Training Videos - Trans (6,899)

TS Cock and 2 large Strapons made to suck with Arms suspended up

TS Cock and 2 large Strapons made to suck with Arms suspended up

Clips4sale 3 years ago

Doctor B consults with her SMALLEST patient to Date

Doctor B consults with her SMALLEST patient to Date

Clips4sale 2 years ago

Birthday Bi Party - Part Four - 2 - MP4

Birthday Bi Party - Part Four - 2 - MP4

Clips4sale 3 years ago

Worship Kyaa's Dick - 720p MP4

HD 0:11 / 10:58

Worship Kyaa's Dick - 720p MP4

Clips4sale 2 years ago

Birthday Bi Party - Part Four - 3 - WMV (HD)

Birthday Bi Party - Part Four - 3 - WMV (HD)

Clips4sale 3 years ago

Birthday Bi Party - Part Four - Full - MP4 (HD)

HD 0:20 / 10:01

Birthday Bi Party - Part Four - Full - MP4 (HD)

Clips4sale 3 years ago

Sissy Training Gives You Purpose

Sissy Training Gives You Purpose

Clips4sale 2 years ago

AMATEUR RIMMING SUCKING DEEPTHROAT LEATHER JACKET WITH CUM SHOT P3

HD 0:20 / 10:28

AMATEUR RIMMING SUCKING DEEPTHROAT LEATHER JACKET WITH CUM SHOT P3

Clips4sale 2 years ago

Made To Eat His Own Cum (720p)

Made To Eat His Own Cum (720p)

Clips4sale 2 years ago

Permanent feminization

Permanent feminization

Clips4sale 2 years ago

Sissy dick sucking lessons - Encouraged Bi

Sissy dick sucking lessons - Encouraged Bi

Clips4sale 2 years ago

Staying In

HD 0:28 / 31:06

Clips4sale 2 years ago

Mrs Nara Sissification Training - Complete: A one-way trip from Boy to Slut (1080 EN-sub)

HD 0:47 / 50:04

Mrs Nara Sissification Training - Complete: A one-way trip from Boy to Slut (1080 EN-sub)

Clips4sale 2 years ago

Beta to Sissy Custom Clip

63% 0:09 / 10:00

Beta to Sissy Custom Clip

Clips4sale 2 years ago

You always wish become a woman!

You always wish become a woman!

Clips4sale 2 years ago

Sissy you belong to Me!

Sissy you belong to Me!

Clips4sale 2 years ago

Jen crossdresses you for the night POV_wmv_

Premium HD 7:27

Jen crossdresses you for the night POV_wmv_

Clips4sale 2 years ago

4K - HUGE GIRL SEMEN CANNON!! FIRE!! ~Your estrous Zombie pet girl~

4K 0:09 / 30:06

4K - HUGE GIRL SEMEN CANNON!! FIRE!! ~Your estrous Zombie pet girl~

Clips4sale 2 years ago

Man Catcher - the punishment collar *MOV*

61% HD 0:22 / 11:30

Man Catcher - the punishment collar *MOV*

Clips4sale 2 years ago

Dress Up and Makeup Tutorial For Sissies - Mari Merlowe 4K

4K 0:10 / 11:19

Dress Up and Makeup Tutorial For Sissies - Mari Merlowe 4K

Clips4sale 2 years ago

Pegging My Sissy Slut

HD 0:26 / 17:36

Pegging My Sissy Slut

Clips4sale 2 years ago

i was so horny i had to fuck my big ass

i was so horny i had to fuck my big ass

Clips4sale 2 years ago

Wheel of Fortune

Wheel of Fortune

Clips4sale 2 years ago

S3 EP8 HOPELESS STRAIGHT MARRIED MAN EATING HOLE FUCKING TASTING HIS OWN CUM P2

HD 0:20 / 10:25

S3 EP8 HOPELESS STRAIGHT MARRIED MAN EATING HOLE FUCKING TASTING HIS OWN CUM P2

Clips4sale 2 years ago

4K - FULL CREAM COMPILATION NEO 3

59% 4K 0:08 / 44:51

4K - FULL CREAM COMPILATION NEO 3

Clips4sale 2 years ago

Sissy Trainer Teacher Part 2

66% HD 0:29 / 6:46

Sissy Trainer Teacher Part 2

Clips4sale 2 years ago

4K - Thick hot cumshot with vibrator

4K 0:08 / 26:56

4K - Thick hot cumshot with vibrator

Clips4sale 2 years ago

Cross dress in a sexy suit pantyhose and feel like a woman

Cross dress in a sexy suit pantyhose and feel like a woman

Clips4sale 2 years ago

Crowned Anal Princess

Crowned Anal Princess

LoyalFans 2 years ago

fucking my big sissy ass and gape with a hollow plug

fucking my big sissy ass and gape with a hollow plug

Clips4sale 2 years ago

Evil Lohan: Smokin' with Sissy

Evil Lohan: Smokin' with Sissy

Clips4sale 2 years ago

Your Gayboi Secrets Are Getting So Big! Fetish Erotic Audio Crossdressing Humiliation Exposure-fantasy

Your Gayboi Secrets Are Getting So Big! Fetish Erotic Audio Crossdressing Humiliation Exposure-fantasy

Clips4sale 2 years ago

Closet Sissy JOI Countdown

Closet Sissy JOI Countdown

Clips4sale 2 years ago

Alpha couple Nara and Hex welcome their new TS Maid - Part 1 (720 EN-sub)

Premium HD 16:08

Alpha couple Nara and Hex welcome their new TS Maid - Part 1 (720 EN-sub)

Clips4sale 2 years ago

4K - Maid Cafe Strawberry Vol 6

4K 0:21 / 12:30

4K - Maid Cafe Strawberry Vol 6

Clips4sale 2 years ago

Jen crossdresses you for the night POV

Jen crossdresses you for the night POV

Clips4sale 2 years ago

First Time Feminization With A New Pegging Slut

48% HD 0:10 / 25:18

First Time Feminization With A New Pegging Slut

LoyalFans 2 years ago

Ignored Sub Stretches w Fantasy Dildos

HD 0:10 / 12:48

Ignored Sub Stretches w Fantasy Dildos

Clips4sale 2 years ago

i Want My Cum

Clips4sale 2 years ago

Sissy Secrets

Clips4sale 2 years ago

Supergirl In: Crossfire Part 4 - Foot Massage &amp; Worship (STANDARD WMV)

Supergirl In: Crossfire Part 4 - Foot Massage &amp; Worship (STANDARD WMV)

Clips4sale 2 years ago

Sissy Cumming in Chastity JOI CEI

58% HD 0:25 / 8:11

Sissy Cumming in Chastity JOI CEI

Clips4sale 2 years ago

It's Ok to Be Gay

It's Ok to Be Gay

Clips4sale 2 years ago

P3 DRESSING SERVICES DEEPTHROAT AND FUCKING SUB SLAVE IN RUBBER BREASTS PVC BOOTS DEEPTHROAT FUCKING WHORE

4K 0:20 / 10:16

P3 DRESSING SERVICES DEEPTHROAT AND FUCKING SUB SLAVE IN RUBBER BREASTS PVC BOOTS DEEPTHROAT FUCKING WHORE

Clips4sale 2 years ago

4K - Lusty Shower Vol12

4K 0:08 / 30:21

4K - Lusty Shower Vol12

Clips4sale 2 years ago

4K - Glasses Girl 2

Premium 4K 14:07

4K - Glasses Girl 2

Clips4sale 1 year ago

Very Special Gay Sissy Tasks for Pride

Premium 4K 10:49

Very Special Gay Sissy Tasks for Pride

Clips4sale 1 year ago

P4 HALLOWEEN BLACK AND ORANGE CATSUIT TWINK LATEX FEMMEBOI TEASING KISSING DEEPTHROAT TAKING CONDOM OFF SHEMALE

63% HD 0:20 / 10:12

P4 HALLOWEEN BLACK AND ORANGE CATSUIT TWINK LATEX FEMMEBOI TEASING KISSING DEEPTHROAT TAKING CONDOM OFF SHEMALE

Clips4sale 1 year ago

Trans Cock Obsession

Trans Cock Obsession

LoyalFans 1 year ago

POV Pegged By Kendra UHD

4K 0:30 / 10:00

POV Pegged By Kendra UHD

Clips4sale 1 year ago

Feminized for Halloween party

HD 0:30 / 10:15

Feminized for Halloween party

Clips4sale 1 year ago

MIA LIVES OUT HER FANTASY WITH NAOMI ROUGE

MIA LIVES OUT HER FANTASY WITH NAOMI ROUGE

Clips4sale 2 years ago

I Turn My Fuck Machine Up As HIgh As I Could Take It

I Turn My Fuck Machine Up As HIgh As I Could Take It

Clips4sale 1 year ago

4K - Gamer Femboy, FINISH HER!

61% 4K 0:13 / 25:39

4K - Gamer Femboy, FINISH HER!

Clips4sale 1 year ago

ONCE YOU BAREBACK ALWAYS BAREBACK PURE FUCKING cumshot FETISH CLOTING 5

ONCE YOU BAREBACK ALWAYS BAREBACK PURE FUCKING cumshot FETISH CLOTING 5

Clips4sale 1 year ago

Sissy Reprogramming Meditation - Audio Only MP3

HD 0:22 / 10:53

Sissy Reprogramming Meditation - Audio Only MP3

Clips4sale 1 year ago

Step mommy teases feminized sissy

Step mommy teases feminized sissy

Clips4sale 1 year ago

Sophia Quinn Worships And Gags On My Feet (HD1080 WMV)

Sophia Quinn Worships And Gags On My Feet (HD1080 WMV)

Clips4sale 1 year ago

Horny trans girl fucks herself with machine

Horny trans girl fucks herself with machine

Clips4sale 1 year ago

The Cocksucking Spell WMV

The Cocksucking Spell WMV

Clips4sale 1 year ago

Autogynephilia - 720 WMV

HD 0:11 / 12:02

Autogynephilia - 720 WMV

Clips4sale 4 years ago

BONDAGE AND BLOWJOB TRAINING FOR THE SLUT

BONDAGE AND BLOWJOB TRAINING FOR THE SLUT

Clips4sale 3 years ago

double trouble with Goth Delilah & Madame Vanquish

4K 0:27 / 22:54

double trouble with Goth Delilah & Madame Vanquish

Clips4sale 3 years ago

Evil Lohan: Pegging and strap fucking by two Dommes (720)

HD 0:11 / 27:10

Evil Lohan: Pegging and strap fucking by two Dommes (720)

Clips4sale 3 years ago

Mary and Bright for Christmas-a sissy-feminization-sissy training-bi encouragement assignment clip

Mary and Bright for Christmas-a sissy-feminization-sissy training-bi encouragement assignment clip

Clips4sale 3 years ago

12 DAYS OF GAY-MAS! DAY 2

4K 0:25 / 10:21

12 DAYS OF GAY-MAS! DAY 2

Clips4sale 3 years ago

OVER 3 MINUTES PURE SHEMALE MASTER DEEPTHROAT SLAVE P1 TO 7

OVER 3 MINUTES PURE SHEMALE MASTER DEEPTHROAT SLAVE P1 TO 7

Clips4sale 3 years ago

FEMDOM PORN WITH RENEE: SHOESNIFFING, SHOEGAGGED & BAGGED

HD 0:15 / 12:48

FEMDOM PORN WITH RENEE: SHOESNIFFING, SHOEGAGGED & BAGGED

Clips4sale 4 years ago

Lets see if you can pleasure my crossdresser friend - Miss Honour May - MP4 SD

Premium HD 11:00

Lets see if you can pleasure my crossdresser friend - Miss Honour May - MP4 SD

Clips4sale 4 years ago

Locktober Tgirl Fucktoy Double Domination Part 3 Fucked to the Edge

Locktober Tgirl Fucktoy Double Domination Part 3 Fucked to the Edge

Clips4sale 4 years ago

Your FemBoy Secret - CUT (MP4)

Premium HD 14:02

Your FemBoy Secret - CUT (MP4)

Clips4sale 4 years ago

The Punishment of Dee; Fucking Machine 4

56% HD 0:11 / 8:12

The Punishment of Dee; Fucking Machine 4

Clips4sale 4 years ago

Mini Me Social Media Challenge

Mini Me Social Media Challenge

Clips4sale 4 years ago

Taboo Foot Job (SD 1080 WMV)

HD 0:20 / 11:30

Taboo Foot Job (SD 1080 WMV)

Clips4sale 4 years ago

Sissy Cartoon Screen Saver

57% HD 0:26 / 5:48

Sissy Cartoon Screen Saver

Clips4sale 4 years ago

Tea Time

HD 0:29 / 20:31

Clips4sale 4 years ago

Dominating My Fuck Doll TS Nikki Lilith - 1080 WMV

HD 0:30 / 25:22

Dominating My Fuck Doll TS Nikki Lilith - 1080 WMV

Clips4sale 4 years ago

New Years Eve Party

63% 0:30 / 14:53

New Years Eve Party

Clips4sale 1 year ago

TRANS SHEMALE FANTASY (ITA)

53% HD 0:10 / 12:24

TRANS SHEMALE FANTASY (ITA)

LoyalFans 1 year ago

sissification tasks with MistressVictoria (SISSY TRAINING)

sissification tasks with MistressVictoria (SISSY TRAINING)

LoyalFans 1 year ago

Trans slave wants to cum on time

63% 0:19 / 10:30

Trans slave wants to cum on time

Clips4sale 1 year ago

Kinky Mistress POV instructions

HD 0:10 / 16:43

Kinky Mistress POV instructions

Clips4sale 1 year ago

futa step-mommy's free use pet pov loving, degrading pegging

58% HD 0:10 / 11:07

futa step-mommy's free use pet pov loving, degrading pegging

LoyalFans 1 year ago

CUM injection and BIG TOYS for the perfect PEGGING SISSYGASM!

68% HD 0:30 / 17:28

CUM injection and BIG TOYS for the perfect PEGGING SISSYGASM!

Clips4sale 1 year ago

Pegging Reward For Public Bisexual Display: POV Strap-on, Praising Dirty Talk And Cum Encouragement

Pegging Reward For Public Bisexual Display: POV Strap-on, Praising Dirty Talk And Cum Encouragement

Clips4sale 1 year ago

SISSY ACADEMY

Clips4sale 1 year ago

GODDESS SLUMBER PARTY - FULL EXPERIENCE

GODDESS SLUMBER PARTY - FULL EXPERIENCE

Clips4sale 1 year ago

[Uncultured] Your Taste is Bad, but I can Help (Mobile Version)

HD 0:36 / 10:07

[Uncultured] Your Taste is Bad, but I can Help (Mobile Version)

Clips4sale 2 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

Reverse Psychology - Transform Into Best Sissy Shemale Slut! Step 1

HD 0:30 / 25:06

Reverse Psychology - Transform Into Best Sissy Shemale Slut! Step 1

Clips4sale 1 year ago

Multiple Orgasm Masochist: Bondage BBW Gets Fingered and Hitachi Under Orgasm Control Slut Training

Premium HD 33:46

Multiple Orgasm Masochist: Bondage BBW Gets Fingered and Hitachi Under Orgasm Control Slut Training

Clips4sale 1 year ago

Humiliation 266

Humiliation 266

Clips4sale 1 year ago

Sissy Cumslut Training - Take Your Cum Facial

HD 0:14 / 13:09

Sissy Cumslut Training - Take Your Cum Facial

Clips4sale 1 year ago

Your Sissy Destiny - Sissification Encouragement Affirmation wmv

Your Sissy Destiny - Sissification Encouragement Affirmation wmv

Clips4sale 1 year ago

Breaking Sissy Ass

Breaking Sissy Ass

Clips4sale 1 year ago

Perfectly Feminized: Lace, Lipstick, and Obedience 10 min

Perfectly Feminized: Lace, Lipstick, and Obedience 10 min

Clips4sale 1 year ago

CUM SLUT TRAINING MIND FUCK - Sissy Slut Training Mesmerize

CUM SLUT TRAINING MIND FUCK - Sissy Slut Training Mesmerize

Clips4sale 1 year ago

Femme Fatale Body Transformation - Overactive Feminization Training

61% 0:30 / 36:21

Femme Fatale Body Transformation - Overactive Feminization Training

Clips4sale 1 year ago

Sissy-Gate Spanking - Audio

Sissy-Gate Spanking - Audio

Clips4sale 1 year ago

YOUR LOVE FOR PANTIES & BBC

YOUR LOVE FOR PANTIES & BBC

LoyalFans 1 year ago

Kneel and Obey: Feminized for the Alpha 10 min

57% HD 0:30 / 10:40

Kneel and Obey: Feminized for the Alpha 10 min

Clips4sale 1 year ago

CROSSDRESSER TRAINING - FIRST PEGGING (EN-720)

HD 0:20 / 16:59

CROSSDRESSER TRAINING - FIRST PEGGING (EN-720)

Clips4sale 1 year ago

Big ass tranny milf in cage fucking huge dildos - fuckmachine lingerie anal sissy

Big ass tranny milf in cage fucking huge dildos - fuckmachine lingerie anal sissy

Clips4sale 1 year ago

POV Pegged By Kendra (UHD WMV)

HD 0:22 / 11:00

POV Pegged By Kendra (UHD WMV)

Clips4sale 1 year ago

Satin Lingerie & Estim Ruined Orgasm (4k)

4K 0:30 / 12:09

Satin Lingerie & Estim Ruined Orgasm (4k)

Clips4sale 1 year ago

P4 FRENCH MAID IN HER FIRST DAY WORKING SISSIFICATION DOMINATION DEEPTHROAT FUCKING AND CUMSHOT CIM

HD 0:21 / 10:27

P4 FRENCH MAID IN HER FIRST DAY WORKING SISSIFICATION DOMINATION DEEPTHROAT FUCKING AND CUMSHOT CIM

Clips4sale 1 year ago

Slutty Crossdresser Makes A Mess In Silk Panties

63% 0:30 / 9:31

Slutty Crossdresser Makes A Mess In Silk Panties

Clips4sale 1 year ago

Gay for Tranny Cock

Gay for Tranny Cock

Clips4sale 1 year ago

Freakshow Glory Hole Mouth Pillaging (720p)

69% HD 0:30 / 11:06

Freakshow Glory Hole Mouth Pillaging (720p)

Clips4sale 1 year ago

Obey, Serve, Repeat - My Sissy Maid’s New Routine POV Now Hiring!!!

68% HD 0:30 / 40:18

Obey, Serve, Repeat - My Sissy Maid’s New Routine POV Now Hiring!!!

Clips4sale 1 year ago

MIND FUCKED INTO WANTING COCK

HD 0:10 / 11:23

MIND FUCKED INTO WANTING COCK

LoyalFans 11 months ago

ALEX CROSSDRESSER SISSIFICATION TRAINING WEEKLY ROUTINE PHOTOSHOOT

HD 0:20 / 10:13

ALEX CROSSDRESSER SISSIFICATION TRAINING WEEKLY ROUTINE PHOTOSHOOT

Clips4sale 1 year ago

Cum-Thirsty Throat!

42% 0:30 / 16:49

Cum-Thirsty Throat!

Clips4sale 11 months ago

Go easy on me Mistresses

Go easy on me Mistresses

Clips4sale 11 months ago

SNIFF FOR SHEMALES

63% HD 0:10 / 10:30

SNIFF FOR SHEMALES

LoyalFans 9 months ago

for my good boys

for my good boys

Clips4sale 10 months ago

SNIFF FOR SHEMALES ULTIMATE MIND FUCK

HD 0:10 / 21:04

SNIFF FOR SHEMALES ULTIMATE MIND FUCK

LoyalFans 9 months ago

SNIFF FOR SHEMALES ULTIMATE MIND FUCK

57% HD 0:20 / 21:03

SNIFF FOR SHEMALES ULTIMATE MIND FUCK

Clips4sale 9 months ago

BBC Hotel Homo

62% HD 0:26 / 5:24

Clips4sale 4 years ago

4K - Lusty Shower Vol 19

4K 0:11 / 34:38

4K - Lusty Shower Vol 19

Clips4sale 11 months ago

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