Crossdressing Videos - Trans (9,407)

Sissy Sluts Part 1

47% HD 0:10 / 12:49

Sissy Sluts Part 1

LoyalFans 4 years ago

BBC MAKING WHITE BOYS EXTINCT

53% HD 0:10 / 7:09

BBC MAKING WHITE BOYS EXTINCT

LoyalFans 2 years ago

Humiliating Maid Duty (Extended Cut)

67% HD 0:10 / 10:34

Humiliating Maid Duty (Extended Cut)

LoyalFans 2 weeks ago

Live With Being Bullied

45% 0:11 / 4:57

Live With Being Bullied

Clips4sale 2 years ago

Dressed Up And Bullied

49% HD 0:10 / 13:38

Dressed Up And Bullied

LoyalFans 2 years ago

Louboutins, Standing CBT & Heavy Weights

56% 0:30 / 8:48

Louboutins, Standing CBT & Heavy Weights

Clips4sale 11 months ago

Sissy Lauren Makeover completes (Part 3) @sissy_manor

58% HD 0:10 / 7:36

Sissy Lauren Makeover completes (Part 3) @sissy_manor

LoyalFans 1 month ago

Sissy Quiz - Sissification Test for Curious Submissive, Panty-Boy, Crossdresser or Cock-Whore - Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

33% HD 0:18 / 24:11

Sissy Quiz - Sissification Test for Curious Submissive, Panty-Boy, Crossdresser or Cock-Whore - Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

Clips4sale 2 years ago

New Sissy Maid - part 3 - Miss Jessica Wood's new maid gets her bottom spanked then time to suck cock with Dildo Sucking

HD 0:10 / 11:24

New Sissy Maid - part 3 - Miss Jessica Wood's new maid gets her bottom spanked then time to suck cock with Dildo Sucking

LoyalFans 2 weeks ago

TS Ana All Taped Up and Smoothly Tape Gagged

69% 0:33 / 11:54

TS Ana All Taped Up and Smoothly Tape Gagged

Clips4sale 1 year ago

Mistress in Lingerie HandJobs Submissive Crossdresser with Cock until the Last drop of Cum - Encouraging Bisexuals to Cum, Sissy Stocking Wearing Perversion, Jerking off Clitoris Sissy, Female Domination, Dick Slapping 4k

68% 4K 0:26 / 16:16

Mistress in Lingerie HandJobs Submissive Crossdresser with Cock until the Last drop of Cum - Encouraging Bisexuals to Cum, Sissy Stocking Wearing Perversion, Jerking off Clitoris Sissy, Female Domination, Dick Slapping 4k

Clips4sale 4 months ago

TS Natalie Carnot's Self Bondage with the Irish Eight Handcuffs!

56% 0:26 / 12:44

TS Natalie Carnot's Self Bondage with the Irish Eight Handcuffs!

Clips4sale 1 year ago

Miss Lilly, the Lady of the Manor, along with Miss Bella Bouvier and Miss Lola Milk, the two devoted governesses, embark on a full makeover sissy transformation of the new boy in the manor. Watch as he begins his journey to become a pretty girl, collared

HD 0:29 / 23:10

Miss Lilly, the Lady of the Manor, along with Miss Bella Bouvier and Miss Lola Milk, the two devoted governesses, embark on a full makeover sissy transformation of the new boy in the manor. Watch as he begins his journey to become a pretty girl, collared

Clips4sale 1 month ago

Man Catcher - shackled sissy maid training *wmv*

4K 0:25 / 10:26

Man Catcher - shackled sissy maid training *wmv*

Clips4sale 2 weeks ago

she loves hot dads

70% 0:30 / 26:50

she loves hot dads

Clips4sale 1 year ago

Panty Shopping w My Sissy

55% HD 0:10 / 5:43

Panty Shopping w My Sissy

LoyalFans 1 week ago

2ND WEEK OF SISSY TRAINING - BIMBOFICATION

2ND WEEK OF SISSY TRAINING - BIMBOFICATION

Clips4sale 1 month ago

Daddy has no mercy for my lips & pussy!

HD 0:30 / 25:25

Daddy has no mercy for my lips & pussy!

Clips4sale 7 months ago

Philipp and Brett where both dominated by sexy brazilian trans Roberta Cortes

Philipp and Brett where both dominated by sexy brazilian trans Roberta Cortes

Clips4sale 3 years ago

GLORYHOLE LUNCH BREAK

60% HD 0:10 / 24:59

GLORYHOLE LUNCH BREAK

LoyalFans 2 years ago

MY GLORYHOLE CUM SLUT

54% HD 0:10 / 18:32

MY GLORYHOLE CUM SLUT

LoyalFans 2 years ago

Hormones For Valentine's Day - sissy faggot - mtf - gender transformation - faggot training - sissy slut - cross dressing - feminization POV

Hormones For Valentine's Day - sissy faggot - mtf - gender transformation - faggot training - sissy slut - cross dressing - feminization POV

LoyalFans 1 week ago

Sissy Challenge

58% HD 0:10 / 5:14

Sissy Challenge

LoyalFans 3 years ago

Sissy Baby Lauren has her nappy changed.

Sissy Baby Lauren has her nappy changed.

LoyalFans 2 days ago

Cupcake Journey

34% HD 0:10 / 8:56

Cupcake Journey

LoyalFans 2 years ago

IT’S NOT MY FAULT

54% HD 0:10 / 14:08

IT’S NOT MY FAULT

LoyalFans 2 years ago

Lost Another Cuck Bet

58% HD 0:10 / 9:15

Lost Another Cuck Bet

LoyalFans 3 months ago

Cross Dressing Sissy Dick Rider

53% HD 0:10 / 8:05

Cross Dressing Sissy Dick Rider

LoyalFans 1 year ago

Wanking Machine Challenge T-girl v machine

58% HD 0:10 / 13:33

Wanking Machine Challenge T-girl v machine

LoyalFans 4 years ago

Sissy Club Slut Part 1/2: Huge Dildo Deep Throat Training & Femdom Pegging with Mistress Stellina Obscura

HD 0:10 / 21:43

Sissy Club Slut Part 1/2: Huge Dildo Deep Throat Training & Femdom Pegging with Mistress Stellina Obscura

LoyalFans 8 months ago

Just Outta Curiosity

65% HD 0:10 / 3:17

Just Outta Curiosity

LoyalFans 2 years ago

Sissy CEI Suck your Panties Clean SLUT

51% HD 0:10 / 8:49

Sissy CEI Suck your Panties Clean SLUT

LoyalFans 2 years ago

Girly Little Sissy

51% HD 0:10 / 10:48

Girly Little Sissy

LoyalFans 8 months ago

lusty lesbian lie part 2

55% HD 0:10 / 11:29

lusty lesbian lie part 2

LoyalFans 4 years ago

Bicuckold video 🔥🌈🥰

57% HD 0:10 / 43:49

Bicuckold video 🔥🌈🥰

LoyalFans 1 year ago

Permanent Bimbo (HD MP4)

53% 4K 0:32 / 13:43

Permanent Bimbo (HD MP4)

Clips4sale 1 year ago

Pantied Sissy JOI

70% HD 0:10 / 11:55

Pantied Sissy JOI

LoyalFans 9 months ago

HOMEWRECKED SISSY FAGGOT

HOMEWRECKED SISSY FAGGOT

Clips4sale 2 years ago

Watching me dangling, dipping and shoeplaying with mules (avi)

Watching me dangling, dipping and shoeplaying with mules (avi)

Clips4sale 2 years ago

Gamer Girl [Part 1]

4K 0:11 / 15:44

Gamer Girl [Part 1]

Clips4sale 4 years ago

Trans Ria Bentley Gives Sissification Sissy Slut Hookup Training

57% HD 0:23 / 23:40

Trans Ria Bentley Gives Sissification Sissy Slut Hookup Training

Clips4sale 2 years ago

SISSY TRIGGER: REJECTION

SISSY TRIGGER: REJECTION

Clips4sale 2 years ago

Privat Houseslave 51

Privat Houseslave 51

Clips4sale 4 days ago

living the barbie life

49% 0:11 / 14:56

living the barbie life

Clips4sale 2 years ago

Pink Doll Finale

60% 0:30 / 16:18

Pink Doll Finale

Clips4sale 1 year 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

Bestie Crossdressing and Pegging

HD 0:30 / 13:03

Bestie Crossdressing and Pegging

Clips4sale 2 years ago

Pillow Humper Pantyhose CEI, JOI

58% 0:29 / 11:49

Pillow Humper Pantyhose CEI, JOI

Clips4sale 3 years ago

Secrets to Sissygasm Easier Every Time

36% HD 0:25 / 11:02

Secrets to Sissygasm Easier Every Time

Clips4sale 1 year ago

Lingerie Lover - Sissy Pegging POV

71% 4K 0:30 / 15:25

Lingerie Lover - Sissy Pegging POV

Clips4sale 11 months ago

Are you wearing panties?

Are you wearing panties?

Clips4sale 1 year ago

Bi friendly Cuckold 💦😍🌈

52% HD 0:10 / 36:18

Bi friendly Cuckold 💦😍🌈

LoyalFans 1 year ago

bedroom sissy

Clips4sale 1 year ago

Sandra Strapped Up by Star Nine in Her Gold Leggings

64% 0:33 / 20:47

Sandra Strapped Up by Star Nine in Her Gold Leggings

Clips4sale 1 year ago

Santa makes Christmas Ball

HD 0:10 / 10:07

Santa makes Christmas Ball

LoyalFans 2 days ago

Prepare for Your Bimbo Slut Transformation

Prepare for Your Bimbo Slut Transformation

Clips4sale 1 year ago

super sexy femboi is a wild person in bed

66% 0:30 / 14:56

super sexy femboi is a wild person in bed

Clips4sale 6 months ago

Better As a Sissy (1080)

55% HD 0:18 / 8:48

Better As a Sissy (1080)

Clips4sale 3 years ago

completely NAKED in the hotel hallway

completely NAKED in the hotel hallway

Clips4sale 2 years ago

Squirt Like A Sissy - Vibrator Masturbation Instructions - Slut Training in Chastity & Panties - Crossdresser Feminization Sissification Small Penis Encouragement - Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

HD 0:25 / 14:25

Squirt Like A Sissy - Vibrator Masturbation Instructions - Slut Training in Chastity & Panties - Crossdresser Feminization Sissification Small Penis Encouragement - Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

Clips4sale 7 months ago

Teaching Carissa Dumond About Wedgies (STANDARD MP4)

Teaching Carissa Dumond About Wedgies (STANDARD MP4)

Clips4sale 2 years ago

FEEDING YOU BBC AT THE GLORYHOLE

45% HD 0:10 / 12:18

FEEDING YOU BBC AT THE GLORYHOLE

LoyalFans 2 years ago

Sissy Sluts finale

50% HD 0:10 / 14:55

Sissy Sluts finale

LoyalFans 4 years ago

Intentional Premature Ejaculation Inside

55% HD 0:11 / 29:32

Intentional Premature Ejaculation Inside

Clips4sale 3 years ago

Cute Trans Getting a Sweet Fuck by her Masked Friend

Cute Trans Getting a Sweet Fuck by her Masked Friend

Clips4sale 1 year ago

TS Karabella Dominating Her Boy Toy

HD 0:10 / 22:40

TS Karabella Dominating Her Boy Toy

LoyalFans 1 week ago

his diary knows all his secrets

his diary knows all his secrets

Clips4sale 2 years ago

Puppy Plays With Your Cock

59% HD 0:28 / 9:56

Puppy Plays With Your Cock

Clips4sale 4 years ago

Locktober - Plap those pathetic balls

Locktober - Plap those pathetic balls

Clips4sale 5 months ago

Neptune Bound Breathplay HOM w Plastic Bag 1280

64% HD 0:11 / 13:19

Neptune Bound Breathplay HOM w Plastic Bag 1280

Clips4sale 4 years ago

My CD-Slave Encased In Tights, Bondaged With Leather Belts And Milked While I Sit On His Face (MP4 FULL HD)

71% HD 0:12 / 19:40

My CD-Slave Encased In Tights, Bondaged With Leather Belts And Milked While I Sit On His Face (MP4 FULL HD)

Clips4sale 2 years ago

sissy maid is taught proper manners

sissy maid is taught proper manners

Clips4sale 1 year ago

Maid Anna’s sissy assessment

HD 0:30 / 10:32

Maid Anna’s sissy assessment

Clips4sale 9 months ago

The day of Metal 2

63% 0:11 / 7:11

The day of Metal 2

Clips4sale 2 years ago

24 strokes for Jennifer plus 12 bonus whacks

72% 0:30 / 11:15

24 strokes for Jennifer plus 12 bonus whacks

Clips4sale 1 year ago

Preparing Our Sissy For A Pounding!

45% 4K 0:11 / 11:30

Preparing Our Sissy For A Pounding!

Clips4sale 4 years ago

CDNY1 Cute Japanese CD Nanami Bound and Gagged in Windbreaker Part1 (MP4)

72% 0:11 / 17:35

CDNY1 Cute Japanese CD Nanami Bound and Gagged in Windbreaker Part1 (MP4)

Clips4sale 3 years ago

DOUBLE DOMINATION SISSYFICATION part 2

DOUBLE DOMINATION SISSYFICATION part 2

Clips4sale 2 years ago

sissy maid has the best boipussy

65% 0:11 / 26:37

sissy maid has the best boipussy

Clips4sale 2 years ago

sexy femboi gets an injection of Americana

60% 0:30 / 23:08

sexy femboi gets an injection of Americana

Clips4sale 8 months ago

Five Finger Orgasm

Five Finger Orgasm

Clips4sale 4 days ago

Supergirl and Wonder Woman Arm Wrestling (STANDARD WMV)

66% 0:11 / 7:22

Supergirl and Wonder Woman Arm Wrestling (STANDARD WMV)

Clips4sale 2 years ago

Stepmom in latex Gloves Shaving Hairy Cock of Submissive Sissy Slut in nylon Stockings - Latex Multiple Ruined Orgasms of Sissy Slut Big Cock in Pantyhose, Close Female Naked Male, Mistress in Bra and Panties, Femdom Sex

4K 0:28 / 27:55

Stepmom in latex Gloves Shaving Hairy Cock of Submissive Sissy Slut in nylon Stockings - Latex Multiple Ruined Orgasms of Sissy Slut Big Cock in Pantyhose, Close Female Naked Male, Mistress in Bra and Panties, Femdom Sex

Clips4sale 4 months ago

Lady Hump for My Sissy Slut

66% 0:11 / 8:22

Lady Hump for My Sissy Slut

Clips4sale 2 years ago

Sissy Mesmerize - kendra james, femdom, joi mp4

HD 0:11 / 16:20

Sissy Mesmerize - kendra james, femdom, joi mp4

Clips4sale 2 years ago

Spit Roasting The Trans Slave Girl (WMV HD)

66% HD 0:11 / 13:58

Spit Roasting The Trans Slave Girl (WMV HD)

Clips4sale 2 years ago

specific type of maid

58% 0:30 / 25:44

specific type of maid

Clips4sale 8 months ago

Perfect Doll

46% HD 0:05 / 1:29

Clips4sale 10 months ago

the good girl lifestyle

the good girl lifestyle

Clips4sale 6 months ago

Sissy Cock Sock: GAY Training Mind Fuck

57% HD 0:10 / 9:17

Sissy Cock Sock: GAY Training Mind Fuck

LoyalFans 1 year ago

Playing with my LatexToy pt 4 of 4 1080p

83% HD 0:20 / 13:08

Playing with my LatexToy pt 4 of 4 1080p

Clips4sale 1 year ago

Latex Femboy Cums While Gagged and Masked

51% HD 0:13 / 10:13

Latex Femboy Cums While Gagged and Masked

Clips4sale 4 years ago

The Feminization Room - Remy D gets caught and transformed by Princess Dandy and Megan Daw (shaving, makeup, feminization, sissy, chastity, crossdressing, double domination, pegging)

54% 0:30 / 58:28

The Feminization Room - Remy D gets caught and transformed by Princess Dandy and Megan Daw (shaving, makeup, feminization, sissy, chastity, crossdressing, double domination, pegging)

Clips4sale 1 year ago

magical cockher place is wherever he wants her to be

54% 0:30 / 27:56

magical cockher place is wherever he wants her to be

Clips4sale 1 year ago

Lola Sissification 3 (Deepthroat) - G058

44% HD 0:10 / 26:34

Lola Sissification 3 (Deepthroat) - G058

Clips4sale 1 year ago

Dani M Love in the Armbinder and Tight Nylon Straps

Dani M Love in the Armbinder and Tight Nylon Straps

Clips4sale 2 years ago

Stepson & maid body swap stepdad doesn’t know

55% HD 0:26 / 8:44

Stepson & maid body swap stepdad doesn’t know

Clips4sale 10 months ago

Trans Fucking With Crossdresser

Trans Fucking With Crossdresser

Clips4sale 1 year ago

Feminized and Fucked by My Strapon

50% HD 0:10 / 9:53

Feminized and Fucked by My Strapon

LoyalFans 2 years ago

I Caught You Crossdressing and Now I Own You

I Caught You Crossdressing and Now I Own You

LoyalFans 1 week ago

Anal play sissy handjob FULLHD1080

51% 0:14 / 8:29

Anal play sissy handjob FULLHD1080

Clips4sale 3 years ago

feminized and dressed up

60% 0:30 / 28:30

feminized and dressed up

Clips4sale 1 year ago

Bound Sissy Enjoys Her Cum

69% HD 0:14 / 15:12

Bound Sissy Enjoys Her Cum

Clips4sale 4 years ago

Naughty Nurse Lola Minaj Trans Mesmerize

Naughty Nurse Lola Minaj Trans Mesmerize

Clips4sale 3 years ago

Bianca tied by Vanessa MP4 Full HD (1080p) starring Biancabound & Vanessa Fetish

65% HD 0:30 / 12:18

Bianca tied by Vanessa MP4 Full HD (1080p) starring Biancabound & Vanessa Fetish

Clips4sale 8 months ago

Smoky Fetish BJ: My Hard Cock Explodes in Her Mouth - SFL362

Smoky Fetish BJ: My Hard Cock Explodes in Her Mouth - SFL362

Clips4sale 3 weeks ago

Sissy Goon for Goddess JOI by Goddess Nikki Kit

Sissy Goon for Goddess JOI by Goddess Nikki Kit

LoyalFans 7 months ago

Femboy Craves CBT Punishment

73% HD 0:10 / 8:18

Femboy Craves CBT Punishment

Clips4sale 4 years ago

Evil Lohan and Maísa Pravo: Smoking fetish

Evil Lohan and Maísa Pravo: Smoking fetish

Clips4sale 3 years ago

COCK FILLED WHORE (1080p)

59% HD 0:10 / 12:23

COCK FILLED WHORE (1080p)

LoyalFans 1 year ago

FAGGOT OBSESSION

FAGGOT OBSESSION

LoyalFans 2 years ago

Sissy Slut Swallows Sissygasm - CEI JOI Cum Eating Instructions by Goddess Nikki Kit

46% HD 0:10 / 9:40

Sissy Slut Swallows Sissygasm - CEI JOI Cum Eating Instructions by Goddess Nikki Kit

LoyalFans 1 year ago

Your cock and balls are mine!! Dominant CBT JO by TrannyI! GERMAN DEUTSCH

54% HD 0:30 / 12:13

Your cock and balls are mine!! Dominant CBT JO by TrannyI! GERMAN DEUTSCH

Clips4sale 1 year ago

Glory Hole Gay Boys

46% HD 0:10 / 12:34

Glory Hole Gay Boys

LoyalFans 2 months ago

Glam Slut Milking Session (4k)

71% 4K 0:10 / 10:17

Glam Slut Milking Session (4k)

LoyalFans 11 months 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

LATEX BONDAGE SHEMALE DEEPTHROAT SUB CROSSDRESSER IN RED HAIR P1

84% HD 0:22 / 10:19

LATEX BONDAGE SHEMALE DEEPTHROAT SUB CROSSDRESSER IN RED HAIR P1

Clips4sale 2 years ago

Birthday Bi Party - Part One - 3 - HD

67% HD 0:19 / 3:22

Birthday Bi Party - Part One - 3 - HD

Clips4sale 2 years ago

TS Natalie Carnot in her Girdle, Stockings, Tennis Shoes and Swimcap

TS Natalie Carnot in her Girdle, Stockings, Tennis Shoes and Swimcap

Clips4sale 2 months ago

Let's Change Gender Roles and Spice Up Our Play (FULL HD)

HD 0:57 / 18:24

Let's Change Gender Roles and Spice Up Our Play (FULL HD)

Clips4sale 5 months ago

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9,407 results found

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