Sissy Stockings Videos (55,940)

Modelling Some Tight Shirts and Pants for a Nice Friend

HD 2:00 / 13:44

Modelling Some Tight Shirts and Pants for a Nice Friend

Flirt4Free 3 years ago

Annabella & Lance Private Show

58% HD 2:00 / 6:48

Annabella & Lance Private Show

Flirt4Free 3 years ago

Virgin Feminized by Sex Coach

HD 0:10 / 18:38

Virgin Feminized by Sex Coach

LoyalFans 2 years ago

Actual Training at the Sissy Institute

Actual Training at the Sissy Institute

FapHouse 7 months ago

Nipple Slip While Putting on Makeup

71% HD 2:00 / 19:42

Nipple Slip While Putting on Makeup

Flirt4Free 7 years ago

Sabrina Smiith Private Show

HD 2:00 / 12:41

Sabrina Smiith Private Show

Flirt4Free 10 months ago

Insanely Hot Femboycardi Cumshot Compilation

65% HD 0:39 / 4:45

Insanely Hot Femboycardi Cumshot Compilation

FapHouse 2 years ago

Slim Thick TS Susie Strokes and Cums

Slim Thick TS Susie Strokes and Cums

FapHouse 3 years ago

Cleaning slave working hard for cute tranny girl! Spitting! Assfuck! Mouthfuck! Deepthroat! Cum in mouth!

63% HD 0:30 / 19:59

Cleaning slave working hard for cute tranny girl! Spitting! Assfuck! Mouthfuck! Deepthroat! Cum in mouth!

Clips4sale 1 year ago

FULL CLIP! Crazy fetish trannys! Chastity sex with a live rubber doll!

62% HD 0:29 / 18:26

FULL CLIP! Crazy fetish trannys! Chastity sex with a live rubber doll!

Clips4sale 1 year ago

19 Yo Petite Femboy Anal Fucked and Gape

63% HD 0:07 / 0:39

19 Yo Petite Femboy Anal Fucked and Gape

FapHouse 1 year ago

Bella Bates Working at the Stripclub Goes Down on Client

67% HD 0:39 / 16:30

Bella Bates Working at the Stripclub Goes Down on Client

FapHouse 10 months ago

Wax on Nipples

Flirt4Free 9 years ago

Sissi Stacy Deepthroat Suck at the Hotel

58% 1:01 / 10:39

Sissi Stacy Deepthroat Suck at the Hotel

FapHouse 1 year ago

Wild Sabrina Private Show

55% HD 2:00 / 7:39

Wild Sabrina Private Show

Flirt4Free 5 years ago

Mistress Sex with Submissive Chastity Sissy

Mistress Sex with Submissive Chastity Sissy

Clips 4 months ago

Rubber doll training latex sissy slut

66% HD 0:10 / 26:21

Rubber doll training latex sissy slut

LoyalFans 15 hours ago

Femboy Cumshot

FapHouse 2 months ago

Angela & Sofia Private Show

63% 4K 2:00 / 11:46

Angela & Sofia Private Show

Flirt4Free 1 year ago

Legend Tara Anal Cosplay Vintage

60% 1:01 / 18:02

Legend Tara Anal Cosplay Vintage

FapHouse 3 years ago

Pecs Worship, Oil, Dirty Talk

55% HD 2:00 / 14:43

Pecs Worship, Oil, Dirty Talk

Flirt4Free 6 years ago

Sissy Caged Bottom in Sheer Socks and Bodysuit Dancing, Stripping, Fisting His Hole and Using Big Toys

HD 1:01 / 19:57

Sissy Caged Bottom in Sheer Socks and Bodysuit Dancing, Stripping, Fisting His Hole and Using Big Toys

FapHouse 10 months ago

Corrine Dittmann Private Show

65% 4K 2:00 / 4:45

Corrine Dittmann Private Show

Flirt4Free 4 months ago

Sandy Nell Private Show

4K 2:00 / 31:05

Sandy Nell Private Show

Flirt4Free 1 week ago

Locktober - Plap those pathetic balls

64% 0:30 / 10:52

Locktober - Plap those pathetic balls

Clips4sale 1 year ago

Inserting a Butt Plug

Inserting a Butt Plug

FapHouse 1 week ago

Crazy Likes To Fuck: Allysa Etain Takes Down Violet Monroe

62% HD 0:39 / 31:59

Crazy Likes To Fuck: Allysa Etain Takes Down Violet Monroe

FapHouse 2 years ago

Sexy pantyhouse

Sexy pantyhouse

FapHouse 5 years ago

Sexy Lady Ponyboy in Super New Lingerie and Stockings Playing and Showing Her Sexy Body in Bed

66% HD 0:39 / 4:14

Sexy Lady Ponyboy in Super New Lingerie and Stockings Playing and Showing Her Sexy Body in Bed

FapHouse 2 years ago

Vietnamese Gay Pussy Asshole Used Like a Toy

59% HD 0:07 / 0:40

Vietnamese Gay Pussy Asshole Used Like a Toy

FapHouse 3 months ago

sexy CD gives up the ass

51% HD 0:39 / 15:54

sexy CD gives up the ass

FapHouse 4 years ago

Sissy Kanisa Wearing Pinky Chastity Cage

Sissy Kanisa Wearing Pinky Chastity Cage

FapHouse 1 year ago

Gigi Strokes In Stockings

Gigi Strokes In Stockings

LoyalFans 1 year ago

In the Clothes of her Mistress

HD 0:13 / 16:06

In the Clothes of her Mistress

IWantClips 9 years ago

Skinny Femboy Makes Her Belly Bulge with Ribbed Dildo

Skinny Femboy Makes Her Belly Bulge with Ribbed Dildo

FapHouse 3 weeks ago

Love Riding My Sex Toys Dildo Massive

Love Riding My Sex Toys Dildo Massive

FapHouse 1 year ago

Headlight Tease

HD 0:39 / 11:41

Headlight Tease

FapHouse 1 day ago

Convincing You To Become A Controlled Sissy-Girl (4KUHD MP4)

53% HD 0:31 / 14:50

Convincing You To Become A Controlled Sissy-Girl (4KUHD MP4)

Clips4sale 2 years ago

Sis-k Pinky Chinese Dress Ep1: Get Dress up

Sis-k Pinky Chinese Dress Ep1: Get Dress up

FapHouse 2 years ago

Fuck Me!! I Cum Now From Your Dick in My Ass! Sissygasm in Public

Fuck Me!! I Cum Now From Your Dick in My Ass! Sissygasm in Public

FapHouse 2 years ago

Sissy Crossdresser Jerking Off, Cumming in Her Mouth and Cum Eating

Sissy Crossdresser Jerking Off, Cumming in Her Mouth and Cum Eating

Clips4sale 1 month ago

Katy Ling Private Show

HD 2:00 / 10:03

Katy Ling Private Show

Flirt4Free 11 months ago

Dimitri Caruso Private Show

Dimitri Caruso Private Show

Flirt4Free 2 years ago

jerk off naked and body tour - Part 3

HD 2:00 / 14:52

jerk off naked and body tour - Part 3

Flirt4Free 5 years ago

Sissy Bride Wedding Day Part 1 Dressed and Locked

51% 0:11 / 6:14

Sissy Bride Wedding Day Part 1 Dressed and Locked

Clips4sale 3 years ago

Do You Like Me in Nylons?

Do You Like Me in Nylons?

FapHouse 1 year ago

Crossdresser in Saree Jerking Offf

Crossdresser in Saree Jerking Offf

FapHouse 4 weeks ago

He Made Me Do It Again! I'm a Sissy Whore!

HD 0:39 / 25:28

He Made Me Do It Again! I'm a Sissy Whore!

FapHouse 3 years ago

Dirty tv slut plastic and pvc feitish

Dirty tv slut plastic and pvc feitish

FapHouse 3 years ago

Femboy Chantal

FapHouse 2 months ago

Fuck My Pussy with a Domi Toy and Start Vibrate Inside Me Part 2

65% HD 2:00 / 2:56

Fuck My Pussy with a Domi Toy and Start Vibrate Inside Me Part 2

Flirt4Free 2 years ago

Masked Sissy in Leotard Cums and Piss on Feet

57% HD 1:01 / 12:56

Masked Sissy in Leotard Cums and Piss on Feet

FapHouse 8 months ago

10min Huge Anal Gapes

10min Huge Anal Gapes

FapHouse 1 year ago

Sissy Cock Sock: GAY Training Mind Fuck

57% HD 0:10 / 9:17

Sissy Cock Sock: GAY Training Mind Fuck

LoyalFans 2 years ago

Kaled & Lian Private Show

Kaled & Lian Private Show

Flirt4Free 3 years ago

Latex Doll Milking Training Chapter 2

65% HD 0:39 / 13:58

Latex Doll Milking Training Chapter 2

FapHouse 9 months ago

Offered to a Good Cock for Her Birthday. Vanessabitchx Parischiennetrvprod91 Part1

HD 0:39 / 29:44

Offered to a Good Cock for Her Birthday. Vanessabitchx Parischiennetrvprod91 Part1

FapHouse 11 months ago

Waiting for mistress

Waiting for mistress

FapHouse 2 years ago

New JOI Vid!! Super Sexy Goth Outfit

HD 1:01 / 12:47

New JOI Vid!! Super Sexy Goth Outfit

FapHouse 2 years ago

Mike Swift & David Golden Private Show

63% HD 2:00 / 8:10

Mike Swift & David Golden Private Show

Flirt4Free 2 months ago

Gina Gets Fucked by a Fan

66% 0:39 / 5:26

Gina Gets Fucked by a Fan

FapHouse 1 year ago

Sissy in High Heels

Sissy in High Heels

FapHouse 1 week ago

flexing with speedos on

flexing with speedos on

Flirt4Free 14 years ago

Micky Mackenzie Private Show

66% HD 2:00 / 1:02:46

Micky Mackenzie Private Show

Flirt4Free 12 years ago

Desire Sweet Private Show

Desire Sweet Private Show

Flirt4Free 2 weeks ago

Enjoying a ride on a dildo and cuming

Enjoying a ride on a dildo and cuming

FapHouse 3 years ago

Lexie Babe Private Show

HD 2:00 / 11:51

Lexie Babe Private Show

Flirt4Free 3 years ago

Aline Wants You to Break Her Hairy Burburja Ass

63% HD 0:39 / 2:24

Aline Wants You to Break Her Hairy Burburja Ass

FapHouse 8 months ago

Sissy Chastity Piss and Cum

HD 0:25 / 11:06

Sissy Chastity Piss and Cum

Clips4sale 2 months ago

Marian & Richard Private Show

Marian & Richard Private Show

Flirt4Free 1 week ago

Anthony Hard Private Show

Anthony Hard Private Show

Flirt4Free 12 years ago

Anthony Hard Private Show

HD 2:00 / 10:23

Anthony Hard Private Show

Flirt4Free 12 years ago

Tall Bodybuilder in Small Underwear Tied Up

HD 2:00 / 44:37

Tall Bodybuilder in Small Underwear Tied Up

Flirt4Free 9 years ago

Luna Florez Private Show

4K 2:00 / 10:49

Luna Florez Private Show

Flirt4Free 13 hours ago

Shaved Caged Plugged with Tail

Shaved Caged Plugged with Tail

FapHouse 2 years ago

Legendary Brutus K and His Bulge

57% HD 2:00 / 1:01:13

Legendary Brutus K and His Bulge

Flirt4Free 8 years ago

Mummified in Pantyhose Cocoon Vulnerable Encased Inside Nylon

HD 0:39 / 1:06:20

Mummified in Pantyhose Cocoon Vulnerable Encased Inside Nylon

FapHouse 2 months ago

Sissy Hubby Worships Domina High Heel Mules & Black Stockings Nylon Feet - Dame Olga 1080p (003B)

Sissy Hubby Worships Domina High Heel Mules & Black Stockings Nylon Feet - Dame Olga 1080p (003B)

Clips 3 weeks ago

Marian & Richard Private Show

58% HD 2:00 / 4:23

Marian & Richard Private Show

Flirt4Free 2 months ago

Marian & Richard Private Show

Marian & Richard Private Show

Flirt4Free 3 weeks ago

Flaccid to Errect Slow Motion

63% HD 1:01 / 14:35

Flaccid to Errect Slow Motion

FapHouse 1 year ago

Paying Bets

63% HD 2:00 / 7:28

Flirt4Free 8 months ago

Sophia Loreen Private Show

63% HD 2:00 / 21:41

Sophia Loreen Private Show

Flirt4Free 2 years ago

I'm Anaka, a Nymphomaniac Using a Daildo.

HD 0:39 / 15:10

I'm Anaka, a Nymphomaniac Using a Daildo.

FapHouse 2 weeks ago

Quickie with Jenny.

Quickie with Jenny.

FapHouse 1 week ago

Aya Anderson Private Show

HD 2:00 / 19:24

Aya Anderson Private Show

Flirt4Free 1 year ago

Luke Hardy & Cristian Ford Private Show

63% HD 2:00 / 8:41

Luke Hardy & Cristian Ford Private Show

Flirt4Free 2 years ago

Aron & Master & Elvis Private Show

HD 2:00 / 53:55

Aron & Master & Elvis Private Show

Flirt4Free 3 years ago

Brutus K Private Show

Brutus K Private Show

Flirt4Free 11 years ago

A Sissy Bitch Tries Fucking Herself with a Dildo for the First Time.

A Sissy Bitch Tries Fucking Herself with a Dildo for the First Time.

FapHouse 1 month ago

Her Prisoner Part 24 - Sissy Training VII

61% 4K 0:51 / 10:40

Her Prisoner Part 24 - Sissy Training VII

Clips4sale 3 years ago

Paulo & Jose & Sander Private Show

64% HD 2:00 / 11:56

Paulo & Jose & Sander Private Show

Flirt4Free 4 months ago

Corrine Dittmann Private Show

65% 4K 2:00 / 24:21

Corrine Dittmann Private Show

Flirt4Free 4 months ago

Sophie Fantasy Private Show

61% HD 2:00 / 8:20

Sophie Fantasy Private Show

Flirt4Free 1 month ago

Cdmichelle Wearing Strech Pants

61% 0:39 / 12:43

Cdmichelle Wearing Strech Pants

FapHouse 6 months ago

Sophia Loreen Party on Aug 20, 2026 - Part 3

Sophia Loreen Party on Aug 20, 2026 - Part 3

Flirt4Free 1 month ago

Horny by My Extreme Fetish Wedges

55% HD 0:39 / 2:44

Horny by My Extreme Fetish Wedges

FapHouse 2 years ago

Sissy Humiliation Dreams

HD 0:39 / 12:42

Sissy Humiliation Dreams

FapHouse 1 month ago

Sexy Asian Sissy Ponyboy Showing Her New Look in the Car and Walking Around It

Sexy Asian Sissy Ponyboy Showing Her New Look in the Car and Walking Around It

FapHouse 2 years ago

Showing off Sexy Outfit

Showing off Sexy Outfit

FapHouse 1 year ago

Viky & Master Private Show

58% HD 2:00 / 14:39

Viky & Master Private Show

Flirt4Free 1 year ago

Make him cum like a whore with finger in his ass - Epic cumshot view

Make him cum like a whore with finger in his ass - Epic cumshot view

FapHouse 3 years ago

Hard Cock to Cum and Flaccid Pissing

64% HD 0:39 / 8:16

Hard Cock to Cum and Flaccid Pissing

FapHouse 1 year ago

Big Dick Trans Girl Lactating Her Tits with Vacuum and Cumming a Big Load After Jerking off

62% HD 1:01 / 17:20

Big Dick Trans Girl Lactating Her Tits with Vacuum and Cumming a Big Load After Jerking off

FapHouse 7 months ago

Black Shiny Zentai Suit Sissy Femboy Plays with Anal Beads with Huge Cumshot

65% HD 1:01 / 19:35

Black Shiny Zentai Suit Sissy Femboy Plays with Anal Beads with Huge Cumshot

FapHouse 1 year ago

Sissy Ponyboy in Yellow Dress and High Heels Dancing for Camera and Shows Her Yellow Pussy

65% HD 1:01 / 5:24

Sissy Ponyboy in Yellow Dress and High Heels Dancing for Camera and Shows Her Yellow Pussy

FapHouse 2 years ago

Greek CD Anal with Big Dildo and Fisting

HD 0:39 / 13:16

Greek CD Anal with Big Dildo and Fisting

FapHouse 11 months ago

Spandex-nylon-feet handsfree cum

HD 1:01 / 20:22

Spandex-nylon-feet handsfree cum

FapHouse 5 years ago

I Sneaked Into a Construction Site in My Own College on a Rainy Night, Teased My Dirty Sissy Pussy Until It Became a Total Mess.

60% HD 0:39 / 10:37

I Sneaked Into a Construction Site in My Own College on a Rainy Night, Teased My Dirty Sissy Pussy Until It Became a Total Mess.

FapHouse 11 months ago

Sexy CD in Stockings and Leopard Panties Riding Dildo Tucked and Taped

Sexy CD in Stockings and Leopard Panties Riding Dildo Tucked and Taped

FapHouse 1 week ago

Boss ladyboy in stilettos and pantyhose shows off beautiful feet and cock

HD 0:39 / 17:27

Boss ladyboy in stilettos and pantyhose shows off beautiful feet and cock

FapHouse 3 years ago

*** Wearing a Tight Skirt, Black Garterbelt and Stockings Inserts a Cucumber Into Her Hole and Goes Out on the Street

63% HD 0:39 / 8:06

*** Wearing a Tight Skirt, Black Garterbelt and Stockings Inserts a Cucumber Into Her Hole and Goes Out on the Street

FapHouse 1 year ago

Asmr with Engsub. Bossy Master in Black Nylons Gives a Sticky Footjob and Humiliates. Now It's Your Turn to Dominate Her Back.

HD 0:39 / 12:53

Asmr with Engsub. Bossy Master in Black Nylons Gives a Sticky Footjob and Humiliates. Now It's Your Turn to Dominate Her Back.

FapHouse 10 months ago

Tomas Dominates the Sissy Femboy Ken Runs Through His Body

63% HD 1:01 / 26:30

Tomas Dominates the Sissy Femboy Ken Runs Through His Body

FapHouse 5 months ago

Ricardo Acosta Private Show

Ricardo Acosta Private Show

Flirt4Free 4 years ago

Elena Andreou Greek Cross Slut Solo in Living Room Anal Cum

58% HD 0:39 / 9:26

Elena Andreou Greek Cross Slut Solo in Living Room Anal Cum

FapHouse 2 years ago

Private Sissygasm Show

HD 1:01 / 10:07

Private Sissygasm Show

FapHouse 1 month ago

Sophia Loreen Private Show

66% HD 2:00 / 9:55

Sophia Loreen Private Show

Flirt4Free 6 months ago

Mike Swift & David Golden Private Show

58% HD 2:00 / 31:22

Mike Swift & David Golden Private Show

Flirt4Free 2 months ago

Sophia Loreen Private Show

66% 4K 2:00 / 12:26

Sophia Loreen Private Show

Flirt4Free 1 month ago

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55,940 results found

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