Darling Videos (117)

Gia Darling Salutes America: Transsexual Style

Premium HD 1:53:00

Gia Darling Salutes America: Transsexual Style

AEBN 19 years ago

The Making Of A Sissy

HD 0:10 / 10:10

The Making Of A Sissy

LoyalFans 3 years ago

Mistress in Lingerie HandJobs Submissive Crossdresser with Cock until the Last drop of Cum - Encouraging Bisexuals to Cum, Sissy Stocking Wearing Perversion, Jerking off Clitoris Sissy, Female Domination, Dick Slapping 4k

73% 4K 0:26 / 16:16

Mistress in Lingerie HandJobs Submissive Crossdresser with Cock until the Last drop of Cum - Encouraging Bisexuals to Cum, Sissy Stocking Wearing Perversion, Jerking off Clitoris Sissy, Female Domination, Dick Slapping 4k

Clips4sale 5 months ago

Gia Darlings Transsexual No Tell Motel

Premium HD 1:47:00

Gia Darlings Transsexual No Tell Motel

AEBN 16 years ago

Jenny visits Dr Heaven! Part 1

HD 0:10 / 14:43

Jenny visits Dr Heaven! Part 1

LoyalFans 1 year ago

Gia Darling Salutes America: Transsexual Style

Premium 59% HD 1:53:00

Gia Darling Salutes America: Transsexual Style

AEBN 19 years ago

Stepmother in Lingerie Trims Horny hairy Dick of Kneeling Crossdresser in Stockings - HandJobs Submissive Crossdresser with Cock until the Last drop of Cum, Feminization of the Straight Man, Amateur Couple Perverted Fantasy 4k

72% 4K 0:28 / 27:55

Stepmother in Lingerie Trims Horny hairy Dick of Kneeling Crossdresser in Stockings - HandJobs Submissive Crossdresser with Cock until the Last drop of Cum, Feminization of the Straight Man, Amateur Couple Perverted Fantasy 4k

Clips4sale 6 months ago

You're Not Confused, Pet — You're Just a Cum-Craving Faggot

55% HD 0:30 / 51:04

You're Not Confused, Pet — You're Just a Cum-Craving Faggot

Clips4sale 2 months ago

Troy and Gia Darling

56% 0:11 / 36:49

Troy and Gia Darling

C4S 2 years ago

Bullied At Home

Bullied At Home

LoyalFans 2 years ago

Bullied At Home

66% HD 0:15 / 5:27

Bullied At Home

Clips4sale 2 years ago

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

65% HD 0:36 / 11:33

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

Clips4sale 2 years ago

Cruel MiL - Sissification for Church 4K

4K 0:28 / 15:34

Cruel MiL - Sissification for Church 4K

Clips4sale 10 months ago

Gay Boy for Drag Queens

39% HD 0:30 / 22:19

Gay Boy for Drag Queens

Clips4sale 11 months ago

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

4K 0:30 / 33:42

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

Clips4sale 3 years ago

Why NOW, You Married Faggot?

HD 0:30 / 32:21

Why NOW, You Married Faggot?

Clips4sale 2 months ago

You Will Transition After This Video (Effective MTF Sissification) [MOV Format]

You Will Transition After This Video (Effective MTF Sissification) [MOV Format]

Clips4sale 2 months ago

Stepmom in latex Gloves Shaving Hairy Cock of Submissive Sissy Slut in nylon Stockings - Latex Multiple Ruined Orgasms of Sissy Slut Big Cock in Pantyhose, Close Female Naked Male, Mistress in Bra and Panties, Femdom Sex

4K 0:28 / 27:55

Stepmom in latex Gloves Shaving Hairy Cock of Submissive Sissy Slut in nylon Stockings - Latex Multiple Ruined Orgasms of Sissy Slut Big Cock in Pantyhose, Close Female Naked Male, Mistress in Bra and Panties, Femdom Sex

Clips4sale 6 months ago

Binding Brittnee Pt 1 1280

65% HD 0:11 / 9:35

Binding Brittnee Pt 1 1280

Clips4sale 4 years ago

TS Seduction: Gia Darling And Dorian

Premium HD 26:00

TS Seduction: Gia Darling And Dorian

AEBN 8 years ago

Female Stepmom in Latex Multiple Ruined Orgasms of Sissy Slut Big Cock in black Nylon Stockings - Control a Whore Orgasm, Humiliation of Guy Dignity, Close Female Naked Male, Amateur Couple Perverted Fantasy, Post Cum Play

57% 4K 0:26 / 16:16

Female Stepmom in Latex Multiple Ruined Orgasms of Sissy Slut Big Cock in black Nylon Stockings - Control a Whore Orgasm, Humiliation of Guy Dignity, Close Female Naked Male, Amateur Couple Perverted Fantasy, Post Cum Play

Clips4sale 5 months ago

Live With Being Bullied

45% 0:11 / 4:57

Live With Being Bullied

Clips4sale 2 years ago

Darling Is Vaniity's Cock Mop

68% 0:11 / 44:59

Darling Is Vaniity's Cock Mop

Clips4sale 2 years ago

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

69% HD 0:36 / 29:24

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

Clips4sale 2 years ago

Slave To Futanari

HD 0:22 / 19:40

Slave To Futanari

Clips4sale 3 years ago

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

60% 0:11 / 52:08

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

Clips4sale 2 years ago

Feminization Affirmations

54% HD 0:10 / 9:30

Feminization Affirmations

LoyalFans 1 year ago

Emily Adaire and Roxxie Moth's Queer Crush Anal Toyfest PART 1

HD 0:36 / 17:51

Emily Adaire and Roxxie Moth's Queer Crush Anal Toyfest PART 1

Clips4sale 2 years ago

MTF Lesbian JOI (Strapon Play and Pussy Grinding)

MTF Lesbian JOI (Strapon Play and Pussy Grinding)

Clips4sale 10 months ago

Cohiba Cigarillo, Creamy Tits, Glass Toy in My Tight Ass - SFL359

Cohiba Cigarillo, Creamy Tits, Glass Toy in My Tight Ass - SFL359

Clips4sale 3 months ago

Billy and Gia Darling

40% 0:11 / 37:47

Billy and Gia Darling

C4S 2 years ago

Goddess in gloves Hard Jerks off slave big cock Controls Orgasms Post Cum Play - Close Female naked male, Uncircumcised dick, Brunette Mistress training cuckold, Orgasm destruction looser, Female Domination, Play Cum after Ejaculation, Handjob

4K 0:26 / 16:03

Goddess in gloves Hard Jerks off slave big cock Controls Orgasms Post Cum Play - Close Female naked male, Uncircumcised dick, Brunette Mistress training cuckold, Orgasm destruction looser, Female Domination, Play Cum after Ejaculation, Handjob

Clips4sale 3 months ago

Married But Gay

HD 0:30 / 35:10

Married But Gay

Clips4sale 3 months ago

Eggplant Diaries Volume 2

HD 0:10 / 20:13

Eggplant Diaries Volume 2

Clips4sale 4 years ago

Gia Darling &amp; Chad Rock

61% 0:11 / 39:23

Gia Darling &amp; Chad Rock

C4S 2 years ago

Gia Darling Salutes America: Transsexual Style

Premium HD 1:53:00

Gia Darling Salutes America: Transsexual Style

AEBN 19 years ago

Under Shemale Pietra Candy Big Ass V

Under Shemale Pietra Candy Big Ass V

Clips4sale 9 months ago

Gia Darling: Big Boob Adventures 3

Premium HD 2:34:00

Gia Darling: Big Boob Adventures 3

AEBN 4 years ago

The Making Of A Sissy

HD 0:23 / 10:10

The Making Of A Sissy

Clips4sale 3 years ago

Pack For Your Pantyhose Trip (1080 HD)

Pack For Your Pantyhose Trip (1080 HD)

Clips4sale 3 years ago

Jane's AI Bots at Second Life wmv

55% 0:31 / 5:12

Jane's AI Bots at Second Life wmv

Clips4sale 1 year ago

YOUR MEDICAL RESULTS PROVE YOU ARE A GIRL WITH A TINY CLITTY - FEMINIZATION

YOUR MEDICAL RESULTS PROVE YOU ARE A GIRL WITH A TINY CLITTY - FEMINIZATION

Clips4sale 4 months ago

Bisexual Instructions 1 4K

Bisexual Instructions 1 4K

LoyalFans 3 months ago

Bisexual Instructions 1 720p

Bisexual Instructions 1 720p

LoyalFans 3 months ago

Bisexual Instructions 1 AUDIO ONLY

Bisexual Instructions 1 AUDIO ONLY

Clips4sale 3 months ago

VALIDATE YOUR NEW FEMININE IDENTITY - GENDER TRANSFORMATION

58% HD 0:10 / 21:15

VALIDATE YOUR NEW FEMININE IDENTITY - GENDER TRANSFORMATION

LoyalFans 3 months ago

Pantied Sissy JOI

70% HD 0:10 / 11:55

Pantied Sissy JOI

LoyalFans 10 months ago

Gia Darling and Sky Burn

65% 0:11 / 42:19

Gia Darling and Sky Burn

C4S 2 years ago

TS Seduction: Gia Darling And Jason Renyolds

Premium HD 28:00

TS Seduction: Gia Darling And Jason Renyolds

AEBN 8 years ago

Gia Darling: Big Boob Adventures 3

Premium HD 2:34:00

Gia Darling: Big Boob Adventures 3

AEBN 4 years ago

his personal fucktoy

his personal fucktoy

Clips4sale 1 year ago

Cigarette Kisses and Lipstick - SFL333

Cigarette Kisses and Lipstick - SFL333

Clips4sale 10 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 1 year ago

Sharon Darling Gets Banged By A Tranny

Premium 58% HD 2:25:00

Sharon Darling Gets Banged By A Tranny

AEBN 7 years ago

The Faggot Feedback Loop – Chymera's Irreversible Gay Spiral

HD 0:30 / 45:41

The Faggot Feedback Loop – Chymera's Irreversible Gay Spiral

Clips4sale 2 months ago

Bisexual Instructions 1 1080p

Bisexual Instructions 1 1080p

LoyalFans 3 months ago

Gia Darling and Dorian

65% 0:11 / 26:25

Gia Darling and Dorian

C4S 2 years ago

a little gift 4 u

a little gift 4 u

Skyprivate 2 years ago

Jane's AI Bots at Second Life mp4

55% 0:31 / 5:12

Jane's AI Bots at Second Life mp4

Clips4sale 1 year ago

Binding Brittnee Pt 1

65% HD 0:11 / 9:35

Binding Brittnee Pt 1

Clips4sale 4 years ago

Pantied And Plugged

HD 0:21 / 11:38

Pantied And Plugged

Clips4sale 3 years ago

Kinky Fetish Fun PEE-FREE VERSION

4K 0:25 / 30:59

Kinky Fetish Fun PEE-FREE VERSION

Clips4sale 3 years ago

Gia Darling and Jason Renyolds

47% 0:11 / 28:32

Gia Darling and Jason Renyolds

C4S 2 years ago

Cruel MiL - Sissification for Church

Cruel MiL - Sissification for Church

Clips4sale 10 months ago

Feminization Affirmations

48% 4K 0:19 / 9:29

Feminization Affirmations

Clips4sale 1 year ago

Sultry Sensual Sissy Slut: Goddess Dommy Rose

HD 0:10 / 10:29

Sultry Sensual Sissy Slut: Goddess Dommy Rose

LoyalFans 7 months ago

TS Seduction: Gia Darling And Dorian

Premium 71% HD 26:00

TS Seduction: Gia Darling And Dorian

AEBN 8 years ago

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

Premium HD 51:00

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

AEBN 11 years ago

Soft Femdom Jerk Off Instructional for trans girls

Soft Femdom Jerk Off Instructional for trans girls

Clips4sale 2 years ago

Futa Stepmommy and her Sissyboi

Futa Stepmommy and her Sissyboi

Clips4sale 1 year ago

Boss With A Taste For COCK 4K

4K 0:30 / 31:29

Boss With A Taste For COCK 4K

Clips4sale 1 year 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 1 year ago

Sissy Maid Instruction

Sissy Maid Instruction

Clips4sale 9 months ago

Sissy Counseling

HD 0:23 / 13:16

Sissy Counseling

Clips4sale 2 years ago

Bisexual Instructions 1 720p

Bisexual Instructions 1 720p

Clips4sale 3 months ago

Bisexual Instructions 1 1080p

Bisexual Instructions 1 1080p

Clips4sale 3 months ago

From Gay Porn Addict to Cum-Drenched Cock-Whore: Your Big Night of Total Fagdom

HD 0:30 / 46:44

From Gay Porn Addict to Cum-Drenched Cock-Whore: Your Big Night of Total Fagdom

Clips4sale 2 months ago

CD Brittnee Hogtied and Struggling 1280

HD 0:11 / 11:31

CD Brittnee Hogtied and Struggling 1280

Clips4sale 4 years ago

CD Brittnee Hogtied and Struggling

HD 0:11 / 11:31

CD Brittnee Hogtied and Struggling

Clips4sale 4 years 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

Your Stepmommy is BIG DICK FUTA

55% HD 0:28 / 11:51

Your Stepmommy is BIG DICK FUTA

Clips4sale 1 year ago

turned into a good pet

turned into a good pet

Clips4sale 2 years ago

Pantied And Plugged

HD 0:10 / 11:39

Pantied And Plugged

LoyalFans 3 years ago

Boss With A Taste For COCK

Boss With A Taste For COCK

Clips4sale 1 year ago

Gia Darling and Brandon West

54% 0:11 / 36:36

Gia Darling and Brandon West

C4S 2 years ago

Bisexual Instructions 1 AUDIO ONLY

Bisexual Instructions 1 AUDIO ONLY

LoyalFans 3 months ago

Kink Studios Tour Guide Porn

Kink Studios Tour Guide Porn

Clips4sale 2 years ago

showing off her progression

showing off her progression

Clips4sale 1 year ago

Your Darling Honey Asks No1 Pup To Demonstrate How Deep He Can Push His Hard Cock In To 20 Year Old Trans Girl Puppy Girl Sams Throat And Then Demands He Empties His Entire Load Right At The Back Of Her Throat - Camera Two

Your Darling Honey Asks No1 Pup To Demonstrate How Deep He Can Push His Hard Cock In To 20 Year Old Trans Girl Puppy Girl Sams Throat And Then Demands He Empties His Entire Load Right At The Back Of Her Throat - Camera Two

Clips4sale 1 month ago

showing off

66% 0:30 / 15:31

Clips4sale 1 year ago

Impotent Faggot: I've Ruined You for Pussy Forever

64% HD 0:30 / 33:25

Impotent Faggot: I've Ruined You for Pussy Forever

Clips4sale 2 months ago

Bisexual Instructions 1 4K

Bisexual Instructions 1 4K

Clips4sale 3 months ago

The Sissy Spiral – 10 Steps to Total Faggot Transformation

HD 0:30 / 37:28

The Sissy Spiral – 10 Steps to Total Faggot Transformation

Clips4sale 2 months ago

Gia Darling Salutes America: Transsexual Style

Premium HD 1:53:00

Gia Darling Salutes America: Transsexual Style

AEBN 19 years ago

Gia Darlings Transsexual No Tell Motel

Premium HD 1:47:00

Gia Darlings Transsexual No Tell Motel

AEBN 16 years ago

Trans Cheater Nyxi Gets Double Anal Threesome

4K 0:30 / 23:14

Trans Cheater Nyxi Gets Double Anal Threesome

Clips4sale 3 years ago

We Want a Threesome 2

68% 0:13 / 16:20

We Want a Threesome 2

Clips4sale 2 years ago

Darling Deicide Very First Porn Shoot EVER

Darling Deicide Very First Porn Shoot EVER

Clips4sale 2 years ago

Your Darling Honey Asks No1 Pup To Demonstrate How Deep He Can Push His Hard Cock In To 20 Year Old Trans Girl Puppy Girl Sams Throat And Then Demands He Empties His Entire Load Right At The Back Of Her Throat - Camera One

Your Darling Honey Asks No1 Pup To Demonstrate How Deep He Can Push His Hard Cock In To 20 Year Old Trans Girl Puppy Girl Sams Throat And Then Demands He Empties His Entire Load Right At The Back Of Her Throat - Camera One

Clips4sale 2 months ago

The cards don't care about your feelings and frankly darling neither do I. ( Samhain special )

HD 0:10 / 11:57

The cards don't care about your feelings and frankly darling neither do I. ( Samhain special )

LoyalFans 5 months ago

TS Pussy Hunters: Darling Is Vaniity's Cock Mop

Premium HD 44:00

TS Pussy Hunters: Darling Is Vaniity's Cock Mop

AEBN 10 years ago

Sissy Training Part 3: Anal Slut

Sissy Training Part 3: Anal Slut

Clips4sale 3 years ago

patiently waiting for her alpha

patiently waiting for her alpha

Clips4sale 2 years ago

Gia Darlings Transsexual No Tell Motel

Premium HD 1:47:00

Gia Darlings Transsexual No Tell Motel

AEBN 16 years ago

Gia Darlings Transsexual No Tell Motel

Premium HD 1:47:00

Gia Darlings Transsexual No Tell Motel

AEBN 16 years ago

Gia Darling Salutes America: Transsexual Style

Premium HD 1:53:00

Gia Darling Salutes America: Transsexual Style

AEBN 19 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 3 years ago

work life balance

work life balance

Clips4sale 1 year ago

I'm so horny tonight

I'm so horny tonight

Clips4sale 11 months ago

Soak Your Panties

51% HD 0:10 / 10:12

Soak Your Panties

LoyalFans 1 year ago

Ride with Me: A Smoking Fantasy - SFL325

61% 0:38 / 8:06

Ride with Me: A Smoking Fantasy - SFL325

Clips4sale 1 year ago

Slave To Futanari

HD 0:10 / 19:41

Slave To Futanari

LoyalFans 3 years ago

Your Girly Christmas Wish

HD 0:30 / 24:19

Your Girly Christmas Wish

Clips4sale 2 years ago

Sissy Photoshoot Challenge

HD 0:25 / 11:34

Sissy Photoshoot Challenge

Clips4sale 2 years ago

Sissy Training Compilation

43% 0:20 / 25:12

Sissy Training Compilation

Clips4sale 3 years ago

Gia Darlings Transsexual No Tell Motel

Premium 56% HD 1:47:00

Gia Darlings Transsexual No Tell Motel

AEBN 16 years ago

Extreme Closeup Cumslut Encouragement

4K 0:19 / 15:17

Extreme Closeup Cumslut Encouragement

Clips4sale 1 year ago

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