Chastity Videos - Trans (1,751)

Sissy Slut Training with Helena Price pt 1

HD 0:10 / 29:34

Sissy Slut Training with Helena Price pt 1

LoyalFans 2 weeks ago

Pool Table Pegging Part 1

63% HD 0:10 / 10:13

Pool Table Pegging Part 1

LoyalFans 3 weeks ago

Trans Sissy Nipple Clamps and Chastity Tease

66% 0:30 / 7:51

Trans Sissy Nipple Clamps and Chastity Tease

Clips4sale 2 weeks ago

Throwback: Railed Out and Bred by Masked BBC

HD 0:10 / 29:54

Throwback: Railed Out and Bred by Masked BBC

LoyalFans 3 days ago

Making You My Fuck Puppet

HD 0:10 / 10:01

Making You My Fuck Puppet

LoyalFans 2 weeks ago

Super Girl's Secret is Revealed and humiliated

66% HD 0:10 / 15:04

Super Girl's Secret is Revealed and humiliated

LoyalFans 3 weeks ago

Sissy Slut Examination by a Surprise Latex Doctor

65% HD 0:10 / 25:33

Sissy Slut Examination by a Surprise Latex Doctor

LoyalFans 1 week ago

Anal Fissting Sissy Slut Deep

62% HD 0:10 / 3:12

Anal Fissting Sissy Slut Deep

LoyalFans 2 years ago

Hotel Hookups VOL 1

HD 0:10 / 22:22

Hotel Hookups VOL 1

LoyalFans 3 weeks ago

Down the sissy rabbit hole - My Story

50% HD 0:10 / 17:16

Down the sissy rabbit hole - My Story

LoyalFans 2 months ago

Foot worship orgasm and cum feeding for TS Girl - [FHD mp4] | Demoness Luna, JuliaTS | Femdom

Foot worship orgasm and cum feeding for TS Girl - [FHD mp4] | Demoness Luna, JuliaTS | Femdom

Clips4sale 2 days ago

Pink Princess Rosebud Pervert

87% 0:30 / 14:44

Pink Princess Rosebud Pervert

Clips4sale 1 year ago

Subby tgirl railed out by 12inch BBC

54% HD 0:10 / 21:13

Subby tgirl railed out by 12inch BBC

LoyalFans 1 month ago

Sissy Slut Examination by a Surprise Latex Doctor

50% HD 0:10 / 25:33

Sissy Slut Examination by a Surprise Latex Doctor

LoyalFans 1 week 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 11 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 1 month ago

Tgirl Kassandra ass fucked by @Thadmaxxx 's BBC

49% HD 0:10 / 23:17

Tgirl Kassandra ass fucked by @Thadmaxxx 's BBC

LoyalFans 1 month ago

Tgirl Sissy gets the QOS treatment ♠️

56% HD 0:10 / 14:29

Tgirl Sissy gets the QOS treatment ♠️

LoyalFans 1 week ago

Caged and Clamped [Femdom Domination Nipple Play Chastity Trans Woman]

HD 0:10 / 11:42

Caged and Clamped [Femdom Domination Nipple Play Chastity Trans Woman]

LoyalFans 2 weeks ago

BBC hot fuck & breeding 🥵♠️

58% HD 0:10 / 7:58

BBC hot fuck & breeding 🥵♠️

LoyalFans 5 months ago

Rought Pegging Quickie in Leather | MahoganyQen

HD 0:10 / 15:38

Rought Pegging Quickie in Leather | MahoganyQen

LoyalFans 2 months ago

Routine Inspection Pt 1

66% HD 0:10 / 11:43

Routine Inspection Pt 1

LoyalFans 9 months ago

Trans Anal Pool Orgy

Premium HD 31:00

Trans Anal Pool Orgy

AEBN 16 hours ago

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

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

Clips4sale 1 month 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 3 weeks ago

TINY Girl, BIG Strapon - Crossdresser (SubPOV)

Premium VR 21:32

TINY Girl, BIG Strapon - Crossdresser (SubPOV)

SexLikeReal 1 year ago

You are my Next Ugly Big Black Cock Slut

4K 0:29 / 12:55

You are my Next Ugly Big Black Cock Slut

Clips4sale 1 year ago

HUSBAND CROSSDRESSER with BBC (EN-720)

HD 0:20 / 12:54

HUSBAND CROSSDRESSER with BBC (EN-720)

Clips4sale 4 weeks ago

PEGGED IN CHASTITY Ft BubblePinkElle

73% 0:27 / 10:31

PEGGED IN CHASTITY Ft BubblePinkElle

Clips4sale 1 year ago

Sissy Gets Caught

62% 0:30 / 9:26

Sissy Gets Caught

Clips4sale 11 months ago

SPANKING AND BALLBUSTING IN A SUBMISSIVE SHEMALE WITH CHASTITY CAGE

SPANKING AND BALLBUSTING IN A SUBMISSIVE SHEMALE WITH CHASTITY CAGE

C4S 1 month ago

Compilation of sissy cuckold training - Real session with two partners - BBC - Trans woman - Sissy Chastity

HD 0:59 / 32:38

Compilation of sissy cuckold training - Real session with two partners - BBC - Trans woman - Sissy Chastity

Clips4sale 1 week ago

Latex Sissy Maid Training

69% 0:30 / 21:33

Latex Sissy Maid Training

Clips4sale 8 months ago

Fucking MTF Chastity Charlie 2

Fucking MTF Chastity Charlie 2

Clips4sale 3 months ago

Caged Sissy Cums From Intense CBT

51% HD 0:21 / 12:52

Caged Sissy Cums From Intense CBT

Clips4sale 3 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 6 months ago

Trans Doll Pumps Tits and Fucks Ass

67% HD 0:10 / 16:15

Trans Doll Pumps Tits and Fucks Ass

Clips4sale 4 years ago

Miss Hannah Blake & Rubber Rose - Big ass MILF pegging hot TS (HD1080p)

HD 0:21 / 12:03

Miss Hannah Blake & Rubber Rose - Big ass MILF pegging hot TS (HD1080p)

Clips4sale 1 week ago

Trans FemDom Aerie Rei Uses Me While Locked In Chastity

Trans FemDom Aerie Rei Uses Me While Locked In Chastity

Clips4sale 1 month ago

30 days in chastity & anal orgasm 720p

43% HD 0:15 / 9:10

30 days in chastity & anal orgasm 720p

Clips4sale 2 years ago

Slut Academy Pegging and Strap-on blowjob with TS girl - 4K | Demoness Luna, JuliaTS

63% 4K 0:30 / 17:46

Slut Academy Pegging and Strap-on blowjob with TS girl - 4K | Demoness Luna, JuliaTS

Clips4sale 3 months ago

Chastity Whore

Clips4sale 1 week ago

Chastity Slut Pegged w Neena Deville

66% 0:25 / 10:38

Chastity Slut Pegged w Neena Deville

Clips4sale 7 months ago

Feminized and Fucked by My Strapon

55% HD 0:10 / 9:53

Feminized and Fucked by My Strapon

LoyalFans 2 years ago

Humiliated Sissy Custom #2

56% HD 0:10 / 14:23

Humiliated Sissy Custom #2

LoyalFans 11 months ago

Sissy In The Ladies Class

Sissy In The Ladies Class

LoyalFans 2 months ago

Ebony Latex Queen Pegging and Mouth fucking | MahoganyQen

66% HD 0:10 / 7:07

Ebony Latex Queen Pegging and Mouth fucking | MahoganyQen

LoyalFans 3 years ago

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

61% HD 0:10 / 31:04

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

LoyalFans 5 months ago

Throbbing Sissy Cuckold

51% HD 0:10 / 8:38

Throbbing Sissy Cuckold

LoyalFans 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 7 months ago

Housewife Fucked by Husband's Pool Cleaners

HD 0:10 / 26:54

Housewife Fucked by Husband's Pool Cleaners

LoyalFans 2 months ago

femdom futa Step-Mommy pegs you and makes you her cocksucking sissy slut - SD

femdom futa Step-Mommy pegs you and makes you her cocksucking sissy slut - SD

Clips4sale 3 years ago

A Smallcock Christmas

67% 0:26 / 18:18

A Smallcock Christmas

Clips4sale 1 year ago

sissy slut in pink heels fucks her ass and cums in cage

66% 0:12 / 8:33

sissy slut in pink heels fucks her ass and cums in cage

Clips4sale 1 year 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 4 months ago

Coom Brained

57% HD 0:30 / 21:51

Clips4sale 3 years ago

oiled braceface BBC anal ballbusting and chastity cum

61% 4K 0:12 / 11:12

oiled braceface BBC anal ballbusting and chastity cum

Clips4sale 10 months ago

Riley Wears Cummy Pee Stained Panties

55% 0:11 / 18:05

Riley Wears Cummy Pee Stained Panties

Clips4sale 3 years ago

Chastity Prisoner Anal Hooked and Vibed

61% 0:23 / 48:28

Chastity Prisoner Anal Hooked and Vibed

Clips4sale 11 months ago

Electro stimulation and remote control butt plug orgasm

Electro stimulation and remote control butt plug orgasm

Clips4sale 3 years ago

Two Hole Fleshlight

HD 0:29 / 23:49

Two Hole Fleshlight

Clips4sale 1 year ago

Cucked By My New Sex Machine By Ruby Onyx

4K 0:30 / 17:59

Cucked By My New Sex Machine By Ruby Onyx

Clips4sale 1 year ago

Helena Price Presents - Training Her Tranny Ass With My BBC!!! Part 2 of 2 MP4

56% 0:11 / 28:07

Helena Price Presents - Training Her Tranny Ass With My BBC!!! Part 2 of 2 MP4

Clips4sale 2 years 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

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

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

59% 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 4 months ago

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

69% HD 0:10 / 16:19

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

LoyalFans 3 months ago

Chastity training for Sissy Anna

Chastity training for Sissy Anna

Clips4sale 1 year 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

Transbian Voyeur Tease [Femdom Lingerie Chastity]

68% HD 0:10 / 7:46

Transbian Voyeur Tease [Femdom Lingerie Chastity]

LoyalFans 1 month ago

Sissygasm w Ava Venom

52% HD 0:10 / 8:51

Sissygasm w Ava Venom

LoyalFans 8 months ago

Mistress of the Night part II

64% 0:20 / 14:13

Mistress of the Night part II

Clips4sale 2 years ago

Sissy Step 3

44% HD 0:10 / 13:08

LoyalFans 1 year ago

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

48% 0:15 / 26:57

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

C4S 2 years ago

Sissy Slut Gets Strapped

60% HD 0:10 / 13:23

Sissy Slut Gets Strapped

LoyalFans 2 months ago

shemale dick

HD 0:10 / 14:04

LoyalFans 6 months ago

She-Male Strokers 18

HD 0:30 / 2:45:00

She-Male Strokers 18

AEBN 19 years ago

Edged & Denied - Femdom Chastity Tease & Denial

55% HD 0:10 / 12:19

Edged & Denied - Femdom Chastity Tease & Denial

LoyalFans 1 year ago

caged sissy slut rides BBC and squirts spermless sissy juice

caged sissy slut rides BBC and squirts spermless sissy juice

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 9 months ago

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

63% 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 5 months ago

Wrestling for the Cage Keys

59% 0:14 / 17:16

Wrestling for the Cage Keys

Clips4sale 9 months ago

Tranny Domination! Maximum punishment for chaste loser slave: fuck rubber doll with cage!

Tranny Domination! Maximum punishment for chaste loser slave: fuck rubber doll with cage!

Clips4sale 1 year ago

You're going to futa jail

57% HD 0:10 / 11:01

You're going to futa jail

LoyalFans 1 year 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

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 4 months 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 1 year ago

Mindfucked - Sissy Strapon Edging, Massive Cum Facial and Chastity Squirt - SD

Mindfucked - Sissy Strapon Edging, Massive Cum Facial and Chastity Squirt - SD

Clips4sale 1 year ago

after the gloryhole: futa femdom sissy chastity & diaper fetish blowjob - HD

42% HD 0:30 / 5:13

after the gloryhole: futa femdom sissy chastity & diaper fetish blowjob - HD

Clips4sale 2 years ago

Sissies Punishment by Princess Aurora & Slavena

Sissies Punishment by Princess Aurora & Slavena

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

SISSYGASM ENCOURAGEMENT

66% HD 0:10 / 7:26

SISSYGASM ENCOURAGEMENT

LoyalFans 1 year ago

33 Minutes Of DENIAL Goddess Of Destruction Chastity Anal JOI

41% HD 0:25 / 33:11

33 Minutes Of DENIAL Goddess Of Destruction Chastity Anal JOI

Clips4sale 3 years ago

Sissy Goon for Goddess JOI by Goddess Nikki Kit

Sissy Goon for Goddess JOI by Goddess Nikki Kit

Clips4sale 6 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

Sissy Faggot Cocksucker JOI

53% HD 0:25 / 18:16

Sissy Faggot Cocksucker JOI

Clips4sale 2 years ago

Long Term Chastity

Long Term Chastity

Clips4sale 3 years ago

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

65% HD 0:56 / 31:00

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

Clips4sale 10 months ago

Hunted and Caged Part 12 - Prisoner to sissy Transformation 6 with Anna List

4K 0:46 / 10:19

Hunted and Caged Part 12 - Prisoner to sissy Transformation 6 with Anna List

Clips4sale 2 years ago

COCK IN A FROCK 7

56% 4K 0:30 / 15:22

COCK IN A FROCK 7

Clips4sale 1 year ago

Chastity release milking - tease and denial

Chastity release milking - tease and denial

Clips4sale 1 year ago

Medfet washing outside and inside (1280x720)

68% 0:18 / 17:58

Medfet washing outside and inside (1280x720)

Clips4sale 4 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 3 months ago

Dickless loser slave humiliated by tranny girl! Fucking a rubber doll with a strap-on, that's all he can do!

62% HD 0:30 / 7:21

Dickless loser slave humiliated by tranny girl! Fucking a rubber doll with a strap-on, that's all he can do!

Clips4sale 10 months ago

Pretty Sissy Anal Milking

60% HD 0:11 / 14:10

Pretty Sissy Anal Milking

Clips4sale 4 years ago

Small dick girls dont cum

63% 4K 0:10 / 8:55

Small dick girls dont cum

Clips4sale 2 years ago

Karen at a Coffee Shop 2

Karen at a Coffee Shop 2

Clips4sale 2 years ago

Tropical threesome that makes him surrender

71% 4K 0:21 / 22:10

Tropical threesome that makes him surrender

Clips4sale 2 years ago

If you feel like a woman, I will help you feminize and yes, my lover will fuck you in your hole too 16 min

55% 0:30 / 16:55

If you feel like a woman, I will help you feminize and yes, my lover will fuck you in your hole too 16 min

Clips4sale 11 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

Blind Worship, Raw Reward

HD 0:10 / 13:37

Blind Worship, Raw Reward

LoyalFans 7 months ago

Medfet shaving genitals after locktober

59% HD 0:10 / 19:04

Medfet shaving genitals after locktober

LoyalFans 2 years ago

Sissy Chastity Slave Teased and Denied

61% HD 0:10 / 12:26

Sissy Chastity Slave Teased and Denied

LoyalFans 2 years ago

(Not) Getting Topped by BubblePinkElle

42% HD 0:10 / 25:32

(Not) Getting Topped by BubblePinkElle

LoyalFans 1 year 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

Used by Mistress Susi with Condom Mask in chastity /Von der Lady mit Kondommaske in Chastity benutzt

61% HD 0:10 / 8:30

Used by Mistress Susi with Condom Mask in chastity /Von der Lady mit Kondommaske in Chastity benutzt

LoyalFans 3 years ago

Good Girls Get Chastity From Femdom Elizabelle Dixie

66% HD 0:10 / 10:41

Good Girls Get Chastity From Femdom Elizabelle Dixie

LoyalFans 9 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 3 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 1 month 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 7 months ago

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