Training Videos - Trans (92,943)

Femdom Pegging Gone Wild

Femdom Pegging Gone Wild

Pornzona 3 weeks ago

Mommy trains a Bad Kitty

Mommy trains a Bad Kitty

aShemaleTube 3 years ago

Eres un MARICA (SISSY TRAINING HUMILLATION)

Eres un MARICA (SISSY TRAINING HUMILLATION)

XVideos 2 months ago

Fag Teaching

Transvids.tv 8 months ago

It’s Just Curiosity, Right? Confused? Not Anymore

53% 0:38 / 14:00

It’s Just Curiosity, Right? Confused? Not Anymore

Clips4sale 4 months ago

9s Feminisation Training Nier Automata Futanari 3D Porn

9s Feminisation Training Nier Automata Futanari 3D Porn

SleazyNEasy 2 weeks ago

Chastity Sissy Slut Pounds Ass Till Sissygasm Cum Explosion

Chastity Sissy Slut Pounds Ass Till Sissygasm Cum Explosion

JuicyTrans 1 month ago

Sissygasm Tutorial - Sissification with the Lady of Feminization

Sissygasm Tutorial - Sissification with the Lady of Feminization

Pornzona 3 weeks ago

Sissy p. oral training

Sissy p. oral training

XVideos 11 years ago

AB003 The trans abbykitty trained by latex Mistress Coronadoll - 极品AV伪娘女优被乳胶衣女王调教

AB003 The trans abbykitty trained by latex Mistress Coronadoll - 极品AV伪娘女优被乳胶衣女王调教

aShemaleTube 7 years ago

Sissy Slut Michelle Morning Wake-up in Bangkok Hotel and Web Show

Sissy Slut Michelle Morning Wake-up in Bangkok Hotel and Web Show

xHamster 4 months ago

The perfect anal training - Part 1

The perfect anal training - Part 1

XVideos 11 months ago

Sissy Verwandlung

Sissy Verwandlung

aShemaleTube 3 years ago

I made her unfathomable mouth a sex toy during the time that i pegged her full movie in links

I made her unfathomable mouth a sex toy during the time that i pegged her full movie in links

ShemaleSin 1 month ago

Lesbian In Training

Lesbian In Training

getTranny 2 days 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

Eporner 4 months ago

Trans Sissy Slut French Maid Service Training

Trans Sissy Slut French Maid Service Training

SleazyNEasy 1 month ago

Sissy Maid Gets Locked in Bondage and Chastity to Be Fucked by Her Sex Doll

Sissy Maid Gets Locked in Bondage and Chastity to Be Fucked by Her Sex Doll

xHamster 7 months 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 2 months ago

Aprende a chupar hasta la garganta. JOI Tutorial Asmr en espa&ntilde_ol.

Aprende a chupar hasta la garganta. JOI Tutorial Asmr en espa&ntilde_ol.

XVideos 1 year ago

Stretching and wrecking a femboy's asshole (full video on OF or Fansly)

Stretching and wrecking a femboy's asshole (full video on OF or Fansly)

xHamster 2 years ago

Domina April Gives Her Sub An AI Upgrade

Domina April Gives Her Sub An AI Upgrade

PornDR 1 week ago

Male Sub gets Trained by Trans Domme 2

Male Sub gets Trained by Trans Domme 2

XVideos 2 months ago

◆ 3D FUTA Beauty’s First Time Turns Into Intense Pleasure as Toys & Big Pecker Bring Her to Orgasm

◆ 3D FUTA Beauty’s First Time Turns Into Intense Pleasure as Toys & Big Pecker Bring Her to Orgasm

Sheshaft 4 months ago

full ritual POV mistress peg her sub unlock edge slap and relock again denying his release.

full ritual POV mistress peg her sub unlock edge slap and relock again denying his release.

xHamster 3 months ago

My Butt Is Made for Anal and Creampies

My Butt Is Made for Anal and Creampies

xHamster 1 year ago

Muscle heterosexual man rails BIG BLACK COCK faux-cock in college doll mini-skirt and gets larger salami palms free-for-all

Muscle heterosexual man rails BIG BLACK COCK faux-cock in college doll mini-skirt and gets larger salami palms free-for-all

Gay4Porn 4 years 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

Deep Throat Training with Dr. Justice

Deep Throat Training with Dr. Justice

FapHouse 4 months ago

Turning My Boyfriend Into A Sissy

Turning My Boyfriend Into A Sissy

xHamster 1 week ago

Brides Hands-free BBC Cumshots

67% HD 0:39 / 4:53

Brides Hands-free BBC Cumshots

FapHouse 2 weeks ago

Consequences for Breaking Out of Chastity

61% HD 1:01 / 42:05

Consequences for Breaking Out of Chastity

FapHouse 1 week ago

One Cock, Two Throats - the Ultimate Deepthroat Test

66% HD 0:39 / 5:20

One Cock, Two Throats - the Ultimate Deepthroat Test

FapHouse 9 months ago

Bound Orgasms and Anal in Sundresses and Ropes Ft Aerie Rei

61% HD 1:01 / 20:33

Bound Orgasms and Anal in Sundresses and Ropes Ft Aerie Rei

FapHouse 2 weeks ago

Actual Training at the Sissy Institute

63% HD 1:01 / 27:04

Actual Training at the Sissy Institute

FapHouse 2 months ago

Tiny Femboy Stretched by Huge Dildo - Fucking Machine Anal Sex Training

Tiny Femboy Stretched by Huge Dildo - Fucking Machine Anal Sex Training

FapHouse 2 weeks ago

Caught Watching Porn

Caught Watching Porn

FapHouse 10 months ago

Dungeon Bondage Trans Gets Anal Training

61% HD 1:01 / 16:32

Dungeon Bondage Trans Gets Anal Training

FapHouse 1 month ago

Stepdaddy's princess does what she is told

63% HD 1:01 / 25:50

Stepdaddy's princess does what she is told

FapHouse 3 years ago

She Trains Her Sissy Friend to Receive Cocks

She Trains Her Sissy Friend to Receive Cocks

FapHouse 11 months ago

Chantal Sweet Lets the Jordan Hung Dildo Pound Hard in Her Ass on the Sex Machine

63% HD 1:01 / 5:18

Chantal Sweet Lets the Jordan Hung Dildo Pound Hard in Her Ass on the Sex Machine

FapHouse 1 month ago

Porn Star Influencer

60% 0:39 / 24:46

Porn Star Influencer

FapHouse 1 week ago

Deep Anal Training with Dr. Inannajustice

Deep Anal Training with Dr. Inannajustice

FapHouse 4 months ago

Dungeon Bondage Trans Gets Anal Training

Dungeon Bondage Trans Gets Anal Training

FapHouse 1 month ago

Caught Watching Porn

55% 0:39 / 6:27

Caught Watching Porn

FapHouse 10 months ago

Bondage Plugged: Leather Anal Training in Dungeon

HD 1:01 / 22:45

Bondage Plugged: Leather Anal Training in Dungeon

FapHouse 1 month ago

Training My Ass & Nipples

65% HD 0:39 / 16:08

Training My Ass & Nipples

FapHouse 2 months ago

Bound Orgasms and Anal in Sundresses and Ropes Ft Aerie Rei

65% HD 0:39 / 20:33

Bound Orgasms and Anal in Sundresses and Ropes Ft Aerie Rei

FapHouse 2 weeks ago

Dungeon Bondage Trans Gets Anal Training

HD 0:39 / 16:32

Dungeon Bondage Trans Gets Anal Training

FapHouse 1 month ago

Providing a Break From the Grind

Providing a Break From the Grind

FapHouse 4 weeks ago

Pissing in Chastity Cage

63% HD 1:01 / 5:40

Pissing in Chastity Cage

FapHouse 1 year ago

Big Ass Trans Raven Anal Creampie and Fucked Doggystyle by Inflatable Dildo

Big Ass Trans Raven Anal Creampie and Fucked Doggystyle by Inflatable Dildo

xHamster 1 week ago

Meet Nikki the Cute Femboy. Tiny Dick Bubble Butt BBC Wild Ride

Meet Nikki the Cute Femboy. Tiny Dick Bubble Butt BBC Wild Ride

xHamster 2 weeks ago

Dungeon Bondage Trans Gets Anal Training

Dungeon Bondage Trans Gets Anal Training

FapHouse 1 month ago

Sluts Academy - Newest Student - Dee Angels - So Happy to Please You!!!

Sluts Academy - Newest Student - Dee Angels - So Happy to Please You!!!

xHamster 1 year ago

Extreme BBC Anal Dildo Ballsdeep in This Sissy's Ass with a Fucking Machine - Trailler

Extreme BBC Anal Dildo Ballsdeep in This Sissy's Ass with a Fucking Machine - Trailler

xHamster 3 days ago

Making You Into My Own Little Sissy Fuck Toy

51% HD 1:01 / 13:48

Making You Into My Own Little Sissy Fuck Toy

FapHouse 1 year ago

Petra the horny little shedevil

Petra the horny little shedevil

xHamster 1 week ago

Huge uncut cock in the mouth close-up , filled the throat with Stepdaddy's sperm!

73% 0:39 / 3:41

Huge uncut cock in the mouth close-up , filled the throat with Stepdaddy's sperm!

FapHouse 3 years ago

Part 1:- Domina Satana, Mistress Frankie Dominates Booboo

Part 1:- Domina Satana, Mistress Frankie Dominates Booboo

FapHouse 5 months ago

Sissy caged fucking her ass with BBC

Sissy caged fucking her ass with BBC

xHamster 1 year ago

Gay Joy CEI

39% HD 1:01 / 17:00

FapHouse 1 month ago

Ultimate Sissy Fuck Doll Trainer

51% HD 0:39 / 7:05

Ultimate Sissy Fuck Doll Trainer

FapHouse 5 months ago

Slut Training Maxine X Double Stuffed in All Holes

52% HD 0:39 / 48:11

Slut Training Maxine X Double Stuffed in All Holes

FapHouse 3 months ago

Sissy Bi Training POV: Me or Cock?

Sissy Bi Training POV: Me or Cock?

xHamster 1 month ago

The Futa's Assistant

The Futa's Assistant

FapHouse 3 months ago

Is anal part of a cpr training as well

Is anal part of a cpr training as well

FetishShrine 1 week ago

Fat Ass Femboy Raven Asshole Gaped, Creampie and Cuming After Intense Anal Sex with BBC Dildo

45% HD 1:01 / 29:01

Fat Ass Femboy Raven Asshole Gaped, Creampie and Cuming After Intense Anal Sex with BBC Dildo

FapHouse 2 months ago

Pissing and Pegging My Sissy Slave

Pissing and Pegging My Sissy Slave

xHamster 2 years ago

A Trans Captured in a Dominatrix's Dungeon Gets Her Body Slammed

HD 1:01 / 13:12

A Trans Captured in a Dominatrix's Dungeon Gets Her Body Slammed

FapHouse 1 month ago

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass

xHamster 6 months ago

Petra's final exam (incl piss drinking, fisting and more)

Petra's final exam (incl piss drinking, fisting and more)

xHamster 11 months ago

EP2: Femboy Futa Mania - Rematch with Mintwhip After 35 Days of Training

EP2: Femboy Futa Mania - Rematch with Mintwhip After 35 Days of Training

xHamster 2 months ago

Close-Up Slick Bum OCfemboy in V-Card Deep Railing Hankeys Playthings Centaur on Plowing Machine

Close-Up Slick Bum OCfemboy in V-Card Deep Railing Hankeys Playthings Centaur on Plowing Machine

TrannyGem 2 years ago

Cuckold learns to make deep throat in foursome

Cuckold learns to make deep throat in foursome

xHamster 1 year ago

LEGAL lad attempt his assfuck to sqiurt and groaning for the very first time

LEGAL lad attempt his assfuck to sqiurt and groaning for the very first time

WebcamBros 7 months ago

Patiently Waiting for Her Man

Patiently Waiting for Her Man

xHamster 6 months 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 2 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

"Submissive Sissy Mollyjade Lingerie Try On & Pose - Feminization" sucks dick

"Submissive Sissy Mollyjade Lingerie Try On & Pose - Feminization" sucks dick

xHamster 1 week ago

Anal Alien Eggs Insemination Femdom

Anal Alien Eggs Insemination Femdom

xHamster 1 week ago

Mistress April Gives Her Slave An AI Upgrade

Mistress April Gives Her Slave An AI Upgrade

xHamster 1 week ago

Hooded Sissy booty traes from behind

Hooded Sissy booty traes from behind

Gayhub 9 months ago

Marcy's Big Butt Plug

Marcy's Big Butt Plug

xHamster 4 days ago

Petra,s 8th training

Petra,s 8th training

xHamster 1 year ago

Hercules & Matt & Lance Private Show

HD 2:00 / 1:12:58

Hercules & Matt & Lance Private Show

Flirt4Free 3 years ago

Hardcore fisting with rubber arm until the ass bursts

Hardcore fisting with rubber arm until the ass bursts

xHamster 4 weeks ago

Two huge toys opening my ass cunt and i still want more

Two huge toys opening my ass cunt and i still want more

xHamster 1 year ago

Lady Fee Wants to Watch Sissy Dee Riding Different Toys

Lady Fee Wants to Watch Sissy Dee Riding Different Toys

FapHouse 1 day ago

Mistress Baton's Sissy Finishing School Guest Starring Mistress Vixen: Sissy Caning & BJ Training

Mistress Baton's Sissy Finishing School Guest Starring Mistress Vixen: Sissy Caning & BJ Training

xHamster 4 months ago

Femboy Gape Compilation #2 fart-gapes

61% HD 1:01 / 6:11

Femboy Gape Compilation #2 fart-gapes

FapHouse 4 months ago

Sissy Boyfriend Takes Inflatable Plug and Penis Pump - I Finally Spit His Cum Inside Through Hollow Plug

Sissy Boyfriend Takes Inflatable Plug and Penis Pump - I Finally Spit His Cum Inside Through Hollow Plug

FapHouse 4 days 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 8 months ago

Trans Demon Punishes You With Her Huge Dick And Massive Load of Hot Cum

Trans Demon Punishes You With Her Huge Dick And Massive Load of Hot Cum

xHamster 2 weeks ago

Put these stockings and mini skirt on if you want me to make you cum

Put these stockings and mini skirt on if you want me to make you cum

xHamster 1 year ago

insatiable Milky twunk bonks dark Fem W Facial Cumshot

insatiable Milky twunk bonks dark Fem W Facial Cumshot

Gay4Porn 5 years ago

Bottom bitch Faggot! Dress up!

Bottom bitch Faggot! Dress up!

xHamster 5 months ago

Sissy Hotdogs - Jessica Bloom Shoves Man rod Out of Her Bum With Internal cumshot, Pops on It Then Munches It!

Sissy Hotdogs - Jessica Bloom Shoves Man rod Out of Her Bum With Internal cumshot, Pops on It Then Munches It!

TrannyGem 1 week ago

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

69% HD 1:01 / 19:41

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

FapHouse 6 months ago

Sissygasm, Slut’s Caged Training, Massive Cumshots & Anal Milking – Jessica Bloom

Sissygasm, Slut’s Caged Training, Massive Cumshots & Anal Milking – Jessica Bloom

xHamster 4 years ago

Anal Masturbation

70% HD 1:01 / 10:28

Anal Masturbation

FapHouse 4 weeks ago

She Gets Caught Watching Porn so She's Going to Experience It

She Gets Caught Watching Porn so She's Going to Experience It

xHamster 10 months ago

Her Place Is Wherever He Wants Her to Be

Her Place Is Wherever He Wants Her to Be

xHamster 4 months ago

A Rather Unusual Doctor Examines Me with Inannajustice

HD 0:39 / 19:32

A Rather Unusual Doctor Examines Me with Inannajustice

FapHouse 4 months ago

Your Weird Transsexual Obsession

Your Weird Transsexual Obsession

Lesbian8 5 days ago

Training Journal 20260408

Training Journal 20260408

xHamster 1 month ago

She Break Her Ass

57% 1:01 / 10:19

She Break Her Ass

FapHouse 10 months ago

Fucking His Ass Whenever She Wants

Fucking His Ass Whenever She Wants

xHamster 6 months ago

Trans Sissy Slut French Maid Service Training

Trans Sissy Slut French Maid Service Training

getTranny 1 week ago

Bondage blowjob training

Bondage blowjob training

xHamster 2 weeks ago

Sissy Locks Her Tiny Clitty in Inverted Chastity Cage and Rides Her Big Qutoys Dildo

Sissy Locks Her Tiny Clitty in Inverted Chastity Cage and Rides Her Big Qutoys Dildo

xHamster 5 days ago

$Jhordy Gets Fucked and Enjoys Luccas\' Tasty Semen$ 61% HD 2:00 / 27:28

Jhordy Gets Fucked and Enjoys Luccas\' Tasty Semen

Flirt4Free 9 months ago

POV Roommate Cock Sucking Persuasion, Dirty Talk and Sph

POV Roommate Cock Sucking Persuasion, Dirty Talk and Sph

xHamster 1 year ago

Meet Nikki the Cute Femboy. Tiny Dick Bubble Butt BBC Wild Ride

Meet Nikki the Cute Femboy. Tiny Dick Bubble Butt BBC Wild Ride

xHamster 1 month ago

Training Cancel

Training Cancel

xHamster 1 month ago

cherry and i dominate our disobedient puppies nyxi and livi

58% HD 0:30 / 33:02

cherry and i dominate our disobedient puppies nyxi and livi

PornBox 1 year ago

Super Ultimate Compilation

Super Ultimate Compilation

xHamster 9 months ago

Futadom Does Sissy's Makeup Then Ruins It with Facefucking and Facial

Futadom Does Sissy's Makeup Then Ruins It with Facefucking and Facial

xHamster 4 months ago

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined

xHamster 1 month ago

Corporate Training Full (Rikolo3D)

Corporate Training Full (Rikolo3D)

HentaiGem 1 year ago

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