Chastity Videos - Trans (48,871)

Sissy Maid Self Bondage Leather Mitts with Ankle Cuffs

Sissy Maid Self Bondage Leather Mitts with Ankle Cuffs

xHamster 1 month ago

Tights Purity Sissy gets Pegged Thru Torn Nylons with Big Bad Dragon Strap-on by Domme

Tights Purity Sissy gets Pegged Thru Torn Nylons with Big Bad Dragon Strap-on by Domme

Transvids.tv 10 months ago

humungous-chested sissy get banged from behind while in her flat virginity

humungous-chested sissy get banged from behind while in her flat virginity

TransTube.tv 1 year ago

Forearms Free-For-All Assfuck Climax Sissygasm Cumpilation four

Forearms Free-For-All Assfuck Climax Sissygasm Cumpilation four

TrannyGem 3 years 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

Cumming Free Hands

Cumming Free Hands

xHamster 3 weeks ago

His dick in chastity, my hand inside him - full scene on OnlyFans

His dick in chastity, my hand inside him - full scene on OnlyFans

Pornzona 2 weeks ago

Hardcore CBT Session - Cock and Balls - Obedience Training

Hardcore CBT Session - Cock and Balls - Obedience Training

xHamster 1 year ago

Plugged Sissy Milk in Chastity Cage over a Mirror

Plugged Sissy Milk in Chastity Cage over a Mirror

ShemaleSin 4 years ago

Sexy Brunette Strip and Fuck

HD 2:00 / 13:00

Sexy Brunette Strip and Fuck

Flirt4Free 4 years ago

Fat Ass Sluts Compilation (3D⧸SFM). OverWatch HENTAI. Perfect 3D Porn.

Premium HD 12:45

Fat Ass Sluts Compilation (3D⧸SFM). OverWatch HENTAI. Perfect 3D Porn.

Sheer 1 year ago

Convincing You To Become A Controlled Sissy-Girl (HD MP4)

62% 4K 0:31 / 14:50

Convincing You To Become A Controlled Sissy-Girl (HD MP4)

Clips4sale 2 years ago

Mitts Free-For-All Ass Fucking Ejaculation Sissygasm Cumpilation 7

Mitts Free-For-All Ass Fucking Ejaculation Sissygasm Cumpilation 7

TrannyGem 1 year ago

Tammy riding dildo

Tammy riding dildo

aShemaleTube 1 year ago

The role of my cuckold

73% 4K 0:29 / 24:17

The role of my cuckold

Clips4sale 4 years ago

Bring a chastity lock and masturbate with anus 2

Bring a chastity lock and masturbate with anus 2

xHamster 11 months ago

Slutty Crossing Dressing Leyla Is A Filthy Whore For Empress Gaia In The Dungeon Part 1

65% HD 0:10 / 34:06

Slutty Crossing Dressing Leyla Is A Filthy Whore For Empress Gaia In The Dungeon Part 1

LoyalFans 1 year ago

Locking My Sissy WHORES Clitty in a Rosy Innocence Box Cootchie that says Sissy

Locking My Sissy WHORES Clitty in a Rosy Innocence Box Cootchie that says Sissy

TrannyGem 1 year ago

Anal Training For Chastity Caged Sissy Slut

59% HD 0:19 / 17:20

Anal Training For Chastity Caged Sissy Slut

Clips4sale 4 years ago

Crossdresser Plugged for Mistress

HD 0:10 / 13:20

Crossdresser Plugged for Mistress

Clips4sale 4 years ago

active lesbian training the anal hole of her trans girlfriend. double anal. extreme anal insertions. fisting

54% HD 0:12 / 4:19

active lesbian training the anal hole of her trans girlfriend. double anal. extreme anal insertions. fisting

PornBox 3 years ago

New chastity cage

New chastity cage

xHamster 4 years 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

Manacled femboy in innocence tear up herself with fake penis and butt-plug

Manacled femboy in innocence tear up herself with fake penis and butt-plug

TrannyGem 1 year ago

Diabla Rivers Private Show

HD 2:00 / 33:37

Diabla Rivers Private Show

Flirt4Free 2 years ago

Monica Farell Private Show

HD 2:00 / 18:41

Monica Farell Private Show

Flirt4Free 2 years ago

Locked Horny Sissy Femboy Cumplay

Locked Horny Sissy Femboy Cumplay

Pornzona 1 month ago

Sissy Training Sitting Pretty

Sissy Training Sitting Pretty

Clips4sale 8 months ago

Crossdresser slavery, e-stim chastity cage & buttplug, trembling climax

Crossdresser slavery, e-stim chastity cage & buttplug, trembling climax

Amateur8 5 years ago

Railing Her Faux-Cock Makes Her Pinned Clitty Seep A Pile!

Railing Her Faux-Cock Makes Her Pinned Clitty Seep A Pile!

TrannyGem 2 years ago

Chastity Sissys Desperate Dildo Training Captivating Caption Story

Chastity Sissys Desperate Dildo Training Captivating Caption Story

FapHouse 3 months ago

Une trans soumise en cage de chasteté se fait pénétrer avec un gode vibrant !

Une trans soumise en cage de chasteté se fait pénétrer avec un gode vibrant !

ShemaleSin 1 year ago

Sissygasm in chastity with micro penis

Sissygasm in chastity with micro penis

xHamster 3 years ago

Femboys Fucking in New Apartment part 1 Riding Cowgirl

Femboys Fucking in New Apartment part 1 Riding Cowgirl

xHamster 1 year ago

High Heel Turn White

HD 1:01 / 13:36

High Heel Turn White

FapHouse 6 months ago

Sissy Bride Wedding Day Part 2 Mistress Prepares Her Slut

73% 0:11 / 8:16

Sissy Bride Wedding Day Part 2 Mistress Prepares Her Slut

Clips4sale 3 years ago

Lest have a sensual and wet moment!:D Naked dance and fingering me so close seeing how my pussy drip my cream! Play with my asshole if u want too;)

Lest have a sensual and wet moment!:D Naked dance and fingering me so close seeing how my pussy drip my cream! Play with my asshole if u want too;)

Flirt4Free 1 year ago

So you wanna be my sissy girlfriend

Premium HD 8:19

So you wanna be my sissy girlfriend

Clips4sale 1 year ago

White Daddy Turns out Indian Crossdresser CD Raw

White Daddy Turns out Indian Crossdresser CD Raw

aShemaleTube 7 years ago

SissyCDMish - fucks bbc dildo for cam show again

SissyCDMish - fucks bbc dildo for cam show again

xHamster 7 months ago

Micky Mackenzie Private Show

HD 2:00 / 19:55

Micky Mackenzie Private Show

Flirt4Free 11 years ago

Sissy Femboy Opens her Bootie for the Nailing Machine

Sissy Femboy Opens her Bootie for the Nailing Machine

TrannyGem 9 months ago

Wearing chastity cage

Wearing chastity cage

xHamster 3 years ago

Active trans Girl Celine Dijjon waiting for Get fuckeck by Me in Hotel

Premium HD 9:10

Active trans Girl Celine Dijjon waiting for Get fuckeck by Me in Hotel

xnxxGold 1 year ago

Sophia Loreen Private Show

61% 4K 2:00 / 8:51

Sophia Loreen Private Show

Flirt4Free 2 months ago

Free day from the cage

Free day from the cage

xHamster 1 year ago

Troy Khalil Private Show

HD 2:00 / 27:09

Troy Khalil Private Show

Flirt4Free 2 years ago

Chastity estim cum for cute sissy

Chastity estim cum for cute sissy

ShemaleSin 4 years ago

Sissy bride chastity - Wedding night tease

50% 0:11 / 12:31

Sissy bride chastity - Wedding night tease

Clips4sale 2 years ago

A Thick Penetrates Nastya's Ass

A Thick Penetrates Nastya's Ass

xHamster 7 months ago

PorchaeTS chastity Pissgasm from massive anal dildos

PorchaeTS chastity Pissgasm from massive anal dildos

ShemaleSin 2 years ago

RUSSIAN FEMBOY HUMPS WITH DOMME FOR THE FIRST-EVER TIME WITH A IMMENSE BELT DICK, STRAPPED WITH A INNOCENCE

RUSSIAN FEMBOY HUMPS WITH DOMME FOR THE FIRST-EVER TIME WITH A IMMENSE BELT DICK, STRAPPED WITH A INNOCENCE

TrannyGem 4 years ago

Chastity sub gets double anal penetration from big cock TGirl and strap-on MILF

Chastity sub gets double anal penetration from big cock TGirl and strap-on MILF

aShemaleTube 1 year ago

Clown Feet

55% HD 0:22 / 42:12

Clips4sale 6 months ago

sissy brianna slaton dirty little cock whore

sissy brianna slaton dirty little cock whore

BeMyHole 5 years ago

travesti venezolana masturbandose rico latin shemale peru

Premium HD 5:01

travesti venezolana masturbandose rico latin shemale peru

Sheer 5 years ago

Good Girl Fucked, Bad Girl Cucked

68% HD 1:00 / 29:25

Good Girl Fucked, Bad Girl Cucked

Clips4sale 3 years ago

Sissy Maid Shackled to Toilet

Sissy Maid Shackled to Toilet

xHamster 4 years ago

Kaled & Lian Private Show

63% HD 2:00 / 12:24

Kaled & Lian Private Show

Flirt4Free 3 years ago

sissy purity 10/12/2022 Transgender gimp submission lock up iron cell

sissy purity 10/12/2022 Transgender gimp submission lock up iron cell

TrannyGem 9 months ago

Kigurumi chastity lock transvestite

Kigurumi chastity lock transvestite

Clips4sale 7 months ago

Lana Trap Gets Anal Training from Bombi for her 1 Month in Chastity Cage Part 1

Lana Trap Gets Anal Training from Bombi for her 1 Month in Chastity Cage Part 1

FreePorn8 5 years ago

Dani Doll in Chastity in Her Sexy Lingerie and Corset

Dani Doll in Chastity in Her Sexy Lingerie and Corset

Clips4sale 7 months ago

Talor Miko Private Show

HD 2:00 / 21:21

Talor Miko Private Show

Flirt4Free 7 years ago

Luci Belle And Rachael Belle - Trans Chastity Beauties Tease With Toys

Luci Belle And Rachael Belle - Trans Chastity Beauties Tease With Toys

PePorn 7 months ago

Cumeating Prissy Sissies (MP4)

70% 0:29 / 10:30

Cumeating Prissy Sissies (MP4)

Clips4sale 1 year ago

Bring a chastity lock and masturbate with anus

Bring a chastity lock and masturbate with anus

xHamster 11 months ago

Bunny and Lucy Feminize You

69% 0:11 / 8:34

Bunny and Lucy Feminize You

Clips4sale 2 years ago

Chastised Shemale Loves Taking Dick

Chastised Shemale Loves Taking Dick

xHamster 3 years ago

Fuckdoll Learns Endurance (4k)

65% 4K 0:30 / 30:36

Fuckdoll Learns Endurance (4k)

Clips4sale 1 year ago

Close-Up Slick Bum OCfemboy in V-Card Deep Railing Hankeys Playthings Centaur on Plowing Machine

Close-Up Slick Bum OCfemboy in V-Card Deep Railing Hankeys Playthings Centaur on Plowing Machine

TrannyGem 2 years ago

HUMILIATION DOMINATRIX MISTRESS WORSHIP - with busty blonde Angel Wicky

HUMILIATION DOMINATRIX MISTRESS WORSHIP - with busty blonde Angel Wicky

Xtits 1 year ago

Ilandis in a chastity thong and nylons has pleasure with his dark hole, screws himself with an artificial wang

Ilandis in a chastity thong and nylons has pleasure with his dark hole, screws himself with an artificial wang

ShemaleSin 3 years ago

Immense faux-cock assfuck

Immense faux-cock assfuck

Gayhub 7 months ago

Kittykaz Playing With Sex Toys In Chastity

Kittykaz Playing With Sex Toys In Chastity

Nuvid 3 months ago

Medfet washing outside and inside

65% 0:18 / 17:58

Medfet washing outside and inside

Clips4sale 4 years ago

Sissies Belong In Chastity (4KUHD MP4)

HD 0:30 / 15:17

Sissies Belong In Chastity (4KUHD MP4)

Clips4sale 2 years ago

Fuck Me Sideways, I Flooded Aline Tavares' Ass Like a Fucking Geyser

Fuck Me Sideways, I Flooded Aline Tavares' Ass Like a Fucking Geyser

XXXShake 1 year ago

chastity crossdresser multiple sissy orgasm

chastity crossdresser multiple sissy orgasm

xHamster 1 year ago

Sissy Taking Deep Slink Like Dildo and Stretching on a Fat Plug While in a Chastity Cage

HD 0:39 / 14:38

Sissy Taking Deep Slink Like Dildo and Stretching on a Fat Plug While in a Chastity Cage

FapHouse 7 months ago

fui no massagista e acabei dando gostoso pra ele - luana prado

fui no massagista e acabei dando gostoso pra ele - luana prado

PornBox 9 months ago

Sissygasm explodes with anal dilator fire

Sissygasm explodes with anal dilator fire

ShemaleSin 3 weeks ago

Ultra-Cute Sissy College Girl Assfuck with Foxtail & Chasity & Chat

Ultra-Cute Sissy College Girl Assfuck with Foxtail & Chasity & Chat

TrannyGem 5 years ago

Sissy Merve Rose Dogystyle First BBC Anal Cum Blonde Sexy Baby Stockings Red Blacked High Hells Tattoo Catgirl Chastity

Sissy Merve Rose Dogystyle First BBC Anal Cum Blonde Sexy Baby Stockings Red Blacked High Hells Tattoo Catgirl Chastity

xHamster 7 months ago

Muscular guy gets rough anal sex from shemale with big cock

Muscular guy gets rough anal sex from shemale with big cock

FapHouse 6 years ago

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

4K 0:11 / 57:10

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

Clips4sale 3 years ago

just leat me - lizzy laynez ots723

67% 1:27 / 18:30

just leat me - lizzy laynez ots723

AnalVids 5 years ago

Exhibitionist Crystal Caged Claus, two

Exhibitionist Crystal Caged Claus, two

ShemaleSin 4 years ago

Cd mandy 5 sextoy anal training

Cd mandy 5 sextoy anal training

XXXShemalePorn 5 years ago

SissyJoyce in chastity fucked by a BBC Master

SissyJoyce in chastity fucked by a BBC Master

xHamster 3 years ago

Daily Cum and PPs DOSE - Gay BDSM Slave Training

Daily Cum and PPs DOSE - Gay BDSM Slave Training

xHamster 1 year ago

Step-Mommy Makes You Her Sissy Princess

Step-Mommy Makes You Her Sissy Princess

Clips4sale 3 years ago

Troy Khalil Private Show

55% HD 2:00 / 24:00

Troy Khalil Private Show

Flirt4Free 2 years ago

Submissive Training III

Submissive Training III

Clips4sale 11 months ago

Huge Bad Dragon Opportunity for Sissy Ass-Fuck Biotch Xxx Pegging with Strap Dildo by female domination Domme Mercer

Huge Bad Dragon Opportunity for Sissy Ass-Fuck Biotch Xxx Pegging with Strap Dildo by female domination Domme Mercer

TrannyGem 6 months ago

Hole Clinic

63% HD 0:30 / 38:29

Clips4sale 8 months ago

Locked up Gym Sissy for Bunny and Lucy

46% 0:11 / 11:46

Locked up Gym Sissy for Bunny and Lucy

Clips4sale 2 years ago

Humiliation for Crossdresser stepson is found by Step Mom Charlie Monaco!

65% 0:13 / 9:40

Humiliation for Crossdresser stepson is found by Step Mom Charlie Monaco!

Clips4sale 1 year ago

Batman CosPlay Parody with BBC Batman, Chastity Sissy BatGirl and Latex Hit Girl

Batman CosPlay Parody with BBC Batman, Chastity Sissy BatGirl and Latex Hit Girl

YouPorn Unknown

cam crest has his ass pussy used by rissi one

HD 0:32 / 32:46

cam crest has his ass pussy used by rissi one

PornBox 8 months ago

Sissy locked in chastity while in a humbler

Sissy locked in chastity while in a humbler

xHamster 1 year ago

Elvis Rey & Andres & Aron Private Show

HD 2:00 / 16:32

Elvis Rey & Andres & Aron Private Show

Flirt4Free 3 years ago

Vulturif releases his milk enema in his cereals

Vulturif releases his milk enema in his cereals

xHamster 3 years ago

New sissy maid Interview Part 3 Hentai Sissy PA

66% 0:11 / 5:00

New sissy maid Interview Part 3 Hentai Sissy PA

Clips4sale 3 years ago

CUTE SISSY TRAP CUM IN CHASTITY WITH DILDO (FOXYQ SLUT)

CUTE SISSY TRAP CUM IN CHASTITY WITH DILDO (FOXYQ SLUT)

AbTranny 6 years ago

Essex Girl Lisa and Big Cock TGirl Lucy PMV

Essex Girl Lisa and Big Cock TGirl Lucy PMV

aShemaleTube 3 years ago

que gozada gostosa !!

que gozada gostosa !!

PissVids 1 month ago

Anal rosebud flexing

Anal rosebud flexing

xHamster 1 year ago

Sissy Hope Compilation 10

Sissy Hope Compilation 10

xHamster 6 months ago

Tied Femboy Despretly Trying To Cum While In Chastity Cage

Tied Femboy Despretly Trying To Cum While In Chastity Cage

Pornzona 1 month ago

Sissy maid does dishes with a vibrating plug and chastity

Sissy maid does dishes with a vibrating plug and chastity

ShemaleSin 4 years ago

[EmilyVu] Oriental Femboy masturbates with sex-toy and orgasms in chastity cage.

[EmilyVu] Oriental Femboy masturbates with sex-toy and orgasms in chastity cage.

ShemaleSin 9 months ago

Enslaved Femboy Amber Ortega gets unleashed for her first-ever Climax in interchange for BONDAGE & DISCIPLINE

Enslaved Femboy Amber Ortega gets unleashed for her first-ever Climax in interchange for BONDAGE & DISCIPLINE

TrannyGem 5 months ago

TWOFOLD: Under The Table Humiliation - Ft Imilia Audley

Premium HD 27:02

TWOFOLD: Under The Table Humiliation - Ft Imilia Audley

Clips4sale 7 months ago

Playing with my anal beads, caged

Playing with my anal beads, caged

xHamster 1 year ago

Sophia Loreen Private Show

HD 2:00 / 30:49

Sophia Loreen Private Show

Flirt4Free 3 weeks ago

Key moment from "Sissy Sophia the Cock Swallower, First Anal Training: Pegging and Cum on my Feet - Mistress Julia"

Key moment from "Sissy Sophia the Cock Swallower, First Anal Training: Pegging and Cum on my Feet - Mistress Julia"

xHamster 8 months ago

BIG BLACK COCK Faux-Cock Sissy Instructing

BIG BLACK COCK Faux-Cock Sissy Instructing

TrannyGem 3 years ago

Femdom POV: Sissification Instructions

Femdom POV: Sissification Instructions

FapHouse 10 months ago

Nothing better than having a play

Nothing better than having a play

xHamster 9 months ago

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