Vintage Videos - Trans (127)

Charlotte's vintage 1980's Brownie uniform (clip filmed in 9:16 vertical ratio, optimized for mobile phones)

Charlotte's vintage 1980's Brownie uniform (clip filmed in 9:16 vertical ratio, optimized for mobile phones)

Clips4sale 4 years ago

Strap-on Fucked by Princess Nikki (MP4)

67% 0:25 / 14:51

Strap-on Fucked by Princess Nikki (MP4)

Clips4sale 4 years ago

Messy Shiny Leggings

68% 0:19 / 11:10

Messy Shiny Leggings

Clips4sale 7 months ago

FemBoy Dominating a Boy Toy || TS Karabella

HD 0:10 / 22:40

FemBoy Dominating a Boy Toy || TS Karabella

LoyalFans 6 months ago

Bound Gagged & Teased

HD 0:10 / 16:22

Bound Gagged & Teased

LoyalFans 1 year ago

Fucking TS Sammy Valentine (MP4)

55% 0:13 / 13:03

Fucking TS Sammy Valentine (MP4)

Clips4sale 1 year ago

Bizarre Bi Sluts (MP4)

55% 0:30 / 21:40

Bizarre Bi Sluts (MP4)

Clips4sale 1 year ago

Sasha's Obedient Sissy Slave (MP4)

53% 0:12 / 17:08

Sasha's Obedient Sissy Slave (MP4)

Clips4sale 1 year ago

COCK IN A FROCK #5

66% 4K 0:30 / 12:15

COCK IN A FROCK #5

Clips4sale 3 years ago

Edge of Oblivion

63% HD 0:26 / 26:19

Edge of Oblivion

Clips4sale 1 year ago

Edge of Oblivion

61% HD 0:10 / 26:19

Edge of Oblivion

LoyalFans 1 year ago

Welcome to Stepford!

65% 0:31 / 17:43

Welcome to Stepford!

Clips4sale 2 years ago

Dominant sexy Stylist in Late Night Barbershop Seductive her Client during a Private Haircut - Milf in Luxurious vintage Stocking, Men only Fantasy, Leather shoe high Heels, Worship Ass, Taboo Amateur Couple Perverted, Lap sitting

56% 4K 0:28 / 18:13

Dominant sexy Stylist in Late Night Barbershop Seductive her Client during a Private Haircut - Milf in Luxurious vintage Stocking, Men only Fantasy, Leather shoe high Heels, Worship Ass, Taboo Amateur Couple Perverted, Lap sitting

Clips4sale 6 months ago

COCK IN A FROCK #4

69% HD 0:30 / 10:53

COCK IN A FROCK #4

Clips4sale 4 years ago

Facial Distortion with Elise Graves

HD 0:50 / 34:05

Facial Distortion with Elise Graves

Clips4sale 3 years ago

Vintage Chastity Sissy Crossdresser Rides Dildo

67% HD 0:19 / 12:19

Vintage Chastity Sissy Crossdresser Rides Dildo

Clips4sale 4 years ago

Beige stockings anal sex hand free cumming

Beige stockings anal sex hand free cumming

Clips4sale 3 years ago

Panties CEI - Masturbation Instructions Wearing Panties, Pre-Cum Licking & Self-Facial - Loser Position Cum Eating Instruction - White Lingerie, Stockings & Garter Belt - A Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

41% HD 0:25 / 14:05

Panties CEI - Masturbation Instructions Wearing Panties, Pre-Cum Licking & Self-Facial - Loser Position Cum Eating Instruction - White Lingerie, Stockings & Garter Belt - A Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

Clips4sale 3 years ago

Cumeating Prissy Sissies (MP4)

70% 0:29 / 10:30

Cumeating Prissy Sissies (MP4)

Clips4sale 2 years ago

? An Afternoon with Fräulein Madeleine ?

Premium 4K 43:14

? An Afternoon with Fräulein Madeleine ?

Clips4sale 1 month ago

A Slut for Her Nylon Feet (MP4)

62% 0:13 / 12:41

A Slut for Her Nylon Feet (MP4)

Clips4sale 2 years ago

Training Of A Street Whore

Training Of A Street Whore

Clips4sale 9 months ago

Sophia In Doube Dick Pleasure - Pink Hair And Glasses - Full - Polish And English Language

Sophia In Doube Dick Pleasure - Pink Hair And Glasses - Full - Polish And English Language

Clips4sale 1 year ago

Bound Gagged & Teased

67% HD 0:23 / 16:22

Bound Gagged & Teased

Clips4sale 1 year ago

Femsub Therapy Fantasy

56% HD 0:13 / 18:00

Femsub Therapy Fantasy

Clips4sale 2 years ago

Sophia In Doube Dick Pleasure - Shiny Dots - Part 1 - Polish And English Language

Sophia In Doube Dick Pleasure - Shiny Dots - Part 1 - Polish And English Language

Clips4sale 1 year ago

The Making of Sissy Sally (MP4)

69% 0:11 / 12:30

The Making of Sissy Sally (MP4)

Clips4sale 2 years ago

Strap-on and Shemale Fuck (MP4)

Strap-on and Shemale Fuck (MP4)

Clips4sale 1 year ago

4K - Lewd Femboy MILF's Hot Cum Drink & Horny Fingering

4K 0:33 / 30:48

4K - Lewd Femboy MILF's Hot Cum Drink & Horny Fingering

Clips4sale 1 year ago

The Sissy Peep Show (MP4)

The Sissy Peep Show (MP4)

Clips4sale 1 year ago

Class Reunion Desire: Ninja Ex-GF Sneaks Off to Cum in Satin

HD 0:29 / 31:18

Class Reunion Desire: Ninja Ex-GF Sneaks Off to Cum in Satin

Clips4sale 6 months ago

Pink Sissy Strap-on Slut (MP4)

66% 0:13 / 21:16

Pink Sissy Strap-on Slut (MP4)

Clips4sale 3 years ago

Stockings In my bedroom

Stockings In my bedroom

Clips4sale 2 years ago

Sophia In Doube Dick Pleasure - Shiny Dots - Part 1 - Polish And English Language - 4K

4K 0:30 / 16:04

Sophia In Doube Dick Pleasure - Shiny Dots - Part 1 - Polish And English Language - 4K

Clips4sale 1 year ago

4K - Femboy Oneesama's Powerful Bursts Cumshot

65% 4K 0:12 / 31:19

4K - Femboy Oneesama's Powerful Bursts Cumshot

Clips4sale 1 year ago

Vintage XXX Ladyboys

HD 0:30 / 3:14:00

Vintage XXX Ladyboys

AEBN 6 years ago

Ninja Prom Queen Reunion Punishment - Silk and Fake Cock

HD 0:30 / 23:52

Ninja Prom Queen Reunion Punishment - Silk and Fake Cock

Clips4sale 3 months ago

Jessica's Anal Training Series Episode 1

Jessica's Anal Training Series Episode 1

Clips4sale 8 months ago

(636) Sissygasm: Gagged Crossdresser in Fetish Ballet Flats Cums with Anal Masturbation - Zoulette (4K)

(636) Sissygasm: Gagged Crossdresser in Fetish Ballet Flats Cums with Anal Masturbation - Zoulette (4K)

LoyalFans 8 months ago

Mx Kitty Tickles Meekah

Mx Kitty Tickles Meekah

Clips4sale 1 year ago

Quickie in Vintage Garter Belt and Nylons

Quickie in Vintage Garter Belt and Nylons

Clips4sale 3 years ago

FtM Trans and Punk Rock Babe Fuck - Jaq Quicksilver and Ruby Riots - Jaq and Ruby eat each other out and finger each other to orgasm - queer porn, nonbinary, alternative, punk, natural - 1080p, mp4

HD 0:30 / 22:04

FtM Trans and Punk Rock Babe Fuck - Jaq Quicksilver and Ruby Riots - Jaq and Ruby eat each other out and finger each other to orgasm - queer porn, nonbinary, alternative, punk, natural - 1080p, mp4

Clips4sale 1 year ago

Nyxon & Nancy Key Witness Bound Gagged & Unable To Testify pt 1 1080p MP4

HD 0:32 / 10:47

Nyxon & Nancy Key Witness Bound Gagged & Unable To Testify pt 1 1080p MP4

Clips4sale 1 year ago

Tattoos TS Goddess Foxxy Plays With Her Feet, Tits & Big Ass!

Tattoos TS Goddess Foxxy Plays With Her Feet, Tits & Big Ass!

Clips4sale 1 year ago

Lady Alice compilation 07 (part 1) Mesmerizing Beauty (mesmerize version) View originals by subscription 4K UHD 60 FPS HDR

Premium 4K 8:24

Lady Alice compilation 07 (part 1) Mesmerizing Beauty (mesmerize version) View originals by subscription 4K UHD 60 FPS HDR

Clips4sale 2 years ago

FUCKING MYSELF SO GOOD

HD 0:10 / 20:25

FUCKING MYSELF SO GOOD

LoyalFans 4 years ago

ENTERTAINMENT FOR TWO

HD 0:10 / 58:47

ENTERTAINMENT FOR TWO

LoyalFans 3 years ago

Kinky Shemale Threesome (MP4)

60% 0:14 / 15:01

Kinky Shemale Threesome (MP4)

Clips4sale 3 years ago

Hard Spanking For Naughty TV Jessica (MP4)

65% 0:12 / 9:26

Hard Spanking For Naughty TV Jessica (MP4)

Clips4sale 1 year ago

Master of Fetishes Latex Fetish MP4

Master of Fetishes Latex Fetish MP4

Clips4sale 7 months ago

Nurse Harlo Salem makes you stroke your cock, Joi cei Cum countdown

Nurse Harlo Salem makes you stroke your cock, Joi cei Cum countdown

Clips4sale 3 years ago

desperate t-girl fucked by sexmachine - Emily Adaire TS

4K 0:57 / 16:29

desperate t-girl fucked by sexmachine - Emily Adaire TS

Clips4sale 4 years ago

Goddess jerk off cunt while getting dressed

64% HD 0:11 / 6:03

Goddess jerk off cunt while getting dressed

Clips4sale 2 years ago

Lady Alice compilation 07 (demonstration 3) mesmerize

Lady Alice compilation 07 (demonstration 3) mesmerize

Clips4sale 2 years ago

Vintage XXX Ladyboys

HD 0:30 / 3:14:00

Vintage XXX Ladyboys

AEBN 6 years ago

Sissy Fuck Doll Creation Stage 2 (MP4)

67% 0:14 / 12:15

Sissy Fuck Doll Creation Stage 2 (MP4)

Clips4sale 1 year ago

Sophia In Doube Dick Pleasure - Pink Hair And Glasses - Part 2 - Polish And English Language - 4K

4K 0:30 / 17:23

Sophia In Doube Dick Pleasure - Pink Hair And Glasses - Part 2 - Polish And English Language - 4K

Clips4sale 1 year ago

Sophia In Doube Dick Pleasure - Shiny Dots - Part 1 - Polish And English Language - 4K

4K 0:30 / 16:04

Sophia In Doube Dick Pleasure - Shiny Dots - Part 1 - Polish And English Language - 4K

Clips4sale 1 year ago

Allargamento di una travestita molto sexy con una pompetta anale vintage La travestita è pronta per essere sfondata

Premium 4K 8:26

Allargamento di una travestita molto sexy con una pompetta anale vintage La travestita è pronta per essere sfondata

Clips4sale 5 days ago

Lady Alice (mobile view) 10 Part 07 Original Version 4K Uhd 60 Fps

Premium 4K 12:46

Lady Alice (mobile view) 10 Part 07 Original Version 4K Uhd 60 Fps

Clips4sale 2 years ago

smoking and jerking in RHD stockings

smoking and jerking in RHD stockings

Clips4sale 7 months ago

Sophia In Doube Dick Pleasure - Shiny Dots - Full - Polish And English Language - 4K

4K 0:30 / 30:51

Sophia In Doube Dick Pleasure - Shiny Dots - Full - Polish And English Language - 4K

Clips4sale 1 year ago

Fingering myself on my vintage couch

HD 0:25 / 15:22

Fingering myself on my vintage couch

Clips4sale 3 months ago

Pimping My Tranny Slut (WMV)

Pimping My Tranny Slut (WMV)

Clips4sale 4 years ago

Vintage XXX Ladyboys

HD 0:30 / 3:14:00

Vintage XXX Ladyboys

AEBN 6 years ago

FtM Trans and Punk Rock Babe Fuck - Jaq Quicksilver and Ruby Riots - Jaq and Ruby eat each other out and finger each other to orgasm - queer porn, nonbinary, alternative, punk, natural - 720p, mp4

HD 0:30 / 22:04

FtM Trans and Punk Rock Babe Fuck - Jaq Quicksilver and Ruby Riots - Jaq and Ruby eat each other out and finger each other to orgasm - queer porn, nonbinary, alternative, punk, natural - 720p, mp4

Clips4sale 1 year ago

Vintage XXX Ladyboys

HD 0:30 / 3:14:00

Vintage XXX Ladyboys

AEBN 6 years ago

Trans domination

Trans domination

Clips4sale 10 months ago

Lady Alice compilation 05 Queen of Hell (mesmerize version) View originals by subscription

4K 0:11 / 13:03

Lady Alice compilation 05 Queen of Hell (mesmerize version) View originals by subscription

Clips4sale 2 years ago

Onion Booty Trap Queen's Temptation: Luxurious Lace & Stockinged Soles

HD 0:25 / 11:14

Onion Booty Trap Queen's Temptation: Luxurious Lace & Stockinged Soles

Clips4sale 2 months ago

Sophia In Doube Dick Pleasure - Pink Hair And Glasses - Full - Polish And English Language - 4K

4K 0:30 / 32:57

Sophia In Doube Dick Pleasure - Pink Hair And Glasses - Full - Polish And English Language - 4K

Clips4sale 1 year ago

Sasha's Obedient Sissy Slave (WMV)

43% 0:12 / 17:08

Sasha's Obedient Sissy Slave (WMV)

Clips4sale 1 year ago

Red Lingerie Solo Show

Red Lingerie Solo Show

Clips4sale 1 year ago

Domino Presley Massages & Milks Huge Cock In 1920s Speakeasy

Domino Presley Massages & Milks Huge Cock In 1920s Speakeasy

Clips4sale 8 months ago

Sissy Panty Cum

Sissy Panty Cum

Clips4sale 9 months ago

Vintage XXX Ladyboys

HD 0:30 / 3:14:00

Vintage XXX Ladyboys

AEBN 6 years ago

Private Show: Call me Daddy

Private Show: Call me Daddy

Clips4sale 2 years ago

Enough Depraved Sissy Slut Performs Web Cam Show for the first time

HD 0:10 / 17:21

Enough Depraved Sissy Slut Performs Web Cam Show for the first time

Clips4sale 4 years ago

Sophia In Doube Dick Pleasure - Shiny Dots - Part 2 - Polish And English Language - 4K

4K 0:30 / 15:35

Sophia In Doube Dick Pleasure - Shiny Dots - Part 2 - Polish And English Language - 4K

Clips4sale 1 year ago

Wilbur Manly Man Who Secretly Likes Dress Like a Women SFW

Wilbur Manly Man Who Secretly Likes Dress Like a Women SFW

Clips4sale 6 months ago

TS big load

HD 0:10 / 13:26

LoyalFans 4 years ago

I Think Im a Clone Now: Cali Logan has Trouble with her Multiple Personalities (mob)

I Think Im a Clone Now: Cali Logan has Trouble with her Multiple Personalities (mob)

Clips4sale 11 months ago

Miss Jenn Dominates & Trains Sissy Michelle [MP4](HD)

Premium HD 3:07

Miss Jenn Dominates & Trains Sissy Michelle [MP4](HD)

Clips4sale 5 years ago

My smelly stocking clad feet make me cum

4K 0:30 / 11:50

My smelly stocking clad feet make me cum

Clips4sale 1 year ago

Sophia In Doube Dick Pleasure - Pink Hair And Glasses - Part 1 - Polish And English Language - 4K

4K 0:30 / 16:23

Sophia In Doube Dick Pleasure - Pink Hair And Glasses - Part 1 - Polish And English Language - 4K

Clips4sale 1 year ago

Nyxon & Nancy Key Witness Bound Gagged & Unable To Testify pt 1 720p MP4

57% HD 0:32 / 10:47

Nyxon & Nancy Key Witness Bound Gagged & Unable To Testify pt 1 720p MP4

Clips4sale 1 year ago

Sophia In Doube Dick Pleasure - Pink Hair And Glasses - Part 2 - Polish And English Language

Sophia In Doube Dick Pleasure - Pink Hair And Glasses - Part 2 - Polish And English Language

Clips4sale 1 year ago

Sophia In Doube Dick Pleasure - Shiny Dots - Part 2 - Polish And English Language

Sophia In Doube Dick Pleasure - Shiny Dots - Part 2 - Polish And English Language

Clips4sale 1 year ago

Bound TV Maid Tested (MP4)

Bound TV Maid Tested (MP4)

Clips4sale 2 years ago

Sensual Evening Sex in Vintage Lingerie Ended with Bukkake

HD 0:10 / 42:56

Sensual Evening Sex in Vintage Lingerie Ended with Bukkake

Clips4sale 3 years ago

Cocksucking Training for Sissy Sluts (MP4)

61% 0:30 / 17:17

Cocksucking Training for Sissy Sluts (MP4)

Clips4sale 1 year ago

Does it bother you, if I smoke? Emily Adaire TS

50% 4K 0:58 / 13:46

Does it bother you, if I smoke? Emily Adaire TS

Clips4sale 4 years ago

(Brown Bottle) Aroma and nylons!Sissy addiction

HD 0:15 / 30:35

(Brown Bottle) Aroma and nylons!Sissy addiction

Clips4sale 4 years ago

Sophia In Doube Dick Pleasure - Shiny Dots - Part 2 - Polish And English Language

Sophia In Doube Dick Pleasure - Shiny Dots - Part 2 - Polish And English Language

Clips4sale 1 year ago

Sophia In Doube Dick Pleasure - Shiny Dots - Part 2 - Polish And English Language - 4K

4K 0:30 / 15:35

Sophia In Doube Dick Pleasure - Shiny Dots - Part 2 - Polish And English Language - 4K

Clips4sale 1 year ago

Two trans having fun 17

Two trans having fun 17

Clips4sale 8 months ago

Cum in Brown nylon stockings and high heels

Cum in Brown nylon stockings and high heels

Clips4sale 3 years ago

AURA'S ROOM: VHS Voyeur Edging Fantasy

AURA'S ROOM: VHS Voyeur Edging Fantasy

Clips4sale 1 year ago

Sissy Jessica s Weekly Hole Training 1 (4k)

Premium 4K 22:47

Sissy Jessica s Weekly Hole Training 1 (4k)

Clips4sale 1 month ago

Leather Crossdresser Caught And Wanked (MP4)

70% 0:31 / 16:50

Leather Crossdresser Caught And Wanked (MP4)

Clips4sale 2 years ago

Lady Alice compilation 07 (session 2) mesmerize

Premium 4K 8:07

Lady Alice compilation 07 (session 2) mesmerize

Clips4sale 2 years ago

Vaporwave Slave VHS Tape

Vaporwave Slave VHS Tape

Clips4sale 2 years ago

Sophia In Doube Dick Pleasure - Shiny Dots - Part 1 - Polish And English Language

Sophia In Doube Dick Pleasure - Shiny Dots - Part 1 - Polish And English Language

Clips4sale 1 year ago

Sophia In Doube Dick Pleasure - Shiny Dots - Full - Polish And English Language

Sophia In Doube Dick Pleasure - Shiny Dots - Full - Polish And English Language

Clips4sale 1 year ago

Sophia In Doube Dick Pleasure - Pink Hair And Glasses - Part 1 - Polish And English Language

Sophia In Doube Dick Pleasure - Pink Hair And Glasses - Part 1 - Polish And English Language

Clips4sale 1 year ago

Fully Fashioned Stockings Fetish

Fully Fashioned Stockings Fetish

Clips4sale 1 year ago

Dirty Tranny Fuck (MP4)

HD 0:12 / 17:16

Dirty Tranny Fuck (MP4)

Clips4sale 4 years ago

Put Your Big Wood in My Little House

65% HD 0:11 / 12:55

Put Your Big Wood in My Little House

Clips4sale 4 years ago

4K - Vintage Femboy MILF make you a CUM DRINK

4K 0:09 / 41:18

4K - Vintage Femboy MILF make you a CUM DRINK

Clips4sale 1 year ago

8K UNMASKED - Femboy mommy makes you A DOUBLE CUM TEA SET

57% 4K 0:18 / 38:20

8K UNMASKED - Femboy mommy makes you A DOUBLE CUM TEA SET

Clips4sale 1 year ago

Young Mistress Houseslave 43 wmv

Young Mistress Houseslave 43 wmv

Clips4sale 1 year ago

Classic Shoot: Ts Sasha Strokes & Her TEN Inches of Law and Order

63% 0:11 / 49:57

Classic Shoot: Ts Sasha Strokes & Her TEN Inches of Law and Order

C4S 3 years ago

Jessica's New White Corselette Tease (1080p)

Premium HD 8:02

Jessica's New White Corselette Tease (1080p)

Clips4sale 10 months ago

Jessica s New Vintage Gold Corselette (1080p)

Premium HD 11:21

Jessica s New Vintage Gold Corselette (1080p)

Clips4sale 10 months ago

Educational Video for How to get Satisfaction Staying Alone at Home

HD 0:10 / 39:10

Educational Video for How to get Satisfaction Staying Alone at Home

Clips4sale 4 years ago

CamShow Cum Countdown

62% 0:29 / 10:21

CamShow Cum Countdown

Clips4sale 1 year ago

Milking Machine Fur Coat (4k)

63% 4K 0:30 / 8:53

Milking Machine Fur Coat (4k)

Clips4sale 1 year ago

ONE NEW MESSAGE: Trans Smoking & Masturbation

ONE NEW MESSAGE: Trans Smoking & Masturbation

Clips4sale 1 year ago

Barefoot in Fishnets Hard Flooding & Revving

Barefoot in Fishnets Hard Flooding & Revving

Clips4sale 7 months ago

Cocksucking Practice POV

Premium HD 8:00

Cocksucking Practice POV

Clips4sale 4 months ago

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