Training Videos - Trans (7,009)

Sissy Stroke For Stockings

HD 0:10 / 10:58

Sissy Stroke For Stockings

LoyalFans 11 months ago

Trans Sluts Anal Limits Unlocked: Crystal Thayer's Hole Gaped by Fuck Machine

51% HD 0:10 / 33:33

Trans Sluts Anal Limits Unlocked: Crystal Thayer's Hole Gaped by Fuck Machine

LoyalFans 5 months ago

My Cock Is Much Bigger Than Yours

56% 0:30 / 9:59

My Cock Is Much Bigger Than Yours

Clips4sale 1 year ago

Blasphemous Prostate Pound

62% 0:42 / 10:46

Blasphemous Prostate Pound

Clips4sale 10 months ago

tgirl in chastity cage rides bad dragon dildo and cums

70% 4K 0:15 / 11:25

tgirl in chastity cage rides bad dragon dildo and cums

Clips4sale 1 year ago

Mrs Nara and 4 TS uses a guy and a girl as fuck holes - Complete (720 EN-sub)

52% 4K 0:29 / 42:03

Mrs Nara and 4 TS uses a guy and a girl as fuck holes - Complete (720 EN-sub)

Clips4sale 3 years ago

Dress My Dolly

60% HD 0:10 / 16:50

LoyalFans 2 years 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

Sissy Maid's caning punishment WL1718

71% 0:10 / 19:38

Sissy Maid's caning punishment WL1718

Clips4sale 2 years ago

Sissy Lift & Carry and Pegging Session: Taking tight Asshole virginity - Feat Goddess Marcy

63% 0:11 / 15:39

Sissy Lift & Carry and Pegging Session: Taking tight Asshole virginity - Feat Goddess Marcy

Clips4sale 2 years ago

Man Catcher - shackled sissy maid training *wmv*

57% 4K 0:25 / 10:26

Man Catcher - shackled sissy maid training *wmv*

Clips4sale 6 months ago

Cock Gobbling Slut for Mistress Kendra

Cock Gobbling Slut for Mistress Kendra

Clips4sale 4 years ago

ASIAN SUBMISSIVE LADYBOY ANAL CASTING & SLAVE TRAINING

4K 0:30 / 39:39

ASIAN SUBMISSIVE LADYBOY ANAL CASTING & SLAVE TRAINING

Clips4sale 10 months ago

The Surprise

Clips4sale 3 years ago

Step Mommy's Little Panty Boy: Teaching My Sissy Boy - Sissification & Panty Fetish Domina Andrea Rosu MOBILE

4K 0:20 / 12:03

Step Mommy's Little Panty Boy: Teaching My Sissy Boy - Sissification & Panty Fetish Domina Andrea Rosu MOBILE

Clips4sale 1 year ago

Introduction to Crossdressing

58% 0:20 / 13:00

Introduction to Crossdressing

Clips4sale 3 years ago

P2 SERIES HERO SERIES ABOVE AND BEYOND NO MERCY DEEPTHROAT

51% 0:20 / 10:05

P2 SERIES HERO SERIES ABOVE AND BEYOND NO MERCY DEEPTHROAT

Clips4sale 1 year ago

Frilly Pink Panty Bimbo Training by Sinstress (mp4)

Frilly Pink Panty Bimbo Training by Sinstress (mp4)

Clips4sale 2 years ago

SubbyPuppy x Dva little! Anal Training and Wand Play!

SubbyPuppy x Dva little! Anal Training and Wand Play!

Clips4sale 1 year ago

Nara and TS Sabrina Prezotte humiliate and fuck her cuckold (720 EN-sub)

61% HD 0:30 / 20:26

Nara and TS Sabrina Prezotte humiliate and fuck her cuckold (720 EN-sub)

Clips4sale 2 years ago

Bumpy Ride Till Cum and CEI | Strap-on POV JOI | MahoganyQen

HD 0:28 / 13:56

Bumpy Ride Till Cum and CEI | Strap-on POV JOI | MahoganyQen

Clips4sale 2 years ago

Eid movie mistress rola with shemale and slave boy Happy Eid

60% 0:14 / 10:22

Eid movie mistress rola with shemale and slave boy Happy Eid

Clips4sale 3 years ago

Janny Costa X Roberta Cortez Foot Fetish

55% 0:30 / 14:44

Janny Costa X Roberta Cortez Foot Fetish

Clips4sale 1 year ago

[ Full Version ] Serve My Ladyboy Friend 2 ft Mari Ayanami

65% HD 0:30 / 54:29

[ Full Version ] Serve My Ladyboy Friend 2 ft Mari Ayanami

Clips4sale 9 months ago

Trans Twink in Fishnets Sucks and Fucks his Baddragon Rex - Jaq Quicksilver - FtM masturbates while sucking knotted dildo, then knots it and gets creampied - knot, knotting, werewolf, sucking, fantasy, cumlube, big clit - 1080p, mp4

HD 0:24 / 12:50

Trans Twink in Fishnets Sucks and Fucks his Baddragon Rex - Jaq Quicksilver - FtM masturbates while sucking knotted dildo, then knots it and gets creampied - knot, knotting, werewolf, sucking, fantasy, cumlube, big clit - 1080p, mp4

Clips4sale 1 year ago

Anal Training for Sissy Slut by Mistress DominaFire

HD 0:37 / 13:56

Anal Training for Sissy Slut by Mistress DominaFire

Clips4sale 2 years ago

Aroma Mind Experiment Turns Saints to Sluts

47% 0:30 / 40:30

Aroma Mind Experiment Turns Saints to Sluts

Clips4sale 1 year ago

P4 SHEMALE MASTER ON SLAVE DEEPTHROAT UNBELIEVABLE HOW DEEP HE CAN TAKE IT

P4 SHEMALE MASTER ON SLAVE DEEPTHROAT UNBELIEVABLE HOW DEEP HE CAN TAKE IT

Clips4sale 3 years ago

Gay porn addiction programming WMV

47% 0:11 / 6:07

Gay porn addiction programming WMV

Clips4sale 2 years ago

Triple Teamed

Clips4sale 8 months ago

Jogging with a full bladder! Great tranny wetting with a huge beam straight down!

64% HD 0:22 / 5:53

Jogging with a full bladder! Great tranny wetting with a huge beam straight down!

Clips4sale 2 years ago

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

4K 0:55 / 51:23

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

Clips4sale 10 months ago

4K - Needy Jirai-Kei Femboy in Kimono - Oiran Double Cum Climax

4K 0:18 / 28:37

4K - Needy Jirai-Kei Femboy in Kimono - Oiran Double Cum Climax

Clips4sale 1 month ago

caged sissy rides BBC in pink heels squirts cum out of cage

52% 0:12 / 11:12

caged sissy rides BBC in pink heels squirts cum out of cage

Clips4sale 1 year ago

4K - Your Femboy Elf Gf's Magic Cum Potion - Strawberry Wonderland EP1

4K 0:23 / 26:21

4K - Your Femboy Elf Gf's Magic Cum Potion - Strawberry Wonderland EP1

Clips4sale 2 months ago

Begging for a Pegging

Premium HD 14:56

Begging for a Pegging

Clips4sale 2 years ago

YOU LOOK BETTER WITH A DICK IN YOUR MOUTH

67% 4K 0:25 / 14:14

YOU LOOK BETTER WITH A DICK IN YOUR MOUTH

Clips4sale 3 years ago

Squirt Like a Girl

50% 0:11 / 5:27

Squirt Like a Girl

Clips4sale 2 years ago

Femdom mistress dress slave into leather clothes humiliate him (1080p)

4K 0:23 / 14:28

Femdom mistress dress slave into leather clothes humiliate him (1080p)

Clips4sale 2 years ago

the good girl lifestyle

the good girl lifestyle

Clips4sale 11 months ago

Sissy Club Slut: Femdom Fisting, Pegging, Dick Sticking Part 2 of 2 (1080p)

60% HD 0:22 / 29:58

Sissy Club Slut: Femdom Fisting, Pegging, Dick Sticking Part 2 of 2 (1080p)

Clips4sale 2 years 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

Never-Ending Jerk Curse for Mind-Fucked Jerk Zombi WMV

Never-Ending Jerk Curse for Mind-Fucked Jerk Zombi WMV

Clips4sale 2 years ago

Futa Story: Anonymous Pup-play Hookup - Ft Imilia Audley

HD 0:27 / 15:00

Futa Story: Anonymous Pup-play Hookup - Ft Imilia Audley

Clips4sale 1 year ago

Big Cocked Tinder Date: Anal Fuck POV - Gwen Adora BBW Futanari Anal Training - sd wmv

HD 0:30 / 12:23

Big Cocked Tinder Date: Anal Fuck POV - Gwen Adora BBW Futanari Anal Training - sd wmv

Clips4sale 3 years ago

Let her beg for her orgasm

HD 0:58 / 15:23

Let her beg for her orgasm

Clips4sale 1 year ago

RENEES FOOTSLAVES - THE COMPLETE STORY

61% HD 0:16 / 20:19

RENEES FOOTSLAVES - THE COMPLETE STORY

Clips4sale 5 years ago

7 Day Sissy Tasks Challenge

HD 0:20 / 19:04

7 Day Sissy Tasks Challenge

Clips4sale 2 years ago

Atlanta Domme Fuck-A-Palooza (WMV HD)

Atlanta Domme Fuck-A-Palooza (WMV HD)

Clips4sale 1 year ago

Chastity Slut Electrical Torment (720p)

Chastity Slut Electrical Torment (720p)

Clips4sale 6 months ago

POV Fuck Machine Anal: Big Booty Trans FtM Takes Three Monster Cocks in a Row - 4k

4K 0:29 / 14:44

POV Fuck Machine Anal: Big Booty Trans FtM Takes Three Monster Cocks in a Row - 4k

Clips4sale 3 years ago

A Sissy Maid Day

54% 4K 0:29 / 20:38

A Sissy Maid Day

Clips4sale 1 year ago

Profit From The Sissy Maid

61% HD 0:10 / 11:48

Profit From The Sissy Maid

LoyalFans 1 year ago

Maid Into A Slut - Erica Cherry And Sinn Sage MP4

55% 0:20 / 31:42

Maid Into A Slut - Erica Cherry And Sinn Sage MP4

Clips4sale 3 years ago

Pride Month Femme Encouragement

63% HD 0:11 / 11:45

Pride Month Femme Encouragement

Clips4sale 3 years ago

Sissy Femboy Secretary Interview

61% 0:30 / 15:40

Sissy Femboy Secretary Interview

Clips4sale 1 year ago

Sissy Maid Dress Up Training: Sissy Training with Ivy Chaos

Sissy Maid Dress Up Training: Sissy Training with Ivy Chaos

Clips4sale 1 year ago

Sissy Spitroast with Strap-On and Girldick

62% HD 0:30 / 15:02

Sissy Spitroast with Strap-On and Girldick

Clips4sale 4 years ago

I’m Nothing Without BBC – Deep captivate Submission Session

HD 0:30 / 53:53

I’m Nothing Without BBC – Deep captivate Submission Session

Clips4sale 6 months ago

Smelly Butthole Slave Session HD

45% HD 0:23 / 21:07

Smelly Butthole Slave Session HD

Clips4sale 3 years ago

Kendra James and Dixie Lynn: Batwoman begs for Harleys massive cock! HD

46% HD 0:11 / 34:28

Kendra James and Dixie Lynn: Batwoman begs for Harleys massive cock! HD

Clips4sale 4 years ago

Worship Kyaa's Dick - 720p MP4

HD 0:11 / 10:58

Worship Kyaa's Dick - 720p MP4

Clips4sale 3 years ago

Happy She-Cock Eater

67% HD 0:36 / 13:32

Happy She-Cock Eater

Clips4sale 4 months ago

StepMommys Little Fuckpup: Cute Puppy Play Anal Sex and Blowjob Deepthroat with Petite Furry Little and Amazon Trans Woman Stepmom

61% 0:10 / 15:08

StepMommys Little Fuckpup: Cute Puppy Play Anal Sex and Blowjob Deepthroat with Petite Furry Little and Amazon Trans Woman Stepmom

Clips4sale 1 year ago

Katie Fox is the SLUT trainer

63% HD 0:10 / 41:46

Katie Fox is the SLUT trainer

LoyalFans 1 month ago

Take your hormones every day sweetheart - Encouraging Trans asmr

59% 0:21 / 9:24

Take your hormones every day sweetheart - Encouraging Trans asmr

Clips4sale 2 years ago

First time with a new electrostimulator

63% 0:25 / 17:28

First time with a new electrostimulator

Clips4sale 5 years ago

Ria Bentley Consoles Ella Eros With an Epic Dick Down

51% HD 0:33 / 34:11

Ria Bentley Consoles Ella Eros With an Epic Dick Down

Clips4sale 1 year ago

Hard workout for tranny girl! With vibrating butt plug at the gym! FULL CLIP

60% HD 0:30 / 15:18

Hard workout for tranny girl! With vibrating butt plug at the gym! FULL CLIP

Clips4sale 10 months ago

Hard Spanking For Naughty TV Jessica (MP4)

65% 0:12 / 9:26

Hard Spanking For Naughty TV Jessica (MP4)

Clips4sale 1 year ago

Your First Step as My Sissy - Sissy Training, Pantyhose, Feminization 1080p mp4

Your First Step as My Sissy - Sissy Training, Pantyhose, Feminization 1080p mp4

Clips4sale 1 day ago

Satin Crossdresser Milked By Zara (WMV)

Satin Crossdresser Milked By Zara (WMV)

Clips4sale 1 year ago

Hot workout in the rain! Wet Tranny girl jerking off her cock!

Hot workout in the rain! Wet Tranny girl jerking off her cock!

Clips4sale 11 months ago

Slutty Fuck Hole

Slutty Fuck Hole

Clips4sale 2 years ago

Femdom Pool Party Gangbang

69% HD 0:10 / 26:16

Femdom Pool Party Gangbang

LoyalFans 3 years ago

Femsubs Reject Patriarchy for Kyaaism - Femdom for Femmes! - 4K MP4

4K 0:18 / 12:34

Femsubs Reject Patriarchy for Kyaaism - Femdom for Femmes! - 4K MP4

Clips4sale 2 years ago

Mania Stapanului

Mania Stapanului

LoyalFans 3 weeks ago

Ria Bentley Give Small Penis Humiliation To Cuckold Husbands

58% HD 0:23 / 11:12

Ria Bentley Give Small Penis Humiliation To Cuckold Husbands

Clips4sale 2 years ago

Mistress Tatjana - My Sissy Property Jenna

Mistress Tatjana - My Sissy Property Jenna

Clips4sale 3 years ago

4K - Femboy Bunny Girl's Special Secret Service ASMR POV

4K 0:10 / 38:49

4K - Femboy Bunny Girl's Special Secret Service ASMR POV

Clips4sale 1 month ago

Crossdresser training ass by Queens friends

Crossdresser training ass by Queens friends

Clips4sale 11 months ago

Cycling in over 30 degrees! Tranny girl rubs her asshole on the bike!

73% HD 0:25 / 10:26

Cycling in over 30 degrees! Tranny girl rubs her asshole on the bike!

Clips4sale 1 year ago

TS CindyTooMuch is slut trained and left covered in cum

53% HD 0:11 / 16:47

TS CindyTooMuch is slut trained and left covered in cum

Clips4sale 2 years ago

Sissy foot gangbang - Miss Honour May - MP4 HD

Premium HD 9:01

Sissy foot gangbang - Miss Honour May - MP4 HD

Clips4sale 4 years ago

Full Mouth Gag Device Bondage Submissive Tgirl Shock Collar Pain Slut Training

68% HD 0:30 / 13:38

Full Mouth Gag Device Bondage Submissive Tgirl Shock Collar Pain Slut Training

Clips4sale 1 year ago

TRANSFORM INTO A MUSE - Sissy Mind Programmed Into Being a Muse By A French Ebony Femdom

TRANSFORM INTO A MUSE - Sissy Mind Programmed Into Being a Muse By A French Ebony Femdom

Clips4sale 1 year ago

Totally Emasculated

4K 0:26 / 14:04

Totally Emasculated

Clips4sale 1 year ago

4K - Girl Cock Yoga Pose 8

61% 4K 0:30 / 25:06

4K - Girl Cock Yoga Pose 8

Clips4sale 9 months ago

Jasmin's First Pegging- Bimbo Cheerleader Spitroasted

Jasmin's First Pegging- Bimbo Cheerleader Spitroasted

Clips4sale 1 year ago

GAY FOR PAY

55% 0:08 / 12:03

Clips4sale 2 years ago

TS femslut banged by Dommes

49% 0:34 / 12:58

TS femslut banged by Dommes

Clips4sale 3 years ago

Feminization punishment from teacher

53% HD 0:20 / 12:25

Feminization punishment from teacher

Clips4sale 1 year ago

Brittany Andrews’ Ultimate CEI Sissy Training

Brittany Andrews’ Ultimate CEI Sissy Training

Clips4sale 11 months ago

P3 AUDITION DEEPTHROAT STRAIGHT SUB LATEX WHORE

69% HD 0:21 / 10:14

P3 AUDITION DEEPTHROAT STRAIGHT SUB LATEX WHORE

Clips4sale 2 months ago

Sissy Girl Jessica Kat Handjob While Mummified!

62% 0:33 / 25:44

Sissy Girl Jessica Kat Handjob While Mummified!

Clips4sale 1 year ago

Chocolate Enemas for Sissy Lesbian

HD 0:30 / 16:04

Chocolate Enemas for Sissy Lesbian

Clips4sale 1 year ago

(650) Sissy Compilation #2: Crossdresser, Sissification, Sissygasm - Zoulette (1080p)

4K 0:30 / 10:00

(650) Sissy Compilation #2: Crossdresser, Sissification, Sissygasm - Zoulette (1080p)

Clips4sale 7 months ago

Beating up the tiny asian sissy

66% 0:26 / 14:56

Beating up the tiny asian sissy

Clips4sale 3 years ago

Ep1 Kiara | Test d’une Nouvelle Sissy : De l’Échec Ménager à l’Amour de la Bite & Pegging - Maîtresse Julia

62% HD 0:10 / 18:24

Ep1 Kiara | Test d’une Nouvelle Sissy : De l’Échec Ménager à l’Amour de la Bite & Pegging - Maîtresse Julia

LoyalFans 9 months ago

Helloween filthy BDSM Party - Orgy - Full - FEMDOM - SPH - Tranny - Big Butt - Humiliation - Part 2

64% 4K 0:55 / 17:09

Helloween filthy BDSM Party - Orgy - Full - FEMDOM - SPH - Tranny - Big Butt - Humiliation - Part 2

Clips4sale 10 months ago

Cross Dressing Lingerie Lesson -mp4

Cross Dressing Lingerie Lesson -mp4

Clips4sale 6 months ago

Romantic BDSM Lesbians Date Night Pussy Worship ft River Enza - 720p MP4

61% 4K 0:32 / 12:12

Romantic BDSM Lesbians Date Night Pussy Worship ft River Enza - 720p MP4

Clips4sale 2 years ago

Feel It Dripping In…

HD 0:30 / 13:00

Feel It Dripping In…

Clips4sale 3 months ago

Wrestling lesson surprise cock MP4720

63% 0:46 / 15:01

Wrestling lesson surprise cock MP4720

Clips4sale 2 years ago

Black Tgirl Hardcore fisted and Pounded by Fuck Machine

64% HD 0:10 / 35:26

Black Tgirl Hardcore fisted and Pounded by Fuck Machine

LoyalFans 1 year ago

Blasphemy Pump

Premium HD 14:56

Clips4sale 4 months ago

Big Fat Dick

58% 0:11 / 19:10

Clips4sale 3 years ago

TS Juliana Belfort catches Hex in her lingerie and turns him into her sissy slut (1080p ENG-sub) Trans Woman - Trans Fucking - Trans Blowjob - Trans Cock Sucker

HD 0:29 / 31:51

TS Juliana Belfort catches Hex in her lingerie and turns him into her sissy slut (1080p ENG-sub) Trans Woman - Trans Fucking - Trans Blowjob - Trans Cock Sucker

Clips4sale 2 months ago

Goddess Lohan - Gluttonous Slut Gets Picked Up the Ass - HD

HD 0:29 / 15:08

Goddess Lohan - Gluttonous Slut Gets Picked Up the Ass - HD

Clips4sale 3 years ago

CockLoving Sissy Girl Craves Passionate Gay Sex

42% 0:30 / 25:47

CockLoving Sissy Girl Craves Passionate Gay Sex

Clips4sale 1 year ago

Protect The Virgin Sissy Part 3 StrapOn Spitroast

Protect The Virgin Sissy Part 3 StrapOn Spitroast

Clips4sale 3 years ago

How to become a slutty Sissy Bitch *4K*

How to become a slutty Sissy Bitch *4K*

Clips4sale 1 year ago

futa femdom sissy self-sucking facial and pegging - HD - wmv

57% HD 0:30 / 6:01

futa femdom sissy self-sucking facial and pegging - HD - wmv

Clips4sale 3 years ago

SPRING BREAK FAGGOT

SPRING BREAK FAGGOT

Clips4sale 3 years ago

Ms Marceau's Bondage Model Training Manual pt 2

61% HD 0:08 / 10:24

Ms Marceau's Bondage Model Training Manual pt 2

Clips4sale 2 years ago

So You Want To Be a Girl? - BBW Sydney Screams Knows You Fantasize About Transitioning Into a Woman - HD 720 WMV

66% HD 0:22 / 11:04

So You Want To Be a Girl? - BBW Sydney Screams Knows You Fantasize About Transitioning Into a Woman - HD 720 WMV

Clips4sale 1 year ago

Sissy Faggot Trans Boy

54% HD 0:29 / 20:22

Sissy Faggot Trans Boy

Clips4sale 2 years ago

Trans slave wants to cum on time (wmv)

Trans slave wants to cum on time (wmv)

Clips4sale 1 year ago

Sissy bride chastity - Wedding night tease

50% 0:11 / 12:31

Sissy bride chastity - Wedding night tease

Clips4sale 2 years ago

Her Prisoner Part 22 - Sissy Training V **MOV**

61% 4K 0:33 / 10:09

Her Prisoner Part 22 - Sissy Training V **MOV**

Clips4sale 2 years ago

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