Chastity Videos - Trans (2,878)

Puppy in heat has to be locked away twice! Role Play by Tranny Dom! Sock Fetish Teasing! FULL CLIP

66% HD 0:30 / 16:50

Puppy in heat has to be locked away twice! Role Play by Tranny Dom! Sock Fetish Teasing! FULL CLIP

Clips4sale 1 year ago

Sissy Slut Fucked And Drained Stage 1 (MP4)

64% 0:12 / 17:37

Sissy Slut Fucked And Drained Stage 1 (MP4)

Clips4sale 9 months ago

going out in public with my lovense remote control vibrator

going out in public with my lovense remote control vibrator

Clips4sale 2 years ago

Trans on Trans Topping Dusti Bunni

67% HD 0:10 / 42:51

Trans on Trans Topping Dusti Bunni

LoyalFans 1 year ago

Blonde Trans Beauty Sucking BBC *EXCLUSIVE*

Blonde Trans Beauty Sucking BBC *EXCLUSIVE*

LoyalFans 1 month ago

caged trans slut GAPES her hole with BBC and inflatable plug

Premium HD 11:01

caged trans slut GAPES her hole with BBC and inflatable plug

Clips4sale 2 months ago

TRANS GIRL ON HER KNEES: Cleaning Tigh-High Boots For Ebony MahoganyQen

51% HD 0:10 / 14:01

TRANS GIRL ON HER KNEES: Cleaning Tigh-High Boots For Ebony MahoganyQen

LoyalFans 9 months ago

Riley Wears Cummy Pee Stained Panties

55% 0:11 / 18:05

Riley Wears Cummy Pee Stained Panties

Clips4sale 3 years ago

Wedgie Loving Step-Mom SD

65% HD 0:26 / 20:27

Wedgie Loving Step-Mom SD

Clips4sale 1 year 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 in chastity after forXed bi session Pt4 Last chance 480p

Cum in chastity after forXed bi session Pt4 Last chance 480p

Clips4sale 4 years 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

Curvy Blonde Slut TS Kelly Quell Sucks Cock and Gets Fucked POV

Curvy Blonde Slut TS Kelly Quell Sucks Cock and Gets Fucked POV

LoyalFans 2 months ago

PEGGED IN CHASTITY Ft BubblePinkElle

73% 0:27 / 10:31

PEGGED IN CHASTITY Ft BubblePinkElle

Clips4sale 1 year 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

oiled trans gets ass DESTROYED by giant BBC fuck machine

4K 0:15 / 11:53

oiled trans gets ass DESTROYED by giant BBC fuck machine

Clips4sale 10 months ago

Medfet shaving genitals after locktober (wmv)

75% 0:20 / 19:03

Medfet shaving genitals after locktober (wmv)

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

(Not) Getting Topped by BubblePinkElle

42% HD 0:10 / 25:32

(Not) Getting Topped by BubblePinkElle

LoyalFans 1 year ago

Triple Femdom Spin The Bottle

Triple Femdom Spin The Bottle

Clips4sale 1 year ago

easter bunny gets stretched out by two BBCs and cums in cage

58% HD 0:14 / 13:20

easter bunny gets stretched out by two BBCs and cums in cage

Clips4sale 1 year ago

My Sissy Transformation Experience (Trans Roleplay) [MOV]

53% HD 0:30 / 10:12

My Sissy Transformation Experience (Trans Roleplay) [MOV]

Clips4sale 2 months ago

qos trans sissy gets ass destroyed by bbc and cums handsfree

63% 4K 0:14 / 15:27

qos trans sissy gets ass destroyed by bbc and cums handsfree

Clips4sale 2 years ago

THE 4 STEPS TO A SISSYGASM

43% 4K 0:25 / 8:06

THE 4 STEPS TO A SISSYGASM

Clips4sale 2 years ago

Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 4

HD 0:10 / 20:00

Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 4

LoyalFans 1 month ago

Quick & Rough Trans-on-Trans Anal Pounding

Premium HD 8:49

Quick & Rough Trans-on-Trans Anal Pounding

Clips4sale 2 weeks ago

Go Gay For My Girl-Cock (SD MP4)

62% 4K 0:32 / 15:55

Go Gay For My Girl-Cock (SD MP4)

Clips4sale 1 year ago

Mistress Revenge's Cum Dumpster

HD 0:30 / 12:21

Mistress Revenge's Cum Dumpster

Clips4sale 7 months ago

Submissive Slut Bound and Fucked Part 1

Premium 4K 37:55

Submissive Slut Bound and Fucked Part 1

Clips4sale 1 month ago

Trans Cassandra LoveLox Getting Fucked Hard

65% HD 0:10 / 29:57

Trans Cassandra LoveLox Getting Fucked Hard

LoyalFans 2 months ago

Pool Table Pegging Part 1

61% HD 0:10 / 10:13

Pool Table Pegging Part 1

LoyalFans 8 months 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

Chastity & Silk: Guided Sissy Transformation. Mistress Damazonia x Domina Ava Savage Part 2 of 4

Chastity & Silk: Guided Sissy Transformation. Mistress Damazonia x Domina Ava Savage Part 2 of 4

Clips4sale 9 months ago

trans QoS gapes her slutty hole with BBC and gets creampie

trans QoS gapes her slutty hole with BBC and gets creampie

Clips4sale 2 years ago

Trans Colombian Anal in Austria *EXCLUSIVE*

HD 0:10 / 17:49

Trans Colombian Anal in Austria *EXCLUSIVE*

LoyalFans 2 months ago

Lola Crystals Takes Ria Bentley Raw and Uncaged

66% 0:29 / 21:10

Lola Crystals Takes Ria Bentley Raw and Uncaged

Clips4sale 1 year ago

TS Slave Maid Spanking Punishment | MahoganyQen

63% HD 0:10 / 10:48

TS Slave Maid Spanking Punishment | MahoganyQen

LoyalFans 1 year ago

THE 4 STEPS TO A SISSYGASM

THE 4 STEPS TO A SISSYGASM

LoyalFans 2 years ago

Religious Missionary Trans Girls Anal - She Doesn't Want the Church She Wants Cock!

57% HD 0:29 / 28:00

Religious Missionary Trans Girls Anal - She Doesn't Want the Church She Wants Cock!

Clips4sale 1 year ago

Medfet washing outside and inside (1280x720)

70% 0:18 / 17:58

Medfet washing outside and inside (1280x720)

Clips4sale 5 years ago

Trans Kelly Quell Fucked by Jake Grand

HD 0:10 / 17:11

Trans Kelly Quell Fucked by Jake Grand

LoyalFans 2 months ago

Tgirl Vibed + Caged with Creamy Hole Fucking

Tgirl Vibed + Caged with Creamy Hole Fucking

Clips4sale 1 year ago

Throat Fucked & Ass Gaped: TS Grey Perrier’s Painful Anal Redemption

67% HD 0:10 / 42:03

Throat Fucked & Ass Gaped: TS Grey Perrier’s Painful Anal Redemption

LoyalFans 3 months 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

Futa Public Humiliation At Restaurant - Ft Imilia Audley

66% HD 0:30 / 13:15

Futa Public Humiliation At Restaurant - Ft Imilia Audley

Clips4sale 11 months ago

Step-mommy's yoga class sissy WMV

46% HD 0:24 / 7:10

Step-mommy's yoga class sissy WMV

Clips4sale 1 year ago

Femboy Fucking Trans Becki Bottomz

55% HD 0:10 / 32:55

Femboy Fucking Trans Becki Bottomz

LoyalFans 1 month ago

Nun Luci Gets Dildo Dommed & Spanked By Priest

65% 1:00 / 12:34

Nun Luci Gets Dildo Dommed & Spanked By Priest

Clips4sale 3 years ago

Crossdresser Bailey Wilde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 5

HD 0:10 / 20:07

Crossdresser Bailey Wilde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 5

LoyalFans 1 month ago

TS Nyxi and Latex Lara – A Feeldoe for the Rubberslave on the Swing

55% 0:30 / 8:39

TS Nyxi and Latex Lara – A Feeldoe for the Rubberslave on the Swing

Clips4sale 1 year ago

hot trans in chastity takes huge BBC fucking machine & cums

67% 4K 0:14 / 14:23

hot trans in chastity takes huge BBC fucking machine & cums

Clips4sale 1 year ago

Sissy Cheerleader Hazing

63% HD 0:10 / 5:05

Sissy Cheerleader Hazing

LoyalFans 1 month ago

Bound and Gagged Little Fuckdoll w/Rianne May

63% HD 0:10 / 14:48

Bound and Gagged Little Fuckdoll w/Rianne May

LoyalFans 3 weeks ago

Locked up panty slut

HD 0:28 / 15:21

Locked up panty slut

Clips4sale 11 months ago

Alien Futura Nurses TS Yakira & Goddess Slavena breed their human gimp

43% 0:31 / 23:36

Alien Futura Nurses TS Yakira & Goddess Slavena breed their human gimp

Clips4sale 3 years ago

FemDom Feminization- Dick Sucking Lips Enhancement

68% 0:31 / 5:09

FemDom Feminization- Dick Sucking Lips Enhancement

Clips4sale 2 years ago

Nara have fun with Ts Roberta Cortes and Ts Janny Costa in front of her cuck husband (1080p EN-sub) Cuckold - Hot Wife - Cum Eating - CreamPie - Beta Humiliation - Trans Woman

Premium HD 21:38

Nara have fun with Ts Roberta Cortes and Ts Janny Costa in front of her cuck husband (1080p EN-sub) Cuckold - Hot Wife - Cum Eating - CreamPie - Beta Humiliation - Trans Woman

Clips4sale 3 months ago

Sissy Foot Job

HD 0:10 / 19:36

LoyalFans 1 month ago

horny tgirl cums while being locked up in cock cage! Emily Adaire TS

4K 0:57 / 12:28

horny tgirl cums while being locked up in cock cage! Emily Adaire TS

Clips4sale 4 years ago

*EXCLUSUVE* Sexy Crossdresser Fucked Doggystyle

57% HD 0:10 / 1:36

*EXCLUSUVE* Sexy Crossdresser Fucked Doggystyle

LoyalFans 1 month 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

CHASTITY FUCK DOLL - Horny TS Gray Perrier is Fucked Hard, Deep, and Raw by the Sexy AJ Fresh who uses his sensuality and big dick to pleasure Gray to screaming orgasms & huge cum shot

CHASTITY FUCK DOLL - Horny TS Gray Perrier is Fucked Hard, Deep, and Raw by the Sexy AJ Fresh who uses his sensuality and big dick to pleasure Gray to screaming orgasms & huge cum shot

Clips4sale 10 months 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

🔥 000056 Mistress Vida transforms her puppy into a sissy slut

HD 0:10 / 11:22

🔥 000056 Mistress Vida transforms her puppy into a sissy slut

LoyalFans 1 month 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

GlitterGiiiirl´s glittergiiiirl´s Hardest Gag Challenge & Intense Dildo Ride in Nike Pro

65% HD 0:30 / 6:39

GlitterGiiiirl´s glittergiiiirl´s Hardest Gag Challenge & Intense Dildo Ride in Nike Pro

Clips4sale 1 year ago

Basic Rules 4 a novice slut - No Puppy Chow Today

Basic Rules 4 a novice slut - No Puppy Chow Today

Clips4sale 1 year ago

BBC owned sissy gapes hole and fills her ass with black seed

BBC owned sissy gapes hole and fills her ass with black seed

Clips4sale 2 years ago

caged TGIRL gives spit covered BBC insane SLOPPY DEEPTHROAT

Premium HD 10:00

caged TGIRL gives spit covered BBC insane SLOPPY DEEPTHROAT

Clips4sale 4 months ago

Tranny girly locked by daddy! Bad girl cheats until cumshot!

Tranny girly locked by daddy! Bad girl cheats until cumshot!

Clips4sale 1 year ago

Tokyo Bisexual Pegging - ft. Ayanami, Mistress Youko, Wilder Holes

HD 0:18 / 17:19

Tokyo Bisexual Pegging - ft. Ayanami, Mistress Youko, Wilder Holes

Clips4sale 1 month ago

Trans Veternarian Natalie Carnot Gets The Puppy Boy Ready To Be Neutered Part 1 mobile - with Femdom, Chastity

40% HD 0:20 / 13:02

Trans Veternarian Natalie Carnot Gets The Puppy Boy Ready To Be Neutered Part 1 mobile - with Femdom, Chastity

Clips4sale 1 year ago

Sissy House Simulator

HD 0:27 / 11:02

Sissy House Simulator

Clips4sale 5 months 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

Anabelle and Brianna - Stepmom and Auntie Make Beta Wear a Dress

49% 0:45 / 9:13

Anabelle and Brianna - Stepmom and Auntie Make Beta Wear a Dress

Clips4sale 2 years ago

Spank me Mistress

Spank me Mistress

Clips4sale 1 year ago

Fuckdoll Learns Endurance (4k)

65% 4K 0:30 / 30:36

Fuckdoll Learns Endurance (4k)

Clips4sale 1 year ago

Belted up Bitch

68% HD 0:10 / 12:18

Belted up Bitch

LoyalFans 1 year ago

Electro-play on Sissy Chastity HD (1080p) starring Goddess Starla

66% HD 0:11 / 7:05

Electro-play on Sissy Chastity HD (1080p) starring Goddess Starla

Clips4sale 3 years ago

15 days MTF transformation

41% 4K 0:26 / 14:09

15 days MTF transformation

Clips4sale 1 year ago

Locktober - Plap those pathetic balls

64% 0:30 / 10:52

Locktober - Plap those pathetic balls

Clips4sale 11 months ago

Sissy Gets Caught

64% 0:30 / 9:26

Sissy Gets Caught

Clips4sale 1 year ago

HUSBAND CROSSDRESSER with BBC

Premium HD 12:54

HUSBAND CROSSDRESSER with BBC

Clips4sale 3 weeks ago

Cat Cafes New Hire

61% 4K 0:30 / 28:18

Cat Cafes New Hire

Clips4sale 3 years ago

Sissy JOI Gooning in Chastity

HD 0:30 / 12:10

Sissy JOI Gooning in Chastity

Clips4sale 2 years ago

Useless and Impaled

54% 0:21 / 1:11:14

Useless and Impaled

Clips4sale 1 year ago

2025 Trans Anal & Cum Compilation Pt 1

4K 0:41 / 52:42

2025 Trans Anal & Cum Compilation Pt 1

Clips4sale 10 months ago

Predicament! Threesome Rope Bondage

70% HD 0:10 / 13:17

Predicament! Threesome Rope Bondage

LoyalFans 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 6 months ago

Mandatory Chastity Inspection

Mandatory Chastity Inspection

Clips4sale 4 months ago

TS Becki Bottomz Fucks & Sucks Jake Grand

55% HD 0:10 / 18:38

TS Becki Bottomz Fucks & Sucks Jake Grand

LoyalFans 2 months ago

Unlearning to use your Cock

63% HD 0:29 / 10:56

Unlearning to use your Cock

Clips4sale 1 year ago

Nylon Sissy Slave - Candle Boxxx HDMP4

37% 0:14 / 13:03

Nylon Sissy Slave - Candle Boxxx HDMP4

Clips4sale 2 years ago

TS Kelly Quell, TS Valorie Valentina & Jake Grand Threesome Fucking

HD 0:10 / 17:46

TS Kelly Quell, TS Valorie Valentina & Jake Grand Threesome Fucking

LoyalFans 2 months ago

Facessiting Bullying Sissy Session - Feat Goddess Marcy, Lucy Puddles and Trans Goddess Rose (1080p)

HD 0:31 / 10:32

Facessiting Bullying Sissy Session - Feat Goddess Marcy, Lucy Puddles and Trans Goddess Rose (1080p)

Clips4sale 2 weeks ago

[720p] Femboy slave pegged by his mistress

[720p] Femboy slave pegged by his mistress

Clips4sale 1 month ago

Part 2 Sissy Slave training : When I see a slave who belonged to me after 6 months without any news : Mistress Julia Femdom video 101

HD 0:10 / 17:01

Part 2 Sissy Slave training : When I see a slave who belonged to me after 6 months without any news : Mistress Julia Femdom video 101

LoyalFans 2 years 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

Interracial Trans Bimbo Pegging & Face Fucking HD | MahoganyQen & Julia Masakova

HD 0:30 / 15:38

Interracial Trans Bimbo Pegging & Face Fucking HD | MahoganyQen & Julia Masakova

Clips4sale 5 months ago

Sissy maid slut training with my bestie Tsgirl Dani Marks how to fuck and learn with me

63% 0:54 / 11:02

Sissy maid slut training with my bestie Tsgirl Dani Marks how to fuck and learn with me

Clips4sale 11 months ago

NEW CONTENT! Sissy Shopping With Ruby Onyx And Hot Wife Alice

57% 4K 0:39 / 6:54

NEW CONTENT! Sissy Shopping With Ruby Onyx And Hot Wife Alice

Clips4sale 11 months ago

Just Outta Curiosity

Just Outta Curiosity

Clips4sale 3 years ago

DR PORNO: Hardcore Pornstar Examination

DR PORNO: Hardcore Pornstar Examination

Clips4sale 1 year ago

Red Card, Black Card || EDGING BI ENCOURAGEMENT

4K 0:29 / 13:49

Red Card, Black Card || EDGING BI ENCOURAGEMENT

Clips4sale 2 years ago

LUNA LOGAN ASS FUCKED AND DOMINATED

54% 0:29 / 21:10

LUNA LOGAN ASS FUCKED AND DOMINATED

Clips4sale 2 years ago

Collard Sissy on the Fuck Machine

Collard Sissy on the Fuck Machine

Clips4sale 2 months 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

Heavy Rubber Fitness Sissy Doll Sweats, Edges Then Cums

Heavy Rubber Fitness Sissy Doll Sweats, Edges Then Cums

LoyalFans 1 month ago

Horny Muscle Mommy, Olivia Bentley gets pussy covered in cum

HD 0:22 / 15:08

Horny Muscle Mommy, Olivia Bentley gets pussy covered in cum

Clips4sale 2 years ago

Ass training, sissy slave on strapon - by Deusa Atenna part 1

63% 0:31 / 5:22

Ass training, sissy slave on strapon - by Deusa Atenna part 1

Clips4sale 1 year ago

Femboy Jade Madison Sucking Dick POV

66% HD 0:10 / 3:34

Femboy Jade Madison Sucking Dick POV

LoyalFans 2 months ago

MM 3000

LoyalFans 2 years ago

Locked, Loaded & Ready to be Fucked (4K)

47% 4K 0:18 / 20:01

Locked, Loaded & Ready to be Fucked (4K)

Clips4sale 3 years ago

SISSY FOOTJOB 3: MissVsp makes sissy suck BBC and worship her feet

HD 0:25 / 14:59

SISSY FOOTJOB 3: MissVsp makes sissy suck BBC and worship her feet

Vintage Chastity Sissy Crossdresser Rides Dildo

67% HD 0:19 / 12:19

Vintage Chastity Sissy Crossdresser Rides Dildo

Clips4sale 4 years ago

Leaking, Ball Gagged, And Denied Sissy

Premium HD 15:13

Leaking, Ball Gagged, And Denied Sissy

Clips4sale 2 weeks 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

TS Valorie Valentina Fucked Hard

58% HD 0:10 / 22:07

TS Valorie Valentina Fucked Hard

LoyalFans 2 months ago

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