Chastity Videos - Trans (74,018)

Anita's Internship - Gameplay - Roleplay - Shemale Rubbing on Table to Cum and Slapping Balls with Dildo

Anita's Internship - Gameplay - Roleplay - Shemale Rubbing on Table to Cum and Slapping Balls with Dildo

FapHouse 1 month ago

Chastity T-Girl goes wet, Claire Tenebrarum, 5on1, Anal Fisting, DAP, Gapes, Pee Drink, Swallow BTG063

Premium 50% 1:01:51

Chastity T-Girl goes wet, Claire Tenebrarum, 5on1, Anal Fisting, DAP, Gapes, Pee Drink, Swallow BTG063

XNXXGold 5 years ago

Wild Sabrina Private Show

57% HD 2:00 / 12:35

Wild Sabrina Private Show

Flirt4Free 7 years ago

Chastity Fuckdoll 7 - Lilly

Premium HD 19:29

Chastity Fuckdoll 7 - Lilly

Sheer 7 months ago

Massive BBC pounding femboy boypussy in chastity

Massive BBC pounding femboy boypussy in chastity

AShemaleTube 10 months ago

Alisa Fresh Private Show

67% 4K 2:00 / 8:38

Alisa Fresh Private Show

Flirt4Free 4 months ago

Tantaly : Chastity Release: The Last Penetration of your Life? Mistress Julia

Tantaly : Chastity Release: The Last Penetration of your Life? Mistress Julia

XHamster 2 years ago

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PissVids 1 week ago

New Violet Dildo for My Sissy Bitch

New Violet Dildo for My Sissy Bitch

XHamster 2 years ago

Sophia Loreen Private Show

61% 4K 2:00 / 16:44

Sophia Loreen Private Show

Flirt4Free 3 weeks ago

Sissy Anal Training by Latex Dommes

61% 1:01 / 10:39

Sissy Anal Training by Latex Dommes

FapHouse 1 year ago

Humiliated Sissy Custom #2

57% HD 0:10 / 14:23

Humiliated Sissy Custom #2

LoyalFans 1 year ago

Obedient Tgirl Follows Orders

55% HD 0:39 / 18:11

Obedient Tgirl Follows Orders

FapHouse 6 months ago

Sophia Loreen Private Show

64% 4K 2:00 / 11:45

Sophia Loreen Private Show

Flirt4Free 2 months ago

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chastity t-girl, claire tenebrarum, 5on1, anal fisting, dap, gapes, swallow btg063

PornBox 5 years ago

Best firm round ass BOUNCING IN YOUR COCK! Enjoy the wildest ride while I feel you so deep! Lets cum?? (squirt) (puppyeyes) - Part 3

71% HD 2:00 / 9:54

Best firm round ass BOUNCING IN YOUR COCK! Enjoy the wildest ride while I feel you so deep! Lets cum?? (squirt) (puppyeyes) - Part 3

Flirt4Free 6 months ago

FLAMINGO ORGY 11 T-girls 1 Cis Girl 5 Men

Premium HD 51:46

FLAMINGO ORGY 11 T-girls 1 Cis Girl 5 Men

XVideosRed 4 months ago

Sophia Loreen Party on May 13, 2026 - Part 3

59% HD 2:00 / 34:53

Sophia Loreen Party on May 13, 2026 - Part 3

Flirt4Free 5 months ago

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68% HD 0:30 / 34:35

sissy fisting feat. aphrodite adams

AnalVids 2 years ago

Bouncing My Ass on This Big Cock

Bouncing My Ass on This Big Cock

XHamster 1 month ago

Master & Chris & Jepsen Private Show

45% HD 2:00 / 32:02

Master & Chris & Jepsen Private Show

Flirt4Free 4 years ago

Rainbow Sluts Reverse Gangbang

Premium HD 38:24

Rainbow Sluts Reverse Gangbang

Sheer 7 months ago

Fucking after Halloween party with a sissy bitch

Fucking after Halloween party with a sissy bitch

XHamster 2 years ago

Broke out of Chastity and Punished - TS Gray Perrier Dominated by SlayerXXX

Premium HD 42:00

Broke out of Chastity and Punished - TS Gray Perrier Dominated by SlayerXXX

XNXXGold 5 months ago

Hot teasing til you cum in your chastity cage! Tranny JOI for Chastity Losers!

Hot teasing til you cum in your chastity cage! Tranny JOI for Chastity Losers!

XHamster 4 months ago

Sissy Maid Sucking and Riding Her Sex Doll with Bondage

60% HD 1:01 / 29:30

Sissy Maid Sucking and Riding Her Sex Doll with Bondage

FapHouse 1 year ago

Jhordy & Maxx Private Show

66% HD 2:00 / 1:24:58

Jhordy & Maxx Private Show

Flirt4Free 1 year ago

Master & Ithan & Aleex Private Show

52% HD 2:00 / 7:13

Master & Ithan & Aleex Private Show

Flirt4Free 1 year ago

Petite Asian femboy POV anal fuck

Petite Asian femboy POV anal fuck

XGroovy 1 year ago

Natalie Mars Milking Clinic

64% HD 0:39 / 31:38

Natalie Mars Milking Clinic

FapHouse 1 month ago

Locked Clit cum

Locked Clit cum

XHamster 3 years ago

The Reward for the Locked-up Sissy

63% HD 0:39 / 12:56

The Reward for the Locked-up Sissy

FapHouse 11 months ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 2 years ago

me contrata una chica hetero para su primera ves con una verga trans

me contrata una chica hetero para su primera ves con una verga trans

AnalVids 1 year ago

Viky & Master Private Show

57% HD 2:00 / 9:05

Viky & Master Private Show

Flirt4Free 11 months ago

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onlyfans - rachael belle and livi doll transgirl on transgirl with strapon

TransDoe 2 years ago

Handcuffed Kitty Rose Fucked in Caged for Great Facial Cumshot

57% HD 0:39 / 5:27

Handcuffed Kitty Rose Fucked in Caged for Great Facial Cumshot

FapHouse 1 year ago

TRANSFIXED - Hot Redhead Erica Cherry Invites Busty BFF Brittney Kade Over To Please Husband

TRANSFIXED - Hot Redhead Erica Cherry Invites Busty BFF Brittney Kade Over To Please Husband

Some.Porn 2 years ago

Sissy Feminized in Lingerie

73% 4K 0:27 / 10:15

Sissy Feminized in Lingerie

Clips4sale 3 years ago

Chastity Fuckdoll 8 - Nyxi

Premium HD 14:09

Chastity Fuckdoll 8 - Nyxi

Sheer 4 months ago

spoiled daddy double pissing blowjobs rimjobs deep anal 2 trans girls in chastity

spoiled daddy double pissing blowjobs rimjobs deep anal 2 trans girls in chastity

PissVids 1 year ago

Asian Sissy Sex Adict Slave Cumshot

60% HD 1:01 / 7:47

Asian Sissy Sex Adict Slave Cumshot

FapHouse 4 months ago

He Fucks Me Like a Bitch... I Love Being Trained by Master

67% HD 1:01 / 18:09

He Fucks Me Like a Bitch... I Love Being Trained by Master

FapHouse 5 months ago

Chastity Fuckdolls Reverse Gangbang 2

Premium HD 41:00

Chastity Fuckdolls Reverse Gangbang 2

Sheer 11 months ago

Get ready to jerk off to Jade's sissy instructions in this amateur video

Get ready to jerk off to Jade's sissy instructions in this amateur video

TrannyMovs 1 month ago

Sophia Loreen Private Show

58% HD 2:00 / 37:35

Sophia Loreen Private Show

Flirt4Free 7 months ago

goth tgirl pegging home movie

63% HD 0:28 / 16:32

goth tgirl pegging home movie

AnalVids 2 months ago

Sissy in Red I

XHamster 6 months ago

Having Fun with Trans Babe Dana

60% 1:01 / 22:27

Having Fun with Trans Babe Dana

FapHouse 2 months ago

Anal Fissting Sissy Slut Deep

64% HD 0:10 / 3:12

Anal Fissting Sissy Slut Deep

LoyalFans 3 years ago

Toilet Sissy Bitch at the Halloween Party

HD 0:39 / 12:14

Toilet Sissy Bitch at the Halloween Party

FapHouse 3 weeks ago

Suruba gostosa entre amigos duas bucetudas pra duas travesti do pauz&atilde_o e o macho delas junto arrombar elas

Premium HD 9:18

Suruba gostosa entre amigos duas bucetudas pra duas travesti do pauz&atilde_o e o macho delas junto arrombar elas

XNXXGold 2 years ago

Sophia Loreen Private Show

44% HD 2:00 / 29:32

Sophia Loreen Private Show

Flirt4Free 5 years ago

Sissy gasm time

Sissy gasm time

XHamster 9 months ago

Ilandis in a chastity belt has fun with her anus, masturbates with an artificial penis

Ilandis in a chastity belt has fun with her anus, masturbates with an artificial penis

XHamster 3 years ago

chastity fuckdolls reverse gangbang 4

chastity fuckdolls reverse gangbang 4

AnalVids 4 months ago

Butt Slut Halloween Makeup

66% HD 1:01 / 11:45

Butt Slut Halloween Makeup

FapHouse 4 weeks ago

Deep Ass-fucking - My Feet Curling in Orgasm

Deep Ass-fucking - My Feet Curling in Orgasm

XHamster 3 months ago

Easter Sissy

Premium HD 15:35

Sheer 2 years ago

Compilation of the hottest amateur femdom pegging scenes with strapon

Compilation of the hottest amateur femdom pegging scenes with strapon

Nudzr 1 month ago

Variety Itsol gets her tight ass drilled by a massive BBC and takes a hot creampie

Variety Itsol gets her tight ass drilled by a massive BBC and takes a hot creampie

TrannyMovs 6 months ago

Little whit nylon panty public walk in chastity cage.

Little whit nylon panty public walk in chastity cage.

XHamster 3 years ago

Sissy Kanisa Put on Cute Fluffy Dress

57% 1:01 / 14:22

Sissy Kanisa Put on Cute Fluffy Dress

FapHouse 1 year ago

Black Tgirls Jizz Jam - Full Dvd

43% HD 1:01 / 2:00:45

Black Tgirls Jizz Jam - Full Dvd

FapHouse 4 months ago

Sophia Loreen Party on Jun 19, 2026 - Part 3

60% HD 2:00 / 47:03

Sophia Loreen Party on Jun 19, 2026 - Part 3

Flirt4Free 4 months ago

Sissy gothic cow with red hair and in chastity rides a big black dildo on her pillow

Sissy gothic cow with red hair and in chastity rides a big black dildo on her pillow

XHamster 1 year ago

Femboy Pet in Warmth Played and Smashed

Femboy Pet in Warmth Played and Smashed

Gayhub 1 year ago

olha que foda gostosa de duas travesti pirocudas

olha que foda gostosa de duas travesti pirocudas

PissVids 2 years ago

Naughty Mrs. Clause

57% HD 1:01 / 10:56

Naughty Mrs. Clause

FapHouse 1 year ago

Sissy Slut Fucked And Drained Stage 1 (MP4)

55% 0:12 / 17:37

Sissy Slut Fucked And Drained Stage 1 (MP4)

Clips4sale 11 months ago

Latex Slut With Prolapsed Gaping Hole

Latex Slut With Prolapsed Gaping Hole

XHamster 4 years ago

Goth Girl Excorcism

Goth Girl Excorcism

FapHouse 3 months ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 1 week ago

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

49% HD 0:10 / 16:19

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

LoyalFans 1 year ago

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trans maid with braces shoots a load from grubby ass fucking - w0llip wollip

Transvids.tv 1 year ago

Sissy Dressed up as a Mistress to Get a Sissy of Her Own but Fails

Sissy Dressed up as a Mistress to Get a Sissy of Her Own but Fails

XHamster 1 year ago

Chastity Maid Anal Training

66% HD 1:01 / 17:15

Chastity Maid Anal Training

FapHouse 7 months ago

White High Heels And Playing With Dildos

White High Heels And Playing With Dildos

XHamster 1 year ago

Sissy Slut Anal Training

63% 0:39 / 10:38

Sissy Slut Anal Training

FapHouse 1 year ago

Sissy caged fucking her ass with BBC

Sissy caged fucking her ass with BBC

XHamster 2 years ago

Trans Bimbo Gray Perrier trained w BBC

HD 0:10 / 16:06

Trans Bimbo Gray Perrier trained w BBC

LoyalFans 1 month ago

Sissy in v-card fellates & gets boinked

Sissy in v-card fellates & gets boinked

TransTube.tv 1 year ago

ADULT TIME - Influencer Zariah Aura FUCKS & FISTS Fangirl Kenna James During Massage!

ADULT TIME - Influencer Zariah Aura FUCKS & FISTS Fangirl Kenna James During Massage!

Some.Porn 1 year ago

My First Cock with a Prince Albert

My First Cock with a Prince Albert

XHamster 5 months ago

Bi Encouragement for secret sissy - FemDom

Bi Encouragement for secret sissy - FemDom

XHamster 1 year ago

fisting little piggy lianna lawson

67% HD 0:09 / 32:55

fisting little piggy lianna lawson

AnalVids 2 years ago

trans formando um submisso com dogplay e puppyplay enquanto marido filma

HD 0:30 / 59:21

trans formando um submisso com dogplay e puppyplay enquanto marido filma

PornBox 8 months ago

Columbian Boys Wedgie War

56% HD 2:00 / 15:54

Columbian Boys Wedgie War

Flirt4Free 1 year ago

Dual Cam Standing Doggy. Beauty Trans Tight Ass Got Penetrated by Huge Dildo

54% HD 0:39 / 7:32

Dual Cam Standing Doggy. Beauty Trans Tight Ass Got Penetrated by Huge Dildo

FapHouse 4 months ago

Ricardo Acosta Private Show

61% HD 2:00 / 47:23

Ricardo Acosta Private Show

Flirt4Free 5 years ago

Suruba gostosa entre amigos duas bucetudas pra duas travesti do pauzão e o macho delas junto arrombar elas

Premium HD 9:17

Suruba gostosa entre amigos duas bucetudas pra duas travesti do pauzão e o macho delas junto arrombar elas

Sheer 2 years ago

FLAMINGO ORGY 11 T-girls 1 Cis Girl 5 Men

Premium HD 51:46

FLAMINGO ORGY 11 T-girls 1 Cis Girl 5 Men

XNXXGold 4 months ago

Frustrated Sissy Plugged and in Chastity

Frustrated Sissy Plugged and in Chastity

FapHouse 5 months ago

Pvc Catsuit Sissy Gets Fucked by and Fucks Her Sex Toy Doll While Locked in Chastity and Has a Sissygasm

Pvc Catsuit Sissy Gets Fucked by and Fucks Her Sex Toy Doll While Locked in Chastity and Has a Sissygasm

XHamster 1 year ago

Sissy Fuckdoll

XHamster 2 years ago

Anal Angel - Gaping TS Gray Perrier's Tight Ass with Aj's Huge Cock

57% HD 0:39 / 37:17

Anal Angel - Gaping TS Gray Perrier's Tight Ass with Aj's Huge Cock

FapHouse 9 months ago

Sexy slut squirts from anal with fuck machine

Sexy slut squirts from anal with fuck machine

XHamster 8 months ago

Sissy Evolution 2 Be Happy. Be a Bimbo

64% HD 0:39 / 6:09

Sissy Evolution 2 Be Happy. Be a Bimbo

FapHouse 1 year ago

Femboy Shows Off Huge Cock

Femboy Shows Off Huge Cock

XHamster 7 months ago

Futa GF Creampies You Before Going Out [Assfuck Anime porno JOI]

Futa GF Creampies You Before Going Out [Assfuck Anime porno JOI]

MyTransfix 1 month ago

Trans pissing over prolapped ass with chastity locked cock

Trans pissing over prolapped ass with chastity locked cock

Eporner 1 year ago

big dick trans girl shoots a big load after taking her chastity cage off - w0llip wollip

big dick trans girl shoots a big load after taking her chastity cage off - w0llip wollip

Itsrealamateurs 5 months ago

Jessica Dolls Weekly Fuckmachine Therepy

Jessica Dolls Weekly Fuckmachine Therepy

XHamster 8 months ago

sissy talking dirty wearing a mesh top and short leather skirt and with my clit caged

sissy talking dirty wearing a mesh top and short leather skirt and with my clit caged

XHamster 2 years ago

Femboy Compilation

Femboy Compilation

FapHouse 4 months ago

Two european dominas giving leather sub the cbt treatment

Two european dominas giving leather sub the cbt treatment

Some.Porn 2 years ago

Rubbing a Lips Shaped Chastity Till Orgasm

59% HD 1:01 / 28:09

Rubbing a Lips Shaped Chastity Till Orgasm

FapHouse 7 months ago

Sara & Elver Private Show

62% HD 2:00 / 14:48

Sara & Elver Private Show

Flirt4Free 11 months ago

Nicolle & Christian Private Show

62% HD 2:00 / 14:19

Nicolle & Christian Private Show

Flirt4Free 1 year ago

Sissy Dee in Pink Has Intense Sissygasm

HD 0:39 / 11:23

Sissy Dee in Pink Has Intense Sissygasm

FapHouse 2 weeks ago

Sissy Farm Girl Part 5

Sissy Farm Girl Part 5

XHamster 1 month ago

Sissy Games: When My Cuckold Husband Meets My Lover - Part 1 - Maitresse Julia

51% 0:39 / 10:51

Sissy Games: When My Cuckold Husband Meets My Lover - Part 1 - Maitresse Julia

FapHouse 3 years ago

Perverted in My Car

Perverted in My Car

FapHouse 1 year ago

Turn Into My Dumb Bimbo Sissy - Lip - Sucking Asmr for Pretty Face Obsession Clip by Findom Goaldigger

45% HD 1:01 / 10:12

Turn Into My Dumb Bimbo Sissy - Lip - Sucking Asmr for Pretty Face Obsession Clip by Findom Goaldigger

FapHouse 11 months ago

Sissys Dream 1

56% HD 1:01 / 13:14

FapHouse 1 year ago

caged TGIRL gives spit covered BBC insane SLOPPY DEEPTHROAT

HD 0:20 / 10:00

caged TGIRL gives spit covered BBC insane SLOPPY DEEPTHROAT

Clips4sale 5 months ago

sexy TRANS with OILED FEET destroyed by BBC machine

63% HD 0:17 / 9:40

sexy TRANS with OILED FEET destroyed by BBC machine

Clips4sale 3 weeks ago

Jhon & Derek & Chris Private Show

68% HD 2:00 / 19:26

Jhon & Derek & Chris Private Show

Flirt4Free 4 years ago

Black TGirls Hardcore - Chastity Kane

Black TGirls Hardcore - Chastity Kane

Tranny.one 4 years ago

Catsuit-Bodysuit Armbinder Hogtie Self Bondage

Catsuit-Bodysuit Armbinder Hogtie Self Bondage

XHamster 4 years ago

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