Dressing (5,643)

Satin Cheongsam - Chinese Crossdresser dressed in Blue China Sundress: UTTER FLICK ON ONLYFANS

Satin Cheongsam - Chinese Crossdresser dressed in Blue China Sundress: UTTER FLICK ON ONLYFANS

TrannyGem 3 years 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

XHamster 1 year ago

Bound and Gagged the same as Charlie Monaco: We have been dressed and bound like Sisters! 4K

Bound and Gagged the same as Charlie Monaco: We have been dressed and bound like Sisters! 4K

Clips4sale 1 year ago

Cum eating Crossdresser Eating Alpha Cum, Crossdressing and made to do humiliating tasks for her pleasure!

Cum eating Crossdresser Eating Alpha Cum, Crossdressing and made to do humiliating tasks for her pleasure!

Clips4sale 1 year ago

Bodyswap from Nerd to Cheerleader & Fucked by her bf

46% HD 0:18 / 11:30

Bodyswap from Nerd to Cheerleader & Fucked by her bf

Clips4sale 1 year ago

Princess Bunnie: Cumshot in my Favorite Dress

Princess Bunnie: Cumshot in my Favorite Dress

AShemaleTube 2 years ago

Hot Latina Trans Girl's 1st Sex Tape

63% HD 0:11 / 20:18

Hot Latina Trans Girl's 1st Sex Tape

Clips4sale 4 years ago

mother I'd like to fuck mastix bangs CrossDresser right up that BUTT! Full Vid at FitNaughtyCouple on OnlyFans

mother I'd like to fuck mastix bangs CrossDresser right up that BUTT! Full Vid at FitNaughtyCouple on OnlyFans

ShemaleSin 1 year ago

Feminized slut strap-on fucked to MASSIVE sissygasm

Feminized slut strap-on fucked to MASSIVE sissygasm

Clips4sale 9 months ago

Trans Giantess Rides Cucumbers And Crush They

HD 0:20 / 19:14

Trans Giantess Rides Cucumbers And Crush They

Clips4sale 3 years ago

Closet Sissy, gets Caged & Tag Teamed With My Trans BFF (480 WMV)

HD 0:29 / 10:38

Closet Sissy, gets Caged & Tag Teamed With My Trans BFF (480 WMV)

Clips4sale 3 years ago

Hot Latina Trans Girl's 1st Sex Tape

HD 0:10 / 20:18

Hot Latina Trans Girl's 1st Sex Tape

LoyalFans 1 year ago

Step-mommy has a SHE-COCK

HD 0:15 / 15:42

Step-mommy has a SHE-COCK

IWantClips 2 years ago

Vivian Chen All Taped Up in Her Red Dress

Vivian Chen All Taped Up in Her Red Dress

Clips4sale 1 year ago

leg crossing and hem play

leg crossing and hem play

Clips4sale 1 year ago

Growing Stronger, Taller, and Bustier with Every Touch and Taste of Your Mighty Cock (FULL HD)

60% HD 0:29 / 17:27

Growing Stronger, Taller, and Bustier with Every Touch and Taste of Your Mighty Cock (FULL HD)

Clips4sale 2 years ago

Reject Masculinity, Embrace Your Inner Sissy Slut!

61% HD 0:31 / 11:36

Reject Masculinity, Embrace Your Inner Sissy Slut!

Clips4sale 1 year ago

JessB- Office Slut Squat

JessB- Office Slut Squat

XHamster 4 years 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

Big Cock stepMommy Turns You Sissy - hd wmv

55% HD 0:30 / 13:00

Big Cock stepMommy Turns You Sissy - hd wmv

Clips4sale 4 years ago

taken out on a date

taken out on a date

Clips4sale 1 year ago

Sundress Season: Fantastic Flip Fuck with Jaq Quicksilver and Cassie Cummings

72% 0:30 / 24:39

Sundress Season: Fantastic Flip Fuck with Jaq Quicksilver and Cassie Cummings

Clips4sale 3 years ago

mistress in black leather dress with big cock makes you horny and cum big cumshot

mistress in black leather dress with big cock makes you horny and cum big cumshot

AShemaleTube 1 year ago

teammates have a special relationship

45% 0:30 / 25:44

teammates have a special relationship

Clips4sale 2 years ago

AromaSissification 3: Sissy Serum: Lace and Desire - Dreams of a Cock in Your Mouth

57% 0:30 / 19:15

AromaSissification 3: Sissy Serum: Lace and Desire - Dreams of a Cock in Your Mouth

Clips4sale 1 year ago

Getting you ready for pride WMV

Premium HD 6:52

Getting you ready for pride WMV

Clips4sale 2 years ago

Chastity Slut Electrical Torment (1080p)

Chastity Slut Electrical Torment (1080p)

Clips4sale 7 months ago

Panty Hood and Panty Gag Instructional - Candle Boxxx BDSM Instruction Sissy Training 4k

4K 0:10 / 24:01

Panty Hood and Panty Gag Instructional - Candle Boxxx BDSM Instruction Sissy Training 4k

LoyalFans 5 months ago

Trans girl Ladyboy in a sable fur coat fucks her gf in a muskrat fur coat.

55% HD 0:59 / 21:39

Trans girl Ladyboy in a sable fur coat fucks her gf in a muskrat fur coat.

Clips4sale 3 months ago

Messy Cross Dress Brown Slime V2

Messy Cross Dress Brown Slime V2

Clips4sale 9 months ago

Ready for the countdown in my glistening silver mini-dress and shiny black leggings … until the bondage room claimed me instead.

Ready for the countdown in my glistening silver mini-dress and shiny black leggings … until the bondage room claimed me instead.

Clips4sale 10 months ago

Taste The Rainbow

Taste The Rainbow

Clips4sale 2 years ago

Smoking in lak dresse

Smoking in lak dresse

Clips4sale 1 year ago

Cross- Dressing Therapy (4K MP4) Tilly McReese: Crossdressing, Sissification, Nylon, Feminization, Femdom

4K 0:36 / 14:52

Cross- Dressing Therapy (4K MP4) Tilly McReese: Crossdressing, Sissification, Nylon, Feminization, Femdom

Clips4sale 4 days ago

Sissy Club Slut: Femdom Fisting, Pegging, Dick Sticking Part 2 of 2 (1080p)

60% HD 0:22 / 29:58

Sissy Club Slut: Femdom Fisting, Pegging, Dick Sticking Part 2 of 2 (1080p)

Clips4sale 2 years ago

Ts Isa Oliveira dominates Hex in a BDSM Sissification Session (1080p ENG-sub) Trans Woman - Trans Dominatrix - Trans Fucking - Trans Blowjob - Trans Cock Sucker - Trans Anal Domination

HD 0:28 / 25:13

Ts Isa Oliveira dominates Hex in a BDSM Sissification Session (1080p ENG-sub) Trans Woman - Trans Dominatrix - Trans Fucking - Trans Blowjob - Trans Cock Sucker - Trans Anal Domination

Clips4sale 8 months ago

part 2: strap on sucking and chastity pegging with FLR GF - full video on Veggiebabyy Manyvids

part 2: strap on sucking and chastity pegging with FLR GF - full video on Veggiebabyy Manyvids

XHamster 1 year ago

Tranny Dom fucks tied and chasted Guy

72% HD 0:30 / 10:41

Tranny Dom fucks tied and chasted Guy

Clips4sale 3 years ago

Pimped Out Tranny Bi Slut

63% HD 0:10 / 14:10

Pimped Out Tranny Bi Slut

LoyalFans 4 months ago

SISSY CLITTY SOCKJOB MESMERIZE - Sissy Slut, Slut Training, Pantyhose Fetish Mesmerize

SISSY CLITTY SOCKJOB MESMERIZE - Sissy Slut, Slut Training, Pantyhose Fetish Mesmerize

Clips4sale 1 year ago

Husband Gets Cucked by Neighbor at Spring Picnic Festival

37% 0:09 / 14:05

Husband Gets Cucked by Neighbor at Spring Picnic Festival

Clips4sale 3 years 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

Sexy Succubus cosplayer Blowjob and get fucked, My Dress-Up Darling Rizu-kyun blowjob part.4 Clip 2

Sexy Succubus cosplayer Blowjob and get fucked, My Dress-Up Darling Rizu-kyun blowjob part.4 Clip 2

XHamster 10 months ago

Simply Beautiful Evening Sex In Black All Nylon Lingerie

HD 0:10 / 34:18

Simply Beautiful Evening Sex In Black All Nylon Lingerie

Clips4sale 4 years ago

Tranny in public! Remote plug lights up while shopping! Erect cock because of strong vibrations!

66% HD 0:23 / 6:08

Tranny in public! Remote plug lights up while shopping! Erect cock because of strong vibrations!

Clips4sale 1 year ago

The Sissy Solution

The Sissy Solution

XHamster 2 weeks ago

mistress in black leather dress with big cock makes you horny and cum big cumshot

mistress in black leather dress with big cock makes you horny and cum big cumshot

XHamster 1 year ago

Threesome With Real Life Girlfriends ft Cassie Cummings - A virtual sex scene features POV sex, BBW with trans, 3-way, and amateur - 1080 WMV

60% HD 0:32 / 17:05

Threesome With Real Life Girlfriends ft Cassie Cummings - A virtual sex scene features POV sex, BBW with trans, 3-way, and amateur - 1080 WMV

Clips4sale 3 years ago

- Rubbing My Feet

- Rubbing My Feet

XHamster 5 months ago

living the barbie life

52% 0:11 / 14:56

living the barbie life

Clips4sale 2 years ago

Athena's Latex Slut

71% 0:30 / 44:39

Athena's Latex Slut

Clips4sale 1 year ago

Beg For Goddess Dick!

Beg For Goddess Dick!

IWantClips 2 years ago

Oops! Wrong House - a Trans Girl Gangbang on a unsuspecting hot milf

Premium HD 25:41

Oops! Wrong House - a Trans Girl Gangbang on a unsuspecting hot milf

Clips4sale 3 months ago

Get Ready for Work, Sissy Slut

Get Ready for Work, Sissy Slut

Clips4sale 3 years ago

Sissy Nylon Cum - 720HD

Sissy Nylon Cum - 720HD

Clips4sale 2 years ago

Dress Up Sissy Doll

Dress Up Sissy Doll

LoyalFans 3 years ago

Take the Sissy Oath

Take the Sissy Oath

Clips4sale 1 week ago

NERD AFTER DARK: Fun With Russian Tgirl Doll

HD 0:45 / 26:14

NERD AFTER DARK: Fun With Russian Tgirl Doll

Clips4sale 11 months ago

Mistress Lady Renee - sissy wants to be a boy again - mp4

66% 0:15 / 15:07

Mistress Lady Renee - sissy wants to be a boy again - mp4

Clips4sale 2 years ago

Foot Smelling Futanari Footjob with Leilani

Foot Smelling Futanari Footjob with Leilani

Clips4sale 1 year ago

Cumming in My Uber || TS Karabella

Cumming in My Uber || TS Karabella

LoyalFans 7 months ago

You're a good little doggy! Femdom Petplay! Slave cums only with legjob

HD 0:30 / 11:41

You're a good little doggy! Femdom Petplay! Slave cums only with legjob

Clips4sale 3 years ago

Naughty cross dressing cum dumpster

41% HD 0:10 / 12:57

Naughty cross dressing cum dumpster

LoyalFans 2 years ago

Rachel Adams feminizes you POV_wmv_

Rachel Adams feminizes you POV_wmv_

Clips4sale 11 months ago

A Gentle Place to Land - SENSUAL SELF ACCEPTANCE , SISSIFICATION , ASMR

A Gentle Place to Land - SENSUAL SELF ACCEPTANCE , SISSIFICATION , ASMR

Clips4sale 6 days ago

Crossdressing Damsel Tie and Struggle Rope Bondage Session with Stella Liberty and Deanne

53% HD 0:10 / 53:48

Crossdressing Damsel Tie and Struggle Rope Bondage Session with Stella Liberty and Deanne

LoyalFans 1 year ago

You Want Sissy Sex

You Want Sissy Sex

XHamster 7 months ago

MAYA SCARENZI - vol 01 - (mp4)

HD 0:10 / 14:41

MAYA SCARENZI - vol 01 - (mp4)

Clips4sale 1 year ago

Cum Lover Compilation 2

45% HD 0:10 / 11:46

Cum Lover Compilation 2

LoyalFans 1 year ago

Sissy Can Play While Wifeys Away

56% HD 0:29 / 10:42

Sissy Can Play While Wifeys Away

Clips4sale 4 years ago

shinny surprisecdb

shinny surprisecdb

Clips4sale 4 years ago

SISSY MAKER From House Maid To Bimbo

55% HD 0:18 / 19:58

SISSY MAKER From House Maid To Bimbo

Clips4sale 2 years ago

My Maids Are Sissified

HD 0:10 / 10:22

My Maids Are Sissified

LoyalFans 3 years ago

Belly Bulge - Deep Anal Dildo Insertion With Chastity Cage And Cumshot

Belly Bulge - Deep Anal Dildo Insertion With Chastity Cage And Cumshot

Clips4sale 7 months ago

Introduction to Sissy Academy (WMV)

Introduction to Sissy Academy (WMV)

Clips4sale 3 years ago

[Crossdresser Wetting] Just skirts

63% 0:10 / 11:58

[Crossdresser Wetting] Just skirts

Clips4sale 1 year ago

How To Dress (and Act) Like a Bimbo JOI

47% 0:59 / 8:56

How To Dress (and Act) Like a Bimbo JOI

Clips4sale 1 year ago

The Mistress Envy - Bimbo Training for My new sissy slut

The Mistress Envy - Bimbo Training for My new sissy slut

Clips4sale 1 year ago

A Very Sissy Valentine's

65% HD 0:29 / 14:53

A Very Sissy Valentine's

Clips4sale 3 years ago

Locked, Loaded & Ready to be Fucked (4K)

47% 4K 0:18 / 20:01

Locked, Loaded & Ready to be Fucked (4K)

Clips4sale 3 years ago

HA55Super short dress exposed outdoors, dildo inserted into anal on the road!

HA55Super short dress exposed outdoors, dildo inserted into anal on the road!

AShemaleTube 2 years ago

using a giant double ended anal dildo and huge orgasms wearing sexy satin

using a giant double ended anal dildo and huge orgasms wearing sexy satin

Clips4sale 3 years ago

Sadie Holmes - You're A Faggot Humiliation (HD1080 WMV)

HD 0:11 / 12:08

Sadie Holmes - You're A Faggot Humiliation (HD1080 WMV)

Clips4sale 3 years ago

Slutty Nun Blasphemy - Religious Fetish Femdom Strap-On Cosplay Costume Role Play by Kyaa Chimera

Slutty Nun Blasphemy - Religious Fetish Femdom Strap-On Cosplay Costume Role Play by Kyaa Chimera

APClips 3 months ago

Big Butt Booty Slut Crossdresser Sissy Gay White Ass Sexy Dress

Big Butt Booty Slut Crossdresser Sissy Gay White Ass Sexy Dress

XHamster 1 year ago

COCKBROKER: Sexy Tattooed Tgirl Fuck For Job

61% HD 0:53 / 29:20

COCKBROKER: Sexy Tattooed Tgirl Fuck For Job

Clips4sale 8 months ago

The Submissive Assistant : A Slutty New Uniform

HD 0:15 / 15:30

The Submissive Assistant : A Slutty New Uniform

Clips4sale 4 years ago

Heteroflexible K solo V106: thin fit muscular hung older twunk hairy cock and balls masturbation

Heteroflexible K solo V106: thin fit muscular hung older twunk hairy cock and balls masturbation

Clips4sale 4 years ago

Fucking Crossdressers is GAY!

57% HD 0:25 / 11:36

Fucking Crossdressers is GAY!

Clips4sale 3 years ago

Tiny Bimbo Transformation: Giantess Ravens Futa Pocket Pet - Giantess, Bimbofication, Futa

37% 4K 0:29 / 21:02

Tiny Bimbo Transformation: Giantess Ravens Futa Pocket Pet - Giantess, Bimbofication, Futa

Clips4sale 1 year ago

Stocking cap and a shinny blouse

Stocking cap and a shinny blouse

Clips4sale 3 years ago

Sissy Christmas Tree

Sissy Christmas Tree

Clips4sale 9 months ago

Big Dick Daddy Pounds Trans Step Daughers Ass After Class and Creampies Her

4K 0:31 / 13:51

Big Dick Daddy Pounds Trans Step Daughers Ass After Class and Creampies Her

Clips4sale 2 years ago

FEMINIZED BOYFRIEND

29% 0:11 / 12:16

FEMINIZED BOYFRIEND

Clips4sale 3 years ago

latina trans seductress is serious tonight

latina trans seductress is serious tonight

Clips4sale 3 years ago

Sissy For Alphas

60% HD 0:10 / 5:18

Sissy For Alphas

LoyalFans 2 years ago

Sissy Slave Interview

52% HD 0:24 / 9:32

Sissy Slave Interview

Clips4sale 3 years ago

Sissy MTF Sexy Bitch 2 Excited Dresses Performing White Twink Princess

Sissy MTF Sexy Bitch 2 Excited Dresses Performing White Twink Princess

ShemaleSin 9 months ago

Sissy bitch dresses up in fishnets and pegged in his worthless boi pussy.

Sissy bitch dresses up in fishnets and pegged in his worthless boi pussy.

XHamster 3 years ago

RRFOX Sexy Femboy In Dress Takes BBC

RRFOX Sexy Femboy In Dress Takes BBC

AShemaleTube 2 years ago

You’re in Hell now Diaper Sissy!

HD 0:28 / 16:05

You’re in Hell now Diaper Sissy!

Clips4sale 3 years ago

Beg For Goddess Dick! By Ruby Onyx Feat Janny Costa

Beg For Goddess Dick! By Ruby Onyx Feat Janny Costa

Clips4sale 9 months ago

Two Ftm Beg for Your Cock in Their Pussies

62% HD 0:30 / 8:09

Two Ftm Beg for Your Cock in Their Pussies

Clips4sale 2 years ago

Lick up every drop of pre-cum! Only then can you cum on my jeans ass! JOI CEI GERMAN

Lick up every drop of pre-cum! Only then can you cum on my jeans ass! JOI CEI GERMAN

Clips4sale 2 years ago

Rubber Strap On Training - Part 1

Rubber Strap On Training - Part 1

Clips4sale 2 years ago

Frat Pantyhose Tasks - Kobe Lee Pantyhose Submissive Made To Crossdress and Masturbate in Silky Nylons as Slave Task 4k

4K 0:30 / 13:52

Frat Pantyhose Tasks - Kobe Lee Pantyhose Submissive Made To Crossdress and Masturbate in Silky Nylons as Slave Task 4k

Clips4sale 5 months 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

Sissy Graduation Dress Up

55% HD 0:20 / 11:27

Sissy Graduation Dress Up

Clips4sale 2 years ago

The Slave Huntress (MP4)

The Slave Huntress (MP4)

Clips4sale 1 year ago

Sissification Part 3 Full Makeover

47% HD 0:11 / 6:27

Sissification Part 3 Full Makeover

Clips4sale 4 years ago

EXTREME MENTAL MALE TO FEMALE TRANSITIONING - Femdom Programmed You Into Being A Complete Transgender

EXTREME MENTAL MALE TO FEMALE TRANSITIONING - Femdom Programmed You Into Being A Complete Transgender

Clips4sale 1 year ago

TRANSFORMED INTO ROOMMATES NURSE GF FOR A FULL DAY OF WORK

TRANSFORMED INTO ROOMMATES NURSE GF FOR A FULL DAY OF WORK

Clips4sale 2 years ago

GF Dick Fucks U

HD 0:29 / 17:07

GF Dick Fucks U

Clips4sale 1 year 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 4 years ago

TRANS GIRL ON HER KNEES: Cleaning Tigh-High Boots For Ebony MahoganyQen

51% HD 0:10 / 14:01

TRANS GIRL ON HER KNEES: Cleaning Tigh-High Boots For Ebony MahoganyQen

LoyalFans 9 months ago

720P Losing A Bet Ends With You In A Skirt: Bi-Encouragement, Femdom, Made To Cross Dress

720P Losing A Bet Ends With You In A Skirt: Bi-Encouragement, Femdom, Made To Cross Dress

Clips4sale 3 years ago

Satin Cheongsam - Chinese Crossdresser dressed in Crimson China Sundress: TOTAL VIDEO ON ONLYFANS

Satin Cheongsam - Chinese Crossdresser dressed in Crimson China Sundress: TOTAL VIDEO ON ONLYFANS

KeekAss 3 years ago

Sissy Caught in Park (1080p)

HD 0:12 / 10:27

Sissy Caught in Park (1080p)

Clips4sale 3 months ago

Feminization Counseling

HD 0:15 / 12:44

Feminization Counseling

IWantClips 6 years ago

Natalie Becomes a Living Diaper Doll

54% HD 0:29 / 11:18

Natalie Becomes a Living Diaper Doll

Clips4sale 1 year ago

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5,643 results found

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