Training Videos - Trans (89,792)

Cuck, His BBC makes my Tummy Bulge - 4K

55% 4K 0:27 / 15:44

Cuck, His BBC makes my Tummy Bulge - 4K

Clips4sale 11 months ago

Katy Ling Private Show

Katy Ling Private Show

Flirt4Free 1 week ago

Positive Sissy PMV

Positive Sissy PMV

aShemaleTube 1 year ago

VIVIENNE L'AMOUR - MAKING THE PERFECT SISSY (720P FULL HD)

VIVIENNE L'AMOUR - MAKING THE PERFECT SISSY (720P FULL HD)

Clips4sale 2 years ago

PMV Breezy Pop - Sissy Peach pummel along

PMV Breezy Pop - Sissy Peach pummel along

Transvids.tv 9 months ago

Sissy Stacy Lady in Red Part 1

59% 1:01 / 18:19

Sissy Stacy Lady in Red Part 1

FapHouse 6 months ago

Public walk like a real sissy whore

Public walk like a real sissy whore

xHamster 2 months ago

Féminisation : Ta nouvelle vie de Sissy - Ep4 Je Transforme ce Branleur en Esclave - Maîtresse Julia

Féminisation : Ta nouvelle vie de Sissy - Ep4 Je Transforme ce Branleur en Esclave - Maîtresse Julia

TrannyGem 2 years ago

Chastity Release Challenge by Tranny Girl! You Have to Cum in One Minute!! German

63% HD 0:39 / 6:40

Chastity Release Challenge by Tranny Girl! You Have to Cum in One Minute!! German

FapHouse 3 months ago

Elvis Rey & Andres & Aron Private Show

HD 2:00 / 15:09

Elvis Rey & Andres & Aron Private Show

Flirt4Free 2 years ago

Kept by Jessica Blake Part 4

HD 1:01 / 18:57

Kept by Jessica Blake Part 4

FapHouse 2 months ago

Scott Carterr & Michael Magno Private Show

46% HD 2:00 / 4:59

Scott Carterr & Michael Magno Private Show

Flirt4Free 2 years ago

Rub and Accept You're My Sissy Slut Doll

Rub and Accept You're My Sissy Slut Doll

Clips4sale 2 years ago

He lost his v-card by getting porked rock hard

He lost his v-card by getting porked rock hard

TransTube.tv 1 year ago

becomingfemme - naomi you look so good with your cock out porn video

becomingfemme - naomi you look so good with your cock out porn video

TransDoe 1 year ago

Sissy bitch dressed up like a worthless slave and pegged by his dominating mistress

Sissy bitch dressed up like a worthless slave and pegged by his dominating mistress

xHamster 3 years ago

Hot Sissy Stacy Meeting Accidentally Meeting the Man When Masturbating Big Dildo Outdoor

62% 0:39 / 10:20

Hot Sissy Stacy Meeting Accidentally Meeting the Man When Masturbating Big Dildo Outdoor

FapHouse 5 months ago

Anal training with Katie Fox

Anal training with Katie Fox

FapHouse 5 months ago

TS Rianna James StrapOn

64% HD 0:10 / 13:26

TS Rianna James StrapOn

LoyalFans 3 years ago

Sophia Loreen Private Show

63% 4K 2:00 / 12:09

Sophia Loreen Private Show

Flirt4Free 11 months ago

Porque os homens tem tanto desejo por trans? [Trailer] - Ts Vanessa Rafaella

Porque os homens tem tanto desejo por trans? [Trailer] - Ts Vanessa Rafaella

XVideos 1 year ago

Umamusume Cosplay, Anal Training With Carrot part.1

Umamusume Cosplay, Anal Training With Carrot part.1

xHamster 3 years ago

Customised Vod Video for a Client Book Your Show Today

Customised Vod Video for a Client Book Your Show Today

xHamster 8 months ago

Fun Trans Cheerleader Plays with Her Soft Cock

HD 1:01 / 26:20

Fun Trans Cheerleader Plays with Her Soft Cock

FapHouse 8 months ago

Princess Donna Snatches Good Girls Up In Cages (1 HR With PEE)

Princess Donna Snatches Good Girls Up In Cages (1 HR With PEE)

XVideos 1 year ago

FEMINIZED - Encouraged Feminization Play POV - Slut Training with Chastity Lock Up

45% HD 0:33 / 16:20

FEMINIZED - Encouraged Feminization Play POV - Slut Training with Chastity Lock Up

Clips4sale 1 year ago

Big Tits and Big Dicks - shemales - femdom pov - big cock worship - cum countdown- bi encouragement - make me bi - sissy training- slut humiliation

Big Tits and Big Dicks - shemales - femdom pov - big cock worship - cum countdown- bi encouragement - make me bi - sissy training- slut humiliation

LoyalFans 6 months ago

No. 152 Bullying Training 2 Fuck Me

HD 1:01 / 11:51

No. 152 Bullying Training 2 Fuck Me

FapHouse 1 week ago

Junker Queen Bent Mei Over the Gym Equipment - Personal Training, Junker Style

Junker Queen Bent Mei Over the Gym Equipment - Personal Training, Junker Style

xHamster 3 weeks ago

Check out My Cowboy Outfit Whilst I Dominate This Guy with My Bulge

49% HD 2:00 / 1:20:41

Check out My Cowboy Outfit Whilst I Dominate This Guy with My Bulge

Flirt4Free 1 year ago

Trans Angel Stretched by Screwing Machine

Trans Angel Stretched by Screwing Machine

BigTitsLust 1 year ago

Lady in Red Stacy Blow off Here Ass by Fuckmashine with Huge Pink Dildo

65% 1:01 / 11:51

Lady in Red Stacy Blow off Here Ass by Fuckmashine with Huge Pink Dildo

FapHouse 6 months ago

Sissy Kate learns how to use the anal fucking machine with Lisa

Sissy Kate learns how to use the anal fucking machine with Lisa

xHamster 2 years ago

Independent Training No69 Casual Exposure Play and Outdoor Bridge Pee

Independent Training No69 Casual Exposure Play and Outdoor Bridge Pee

xHamster 3 months ago

The Tutor E01 Showing a Virgin the Ropes - MILF Stella

HD 1:01 / 41:15

The Tutor E01 Showing a Virgin the Ropes - MILF Stella

FapHouse 1 year ago

Sph and Sissification for Slut!

Sph and Sissification for Slut!

FapHouse 1 year ago

Micro Penis Sissy Cuck's Dick Rating

Micro Penis Sissy Cuck's Dick Rating

Clips4sale 1 year ago

No Going Back

TrannyGem 3 years ago

Sissy Kanisa Play with Her Metal Anal Plug

Sissy Kanisa Play with Her Metal Anal Plug

FapHouse 1 month ago

Part 1 Sunday Humiliation for Sissy husband

Part 1 Sunday Humiliation for Sissy husband

xHamster 1 year ago

Sissy crossdresser gets spanked, paddled and flogged by mistress in latex

Sissy crossdresser gets spanked, paddled and flogged by mistress in latex

MyLust 2 years ago

Luciana Sainz Private Show

Luciana Sainz Private Show

Flirt4Free 1 month ago

Sissification Lecture "Ultimate Guide to Sissy Orgy Fucktoys" Veronica Taboo invites you to Sissy Academy

Sissification Lecture "Ultimate Guide to Sissy Orgy Fucktoys" Veronica Taboo invites you to Sissy Academy

TrannyGem 3 months ago

Sissy dildo riding compilation

Sissy dildo riding compilation

XVideos 1 year ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 1 week ago

Bimbo Takes on BBC

63% HD 1:01 / 16:44

Bimbo Takes on BBC

FapHouse 5 months ago

Шлюха фембой компиляция сквирта оргазмов и красивой задницы

Шлюха фембой компиляция сквирта оргазмов и красивой задницы

XVideos 1 year ago

Trans Female-dom Trains her Hunk Sub 1

Trans Female-dom Trains her Hunk Sub 1

Dafreeporn 1 week ago

Sissy Training by Queen Daralis Part 5

57% HD 0:39 / 4:59

Sissy Training by Queen Daralis Part 5

FapHouse 2 months ago

Sissy Cums in Flat Chastity Cage After Being Fucked by Her Machine

Sissy Cums in Flat Chastity Cage After Being Fucked by Her Machine

FapHouse 1 year ago

Sarah and Lucy Feminize You and Mega-breezy You Out

Sarah and Lucy Feminize You and Mega-breezy You Out

TransTube.tv 1 year ago

Super Ultimate Compilation

66% HD 0:39 / 32:48

Super Ultimate Compilation

FapHouse 8 months ago

DEEP SISSY FISTING COMPILATION!

Premium HD 9:49

DEEP SISSY FISTING COMPILATION!

XVideosRed 1 year ago

Sissy Secretary: Submissive Male Feminized Into Bimbo for Job Interview, Learns How to Pee Like a Girl, Bonus Pegging & Fisting

66% HD 0:39 / 8:31

Sissy Secretary: Submissive Male Feminized Into Bimbo for Job Interview, Learns How to Pee Like a Girl, Bonus Pegging & Fisting

FapHouse 1 year ago

Elias & Elix Private Show

60% HD 2:00 / 41:34

Elias & Elix Private Show

Flirt4Free 5 months ago

Sissy Kanisa Play with Her Metal Anal Plug

Sissy Kanisa Play with Her Metal Anal Plug

xHamster 1 month ago

twenty Inches Unfathomable! Sissy Maid Bizarre Unfathomable Anal Training Jessica Bloom

twenty Inches Unfathomable! Sissy Maid Bizarre Unfathomable Anal Training Jessica Bloom

ShemaleSin 11 months ago

BDSM TS Sissy Slave Orgasmic Compilation - Horny Trans Shemales

BDSM TS Sissy Slave Orgasmic Compilation - Horny Trans Shemales

xHamster 1 year ago

Trans Sissy Fleshlight Ravaging Numerous Ejaculation Compilation (preview!)

Trans Sissy Fleshlight Ravaging Numerous Ejaculation Compilation (preview!)

TrannyGem 5 years ago

Sissy shemale cosplay, enjoys sucking cocks, playing with vibrator and licking pussies while in chastity and self bondage

Sissy shemale cosplay, enjoys sucking cocks, playing with vibrator and licking pussies while in chastity and self bondage

xHamster 6 months ago

Sissygasm, Slut’s Caged Training, Massive Cumshots & Anal Milking – Jessica Bloom

Sissygasm, Slut’s Caged Training, Massive Cumshots & Anal Milking – Jessica Bloom

xHamster 4 years ago

Advanced Anal Stretching with Jasmine-dlight: Part 2 - Standing Position

66% HD 0:39 / 9:57

Advanced Anal Stretching with Jasmine-dlight: Part 2 - Standing Position

FapHouse 7 months ago

Anime Trans Girl Takes Care of Her Men and Eats Her Cum.

57% HD 1:01 / 16:01

Anime Trans Girl Takes Care of Her Men and Eats Her Cum.

FapHouse 1 year ago

Sissies Belong In Chastity (4KUHD MP4)

HD 0:30 / 15:17

Sissies Belong In Chastity (4KUHD MP4)

Clips4sale 2 years ago

RUBBERSLUT HIGH HEELS TRAINING FULL SESSION- Hard Bondage & Humiliation for my Latexslave 720p

65% 4K 0:48 / 31:39

RUBBERSLUT HIGH HEELS TRAINING FULL SESSION- Hard Bondage & Humiliation for my Latexslave 720p

Clips4sale 7 months ago

Jasmyne Jaye's Sissy Training Compilation Part 1 of 3

Jasmyne Jaye's Sissy Training Compilation Part 1 of 3

xHamster 6 months ago

Paola Balconi Private Show

Paola Balconi Private Show

Flirt4Free 2 years ago

Erica Cherry Trains Tattooed Sub Lady Lazarus FULL SCENE

4K 0:30 / 26:45

Erica Cherry Trains Tattooed Sub Lady Lazarus FULL SCENE

Clips4sale 3 years ago

Jasmine Dlight Extreme Anal Fisting with Valentina Rosa Part Two Elbow Deep Gaping Shemale Play

68% HD 0:39 / 7:41

Jasmine Dlight Extreme Anal Fisting with Valentina Rosa Part Two Elbow Deep Gaping Shemale Play

FapHouse 1 year ago

Cum Injection and Big Toys for the Perfect Pegging Sissygasm

57% HD 1:01 / 17:34

Cum Injection and Big Toys for the Perfect Pegging Sissygasm

FapHouse 1 year ago

Trans Anal Training with Dildo

Trans Anal Training with Dildo

xHamster 10 months ago

Valentin & Harris Private Show

Valentin & Harris Private Show

Flirt4Free 4 years ago

Hyperventilation aroma Futa worship - JOI

66% 0:13 / 9:59

Hyperventilation aroma Futa worship - JOI

Clips4sale 2 years ago

Direct Training by the Trainer No.31: Vibrator Play Feels so Good

51% HD 0:39 / 21:30

Direct Training by the Trainer No.31: Vibrator Play Feels so Good

FapHouse 4 months ago

Anal dildo machine cum

Anal dildo machine cum

xHamster 1 year ago

Sissy Presenting New Dress and Small Walk Around Outdoor

Sissy Presenting New Dress and Small Walk Around Outdoor

FapHouse 1 month ago

Lola Cumming Cunt

Lola Cumming Cunt

xHamster 7 months ago

Sissy Doll Fucking in a Pegging Date

Sissy Doll Fucking in a Pegging Date

xHamster 6 months ago

TgirlOneGuy - Sissy Slut Training

TgirlOneGuy - Sissy Slut Training

Nuvid 8 months ago

Slave Missy bound for new girl blowjob training

Slave Missy bound for new girl blowjob training

XVideos 5 years ago

Helpless Sissy T-girl: Tied up, Toyed with Monster Dildo & Fucked

Helpless Sissy T-girl: Tied up, Toyed with Monster Dildo & Fucked

xHamster 2 months ago

NEG&Atilde_O PAUZUDO FODEU NO PELO A TRANS LOIRA EM PUPLICO

Premium HD 11:02

NEG&Atilde_O PAUZUDO FODEU NO PELO A TRANS LOIRA EM PUPLICO

XVideosRed 2 weeks ago

Ashley V swallows huge dildo up her ass and rubs her tiny caged clitAshley V se traga un enorme consolador

Ashley V swallows huge dildo up her ass and rubs her tiny caged clitAshley V se traga un enorme consolador

xHamster 2 years ago

Sloppy Anal Gape Training (short)

Sloppy Anal Gape Training (short)

xHamster 1 month ago

Teasing and Posing in Sexy Black Lingerie

Teasing and Posing in Sexy Black Lingerie

xHamster 2 years ago

SUBMISSIVE LADYBOY ANAL CASTING &amp_ SLAVE TRAINING

SUBMISSIVE LADYBOY ANAL CASTING &amp_ SLAVE TRAINING

XVideos 10 months ago

Sissy Trap trains for a gangbang

Sissy Trap trains for a gangbang

YouPorn Unknown

Anal Expander Toy

Anal Expander Toy

xHamster 4 months ago

She Would Wait for Him Until the End of Time

62% 0:39 / 24:17

She Would Wait for Him Until the End of Time

FapHouse 1 year ago

She Has a Job to Do Before Bedtime

She Has a Job to Do Before Bedtime

FapHouse 4 months ago

catgirl rock booty-ramming chastity cage gamer egirl trans sissy

catgirl rock booty-ramming chastity cage gamer egirl trans sissy

Amateur8 1 week ago

Sissy Femboy Lola Outdoor Public Carpark Joy UK / Only - Worshippers fasten on my profile!! Make me your whore

TrannyGem 5 months ago

Riding My Lovely Cock Dildo

Riding My Lovely Cock Dildo

FapHouse 1 year ago

Dildo Cums Inside My Ass

68% 0:39 / 2:24

Dildo Cums Inside My Ass

FapHouse 7 months ago

Rebeccah Gibson Private Show

HD 2:00 / 11:59

Rebeccah Gibson Private Show

Flirt4Free 1 year ago

Step-Sis Locked Me Up: ThePrincessLuxy Cages Gooner Virgin Step-brother & Prepares him for College Sexual Rejection with Cuckold and Tease & Denial

HD 0:26 / 10:05

Step-Sis Locked Me Up: ThePrincessLuxy Cages Gooner Virgin Step-brother & Prepares him for College Sexual Rejection with Cuckold and Tease & Denial

Clips4sale 6 months ago

Trans Ria Bentley Instructs daughter-in-law Eden Espi For Buttfuck Romp

Trans Ria Bentley Instructs daughter-in-law Eden Espi For Buttfuck Romp

TrannyGem 1 year ago

SisK CD in purple EP2 dressing up sexy silky panties.

SisK CD in purple EP2 dressing up sexy silky panties.

xHamster 3 years ago

Sissy Doll Spreads Her Ass with a Monster can locked in Chastity

Sissy Doll Spreads Her Ass with a Monster can locked in Chastity

xHamster 2 years ago

Shemale Brandy Loves Anal with Jason Follow Along with Us

Shemale Brandy Loves Anal with Jason Follow Along with Us

xHamster 2 years ago

Self Sucking Sissy Rimmed And Milked By Girlfriend - (Sissy Jessica Bloom)

Self Sucking Sissy Rimmed And Milked By Girlfriend - (Sissy Jessica Bloom)

xHamster 1 year ago

Submit to Her Whip: Day 7 of Sissy Training

Submit to Her Whip: Day 7 of Sissy Training

GiveMeAPorn 19 hours ago

Premature Handsfree Sissygasm - Cum shot in 30 Seconds!

Premature Handsfree Sissygasm - Cum shot in 30 Seconds!

WebcamBros 1 month ago

Sissygasm Sonechka25 with a Tiny Penis Locked in a Fufu-clip

52% HD 0:39 / 7:28

Sissygasm Sonechka25 with a Tiny Penis Locked in a Fufu-clip

FapHouse 4 months ago

Luke Hardy & Cristian Ford Private Show

61% HD 2:00 / 4:09

Luke Hardy & Cristian Ford Private Show

Flirt4Free 1 year ago

An extreme hole, a straight man hammers a point with a huge hand!!!

An extreme hole, a straight man hammers a point with a huge hand!!!

FapHouse 3 years ago

Big Dick Femboy Jerks and Cums on His Asshole While Watching a Porn

HD 0:39 / 13:42

Big Dick Femboy Jerks and Cums on His Asshole While Watching a Porn

FapHouse 1 year ago

Big Ass Trans Raven Anal Gaped and Bred After Riding BBC Fat Dildo

HD 0:39 / 15:28

Big Ass Trans Raven Anal Gaped and Bred After Riding BBC Fat Dildo

FapHouse 2 weeks ago

Behind the scenes | Bastidores | Exclusive for Subscribers | Ts Vanessa Rafaella

Behind the scenes | Bastidores | Exclusive for Subscribers | Ts Vanessa Rafaella

XVideos 1 year ago

Cumslut Pop Training 3

Cumslut Pop Training 3

aShemaleTube 2 years ago

Alpha Disciplines His Bitch with HARDCORE Face Fuck - Obedience Training

Alpha Disciplines His Bitch with HARDCORE Face Fuck - Obedience Training

xHamster 2 years ago

Trans CD Queen Anal Destruction with Huge Dildo - Sissygasm

Trans CD Queen Anal Destruction with Huge Dildo - Sissygasm

FapHouse 3 months ago

The Boy's Word Remake RUS Слово Пацана

The Boy's Word Remake RUS Слово Пацана

aShemaleTube 3 months ago

SLUT TRAINING WITH CUM MILKING

SLUT TRAINING WITH CUM MILKING

XVideos 1 year ago

Sandra Lamp Anal Training With Big Dildo

Sandra Lamp Anal Training With Big Dildo

YepTube 2 months ago

Big Dildo Cock Fuck Ass

51% HD 0:39 / 2:34

Big Dildo Cock Fuck Ass

FapHouse 4 months ago

Wanking Gutless Female Pink Cigar To BIG BLACK COCK PMV

Wanking Gutless Female Pink Cigar To BIG BLACK COCK PMV

TrannyGem 1 year ago

Borgia's Sissy Tasks! Nail Painting and Sissy Dress Up

Borgia's Sissy Tasks! Nail Painting and Sissy Dress Up

Clips4sale 2 years ago

Flesh light fucking

65% HD 1:01 / 15:09

Flesh light fucking

FapHouse 6 years ago

Sissy makeover 1 shopping list

HD 0:10 / 15:46

Sissy makeover 1 shopping list

LoyalFans 11 months ago

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