Crossdressing (5,588)

Sissy Obedience: Feminised for Mistress Lorraine

Sissy Obedience: Feminised for Mistress Lorraine

LoyalFans 1 week ago

THE 4 STEPS TO A SISSYGASM

THE 4 STEPS TO A SISSYGASM

LoyalFans 1 year ago

Mommy's Pretty Girl: Caged ClittyGasm 4K

49% 4K 0:10 / 22:58

Mommy's Pretty Girl: Caged ClittyGasm 4K

LoyalFans 3 years ago

Princess Bunnie: MILF in Red Lingerie Fucks Dildo

Princess Bunnie: MILF in Red Lingerie Fucks Dildo

aShemaleTube 1 month ago

Night walk with Anna Rios

Night walk with Anna Rios

xHamster 3 years ago

Pink Bow Car Washer

Pink Bow Car Washer

LoyalFans 2 years ago

Glory Fuck-Hole Fellate and Anal Invasion Plumb With Insatiable Towheaded Superslut *MORE AT: ONLYFANS @ ALEXIASTJAMES

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TrannyGem 3 years ago

Feminization, Makeup, Sissy Crossdressing for Your Step Dad

Feminization, Makeup, Sissy Crossdressing for Your Step Dad

aShemaleTube 2 years ago

Crossdressing Confessions: Sharing My Personal Stories and Experiences!

Crossdressing Confessions: Sharing My Personal Stories and Experiences!

xHamster 11 months ago

Double Locked Sissy - Star Nine

44% 0:10 / 21:59

Double Locked Sissy - Star Nine

APClips 10 months ago

Pizza Delivery Guy Fucks Feminized Man Who Pays Pizza

Pizza Delivery Guy Fucks Feminized Man Who Pays Pizza

xHamster 2 years ago

Sissy boi gets his cock & balls pulled whilst his ass being pounded

Sissy boi gets his cock & balls pulled whilst his ass being pounded

xHamster 1 year ago

She called him over when she was PREPARED

She called him over when she was PREPARED

TrannyGem 3 years ago

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SukaPorn 1 year ago

23 cm d’amore per la troietta italiana Lucia Martinez Trav! ONLYFANS: LUCIAMARTINEZTRAV

23 cm d’amore per la troietta italiana Lucia Martinez Trav! ONLYFANS: LUCIAMARTINEZTRAV

TrannyGem 3 years ago

Arab cuckold wife first time anal sex with femboy - Sharmota Masrya

Arab cuckold wife first time anal sex with femboy - Sharmota Masrya

xHamster 3 years ago

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checking the guy for pegging readiness. only anal fuck!

SukaPorn 1 year ago

Learn to obey your mistress! Part 3

52% 0:10 / 8:07

Learn to obey your mistress! Part 3

APClips 10 months ago

Amuse Me Sissy Cum Slut

HD 0:10 / 14:31

Amuse Me Sissy Cum Slut

LoyalFans 2 years ago

Mexican Crossdressing Beauty Luna Sol Sucking Cock

Mexican Crossdressing Beauty Luna Sol Sucking Cock

xHamster 2 years ago

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PissVids 2 years ago

Real Arab Lesbian Couple In Marseille

Real Arab Lesbian Couple In Marseille

xHamster 3 years ago

You Heard Wrong

HD 0:10 / 10:29

You Heard Wrong

LoyalFans 2 years ago

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Onlyfans Christmas bbc Fuck with ezra_kyle25

BoyFriendTV 11 months ago

Juggsy X Cup Doll Collection #2

Juggsy X Cup Doll Collection #2

xHamster 3 years ago

OMG! I GOT CHANGED INTO A WOMAN

OMG! I GOT CHANGED INTO A WOMAN

APClips 10 months ago

30 days MTF complete transformation - Faggot training - Crossdressing - Bimbofication - Femdom pov - Sissy slut - blonde - Mistress

60% HD 0:10 / 9:57

30 days MTF complete transformation - Faggot training - Crossdressing - Bimbofication - Femdom pov - Sissy slut - blonde - Mistress

LoyalFans 7 months ago

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Crossdressing fetish femdom!

xHamster 3 years ago

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SukaPorn 1 year ago

Story of Kt. Part 2 - suspended between mars and venus

Story of Kt. Part 2 - suspended between mars and venus

xHamster 1 year ago

Strapon in the kitchen in my bitch's ass

Strapon in the kitchen in my bitch's ass

xHamster 1 year ago

Hot Tub Domination - 720HD

67% 0:14 / 8:31

Hot Tub Domination - 720HD

Clips4sale 3 years ago

Plapping' machine makes my Sissy squirt in her cage

60% HD 0:10 / 8:26

Plapping' machine makes my Sissy squirt in her cage

LoyalFans 5 months ago

Crossdresser Alaina Sanchez 2023

Crossdresser Alaina Sanchez 2023

xHamster 2 years ago

Rubberdomme Fetishplay Part 5 Human Ashtray Maulfotze

53% 0:10 / 9:35

Rubberdomme Fetishplay Part 5 Human Ashtray Maulfotze

APClips 10 months ago

Go Sissy For Me

55% HD 0:15 / 8:18

Go Sissy For Me

Clips4sale 1 year ago

Cheerleader Tryouts

Cheerleader Tryouts

LoyalFans 1 year ago

2 new slaves ready for training part 1 - full fist ahead

70% 0:10 / 8:34

2 new slaves ready for training part 1 - full fist ahead

APClips 10 months ago

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SukaPorn 1 year ago

Sick Slaves Need Cruel Nurses 2/3

53% 0:10 / 9:30

Sick Slaves Need Cruel Nurses 2/3

APClips 10 months ago

Sissy Slut Session

Sissy Slut Session

APClips 10 months ago

Rubberdomme Fetishplay Part 6 2 Smoking Latex Ladies

57% 0:10 / 12:25

Rubberdomme Fetishplay Part 6 2 Smoking Latex Ladies

APClips 10 months ago

VERY HOT Crossdresser Bailey Wilde Photoshoot

VERY HOT Crossdresser Bailey Wilde Photoshoot

xHamster 1 year ago

Sucked By A Sissy And Wife

53% 0:10 / 24:18

Sucked By A Sissy And Wife

APClips 10 months ago

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (4K)

65% 4K 0:10 / 5:00

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (4K)

LoyalFans 2 months ago

Dicking Down a Friend who Lost a Bet

Dicking Down a Friend who Lost a Bet

APClips 10 months ago

JessicaXD Red Corselette and Lingerie

JessicaXD Red Corselette and Lingerie

xHamster 3 years ago

7 Mini Skirts

65% HD 0:10 / 8:32

LoyalFans 2 years ago

Suck Buttfuck And Crossdressing Onlyfans Compilation

Suck Buttfuck And Crossdressing Onlyfans Compilation

5Gays 9 months ago

Pai-chan's Urbex - Abandoned Love Hotel

Pai-chan's Urbex - Abandoned Love Hotel

xHamster 1 year ago

Hot Blonde Crossdresser Strokes Huge Cock While Getting Fucked

Hot Blonde Crossdresser Strokes Huge Cock While Getting Fucked

xHamster 1 year ago

Sis Makes You Wear Her Panties 2

Sis Makes You Wear Her Panties 2

APClips 10 months ago

Chastity Twink Fingering the Pee Out of Myself!

Chastity Twink Fingering the Pee Out of Myself!

xHamster 8 months ago

How Deep Is Your Love? 2/2

47% 0:10 / 11:04

How Deep Is Your Love? 2/2

APClips 10 months ago

Satin Cheongsam - Asian Crossdresser dressed in Blue China Sundress: UTTER MOVIE ON ONLYFANS

Satin Cheongsam - Asian Crossdresser dressed in Blue China Sundress: UTTER MOVIE ON ONLYFANS

KeekAss 3 years ago

Fucking Crossdressers is GAY!

61% HD 0:10 / 11:37

Fucking Crossdressers is GAY!

LoyalFans 2 years ago

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SukaPorn 1 year ago

Sucking myself off - STRAP-ON

Sucking myself off - STRAP-ON

APClips 10 months ago

You're My Barbie Doll! - sissy slut - crossdresser - crossdressing - faggot training - femdom pov - blonde goddess - sissy training

56% HD 0:10 / 6:05

You're My Barbie Doll! - sissy slut - crossdresser - crossdressing - faggot training - femdom pov - blonde goddess - sissy training

LoyalFans 3 weeks ago

Bullied Beta

55% HD 0:10 / 6:43

LoyalFans 1 year ago

Anna The Temptress

Anna The Temptress

xHamster 1 year ago

High Heels Shoe Fuck - Femboy having Sex with her plastic shoes wearing sissy latex clothes - Shoejob masturbation

High Heels Shoe Fuck - Femboy having Sex with her plastic shoes wearing sissy latex clothes - Shoejob masturbation

xHamster 4 months ago

Play with micro penis

Play with micro penis

xHamster 1 year ago

2 new slaves ready for training part 2 - Oppressed by red boots

51% 0:10 / 7:37

2 new slaves ready for training part 2 - Oppressed by red boots

APClips 10 months ago

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KeekAss 2 years ago

Mistress Sickoo Topless Pegging Strapon

Mistress Sickoo Topless Pegging Strapon

Clips4sale 1 week ago

SISSY PRISON Part 1 *MOV*

65% 4K 0:31 / 15:11

SISSY PRISON Part 1 *MOV*

Clips4sale 2 months ago

JessicaXD Training

HD 0:10 / 17:37

JessicaXD Training

LoyalFans 8 months ago

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SukaPorn 1 year ago

Intro To Sissification

Intro To Sissification

Clips4sale 2 years ago

STROKE FAGGOT

51% 4K 0:25 / 12:07

Clips4sale 2 years ago

Training Ass Crossdressing with Dildo Ttaining

55% 0:11 / 10:00

Training Ass Crossdressing with Dildo Ttaining

Clips4sale 1 year ago

Play of nylon feet with thick MILF 1

Play of nylon feet with thick MILF 1

xHamster 3 years ago

Prude Prince Magic Freeze Embarrassment - CUSTOM VIDEO - Julian Jaden - Leo Blue - Richard Lennox - Manpuppy - MP4 1080

HD 0:28 / 17:26

Prude Prince Magic Freeze Embarrassment - CUSTOM VIDEO - Julian Jaden - Leo Blue - Richard Lennox - Manpuppy - MP4 1080

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

66% 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

Stepmoms Pregnant, Sissy

Stepmoms Pregnant, Sissy

APClips 10 months ago

Meet me in the kitchen for a late night internal cumshot.

Meet me in the kitchen for a late night internal cumshot.

TrannyGem 2 years ago

Your Clitty Belongs In Panties

Your Clitty Belongs In Panties

LoyalFans 2 years ago

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Clips4sale 3 years ago

Blonde Shemale Woman Fucked by Daddy

Blonde Shemale Woman Fucked by Daddy

Sheshaft 3 years ago

Losing Bets Till Ur Cucked

50% HD 0:10 / 7:30

Losing Bets Till Ur Cucked

LoyalFans 2 years ago

Transformation into Cum Slut | DOUBLE CEI + SISSIFICATION

HD 0:10 / 29:50

Transformation into Cum Slut | DOUBLE CEI + SISSIFICATION

LoyalFans 1 year ago

Sucking Satin Sissy

77% HD 0:40 / 9:38

Sucking Satin Sissy

TRUCK STOP FAGGOT

34% HD 0:10 / 10:45

TRUCK STOP FAGGOT

LoyalFans 2 years ago

Verbal Daddy Helps me Train my hole

Verbal Daddy Helps me Train my hole

xHamster 1 year ago

Hot Mexican Crossdressing Beauty Sucking Huge Cock

Hot Mexican Crossdressing Beauty Sucking Huge Cock

xHamster 2 years ago

DESTINED TO BE A SISSY

4K 0:28 / 11:58

DESTINED TO BE A SISSY

Clips4sale 1 year ago

Summoning a Demon

66% 0:10 / 20:27

Summoning a Demon

APClips 10 months ago

Vintage Chastity Sissy Crossdresser Rides Dildo

67% HD 0:19 / 12:19

Vintage Chastity Sissy Crossdresser Rides Dildo

Clips4sale 3 years ago

Super Mega Man Solution Turns Out to Be the Perfect Formula for Your Feminization

39% HD 0:10 / 19:19

Super Mega Man Solution Turns Out to Be the Perfect Formula for Your Feminization

LoyalFans 1 year ago

Hospital Anal 3 – The Billing

61% 0:10 / 9:46

Hospital Anal 3 – The Billing

APClips 10 months 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 8 months ago

Goth Crossdresser

Goth Crossdresser

xHamster 4 years ago

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

61% HD 0:14 / 10:03

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

Clips4sale 6 months ago

Micro girly penis pissing and playing

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xHamster 2 years ago

The Sissy Hospital

65% HD 0:29 / 8:18

The Sissy Hospital

Clips4sale 1 year 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 7 months ago

Goddess Tiana Pegging Returns Part 2

Goddess Tiana Pegging Returns Part 2

LoyalFans 1 year ago

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best view: hairy, cumshot gay masturbation - ass, balls, dick.

xHamster 3 years ago

Sissified By Alexis Kim (HD WMV)

HD 0:28 / 12:00

Sissified By Alexis Kim (HD WMV)

Clips4sale 1 year ago

Truth Or Dare Dick Slapping

Truth Or Dare Dick Slapping

LoyalFans 3 months ago

You can SWIM through her Ass when it gets filled with Water - Full Video on Fansly and Manyvids

You can SWIM through her Ass when it gets filled with Water - Full Video on Fansly and Manyvids

xHamster 5 months ago

PREMATURE EJACULATION TO CLEAVAGE FOR A SISSY CROSSDRESSER

40% 0:10 / 7:57

PREMATURE EJACULATION TO CLEAVAGE FOR A SISSY CROSSDRESSER

APClips 10 months ago

STEPBROTHER TURNED SISSY AT OUR SLUMBER PARTY 1080P - ELLIE IDOL

64% HD 0:10 / 21:05

STEPBROTHER TURNED SISSY AT OUR SLUMBER PARTY 1080P - ELLIE IDOL

APClips 10 months ago

Extreme Femboy Edging Orgasm Denial

66% HD 0:15 / 17:22

Extreme Femboy Edging Orgasm Denial

C4S 2 years ago

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Clips4sale 2 years ago

4K60P - Last Xmas She Gave You 2 Cum

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Clips4sale 1 week ago

Cucked with My Ass: Facesitting Humiliation

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Cucked with My Ass: Facesitting Humiliation

LoyalFans 6 months ago

New Year PigTox!

New Year PigTox!

Clips4sale 19 hours ago

Onlyfans Rika Rae Fox - Perfect Girl

Onlyfans Rika Rae Fox - Perfect Girl

YepTube 1 week ago

Your Most Humiliating Orgasm Yet (FULL HD)

56% HD 1:00 / 37:33

Your Most Humiliating Orgasm Yet (FULL HD)

Clips4sale 2 years ago

Cum in Condom Trans Latex Gloves Masturbation

HD 0:10 / 14:41

Cum in Condom Trans Latex Gloves Masturbation

Clips4sale 3 years ago

SPH: Feminizing You & Discovering Your SMALL DICK!

69% HD 0:15 / 10:20

SPH: Feminizing You & Discovering Your SMALL DICK!

Clips4sale 3 years ago

my step brother becomes my step sister- sissy bitch. syssification. feminization

my step brother becomes my step sister- sissy bitch. syssification. feminization

SukaPorn 1 year ago

We laughed As Your Tits Grew

We laughed As Your Tits Grew

LoyalFans 2 years ago

Sissy husband gets fucked in his ass

Sissy husband gets fucked in his ass

xHamster 1 year ago

Seduced By Silk - Star Nine

60% 0:10 / 13:40

Seduced By Silk - Star Nine

APClips 10 months ago

INSTANT PERMANENT PUPPY TRAINING - PET PLAY II [Puppy] [Pup Play] [Human Pup Fantasy] [Pet Play] [Pet Transformation] [Puppy Play] [Pet Puppy Fantasy]

57% 0:30 / 15:40

INSTANT PERMANENT PUPPY TRAINING - PET PLAY II [Puppy] [Pup Play] [Human Pup Fantasy] [Pet Play] [Pet Transformation] [Puppy Play] [Pet Puppy Fantasy]

Black Femboy Crossdresser dresses up in bunny lingerie for Halloween solo co

Black Femboy Crossdresser dresses up in bunny lingerie for Halloween solo co

BoyFriendTV 1 year ago

Win A Bet For Me

55% HD 0:10 / 8:04

Win A Bet For Me

LoyalFans 5 months ago

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