Willow Hammerz - Innocence Locked Clitty

TRANSSEXUAL Willow Hammerz - Innocence Locked Clitty

TrannyGem 9 months ago

Taking My 30 Cm Dildo From Both Ends!

Taking My 30 Cm Dildo From Both Ends!

FapHouse 9 months ago

Kinky Bitch - sissy training part 1

65% 4K 0:43 / 12:10

Kinky Bitch - sissy training part 1

Clips4sale 3 months ago

Anouk Tranny Slut - Ass Training - Gaping Rosebud Ass Milkiing Huge Dildo

Anouk Tranny Slut - Ass Training - Gaping Rosebud Ass Milkiing Huge Dildo

Itsrealamateurs 1 week ago

Caught and Made Femme While House Sitting

4K 0:29 / 32:43

Caught and Made Femme While House Sitting

Clips4sale 2 years ago

Kristy Butty Party on Jun 26, 2026 - Part 2

4K 2:00 / 2:45:21

Kristy Butty Party on Jun 26, 2026 - Part 2

Flirt4Free 1 month ago

Alejandra & Hellen Private Show

Alejandra & Hellen Private Show

Camster 3 years ago

Trans Jade Venus and Lexi Lore mouth and pussy training session

Trans Jade Venus and Lexi Lore mouth and pussy training session

UrGayPorn 9 months ago

ASMR: Pink Frilly Dress Shop

ASMR: Pink Frilly Dress Shop

Clips4sale 10 months ago

Fiasolo training

Fiasolo training

XHamster 1 year ago

PANTYHOSE BREATHPLAY TRAINING

PANTYHOSE BREATHPLAY TRAINING

Clips4sale 4 years ago

Leyla Steel Private Show

62% 4K 2:00 / 10:27

Leyla Steel Private Show

Flirt4Free 1 year ago

Dumb Fuckpig Sissification by TS Sasha De Sade & Headmistress Murmur (trailer)

Dumb Fuckpig Sissification by TS Sasha De Sade & Headmistress Murmur (trailer)

ShemaleSin 5 years ago

Self-training No. 26: Exposure Walk with Urination

Self-training No. 26: Exposure Walk with Urination

XHamster 6 months ago

Strap On Custom POV

HD 0:30 / 10:05

Strap On Custom POV

Clips4sale 1 year ago

Sarah Aurora Private Show

Sarah Aurora Private Show

Camster 1 year ago

Sissy Lipstick Slut

Premium HD 10:00

Sissy Lipstick Slut

XVideosRed 2 years ago

Amber Burnt Private Show

Amber Burnt Private Show

Camster 2 years ago

Aliza Breeze Trained To Be Completely Subservient To Hi - Liza Shay

Aliza Breeze Trained To Be Completely Subservient To Hi - Liza Shay

AbTranny 2 years ago

Women Pub Vignette five: A Sissy Feminization Series

Women Pub Vignette five: A Sissy Feminization Series

TrannyGem 5 years ago

giant melon emo ftm packs both fuckholes

giant melon emo ftm packs both fuckholes

TrannyGem 1 year ago

SUBMISSIVE ASIAN LADYBOY MILK CREAM ENEMA &amp_ SLAVE TRAINING

Premium HD 18:24

SUBMISSIVE ASIAN LADYBOY MILK CREAM ENEMA &amp_ SLAVE TRAINING

XNXXGold 1 month ago

Training my poor little butt with some huge toys

Training my poor little butt with some huge toys

XHamster 3 years ago

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