Chastity Videos - Trans (48,782)

chastity fuckdoll 5

HD 0:30 / 40:46

chastity fuckdoll 5

PornBox 6 months ago

Sissy Fuck Hole teaching

Sissy Fuck Hole teaching

TrannyGem 3 years ago

Black King's Sissy Jizm Squirt SISSY TEACHING ASMR Jerk Off Instructions

Black King's Sissy Jizm Squirt SISSY TEACHING ASMR Jerk Off Instructions

HentaiGem 1 month ago

Ice un the Ass

xHamster 2 years ago

Sissy With Hot Legs In Nylons And Chastity

Sissy With Hot Legs In Nylons And Chastity

Lesbian8 1 week ago

Kitten

TransTube.tv 1 year ago

Ekaterina Jazmine Private Show

Ekaterina Jazmine Private Show

Flirt4Free 9 months ago

Locktober Tgirl Fucktoy Double Domination Part 3 Fucked to the Edge

Locktober Tgirl Fucktoy Double Domination Part 3 Fucked to the Edge

LoyalFans 4 years ago

Chastity guide : A review of all metal chastity cages by sissy joyce

Chastity guide : A review of all metal chastity cages by sissy joyce

ShemaleSin 1 year ago

Chastity Keys Frozen in Cum Cubes Lottery to Find for Unlock

Chastity Keys Frozen in Cum Cubes Lottery to Find for Unlock

xHamster 1 year ago

Sissy riding dildo in Public Compilation 3

Sissy riding dildo in Public Compilation 3

xHamster 1 year ago

Iconic moment from "Femboy in chastity cage show on public toilet"

Iconic moment from "Femboy in chastity cage show on public toilet"

xHamster 8 months ago

2025 Sissy Compilation

2025 Sissy Compilation

xHamster 1 year ago

Sissy Jessica Bloom Locked & Fucked by BBC Machine - Anal Orgasm, Cum Cleanup and Swallowed

61% HD 1:01 / 12:12

Sissy Jessica Bloom Locked & Fucked by BBC Machine - Anal Orgasm, Cum Cleanup and Swallowed

FapHouse 2 months ago

Chastity Sissy Riding New Xxl Toy -

Chastity Sissy Riding New Xxl Toy -

FapHouse 2 years ago

Lady Fee demands Sissy Dee to suck her strapon before fucking Sissy Dee with it

Lady Fee demands Sissy Dee to suck her strapon before fucking Sissy Dee with it

xHamster 1 month ago

Girl fucks her sissy slut and pissing in small cock cage- Phone version

HD 1:01 / 11:29

Girl fucks her sissy slut and pissing in small cock cage- Phone version

FapHouse 3 years ago

Full Video - POV Assfucking with Sissy Maid

Full Video - POV Assfucking with Sissy Maid

xHamster 3 months ago

FULL Sissy Mara Jade's Riding Compilation

FULL Sissy Mara Jade's Riding Compilation

ShemaleSin 3 years ago

Sissy Candy locked onto her nailing machine with sissygasm and self lubrication

Sissy Candy locked onto her nailing machine with sissygasm and self lubrication

TrannyGem 1 year ago

When Femboy in the Apartment Alone

When Femboy in the Apartment Alone

TrannyGem 9 months ago

Every Week Anal Training for Lana Trap

Every Week Anal Training for Lana Trap

ShemaleSin 4 years ago

Gurl Cum

xHamster 1 year ago

Femboy SuperSubbySoup rides Bad Dragon dildo in chastity

Femboy SuperSubbySoup rides Bad Dragon dildo in chastity

aShemaleTube 2 years ago

Shemale Ass to mouth and Sissygasm in chastity Anal Squirt

Shemale Ass to mouth and Sissygasm in chastity Anal Squirt

aShemaleTube 8 months ago

Sissy shower toy spit roast

Sissy shower toy spit roast

xHamster 2 years ago

Melaniie Moon Private Show

Melaniie Moon Private Show

Flirt4Free 1 week ago

Tied to sissy-teaching-machine at total speed Taught to comply any fellows

Tied to sissy-teaching-machine at total speed Taught to comply any fellows

TrannyGem 1 year ago

Tied golden-haired tranny punished and anal screwed (Dominic Pacifico, Lianna Lawson)

Tied golden-haired tranny punished and anal screwed (Dominic Pacifico, Lianna Lawson)

ShemaleSin 2 years ago

german sissy in chastity fucked by daddy

german sissy in chastity fucked by daddy

aShemaleTube 2 years ago

Chastity Cage River Dance

Chastity Cage River Dance

xHamster 2 years ago

Daddy's To-Do List - Sasha de Sade & Natalie Mars

Daddy's To-Do List - Sasha de Sade & Natalie Mars

aShemaleTube 8 years ago

Sissy Gurl And Chastity Enby In Chastity Rides Her Pink Dildo

Sissy Gurl And Chastity Enby In Chastity Rides Her Pink Dildo

BeMyHole 2 years ago

Slutty Shemale Rides Big Black Cock Sex Doll for Sissygasm

Slutty Shemale Rides Big Black Cock Sex Doll for Sissygasm

xHamster 1 year ago

futa nurse pegging part 3: latex catsuit, sissy chastity, fisting - full video on Veggiebabyy Manyvids

futa nurse pegging part 3: latex catsuit, sissy chastity, fisting - full video on Veggiebabyy Manyvids

xHamster 1 year ago

ANAL COSPLAY! TEACHER CHECKS THE HOME WORK OF TRANS HENTAI. COSPLAY SEX. HOW TO PUNISH SISSY

Premium HD 10:22

ANAL COSPLAY! TEACHER CHECKS THE HOME WORK OF TRANS HENTAI. COSPLAY SEX. HOW TO PUNISH SISSY

xnxxGold 4 years ago

Jizzing from shagging plums

Jizzing from shagging plums

Gayhub 3 months ago

Tease sissy husband with vibrator

Tease sissy husband with vibrator

xHamster 2 years ago

Aleex & Paulo Private Show

HD 2:00 / 20:26

Aleex & Paulo Private Show

Flirt4Free 10 months ago

William Raven Private Show

William Raven Private Show

Flirt4Free 4 years ago

Monica Farell Private Show

HD 2:00 / 12:30

Monica Farell Private Show

Flirt4Free 2 years ago

Chastity T-Girl Wet, Natalie Mars, DAP, Double Anal Fisting, Wrecked Ass, Almost Rose, Pee Drink, Creampie, Swallow BTG051

Premium 51% 1:02:33

Chastity T-Girl Wet, Natalie Mars, DAP, Double Anal Fisting, Wrecked Ass, Almost Rose, Pee Drink, Creampie, Swallow BTG051

XVideosRed 4 years ago

Endless Anal Pleasure for This Chastity Sissy: Pegging and Anal - Mistress Julia

Endless Anal Pleasure for This Chastity Sissy: Pegging and Anal - Mistress Julia

xHamster 7 months ago

Latex TS sub chastity and anal sex

Latex TS sub chastity and anal sex

KeekAss 5 months ago

Sissy V-Card Stroking

Sissy V-Card Stroking

TrannyGem 1 year ago

Crossdresser in hot stockings rides dick plugs until the anal cunt remains open

Crossdresser in hot stockings rides dick plugs until the anal cunt remains open

xHamster 1 year ago

Locked in chastity, pink lingerie and huge black anal beads for the proper sissy slave whore

Locked in chastity, pink lingerie and huge black anal beads for the proper sissy slave whore

xHamster 3 years ago

2 Trans Teen Women Screw Coarse

2 Trans Teen Women Screw Coarse

ShemaleSin 8 months ago

Diaper Sissy Lesson: Chastity Peeing and Fisting

Diaper Sissy Lesson: Chastity Peeing and Fisting

Pornzona 3 weeks ago

Chastised sissy Tgirl Lily Starlet Drips clitty baby batter thru her cell

Chastised sissy Tgirl Lily Starlet Drips clitty baby batter thru her cell

TrannyGem 3 years ago

Assfucking for My V-Card Cell Sissy Superslut! DRAGON FAUX-COCK SPUNK SHOT!!!

Assfucking for My V-Card Cell Sissy Superslut! DRAGON FAUX-COCK SPUNK SHOT!!!

TrannyGem 1 year ago

Adhara Moon & Mike Novoa Private Show

HD 2:00 / 10:08

Adhara Moon & Mike Novoa Private Show

Flirt4Free 8 months ago

Phat Ass Femboy Ghostface Horny & Locked in Chastity Cage

Phat Ass Femboy Ghostface Horny & Locked in Chastity Cage

FapHouse 5 days ago

Amateur Crossdresser in Boots and Nylons in Chastity THONG

Amateur Crossdresser in Boots and Nylons in Chastity THONG

ShemaleSin 4 years ago

Ladyboy Strip and Piss Outdoor in Chastity Cage and Plug

Ladyboy Strip and Piss Outdoor in Chastity Cage and Plug

xHamster 5 months ago

Natalie Mars Strapon Fuck

Natalie Mars Strapon Fuck

Eporner 6 years ago

Keisy Royce Private Show

HD 2:00 / 22:39

Keisy Royce Private Show

Flirt4Free 2 years ago

Mikes Hanon Private Show

65% HD 2:00 / 13:31

Mikes Hanon Private Show

Flirt4Free 4 years ago

Teen has finally been released by the BBC

Teen has finally been released by the BBC

xHamster 1 month ago

Sissy Hope, the Exposed Public Slut

Sissy Hope, the Exposed Public Slut

xHamster 1 year ago

Multiple Buttfuck Sissy Climaxes in Virginity Cage & Then Unlocked Massive Jizz-shot Jessica Bloom

Multiple Buttfuck Sissy Climaxes in Virginity Cage & Then Unlocked Massive Jizz-shot Jessica Bloom

TransTube.tv 1 year ago

Essex_girl_ Lisa joins in on the Halloween orgy party with two TGirls and a mature couple

Essex_girl_ Lisa joins in on the Halloween orgy party with two TGirls and a mature couple

TrannyMovs 6 months ago

Thrilling moment from "Sissy Merve Rose Chastity Belt Tattoo Blonde Sexy Tgirl Femboy Special Stockings Leopard Ride BBC…"

Thrilling moment from "Sissy Merve Rose Chastity Belt Tattoo Blonde Sexy Tgirl Femboy Special Stockings Leopard Ride BBC…"

xHamster 6 months ago

Huge Dildo Stretch My Anal to Cumshot

Huge Dildo Stretch My Anal to Cumshot

XVideos 1 year ago

Creating a caged sissy slut

59% HD 0:10 / 11:38

Creating a caged sissy slut

LoyalFans 5 months ago

Super-hot Trans Bailey Wilde Torn up Missionary

Super-hot Trans Bailey Wilde Torn up Missionary

TrannyGem 3 weeks ago

”Black Shemale with big black cock fucking white man”

”Black Shemale with big black cock fucking white man”

Rainblow 1 year ago

Desperate sissy pees in her flat cage

Premium HD 0:24

Desperate sissy pees in her flat cage

xnxxGold 1 year ago

Sissygasm Sonechka25 with a Tiny Penis Locked in a Fufu-clip

52% HD 0:39 / 7:28

Sissygasm Sonechka25 with a Tiny Penis Locked in a Fufu-clip

FapHouse 5 months ago

SISSY SLUT ALONE AT HOTEL WAITING FOR MEN

SISSY SLUT ALONE AT HOTEL WAITING FOR MEN

xHamster 2 years ago

Nipple clamps removed after 1hour 30 minutes and then cock and ball bondage very tight

Nipple clamps removed after 1hour 30 minutes and then cock and ball bondage very tight

xHamster 3 years ago

Sabrina Smiith Private Show

HD 2:00 / 20:00

Sabrina Smiith Private Show

Flirt4Free 7 months ago

Trans Bully Teases Crossdresser with Big Black Cocks

55% HD 0:39 / 11:25

Trans Bully Teases Crossdresser with Big Black Cocks

FapHouse 10 months ago

Bimbo femboy cheerleader unlocks his lil manmeat

Bimbo femboy cheerleader unlocks his lil manmeat

TrannyGem 5 months ago

Putting on micro chastity cage, sounding and peeing throug urethra tube part 1

Putting on micro chastity cage, sounding and peeing throug urethra tube part 1

xHamster 2 years ago

Sissy Gimp on filtered cam

Sissy Gimp on filtered cam

xHamster 5 years ago

Sloppy Anal Gape Training (short)

Sloppy Anal Gape Training (short)

xHamster 1 month ago

Sissy cum in inverted chastity cage after being denied for 60 days

Sissy cum in inverted chastity cage after being denied for 60 days

xHamster 2 years ago

Isabelly Ferreira &egrave_ a Festa de Putaria com muita Safadeza

Premium HD 25:08

Isabelly Ferreira &egrave_ a Festa de Putaria com muita Safadeza

xnxxGold 6 months ago

Sissy in Plaid College Nymph Micro-Skirt Gets Examined Deep by Hankey's Sigmaloid while in Rosy Purity

Sissy in Plaid College Nymph Micro-Skirt Gets Examined Deep by Hankey's Sigmaloid while in Rosy Purity

GayCK 4 years ago

Chastity Sissy: Peeing in Bowl & Swallowing (bunny Outfit)

61% HD 0:39 / 2:42

Chastity Sissy: Peeing in Bowl & Swallowing (bunny Outfit)

FapHouse 3 months ago

Hotel's Maid Service by Sissy Kanisa

Hotel's Maid Service by Sissy Kanisa

xHamster 3 months ago

Zara Clark Private Show

65% 4K 2:00 / 5:57

Zara Clark Private Show

Flirt4Free 5 months ago

Gorgeous Shemale Fingering Herself in Chastity

Gorgeous Shemale Fingering Herself in Chastity

xHamster 4 years ago

Sissy Maids Predicament Bondage Fun, Drink to Escape.

Sissy Maids Predicament Bondage Fun, Drink to Escape.

xHamster 3 years ago

Rectal Screw with Pound Machine 1

Rectal Screw with Pound Machine 1

TrannyGem 2 years ago

Sexy blonde slut in chastity gets her ass drilled by a big black cock

Sexy blonde slut in chastity gets her ass drilled by a big black cock

TrannyMovs 2 months ago

Cuckold Creampie Gangbang with hot wife who sucks and fucks big cocks BBC and interracial sex while sissy cuckold watches her and sucks cock with her and eats creampies

Premium 61% HD 53:01

Cuckold Creampie Gangbang with hot wife who sucks and fucks big cocks BBC and interracial sex while sissy cuckold watches her and sucks cock with her and eats creampies

xnxxGold 4 years ago

Latex Sissy Has Fun With A Fucking Machine

Latex Sissy Has Fun With A Fucking Machine

xHamster 8 months ago

Chastity Frustration: Crossdressing Twink's BDSM Play

Chastity Frustration: Crossdressing Twink's BDSM Play

UrGayPorn 7 months ago

Jepsen Rae Private Show

HD 2:00 / 16:18

Jepsen Rae Private Show

Flirt4Free 1 month ago

Melany Castro Private Show

4K 2:00 / 13:21

Melany Castro Private Show

Flirt4Free 3 weeks ago

Electric chastity and castration banding

Electric chastity and castration banding

SexTubeSpot 2 years ago

Chastity Leak And Anal Stretching In Sissy

Chastity Leak And Anal Stretching In Sissy

ShemaleSex 5 months ago

I'm putting on the fresh plane cell very first time and first-ever urinating practice

I'm putting on the fresh plane cell very first time and first-ever urinating practice

TrannyGem 1 year ago

Sissy crossdressor in high-heeled slippers and underwear rails bad dragon faux-cock with real jism internal ejaculation

Sissy crossdressor in high-heeled slippers and underwear rails bad dragon faux-cock with real jism internal ejaculation

5Gays 5 months ago

Leaking precum humping a pillow in latex and chastity Clip 2

Leaking precum humping a pillow in latex and chastity Clip 2

xHamster 5 months ago

Sandy Nell Private Show

Sandy Nell Private Show

Flirt4Free 2 years ago

Femboy cums in panties then gets fucked wearing them

Femboy cums in panties then gets fucked wearing them

xHamster 3 months ago

Renee the SissyDeep Jaws Tramp

Renee the SissyDeep Jaws Tramp

TrannyGem 2 months ago

Aleex & Seus Private Show

Aleex & Seus Private Show

Flirt4Free 5 months ago

F-machine Fucked While Sucking Dick Jessica Bloom Gets Spitroasted with Julia Edge

HD 0:39 / 18:00

F-machine Fucked While Sucking Dick Jessica Bloom Gets Spitroasted with Julia Edge

FapHouse 1 year ago

cum eating

xHamster 2 years ago

Damsel SUPREMACY in NAPPIES and PURITY with a hefty ASSFUCKING cork and URINATE

Damsel SUPREMACY in NAPPIES and PURITY with a hefty ASSFUCKING cork and URINATE

TrannyGem 2 years ago

Puny Femboy Takes nine INCH FUCK STICK in The DONK Like a SLUT

Puny Femboy Takes nine INCH FUCK STICK in The DONK Like a SLUT

TrannyGem 8 months ago

Double Domme with TS Nancy

HD 0:10 / 10:00

Double Domme with TS Nancy

LoyalFans 1 year ago

Sissy Gap Used Like A Bang Toy

Sissy Gap Used Like A Bang Toy

ShemaleSin 1 year ago

make me squirt - Part 3

52% 4K 2:00 / 19:52

make me squirt - Part 3

Flirt4Free 7 months ago

How to Put on a Chastity Cage and Train Your Ass with a BBC

How to Put on a Chastity Cage and Train Your Ass with a BBC

xHamster 1 year ago

Hot Sissy Epic Sissygasm Cum 4th Time, while Locked in Chastity

Hot Sissy Epic Sissygasm Cum 4th Time, while Locked in Chastity

xHamster 3 years ago

small dick trans raven in chastity cage cumming a lot after humiliating herself with bbc dildo rubbing her balls

HD 0:30 / 26:56

small dick trans raven in chastity cage cumming a lot after humiliating herself with bbc dildo rubbing her balls

PornBox 1 month ago

A costume, heels and a chastity cage. Trying a giant vibrator and cumming in my tights!

A costume, heels and a chastity cage. Trying a giant vibrator and cumming in my tights!

ShemaleSin 1 year ago

SISSIE IN PANTYHOSE AND CHASTITY BELT

SISSIE IN PANTYHOSE AND CHASTITY BELT

GayXPS 2 years ago

Sissy Training Her Holes

Sissy Training Her Holes

xHamster 1 year ago

a passionate fuck deep inside her body creates an unforgettable moment of pure bliss

HD 0:30 / 10:29

a passionate fuck deep inside her body creates an unforgettable moment of pure bliss

PornBox 4 weeks ago

T-model in Innocence Smacked and Teased by two Inked Dominas

T-model in Innocence Smacked and Teased by two Inked Dominas

Transvids.tv 1 year ago

First time Sissy MixyXXX training FIST with hands free orgasm!

First time Sissy MixyXXX training FIST with hands free orgasm!

aShemaleTube 2 years ago

Sissy Maid V-Card Climax

Sissy Maid V-Card Climax

Gay4Porn 6 months ago

Sissy Maid Self Bondage Leather Mitts with Ankle Cuffs

Sissy Maid Self Bondage Leather Mitts with Ankle Cuffs

xHamster 1 month ago

Ladyboy teen with big boobs in bondage blowjob and anal fucking from behind

Ladyboy teen with big boobs in bondage blowjob and anal fucking from behind

xHamster 2 years ago

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