Crossdressing Videos - Trans (10,351)

My New Sissy Secretary

60% HD 0:29 / 11:58

My New Sissy Secretary

Clips4sale 2 years ago

Tranny Dom Petplay! Good little puppy can sniff her ass and cum on her boots! POV JOI

65% HD 0:27 / 4:01

Tranny Dom Petplay! Good little puppy can sniff her ass and cum on her boots! POV JOI

Clips4sale 1 year ago

30 Days to Become a Barbie - Sissy Transformation

60% HD 0:24 / 12:54

30 Days to Become a Barbie - Sissy Transformation

Clips4sale 1 month ago

Sandra with Domme Star Nine in Her Black PVC Dress

55% HD 0:37 / 13:39

Sandra with Domme Star Nine in Her Black PVC Dress

Clips4sale 4 years ago

變態男入女更衣室被肌肉女神鎖技潮控制服 Perverted broke into Women's Locker, Subdued by Muscle Goddess with Scissorhold and Orgasm Control 廣東話 Cantonese

HD 0:10 / 14:14

變態男入女更衣室被肌肉女神鎖技潮控制服 Perverted broke into Women's Locker, Subdued by Muscle Goddess with Scissorhold and Orgasm Control 廣東話 Cantonese

LoyalFans 10 months ago

Cum to Gay Porn JOI

69% HD 0:30 / 11:53

Cum to Gay Porn JOI

Clips4sale 3 years ago

Selffuck🏳️‍⚧️🍆💦

63% HD 0:10 / 7:06

Selffuck🏳️‍⚧️🍆💦

LoyalFans 2 months ago

Latex rubberdoll Fucking

HD 0:23 / 11:36

Latex rubberdoll Fucking

Clips4sale 8 months ago

MILF1867 - Pegging the Bully: Rachel Steele & London River’s Femdom Justice

HD 0:30 / 34:59

MILF1867 - Pegging the Bully: Rachel Steele & London River’s Femdom Justice

Clips4sale 1 year ago

Il contratto di Sissy - The Sissy's slut contract #2 ( PART 1) (MOBILE VERSION MP4)

44% HD 0:11 / 35:01

Il contratto di Sissy - The Sissy's slut contract #2 ( PART 1) (MOBILE VERSION MP4)

Clips4sale 2 years ago

Orgasm Addiction Fingering

63% HD 0:11 / 11:36

Orgasm Addiction Fingering

Clips4sale 4 years ago

Chastity Sissy Marissa Nicole Checks in to Sandra's Motel

Chastity Sissy Marissa Nicole Checks in to Sandra's Motel

Clips4sale 2 years ago

Hot Blonde Crossdresser Sucks BBC *EXCLUSIVE*

66% HD 0:10 / 4:02

Hot Blonde Crossdresser Sucks BBC *EXCLUSIVE*

LoyalFans 4 weeks ago

Sissy Store Sales Girl

66% 0:13 / 15:13

Sissy Store Sales Girl

Clips 4 days ago

Public Crossdress with Wedgies in Panties

Premium HD 6:05

Public Crossdress with Wedgies in Panties

Clips4sale 1 year ago

BLUE MONDAY: THE VOLUNTARY – PART 2: THE MULTIGAG

65% 0:12 / 14:04

BLUE MONDAY: THE VOLUNTARY – PART 2: THE MULTIGAG

Clips4sale 1 year ago

Permanent Bimbo (SD MP4)

59% 4K 0:32 / 13:43

Permanent Bimbo (SD MP4)

Clips4sale 1 year ago

Sloppy Seconds for Sissys

Sloppy Seconds for Sissys

Clips 3 weeks ago

Teasing Sissy Hard

Teasing Sissy Hard

Clips4sale 2 years ago

Femboy Jade Madison Sucking Dick POV

Femboy Jade Madison Sucking Dick POV

LoyalFans 2 months ago

Become My Femme Bestie Fill-In To Date Me

Become My Femme Bestie Fill-In To Date Me

Clips4sale 3 years ago

Mirror Games - me posing for photos

Premium 4K 13:15

Mirror Games - me posing for photos

Clips4sale 5 days 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

Sissy Pride: Bitch in Heat, Pride in Knees -SISSIFICATION, TASK

67% HD 0:10 / 10:21

Sissy Pride: Bitch in Heat, Pride in Knees -SISSIFICATION, TASK

LoyalFans 1 year ago

TS Natalie Carnot Bare Breasted in Her Satin Corset

66% 0:40 / 10:17

TS Natalie Carnot Bare Breasted in Her Satin Corset

Clips4sale 2 years ago

Pink and Green Psychedelia

Pink and Green Psychedelia

Clips4sale 1 year ago

SISSYGASM ENCOURAGEMENT

55% 4K 0:30 / 7:25

SISSYGASM ENCOURAGEMENT

Clips4sale 2 years ago

Naughty Dolli Is Caught & Humiliated By Sexy Miss Page

64% HD 0:25 / 11:50

Naughty Dolli Is Caught & Humiliated By Sexy Miss Page

Clips4sale 3 years ago

MY RUBBERDOLL -Ch1: gagged, Slapped, whipped and punished -720p

4K 0:38 / 17:23

MY RUBBERDOLL -Ch1: gagged, Slapped, whipped and punished -720p

Clips4sale 1 year ago

Convincing You To Become A Controlled Sissy-Girl (4KUHD MP4)

53% HD 0:31 / 14:50

Convincing You To Become A Controlled Sissy-Girl (4KUHD MP4)

Clips4sale 2 years ago

Amuse Me Sissy Cum Slut

HD 0:10 / 14:31

Amuse Me Sissy Cum Slut

LoyalFans 3 years ago

Step-Mommys Surgical Secret- From SPH to Sissification

HD 0:10 / 10:52

Step-Mommys Surgical Secret- From SPH to Sissification

LoyalFans 1 week ago

practicing my pole dancing skills

practicing my pole dancing skills

Clips4sale 2 years ago

Neon Pink Sissy Slut Dress Up

Neon Pink Sissy Slut Dress Up

Clips4sale 1 year ago

CD Stella Tied Up with the Armbinder and Pantyhose Encased

55% 0:34 / 20:52

CD Stella Tied Up with the Armbinder and Pantyhose Encased

Clips4sale 11 months ago

Nylon Sole JOI

LoyalFans 3 years ago

The punishment of Louisa Part 8 of 8 Final clip in this set

66% 0:30 / 6:50

The punishment of Louisa Part 8 of 8 Final clip in this set

Clips4sale 2 years ago

Sissy Fucking TS Becki Bottomz

65% HD 0:10 / 34:20

Sissy Fucking TS Becki Bottomz

LoyalFans 4 weeks ago

I KNOW YOU LIKE PUSSY BUT..

HD 0:10 / 12:08

I KNOW YOU LIKE PUSSY BUT..

LoyalFans 3 years ago

Caught you sissy now your Feminization is permanent

Premium HD 11:20

Caught you sissy now your Feminization is permanent

Clips4sale 2 years ago

TS Natalie Carnot Inescapably Tied in Her Retro Girdle

TS Natalie Carnot Inescapably Tied in Her Retro Girdle

Clips4sale 2 years ago

Athena's Latex Slut

71% 0:30 / 44:39

Athena's Latex Slut

Clips4sale 1 year ago

THE POWER TO TURN YOU GAY

47% HD 0:10 / 22:51

THE POWER TO TURN YOU GAY

LoyalFans 3 years ago

Bunny Galore 9

63% 0:30 / 11:35

Clips4sale 1 year ago

Sissy Seeks Sodomy (WMV 1080P)

Sissy Seeks Sodomy (WMV 1080P)

Clips4sale 2 months 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

Crossdressing Sissy Humiliation with Katie Katt - MP4 (HD 1080p)

58% HD 0:23 / 6:04

Crossdressing Sissy Humiliation with Katie Katt - MP4 (HD 1080p)

Clips4sale 1 year ago

Your First Step as My Sissy - Sissy Training, Pantyhose, Feminization (mobile)

Your First Step as My Sissy - Sissy Training, Pantyhose, Feminization (mobile)

Clips4sale 1 week ago

Sissy School

Clips4sale 3 years ago

Puppy Plays With Your Cock

59% HD 0:28 / 9:56

Puppy Plays With Your Cock

Clips4sale 4 years 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

Blue haired tranny plays with her clit

Blue haired tranny plays with her clit

Clips4sale 1 year ago

Jessica Kat's Private Lesson

50% 0:33 / 18:48

Jessica Kat's Private Lesson

Clips4sale 5 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

EXPOSING SLUT MICHELLE

63% HD 0:10 / 10:41

EXPOSING SLUT MICHELLE

LoyalFans 3 years ago

30 Days to Become a Barbie - Sissy Transformation 720p

HD 0:24 / 12:54

30 Days to Become a Barbie - Sissy Transformation 720p

Clips4sale 1 month ago

flawless and fantastic femboi

53% 0:11 / 27:13

flawless and fantastic femboi

Clips4sale 2 years ago

lusty lesbian lie part 2

55% HD 0:10 / 11:29

lusty lesbian lie part 2

LoyalFans 5 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

Latex Bella Cums Hard

HD 0:11 / 11:16

Latex Bella Cums Hard

Clips4sale 4 years 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

Sissy Nylon Cum - 720HD

Sissy Nylon Cum - 720HD

Clips4sale 2 years ago

Dominant Blowjob 75 mp-4

Dominant Blowjob 75 mp-4

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

Your Girlie Man Fantasy 1080P

HD 0:30 / 18:28

Your Girlie Man Fantasy 1080P

Clips4sale 4 years ago

Tranny Femdom SPH! Cockless chastity slave is transformed into a two-hole slut!

HD 0:30 / 10:35

Tranny Femdom SPH! Cockless chastity slave is transformed into a two-hole slut!

Clips4sale 1 year 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

Sissy CEI off Dildo

63% HD 0:10 / 9:30

Sissy CEI off Dildo

LoyalFans 2 years ago

Pretty In Pink (MOV HD)

Pretty In Pink (MOV HD)

Clips4sale 5 days ago

UK Amateur Transvestite 5

49% HD 0:30 / 2:10:00

UK Amateur Transvestite 5

AEBN 14 years ago

Charlie Monaco in: A Day in the Life of CHARLIE MONACO! HD

Charlie Monaco in: A Day in the Life of CHARLIE MONACO! HD

Clips4sale 1 year ago

Trans Hottie Sucking Cock in Sweden *EXCLUSIVE*

55% HD 0:10 / 7:39

Trans Hottie Sucking Cock in Sweden *EXCLUSIVE*

LoyalFans 1 month ago

Sexy femdom tranny on bike ride! Ballbusting and CBT for horny camery guy!

HD 0:30 / 11:58

Sexy femdom tranny on bike ride! Ballbusting and CBT for horny camery guy!

Clips4sale 1 month ago

Sissy Chastity Tease and Styling wmv

HD 0:11 / 13:22

Sissy Chastity Tease and Styling wmv

Clips4sale 4 years ago

Dani M Love in the Armbinder and Tight Nylon Straps

Dani M Love in the Armbinder and Tight Nylon Straps

Clips4sale 3 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

UK Amateur Transvestite 6

69% HD 0:30 / 2:13:00

UK Amateur Transvestite 6

AEBN 14 years ago

YOU’RE GAY & THAT’S OK

55% 4K 0:25 / 7:56

YOU’RE GAY & THAT’S OK

Clips4sale 3 years ago

Sexy trans in purple lingerie Riding the John Thomas Toys Krakens Tentacle and cuming hard

42% 0:11 / 30:26

Sexy trans in purple lingerie Riding the John Thomas Toys Krakens Tentacle and cuming hard

Clips4sale 2 years ago

Cumming on sexy wedge heels and white toes

Cumming on sexy wedge heels and white toes

Clips4sale 1 year ago

Rubber Female Mask Crossdresser Gets Fucked by Strap-on in Midair! Anal Fisting!

65% HD 0:11 / 36:30

Rubber Female Mask Crossdresser Gets Fucked by Strap-on in Midair! Anal Fisting!

Clips4sale 4 years ago

Femboy Fucking TS Becki Bottomz

HD 0:10 / 17:21

Femboy Fucking TS Becki Bottomz

LoyalFans 4 weeks 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

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

Sissified The Teacher

HD 0:10 / 10:28

Sissified The Teacher

LoyalFans 1 week ago

crossdressing perfection

59% 0:30 / 26:13

crossdressing perfection

Clips4sale 1 year ago

You Are Nothing, DVD For Download

55% 0:55 / 47:24

You Are Nothing, DVD For Download

Clips4sale 4 years ago

AromaSissification 3: Sissy Serum: Lace and Desire - Dreams of a Cock in Your Mouth

57% 0:30 / 19:15

AromaSissification 3: Sissy Serum: Lace and Desire - Dreams of a Cock in Your Mouth

Clips4sale 1 year ago

Tranny business bitch! Public blowjob and cumshot before the meeting !!

78% HD 0:34 / 9:58

Tranny business bitch! Public blowjob and cumshot before the meeting !!

Clips4sale 3 years ago

LADY SCARLET - NYLON TRAP hd

Premium HD 25:42

LADY SCARLET - NYLON TRAP hd

Clips4sale 2 years ago

Sandra Approaches Tough Lady Star Nine

55% 0:40 / 18:28

Sandra Approaches Tough Lady Star Nine

Clips4sale 3 years ago

Heteroflexible K crossdressing 106: slender fit older hung transvestite skirt knee high socks

56% 0:11 / 16:06

Heteroflexible K crossdressing 106: slender fit older hung transvestite skirt knee high socks

Clips4sale 3 years ago

Sissy Slut School Lesson 2 of 4: Sissy Training, Double Anal & Double Blowjob Training with Mistress Stellina Obscura

Premium HD 14:56

Sissy Slut School Lesson 2 of 4: Sissy Training, Double Anal & Double Blowjob Training with Mistress Stellina Obscura

Clips4sale 3 months ago

KMM-87 - Ballet Crossdresser Chastity Bondage

Premium 4K 51:39

KMM-87 - Ballet Crossdresser Chastity Bondage

Clips4sale 6 days ago

UK Amateur Transvestite 6

48% HD 0:30 / 2:13:00

UK Amateur Transvestite 6

AEBN 14 years ago

Flip Fucks R US - TS Becki Bottomz & Jake Grand

HD 0:10 / 41:12

Flip Fucks R US - TS Becki Bottomz & Jake Grand

LoyalFans 1 month ago

Tranny has cumshot with vibro toy in public! Full load of sperm in her pants!

63% HD 0:23 / 6:05

Tranny has cumshot with vibro toy in public! Full load of sperm in her pants!

Clips4sale 2 years ago

TS Veronica Winter Drooling with the Penis Gag

HD 0:39 / 15:53

TS Veronica Winter Drooling with the Penis Gag

Clips4sale 4 years ago

Preparing for Your First Girls Night Out

Preparing for Your First Girls Night Out

Clips4sale 1 year ago

Latex and pvc public

59% HD 0:10 / 5:20

Latex and pvc public

Clips4sale 2 years ago

Misty Smoke and Shared Pleasure with My Goddess Lilli - SFL376

Misty Smoke and Shared Pleasure with My Goddess Lilli - SFL376

Clips4sale 3 weeks ago

Bicuckold video 🔥🌈🥰

59% HD 0:10 / 43:49

Bicuckold video 🔥🌈🥰

LoyalFans 1 year ago

Gagged Sissy Loves Drooling

70% HD 0:10 / 13:16

Gagged Sissy Loves Drooling

Clips4sale 4 years ago

Bratty Jessica Kat Learns a Lesson from Roommate Sandra

59% 0:35 / 20:20

Bratty Jessica Kat Learns a Lesson from Roommate Sandra

Clips4sale 3 weeks ago

You're a Fuckhole for My Men

You're a Fuckhole for My Men

Clips4sale 3 years ago

My Nylon Feet Make You Gay

My Nylon Feet Make You Gay

Clips4sale 3 years ago

Cum eating Crossdresser Eating Alpha Cum, Crossdressing and made to do humiliating tasks for her pleasure!

Cum eating Crossdresser Eating Alpha Cum, Crossdressing and made to do humiliating tasks for her pleasure!

Clips4sale 1 year ago

solo cbt 13 - hung solo amateur cbt unlock my cum shot 2

solo cbt 13 - hung solo amateur cbt unlock my cum shot 2

Clips4sale 4 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

Feminization Fashion Show Training Part 1

69% HD 0:15 / 18:07

Feminization Fashion Show Training Part 1

Clips4sale 4 years ago

Permanent Punisher

66% 0:06 / 8:14

Permanent Punisher

Clips4sale 9 months 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

Naughty nun having smoking fun - SFL206

Naughty nun having smoking fun - SFL206

Clips4sale 3 years ago

step-Sisters Rubberdoll

HD 0:11 / 10:38

step-Sisters Rubberdoll

Clips4sale 1 year ago

Fuck your Ass for Goddess - Sissy Anal JOI + Strapon by Goddess Nikki Kit

Fuck your Ass for Goddess - Sissy Anal JOI + Strapon by Goddess Nikki Kit

LoyalFans 1 year ago

LADY SCARLET - NYLON, ROPES AND FILM FOR MY SISSIES mobile

63% HD 0:41 / 26:52

LADY SCARLET - NYLON, ROPES AND FILM FOR MY SISSIES mobile

Clips4sale 1 year ago

Double dom with Lady Valeska: Dildo fetching sissy

Double dom with Lady Valeska: Dildo fetching sissy

Clips4sale 1 year ago

Hot Pantyhose Dommes (mobile download)

HD 0:15 / 14:05

Hot Pantyhose Dommes (mobile download)

Clips4sale 4 years 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

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