Training Videos - Trans (89,588)

I'm Gonna Impregnate U

I'm Gonna Impregnate U

ShemaleSin 6 months ago

Puppy Girl Variety goes for a walk and gets pegged by Mistress Miguire

66% 0:30 / 20:45

Puppy Girl Variety goes for a walk and gets pegged by Mistress Miguire

Clips4sale 11 months ago

Sissy Slut Bitch Pig

Sissy Slut Bitch Pig

xHamster 5 years ago

TRANS GIRL ON HER KNEES: Cleaning Tigh-High Boots For Ebony MahoganyQen

HD 0:26 / 14:00

TRANS GIRL ON HER KNEES: Cleaning Tigh-High Boots For Ebony MahoganyQen

Clips4sale 5 months ago

P2 FETISHTRANSEXUAL WITH HER NEW TOY BOI FUCKING HIM IN STRAIT JACKET CLOSE UP

65% HD 0:21 / 10:10

P2 FETISHTRANSEXUAL WITH HER NEW TOY BOI FUCKING HIM IN STRAIT JACKET CLOSE UP

Clips4sale 1 year ago

Russian Mistress domina fucked dildo anal a very hard young slave home

Russian Mistress domina fucked dildo anal a very hard young slave home

xHamster 3 years ago

Sissy Maid For Rent

Sissy Maid For Rent

LoyalFans 3 years ago

Trying On Bras No 3

Premium HD 9:03

Trying On Bras No 3

Clips4sale 2 years ago

Chastity release milking - tease and denial

Chastity release milking - tease and denial

Clips4sale 2 years ago

Lulu Wolfie Private Show

HD 2:00 / 12:50

Lulu Wolfie Private Show

Flirt4Free 3 years ago

CHEAT WITH A SHEMALE

CHEAT WITH A SHEMALE

Clips4sale 9 months ago

(Part - 1) Mystic Diva hijabi crossdresser geting coc k suc king training in niqab

(Part - 1) Mystic Diva hijabi crossdresser geting coc k suc king training in niqab

xHamster 1 year ago

Sofia Ferreira Private Show

Sofia Ferreira Private Show

Flirt4Free 10 months ago

Mother Mistress Wakes Her Sissy Step-Sonnie (Preview)

Mother Mistress Wakes Her Sissy Step-Sonnie (Preview)

TrannyGem 1 year ago

Sophie Fantasy Private Show

61% HD 2:00 / 1:17:45

Sophie Fantasy Private Show

Flirt4Free 3 years ago

Sophia Loreen Private Show

66% 4K 2:00 / 8:10

Sophia Loreen Private Show

Flirt4Free 5 months ago

Viky & Emma Private Show

Viky & Emma Private Show

Flirt4Free 3 months ago

Sissy slave in self bondage with shock collar

Sissy slave in self bondage with shock collar

xHamster 7 months ago

FTM Puppy Boy Knotted Dildo Ruins Creamy Pussy Gush

FTM Puppy Boy Knotted Dildo Ruins Creamy Pussy Gush

JuicyTrans 2 weeks ago

Riding Big Dick As a Nasty Bitch

43% HD 2:00 / 39:38

Riding Big Dick As a Nasty Bitch

Flirt4Free 1 year ago

The Year of Gender Transformation - 2024

57% HD 1:01 / 9:24

The Year of Gender Transformation - 2024

FapHouse 1 year ago

AMATEUR RIMMING DEEPTHROAT LEATHER TOP SUBMISSIVE DATING WITH CUMSHOT CIM P2

62% 4K 0:21 / 10:20

AMATEUR RIMMING DEEPTHROAT LEATHER TOP SUBMISSIVE DATING WITH CUMSHOT CIM P2

Clips4sale 2 years ago

anime trans girl pleasures her self until she explodes cum shot JOI

anime trans girl pleasures her self until she explodes cum shot JOI

Pornzona 1 month ago

Arabic Mistress Turkish Sissy Slut with Big Cock

Arabic Mistress Turkish Sissy Slut with Big Cock

FapHouse 1 year ago

Sissy Training 3 - Taking a Huge Cock and Massive Anal Beads

Sissy Training 3 - Taking a Huge Cock and Massive Anal Beads

xHamster 2 years ago

What Chastity And Hormones Have Done To Her 4K

What Chastity And Hormones Have Done To Her 4K

ShemaleSin 1 year ago

P3 OLIVE GREEN LATEX CATSUIT DEEPTHROAT SUB IN STRAIGHT JACKET

77% 4K 0:23 / 10:14

P3 OLIVE GREEN LATEX CATSUIT DEEPTHROAT SUB IN STRAIGHT JACKET

Clips4sale 2 years ago

Futanari Muscle Growth World Femboy Hentai Game Ep.3 Training Our Petite Step Sister in the Living Room!

62% HD 0:39 / 32:31

Futanari Muscle Growth World Femboy Hentai Game Ep.3 Training Our Petite Step Sister in the Living Room!

FapHouse 11 months ago

2032 - the Bwno Future

2032 - the Bwno Future

xHamster 7 months ago

Sissy Pregnancy from Big Black Cock

62% 4K 0:30 / 14:07

Sissy Pregnancy from Big Black Cock

Clips4sale 1 year ago

Femboy Sissy Jess Bloom Trains Her Slutty Asshole

Femboy Sissy Jess Bloom Trains Her Slutty Asshole

aShemaleTube 2 months ago

Alejandra Fox Private Show

HD 2:00 / 15:57

Alejandra Fox Private Show

Flirt4Free 2 years ago

fodendo a gostosa da Luiza Devil na cachoeira em Taubat&eacute_

Premium HD 16:40

fodendo a gostosa da Luiza Devil na cachoeira em Taubat&eacute_

XVideosRed 3 months ago

Independent Training No72 Punishment Training Chair Part 2

Independent Training No72 Punishment Training Chair Part 2

xHamster 3 months ago

Celeste & Liz Private Show

Celeste & Liz Private Show

Flirt4Free 3 years ago

QOS Sissy Lola Crystals luvs sharing Immense BIG BLACK COCK

QOS Sissy Lola Crystals luvs sharing Immense BIG BLACK COCK

TrannyGem 2 years ago

Doggy Training Part 2

Doggy Training Part 2

FapHouse 1 year ago

Good Girl Fucked, Bad Girl Cucked

68% HD 1:00 / 29:25

Good Girl Fucked, Bad Girl Cucked

Clips4sale 3 years ago

Ruined By SheMales

41% HD 0:15 / 7:58

Ruined By SheMales

Clips4sale 2 years ago

World Record Climax - nine Seconds Cum-shot Lil Bone in Innocence

World Record Climax - nine Seconds Cum-shot Lil Bone in Innocence

2BGay 8 months ago

Mrs Nara and 4 TS uses a guy and a girl as fuck holes - Complete (720 EN-sub)

51% 4K 0:29 / 42:03

Mrs Nara and 4 TS uses a guy and a girl as fuck holes - Complete (720 EN-sub)

Clips4sale 2 years ago

Sissy Femboy Maid Does Your Dishes With Chastity Cage & Big Booty Plug

Sissy Femboy Maid Does Your Dishes With Chastity Cage & Big Booty Plug

ShemaleSin 2 days ago

My Sissy Sucks My Locked Husband Who Thinks It's Me - Mistress Julia

My Sissy Sucks My Locked Husband Who Thinks It's Me - Mistress Julia

xHamster 5 months ago

PISS & PEGGING training for my SISSY slut!

PISS & PEGGING training for my SISSY slut!

xHamster 2 years ago

SHE-CREATURE JIZZ COMPILATION STAMINA COMPETE - Can you make it to the end ?

SHE-CREATURE JIZZ COMPILATION STAMINA COMPETE - Can you make it to the end ?

TrannyGem 11 months ago

Reina Hanno Stretches Anal with Jelly Dildo and Cums

Reina Hanno Stretches Anal with Jelly Dildo and Cums

xHamster 3 months ago

Jujutsu kaisen Nobara Sex Train Hentai Uncensored Anime Cartoon Student Japanese Indian Big ass tits cowgirl nipples… Clip 3

Jujutsu kaisen Nobara Sex Train Hentai Uncensored Anime Cartoon Student Japanese Indian Big ass tits cowgirl nipples… Clip 3

xHamster 1 month ago

sissy teaching

TrannyGem 10 months ago

Alejandra Fox Members-Only Show

61% HD 2:00 / 4:00:00+

Alejandra Fox Members-Only Show

Flirt4Free 6 years ago

Natalie Mars Helps Bestie Explore Anal Fantasies With Toys And Strap-On

Natalie Mars Helps Bestie Explore Anal Fantasies With Toys And Strap-On

Eporner 1 year ago

Pink sex tool, pink pants, butt banged and loadsa cum (sissy vibrator play)

Pink sex tool, pink pants, butt banged and loadsa cum (sissy vibrator play)

ShemaleSin 1 year ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 3 years ago

Your sissy cunt will be fucked today with my huge strapon - Sissification & Feminization with Lady Julina

Your sissy cunt will be fucked today with my huge strapon - Sissification & Feminization with Lady Julina

xHamster 2 years ago

Tgirl Sasha De Sade - Advanced Slut Training

Tgirl Sasha De Sade - Advanced Slut Training

getTranny 2 years ago

Bone Gagged Chastity Cage Servitude Collar and leash Vibrating Ass-plug Succubus Catgirl

Bone Gagged Chastity Cage Servitude Collar and leash Vibrating Ass-plug Succubus Catgirl

ShemaleSin 1 week ago

Assfuck hoe instructing - hefty playthings and palms-free-for-all jizz shot

Assfuck hoe instructing - hefty playthings and palms-free-for-all jizz shot

TrannyGem 4 years ago

Lana Page gape training - amateur crossdresser debut (part4)

Lana Page gape training - amateur crossdresser debut (part4)

xHamster 4 years ago

Lady Alice compilation 07 Mesmerizing Beauty (mesmerize version) View originals by subscription 4K UHD 60 FPS HDR

Lady Alice compilation 07 Mesmerizing Beauty (mesmerize version) View originals by subscription 4K UHD 60 FPS HDR

xHamster 2 years ago

CUM DIET

46% 0:11 / 10:13

Clips4sale 3 years ago

Tommy & Master Private Show

Tommy & Master Private Show

Flirt4Free 1 month ago

Young sissy Latina trained to be whore at Bailey's Brothel

66% HD 1:01 / 38:14

Young sissy Latina trained to be whore at Bailey's Brothel

FapHouse 4 years ago

Submissive Crossdresser's Blowjob Training

Submissive Crossdresser's Blowjob Training

Eporner 1 month ago

Sissy Francis training for daddies

Sissy Francis training for daddies

aShemaleTube 9 months ago

Wild Sabrina Private Show

Wild Sabrina Private Show

Flirt4Free 5 years ago

Losers Only Get Fat Tranny Porn

HD 0:25 / 10:54

Losers Only Get Fat Tranny Porn

Clips4sale 2 years ago

Sniff My Demon Aroma & Swallow Your Own Yellow Slut

Premium HD 11:39

Sniff My Demon Aroma & Swallow Your Own Yellow Slut

Clips4sale 6 days ago

Thongs and Dildos

54% HD 2:00 / 19:00

Thongs and Dildos

Flirt4Free 9 months ago

ABH054 Sweet girl in chastity riding dildo and play vibrator until cum

67% HD 0:29 / 35:43

ABH054 Sweet girl in chastity riding dildo and play vibrator until cum

Clips4sale 4 years ago

In Sissy Clothes, This Is How You'll Soon Look

61% HD 1:01 / 5:59

In Sissy Clothes, This Is How You'll Soon Look

FapHouse 2 months ago

hot dominant goth gives you SPH whilst stroking BBC JOI

77% 0:20 / 5:38

hot dominant goth gives you SPH whilst stroking BBC JOI

Clips4sale 1 year ago

Femboy taking 10 inches of hard-on nads deep

Femboy taking 10 inches of hard-on nads deep

TrannyGem 3 years ago

Sissy Dick Sucking Training - Brat Perversions

Sissy Dick Sucking Training - Brat Perversions

Xshemale 1 year ago

Anal Slut Training With Ikeepthemcuming

Anal Slut Training With Ikeepthemcuming

TubeOn 2 months ago

Babe, TransMommy needs your backside again

Babe, TransMommy needs your backside again

TrannyGem 2 years ago

Liam Jacobson Private Show

55% HD 2:00 / 10:35

Liam Jacobson Private Show

Flirt4Free 8 months ago

Femboy does throat training and jumps on a sex-toy

Femboy does throat training and jumps on a sex-toy

ShemaleSin 9 months ago

Powerful moment from "While His Boyfriend Isn't Watching, He Gets on His Knees and Swallows"

Powerful moment from "While His Boyfriend Isn't Watching, He Gets on His Knees and Swallows"

xHamster 8 months ago

Fucking TS Sammy Valentine (MP4)

53% 0:13 / 13:03

Fucking TS Sammy Valentine (MP4)

Clips4sale 1 year ago

Shemale Fucked Her Personal Trainer

Shemale Fucked Her Personal Trainer

xHamster 2 months ago

Japanese domina deepthroats and pegs crossdresser masochist

Japanese domina deepthroats and pegs crossdresser masochist

FapNFuck 1 year ago

serious measures for a good-for-nothing wmv

Premium HD 19:42

serious measures for a good-for-nothing wmv

Clips4sale 2 years ago

Two Shemale And One Girl Wrestling Training Turns In To Anal Sex Creampie Threesome Fun

Two Shemale And One Girl Wrestling Training Turns In To Anal Sex Creampie Threesome Fun

xHamster 1 month ago

Femboi Kara On A Pegging Encounter

Femboi Kara On A Pegging Encounter

TrannyGem 9 months ago

Slut makeover and anal training 720p

48% HD 0:24 / 9:27

Slut makeover and anal training 720p

Clips4sale 1 year ago

TGirls Moonsugar and Ria Bentley Fuck Like Jackrabbit Bunnies

63% 4K 0:30 / 24:52

TGirls Moonsugar and Ria Bentley Fuck Like Jackrabbit Bunnies

Clips4sale 1 year ago

trans slut gapes her hole with inflateable butt plug and BBC

66% 4K 0:15 / 9:03

trans slut gapes her hole with inflateable butt plug and BBC

Clips4sale 1 year ago

Sissy Anal Training with 3 stage Plug

Sissy Anal Training with 3 stage Plug

xHamster 3 years ago

Vicky Katherine Private Show

63% HD 2:00 / 8:41

Vicky Katherine Private Show

Flirt4Free 2 years ago

Sissy Gets Facial

Sissy Gets Facial

ShemaleSin 4 years ago

Tommy & Master Private Show

Tommy & Master Private Show

Flirt4Free 1 month ago

Training a slave

Training a slave

aShemaleTube 3 years ago

Banana whore Kira

Banana whore Kira

xHamster 3 years ago

Girl Smokes and then Plays with Herself

HD 2:00 / 27:04

Girl Smokes and then Plays with Herself

Flirt4Free 6 years ago

training always training

training always training

AllBoner 2 years ago

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

68% HD 0:30 / 13:38

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

Clips4sale 1 year ago

Rebeccah Gibson Private Show

Rebeccah Gibson Private Show

Flirt4Free 3 weeks ago

Black Cock Sissy Trainer

HD 1:01 / 21:22

Black Cock Sissy Trainer

FapHouse 2 years ago

FEMDOM SISSY TRAINNING COMPILATION

FEMDOM SISSY TRAINNING COMPILATION

xHamster 1 year ago

training my ass with a big dildo

training my ass with a big dildo

xHamster 4 years ago

Mistress Training CD Foot Slave Chinese Femdom Chinese

Mistress Training CD Foot Slave Chinese Femdom Chinese

FetishShrine 1 year ago

Brutus K Flexing Muscles on Cam

Brutus K Flexing Muscles on Cam

Flirt4Free 8 years ago

PARTICULAR: Bloopers and Deleted Scenes of Anal Gaped Femboy in Cosplay Screwing His Booty and Jerking Off Until this babe Cums

PARTICULAR: Bloopers and Deleted Scenes of Anal Gaped Femboy in Cosplay Screwing His Booty and Jerking Off Until this babe Cums

ShemaleSin 3 weeks ago

Femboy Cumshot Sissygasm from Ball-Plapping for the BNWO

Femboy Cumshot Sissygasm from Ball-Plapping for the BNWO

xHamster 7 months ago

insatiable T-Model jerks on a public douche

insatiable T-Model jerks on a public douche

TrannyGem 3 years ago

Patric & Oliver Private Show

62% HD 2:00 / 14:54

Patric & Oliver Private Show

Flirt4Free 3 years ago

Sergeant Izzy Wildes Recruit Training

Sergeant Izzy Wildes Recruit Training

TrannyGem 3 months ago

Sabrina Smiith Private Show

Sabrina Smiith Private Show

Flirt4Free 3 months ago

Luccas & Jhordy Private Show

HD 2:00 / 16:05

Luccas & Jhordy Private Show

Flirt4Free 7 months ago

Surviving 24 Hours As The Beach Sex Slave

Surviving 24 Hours As The Beach Sex Slave

Pornzona 1 month ago

Alejandra Fox Private Show

Alejandra Fox Private Show

Flirt4Free 7 months ago

Dakota Andy Private Show

HD 2:00 / 12:25

Dakota Andy Private Show

Flirt4Free 3 years ago

Slut Training With Ikeepthemcuming

Slut Training With Ikeepthemcuming

WinPorn 3 months ago

Sissified at the mall WMV

HD 0:26 / 11:59

Sissified at the mall WMV

Clips4sale 1 year ago

Enby does some anal training!

Enby does some anal training!

xHamster 1 month ago

Emiliano Dante Private Show

4K 2:00 / 49:02

Emiliano Dante Private Show

Flirt4Free 4 weeks ago

Super Depreciate Couple

Super Depreciate Couple

FapHouse 2 years ago

Sissy Extreme Anal Stretching

Sissy Extreme Anal Stretching

FapHouse 8 months ago

POV Blowjob, Anal Dildo in Boots, Dirty Talk and Huge Facial

POV Blowjob, Anal Dildo in Boots, Dirty Talk and Huge Facial

xHamster 1 year ago

Big Titty Bimbo Training

Big Titty Bimbo Training

Clips4sale 1 week ago

TS SEXYBRODY IS SARA BLACKS FAGGOT

TS SEXYBRODY IS SARA BLACKS FAGGOT

Tranny.one 3 years ago

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89,588 results found

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