Training Videos - Trans (87,179)

Bound Nuru massage leads to creampie

Bound Nuru massage leads to creampie

xHamster 10 months ago

The Boy's Word Remake RUS Слово Пацана

The Boy's Word Remake RUS Слово Пацана

aShemaleTube 3 weeks ago

Sissy Maid in Hot Pink Dress and Chastity Is Locked to Her Dildo Stand

Sissy Maid in Hot Pink Dress and Chastity Is Locked to Her Dildo Stand

xHamster 1 year ago

Valery & Felipe Private Show

HD 2:00 / 21:58

Valery & Felipe Private Show

Flirt4Free 1 year ago

POV Roommate Cock Sucking Persuasion, Dirty Talk and Sph

POV Roommate Cock Sucking Persuasion, Dirty Talk and Sph

xHamster 1 year ago

NEW CONTENT! Sissy Shopping With Ruby Onyx And Hot Wife Alice

NEW CONTENT! Sissy Shopping With Ruby Onyx And Hot Wife Alice

Clips4sale 3 months ago

SUCK DICK NO MERCY - Part 4

61% HD 2:00 / 7:53

SUCK DICK NO MERCY - Part 4

Flirt4Free 1 year ago

AB121 Lustful succubus extreme training

AB121 Lustful succubus extreme training

xHamster 1 year ago

Fun with a mature whore! POV only! Closeup only!

Fun with a mature whore! POV only! Closeup only!

xHamster 4 years ago

Whiteboi Jes fuck BBC Dildo

Whiteboi Jes fuck BBC Dildo

xHamster 1 week ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 4 days ago

Lana Page gape training - amateur crossdresser debut (part6)

Lana Page gape training - amateur crossdresser debut (part6)

xHamster 4 years ago

Asian shemale slut moans solo while fucking her ass with a thick Dildo

Asian shemale slut moans solo while fucking her ass with a thick Dildo

XGroovy 8 months ago

Nyxi Leon Fucked in 5 Different Positions by TS Mistress Bailey Love & More!

71% HD 0:39 / 19:53

Nyxi Leon Fucked in 5 Different Positions by TS Mistress Bailey Love & More!

FapHouse 1 year ago

Sissy hubby rides wife's bbc strapon

Sissy hubby rides wife's bbc strapon

xHamster 5 months ago

Sissy Slave Blojob Training Balls deep bbl deepthroat

Sissy Slave Blojob Training Balls deep bbl deepthroat

xHamster 4 years ago

My Hermaphroditism Tennis Schoolteacher Instructs Me Rigid Everyday

My Hermaphroditism Tennis Schoolteacher Instructs Me Rigid Everyday

HentaiGem 2 weeks ago

MaureenNadh - Asian Trap Hijab Dildo Riding Anal Training With Chastity Cage

MaureenNadh - Asian Trap Hijab Dildo Riding Anal Training With Chastity Cage

xHamster 2 years ago

TS Natalie Mars trains Dr Pierce Paris how to be used like a slut

TS Natalie Mars trains Dr Pierce Paris how to be used like a slut

KeekAss 7 months ago

”Devin Franco trains naughty pup Benvi with huge dildo down his throat”

”Devin Franco trains naughty pup Benvi with huge dildo down his throat”

TransHero 1 month ago

temu ovipositor knot all the way inside me sensed so utter i couldn't take it any longer

temu ovipositor knot all the way inside me sensed so utter i couldn't take it any longer

KAMS 9 months ago

Cute Dance with Naughty Girl

Cute Dance with Naughty Girl

Flirt4Free 1 year ago

You Won’t Believe Where FUTA MILF Puts That Toy ⁕ 3D Porn

You Won’t Believe Where FUTA MILF Puts That Toy ⁕ 3D Porn

HentaiGem 2 weeks ago

Sissy Trained w Girl Cock ft Ava Venom

67% HD 0:10 / 20:20

Sissy Trained w Girl Cock ft Ava Venom

LoyalFans 9 months ago

Jerking and Dirty Talk

Jerking and Dirty Talk

Flirt4Free 1 month ago

Best transsexual cum compilation

Best transsexual cum compilation

AnySex 2 years ago

Lil' Demon Humped a Transgirl Angel rock-hard in the CABOOSE

Lil' Demon Humped a Transgirl Angel rock-hard in the CABOOSE

TrannyGem 4 years ago

”Big Dicked Futa Lets Babe Suck Her Dick Dry”

”Big Dicked Futa Lets Babe Suck Her Dick Dry”

TransHero 1 week ago

”Latina Traps celebrating Transexuality Life and prostitution”

”Latina Traps celebrating Transexuality Life and prostitution”

TransHero 6 years ago

Gimp Jizm Latrine in Public Rest Room.

Gimp Jizm Latrine in Public Rest Room.

TrannyGem 2 years ago

Dark deepest desire

Dark deepest desire

xHamster 2 years ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 3 years ago

Chastity training for Sissy Anna

Chastity training for Sissy Anna

Clips4sale 1 year ago

Tgirl And Her Hot BFF Learning The Joys Of Anal

Tgirl And Her Hot BFF Learning The Joys Of Anal

Eporner 10 months ago

Matt & Elvis & Aron Private Show

Matt & Elvis & Aron Private Show

Flirt4Free 3 years ago

Strap-on fucking my transformed sissy whore in black

Strap-on fucking my transformed sissy whore in black

xHamster 1 year ago

TS Sissy in Sexy Black Overnees Enjoys Frontal Fisting!

60% HD 0:39 / 3:09

TS Sissy in Sexy Black Overnees Enjoys Frontal Fisting!

FapHouse 1 year ago

Sissy Slut Enjoys BBC, Cums Handsfree

Sissy Slut Enjoys BBC, Cums Handsfree

xHamster 2 months ago

I Can’t Last No Testicles November Man, I Need To Empty My Nut sack Right Now!!! (FUTA AUDIO)

I Can’t Last No Testicles November Man, I Need To Empty My Nut sack Right Now!!! (FUTA AUDIO)

HentaiGem 2 months ago

Sissy Training - Sissygasm Encouragement Jessica Bloom

Sissy Training - Sissygasm Encouragement Jessica Bloom

Tranny.one 3 years ago

Sissy GOING KNUCKLE DEEP! Mitt puppet!

Sissy GOING KNUCKLE DEEP! Mitt puppet!

TransTube.tv 1 year ago

Today Is Chastity Day! This Won't Be Fun for You

57% HD 0:39 / 16:20

Today Is Chastity Day! This Won't Be Fun for You

FapHouse 1 week ago

Sissy Candy's Dildo Post Compilation!

Sissy Candy's Dildo Post Compilation!

xHamster 1 year ago

[ Full Version ] Serve My Ladyboy Friend 2 ft Mari Ayanami

66% HD 0:30 / 54:29

[ Full Version ] Serve My Ladyboy Friend 2 ft Mari Ayanami

Clips4sale 3 months ago

Fag Instructing Princess domme ❤️?

Fag Instructing Princess domme ❤️?

Transvids.tv 4 months ago

ScarletteLoves - Bi Edition - Futa Training

ScarletteLoves - Bi Edition - Futa Training

VipTube 1 week ago

Heavenly t-girl????

Heavenly t-girl????

TransTube.tv 1 year ago

Mistress sissifies her slut boi, pounds his pussy and feeds him his own cum

Mistress sissifies her slut boi, pounds his pussy and feeds him his own cum

xHamster 2 years ago

Do you dare to Dance?:dancer:Let me catch you with my Sexy Moves Naked and Horny(fire)(sarcasm)(c)

48% HD 2:00 / 4:52

Do you dare to Dance?:dancer:Let me catch you with my Sexy Moves Naked and Horny(fire)(sarcasm)(c)

Flirt4Free 3 years ago

Sissy bitch boi dresses up in fishnets and pegged in doggystyle. Good sissy slut bois eat their own cum

Sissy bitch boi dresses up in fishnets and pegged in doggystyle. Good sissy slut bois eat their own cum

xHamster 2 years ago

Sissy Cable-On Pegging Spitroast by Dual Dominatrixes Domina Mercer and Coral

Sissy Cable-On Pegging Spitroast by Dual Dominatrixes Domina Mercer and Coral

TrannyGem 4 years ago

SISSY ANAL TRAINING FOR BBC

SISSY ANAL TRAINING FOR BBC

xHamster 9 years ago

Kaila Silver Private Show

HD 2:00 / 16:53

Kaila Silver Private Show

Flirt4Free 2 years ago

POV Roommate Cock Sucking Persuasion, Dirty Talk and Sph

POV Roommate Cock Sucking Persuasion, Dirty Talk and Sph

xHamster 1 year ago

Mike Massive Private Show

Mike Massive Private Show

Flirt4Free 8 years ago

Mike Massive Private Show

Mike Massive Private Show

Flirt4Free 8 years ago

Emma & Master Private Show

HD 2:00 / 11:18

Emma & Master Private Show

Flirt4Free 4 days ago

Luna Florez Private Show

HD 2:00 / 23:35

Luna Florez Private Show

Flirt4Free 2 years ago

Friday Fun Time with Lisa, Charlotte and Mike

Friday Fun Time with Lisa, Charlotte and Mike

xHamster 3 years ago

Colombian Boys Private Show

Colombian Boys Private Show

Flirt4Free 5 months ago

Dildo Ass Fuck

Flirt4Free 3 years ago

Riding my dildo and cum spurting everywhere

Riding my dildo and cum spurting everywhere

xHamster 4 months ago

Feelipe & Adara Private Show

Feelipe & Adara Private Show

Flirt4Free 4 months ago

Cd Sissies Cds Version Femboy Teaching Xhwfoj

Cd Sissies Cds Version Femboy Teaching Xhwfoj

TransTube.tv 7 months ago

Transwhore slave has to do it herself and offer ass

Transwhore slave has to do it herself and offer ass

xHamster 5 days ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 1 year ago

All That Throat Training Pays off: Facefucking Gorgeous Transwife Melody

All That Throat Training Pays off: Facefucking Gorgeous Transwife Melody

xHamster 10 months ago

Sissy clit bitch boi gets humiliated & his boi pussy pegged

Sissy clit bitch boi gets humiliated & his boi pussy pegged

xHamster 1 year ago

What a Slutty Sissy You Are

What a Slutty Sissy You Are

xHamster 1 month ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 4 years ago

Luna Florez Private Show

HD 2:00 / 12:04

Luna Florez Private Show

Flirt4Free 3 years ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 2 years ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 3 years ago

Andres & Zeta Private Show

HD 2:00 / 15:58

Andres & Zeta Private Show

Flirt4Free 1 year ago

Mistress Training Sissy Femboy

Mistress Training Sissy Femboy

xHamster 3 years ago

Sissy training trance PMV

Sissy training trance PMV

Eporner 2 years ago

Luke Hardy & Cristian Ford Private Show

53% HD 2:00 / 25:07

Luke Hardy & Cristian Ford Private Show

Flirt4Free 1 month ago

I cum hands free bouncing on a 7inch dildo while my small cock flops with excitement

I cum hands free bouncing on a 7inch dildo while my small cock flops with excitement

xHamster 2 years ago

Sexy Mistress pegging Sissy cowboy slut

Sexy Mistress pegging Sissy cowboy slut

xHamster 1 year ago

Khalifa Gold & Lissa Hamilton Private Show

61% HD 2:00 / 5:15

Khalifa Gold & Lissa Hamilton Private Show

Flirt4Free 6 months ago

Frederick & Aleex & Daaniel Private Show

HD 2:00 / 11:54

Frederick & Aleex & Daaniel Private Show

Flirt4Free 4 months ago

Joni Laws stretches her gap with HANKEYS TOYS Aaron Klein XL and Kthulu XXL

Joni Laws stretches her gap with HANKEYS TOYS Aaron Klein XL and Kthulu XXL

ShemaleSin 2 months ago

Slut Slave Training

Slut Slave Training

xHamster 1 week ago

Wannabe Famous Sissy Faggot in pink!

Wannabe Famous Sissy Faggot in pink!

xHamster 10 months ago

femdom futa Step-Mommy pegs you and makes you her cocksucking sissy slut - SD

femdom futa Step-Mommy pegs you and makes you her cocksucking sissy slut - SD

Clips4sale 3 years ago

Egirl girlfriend finds your feminization fetish

Egirl girlfriend finds your feminization fetish

TrannyGem 2 years ago

Your Step Mother Feminizing You [ANAL+ORAL JOI]

Your Step Mother Feminizing You [ANAL+ORAL JOI]

HentaiGem 2 years ago

Big Step Sister Girlfriend Training - Natasha Nice - Family Therapy - Alex Adams

Big Step Sister Girlfriend Training - Natasha Nice - Family Therapy - Alex Adams

XVideos 2 years ago

Finally all in with 15 inch King Cock dildo

Finally all in with 15 inch King Cock dildo

xHamster 3 months ago

Housewife Breeding By Super-fucking-hot She-creature Shooting Her Jizm Deep Inside My Wife Twat

Housewife Breeding By Super-fucking-hot She-creature Shooting Her Jizm Deep Inside My Wife Twat

TransTube.tv 1 year ago

Training A Sissy How To Suck Cock

Training A Sissy How To Suck Cock

BoyFriendTV 5 years ago

Pegging gangbang for naughty students

62% 0:21 / 12:59

Pegging gangbang for naughty students

Clips4sale 3 years ago

Helena Price Presents - Training Her Tranny Ass With My BBC!!! Part 1 of 2 MP4

61% 0:11 / 29:07

Helena Price Presents - Training Her Tranny Ass With My BBC!!! Part 1 of 2 MP4

Clips4sale 2 years ago

Sissy Instructing Part two

Sissy Instructing Part two

4Gay 6 months ago

Play with My Pet Evolved Fights

61% 0:39 / 11:25

Play with My Pet Evolved Fights

FapHouse 2 months ago

Daphne Trans Shaking the Ass of a Naughty Femboy on the Male's Cock - Ai Arte

50% HD 0:39 / 2:06

Daphne Trans Shaking the Ass of a Naughty Femboy on the Male's Cock - Ai Arte

FapHouse 1 month ago

Sissies Like Us (Kimber James)

Sissies Like Us (Kimber James)

ShemaleSin 2 years ago

Caught with My Knickers Down!

Caught with My Knickers Down!

Flirt4Free 3 years ago

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 5

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 5

xHamster 4 weeks ago

Training sissy pussy BBC

Training sissy pussy BBC

xHamster 10 months ago

MY COCK IS GOING TO SQUIRTER NOW!!!

MY COCK IS GOING TO SQUIRTER NOW!!!

XVideos 1 year ago

In Silence, Stepsisters make Cum Slut Earn Her Keep

In Silence, Stepsisters make Cum Slut Earn Her Keep

Clips4sale 1 month ago

Margaux Fox Private Show

Margaux Fox Private Show

Flirt4Free 5 years ago

Charlie Cano Private Show

63% HD 2:00 / 8:26

Charlie Cano Private Show

Flirt4Free 3 years ago

GAY Destroys my ass STRETCH BUTT PLUG FUN

GAY Destroys my ass STRETCH BUTT PLUG FUN

xHamster 3 years ago

Nelly Gale Private Show

Nelly Gale Private Show

Flirt4Free 3 weeks ago

Mistress Trains TS Hucow

Mistress Trains TS Hucow

aShemaleTube 8 years ago

Long Bike Ride with Huge Dildo up My Ass - Caught so Many Times

60% HD 1:01 / 5:17

Long Bike Ride with Huge Dildo up My Ass - Caught so Many Times

FapHouse 1 month ago

Luke Hardy & Cristian Ford Private Show

59% HD 2:00 / 7:28

Luke Hardy & Cristian Ford Private Show

Flirt4Free 3 weeks ago

Troy Khalil Party on Nov 6, 2025

45% 4K 2:00 / 50:13

Troy Khalil Party on Nov 6, 2025

Flirt4Free 3 months ago

Interracial Tease & Ballbusting For Trans Woman Julia Masakova MOV | MahoganyQen

4K 0:20 / 14:58

Interracial Tease & Ballbusting For Trans Woman Julia Masakova MOV | MahoganyQen

Clips4sale 1 week ago

Sissy BIG BLACK COCK Agonizing Rectal Instructing

Sissy BIG BLACK COCK Agonizing Rectal Instructing

TrannyGem 4 years ago

Futanari Jessie from Pokemon

Futanari Jessie from Pokemon

xHamster 5 months ago

Huge hands free cumshot sissygasm

Huge hands free cumshot sissygasm

xHamster 1 year ago

Viktor Renaldi Private Show

HD 2:00 / 54:57

Viktor Renaldi Private Show

Flirt4Free 3 years ago

Ftm Pegging

xHamster 1 month ago

Enormous Compilation Concerning Butthole Cumming And Solo Cumshots Collection sissygasm ( trap milking )

Enormous Compilation Concerning Butthole Cumming And Solo Cumshots Collection sissygasm ( trap milking )

KAMS 1 year ago

Sissy Brainfuck Compilation Full Movie

51% HD 1:01 / 1:13:21

Sissy Brainfuck Compilation Full Movie

FapHouse 5 months ago

Sissy Slips Hatian BBC Unfathomable down Floozy Mouth

Sissy Slips Hatian BBC Unfathomable down Floozy Mouth

ShemaleSin 4 years ago

Femboy in Yoga Pants Fucking her Fat Ass with Bbc Dildo and gets an Anal Creampie

Femboy in Yoga Pants Fucking her Fat Ass with Bbc Dildo and gets an Anal Creampie

xHamster 1 month ago

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