Crossdressing Videos - Trans (97,699)

Sandra "Comes Out" to Star Nine, Her Step-Mother's Caretaker

56% HD 0:36 / 21:48

Sandra "Comes Out" to Star Nine, Her Step-Mother's Caretaker

Clips4sale 4 years ago

Daddy in My Panties Again

Daddy in My Panties Again

FapHouse 1 week ago

Hot Tranny Gets Slowly Fucked by a Sex Machine

Hot Tranny Gets Slowly Fucked by a Sex Machine

FapHouse 2 weeks ago

Sissy slut femboy get ass bonked by tattooed man

71% 0:30 / 23:13

Sissy slut femboy get ass bonked by tattooed man

C4S 10 months ago

CD slut gives blowjob after the club

67% 0:26 / 13:42

CD slut gives blowjob after the club

Clips4sale 3 weeks ago

Canadian boys make great submissive gurls

81% 0:30 / 25:28

Canadian boys make great submissive gurls

Clips4sale 8 months ago

babygirl is here to please you

57% 0:11 / 13:33

babygirl is here to please you

Clips4sale 1 year ago

Louboutins, Standing CBT & Heavy Weights

59% 0:30 / 8:48

Louboutins, Standing CBT & Heavy Weights

Clips4sale 5 months ago

mature cd sucks the d and gets fucked

61% HD 0:30 / 20:56

mature cd sucks the d and gets fucked

PornBox 1 month ago

Masked friend came to give me a great ass fuck

80% 0:30 / 17:26

Masked friend came to give me a great ass fuck

Clips4sale 9 months ago

Amateur crossdresser fucking with a young shy boy

69% 0:26 / 16:30

Amateur crossdresser fucking with a young shy boy

C4S 10 months ago

Crossdressing Barbie gets slutty

58% 0:39 / 22:10

Crossdressing Barbie gets slutty

FapHouse 2 years ago

Trans Fucking With Crossdresser

69% 0:30 / 19:20

Trans Fucking With Crossdresser

C4S 10 months ago

Fucking Crossdressers is GAY!

55% HD 0:25 / 11:36

Fucking Crossdressers is GAY!

Clips4sale 2 years ago

Rosies Sissification

49% HD 0:27 / 11:14

Rosies Sissification

Clips4sale 11 months ago

Cum to Gay Porn JOI

70% HD 0:30 / 11:53

Cum to Gay Porn JOI

Clips4sale 2 years ago

Personal Slut fucked with strap-on pegging and feminization Domina Wife Madame Electric

69% 0:23 / 12:22

Personal Slut fucked with strap-on pegging and feminization Domina Wife Madame Electric

Clips4sale 11 months ago

Sissy Femboy Secretary Interview

65% 0:30 / 15:40

Sissy Femboy Secretary Interview

Clips4sale 9 months ago

* 854x480p * Sissy Closet Queer Caught Thieving Pantyhose - Mp4

50% 0:09 / 14:20

* 854x480p * Sissy Closet Queer Caught Thieving Pantyhose - Mp4

Clips4sale 1 year ago

Tania and her submissive play a little

55% 0:11 / 2:25

Tania and her submissive play a little

Clips4sale 2 years ago

THE RED ROOM 1: MY PERFECT RUBBER BONDAGE SLAVE 720

4K 0:58 / 40:01

THE RED ROOM 1: MY PERFECT RUBBER BONDAGE SLAVE 720

Clips4sale 5 days ago

much sexier than most women

66% 0:11 / 28:51

much sexier than most women

Clips4sale 1 year ago

Caged Sissy Cums From Intense CBT

51% HD 0:21 / 12:52

Caged Sissy Cums From Intense CBT

Clips4sale 3 years ago

Milf Jeanne Spreadeagled and Pantyhose Encased

57% 0:37 / 16:49

Milf Jeanne Spreadeagled and Pantyhose Encased

Clips4sale 1 year ago

Locked, Loaded & Ready to be Fucked (FULL HD)

54% 4K 0:18 / 20:01

Locked, Loaded & Ready to be Fucked (FULL HD)

Clips4sale 2 years ago

Booted Jewell Marceau Interviews and Straps Up Sandra

58% 0:32 / 17:06

Booted Jewell Marceau Interviews and Straps Up Sandra

Clips4sale 1 year ago

Crossdresed twink fucked raw straight boy dominant

70% HD 0:39 / 23:38

Crossdresed twink fucked raw straight boy dominant

FapHouse 3 years ago

New sissy maid completes her first task

63% HD 0:39 / 29:20

New sissy maid completes her first task

FapHouse 3 years ago

Sandra in Self Bondage in Her Pink Satin Blouse and Strict Gagging

67% 0:30 / 14:21

Sandra in Self Bondage in Her Pink Satin Blouse and Strict Gagging

Clips4sale 2 years ago

Sucking Satin Sissy

76% HD 0:40 / 9:38

Sucking Satin Sissy

Punishment high heels boots transvestite

Punishment high heels boots transvestite

Clips4sale 1 week ago

Sissy slut gets fucked by a spider boy

72% 0:30 / 19:27

Sissy slut gets fucked by a spider boy

C4S 10 months ago

Chastity Sissy Marissa Approached by Sandra

49% 0:32 / 18:35

Chastity Sissy Marissa Approached by Sandra

Clips4sale 2 months ago

Sissy femboy fucked hard by grindr guy

73% 0:30 / 12:52

Sissy femboy fucked hard by grindr guy

C4S 10 months ago

DVD 17 Crossdresser CD Stacey in Red Nighty

DVD 17 Crossdresser CD Stacey in Red Nighty

Clips4sale 6 days ago

Jammy Salsalita Private Show

Jammy Salsalita Private Show

Flirt4Free 6 days ago

Sexy Crossdresser Kellycd2022 in Pink Sparkly Dress Heels and Pantyhose

HD 0:39 / 18:09

Sexy Crossdresser Kellycd2022 in Pink Sparkly Dress Heels and Pantyhose

FapHouse 2 weeks ago

Clips in Black Heels Panties Lingerie and Stockings

HD 0:39 / 21:02

Clips in Black Heels Panties Lingerie and Stockings

FapHouse 1 year ago

The shemale tail

80% 4K 0:27 / 28:02

The shemale tail

Clips4sale 4 years ago

Vibe Belt Huge Ruined Cum Femboy

Vibe Belt Huge Ruined Cum Femboy

FapHouse 4 days ago

RENEE HAS FUN WITH HER BOOT & FOOTSLAVE

58% 0:16 / 22:32

RENEE HAS FUN WITH HER BOOT & FOOTSLAVE

Clips4sale 1 year ago

Juniper deep anal dildo

59% HD 0:39 / 24:36

Juniper deep anal dildo

FapHouse 2 years ago

Trans getting an express fucking and own cumshot

58% 0:30 / 8:36

Trans getting an express fucking and own cumshot

C4S 10 months ago

Room Service Pegging - Betty enjoys my ass

Room Service Pegging - Betty enjoys my ass

C4S 2 weeks ago

Anal Training For Chastity Caged Sissy Slut

57% HD 0:19 / 17:20

Anal Training For Chastity Caged Sissy Slut

Clips4sale 3 years ago

Super Sexy Crossdresser Fucked - Compilation 1

66% HD 0:07 / 0:39

Super Sexy Crossdresser Fucked - Compilation 1

FapHouse 3 months ago

My Neighbor Feels Feminized When I Fuck Him with His Nylon Stockings

My Neighbor Feels Feminized When I Fuck Him with His Nylon Stockings

FapHouse 1 week ago

submissive sissy loves being ordered around

72% 0:30 / 25:42

submissive sissy loves being ordered around

Clips4sale 9 months ago

Seduced by my CD roommate 4K

74% 4K 0:30 / 17:27

Seduced by my CD roommate 4K

Clips4sale 6 months ago

Whore in Transparent Stockings Can't Stand It When I Give Her My Cock

Whore in Transparent Stockings Can't Stand It When I Give Her My Cock

FapHouse 1 week ago

His Mistress turned him into a good gurl

59% 0:30 / 25:21

His Mistress turned him into a good gurl

Clips4sale 10 months ago

Crossdresser Cdmichellle Putting on Panties Hoes & Lingerie

Crossdresser Cdmichellle Putting on Panties Hoes & Lingerie

FapHouse 6 days ago

Dressed Up And Bullied

53% HD 0:10 / 13:38

Dressed Up And Bullied

LoyalFans 1 year ago

Fucking Hot Trans Kelsey Masters - Compilation 1

HD 0:39 / 20:05

Fucking Hot Trans Kelsey Masters - Compilation 1

FapHouse 1 week ago

I Took My Sissy To The Gloryhole

72% HD 0:26 / 16:07

I Took My Sissy To The Gloryhole

Clips4sale 3 years ago

Sex wih friends and a crossdressed twink

60% HD 0:39 / 50:09

Sex wih friends and a crossdressed twink

FapHouse 3 years ago

Beautiful Asian Teen Femboy Edging His Step Dad

58% HD 0:30 / 16:10

Beautiful Asian Teen Femboy Edging His Step Dad

Clips4sale 1 month ago

Cdmichelle Wearing Sexy Spoded Swimsuit

Cdmichelle Wearing Sexy Spoded Swimsuit

FapHouse 6 days ago

Jodie Sevendee All Taped Up in Red Houndstooth

Jodie Sevendee All Taped Up in Red Houndstooth

Clips4sale 3 weeks ago

THE RED ROOM 1: MY PERFECT RUBBER BONDAGE SLAVE

4K 0:58 / 40:01

THE RED ROOM 1: MY PERFECT RUBBER BONDAGE SLAVE

Clips4sale 6 days ago

I Make You a Transvestite

61% HD 0:39 / 11:22

I Make You a Transvestite

FapHouse 1 month ago

The Sissy Crossdresser Bareback 2

65% HD 0:11 / 47:25

The Sissy Crossdresser Bareback 2

Clips4sale 3 years ago

TELL HER

66% 4K 0:25 / 17:53

Clips4sale 2 years ago

Stepdad Uses Femboy in Sweet Desouses and Cums in His Ass

54% HD 0:39 / 9:05

Stepdad Uses Femboy in Sweet Desouses and Cums in His Ass

FapHouse 5 months ago

Trans Fucked Femdom

65% 0:39 / 10:28

Trans Fucked Femdom

FapHouse 2 weeks ago

Kinky Kitchen Feminization

Kinky Kitchen Feminization

Clips4sale 2 weeks ago

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

48% HD 0:19 / 10:35

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

Clips4sale 2 years ago

YOU ARE THE GIRL MIND FUCK - Becoming The Girl, Sissy Training, YOU ARE BECOMING A GIRL

57% 0:30 / 32:33

YOU ARE THE GIRL MIND FUCK - Becoming The Girl, Sissy Training, YOU ARE BECOMING A GIRL

Clips4sale 2 weeks ago

LR Anal 1 - G022

42% 0:10 / 13:42

LR Anal 1 - G022

Instructional Sissy Slut Training On How To Find and SuckMore Guys

63% 4K 0:27 / 21:54

Instructional Sissy Slut Training On How To Find and SuckMore Guys

Clips4sale 8 months ago

cd slut gives blowjob after the club

cd slut gives blowjob after the club

PornBox 4 days ago

My Math Teacher Likes Me to Fuck Him in Stockings Like a Whore

My Math Teacher Likes Me to Fuck Him in Stockings Like a Whore

FapHouse 2 days ago

Sexy Latex Crossdresser

Sexy Latex Crossdresser

FapHouse 3 days ago

He Knows That I Like to See Him in White Veiled Stockings and He Puts Them on so That I Can Break His Ass

He Knows That I Like to See Him in White Veiled Stockings and He Puts Them on so That I Can Break His Ass

FapHouse 3 days ago

The Sissy Crossdresser Bareback 8

61% 0:39 / 35:38

The Sissy Crossdresser Bareback 8

FapHouse 2 years ago

Sybil and Victoria's Hogtied Audition - Two TGirls Tied!

41% 0:36 / 11:27

Sybil and Victoria's Hogtied Audition - Two TGirls Tied!

Clips4sale 2 years ago

Playing with my LatexToy pt 4 of 4 1080p

81% HD 0:20 / 13:08

Playing with my LatexToy pt 4 of 4 1080p

Clips4sale 7 months ago

Sissy Boyfriend Found Out and Pegged

76% 0:20 / 18:37

Sissy Boyfriend Found Out and Pegged

C4S 2 years ago

mature cd gets done up so she can get down

40% HD 0:30 / 27:41

mature cd gets done up so she can get down

AnalVids 1 month ago

a wish come true

HD 0:30 / 13:22

a wish come true

PornBox 1 month ago

Swallow My Cum

HD 0:39 / 15:15

FapHouse 3 days ago

big cock guy fucking the crossdresser

big cock guy fucking the crossdresser

PornBox 3 weeks ago

Closet Faggot Dirty Talk

46% HD 0:11 / 6:35

Closet Faggot Dirty Talk

Clips4sale 3 years ago

RENEES PANTYHOSE FOOT CLINIC

RENEES PANTYHOSE FOOT CLINIC

Clips4sale 2 days ago

Karma D top stuff - In a dress

45% 0:39 / 15:40

Karma D top stuff - In a dress

FapHouse 3 years ago

Colombian Boys Private Show

60% HD 2:00 / 11:48

Colombian Boys Private Show

Flirt4Free 1 week ago

Submissive Training III

HD 0:10 / 10:29

Submissive Training III

LoyalFans 1 week ago

Mature Cross Dressing Duo Blow and Jerk Each Other off Until Completition

59% HD 0:39 / 15:37

Mature Cross Dressing Duo Blow and Jerk Each Other off Until Completition

FapHouse 5 months ago

fuck football its time to fuck megan now

48% HD 0:30 / 28:02

fuck football its time to fuck megan now

PornBox 1 month ago

classy cd babe sluts it up

HD 0:30 / 30:19

classy cd babe sluts it up

PornBox 3 weeks ago

thick bubble butt slut

68% 0:30 / 24:18

thick bubble butt slut

Clips4sale 4 months ago

Now her life has purpose

66% 0:11 / 26:48

Now her life has purpose

Clips4sale 1 year ago

Maick Tom & Stiven Castillo Private Show

60% HD 2:00 / 4:07

Maick Tom & Stiven Castillo Private Show

Flirt4Free 6 years ago

Sexy guy loves big dick in ass in mouth

56% HD 0:39 / 17:42

Sexy guy loves big dick in ass in mouth

FapHouse 2 years ago

Sissy Girl Jessica Kat Handjob While Mummified!

60% 0:33 / 25:44

Sissy Girl Jessica Kat Handjob While Mummified!

Clips4sale 1 month ago

Black Corselette Lingerie Tease (4k)

Black Corselette Lingerie Tease (4k)

Clips4sale 2 weeks ago

Gabriella Bruni Private Show

55% 4K 2:00 / 6:11

Gabriella Bruni Private Show

Flirt4Free 2 days ago

Girdle Hogtied and gagged

71% 4K 0:30 / 1:55

Girdle Hogtied and gagged

Clips4sale 8 months ago

Losing Her Anal Virginity- Sophie Bee 1080HD

59% 4K 0:29 / 24:19

Losing Her Anal Virginity- Sophie Bee 1080HD

Clips4sale 9 months ago

Training and draining the transvestite

57% 0:30 / 53:18

Training and draining the transvestite

Sucking My Sissy In Blue

Sucking My Sissy In Blue

Clips4sale 3 days ago

Jessica Kat Gets a Handjob During the Tennis Endurance Training

49% 0:30 / 13:28

Jessica Kat Gets a Handjob During the Tennis Endurance Training

Clips4sale 6 months ago

Blake Ken Party on Sep 12, 2025 - Part 57

Blake Ken Party on Sep 12, 2025 - Part 57

Flirt4Free 15 hours ago

My Neighbor Came to Beg Me to Fuck Him Because He Hasn't Been Able to Hold Cock for 1 Week

My Neighbor Came to Beg Me to Fuck Him Because He Hasn't Been Able to Hold Cock for 1 Week

FapHouse 2 days ago

petite latina sissy looks great with a cock in her ass

HD 0:30 / 28:15

petite latina sissy looks great with a cock in her ass

AnalVids 1 month ago

sissy maid cleans up your cock

55% HD 0:30 / 16:37

sissy maid cleans up your cock

AnalVids 1 month ago

Colombian Boys Private Show

HD 2:00 / 10:06

Colombian Boys Private Show

Flirt4Free 2 days ago

An Ordinary Day at the Office

An Ordinary Day at the Office

FapHouse 2 weeks ago

sissy maid does everything she is told

HD 0:30 / 18:46

sissy maid does everything she is told

PornBox 1 month ago

Trans Domme Slutty Melody JOI

61% 0:19 / 8:00

Trans Domme Slutty Melody JOI

Gabriella Bruni Private Show

Gabriella Bruni Private Show

Flirt4Free 5 days ago

My Neighbor Likes to Have His Ass Destroyed and Left Open

57% HD 0:07 / 0:39

My Neighbor Likes to Have His Ass Destroyed and Left Open

FapHouse 1 week ago

keep with anal and squirt - Part 3

keep with anal and squirt - Part 3

Flirt4Free 6 days ago

Sally Bunny Private Show

Sally Bunny Private Show

Flirt4Free 1 week ago

Amateur french Bi-sexual anal casting session with two guys and one brunette

62% HD 0:39 / 31:17

Amateur french Bi-sexual anal casting session with two guys and one brunette

FapHouse 5 years ago

mature cd gets done up so she can get down

27% HD 0:30 / 27:41

mature cd gets done up so she can get down

PornBox 1 month ago

Juicing white silk transvestite

Juicing white silk transvestite

Sandy Nell Private Show

55% 4K 2:00 / 12:01

Sandy Nell Private Show

Flirt4Free 1 week ago

cocksucking femboi is back and looking fantastic

52% HD 0:30 / 12:20

cocksucking femboi is back and looking fantastic

PornBox 1 month ago

Mistress Tess gags, leads, and ties up her slave Niamh tight

Mistress Tess gags, leads, and ties up her slave Niamh tight

Clips4sale 2 weeks ago

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97,699 results found

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