Training Videos - Trans (52,353)

9s Feminisation Training (Nier Automata Futanari 3D Porn) [Peterraynor]

9s Feminisation Training (Nier Automata Futanari 3D Porn) [Peterraynor]

3DPornDude 2 years ago

Jobless Man Resorts to Feminization to Get Hired

Jobless Man Resorts to Feminization to Get Hired

XHamster 3 weeks ago

Sissy's tasks to complete and earn good girl points - FEMINIZATION ROLEPLAY - AI GENERATED

Sissy's tasks to complete and earn good girl points - FEMINIZATION ROLEPLAY - AI GENERATED

XHamster 1 year ago

Crossdressing sissy nikki rails again

Crossdressing sissy nikki rails again

TrannyGem 4 years ago

Tantaly : Chastity Release: The Last Penetration of your Life? Mistress Julia

Tantaly : Chastity Release: The Last Penetration of your Life? Mistress Julia

XHamster 2 years ago

Cuckold gets destroyed by Asian goddess BBC dildo sissy training

Cuckold gets destroyed by Asian goddess BBC dildo sissy training

JuicyTrans 1 week ago

TRANNY Girls First Asshole Training Before Her Lover Shows Up

TRANNY Girls First Asshole Training Before Her Lover Shows Up

Eporner 3 months ago

The perfect anal training - Part 2

The perfect anal training - Part 2

XVideos 1 year ago

Girls playing before going out

Girls playing before going out

XHamster 2 years ago

”Daisy Taylor wears miniskirt without panties on the train! This makes Johnny lustful as fuck!”

”Daisy Taylor wears miniskirt without panties on the train! This makes Johnny lustful as fuck!”

HQBang 2 years ago

GIGANTIC Ding-Dong Pegging for Chastity Sissy Thrall Destroying her Sexually Excited Gap by Mastix Mercer

GIGANTIC Ding-Dong Pegging for Chastity Sissy Thrall Destroying her Sexually Excited Gap by Mastix Mercer

ShemaleSin 4 years ago

Black latex sissy slave doll gets stuck in selfbondage

Black latex sissy slave doll gets stuck in selfbondage

XHamster 2 years ago

Domina Trans fucks her inexperienced submissive whom she turned into an obedient and deviant slut

Domina Trans fucks her inexperienced submissive whom she turned into an obedient and deviant slut

XHamster 2 months ago

TRANSSEXUAL Sissy Jism Hoe Extraordinary Face Pummel

TRANSSEXUAL Sissy Jism Hoe Extraordinary Face Pummel

TrannyGem 5 years ago

W*A*A*A- 223 Masochistic Trans Boy and Lesbian Slut - Female Orgasmic Erotic Anal FUCK - Mao Hamasaki, Yui Hatano, Chibitori Decensored

W*A*A*A- 223 Masochistic Trans Boy and Lesbian Slut - Female Orgasmic Erotic Anal FUCK - Mao Hamasaki, Yui Hatano, Chibitori Decensored

Eporner 11 months ago

Compilation of me pegging my sissy husband in doggy - check out my links for full videos

Compilation of me pegging my sissy husband in doggy - check out my links for full videos

Pornzona 3 weeks ago

Sissy in Black Lingerie Gets Fucked by Her Fucking Machine

Sissy in Black Lingerie Gets Fucked by Her Fucking Machine

XHamster 6 months ago

Basic training to become a sissy maid - Locked up and punished

Basic training to become a sissy maid - Locked up and punished

XHamster 5 months ago

@VonMadeHaNut “ Crossdresser White Construction Worker ”

@VonMadeHaNut “ Crossdresser White Construction Worker ”

2BGay 3 years ago

Upclose With B Darling Sport Training

Upclose With B Darling Sport Training

Eporner 1 year ago

MOMMY'S GIRL - Redhead MILF Lauren Phillips Gives Tattooed Bestie Rough Anal Training

MOMMY'S GIRL - Redhead MILF Lauren Phillips Gives Tattooed Bestie Rough Anal Training

Some.Porn 5 months ago

Petra the horny little shedevil

Petra the horny little shedevil

XHamster 1 month ago

4 CUMS RUINED !!!

4 CUMS RUINED !!!

XHamster 3 years ago

Sissy's Feminization

Sissy's Feminization

Pornzona 2 weeks ago

Michael is trained by Mistress Agnes and her friends. part 2

Michael is trained by Mistress Agnes and her friends. part 2

XVideos 3 years ago

Training Cum Eating

Training Cum Eating

AShemaleTube 2 years ago

Sissy Trap trains for a gangbang

Sissy Trap trains for a gangbang

RedTube Unknown

He Fucks Me Like a Bitch... I Love Being Trained by Master

He Fucks Me Like a Bitch... I Love Being Trained by Master

XHamster 1 month ago

Shemale trainer 1

Shemale trainer 1

XVideos 9 years ago

The perfect anal training Part 3

The perfect anal training Part 3

XVideos 10 months ago

Public GOING KNUCKLE DEEP sissy ARSE

Public GOING KNUCKLE DEEP sissy ARSE

TrannyGem 3 years ago

T-Girl tugging and screaming

T-Girl tugging and screaming

TrannyGem 3 years ago

The New Pet

XHamster 1 year ago

Трахаю рукой и кабачком свою sissy шлюху. После чего она лижет жопу и пьет мочу со своей спермой

Трахаю рукой и кабачком свою sissy шлюху. После чего она лижет жопу и пьет мочу со своей спермой

TrannyGem 3 years ago

”Maria Kazi Trains Her Anus For Huge Cock”

”Maria Kazi Trains Her Anus For Huge Cock”

TransHero 7 months ago

Futa creampies your tight hole before going out

Futa creampies your tight hole before going out

JuicyTrans 1 month ago

Sissy Training - guide to became sissy - (No_2)

Sissy Training - guide to became sissy - (No_2)

Itsrealamateurs 3 days ago

hands free cum in cage with new toy

hands free cum in cage with new toy

XHamster 4 weeks ago

Hard bum training for a transsexual

Hard bum training for a transsexual

SexTubeSpot 6 years ago

Thick Cock Charlotte Sins Lesbian In Training

Thick Cock Charlotte Sins Lesbian In Training

BeMyHole 1 month ago

Serving Mr. Maxxx (thad Fucks Brie Lovely and Ryley Rails)

Serving Mr. Maxxx (thad Fucks Brie Lovely and Ryley Rails)

ShemaleSex 6 days ago

UltraHIgh HD - Little skinny Thai Tranny Assfucked Before Milk Enema

UltraHIgh HD - Little skinny Thai Tranny Assfucked Before Milk Enema

AnySex 1 year ago

Bonnie Boombelle Private Show

4K 2:00 / 15:24

Bonnie Boombelle Private Show

Camster 3 weeks ago

Jayla Cuateco - Theartemixx - Jaylas First Monster Cock Training - Thick Trans Latina Takes Artemixxxs Bbc And Hot Load

Jayla Cuateco - Theartemixx - Jaylas First Monster Cock Training - Thick Trans Latina Takes Artemixxxs Bbc And Hot Load

GetTranny 2 weeks ago

Lika Kai Party on Jul 16, 2026 - Part 2

4K 2:00 / 15:57

Lika Kai Party on Jul 16, 2026 - Part 2

Camster 1 week ago

Feminization: Your fresh life as Sissy - Ep4 Turning this Wanker into a Slave - Mistress Julia

Feminization: Your fresh life as Sissy - Ep4 Turning this Wanker into a Slave - Mistress Julia

MyTransfix 2 weeks ago

MY NEIGHBOR SUCKS MY COCK IN THE KITCHEN AND THEN GETS FUCKED

MY NEIGHBOR SUCKS MY COCK IN THE KITCHEN AND THEN GETS FUCKED

XHamster 1 year ago

Amateur Sissy hoe deep-throat that big black cock and got culo total rock-hard pummeled

Amateur Sissy hoe deep-throat that big black cock and got culo total rock-hard pummeled

4Gay 10 months ago

Luna Florez Private Show

Luna Florez Private Show

Camster 1 week ago

get on your knees sissy

get on your knees sissy

MyTransfix 2 months ago

A Monster DP Session

A Monster DP Session

Some.Porn 10 months ago

TS Training

XHamster 1 year ago

Anime Uniform Femboy Jizzing in Purity Cell ~Oscar20xxx~

Anime Uniform Femboy Jizzing in Purity Cell ~Oscar20xxx~

GayCK 4 years ago

Big Ass Trans Black Widow Anal Fucked and Massive Creampie after Moaning Noisy Like a Bitch

Big Ass Trans Black Widow Anal Fucked and Massive Creampie after Moaning Noisy Like a Bitch

XHamster 4 months ago

Unexpected Anal Training with PAWG Shemale Stepmom(3D Futa Anime)

Unexpected Anal Training with PAWG Shemale Stepmom(3D Futa Anime)

InPorn 2 weeks ago

Sniff My Latex Arse & Pussy Ball Kicking CBT, Scent Fetish & Human Furniture Degradation

Sniff My Latex Arse & Pussy Ball Kicking CBT, Scent Fetish & Human Furniture Degradation

XHamster 1 week ago

Trans Latina Teen Loses Virginity

Trans Latina Teen Loses Virginity

XHamster 5 months ago

stunning tgirl shags arse and nuts rigid waiting toward daddy

stunning tgirl shags arse and nuts rigid waiting toward daddy

KAMS 1 year ago

Sissy Slut Toy Training

HD 0:20 / 11:22

Sissy Slut Toy Training

IWantClips 1 month ago

public park whore hoe looking for mass ejaculation by strangers

public park whore hoe looking for mass ejaculation by strangers

TrannyGem 1 year ago

Hawt Trans Beauty Fucked in Every Room of the House by TS Chick - Sexy Trans Lesbian Sex

Hawt Trans Beauty Fucked in Every Room of the House by TS Chick - Sexy Trans Lesbian Sex

Dafreeporn 8 months ago

Amber's Orientation

Amber's Orientation

3DPornDude 1 year ago

HANDS FREE SISSYGASM CUMSHOT from Aneros MGX Syn Trident

HANDS FREE SISSYGASM CUMSHOT from Aneros MGX Syn Trident

XHamster 2 years ago

Riding on the huge ride

Riding on the huge ride

XHamster 3 weeks ago

Threeway bisexual unicorn fucks sissy

Threeway bisexual unicorn fucks sissy

Some.Porn 1 year ago

Natacha Pute De Lyon Big Gode 4

Natacha Pute De Lyon Big Gode 4

XHamster 4 months ago

Sissy PLUMB in the WOODS

Sissy PLUMB in the WOODS

TrannyGem 3 years ago

Watch This Sissy Slut Get Her Ass Filled with a Thick Toy - Back View

Watch This Sissy Slut Get Her Ass Filled with a Thick Toy - Back View

XHamster 2 weeks ago

Gender Transformations: Magic Makes You a Free Use Big Tit Bimbo Whore and Me a Big Cock Futa

Gender Transformations: Magic Makes You a Free Use Big Tit Bimbo Whore and Me a Big Cock Futa

XHamster 3 months ago

Watch this hot femboy get his ass drilled by a fake dick while spreading his legs

Watch this hot femboy get his ass drilled by a fake dick while spreading his legs

GayVD 5 days ago

Starfire Destroys Your Boypussy Out of Lenience HFO Training & CEI

Starfire Destroys Your Boypussy Out of Lenience HFO Training & CEI

BigTitsLust 1 month ago

Renounce Your Gods

Renounce Your Gods

XHamster 2 months ago

Checking Locked Dick and Strapon

Checking Locked Dick and Strapon

XHamster 2 years ago

Bianca Black Destroys Worst Beta Male Sydney Summers Chokes On Strapon

Bianca Black Destroys Worst Beta Male Sydney Summers Chokes On Strapon

JuicyTrans 2 weeks ago

Sissy Jessica Bloom Teaches You How To Suck Cock And Swallow Cum

Sissy Jessica Bloom Teaches You How To Suck Cock And Swallow Cum

XHamster 1 year ago

Unexpected Anal Training with PAWG Shemale Stepmom(3D Futa Anime)

Unexpected Anal Training with PAWG Shemale Stepmom(3D Futa Anime)

TrannyGem 2 weeks ago

Imagine You Are Fucking a Boy!

Imagine You Are Fucking a Boy!

XHamster 8 months ago

The Mistress Plays with the Crossdresser as if He Were a Human Toy

The Mistress Plays with the Crossdresser as if He Were a Human Toy

XHamster 9 months ago

Deeper Down the Rabbit Hole

Deeper Down the Rabbit Hole

XHamster 3 weeks ago

having a fantastic sissy time

having a fantastic sissy time

TrannyGem 1 year ago

Sissy gasm time

Sissy gasm time

XHamster 5 months ago

Unexpected Anal Training with PAWG Trans Stepmom(3D Futa Anime)

Unexpected Anal Training with PAWG Trans Stepmom(3D Futa Anime)

Sheshaft 1 week ago

Sissy Fuckdoll 2

Sissy Fuckdoll 2

XHamster 8 months ago

New 2024 - Miss Me?

New 2024 - Miss Me?

XHamster 3 months ago

Brides Hands-free BBC Cumshots

Brides Hands-free BBC Cumshots

XHamster 3 weeks ago

Sissy Strained to Suck Mistress's Strap-on Before Getting Fucked Hard

Sissy Strained to Suck Mistress's Strap-on Before Getting Fucked Hard

XHamster 10 months ago

Lika Kai Private Show

57% 4K 2:00 / 5:34

Lika Kai Private Show

Camster 2 weeks ago

Sissy sluts take hormones and fuck

Sissy sluts take hormones and fuck

MyTransfix 2 weeks ago

Training Cancel

Training Cancel

XHamster 2 months ago

Sissification Appointment

Sissification Appointment

XHamster 1 month ago

Let's Jerk off Together JOI

Let's Jerk off Together JOI

XHamster 4 months ago

Getting Ready with Sissy Maid Candy!

Getting Ready with Sissy Maid Candy!

XHamster 3 months ago

Sissy training for your feminization

Sissy training for your feminization

XHamster 9 months ago

Sissy Humiliation Cum Eating Instructions Give It up You Are Gay

Sissy Humiliation Cum Eating Instructions Give It up You Are Gay

XHamster 1 week ago

Alizzz Storm Private Show

66% HD 2:00 / 6:40

Alizzz Storm Private Show

Camster 1 year ago

Plapping Sissy in Chastity Ass Play Fuck Machine JOI CBT Anal Masturbation for Goddess Nikki Kit

66% HD 0:25 / 13:03

Plapping Sissy in Chastity Ass Play Fuck Machine JOI CBT Anal Masturbation for Goddess Nikki Kit

IWantClips 1 month ago

”TS Aspen Brooks trains Mickey OBriens tight butt with her heavy dick”

”TS Aspen Brooks trains Mickey OBriens tight butt with her heavy dick”

4Wank 1 year ago

Completely Submitted and Feminized

Completely Submitted and Feminized

XHamster 8 months ago

TS trained by Pimp - Sasha de Sade

TS trained by Pimp - Sasha de Sade

AShemaleTube 8 years ago

Amateur Anal Fisting & Pegging Femdom Toy Scene

Amateur Anal Fisting & Pegging Femdom Toy Scene

Eporner 5 days ago

She Is Going to Punish This Submissive Brat and Give Her a Red Ass

She Is Going to Punish This Submissive Brat and Give Her a Red Ass

XHamster 6 months ago

Extreme Huge Man Nipples Titten-Sau Nipple Pain Slut FAG

Extreme Huge Man Nipples Titten-Sau Nipple Pain Slut FAG

XHamster 2 years ago

Sissy Threesome Training

Sissy Threesome Training

ShemaleSex 1 week ago

Joi My mistress spits on me, trains me like a

Joi My mistress spits on me, trains me like a

XHamster 2 weeks ago

Flexible TS Tgirl Self Suck Balls DEEP THROAT

Flexible TS Tgirl Self Suck Balls DEEP THROAT

Sheshaft 1 week ago

Plump Sissy Unfathomable Vibrator Anal Gaping Screw

Plump Sissy Unfathomable Vibrator Anal Gaping Screw

SortPorn 1 week ago

Pretty Trans Girl Throat Fucked by Tattooed Muscle Stud

Pretty Trans Girl Throat Fucked by Tattooed Muscle Stud

XHamster 5 months ago

TheArtemixx - Jayla's First Monster Cock Training - Thick Trans Latina Takes ArtemiXXX's BBC and Hot Load

TheArtemixx - Jayla's First Monster Cock Training - Thick Trans Latina Takes ArtemiXXX's BBC and Hot Load

Pornzona 1 week ago

Non stop PEGGING gives me 7x ANAL ORGASM, I rewarded with 1 for her SISSY dick

Non stop PEGGING gives me 7x ANAL ORGASM, I rewarded with 1 for her SISSY dick

XHamster 1 year ago

Multiformity begins her Bad Dragon training with Mistresse Miguire

Multiformity begins her Bad Dragon training with Mistresse Miguire

Amateur8 1 year ago

becomingfemme - laci kisses first training session porn video

becomingfemme - laci kisses first training session porn video

TransDoe 1 week ago

Black Boy Got Turn on by His Coach at the Training Section

Black Boy Got Turn on by His Coach at the Training Section

XHamster 4 months ago

Rope on Cropping for Candi Cumdump - Stella Liberty - Female Dominance Doll Dominance Pegging Sissy Teaching

Rope on Cropping for Candi Cumdump - Stella Liberty - Female Dominance Doll Dominance Pegging Sissy Teaching

TrannyGem 5 years ago

Mrhankeys PIN-CLOP 4XL very first time

Mrhankeys PIN-CLOP 4XL very first time

MenGem 2 years ago

put two mitts in the booty of her sissy fuckslut. handballing

put two mitts in the booty of her sissy fuckslut. handballing

TrannyGem 3 years ago

Sissy Kara Stretches and Bounces On 1st BBC

Sissy Kara Stretches and Bounces On 1st BBC

ShemaleSin 2 weeks ago

Anouk Tgirl Wench - Bareback Facefuck BBC Destroys her Sissy Butt and Mouth in 4 hrs - Full Clip

Anouk Tgirl Wench - Bareback Facefuck BBC Destroys her Sissy Butt and Mouth in 4 hrs - Full Clip

SortPorn 3 years ago

Being a Hotty is Greater amount Enjoyment! Sissy Feminization T-Gal Training POV Femdom by Bitch goddess Kyaa

Being a Hotty is Greater amount Enjoyment! Sissy Feminization T-Gal Training POV Femdom by Bitch goddess Kyaa

BigTitsLust 4 months ago

Wife's Imposed Feminization: Hormones, Ball Removal, Permanent Makeup, Penis Reduction & More!

Wife's Imposed Feminization: Hormones, Ball Removal, Permanent Makeup, Penis Reduction & More!

XHamster 7 months ago

Sissi Training - You will be transformed into a feminine slave by me and finally feminized

Sissi Training - You will be transformed into a feminine slave by me and finally feminized

XHamster 9 months ago

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