Training Videos - Trans (7,023)

Feminization Fashion Show Training Part 1

69% HD 0:15 / 18:07

Feminization Fashion Show Training Part 1

Clips4sale 4 years ago

Top 10 Sissy Ideas 2023 (Pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

58% HD 0:29 / 21:54

Top 10 Sissy Ideas 2023 (Pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

Clips4sale 1 year ago

Sissy Task for Sissies

Sissy Task for Sissies

LoyalFans 1 year ago

LADY SCARLET - NYLON TRAP hd

Premium HD 25:42

LADY SCARLET - NYLON TRAP hd

Clips4sale 2 years ago

Lina Roselina Teases Sissy Joyce in the Jacuzzi

56% 4K 0:30 / 1:36

Lina Roselina Teases Sissy Joyce in the Jacuzzi

Clips4sale 1 year ago

My Step-Sister Made Me A Whore: Anal Rough Sex Petite British Slut Blowjob Training Fucking and Oiled Ass Tease

67% HD 0:55 / 24:48

My Step-Sister Made Me A Whore: Anal Rough Sex Petite British Slut Blowjob Training Fucking and Oiled Ass Tease

Clips4sale 1 year ago

Poledance instructor wants me to wreck her asshole

HD 0:29 / 16:04

Poledance instructor wants me to wreck her asshole

Clips4sale 1 year ago

Slut Training Part 2

Slut Training Part 2

LoyalFans 2 years ago

TS Isa Oliveira destroys Hex with extreme deep throat and merciless face fucking (720p ENG-sub) Trans Woman - Trans Cock Sucker - Trans Blowjob - Trans Domination

HD 0:31 / 14:25

TS Isa Oliveira destroys Hex with extreme deep throat and merciless face fucking (720p ENG-sub) Trans Woman - Trans Cock Sucker - Trans Blowjob - Trans Domination

Clips4sale 2 months ago

Eddy and Dani WT

Eddy and Dani WT

Clips4sale 2 years ago

Ring for Blowjob

65% HD 0:29 / 10:01

Ring for Blowjob

Clips4sale 3 years ago

What If I Had A Penis

46% HD 0:10 / 12:01

What If I Had A Penis

LoyalFans 3 months ago

Aliyahs first double foot job (SD 1080 wmv )

Aliyahs first double foot job (SD 1080 wmv )

Clips4sale 4 years ago

BDSM Blowjob with Artemis Asteria

65% HD 0:43 / 33:32

BDSM Blowjob with Artemis Asteria

Clips4sale 2 years ago

Giada Da Vinci fucks a horny slut with the help of her crossdresser friend, bisexual, cock sucking, strap-on, make me bi, bisexual encouragement

67% HD 0:28 / 9:06

Giada Da Vinci fucks a horny slut with the help of her crossdresser friend, bisexual, cock sucking, strap-on, make me bi, bisexual encouragement

Clips4sale 1 year ago

P5 AUDITION STRAIGHT SUB LATEX WHORE BAREBACK FUCKING CREAMPIE CATSUIT

HD 0:20 / 10:21

P5 AUDITION STRAIGHT SUB LATEX WHORE BAREBACK FUCKING CREAMPIE CATSUIT

Clips4sale 2 months ago

Sissy Shopping Rules for Good Girls – Feminization Training by Goddess Nikki Kit

63% HD 0:20 / 5:04

Sissy Shopping Rules for Good Girls – Feminization Training by Goddess Nikki Kit

Clips4sale 1 year ago

Stepmom's Panty Sissy

60% 0:11 / 13:28

Stepmom's Panty Sissy

Clips4sale 2 years ago

Aromatic Futa POV sex - JOI CEI

66% 0:20 / 10:25

Aromatic Futa POV sex - JOI CEI

Clips4sale 1 year ago

Caught My Boyfriend Cheating With A Tranny Part 2

54% HD 0:25 / 12:11

Caught My Boyfriend Cheating With A Tranny Part 2

Clips4sale 3 years ago

You Will Transition After This Video (Effective MTF Sissification) [MOV Format]

57% 0:59 / 14:35

You Will Transition After This Video (Effective MTF Sissification) [MOV Format]

Clips4sale 7 months ago

FEMINIZED 1 month as my wife

FEMINIZED 1 month as my wife

Clips4sale 3 days ago

Man Catcher Part 7 *MOV*

66% HD 0:18 / 11:16

Man Catcher Part 7 *MOV*

Clips4sale 2 years ago

JOI! Big dicks! Self facial! Wanna?

45% 0:11 / 6:37

JOI! Big dicks! Self facial! Wanna?

Clips4sale 5 years ago

Bound Stuffed and Milked - Kendra + Goddess Tangent wmv

56% HD 0:11 / 19:01

Bound Stuffed and Milked - Kendra + Goddess Tangent wmv

Clips4sale 4 years ago

Cummy Classroom Sissy Slut Tgirl Panty Loads

58% 0:11 / 14:08

Cummy Classroom Sissy Slut Tgirl Panty Loads

Clips4sale 3 years ago

Milking My Rubber Slut (1080p)

66% HD 0:01 / 10:02

Milking My Rubber Slut (1080p)

Clips4sale 4 years ago

Jasmin's First Pegging- Bimbo Cheerleader Spitroasted (720p)

57% HD 0:30 / 19:21

Jasmin's First Pegging- Bimbo Cheerleader Spitroasted (720p)

Clips4sale 1 year ago

Coaching You into M-to-F Transition

66% 4K 0:29 / 18:54

Coaching You into M-to-F Transition

Clips4sale 1 year ago

Double-Domme Foot worship with a sexy slut!

Double-Domme Foot worship with a sexy slut!

Clips4sale 2 years ago

Sissification: Men’s Pleasure

Sissification: Men’s Pleasure

LoyalFans 2 years ago

Clean my dirty feet with the same dirty mouth you have been using to lie to mum and me for all these years - Nasty Natascha and her Sissy Dad - HD MP4 Clip

Premium HD 6:00

Clean my dirty feet with the same dirty mouth you have been using to lie to mum and me for all these years - Nasty Natascha and her Sissy Dad - HD MP4 Clip

Clips4sale 4 years ago

Why NOW, You Married Faggot?

HD 0:30 / 32:21

Why NOW, You Married Faggot?

Clips4sale 7 months ago

Cum Without Hands - Just My Cock and Your Brain

HD 0:55 / 12:27

Cum Without Hands - Just My Cock and Your Brain

Clips4sale 4 weeks ago

High Heels Love Tongue Worship (720p)

High Heels Love Tongue Worship (720p)

Clips4sale 1 week ago

RENEES FOOTSLAVE(S) - PART 1

65% 0:08 / 7:39

RENEES FOOTSLAVE(S) - PART 1

Clips4sale 5 years ago

Femization Lesson POV Femdom with Madame Juliette

53% 0:12 / 10:04

Femization Lesson POV Femdom with Madame Juliette

Clips4sale 3 years 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

You Are Nothing, DVD For Download

55% 0:55 / 47:24

You Are Nothing, DVD For Download

Clips4sale 4 years ago

Mistress in latex Gloves Shaving Hairy Cock of Submissive Sissy Slut in nylon Stockings - Feminization of the Straight Man, Sissy Slut Doggystyle with Hairy Ass, Mistress Tease Horny Dick, Home Barbershop 4k

4K 0:23 / 11:38

Mistress in latex Gloves Shaving Hairy Cock of Submissive Sissy Slut in nylon Stockings - Feminization of the Straight Man, Sissy Slut Doggystyle with Hairy Ass, Mistress Tease Horny Dick, Home Barbershop 4k

Clips4sale 7 months ago

Making The Gimp Gag [Bisexual Slave Training]

Making The Gimp Gag [Bisexual Slave Training]

Clips4sale 2 years ago

Slavena & Lady Valeska & Lusinta Sissy-MAID services

57% 4K 0:11 / 15:17

Slavena & Lady Valeska & Lusinta Sissy-MAID services

Clips4sale 4 years ago

4K - My Femboy Elf GF sent me an NSFW video while I was at work and ruined herself - Strawberry Wonderland EP 3

4K 0:29 / 32:42

4K - My Femboy Elf GF sent me an NSFW video while I was at work and ruined herself - Strawberry Wonderland EP 3

Clips4sale 1 day ago

Futa porn and gay self acceptance - GAY

Futa porn and gay self acceptance - GAY

Clips4sale 3 years ago

Sissy Candy Part 2: Deepening the Triggers â€“ Pop, Porn & Pure Envy

HD 0:30 / 40:29

Sissy Candy Part 2: Deepening the Triggers â€“ Pop, Porn & Pure Envy

Clips4sale 6 months ago

Practice Makes Perfect: Anal JOI

62% 4K 0:13 / 15:12

Practice Makes Perfect: Anal JOI

Clips4sale 3 years ago

Training Camp No More Pussy – Only She-Cock

57% HD 0:25 / 6:25

Training Camp No More Pussy – Only She-Cock

Clips4sale 1 month ago

Step-Son Bullied into Becoming Neighborhood Sissy Maid SD

HD 0:30 / 12:00

Step-Son Bullied into Becoming Neighborhood Sissy Maid SD

Clips4sale 10 months ago

Il contratto da Sissy - The Sissy's slut contract #2 (MOBILE VERSION WMV)

HD 0:11 / 35:01

Il contratto da Sissy - The Sissy's slut contract #2 (MOBILE VERSION WMV)

Clips4sale 2 years ago

SHARED WIFE, OWNED COCK

HD 0:35 / 12:11

SHARED WIFE, OWNED COCK

Clips4sale 7 months ago

Sissy Slut Test *Mp4*

Sissy Slut Test *Mp4*

Clips4sale 1 year ago

Transforming into Stepmommys Sissy

Transforming into Stepmommys Sissy

Clips4sale 4 years ago

Diaper Prisoner Orientation for Step-Daddy

55% 0:27 / 22:36

Diaper Prisoner Orientation for Step-Daddy

Clips4sale 1 year ago

Total Sissy Amnesia

61% HD 0:30 / 13:15

Total Sissy Amnesia

Clips4sale 9 months ago

LILY DUPONT : MY GIRLFRIEND LIK MY PUSSY AND MY ASSHOLE

LILY DUPONT : MY GIRLFRIEND LIK MY PUSSY AND MY ASSHOLE

Clips4sale 9 months ago

Ewww Toilet Pervert Takes the Yellow

59% HD 0:38 / 11:34

Ewww Toilet Pervert Takes the Yellow

Clips4sale 4 months ago

Hellish Aroma Trapdoor

62% 0:41 / 9:03

Hellish Aroma Trapdoor

Clips4sale 11 months ago

Bondage Sissy Bitch - 720HD

Bondage Sissy Bitch - 720HD

Clips4sale 3 years ago

(4K) Sissy Gamer Gurl: Femdom Huge Dildo Anal Pegging Part 2 of 3

66% 4K 0:30 / 13:51

(4K) Sissy Gamer Gurl: Femdom Huge Dildo Anal Pegging Part 2 of 3

Clips4sale 2 years ago

Kinky Bitch - sissy training part 1

68% 4K 0:43 / 12:10

Kinky Bitch - sissy training part 1

Clips4sale 4 months ago

BRAINJACKED BY SHEMALES

47% HD 0:10 / 11:04

BRAINJACKED BY SHEMALES

LoyalFans 1 year ago

Witch Turns You Into A Sissy Maid To Pay Off Your Debt

Witch Turns You Into A Sissy Maid To Pay Off Your Debt

Clips4sale 2 years ago

End Your European Heritage

53% HD 0:30 / 14:57

End Your European Heritage

Clips4sale 11 months ago

Slut Training with a Trans Mistress

Premium 4K 17:32

Slut Training with a Trans Mistress

Clips4sale 2 years ago

Cock Stuffed Beta w Little Puck

HD 0:10 / 10:32

Cock Stuffed Beta w Little Puck

LoyalFans 2 years ago

Filled With Lost Bet Regret

55% 0:11 / 15:15

Filled With Lost Bet Regret

Clips4sale 3 years ago

Rub Your Sissy Clitty for Mistress

63% 0:11 / 7:44

Rub Your Sissy Clitty for Mistress

Clips4sale 3 years ago

Femdom Ts Pool Party Fuck Fest wmv

51% HD 0:11 / 26:16

Femdom Ts Pool Party Fuck Fest wmv

Clips4sale 4 years ago

Pegging gangbang for naughty students

59% 0:21 / 12:59

Pegging gangbang for naughty students

Clips4sale 3 years ago

POV CATSUIT SHEMALE MISTRESS SUB EXPERT RIMMING ON THRONE P2

HD 0:21 / 10:35

POV CATSUIT SHEMALE MISTRESS SUB EXPERT RIMMING ON THRONE P2

Clips4sale 1 year ago

Sissy Task 2 Trans Lola Minaj Sisst Trans Dom MP4SD

Sissy Task 2 Trans Lola Minaj Sisst Trans Dom MP4SD

Clips4sale 3 years ago

post bimbofication surgery training INTERACTIVE

60% 0:30 / 13:45

post bimbofication surgery training INTERACTIVE

Clips4sale 1 year ago

Double Dom Spit Roasted by TS Giselle Driller and FemDom Veronica Vixen

Double Dom Spit Roasted by TS Giselle Driller and FemDom Veronica Vixen

Clips4sale 1 year ago

Permanent Punisher

66% 0:06 / 8:14

Permanent Punisher

Clips4sale 9 months ago

hung purple haired tgirl rides BBC and strokes her huge cock

74% 4K 0:10 / 8:23

hung purple haired tgirl rides BBC and strokes her huge cock

Clips4sale 1 year ago

How to become a slutty Sissy Bitch *HD*

How to become a slutty Sissy Bitch *HD*

Clips4sale 1 year ago

Sissy Training! I wanna full pleasure, I am your Mistress (720p)

61% 4K 0:25 / 44:36

Sissy Training! I wanna full pleasure, I am your Mistress (720p)

Clips4sale 1 year ago

Being a Girl Is More Fun - 4K MP4

4K 0:17 / 10:29

Being a Girl Is More Fun - 4K MP4

Clips4sale 1 year ago

SISSYBB IS A CERTIFIED HOMOSEXUAL: EXPOSURE-FANTASY

SISSYBB IS A CERTIFIED HOMOSEXUAL: EXPOSURE-FANTASY

LoyalFans 3 years ago

Sissy Maid's caning punishment WL1718

71% 0:10 / 19:38

Sissy Maid's caning punishment WL1718

Clips4sale 2 years ago

SISSY STRIP CLUB #3: FUCKING THE SISSIES

66% HD 0:31 / 9:57

SISSY STRIP CLUB #3: FUCKING THE SISSIES

Clips4sale 4 years ago

It's Time To Transition (480p)

55% HD 0:12 / 13:06

It's Time To Transition (480p)

Clips4sale 1 year ago

Let Me Whip You into Shape at my Booty Camp

HD 0:11 / 12:20

Let Me Whip You into Shape at my Booty Camp

Clips4sale 4 years ago

Puppy Girl Oral Training + Spit Play

58% HD 0:24 / 6:11

Puppy Girl Oral Training + Spit Play

Clips4sale 3 years ago

Bondage Sissy Bitch - 1080HD

Bondage Sissy Bitch - 1080HD

Clips4sale 3 years ago

Pathetic Sissy Faggot

61% 0:11 / 14:17

Pathetic Sissy Faggot

Clips4sale 3 years ago

Sizeable Dilemma1

46% HD 0:10 / 13:13

Sizeable Dilemma1

LoyalFans 5 years ago

KaneVision vs Felix Stone Competitive Wrestling

KaneVision vs Felix Stone Competitive Wrestling

Clips4sale 5 years ago

Your Gay Affair Training Tasks

66% HD 0:29 / 10:42

Your Gay Affair Training Tasks

Clips4sale 1 year ago

Sissy humiliation

51% 4K 0:29 / 12:20

Sissy humiliation

Clips4sale 5 years ago

8K - OCEX - Dark Egyptian Queen

55% 4K 0:23 / 29:39

8K - OCEX - Dark Egyptian Queen

Clips4sale 1 year ago

trans snowbunny gets filled up by BBC and cums in flat cage

70% 4K 0:13 / 9:01

trans snowbunny gets filled up by BBC and cums in flat cage

Clips4sale 1 year ago

High Heels Love Tongue Worship (1080p)

64% HD 0:30 / 7:06

High Heels Love Tongue Worship (1080p)

Clips4sale 1 year ago

4K - My Femboy Elf GF sent me an NSFW video while I was at work and ruined herself - Strawberry Wonderland EP 3 (mini version)

4K - My Femboy Elf GF sent me an NSFW video while I was at work and ruined herself - Strawberry Wonderland EP 3 (mini version)

Clips4sale 1 day ago

Slut Training PT1 - That Mouth is doing a poor job - 480P

65% 0:15 / 8:05

Slut Training PT1 - That Mouth is doing a poor job - 480P

Clips4sale 2 years ago

CLEANING MISTRESS'S FRIENDS COCK

64% 4K 1:00 / 40:19

CLEANING MISTRESS'S FRIENDS COCK

Clips4sale 1 year ago

Demonic Futa nun will fuck you and convert you to become a Satanist - FUTANARI , POV, ANAL, BLASPHEMY

62% 0:18 / 9:29

Demonic Futa nun will fuck you and convert you to become a Satanist - FUTANARI , POV, ANAL, BLASPHEMY

Clips4sale 1 year ago

Helloween filthy BDSM Party - Orgy - Full - FEMDOM - SPH - Tranny - Big Butt - Humiliation - Part 3

66% 4K 0:55 / 17:30

Helloween filthy BDSM Party - Orgy - Full - FEMDOM - SPH - Tranny - Big Butt - Humiliation - Part 3

Clips4sale 10 months 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 2 years ago

Three Goddesses Strapons for the naked Slave / Drei Riesen Umschnalldildos zum Lutschen für den nackten Sklaven

45% HD 0:10 / 9:26

Three Goddesses Strapons for the naked Slave / Drei Riesen Umschnalldildos zum Lutschen für den nackten Sklaven

LoyalFans 3 years ago

THE TRAINING OF MY TS SLAVE GIRL PT 2 *HD 1080*

58% HD 0:10 / 7:00

THE TRAINING OF MY TS SLAVE GIRL PT 2 *HD 1080*

LoyalFans 2 years ago

Mistress Lady Renee - Fucking sissy - mp4

Mistress Lady Renee - Fucking sissy - mp4

Clips4sale 2 years ago

Sissy Poses Become Permanent

Sissy Poses Become Permanent

LoyalFans 2 years ago

FUTA LESBIANS CONVERT YOU shemales hunt and convert you

54% HD 0:10 / 38:18

FUTA LESBIANS CONVERT YOU shemales hunt and convert you

LoyalFans 7 months ago

TO BE A ROPEBUNNY SUITS YOU WELL

69% 0:12 / 11:23

TO BE A ROPEBUNNY SUITS YOU WELL

Clips4sale 1 year ago

Fuck It, Fill It, Then Eat Every Drop For Me

Premium HD 11:28

Fuck It, Fill It, Then Eat Every Drop For Me

Clips4sale 3 months ago

ABH054 Sweet girl in chastity riding dildo and play vibrator until cum

67% HD 0:29 / 35:43

ABH054 Sweet girl in chastity riding dildo and play vibrator until cum

Clips4sale 4 years ago

caged sissy whore fucked senseless by BBC sex machine cums

63% 0:21 / 14:27

caged sissy whore fucked senseless by BBC sex machine cums

Clips4sale 1 year ago

Bimbo FuckDoll Pegged

55% 0:25 / 11:04

Bimbo FuckDoll Pegged

Clips4sale 1 year ago

Sissy Slut Fucked And Drained Stage 1 (MP4)

64% 0:12 / 17:37

Sissy Slut Fucked And Drained Stage 1 (MP4)

Clips4sale 8 months ago

Penny Barber and Lucy Hart Use the Gym Slut

63% 0:11 / 26:29

Penny Barber and Lucy Hart Use the Gym Slut

Clips4sale 2 years ago

PetGirl Helps Initiate Scared Newbie

42% HD 0:10 / 12:29

PetGirl Helps Initiate Scared Newbie

Clips4sale 3 years ago

Sissy School Punishment Room

58% HD 0:29 / 15:31

Sissy School Punishment Room

Clips4sale 1 year ago

IT’S NOT MY FAULT

46% 4K 0:25 / 14:07

IT’S NOT MY FAULT

Clips4sale 3 years ago

Step-mommy's yoga class sissy WMV

46% HD 0:24 / 7:10

Step-mommy's yoga class sissy WMV

Clips4sale 1 year ago

Latex Doll Toy Training (1080p)

HD 0:30 / 12:46

Latex Doll Toy Training (1080p)

Clips4sale 1 year ago

Sissy Roommate Girly JOI

42% 0:14 / 10:33

Sissy Roommate Girly JOI

Clips4sale 1 year ago

The Contract Fucker Part 2 (WMV HD)

The Contract Fucker Part 2 (WMV HD)

Clips4sale 1 year ago

My Collared and Kept Pet - 1080p

HD 0:17 / 12:19

My Collared and Kept Pet - 1080p

Clips4sale 3 years ago

Mistress Lady Renee - Prepping the whore for action - wmv

55% 0:16 / 11:33

Mistress Lady Renee - Prepping the whore for action - wmv

Clips4sale 1 year ago

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7,023 results found

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