Chastity Videos - Trans (1,630)

Feminization 101

55% HD 0:10 / 37:40

Feminization 101

LoyalFans 1 week ago

Jessica Chen in Her School Uniform Gets Help with Self Bondage

Jessica Chen in Her School Uniform Gets Help with Self Bondage

Clips4sale 2 weeks ago

pigtail trans cutie

61% 0:30 / 26:19

pigtail trans cutie

Clips4sale 10 months ago

Sissy Slut Examination by a Surprise Latex Doctor

57% HD 0:10 / 25:33

Sissy Slut Examination by a Surprise Latex Doctor

LoyalFans 2 months ago

Edged & Denied - Femdom Chastity Tease & Denial

57% HD 0:10 / 12:19

Edged & Denied - Femdom Chastity Tease & Denial

LoyalFans 1 year ago

Feminizing and Face Fucking a Sissy

57% HD 0:10 / 23:48

Feminizing and Face Fucking a Sissy

LoyalFans 4 days ago

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

60% HD 0:10 / 16:19

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

LoyalFans 5 months ago

Locktober Tgirl Fucktoy Double Domination Part 1

Locktober Tgirl Fucktoy Double Domination Part 1

LoyalFans 4 years ago

Pink Princess Rosebud Pervert

87% 0:30 / 14:44

Pink Princess Rosebud Pervert

Clips4sale 1 year ago

Sissy Slut Examination by a Surprise Latex Doctor

72% HD 0:10 / 25:33

Sissy Slut Examination by a Surprise Latex Doctor

LoyalFans 2 months ago

Virgin Beta Sissy Training – Crossdressing and Ass Worship - virgin humiliation pov - chastity cage - tease and denial - faggot training - sissy slut

HD 0:10 / 10:32

Virgin Beta Sissy Training – Crossdressing and Ass Worship - virgin humiliation pov - chastity cage - tease and denial - faggot training - sissy slut

LoyalFans 1 week ago

Rubbing Lips Shaped Chastity till Cum

HD 0:10 / 28:03

Rubbing Lips Shaped Chastity till Cum

LoyalFans 2 weeks ago

Subby tgirl railed out by 12inch BBC

54% HD 0:10 / 21:13

Subby tgirl railed out by 12inch BBC

LoyalFans 2 months ago

pov sph BG hot huge cock futa pegs sissy in chastity

62% HD 0:10 / 8:05

pov sph BG hot huge cock futa pegs sissy in chastity

LoyalFans 2 years ago

complete submission: sph, asshole worship, pegging, spit eating, female supremacy

HD 0:10 / 12:13

complete submission: sph, asshole worship, pegging, spit eating, female supremacy

LoyalFans 1 year ago

2 Sissy Maids Cleaning Goes Wrong!!

63% HD 0:10 / 13:45

2 Sissy Maids Cleaning Goes Wrong!!

LoyalFans 5 months ago

Mistress Revenge's Cum Dumpster

HD 0:30 / 12:21

Mistress Revenge's Cum Dumpster

Clips4sale 1 month ago

Housewife Fucked by Husband's Pool Cleaners

HD 0:10 / 26:54

Housewife Fucked by Husband's Pool Cleaners

LoyalFans 4 months 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

Rought Pegging Quickie in Leather | MahoganyQen

HD 0:10 / 15:38

Rought Pegging Quickie in Leather | MahoganyQen

LoyalFans 4 months ago

Fuckmachine and Throat Training Day

Fuckmachine and Throat Training Day

LoyalFans 2 years ago

Sissy Fucks MASSIVE Dildo for Mistress

Sissy Fucks MASSIVE Dildo for Mistress

Clips4sale 3 years ago

Let's get sissified! - FEMINIZATION

Let's get sissified! - FEMINIZATION

LoyalFans 2 weeks ago

Predicament! Threesome Rope Bondage

67% HD 0:10 / 13:17

Predicament! Threesome Rope Bondage

LoyalFans 10 months 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

63% 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 8 months ago

Chastity Slut Loves Ball Busting

HD 0:11 / 17:38

Chastity Slut Loves Ball Busting

Clips4sale 4 years ago

hot trans gapes hole with bad dragon tentacle and cums caged

71% 0:15 / 14:05

hot trans gapes hole with bad dragon tentacle and cums caged

Clips4sale 1 year ago

Caged, Fingered, and Left Bound for The Night

Caged, Fingered, and Left Bound for The Night

Clips4sale 1 year ago

Hot Trans Girls In Latex Have A Rough Threesome

HD 0:10 / 35:19

Hot Trans Girls In Latex Have A Rough Threesome

LoyalFans 2 weeks 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 8 months ago

sissy egirl in chastity cums gaping her ass with bad dragon

sissy egirl in chastity cums gaping her ass with bad dragon

Clips4sale 2 years ago

3 Maids and the Mistress sissy training group sex foursome group sex anal fucking doubleteam with big dicks and cumshots

3 Maids and the Mistress sissy training group sex foursome group sex anal fucking doubleteam with big dicks and cumshots

Clips4sale 1 year ago

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

57% HD 0:10 / 13:03

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

LoyalFans 10 hours ago

Useless and Impaled

59% 0:21 / 1:11:14

Useless and Impaled

Clips4sale 1 year ago

Anal Fissting Sissy Slut Deep

62% HD 0:10 / 3:12

Anal Fissting Sissy Slut Deep

LoyalFans 2 years 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 5 months ago

Step-mom @msjasmine699 catches and punishes trans step-daughter Kassandra 🎀🥵

53% HD 0:10 / 23:49

Step-mom @msjasmine699 catches and punishes trans step-daughter Kassandra 🎀🥵

LoyalFans 1 month ago

Ebony Latex Queen Pegging and Mouth fucking | MahoganyQen

67% HD 0:10 / 7:07

Ebony Latex Queen Pegging and Mouth fucking | MahoganyQen

LoyalFans 3 years ago

Trans Angel August Harper plays with her girlcock

65% 0:30 / 5:03

Trans Angel August Harper plays with her girlcock

Clips4sale 1 year ago

Good Girl Fucked, Bad Girl Cucked

68% HD 1:00 / 29:25

Good Girl Fucked, Bad Girl Cucked

Clips4sale 3 years ago

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

68% 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

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

72% 4K 0:18 / 9:49

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

Clips4sale 8 months ago

Sleepover with Futanari dolls Reina Hanno & Kanisa

65% HD 0:10 / 19:33

Sleepover with Futanari dolls Reina Hanno & Kanisa

LoyalFans 6 months ago

Step-Sis Locked Me Up: ThePrincessLuxy Cages Gooner Virgin Step-brother & Prepares him for College Sexual Rejection with Cuckold and Tease & Denial

HD 0:10 / 10:06

Step-Sis Locked Me Up: ThePrincessLuxy Cages Gooner Virgin Step-brother & Prepares him for College Sexual Rejection with Cuckold and Tease & Denial

LoyalFans 5 months ago

Ultrageil Gefesslt und mit Shemale In den Wahnsinn getrieben/Double Dom Evil Chastity Tease in Suspension with sexy TS (english)

HD 0:10 / 16:47

Ultrageil Gefesslt und mit Shemale In den Wahnsinn getrieben/Double Dom Evil Chastity Tease in Suspension with sexy TS (english)

LoyalFans 1 year ago

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

65% HD 0:11 / 21:24

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

Clips4sale 3 years ago

hot dominant goth gives you SPH whilst stroking BBC JOI

77% 0:20 / 5:38

hot dominant goth gives you SPH whilst stroking BBC JOI

Clips4sale 1 year ago

Deep Throat Blowjob after chastity

83% 0:14 / 9:22

Deep Throat Blowjob after chastity

Clips4sale 1 year 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 7 months ago

Mommy's Massive Monster Cock!!!!

63% HD 0:10 / 13:40

Mommy's Massive Monster Cock!!!!

LoyalFans 4 months ago

Routine Inspection Full Cut

66% HD 0:10 / 38:09

Routine Inspection Full Cut

LoyalFans 10 months ago

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

55% 4K 0:10 / 44:35

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

LoyalFans 7 months ago

Black Santa Fucks His 3 White Sissy Elf Sluts

43% HD 0:10 / 28:18

Black Santa Fucks His 3 White Sissy Elf Sluts

LoyalFans 3 months ago

Trans Sissy Nipple Clamps and Chastity Tease

66% 0:30 / 7:51

Trans Sissy Nipple Clamps and Chastity Tease

Clips4sale 2 months 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 1 year ago

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

64% 4K 0:10 / 44:35

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

LoyalFans 7 months ago

TS Ana Corvida Meets Otto to be Let Out of Self Bondage

66% 0:30 / 16:14

TS Ana Corvida Meets Otto to be Let Out of Self Bondage

Clips4sale 1 year ago

Chastity release milking - tease and denial

Chastity release milking - tease and denial

Clips4sale 2 years ago

Feminized and Fucked by My Strapon

50% HD 0:10 / 9:53

Feminized and Fucked by My Strapon

LoyalFans 2 years ago

LILY DUPONT : SISSIFICATION FOR SISSY KELLY - PART 1

LILY DUPONT : SISSIFICATION FOR SISSY KELLY - PART 1

Clips4sale 1 month 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 5 months ago

THE 4 STEPS TO A SISSYGASM

THE 4 STEPS TO A SISSYGASM

LoyalFans 1 year ago

Miss Lilly, the Lady of the Manor, along with Miss Bella Bouvier and Miss Lola Milk, the two devoted governesses, embark on a full makeover sissy transformation of the new boy in the manor. Watch as he begins his journey to become a pretty girl, collared

HD 0:29 / 23:10

Miss Lilly, the Lady of the Manor, along with Miss Bella Bouvier and Miss Lola Milk, the two devoted governesses, embark on a full makeover sissy transformation of the new boy in the manor. Watch as he begins his journey to become a pretty girl, collared

Clips4sale 2 months ago

Teaching Sydney How to Fuck

71% HD 0:47 / 25:08

Teaching Sydney How to Fuck

Clips4sale 2 years ago

slutty trans teen goes balls deep with BBC and cums in cage

58% 4K 0:15 / 11:49

slutty trans teen goes balls deep with BBC and cums in cage

Clips4sale 1 year ago

Tgirl Sissy gets the QOS treatment ♠️

56% HD 0:10 / 14:29

Tgirl Sissy gets the QOS treatment ♠️

LoyalFans 2 months ago

Humiliated Sissy Custom #2

56% HD 0:10 / 14:23

Humiliated Sissy Custom #2

LoyalFans 1 year ago

Sissy Slut Gets Strapped

56% HD 0:10 / 13:23

Sissy Slut Gets Strapped

LoyalFans 4 months ago

15 days MTF transformation - sissy training - crossdresser - chastity belt - assgasm

44% HD 0:10 / 14:09

15 days MTF transformation - sissy training - crossdresser - chastity belt - assgasm

LoyalFans 1 year ago

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

62% HD 0:10 / 10:43

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

LoyalFans 8 months ago

Femboy Domination - A Humiliating Ride Of Submission

55% HD 0:10 / 26:12

Femboy Domination - A Humiliating Ride Of Submission

LoyalFans 1 month ago

Blind Worship, Raw Reward

HD 0:10 / 13:37

Blind Worship, Raw Reward

LoyalFans 9 months ago

Medfet shaving genitals after locktober

63% HD 0:10 / 19:04

Medfet shaving genitals after locktober

LoyalFans 2 years ago

Ball Gagged Bound Butt Brothers

58% HD 0:10 / 36:19

Ball Gagged Bound Butt Brothers

LoyalFans 1 year ago

My perfect rubberized sissy tutorial

My perfect rubberized sissy tutorial

LoyalFans 4 years 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 9 months 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

Your Sissification Initiation

65% HD 0:10 / 16:34

Your Sissification Initiation

LoyalFans 3 years ago

Hotwife BBC Creampie Cleanup – Beta Cuck Eats Every Drop

57% HD 0:10 / 20:34

Hotwife BBC Creampie Cleanup – Beta Cuck Eats Every Drop

LoyalFans 1 month ago

TS Slave Maid Spanking Punishment | MahoganyQen

68% HD 0:10 / 10:48

TS Slave Maid Spanking Punishment | MahoganyQen

LoyalFans 11 months ago

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

56% HD 0:10 / 14:01

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

LoyalFans 3 months ago

Sounds and Ballcrushing CBT on Latex Sissy

61% HD 0:10 / 26:25

Sounds and Ballcrushing CBT on Latex Sissy

LoyalFans 3 years ago

beta fucktoy part 2: free use office bitch in panties and chastity for futa boss

beta fucktoy part 2: free use office bitch in panties and chastity for futa boss

LoyalFans 1 year ago

Sissy Faggot Cocksucker JOI

46% HD 0:10 / 18:16

Sissy Faggot Cocksucker JOI

LoyalFans 2 years ago

Femdom handjob with latex gloves!

HD 0:10 / 23:58

Femdom handjob with latex gloves!

LoyalFans 3 weeks ago

Cheating Housewife Fucks BBC Lover

HD 0:10 / 19:55

Cheating Housewife Fucks BBC Lover

LoyalFans 4 months ago

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (4K)

58% 4K 0:10 / 5:00

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (4K)

LoyalFans 5 months ago

Sissy CEI Suck your Panties Clean SLUT

51% HD 0:10 / 8:49

Sissy CEI Suck your Panties Clean SLUT

LoyalFans 2 years ago

Slutty Spanking

HD 0:10 / 11:11

Slutty Spanking

LoyalFans 6 months ago

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

46% HD 0:10 / 13:03

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

LoyalFans 1 year ago

(Not) Getting Topped by BubblePinkElle

42% HD 0:10 / 25:32

(Not) Getting Topped by BubblePinkElle

LoyalFans 1 year ago

Tumbler Tattle Tail

Tumbler Tattle Tail

LoyalFans 3 weeks ago

Pool Table Pegging Part 1

63% HD 0:10 / 10:13

Pool Table Pegging Part 1

LoyalFans 2 months ago

Submissive Training III

42% HD 0:10 / 10:29

Submissive Training III

LoyalFans 6 months ago

► TAME LA BRAT - Ep.1 - Remplir sa bouche - Dame Courbe & Estrojeanne - lezdom, fellation, strapon, chasteté

HD 0:10 / 19:24

► TAME LA BRAT - Ep.1 - Remplir sa bouche - Dame Courbe & Estrojeanne - lezdom, fellation, strapon, chasteté

LoyalFans 1 year ago

Femdom TS Gangbang

HD 0:10 / 24:29

Femdom TS Gangbang

LoyalFans 3 years ago

Shemale and Slave fucking by two Mistresses / Shemale und Sklaven Strapon fick von zwei Herrinnen

HD 0:10 / 10:07

Shemale and Slave fucking by two Mistresses / Shemale und Sklaven Strapon fick von zwei Herrinnen

LoyalFans 3 years ago

Trans Anal Pool Orgy

Premium HD 31:00

Trans Anal Pool Orgy

AEBN 1 month ago

Loser Gets Caged and Cucked

HD 0:10 / 29:00

Loser Gets Caged and Cucked

LoyalFans 2 years ago

Trans Cowgirl August Harper Rides Adam Castle's Country Cock

HD 0:10 / 27:03

Trans Cowgirl August Harper Rides Adam Castle's Country Cock

LoyalFans 6 months ago

Three Bussy Boys

59% HD 0:10 / 21:03

Three Bussy Boys

LoyalFans 1 year ago

Routine Inspection Pt 1

67% HD 0:10 / 11:43

Routine Inspection Pt 1

LoyalFans 11 months 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 5 months ago

Sissy In The Ladies Class

Sissy In The Ladies Class

LoyalFans 4 months 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 7 months ago

Seduced By Silk - Star Nine

58% HD 0:10 / 13:41

Seduced By Silk - Star Nine

LoyalFans 2 years ago

trans slut spitroasted by BBC sex machine takes a big load

68% 0:17 / 10:08

trans slut spitroasted by BBC sex machine takes a big load

Clips4sale 1 year ago

Sissy Chastity Slave Teased and Denied

60% HD 0:10 / 12:26

Sissy Chastity Slave Teased and Denied

LoyalFans 2 years 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

Riley Wears Cummy Pee Stained Panties

55% 0:11 / 18:05

Riley Wears Cummy Pee Stained Panties

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 2 months 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

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

68% 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 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 1 year ago

cute young sissy in heels squirts cum through her panties

71% 0:09 / 6:33

cute young sissy in heels squirts cum through her panties

Clips4sale 1 year ago

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

70% 4K 0:13 / 9:01

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

Clips4sale 7 months 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

teen sissy in flat cage busts her balls until she cums

63% 4K 0:13 / 6:37

teen sissy in flat cage busts her balls until she cums

Clips4sale 5 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 1 year ago

Sissy Chastity Cage is a Pussy

Sissy Chastity Cage is a Pussy

LoyalFans 2 years ago

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