Crossdressing (1,712)

Simone G Muscle Milked

Simone G Muscle Milked

Some.Porn 6 months ago

Pantyhose Aerobics Class For Sissies

64% HD 0:10 / 15:12

Pantyhose Aerobics Class For Sissies

LoyalFans 1 year ago

"POSITIONED"

Clips4sale 8 months ago

Mistress Baton’s Sissy Finishing School Part 3 - Spitroasting

66% HD 0:10 / 16:00

Mistress Baton’s Sissy Finishing School Part 3 - Spitroasting

LoyalFans 3 months ago

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PissVids 3 years ago

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66% 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

Nauli yoga practice Cum on my BELLY button

72% HD 0:10 / 4:44

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LoyalFans 7 months ago

Live With Being Bullied

54% HD 0:10 / 4:58

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LoyalFans 2 years ago

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PissVids 3 years ago

Cuckold Husband and His Ass and Lips Kellyaerick

59% HD 0:39 / 2:39

Cuckold Husband and His Ass and Lips Kellyaerick

FapHouse 2 years ago

Sissy Boyfriend Found Out and Pegged

60% HD 0:10 / 18:38

Sissy Boyfriend Found Out and Pegged

LoyalFans 3 years ago

Thick Thigh Femboy Fleshlight Edging With Huge Cumshot - SD

70% 0:31 / 11:14

Thick Thigh Femboy Fleshlight Edging With Huge Cumshot - SD

Clips4sale 3 years ago

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PornBox 3 years ago

Sissy Bimbo For Men

53% HD 0:15 / 5:26

Sissy Bimbo For Men

Clips4sale 2 months ago

Double dom with Lady Valeska: Bi-sissies are entertaining us in 69 cock sucking while being pegged

61% HD 0:10 / 9:02

Double dom with Lady Valeska: Bi-sissies are entertaining us in 69 cock sucking while being pegged

LoyalFans 1 year ago

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

68% 0:31 / 8:01

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

Clips4sale 3 years ago

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

67% HD 0:29 / 6:13

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

IWantClips 4 months ago

"Ultimate co- erced Bi BBC sissy cuck humiliation training" [18.49 minutes]

66% HD 0:10 / 18:49

"Ultimate co- erced Bi BBC sissy cuck humiliation training" [18.49 minutes]

LoyalFans 2 months ago

Making of Sissy Sasha

46% HD 0:25 / 33:34

Making of Sissy Sasha

IWantClips 4 months ago

Sissy Girl Training Cum Countdown

62% HD 0:20 / 22:14

Sissy Girl Training Cum Countdown

IWantClips 4 months ago

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

50% HD 0:10 / 6:13

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

LoyalFans 5 months ago

Maid in the Making – The Transformation

HD 0:10 / 17:34

Maid in the Making – The Transformation

LoyalFans 2 weeks ago

You Bet Your Ass

52% HD 0:10 / 29:22

You Bet Your Ass

LoyalFans 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

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

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

54% 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

Rush

64% HD 0:25 / 17:18

IWantClips 3 years ago

Training My Latex Maid: Part V

Premium 4K 8:26

Training My Latex Maid: Part V

Clips4sale 4 days ago

Small Penis Pictures

Small Penis Pictures

LoyalFans 2 years ago

She Finds You Crossdressing Sissy JOI

She Finds You Crossdressing Sissy JOI

Clips4sale 1 week ago

Our Little Secret

54% HD 0:10 / 5:56

Our Little Secret

LoyalFans 2 years ago

Like Her Body? Then, Live in It!

50% HD 0:10 / 16:59

Like Her Body? Then, Live in It!

LoyalFans 1 year ago

HOW TO MAKE A BISEXUAL CUCKOLD OUT OF A HUSBAND CHASTITY BELT! ONLY ANAL FUCK!

Premium HD 18:18

HOW TO MAKE A BISEXUAL CUCKOLD OUT OF A HUSBAND CHASTITY BELT! ONLY ANAL FUCK!

Sheer 3 years ago

Getting My Sissy Ready for Cock

56% HD 0:10 / 11:07

Getting My Sissy Ready for Cock

LoyalFans 3 years ago

Ausbildung zur Nutte, danach gehst du anschaffen!

56% HD 0:25 / 9:41

Ausbildung zur Nutte, danach gehst du anschaffen!

IWantClips 4 years ago

sissy training and feminisation: Matriarch Ezada Sinn and Mistress Kennya transform him into Their sissy bitch

65% HD 0:10 / 15:33

sissy training and feminisation: Matriarch Ezada Sinn and Mistress Kennya transform him into Their sissy bitch

LoyalFans 3 months ago

Wife Comparison & Truth Talk

Wife Comparison & Truth Talk

LoyalFans 3 days ago

OPERATION SISSY FEMINIZATION

HD 0:10 / 10:00

OPERATION SISSY FEMINIZATION

LoyalFans 2 days ago

Me And Wifey Are Cucking You

HD 0:15 / 12:32

Me And Wifey Are Cucking You

IWantClips 6 years ago

This Is How You Secretly Want to Look & Smoke

This Is How You Secretly Want to Look & Smoke

Clips4sale 1 week ago

The Summer Of Hormones

63% HD 0:10 / 8:09

The Summer Of Hormones

LoyalFans 3 years ago

Good Morning Hormone Tits

57% HD 0:10 / 6:59

Good Morning Hormone Tits

LoyalFans 3 years ago

Your Step-Sis Feminizes You for School

HD 0:10 / 12:33

Your Step-Sis Feminizes You for School

LoyalFans 1 month ago

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59% HD 0:30 / 29:36

collection of sissification. anal fisting and hot strapon pegging.

PornBox 3 years ago

LeGauntlet Medical pt 1

70% HD 0:10 / 11:59

LeGauntlet Medical pt 1

LoyalFans 5 years ago

Locktober pegging: caged, leashed, and fucked into submission by Domme gf - HD

75% HD 0:30 / 19:21

Locktober pegging: caged, leashed, and fucked into submission by Domme gf - HD

Clips4sale 3 years ago

Hose Mailed

LoyalFans 2 years ago

What Did He Do To You

61% HD 0:05 / 8:11

What Did He Do To You

IWantClips 1 year ago

Destroyer of Men

HD 0:10 / 12:01

Destroyer of Men

LoyalFans 3 years ago

SLUT PUPPET

HD 0:10 / 32:27

LoyalFans 8 months ago

French Amateur Mom Humiliates Her Small Dick Stepson Clip 1

French Amateur Mom Humiliates Her Small Dick Stepson Clip 1

XHamster 1 month ago

Double Domme Sissy Dressing & Spanking

58% HD 0:10 / 30:15

Double Domme Sissy Dressing & Spanking

LoyalFans 7 months ago

Double dom with Lady Valeska: Spitroasting whimping sissy

54% HD 0:10 / 5:25

Double dom with Lady Valeska: Spitroasting whimping sissy

LoyalFans 1 year ago

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65% HD 0:30 / 18:18

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PornBox 3 years ago

White nylon and beautiful me

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LoyalFans 3 weeks ago

Queen Melanin Takes the Strapon to Hoodbitch

61% HD 0:10 / 10:11

Queen Melanin Takes the Strapon to Hoodbitch

LoyalFans 1 year ago

Our Little Secret - Full Movie - The Lost Files

62% HD 0:10 / 46:49

Our Little Secret - Full Movie - The Lost Files

LoyalFans 7 months ago

Amuse Me Dildo Cum Slut

HD 0:10 / 13:02

Amuse Me Dildo Cum Slut

LoyalFans 3 years ago

Sissies Have To Swallow

HD 0:23 / 10:22

Sissies Have To Swallow

IWantClips 4 months ago

SISSY PRISON 002

51% 4K 0:30 / 14:02

SISSY PRISON 002

Clips4sale 11 months ago

Mistress Lady Renee - Making you dress - mp4

72% 0:16 / 14:03

Mistress Lady Renee - Making you dress - mp4

Clips4sale 2 years ago

GFE Feminization Encouragement - Your First Satin Lingerie

61% HD 0:30 / 23:13

GFE Feminization Encouragement - Your First Satin Lingerie

IWantClips 4 months ago

Imposed Sissy Transformation

64% HD 0:25 / 18:50

Imposed Sissy Transformation

IWantClips 3 years ago

Special Sissy Friends Part II (WL1704)

HD 0:10 / 15:50

Special Sissy Friends Part II (WL1704)

LoyalFans 7 months ago

Whoops Its Gone

Whoops Its Gone

Clips4sale 3 weeks ago

Camp Bimbo After Dark

Camp Bimbo After Dark

Clips4sale 4 weeks ago

SMOKING SISSY SLUT FOR BBC

50% HD 0:10 / 18:41

SMOKING SISSY SLUT FOR BBC

LoyalFans 2 years ago

You Asked For It Peaches

65% HD 0:10 / 8:55

You Asked For It Peaches

LoyalFans 3 years ago

Hot Tub Domination - 720HD

67% 0:14 / 8:31

Hot Tub Domination - 720HD

Clips4sale 3 years ago

Sissy Boyfriend Found Out and Pegged

46% HD 0:10 / 18:38

Sissy Boyfriend Found Out and Pegged

LoyalFans 3 years ago

Your Most Humiliating Orgasm Yet

53% HD 0:10 / 37:33

Your Most Humiliating Orgasm Yet

LoyalFans 2 years ago

(1080P) FOOT FUCKING AND FISTING MY SISSY SLUT - Vivienne l'Amour trains her feminized sissy with a sensual strapon fuck, then stretches her wide with extreme fisting and lubed latex footing until she gapes

Premium HD 20:43

(1080P) FOOT FUCKING AND FISTING MY SISSY SLUT - Vivienne l'Amour trains her feminized sissy with a sensual strapon fuck, then stretches her wide with extreme fisting and lubed latex footing until she gapes

Clips4sale 1 week ago

Training your mouth Part 7 with MistressVictoria (BISEXUAL ENCOURAGMENT) (BLOWJOBS) (METRONOME) (MOUTH FUCKING)

Training your mouth Part 7 with MistressVictoria (BISEXUAL ENCOURAGMENT) (BLOWJOBS) (METRONOME) (MOUTH FUCKING)

Clips4sale 1 month ago

My Magical Powers Feminized You

My Magical Powers Feminized You

LoyalFans 4 days ago

Dress Like Mømmy - Encouraged Bi + Sissification | Closed Captions

50% HD 0:10 / 11:29

Dress Like Mømmy - Encouraged Bi + Sissification | Closed Captions

LoyalFans 3 years ago

House Loser Lingerie

House Loser Lingerie

LoyalFans 2 years ago

Sissy + XD + sluts cocksucking lips tutorial. With horny demonstration at the end. Are you good enough to earn that final gloss?

HD 0:10 / 12:58

Sissy + XD + sluts cocksucking lips tutorial. With horny demonstration at the end. Are you good enough to earn that final gloss?

LoyalFans 5 days ago

Witch gender transformation sissification (1080p wmv)

48% HD 0:11 / 22:37

Witch gender transformation sissification (1080p wmv)

Clips4sale 3 years ago

(720P) FOOT FUCKING AND FISTING MY SISSY SLUT - Vivienne l'Amour trains her feminized sissy with a sensual strapon fuck, then stretches her wide with extreme fisting and lubed latex footing until she gapes

Premium HD 20:43

(720P) FOOT FUCKING AND FISTING MY SISSY SLUT - Vivienne l'Amour trains her feminized sissy with a sensual strapon fuck, then stretches her wide with extreme fisting and lubed latex footing until she gapes

Clips4sale 1 week ago

My Sissy Bitch

66% HD 0:28 / 11:04

Clips4sale 2 months ago

The Sissy Trap: Caught Stealing Your Step-Sis Panties

50% 0:33 / 18:50

The Sissy Trap: Caught Stealing Your Step-Sis Panties

Clips4sale 1 month ago

Crinkle & Rub — Skirt, Corset, and Diaper Desperation

57% HD 0:15 / 3:36

Crinkle & Rub — Skirt, Corset, and Diaper Desperation

Clips4sale 1 week ago

To Meet The Inlaws

HD 0:33 / 15:45

To Meet The Inlaws

IWantClips 2 years ago

Let's Change Gender Roles and Spice Up Our Play

49% HD 0:10 / 18:24

Let's Change Gender Roles and Spice Up Our Play

LoyalFans 1 year ago

Sissy Faggot Feminization Mega Pack!

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

Sissy Faggot Feminization Mega Pack!

IWantClips 2 years ago

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

58% HD 0:10 / 8:50

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

LoyalFans 4 months ago

She's obedient and loves to suck his cock with devotion, making her master enjoy it

She's obedient and loves to suck his cock with devotion, making her master enjoy it

XHamster 1 year ago

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41% HD 0:16 / 5:30

sexy sissy in stockings cums in chastity. feminization. syssification.

PornBox 3 years ago

Lizzy Lamb Sissifies YOU - Her Step-Brother POV

60% HD 0:10 / 7:44

Lizzy Lamb Sissifies YOU - Her Step-Brother POV

LoyalFans 5 years ago

Miss Ray; Dressing You As A St Mackenzie’s Slut

Premium HD 9:55

Miss Ray; Dressing You As A St Mackenzie’s Slut

Clips4sale 3 weeks ago

Sissy Boyfriend Found Out and Pegged - 4k

67% 4K 0:20 / 18:37

Sissy Boyfriend Found Out and Pegged - 4k

Clips4sale 3 years ago

What Will You Do to Have Sex with Me?

63% HD 0:10 / 13:02

What Will You Do to Have Sex with Me?

LoyalFans 4 months ago

Pantied Sissy JOI

61% 4K 0:21 / 11:54

Pantied Sissy JOI

Clips4sale 1 year ago

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you deserve to be filled with piss. open your mouth i pee in it.

PissVids 3 years ago

Cruel Collar Party

47% HD 0:10 / 9:20

Cruel Collar Party

LoyalFans 3 years ago

Sissy Nipple Slut Gets Used STRAPON PEGGING - 4K

4K 0:25 / 16:28

Sissy Nipple Slut Gets Used STRAPON PEGGING - 4K

Clips4sale 1 year ago

Lost Bet Sissification

Premium HD 14:50

Lost Bet Sissification

Clips4sale 5 months ago

24 Hours Of Sissification - Sissy Training, Bimbofication, Sissy Sluts, ScarlettBelle

Premium HD 21:27

24 Hours Of Sissification - Sissy Training, Bimbofication, Sissy Sluts, ScarlettBelle

Clips4sale 1 month ago

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

51% HD 0:10 / 12:24

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

LoyalFans 3 months ago

Soak Your Pantyhose

67% HD 0:10 / 12:37

Soak Your Pantyhose

LoyalFans 1 year ago

You Can Only Cum Like A Bitch!

You Can Only Cum Like A Bitch!

Clips4sale 1 year ago

Humbled Sissy Gets a 72 Stroke Caning from Nikki Whiplash (WL1779)

57% HD 0:10 / 19:11

Humbled Sissy Gets a 72 Stroke Caning from Nikki Whiplash (WL1779)

LoyalFans 9 months ago

French Amateur Mom Humiliates Her Small Dick Stepson

French Amateur Mom Humiliates Her Small Dick Stepson

XHamster 2 years ago

Your Roommate Encourages You to Dress Up for Hot Play

54% HD 0:10 / 23:29

Your Roommate Encourages You to Dress Up for Hot Play

LoyalFans 1 year ago

My Sissy Boss

51% HD 0:10 / 9:21

LoyalFans 2 years ago

Crossdressed Sissy Nurse in Latex – Pushed to Wet His Diaper Before I Plug His Ass

Crossdressed Sissy Nurse in Latex – Pushed to Wet His Diaper Before I Plug His Ass

Clips4sale 6 months ago

Lo, a fair lady waits for thee online, her beauty aglow, her heart aflame, awaiting thy presence and thy flesh

55% HD 0:10 / 0:15

Lo, a fair lady waits for thee online, her beauty aglow, her heart aflame, awaiting thy presence and thy flesh

LoyalFans 1 month ago

Caught In Your Wife's Lingerie! Dress Up For Me, Ride Her Dildo & Eat Your Cum To Earn My Silence Or Else!

HD 0:10 / 15:38

Caught In Your Wife's Lingerie! Dress Up For Me, Ride Her Dildo & Eat Your Cum To Earn My Silence Or Else!

LoyalFans 3 months ago

The Last Penetration of Your Life ? Pegging is Your Future - Maitresse Julia

The Last Penetration of Your Life ? Pegging is Your Future - Maitresse Julia

Clips4sale 1 year ago

Makeup Training For Jessica

HD 0:10 / 58:04

Makeup Training For Jessica

LoyalFans 2 weeks ago

Leaky, Pantied And Slutty

65% HD 0:10 / 12:10

Leaky, Pantied And Slutty

LoyalFans 7 months ago

Patrick's Degradation

HD 0:10 / 11:26

Patrick's Degradation

LoyalFans 4 years ago

Dildo Testing Dummy

Dildo Testing Dummy

Clips4sale 3 years ago

Sissy Cuck Training

55% HD 0:10 / 18:21

Sissy Cuck Training

LoyalFans 6 months ago

Sweetly Sissyfied

Sweetly Sissyfied

Clips4sale 10 months 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

Piss Bimbofication

HD 0:30 / 10:50

Piss Bimbofication

Clips4sale 1 month ago

Entä jos heräisitkin huomenna tyttöjen vaatteissa? Suomenkielinen video!

Entä jos heräisitkin huomenna tyttöjen vaatteissa? Suomenkielinen video!

LoyalFans 2 months ago

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

HD 0:59 / 13:24

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

IWantClips 4 months ago

Panty Hose Sissy Training

59% 4K 0:30 / 12:14

Panty Hose Sissy Training

Clips4sale 1 year ago

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