Training Videos - Trans (87,310)

BRATTY SUB GETS PUMPED feat AstroDomina & Luna Laika (HD MP4)

72% HD 0:16 / 13:22

BRATTY SUB GETS PUMPED feat AstroDomina & Luna Laika (HD MP4)

Clips4sale 2 years ago

Threesome with Salome Salvi and Tantaly Sex Doll

60% 1:01 / 30:59

Threesome with Salome Salvi and Tantaly Sex Doll

FapHouse 2 years ago

trans sissy instructing delicate satin guts wanking screwing, finger-banging, and jerking

trans sissy instructing delicate satin guts wanking screwing, finger-banging, and jerking

TransTube.tv 8 months ago

Fetish224 - Pegging the Bully: Rachel Steele & London River’s Femdom Justice P1

57% HD 0:26 / 17:56

Fetish224 - Pegging the Bully: Rachel Steele & London River’s Femdom Justice P1

Clips4sale 11 months ago

Bullied into Halloween Diapers

HD 0:29 / 12:28

Bullied into Halloween Diapers

Clips4sale 4 months ago

Gorgeous Puppygirl Nyxi Leon Trained & Fucked by Daddy Doggystyle and Reverse Cowgirl

HD 0:39 / 27:09

Gorgeous Puppygirl Nyxi Leon Trained & Fucked by Daddy Doggystyle and Reverse Cowgirl

FapHouse 2 months ago

[Trans] Babi, I'm Home!

Premium 52% VR 25:43

[Trans] Babi, I'm Home!

VRPorn 8 months ago

Eddy and Dani WT

Eddy and Dani WT

CBT and a Footjob

CBT and a Footjob

ShemaleSin 8 months ago

Dirty Mutt Gets Double Dicked

63% HD 0:10 / 29:10

Dirty Mutt Gets Double Dicked

Clips4sale 3 years ago

trans slut gets trained to become puppy slapped and humiliated long

trans slut gets trained to become puppy slapped and humiliated long

XVideos 2 years ago

My Magic Steals Your Cock, Turns You Into a Cuntboy and I Make You Pregnant! - Transformation Magic

HD 1:01 / 10:11

My Magic Steals Your Cock, Turns You Into a Cuntboy and I Make You Pregnant! - Transformation Magic

FapHouse 7 months ago

Trained to Be a Good Slut

66% 1:01 / 27:39

Trained to Be a Good Slut

FapHouse 8 months ago

My Magic Steals Your Cock, Turns You Into a Cuntboy and I Make You Pregnant! - Transformation Magic

HD 0:39 / 10:11

My Magic Steals Your Cock, Turns You Into a Cuntboy and I Make You Pregnant! - Transformation Magic

FapHouse 7 months ago

She’s never had it like this before, his cock takes her over the top until her eyes roll, and this country bumpkin gets creampi

66% HD 1:01 / 1:00:31

She’s never had it like this before, his cock takes her over the top until her eyes roll, and this country bumpkin gets creampi

FapHouse 4 years ago

DESTRUINDO O CU E AS BOLAS DO FEMBOY USANDO GAIOLA

DESTRUINDO O CU E AS BOLAS DO FEMBOY USANDO GAIOLA

XVideos 1 year ago

Sissy Crossdresser Anal Fisting and Fucked by Huge Dildo

71% HD 1:01 / 13:52

Sissy Crossdresser Anal Fisting and Fucked by Huge Dildo

FapHouse 1 year ago

sentindo no pelo o cuzinho delicioso da Solzinha

sentindo no pelo o cuzinho delicioso da Solzinha

XVideos 1 month ago

A caning from Lady Krampus

A caning from Lady Krampus

Clips4sale 3 years ago

Black Slut Slave in a Collar Face Fucked

51% HD 0:39 / 12:50

Black Slut Slave in a Collar Face Fucked

FapHouse 4 months ago

Sissy's Ass Make a War with a Big Red Rocket Dildo

65% 1:01 / 21:39

Sissy's Ass Make a War with a Big Red Rocket Dildo

FapHouse 3 weeks ago

Sissy training preview: ghaniyah

Sissy training preview: ghaniyah

XXXShemalePorn 2 years ago

Rubber slave anal training

Rubber slave anal training

xHamster 2 weeks ago

To Meet The Inlaws

4K 0:30 / 15:45

To Meet The Inlaws

Clips4sale 1 year ago

Sissy dildo riding compilation

Sissy dildo riding compilation

XVideos 1 year ago

Locktober Sessions - a Vibrator for That Little Clitty

63% HD 1:01 / 9:54

Locktober Sessions - a Vibrator for That Little Clitty

FapHouse 3 months ago

The Sissy's True God: Big Black Cock Worship - Sph, BBC

The Sissy's True God: Big Black Cock Worship - Sph, BBC

FapHouse 1 year ago

Sara & Elver Private Show

59% HD 2:00 / 6:14

Sara & Elver Private Show

Flirt4Free 2 months ago

Latex Sissy Maid Training

69% 0:30 / 21:33

Latex Sissy Maid Training

Clips4sale 9 months ago

Femdom Pool Party Fuck Fest - Mistress Kendra, Mistress Susi, Ts Slayer, pegging, orgy, ts girls wmv

58% HD 0:51 / 26:15

Femdom Pool Party Fuck Fest - Mistress Kendra, Mistress Susi, Ts Slayer, pegging, orgy, ts girls wmv

Clips4sale 2 years ago

Master & Christian & Nicco Private Show

54% HD 2:00 / 9:51

Master & Christian & Nicco Private Show

Flirt4Free 1 year ago

How's the Cumshot From Your Angle Zack?

53% HD 0:39 / 6:30

How's the Cumshot From Your Angle Zack?

FapHouse 5 months ago

Pink Satin Sissy Maid Gets Fucked by Her Fucking Machine and Plays with Her Sex Toy Doll

Pink Satin Sissy Maid Gets Fucked by Her Fucking Machine and Plays with Her Sex Toy Doll

xHamster 2 weeks ago

JOI Hentai MILF Femboy Cumming on His Cock

55% HD 1:01 / 5:23

JOI Hentai MILF Femboy Cumming on His Cock

FapHouse 5 months ago

Slide Until Sissygasm Anal Virgin Training

Slide Until Sissygasm Anal Virgin Training

FapHouse 2 years ago

MILKING PEGGING CUM COMPILATION

MILKING PEGGING CUM COMPILATION

XVideos 8 months ago

Stepmom in latex Gloves Shaving Hairy Cock of Submissive Sissy Slut in nylon Stockings - Latex Multiple Ruined Orgasms of Sissy Slut Big Cock in Pantyhose, Close Female Naked Male, Mistress in Bra and Panties, Femdom Sex

4K 0:28 / 27:55

Stepmom in latex Gloves Shaving Hairy Cock of Submissive Sissy Slut in nylon Stockings - Latex Multiple Ruined Orgasms of Sissy Slut Big Cock in Pantyhose, Close Female Naked Male, Mistress in Bra and Panties, Femdom Sex

Clips4sale 4 months ago

Let's Shave and Panty Your Sissy Cocklet!

Let's Shave and Panty Your Sissy Cocklet!

Clips4sale 3 years ago

Ruthless Mistress Destroys the Asshole Of a Sissy Trans With Huge Sex-toys And Hardcore Fisting

Ruthless Mistress Destroys the Asshole Of a Sissy Trans With Huge Sex-toys And Hardcore Fisting

MyLust 2 years ago

Box-Training Face Busting + Hard-Bare-Assfuck At The End

Box-Training Face Busting + Hard-Bare-Assfuck At The End

BeMyHole 4 years ago

Brazilian Ladyboy Slave Training and Anal Casting

63% HD 0:39 / 32:58

Brazilian Ladyboy Slave Training and Anal Casting

FapHouse 3 months ago

”Transgender Sergeant Jessy Dubai Trains Her New Recruits”

”Transgender Sergeant Jessy Dubai Trains Her New Recruits”

HQBang 1 year ago

Self-training No. 55: Indoor Modified Fuck Machine

Self-training No. 55: Indoor Modified Fuck Machine

FapHouse 1 month ago

Extended Cut of Bubble but Trans Girl in Dva Cosplay Blacked by BBC Creampie and Cum Farts

Extended Cut of Bubble but Trans Girl in Dva Cosplay Blacked by BBC Creampie and Cum Farts

xHamster 4 months ago

Trans Stepmother Prepares the Christmas Sissy Gangbang

HD 0:39 / 20:28

Trans Stepmother Prepares the Christmas Sissy Gangbang

FapHouse 2 months ago

NUN SUPERVISED MASTURBATION

56% 4K 0:25 / 13:59

NUN SUPERVISED MASTURBATION

Clips4sale 2 years ago

waiting patiently like a good girl

60% 1:01 / 27:26

waiting patiently like a good girl

FapHouse 2 years ago

Mistress Owns a Bull 👠 🐂

65% HD 0:10 / 17:58

Mistress Owns a Bull 👠 🐂

LoyalFans 10 months ago

Sissy Bathroom Series - Crimson Satin and Mesh Ouvert Underwear Set

Sissy Bathroom Series - Crimson Satin and Mesh Ouvert Underwear Set

4Gay 2 weeks ago

Petite Big Ass Trans Gwen Anal Fucking Herself with Black Monster Dildo

HD 1:01 / 14:53

Petite Big Ass Trans Gwen Anal Fucking Herself with Black Monster Dildo

FapHouse 2 weeks ago

He lost his v-card by getting porked rock hard

He lost his v-card by getting porked rock hard

TransTube.tv 1 year ago

Sissy Training - Sissygasm Encouragement Jessica Bloom

Sissy Training - Sissygasm Encouragement Jessica Bloom

Tranny.one 3 years ago

British Barber Ryan Worships Rowans Feet in the Chair

62% 4K 2:00 / 5:40

British Barber Ryan Worships Rowans Feet in the Chair

Flirt4Free 2 years ago

Trans Sissy French Maid Service Training

Premium HD 26:33

Trans Sissy French Maid Service Training

xnxxGold 3 months ago

Kolex Antonella Private Show

Kolex Antonella Private Show

Flirt4Free 1 week ago

Lalax & Tomy Private Show

63% HD 2:00 / 18:50

Lalax & Tomy Private Show

Flirt4Free 3 years ago

MILF Controls boy wmv

Premium 4K 18:18

MILF Controls boy wmv

Clips4sale 2 months ago

Husband gets sissified and his ass pegged

Husband gets sissified and his ass pegged

xHamster 2 years ago

A Boy in a Cage Trains His Boy Pussy for a Halloween Party to Get All the Dicks

HD 0:39 / 16:50

A Boy in a Cage Trains His Boy Pussy for a Halloween Party to Get All the Dicks

FapHouse 1 year ago

Hot Training Fuck with My Guy

Hot Training Fuck with My Guy

xHamster 4 months ago

Tim deen trains luna rishi subordination with giant pecker

Tim deen trains luna rishi subordination with giant pecker

IcePorn 4 months ago

Sissy Stuffing Perverted Tasks for Feminization Gay Training

Sissy Stuffing Perverted Tasks for Feminization Gay Training

LoyalFans 1 month ago

3rd training session of 13 02 2026 - 30 minutes

3rd training session of 13 02 2026 - 30 minutes

xHamster 5 days ago

Training my sissy - Princess Brook - Full Res HD MP4

Premium HD 13:10

Training my sissy - Princess Brook - Full Res HD MP4

Clips4sale 2 years ago

Crossdresser Destroy Asshole with Fucking Machine and Bam Dildo

Crossdresser Destroy Asshole with Fucking Machine and Bam Dildo

FapHouse 2 years ago

Sissygasm in Underpants

Sissygasm in Underpants

GayCK 6 years ago

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

HD 1:01 / 13:54

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

FapHouse 2 days ago

METENDO A M&Atilde_O INTEIRA NO CU DA MILF ATE ELA GRITAR

METENDO A M&Atilde_O INTEIRA NO CU DA MILF ATE ELA GRITAR

XVideos 2 months ago

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

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

XXXShemalePorn 5 years ago

My Ass is My Pussy

My Ass is My Pussy

xHamster 5 months ago

Horse Penis + Screw Machine +- Getting Banged with BBC

Horse Penis + Screw Machine +- Getting Banged with BBC

ShemaleSin 11 months ago

Training makes perfect

Training makes perfect

xHamster 11 months ago

| JOI & ASMR | Dream Trans Goth GF clicker trains you Pt.1

| JOI & ASMR | Dream Trans Goth GF clicker trains you Pt.1

RedTube Unknown

Ten minutes of blowjob training. Enjoy watching and listening.

Ten minutes of blowjob training. Enjoy watching and listening.

xHamster 1 month ago

Luke Hardy & Cristian Ford Private Show

34% HD 2:00 / 11:36

Luke Hardy & Cristian Ford Private Show

Flirt4Free 1 year ago

Goddess Allegra pegs Trans girl August Harper until she cums through her chastity

65% 0:30 / 4:27

Goddess Allegra pegs Trans girl August Harper until she cums through her chastity

Clips4sale 1 year ago

Milky Bois merely! Sissy Trainer! WARNING Y

Milky Bois merely! Sissy Trainer! WARNING Y

TrannyGem 5 years ago

Self-Training No96 Exposed Walk Like

Self-Training No96 Exposed Walk Like

xHamster 2 weeks ago

Mistress streches urethra peehole of her sissy with dilator edging

Mistress streches urethra peehole of her sissy with dilator edging

xHamster 4 weeks ago

Latex Doll - more training

Latex Doll - more training

xHamster 3 weeks ago

Sissy Slut Uses Cum as Lube and has Anal Sissygasms in Chastity Jessica Bloom

Sissy Slut Uses Cum as Lube and has Anal Sissygasms in Chastity Jessica Bloom

xHamster 5 months ago

me for you, my dear Daddy Ralph

me for you, my dear Daddy Ralph

xHamster 2 years ago

Bitchboyass sissy slave tests a new dildo for you

Bitchboyass sissy slave tests a new dildo for you

xHamster 3 weeks ago

Riding my Bad Dragon Monster dildo

Riding my Bad Dragon Monster dildo

xHamster 3 years ago

Tgirl Samus Huge Gaped Ass Cumfart and Massive Anal Creampie

Tgirl Samus Huge Gaped Ass Cumfart and Massive Anal Creampie

xHamster 3 months ago

Matt & Oliver & Andres Private Show

66% HD 2:00 / 4:56

Matt & Oliver & Andres Private Show

Flirt4Free 3 years ago

Sissy rosebud teaching

Sissy rosebud teaching

TrannyGem 3 years ago

”A Gym Just For Us 2”

”A Gym Just For Us 2”

TransHero 1 month ago

A quickie in the bathroom before datenight

A quickie in the bathroom before datenight

xHamster 4 years ago

Compilation With the Best Solo Cumshots: Sexy Shemale Makes Herself Cum By Shoving Dildos In Her Ass

Compilation With the Best Solo Cumshots: Sexy Shemale Makes Herself Cum By Shoving Dildos In Her Ass

XGroovy 2 years ago

Intense cumshot amateur porn compilation

Intense cumshot amateur porn compilation

AnySex 2 years ago

dumb slut struggles to take big black cock dildo

dumb slut struggles to take big black cock dildo

xHamster 3 years ago

Yam-sized White CD Sissy get boinked out and spunked on by BIG BLACK COCK

Yam-sized White CD Sissy get boinked out and spunked on by BIG BLACK COCK

4Gay 4 months ago

NEW Compilation!!! T-MODEL FINEST MOMENTS OF MY LIFE Bottom View!

NEW Compilation!!! T-MODEL FINEST MOMENTS OF MY LIFE Bottom View!

TransTube.tv 1 year ago

POV Pegged By Kendra (HD MP4)

HD 0:22 / 11:00

POV Pegged By Kendra (HD MP4)

Clips4sale 1 year ago

Plugging my sweet hole before training . Slow motion

Plugging my sweet hole before training . Slow motion

xHamster 10 months ago

Feminization Sissification Sissy three-some training oral-job

Feminization Sissification Sissy three-some training oral-job

ShemaleSin 1 year ago

Tantaly : An Unexpected Christmas Gift: A Sissy's Penetration - Mistress Julia

Tantaly : An Unexpected Christmas Gift: A Sissy's Penetration - Mistress Julia

xHamster 1 year ago

Jhordy & Maxx Private Show

59% HD 2:00 / 7:55

Jhordy & Maxx Private Show

Flirt4Free 6 months ago

Wear My Panties and Rub, Sissy Slut!

53% 0:10 / 10:15

Wear My Panties and Rub, Sissy Slut!

Clips4sale 1 year ago

Redhead Trans Girl Slowly Reveals a Surprise You Didn't Expect

Redhead Trans Girl Slowly Reveals a Surprise You Didn't Expect

xHamster 4 weeks ago

Femboy Cumdump Pushes out Gallons of Cum

Femboy Cumdump Pushes out Gallons of Cum

xHamster 1 year ago

The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)

The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)

xHamster 4 months ago

Trans Ria Bentley Toys Her Ass and Gives JOI in School Uniform

Trans Ria Bentley Toys Her Ass and Gives JOI in School Uniform

xHamster 10 months ago

WVM - PART 31 - IMPREGNATION APPOINTMENT By MissKitty2K

WVM - PART 31 - IMPREGNATION APPOINTMENT By MissKitty2K

xHamster 1 year ago

Master Trains His Sissy In Chastity He Uses Her Mouth And Her Liking Making Her A Real Whore Shemal

Master Trains His Sissy In Chastity He Uses Her Mouth And Her Liking Making Her A Real Whore Shemal

aShemaleTube 4 weeks ago

Sissy p. oral training

Sissy p. oral training

XVideos 11 years ago

I imprisoned my husband's balls on the beach

I imprisoned my husband's balls on the beach

xHamster 9 months ago

Sissy Anal Needs

75% HD 1:01 / 11:39

Sissy Anal Needs

FapHouse 1 year ago

Patric & Simon & Frederick Private Show

54% HD 2:00 / 11:22

Patric & Simon & Frederick Private Show

Flirt4Free 1 year ago

GRINDR FATHER POUNDS CD RIGID & FEEDS her a XXL MAMMARY FOUNTAIN of STEAMING JISM

GRINDR FATHER POUNDS CD RIGID & FEEDS her a XXL MAMMARY FOUNTAIN of STEAMING JISM

TrannyGem 4 years ago

Domi in Pussy Boy

HD 2:00 / 1:10:10

Domi in Pussy Boy

Flirt4Free 4 weeks ago

Latex doll fuckmachine BDSM

Latex doll fuckmachine BDSM

xHamster 2 months ago

Sluts Tournament 2 - Cheelai Recieves The Rod By Foxy2K

Sluts Tournament 2 - Cheelai Recieves The Rod By Foxy2K

xHamster 1 year ago

Even in the cage my limp cock erupts cum

Even in the cage my limp cock erupts cum

xHamster 2 years ago

Pvc Catsuit Sissy Gets Fucked by and Fucks Her Sex Toy Doll While Locked in Chastity and Has a Sissygasm

Pvc Catsuit Sissy Gets Fucked by and Fucks Her Sex Toy Doll While Locked in Chastity and Has a Sissygasm

xHamster 1 year ago

Sissygasm Clip

xHamster 6 months ago

The Boy's Word Remake RUS Слово Пацана

The Boy's Word Remake RUS Слово Пацана

aShemaleTube 3 weeks ago

Stretching out my sissy's boipussy with my huge big black cock

Stretching out my sissy's boipussy with my huge big black cock

xHamster 1 week ago

Machine Anal Training

Machine Anal Training

xHamster 1 week ago

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