Crossdressing (2,259)

🌺 Sissy Training - Learn to suck dick! 🌺

66% HD 0:10 / 7:33

🌺 Sissy Training - Learn to suck dick! 🌺

LoyalFans 9 months ago

Mexican Crossdresser Luna Sol Giving Blowjob

Mexican Crossdresser Luna Sol Giving Blowjob

XHamster 2 years ago

The Perks of Being the Teacher's Pet Ft Reina Hanno & Kanisa

63% HD 0:10 / 19:49

The Perks of Being the Teacher's Pet Ft Reina Hanno & Kanisa

LoyalFans 4 months ago

Femboy loves letting daddy use his fat bubble butt however he wants (only fans thustin69)

Femboy loves letting daddy use his fat bubble butt however he wants (only fans thustin69)

XHamster 4 months ago

Your Most Humiliating Orgasm Yet

55% HD 0:10 / 37:33

Your Most Humiliating Orgasm Yet

LoyalFans 2 years ago

onlyfans - pablo pineda femboy fucks an old guy in a threesome

onlyfans - pablo pineda femboy fucks an old guy in a threesome

TransDoe 2 years ago

Girls Night In: Dressing My Sissy Up & Talking About Boys

52% HD 0:10 / 6:13

Girls Night In: Dressing My Sissy Up & Talking About Boys

LoyalFans 2 months ago

fucking my crossdreser wife in the kitchen

fucking my crossdreser wife in the kitchen

XHamster 1 year ago

Let's Change Gender Roles and Spice Up Our Play

55% HD 0:10 / 18:24

Let's Change Gender Roles and Spice Up Our Play

LoyalFans 9 months ago

BE ASHAMED FAGGOT

60% HD 0:10 / 11:26

BE ASHAMED FAGGOT

LoyalFans 3 years ago

Mistress Baton’s Sissy Finishing School Part 3 - Spitroasting

HD 0:10 / 16:00

Mistress Baton’s Sissy Finishing School Part 3 - Spitroasting

LoyalFans 3 weeks ago

IT’S NOT MY FAULT

52% HD 0:10 / 14:08

IT’S NOT MY FAULT

LoyalFans 3 years ago

NagisaIf's stunning crossdressing skills end in a satisfying cumshot

NagisaIf's stunning crossdressing skills end in a satisfying cumshot

GayVD 2 months ago

THE POWER TO TURN YOU GAY

47% HD 0:10 / 22:51

THE POWER TO TURN YOU GAY

LoyalFans 3 years ago

Do You Really Want to Fuck Your Mother?

65% HD 0:10 / 7:19

Do You Really Want to Fuck Your Mother?

LoyalFans 2 years ago

Oswaldo Breeds Davelionx’s Hungry Slut Pussy

68% HD 1:01 / 24:29

Oswaldo Breeds Davelionx’s Hungry Slut Pussy

FapHouse 4 months ago

Getting My Sissy Ready for Cock

58% HD 0:10 / 11:07

Getting My Sissy Ready for Cock

LoyalFans 3 years ago

Transforming You into My Sweet, Short, Pantiless Maid

49% HD 0:10 / 22:16

Transforming You into My Sweet, Short, Pantiless Maid

LoyalFans 2 years ago

What Will You Do to Have Sex with Me?

62% HD 0:10 / 13:02

What Will You Do to Have Sex with Me?

LoyalFans 1 month ago

Sissy Girl Training Cum Countdown

61% HD 0:20 / 22:14

Sissy Girl Training Cum Countdown

IWantClips 1 month ago

Step by step Chastity Sissy Makeover: My Perfect Creation 🔐✨💄

60% HD 0:10 / 14:58

Step by step Chastity Sissy Makeover: My Perfect Creation 🔐✨💄

LoyalFans 10 months ago

Your Roommate Encourages You to Dress Up for Hot Play

63% HD 0:10 / 23:29

Your Roommate Encourages You to Dress Up for Hot Play

LoyalFans 1 year ago

You Bet Your Ass

52% HD 0:10 / 29:22

You Bet Your Ass

LoyalFans 1 year ago

Therapy-Fantasy For Pussies

55% HD 0:10 / 15:24

Therapy-Fantasy For Pussies

LoyalFans 1 year ago

Sissy training and feminisation: A Feminine makeover for Miss Dayana’s chattel

Sissy training and feminisation: A Feminine makeover for Miss Dayana’s chattel

LoyalFans 1 month ago

BBC MAKING WHITE BOYS EXTINCT

49% HD 0:10 / 7:09

BBC MAKING WHITE BOYS EXTINCT

LoyalFans 3 years ago

You've Lost the Bet; Now, It's Time to Carry Out Your Punishment

65% HD 0:10 / 18:20

You've Lost the Bet; Now, It's Time to Carry Out Your Punishment

LoyalFans 4 months ago

Two Dommes And The Delivery Boy: Complete Story Bundle. Buy 2 Get 1 for Free!

HD 0:10 / 22:09

Two Dommes And The Delivery Boy: Complete Story Bundle. Buy 2 Get 1 for Free!

LoyalFans 1 year ago

lick my pussy after pissing. oh yes good bitch. feminization of the stepbrother.

lick my pussy after pissing. oh yes good bitch. feminization of the stepbrother.

PissVids 3 years ago

Contractually dedicated to feet

Contractually dedicated to feet

LoyalFans 1 year ago

Making of Sissy Sasha

HD 0:25 / 33:34

Making of Sissy Sasha

IWantClips 1 month ago

Oh Its Much Gayer Than You Thought

46% HD 0:10 / 13:53

Oh Its Much Gayer Than You Thought

LoyalFans 2 years ago

Leaky, Pantied And Slutty

65% HD 0:10 / 12:10

Leaky, Pantied And Slutty

LoyalFans 4 months ago

Bikini Obsessed Sissy

Bikini Obsessed Sissy

LoyalFans 3 weeks ago

Nylon Sissy Slave - Candle Boxxx

50% HD 0:10 / 13:03

Nylon Sissy Slave - Candle Boxxx

LoyalFans 2 years ago

TRANSFORMING ALPHA TO A QOS BIMBO

56% HD 0:10 / 12:12

TRANSFORMING ALPHA TO A QOS BIMBO

LoyalFans 2 years ago

WRAP YOUR LIPS AROUND COCK

68% HD 0:10 / 16:17

WRAP YOUR LIPS AROUND COCK

LoyalFans 3 years ago

GLORYHOLE CONFESSIONS

65% HD 0:10 / 8:42

GLORYHOLE CONFESSIONS

LoyalFans 3 years ago

Sissy Transformation and Training Go Girly and suck cock! Goddess Vivien guides you to get dressed in a frilly pink sissy outfit and suck dick

53% HD 0:10 / 15:31

Sissy Transformation and Training Go Girly and suck cock! Goddess Vivien guides you to get dressed in a frilly pink sissy outfit and suck dick

LoyalFans 1 year ago

Sexy Brunette Femboy Moaning Dirty Talking Playing with Ass and Cumshot

63% HD 0:39 / 11:22

Sexy Brunette Femboy Moaning Dirty Talking Playing with Ass and Cumshot

FapHouse 1 year ago

Playing with Ass, Fingering, Double Penetration

Playing with Ass, Fingering, Double Penetration

XHamster 2 years ago

Sissy Boyfriend Found Out and Pegged - 4k

72% 4K 0:20 / 18:37

Sissy Boyfriend Found Out and Pegged - 4k

Clips4sale 3 years ago

To Meet The Inlaws

HD 0:33 / 15:45

To Meet The Inlaws

IWantClips 2 years ago

Sexy brunette femboy dirty talking moaning and playing with ass

Sexy brunette femboy dirty talking moaning and playing with ass

XHamster 1 year ago

GLORYHOLE LUNCH BREAK

52% HD 0:10 / 24:59

GLORYHOLE LUNCH BREAK

LoyalFans 3 years ago

fansly - ruby onyx sissy whore ready to be pegged porn video

fansly - ruby onyx sissy whore ready to be pegged porn video

BDSMShip 2 years ago

Girls Night In: Dressing My Sissy Up & Talking About Boys

65% HD 0:29 / 6:13

Girls Night In: Dressing My Sissy Up & Talking About Boys

IWantClips 1 month ago

Ezra_Kyle25 gets rough anal creampie by BBC Nigerian Bodybuilder Hunk on Onlyfans

Ezra_Kyle25 gets rough anal creampie by BBC Nigerian Bodybuilder Hunk on Onlyfans

BoyFriendTV 1 year ago

Sissy Boyfriend Found Out and Pegged

60% HD 0:10 / 18:38

Sissy Boyfriend Found Out and Pegged

LoyalFans 3 years ago

Cute Young Femboy Twink strokes his Big Cock in Hot Lingerie

Cute Young Femboy Twink strokes his Big Cock in Hot Lingerie

XHamster 3 years ago

Double Dicked Up |BTS Pegging & Ebony Female Domination with Temptress Mango, Alpha Selena, & The Naked Trumpeter

54% HD 0:10 / 13:29

Double Dicked Up |BTS Pegging & Ebony Female Domination with Temptress Mango, Alpha Selena, & The Naked Trumpeter

LoyalFans 1 month ago

My Plugged Sissy

57% HD 0:10 / 6:18

My Plugged Sissy

LoyalFans 3 months ago

15 days MTF transformation

44% 4K 0:26 / 14:09

15 days MTF transformation

Clips4sale 1 year ago

Humiliation…

65% HD 0:10 / 1:18

LoyalFans 2 weeks ago

SMOKING SISSY SLUT FOR BBC

50% HD 0:10 / 18:41

SMOKING SISSY SLUT FOR BBC

LoyalFans 2 years ago

Sissy Slut S****

Sissy Slut S****

LoyalFans 3 years ago

Our Little Secret - Full Movie - The Lost Files

59% HD 0:10 / 46:49

Our Little Secret - Full Movie - The Lost Files

LoyalFans 4 months ago

EXPOSING SLUT MICHELLE

63% HD 0:10 / 10:41

EXPOSING SLUT MICHELLE

LoyalFans 3 years ago

pissing in the mouth. let s open your mouth i ll fill it. lick my pussy and feet in stockings.

pissing in the mouth. let s open your mouth i ll fill it. lick my pussy and feet in stockings.

PissVids 3 years ago

Loving The Lost Bet

HD 0:10 / 10:19

Loving The Lost Bet

LoyalFans 3 years ago

Chastity Twink Fingering the Pee Out of Myself!

Chastity Twink Fingering the Pee Out of Myself!

XHamster 1 year ago

Rush

65% HD 0:25 / 17:18

IWantClips 3 years ago

Your Most Humiliating Orgasm Yet (FULL HD)

57% HD 1:00 / 37:33

Your Most Humiliating Orgasm Yet (FULL HD)

Clips4sale 2 years ago

Dolled Up For Dating

Dolled Up For Dating

LoyalFans 2 years ago

Pantyhose Aerobics Class For Sissies

61% HD 0:10 / 15:12

Pantyhose Aerobics Class For Sissies

LoyalFans 1 year 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

Becoming My Sissy Slave

HD 0:26 / 1:01:26

Becoming My Sissy Slave

IWantClips 1 month ago

Masculine hunk turn into feminine sissy

Masculine hunk turn into feminine sissy

XHamster 1 year ago

Cuckold Husband and His Ass and Lips Kellyaerick

56% HD 0:39 / 2:39

Cuckold Husband and His Ass and Lips Kellyaerick

FapHouse 2 years ago

Pantied Sissy JOI

HD 0:20 / 11:55

Pantied Sissy JOI

IWantClips 1 year ago

Pantied Sissy JOI

61% 4K 0:21 / 11:54

Pantied Sissy JOI

Clips4sale 1 year ago

Cruel Collar Party

47% HD 0:10 / 9:20

Cruel Collar Party

LoyalFans 3 years ago

You Asked For It Peaches

65% HD 0:10 / 8:55

You Asked For It Peaches

LoyalFans 3 years ago

Mistress Baton’s Sissy Finishing School Part 2 - Strapon BJ

56% HD 0:10 / 12:24

Mistress Baton’s Sissy Finishing School Part 2 - Strapon BJ

LoyalFans 3 weeks ago

Sissy New Year's Resolutions

HD 0:10 / 10:04

Sissy New Year's Resolutions

LoyalFans 2 years ago

Ai Salon Sucker

56% HD 0:10 / 7:18

Ai Salon Sucker

LoyalFans 3 years ago

Mommy's Pretty Girl: Caged ClittyGasm 4K

45% 4K 0:10 / 22:58

Mommy's Pretty Girl: Caged ClittyGasm 4K

LoyalFans 3 years ago

Tania latex in public part1

67% HD 0:10 / 5:01

Tania latex in public part1

Clips4sale 2 years ago

The Summer Of Hormones

The Summer Of Hormones

LoyalFans 3 years ago

Sissy Stroke Along

Sissy Stroke Along

LoyalFans 1 year ago

Stuck in Hanging Wedgie for 25 minutes!

Stuck in Hanging Wedgie for 25 minutes!

Clips4sale 1 year ago

Guy takes massive cock while his wife records

Guy takes massive cock while his wife records

XHamster 5 months ago

Mistress Lady Renee - Making you dress - mp4

72% 0:16 / 14:03

Mistress Lady Renee - Making you dress - mp4

Clips4sale 1 year ago

Special Sissy Friends Part II (WL1704)

HD 0:10 / 15:50

Special Sissy Friends Part II (WL1704)

LoyalFans 4 months ago

Verbal Daddy Helps me Train my hole

Verbal Daddy Helps me Train my hole

XHamster 1 year ago

Hot Mexican Crossdresser Giving Blowjob

Hot Mexican Crossdresser Giving Blowjob

XHamster 3 years ago

Sissy Sex Appeal (WL1750)

65% HD 0:10 / 18:00

Sissy Sex Appeal (WL1750)

LoyalFans 2 months ago

Hot Mexican Crossdresser Sucking Huge Cock and Gets Fucked

Hot Mexican Crossdresser Sucking Huge Cock and Gets Fucked

XHamster 3 years ago

Good Morning Hormone Tits

Good Morning Hormone Tits

LoyalFans 3 years ago

While They Lube Your Ass

While They Lube Your Ass

LoyalFans 1 year ago

THE 4 STEPS TO A SISSYGASM

43% 4K 0:25 / 8:06

THE 4 STEPS TO A SISSYGASM

Clips4sale 1 year ago

College Uniform Femboy Cosplay

61% 0:30 / 50:16

College Uniform Femboy Cosplay

Clips4sale 1 year ago

The Feminization Room - with Remy D and Megan Daw

46% HD 0:10 / 58:28

The Feminization Room - with Remy D and Megan Daw

LoyalFans 1 year ago

THE 4 STEPS TO A SISSYGASM

THE 4 STEPS TO A SISSYGASM

LoyalFans 1 year ago

Bullied Beta

55% HD 0:10 / 6:43

LoyalFans 2 years ago

"New" FUCK SMURF FACE - at ComicPalooza2022 ! #Cosplay

"New" FUCK SMURF FACE - at ComicPalooza2022 ! #Cosplay

XHamster 4 years ago

mistress masturbate a guy in a chastity belt, after 5 days of abstinence

63% HD 0:28 / 9:26

mistress masturbate a guy in a chastity belt, after 5 days of abstinence

PornBox 3 years ago

Cocksucker used at group sex party

HD 0:28 / 24:56

Cocksucker used at group sex party

Clips4sale 4 years ago

Deep Submission: Pleasure Trigger Installed

Deep Submission: Pleasure Trigger Installed

LoyalFans 4 months ago

Sissy Summer

58% HD 0:10 / 9:53

LoyalFans 1 month ago

the feminized bitch in stockings wants to cum in his panties. sissy in the chastity belt.

64% HD 0:30 / 15:32

the feminized bitch in stockings wants to cum in his panties. sissy in the chastity belt.

PornBox 3 years ago

Leaky Little Step-Sissy

HD 0:25 / 15:15

Leaky Little Step-Sissy

IWantClips 1 month ago

SHOW ME WHAT A LOSER YOU ARE

HD 0:10 / 44:01

SHOW ME WHAT A LOSER YOU ARE

LoyalFans 8 months ago

Sissy Boyfriend Found Out and Pegged

46% HD 0:10 / 18:38

Sissy Boyfriend Found Out and Pegged

LoyalFans 3 years ago

PANTYHOSE WEARING SISSY SLUT TRANCE

63% 4K 0:25 / 20:47

PANTYHOSE WEARING SISSY SLUT TRANCE

Clips4sale 3 years ago

Julie Lithoe, softcore, best of

Julie Lithoe, softcore, best of

XHamster 4 years ago

Amplify Your Sissy Attitude

Amplify Your Sissy Attitude

IWantClips 6 years ago

Dildo Testing Dummy

Dildo Testing Dummy

LoyalFans 3 years ago

New Cum Eating Instructions (CEI) Video

61% HD 0:10 / 6:13

New Cum Eating Instructions (CEI) Video

LoyalFans 4 months ago

Hot Tub Domination - 720HD

67% 0:14 / 8:31

Hot Tub Domination - 720HD

Clips4sale 3 years ago

Play with micro penis

Play with micro penis

XHamster 2 years ago

Deepthroat Anal And Crossdressing Onlyfans Compilation

Deepthroat Anal And Crossdressing Onlyfans Compilation

Pornzona 2 months ago

Man No More - Thick Thigh Sissy Cums in Micro Chastity Cage - HD wmv

63% HD 0:31 / 8:01

Man No More - Thick Thigh Sissy Cums in Micro Chastity Cage - HD wmv

Clips4sale 2 years ago

Return To Sissification

4K 0:22 / 15:01

Return To Sissification

Clips4sale 1 year ago

Ive Always Wanted To Do This

Ive Always Wanted To Do This

LoyalFans 2 years ago

Oswaldo Breeds Davelionx’s Hungry Slut Pussy

58% HD 0:39 / 24:29

Oswaldo Breeds Davelionx’s Hungry Slut Pussy

FapHouse 4 months ago

Strapon in the kitchen in my bitch's ass

Strapon in the kitchen in my bitch's ass

XHamster 2 years ago

Squirt Like a Girl

54% 0:11 / 5:27

Squirt Like a Girl

Clips4sale 2 years ago

Pizza Delivery Boy Fucks Crossdresser Who Pays Pizza by Getting Fucked

Pizza Delivery Boy Fucks Crossdresser Who Pays Pizza by Getting Fucked

XHamster 3 years ago

Sissy Faggot Feminization Mega Pack!

59% HD 0:25 / 1:37:32

Sissy Faggot Feminization Mega Pack!

IWantClips 2 years ago

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2,259 results found

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