Chastity Videos - Trans (2,948)

Welcome to the Haus of Sissi

HD 0:10 / 43:15

Welcome to the Haus of Sissi

LoyalFans 6 days ago

Locktober For Lesbians

Locktober For Lesbians

Clips4sale 1 week ago

Femdom Stories #16: Assigned to My Cage

HD 0:25 / 19:12

Femdom Stories #16: Assigned to My Cage

Clips4sale 6 days ago

Femdom Stories #10B: My Latex Domme Toy Trials (Animated)

HD 0:25 / 20:12

Femdom Stories #10B: My Latex Domme Toy Trials (Animated)

C4S 2 weeks ago

Bullied Sissy Chastity Release Double Feature

55% HD 0:37 / 29:31

Bullied Sissy Chastity Release Double Feature

Clips4sale 1 year ago

Im locking up her cock for a month

HD 0:25 / 14:50

Im locking up her cock for a month

Clips4sale 1 week ago

Chastity Caged Trans E-Girl Shows her Soles and Fucks her Pussy on Livestream 🔐🦶

HD 0:10 / 24:46

Chastity Caged Trans E-Girl Shows her Soles and Fucks her Pussy on Livestream 🔐🦶

LoyalFans 2 days ago

JOYRIDE WITH HELENA

HD 0:14 / 14:12

JOYRIDE WITH HELENA

Clips4sale 4 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

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

55% 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

Locked Transgirl Sucks And Fucked By Big Dick Dominatrix

HD 0:10 / 22:22

Locked Transgirl Sucks And Fucked By Big Dick Dominatrix

LoyalFans 2 days ago

HOT Blonde Feminizes and Pegs Boyfriend *EXCLUSIVE*

52% HD 0:10 / 16:44

HOT Blonde Feminizes and Pegs Boyfriend *EXCLUSIVE*

LoyalFans 2 months ago

Double Trouble - Ria Bentley and Chastity Charli For The Win Double Blowjob Cumshot

HD 0:30 / 16:54

Double Trouble - Ria Bentley and Chastity Charli For The Win Double Blowjob Cumshot

Clips4sale 2 days ago

The Sissy Wedding - Brides share their first suck

Premium 4K 10:23

The Sissy Wedding - Brides share their first suck

Clips4sale 2 weeks ago

How would I date my Femboy - STORY, VLOG , POV

How would I date my Femboy - STORY, VLOG , POV

Clips4sale 2 days 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 1 week ago

Trans Bimbo Gray Perrier trained w BBC

HD 0:10 / 16:06

Trans Bimbo Gray Perrier trained w BBC

LoyalFans 2 weeks ago

POV caged sissy leaks so much precum, BLACKED, squirts cum

77% 0:16 / 7:25

POV caged sissy leaks so much precum, BLACKED, squirts cum

Clips4sale 1 year ago

Sweet & Innocent

Premium 4K 15:17

Sweet & Innocent

Clips4sale 1 week ago

Lesbian Chastity Blow Job

Premium HD 11:18

Lesbian Chastity Blow Job

Clips4sale 2 days 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 2 weeks ago

pigtail trans cutie

54% 0:30 / 26:19

pigtail trans cutie

Clips4sale 1 year ago

POV Blonde Crossdresser in Chastity Fucked *EXCLUSUVE*

55% HD 0:10 / 3:06

POV Blonde Crossdresser in Chastity Fucked *EXCLUSUVE*

LoyalFans 2 months ago

Medfet shaving genitals after locktober

56% HD 0:10 / 19:04

Medfet shaving genitals after locktober

LoyalFans 2 years ago

caged QOS sissy plaps balls & cums with huge BBC in her ass

69% 4K 0:18 / 9:49

caged QOS sissy plaps balls & cums with huge BBC in her ass

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 2 weeks ago

Three T-Girls, One BBC- Hot n Oily Foursome

Premium HD 31:08

Three T-Girls, One BBC- Hot n Oily Foursome

Clips4sale 2 months 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 3 weeks ago

Bella's Femboy Confession (Big Cumshot)

60% HD 0:10 / 8:55

Bella's Femboy Confession (Big Cumshot)

Clips4sale 4 years ago

Trans Cassandra LoveLox Getting Fucked Hard

62% HD 0:10 / 29:57

Trans Cassandra LoveLox Getting Fucked Hard

LoyalFans 3 months ago

Chastity Release Challenge by Tranny Girl! You have to cum in one minute!! GERMAN

57% HD 0:30 / 6:34

Chastity Release Challenge by Tranny Girl! You have to cum in one minute!! GERMAN

Clips4sale 3 years ago

Blind Date gone wrong - Sissy seduces a BBC

57% 0:11 / 20:06

Blind Date gone wrong - Sissy seduces a BBC

Clips4sale 2 years ago

sissy egirl in chastity cums gaping her ass with bad dragon

61% 0:10 / 17:45

sissy egirl in chastity cums gaping her ass with bad dragon

Clips4sale 2 years 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

Helena Price Presents - Training Her Tranny Ass With My BBC!!!

55% 4K 0:11 / 57:10

Helena Price Presents - Training Her Tranny Ass With My BBC!!!

Clips4sale 3 years ago

Riley Wears Cummy Pee Stained Panties

55% 0:11 / 18:05

Riley Wears Cummy Pee Stained Panties

Clips4sale 3 years 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

Nurse Harmony's Feminization Clinic Instructions

HD 0:14 / 10:33

Nurse Harmony's Feminization Clinic Instructions

Clips4sale 1 month ago

Futa Professor Fucks You Again For Extra Credit!

4K 0:28 / 19:25

Futa Professor Fucks You Again For Extra Credit!

Clips4sale 6 months ago

CAGED & PLUGGED sissy THROATS BBC and CUMS from ballbusting

Premium HD 11:29

CAGED & PLUGGED sissy THROATS BBC and CUMS from ballbusting

Clips4sale 1 month ago

Try to Impregnate Me

61% HD 0:25 / 10:20

Try to Impregnate Me

Clips4sale 3 weeks ago

sissy in heels rides BBC ass to mouth and drinks her cum

75% 4K 0:19 / 10:51

sissy in heels rides BBC ass to mouth and drinks her cum

Clips4sale 1 year ago

Don't You Love Hucow Pink and Blue Gals

64% 0:29 / 8:53

Don't You Love Hucow Pink and Blue Gals

Clips4sale 1 year ago

Feminizing and Face Fucking a Sissy || TS Karabella

62% HD 0:10 / 23:48

Feminizing and Face Fucking a Sissy || TS Karabella

LoyalFans 6 months ago

Caged By Your Annoyed Futa Co-Worker

50% 4K 0:29 / 23:22

Caged By Your Annoyed Futa Co-Worker

Clips4sale 1 year ago

Sissy Slut Examination by a Surprise Latex Doctor

69% HD 0:10 / 25:33

Sissy Slut Examination by a Surprise Latex Doctor

LoyalFans 8 months ago

caged sissy rides BBC in pink heels squirts cum out of cage

52% 0:12 / 11:12

caged sissy rides BBC in pink heels squirts cum out of cage

Clips4sale 1 year ago

COCK IN A FROCK #7

HD 0:10 / 15:23

COCK IN A FROCK #7

LoyalFans 1 year ago

Transformation of the Sissy Gimp (4k)

Premium 4K 25:25

Transformation of the Sissy Gimp (4k)

Clips4sale 9 months ago

Time to Take Hormones

55% HD 1:00 / 12:38

Time to Take Hormones

Clips4sale 1 month ago

Mistress of the Night part II

64% 0:20 / 14:13

Mistress of the Night part II

Clips4sale 3 years ago

T4T 4-in-1 Scene Compilation- TS Sluts Can't Get Enough Of My Girlcock

Premium HD 1:35:46

T4T 4-in-1 Scene Compilation- TS Sluts Can't Get Enough Of My Girlcock

Clips4sale 2 weeks ago

24/7 Sissy Slavery

68% HD 0:10 / 9:16

24/7 Sissy Slavery

LoyalFans 1 year ago

Electro stimulation and remote control butt plug orgasm

Electro stimulation and remote control butt plug orgasm

Clips4sale 3 years ago

Slut Gray Perrier used at Gloryhole

58% HD 0:10 / 13:37

Slut Gray Perrier used at Gloryhole

LoyalFans 1 month ago

Ponygirl, struggling in ponymask and armbinder in 1080P

56% HD 0:30 / 8:29

Ponygirl, struggling in ponymask and armbinder in 1080P

Clips4sale 1 year ago

Bailey Wilde Fucking Trans Becki Bottomz

65% HD 0:10 / 17:18

Bailey Wilde Fucking Trans Becki Bottomz

LoyalFans 2 months ago

Fucked into Sissy Slavery

44% HD 0:10 / 24:29

Fucked into Sissy Slavery

LoyalFans 3 years ago

Locktober For Lesbians

Locktober For Lesbians

LoyalFans 1 week ago

Glazing Donuts

67% HD 0:29 / 32:49

Clips4sale 1 year ago

Teaching Sydney How to Fuck

71% HD 0:47 / 25:08

Teaching Sydney How to Fuck

Clips4sale 2 years ago

Purity Cage

Premium 4K 15:47

Clips4sale 1 month ago

Anal Fissting Sissy Slut Deep

64% HD 0:10 / 3:12

Anal Fissting Sissy Slut Deep

LoyalFans 3 years ago

CAGED trans with BIG TITS busts her balls with BBC and CUMS

Premium HD 9:14

CAGED trans with BIG TITS busts her balls with BBC and CUMS

Clips4sale 1 week ago

All About Panties

All About Panties

Clips4sale 2 years ago

Sissy bride chastity - Wedding night tease

50% 0:11 / 12:31

Sissy bride chastity - Wedding night tease

Clips4sale 2 years ago

The Feminization Room - Remy D gets caught and transformed by Princess Dandy and Megan Daw (shaving, makeup, feminization, sissy, chastity, crossdressing, double domination, pegging)

55% 0:30 / 58:28

The Feminization Room - Remy D gets caught and transformed by Princess Dandy and Megan Daw (shaving, makeup, feminization, sissy, chastity, crossdressing, double domination, pegging)

Clips4sale 1 year ago

hot trans gapes hole with bad dragon tentacle and cums caged

69% 0:15 / 14:05

hot trans gapes hole with bad dragon tentacle and cums caged

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

be my ashtray, my little sissy bitch: tied up sissy with anal plug ashtray is a useful slut for asian goddess Asuna Bloom (german language video)

be my ashtray, my little sissy bitch: tied up sissy with anal plug ashtray is a useful slut for asian goddess Asuna Bloom (german language video)

Clips4sale 10 months ago

Sissy maid for hire - Your first day

Sissy maid for hire - Your first day

Clips4sale 2 years ago

Deep Throat Blowjob after chastity

83% 0:14 / 9:22

Deep Throat Blowjob after chastity

Clips4sale 1 year ago

Imposed Feminization and Double Domination

42% HD 0:30 / 58:28

Imposed Feminization and Double Domination

Clips4sale 1 year ago

NNN Part 1: MissVSP gives sissy locked hubby Bull Experience

63% HD 0:25 / 27:48

NNN Part 1: MissVSP gives sissy locked hubby Bull Experience

C4S 3 weeks ago

Latex Dressing and Girlcock Part 2

Premium HD 12:42

Latex Dressing and Girlcock Part 2

Clips4sale 2 weeks 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 2 weeks ago

3 Latex Dommes Use Their Boy Toy

HD 0:30 / 19:09

3 Latex Dommes Use Their Boy Toy

Clips4sale 2 days ago

Surprise Fisting with Meatpuppet

Surprise Fisting with Meatpuppet

Clips4sale 7 months ago

She Gets Chastity Release Instead Of You

55% HD 0:10 / 8:23

She Gets Chastity Release Instead Of You

LoyalFans 5 months ago

QoS sissy squirts cum in chastity while BBC rails her

55% 0:11 / 12:14

QoS sissy squirts cum in chastity while BBC rails her

Clips4sale 2 years 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

femdom tgirl gives SPH and busts whiteboi balls with BBC

67% 0:30 / 17:33

femdom tgirl gives SPH and busts whiteboi balls with BBC

Clips4sale 1 year ago

Interactive Sissy Quiz - How Big of a Sissy Slut Are You?

HD 1:00 / 13:23

Interactive Sissy Quiz - How Big of a Sissy Slut Are You?

Clips4sale 5 months ago

you WONT BELIEVE what this trans girl can fit inside her ASS

69% 4K 0:16 / 13:04

you WONT BELIEVE what this trans girl can fit inside her ASS

Clips4sale 11 months ago

Triple Femdom Spin The Bottle

Triple Femdom Spin The Bottle

Clips4sale 1 year 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

Sissies Belong In Chastity (HD MP4)

53% 4K 0:30 / 15:17

Sissies Belong In Chastity (HD MP4)

Clips4sale 2 years ago

cute trans teen in chastity gapes her hole and farts cum

cute trans teen in chastity gapes her hole and farts cum

Clips4sale 2 years ago

hot trans in fishnets takes multiple BBC creampies and cums

58% HD 0:14 / 8:07

hot trans in fishnets takes multiple BBC creampies and cums

Clips4sale 1 year ago

Tasks From Us Cuckolding

HD 0:10 / 11:24

Tasks From Us Cuckolding

LoyalFans 6 days ago

oiled braceface BBC anal ballbusting and chastity cum

62% 4K 0:12 / 11:12

oiled braceface BBC anal ballbusting and chastity cum

Clips4sale 1 year ago

Dominant Overtaken

69% 0:23 / 32:56

Dominant Overtaken

Clips4sale 2 years ago

trans in chastity extreme gape with inflateable butt plug

73% 0:13 / 7:16

trans in chastity extreme gape with inflateable butt plug

Clips4sale 1 year ago

BNWO Sissy Bride Gooning

43% HD 0:29 / 12:01

BNWO Sissy Bride Gooning

Clips4sale 1 year ago

Femdom Stories #11B: Locked Beneath Your Mistress While She Rides (Animated)

Premium HD 16:54

Femdom Stories #11B: Locked Beneath Your Mistress While She Rides (Animated)

Edged & Denied - Femdom Chastity Tease & Denial

62% HD 0:10 / 12:19

Edged & Denied - Femdom Chastity Tease & Denial

LoyalFans 2 years ago

Purity Cage Domination: Plugged and Teased in Silk Panties

56% 0:30 / 15:47

Purity Cage Domination: Plugged and Teased in Silk Panties

Clips 1 month 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

Sissies Belong In Chastity (SD MP4)

60% 4K 0:30 / 15:17

Sissies Belong In Chastity (SD MP4)

Clips4sale 2 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

TS Maid Tease & Humiliation: Toilet Service For Ebony Mistress | MahoganyQen

58% HD 0:10 / 10:43

TS Maid Tease & Humiliation: Toilet Service For Ebony Mistress | MahoganyQen

LoyalFans 1 year ago

Big Dungeon Party with Slavena Tiger, Adara Jordyn and Mistress Susi wmv

55% HD 0:11 / 34:44

Big Dungeon Party with Slavena Tiger, Adara Jordyn and Mistress Susi wmv

Clips4sale 4 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

C4S 2 weeks ago

Ts Roberta Cortes and Ts Janny Costa fuck Hotwife Nara in front of his cuck husband (1080p ENG-sub) Trans Woman - Trans Fuck Cis - Trans Blowjob - Trans Cock

HD 0:22 / 21:31

Ts Roberta Cortes and Ts Janny Costa fuck Hotwife Nara in front of his cuck husband (1080p ENG-sub) Trans Woman - Trans Fuck Cis - Trans Blowjob - Trans Cock

Clips4sale 9 months ago

Big Dungeon Party with Slavena Tiger, Adara Jordyn, Mistress Susi PART 1

56% 0:11 / 15:15

Big Dungeon Party with Slavena Tiger, Adara Jordyn, Mistress Susi PART 1

Clips4sale 4 years ago

Cute Asian tgirl in chasity cage gets used in many poses

HD 0:33 / 23:53

Cute Asian tgirl in chasity cage gets used in many poses

Clips4sale 1 week ago

dominant trans gives cuck bf SPH and makes him cum in cage

63% 4K 0:40 / 14:14

dominant trans gives cuck bf SPH and makes him cum in cage

Clips4sale 1 year ago

trans secretary throatfucked by her boss and gets big facial

70% 0:09 / 10:50

trans secretary throatfucked by her boss and gets big facial

Clips4sale 1 year ago

T-Girl Ass Obliteration!

T-Girl Ass Obliteration!

Clips4sale 3 years ago

Sissy House Control Princess Aurora & Slavena

71% 0:30 / 13:43

Sissy House Control Princess Aurora & Slavena

Clips4sale 2 years ago

Latex Sissy Maid Training

70% 0:30 / 21:33

Latex Sissy Maid Training

Clips4sale 1 year 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 3 weeks 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

Big Dungeon Party with Slavena Tiger, Adara Jordyn, Mistress Susi PART 1 wmv

56% 0:11 / 15:16

Big Dungeon Party with Slavena Tiger, Adara Jordyn, Mistress Susi PART 1 wmv

Clips4sale 4 years ago

Prettied Up as a Sissy for Your Date

65% 0:10 / 7:43

Prettied Up as a Sissy for Your Date

Clips4sale 2 years ago

Sissy in Chastity Fucked Compilation

56% HD 0:10 / 25:35

Sissy in Chastity Fucked Compilation

LoyalFans 2 months ago

Hole Clinic

61% HD 0:30 / 38:29

Clips4sale 1 year ago

Useless and Impaled

54% 0:21 / 1:11:14

Useless and Impaled

Clips4sale 1 year ago

Locked Sissy Spiral

Locked Sissy Spiral

Clips4sale 1 week ago

Clown Feet

55% HD 0:22 / 42:12

Clips4sale 11 months ago

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