Training Videos - Trans (124,070)

Dungeons And Dragon

Dungeons And Dragon

Some.Porn 2 years ago

bella joie ts takes control throat and ass fucking till cum porn video

bella joie ts takes control throat and ass fucking till cum porn video

TransDoe 2 months ago

Stunning Trans drilling her GF

Stunning Trans drilling her GF

Some.Porn 1 year ago

Go Gay For My Popularity

45% 0:24 / 7:42

Go Gay For My Popularity

Clips4sale 3 years ago

Sissy rides dildo BUTT ASS NAKED & CUMS!

Sissy rides dildo BUTT ASS NAKED & CUMS!

XHamster 4 years ago

Helena Price Presents - Training Her Tranny Ass With My BBC!!!

55% 4K 0:11 / 57:10

Helena Price Presents - Training Her Tranny Ass With My BBC!!!

Clips4sale 3 years ago

Lucky Big Ass Sissy Slut Fucked by Mistress Jenna Until He Cums Over Her Fat Strapon Cock!

Lucky Big Ass Sissy Slut Fucked by Mistress Jenna Until He Cums Over Her Fat Strapon Cock!

XHamster 1 year ago

Sudden Ejaculation In Her Fufu Pinch

Sudden Ejaculation In Her Fufu Pinch

TrannyGem 2 years ago

Let Your Wife Fuck and Suck BBC or She Will Divorce You and Leave You with Nothing

HD 1:01 / 11:01

Let Your Wife Fuck and Suck BBC or She Will Divorce You and Leave You with Nothing

FapHouse 2 years ago

TRANSSEXUAL Carmen Masters Turns Suspended Muscle Jock Into Her Private Sissy boy In Pink Lingerie & High-heeled slippers

TRANSSEXUAL Carmen Masters Turns Suspended Muscle Jock Into Her Private Sissy boy In Pink Lingerie & High-heeled slippers

MyTransfix 2 months ago

Intense Pegging of Tgirl on Bondage Bench Leather Goddess

63% HD 1:01 / 10:59

Intense Pegging of Tgirl on Bondage Bench Leather Goddess

FapHouse 1 month ago

Kisses Latinos

42% 4K 2:00 / 4:15

Flirt4Free 5 months ago

Satin Fetish: Hot Masturbation Game, Cum on My Skirt, Lady Victoria Valente

Satin Fetish: Hot Masturbation Game, Cum on My Skirt, Lady Victoria Valente

XHamster 7 months ago

Boy Dressed like girl Trampled By Blonde Girl

68% 0:30 / 10:43

Boy Dressed like girl Trampled By Blonde Girl

Clips4sale 1 year ago

Feminization Sissification Sissy threesome training oral pleasure

Feminization Sissification Sissy threesome training oral pleasure

MyTransfix 1 month ago

Horny Maid Loves A Messy MILF

Horny Maid Loves A Messy MILF

Some.Porn 11 months ago

Sophia Loreen Private Show

68% 4K 2:00 / 15:20

Sophia Loreen Private Show

Camster 2 weeks ago

SISSYGAMS Fest!! No mercy PEGGING gave me 8x PROSTATE ORGASMS!

SISSYGAMS Fest!! No mercy PEGGING gave me 8x PROSTATE ORGASMS!

XHamster 1 year ago

Sissy Training 202 Double Trouble

Sissy Training 202 Double Trouble

XHamster 8 months ago

Piss drinking slave teen is orally rammed

Piss drinking slave teen is orally rammed

Some.Porn 2 years ago

Lily Wow Private Show

Lily Wow Private Show

Camster 1 month ago

Alisa Fresh Private Show

60% 4K 2:00 / 17:59

Alisa Fresh Private Show

Flirt4Free 2 months ago

Venus in fur Part 2

HD 1:01 / 11:08

Venus in fur Part 2

FapHouse 5 years ago

Chastity fag slave humiliation pet play bondage

Chastity fag slave humiliation pet play bondage

XHamster 8 months ago

Luziatv, Sissy Orgasm,cum on Face, Mouth

Luziatv, Sissy Orgasm,cum on Face, Mouth

XHamster 1 month ago

becomingfemme - jeni justice trained and turned into a sexy sissy

becomingfemme - jeni justice trained and turned into a sexy sissy

TransDoe 3 years ago

Jose & Richard Private Show

55% HD 2:00 / 6:00

Jose & Richard Private Show

Flirt4Free 4 months ago

Mommy teasing sissy cock.

Mommy teasing sissy cock.

XHamster 5 months ago

Interracial Tease & Ballbusting For Trans Woman Julia Masakova MOV | MahoganyQen

69% 4K 0:20 / 14:58

Interracial Tease & Ballbusting For Trans Woman Julia Masakova MOV | MahoganyQen

Clips4sale 7 months ago

Sissy Gooner Training - Worship The Angel Knobs

Sissy Gooner Training - Worship The Angel Knobs

ShemaleSin 1 day ago

Supreme North Anal And Throat Training

Supreme North Anal And Throat Training

IcePorn 6 months ago

Sissy Slut's Pussy and Clit Tease

Sissy Slut's Pussy and Clit Tease

XHamster 1 year ago

I know the truth about you, my Sissi, that's why you love pink so much, I go so deep into your subconscious

I know the truth about you, my Sissi, that's why you love pink so much, I go so deep into your subconscious

XHamster 7 months ago

Summer Training

63% HD 1:01 / 23:44

Summer Training

FapHouse 2 years ago

Hu Tao's Training

Hu Tao's Training

ShemaleSin 1 month ago

Mia Thorne Trains Cherry Tgirl Mate How to Have Hook-Up UTTER MOVIE ON FANSLY

Mia Thorne Trains Cherry Tgirl Mate How to Have Hook-Up UTTER MOVIE ON FANSLY

TrannyGem 2 years ago

Nara and Duda initiates Ts Girl Laura into ballbusting (720 EN-sub)

56% HD 0:31 / 18:42

Nara and Duda initiates Ts Girl Laura into ballbusting (720 EN-sub)

Clips4sale 2 years ago

ts girls masturbation and cumshot compilation porn video

ts girls masturbation and cumshot compilation porn video

TransDoe 2 years ago

Aliens Making Gender Bender Sex

Aliens Making Gender Bender Sex

Fapcat 4 years ago

Trans Slut Gets Trained To Become Puppy Slapped And Humiliated Long 29 Min

Trans Slut Gets Trained To Become Puppy Slapped And Humiliated Long 29 Min

AbTranny 3 years ago

Anal Training and Cum Countdown/CEI

59% HD 0:10 / 3:24

Anal Training and Cum Countdown/CEI

LoyalFans 1 year 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 10 months ago

Sophia Loreen Party on Aug 21, 2026 - Part 6

58% 4K 2:00 / 54:49

Sophia Loreen Party on Aug 21, 2026 - Part 6

Flirt4Free 1 month ago

Sissy Channel - the Two-hole Whore

Sissy Channel - the Two-hole Whore

XHamster 1 month ago

Brandon Gets Dominated and Trained by Two Masters

56% HD 2:00 / 54:27

Brandon Gets Dominated and Trained by Two Masters

Flirt4Free 6 years ago

Very deep inside me

Very deep inside me

XHamster 1 year ago

BBC DADDY USES CAGED YT SISSYBOY

BBC DADDY USES CAGED YT SISSYBOY

DeegX 3 years ago

Trans Girl Bimbo Slut Riding 10-inch BBC while on a Phone Call

Trans Girl Bimbo Slut Riding 10-inch BBC while on a Phone Call

XHamster 3 years ago

Instructions from the trainer No 11 Daily exposure walks

Instructions from the trainer No 11 Daily exposure walks

XHamster 10 months ago

becomingfemme - jennifer lunden cumming this way feels so good porn video

becomingfemme - jennifer lunden cumming this way feels so good porn video

TransDoe 1 year ago

Sissy therapy: dominated by and blowing your trans therapist

Sissy therapy: dominated by and blowing your trans therapist

XHamster 1 week ago

OLD GRANNY CUCK ULTIMATE HUMILIATION - CHEAP LOSER PRICE

57% 0:30 / 16:00

OLD GRANNY CUCK ULTIMATE HUMILIATION - CHEAP LOSER PRICE

Clips4sale 10 months ago

2 black african hotel maid sucking white dicks as a special service in interracial orgy sex group

2 black african hotel maid sucking white dicks as a special service in interracial orgy sex group

XHamster 3 years ago

Patric & Alexander & Lian Private Show

48% HD 2:00 / 1:09:57

Patric & Alexander & Lian Private Show

Flirt4Free 3 years ago

Sissy bitch crossdresser get screwed

Sissy bitch crossdresser get screwed

2BGay 3 years ago

Sissy became so exhilarated after attempting fresh suite that she jism on the floor

Sissy became so exhilarated after attempting fresh suite that she jism on the floor

Transvids.tv 1 year ago

Treat Me Like a Sissy-slut

61% HD 0:39 / 18:39

Treat Me Like a Sissy-slut

FapHouse 10 months ago

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

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

XHamster 7 months ago

Best of Harmony Rose vol 1

Best of Harmony Rose vol 1

XHamster 1 year ago

Gurl Sissy Blowjob and Anal Training

Gurl Sissy Blowjob and Anal Training

AbTranny 7 years 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!”

StarWank 3 years ago

Smoking Slut Jissi Fucks My Pupms

Smoking Slut Jissi Fucks My Pupms

XHamster 5 months ago

Bisexual cuckold with wife in threesome with neighbor

Bisexual cuckold with wife in threesome with neighbor

XHamster 1 year ago

Does my hand fit in his little ass?

Does my hand fit in his little ass?

XHamster 1 year ago

Becoming a Woman: The Ultimate Guide to Feminization, Female Transformation, Trans, Bisexuality and

Becoming a Woman: The Ultimate Guide to Feminization, Female Transformation, Trans, Bisexuality and

PornoXO 1 year ago

Sissy Fellates Alpha's Man rod And Takes A Filthy Facial cumshot While Domina Murmurs Encouragement

Sissy Fellates Alpha's Man rod And Takes A Filthy Facial cumshot While Domina Murmurs Encouragement

TransTube.tv 1 year ago

Time for some extreme anal sissy training!

Time for some extreme anal sissy training!

XHamster 2 weeks ago

TRANSFIXED - Nasty Bad Angel Aria Valencia Craves To Be Trained In Sex Dungeon By Kasey Kei

TRANSFIXED - Nasty Bad Angel Aria Valencia Craves To Be Trained In Sex Dungeon By Kasey Kei

ShemaleSin 1 year ago

Sissy Training - Feminization - Sissy TASK - when u watch a angel

Sissy Training - Feminization - Sissy TASK - when u watch a angel

ShemaleSin 2 years ago

Bonny Alex Fucks Cute Femboy B49ebef's Big Ass

Bonny Alex Fucks Cute Femboy B49ebef's Big Ass

BallsAndBoobs 2 months ago

Dominant Blk Trans w/ 11” inches BIG BLACK COCK Bully Dallas Vixen Controlling The Tramps

Dominant Blk Trans w/ 11” inches BIG BLACK COCK Bully Dallas Vixen Controlling The Tramps

TransTube.tv 1 year ago

Anal dessert

XHamster 4 years ago

What a workout trap

What a workout trap

AShemaleTube 2 years ago

Sissy Bimbo Training #two I'll aid u select underware, belts, and nylons for a transvestite prostitute! (Spanish)

Sissy Bimbo Training #two I'll aid u select underware, belts, and nylons for a transvestite prostitute! (Spanish)

ShemaleSin 2 weeks ago

Alanis Morgan Private Show

Alanis Morgan Private Show

Flirt4Free 3 years ago

Transsexual training - bukkake gokkun! Shemale anal fuck orgy 4

Transsexual training - bukkake gokkun! Shemale anal fuck orgy 4

XHamster 1 year ago

She loves big cock so I show her how big is mine

She loves big cock so I show her how big is mine

Clips4sale 9 months ago

Anal Beads, Buttplug and Huge Dildo - Anal Training Cumslut Jessica Bloom

Anal Beads, Buttplug and Huge Dildo - Anal Training Cumslut Jessica Bloom

XHamster 1 year ago

Closet Faggot Dirty Talk

49% HD 0:11 / 6:35

Closet Faggot Dirty Talk

Clips4sale 4 years ago

Is this an anal invasion fucktoy or a traffic cone? Emily Adaire's anal invasion-bootcamp - day 8

Is this an anal invasion fucktoy or a traffic cone? Emily Adaire's anal invasion-bootcamp - day 8

TrannyGem 4 years ago

Mrs Horsecock Pt.3

53% 1:00 / 21:36

Mrs Horsecock Pt.3

Hentaied.Pro 1 year ago

Bella Moreira Slut Training In High Heels

Bella Moreira Slut Training In High Heels

Nuvid 7 months ago

Dilation of an anal by his wife part of a

Dilation of an anal by his wife part of a

XHamster 10 months ago

Anal Punishment with Melany Furie

HD 0:39 / 23:36

Anal Punishment with Melany Furie

FapHouse 5 days ago

Bunny-butler Reina Hanno Sucking Two Dildos

Bunny-butler Reina Hanno Sucking Two Dildos

XHamster 11 months ago

Sissy squirts from her caged clit while riding her BBC dildo

Sissy squirts from her caged clit while riding her BBC dildo

XHamster 1 year ago

Viky & Master Private Show

53% HD 2:00 / 25:32

Viky & Master Private Show

Flirt4Free 1 year ago

BIG BLACK COCK T-MODEL ROLL PLOW BOY FUCK-HOLE HUMID

BIG BLACK COCK T-MODEL ROLL PLOW BOY FUCK-HOLE HUMID

TrannyGem 3 years ago

Two Sexy Trannies And One Plum Buxom Gal Go Wild In the Locker Room After the Training

Two Sexy Trannies And One Plum Buxom Gal Go Wild In the Locker Room After the Training

Tranny.one 2 years ago

Tranny mistress

Tranny mistress

Tranny.one 3 years ago

9s Feminisation Training Nier Automata Futanari 3D Porn

9s Feminisation Training Nier Automata Futanari 3D Porn

Pornwhite 4 months ago

Lily Demure Deepthroats

Lily Demure Deepthroats

ShemaleSin 6 months ago

Duda Leal and Nara start TS Maid in ballbusting (720 EN-sub)

71% HD 0:46 / 18:36

Duda Leal and Nara start TS Maid in ballbusting (720 EN-sub)

Clips4sale 2 years ago

Bella Moreira Slut Training In The Mirror

Bella Moreira Slut Training In The Mirror

DrTuber 7 months ago

Treat Me Like a Sissy-slut

Treat Me Like a Sissy-slut

XHamster 2 months ago

TS step-daughter Slut Training

55% HD 0:10 / 15:25

TS step-daughter Slut Training

LoyalFans 2 months ago

Upclose With B Darling Sport Training

Upclose With B Darling Sport Training

Eporner 1 year ago

AB106 Conpletely domesticated kinky sissy slave- face sitting cumshot edging

AB106 Conpletely domesticated kinky sissy slave- face sitting cumshot edging

XHamster 2 years ago

SHEMALE SNAKE INVASION

54% HD 0:10 / 13:25

SHEMALE SNAKE INVASION

LoyalFans 1 year ago

Mistress Sarah Katana Sissifies Wolfgang White And Makes Him Eat His Own Cum

HD 0:15 / 13:01

Mistress Sarah Katana Sissifies Wolfgang White And Makes Him Eat His Own Cum

C4S 1 month ago

CHASTITY slave CUMS while PEGGING after training with some XXL toys

CHASTITY slave CUMS while PEGGING after training with some XXL toys

XHamster 1 year ago

Small Dick Trans Gwen Tennyson Pissing After Riding 3 Big Black Cocks and getting Anal Gaped and Multiple Anal Creampies

Small Dick Trans Gwen Tennyson Pissing After Riding 3 Big Black Cocks and getting Anal Gaped and Multiple Anal Creampies

XHamster 6 months ago

Suck My Shemale Friend’s Cock ft Ram Ichinose [ part1 ]

67% HD 0:18 / 15:33

Suck My Shemale Friend’s Cock ft Ram Ichinose [ part1 ]

Clips4sale 2 months ago

8K - OCEX - Dark Egyptian Queen

55% 4K 0:23 / 29:39

8K - OCEX - Dark Egyptian Queen

Clips4sale 1 year ago

My New Roommate's GF Is a Cheater!

My New Roommate's GF Is a Cheater!

Some.Porn 11 months ago

Obedience training ballbusting cbt

Obedience training ballbusting cbt

SexTubeSpot 3 years ago

(650) Sissy Compilation #2: Crossdresser, Sissification, Sissygasm - Zoulette (720p)

4K 0:30 / 10:00

(650) Sissy Compilation #2: Crossdresser, Sissification, Sissygasm - Zoulette (720p)

Clips4sale 8 months ago

The perfect anal training - Part 2

The perfect anal training - Part 2

XVideos 1 year ago

Cardi B Dazed by MASSSIVE 11” BIG BLACK COCK Trans Fuckpole So YAM-SIZED!!!!

Cardi B Dazed by MASSSIVE 11” BIG BLACK COCK Trans Fuckpole So YAM-SIZED!!!!

TransTube.tv 1 year ago

Jayla's Debut Monster Ramrod Training Ft Jayla Cuateco

Jayla's Debut Monster Ramrod Training Ft Jayla Cuateco

Lesbian8 4 weeks ago

sexy trans slut HUGE ANAL GAPE cums HANDS FREE

63% HD 0:17 / 8:03

sexy trans slut HUGE ANAL GAPE cums HANDS FREE

Clips4sale 4 weeks ago

All About Panties

All About Panties

Clips4sale 2 years ago

”TGIRLJAPAN HARDCORE: Julia Winston & Rone”

”TGIRLJAPAN HARDCORE: Julia Winston & Rone”

Zatube 1 year ago

Sissy Slut's Big Cock Training

Sissy Slut's Big Cock Training

Eporner 3 weeks ago

anese slave facefucking training

anese slave facefucking training

Tranny.one 5 years ago

Alejandra Fox Private Show

66% HD 2:00 / 15:25

Alejandra Fox Private Show

Flirt4Free 3 months ago

AmberSis - from Boy to Sissy Doll

AmberSis - from Boy to Sissy Doll

TrannyGem 7 years ago

Sissy Maid Cleaning for 2 Warm Dominatrixes

Sissy Maid Cleaning for 2 Warm Dominatrixes

TrannyGem 6 years ago

GONZO HOME FUCK

GONZO HOME FUCK

XVideos 1 week ago

Shemale mistress Emma Rose trains milf

Shemale mistress Emma Rose trains milf

UiPorn 3 years ago

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