Training Videos - Trans (60,281)

Femboy Gape Compilation #2 fart-gapes

56% HD 0:39 / 6:11

Femboy Gape Compilation #2 fart-gapes

FapHouse 3 months ago

This Video Is the 1st in a Series of Nyxi Leon's Very First Transformation Ever

45% HD 0:39 / 25:41

This Video Is the 1st in a Series of Nyxi Leon's Very First Transformation Ever

FapHouse 1 year ago

Chastity Maid Anal Training

HD 0:39 / 17:15

Chastity Maid Anal Training

FapHouse 1 month ago

Beautiful Piercing

Beautiful Piercing

Flirt4Free 4 weeks ago

$I Think This is What You\'ve Wanted for So Long$ 55% 4K 0:42

I Think This is What You\'ve Wanted for So Long

Flirt4Free 2 months ago

Femdom Sissy Training: Dressing You as a Girl

36% HD 0:39 / 17:00

Femdom Sissy Training: Dressing You as a Girl

FapHouse 1 month ago

Elias & Elix Private Show

54% HD 2:00 / 37:58

Elias & Elix Private Show

Flirt4Free 9 months ago

Mmm My Thong is So Wet

Mmm My Thong is So Wet

Flirt4Free 10 months ago

Sissy whore training - Degrading spit roast pegging

58% HD 0:10 / 8:56

Sissy whore training - Degrading spit roast pegging

LoyalFans 2 months ago

Take My Cock

HD 0:10 / 14:06

LoyalFans 1 month ago

YOU DON'T WANT TO BE A MAN

HD 0:13 / 12:09

YOU DON'T WANT TO BE A MAN

Clips4sale 3 weeks ago

Trans Ria Bentley Succumbs to Raw Anal by Gigantic Bull

59% HD 0:39 / 14:46

Trans Ria Bentley Succumbs to Raw Anal by Gigantic Bull

FapHouse 2 years ago

Anal Tranny Skeletor Blonde Ass Licking Spunk Swallowing Nasty Tit Whore Ass Fucked Threesome Cocks

HD 0:39 / 22:38

Anal Tranny Skeletor Blonde Ass Licking Spunk Swallowing Nasty Tit Whore Ass Fucked Threesome Cocks

FapHouse 2 years ago

Assfucked in Armbinders

HD 0:39 / 16:45

Assfucked in Armbinders

FapHouse 2 weeks ago

MY GLORYHOLE CUM SLUT

50% HD 0:10 / 18:32

MY GLORYHOLE CUM SLUT

LoyalFans 3 years ago

A Dominant Woman Will Use This Submissive Tgirl for a Medical Examination

72% HD 0:39 / 16:50

A Dominant Woman Will Use This Submissive Tgirl for a Medical Examination

FapHouse 5 months ago

Femdom Sissy Humiliation Degrading Tasks for Sissies

63% HD 0:39 / 15:08

Femdom Sissy Humiliation Degrading Tasks for Sissies

FapHouse 1 month ago

Anal Training and Cum Countdown/CEI

59% HD 0:10 / 3:24

Anal Training and Cum Countdown/CEI

LoyalFans 1 year ago

Military Trans Training

HD 0:10 / 15:29

Military Trans Training

LoyalFans 1 week ago

Forest Fist Fucking

HD 0:39 / 10:18

Forest Fist Fucking

FapHouse 1 month ago

Roy & Hercules & Jamer Private Show

48% HD 2:00 / 4:09

Roy & Hercules & Jamer Private Show

Flirt4Free 3 years ago

Femdom Humiliate Asian Sissy

55% HD 0:39 / 7:23

Femdom Humiliate Asian Sissy

FapHouse 1 month ago

advanced anal stretching with jasmine-dlight: part 4 - miss hannah blake joins the training

HD 0:10 / 16:43

advanced anal stretching with jasmine-dlight: part 4 - miss hannah blake joins the training

PissVids 5 months ago

Sophia Loreen Private Show

67% HD 2:00 / 18:04

Sophia Loreen Private Show

Flirt4Free 2 weeks ago

Treat Me Like a Sissy-slut

65% HD 0:39 / 18:39

Treat Me Like a Sissy-slut

FapHouse 5 months ago

One Cock, Two Throats - the Ultimate Deepthroat Test

65% HD 0:39 / 5:20

One Cock, Two Throats - the Ultimate Deepthroat Test

FapHouse 8 months ago

Hairy Ass Oil Massage and Facesitting - Denied to Cum |

63% HD 0:10 / 17:01

Hairy Ass Oil Massage and Facesitting - Denied to Cum |

LoyalFans 1 week ago

FUTA LESBIANS CONVERT YOU shemales hunt and convert you

55% HD 0:10 / 38:18

FUTA LESBIANS CONVERT YOU shemales hunt and convert you

LoyalFans 3 months ago

Jacob Malik Private Show

55% HD 2:00 / 8:46

Jacob Malik Private Show

Flirt4Free 2 months ago

Futas Good Food

HD 0:10 / 24:11

Futas Good Food

LoyalFans 3 months ago

Some Wedgie Role-play

66% HD 2:00 / 14:13

Some Wedgie Role-play

Flirt4Free 2 years ago

Master & Ithan & Aleex Private Show

56% HD 2:00 / 31:36

Master & Ithan & Aleex Private Show

Flirt4Free 9 months ago

Nyxi Leon A Dog For Goddess Tangent

Premium 66% HD 25:00

Nyxi Leon A Dog For Goddess Tangent

AEBN 1 year ago

Archie Blossom Private Show

56% HD 2:00 / 16:54

Archie Blossom Private Show

Flirt4Free 1 month ago

Andrea & Taty Private Show

Andrea & Taty Private Show

Flirt4Free 6 months ago

$Jhordy Gets Fucked and Enjoys Luccas\' Tasty Semen$ 69% HD 2:00 / 27:28

Jhordy Gets Fucked and Enjoys Luccas\' Tasty Semen

Flirt4Free 8 months ago

Lance & Christian & Master Private Show

HD 2:00 / 15:23

Lance & Christian & Master Private Show

Flirt4Free 3 years ago

Patric & Alexander & Lian Private Show

53% HD 2:00 / 1:09:57

Patric & Alexander & Lian Private Show

Flirt4Free 3 years ago

cum show

57% HD 2:00 / 7:48

Flirt4Free 4 years ago

Dustin & Angel & Bayron Private Show

57% HD 2:00 / 4:45

Dustin & Angel & Bayron Private Show

Flirt4Free 2 years ago

BBC Training with Cerjoy

52% HD 0:39 / 32:46

BBC Training with Cerjoy

FapHouse 7 months ago

Sophia Loreen Party on Sep 14, 2025 - Part 2

4K 2:00 / 18:15

Sophia Loreen Party on Sep 14, 2025 - Part 2

Flirt4Free 7 months ago

Zara Clark Private Show

4K 2:00 / 17:48

Zara Clark Private Show

Flirt4Free 1 week ago

Criss & Angeel Private Show

Criss & Angeel Private Show

Flirt4Free 3 years ago

Valery Hanze Private Show

Valery Hanze Private Show

Flirt4Free 1 year ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 4 weeks ago

Sophia Loreen Private Show

HD 2:00 / 11:41

Sophia Loreen Private Show

Flirt4Free 1 week ago

Sissy training for your feminization

67% HD 0:39 / 7:27

Sissy training for your feminization

FapHouse 3 years ago

Andrea & Taty Private Show

Andrea & Taty Private Show

Flirt4Free 1 month ago

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined by Intruder

55% HD 0:10 / 31:04

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined by Intruder

LoyalFans 8 months ago

Sophia Loreen Party on Apr 19, 2026 - Part 3

63% HD 2:00 / 25:26

Sophia Loreen Party on Apr 19, 2026 - Part 3

Flirt4Free 2 weeks ago

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

HD 0:39 / 11:09

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

FapHouse 1 month ago

angry conservative wife discovers your sissy secret!

55% HD 0:36 / 8:55

angry conservative wife discovers your sissy secret!

PornBox 3 weeks ago

Artesca Private Show

63% HD 2:00 / 4:15

Artesca Private Show

Flirt4Free 2 months ago

This Sissy Tgirl Will Get Her Ass Strap-on and Fuck

75% HD 0:39 / 27:11

This Sissy Tgirl Will Get Her Ass Strap-on and Fuck

FapHouse 5 months ago

Luke Hardy & Cristian Ford Private Show

57% 4K 2:00 / 22:12

Luke Hardy & Cristian Ford Private Show

Flirt4Free 1 month ago

Serving Master Thony and His Body

64% HD 2:00 / 22:43

Serving Master Thony and His Body

Flirt4Free 6 years ago

Asian Beauty in College Uniform Squirts While Training Her Anal by Pushing a Huge Anal Plug Out

64% HD 0:39 / 7:47

Asian Beauty in College Uniform Squirts While Training Her Anal by Pushing a Huge Anal Plug Out

FapHouse 2 months ago

Kendal Smithx Private Show

HD 2:00 / 10:15

Kendal Smithx Private Show

Flirt4Free 4 days ago

Sophia Loreen Party on Sep 30, 2025 - Part 2

54% 4K 2:00 / 23:42

Sophia Loreen Party on Sep 30, 2025 - Part 2

Flirt4Free 7 months ago

Emma Devereaux Private Show

HD 2:00 / 11:54

Emma Devereaux Private Show

Flirt4Free 2 years ago

Sissy Assfucking and Cocksucking Training

67% HD 0:10 / 8:50

Sissy Assfucking and Cocksucking Training

LoyalFans 6 months ago

Fingers+toy

Flirt4Free 2 months ago

Latino Anal in Knee High Socks

60% HD 2:00 / 4:28

Latino Anal in Knee High Socks

Flirt4Free 8 years ago

Luccas & Jhordy Private Show

67% HD 2:00 / 6:43

Luccas & Jhordy Private Show

Flirt4Free 10 months ago

Frank Nicold Party on Feb 7, 2026

HD 2:00 / 25:47

Frank Nicold Party on Feb 7, 2026

Flirt4Free 2 months ago

Artesca Private Show

72% HD 2:00 / 11:07

Artesca Private Show

Flirt4Free 2 months ago

POV First Time Sucking Cock

43% HD 0:39 / 7:34

POV First Time Sucking Cock

FapHouse 4 weeks ago

Jobless Man Resorts to Feminization to Get Hired

Jobless Man Resorts to Feminization to Get Hired

FapHouse 4 days ago

Sissy Anal Needs

67% HD 0:39 / 11:39

Sissy Anal Needs

FapHouse 1 year ago

Alejandra Fox Private Show

64% HD 2:00 / 13:37

Alejandra Fox Private Show

Flirt4Free 7 months ago

Bi Curious Sissy wants to Suck Dicks – Bisexual Encouragement by Goddess Nikki Kit

64% HD 0:10 / 9:01

Bi Curious Sissy wants to Suck Dicks – Bisexual Encouragement by Goddess Nikki Kit

LoyalFans 1 year ago

Foot Show

56% 4K 2:00 / 16:09

Flirt4Free 1 month ago

Mrs Horsecock Pt.3

63% 4K 1:00 / 21:36

Mrs Horsecock Pt.3

Futanari 9 months ago

Andrea & Taty Private Show

61% HD 2:00 / 5:49

Andrea & Taty Private Show

Flirt4Free 1 month ago

YOU LOVE SHEMALES

53% HD 0:10 / 18:43

YOU LOVE SHEMALES

LoyalFans 7 months ago

Reina Hanno Stretches Anal with Jelly Dildo and Cums

61% HD 0:39 / 24:49

Reina Hanno Stretches Anal with Jelly Dildo and Cums

FapHouse 3 months ago

Cloee Rabbit Private Show

65% 4K 2:00 / 10:53

Cloee Rabbit Private Show

Flirt4Free 3 years ago

Top 10 Sissy Ideas 2023

HD 0:39 / 23:35

Top 10 Sissy Ideas 2023

FapHouse 1 year ago

I Fucked My New Toy, and I Left All My Cum Inside It

61% HD 2:00 / 4:00

I Fucked My New Toy, and I Left All My Cum Inside It

Flirt4Free 3 years ago

Sophia Loreen Party on Apr 18, 2026 - Part 3

69% HD 2:00 / 44:10

Sophia Loreen Party on Apr 18, 2026 - Part 3

Flirt4Free 2 weeks ago

Andrea & Taty Private Show

Andrea & Taty Private Show

Flirt4Free 2 months ago

Sapphire Dresses You in Her Uniform

52% HD 0:39 / 10:54

Sapphire Dresses You in Her Uniform

FapHouse 7 months ago

Christian & Lian Private Show

56% HD 2:00 / 15:05

Christian & Lian Private Show

Flirt4Free 3 years ago

Luke Hardy & Cristian Ford Party on Mar 26, 2026 - Part 2

56% 4K 2:00 / 50:13

Luke Hardy & Cristian Ford Party on Mar 26, 2026 - Part 2

Flirt4Free 1 month ago

BBC MAKING WHITE BOYS EXTINCT

49% HD 0:10 / 7:09

BBC MAKING WHITE BOYS EXTINCT

LoyalFans 3 years ago

Michelly Makes It Hard

61% HD 0:39 / 9:07

Michelly Makes It Hard

FapHouse 2 weeks ago

Spit a Lot of Saliva on My Shiny Boobs^^

Spit a Lot of Saliva on My Shiny Boobs^^

Flirt4Free 10 months ago

Sophia Loreen Party on Nov 5, 2025 - Part 3

66% 4K 2:00 / 25:47

Sophia Loreen Party on Nov 5, 2025 - Part 3

Flirt4Free 5 months ago

Hanna Ven Private Show

57% HD 2:00 / 2:17:23

Hanna Ven Private Show

Flirt4Free 1 year ago

Jhordy & Maxx Private Show

51% HD 2:00 / 1:02:13

Jhordy & Maxx Private Show

Flirt4Free 8 months ago

You Never Fuck a Woman! Just a Sexy Pillow! Lol!!! JOI for Real Losers! German

You Never Fuck a Woman! Just a Sexy Pillow! Lol!!! JOI for Real Losers! German

FapHouse 3 months ago

Jhordy & Maxx Private Show

42% HD 2:00 / 33:20

Jhordy & Maxx Private Show

Flirt4Free 8 months ago

Bondage Slave Suspension

55% HD 0:39 / 25:03

Bondage Slave Suspension

FapHouse 7 months ago

READY FOR THAT REAL COCK

READY FOR THAT REAL COCK

LoyalFans 4 years ago

Marily Daniela Private Show

HD 2:00 / 22:40

Marily Daniela Private Show

Flirt4Free 2 years ago

Marily Daniela Private Show

Marily Daniela Private Show

Flirt4Free 2 years ago

The Reward for the Locked-up Sissy

66% HD 0:39 / 12:56

The Reward for the Locked-up Sissy

FapHouse 5 months ago

Junnior & Archie Private Show

57% HD 2:00 / 12:12

Junnior & Archie Private Show

Flirt4Free 2 months ago

Edlin Dockray Private Show

73% HD 2:00 / 13:31

Edlin Dockray Private Show

Flirt4Free 2 years ago

Sophie Fantasy Private Show

61% HD 2:00 / 1:17:45

Sophie Fantasy Private Show

Flirt4Free 3 years ago

Suck Hole+dick

64% HD 2:00 / 19:43

Flirt4Free 1 year ago

Ryann Clark Private Show

Ryann Clark Private Show

Flirt4Free 4 months ago

She's Going to Get Her Ass Fucked in the Kitchen

63% 0:39 / 9:30

She's Going to Get Her Ass Fucked in the Kitchen

FapHouse 9 months ago

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

56% HD 0:10 / 14:58

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

LoyalFans 6 months ago

Sabrina Smiith Private Show

63% 4K 2:00 / 12:17

Sabrina Smiith Private Show

Flirt4Free 1 month ago

Anal Training with Butt Plug in Red Pvc Outfit

Anal Training with Butt Plug in Red Pvc Outfit

FapHouse 2 years ago

Rafael Leonn Precum

66% HD 2:00 / 9:56

Rafael Leonn Precum

Flirt4Free 2 years ago

YOU’RE NOT GAY - YOU JUST LOVE DICK

YOU’RE NOT GAY - YOU JUST LOVE DICK

LoyalFans 3 years ago

Carlo Bicci Private Show

Carlo Bicci Private Show

Flirt4Free 2 years ago

Lissy & Alex Private Show

Lissy & Alex Private Show

Flirt4Free 2 years ago

Sophia Loreen Private Show

HD 2:00 / 14:03

Sophia Loreen Private Show

Flirt4Free 4 years ago

Brutus K Private Show

Brutus K Private Show

Flirt4Free 11 years ago

Troy Khalil Private Show

Troy Khalil Private Show

Flirt4Free 2 years ago

Aya Anderson Private Show

HD 2:00 / 30:10

Aya Anderson Private Show

Flirt4Free 6 months ago

cherry and i dominate our disobedient puppies nyxi and livi

55% HD 0:30 / 33:02

cherry and i dominate our disobedient puppies nyxi and livi

PornBox 1 year ago

Wild Sabrina Members-Only Show

44% HD 2:00 / 12:20

Wild Sabrina Members-Only Show

Flirt4Free 5 years ago

Gina Sweett Private Show - Part 3

Gina Sweett Private Show - Part 3

Flirt4Free 3 years ago

Andrea & Taty Private Show

66% HD 2:00 / 6:53

Andrea & Taty Private Show

Flirt4Free 4 months ago

Cute Pretty Femboy

Cute Pretty Femboy

FapHouse 1 week ago

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