Training Videos - Trans (87,977)

Chloe Ortega Private Show

63% 4K 2:00 / 5:37

Chloe Ortega Private Show

Flirt4Free 9 months ago

Sissy Kanisa Sorssdresser Play with Pink Vibrator Dildo on Her Creampie Anal

Sissy Kanisa Sorssdresser Play with Pink Vibrator Dildo on Her Creampie Anal

xHamster 1 year ago

Sissy Secretary Solo Fun on the Table

Sissy Secretary Solo Fun on the Table

xHamster 1 year ago

Wear Silky Panties for Me

57% HD 1:01 / 6:01

Wear Silky Panties for Me

FapHouse 7 months ago

Lana Page gape training - amateur crossdresser debut (part6)

Lana Page gape training - amateur crossdresser debut (part6)

xHamster 4 years ago

Jewel Selfsucker Private Show

Jewel Selfsucker Private Show

Flirt4Free 1 week ago

Kiss, Suck, Fuck and Tasty Cum

HD 2:00 / 19:20

Kiss, Suck, Fuck and Tasty Cum

Flirt4Free 3 years ago

Tyler Lancaster Private Show

HD 2:00 / 19:00

Tyler Lancaster Private Show

Flirt4Free 8 years ago

cropping high high-heeled slippers cock ball torture sissy teaching

cropping high high-heeled slippers cock ball torture sissy teaching

TrannyGem 2 years ago

Sissy Faggot Edging At Work 'coz Somebody Made Her Do It (Part two)

Sissy Faggot Edging At Work 'coz Somebody Made Her Do It (Part two)

ShemaleSin 1 year ago

Trish Nana Private Show

66% HD 2:00 / 7:54

Trish Nana Private Show

Flirt4Free 9 months ago

Leyla Steel Private Show

66% 4K 2:00 / 33:05

Leyla Steel Private Show

Flirt4Free 8 months ago

Titillating My Inner Pussy While Stretching My Asshole to New Limits!!

HD 0:39 / 13:58

Titillating My Inner Pussy While Stretching My Asshole to New Limits!!

FapHouse 2 years ago

”Yoshi Kawasaki works out while having a ass plug in his tight butthole”

”Yoshi Kawasaki works out while having a ass plug in his tight butthole”

TransHero 2 months ago

Sissy Candy in black lingerie and chastity is locked and impaled on her dildo stand

Sissy Candy in black lingerie and chastity is locked and impaled on her dildo stand

xHamster 1 year ago

Mistress trains her cheating sissy maid

Mistress trains her cheating sissy maid

TransTube.tv 1 year ago

Victoria Becker Private Show

63% HD 2:00 / 5:45

Victoria Becker Private Show

Flirt4Free 3 years ago

Angie Mendoza Private Show

Angie Mendoza Private Show

Flirt4Free 2 years ago

Sophia Loreen Private Show

HD 2:00 / 18:32

Sophia Loreen Private Show

Flirt4Free 1 year ago

Big Black Cock sissy cum shot

Big Black Cock sissy cum shot

TrannyGem 1 year ago

4K - Girl Cock Yoga Pose 8

61% 4K 0:30 / 25:06

4K - Girl Cock Yoga Pose 8

Clips4sale 3 months ago

Serving Mistress

55% HD 0:39 / 13:15

Serving Mistress

FapHouse 1 month ago

Latex Sissy Girl Sucking Daddys Big Fat Cock

Latex Sissy Girl Sucking Daddys Big Fat Cock

xHamster 2 months ago

Chick with a ginormous rod puts a sissy down in her place

Chick with a ginormous rod puts a sissy down in her place

TrannyGem 3 years ago

Anal Invasion Sissy Rosebutt Gape

Anal Invasion Sissy Rosebutt Gape

TrannyGem 2 years ago

Sissy Tart In Crimson Underwear Rail The Fuck Stick

Sissy Tart In Crimson Underwear Rail The Fuck Stick

TrannyGem 4 months ago

Cute femboy having sex with a screw machine

Cute femboy having sex with a screw machine

ShemaleSin 3 days ago

Micah Filipina Private Show

Micah Filipina Private Show

Flirt4Free 1 year ago

License To Fuck

Premium 63% HD 26:09

License To Fuck

TransAngels 3 years ago

Scottish sissy rides untill sissygasm

Scottish sissy rides untill sissygasm

ShemaleSin 1 month ago

Thank You for Smoking

59% HD 2:00 / 25:46

Thank You for Smoking

Flirt4Free 6 years ago

”Booty Stretch Fetish Class P-O-V Scenes with Holly Michaels, Mira C & Angell Summers”

”Booty Stretch Fetish Class P-O-V Scenes with Holly Michaels, Mira C & Angell Summers”

ThePornstar 1 year ago

Sissy Sph: Micropenis Fails Toilet Paper Roll Test

66% HD 1:01 / 5:14

Sissy Sph: Micropenis Fails Toilet Paper Roll Test

FapHouse 2 years ago

Elias & Elix Private Show

56% HD 2:00 / 7:24

Elias & Elix Private Show

Flirt4Free 6 months ago

Danie Priet & Jho Grisal Private Show

HD 2:00 / 13:40

Danie Priet & Jho Grisal Private Show

Flirt4Free 3 years ago

Abraham & Harbis Private Show

Abraham & Harbis Private Show

Flirt4Free 2 years ago

Leyla Steel Private Show

62% 4K 2:00 / 10:27

Leyla Steel Private Show

Flirt4Free 9 months ago

Holly Princess Private Show

HD 2:00 / 12:57

Holly Princess Private Show

Flirt4Free 2 years ago

one Night on streaming on Stripchat

one Night on streaming on Stripchat

xHamster 8 months ago

TGirl Gets TAKEN RAW By 9 Full Inches POV TRANSTAKEN

73% 4K 0:30 / 23:56

TGirl Gets TAKEN RAW By 9 Full Inches POV TRANSTAKEN

Clips4sale 1 year ago

T-girl Daphne is a natural slut deepthroats a 7 inch dildo on first try

T-girl Daphne is a natural slut deepthroats a 7 inch dildo on first try

xHamster 1 week ago

Caught stroking and fisting in the bathroom

Caught stroking and fisting in the bathroom

Anal.media 2 months ago

Tulip Xitsk Anal Training With Big Dildo

Tulip Xitsk Anal Training With Big Dildo

VipTube 1 month ago

Must-share moment from "Best of Harmony Rose vol 1"

Must-share moment from "Best of Harmony Rose vol 1"

xHamster 11 months ago

Trans Girl *** Orgasm

56% HD 0:39 / 19:44

Trans Girl *** Orgasm

FapHouse 1 year ago

Sissy Ashley railing her fake penis to milk her clitty to a handsfree sissygasm locked in v-card

Sissy Ashley railing her fake penis to milk her clitty to a handsfree sissygasm locked in v-card

TrannyGem 2 years ago

Four Friends with Four Sexy Cocks Orgy Show

HD 2:00 / 39:43

Four Friends with Four Sexy Cocks Orgy Show

Flirt4Free 8 years ago

Dustin & Angel & Bayron Private Show

HD 2:00 / 10:06

Dustin & Angel & Bayron Private Show

Flirt4Free 2 years ago

Chubby Amateur Latino Trans Uses Buttplug

63% HD 2:00 / 3:55

Chubby Amateur Latino Trans Uses Buttplug

Flirt4Free 8 years ago

You're Just Some Holes, Slut!

You're Just Some Holes, Slut!

xHamster 4 months ago

Alejandra Fox Private Show

HD 2:00 / 16:17

Alejandra Fox Private Show

Flirt4Free 2 years ago

Создана для траха part.two

Создана для траха part.two

TrannyGem 3 years ago

Mistress Fetish Transexual Alekssandra Submissive Rubber Slave Anal Bondage Training! Shemale Fucks His Straight Tight Ass!

61% HD 0:39 / 1:45:32

Mistress Fetish Transexual Alekssandra Submissive Rubber Slave Anal Bondage Training! Shemale Fucks His Straight Tight Ass!

FapHouse 3 months ago

Sph Mistress & Master Latin Big Cocks

HD 0:39 / 21:15

Sph Mistress & Master Latin Big Cocks

FapHouse 1 year ago

Horny Stepmother Costumes as a Doctor Seduces naked Stepson Dillon - Nurse in Black Nylon Stockings, Humiliation by Slapping Cock, Female Domination Pov, Ruined orgasm Control, Thongs Tighten Hairy Pussy

4K 0:20 / 10:21

Horny Stepmother Costumes as a Doctor Seduces naked Stepson Dillon - Nurse in Black Nylon Stockings, Humiliation by Slapping Cock, Female Domination Pov, Ruined orgasm Control, Thongs Tighten Hairy Pussy

Clips4sale 4 months ago

Chanel Preston Angel Anal Porn Star Ass

Chanel Preston Angel Anal Porn Star Ass

Fapcat 1 week ago

Tits with Saliva

63% HD 2:00 / 9:09

Tits with Saliva

Flirt4Free 2 years ago

Indian Gay Crossdresser Bottom Pressing and Playing with Her Big Boobs in Red Gown Real Homemade Sex

Indian Gay Crossdresser Bottom Pressing and Playing with Her Big Boobs in Red Gown Real Homemade Sex

FapHouse 3 weeks ago

Sara & Elver Private Show

Sara & Elver Private Show

Flirt4Free 1 month ago

Cute femboy having sex with a sex machine

Cute femboy having sex with a sex machine

xHamster 1 month ago

Anal Trains: Me, My Friend and the Trans

Anal Trains: Me, My Friend and the Trans

aShemaleTube 2 months ago

Sandy Nell Private Show

HD 2:00 / 12:49

Sandy Nell Private Show

Flirt4Free 2 years ago

BIG BLACK COCK Bangs Sex-positive she-creature adult movie star onlyfans alexiakessel1

BIG BLACK COCK Bangs Sex-positive she-creature adult movie star onlyfans alexiakessel1

TransTube.tv 1 year ago

Obedient Shemale Slave Fully Trained for Extreme Anal Punishment

Obedient Shemale Slave Fully Trained for Extreme Anal Punishment

POVJP 2 years ago

Pink Sissy Trans Wanking

Pink Sissy Trans Wanking

FapHouse 1 year ago

My Sissy Property Part 2

Premium HD 15:51

My Sissy Property Part 2

xnxxGold 3 years ago

Mathew Jasper Members-Only Show

HD 2:00 / 23:43

Mathew Jasper Members-Only Show

Flirt4Free 3 years ago

Nerdy Sissy Angel Anna: Sucking, Banging, Riding & short Booty to Throat with Sextoy - Amateur Solo Porn

Nerdy Sissy Angel Anna: Sucking, Banging, Riding & short Booty to Throat with Sextoy - Amateur Solo Porn

ShemaleSin 7 months ago

Box-Training Face Busting + Hard-Bare-Assfuck At The End (Shemale Domme, Male Sub)

Box-Training Face Busting + Hard-Bare-Assfuck At The End (Shemale Domme, Male Sub)

Tranny.one 4 years ago

CLEANING MISTRESS'S FRIENDS COCK

62% 4K 1:00 / 40:19

CLEANING MISTRESS'S FRIENDS COCK

Clips4sale 1 year ago

Online Interactive Orgasm Show

Online Interactive Orgasm Show

xHamster 5 months ago

Sissyredlips - having Joy with my Faux-Cock

Sissyredlips - having Joy with my Faux-Cock

GayCK 4 years ago

Danie Priet & Jho Grisal Private Show

64% HD 2:00 / 59:59

Danie Priet & Jho Grisal Private Show

Flirt4Free 3 years ago

Breaking Dani Sissy Training

Premium 57% 33:29

Breaking Dani Sissy Training

APClips 1 year ago

Sophia Loreen Private Show

4K 2:00 / 10:36

Sophia Loreen Private Show

Flirt4Free 2 weeks ago

TRANSEROTICA TS Alura Jenson Trains Lianna With Strap On

TRANSEROTICA TS Alura Jenson Trains Lianna With Strap On

Nuvid 9 months ago

She Has a Job to Do Before Bedtime

She Has a Job to Do Before Bedtime

xHamster 3 months ago

Dumb sissy SQUIRTS on tentacle dildo!

Dumb sissy SQUIRTS on tentacle dildo!

BallsAndBoobs 8 months ago

Mr. Hankey's Thicky Nicky vs Big Bubble Butt

Mr. Hankey's Thicky Nicky vs Big Bubble Butt

xHamster 2 years ago

I Disrobe and do my drooling Blow Job training

I Disrobe and do my drooling Blow Job training

ShemaleSin 2 years ago

Monica Farell Private Show

Monica Farell Private Show

Flirt4Free 2 years ago

Jasmine Kim Private Show

HD 2:00 / 10:16

Jasmine Kim Private Show

Flirt4Free 1 year ago

Dimitri Caruso Party on Aug 9, 2023

HD 2:00 / 36:16

Dimitri Caruso Party on Aug 9, 2023

Flirt4Free 2 years ago

Strap-On Anal Chastity Slut (WMV HD)

66% HD 0:30 / 10:46

Strap-On Anal Chastity Slut (WMV HD)

Clips4sale 9 months ago

Woman fucks man with long dildo #300 practicing for lesbian encounter PART 1

Woman fucks man with long dildo #300 practicing for lesbian encounter PART 1

xHamster 1 year ago

How to get Numerous Sissy Ejaculation during Ass-Fuck Instructing? Sissy Goddess Veronica will display

How to get Numerous Sissy Ejaculation during Ass-Fuck Instructing? Sissy Goddess Veronica will display

TrannyGem 1 year ago

”Yoga Lesbian Girls Judge Each Other's Ass”

”Yoga Lesbian Girls Judge Each Other's Ass”

TransHero 2 months ago

Femme Playing With Big Toys - S027.1

Femme Playing With Big Toys - S027.1

xHamster 8 months ago

Your BBC Cult Initiation – Become Their Cum Dump

HD 0:31 / 1:31:33

Your BBC Cult Initiation – Become Their Cum Dump

Clips4sale 1 week ago

You are my Next Ugly Big Black Cock Slut

4K 0:29 / 12:55

You are my Next Ugly Big Black Cock Slut

Clips4sale 1 year ago

AB135 Slutty nun in heat 发情难耐的淫荡修女

AB135 Slutty nun in heat 发情难耐的淫荡修女

aShemaleTube 1 year ago

Crevice Goon two Cumpilation

Crevice Goon two Cumpilation

TrannyGem 3 years ago

Synchrophasofuck

Synchrophasofuck

FapHouse 8 months ago

Love Playing with My Huge Toys Dildo

Love Playing with My Huge Toys Dildo

FapHouse 6 months ago

CHASTITY TRAINING // Transgirl Plugs her Butt and Cums whilst Caged // Milky Lynn

CHASTITY TRAINING // Transgirl Plugs her Butt and Cums whilst Caged // Milky Lynn

ShemaleSin 5 months ago

Trainer's Order No 14 Anal Sex in the Field

Trainer's Order No 14 Anal Sex in the Field

xHamster 3 months ago

Sissy takes its cage distant during riding a massive 16 vibrator and shags the nut beyond concerning its tiny clit.

Sissy takes its cage distant during riding a massive 16 vibrator and shags the nut beyond concerning its tiny clit.

WebcamBros 1 year ago

Going to My Neighbor to Ask for Some Sugar - Role Play

HD 2:00 / 14:36

Going to My Neighbor to Ask for Some Sugar - Role Play

Flirt4Free 5 years ago

Gammers Boys

HD 2:00 / 26:49

Flirt4Free 1 year ago

Sophia Loreen Party on Mar 7, 2025 - Part 5

HD 2:00 / 31:21

Sophia Loreen Party on Mar 7, 2025 - Part 5

Flirt4Free 1 year ago

Fairy Roulette ep1: Sissy Dehumanization

Fairy Roulette ep1: Sissy Dehumanization

TrannyGem 1 year ago

Liam Jacobson Private Show

Liam Jacobson Private Show

Flirt4Free 5 years ago

”Sissy Domination Russian Style #FemdomRAW”

”Sissy Domination Russian Style #FemdomRAW”

Rainblow 3 weeks ago

TS trained by Pimp - Sasha de Sade

TS trained by Pimp - Sasha de Sade

aShemaleTube 8 years ago

Corporate Training - 3D Futanari Animation

Corporate Training - 3D Futanari Animation

aShemaleTube 3 years ago

Desire Sweet Private Show

Desire Sweet Private Show

Flirt4Free 9 months ago

Daniela Cabal Private Show

Daniela Cabal Private Show

Flirt4Free 6 months ago

Sissy Caned by Two Cruel Mistresses

Sissy Caned by Two Cruel Mistresses

xHamster 2 months ago

Sissy Anal Training Session!

HD 1:01 / 13:56

Sissy Anal Training Session!

FapHouse 3 years ago

”The Seductive Twist: Daisy Taylor's Rebellious Massage Adventure”

”The Seductive Twist: Daisy Taylor's Rebellious Massage Adventure”

Rainblow 1 year ago

Self-training No. 76: Dawn Exposure Walk - Outbound Leg

Self-training No. 76: Dawn Exposure Walk - Outbound Leg

xHamster 1 month ago

Setsuna cumming and training her pussy

Setsuna cumming and training her pussy

xHamster 3 months ago

Stacey's sissygasm - quick gif

Stacey's sissygasm - quick gif

xHamster 3 years ago

SIssy flashing her bum - public upskirt

SIssy flashing her bum - public upskirt

TrannyGem 1 year ago

Lady Alice compilation 04

HD 0:39 / 21:02

Lady Alice compilation 04

FapHouse 3 years ago

Kristy Butty Party on Feb 22, 2026 - Part 2

4K 2:00 / 1:46:01

Kristy Butty Party on Feb 22, 2026 - Part 2

Flirt4Free 2 weeks ago

Anne Johnsons Private Show

Anne Johnsons Private Show

Flirt4Free 2 weeks ago

Ripped Yoga Panties T-girl Anal Stretching Training and Jerking Off until Cumming

Ripped Yoga Panties T-girl Anal Stretching Training and Jerking Off until Cumming

SortPorn 2 weeks ago

Truth or Dare

61% HD 0:11 / 38:27

Clips4sale 4 years ago

4K - The Femboy Studio - Fingernails [Cyberpunk Strawberry]

4K 0:25 / 26:39

4K - The Femboy Studio - Fingernails [Cyberpunk Strawberry]

Clips4sale 2 years ago

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