Training Videos - Trans (89,092)

anese slave facefucking training

anese slave facefucking training

aShemaleTube 6 years ago

Being a Hotty is Greater amount Pleasure! Sissy Feminization T-Hotty Training POV Femdom by Dominant-bitch Kyaa

Being a Hotty is Greater amount Pleasure! Sissy Feminization T-Hotty Training POV Femdom by Dominant-bitch Kyaa

ShemaleSin 1 week ago

Ryu Nymph Stretches her Arse with a Monster can

Ryu Nymph Stretches her Arse with a Monster can

TrannyGem 4 years ago

Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 6

Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 6

xHamster 2 months ago

Trans Woman trains you to gargle man rod, kicking off fragile but then predominant you and boinking your face

Trans Woman trains you to gargle man rod, kicking off fragile but then predominant you and boinking your face

Transvids.tv 9 months ago

White Guy University Lesson two

White Guy University Lesson two

UiPorn 8 months ago

SHEMALE SNAKE INVASION

57% HD 0:10 / 13:25

SHEMALE SNAKE INVASION

LoyalFans 8 months ago

Turning My Husband Into Transgirl superslut, Nymph first-ever time with Transgender Princess

Turning My Husband Into Transgirl superslut, Nymph first-ever time with Transgender Princess

TrannyGem 1 year ago

Natalie Mars Goddess Tangent - Training the Baby-Gimp [201

Natalie Mars Goddess Tangent - Training the Baby-Gimp [201

AbTranny 2 years ago

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

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

xHamster 3 years ago

most good riding hot femboy large compilation amateur anal

most good riding hot femboy large compilation amateur anal

ShemaleSin 1 year ago

Natalie Mars In Training The Little-gimp#2

Natalie Mars In Training The Little-gimp#2

AbTranny 2 years ago

Nyxi Leon / 19yo French Maid Trained Doggy Style

Nyxi Leon / 19yo French Maid Trained Doggy Style

Tranny.one 4 years ago

A Day in the Sissy Life

69% HD 1:01 / 15:11

A Day in the Sissy Life

FapHouse 1 year ago

Basic training to become a sissy maid - Locked up and punished

Basic training to become a sissy maid - Locked up and punished

xHamster 1 month ago

Petra's 8th training (incl 1st fist,massive sex toy and greater quantity)

Petra's 8th training (incl 1st fist,massive sex toy and greater quantity)

Amateur8 8 months ago

Fag Teaching

Transvids.tv 5 months ago

Hardcore deepthroating facefuck a blindfold sissy slave

Hardcore deepthroating facefuck a blindfold sissy slave

xHamster 4 years ago

Sissy trainer: become slut like her

Sissy trainer: become slut like her

xHamster 4 years ago

Wifey Material, Sissy Humiliation Audio

HD 1:01 / 28:36

Wifey Material, Sissy Humiliation Audio

FapHouse 3 days ago

Submissive Asian Ladyboy Anal Casting & Slave Training

51% HD 1:01 / 39:45

Submissive Asian Ladyboy Anal Casting & Slave Training

FapHouse 5 months ago

Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

xHamster 1 year ago

Wank off While I jism on Your Face Sissy Fag - Jessica Bloom Humilation Jerk Off Instructions

Wank off While I jism on Your Face Sissy Fag - Jessica Bloom Humilation Jerk Off Instructions

TrannyGem 2 years ago

Sasha And Jenny Trained By Mistress

Sasha And Jenny Trained By Mistress

AbTranny 4 years ago

teen Crossdresser Trains To Become A slut

teen Crossdresser Trains To Become A slut

AbTranny 2 years ago

TRANSSEXUAL Sissy Jism Hoe Extraordinary Face Pummel

TRANSSEXUAL Sissy Jism Hoe Extraordinary Face Pummel

TrannyGem 5 years ago

Guided Sissy JOI - Cock Sucking, Spit & CEI

Guided Sissy JOI - Cock Sucking, Spit & CEI

xHamster 2 months ago

this kitty get's played with and ruined with oral cumshot

this kitty get's played with and ruined with oral cumshot

Tranny.one 4 years ago

having a fantastic sissy time

having a fantastic sissy time

TrannyGem 1 year ago

Jerk off Whilst I cum on Your Face Sissy Faggot - Jessica Bloom Humilation JoI

Jerk off Whilst I cum on Your Face Sissy Faggot - Jessica Bloom Humilation JoI

ShemaleSin 2 years ago

Sissy Slut Adventures Volume 1

Sissy Slut Adventures Volume 1

JuicyVid 2 months ago

femboy chastity dildo riding!!

femboy chastity dildo riding!!

xHamster 2 years ago

Japanese mistress trains and punishes house slave who is excited by the Mistress's laundry by making him wear women's underwear

Japanese mistress trains and punishes house slave who is excited by the Mistress's laundry by making him wear women's underwear

xHamster 5 months ago

Petra the christmas slut

Petra the christmas slut

xHamster 3 months ago

Fisting Double Sissygasm Cumshots

Fisting Double Sissygasm Cumshots

xHamster 8 months ago

Charlotte Sins Lesbian In Training

Charlotte Sins Lesbian In Training

Eporner 1 week ago

POINT OF VIEW-Trans gf attempts to get him to stop dinking around with her girlfriend- inhale-job and plumbed

POINT OF VIEW-Trans gf attempts to get him to stop dinking around with her girlfriend- inhale-job and plumbed

Transvids.tv 8 months ago

BBC TRAINING WITH CERJOY

BBC TRAINING WITH CERJOY

xHamster 5 months ago

Feeding My Sissy With Custard, Bananas And A Warm Piss Finish

Feeding My Sissy With Custard, Bananas And A Warm Piss Finish

xHamster 4 months ago

Trained and Dominated TV & TS

Trained and Dominated TV & TS

Tranny.one 4 years ago

Sissy Bride Getting Fucked by Her Doll

Sissy Bride Getting Fucked by Her Doll

xHamster 7 months ago

First-Ever time Sissy teaching KNUCKLE with forearms free-for-all climax!

First-Ever time Sissy teaching KNUCKLE with forearms free-for-all climax!

TrannyGem 3 years ago

Sissy Slut slut tied up and in chastity drools so much with gagball for deepthroat and despairs

Sissy Slut slut tied up and in chastity drools so much with gagball for deepthroat and despairs

xHamster 3 months ago

Asian Sissy Femboy Training In Public

Asian Sissy Femboy Training In Public

Eporner 1 month ago

Living His Best Life as a Girl

Living His Best Life as a Girl

xHamster 8 months ago

Jenifer worships Mommy Ruby cock

Jenifer worships Mommy Ruby cock

xHamster 2 months ago

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

71% HD 0:10 / 14:58

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

LoyalFans 10 months ago

Independent Training No81 Tucking And Anal Exposure Walk on the Riverside Part 2

Independent Training No81 Tucking And Anal Exposure Walk on the Riverside Part 2

xHamster 2 months ago

Sissy Joyce guides you through the ultimate chastity cage experience - A Tranny's guide to domination and humiliation!

Sissy Joyce guides you through the ultimate chastity cage experience - A Tranny's guide to domination and humiliation!

TrannyMovs 6 months ago

GONZO - Senso Unico Peccati Trans Italiani

GONZO - Senso Unico Peccati Trans Italiani

TrannyGem 5 years ago

TS Training

xHamster 1 year ago

Axel Reigns _Anal-Training-amp-Creampie-for-Pup-Sasha-De-Sade

Axel Reigns _Anal-Training-amp-Creampie-for-Pup-Sasha-De-Sade

aShemaleTube 10 months ago

Trans Slut Gets Trained To Become Puppy Slapped And Humiliated Short

Trans Slut Gets Trained To Become Puppy Slapped And Humiliated Short

BeMyHole 2 years ago

get on your knees sissy

get on your knees sissy

Transvids.tv 8 months ago

Obedient Sissy Crossdresser Whore Gets Guy Treated

Obedient Sissy Crossdresser Whore Gets Guy Treated

TrannyGem 3 years ago

Transsexual training - bukkake gokkun! Shemale anal fuck orgy

Transsexual training - bukkake gokkun! Shemale anal fuck orgy

xHamster 1 year ago

Sissy Slut Submission: BBC-Lovin' Asshole Stretched by Big, Thick, Veiny Cock

Sissy Slut Submission: BBC-Lovin' Asshole Stretched by Big, Thick, Veiny Cock

Tranny.one 8 months ago

Shemale Training Her Sissy Friend.. Who May Become One Of Them

Shemale Training Her Sissy Friend.. Who May Become One Of Them

getTranny 3 years ago

Multiformity Itsol HFO training mindfuck

Multiformity Itsol HFO training mindfuck

PornFreeNow 4 months ago

Step mummy drills son-in-law culo and train jizm while being drilled

Step mummy drills son-in-law culo and train jizm while being drilled

TrannyGem 7 months ago

30 mins no break fellate spitroast contest!

30 mins no break fellate spitroast contest!

TrannyGem 5 months ago

Sissy Whore Training

Sissy Whore Training

xHamster 1 year ago

Analtraining Deluxe

Analtraining Deluxe

xHamster 3 months ago

Sissy Training by Queen Daralis Part 3

56% HD 0:39 / 9:18

Sissy Training by Queen Daralis Part 3

FapHouse 1 month ago

Patiently Waiting for Her Man

Patiently Waiting for Her Man

xHamster 3 months ago

Ball-Gagged Sissy Hoe phat Belt Cock Pegging by little female dominance Princess in Spandex apparel by Domme Mercer

Ball-Gagged Sissy Hoe phat Belt Cock Pegging by little female dominance Princess in Spandex apparel by Domme Mercer

TrannyGem 3 years ago

Hot Training Fuck with My Guy

Hot Training Fuck with My Guy

xHamster 5 months ago

Nelly Gale Private Show

66% 4K 2:00 / 4:16

Nelly Gale Private Show

Flirt4Free 8 months ago

Box-Training Face Busting + Hard-Bare-Assfuck At The End

Box-Training Face Busting + Hard-Bare-Assfuck At The End

BeMyHole 4 years ago

Cute trap anal training for monster cocks💗🍆💦💦💗

Cute trap anal training for monster cocks💗🍆💦💦💗

aShemaleTube 1 year ago

Sissy tarts take hormones and tear up

Sissy tarts take hormones and tear up

TrannyGem 3 years ago

training my CD baby to take daddys big penis slow deep

training my CD baby to take daddys big penis slow deep

XXXShemalePorn 7 years ago

Rope bondage, shibari. Dominatrix Nika ties up her Sissy Blaire_18 with ropes and plays with her slender body.

Rope bondage, shibari. Dominatrix Nika ties up her Sissy Blaire_18 with ropes and plays with her slender body.

xHamster 3 months ago

Your Goddess and Queen

Your Goddess and Queen

xHamster 1 month ago

Sissies Cum In Their Panties

58% HD 0:10 / 9:50

Sissies Cum In Their Panties

LoyalFans 3 years ago

UBER-STUNNING FIRST-TIMER TANNED SKIN T-MODEL AND HER SISSY!

UBER-STUNNING FIRST-TIMER TANNED SKIN T-MODEL AND HER SISSY!

TransTube.tv 1 year ago

My Neighbor Fisting My Ass

My Neighbor Fisting My Ass

xHamster 6 months ago

Lexi Teaches Her Sub

Lexi Teaches Her Sub

TrannyGem 5 years ago

futa3dx white bimbo barbie gets trained with fucked by

futa3dx white bimbo barbie gets trained with fucked by

Katestube 2 weeks 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 3 years ago

Ass-fuck Training Sissy Asspussy Masturbation Sissygasm Ample Fake-manmeat Ass-fuck gape Crossdresser Femboy T-model

Ass-fuck Training Sissy Asspussy Masturbation Sissygasm Ample Fake-manmeat Ass-fuck gape Crossdresser Femboy T-model

TransTube.tv 1 year ago

MY NEIGHBOR SUCKS MY COCK IN THE KITCHEN AND THEN GETS FUCKED

MY NEIGHBOR SUCKS MY COCK IN THE KITCHEN AND THEN GETS FUCKED

xHamster 1 year ago

Cute Trans Beauty Screwed by Large Schlong Compilation

Cute Trans Beauty Screwed by Large Schlong Compilation

SortPorn 4 years ago

Caged femboy trains ass & cums💦

Caged femboy trains ass & cums💦

aShemaleTube 1 year ago

Doggy Training Part 2

Doggy Training Part 2

xHamster 1 year ago

Happy sissy perplexed by multiple sissygasms riding enormous 12.5”/32cm Yam-sized Father faux shaft

Happy sissy perplexed by multiple sissygasms riding enormous 12.5”/32cm Yam-sized Father faux shaft

Transvids.tv 1 year ago

Sissy Training

xHamster 1 year ago

Femboy Gape Compilation #2 fart-gapes

62% HD 0:39 / 6:11

Femboy Gape Compilation #2 fart-gapes

FapHouse 2 months ago

feminisation training

feminisation training

xHamster 3 months ago

Wondrous Fem Dom and Mature Shemale Predominate and Fem a Sissy

Wondrous Fem Dom and Mature Shemale Predominate and Fem a Sissy

TrannyGem 4 years ago

Fag Teaching Goddess domme ❤️?

Fag Teaching Goddess domme ❤️?

TransTube.tv 1 month ago

I Gave My Trans Girlfriend a Lot of Oral Sex After Training and She Came.

I Gave My Trans Girlfriend a Lot of Oral Sex After Training and She Came.

xHamster 1 week ago

Training the 18 yrs boy slut from Iowa

Training the 18 yrs boy slut from Iowa

aShemaleTube 3 years ago

Petra,s Valentine date ❤️

Petra,s Valentine date ❤️

xHamster 1 year ago

LUCA FERRERO TRAINS HIS TRANNY

LUCA FERRERO TRAINS HIS TRANNY

Eporner 7 months ago

make me squirt - Part 3

52% 4K 2:00 / 19:52

make me squirt - Part 3

Flirt4Free 6 months ago

How to Swallow Your Own Cum Sissy Training Guide Jessic

How to Swallow Your Own Cum Sissy Training Guide Jessic

Katestube 1 week ago

Goddess Kyaa & River Enza in Gape Training 1

Goddess Kyaa & River Enza in Gape Training 1

Cremz 5 years ago

SISSY TRAINING - Sasha de Sade and Mistress Murmur

SISSY TRAINING - Sasha de Sade and Mistress Murmur

AbTranny 6 years ago

feminisation training

feminisation training

ShemaleSin 2 months ago

Step Mama Trains U How to Be A Sissy Weenie Sucker (Humiliation) Jessica Bloom

Step Mama Trains U How to Be A Sissy Weenie Sucker (Humiliation) Jessica Bloom

ShemaleSin 3 years ago

Orgy and trains of the CentoXCento with the trans Sabrina Pa

Orgy and trains of the CentoXCento with the trans Sabrina Pa

xHamster 4 years ago

sissy bwc tiktok training mpv

sissy bwc tiktok training mpv

aShemaleTube 3 years ago

Trannies In Training 02 03 Bo Ryder

Trannies In Training 02 03 Bo Ryder

Eporner 1 year ago

Spitroasted in wondrous underwear by two big fake-jizz-shotguns

Spitroasted in wondrous underwear by two big fake-jizz-shotguns

TransTube.tv 1 year ago

Young goth femboy anal training 🍆💋

Young goth femboy anal training 🍆💋

aShemaleTube 1 year ago

Stretching and wrecking a femboy's asshole (full video on OF or Fansly)

Stretching and wrecking a femboy's asshole (full video on OF or Fansly)

xHamster 2 years ago

Tranny Sissy Taught Part2

Tranny Sissy Taught Part2

TrannyGem 5 years ago

Sissy training: how to cum in chastity? Ride ever bigger dildos to sissygasm

Sissy training: how to cum in chastity? Ride ever bigger dildos to sissygasm

Pornvee 5 months ago

Sissy Anal Training by Latex Dommes

Sissy Anal Training by Latex Dommes

xHamster 10 months ago

Submissive Crossdresser's Blowjob Training 3

Submissive Crossdresser's Blowjob Training 3

GayVids 1 month ago

Face Fucking My Slutty Little Mouth - Latex Doll Training

Face Fucking My Slutty Little Mouth - Latex Doll Training

xHamster 2 months ago

Claire Tenebrarum & Natalie Mars - Training

Claire Tenebrarum & Natalie Mars - Training

Eporner 3 years ago

SENSEI SLUTS OUT Martial Arts Training Turns TSSins

SENSEI SLUTS OUT Martial Arts Training Turns TSSins

Eporner 5 months ago

Sissy Fuckdoll Delivery

Sissy Fuckdoll Delivery

TrannyGem 5 years ago

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

xHamster 1 year ago

Isabella fucked by 2 guys in pink

Isabella fucked by 2 guys in pink

aShemaleTube 1 year ago

Sasha de Sade Housemaid Strapon Training With Saskia

Sasha de Sade Housemaid Strapon Training With Saskia

Nuvid 1 month ago

Trans Girl Stretched by Fucking Machine

Trans Girl Stretched by Fucking Machine

Pornzona 1 week ago

In Training With A Tran - Sinn Sage

In Training With A Tran - Sinn Sage

BeMyHole 2 years ago

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