Training Videos (21,333)

Scene 1 - Sissy Dreamland - Punk rock dominates & makes feminized femboy suck BBC strapon dildo

Scene 1 - Sissy Dreamland - Punk rock dominates & makes feminized femboy suck BBC strapon dildo

xHamster 9 months ago

Cheap Slut Part 2 – Sex Slave Training

49% HD 1:01 / 11:21

Cheap Slut Part 2 – Sex Slave Training

FapHouse 5 years ago

SOUNDING WITH ELECTRICAL & BREATHPLAY FOR SISSY SLAVE

SOUNDING WITH ELECTRICAL & BREATHPLAY FOR SISSY SLAVE

TransTube.tv 9 months ago

Sissy Wife Eats Her Cum Out of Her Panties - Clara Dee JOI

50% HD 0:39 / 14:34

Sissy Wife Eats Her Cum Out of Her Panties - Clara Dee JOI

FapHouse 1 year ago

sissy sarah pumping tits

sissy sarah pumping tits

xHamster 2 years ago

I'm having fun with my stepbrother sensitive dick, I drive him filthy, two wrecked cumshots

I'm having fun with my stepbrother sensitive dick, I drive him filthy, two wrecked cumshots

CrazyPorn 3 years ago

My Path to Life as A Sissy Hoe

My Path to Life as A Sissy Hoe

TrannyGem 5 years ago

HER FIST REALL BIG BLACK COCK PT 2

HER FIST REALL BIG BLACK COCK PT 2

TransTube.tv 9 months ago

Cute 18 Year Old Virgin Trans Girl Dessietsa Takes Big Ass Anal Toys

Cute 18 Year Old Virgin Trans Girl Dessietsa Takes Big Ass Anal Toys

XGroovy 3 weeks ago

TS Nadia Love dominated by Goddess Tangent

67% HD 1:01 / 41:43

TS Nadia Love dominated by Goddess Tangent

FapHouse 4 years ago

Trans Damsel takes Immense Trunk like a mega-cockslut.

Trans Damsel takes Immense Trunk like a mega-cockslut.

TransTube.tv 6 months ago

She Would Wait for Him Until the End of Time

69% 1:01 / 24:17

She Would Wait for Him Until the End of Time

FapHouse 8 months ago

HAWT SHOTS SISSY PEGGING FISTING TRENNING COMPILATION

HAWT SHOTS SISSY PEGGING FISTING TRENNING COMPILATION

ShemaleSin 2 weeks ago

XXL Anal Destruction for Crossdressers

XXL Anal Destruction for Crossdressers

xHamster 4 weeks ago

Mommy's nasty little taboo taboo, thick and sloppy, step son's naughty😈 butt🍑, gets it all

Mommy's nasty little taboo taboo, thick and sloppy, step son's naughty😈 butt🍑, gets it all

MomXL 6 months ago

Crossdressing sexed in the ass

Crossdressing sexed in the ass

DeegX 1 year ago

Hardcore Double Stuffed Strap Training Ends with a Real Cock Surprise

Hardcore Double Stuffed Strap Training Ends with a Real Cock Surprise

xHamster 1 month ago

Sissy Cheating Anjali Facefuck By Sir

Sissy Cheating Anjali Facefuck By Sir

TrannyGem 2 weeks ago

Cute Blonde Trans Girl Jerks Off Her Big Dick While Talking Dirty

Cute Blonde Trans Girl Jerks Off Her Big Dick While Talking Dirty

xHamster 1 year ago

Training makes perfect

Training makes perfect

xHamster 3 months ago

Lindsey Training Her Sissy Slave

Lindsey Training Her Sissy Slave

Eporner 1 year ago

Stretching my Ass - Sissy Training

Stretching my Ass - Sissy Training

xHamster 1 year ago

Instructing To Enjoy sausage

Instructing To Enjoy sausage

TransTube.tv 1 month ago

Restraint training in Onepeace

Restraint training in Onepeace

xHamster 2 years ago

Goth chicks idolize feet & stretched out each others arse, wide open booty & foot fucking

Goth chicks idolize feet & stretched out each others arse, wide open booty & foot fucking

TransTube.tv 5 months ago

I leave my clothes behind and rail a immense faux-cock at a teach station park and road

I leave my clothes behind and rail a immense faux-cock at a teach station park and road

TrannyGem 3 years ago

Nylon Toes Bimbo makes him Cum with her Tights Toes

Nylon Toes Bimbo makes him Cum with her Tights Toes

CrazyPorn 4 years ago

Cum-and-pee Drink For a Sexy Tranny With a Fisted And Zucchini-stretched Anus

Cum-and-pee Drink For a Sexy Tranny With a Fisted And Zucchini-stretched Anus

AnySex 1 year ago

Rough prostate massage with hottest cumshot for twink femboy

Rough prostate massage with hottest cumshot for twink femboy

xHamster 10 months ago

Japanese ladyboys are the true oral queens cock sucking compilation

Japanese ladyboys are the true oral queens cock sucking compilation

Tranny.one 7 years ago

Angelina Please gets a rude awakening when her roommates Jenna Creed and Ariel Demure later return,both of their dates being duds

Angelina Please gets a rude awakening when her roommates Jenna Creed and Ariel Demure later return,both of their dates being duds

TransVibe 10 months ago

On the beach, I hold my husband by his balls

On the beach, I hold my husband by his balls

FapNFuck 2 months ago

you are my sissy whore and will pimp you out !!!

you are my sissy whore and will pimp you out !!!

xHamster 1 year ago

Tranny girl gives sock footjob after sport! Cumshot on her hot leggings ass!

Tranny girl gives sock footjob after sport! Cumshot on her hot leggings ass!

xHamster 1 year ago

This Guy Made It Rain a Lot of Cum on My White Boy Face

This Guy Made It Rain a Lot of Cum on My White Boy Face

xHamster 4 months ago

Ebony shiny zentai costume sissy femboy boi twat anal beads training

Ebony shiny zentai costume sissy femboy boi twat anal beads training

ShemaleSin 2 months ago

Female domination Domme ravages hoe sissy donk, dual spunk ass fucking ejaculation

Female domination Domme ravages hoe sissy donk, dual spunk ass fucking ejaculation

TransTube.tv 2 weeks ago

An inflatable dildo in my husband's ass

An inflatable dildo in my husband's ass

xHamster 2 months ago

two Mommies Training Their TS Doxy - Lucy Hart - Penny Barber - Mira Maven

two Mommies Training Their TS Doxy - Lucy Hart - Penny Barber - Mira Maven

ShemaleSin 1 week ago

Whorish Femboy Maid in Innocence Takes Harsh Assfucking Teaching ~oscar20xxx~

Whorish Femboy Maid in Innocence Takes Harsh Assfucking Teaching ~oscar20xxx~

GayCK 5 years ago

Cute Transgirl Bodysuit Try-On - Trans Body Positivity Booty Bulge Hot

Cute Transgirl Bodysuit Try-On - Trans Body Positivity Booty Bulge Hot

ShemaleSin 2 years ago

Nurse Practical Physiology 101 - Bicep Deep Anal Exploration

Nurse Practical Physiology 101 - Bicep Deep Anal Exploration

xHamster 4 months ago

Sissy Puss Destroyers (Brat Perversions)

Sissy Puss Destroyers (Brat Perversions)

TransTube.tv 8 months ago

Corporate Training Futanari Porn Video

Corporate Training Futanari Porn Video

AniPorn 1 year ago

Deep Throat Training! Watch with Sound! Oh, These Full Immersions!

Deep Throat Training! Watch with Sound! Oh, These Full Immersions!

xHamster 1 year ago

mature sissy in chastity humiliated and trained by bbc

mature sissy in chastity humiliated and trained by bbc

Shemale TS 1 year ago

Hard Anal Training for Lana Trap

Hard Anal Training for Lana Trap

Tranny.one 3 years ago

Remote training of my own slut wife working as a webcam model... - START-STOP show by hot mature mom AimeeParadise...

Remote training of my own slut wife working as a webcam model... - START-STOP show by hot mature mom AimeeParadise...

xHamster 3 years ago

HERMAPHRODITE ON educate

HERMAPHRODITE ON educate

TransTube.tv 1 month ago

【Homemade】Japanese Sissy Instructed to be a Fuckslut Puffy Nipple【Full】

【Homemade】Japanese Sissy Instructed to be a Fuckslut Puffy Nipple【Full】

2BGay 1 year ago

Lick the taste of ass from my finger KellyAErick

Lick the taste of ass from my finger KellyAErick

Tranny.one 2 years ago

Damsel yelling after vibrating her urethra with a toy❗bougie Getting Off

Damsel yelling after vibrating her urethra with a toy❗bougie Getting Off

TrannyGem 5 months ago

Women Pub Vignette five: A Sissy Feminization Series

Women Pub Vignette five: A Sissy Feminization Series

TrannyGem 4 years ago

Sissy Verwandlung

Sissy Verwandlung

aShemaleTube 2 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 2 months ago

After training at the gym there is nothing better than a good cock in my ass

After training at the gym there is nothing better than a good cock in my ass

xHamster 1 year ago

Beautiful source of lotion for my skin are nuts of

Beautiful source of lotion for my skin are nuts of

Love4Porn 3 years ago

Bunny Sub: Training

Bunny Sub: Training

aShemaleTube 9 months ago

Whispering Latex Underware - Chastity and Shoe Worship ASMR

Whispering Latex Underware - Chastity and Shoe Worship ASMR

ShemaleSin 3 weeks ago

Top Tennis Training

Top Tennis Training

Faptor 3 weeks ago

Cuckold Training for A Happy Lovers with Captions

Cuckold Training for A Happy Lovers with Captions

Love4Porn 4 years ago

Trannies Metemos Leite Na Boquinha Dele.

Trannies Metemos Leite Na Boquinha Dele.

BeMyHole 1 year ago

Sissy Whore Spanking Discipline #FemdomRAW

Sissy Whore Spanking Discipline #FemdomRAW

Faptor 2 months ago

Sushi Time with my plate, Ellie Shoule

Sushi Time with my plate, Ellie Shoule

xHamster 7 months ago

Femboy Pet in Warmth Played and Smashed

Femboy Pet in Warmth Played and Smashed

Gayhub 5 months ago

Crossdresser training session with huge toys

Crossdresser training session with huge toys

xHamster 2 months ago

White trans femboy gargle jack and smooch huge monster big black cock suck off energetically

White trans femboy gargle jack and smooch huge monster big black cock suck off energetically

4Gay 5 months ago

horny skinny mistress JOI and CEI make u my sissy fuck hole

horny skinny mistress JOI and CEI make u my sissy fuck hole

xHamster 8 months ago

Deep Fisting Compilation Real Sissy Training

73% HD 1:01 / 9:52

Deep Fisting Compilation Real Sissy Training

FapHouse 1 year ago

QOS Sissy Lola Crystals luvs sharing Immense BIG BLACK COCK

QOS Sissy Lola Crystals luvs sharing Immense BIG BLACK COCK

TrannyGem 1 year ago

frolicking with faux-cocks #22

frolicking with faux-cocks #22

4Gay 1 week ago

Helena Price Presents - Training Her Ladyboy Asshole With My big black cock

Helena Price Presents - Training Her Ladyboy Asshole With My big black cock

4KPorn 2 years ago

Petra's fifth training

Petra's fifth training

ShemaleSin 2 months ago

fresh Pet Amber Shock acquires roped Up And caboose ravaged By Ciren Verde And Lora Cross

fresh Pet Amber Shock acquires roped Up And caboose ravaged By Ciren Verde And Lora Cross

TrannyGem 4 years ago

Trans Jade Venus and Lexi Lore mouth and pussy training session

Trans Jade Venus and Lexi Lore mouth and pussy training session

MenGem 1 month ago

Cute fitness babe gets doggystyled

Cute fitness babe gets doggystyled

Some.Porn 1 week ago

kinkylatexcd extraordinary anal

kinkylatexcd extraordinary anal

ShemaleSin 3 months ago

Doggy Training Part 2

Doggy Training Part 2

xHamster 8 months ago

Cross Dresser slut jenni needs bbc whore training

Cross Dresser slut jenni needs bbc whore training

SexTubeSpot 4 years ago

White cross dresser bbc gangbang training

White cross dresser bbc gangbang training

SexTubeSpot 5 years ago

2 huge hands free cumshots in a row

2 huge hands free cumshots in a row

xHamster 1 year ago

Sissy Slut Late Evening Supper

Sissy Slut Late Evening Supper

xHamster 10 months ago

you look so good with your cock out

you look so good with your cock out

Shemale TS 4 months ago

AB073 Abby instructing gimp and jizz shot (Restrain Bondage ,wire,anal invasion hook,manmeat instructing edging )

AB073 Abby instructing gimp and jizz shot (Restrain Bondage ,wire,anal invasion hook,manmeat instructing edging )

TrannyGem 2 years ago

At Her Mercy: Hot Trans Domme Trains You

50% HD 0:39 / 52:40

At Her Mercy: Hot Trans Domme Trains You

FapHouse 2 months ago

Daisy Taylor wears miniskirt without panties on the train! This makes Johnny lustful as fuck!

Daisy Taylor wears miniskirt without panties on the train! This makes Johnny lustful as fuck!

StarWank 1 year ago

Tsunade X Naruto Comcs - Tsunade's Jealousy By RedLady2K

Tsunade X Naruto Comcs - Tsunade's Jealousy By RedLady2K

xHamster 1 year ago

Public Park Training for Sasha De Sade

Public Park Training for Sasha De Sade

aShemaleTube 7 years ago

Ladyboy Many Ass Barebacked And Takes Ass-To-Mouth

Ladyboy Many Ass Barebacked And Takes Ass-To-Mouth

FetishShrine 3 years ago

Latex Sissy Tutored By Chastity Fuckmachine Drubbing Cocksucking Pegging by Mistresse Mercer

Latex Sissy Tutored By Chastity Fuckmachine Drubbing Cocksucking Pegging by Mistresse Mercer

ShemaleSin 3 years ago

Tanny Training

xHamster 1 year ago

Top Tennis Training

Top Tennis Training

ThePornstar 3 weeks ago

Look what happened in this room, among those trans cuties.

Look what happened in this room, among those trans cuties.

ShemaleSin 1 year ago

korean femboy rectal teaching bevy (utter movie on fansly)

korean femboy rectal teaching bevy (utter movie on fansly)

Gayhub 3 months ago

Wifey Taunts you about locking you in innocence like her TRANSSEXUAL Buddy POINT OF VIEW HAND JOB SISSY TEACHING

Wifey Taunts you about locking you in innocence like her TRANSSEXUAL Buddy POINT OF VIEW HAND JOB SISSY TEACHING

TrannyGem 3 years ago

My tour in the direction of sissification - Sissy guy

My tour in the direction of sissification - Sissy guy

TrannyGem 9 months ago

Trying New Fist Dildo and Get Fucked and Fisted

Trying New Fist Dildo and Get Fucked and Fisted

xHamster 7 months ago

Sissy Maid Teaching

Sissy Maid Teaching

TrannyGem 4 years ago

A hotwife on the beach

A hotwife on the beach

xHamster 3 months ago

Adorable Trap, Strips, Plugs Her Fat Ass and Jerks off for You

Adorable Trap, Strips, Plugs Her Fat Ass and Jerks off for You

aShemaleTube 5 days ago

flat caged sissygasm

flat caged sissygasm

ShemaleSin 7 months ago

AB087 Tender demonized model college girls - pegging (Asian and English subtitles)

AB087 Tender demonized model college girls - pegging (Asian and English subtitles)

TrannyGem 1 year ago

Two Sexy Trannies And One Plum Buxom Gal Go Wild In the Locker Room After the Training

Two Sexy Trannies And One Plum Buxom Gal Go Wild In the Locker Room After the Training

XCafe 1 year ago

how could you look at this and want a pussy after

how could you look at this and want a pussy after

Shemale TS 3 weeks ago

Ass Fucking Multitasker STEPMOM Folds while Fucking REALITYKINGS

Ass Fucking Multitasker STEPMOM Folds while Fucking REALITYKINGS

ThePornstar 4 weeks ago

SEXY CLIMAX CUMSHOTS COMPILATION

SEXY CLIMAX CUMSHOTS COMPILATION

ShemaleSin 10 months ago

Anal Training in Chastity

Anal Training in Chastity

TrannyGem 6 years ago

Petra,s 4th training (incl dp)

Petra,s 4th training (incl dp)

xHamster 5 months ago

Latina Traps celebrating Transexuality Life and prostitution

Latina Traps celebrating Transexuality Life and prostitution

TransHero 5 years ago

Deep anal fisting my boy toy with MILF Lisa and TGirl Charlotte

Deep anal fisting my boy toy with MILF Lisa and TGirl Charlotte

xHamster 1 year ago

He fucks me like a bitch... I love being trained by Master - @Sasha_de_Sade & @AxelReigns

He fucks me like a bitch... I love being trained by Master - @Sasha_de_Sade & @AxelReigns

aShemaleTube 1 year ago

Cock slobbered on in close-up by a straight guy

Cock slobbered on in close-up by a straight guy

xHamster 2 months ago

juggle on a salami in crimson fishnets assfucking teaching, two:17 pm 7/25/2022 blessed gimp

juggle on a salami in crimson fishnets assfucking teaching, two:17 pm 7/25/2022 blessed gimp

TrannyGem 2 years ago

Weekly anal stretch training part 2 with nipple scene at the end

Weekly anal stretch training part 2 with nipple scene at the end

xHamster 1 year ago

Sissy Slut - Left in the park as fucktoy

Sissy Slut - Left in the park as fucktoy

xHamster 3 years ago

3D Solo Busty Muscled Futa - Weebu

3D Solo Busty Muscled Futa - Weebu

AnySex 6 months ago

Sissy Pegging Compilation Vol.1

Sissy Pegging Compilation Vol.1

xHamster 1 year ago

激しいピストンでトコロテン

激しいピストンでトコロテン

TrannyGem 5 days ago

Plugging my sweet hole before training . Slow motion

Plugging my sweet hole before training . Slow motion

xHamster 2 months ago

Parking Garage Wench

Parking Garage Wench

ShemaleSin 2 weeks ago

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