Training Videos - Trans (89,531)

Marily Daniela Private Show

Marily Daniela Private Show

Flirt4Free 2 years ago

Master Makes you HIS SLAVE - Gay Bdsm Obedience Training

Master Makes you HIS SLAVE - Gay Bdsm Obedience Training

xHamster 1 year ago

Dominant Blk Trans w/ 11” inches BIG BLACK COCK Bully Dallas Vixen Controlling The Tramps

Dominant Blk Trans w/ 11” inches BIG BLACK COCK Bully Dallas Vixen Controlling The Tramps

TransTube.tv 1 year ago

FPOV Sissy Sucks Off BBC

FPOV Sissy Sucks Off BBC

ShemaleSin 1 year ago

Sissy Charlotte learns to suck meaty schlong

Sissy Charlotte learns to suck meaty schlong

TrannyGem 4 years ago

Sissy Training 202 Double Trouble

Sissy Training 202 Double Trouble

FapHouse 3 months ago

Sissy Kara Gets Pegged and Rimmed By Mrs. Escobar

Sissy Kara Gets Pegged and Rimmed By Mrs. Escobar

ShemaleSin 1 year ago

Luke Hardy & Cristian Ford Private Show

63% 4K 2:00 / 8:07

Luke Hardy & Cristian Ford Private Show

Flirt4Free 1 month ago

restrain bondage and kittling my sissy trip week four

restrain bondage and kittling my sissy trip week four

TrannyGem 3 years ago

SISSY TRAINING GIANT SEX TOY!

SISSY TRAINING GIANT SEX TOY!

ShemaleSin 1 year ago

Sabrina Smiith Private Show

HD 2:00 / 45:39

Sabrina Smiith Private Show

Flirt4Free 1 week ago

Black and White Sri Lankan Lady Boy

63% 0:39 / 7:45

Black and White Sri Lankan Lady Boy

FapHouse 1 month ago

Johnthomastoys Extreme Deep Anal Insertions in Anime Pvc Extreme Deep Anal Shemale Giant Dildo Ride

HD 0:39 / 20:54

Johnthomastoys Extreme Deep Anal Insertions in Anime Pvc Extreme Deep Anal Shemale Giant Dildo Ride

FapHouse 1 year ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 4 months ago

When your sissy is missing parent's rod

When your sissy is missing parent's rod

TrannyGem 1 year ago

Santiago & Joseph Private Show

61% HD 2:00 / 4:05

Santiago & Joseph Private Show

Flirt4Free 1 year ago

Emotional moment from "Best of Harmony Rose vol 1"

Emotional moment from "Best of Harmony Rose vol 1"

xHamster 1 year ago

Spandexfemboy - Huge BBC Anal Sissy Fuck Music and Groan

55% 1:01 / 41:20

Spandexfemboy - Huge BBC Anal Sissy Fuck Music and Groan

FapHouse 4 months ago

Pretty sissy in pink, pegged for my pleasure

Pretty sissy in pink, pegged for my pleasure

xHamster 2 months ago

Sissy Lucy Anal Training in Chastity with Massive Dildos and Getting Pegged by Lisa

Sissy Lucy Anal Training in Chastity with Massive Dildos and Getting Pegged by Lisa

Amateur8 4 years ago

Luke Hardy & Cristian Ford Private Show

61% HD 2:00 / 4:09

Luke Hardy & Cristian Ford Private Show

Flirt4Free 1 year ago

1St Time Riding Her Sex-Toy In A FuFu Movie Scene

1St Time Riding Her Sex-Toy In A FuFu Movie Scene

ShemaleSin 2 years ago

Nelly Gale Private Show

4K 2:00 / 10:25

Nelly Gale Private Show

Flirt4Free 3 weeks ago

Full: Perfect Ass Shemale Noisy Cumfarts

57% HD 0:39 / 11:52

Full: Perfect Ass Shemale Noisy Cumfarts

FapHouse 5 months ago

95mm Monster Plug Destroys Slim Trans Ass Gape Prolapse Drip

95mm Monster Plug Destroys Slim Trans Ass Gape Prolapse Drip

JuicyTrans 4 days ago

Katy Ling Private Show

HD 2:00 / 19:17

Katy Ling Private Show

Flirt4Free 1 month ago

Sucking cock before going to bed

39% 1:01 / 12:13

Sucking cock before going to bed

FapHouse 4 years ago

Barbie Fishnet Tights and Pink High Heels in Her Gloryhole in the Basement

Barbie Fishnet Tights and Pink High Heels in Her Gloryhole in the Basement

xHamster 1 week ago

risky public buttfuck instructing outside 7am driveway plow pt 1

risky public buttfuck instructing outside 7am driveway plow pt 1

TrannyGem 2 years ago

THE TRAINING OF MY TS SLAVE GIRL PT 2 *HD 1080*

58% HD 0:10 / 7:00

THE TRAINING OF MY TS SLAVE GIRL PT 2 *HD 1080*

LoyalFans 2 years ago

The Shadow Cleric Reveals Her Secret

HD 0:39 / 30:45

The Shadow Cleric Reveals Her Secret

FapHouse 2 months ago

”Natalie Mars Helps Bestie Explore Assfucking Fantasies with Toys & Strap-On”

”Natalie Mars Helps Bestie Explore Assfucking Fantasies with Toys & Strap-On”

LesbianBliss 4 months ago

Tightening To Spunk From Ass-Fuck In Her Vapid Tiny Cell

Tightening To Spunk From Ass-Fuck In Her Vapid Tiny Cell

TrannyGem 2 years ago

Sarada Training Part 35 Sakura Naked, Mizukage Hinata! By LoveSkySan69

Sarada Training Part 35 Sakura Naked, Mizukage Hinata! By LoveSkySan69

HentaiGem 3 years ago

【Sample】Tickling 9.

【Sample】Tickling 9.

Pornzona 20 hours ago

Sissy Anal Training

Sissy Anal Training

aShemaleTube 6 years ago

Pegged and Edged w Giselle Driller Ava Venom

72% 0:20 / 16:07

Pegged and Edged w Giselle Driller Ava Venom

Clips4sale 1 year ago

BBC DADDY USES CAGED YT SISSYBOY

BBC DADDY USES CAGED YT SISSYBOY

DeegX 2 years ago

Addonis Smith & Huber Nicols Private Show

58% HD 2:00 / 32:11

Addonis Smith & Huber Nicols Private Show

Flirt4Free 1 year ago

Mistress fingering and giving prostate massage to her Sissy

Mistress fingering and giving prostate massage to her Sissy

xHamster 3 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

SISSY SHAWNA IS A SLUTTY FAGGOT

66% HD 0:10 / 23:01

SISSY SHAWNA IS A SLUTTY FAGGOT

LoyalFans 3 years ago

Sewxy streaptease, play with nipples, wild twerk, fuck my dildo and more ;) - Part 2

Sewxy streaptease, play with nipples, wild twerk, fuck my dildo and more ;) - Part 2

Flirt4Free 4 years ago

Alexxa A Private Show

HD 2:00 / 10:42

Alexxa A Private Show

Flirt4Free 5 days ago

Sissygasm Clip

xHamster 8 months ago

Let your wifey Plumb and Blow BIG BLACK COCK or she will divorce you and leave you with nothing

Let your wifey Plumb and Blow BIG BLACK COCK or she will divorce you and leave you with nothing

TrannyGem 10 months ago

Femdom Trains You

Femdom Trains You

FapHouse 7 months ago

For Your Boy Pussy Ashley Sinclair

For Your Boy Pussy Ashley Sinclair

FapHouse 5 days ago

Asian Sissygasm While Fucked

Asian Sissygasm While Fucked

aShemaleTube 4 months ago

putting my blue cock in chastity cage

putting my blue cock in chastity cage

xHamster 2 years ago

FTM dude does wedgie with his panties in the gym

FTM dude does wedgie with his panties in the gym

XGroovy 1 year ago

EVILyn SIN sissy teaching

EVILyn SIN sissy teaching

TrannyGem 9 months ago

WVM - PART 70 - CHARITY PLANS By MissKitty2K

WVM - PART 70 - CHARITY PLANS By MissKitty2K

xHamster 1 year ago

Sperm on a 12 incher backside still in training part 1

Sperm on a 12 incher backside still in training part 1

ManPorn 3 years ago

Brutus K Dancing Naked

Brutus K Dancing Naked

Flirt4Free 9 years ago

Abby Kitty In Ab067 Foot Worship - Femdom Training Two Sissy 恋足调教-女装娘奴化训练

Abby Kitty In Ab067 Foot Worship - Femdom Training Two Sissy 恋足调教-女装娘奴化训练

AbTranny 3 years ago

What a Slutty Sissy You Are

What a Slutty Sissy You Are

xHamster 4 months ago

Cockring

Flirt4Free 2 months ago

Fucking my buttplug and gaping my sissy hole

Fucking my buttplug and gaping my sissy hole

xHamster 3 years ago

Hooded Sissy Slave Deepthroats Cock and Takes It in Her Ass

Hooded Sissy Slave Deepthroats Cock and Takes It in Her Ass

xHamster 1 year ago

I love pound myself with a Cucumber

I love pound myself with a Cucumber

TrannyGem 1 year ago

Sophie Fantasy Private Show

Sophie Fantasy Private Show

Flirt4Free 4 weeks ago

Threesome Sissy Domination

HD 0:39 / 25:56

Threesome Sissy Domination

FapHouse 4 months ago

Sissy Bi-Atch Lola Crystals cant get enough of this good-sized black spear

Sissy Bi-Atch Lola Crystals cant get enough of this good-sized black spear

TrannyGem 3 years ago

Alejandra Fox Private Show

HD 2:00 / 11:41

Alejandra Fox Private Show

Flirt4Free 3 years ago

Sophia Loreen Private Show

HD 2:00 / 22:20

Sophia Loreen Private Show

Flirt4Free 2 weeks ago

Sophia Loreen Private Show

66% 4K 2:00 / 5:10

Sophia Loreen Private Show

Flirt4Free 9 months ago

Luccas & Archie & Jose Private Show

54% HD 2:00 / 1:01:30

Luccas & Archie & Jose Private Show

Flirt4Free 2 months ago

Axel & David Private Show

63% HD 2:00 / 16:49

Axel & David Private Show

Flirt4Free 3 years ago

AB006 Sexy fox Mistress training with Kigurumi mask sissy - 高顏值女王调教戴着面具的骚伪娘

AB006 Sexy fox Mistress training with Kigurumi mask sissy - 高顏值女王调教戴着面具的骚伪娘

aShemaleTube 6 years ago

Sabrina Smiith Private Show

4K 2:00 / 43:58

Sabrina Smiith Private Show

Flirt4Free 2 weeks ago

Sissy Slut For Goddess Mandy

62% HD 0:29 / 13:36

Sissy Slut For Goddess Mandy

Clips4sale 2 years ago

Russian Beautiful girl Anastasia Mistress fucking a slave with strapon anal submission sissy amateur homemade

Russian Beautiful girl Anastasia Mistress fucking a slave with strapon anal submission sissy amateur homemade

xHamster 1 week ago

Sissy Femboy Shakes Uncontrollably Riding Vibrator With Chastity Cage

Sissy Femboy Shakes Uncontrollably Riding Vibrator With Chastity Cage

BigTitsLust 4 weeks ago

Ali Da Reaper providing me that BIG BLACK COCK Doggie-Style

Ali Da Reaper providing me that BIG BLACK COCK Doggie-Style

TrannyGem 3 years ago

Jade Venus, Zariah Aura, Victoria Grant Lesbian In Training

Jade Venus, Zariah Aura, Victoria Grant Lesbian In Training

Xshemale 2 months ago

Nelly Gale Private Show

61% 4K 2:00 / 4:32

Nelly Gale Private Show

Flirt4Free 3 days ago

2032 - the Bwno Future

2032 - the Bwno Future

xHamster 7 months ago

Sissy Candy on Her Inflatable Chair in Self Bondage with Her Fucking Machine

Sissy Candy on Her Inflatable Chair in Self Bondage with Her Fucking Machine

FapHouse 2 weeks ago

Pegging and Cum Watching, Mistress Deep Throat and Fucks Crossdresser Masochist with Strapon and Makes Him Masturbate

Pegging and Cum Watching, Mistress Deep Throat and Fucks Crossdresser Masochist with Strapon and Makes Him Masturbate

xHamster 1 year ago

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

63% 1:01 / 12:15

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

FapHouse 5 months ago

NOW I FUCK YOU!!!!

Premium HD 18:25

NOW I FUCK YOU!!!!

xnxxGold 7 months ago

Ashley V swallows huge dildo up her ass and rubs her tiny caged clitAshley V se traga un enorme consolador

Ashley V swallows huge dildo up her ass and rubs her tiny caged clitAshley V se traga un enorme consolador

xHamster 2 years ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 1 month ago

Nelly Gale Private Show

Nelly Gale Private Show

Flirt4Free 1 week ago

Wanking training with Anna

Wanking training with Anna

xHamster 3 years ago

dominatrix teaching insane sissy tramp

dominatrix teaching insane sissy tramp

TrannyGem 4 years ago

TS Nadia Love titty fucking and sucking shaft of a black guy

TS Nadia Love titty fucking and sucking shaft of a black guy

Sheshaft 5 years ago

Sissys intense public fun

Sissys intense public fun

xHamster 9 months ago

Think This Isn't Gay?

45% HD 0:39 / 17:04

Think This Isn't Gay?

FapHouse 3 months ago

AB110 Fresh Yr Furniture: Human Table deep throat,cum shot,dumping (Asian and English subtitles)

AB110 Fresh Yr Furniture: Human Table deep throat,cum shot,dumping (Asian and English subtitles)

TrannyGem 2 years ago

Hot Latina tranny Juliana Soares receives two dicks in her holes

Hot Latina tranny Juliana Soares receives two dicks in her holes

XGroovy 1 year ago

Mistress' Sissy Boot Camp SISSY TRAINING ASMR JOI

Mistress' Sissy Boot Camp SISSY TRAINING ASMR JOI

Pornzona 1 month ago

AB112 Maid human toy instructing - splooging,jizz flow (Asian and English subtitles)

AB112 Maid human toy instructing - splooging,jizz flow (Asian and English subtitles)

TrannyGem 9 months ago

Colombian Boys Private Show

Colombian Boys Private Show

Flirt4Free 2 years ago

Memorable moment from "Vladasexytrans leaks from anal"

Memorable moment from "Vladasexytrans leaks from anal"

xHamster 6 months ago

Patric & Alexander & Lian Private Show

36% HD 2:00 / 1:15:37

Patric & Alexander & Lian Private Show

Flirt4Free 3 years ago

Watch Mistress London Lix's sensual humiliation of her sissy partner on webcam

Watch Mistress London Lix's sensual humiliation of her sissy partner on webcam

TrannyMovs 4 months ago

Fit Girl in Yoga Pants was Fucked after Training

Fit Girl in Yoga Pants was Fucked after Training

Fapcat 2 years ago

Ts Tranny Teen Sucking Dick

Ts Tranny Teen Sucking Dick

xHamster 2 years ago

Amber Burnt Private Show

Amber Burnt Private Show

Flirt4Free 2 years ago

Training Like a Good Gurl

Training Like a Good Gurl

xHamster 2 weeks ago

Brie Lovely Trains to Be a Slut

67% HD 1:01 / 31:25

Brie Lovely Trains to Be a Slut

FapHouse 3 months ago

Hawt Angels Pumping Boys with Strapons FEMDOM PEGGING HOSE ANAL

Hawt Angels Pumping Boys with Strapons FEMDOM PEGGING HOSE ANAL

SortPorn 5 years ago

Wear Silky Panties for Me

Wear Silky Panties for Me

FapHouse 8 months ago

becomingfemme - magister ludi getting my hole pounded makes me cum so much porn video

becomingfemme - magister ludi getting my hole pounded makes me cum so much porn video

TransDoe 1 year ago

Try not to cum with this sexy transvestite from Italy.

Try not to cum with this sexy transvestite from Italy.

Fapality 2 years ago

How to Become a Good Girl: Job Interview Peparing a New Sexdoll

HD 1:01 / 10:22

How to Become a Good Girl: Job Interview Peparing a New Sexdoll

FapHouse 1 month ago

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 4

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 4

xHamster 3 months ago

shemale spunker up close

shemale spunker up close

Pornzona 4 weeks ago

Anal Training Riding Dildo Util I Cum Sissy Amateur Crossdresser

Anal Training Riding Dildo Util I Cum Sissy Amateur Crossdresser

xHamster 2 years ago

Self-training No. 97: Outdoor Peeing and Tacky Pussy Exposure Collection

Self-training No. 97: Outdoor Peeing and Tacky Pussy Exposure Collection

xHamster 2 months ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 1 month ago

Becky Scolds Sissy Slut Michel for Not Cleaning the Kitchen Properly

65% HD 1:01 / 50:55

Becky Scolds Sissy Slut Michel for Not Cleaning the Kitchen Properly

FapHouse 1 year ago

A Boy in a Cage Trains His Boy Pussy for a Halloween Party to Get All the Dicks

A Boy in a Cage Trains His Boy Pussy for a Halloween Party to Get All the Dicks

xHamster 1 year ago

Luke Hardy & Cristian Ford Private Show

43% HD 2:00 / 10:06

Luke Hardy & Cristian Ford Private Show

Flirt4Free 1 year ago

My Biggest Anal Dildo Training Vf

My Biggest Anal Dildo Training Vf

xHamster 6 months ago

Sissy Slut Worships my Big Ass

Sissy Slut Worships my Big Ass

xHamster 5 years ago

Shemale Porn Video Lucas's Bi Slave Training

Shemale Porn Video Lucas's Bi Slave Training

Tranny.one 1 year ago

korean slim femboy drilled (utter movie on fansly)

korean slim femboy drilled (utter movie on fansly)

Gayhub 1 year ago

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