Anal Training Videos (15,473)

Bound Submissive Fucked Hard By Dominatrix Transsexual - BDSM Anal Play

Bound Submissive Fucked Hard By Dominatrix Transsexual - BDSM Anal Play

Hoes.tube 2 weeks ago

My Path to Life as A Sissy Hoe

My Path to Life as A Sissy Hoe

TrannyGem 5 years ago

A Trans Fucked on the Couch

A Trans Fucked on the Couch

xHamster 2 days ago

Petra,s 8th training

Petra,s 8th training

xHamster 6 months ago

Doggy style sissy training in a red dress and white pumps

Doggy style sissy training in a red dress and white pumps

xHamster 1 year ago

Trained to Be a Submissive Slut

Trained to Be a Submissive Slut

aShemaleTube 2 months ago

Lily Demure Transformed and Ready for Cock by Tia Tizzianni

69% HD 0:08 / 0:15

Lily Demure Transformed and Ready for Cock by Tia Tizzianni

FapHouse 8 months ago

Beauties of Anal Delights for the Female Superiority Society (part 2).

Beauties of Anal Delights for the Female Superiority Society (part 2).

xHamster 9 months ago

Becoming Anal Slut Training For Newbies

Becoming Anal Slut Training For Newbies

BeMyHole 3 years ago

Super Ultimate Compilation

Super Ultimate Compilation

xHamster 6 days ago

Lindsey Training Her Sissy Slave

Lindsey Training Her Sissy Slave

aShemaleTube 7 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!

TransHero 3 years ago

Cheap Slut Part 2 - Sex Slave Training

Cheap Slut Part 2 - Sex Slave Training

xHamster 3 months ago

775503343593201664. mp4

775503343593201664. mp4

xHamster 1 month ago

Sissy coming home from work

Sissy coming home from work

xHamster 2 months ago

Femboy Plays with his fuck hole and puffies????

Femboy Plays with his fuck hole and puffies????

Gayhub 6 months ago

Gf bound her sissy boy and pegged him

Gf bound her sissy boy and pegged him

4KPorn 3 years ago

HERMAPHRODITE ON educate

HERMAPHRODITE ON educate

TransTube.tv 3 months ago

Femboy puts a 47 cm toy in himself and makes an anal cumshot without hands

Femboy puts a 47 cm toy in himself and makes an anal cumshot without hands

xHamster 2 months ago

Sissy Lilly and her Training

Sissy Lilly and her Training

Tranny.one 3 years ago

Feminization and Pegging of My Chastity Slave: Teaser Live Cam Replay: Mistress Julia

Feminization and Pegging of My Chastity Slave: Teaser Live Cam Replay: Mistress Julia

xHamster 1 year ago

Denim Girl

xHamster 2 months ago

REAL TGIRLS: Cream Pie From The Space Guy (FULL)

REAL TGIRLS: Cream Pie From The Space Guy (FULL)

xHamster 2 years ago

PetiteChloeKarter's Anal Training - Band Member Surprise Orgy

PetiteChloeKarter's Anal Training - Band Member Surprise Orgy

Hoes.tube 2 weeks ago

Sissy caged fucking her ass with BBC

Sissy caged fucking her ass with BBC

xHamster 9 months ago

Fist Fucked - My Poor Ass! Emily Adaire & Goth Delilah

Fist Fucked - My Poor Ass! Emily Adaire & Goth Delilah

xHamster 10 months 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

peghim - bobbi dylan strapon potpourri anal fisting porn video

peghim - bobbi dylan strapon potpourri anal fisting porn video

MyGrowl 1 week ago

Corporate Training Futanari Porn Video

Corporate Training Futanari Porn Video

Tranny.one 2 years ago

tutored By Big black cock

tutored By Big black cock

Transvids.tv 6 months ago

Petra,s 6th training

Petra,s 6th training

xHamster 7 months ago

Sissy Compiliation

Sissy Compiliation

xHamster 2 weeks ago

Trixy Used in a Cage at a Dungeon....

Trixy Used in a Cage at a Dungeon....

xHamster 1 month ago

Sissy Slut Anal Destruction

Sissy Slut Anal Destruction

xHamster 3 months ago

Salope Anal & Salope Faciale. Travestie Francaise Offerte, Se Fait Prendre Le Cul Dans Toutes Les Positions.

Salope Anal & Salope Faciale. Travestie Francaise Offerte, Se Fait Prendre Le Cul Dans Toutes Les Positions.

xHamster 1 month ago

Teen chastity slave is fucked until gape her hole

Teen chastity slave is fucked until gape her hole

xHamster 4 months ago

Sissygasm From Pegging

Sissygasm From Pegging

xHamster 1 month ago

Sissy Trainer - Feminization - Sissy Instructing - Sissifcation - BIG BLACK COCK

Sissy Trainer - Feminization - Sissy Instructing - Sissifcation - BIG BLACK COCK

TrannyGem 3 years ago

Sissy Stories Ep 3: Feminized by My Wife

60% HD 1:01 / 16:27

Sissy Stories Ep 3: Feminized by My Wife

FapHouse 6 months ago

Cumming while fucking

Cumming while fucking

xHamster 2 years ago

Extreme Punishment for the Dirtiest Shemales The Tiny Princess Tames the Wild Ones

Extreme Punishment for the Dirtiest Shemales The Tiny Princess Tames the Wild Ones

CrazyPorn 3 months ago

Non stop PEGGING gives me 7x ANAL ORGASM, I rewarded with 1 for her SISSY dick

Non stop PEGGING gives me 7x ANAL ORGASM, I rewarded with 1 for her SISSY dick

xHamster 8 months ago

Sissy Slut Uses Cum as Lube and has Anal Sissygasms in Chastity Jessica Bloom

Sissy Slut Uses Cum as Lube and has Anal Sissygasms in Chastity Jessica Bloom

xHamster 1 week ago

SPUNKING WHILE DRESSED IN GLOSSY PURPLE AND BLUE W/ CLEAR HIGH-HEELED SLIPPERS (PT1)

SPUNKING WHILE DRESSED IN GLOSSY PURPLE AND BLUE W/ CLEAR HIGH-HEELED SLIPPERS (PT1)

GayCK 5 years ago

Pink Sissy Maid Caught Dressing and Playing and Has a Sissygasm Riding Her Doll

Pink Sissy Maid Caught Dressing and Playing and Has a Sissygasm Riding Her Doll

xHamster 5 months ago

The bondage and feminization of a slave by a blonde queen

The bondage and feminization of a slave by a blonde queen

xHamster 1 year ago

"Ass-Fucking Anal Slaves - Spankings & Hardcore Fucking by Dominatrix"

"Ass-Fucking Anal Slaves - Spankings & Hardcore Fucking by Dominatrix"

Hoes.tube 2 months ago

My Ass is My Pussy

My Ass is My Pussy

xHamster 6 days ago

The perfect anal training Part 3

The perfect anal training Part 3

AnalRZ 3 days ago

scum Instructing jizz guzzling 2

scum Instructing jizz guzzling 2

TransTube.tv 4 months ago

elf femboy in chastity strap gets taut booty stretched by bbc jock and screw machine until cum

elf femboy in chastity strap gets taut booty stretched by bbc jock and screw machine until cum

ShemaleSin 7 months ago

Падчерица любит читать книги

Падчерица любит читать книги

CrazyPorn 2 years ago

Tranny Training and Stretching My Ass

HD 1:01 / 18:57

Tranny Training and Stretching My Ass

FapHouse 3 days ago

Yam-Sized White CD Sissy get poked out and cummed on by LARGE DARK-HUED PINK CIGAR

Yam-Sized White CD Sissy get poked out and cummed on by LARGE DARK-HUED PINK CIGAR

Gay4Porn 4 months ago

Sissy Maid Cleaning for 2 Warm Dominatrixes

Sissy Maid Cleaning for 2 Warm Dominatrixes

TrannyGem 5 years ago

Insatiable Sissy Melody Sluts Out with a Huge Dildo

Insatiable Sissy Melody Sluts Out with a Huge Dildo

xHamster 1 year ago

Training day 04 - 2023-02-21 - quite the fulfilled day

Training day 04 - 2023-02-21 - quite the fulfilled day

xHamster 2 years ago

The ideal anal training - Part two

The ideal anal training - Part two

ShemaleSin 1 month ago

BBC goes deep in sexy transsexual babe Kasey Kei in doggy pose

BBC goes deep in sexy transsexual babe Kasey Kei in doggy pose

Tranny.one 1 year ago

Sisk's Hand Made Anal Bead

Sisk's Hand Made Anal Bead

xHamster 4 months ago

Vocaloid Cosplayers in striped maid outfit anal training with long dildo part 3(4k Remaster)

Vocaloid Cosplayers in striped maid outfit anal training with long dildo part 3(4k Remaster)

aShemaleTube 1 month ago

The sirs piss makes me jism and unload urinate at the same time. Customized by worshippers

The sirs piss makes me jism and unload urinate at the same time. Customized by worshippers

Gayhub 1 month ago

HERLIMIT - Russian Beauty Ani Black Fox Hard Anal Training With A Big Dick - LETSDOEIT

HERLIMIT - Russian Beauty Ani Black Fox Hard Anal Training With A Big Dick - LETSDOEIT

Hoes.tube 2 years ago

Sissy Fuckdoll Delivery

Sissy Fuckdoll Delivery

TransTube.tv 3 months ago

My sissy bitch's greedy boipussy swallows my 12inch BBC her clitcock has never looked so more tiny and pathetic

My sissy bitch's greedy boipussy swallows my 12inch BBC her clitcock has never looked so more tiny and pathetic

xHamster 2 months ago

NEW sissy gets deflowered with monster DILDO

NEW sissy gets deflowered with monster DILDO

xHamster 7 months ago

Cam Crest Gets his Cunt Trained by Sindy Memo

Cam Crest Gets his Cunt Trained by Sindy Memo

aShemaleTube 2 months ago

training my ass with a big dildo

training my ass with a big dildo

xHamster 1 year ago

Newbie Sissy Training: Meeting #2. Stretching Sissy Cunt with Fingers. Facesitting. Pussy Worship. Arya Grander

Newbie Sissy Training: Meeting #2. Stretching Sissy Cunt with Fingers. Facesitting. Pussy Worship. Arya Grander

xHamster 6 months ago

BEST INSANE ANAL STRETCHING. GF FUCKS AND FISTING TRANSSEXUAL'S BOOTY. ANAL SISSY TRAINING. Fem Dom

BEST INSANE ANAL STRETCHING. GF FUCKS AND FISTING TRANSSEXUAL'S BOOTY. ANAL SISSY TRAINING. Fem Dom

CrazyPorn 3 years ago

Sissy Bride Playing with Lots of Dildos

Sissy Bride Playing with Lots of Dildos

xHamster 1 month ago

A.A.A. Super Trans looks for u (italian movie scene in hd)

A.A.A. Super Trans looks for u (italian movie scene in hd)

MatureTubeHere 3 years ago

Wire On Cropping for Candi Cumdump - Stella Liberty - Female Dominance Chick Predominance Pegging Sissy Teaching

Wire On Cropping for Candi Cumdump - Stella Liberty - Female Dominance Chick Predominance Pegging Sissy Teaching

TrannyGem 4 years ago

TRANSSEXUAL Sissy Super-Bitch Raunchy Pound inbetween Honeypot and Weenie

TRANSSEXUAL Sissy Super-Bitch Raunchy Pound inbetween Honeypot and Weenie

TrannyGem 4 years ago

Sissy Trainning by Mistress Kira

Sissy Trainning by Mistress Kira

xHamster 5 months ago

JOI Jerk off Instruction and Sissification for Newbie Slut

JOI Jerk off Instruction and Sissification for Newbie Slut

xHamster 3 months ago

Pink Sissy in Self Bondage Gets Locked to Her Doll and Fucked Hard by Machine

Pink Sissy in Self Bondage Gets Locked to Her Doll and Fucked Hard by Machine

xHamster 2 months ago

Sissy breezy in innocence toying with fuck stick

Sissy breezy in innocence toying with fuck stick

TrannyGem 2 years ago

Female dom Dominatrix screws mega-slut sissy booty, dual spunk assfuck climax

Female dom Dominatrix screws mega-slut sissy booty, dual spunk assfuck climax

Transvids.tv 2 months ago

Lexi Teaches Her Sub

Lexi Teaches Her Sub

TrannyGem 5 years ago

is it the lingerie you liked right

is it the lingerie you liked right

Hupoz 5 months ago

Riding, Fisting, Selffacial

Riding, Fisting, Selffacial

xHamster 2 years ago

MY COCK IS GOING TO SQUIRTER NOW&excl;&excl;&excl;

MY COCK IS GOING TO SQUIRTER NOW&excl;&excl;&excl;

PornoXO 7 months ago

So You Think You're a Sissy Slut?

So You Think You're a Sissy Slut?

xHamster 11 months ago

Tgirl Slut Training Teaser and BTS Chat

Tgirl Slut Training Teaser and BTS Chat

xHamster 3 weeks ago

Feminization training 4

Feminization training 4

aShemaleTube 2 months ago

Beauties of anal delights part 2

Beauties of anal delights part 2

xHamster 10 months ago

korean killer femboy three-way (utter movie on fansly)

korean killer femboy three-way (utter movie on fansly)

Gayhub 4 months ago

Latex Love: Mistress Lea fucks latex sissy with her huge cock

Latex Love: Mistress Lea fucks latex sissy with her huge cock

xHamster 4 months ago

Sissy rides dildo BUTT ASS NAKED & CUMS!

Sissy rides dildo BUTT ASS NAKED & CUMS!

xHamster 3 years ago

Pegging my sissy bitch in doggy smashing her ass

Pegging my sissy bitch in doggy smashing her ass

xHamster 3 days ago

The New Pet

HD 1:01 / 44:49

FapHouse 2 months ago

The Sissycdmish Situation Is Out of Control!

The Sissycdmish Situation Is Out of Control!

xHamster 1 month ago

Sun Dress and Big Toys Camshow

Sun Dress and Big Toys Camshow

xHamster 1 year ago

Mature tarnny destroys Jiggly emilys crevices

Mature tarnny destroys Jiggly emilys crevices

TrannyGem 3 years ago

Busty tied up blonde anal fucked at slave training

Busty tied up blonde anal fucked at slave training

Hoes.tube 1 year 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 5 months ago

she is completely under his control

she is completely under his control

3xcg 1 week ago

Dominatrix She-Hole - Anal Training For Submissive Crossdresser

Dominatrix She-Hole - Anal Training For Submissive Crossdresser

Hoes.tube 2 weeks ago

OnlyFans - Crystal Thayer - Personal Anal Training With

OnlyFans - Crystal Thayer - Personal Anal Training With

TubeOn 1 month ago

The perfect anal training Part 3

The perfect anal training Part 3

W1mp 3 days ago

Anal Sissygasms In The Woods Chastity Bitch Jessica Bloom

Anal Sissygasms In The Woods Chastity Bitch Jessica Bloom

ShemaleSin 3 days ago

Sissy Floozy Screw Doll Takes Anal Fisting, Pegging & Bang Machine with MASSIVE SEX TOY Hardcore Femdom Porn!

Sissy Floozy Screw Doll Takes Anal Fisting, Pegging & Bang Machine with MASSIVE SEX TOY Hardcore Femdom Porn!

FreePorn8 3 weeks ago

Couple and T-model milf in the dungeon part 1

Couple and T-model milf in the dungeon part 1

TransTube.tv 8 months ago

Anal dessert

xHamster 3 years ago

Trans Damsel takes Immense Trunk like a mega-cockslut.

Trans Damsel takes Immense Trunk like a mega-cockslut.

TransTube.tv 8 months ago

Chastity Sissy Games: Pegging and Pleasure in Cage Mistress Julia femdom

Chastity Sissy Games: Pegging and Pleasure in Cage Mistress Julia femdom

xHamster 1 year ago

Huge Milky CD Sissy get pulverized out and jizzed on by BIG BLACK COCK

Huge Milky CD Sissy get pulverized out and jizzed on by BIG BLACK COCK

Gayhub 3 months ago

PISS & PEGGING training for my SISSY slut!

PISS & PEGGING training for my SISSY slut!

xHamster 1 year ago

Big Dick Futa Anal Fuck White Futa College Babe in the Ass - Sassycomics

Big Dick Futa Anal Fuck White Futa College Babe in the Ass - Sassycomics

xHamster 2 months ago

caboose workout

caboose workout

2BGay 2 years ago

Sissy attempting to get caught

Sissy attempting to get caught

TrannyGem 6 months ago

Long machine for worn out crossdresser anal

Long machine for worn out crossdresser anal

xHamster 7 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!

4Wank 2 years ago

Dominatrix Anal Training - Lady Boy Fucks Jocks Ass To Orgasmic Bliss

Dominatrix Anal Training - Lady Boy Fucks Jocks Ass To Orgasmic Bliss

CrazyPorn 1 month ago

Petite Blonde tranny fucks her anal with a big dildo on a chair

Petite Blonde tranny fucks her anal with a big dildo on a chair

AnySex 2 months ago

Transsexual training - bukkake gokkun! Shemale anal fuck orgy 4

Transsexual training - bukkake gokkun! Shemale anal fuck orgy 4

xHamster 7 months ago

T-Girl tugging and screaming

T-Girl tugging and screaming

TrannyGem 2 years ago

Slut in transparent clothing ball gag and LED dog collar caught in public

Slut in transparent clothing ball gag and LED dog collar caught in public

xHamster 2 years ago

TS Natalie Mars Dominates Dr Pierce Paris & Breaks in a Pain Slut

TS Natalie Mars Dominates Dr Pierce Paris & Breaks in a Pain Slut

ALOTPorn 1 month ago

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