Dressing (5,192)

Mature MILF Crossdresser Trans in a Sexy Outfit - Jerk Off & Cumshot on Dress

Premium 4K 8:41

Mature MILF Crossdresser Trans in a Sexy Outfit - Jerk Off & Cumshot on Dress

Clips4sale 4 weeks ago

Trans Woman Flashes You in the Porn Shop

Trans Woman Flashes You in the Porn Shop

IWantClips 2 months ago

Transgirl Gets Naked & Cums In Your Mouth. Full Version

HD 0:05 / 24:18

Transgirl Gets Naked & Cums In Your Mouth. Full Version

IWantClips 2 months ago

futa fills your pussy with cock and a vibrator til creampie - SD wmv

futa fills your pussy with cock and a vibrator til creampie - SD wmv

Clips4sale 4 months ago

Spanked and Sucked in Suspenders

HD 0:10 / 10:40

Spanked and Sucked in Suspenders

LoyalFans 9 months ago

Sissyzoned by your crush

Sissyzoned by your crush

Clips4sale 10 months ago

Transgender Hot Pretty Ladyboy Short Dress White Body Sexy Dancer Cosplayer Model Shemale

Transgender Hot Pretty Ladyboy Short Dress White Body Sexy Dancer Cosplayer Model Shemale

FapHouse 9 months ago

Hentai Cosplay Dick and chest massage from behind, My Dress-Up Darling Rizu-kyun anime cosplay part.11 Clip 1

Hentai Cosplay Dick and chest massage from behind, My Dress-Up Darling Rizu-kyun anime cosplay part.11 Clip 1

XHamster 9 months ago

Come Play Dress-up with Me

Come Play Dress-up with Me

FapHouse 9 months ago

Too Small for Panties

HD 0:20 / 12:49

Too Small for Panties

Clips4sale 10 months ago

Power Dressing: Channeling Your Inner Boss Babe

4K 0:39 / 22:34

Power Dressing: Channeling Your Inner Boss Babe

FapHouse 10 months ago

Fishnet Fetish Cross-dressing PMV

Fishnet Fetish Cross-dressing PMV

Clips4sale 2 years ago

Lingerie Blonde Teen Craves Hard TGirl Cock

HD 0:30 / 30:47

Lingerie Blonde Teen Craves Hard TGirl Cock

Clips4sale 1 year ago

cute skinny pale mistress with big cock and long cumshot in your face

cute skinny pale mistress with big cock and long cumshot in your face

XHamster 10 months ago

My first time sissy gets the training of his life 🫣 Episode 1: Getting Him Dressed

My first time sissy gets the training of his life 🫣 Episode 1: Getting Him Dressed

LoyalFans 10 months ago

Feminised, Spanked and Jerked off by my Step Aunt!!! - mobile friendly version

Feminised, Spanked and Jerked off by my Step Aunt!!! - mobile friendly version

Clips4sale 9 months ago

Trans Domme Leather worshipper POV

54% HD 0:10 / 7:23

Trans Domme Leather worshipper POV

LoyalFans 9 months ago

All Dressed Up to Cum wmv

All Dressed Up to Cum wmv

Clips4sale 9 months ago

Stunning Sissy Spinning Around in Short Frilly Dress

Stunning Sissy Spinning Around in Short Frilly Dress

FapHouse 8 months ago

Red Dress, Burning Crave: A Smoking Slave’s Pleasure - SFL356

Red Dress, Burning Crave: A Smoking Slave’s Pleasure - SFL356

Clips4sale 8 months ago

Sissy Training | Femdom Feminization Roleplay | Sissification and Humiliation | Cross Dressing Roleplay

Sissy Training | Femdom Feminization Roleplay | Sissification and Humiliation | Cross Dressing Roleplay

Clips4sale 10 months ago

FGO Chinese dress Cosplayer, she kiss me during handjob to oily satin gloves, Tamamo vitch koyanskaya Part.5 Clip 1

FGO Chinese dress Cosplayer, she kiss me during handjob to oily satin gloves, Tamamo vitch koyanskaya Part.5 Clip 1

XHamster 9 months ago

Big Butt Booty Slut Crossdresser Sissy Gay White Ass Sexy Dress

Big Butt Booty Slut Crossdresser Sissy Gay White Ass Sexy Dress

FapHouse 7 months ago

futa fills your pussy with cock and a vibrator til creampie - full video on Veggiebabyy Manyvids

futa fills your pussy with cock and a vibrator til creampie - full video on Veggiebabyy Manyvids

XVideos 1 month ago

Bodycon Fun!

C4S 1 month ago

Elegant Lady Wanks Her Cock for You

Elegant Lady Wanks Her Cock for You

XHamster 5 months ago

Panty Hood and Panty Gag Instructional - Candle Boxxx BDSM Instruction Sissy Training 1080

HD 0:10 / 24:01

Panty Hood and Panty Gag Instructional - Candle Boxxx BDSM Instruction Sissy Training 1080

LoyalFans 4 months ago

Crossdressing Sissy Fag Wench Desires a Dad

Crossdressing Sissy Fag Wench Desires a Dad

ShemaleSin 4 months ago

Sucking Cupid's Innocence Away (UHD WMV)

HD 0:28 / 12:00

Sucking Cupid's Innocence Away (UHD WMV)

Clips4sale 2 years ago

Miss Whitney Morgan Succumb to Sissy

HD 0:10 / 10:40

Miss Whitney Morgan Succumb to Sissy

LoyalFans 5 months ago

Kinky Bitch - sissy training 1

4K 0:43 / 12:10

Kinky Bitch - sissy training 1

Clips4sale 4 months ago

SISSY GirlFriend Training with Sinstress

SISSY GirlFriend Training with Sinstress

Clips4sale 3 months ago

Sweet Sissy Crossing Legs in Cute Frilly Dress

4K 0:39 / 10:27

Sweet Sissy Crossing Legs in Cute Frilly Dress

FapHouse 8 months ago

Tranny Tits and Man Bits

HD 0:38 / 14:20

Tranny Tits and Man Bits

IWantClips 1 year ago

Kinky Bitch - Twin Domination Two

4K 0:45 / 13:14

Kinky Bitch - Twin Domination Two

Clips4sale 3 months ago

Pink dress bulge with or without panties

Pink dress bulge with or without panties

AShemaleTube 5 months ago

Secret Girlcock in My Bed with my husband, big massive cumshot in her mouth and she eats it all (short version)

Secret Girlcock in My Bed with my husband, big massive cumshot in her mouth and she eats it all (short version)

LoyalFans 2 months ago

Secret Sissy Winter Challenge

Secret Sissy Winter Challenge

IWantClips 1 year ago

Trans-Dimensional Super Girl Is At It Again PT1 - Lil Mizz Unique, Autumn Bodell And Sinn Sage WMV

HD 0:12 / 14:51

Trans-Dimensional Super Girl Is At It Again PT1 - Lil Mizz Unique, Autumn Bodell And Sinn Sage WMV

Clips4sale 8 months ago

Pregnant Futa step-Mommy

Pregnant Futa step-Mommy

LoyalFans 4 months ago

One Night in Paris (part 1 of 2)

One Night in Paris (part 1 of 2)

XHamster 2 months ago

The Sissy Slut - MP4 - 1440

The Sissy Slut - MP4 - 1440

Clips4sale 2 years ago

Sissy Shelby loves her Shark Dress, Pink Panties and Pink Dildo!

Sissy Shelby loves her Shark Dress, Pink Panties and Pink Dildo!

XHamster 3 months ago

Short Guys Are Just Closeted Sissies

Short Guys Are Just Closeted Sissies

XHamster 4 months ago

Dressed Up Instead Of A Date

Dressed Up Instead Of A Date

IWantClips 1 year ago

TS Humps Your Girlfriends Satin Night Dress

HD 0:25 / 14:07

TS Humps Your Girlfriends Satin Night Dress

Clips4sale 2 months ago

Sissy Slut School Lesson 1/4: Sissy Training, Cock Worship, Blowjob & Chastity Humiliation with Mistress Stellina Obscura

HD 0:10 / 18:11

Sissy Slut School Lesson 1/4: Sissy Training, Cock Worship, Blowjob & Chastity Humiliation with Mistress Stellina Obscura

LoyalFans 2 months ago

Pink summer dress

Pink summer dress

AShemaleTube 2 months ago

TS LATEX HIJAB CUM RUBBER DRESS SMOKING 120 MM

55% HD 0:22 / 10:03

TS LATEX HIJAB CUM RUBBER DRESS SMOKING 120 MM

Clips4sale 4 years ago

Crossdressing fetish femdom!

Crossdressing fetish femdom!

XHamster 4 years ago

Sensual whip training to crossdresser M Sissy

HD 0:11 / 11:04

Sensual whip training to crossdresser M Sissy

Clips4sale 4 years ago

Heteroflexible K crossdressing 73: slender fit older hung transvestite white panties and top

Heteroflexible K crossdressing 73: slender fit older hung transvestite white panties and top

Clips4sale 4 years ago

Heteroflexible K crossdressing 71: slender fit older hung transvestite can opener in ass

Heteroflexible K crossdressing 71: slender fit older hung transvestite can opener in ass

Clips4sale 4 years ago

Milking The Milkmaid (UHD WMV)

58% 0:24 / 15:43

Milking The Milkmaid (UHD WMV)

Clips4sale 4 years ago

red on red

Clips4sale 4 years ago

Heteroflexible K solo V144: thin slim fit muscular vascular hung older jerking in jeans

Heteroflexible K solo V144: thin slim fit muscular vascular hung older jerking in jeans

Clips4sale 3 years ago

Heteroflexible K solo V134: thin slim fit muscular vascular hung older ass asshole butthole fetish

Heteroflexible K solo V134: thin slim fit muscular vascular hung older ass asshole butthole fetish

Clips4sale 3 years ago

Heteroflexible K crossdressing 104: slender fit older hung transvestite skirt and cockring masturbation

55% 0:11 / 18:24

Heteroflexible K crossdressing 104: slender fit older hung transvestite skirt and cockring masturbation

Clips4sale 3 years ago

Heteroflexible K solo V169: thin slim fit muscular vascular hung older cock ring and butt plug

Heteroflexible K solo V169: thin slim fit muscular vascular hung older cock ring and butt plug

Clips4sale 3 years ago

Heteroflexible K solo V187: thin slim fit muscular vascular hung older relaxed masturbation

Heteroflexible K solo V187: thin slim fit muscular vascular hung older relaxed masturbation

Clips4sale 3 years ago

Heteroflexible K solo V175: thin slim fit muscular vascular hung older metal cock ring masturbation

Heteroflexible K solo V175: thin slim fit muscular vascular hung older metal cock ring masturbation

Clips4sale 3 years ago

Heteroflexible K solo V197: thin slim fit muscular vascular hung older a more intimate look

Heteroflexible K solo V197: thin slim fit muscular vascular hung older a more intimate look

Clips4sale 3 years ago

Heteroflexible K solo V205: thin slim fit muscular vascular hung older naked outside patio

Heteroflexible K solo V205: thin slim fit muscular vascular hung older naked outside patio

Clips4sale 3 years ago

Snowed In Cross Dressing Encouragement: GFE Role Play & Feminization Encouragement

Snowed In Cross Dressing Encouragement: GFE Role Play & Feminization Encouragement

Clips4sale 3 years ago

Barbaras new red dress

Barbaras new red dress

Clips4sale 3 years ago

Trans Stepmommy JOI CEI Cum, Anal Milk & Creampie PoV

Trans Stepmommy JOI CEI Cum, Anal Milk & Creampie PoV

XHamster 4 months ago

The Woman in the Red Dress

The Woman in the Red Dress

Clips4sale 5 months ago

Chartreuse Shooter

Chartreuse Shooter

XHamster 1 week ago

Take this cock like a good sissy slut

Take this cock like a good sissy slut

LoyalFans 2 years ago

Cage loser, you stay locked up - while I’m masturbating! GERMAN DEUTSCH

Cage loser, you stay locked up - while I’m masturbating! GERMAN DEUTSCH

Clips4sale 2 years ago

Sissy Shopping Challenge

Sissy Shopping Challenge

Clips4sale 2 years ago

Goddess Sondra disciplines Barbie Satin

63% HD 0:10 / 8:20

Goddess Sondra disciplines Barbie Satin

LoyalFans 3 years ago

VIVIENNE L'AMOUR - SUSPENDED IN ROPE FOR A GOOD FISTING (1080P FULL HD)

65% HD 0:21 / 26:48

VIVIENNE L'AMOUR - SUSPENDED IN ROPE FOR A GOOD FISTING (1080P FULL HD)

Clips4sale 2 years ago

you're my panty slut!

you're my panty slut!

Clips4sale 3 years ago

? Trans BBW in Tight Pink Dress – Long, Stinky Farts Exploding

Premium HD 5:32

? Trans BBW in Tight Pink Dress – Long, Stinky Farts Exploding

Clips4sale 2 months ago

Enchanting Futanari Seductress Makes You Her Puppet - Ft Imilia Audley

56% HD 0:50 / 30:16

Enchanting Futanari Seductress Makes You Her Puppet - Ft Imilia Audley

Clips4sale 1 year ago

Beautiful Day

Clips4sale 1 year ago

Dolled Up Movie Night (MP4)

Dolled Up Movie Night (MP4)

Clips4sale 1 year ago

Hiding something under my dress

Hiding something under my dress

AShemaleTube 4 years ago

HANDLESS SPUNK FLOW of THE RED hawt FEMBOY Pornstar Model In a very hawt outfit LARGE LOAD OF CUM

HANDLESS SPUNK FLOW of THE RED hawt FEMBOY Pornstar Model In a very hawt outfit LARGE LOAD OF CUM

ShemaleSin 1 year ago

Sexy Crossdresser kellycd2022 in pink shiny shorts outfit and tan seamless pantyhose pantyhose' Clip 2

Sexy Crossdresser kellycd2022 in pink shiny shorts outfit and tan seamless pantyhose pantyhose' Clip 2

XHamster 1 year ago

Dress Up and Play

Dress Up and Play

Clips4sale 1 year ago

Rubberdoll smoking fetish outdoor and masturbating

Rubberdoll smoking fetish outdoor and masturbating

Clips4sale 2 months ago

Beetlejuice Compilation

HD 0:10 / 28:57

Beetlejuice Compilation

LoyalFans 5 months ago

Big Dick Trans Friends Help Each Other Cum After Anal Sex

HD 0:30 / 35:34

Big Dick Trans Friends Help Each Other Cum After Anal Sex

Clips4sale 1 year ago

Slutty Sissy in High Heels cleaning bath on her knees

Slutty Sissy in High Heels cleaning bath on her knees

Clips4sale 1 year ago

Purple Dress

XHamster 5 months ago

I Told My Friends, Cuck GFE VI SD

55% 0:18 / 8:54

I Told My Friends, Cuck GFE VI SD

Clips4sale 4 years ago

StayKinky - Face Fucking Lessons 4K

4K 0:11 / 16:32

StayKinky - Face Fucking Lessons 4K

Clips4sale 4 years ago

Cruel Sissification Female Domination

HD 0:11 / 13:18

Cruel Sissification Female Domination

Clips4sale 4 years ago

Floor Licking Maid *4K*

Floor Licking Maid *4K*

Clips4sale 4 years ago

THE MAKING OF SISSY BRIT

61% HD 0:10 / 11:00

THE MAKING OF SISSY BRIT

LoyalFans 2 years ago

Submissive Trans Slut Dressed in Pink Strokes Her Cock

Submissive Trans Slut Dressed in Pink Strokes Her Cock

Clips4sale 2 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

Worship Lucy's Feet - White Dress and Corset

Worship Lucy's Feet - White Dress and Corset

Clips4sale 2 years ago

SMOKIN' Hot MERMAID Femboy Hawt Room Hawt Golden-haired Cute Crossdresser Striptease White Body Hawt Hips

SMOKIN' Hot MERMAID Femboy Hawt Room Hawt Golden-haired Cute Crossdresser Striptease White Body Hawt Hips

ShemaleSin 1 year ago

fucked in a sundress :3

fucked in a sundress :3

LoyalFans 1 year ago

Sissy simran sexy dance in red lingerie

Sissy simran sexy dance in red lingerie

XHamster 1 year ago

24h Stepbro & Sis Body Swapped & Maid Dress up

HD 0:20 / 10:15

24h Stepbro & Sis Body Swapped & Maid Dress up

Clips4sale 1 year ago

taking it up a notch

taking it up a notch

Clips4sale 1 year ago

Swallowed By Her Clothes (UHD WMV)

63% HD 0:23 / 11:00

Swallowed By Her Clothes (UHD WMV)

Clips4sale 1 year ago

[ASMR] Positive Sissy Reinforcement - Audio Only

41% HD 0:30 / 12:03

[ASMR] Positive Sissy Reinforcement - Audio Only

Clips4sale 1 year ago

Depraved Sissy Maid Blow Job Slut Pt. 1

Depraved Sissy Maid Blow Job Slut Pt. 1

XHamster 1 year ago

The Cocksucking Whore *HD*

59% 4K 0:14 / 10:33

The Cocksucking Whore *HD*

Clips4sale 1 year ago

Sissy Dress Up Session WMV

Sissy Dress Up Session WMV

Clips4sale 1 year ago

Dress Up and Makeup Tutorial For Sissies - Mari Merlowe 720p

HD 0:10 / 11:19

Dress Up and Makeup Tutorial For Sissies - Mari Merlowe 720p

Clips4sale 2 years ago

Secretary Slut Miss Helena - instead of dictation she gets her own sperm in her face!

60% HD 0:29 / 4:48

Secretary Slut Miss Helena - instead of dictation she gets her own sperm in her face!

Clips4sale 2 years ago

Bend over and take my strapon sissy boi

Bend over and take my strapon sissy boi

XHamster 2 years ago

A SISSY SMOKING experience!

A SISSY SMOKING experience!

Clips4sale 2 years ago

Outdoor blowjob for jeans fan!! Tranny ass full with cum and everyone can see it!

Premium HD 11:04

Outdoor blowjob for jeans fan!! Tranny ass full with cum and everyone can see it!

Clips4sale 2 years ago

Dees Dilemma pt 4

Dees Dilemma pt 4

Clips4sale 2 years ago

Futa Stepmommy and her Sissyboi

Futa Stepmommy and her Sissyboi

Clips4sale 2 years ago

Sandra Gibbons - Trannie Bound with Leather (mp4 HD)

Premium HD 8:07

Sandra Gibbons - Trannie Bound with Leather (mp4 HD)

Clips4sale 2 years ago

Diapers Lights Cameras Sissy

4K 0:29 / 31:00

Diapers Lights Cameras Sissy

Clips4sale 2 years ago

an obedient pet

an obedient pet

Clips4sale 2 years ago

Bound & Feminized into latex bimbo slave

HD 0:30 / 10:53

Bound & Feminized into latex bimbo slave

Clips4sale 2 years ago

Failed video with condensed milk

Failed video with condensed milk

AShemaleTube 6 years ago

Joanie - Vintage 80s Kono New York Dress

Joanie - Vintage 80s Kono New York Dress

AShemaleTube 3 years ago

No More Masculinity

55% 0:18 / 11:11

No More Masculinity

Clips4sale 1 year ago

I'm so good he cums twice

80% HD 0:43 / 6:24

I'm so good he cums twice

Clips4sale 1 year ago

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