Chastity Videos - Trans (1,783)

Chastity Doll Pounded in Chastity by Femdom

HD 0:10 / 28:13

Chastity Doll Pounded in Chastity by Femdom

LoyalFans 1 week ago

Caged Tgirl gets the Size Queen treatment from @msjasmine699

62% HD 0:10 / 17:28

Caged Tgirl gets the Size Queen treatment from @msjasmine699

LoyalFans 3 weeks ago

Very Hot Goth Femboy Jade Madison Fucked - Compilation 1

61% HD 0:10 / 20:03

Very Hot Goth Femboy Jade Madison Fucked - Compilation 1

LoyalFans 4 days ago

VERY SEXY Emo Crossdresser Sucking Cock POV

VERY SEXY Emo Crossdresser Sucking Cock POV

LoyalFans 2 days ago

VERY HOT Goth Sissy Jade Madison Fucked Against Wall

63% HD 0:10 / 4:45

VERY HOT Goth Sissy Jade Madison Fucked Against Wall

LoyalFans 2 days ago

Good sluts must remain in chastity

HD 0:10 / 44:33

Good sluts must remain in chastity

LoyalFans 1 week ago

Sissy Slut Examination by a Surprise Latex Doctor

75% HD 0:10 / 25:33

Sissy Slut Examination by a Surprise Latex Doctor

LoyalFans 5 months ago

Very Hot Goth Femboy Jade Madison Fucked - Compilation 2

HD 0:10 / 20:01

Very Hot Goth Femboy Jade Madison Fucked - Compilation 2

LoyalFans 4 days ago

tgirl in chastity cage rides bad dragon dildo and cums

70% 4K 0:15 / 11:25

tgirl in chastity cage rides bad dragon dildo and cums

Clips4sale 11 months ago

Pink Princess Rosebud Pervert

87% 0:30 / 14:44

Pink Princess Rosebud Pervert

Clips4sale 1 year ago

Sissy Doll Sasha Goons & Edges in her Heart Dress

HD 0:10 / 17:26

Sissy Doll Sasha Goons & Edges in her Heart Dress

LoyalFans 1 week ago

Tatted Trans Sucking Cock and Getting Fucked in Public

HD 0:10 / 20:09

Tatted Trans Sucking Cock and Getting Fucked in Public

LoyalFans 4 days ago

Femboy Jade Madison Sucking Dick POV

Femboy Jade Madison Sucking Dick POV

LoyalFans 2 days ago

Goth Tgirl Jade Madison Fucked Doggystyle

Goth Tgirl Jade Madison Fucked Doggystyle

LoyalFans 2 days ago

VERY HOT Goth Sissy Jade Madison Sucking Cock

VERY HOT Goth Sissy Jade Madison Sucking Cock

LoyalFans 2 days ago

VERY HOT Goth Sissy Jade Madison Fucked Doggystyle

VERY HOT Goth Sissy Jade Madison Fucked Doggystyle

LoyalFans 2 days ago

Sissy Sex

Clips4sale 2 weeks ago

HOT Goth Crossdresser Jade Madison Fucked

HOT Goth Crossdresser Jade Madison Fucked

LoyalFans 2 days ago

Eva Maid Outfit

HD 0:25 / 11:20

Eva Maid Outfit

C4S 19 hours ago

Very Hot Goth Femboy Jade Madison Fucked - Compilation 3

HD 0:10 / 14:04

Very Hot Goth Femboy Jade Madison Fucked - Compilation 3

LoyalFans 4 days ago

femdom tgirl gives SPH and busts whiteboi balls with BBC

66% 0:30 / 17:33

femdom tgirl gives SPH and busts whiteboi balls with BBC

Clips4sale 1 year ago

Deep Throat Blowjob after chastity

83% 0:14 / 9:22

Deep Throat Blowjob after chastity

Clips4sale 1 year ago

Plapping Sissy in Chastity Ass Play Fuck Machine JOI CBT Anal Masturbation for Goddess Nikki Kit

47% HD 0:10 / 13:03

Plapping Sissy in Chastity Ass Play Fuck Machine JOI CBT Anal Masturbation for Goddess Nikki Kit

LoyalFans 3 months ago

pigtail trans cutie

55% 0:30 / 26:19

pigtail trans cutie

Clips4sale 1 year ago

Trans Valorie Valentina Fucked by Jake Grand

HD 0:10 / 22:07

Trans Valorie Valentina Fucked by Jake Grand

LoyalFans 1 day ago

Sasha Humiliates Herself for Online Domme

HD 0:10 / 15:28

Sasha Humiliates Herself for Online Domme

LoyalFans 6 days ago

SISSY PRISON - Cuckold Torment Part 3

57% 4K 0:37 / 18:38

SISSY PRISON - Cuckold Torment Part 3

Clips4sale 3 weeks ago

Hardcore Anal Sissy TGirl Pool Orgy With Ria Bentley and Friends

69% HD 0:33 / 31:25

Hardcore Anal Sissy TGirl Pool Orgy With Ria Bentley and Friends

Clips4sale 1 year ago

Feminizing and Face Fucking a Sissy

65% HD 0:10 / 23:48

Feminizing and Face Fucking a Sissy

LoyalFans 3 months ago

trans teen cums in hotel room and gets cumshot on her ass

4K 0:14 / 16:46

trans teen cums in hotel room and gets cumshot on her ass

Clips4sale 9 months ago

Edged & Denied - Femdom Chastity Tease & Denial

59% HD 0:10 / 12:19

Edged & Denied - Femdom Chastity Tease & Denial

LoyalFans 2 years ago

Trans slut fucked by guy in chastity

Premium HD 9:02

Trans slut fucked by guy in chastity

Clips4sale 1 month ago

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

55% HD 0:10 / 31:04

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

LoyalFans 10 months ago

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59% 4K 0:25 / 16:22

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Clips4sale 8 months ago

Extreme Makeover: Sissy Edition 720

54% HD 0:20 / 15:39

Extreme Makeover: Sissy Edition 720

Clips4sale 2 years ago

Breaking Ts Jasmine Lotus: Chasity Slut Punished & Covered in Cum

57% HD 0:10 / 16:19

Breaking Ts Jasmine Lotus: Chasity Slut Punished & Covered in Cum

LoyalFans 8 months ago

Sissy Step 3

34% 0:25 / 13:07

Clips4sale 2 years ago

THE 4 STEPS TO A SISSYGASM

43% 4K 0:25 / 8:06

THE 4 STEPS TO A SISSYGASM

Clips4sale 1 year ago

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

66% HD 0:26 / 21:38

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

Clips4sale 1 year ago

Routine Inspection Pt 1

67% HD 0:10 / 11:43

Routine Inspection Pt 1

LoyalFans 1 year ago

Tranny Sissy Maid Service Training With Ria Bentley

73% 4K 0:30 / 26:32

Tranny Sissy Maid Service Training With Ria Bentley

Clips4sale 1 year 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

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 1 year ago

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Clips4sale 8 months ago

(Not) Getting Topped by BubblePinkElle

42% HD 0:10 / 25:32

(Not) Getting Topped by BubblePinkElle

LoyalFans 1 year ago

Humiliated Sissy Custom #2

57% HD 0:10 / 14:23

Humiliated Sissy Custom #2

LoyalFans 1 year ago

Bella Bates BDSM Beauty

55% HD 0:43 / 31:42

Bella Bates BDSM Beauty

Clips4sale 3 years ago

Trans FemDom Aerie Rei Uses Me While Locked In Chastity

Trans FemDom Aerie Rei Uses Me While Locked In Chastity

Clips4sale 6 months 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)

54% 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

Chastity training for Sissy Anna

Chastity training for Sissy Anna

Clips4sale 2 years ago

Sissy CEI Suck your Panties Clean SLUT

52% HD 0:28 / 8:48

Sissy CEI Suck your Panties Clean SLUT

Clips4sale 2 years ago

Sissy Slut School Lesson 2 of 4: Sissy Training, Double Anal & Double Blowjob Training with Mistress Stellina Obscura

Premium HD 14:56

Sissy Slut School Lesson 2 of 4: Sissy Training, Double Anal & Double Blowjob Training with Mistress Stellina Obscura

Clips4sale 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 1 year ago

Ebony Latex Queen Pegging and Mouth fucking | MahoganyQen

63% HD 0:10 / 7:07

Ebony Latex Queen Pegging and Mouth fucking | MahoganyQen

LoyalFans 3 years ago

Two Hole Fleshlight

66% HD 0:10 / 23:50

Two Hole Fleshlight

LoyalFans 2 years ago

Big Tits Brittany Andrews Breaks In Her Slutty Slavebot TS Slayer

58% 0:30 / 33:21

Big Tits Brittany Andrews Breaks In Her Slutty Slavebot TS Slayer

Clips4sale 10 months ago

Mistress of the Night part II

64% 0:20 / 14:13

Mistress of the Night part II

Clips4sale 2 years ago

MAKING LUNA A SLUT FOR OUR STRAPON COCKS 1080P - ELLIE IDOL, CHASTITY LYNN & LUNA LAIKA

71% HD 0:11 / 21:24

MAKING LUNA A SLUT FOR OUR STRAPON COCKS 1080P - ELLIE IDOL, CHASTITY LYNN & LUNA LAIKA

Clips4sale 3 years ago

ABH054 Sweet girl in chastity riding dildo and play vibrator until cum

67% HD 0:29 / 35:43

ABH054 Sweet girl in chastity riding dildo and play vibrator until cum

Clips4sale 4 years ago

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

55% HD 0:10 / 10:43

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

LoyalFans 11 months ago

trans secretary throatfucked by her boss and gets big facial

69% 0:09 / 10:50

trans secretary throatfucked by her boss and gets big facial

Clips4sale 1 year ago

Strapon Fuck Doll - 720HD

65% 0:15 / 12:16

Strapon Fuck Doll - 720HD

Clips4sale 3 years ago

Stepmother in Lingerie Trims Horny hairy Dick of Kneeling Crossdresser in Stockings - HandJobs Submissive Crossdresser with Cock until the Last drop of Cum, Feminization of the Straight Man, Amateur Couple Perverted Fantasy 4k

71% 4K 0:28 / 27:55

Stepmother in Lingerie Trims Horny hairy Dick of Kneeling Crossdresser in Stockings - HandJobs Submissive Crossdresser with Cock until the Last drop of Cum, Feminization of the Straight Man, Amateur Couple Perverted Fantasy 4k

Clips4sale 8 months ago

Medfet shaving genitals after locktober

55% HD 0:10 / 19:04

Medfet shaving genitals after locktober

LoyalFans 2 years ago

Sissy Maid Service Training Made To Crossdress Men Following Orders Sissification of my House Slave

Sissy Maid Service Training Made To Crossdress Men Following Orders Sissification of my House Slave

LoyalFans 1 week ago

Useless and Impaled

59% 0:21 / 1:11:14

Useless and Impaled

Clips4sale 1 year ago

Fucking Petite Trans - Compilation 10

HD 0:10 / 20:06

Fucking Petite Trans - Compilation 10

LoyalFans 1 day 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

Dreams of Chastity | Smoking Teasing Goth FTM Femboy Ties Up your Cock and Torments Relentlessly before Ass Breeding

HD 0:10 / 19:53

Dreams of Chastity | Smoking Teasing Goth FTM Femboy Ties Up your Cock and Torments Relentlessly before Ass Breeding

LoyalFans 1 week ago

Bisexual Sluts with TS Kim Wagner

66% 4K 0:26 / 34:47

Bisexual Sluts with TS Kim Wagner

Clips4sale 1 year ago

7 Day Sissy Tasks Challenge

HD 0:20 / 19:04

7 Day Sissy Tasks Challenge

Clips4sale 2 years ago

All About Panties

All About Panties

Clips4sale 2 years 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 8 months ago

Super Sexy Goth Femboy Jade Madison Sucking and Fucking - Compilation 1

HD 0:10 / 20:01

Super Sexy Goth Femboy Jade Madison Sucking and Fucking - Compilation 1

LoyalFans 4 days ago

*EXCLUSIVE* SEXIEST Latina Trans Beauty Fucked BEST COMPILATION

HD 0:10 / 20:48

*EXCLUSIVE* SEXIEST Latina Trans Beauty Fucked BEST COMPILATION

LoyalFans 1 day ago

Fucking Petite Trans - Compilation 3

HD 0:10 / 20:05

Fucking Petite Trans - Compilation 3

LoyalFans 1 day ago

Fucking Big Ass Sissy in Chastity - Compilation 1

HD 0:10 / 20:06

Fucking Big Ass Sissy in Chastity - Compilation 1

LoyalFans 4 days ago

Trans Valorie Valentina Birthday Fucking

HD 0:10 / 16:36

Trans Valorie Valentina Birthday Fucking

LoyalFans 1 day ago

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

67% 4K 0:16 / 13:04

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

Clips4sale 8 months ago

Latex Sissy Maid Training

69% 0:30 / 21:33

Latex Sissy Maid Training

Clips4sale 1 year ago

Fucking Petite Trans - Compilation 1

HD 0:10 / 20:02

Fucking Petite Trans - Compilation 1

LoyalFans 1 day ago

Fucking Petite Trans - Compilation 16

HD 0:10 / 20:15

Fucking Petite Trans - Compilation 16

LoyalFans 1 day ago

Anal Fissting Sissy Slut Deep

65% HD 0:10 / 3:12

Anal Fissting Sissy Slut Deep

LoyalFans 2 years ago

Sissy Slut School Lesson 2/4: Sissy Training, Double Anal & Double Blowjob Training with Mistress Stellina Obscura

65% HD 0:10 / 14:56

Sissy Slut School Lesson 2/4: Sissy Training, Double Anal & Double Blowjob Training with Mistress Stellina Obscura

LoyalFans 1 month ago

Tatted Trans Chloe T Star Fucked Hardcore - Compilation 2

HD 0:10 / 20:00

Tatted Trans Chloe T Star Fucked Hardcore - Compilation 2

LoyalFans 4 days ago

caged trans teen GAPES her hole and CUMS all over herself

63% 4K 0:14 / 10:12

caged trans teen GAPES her hole and CUMS all over herself

Clips4sale 8 months ago

Fucking Trans Kelsey Masters Raw and Masturbating - Compilation 1

HD 0:10 / 20:54

Fucking Trans Kelsey Masters Raw and Masturbating - Compilation 1

LoyalFans 4 days ago

Fucked into Sissy Slavery

44% HD 0:10 / 24:29

Fucked into Sissy Slavery

LoyalFans 3 years ago

Panty Soaking Sissygasm - Ballbusting and Vibrator Punishment - HD

65% HD 0:30 / 28:42

Panty Soaking Sissygasm - Ballbusting and Vibrator Punishment - HD

Clips4sale 2 years ago

Accomplishments in your Mistress's name [1080p, mp4]

71% HD 0:14 / 10:03

Accomplishments in your Mistress's name [1080p, mp4]

Clips4sale 3 years ago

Chastity Test Satanic JOI with Cupcake Sinclair MOV

Chastity Test Satanic JOI with Cupcake Sinclair MOV

Clips4sale 4 years ago

Part 1: sissy sleepover and encouraged bi cock sucking humiliation for sissy bitch with Mistress L Hush

46% 0:11 / 10:38

Part 1: sissy sleepover and encouraged bi cock sucking humiliation for sissy bitch with Mistress L Hush

Clips4sale 3 years ago

Locked in Chastity Kendra James gives her bull sub a viagra then rails and cums in his ass with a strapon

Locked in Chastity Kendra James gives her bull sub a viagra then rails and cums in his ass with a strapon

Clips4sale 2 years ago

Sissy Hole Playtime in Chastity

HD 0:10 / 18:37

Sissy Hole Playtime in Chastity

Clips4sale 4 years ago

Caged Sissy Cums From Intense CBT

51% HD 0:21 / 12:52

Caged Sissy Cums From Intense CBT

Clips4sale 3 years ago

Teaching Sydney How to Fuck

72% HD 0:47 / 25:08

Teaching Sydney How to Fuck

Clips4sale 2 years ago

QOS sissy rides BBC, bust her balls, and squirts out of cage

QOS sissy rides BBC, bust her balls, and squirts out of cage

Clips4sale 2 years ago

Locked * Stuffed * Fisted

HD 0:10 / 11:29

Locked * Stuffed * Fisted

LoyalFans 2 years ago

sissy whore gapes hole with BBC busts hers balls and cums

68% 0:18 / 11:13

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Clips4sale 1 year ago

720P JOI For The Feminized Sissies Clit: POV, Chastity, Crossdressing, Edging, CEI And Cum Count Down

HD 0:59 / 14:35

720P JOI For The Feminized Sissies Clit: POV, Chastity, Crossdressing, Edging, CEI And Cum Count Down

Clips4sale 1 year ago

pov sph BG hot huge cock futa pegs sissy in chastity

62% HD 0:10 / 8:05

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LoyalFans 2 years ago

POV your dom sissifies you

HD 0:10 / 11:28

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LoyalFans 4 weeks ago

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

71% 4K 0:18 / 9:49

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

Clips4sale 11 months ago

Sissy Slut Examination by a Surprise Latex Doctor

46% HD 0:10 / 25:33

Sissy Slut Examination by a Surprise Latex Doctor

LoyalFans 5 months ago

trans in chastity cums in public with huge BBC dildo

48% HD 0:12 / 8:05

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Clips4sale 10 months ago

Feminized and Fucked by My Strapon

45% HD 0:10 / 9:53

Feminized and Fucked by My Strapon

LoyalFans 2 years ago

Fuck your Ass for Goddess - Sissy Anal JOI + Strapon by Goddess Nikki Kit

Fuck your Ass for Goddess - Sissy Anal JOI + Strapon by Goddess Nikki Kit

LoyalFans 1 year ago

Mindless Latex Sissy Maid

HD 0:10 / 17:19

Mindless Latex Sissy Maid

LoyalFans 1 year 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 9 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

trans snowbunny gets filled up by BBC and cums in flat cage

70% 4K 0:13 / 9:01

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Clips4sale 10 months ago

Hotel Hookups VOL 1

HD 0:10 / 22:22

Hotel Hookups VOL 1

LoyalFans 5 months ago

Sissy Chastity Slave Teased and Denied

52% HD 0:10 / 12:26

Sissy Chastity Slave Teased and Denied

LoyalFans 2 years 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 6 months ago

Sissy maid for hire - Your first day

Sissy maid for hire - Your first day

Clips4sale 2 years ago

hot teen trans in chastity gapes ass with BBC and farts cum

65% 4K 0:19 / 11:21

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Clips4sale 9 months ago

trans cowgirl cosplay fills her pussy with bad dragon cum

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Clips4sale 1 year ago

Nara have fun with Ts Roberta Cortes and Ts Janny Costa in front of her cuck husband (EN-sub)

65% HD 0:10 / 21:39

Nara have fun with Ts Roberta Cortes and Ts Janny Costa in front of her cuck husband (EN-sub)

LoyalFans 1 year ago

hot dominant goth gives you SPH whilst stroking BBC JOI

77% 0:20 / 5:38

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Clips4sale 1 year ago

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74% 0:13 / 7:16

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Clips4sale 1 year ago

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