Crossdressing Videos - Trans (10,273)

Mistress Strapon Fucking Sissy Bailey Wilde - Compilation 14

HD 0:10 / 20:05

Mistress Strapon Fucking Sissy Bailey Wilde - Compilation 14

LoyalFans 1 week ago

Sugarplum Fairy Makes You Gay WMV

59% HD 0:11 / 8:02

Sugarplum Fairy Makes You Gay WMV

Clips4sale 4 years ago

Castrate the Sissy

55% HD 0:10 / 9:24

Castrate the Sissy

LoyalFans 1 year ago

Tranny Tease And Pantyhose Footjob (MP4)

54% HD 0:13 / 12:12

Tranny Tease And Pantyhose Footjob (MP4)

Clips4sale 4 years ago

The day of Metal 2

63% 0:11 / 7:11

The day of Metal 2

Clips4sale 2 years ago

Bound House Sitter pt 1

67% 0:34 / 13:43

Bound House Sitter pt 1

Clips4sale 3 years ago

Hot Blonde Trans Beauty Sucking BBC *EXCLUSIVE*

Hot Blonde Trans Beauty Sucking BBC *EXCLUSIVE*

LoyalFans 1 week ago

Dirty Feet JOI

66% 0:11 / 2:34

Clips4sale 3 years ago

Femboy CD Mink Deville in Hitachi Frustration

58% 0:29 / 7:41

Femboy CD Mink Deville in Hitachi Frustration

Clips4sale 3 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

Interactive Sissy Quiz - How Big of a Sissy Slut Are You?

HD 1:00 / 13:23

Interactive Sissy Quiz - How Big of a Sissy Slut Are You?

Clips4sale 4 months ago

Sexy Trans Ria Bentley Worships Her Super Hung BBC Grindr Match Like Perfect Sissy

71% 4K 0:34 / 17:46

Sexy Trans Ria Bentley Worships Her Super Hung BBC Grindr Match Like Perfect Sissy

Clips4sale 2 years ago

(535) Sissygasm: Sissy Girl in Pink Stockings and Chastity Cage Reaches Hands-Free Orgasm - Zoulette (4K, MP4)

(535) Sissygasm: Sissy Girl in Pink Stockings and Chastity Cage Reaches Hands-Free Orgasm - Zoulette (4K, MP4)

LoyalFans 1 year ago

Sissy Dreams (9 inches of uncut dreams) audio only Encouragement

55% 0:30 / 5:53

Sissy Dreams (9 inches of uncut dreams) audio only Encouragement

Clips4sale 1 year ago

YOU’RE GAY & THAT’S OK

55% 4K 0:25 / 7:56

YOU’RE GAY & THAT’S OK

Clips4sale 3 years ago

Cupcake Journey

44% HD 0:42 / 8:56

Cupcake Journey

Clips4sale 2 years ago

Pegging Princess

63% HD 0:10 / 24:41

Pegging Princess

LoyalFans 4 months ago

Nylon Bitchs Ruined Orgasm

64% 0:06 / 5:53

Nylon Bitchs Ruined Orgasm

Clips4sale 1 year ago

Never Touching Pussy Again - Craving Only BBC Mind Remolding 20 min (MaleDom)

Never Touching Pussy Again - Craving Only BBC Mind Remolding 20 min (MaleDom)

Clips4sale 1 year ago

Watching me dangling, dipping and shoeplaying with mules

Watching me dangling, dipping and shoeplaying with mules

Clips4sale 3 years ago

Crossdresser Bailey Wilde Fucking Petite Trans Woman - Compilation 3

HD 0:10 / 20:02

Crossdresser Bailey Wilde Fucking Petite Trans Woman - Compilation 3

LoyalFans 1 week ago

The Wedding Dress

The Wedding Dress

Clips4sale 3 years ago

TS Ruby Bunny Chairtied in Her School Uniform

69% 0:39 / 15:06

TS Ruby Bunny Chairtied in Her School Uniform

Clips4sale 3 years ago

Her Prisoner Part 24 - Sissy Training VII

61% 4K 0:51 / 10:40

Her Prisoner Part 24 - Sissy Training VII

Clips4sale 2 years ago

Trans Cassandra LoveLox Flip Fuck Anal

HD 0:10 / 25:03

Trans Cassandra LoveLox Flip Fuck Anal

LoyalFans 1 month ago

Crossdressers Fucked by Fucking Machine - Compilation 3

HD 0:10 / 20:01

Crossdressers Fucked by Fucking Machine - Compilation 3

LoyalFans 1 week ago

New Girl Jodie Sevendee Agrees to Self Bondage

49% 0:30 / 9:24

New Girl Jodie Sevendee Agrees to Self Bondage

Clips4sale 1 year ago

Pride Month Femme Encouragement

63% HD 0:11 / 11:45

Pride Month Femme Encouragement

Clips4sale 3 years ago

BONDAGE BODY SWAP

63% HD 0:29 / 9:01

BONDAGE BODY SWAP

Clips4sale 2 months ago

Sexy Blonde Sissy Fucked Missionary by BBC *EXCLUSIVE*

Sexy Blonde Sissy Fucked Missionary by BBC *EXCLUSIVE*

LoyalFans 1 week ago

BRITISH TS bullies you into Fart submission

BRITISH TS bullies you into Fart submission

Clips4sale 1 year ago

Severe punishment for Bella to teach her who’s the Boss.

HD 0:10 / 10:40

Severe punishment for Bella to teach her who’s the Boss.

LoyalFans 1 month ago

Trans Cassandra LoveLox Fucking Guy and Getting Fucked

HD 0:10 / 40:25

Trans Cassandra LoveLox Fucking Guy and Getting Fucked

LoyalFans 1 month ago

High Heel Sissy Maid Kitchen Duties

63% 0:20 / 7:12

High Heel Sissy Maid Kitchen Duties

Clips4sale 3 years ago

I_LOVE_ME 38-02 Crossdresser FM bondage anal edge of bed cum shot

HD 0:59 / 27:47

I_LOVE_ME 38-02 Crossdresser FM bondage anal edge of bed cum shot

Clips4sale 4 years ago

living the barbie life

52% 0:11 / 14:56

living the barbie life

Clips4sale 2 years ago

The Interview Part 1 (WMV HD)

The Interview Part 1 (WMV HD)

Clips4sale 4 years ago

Sissy Sluts finale

50% HD 0:10 / 14:55

Sissy Sluts finale

LoyalFans 5 years ago

Man Feminized by Roommate as Discipline

HD 0:10 / 10:36

Man Feminized by Roommate as Discipline

LoyalFans 1 week ago

Lady Hump for My Sissy Slut

67% 0:11 / 8:22

Lady Hump for My Sissy Slut

Clips4sale 3 years ago

Straight Guy Fucking Femboy

HD 0:10 / 28:02

Straight Guy Fucking Femboy

LoyalFans 1 month ago

Birthday Bi Party - Part Two - 2 - HD

64% HD 0:18 / 3:24

Birthday Bi Party - Part Two - 2 - HD

Clips4sale 3 years ago

P3 MILF CROSSDRESSER SERIES ANOTHER LOAD FROM MASTER AND BOWJOB SHEMALE MISTRESS

HD 0:19 / 10:18

P3 MILF CROSSDRESSER SERIES ANOTHER LOAD FROM MASTER AND BOWJOB SHEMALE MISTRESS

Clips4sale 3 years ago

Lola Double Blowjob Part 1 - G019(1)

Lola Double Blowjob Part 1 - G019(1)

Clips4sale 2 years ago

Interracial BBC Cum eating cuckold Sissy BBC encouraged bisexual cock sucking creampie eating strapon fucking with sex 541

73% 0:11 / 5:12

Interracial BBC Cum eating cuckold Sissy BBC encouraged bisexual cock sucking creampie eating strapon fucking with sex 541

Clips4sale 4 years ago

Feliz Cumpleanos

65% 0:30 / 26:00

Feliz Cumpleanos

Clips4sale 1 year ago

What Did He Do To You (1080 HD)

What Did He Do To You (1080 HD)

Clips4sale 3 years ago

Sugarplum Fairy Makes You Gay MP4

64% HD 0:11 / 8:02

Sugarplum Fairy Makes You Gay MP4

Clips4sale 4 years ago

Dripping Sissy Slut

45% HD 0:10 / 16:20

Dripping Sissy Slut

LoyalFans 3 years ago

15 days MTF transformation

41% 4K 0:26 / 14:09

15 days MTF transformation

Clips4sale 1 year ago

Her Prisoner - Her Sissy Slave Maid

63% 4K 0:17 / 10:23

Her Prisoner - Her Sissy Slave Maid

Clips4sale 2 weeks ago

Katja in my perverted hair salon 2

Premium HD 14:18

Katja in my perverted hair salon 2

Clips4sale 4 years ago

Boys will be Girls

46% HD 0:30 / 7:53

Boys will be Girls

Clips4sale 3 years ago

Bratty Satin Office Girl Jessica Kat Learns a Lesson

72% 0:25 / 17:35

Bratty Satin Office Girl Jessica Kat Learns a Lesson

Clips4sale 1 year ago

Mistress Tgirl MILF Dominates Bottom Boy

55% HD 0:10 / 28:07

Mistress Tgirl MILF Dominates Bottom Boy

LoyalFans 1 month ago

Intentional Premature Ejaculation Inside

55% HD 0:11 / 29:32

Intentional Premature Ejaculation Inside

Clips4sale 4 years ago

Double dom with Lady Valeska: Dildo fetching sissy

Double dom with Lady Valeska: Dildo fetching sissy

Clips4sale 1 year ago

Jessica Kat as Velma Gets a Halloween Surprise

43% 0:31 / 25:39

Jessica Kat as Velma Gets a Halloween Surprise

Clips4sale 2 years ago

Pink Ruby Bunny's Hot Date!

Pink Ruby Bunny's Hot Date!

Clips4sale 2 years ago

Lady Becky Teaches Sissy Slut Michelle to Masturbate in a Proper Way

HD 1:00 / 48:46

Lady Becky Teaches Sissy Slut Michelle to Masturbate in a Proper Way

Clips4sale 2 years ago

Public wetting in the middle of the city!! Tranny walking with wet jeans!

62% HD 0:29 / 4:37

Public wetting in the middle of the city!! Tranny walking with wet jeans!

Clips4sale 1 year ago

Immobilizing CBT for Candi Cumdump by Stella Liberty

HD 0:10 / 30:55

Immobilizing CBT for Candi Cumdump by Stella Liberty

LoyalFans 2 years ago

Sissy bride chastity - Wedding night tease

50% 0:11 / 12:31

Sissy bride chastity - Wedding night tease

Clips4sale 2 years ago

Sandra Gibbons - Leather Locked Secretary (mp4 HD 1080)

Sandra Gibbons - Leather Locked Secretary (mp4 HD 1080)

Clips4sale 1 year ago

Squirt Like a Girl

50% 0:11 / 5:27

Squirt Like a Girl

Clips4sale 2 years ago

The Sissy Crossdresser Bareback 5!

The Sissy Crossdresser Bareback 5!

Clips4sale 4 years ago

EXPOSING SLUT MICHELLE

63% HD 0:10 / 10:41

EXPOSING SLUT MICHELLE

LoyalFans 3 years ago

Bella's Femboy Confession (Big Cumshot)

59% HD 0:10 / 8:55

Bella's Femboy Confession (Big Cumshot)

Clips4sale 4 years ago

Cupcake Journey

35% HD 0:10 / 8:56

Cupcake Journey

LoyalFans 2 years ago

Heteroflexible K solo V97: thin fit muscular hung older twunk hotel room chair masturbation

Heteroflexible K solo V97: thin fit muscular hung older twunk hotel room chair masturbation

Clips4sale 4 years ago

Dress-Up Bestie

66% HD 0:10 / 5:23

Dress-Up Bestie

Clips4sale 5 days 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

Sissy Maid's caning punishment WL1718

71% 0:10 / 19:38

Sissy Maid's caning punishment WL1718

Clips4sale 2 years ago

Accomplishments in your Mistress's name [1080p, mp4]

71% HD 0:14 / 10:03

Accomplishments in your Mistress's name [1080p, mp4]

Clips4sale 3 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

Post Op Trans Woman Masturbation - Compilation 2

HD 0:10 / 20:02

Post Op Trans Woman Masturbation - Compilation 2

LoyalFans 1 week ago

Kiro Queen pegging femboy on swing mesh catsuit egirl cosplay 720p sissy

HD 0:12 / 11:18

Kiro Queen pegging femboy on swing mesh catsuit egirl cosplay 720p sissy

Clips4sale 9 months ago

fucked like a super slut

fucked like a super slut

Clips4sale 10 months ago

TS Ana Tied Up, Hogtied and Locked in Chastity

66% 0:37 / 19:58

TS Ana Tied Up, Hogtied and Locked in Chastity

Clips4sale 2 years ago

The Sissy Crossdresser Bareback 7

57% 0:11 / 50:49

The Sissy Crossdresser Bareback 7

Clips4sale 3 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

Super Sexy Femboy Bailey Willde Fucked Raw - Compilation 2

HD 0:10 / 20:02

Super Sexy Femboy Bailey Willde Fucked Raw - Compilation 2

LoyalFans 1 week ago

FULL CLIP!! Fun with two small-dick losers! Nasty suffer for their tiny cocks! Chastity SPH

62% HD 0:29 / 13:12

FULL CLIP!! Fun with two small-dick losers! Nasty suffer for their tiny cocks! Chastity SPH

Clips4sale 1 year ago

Daddy's Gimp: Part I

HD 0:10 / 19:07

Daddy's Gimp: Part I

LoyalFans 5 months ago

Stroke your cock with mommy

HD 0:10 / 15:07

Stroke your cock with mommy

LoyalFans 2 days ago

Foot And Nylon Wank For Kinky Natasha (MP4)

HD 0:12 / 10:42

Foot And Nylon Wank For Kinky Natasha (MP4)

Clips4sale 4 years ago

Milf Jeanne Strictly Hogtied in Her Undies

56% 0:32 / 4:31

Milf Jeanne Strictly Hogtied in Her Undies

Clips4sale 3 years ago

Helena Price Presents - Training Her Tranny Ass With My BBC!!!

55% 4K 0:11 / 57:10

Helena Price Presents - Training Her Tranny Ass With My BBC!!!

Clips4sale 3 years ago

She Breaks the Hooded Sissy into Her Obedient Property

She Breaks the Hooded Sissy into Her Obedient Property

Clips4sale 1 month ago

Rubber Doll Plugged & Milked

52% HD 0:10 / 25:41

Rubber Doll Plugged & Milked

LoyalFans 1 year ago

POV: Suck my big femboy cock

64% HD 0:24 / 8:23

POV: Suck my big femboy cock

Clips4sale 3 years ago

sissy maid is not done with her chores

sissy maid is not done with her chores

Clips4sale 2 years ago

Sissygasm Faggot Training - Anal Play and Clitty Destruction

63% HD 0:10 / 11:13

Sissygasm Faggot Training - Anal Play and Clitty Destruction

LoyalFans 1 month ago

Tania Doll smoking

54% 4K 0:20 / 7:15

Tania Doll smoking

Clips4sale 2 years ago

sissy bimbo slut

49% 0:30 / 15:25

sissy bimbo slut

Clips4sale 1 year ago

Pussy Free Sissy Pillow Humping JOI

49% HD 0:21 / 10:14

Pussy Free Sissy Pillow Humping JOI

Clips4sale 2 years ago

Satin Sissy Creampie

Satin Sissy Creampie

Clips4sale 2 years 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

Kinky Bitch - sissy training part 1

68% 4K 0:43 / 12:10

Kinky Bitch - sissy training part 1

Clips4sale 3 months ago

At the mercy of the rubber couple edit part 1 MP4 Full HD (1080p) starring Karen Chessman and Maitre Francis

At the mercy of the rubber couple edit part 1 MP4 Full HD (1080p) starring Karen Chessman and Maitre Francis

Clips4sale 10 months ago

A Very Sissy Valentine's

65% HD 0:29 / 14:53

A Very Sissy Valentine's

Clips4sale 3 years ago

Captured feminized latexed & enslaved

38% HD 0:30 / 8:57

Captured feminized latexed & enslaved

Clips4sale 1 year ago

Sissy Bride Wedding Day Part 2 Mistress Prepares Her Slut

73% 0:11 / 8:16

Sissy Bride Wedding Day Part 2 Mistress Prepares Her Slut

Clips4sale 3 years ago

High Heels Love Tongue Worship (1080p)

64% HD 0:30 / 7:06

High Heels Love Tongue Worship (1080p)

Clips4sale 1 year ago

30 Giorni per Diventare la Mia Sissy Perfetta ITA 720p

HD 0:25 / 11:08

30 Giorni per Diventare la Mia Sissy Perfetta ITA 720p

Clips4sale 2 weeks ago

Bambi's Dream Life SFW Vlog

Bambi's Dream Life SFW Vlog

Clips4sale 1 year ago

Bicuckold video 🔥🌈🥰

59% HD 0:10 / 43:49

Bicuckold video 🔥🌈🥰

LoyalFans 1 year ago

Sissy Karja in trouble (part: 'Selfbondage')

55% 0:11 / 8:18

Sissy Karja in trouble (part: 'Selfbondage')

Clips4sale 2 years ago

Tania training slave part 2

67% 4K 0:10 / 11:26

Tania training slave part 2

Clips4sale 2 years ago

Pink Doll Finale

60% 0:30 / 16:18

Pink Doll Finale

Clips4sale 1 year 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

Dominant sexy Stylist in Late Night Barbershop Seductive her Client during a Private Haircut - Milf in Luxurious vintage Stocking, Men only Fantasy, Leather shoe high Heels, Worship Ass, Taboo Amateur Couple Perverted, Lap sitting

57% 4K 0:28 / 18:13

Dominant sexy Stylist in Late Night Barbershop Seductive her Client during a Private Haircut - Milf in Luxurious vintage Stocking, Men only Fantasy, Leather shoe high Heels, Worship Ass, Taboo Amateur Couple Perverted, Lap sitting

Clips4sale 5 months ago

SISSY KALEB EXPOSED

SISSY KALEB EXPOSED

LoyalFans 3 years ago

Worship Kyaa's Dick - 720p MP4

HD 0:11 / 10:58

Worship Kyaa's Dick - 720p MP4

Clips4sale 3 years ago

Sissy Slut Toy Training

50% 0:20 / 11:22

Sissy Slut Toy Training

Clips4sale 3 years ago

Two Sissies Captured for Lady Sara Borgia's Sissy School (4K)

4K 0:15 / 11:37

Two Sissies Captured for Lady Sara Borgia's Sissy School (4K)

Clips4sale 1 month ago

Stuck Boots In Mud 2

Stuck Boots In Mud 2

Clips4sale 1 year ago

Seduced By Silk - Star Nine Mobile

59% 0:17 / 13:40

Seduced By Silk - Star Nine Mobile

Clips4sale 2 years ago

Towing the Line Finale

54% HD 0:10 / 13:02

Towing the Line Finale

LoyalFans 4 years ago

Feminizing You, Part 1 (with 3D audio)

44% HD 0:10 / 12:41

Feminizing You, Part 1 (with 3D audio)

LoyalFans 6 months ago

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