Chastity Bondage Videos (335)

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

Transformation of the Sissy Gimp (4k)

Premium 4K 25:25

Transformation of the Sissy Gimp (4k)

Clips4sale 9 months ago

Mistress of the Night part II

64% 0:20 / 14:13

Mistress of the Night part II

Clips4sale 3 years ago

Ponygirl, struggling in ponymask and armbinder in 1080P

56% 4K 0:30 / 8:29

Ponygirl, struggling in ponymask and armbinder in 1080P

Clips4sale 11 months ago

Big Dick Trans Girl Gets Teased & Stroked By Latex Gloves While Tied Up

65% HD 0:10 / 23:58

Big Dick Trans Girl Gets Teased & Stroked By Latex Gloves While Tied Up

LoyalFans 1 month ago

Sissies Belong In Chastity (HD MP4)

53% 4K 0:30 / 15:17

Sissies Belong In Chastity (HD MP4)

Clips4sale 2 years ago

Dominant Overtaken

69% 0:23 / 32:56

Dominant Overtaken

Clips4sale 2 years ago

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon WMV

66% HD 0:27 / 44:35

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon WMV

Clips4sale 2 weeks ago

Sissies Belong In Chastity (SD MP4)

60% 4K 0:30 / 15:17

Sissies Belong In Chastity (SD MP4)

Clips4sale 2 years ago

Good Girl Fucked, Bad Girl Cucked

69% HD 1:00 / 29:25

Good Girl Fucked, Bad Girl Cucked

Clips4sale 3 years ago

Sissy Bunny Pegging: Lexi Sindel + Lianna Lawson + Kendra James, femdom, feminized, anal

HD 0:10 / 22:53

Sissy Bunny Pegging: Lexi Sindel + Lianna Lawson + Kendra James, femdom, feminized, anal

LoyalFans 2 weeks ago

Latex Sissy Maid Training

70% 0:30 / 21:33

Latex Sissy Maid Training

Clips4sale 1 year ago

Anal Piggy Punishment: Big Boob Mistress, Pegging with Chastity, Extreme Humiliation, and Deep Fisting FULL-LENGTH (1080p)

67% HD 0:30 / 58:54

Anal Piggy Punishment: Big Boob Mistress, Pegging with Chastity, Extreme Humiliation, and Deep Fisting FULL-LENGTH (1080p)

Clips4sale 2 years ago

Hole Clinic

61% HD 0:30 / 38:29

Clips4sale 1 year ago

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined by Intruder

54% HD 0:10 / 31:04

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined by Intruder

LoyalFans 1 year ago

A Bound Prostate Milking for the Sissy Slave

66% 0:20 / 17:51

A Bound Prostate Milking for the Sissy Slave

Clips4sale 2 years 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 9 months ago

Vibrator Ruining in Nylon Catsuit

68% HD 0:10 / 14:52

Vibrator Ruining in Nylon Catsuit

Clips4sale 5 years ago

Predicament! Threesome Rope Bondage

70% HD 0:10 / 13:17

Predicament! Threesome Rope Bondage

LoyalFans 1 year 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

Submissive trans girl Suffers Mindfuck Electric Shock Timer Game

56% HD 0:28 / 24:56

Submissive trans girl Suffers Mindfuck Electric Shock Timer Game

Clips4sale 1 year ago

TS Ana Corvida Hires a Self-Bondage Assistant!

HD 0:25 / 20:59

TS Ana Corvida Hires a Self-Bondage Assistant!

Clips4sale 1 week ago

Blind Worship, Raw Reward

HD 0:10 / 13:37

Blind Worship, Raw Reward

LoyalFans 1 year 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 1 week ago

Chastity Prisoner Anal Hooked and Vibed

61% 0:23 / 48:28

Chastity Prisoner Anal Hooked and Vibed

Clips4sale 1 year ago

Sissy bride chastity - Wedding night tease

50% 0:11 / 12:31

Sissy bride chastity - Wedding night tease

Clips4sale 2 years ago

Chastity release milking - tease and denial

Chastity release milking - tease and denial

Clips4sale 2 years ago

Ponygirl omocha - Pretty Pink Unicorn Pony Trained for Auction Then Bound And Fucked Until She Squirts

Ponygirl omocha - Pretty Pink Unicorn Pony Trained for Auction Then Bound And Fucked Until She Squirts

Clips4sale 8 months ago

Feminized and Deceived (Sissification) [4K] | Lady Vi and Scarlett Sensi

51% 4K 0:56 / 31:00

Feminized and Deceived (Sissification) [4K] | Lady Vi and Scarlett Sensi

Clips4sale 1 year ago

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined by Intruder

68% 0:30 / 31:03

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined by Intruder

Clips4sale 1 year ago

TS Ana Corvida All Taped Up and Locked in Chastity

TS Ana Corvida All Taped Up and Locked in Chastity

Clips4sale 3 months ago

Routine Inspection Pt 1

67% HD 0:10 / 11:43

Routine Inspection Pt 1

LoyalFans 1 year ago

TS Ana Corvida All Strapped Up in Her Plaid Dress

TS Ana Corvida All Strapped Up in Her Plaid Dress

Clips4sale 10 months ago

Chastity Locked Sissy Suspended in Red Rope! High Heel Trample, Nipple Play & Prostate Tease!

Premium 4K 1:03:41

Chastity Locked Sissy Suspended in Red Rope! High Heel Trample, Nipple Play & Prostate Tease!

Clips4sale 2 days ago

Chastity & Anal Training My Collared Slave Girl - Bondage, Denial & Strict Control! with River Enza - 4K MP4

4K 0:28 / 16:02

Chastity & Anal Training My Collared Slave Girl - Bondage, Denial & Strict Control! with River Enza - 4K MP4

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

Caged Kitty Breeding: Trans Mistress Inflicts Cruel Bondage On Pet Play Tgirl With Big Dick Then Fucks Her In The Anal Til Cumshot

57% HD 0:29 / 21:53

Caged Kitty Breeding: Trans Mistress Inflicts Cruel Bondage On Pet Play Tgirl With Big Dick Then Fucks Her In The Anal Til Cumshot

Clips4sale 2 years ago

Submissive Slut Bound and Fucked Part 1

Premium 4K 37:55

Submissive Slut Bound and Fucked Part 1

Clips4sale 1 month ago

Bound And Denied Sissy Maid (WMV)

Premium HD 17:27

Bound And Denied Sissy Maid (WMV)

Clips4sale 2 weeks ago

TS Ana Corvida in Chastity Agrees to Try Some Bondage

59% 0:31 / 13:32

TS Ana Corvida in Chastity Agrees to Try Some Bondage

Clips4sale 1 year 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

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

Full Mouth Gag Device Bondage Submissive Tgirl Shock Collar Pain Slut Training

68% HD 0:30 / 13:38

Full Mouth Gag Device Bondage Submissive Tgirl Shock Collar Pain Slut Training

Clips4sale 1 year ago

Blue Bunny Femboy Rope Slave's Punishment Challenge - Ultra-Thin Rope Tight Standing Bind, Hands Wrapped, Mouth Stuffed, Chastity Locked & Cum in Chastity Hogtie Milking Until Exhaustion

Premium 1:04:52

Blue Bunny Femboy Rope Slave's Punishment Challenge - Ultra-Thin Rope Tight Standing Bind, Hands Wrapped, Mouth Stuffed, Chastity Locked & Cum in Chastity Hogtie Milking Until Exhaustion

Clips4sale 9 months ago

LOCKTOBER: Submissive Trans Girl, Bella Joie's Locked in Chastity and dominated

63% 0:15 / 26:57

LOCKTOBER: Submissive Trans Girl, Bella Joie's Locked in Chastity and dominated

Clips4sale 2 years ago

Bound and Gagged Little Fuckdoll w/Rianne May

63% HD 0:10 / 14:48

Bound and Gagged Little Fuckdoll w/Rianne May

LoyalFans 4 weeks ago

Jessica Chen in Her School Uniform Gets Help with Self Bondage

Jessica Chen in Her School Uniform Gets Help with Self Bondage

Clips4sale 6 months ago

Chastity Release! Teasing and fucking with Tranny Girl!

HD 0:26 / 12:20

Chastity Release! Teasing and fucking with Tranny Girl!

Clips4sale 3 years ago

Useless and Impaled

54% 0:21 / 1:11:14

Useless and Impaled

Clips4sale 1 year ago

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

63% HD 0:19 / 8:40

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

Clips4sale 1 year ago

Cucked with My Ass: Facesitting Humiliation

63% HD 0:41 / 20:11

Cucked with My Ass: Facesitting Humiliation

Clips4sale 1 year ago

Public humiliation for sissy bitch - Miss Eva Ray - MP4 4K Ultra HD

Public humiliation for sissy bitch - Miss Eva Ray - MP4 4K Ultra HD

Clips4sale 1 year ago

MM 3000

LoyalFans 2 years ago

Transformation of the Sissy Gimp (HD)

63% HD 0:30 / 25:25

Transformation of the Sissy Gimp (HD)

Clips4sale 9 months ago

futa dominatrix’s permanent sissification: transforming you into the perfect cockwhore sissy bitch - SD

futa dominatrix’s permanent sissification: transforming you into the perfect cockwhore sissy bitch - SD

Clips4sale 1 week ago

ANH-05 Black Silk Fishnet sissy · Heavy Shibari Bondage & Electro Play

63% 4K 0:17 / 11:43

ANH-05 Black Silk Fishnet sissy · Heavy Shibari Bondage & Electro Play

Clips4sale 2 months ago

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon MOV

62% HD 0:27 / 44:35

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon MOV

Clips4sale 1 year ago

THE PUNISHMENT BENCH: STRAP-ON, INTENSE EDGING & DENIAL

THE PUNISHMENT BENCH: STRAP-ON, INTENSE EDGING & DENIAL

LoyalFans 1 month ago

Chastity release milking - Cruel tease & denial

61% HD 0:10 / 15:04

Chastity release milking - Cruel tease & denial

LoyalFans 8 months ago

Routine Inspection Pt 1

66% HD 0:26 / 11:42

Routine Inspection Pt 1

Clips4sale 1 year ago

LOCLED AND LUSTFUL PT 2 *HD 1080*

65% HD 0:10 / 10:18

LOCLED AND LUSTFUL PT 2 *HD 1080*

LoyalFans 4 years ago

kigurumi doll in gag, chastity belt and bondage

HD 0:25 / 14:04

kigurumi doll in gag, chastity belt and bondage

Clips4sale 2 months ago

Chastity & Anal Training My Collared Slave Girl - Bondage, Denial & Strict Control! Ft. River Enza

63% HD 0:10 / 16:02

Chastity & Anal Training My Collared Slave Girl - Bondage, Denial & Strict Control! Ft. River Enza

LoyalFans 1 year ago

Sissy Slut's First Impact Play

65% HD 0:21 / 5:00

Sissy Slut's First Impact Play

Clips4sale 4 years ago

TS Ana All Taped Up and Smoothly Tape Gagged

69% 0:33 / 11:54

TS Ana All Taped Up and Smoothly Tape Gagged

Clips4sale 2 years ago

[4K] Lime gets tormented by Kiro with wax play

Premium 4K 11:02

[4K] Lime gets tormented by Kiro with wax play

Clips4sale 3 months ago

Erica's Punishment Paddling

Erica's Punishment Paddling

Clips4sale 3 years ago

KMM-Pro-40 - Kigurumi Latex Chastity BIG Cum

KMM-Pro-40 - Kigurumi Latex Chastity BIG Cum

Clips4sale 8 months ago

futa dominatrix’s permanent sissification: transforming you into the perfect cockwhore sissy bitch - HD

HD 0:30 / 1:01:21

futa dominatrix’s permanent sissification: transforming you into the perfect cockwhore sissy bitch - HD

Clips4sale 3 months 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

“Pink is the New Black” Feminization Pegging Sissification

“Pink is the New Black” Feminization Pegging Sissification

Clips4sale 2 years ago

Charlie Monaco in: Cum eating Crossdresser Eating Alpha Cum Crossdressing and made to do humiliating tasks for her pleasure!

Charlie Monaco in: Cum eating Crossdresser Eating Alpha Cum Crossdressing and made to do humiliating tasks for her pleasure!

Clips4sale 1 year ago

Sissy gets her holes stuffed in gangbang

Sissy gets her holes stuffed in gangbang

Clips4sale 2 years ago

Feminized by the Chef: A Locktober Tale

45% 4K 0:30 / 35:05

Feminized by the Chef: A Locktober Tale

Clips4sale 1 year ago

Chastity Sissy Marissa Nicole Heavily Gagged and Left for the Maid

47% 0:33 / 22:35

Chastity Sissy Marissa Nicole Heavily Gagged and Left for the Maid

Clips4sale 1 year ago

Chastity Sissy Marissa Nicole Gets a New Mentor

Chastity Sissy Marissa Nicole Gets a New Mentor

Clips4sale 2 years ago

[720p] Astolfo gets his ass destroyed by mistress

HD 0:25 / 10:24

[720p] Astolfo gets his ass destroyed by mistress

Clips4sale 1 month ago

Chastity Slut Electrical Torment (1080p)

Chastity Slut Electrical Torment (1080p)

Clips4sale 7 months ago

omocha Punished! Violet Wand and Strappado

omocha Punished! Violet Wand and Strappado

Clips4sale 9 months ago

Tranny Dom fucks tied and chasted Guy

72% HD 0:30 / 10:41

Tranny Dom fucks tied and chasted Guy

Clips4sale 3 years ago

Chastity Sissy Marissa Approached by Sandra

46% 0:32 / 18:35

Chastity Sissy Marissa Approached by Sandra

Clips4sale 1 year 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

Latex Hitachi Bondage

Premium HD 31:25

Latex Hitachi Bondage

Clips4sale 3 years ago

Sissy Overnights! CD Mila & Tatianna Love MP4

Sissy Overnights! CD Mila & Tatianna Love MP4

Clips4sale 5 months ago

Sissy Graduation Dress Up

55% HD 0:20 / 11:27

Sissy Graduation Dress Up

Clips4sale 2 years ago

Ava Venom Pegged in Chasity With Huge Thick Strap-On Featuring Mistress Synthia Strong

Ava Venom Pegged in Chasity With Huge Thick Strap-On Featuring Mistress Synthia Strong

Clips4sale 7 months ago

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon 1080

HD 0:27 / 44:35

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon 1080

Clips4sale 1 year ago

Pinky Tries To Earn His Release Thru CBT (1080p)

HD 0:30 / 12:48

Pinky Tries To Earn His Release Thru CBT (1080p)

Clips4sale 1 year ago

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon MOBILE

HD 0:27 / 44:35

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon MOBILE

Clips4sale 1 year ago

Chastity Cuck Punishment

Premium HD 21:15

Chastity Cuck Punishment

Clips4sale 2 years ago

Trans Girls in Silicone Hoods make the Best Fleshlight

Trans Girls in Silicone Hoods make the Best Fleshlight

Clips4sale 1 year ago

Two Sissies Captured for Lady Sara Borgia's Sissy School (4K)

4K 0:15 / 11:37

Two Sissies Captured for Lady Sara Borgia's Sissy School (4K)

Clips4sale 2 months ago

Chastity & Anal Training My Collared Slave Girl - Bondage, Denial & Strict Control! with River Enza - 720p MP4

56% 4K 0:28 / 16:02

Chastity & Anal Training My Collared Slave Girl - Bondage, Denial & Strict Control! with River Enza - 720p MP4

Clips4sale 1 year ago

Rectal examination with Tranny Doc Helena! The patient's ass has to take a lot!

Rectal examination with Tranny Doc Helena! The patient's ass has to take a lot!

Clips4sale 1 year ago

The Roulette Decides His Fate! Nightmarish Facial Torment x Masturbation Control!

64% HD 0:37 / 22:14

The Roulette Decides His Fate! Nightmarish Facial Torment x Masturbation Control!

Clips4sale 1 year ago

New Electro Slut Called by Field Telephone Pain

60% HD 0:30 / 10:52

New Electro Slut Called by Field Telephone Pain

Clips4sale 1 year ago

Electro stimulation and remote control butt plug orgasm (wmv)

Electro stimulation and remote control butt plug orgasm (wmv)

Clips4sale 3 years ago

Belted up Bitch

68% HD 0:10 / 12:18

Belted up Bitch

LoyalFans 1 year ago

Crossdressing Stepsons need to be punished in chastity and humiliated by their Step Mother

Crossdressing Stepsons need to be punished in chastity and humiliated by their Step Mother

Clips4sale 1 year ago

Cruel Cuckoldress - handcuffed and humiliated III *MOV*

4K 0:24 / 11:44

Cruel Cuckoldress - handcuffed and humiliated III *MOV*

Clips4sale 2 years ago

Tranny Dom Cam Session! Dickless Loser has to squirt like a Slut!

Tranny Dom Cam Session! Dickless Loser has to squirt like a Slut!

Clips4sale 7 months ago

Useless male to prissy sissy - Double domme training

Useless male to prissy sissy - Double domme training

Clips4sale 2 years ago

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon 4K

62% 4K 0:27 / 44:35

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon 4K

Clips4sale 1 year ago

Pinky Tries To Earn His Release Thru CBT (MOV HD)

HD 0:30 / 12:48

Pinky Tries To Earn His Release Thru CBT (MOV HD)

Clips4sale 1 month ago

JOYRIDE WITH HELENA

HD 0:14 / 14:12

JOYRIDE WITH HELENA

Clips4sale 4 years ago

Dani Doll in Chastity in Her Sexy Lingerie and Corset

Dani Doll in Chastity in Her Sexy Lingerie and Corset

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

KMM-Pro-39-1 - Kigurumi Bondage Chastity

KMM-Pro-39-1 - Kigurumi Bondage Chastity

Clips4sale 8 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

Super Girl's Secret is Revealed and humiliated

67% HD 0:10 / 15:04

Super Girl's Secret is Revealed and humiliated

LoyalFans 8 months ago

plugged, padded, and locked up pup!

plugged, padded, and locked up pup!

Clips4sale 7 months ago

SISSY PRISON - Cuckold Torment FULL film *MOV*

Premium HD 1:06:10

SISSY PRISON - Cuckold Torment FULL film *MOV*

Clips4sale 2 months ago

TS Mistress Jessy Dubai

59% 0:11 / 36:34

TS Mistress Jessy Dubai

C4S 3 years ago

Nurse Helena is coming to visit! Immediate recovery with oral therapy!!

57% HD 0:19 / 7:52

Nurse Helena is coming to visit! Immediate recovery with oral therapy!!

Clips4sale 2 years ago

Delia Releases a Kept Man From Chastity Then Locks Him Down with Her Cock!

Delia Releases a Kept Man From Chastity Then Locks Him Down with Her Cock!

C4S 2 years ago

Dani Doll's Chastity Chairtie

Dani Doll's Chastity Chairtie

Clips4sale 4 years ago

Electro stimulation and remote control butt plug orgasm

Electro stimulation and remote control butt plug orgasm

Clips4sale 3 years ago

French bitch gets punished - Episode 1 mp4

HD 1:00 / 30:22

French bitch gets punished - Episode 1 mp4

Clips4sale 2 years ago

Sissy Bimbo Maid Gets Punished

63% HD 0:10 / 29:34

Sissy Bimbo Maid Gets Punished

Clips4sale 4 years ago

Dani Doll Locked in Chastity Gets All Taped Up

Dani Doll Locked in Chastity Gets All Taped Up

Clips4sale 1 year ago

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