Crossdresser Bondage Videos (1,854)

PVC Domme Ana Corvida Strapped Up and Hitachi'ed

61% 0:26 / 8:02

PVC Domme Ana Corvida Strapped Up and Hitachi'ed

Clips4sale 2 years ago

Bianca tied by Vanessa MP4 Full HD (1080p) starring Biancabound & Vanessa Fetish

65% HD 0:30 / 12:18

Bianca tied by Vanessa MP4 Full HD (1080p) starring Biancabound & Vanessa Fetish

Clips4sale 1 year ago

Neptune Bound Breathplay HOM w Plastic Bag

62% HD 0:11 / 13:19

Neptune Bound Breathplay HOM w Plastic Bag

Clips4sale 4 years ago

BDSM Nurses perform tremblr milking machine demonstration

66% 0:30 / 18:37

BDSM Nurses perform tremblr milking machine demonstration

Clips4sale 5 months ago

Femdom Stories #16: Assigned to My Cage

HD 0:25 / 19:12

Femdom Stories #16: Assigned to My Cage

Clips4sale 2 weeks ago

The Contract Fucker Part 1 (MP4 HD)

57% HD 0:30 / 8:18

The Contract Fucker Part 1 (MP4 HD)

Clips4sale 1 year ago

Stuffed and Hogtied

HD 0:10 / 10:39

Stuffed and Hogtied

LoyalFans 1 year ago

A Hostile Sissy Hostel

A Hostile Sissy Hostel

Clips4sale 7 months ago

Putting on Female Suit and Getting Intimate

56% HD 0:11 / 19:01

Putting on Female Suit and Getting Intimate

Clips4sale 4 years ago

Sandra in Self Bondage in her Red Satin Blouse

Sandra in Self Bondage in her Red Satin Blouse

Clips4sale 1 year ago

Sandra's "Self-Bondage" Strappado

Sandra's "Self-Bondage" Strappado

Clips4sale 2 years ago

COUPLE BONDAGE WITH PAULA

46% 0:11 / 4:02

COUPLE BONDAGE WITH PAULA

Clips4sale 1 year ago

Plugged, Caged, and Punished

Plugged, Caged, and Punished

Clips4sale 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

75% 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 11 months ago

Sissy Roommate Caught: Bound & Tease By Goddess Jasmin Jai

60% HD 0:10 / 20:58

Sissy Roommate Caught: Bound & Tease By Goddess Jasmin Jai

LoyalFans 4 weeks ago

TS Zoe Swoze Gets Introduced to Bondage!

67% 0:41 / 29:17

TS Zoe Swoze Gets Introduced to Bondage!

Clips4sale 11 months ago

Hot Sissy Extreme 16cm High Heel Shoe Removal Challenge + Milking

66% 4K 0:27 / 1:12:41

Hot Sissy Extreme 16cm High Heel Shoe Removal Challenge + Milking

Clips4sale 3 months ago

Extreme Hogtie Punishment: Lift Your Head or Get Shocked! Drooling and Leaking in Collapse

Extreme Hogtie Punishment: Lift Your Head or Get Shocked! Drooling and Leaking in Collapse

Clips4sale 10 months ago

TS Natalie Carnot Strapped Up in Her Longline Bra and Garter Belt

60% 0:35 / 15:43

TS Natalie Carnot Strapped Up in Her Longline Bra and Garter Belt

Clips4sale 2 years ago

CD Neptune Bound Orgasm Attempt

57% HD 0:11 / 17:52

CD Neptune Bound Orgasm Attempt

Clips4sale 4 years ago

Secretary Sevrynn captured colleague Kinky Niamh for trying to steal her job

Secretary Sevrynn captured colleague Kinky Niamh for trying to steal her job

Clips4sale 2 years ago

Ms Marceau's Bondage Model Training Manual pt 2

61% HD 0:08 / 10:24

Ms Marceau's Bondage Model Training Manual pt 2

Clips4sale 2 years ago

Sissy Slut - Dance to the Rhythm of My Single Tail - Real Time Session Recording

Sissy Slut - Dance to the Rhythm of My Single Tail - Real Time Session Recording

Clips4sale 3 years ago

HIGH HEELS VIBRATOR BONDAGE PUNISHMENT RETURNS - SHAKING & TREMBLING RUBBERSLAVE MILKED WITH NO SAFEWORD

HIGH HEELS VIBRATOR BONDAGE PUNISHMENT RETURNS - SHAKING & TREMBLING RUBBERSLAVE MILKED WITH NO SAFEWORD

Clips4sale 9 months ago

TS Chelsea Sass Tied in Her Pink Blouse and Tight Skirt

HD 0:25 / 10:03

TS Chelsea Sass Tied in Her Pink Blouse and Tight Skirt

Clips4sale 3 weeks ago

Niamh bound and gagged by Bella Luxx - FULL THREE SCENE COLLECTION feat. Calisa Bliss, Constance & Juliana Marie

Niamh bound and gagged by Bella Luxx - FULL THREE SCENE COLLECTION feat. Calisa Bliss, Constance & Juliana Marie

Clips4sale 1 year ago

Sissy Sluts Part 1

48% HD 0:10 / 12:49

Sissy Sluts Part 1

LoyalFans 5 years ago

LADY SCARLET - NYLON, ROPES AND FILM FOR MY SISSIES hd

63% HD 0:41 / 26:52

LADY SCARLET - NYLON, ROPES AND FILM FOR MY SISSIES hd

Clips4sale 1 year ago

9:55 of glossy black tape punishment in crisp HD. Bad girls get completely wrapped – and tonight I was wrapped in nothing but matte black PVC tape.

9:55 of glossy black tape punishment in crisp HD. Bad girls get completely wrapped – and tonight I was wrapped in nothing but matte black PVC tape.

Clips4sale 10 months ago

Neptune Gets Fucked!

Neptune Gets Fucked!

Clips4sale 5 years ago

Chinese Little Fake Girl Experience 'Caught in the Cage, Machine Dildo'

Chinese Little Fake Girl Experience 'Caught in the Cage, Machine Dildo'

Clips4sale 1 year ago

Live in sissy girls uniform inspection

68% 0:30 / 6:12

Live in sissy girls uniform inspection

Clips4sale 1 year ago

Sandra Gibbons - Little Black Dress (mp4 HD)

HD 0:30 / 12:49

Sandra Gibbons - Little Black Dress (mp4 HD)

Clips4sale 1 year ago

Kinky Bitch - sissy training 1

4K 0:43 / 12:10

Kinky Bitch - sissy training 1

Clips4sale 5 months ago

Bound Ho-bag pt 2

61% 0:27 / 12:50

Bound Ho-bag pt 2

Clips4sale 3 years ago

LATEX BONDAGE SHEMALE DEEPTHROAT SUB CROSSDRESSER IN RED HAIR P1

86% HD 0:22 / 10:19

LATEX BONDAGE SHEMALE DEEPTHROAT SUB CROSSDRESSER IN RED HAIR P1

Clips4sale 2 years ago

Man Catcher - shackled sissy maid training *wmv*

53% 4K 0:25 / 10:26

Man Catcher - shackled sissy maid training *wmv*

Clips4sale 8 months ago

Vibrator Ruining in Nylon Catsuit

68% HD 0:10 / 14:52

Vibrator Ruining in Nylon Catsuit

Clips4sale 5 years ago

TS Klintelle Moore and Ruby Bunny in the Liplocker Gag!

56% 0:32 / 12:18

TS Klintelle Moore and Ruby Bunny in the Liplocker Gag!

Clips4sale 3 years ago

Ava Venom Double FemDom Ballbusted in Bondage Ft Goddess Lilith and Giselle Driller

Ava Venom Double FemDom Ballbusted in Bondage Ft Goddess Lilith and Giselle Driller

Clips4sale 1 year ago

DEEPTHROAT & FUCKING MY LATEX SLAVE - Hooked on Latex Precum FULL 44m Version 1080p compressed

63% HD 0:30 / 43:41

DEEPTHROAT & FUCKING MY LATEX SLAVE - Hooked on Latex Precum FULL 44m Version 1080p compressed

Clips4sale 7 months ago

TS Natalie Carnot in Chastity, Panel Gagged and Hogtied!

67% 0:35 / 12:55

TS Natalie Carnot in Chastity, Panel Gagged and Hogtied!

Clips4sale 1 year ago

RETRIBUTION - The FULL Chapter 2 *MOV*

4K 0:33 / 1:58:55

RETRIBUTION - The FULL Chapter 2 *MOV*

Clips4sale 4 months ago

Kinky Bitch - sissy training part 1

68% 4K 0:43 / 12:10

Kinky Bitch - sissy training part 1

Clips4sale 5 months ago

Freakshow Glory Hole Mouth Pillaging (1080p)

HD 0:24 / 11:06

Freakshow Glory Hole Mouth Pillaging (1080p)

Clips4sale 1 year ago

Jessica Chen in Her School Uniform Gets Help with Self Bondage

Jessica Chen in Her School Uniform Gets Help with Self Bondage

Clips4sale 7 months ago

Extreme Puppy Endurance Hell While Wearing a Flat Chastity Cage and 55mm Gag

Premium 1:04:53

Extreme Puppy Endurance Hell While Wearing a Flat Chastity Cage and 55mm Gag

Clips4sale 10 months ago

Sandra Self Bound in Her Blue Sweater and Shiny Nylon Skirt

Sandra Self Bound in Her Blue Sweater and Shiny Nylon Skirt

Clips4sale 5 years ago

LADY SCARLET - NYLON TRAP hd

Premium HD 25:42

LADY SCARLET - NYLON TRAP hd

Clips4sale 2 years ago

Sandra Plays at Self Bondage with the Irish Eight Cuffs

Sandra Plays at Self Bondage with the Irish Eight Cuffs

Clips4sale 3 years ago

Sandra "Comes Out" to Star Nine, Her Step-Mother's Caretaker

50% HD 0:36 / 21:48

Sandra "Comes Out" to Star Nine, Her Step-Mother's Caretaker

Clips4sale 5 years ago

Face Fucking The Captured Hussie (1080p)

55% HD 0:30 / 4:55

Face Fucking The Captured Hussie (1080p)

Clips4sale 4 months ago

Public humiliation for sissy bitch - Miss Eva Ray - MP4 HD

Public humiliation for sissy bitch - Miss Eva Ray - MP4 HD

Clips4sale 1 year ago

TS Ruby Bunny Ball Gagged, Penis Gagged and Tape Gagged Before the Convention

TS Ruby Bunny Ball Gagged, Penis Gagged and Tape Gagged Before the Convention

Clips4sale 3 years ago

Athena's Latex Slut

71% 0:30 / 44:39

Athena's Latex Slut

Clips4sale 1 year ago

The Gay Awakening Podcast Episode #21

57% HD 0:20 / 9:50

The Gay Awakening Podcast Episode #21

Clips4sale 3 years ago

My Encased Crossdresser (Remastered Long Version)

57% HD 0:12 / 19:01

My Encased Crossdresser (Remastered Long Version)

Clips4sale 4 years ago

Femdom Chair Bondage- Stella Liberty puts Deanne in Rope and whips and shocks her with electric play - HD MP4

Premium HD 23:04

Femdom Chair Bondage- Stella Liberty puts Deanne in Rope and whips and shocks her with electric play - HD MP4

Clips4sale 10 months ago

Femboy Covered in Milky Slime - Intense Self-Bondage in the Pool

HD 0:12 / 18:30

Femboy Covered in Milky Slime - Intense Self-Bondage in the Pool

Clips4sale 5 months ago

Sissy Faggot Milking - 1080HD

HD 0:15 / 10:57

Sissy Faggot Milking - 1080HD

Clips4sale 1 week ago

Sissification And Rope Bondage For Nosey Step-Brother (low res mp4)

56% HD 0:32 / 26:57

Sissification And Rope Bondage For Nosey Step-Brother (low res mp4)

Clips4sale 2 years ago

Sandra Strapped Up by Star Nine in Her Gold Leggings

63% 0:33 / 20:47

Sandra Strapped Up by Star Nine in Her Gold Leggings

Clips4sale 1 year ago

4 Miss Senza Pietà: Gangbang Hardcore, Dominazione e Inculata di Gruppo!

Premium HD 15:14

4 Miss Senza Pietà: Gangbang Hardcore, Dominazione e Inculata di Gruppo!

Clips4sale 3 weeks ago

LADY RENEE TALKS HER FRIEND JON INTO MODELLING

HD 0:18 / 11:13

LADY RENEE TALKS HER FRIEND JON INTO MODELLING

Clips4sale 4 years ago

Busty Sandra in Self Bondage in Her Print Top and Latex Hood

65% 0:35 / 19:48

Busty Sandra in Self Bondage in Her Print Top and Latex Hood

Clips4sale 4 months ago

Cute Maid Femboy in Extreme Suspension Shibari Torment - Frilly Outfit, Black Stockings, High Heels, Rope Hoist & Vibrator Tease During Intense Hanging Struggle

65% 0:30 / 2:04:22

Cute Maid Femboy in Extreme Suspension Shibari Torment - Frilly Outfit, Black Stockings, High Heels, Rope Hoist & Vibrator Tease During Intense Hanging Struggle

Clips4sale 9 months ago

Cum eating Crossdresser Eating Alpha Cum, Crossdressing and made to do humiliating tasks for her pleasure!

Cum eating Crossdresser Eating Alpha Cum, Crossdressing and made to do humiliating tasks for her pleasure!

Clips4sale 1 year ago

DINA TALKS HER SISSY FRIEND MIA INTO MODELLING

52% 0:10 / 12:00

DINA TALKS HER SISSY FRIEND MIA INTO MODELLING

Clips4sale 3 years ago

PANTYHOSE GAG AND BREATHPLAY TRAINING

60% 0:12 / 20:18

PANTYHOSE GAG AND BREATHPLAY TRAINING

Clips4sale 2 years ago

A beautiful crossdresser is tightly bound with 200 meters of thin rope, collared to the ground, and gagged with stockings and tape. If she escapes, she wins 7 days of freedom; if not, she'll be completely drained and remain captive.

Premium 1:13:44

A beautiful crossdresser is tightly bound with 200 meters of thin rope, collared to the ground, and gagged with stockings and tape. If she escapes, she wins 7 days of freedom; if not, she'll be completely drained and remain captive.

Clips4sale 10 months ago

Birthday Bi Party - Part Two - 1 - WMV (HD)

Birthday Bi Party - Part Two - 1 - WMV (HD)

Clips4sale 3 years ago

Birthday Bi Party - Part Two - 2 - HD

64% HD 0:18 / 3:24

Birthday Bi Party - Part Two - 2 - HD

Clips4sale 3 years ago

The Slave Huntress (MP4)

55% 0:30 / 56:54

The Slave Huntress (MP4)

Clips4sale 5 months ago

THE BOOTSNIFFER

THE BOOTSNIFFER

Clips4sale 3 years ago

Sissy Overnights! CD Mila & Tatianna Love MP4

Sissy Overnights! CD Mila & Tatianna Love MP4

Clips4sale 5 months ago

LADY SCARLET - NYLON, ROPES AND FILM FOR MY SISSIES mobile

63% HD 0:41 / 26:52

LADY SCARLET - NYLON, ROPES AND FILM FOR MY SISSIES mobile

Clips4sale 1 year ago

ShinyCat - PVC catsuit armbinder and belts struggle

ShinyCat - PVC catsuit armbinder and belts struggle

Clips4sale 1 year ago

Bizarre Bi Sluts (MP4)

56% 0:30 / 21:40

Bizarre Bi Sluts (MP4)

Clips4sale 1 year ago

Dani M Love Tied, Hogtied and Tickled in Her Japanese School Uniform

69% 0:29 / 6:41

Dani M Love Tied, Hogtied and Tickled in Her Japanese School Uniform

Clips4sale 3 years ago

Gefesselt in Leder

Gefesselt in Leder

Clips4sale 1 year ago

Moving her sissy maid from the concrete hole to the cage *MOV*

57% 4K 0:27 / 10:12

Moving her sissy maid from the concrete hole to the cage *MOV*

Clips4sale 2 years ago

Crossdresser Shibari

51% HD 0:11 / 3:18

Crossdresser Shibari

Clips4sale 4 years ago

Silicone Female Doll Suit - Self Mummification gone wrong

63% 0:11 / 29:52

Silicone Female Doll Suit - Self Mummification gone wrong

Clips4sale 1 year ago

Sandra with Domme Star Nine in Her Black PVC Dress

55% HD 0:37 / 13:39

Sandra with Domme Star Nine in Her Black PVC Dress

Clips4sale 4 years ago

TS Ana Tied Up, Hogtied and Locked in Chastity

67% 0:37 / 19:58

TS Ana Tied Up, Hogtied and Locked in Chastity

Clips4sale 2 years ago

YOU JUST HAVE TO ASK - PART 2 - RED HIGH HEELS

HD 0:14 / 13:11

YOU JUST HAVE TO ASK - PART 2 - RED HIGH HEELS

Clips4sale 4 years ago

(650) Sissy Compilation #2: Crossdresser, Sissification, Sissygasm - Zoulette (1080p)

4K 0:30 / 10:00

(650) Sissy Compilation #2: Crossdresser, Sissification, Sissygasm - Zoulette (1080p)

Clips4sale 9 months ago

TS Klintelle Moore Gets a Hand with Her Self Bondage

65% 0:33 / 21:56

TS Klintelle Moore Gets a Hand with Her Self Bondage

Clips4sale 3 years ago

TS Natalie Carnot in her Girdle, Stockings, Tennis Shoes and Swimcap

57% 0:30 / 10:42

TS Natalie Carnot in her Girdle, Stockings, Tennis Shoes and Swimcap

Clips4sale 10 months ago

Bullying her Sissy Balls Part 2: Humiliating Ball Weights

HD 0:10 / 10:43

Bullying her Sissy Balls Part 2: Humiliating Ball Weights

LoyalFans 1 month ago

Jessica Kat as Velma Gets a Halloween Surprise

43% 0:31 / 25:39

Jessica Kat as Velma Gets a Halloween Surprise

Clips4sale 2 years ago

Sissy Maid To Cum - 1080HD

Sissy Maid To Cum - 1080HD

Clips4sale 2 years ago

Painted Doll Transformation – Full Sealed Fantasy

Painted Doll Transformation – Full Sealed Fantasy

Clips4sale 1 year ago

Chastity Slut Electrical Torment (1080p)

Chastity Slut Electrical Torment (1080p)

Clips4sale 8 months ago

Bondage slave

Clips4sale 1 year ago

1 Hour Standing Rope Predicament! Sissy in Coffee Oil Pantyhose & Locked 14cm Heels Milked With 150m Red Snake Bondage!

1 Hour Standing Rope Predicament! Sissy in Coffee Oil Pantyhose & Locked 14cm Heels Milked With 150m Red Snake Bondage!

Clips4sale 5 months ago

Dildo Dolly 4

58% 0:11 / 11:52

Clips4sale 3 years ago

Gamer Girl [Part 1]

4K 0:11 / 15:44

Gamer Girl [Part 1]

Clips4sale 4 years ago

Tied Up Crossdresser Slave Gets Wanked Off By The Pantyhose Encasement Queen (MP4 FULL HD)

65% HD 0:12 / 21:21

Tied Up Crossdresser Slave Gets Wanked Off By The Pantyhose Encasement Queen (MP4 FULL HD)

Clips4sale 2 years ago

TS Natalie Carnot's Strict Hooded Hogtie

63% 0:35 / 11:44

TS Natalie Carnot's Strict Hooded Hogtie

Clips4sale 2 years ago

Slut Milking (1080p)

52% HD 0:12 / 15:15

Slut Milking (1080p)

Clips4sale 1 year ago

Role Play Session DID

45% HD 0:11 / 24:05

Role Play Session DID

Clips4sale 3 years ago

Kinky Niamh bound, gagged, and edged to orgasm by Jennifer Lunden

56% 0:30 / 17:49

Kinky Niamh bound, gagged, and edged to orgasm by Jennifer Lunden

Clips4sale 1 year ago

Caught My Boyfriend Cheating With A Tranny Part 2

54% HD 0:25 / 12:11

Caught My Boyfriend Cheating With A Tranny Part 2

Clips4sale 3 years ago

Sissy Mila CBT FULL MP4

Sissy Mila CBT FULL MP4

Clips4sale 5 months ago

TS Natalie Carnot's Self Bondage with the Irish Eight Handcuffs!

54% 0:26 / 12:44

TS Natalie Carnot's Self Bondage with the Irish Eight Handcuffs!

Clips4sale 1 year ago

Breaking Sissy Ass

49% HD 0:10 / 17:07

Breaking Sissy Ass

LoyalFans 1 year ago

Erica's Punishment Paddling

Erica's Punishment Paddling

Clips4sale 3 years ago

TS Ana Corvida Hires a Self-Bondage Assistant!

HD 0:25 / 20:59

TS Ana Corvida Hires a Self-Bondage Assistant!

Clips4sale 3 weeks ago

ALONE & CUMMING 2: HELPLESS SQUIRTING ALL OVER YOUR LATEX- 45m of cruel edging+ double orgasm - LATEX LAYERED CUMDOLL ON EDGE special Edition

Premium HD 44:27

ALONE & CUMMING 2: HELPLESS SQUIRTING ALL OVER YOUR LATEX- 45m of cruel edging+ double orgasm - LATEX LAYERED CUMDOLL ON EDGE special Edition

Clips4sale 4 months ago

HIGH HEELS VIBRATOR BONDAGE TRAINING RETURNS - part 1 - HELPLESS RUBBERSLUT EDGED WITH NO SAFEWORD Remastered HD rb

Premium HD 22:37

HIGH HEELS VIBRATOR BONDAGE TRAINING RETURNS - part 1 - HELPLESS RUBBERSLUT EDGED WITH NO SAFEWORD Remastered HD rb

Clips4sale 8 months ago

Milf Jeanne Spreadeagled and Pantyhose Encased

59% 0:37 / 16:49

Milf Jeanne Spreadeagled and Pantyhose Encased

Clips4sale 2 years ago

Milf Jeanne Stays Over at Sandra's Airbnb

49% 0:37 / 26:45

Milf Jeanne Stays Over at Sandra's Airbnb

Clips4sale 3 years ago

HOME INVASION AWRY: LEATHERGLOVE SMOTHERING

61% 0:11 / 15:44

HOME INVASION AWRY: LEATHERGLOVE SMOTHERING

Clips4sale 2 years ago

Bettie Cho in Handcuffs, Chinese-Style Bondage, and Poletied

Bettie Cho in Handcuffs, Chinese-Style Bondage, and Poletied

Clips4sale 1 year ago

Sissy "Locked" into Her New Life (1080p)

HD 0:16 / 13:17

Sissy "Locked" into Her New Life (1080p)

Clips4sale 1 month ago

How Jenny's Neighbour Takes Advantage Of His Bondage Slut Fully Encased In Pantyhose (MP4 FULL HD)

64% HD 0:12 / 12:20

How Jenny's Neighbour Takes Advantage Of His Bondage Slut Fully Encased In Pantyhose (MP4 FULL HD)

Clips4sale 2 years ago

Amateur Transvestite Three-Some 4

72% HD 0:30 / 1:30:00

Amateur Transvestite Three-Some 4

AEBN 13 years ago

Kristen Strictly Hogtied and Harness Gagged

61% 0:24 / 5:22

Kristen Strictly Hogtied and Harness Gagged

Clips4sale 2 years ago

Mistress Marceau Bondage Model Training Manual Part 1

HD 0:05 / 13:24

Mistress Marceau Bondage Model Training Manual Part 1

Clips4sale 2 years ago

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