Training Videos - Trans (119,560)

poke machine deep rectal teaching and molten jizzing ( femboy sissy trap cd )

poke machine deep rectal teaching and molten jizzing ( femboy sissy trap cd )

TrannyGem 4 years ago

Colombian Boys Private Show

62% 4K 2:00 / 5:08

Colombian Boys Private Show

Flirt4Free 1 month ago

Anal Annihilation JOI

Anal Annihilation JOI

Clips4sale 1 year ago

Blonde Russian Teen Gets Anal Creampie in Yoga Pants

Blonde Russian Teen Gets Anal Creampie in Yoga Pants

Fapcat 1 year ago

Karate tgirl shows sensei her dick moves

Karate tgirl shows sensei her dick moves

ALOTPorn 1 month ago

Sissy Spandex Domina Adore

Sissy Spandex Domina Adore

TrannyGem 1 year ago

Epic Sissy Slut BBC Threesome With Ria Bentley and Lola Crystals

Epic Sissy Slut BBC Threesome With Ria Bentley and Lola Crystals

XHamster 1 year ago

Femboy Samus Wedgie and Anal Stretching Punishment with Huge Dildo

Femboy Samus Wedgie and Anal Stretching Punishment with Huge Dildo

XHamster 5 months ago

FemDom Queen Cailey Katts and Dream Divyne Fuck Hard Rough Anal Sissy Training

FemDom Queen Cailey Katts and Dream Divyne Fuck Hard Rough Anal Sissy Training

JuicyTrans 1 month ago

Femboy taking 10 inches of hard-on nads deep

Femboy taking 10 inches of hard-on nads deep

TrannyGem 3 years ago

Two Dommes and the Delivery Boy - Throat Trained

Two Dommes and the Delivery Boy - Throat Trained

XHamster 1 year ago

Allie North in corn rows toying for youuu

Allie North in corn rows toying for youuu

Transvids.tv 1 year ago

Permanent Punisher

66% 0:06 / 8:14

Permanent Punisher

Clips4sale 8 months ago

Sissy Backside Screwed Right Over The Camera Compilation

Sissy Backside Screwed Right Over The Camera Compilation

TransTube.tv 1 year ago

Lady Alice (9:16) 16 Part 02 Original Version 4K Uhd 60 Fps

Premium 4K 8:29

Lady Alice (9:16) 16 Part 02 Original Version 4K Uhd 60 Fps

XNXXGold 2 years ago

Big Black Cock Feminization Trainer for Confused Sissy Boys (BBC) (Captions)

Big Black Cock Feminization Trainer for Confused Sissy Boys (BBC) (Captions)

XVideos 10 years ago

Husband Turned Girlfriend Pt 4

Husband Turned Girlfriend Pt 4

Clips4sale 4 years ago

TRANS CUTIES - Glamorous Ella Nova And Tranny Natalie Mars End Yoga Class In Hawt Anal Training Session

TRANS CUTIES - Glamorous Ella Nova And Tranny Natalie Mars End Yoga Class In Hawt Anal Training Session

ShemaleSin 1 month ago

Princess Dandy Dominates Femboy

Princess Dandy Dominates Femboy

XHamster 3 months ago

Watch Sissy Simran get a dildo and a pissy mouth for a full cumshot

Watch Sissy Simran get a dildo and a pissy mouth for a full cumshot

TrannyMovs 10 months ago

Large Ebony Weenie Feminization Coach for Constrained Sissy Lads (BBC) (Captions)

Large Ebony Weenie Feminization Coach for Constrained Sissy Lads (BBC) (Captions)

ShemaleSin 4 years ago

Cialis Dick Leaking Like a Bitch

Cialis Dick Leaking Like a Bitch

XHamster 5 months ago

Alaia & Elver Private Show

58% HD 2:00 / 6:13

Alaia & Elver Private Show

Flirt4Free 2 years ago

The Weakness of a Sissy (mobile)

HD 0:18 / 13:31

The Weakness of a Sissy (mobile)

Clips4sale 3 years ago

Hercules & Lian & Lance Private Show

51% HD 2:00 / 9:07

Hercules & Lian & Lance Private Show

Flirt4Free 3 years ago

Korean Sissyfemboy Lesbian Gangbang Destroyed With Creampie Loads

Korean Sissyfemboy Lesbian Gangbang Destroyed With Creampie Loads

JuicyTrans 1 month ago

Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 3

Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 3

XHamster 1 year ago

Spectacular Sissy Breezy Lola crystals getting wore out by a bug black penis

Spectacular Sissy Breezy Lola crystals getting wore out by a bug black penis

TrannyGem 1 year ago

Lara White Sissy Crossdresser Show off. Sissy embraces feminization sissyfication dances and moves around sexy.

Lara White Sissy Crossdresser Show off. Sissy embraces feminization sissyfication dances and moves around sexy.

XHamster 3 years ago

Sissy Femboy Gets Ridden Hard And Creampied Raw

Sissy Femboy Gets Ridden Hard And Creampied Raw

JuicyTrans 1 month ago

Sexy sissy Ponyboy Showing his nude body and high heels

Sexy sissy Ponyboy Showing his nude body and high heels

XHamster 4 years ago

Chained Body

Some.Porn 1 year ago

Bobbies Room Part 1. Welcome to the Naughtiness.

Bobbies Room Part 1. Welcome to the Naughtiness.

XHamster 1 month ago

Shemale cowgirl rides mistress hard she cums so deep in her nasty pussy

Shemale cowgirl rides mistress hard she cums so deep in her nasty pussy

JuicyTrans 1 month ago

Female domination Mistress fucks bitch sissy butt, dual jizz assfuck orgasm

Female domination Mistress fucks bitch sissy butt, dual jizz assfuck orgasm

MyTransfix 2 months ago

Big Titty Bimbo Training

Big Titty Bimbo Training

Clips4sale 3 months ago

My ass swallows the plug on its own.

My ass swallows the plug on its own.

XHamster 5 years ago

After multiple orgasms for more than an hour, she licks and sucks her own love juice and cums on her shiny nude nylon and heels.

After multiple orgasms for more than an hour, she licks and sucks her own love juice and cums on her shiny nude nylon and heels.

Pornzona 2 weeks ago

Happy She-Cock Eater

67% HD 0:36 / 13:32

Happy She-Cock Eater

Clips4sale 3 months ago

Sissy motivation 5: cum with a jock in your booty (sissy coach, sissy instruction, sissification)

Sissy motivation 5: cum with a jock in your booty (sissy coach, sissy instruction, sissification)

ShemaleSin 2 years ago

Sissy trainer for deepthroating and riding a cock - Best of Anna Rios 2023 pt.3

Sissy trainer for deepthroating and riding a cock - Best of Anna Rios 2023 pt.3

XHamster 2 years ago

Sissification Part 3 Full Makeover

47% HD 0:11 / 6:27

Sissification Part 3 Full Makeover

Clips4sale 4 years ago

Sexy Secretary Bimbo

47% 0:39 / 1:19

Sexy Secretary Bimbo

FapHouse 1 year ago

Nice Fuck Video Anal Simulation Fuking My Friend My Ass Dildo Time

Nice Fuck Video Anal Simulation Fuking My Friend My Ass Dildo Time

XHamster 9 months ago

Sissy Sophia the Cock Swallower, Anal Training : Pegging and Cum on my Feet - Mistress Julia

Sissy Sophia the Cock Swallower, Anal Training : Pegging and Cum on my Feet - Mistress Julia

Pornzona 3 weeks ago

Hard Spanking For Naughty TV Jessica (MP4)

65% 0:12 / 9:26

Hard Spanking For Naughty TV Jessica (MP4)

Clips4sale 1 year ago

Ryu doll taken over by her machine raw anal gape

Ryu doll taken over by her machine raw anal gape

JuicyTrans 1 month ago

squirt

Flirt4Free 3 years ago

4K- Horny Air Hostess - Original Character

65% 4K 0:19 / 18:16

4K- Horny Air Hostess - Original Character

Clips4sale 4 years ago

encaje desbordante y lujuria en un cuerpo voluptuous y adictivo .

encaje desbordante y lujuria en un cuerpo voluptuous y adictivo .

TrannyGem 2 years ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Camster 6 years ago

Hanna Ven Private Show

Hanna Ven Private Show

Flirt4Free 2 years ago

Beautiful Piercing

Beautiful Piercing

Flirt4Free 3 months ago

Mia Thorne Trains Cherry Tgirl Acquaintance How to Have Hookup UTTER FLICK ON FANSLY

Mia Thorne Trains Cherry Tgirl Acquaintance How to Have Hookup UTTER FLICK ON FANSLY

Transvids.tv 1 year ago

Skinny trans girl with pig tails has butt sex in locker room

HD 0:39 / 23:24

Skinny trans girl with pig tails has butt sex in locker room

FapHouse 5 years ago

Transvestite thippy top training

Transvestite thippy top training

XXXShemalePorn 4 years ago

Alizzz Storm Private Show

Alizzz Storm Private Show

Flirt4Free 8 months ago

BlacKate Gets Slut Training

BlacKate Gets Slut Training

Nuvid 5 months ago

Obedient Tgirl Follows Orders

HD 0:39 / 18:11

Obedient Tgirl Follows Orders

FapHouse 3 months ago

Zayra Ross Private Show

Zayra Ross Private Show

Camster 5 days ago

Cute teen with braces gets anal creampie after hard pounding

Cute teen with braces gets anal creampie after hard pounding

Fapcat 5 months ago

Serge3dx Training Tsunade Legendary Episode Creampie Inside the Sweet and Tight Pussy Dripping Cum Intense Pleasure, Buttocks

Serge3dx Training Tsunade Legendary Episode Creampie Inside the Sweet and Tight Pussy Dripping Cum Intense Pleasure, Buttocks

XHamster 1 year ago

Panty Hood and Panty Gag Instructional - Candle Boxxx BDSM Instruction Sissy Training 1080

HD 0:10 / 24:01

Panty Hood and Panty Gag Instructional - Candle Boxxx BDSM Instruction Sissy Training 1080

LoyalFans 3 months ago

Neomie Thompson Private Show

HD 2:00 / 45:13

Neomie Thompson Private Show

Flirt4Free 9 months ago

She Will Take Care of Her Trans Slave During a Medical Examination

65% HD 0:39 / 8:19

She Will Take Care of Her Trans Slave During a Medical Examination

FapHouse 8 months ago

Sophia Loreen Private Show

55% HD 2:00 / 28:19

Sophia Loreen Private Show

Flirt4Free 1 month ago

Feminization of a Bad Roommate

Feminization of a Bad Roommate

XHamster 2 months ago

Sandy Lee Private Show

HD 2:00 / 14:58

Sandy Lee Private Show

Camster 10 years ago

FISTING OUTDOOR COMPILATION

FISTING OUTDOOR COMPILATION

AShemaleTube 1 year ago

Fat Transsexual Sestina Shay Tries PAINFUL Anal Training with a Plug

Fat Transsexual Sestina Shay Tries PAINFUL Anal Training with a Plug

ShemaleSin 1 year ago

SUBSCIBERS - French Trans Girl Bareback Orgy with Cum Swapping &amp_ Anal Training

Premium HD 53:14

SUBSCIBERS - French Trans Girl Bareback Orgy with Cum Swapping &amp_ Anal Training

XVideosRed 3 months ago

Blindfolded Sissy Yam Stuffed Shocked Ass Explodes Cum Geysers

Blindfolded Sissy Yam Stuffed Shocked Ass Explodes Cum Geysers

JuicyTrans 2 months ago

Foolish Sissy Feminization Captions

Foolish Sissy Feminization Captions

TrannyGem 8 months ago

”Jamie Foster, 55, fucks a young guy & cums & cums & cums”

”Jamie Foster, 55, fucks a young guy & cums & cums & cums”

TransHero 7 months ago

Fucking machine and femboy tight pink hole pleasure and hot orgasm amateur porn

Fucking machine and femboy tight pink hole pleasure and hot orgasm amateur porn

Pornzona 2 weeks ago

Milked Sissy Swallows

Milked Sissy Swallows

Clips4sale 5 years ago

Emma & Zayden Private Show

HD 2:00 / 15:56

Emma & Zayden Private Show

Flirt4Free 1 week ago

Drilled Naive Worker from Shop -full Episode on my Onlyfans (link in Bio)

Drilled Naive Worker from Shop -full Episode on my Onlyfans (link in Bio)

ShemaleSin 4 years 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 2 years ago

Allie North in corn rows playing for youuu

Allie North in corn rows playing for youuu

TrannyGem 3 years ago

Shemale Jasmine Dlight picked up by Katie Fox - Audition Roleplay Futa Anal Slut Training, Casting Test Screen Story - Strapon Fisting Gape

44% 0:30 / 29:27

Shemale Jasmine Dlight picked up by Katie Fox - Audition Roleplay Futa Anal Slut Training, Casting Test Screen Story - Strapon Fisting Gape

Clips4sale 1 year ago

Pegging the Sissy Slut Hard

Pegging the Sissy Slut Hard

Clips4sale 1 year ago

Remote Fucking Machine Training

Remote Fucking Machine Training

Pornzona 3 weeks ago

training for blonde TV TS cunt by sexy goth domina pt1 HD

training for blonde TV TS cunt by sexy goth domina pt1 HD

XVideos 6 years ago

You’re my sissy wife now - Elle Eros

You’re my sissy wife now - Elle Eros

Pornzona 1 month ago

Domme is daydreaming about opening up your cock-squeezing shagging boypussy (FEMINIZATION ROLEPLAY - AI GENERATED)

Domme is daydreaming about opening up your cock-squeezing shagging boypussy (FEMINIZATION ROLEPLAY - AI GENERATED)

HentaiGem 1 year ago

Sensual Sissy Anal Fisting - Deep Gape and Prolapse Training

Sensual Sissy Anal Fisting - Deep Gape and Prolapse Training

XVideos 2 months ago

Diapered and spanked (720p)

Diapered and spanked (720p)

Clips4sale 4 years ago

No hands cumshot solo compilation from an amateur crossdresser

No hands cumshot solo compilation from an amateur crossdresser

XGroovy 2 years ago

Shrunk to her tiny sissy dick while she got fucked by a big dick

Shrunk to her tiny sissy dick while she got fucked by a big dick

JuicyTrans 1 month ago

Sophia Loreen Party on Jun 6, 2026 - Part 4

HD 2:00 / 19:50

Sophia Loreen Party on Jun 6, 2026 - Part 4

Camster 1 month ago

CEI and sissy training endless cum eating and stroking session

CEI and sissy training endless cum eating and stroking session

JuicyTrans 4 weeks ago

Sissy hope riding dildo very horny until cum

Sissy hope riding dildo very horny until cum

XHamster 4 years ago

Trans Sissy Follows Orders on Dirtyroulette 5

Trans Sissy Follows Orders on Dirtyroulette 5

ShemaleSin 4 years ago

Kara Caldwell Private Show

Kara Caldwell Private Show

Flirt4Free 4 days ago

CEI Cumtrainer Cumfast in 60 Seconds Prejac Cuckold Cumeater Paypig EAT YOUR OWN CUM NOW !

CEI Cumtrainer Cumfast in 60 Seconds Prejac Cuckold Cumeater Paypig EAT YOUR OWN CUM NOW !

ShemaleSin 9 months ago

Dimitri Caruso Private Show

Dimitri Caruso Private Show

Flirt4Free 3 years ago

HARD SISSY TRAINNING OUTDOOR BY HUGE STRAPON

HARD SISSY TRAINNING OUTDOOR BY HUGE STRAPON

Itsrealamateurs 1 month ago

Angie Mendoza Private Show

HD 2:00 / 38:34

Angie Mendoza Private Show

Flirt4Free 2 years ago

Milf shemale hot threesome Korean femboy anal creampie gangbang

Milf shemale hot threesome Korean femboy anal creampie gangbang

JuicyTrans 1 month ago

After sport guy get’s a sock footjob from tranny girl! Cumshot on her leggings ass!

61% HD 0:21 / 7:09

After sport guy get’s a sock footjob from tranny girl! Cumshot on her leggings ass!

Clips4sale 2 years ago

Sissy Trainer: Destroyed Ass pumps Hard Dildo

Sissy Trainer: Destroyed Ass pumps Hard Dildo

XHamster 1 year ago

becomingfemme - clarice darling showing off her progression

becomingfemme - clarice darling showing off her progression

TransDoe 2 years ago

Marily Daniela Private Show

56% HD 2:00 / 20:39

Marily Daniela Private Show

Flirt4Free 3 years ago

Sissy Chunky Wang Training

Sissy Chunky Wang Training

ShemaleSin 1 month ago

Maya Spring Private Show

4K 2:00 / 11:20

Maya Spring Private Show

Flirt4Free 1 week ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 4 years ago

Sophia Loreen Private Show

HD 2:00 / 12:43

Sophia Loreen Private Show

Flirt4Free 3 weeks ago

Orgasm control with ruined cumshot for sissy femboy

Orgasm control with ruined cumshot for sissy femboy

XHamster 2 years ago

P6 AUDITION RAW FUCKING CREAMPIE STRAIGHT SUB LATEX WHORE

HD 0:21 / 10:14

P6 AUDITION RAW FUCKING CREAMPIE STRAIGHT SUB LATEX WHORE

Clips4sale 4 weeks ago

Sissy Faggot Cocksucker JOI

55% HD 0:25 / 18:16

Sissy Faggot Cocksucker JOI

Clips4sale 2 years ago

Alexxa A Private Show

Alexxa A Private Show

Flirt4Free 1 day ago

Cute little trap anal training

Cute little trap anal training

Itsrealamateurs 1 month ago

Amy Foxxy Private Show

Amy Foxxy Private Show

Flirt4Free 2 years ago

Womanhood 101: Bras

HD 0:30 / 16:47

Womanhood 101: Bras

Clips4sale 4 years ago

Hot femboy rides huge dildo in public anal solo

Hot femboy rides huge dildo in public anal solo

JuicyTrans 1 month ago

Magic Fantasy: I Transform You Into a Real Sissy Slave Girl

Magic Fantasy: I Transform You Into a Real Sissy Slave Girl

XHamster 8 months ago

Sissy latexdoll pissing and anal training

Sissy latexdoll pissing and anal training

XHamster 4 years ago

Single Turkish Femboy playing with herself

Single Turkish Femboy playing with herself

Pornzona 2 weeks ago

Sissy whore donk-plow onanism with enjoy button closed in v-card_sc.17

Sissy whore donk-plow onanism with enjoy button closed in v-card_sc.17

Transvids.tv 1 year ago

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