Crossdressing Videos - Trans (10,335)

Feminizing Her Rival Part 4

Feminizing Her Rival Part 4

Clips4sale 2 years ago

Make me bi to BBC and teach me how to fuck in chastity my Queen Maisa Pravo

77% 0:41 / 22:55

Make me bi to BBC and teach me how to fuck in chastity my Queen Maisa Pravo

Clips4sale 1 year ago

Goddess Tiana Strapon Returns Part 2

Goddess Tiana Strapon Returns Part 2

Clips4sale 1 year ago

Sissy Faggot Cocksucker JOI

56% HD 0:25 / 18:16

Sissy Faggot Cocksucker JOI

Clips4sale 2 years ago

Sissy Tasks Advanced Level - Femdom Slut Training Mistress Emily Marilyn

4K 0:20 / 11:50

Sissy Tasks Advanced Level - Femdom Slut Training Mistress Emily Marilyn

Clips4sale 5 months ago

At your command! Bondage orgasm and cumshot for leather sissy Katja

65% 0:11 / 17:20

At your command! Bondage orgasm and cumshot for leather sissy Katja

Clips4sale 3 years ago

Sissy maid for hire - Your first day

Sissy maid for hire - Your first day

Clips4sale 2 years ago

Vertical Hogtie in Vinyl

4K 0:30 / 10:51

Vertical Hogtie in Vinyl

Clips4sale 1 year ago

Sissy Slut Awakening

Sissy Slut Awakening

Clips4sale 6 months ago

SO YOU THINK I’M A MAN

66% HD 0:10 / 9:52

SO YOU THINK I’M A MAN

LoyalFans 3 years ago

Little Silky, Sissy Whore

Little Silky, Sissy Whore

Clips4sale 1 year ago

Prison Sissy Blumpkin Bitch

56% HD 0:10 / 19:14

Prison Sissy Blumpkin Bitch

LoyalFans 1 month ago

Eva Android's Catch & Release!!

63% 0:10 / 5:17

Eva Android's Catch & Release!!

Clips4sale 1 year ago

Totally Emasculated

4K 0:26 / 14:04

Totally Emasculated

Clips4sale 1 year ago

Cock And Cum Slut For Mel Fire Stage 1 (MP4)

Cock And Cum Slut For Mel Fire Stage 1 (MP4)

Clips4sale 1 year ago

Mistress Pegging Crossdresser Bailey Wilde - Compilation 5

HD 0:10 / 20:01

Mistress Pegging Crossdresser Bailey Wilde - Compilation 5

LoyalFans 3 weeks ago

Skirts For A Sissy Secretary

Skirts For A Sissy Secretary

Clips4sale 1 year ago

Useless male to prissy sissy - Double domme training

Useless male to prissy sissy - Double domme training

Clips4sale 2 years ago

OMG I GOT CHANGED INTO A WOMAN IN WONDERLAND

47% HD 0:20 / 22:06

OMG I GOT CHANGED INTO A WOMAN IN WONDERLAND

Clips4sale 1 year ago

Encouraged to be Bisexual Lola Minaj Trans Mesmerize Mind Fuck AUDIO ONLY

Encouraged to be Bisexual Lola Minaj Trans Mesmerize Mind Fuck AUDIO ONLY

Clips4sale 2 years ago

The Bitchy And Scratchy Show (720p)

HD 0:30 / 10:08

The Bitchy And Scratchy Show (720p)

Clips4sale 1 year ago

BUY THIS and learn Fool nation - HIV isn’t herpes and Covid isn’t HIV.

HD 0:10 / 25:55

BUY THIS and learn Fool nation - HIV isn’t herpes and Covid isn’t HIV.

LoyalFans 4 years ago

We laugh at your mini cock! Fuck a pillow until you come! Loser JOI GERMAN!

52% HD 0:30 / 8:33

We laugh at your mini cock! Fuck a pillow until you come! Loser JOI GERMAN!

Clips4sale 2 years ago

Gender transformation - Mistaken for a girl, then turned into one

57% HD 0:11 / 7:28

Gender transformation - Mistaken for a girl, then turned into one

Clips4sale 3 years ago

mature crossdresser is slowly transitioning

mature crossdresser is slowly transitioning

Clips4sale 10 months 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 7 months ago

Crossdresser Bailey Wilde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 5

HD 0:10 / 20:07

Crossdresser Bailey Wilde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 5

LoyalFans 3 weeks ago

Gorgeous Femboy Goddess Fucking Trans Kelsey Masters - Compilation 5

HD 0:10 / 20:06

Gorgeous Femboy Goddess Fucking Trans Kelsey Masters - Compilation 5

LoyalFans 3 weeks ago

Tranny Walk & Wetting in hot white jeans !! Pissed in in public!

68% HD 0:30 / 8:03

Tranny Walk & Wetting in hot white jeans !! Pissed in in public!

Clips4sale 3 years ago

(650) Sissy Compilation #2: Crossdresser, Sissification, Sissygasm - Zoulette (4K)

4K 0:10 / 10:00

(650) Sissy Compilation #2: Crossdresser, Sissification, Sissygasm - Zoulette (4K)

LoyalFans 6 months ago

Chastity Cage Spit Roasting (1080p)

HD 0:30 / 10:18

Chastity Cage Spit Roasting (1080p)

Clips4sale 7 months ago

After the Oktoberfest, horny tranny girl gives great blowjob! He cums on her tits!

After the Oktoberfest, horny tranny girl gives great blowjob! He cums on her tits!

Clips4sale 11 months ago

Blonde Trans Beauty Fucked by BBC *EXCLUSIVE*

Blonde Trans Beauty Fucked by BBC *EXCLUSIVE*

LoyalFans 3 weeks ago

FEMINIZED BOYFRIEND

29% 0:11 / 12:16

FEMINIZED BOYFRIEND

Clips4sale 3 years ago

Post Op Trans Woman Using New Pussy - Compilation 1

HD 0:10 / 20:01

Post Op Trans Woman Using New Pussy - Compilation 1

LoyalFans 3 weeks ago

Super Sexy Femboy Bailey Willde Fucked Raw - Compilation 3

HD 0:10 / 20:41

Super Sexy Femboy Bailey Willde Fucked Raw - Compilation 3

LoyalFans 3 weeks ago

Caught Crossdressing

55% HD 0:10 / 5:08

Caught Crossdressing

LoyalFans 1 year ago

Our Greedy Sissy Hole: Full Movie

HD 0:10 / 37:17

Our Greedy Sissy Hole: Full Movie

LoyalFans 1 month ago

Step-Mommy's Pissy Sissy

Step-Mommy's Pissy Sissy

LoyalFans 1 month ago

hands free orgasm with help of vibrating anal beads

hands free orgasm with help of vibrating anal beads

Clips4sale 4 years ago

We laughed As Your Tits Grew

66% HD 0:10 / 6:16

We laughed As Your Tits Grew

LoyalFans 3 years ago

Win A Bet For Me

55% HD 0:10 / 8:04

Win A Bet For Me

LoyalFans 1 year ago

Sissy Pegging

61% 0:14 / 6:27

Clips4sale 1 year ago

Step-Mommys Surgical Secret- From SPH to Sissification

HD 0:10 / 10:52

Step-Mommys Surgical Secret- From SPH to Sissification

LoyalFans 5 days ago

Castrate the Sissy

51% HD 0:10 / 9:24

Castrate the Sissy

LoyalFans 1 year ago

I KNOW YOU LIKE PUSSY BUT..

HD 0:10 / 12:08

I KNOW YOU LIKE PUSSY BUT..

LoyalFans 3 years ago

Mistress Strapon Fucking Sissy Bailey Wilde - Compilation 50

HD 0:10 / 29:20

Mistress Strapon Fucking Sissy Bailey Wilde - Compilation 50

LoyalFans 3 weeks ago

Femboy Bailey Wilde Fucking Huge Ass TS Kelsey Masters - Compilation 1

HD 0:10 / 20:00

Femboy Bailey Wilde Fucking Huge Ass TS Kelsey Masters - Compilation 1

LoyalFans 3 weeks ago

Sissy Tabatha is hooked on Sissy Training

63% HD 0:10 / 13:19

Sissy Tabatha is hooked on Sissy Training

LoyalFans 3 months ago

Crossdresser Bailey Wilde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 3

HD 0:10 / 20:00

Crossdresser Bailey Wilde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 3

LoyalFans 3 weeks ago

Blonde Trans Beauty Fucked Missionary by BBC *EXCLUSIVE*

Blonde Trans Beauty Fucked Missionary by BBC *EXCLUSIVE*

LoyalFans 3 weeks ago

Accept The Household Humiliation

Accept The Household Humiliation

LoyalFans 1 year ago

Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 4

HD 0:10 / 20:00

Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 4

LoyalFans 3 weeks ago

The Latex Shining 3

65% HD 0:10 / 9:15

The Latex Shining 3

LoyalFans 1 year ago

JOI for Beta Losers! You're NOT seeing me naked today! Censored Porn!

JOI for Beta Losers! You're NOT seeing me naked today! Censored Porn!

Clips4sale 5 months ago

Hot Crossdresser Ready to Get Fucked *EXCLUSUVE*

Hot Crossdresser Ready to Get Fucked *EXCLUSUVE*

LoyalFans 4 weeks ago

Tranny femdom cam session with loser! 10 ruined orgasm til full load! GERMAN DEUTSCH

65% HD 0:30 / 12:18

Tranny femdom cam session with loser! 10 ruined orgasm til full load! GERMAN DEUTSCH

Clips4sale 10 months ago

Pantyhose At Valentine Network

HD 0:10 / 10:57

Pantyhose At Valentine Network

LoyalFans 2 years ago

HOT Blonde Crossdresser Sucking Daddy's Dick

HOT Blonde Crossdresser Sucking Daddy's Dick

LoyalFans 3 weeks ago

Public Sissy Hunt: Whispered Encouraged Bi Audio

Public Sissy Hunt: Whispered Encouraged Bi Audio

LoyalFans 4 days ago

Mistress Strapon Fucking Sissy Bailey Wilde - Compilation 8

HD 0:10 / 20:18

Mistress Strapon Fucking Sissy Bailey Wilde - Compilation 8

LoyalFans 3 weeks ago

Full Feminization Transformation

54% HD 0:10 / 15:46

Full Feminization Transformation

LoyalFans 6 months ago

Naked dance playing with oily body

61% 0:29 / 6:48

Naked dance playing with oily body

Clips4sale 3 years ago

Very Hot Goth Femboy Jade Madison Fucked - Compilation 3

61% HD 0:10 / 14:04

Very Hot Goth Femboy Jade Madison Fucked - Compilation 3

LoyalFans 2 months ago

Sissy BDSM Dominating Petite Trans Woman - Compilation 3

HD 0:10 / 20:08

Sissy BDSM Dominating Petite Trans Woman - Compilation 3

LoyalFans 3 weeks ago

Sissy Store Sales Girl

61% 0:13 / 15:13

Sissy Store Sales Girl

Clips 1 day ago

Sissy Imprinted

67% HD 0:10 / 11:15

Sissy Imprinted

LoyalFans 2 months ago

Trans Beauty Sucking Big Brazilian Cock *EXCLUSIVE*

Trans Beauty Sucking Big Brazilian Cock *EXCLUSIVE*

LoyalFans 4 weeks ago

My Gay Gang Bang Slave

My Gay Gang Bang Slave

LoyalFans 3 years ago

Sissy Chastity Anal Compilation *EXCLUSIVE*

HD 0:10 / 25:35

Sissy Chastity Anal Compilation *EXCLUSIVE*

LoyalFans 3 weeks ago

Super Hot Blonde Femboy Bailey Wilde Fucked - Compilation 2

HD 0:10 / 20:00

Super Hot Blonde Femboy Bailey Wilde Fucked - Compilation 2

LoyalFans 3 weeks ago

Heteroflexible K crossdressing 103: slender fit older hung transvestite skirt anal cockring combo

Heteroflexible K crossdressing 103: slender fit older hung transvestite skirt anal cockring combo

Clips4sale 3 years ago

GF Gives You A Makeover

HD 0:10 / 26:26

GF Gives You A Makeover

LoyalFans 5 months ago

Be a bimbo

61% 0:15 / 7:16

Clips4sale 4 years ago

(541) Sissygasm: MILF Crossdresser in High Heel Boots with Vibrator Has a Hands-Free Orgasm - Zoulette (4K, MP4)

66% 4K 0:10 / 8:39

(541) Sissygasm: MILF Crossdresser in High Heel Boots with Vibrator Has a Hands-Free Orgasm - Zoulette (4K, MP4)

LoyalFans 1 year ago

Sissy Bailey Wilde and Petite Trans Woman - Compilation 2

HD 0:10 / 20:00

Sissy Bailey Wilde and Petite Trans Woman - Compilation 2

LoyalFans 3 weeks ago

Crossdresser BDSM Dominating Petite Trans Woman - Compilation 2

HD 0:10 / 20:00

Crossdresser BDSM Dominating Petite Trans Woman - Compilation 2

LoyalFans 3 weeks ago

POV Mommy Amy changing the sissy Adult Baby diaper and penis cage

POV Mommy Amy changing the sissy Adult Baby diaper and penis cage

Clips4sale 2 years ago

Crossdresser Bailey Wilde Fucking Petite Trans Woman - Compilation 9

HD 0:10 / 20:00

Crossdresser Bailey Wilde Fucking Petite Trans Woman - Compilation 9

LoyalFans 3 weeks ago

What is the price of your ass

60% HD 0:10 / 20:37

What is the price of your ass

LoyalFans 2 months ago

Sissy For Alphas

60% HD 0:10 / 5:18

Sissy For Alphas

LoyalFans 2 years ago

Caught and sissified

60% HD 0:10 / 17:31

Caught and sissified

LoyalFans 5 years ago

C232: (Hong Kong Cantonese) Cross-dressed perv got caught at girl school

48% HD 0:10 / 13:45

C232: (Hong Kong Cantonese) Cross-dressed perv got caught at girl school

LoyalFans 4 years ago

She gives me a hand job while inserting an anal vibrator

55% HD 0:10 / 5:13

She gives me a hand job while inserting an anal vibrator

LoyalFans 4 years ago

Bizarre Encouraged Bi

51% HD 0:10 / 21:40

Bizarre Encouraged Bi

LoyalFans 5 months ago

Sissy Sexy Stockings and lingerie wearing training

HD 0:10 / 10:00

Sissy Sexy Stockings and lingerie wearing training

LoyalFans 2 years ago

Transvestite Cleaning

46% HD 0:30 / 1:24:00

Transvestite Cleaning

AEBN 16 years ago

BBC BJ and Anal Sissy Compilation *EXCLUSIVE*

HD 0:10 / 27:42

BBC BJ and Anal Sissy Compilation *EXCLUSIVE*

LoyalFans 3 weeks ago

Straight Guy Fucking Femboy

HD 0:10 / 28:02

Straight Guy Fucking Femboy

LoyalFans 1 month ago

Better When Bound: Part I

HD 0:10 / 14:34

Better When Bound: Part I

LoyalFans 1 year ago

Domme Cassidy Cream Pegging Sissy

64% HD 0:10 / 24:50

Domme Cassidy Cream Pegging Sissy

LoyalFans 3 weeks ago

EXPOSING BBC FAGGOT CHRISTOPHER

51% HD 0:10 / 26:44

EXPOSING BBC FAGGOT CHRISTOPHER

LoyalFans 3 years ago

Sissy Daisy Sucking and Getting Fucked - Compilation 1

HD 0:10 / 20:01

Sissy Daisy Sucking and Getting Fucked - Compilation 1

LoyalFans 3 weeks ago

HOT Blonde Crossdresser Gets Foot Job

HD 0:10 / 19:36

HOT Blonde Crossdresser Gets Foot Job

LoyalFans 3 weeks ago

Profit From The Sissy Maid

61% HD 0:10 / 11:48

Profit From The Sissy Maid

LoyalFans 1 year ago

(363) Strap-On Pegging My Sissy Hubby (4K)

4K 0:10 / 13:53

(363) Strap-On Pegging My Sissy Hubby (4K)

LoyalFans 1 year ago

THE 4 STEPS TO A SISSYGASM

THE 4 STEPS TO A SISSYGASM

LoyalFans 2 years ago

BODY SWAP - YOUR GAY LOVER WAKES UP as TABITHAXXX

HD 0:10 / 28:13

BODY SWAP - YOUR GAY LOVER WAKES UP as TABITHAXXX

LoyalFans 2 years ago

Goddess Lohan - Gluttonous Slut Gets Picked Up the Ass

Goddess Lohan - Gluttonous Slut Gets Picked Up the Ass

Clips4sale 3 years ago

Pink Titty Tart

HD 0:10 / 10:45

Pink Titty Tart

LoyalFans 2 years ago

Cucked And Clowned

63% HD 0:10 / 13:09

Cucked And Clowned

LoyalFans 2 years ago

SISSY COCK SLUT

HD 0:10 / 12:33

SISSY COCK SLUT

LoyalFans 4 weeks ago

Transvestites Vs Milf

48% HD 0:30 / 1:32:00

Transvestites Vs Milf

AEBN 16 years ago

How long would you last? Anal edging

HD 0:10 / 22:25

How long would you last? Anal edging

LoyalFans 2 years ago

Sissy Whore Awakening: Dress Up | Sissy Training Cross Dressing Femdom POV | Sophia Truee

HD 0:10 / 10:19

Sissy Whore Awakening: Dress Up | Sissy Training Cross Dressing Femdom POV | Sophia Truee

LoyalFans 1 day ago

Red Pill Alpha to Sissy Whore

64% HD 0:10 / 18:26

Red Pill Alpha to Sissy Whore

LoyalFans 2 months ago

Sissy Baby Step Son Part 2 Diaper Tease

54% HD 0:10 / 10:47

Sissy Baby Step Son Part 2 Diaper Tease

LoyalFans 3 years ago

Only girls allowed in my room - Feminization

Only girls allowed in my room - Feminization

Clips4sale 2 weeks ago

Sissy Slut Takes Huge Dildo

46% HD 0:10 / 15:38

Sissy Slut Takes Huge Dildo

LoyalFans 2 years ago

Mistress Pegging Crossdresser Bailey Wilde - Compilation 15

HD 0:10 / 20:02

Mistress Pegging Crossdresser Bailey Wilde - Compilation 15

LoyalFans 3 weeks ago

Gay Task for Sissy Goon – Bisexual Encouragement by Goddess Nikki Kit

59% HD 0:10 / 8:27

Gay Task for Sissy Goon – Bisexual Encouragement by Goddess Nikki Kit

LoyalFans 1 year ago

Crossdresser Bailey Wilde Sucking Femboy Jasmyne Jaye - Compilation 5

HD 0:10 / 20:01

Crossdresser Bailey Wilde Sucking Femboy Jasmyne Jaye - Compilation 5

LoyalFans 3 weeks ago

Sissy Hubby in Chastity Trained to Suck Cock (WL1759)

68% HD 0:10 / 17:41

Sissy Hubby in Chastity Trained to Suck Cock (WL1759)

LoyalFans 3 months ago

Daddy's Gimp: Part I

HD 0:10 / 19:07

Daddy's Gimp: Part I

LoyalFans 6 months ago

BMail Video Number 2

HD 0:10 / 15:51

BMail Video Number 2

LoyalFans 1 month ago

Hot Blonde Trans Beauty Fucked Missionary by BBC *EXCLUSIVE*

Hot Blonde Trans Beauty Fucked Missionary by BBC *EXCLUSIVE*

LoyalFans 3 weeks ago

Cleaning slave working hard for cute tranny girl! Spitting! Assfuck! Mouthfuck! Deepthroat! Cum in mouth!

63% HD 0:30 / 19:59

Cleaning slave working hard for cute tranny girl! Spitting! Assfuck! Mouthfuck! Deepthroat! Cum in mouth!

Clips4sale 1 year ago

Kristen Stuck and Hogtied in Her Latex Dress and Hood

Kristen Stuck and Hogtied in Her Latex Dress and Hood

Clips4sale 2 years ago

Laughing As You Lost Me

Laughing As You Lost Me

LoyalFans 2 years ago

Femboy Bailey Wilde Fucking Huge Ass TS Kelsey Masters - Compilation 2

HD 0:10 / 20:00

Femboy Bailey Wilde Fucking Huge Ass TS Kelsey Masters - Compilation 2

LoyalFans 3 weeks ago

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