Training Videos - Trans (72,523)

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 10 months ago

anal playtime for the horny trans giantess

HD 0:29 / 19:43

anal playtime for the horny trans giantess

AnalVids 2 months ago

Good Dolls Need Cock Training

60% 0:30 / 12:50

Good Dolls Need Cock Training

Clips4sale 1 year ago

Sissy Slut - Dance to the Rhythm of My Single Tail - Real Time Session Recording

Sissy Slut - Dance to the Rhythm of My Single Tail - Real Time Session Recording

Clips4sale 3 years ago

Redhead Bitch Eats All My Latin Cock

63% HD 2:00 / 5:15

Redhead Bitch Eats All My Latin Cock

Flirt4Free 5 months ago

Punished sissy

56% HD 0:39 / 34:04

FapHouse 5 years ago

Vibrator Ruining in Nylon Catsuit

68% HD 0:10 / 14:52

Vibrator Ruining in Nylon Catsuit

Clips4sale 5 years ago

Fucking TS Sammy Valentine (MP4)

55% 0:13 / 13:03

Fucking TS Sammy Valentine (MP4)

Clips4sale 1 year ago

Master & Ithan Private Show

67% HD 2:00 / 28:44

Master & Ithan Private Show

Flirt4Free 1 year ago

Secret Sissy Winter Challenge

Secret Sissy Winter Challenge

LoyalFans 1 year ago

Sophia Loreen Private Show

62% 4K 2:00 / 15:20

Sophia Loreen Private Show

Flirt4Free 1 month ago

Gigi Ravine Make Her Step-Brother Fetch Her Bone Part 4 with Trans Femdom, Taboo, Foot Worship, Food

65% HD 0:22 / 12:01

Gigi Ravine Make Her Step-Brother Fetch Her Bone Part 4 with Trans Femdom, Taboo, Foot Worship, Food

Clips4sale 1 year ago

Skinny Submissive Ladyboy Self Anal Fisting and Slave Training

65% 1:01 / 24:06

Skinny Submissive Ladyboy Self Anal Fisting and Slave Training

FapHouse 1 year ago

PEGGING - Night Ferry Captain Anchors in Hidden Cove, Below Deck Bunk Strap-On Anal, Waves Rocking Every Thrust, Reach-Around Until You Cum (Erotic Audio)

HD 0:25 / 13:51

PEGGING - Night Ferry Captain Anchors in Hidden Cove, Below Deck Bunk Strap-On Anal, Waves Rocking Every Thrust, Reach-Around Until You Cum (Erotic Audio)

Clips4sale 17 hours ago

Shemale bunny fucked

HD 0:22 / 21:44

Shemale bunny fucked

QueensOfKink 1 year ago

Jhon & Derek & Chris Private Show

44% HD 2:00 / 32:48

Jhon & Derek & Chris Private Show

Flirt4Free 4 years ago

Step-Daddy Kyaa's Dick

56% HD 0:10 / 10:58

Step-Daddy Kyaa's Dick

LoyalFans 2 years ago

You're A Sissy Stripper JOI (Gogo Bar)

You're A Sissy Stripper JOI (Gogo Bar)

Clips4sale 1 week ago

Faggot Mall Fuck

43% 0:11 / 12:38

Faggot Mall Fuck

Clips4sale 3 years ago

MAGNIFICENT WEDDING BBC SISSYGASM!

Premium HD 19:08

MAGNIFICENT WEDDING BBC SISSYGASM!

Clips4sale 6 days ago

Sissy Plaps Her Balls with a High Speed Sex Machine

HD 0:39 / 11:13

Sissy Plaps Her Balls with a High Speed Sex Machine

FapHouse 2 months ago

Role Play Sex in the Bathroom

Role Play Sex in the Bathroom

Flirt4Free 3 years ago

Getting Dressed and Plugged with Sissy Maid Candy

60% 0:39 / 17:43

Getting Dressed and Plugged with Sissy Maid Candy

FapHouse 4 weeks ago

Sniff My Latex Arse & Pussy Ball Kicking CBT, Scent Fetish & Human Furniture Degradation

Sniff My Latex Arse & Pussy Ball Kicking CBT, Scent Fetish & Human Furniture Degradation

FapHouse 3 months ago

Brihana Boll Private Show

62% HD 2:00 / 55:18

Brihana Boll Private Show

Flirt4Free 10 months ago

Fuck Us Both Billy

73% HD 1:01 / 26:20

Fuck Us Both Billy

FapHouse 1 year ago

Bimbo Slut Training, Part 3: Double Foot Worship - Goddess Lilith

Bimbo Slut Training, Part 3: Double Foot Worship - Goddess Lilith

Clips4sale 9 months ago

3 Dommes, One Hole: Tanner's First Stretch

HD 0:30 / 22:27

3 Dommes, One Hole: Tanner's First Stretch

Clips4sale 5 months ago

30 Giorni per Diventare la Mia Sissy Perfetta ITA 720p

HD 0:25 / 11:08

30 Giorni per Diventare la Mia Sissy Perfetta ITA 720p

Clips4sale 2 months ago

Ryley Rails Dominates You

61% HD 1:01 / 13:17

Ryley Rails Dominates You

FapHouse 1 year ago

hot teen trans in chastity gapes ass with BBC and farts cum

65% 4K 0:19 / 11:21

hot teen trans in chastity gapes ass with BBC and farts cum

Clips4sale 1 year ago

Step Mom Sissification JOI CEI for Panty

54% HD 0:39 / 15:45

Step Mom Sissification JOI CEI for Panty

FapHouse 1 year ago

Nicolle & Christian Private Show

63% HD 2:00 / 14:19

Nicolle & Christian Private Show

Flirt4Free 1 year ago

Training Season Ft Slutty Stepdaddy Pt.1

HD 0:39 / 12:05

Training Season Ft Slutty Stepdaddy Pt.1

FapHouse 2 years ago

TS femslut banged by Dommes

49% 0:34 / 12:58

TS femslut banged by Dommes

Clips4sale 3 years ago

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (1440p)

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (1440p)

Clips4sale 1 year ago

Spanking and flogging of new sub (smallforphone)

65% 0:24 / 14:12

Spanking and flogging of new sub (smallforphone)

Clips4sale 3 years ago

Nurse domina fire inserts huge toy in patients ass

59% HD 0:39 / 20:12

Nurse domina fire inserts huge toy in patients ass

FapHouse 3 years ago

Corrine Dittmann Private Show

55% 4K 2:00 / 17:14

Corrine Dittmann Private Show

Flirt4Free 1 year ago

Victoria's New TV Slave - WMV - 1440

Victoria's New TV Slave - WMV - 1440

Clips4sale 2 years ago

Tempted in Damazonia's Garden: Bound & Gaped for a Pegnic feat. TS Jasmine Lotus

74% 0:30 / 19:48

Tempted in Damazonia's Garden: Bound & Gaped for a Pegnic feat. TS Jasmine Lotus

Clips4sale 1 year ago

CLEANING MISTRESS'S FRIENDS COCK

64% 4K 1:00 / 40:19

CLEANING MISTRESS'S FRIENDS COCK

Clips4sale 1 year ago

HOLY COCKMMUNION: Sister Exaltia’s MASSIVE COCK Gospel

65% HD 0:36 / 10:52

HOLY COCKMMUNION: Sister Exaltia’s MASSIVE COCK Gospel

Clips4sale 8 months ago

TS Training

67% HD 1:01 / 21:41

FapHouse 1 year ago

30 Days to Become a Barbie - Sissy Transformation - sissy training - sissy slut - femdom pov - encouraged bi - crossdresser - cock worship - MTF

46% HD 0:10 / 12:55

30 Days to Become a Barbie - Sissy Transformation - sissy training - sissy slut - femdom pov - encouraged bi - crossdresser - cock worship - MTF

LoyalFans 2 months ago

Do You Know How My Soles and Toes Feel?

66% HD 2:00 / 17:49

Do You Know How My Soles and Toes Feel?

Flirt4Free 3 years ago

You Need Sissy Tits

You Need Sissy Tits

Clips4sale 4 years ago

The Futa's Assistant

63% 1:01 / 13:05

The Futa's Assistant

FapHouse 8 months ago

Your Girlfriend Found a BIGGER Cock - Sissy, SPH, Cucking, Futa, Bully

64% 4K 0:30 / 18:59

Your Girlfriend Found a BIGGER Cock - Sissy, SPH, Cucking, Futa, Bully

Clips4sale 1 year ago

[Trans] Summertime!

55% VR 1:30 / 24:21

[Trans] Summertime!

VRPorn 2 years ago

Ava Venom Double Dom Electric Shock on Cock and Sounding Ft Satanatrix and Giselle Driller

Ava Venom Double Dom Electric Shock on Cock and Sounding Ft Satanatrix and Giselle Driller

Clips4sale 1 year ago

Ring for Blowjob

65% HD 0:29 / 10:01

Ring for Blowjob

Clips4sale 3 years ago

Here comes the sissy bride: Feminised by your wife to be

Here comes the sissy bride: Feminised by your wife to be

Clips4sale 5 years ago

SISSY SHAWNA IS A SLUTTY FAGGOT

69% HD 0:10 / 23:01

SISSY SHAWNA IS A SLUTTY FAGGOT

LoyalFans 3 years ago

Vicky Vixxx Sissifies The "Man" Of The House Part 1 - wmv

Vicky Vixxx Sissifies The "Man" Of The House Part 1 - wmv

Clips4sale 5 years ago

Huge Dildo Anal Fucking Session - Training my Sissy Hole SD

Huge Dildo Anal Fucking Session - Training my Sissy Hole SD

Clips4sale 1 year ago

Sissy maid slut training with my bestie Tsgirl Dani Marks how to fuck and learn with me

63% 0:54 / 11:02

Sissy maid slut training with my bestie Tsgirl Dani Marks how to fuck and learn with me

Clips4sale 1 year ago

THE TRAINING OF MY TS SLAVE GIRL *HD 1080*

49% HD 0:10 / 19:19

THE TRAINING OF MY TS SLAVE GIRL *HD 1080*

LoyalFans 2 years ago

White Nikes and Uncut Cock Footjob

White Nikes and Uncut Cock Footjob

Flirt4Free 3 years ago

Sissy Doll Turned Cam Slut

Sissy Doll Turned Cam Slut

Clips4sale 2 years ago

Jasmine_dlight & Pixie Vanora - Gaped Ass Used as a Toilet Woman Pee's in Ass, Then a Prolapse

Jasmine_dlight & Pixie Vanora - Gaped Ass Used as a Toilet Woman Pee's in Ass, Then a Prolapse

FapHouse 4 months ago

Suck your New StepDaddy a Prisoner in StepDaddys House Story

59% HD 0:28 / 16:24

Suck your New StepDaddy a Prisoner in StepDaddys House Story

Clips4sale 1 year ago

French - Sissification: MaquillÃ© habillÃ© comme une puteil ne plus manque plus que le camion

French - Sissification: MaquillÃ© habillÃ© comme une puteil ne plus manque plus que le camion

Clips4sale 3 weeks ago

Cruel Femdom Futanari’s Muscle Fuck

63% HD 1:01 / 20:59

Cruel Femdom Futanari’s Muscle Fuck

FapHouse 1 year ago

Sissy Anal Training with Huge Cock 1

Sissy Anal Training with Huge Cock 1

FapHouse 2 days ago

Trans Girl Fucks Your MTF Pussy

66% HD 0:25 / 12:26

Trans Girl Fucks Your MTF Pussy

Clips4sale 2 months ago

CREEK LOVERS

HD 0:10 / 52:16

LoyalFans 1 month ago

Faggot Cum Dumpster Training

44% 4K 0:27 / 11:49

Faggot Cum Dumpster Training

Clips4sale 1 year ago

princess preparing her ass before her mistress comes back home

Premium HD 14:31

princess preparing her ass before her mistress comes back home

Clips4sale 5 months ago

Futa Trains You To Have The Most Useless Cock - Ft Imilia Audley

Futa Trains You To Have The Most Useless Cock - Ft Imilia Audley

Clips4sale 10 months ago

Submissive Tgirl Suffers Mindfuck Electric Shock Timer Game

Premium HD 24:56

Submissive Tgirl Suffers Mindfuck Electric Shock Timer Game

Sheer 1 year ago

The pink sissy bimbofication

HD 0:38 / 10:08

The pink sissy bimbofication

Clips4sale 1 week ago

Anal Academy, Lesson#4 - How to Suck a Big Dick?

Anal Academy, Lesson#4 - How to Suck a Big Dick?

FapHouse 1 month ago

Resident Sissy Diaper Girls

Resident Sissy Diaper Girls

Clips4sale 3 months ago

Sissy Training Buttplug Play & Massagegun Plapping Cumshot in Chastity!

HD 1:01 / 26:04

Sissy Training Buttplug Play & Massagegun Plapping Cumshot in Chastity!

FapHouse 3 months ago

Suck Girl Cock and beg her Sperm

46% 0:16 / 7:24

Suck Girl Cock and beg her Sperm

Clips4sale 2 years ago

SHEMALE DOMINATION - 106 - SABRINA LINZ & RICK BITCH - CLIP 3 OF 4 - WMV

SHEMALE DOMINATION - 106 - SABRINA LINZ & RICK BITCH - CLIP 3 OF 4 - WMV

Clips4sale 2 days ago

RUBBERSLUT HIGH HEELS TRAINING - Hard Bondage & Humiliation for my LatexToy FULL SESSION HD

Premium HD 31:26

RUBBERSLUT HIGH HEELS TRAINING - Hard Bondage & Humiliation for my LatexToy FULL SESSION HD

Clips4sale 9 months ago

Sissy Club Slut: Deep Throating, Pegging, and More PART 1 OF 2 (1080p)

47% HD 0:30 / 21:43

Sissy Club Slut: Deep Throating, Pegging, and More PART 1 OF 2 (1080p)

Clips4sale 2 years ago

Small Femboy Tgirl Fucked by a Strapon Lesbian Femdom

55% 0:39 / 11:55

Small Femboy Tgirl Fucked by a Strapon Lesbian Femdom

FapHouse 10 months ago

Sissy Slut Sucks Cock for Huge Load of Cum Twice in a Row - Jessica Bloom

66% HD 0:39 / 23:39

Sissy Slut Sucks Cock for Huge Load of Cum Twice in a Row - Jessica Bloom

FapHouse 11 months ago

Baseball Training

69% 1:01 / 12:03

Baseball Training

FapHouse 5 months ago

Mia Nins & 6 Stars: Mega tgril Collab Finale - Dildo, Anal & Group sex

Premium 4K 15:20

Mia Nins & 6 Stars: Mega tgril Collab Finale - Dildo, Anal & Group sex

Clips4sale 1 week ago

Intense Pegging of Tgirl on Bondage Bench Leather Goddess

66% HD 1:01 / 10:59

Intense Pegging of Tgirl on Bondage Bench Leather Goddess

FapHouse 2 months ago

Panties CEI - Masturbation Instructions Wearing Panties, Pre-Cum Licking & Self-Facial - Loser Position Cum Eating Instruction - White Lingerie, Stockings & Garter Belt - A Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

41% HD 0:25 / 14:05

Panties CEI - Masturbation Instructions Wearing Panties, Pre-Cum Licking & Self-Facial - Loser Position Cum Eating Instruction - White Lingerie, Stockings & Garter Belt - A Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

Clips4sale 3 years ago

P2 VIRGIN DEEPTHROAT RIMMING SUB SEXSLAVE IN FULL CATSUIT PVC VINIL FETISHTRANSEXUAL

70% HD 0:20 / 10:17

P2 VIRGIN DEEPTHROAT RIMMING SUB SEXSLAVE IN FULL CATSUIT PVC VINIL FETISHTRANSEXUAL

Clips4sale 1 year ago

Gay porn addiction programming WMV

47% 0:11 / 6:07

Gay porn addiction programming WMV

Clips4sale 2 years ago

Deepthroat & Ass to Mouth - Training for Both

67% 1:01 / 13:22

Deepthroat & Ass to Mouth - Training for Both

FapHouse 1 month ago

Superman Roleplay Cam Show

HD 2:00 / 12:55

Superman Roleplay Cam Show

Flirt4Free 9 years ago

Foursome Group Sex Fuckfest

47% HD 0:39 / 40:56

Foursome Group Sex Fuckfest

FapHouse 7 months ago

Ruby Astrom Private Show

HD 2:00 / 57:31

Ruby Astrom Private Show

Flirt4Free 3 weeks ago

PEGGING - Bent Over Couch Deep Strap-On Ass Fucking Prostate Milking With Hard Thrusts Until Hands-Free Cum Then Made to Clean the Strapon With His Mouth (Erotic Audio)

PEGGING - Bent Over Couch Deep Strap-On Ass Fucking Prostate Milking With Hard Thrusts Until Hands-Free Cum Then Made to Clean the Strapon With His Mouth (Erotic Audio)

Clips4sale 2 months ago

(1080P) Star: My Perfect Pony Girl Part 2 – Star Earns Her Pony Tail - Vivienne l'Amour gives her Pony Girl a thorough PEGGING and FLOGGING to prepare her for her special TAIL BUTT PLUG

Premium HD 21:35

(1080P) Star: My Perfect Pony Girl Part 2 – Star Earns Her Pony Tail - Vivienne l'Amour gives her Pony Girl a thorough PEGGING and FLOGGING to prepare her for her special TAIL BUTT PLUG

Clips4sale 4 months ago

Sissy In Pink

Clips4sale 11 months ago

Nylon Bitchs Ruined Orgasm

Nylon Bitchs Ruined Orgasm

Clips 1 week ago

Sissy Training

FapHouse 4 years ago

Wild Sabrina Members-Only Show

64% HD 2:00 / 22:50

Wild Sabrina Members-Only Show

Flirt4Free 5 years ago

Maid to Suck

45% HD 1:01 / 16:15

FapHouse 3 months ago

Jaquelin Braxton Trains the Gym Rat with Her Cock!

HD 1:01 / 32:03

Jaquelin Braxton Trains the Gym Rat with Her Cock!

FapHouse 2 months ago

Shrunken Sissy Mindfuck: Tiny, Feminized & Broken by Your Goddess

HD 0:30 / 40:53

Shrunken Sissy Mindfuck: Tiny, Feminized & Broken by Your Goddess

Clips4sale 8 months ago

Immobilized slave at the mercy of two babes and a shemale wmv

Premium HD 10:29

Immobilized slave at the mercy of two babes and a shemale wmv

Clips4sale 3 days ago

The Power of My COCK

67% HD 0:29 / 9:22

The Power of My COCK

Clips4sale 1 year ago

Ava Venom and Two FemDoms Gangbang Submissive Bottom

66% 0:30 / 18:18

Ava Venom and Two FemDoms Gangbang Submissive Bottom

Clips4sale 1 year ago

4K - Hugest Cumshot Ever!! ~43cm~

75% 4K 0:13 / 24:57

4K - Hugest Cumshot Ever!! ~43cm~

Clips4sale 2 years ago

Diego Phoenix Private Show

57% 4K 2:00 / 13:55

Diego Phoenix Private Show

Flirt4Free 11 months ago

Chastity Cum and Squirt for Bnwo Sissy

Chastity Cum and Squirt for Bnwo Sissy

FapHouse 2 months ago

Trans Sissy French Maid Service Training

Premium HD 26:33

Trans Sissy French Maid Service Training

XNXXGold 11 months ago

Futanari Pegging BJ Food Humiliation HD

51% HD 0:20 / 18:34

Futanari Pegging BJ Food Humiliation HD

Clips4sale 4 years ago

Become a Cumdrinker for Princess (4k)

56% 4K 0:30 / 13:24

Become a Cumdrinker for Princess (4k)

Clips4sale 4 years ago

The Sissy Cunt Alina Take the Cum Her Owner Like Good Girl

60% HD 0:39 / 1:51

The Sissy Cunt Alina Take the Cum Her Owner Like Good Girl

FapHouse 1 year ago

Sophie Fantasy Private Show - Part 2

Sophie Fantasy Private Show - Part 2

Flirt4Free 3 months ago

My New Sissy Secretary

60% HD 0:29 / 11:58

My New Sissy Secretary

Clips4sale 2 years ago

Sissies Belong In Chastity (HD MP4)

53% 4K 0:30 / 15:17

Sissies Belong In Chastity (HD MP4)

Clips4sale 3 years ago

Sharing Sissy wife with BBC for rough ANAL fuck

Premium 4K 29:52

Sharing Sissy wife with BBC for rough ANAL fuck

Clips4sale 3 months ago

Trans on Trans: Ava Venom Tops Rose Venom She Cums Hands Free

63% HD 0:30 / 26:34

Trans on Trans: Ava Venom Tops Rose Venom She Cums Hands Free

Clips4sale 1 year ago

Stroke For Mistress Silly Sissy Stroker

Premium HD 7:56

Stroke For Mistress Silly Sissy Stroker

Clips4sale 3 days ago

Sissy Christmas Tree

55% 0:30 / 9:26

Sissy Christmas Tree

Clips4sale 10 months ago

Mistress Teases Cross-dressing Masochist with Cane and Hot Wax and Uses Nipple Clips to Enlarge and Train His Nipples

60% HD 0:39 / 26:04

Mistress Teases Cross-dressing Masochist with Cane and Hot Wax and Uses Nipple Clips to Enlarge and Train His Nipples

FapHouse 7 months ago

Liam Jacobson Private Show

62% HD 2:00 / 11:34

Liam Jacobson Private Show

Flirt4Free 10 months ago

Sissy Trapped in my Basement

HD 0:30 / 11:29

Sissy Trapped in my Basement

Clips4sale 3 months ago

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