Darling Videos (142)

Gia Darlings Transsexual No Tell Motel

HD 0:30 / 1:47:00

Gia Darlings Transsexual No Tell Motel

AEBN 16 years ago

Transforming You into My Sweet, Short, Pantiless Maid

53% HD 0:10 / 22:16

Transforming You into My Sweet, Short, Pantiless Maid

LoyalFans 1 year ago

TS Venus Makes Darling Say Awe with Her Cock in This Medical Role Play

62% 0:11 / 52:08

TS Venus Makes Darling Say Awe with Her Cock in This Medical Role Play

Clips4sale 1 year ago

Pantied And Plugged

HD 0:10 / 11:39

Pantied And Plugged

LoyalFans 2 years ago

The Making Of A Sissy

HD 0:10 / 10:10

The Making Of A Sissy

LoyalFans 2 years ago

Feminization Affirmations

54% HD 0:10 / 9:30

Feminization Affirmations

LoyalFans 7 months ago

Panty Hose Sissy Training

60% 4K 0:30 / 12:14

Panty Hose Sissy Training

Clips4sale 2 months ago

Gia Darling and Dorian

65% 0:11 / 26:25

Gia Darling and Dorian

Live With Being Bullied

48% 0:11 / 4:57

Live With Being Bullied

Clips4sale 1 year ago

Bullied At Home

Bullied At Home

Clips4sale 1 year ago

Gia Darling and Brandon West

54% 0:11 / 36:36

Gia Darling and Brandon West

Darling Is Vaniity's Cock Mop

68% 0:11 / 44:59

Darling Is Vaniity's Cock Mop

Clips4sale 1 year ago

Pantied Sissy JOI

61% 4K 0:21 / 11:54

Pantied Sissy JOI

Clips4sale 2 months ago

Gay Boy for Drag Queens

38% HD 0:30 / 22:19

Gay Boy for Drag Queens

Clips4sale 3 months ago

Gia Darling and Jason Renyolds

47% 0:11 / 28:32

Gia Darling and Jason Renyolds

Pantied Sissy JOI

66% HD 0:10 / 11:55

Pantied Sissy JOI

LoyalFans 2 months ago

TS Seduction: Gia Darling And Dorian

70% HD 0:30 / 26:00

TS Seduction: Gia Darling And Dorian

AEBN 8 years ago

CD Brittnee Hogtied and Struggling

HD 0:11 / 11:31

CD Brittnee Hogtied and Struggling

Clips4sale 3 years ago

Emily Adaire and Roxxie Moth's Queer Crush Anal Toyfest FULL SCENE

66% HD 0:36 / 29:24

Emily Adaire and Roxxie Moth's Queer Crush Anal Toyfest FULL SCENE

Clips4sale 2 years ago

Extreme Closeup Cumslut Encouragement

4K 0:19 / 15:17

Extreme Closeup Cumslut Encouragement

Clips4sale 10 months ago

Emily Adaire and Roxxie Moth's Queer Crush Anal Toyfest PART 2

HD 0:36 / 11:33

Emily Adaire and Roxxie Moth's Queer Crush Anal Toyfest PART 2

Clips4sale 2 years ago

Gia Darling Salutes America: Transsexual Style

HD 0:30 / 1:53:00

Gia Darling Salutes America: Transsexual Style

AEBN 19 years ago

Kink Studios Tour Guide Porn

57% 0:11 / 43:34

Kink Studios Tour Guide Porn

C4S 2 years ago

Gia Darling Salutes America: Transsexual Style

59% HD 0:30 / 1:53:00

Gia Darling Salutes America: Transsexual Style

AEBN 19 years ago

Slave To Futanari

HD 0:10 / 19:41

Slave To Futanari

LoyalFans 2 years ago

TS Seduction: Gia Darling And Dorian

HD 0:30 / 26:00

TS Seduction: Gia Darling And Dorian

AEBN 8 years ago

We Want a Threesome 2

67% 0:13 / 16:20

We Want a Threesome 2

Clips4sale 2 years ago

Trans Cheater Nyxi Gets Double Anal Threesome

4K 0:30 / 23:14

Trans Cheater Nyxi Gets Double Anal Threesome

Clips4sale 2 years ago

Sissy Training Compilation

43% 0:20 / 25:12

Sissy Training Compilation

Clips4sale 3 years ago

Billy and Gia Darling

47% 0:11 / 37:47

Billy and Gia Darling

Sissies Are Forever

HD 0:10 / 11:02

Sissies Are Forever

LoyalFans 1 year ago

Soak Your Panties

4K 0:20 / 10:12

Soak Your Panties

Clips4sale 5 months ago

RAINT0001 - Cece Monroe vs Jenny Darling Trans Women Sexfight

Premium HD 32:19

RAINT0001 - Cece Monroe vs Jenny Darling Trans Women Sexfight

Clips4sale 1 year ago

Feminized Sissy JOI

HD 0:20 / 10:11

Feminized Sissy JOI

Clips4sale 1 year ago

Kinky Fetish Fun - Piss, Spanking, Throat Gagging & More

4K 0:30 / 33:42

Kinky Fetish Fun - Piss, Spanking, Throat Gagging & More

Clips4sale 2 years ago

Sissy Baby Step Son Part 5 Little Miss Pissy Pants Humiliation

59% 0:11 / 8:17

Sissy Baby Step Son Part 5 Little Miss Pissy Pants Humiliation

Clips4sale 2 years ago

Gia Darling and Sky Burn

65% 0:11 / 42:19

Gia Darling and Sky Burn

CD Brittnee Hogtied and Struggling 1280

HD 0:11 / 11:31

CD Brittnee Hogtied and Struggling 1280

Clips4sale 3 years ago

Sissies Have To Swallow

HD 0:24 / 10:22

Sissies Have To Swallow

Clips4sale 2 years ago

Your Stepmommy is BIG DICK FUTA

55% HD 0:28 / 11:51

Your Stepmommy is BIG DICK FUTA

Clips4sale 1 year ago

Darling Is Vaniity's Cock Mop.

65% HD 0:10 / 44:39

Darling Is Vaniity's Cock Mop.

LoyalFans 4 years ago

Sissy Photoshoot Challenge

HD 0:10 / 11:34

Sissy Photoshoot Challenge

LoyalFans 2 years ago

Binding Brittnee Pt 1 1280

65% HD 0:11 / 9:35

Binding Brittnee Pt 1 1280

Clips4sale 3 years ago

Live With Being Bullied

55% HD 0:10 / 4:58

Live With Being Bullied

LoyalFans 1 year ago

Soft Femdom Jerk Off Instructional for trans girls

Soft Femdom Jerk Off Instructional for trans girls

Clips4sale 1 year ago

Sissy Cuck Humiliation

Sissy Cuck Humiliation

Clips4sale 11 months ago

Nurturing encouragement for straight Crossdressers, 21 min audio MP4

Nurturing encouragement for straight Crossdressers, 21 min audio MP4

Clips4sale 1 week ago

Jane's AI Bots at Second Life wmv

55% 0:31 / 5:12

Jane's AI Bots at Second Life wmv

Clips4sale 6 months ago

GIRL ON TS GIRL WRESTLING!

68% HD 0:10 / 14:13

GIRL ON TS GIRL WRESTLING!

LoyalFans 4 years ago

Gia Darling: Big Boob Adventures 3

HD 0:30 / 2:34:00

Gia Darling: Big Boob Adventures 3

AEBN 4 years ago

Eggplant Diaries Volume 2

HD 0:10 / 20:13

Eggplant Diaries Volume 2

Clips4sale 3 years ago

Sissy Photoshoot Challenge

HD 0:25 / 11:34

Sissy Photoshoot Challenge

Clips4sale 2 years ago

The Making Of A Sissy

HD 0:23 / 10:10

The Making Of A Sissy

Clips4sale 2 years ago

showing off

Clips4sale 7 months ago

Sissies Are Forever

HD 0:25 / 11:02

Sissies Are Forever

Clips4sale 1 year ago

MTF Lesbian JOI (Strapon Play and Pussy Grinding)

MTF Lesbian JOI (Strapon Play and Pussy Grinding)

Clips4sale 2 months ago

Feminized Sissy JOI

HD 0:10 / 10:11

Feminized Sissy JOI

LoyalFans 1 year ago

Best Little Whore House In San Francisco

HD 0:10 / 37:09

Best Little Whore House In San Francisco

LoyalFans 4 years ago

Darling Deicide Very First Porn Shoot EVER

Darling Deicide Very First Porn Shoot EVER

Clips4sale 1 year ago

Troy and Gia Darling

56% 0:11 / 36:49

Troy and Gia Darling

Gia Darling &amp; Chad Rock

59% 0:11 / 39:23

Gia Darling &amp; Chad Rock

his personal fucktoy

his personal fucktoy

Clips4sale 9 months ago

Toying The Feral Kitty : Trans Dominatrix Stacy Sadistic Stretches Anal Hole of submissive pet play Emily Darling

66% HD 0:29 / 28:21

Toying The Feral Kitty : Trans Dominatrix Stacy Sadistic Stretches Anal Hole of submissive pet play Emily Darling

Clips4sale 7 months ago

Gia Darling Salutes America: Transsexual Style

HD 0:30 / 1:53:00

Gia Darling Salutes America: Transsexual Style

AEBN 19 years ago

Gia Darlings Transsexual No Tell Motel

HD 0:30 / 1:47:00

Gia Darlings Transsexual No Tell Motel

AEBN 16 years ago

Gia Darlings Transsexual No Tell Motel

HD 0:30 / 1:47:00

Gia Darlings Transsexual No Tell Motel

AEBN 16 years ago

Gia Darling Salutes America: Transsexual Style

HD 0:30 / 1:53:00

Gia Darling Salutes America: Transsexual Style

AEBN 19 years ago

Gia Darling Salutes America: Transsexual Style

HD 0:30 / 1:53:00

Gia Darling Salutes America: Transsexual Style

AEBN 19 years ago

Gia Darling: Big Boob Adventures 3

HD 0:30 / 2:34:00

Gia Darling: Big Boob Adventures 3

AEBN 4 years ago

Gia Darlings Transsexual No Tell Motel

HD 0:30 / 1:47:00

Gia Darlings Transsexual No Tell Motel

AEBN 16 years ago

Gia Darlings Transsexual No Tell Motel

56% HD 0:30 / 1:47:00

Gia Darlings Transsexual No Tell Motel

AEBN 16 years ago

patiently waiting for her alpha

patiently waiting for her alpha

Clips4sale 1 year ago

Jenny visits Dr Heaven! Part 1

HD 0:10 / 14:43

Jenny visits Dr Heaven! Part 1

LoyalFans 5 months ago

TS Seduction: Gia Darling And Jason Renyolds

HD 0:30 / 28:00

TS Seduction: Gia Darling And Jason Renyolds

AEBN 8 years ago

Sharon Darling Gets Banged By A Tranny

58% HD 5:00 / 2:25:00

Sharon Darling Gets Banged By A Tranny

AEBN 7 years ago

showing off her progression

showing off her progression

Clips4sale 1 year ago

work life balance

work life balance

Clips4sale 7 months ago

TS Pussy Hunters: Darling Is Vaniity's Cock Mop

HD 0:30 / 44:00

TS Pussy Hunters: Darling Is Vaniity's Cock Mop

AEBN 9 years ago

turned into a good pet

turned into a good pet

Clips4sale 1 year ago

My Cock Loving Dirty Slut (720p HD)

HD 0:11 / 11:20

My Cock Loving Dirty Slut (720p HD)

Clips4sale 3 years ago

My Cock Loving Dirty Slut (1080p HD)

HD 0:11 / 11:20

My Cock Loving Dirty Slut (1080p HD)

Clips4sale 3 years ago

Turning My Darling Boy Into A Sissy Slut (1080p HD)

HD 0:11 / 13:00

Turning My Darling Boy Into A Sissy Slut (1080p HD)

Clips4sale 3 years ago

Turning My Darling Boy Into A Sissy Slut (720p HD)

HD 0:11 / 13:00

Turning My Darling Boy Into A Sissy Slut (720p HD)

Clips4sale 3 years ago

Futa Stepmommy and her Sissyboi

Futa Stepmommy and her Sissyboi

Clips4sale 1 year ago

Under Shemale Pietra Candy Big Ass V

Under Shemale Pietra Candy Big Ass V

Clips4sale 1 month ago

Sissy Fat Encouragement 720p - Feminization and Weight Gain Fantasy by BBW Goddess Bella Trixxx

Sissy Fat Encouragement 720p - Feminization and Weight Gain Fantasy by BBW Goddess Bella Trixxx

Clips4sale 8 months ago

Sissy Fat Encouragement - Bella Trixxx - Feminization and Weight Gain Fantasy

Sissy Fat Encouragement - Bella Trixxx - Feminization and Weight Gain Fantasy

Clips4sale 9 months ago

Sissy Fat Encouragement - Bella Trixxx - Feminization and Weight Gain Fantasy 480p

Sissy Fat Encouragement - Bella Trixxx - Feminization and Weight Gain Fantasy 480p

Clips4sale 6 months ago

Object of Beauty

Object of Beauty

LoyalFans 1 year ago

Pretty Little Slave: Transformed Into A Perfect Full-Time Crossdresser Sissy

Pretty Little Slave: Transformed Into A Perfect Full-Time Crossdresser Sissy

Clips4sale 2 months ago

Slave To Futanari

HD 0:22 / 19:40

Slave To Futanari

Clips4sale 2 years ago

Kinky Fetish Fun PEE-FREE VERSION

4K 0:25 / 30:59

Kinky Fetish Fun PEE-FREE VERSION

Clips4sale 2 years ago

TS Pussy Hunters: TS Venus Makes Darling Say Awe With Her Cock In This Medical Role Play

HD 0:30 / 51:00

TS Pussy Hunters: TS Venus Makes Darling Say Awe With Her Cock In This Medical Role Play

AEBN 10 years ago

Ride with Me: A Smoking Fantasy - SFL325

61% 0:38 / 8:06

Ride with Me: A Smoking Fantasy - SFL325

Clips4sale 5 months ago

Rub Your Sissy Clitty

Rub Your Sissy Clitty

LoyalFans 1 year ago

Rub Your Sissy Clitty

Premium HD 9:41

Rub Your Sissy Clitty

Clips4sale 1 year ago

Bisexual For Boobs

Bisexual For Boobs

Clips4sale 8 months ago

Cigarette Kisses and Lipstick - SFL333

Cigarette Kisses and Lipstick - SFL333

Clips4sale 2 months ago

No More Guilt Mesmerize

No More Guilt Mesmerize

Clips4sale 4 years ago

Total Sissy Slut

HD 0:10 / 12:15

Total Sissy Slut

LoyalFans 1 year ago

Total Sissy Slut

Total Sissy Slut

Clips4sale 1 year ago

Feminization Affirmations

48% 4K 0:19 / 9:29

Feminization Affirmations

Clips4sale 7 months ago

Pack For Your Pantyhose Trip (1080 HD)

Pack For Your Pantyhose Trip (1080 HD)

Clips4sale 2 years ago

Cum Covered Foot Licking Sissy

Cum Covered Foot Licking Sissy

Clips4sale 5 months ago

Cum Covered Foot Licking Sissy

HD 0:10 / 18:04

Cum Covered Foot Licking Sissy

LoyalFans 5 months ago

Sissy Relapse

HD 0:23 / 13:10

Clips4sale 1 year ago

Sissy Counseling

HD 0:10 / 13:17

Sissy Counseling

LoyalFans 2 years ago

Cute Little Slut

HD 0:24 / 10:45

Cute Little Slut

Clips4sale 1 year ago

Panty Hose Sissy Training

HD 0:10 / 12:15

Panty Hose Sissy Training

LoyalFans 2 months ago

If you have a small penis then you should suck big dicks 8 min

If you have a small penis then you should suck big dicks 8 min

Clips4sale 6 months ago

Sissy Maid Instruction

Sissy Maid Instruction

Clips4sale 1 month ago

Sissy Counseling

HD 0:23 / 13:16

Sissy Counseling

Clips4sale 2 years ago

Cute Little Slut

HD 0:10 / 10:46

Cute Little Slut

LoyalFans 1 year ago

I'm so horny tonight

I'm so horny tonight

Clips4sale 3 months ago

Sissy Relapse

HD 0:10 / 13:11

LoyalFans 1 year ago

Bullied At Home

Bullied At Home

LoyalFans 1 year ago

Pantied And Plugged

HD 0:21 / 11:38

Pantied And Plugged

Clips4sale 2 years ago

Little Pantied Sissy

HD 0:23 / 10:27

Little Pantied Sissy

Clips4sale 1 year ago

Sissies Have To Swallow

HD 0:10 / 10:22

Sissies Have To Swallow

LoyalFans 2 years ago

Boss With A Taste For COCK

Boss With A Taste For COCK

Clips4sale 8 months ago

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