Training Videos - Trans (90,052)

I merit this

ShemaleSin 3 years ago

Amazing

aShemaleTube 6 years ago

BBC Anal in Doggy with Sissy Hotty KimsaTrans

BBC Anal in Doggy with Sissy Hotty KimsaTrans

ShemaleSin 5 years ago

Alpha Hunk Spits and Pisses on your face - Slave Training

Alpha Hunk Spits and Pisses on your face - Slave Training

xHamster 2 years ago

Solo masturbation by a hot tranny babe in black stockings, compilation

Solo masturbation by a hot tranny babe in black stockings, compilation

Fapality 8 months ago

Anna May riding her fuck machine

Anna May riding her fuck machine

xHamster 9 months ago

crud Instructing spunk guzzling two

crud Instructing spunk guzzling two

Transvids.tv 6 months ago

Sissy breezy Is What u Will Always Be

Sissy breezy Is What u Will Always Be

TrannyGem 5 years ago

Fingers+toy

Flirt4Free 2 months ago

Part 2 Sunday Humiliation

Part 2 Sunday Humiliation

xHamster 1 year ago

Goth Trans Maid Edges and Ejaculates While Shaking

Goth Trans Maid Edges and Ejaculates While Shaking

TransTube.tv 1 year ago

Kendal Smithx Private Show

Kendal Smithx Private Show

Flirt4Free 3 days ago

The Fist and the Prolapse of the Census

The Fist and the Prolapse of the Census

xHamster 1 year ago

Zara Clark Private Show

4K 2:00 / 17:48

Zara Clark Private Show

Flirt4Free 1 day ago

Lily Wow Private Show

Lily Wow Private Show

Flirt4Free 1 week ago

TS Girl Training her ass for your cock

TS Girl Training her ass for your cock

MyLust 6 years ago

Alexxa Ivanova Private Show

68% HD 2:00 / 13:16

Alexxa Ivanova Private Show

Flirt4Free 3 years ago

ANAL INSTRUCTING for Dragon Tamers - preview

ANAL INSTRUCTING for Dragon Tamers - preview

TransTube.tv 1 year ago

Sissy Vagina Teaching With A Monstrous Strap-on

Sissy Vagina Teaching With A Monstrous Strap-on

Transvids.tv 10 months ago

extreme Nipple Play

extreme Nipple Play

Tranny.one 3 years ago

Sissyhusband Pose and Ride

65% HD 0:39 / 3:13

Sissyhusband Pose and Ride

FapHouse 4 years ago

Sissy Anal

xHamster 1 month ago

[FayGrey] Raven trains you to be a cumslut (Femdom cei joi assplay Futa trainer)

[FayGrey] Raven trains you to be a cumslut (Femdom cei joi assplay Futa trainer)

Pornzona 1 month ago

Sissy maid gets faux-cock stuck in her bum

Sissy maid gets faux-cock stuck in her bum

TrannyGem 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

A petite trans woman does anal dance whilst riding a pink sex tool and cums a lot.

A petite trans woman does anal dance whilst riding a pink sex tool and cums a lot.

BigTitsLust 5 months ago

Sissy Ponnyboy with Big Gloves Acting Like a Pony in Cool Pantyhose

Sissy Ponnyboy with Big Gloves Acting Like a Pony in Cool Pantyhose

FapHouse 2 years ago

Luciana Belair Private Show

HD 2:00 / 12:29

Luciana Belair Private Show

Flirt4Free 1 year ago

Servant Puppy Gets Teased and Humped

Servant Puppy Gets Teased and Humped

TransTube.tv 1 year ago

Lady Alice compilation 01 huge dildo and deep anal session. lingerie, pantihose, high heels, beautiful, close up, ass

Lady Alice compilation 01 huge dildo and deep anal session. lingerie, pantihose, high heels, beautiful, close up, ass

xHamster 3 years ago

Pounding a Blonde Futa Ladyboy in a Dark Hospital

Pounding a Blonde Futa Ladyboy in a Dark Hospital

xHamster 4 months ago

Foot Fantasy Overload

Foot Fantasy Overload

LoyalFans 1 year ago

PISS & PEGGING training for my SISSY slut!

PISS & PEGGING training for my SISSY slut!

xHamster 2 years ago

Archie Blossom Private Show

HD 2:00 / 22:44

Archie Blossom Private Show

Flirt4Free 1 month ago

Ebony nurse Kira Noir banged by femboy Jean Hollywood

Ebony nurse Kira Noir banged by femboy Jean Hollywood

Sheshaft 10 months ago

Good looking blonde crossdresser gags on a black beef bayonet

Good looking blonde crossdresser gags on a black beef bayonet

Tranny.one 8 years ago

Cristian Real & Bryan Mcgregor Private Show

HD 2:00 / 13:20

Cristian Real & Bryan Mcgregor Private Show

Flirt4Free 1 year ago

Turned into a cocksucking slut by a hot blonde Goddess

Turned into a cocksucking slut by a hot blonde Goddess

Pornzona 1 week ago

Strip Tease from a Tuxedo

HD 2:00 / 28:25

Strip Tease from a Tuxedo

Flirt4Free 3 years ago

Sex lessons - techniques and positions for female orgasm, tantric sex, kamasutra, squirt training, jet orgas

Sex lessons - techniques and positions for female orgasm, tantric sex, kamasutra, squirt training, jet orgas

Eporner 3 years ago

The Training of Sissy Emily SPH, Cum eating, Sissy Humiliation

The Training of Sissy Emily SPH, Cum eating, Sissy Humiliation

Pornzona 1 month ago

Sophia Loreen Ride!

Sophia Loreen Ride!

Flirt4Free 3 years ago

Chatty crossdresser tries out new depth - 2023-02-23 - part 2 - uncharted territory

Chatty crossdresser tries out new depth - 2023-02-23 - part 2 - uncharted territory

xHamster 3 years ago

Horny femboy fucks with a dildo and cum like a nerd without touching

Horny femboy fucks with a dildo and cum like a nerd without touching

xHamster 1 year ago

DOMINATRIX DINAH - TV SLUT TRAINING 2

DOMINATRIX DINAH - TV SLUT TRAINING 2

AbTranny 7 years ago

18yo Virgin Tgirl Ass Gaped Dripping Cum Kitchen Ride Destroyed

18yo Virgin Tgirl Ass Gaped Dripping Cum Kitchen Ride Destroyed

JuicyTrans 5 days ago

ケツマンコにスウィングバイブを固定、乳首ピアスに装着された卑猥な鈴の音を響かせ、涎を垂らしながら嬉しそうに歩く肉便器【女装マゾ】【みけぽ】【GMPD】【精液便所】【奴隷】【調教】【露出】

ケツマンコにスウィングバイブを固定、乳首ピアスに装着された卑猥な鈴の音を響かせ、涎を垂らしながら嬉しそうに歩く肉便器【女装マゾ】【みけぽ】【GMPD】【精液便所】【奴隷】【調教】【露出】

TrannyGem 2 years ago

Valery Hanze Private Show

HD 2:00 / 15:09

Valery Hanze Private Show

Flirt4Free 1 year ago

Sabrina Smiith Private Show

HD 2:00 / 17:40

Sabrina Smiith Private Show

Flirt4Free 5 months ago

EVILyn SIN sissy teaching

EVILyn SIN sissy teaching

TrannyGem 9 months ago

She Has a Job to Do Before Bedtime

She Has a Job to Do Before Bedtime

xHamster 4 months ago

Box-Training Face Busting + Hard-Bare-Assfuck At The End (Shemale Domme, Male Sub)

Box-Training Face Busting + Hard-Bare-Assfuck At The End (Shemale Domme, Male Sub)

Tranny.one 4 years ago

Erotic Audio - Shemale hentai Princess Trains U - FemDom Mistresse Pegging S&M - Remastered Re-Download

Erotic Audio - Shemale hentai Princess Trains U - FemDom Mistresse Pegging S&M - Remastered Re-Download

ShemaleSin 1 year ago

Vibrator Ruining in Nylon Catsuit

68% HD 0:10 / 14:52

Vibrator Ruining in Nylon Catsuit

Clips4sale 4 years ago

Dirty play with my deep asshole wearing some fine lingerie

Premium HD 12:57

Dirty play with my deep asshole wearing some fine lingerie

XVideosRed 2 weeks ago

Silvana Grey Private Show

Silvana Grey Private Show

Flirt4Free 1 year ago

Masturbation and pissing in like a bimbo sissy slut

Masturbation and pissing in like a bimbo sissy slut

aShemaleTube 3 months ago

Foot Fucking, Fisting, Double Fisting Shoulder Deep, Prolapse and Gaped - Jasmine_dlight & Adelina Noir

HD 1:01 / 13:19

Foot Fucking, Fisting, Double Fisting Shoulder Deep, Prolapse and Gaped - Jasmine_dlight & Adelina Noir

FapHouse 6 months ago

Feminization Sissification Sissy trio training blow job

Feminization Sissification Sissy trio training blow job

Amateur8 10 months ago

exclusive video of a couple of a girl and a trans in nature

exclusive video of a couple of a girl and a trans in nature

PornBox 1 year ago

PEGGING CUNSHOTS COMPILATION!!! HOT ORGASMS of SISSY SLUT

PEGGING CUNSHOTS COMPILATION!!! HOT ORGASMS of SISSY SLUT

XVideos 8 months ago

Crossdressed and Fisted

Crossdressed and Fisted

xHamster 1 month ago

Relent to Your Trans Mistress

Relent to Your Trans Mistress

xHamster 1 month ago

Sissy Slut Fucked Hard By BBW Mistress In The Ass

Sissy Slut Fucked Hard By BBW Mistress In The Ass

xHamster 1 year ago

Day 3 of Sissy Training - Clitty Tiny, Pussy Hungry

58% HD 1:01 / 15:17

Day 3 of Sissy Training - Clitty Tiny, Pussy Hungry

FapHouse 3 months ago

Bellissima sissy trans ti renderà gay

Bellissima sissy trans ti renderà gay

DeegX 2 years ago

FEMALE DOMINANCE GOING KNUCKLE DEEP ASS-FUCK TEACHING PEGGING DOMINA SUPREMACY FEMBOY

FEMALE DOMINANCE GOING KNUCKLE DEEP ASS-FUCK TEACHING PEGGING DOMINA SUPREMACY FEMBOY

TrannyGem 3 years ago

Self-training No. 96: Exhibitionist Walk with Visible Used Sanitary Napkin

HD 1:01 / 25:14

Self-training No. 96: Exhibitionist Walk with Visible Used Sanitary Napkin

FapHouse 2 months ago

Muscular Soldier Axel Submits to Dominant Doctor Natassia's Anal Training

Muscular Soldier Axel Submits to Dominant Doctor Natassia's Anal Training

Fucker 2 months ago

theElegantFrostss Feminization Series Flick 1

theElegantFrostss Feminization Series Flick 1

TrannyGem 4 years ago

Your Step-daugh Slut Training Her Hole Until Get Pee

Your Step-daugh Slut Training Her Hole Until Get Pee

xHamster 3 months ago

Brandy trying to get caught crossdressing in public park

Brandy trying to get caught crossdressing in public park

ShemaleSin 7 months ago

Ekaterina Jazmine Private Show

4K 2:00 / 24:58

Ekaterina Jazmine Private Show

Flirt4Free 4 months ago

Cock Probe 2

HD 0:10 / 10:03

LoyalFans 2 years ago

Jasmin Keur & Rick Fix Private Show

Jasmin Keur & Rick Fix Private Show

Flirt4Free 1 year ago

closed the mega-slut in a innocence belt and this is what came of it

closed the mega-slut in a innocence belt and this is what came of it

TrannyGem 2 years ago

Pushing SISSY's PROSTATE until he leaks for me!

Pushing SISSY's PROSTATE until he leaks for me!

xHamster 1 year ago

I'm Gonna Fuck You With My Huge STRAP ON!

I'm Gonna Fuck You With My Huge STRAP ON!

Pornzona 3 weeks ago

Self Sucking Facial

63% HD 2:00 / 8:19

Self Sucking Facial

Flirt4Free 5 years ago

Barack Zareb Private Show

Barack Zareb Private Show

Flirt4Free 3 years ago

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 9

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 9

xHamster 1 month ago

Riding Big Dildo Deep Anal

Riding Big Dildo Deep Anal

xHamster 2 months ago

Monster 12" Bull Smashes Skinny Femboy Sissy Bitch

Monster 12" Bull Smashes Skinny Femboy Sissy Bitch

Transvids.tv 9 months ago

Liam Jacobson Private Show

61% HD 2:00 / 6:16

Liam Jacobson Private Show

Flirt4Free 1 year ago

Weak Willed Sissy In Chastity

HD 0:10 / 15:12

Weak Willed Sissy In Chastity

LoyalFans 1 year ago

BIG TOY SISSY TRAINING

BIG TOY SISSY TRAINING

xHamster 3 years ago

”Top Tennis Training”

”Top Tennis Training”

IFuckedYourGF 11 months ago

FTM Twink Bangs His Butt with Massive Toys Until That Guy Cums (1St Rosebud Begin)

FTM Twink Bangs His Butt with Massive Toys Until That Guy Cums (1St Rosebud Begin)

ShemaleSin 2 years ago

Sissy taken to a hotel, dressed up and used like a toy

Sissy taken to a hotel, dressed up and used like a toy

xHamster 7 months ago

Femboy vs Fuck-machine

Femboy vs Fuck-machine

Pornzona 1 day ago

Tranny training: Our specialty!

Tranny training: Our specialty!

XXXShake 2 years ago

Ruslana Coval Private Show

4K 2:00 / 16:38

Ruslana Coval Private Show

Flirt4Free 1 week ago

No. 146 Bullying Training 1 I’m Wetting Myself

No. 146 Bullying Training 1 I’m Wetting Myself

FapHouse 2 weeks ago

Sissy Suit up

ShemaleSin 1 week ago

CROSSDRESSING CUMSLUT

CROSSDRESSING CUMSLUT

TrannyGem 2 years ago

Sissy Trained And Owned By Big Black Penis Bull

Sissy Trained And Owned By Big Black Penis Bull

Xshemale 5 months ago

butt plugged goth tries double penetration

butt plugged goth tries double penetration

Pornzona 5 days ago

SISSY pervert wants my PISS while riding a big DILDO

SISSY pervert wants my PISS while riding a big DILDO

Pornzona 2 weeks ago

TV Is a Sissy Wants to Go Outside and Get Caught

TV Is a Sissy Wants to Go Outside and Get Caught

xHamster 9 months ago

Rubber Doll Drone Training For Master

Rubber Doll Drone Training For Master

xHamster 1 year ago

POV housemate finds your panties and feminizes you JOI dominant trans girl

POV housemate finds your panties and feminizes you JOI dominant trans girl

TransJizz 8 months ago

Lady Alice compilation 06 Beauty and Sexuality (mesmerize version) View originals by subscription 4K UHD 60 FPS HDR

Lady Alice compilation 06 Beauty and Sexuality (mesmerize version) View originals by subscription 4K UHD 60 FPS HDR

xHamster 2 years ago

Emiliano Dante Private Show

Emiliano Dante Private Show

Flirt4Free 1 month ago

How To Self Suck Yoga Training With Jessica Bloom SFW

How To Self Suck Yoga Training With Jessica Bloom SFW

Katestube 1 month ago

Sissy Kaluna deep-throats BIG BLACK COCK

Sissy Kaluna deep-throats BIG BLACK COCK

TrannyGem 3 years ago

”Sissy Meat Whore Training (Audio Erotica)”

”Sissy Meat Whore Training (Audio Erotica)”

Fapnow 1 year ago

Katy Ling Private Show

Katy Ling Private Show

Flirt4Free 10 months ago

Hooters Gurl! Real Men Don't Do These Things A Mesmerizing Short Short Sissy Story Erotic Audio

Hooters Gurl! Real Men Don't Do These Things A Mesmerizing Short Short Sissy Story Erotic Audio

Pornzona 1 week ago

Sucking Giant Cock Again, Always so Horny. I Need More Milk

Sucking Giant Cock Again, Always so Horny. I Need More Milk

xHamster 1 year ago

YOUR PATHETIC COCK SHRINKS INTO GRANNY PANTIES - PART 1

YOUR PATHETIC COCK SHRINKS INTO GRANNY PANTIES - PART 1

Clips4sale 5 months ago

Your Mistresses Toys

Your Mistresses Toys

Clips4sale 2 years ago

She Has a Job to Do Before Bedtime

She Has a Job to Do Before Bedtime

xHamster 4 months ago

Jasmyne Jaye's Sissy Training Compilation Part 3 of 3

Jasmyne Jaye's Sissy Training Compilation Part 3 of 3

xHamster 6 months ago

Sissy Charlotte Deepthroat Training on Mikes Huge Cock

HD 1:01 / 16:02

Sissy Charlotte Deepthroat Training on Mikes Huge Cock

FapHouse 7 months ago

Actual Training at the Sissy Institute

66% HD 0:07 / 0:40

Actual Training at the Sissy Institute

FapHouse 1 month ago

Strenuous SISSYGASM on phat BIG BLACK COCK fake-shaft!

Strenuous SISSYGASM on phat BIG BLACK COCK fake-shaft!

TransTube.tv 1 year ago

Aubrey Saint Private Show

Aubrey Saint Private Show

Flirt4Free 1 month ago

Mistress training sissy

Mistress training sissy

xHamster 2 years ago

Perseo & Dafne Private Show

Perseo & Dafne Private Show

Flirt4Free 1 year ago

Sophia Loreen Private Show

HD 2:00 / 10:41

Sophia Loreen Private Show

Flirt4Free 6 days ago

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