Training Videos - Trans (117,466)

You lose! Dominated by the gamer girl

56% HD 1:01 / 30:38

You lose! Dominated by the gamer girl

FapHouse 4 years ago

”Butt In Training - Tommy Trains Haley Reed's Butt For Cum Draining”

”Butt In Training - Tommy Trains Haley Reed's Butt For Cum Draining”

TransHero 6 months ago

ULTIMATE FOOT FETISH COMPILATION - Foot Worship, Footjobs, Smelly Socks, Femdom, Pornstars, Cum On Feet, Boot Worship

ULTIMATE FOOT FETISH COMPILATION - Foot Worship, Footjobs, Smelly Socks, Femdom, Pornstars, Cum On Feet, Boot Worship

ShemaleSin 2 months ago

Full Mouth Gag Device Bondage Submissive Tgirl Shock Collar Pain Slut Training

Premium HD 13:39

Full Mouth Gag Device Bondage Submissive Tgirl Shock Collar Pain Slut Training

xnxxGold 1 year ago

DAY 24 OF SISSY TRAINING - HORMONE HAZE FEMINIZATION

DAY 24 OF SISSY TRAINING - HORMONE HAZE FEMINIZATION

Clips4sale 2 weeks ago

Sophia Loreen Party on Jun 23, 2026 - Part 4

HD 2:00 / 35:23

Sophia Loreen Party on Jun 23, 2026 - Part 4

Flirt4Free 2 days ago

Petra,s Valentine date ❤️

Petra,s Valentine date ❤️

xHamster 1 year ago

Hot Training, Come See Ass Warming At Prezotte’s House With Personal Trainee Breno Dias And Sabrina Prezotte.

Hot Training, Come See Ass Warming At Prezotte’s House With Personal Trainee Breno Dias And Sabrina Prezotte.

BeMyHole 8 months ago

Sissy Imprinted

HD 0:10 / 11:15

Sissy Imprinted

LoyalFans 2 weeks ago

Tied up and fucked - sissy is at shemales mercy

Tied up and fucked - sissy is at shemales mercy

xHamster 4 years ago

Sissy Hubby Crossdresses for Mistress' Pleasure

Sissy Hubby Crossdresses for Mistress' Pleasure

FapNFuck 1 year ago

Young Sissy Slut gets Fucked by bbc Daddy

Young Sissy Slut gets Fucked by bbc Daddy

xHamster 3 years ago

Boots Lick Training for Mistress Asura

Boots Lick Training for Mistress Asura

xHamster 1 year ago

Girl Fuck Trap

FapHouse 3 months ago

Real SISSY ENEMA slave cums in his own mouth

Real SISSY ENEMA slave cums in his own mouth

xHamster 1 year ago

Blonde Femboy Crossdresser In An Abandoned Hospital

Blonde Femboy Crossdresser In An Abandoned Hospital

xHamster 2 months ago

Sophie Fantasy Private Show

HD 2:00 / 50:39

Sophie Fantasy Private Show

Flirt4Free 3 years ago

Training makes perfect

Training makes perfect

xHamster 1 year ago

Naughty nun plays with a large unholy member

Naughty nun plays with a large unholy member

xHamster 2 years ago

Collared Tgirl Gets Attitude Adjustment

HD 0:39 / 16:05

Collared Tgirl Gets Attitude Adjustment

FapHouse 1 week ago

Alexxa A Party on Jun 24, 2026 - Part 2

HD 2:00 / 16:11

Alexxa A Party on Jun 24, 2026 - Part 2

Camster 2 days ago

Sissy Play with Big Pink Dildo

Sissy Play with Big Pink Dildo

xHamster 3 weeks ago

Sissy very first anal masturbation video

Sissy very first anal masturbation video

xHamster 3 years ago

Hard workout for tranny girl! With vibrating butt plug at the gym! FULL CLIP

60% HD 0:30 / 15:18

Hard workout for tranny girl! With vibrating butt plug at the gym! FULL CLIP

Clips4sale 8 months ago

AB106 Conpletely domesticated kinky sissy slave- face sitting cumshot edging

AB106 Conpletely domesticated kinky sissy slave- face sitting cumshot edging

xHamster 2 years ago

BDSM Sissy deepthroat training with enema!

BDSM Sissy deepthroat training with enema!

Itsrealamateurs 2 weeks ago

Sissi Stacy Blow up Here as by Huge Anal Plug

73% 1:01 / 13:15

Sissi Stacy Blow up Here as by Huge Anal Plug

FapHouse 1 year ago

Sissy trainer destroys girly boy crossdressed in gay anime humiliation

Sissy trainer destroys girly boy crossdressed in gay anime humiliation

GayPornWatch 5 days ago

Do You Like to See a Shredded and Muscular Body ?

47% HD 2:00 / 13:57

Do You Like to See a Shredded and Muscular Body ?

Flirt4Free 3 years ago

Trannies in training - (Episode #05)

Trannies in training - (Episode #05)

xHamster 1 month ago

French amateur doggy training

French amateur doggy training

xHamster 2 years ago

Top Tennis Training

VR 0:08 / 33:13

Top Tennis Training

FapHouse 1 month ago

Gay encouragement of small dick losers like you

66% HD 0:10 / 10:25

Gay encouragement of small dick losers like you

LoyalFans 1 year ago

Submissive Ladyboy First Anal Casting & Slave Training

HD 0:39 / 33:47

Submissive Ladyboy First Anal Casting & Slave Training

FapHouse 4 months ago

Pimping You Out - Miss Faith Rae's Femdom POV Sissy Training Findom Debt Contract - HD 1080p MP4

Pimping You Out - Miss Faith Rae's Femdom POV Sissy Training Findom Debt Contract - HD 1080p MP4

xHamster 2 years ago

Femboy Gape Compilation #2 fart-gapes

56% HD 0:39 / 6:11

Femboy Gape Compilation #2 fart-gapes

FapHouse 5 months ago

The Sissy Suckretary Part Two Sissification Domination Humiliation Erotic Audio by Tara Smith

The Sissy Suckretary Part Two Sissification Domination Humiliation Erotic Audio by Tara Smith

Pornzona 2 weeks ago

Shemale Porn Video Lucas's Bi Slave Training

Shemale Porn Video Lucas's Bi Slave Training

Tranny.one 1 year ago

I Gave My Trans Girlfriend a Lot of Oral Sex After Training and She Came.

I Gave My Trans Girlfriend a Lot of Oral Sex After Training and She Came.

FapHouse 3 months ago

MissionaryBoys - Elder Edwards tug job

MissionaryBoys - Elder Edwards tug job

GayTube.site 4 years ago

Worship Superior Foreskin

HD 0:39 / 13:16

Worship Superior Foreskin

FapHouse 5 months ago

Eat Cummies Movie

Eat Cummies Movie

Pornzona 3 months ago

P1 MECHANIC CAR POSITION CATSUIT SHEMALE SUB EXTREME DEEPTHROAT

67% HD 0:21 / 10:09

P1 MECHANIC CAR POSITION CATSUIT SHEMALE SUB EXTREME DEEPTHROAT

Clips4sale 1 year ago

Upskirt seen by drivers

Upskirt seen by drivers

TrannyGem 1 year ago

Frat Pantyhose Tasks - Kobe Lee Pantyhose Submissive Made To Crossdress and Masturbate in Silky Nylons as Slave Task 4k

4K 0:30 / 13:52

Frat Pantyhose Tasks - Kobe Lee Pantyhose Submissive Made To Crossdress and Masturbate in Silky Nylons as Slave Task 4k

Clips4sale 1 month ago

Hot Transsexual Tiny Dong Cums hard HandsFree

Hot Transsexual Tiny Dong Cums hard HandsFree

Dafreeporn 2 weeks ago

Aron & Elvis & Stivens Private Show

66% HD 2:00 / 5:06

Aron & Elvis & Stivens Private Show

Flirt4Free 3 years ago

Daphne Millerr Private Show

66% 4K 2:00 / 6:33

Daphne Millerr Private Show

Flirt4Free 1 month ago

Playtime 69

xHamster 9 months ago

FUTA LOVES YOU HARDER: Strap-on POV | MahoganyQen

58% HD 0:26 / 7:28

FUTA LOVES YOU HARDER: Strap-on POV | MahoganyQen

Clips4sale 8 months ago

Watch Connie Cage & Trains get kinky with toys & control in hot lingerie solo

Watch Connie Cage & Trains get kinky with toys & control in hot lingerie solo

TrannyMovs 6 months ago

Drivers class ends with a hard anal - Finn Harding , Amanda Riley

Drivers class ends with a hard anal - Finn Harding , Amanda Riley

Fapnado 3 years ago

Long machine fuck for bi slut with huge fake tits

Long machine fuck for bi slut with huge fake tits

xHamster 2 years ago

Students in cum flooded from hot fucking ! Attention- Very hot!

Students in cum flooded from hot fucking ! Attention- Very hot!

xHamster 2 years ago

Femdom Anal Fisting Training

Femdom Anal Fisting Training

FapHouse 7 months ago

Chastity Slave Washes Himself.

65% HD 1:01 / 5:26

Chastity Slave Washes Himself.

FapHouse 5 months ago

Kinky Bitch - sissy training part 1

65% 4K 0:43 / 12:10

Kinky Bitch - sissy training part 1

Clips4sale 1 month ago

Puppy girl Itsol gets pegged raw cruel femdom training

Puppy girl Itsol gets pegged raw cruel femdom training

JuicyTrans 2 weeks ago

Sissygasm Precum CEI Sissy Slut Task 2 Feminization Sissification Training Blonde Femdom Mistress Emily Marilyn Encouraged Fem

63% HD 0:18 / 13:34

Sissygasm Precum CEI Sissy Slut Task 2 Feminization Sissification Training Blonde Femdom Mistress Emily Marilyn Encouraged Fem

Clips4sale 9 months ago

anal training of a young crossdresser big dildo in his ass ( sissy boy)

anal training of a young crossdresser big dildo in his ass ( sissy boy)

Itsrealamateurs 6 days ago

The Reward for the Locked-up Sissy

The Reward for the Locked-up Sissy

xHamster 7 months ago

Milky Bois merely! Sissy Trainer! WARNING Y

Milky Bois merely! Sissy Trainer! WARNING Y

TrannyGem 5 years ago

Watch S1monReilly's 12.five shoeless slave adores getting his feet covered in Jizz

Watch S1monReilly's 12.five shoeless slave adores getting his feet covered in Jizz

GayVD 10 months ago

Blonde mistress humiliating with balls kicking her slave boy

Blonde mistress humiliating with balls kicking her slave boy

Tranny.one 4 years ago

Sissytraining BBC Sluts Training! Goddess with big tits makes you a slut

Sissytraining BBC Sluts Training! Goddess with big tits makes you a slut

xHamster 1 year ago

Rachel Adams feminizes you POV

Rachel Adams feminizes you POV

Clips4sale 8 months ago

Valentina Jones Private Show

Valentina Jones Private Show

Flirt4Free 1 week ago

Angel Joseph Private Show

HD 2:00 / 17:41

Angel Joseph Private Show

Flirt4Free 5 days ago

Blow Him For Me

62% 0:11 / 9:26

Blow Him For Me

Clips4sale 3 years ago

SWALLOW SHEMALE CUM FOR GODDESS FAITH - PART 2

65% 0:30 / 7:05

SWALLOW SHEMALE CUM FOR GODDESS FAITH - PART 2

Clips4sale 7 months ago

Cock Sucking Lips on Display

Cock Sucking Lips on Display

xHamster 11 months ago

Little slut bottom getting trained to take girl dick. Part: 2

Little slut bottom getting trained to take girl dick. Part: 2

xHamster 4 months ago

Luziatv, Sissy Orgasm,cum on Face, Mouth

HD 0:39 / 22:31

Luziatv, Sissy Orgasm,cum on Face, Mouth

FapHouse 1 month ago

Fun Trans Cheerleader Plays with Her Soft Cock

Fun Trans Cheerleader Plays with Her Soft Cock

xHamster 4 months ago

Bimbo Cockslut Takes Facial cumshot For Mistress

Bimbo Cockslut Takes Facial cumshot For Mistress

TransTube.tv 1 year ago

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

67% 1:01 / 21:39

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

FapHouse 5 months ago

Nyxi Leon: Sissy Bunny Strips to Tease in Hot Anal Masturbation

75% HD 0:39 / 6:01

Nyxi Leon: Sissy Bunny Strips to Tease in Hot Anal Masturbation

FapHouse 1 year ago

Multiformity begins her Bad Dragon training with Mastix Miguire

Multiformity begins her Bad Dragon training with Mastix Miguire

SortPorn 10 months ago

Susan is playing with Cameron's bum

Susan is playing with Cameron's bum

TransTube.tv 1 year ago

Small Dick Redhead Tranny in Leather Bodysuit Anal Creampie and Gaped with Dildo

Small Dick Redhead Tranny in Leather Bodysuit Anal Creampie and Gaped with Dildo

xHamster 2 months ago

Halloween sissy Cd biotch inhales manstick. guzzles humungous geyser of jism. Jade Storm

Halloween sissy Cd biotch inhales manstick. guzzles humungous geyser of jism. Jade Storm

TrannyGem 2 years ago

Ryan Boness & Eduar Senni Private Show

55% HD 2:00 / 6:55

Ryan Boness & Eduar Senni Private Show

Flirt4Free 3 days ago

Sissy in red bodysuit and cowboy hat and strapon in ass

Sissy in red bodysuit and cowboy hat and strapon in ass

xHamster 1 year ago

TGIRL IN A HOODIE HUMPS A UNSHAVED RAVE FEMBOY

TGIRL IN A HOODIE HUMPS A UNSHAVED RAVE FEMBOY

TrannyGem 8 months ago

Sissy Ass-fuck Bi-atch Locked Down on Immense Fake penis One Club Jail Roped & Taunted in Purity Cell by Domme

Sissy Ass-fuck Bi-atch Locked Down on Immense Fake penis One Club Jail Roped & Taunted in Purity Cell by Domme

Transvids.tv 11 months ago

Sissy very first vid

Sissy very first vid

TrannyGem 2 years ago

красивый фембой hattabi4ik хвастается своим большим членом с анальной пробкой в заднице

красивый фембой hattabi4ik хвастается своим большим членом с анальной пробкой в заднице

PornBox 1 year ago

Dominated By OSHA Inspector Princess Donna - TRAILER

Dominated By OSHA Inspector Princess Donna - TRAILER

aShemaleTube 2 months ago

Latex crossdresser slut gets fisted by machine

Latex crossdresser slut gets fisted by machine

xHamster 1 year ago

Lady Lads gone nasty for jizz and meatpipe

Lady Lads gone nasty for jizz and meatpipe

Transvids.tv 11 months ago

Two Dommes and the Delivery Boy - Throat Trained

51% HD 1:01 / 5:15

Two Dommes and the Delivery Boy - Throat Trained

FapHouse 1 year ago

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

HD 0:25 / 13:03

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

IWantClips 1 week ago

Sasha de Sade Anal Training On The Leash With BBC

Sasha de Sade Anal Training On The Leash With BBC

DrTuber 4 months ago

Kendall Penny Trains Slut With Dirty Ass

Kendall Penny Trains Slut With Dirty Ass

VipTube 4 months ago

a obedient and subordinated sissy for big black cock

a obedient and subordinated sissy for big black cock

TrannyGem 1 year ago

Sloppy blowjob Jean farts

70% 0:30 / 13:42

Sloppy blowjob Jean farts

Clips4sale 1 year ago

Morning routine with chinese t-girl LEITAOXIV

Morning routine with chinese t-girl LEITAOXIV

Gayhub 1 year ago

Happy Holidays With Heros Ova

Happy Holidays With Heros Ova

Pornzona 4 weeks ago

Katy Ling Private Show

HD 2:00 / 21:22

Katy Ling Private Show

Flirt4Free 1 week ago

Look My Skirt in Jean's on a Parking Lot in the Forest of Snart. Vanessabitchx Parischiennetrvprod

Look My Skirt in Jean's on a Parking Lot in the Forest of Snart. Vanessabitchx Parischiennetrvprod

xHamster 2 months ago

Twinkerbell Pegging the Lost Femboi in Chastity

Twinkerbell Pegging the Lost Femboi in Chastity

xHamster 1 year ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Camster 4 days ago

Slut Training Cum Eating 2

Slut Training Cum Eating 2

AbTranny 1 month ago

Good Girl Fucked, Bad Girl Cucked

69% HD 1:00 / 29:25

Good Girl Fucked, Bad Girl Cucked

Clips4sale 3 years ago

Sissy Bathroom Series - Crimson Satin and Mesh Ouvert Underwear Set

Sissy Bathroom Series - Crimson Satin and Mesh Ouvert Underwear Set

4Gay 4 months ago

Wife pegs & dominated husband

Wife pegs & dominated husband

xHamster 10 months ago

Cross Dressing My Step Stepbrother and He Cums Twice

HD 1:01 / 15:29

Cross Dressing My Step Stepbrother and He Cums Twice

FapHouse 1 year ago

Bang My Fat Femboy Ass!

63% 1:01 / 8:33

Bang My Fat Femboy Ass!

FapHouse 3 weeks ago

Petra 1e training

Petra 1e training

xHamster 1 year ago

Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 17

Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 17

xHamster 5 months ago

Sissy tranny takes a smoke and gives head to daddy

Sissy tranny takes a smoke and gives head to daddy

Tranny.one 8 years ago

SisK being fucked by fucking machine

SisK being fucked by fucking machine

xHamster 3 years ago

You’re my sissy wife now - Elle Eros

You’re my sissy wife now - Elle Eros

Pornzona 5 days ago

Light Training With a Sith Lad.

Light Training With a Sith Lad.

2BGay 2 years ago

Trans Ria Bentley Succumbs to Raw Anal by Gigantic Bull

Trans Ria Bentley Succumbs to Raw Anal by Gigantic Bull

xHamster 4 months ago

Corrine Dittmann Private Show

Corrine Dittmann Private Show

Camster 6 days ago

Independent training No75 Milk enema walks

Independent training No75 Milk enema walks

xHamster 5 months ago

Greedy Cock Taking Slut Gets Her Sissy Ass Destroyed!

58% HD 1:01 / 28:18

Greedy Cock Taking Slut Gets Her Sissy Ass Destroyed!

FapHouse 4 months ago

Sissy Anal invasion Super-bitch Locked Down on Giant Fake penis One Pub Jail Trussed & Taunted in Innocence Box by Dominatrix

Sissy Anal invasion Super-bitch Locked Down on Giant Fake penis One Pub Jail Trussed & Taunted in Innocence Box by Dominatrix

TransTube.tv 1 year ago

Marian & Richard Private Show

HD 2:00 / 1:56:58

Marian & Richard Private Show

Flirt4Free 1 week ago

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