Chastity Sissy (53,328)

Cailey’s Cumshot Compilation #3

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Cailey’s Cumshot Compilation #3

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Trans Bombshells Make Love

Trans Bombshells Make Love

MyTransfix Hace 1 semana

Femboy Moans From Getting Railed

Femboy Moans From Getting Railed

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Sophia Loreen Party on Jul 29, 2026 - Part 3

54% 4K 2:00 / 1:17:55

Sophia Loreen Party on Jul 29, 2026 - Part 3

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Sissy Slut Fucked Raw Then Swallows Huge Creampie and Her Own Sissygasm

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Sophia Loreen Private Show

65% HD 2:00 / 4:58

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Femboy Domination - a Humiliating Ride of Submission

69% HD 1:01 / 26:18

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I Love Being His Cumslut - Trans Creampied by THICK BIG BLACK DICK - Sasha_de_Sade OF

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MyTransfix Hace 4 semana

Fabulous Femboy in Chastity Fucked Hard

Fabulous Femboy in Chastity Fucked Hard

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Obedient Tgirl Follows Orders

70% HD 1:01 / 18:11

Obedient Tgirl Follows Orders

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Jessica Bloom Extreme Deep Urethral Sounding in Chastity Then Massive Cumshot And Eats It All

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Sophia Loreen Party on Apr 25, 2026 - Part 3

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Sophia Loreen Party on Apr 25, 2026 - Part 3

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Sissy Rides Cock And Gets Fucked Hard Bareback Doggy Style for Massive Anal Creampie She Licks up Every Drop of Cum

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Trans Chastity Fuck Doll - deep and rough anal fucking

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Sophia Loreen Party on Apr 21, 2026 - Part 3

65% HD 2:00 / 40:40

Sophia Loreen Party on Apr 21, 2026 - Part 3

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Sissy crossdresser cumming twice and swallowing her own cum

Sissy crossdresser cumming twice and swallowing her own cum

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Sophia Loreen Strip

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Sophia Loreen Strip

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Sophia Loreen Party on Apr 27, 2026 - Part 3

50% HD 2:00 / 28:51

Sophia Loreen Party on Apr 27, 2026 - Part 3

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Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll

Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll

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Chastity-caged Sissy Gets Sideways Spoon-fucked Slow and Deep, Whispered Into Total Breeding Submission 1

58% HD 0:39 / 10:51

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Jessica Dolls Weekly Fuckmachine Therepy

62% HD 0:39 / 12:59

Jessica Dolls Weekly Fuckmachine Therepy

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Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

54% HD 0:39 / 12:50

Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

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Roy & Hercules & Jamer Private Show

47% HD 2:00 / 4:09

Roy & Hercules & Jamer Private Show

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Paulo & Jose & Sander Private Show

60% HD 2:00 / 6:39

Paulo & Jose & Sander Private Show

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Cailey’s Cumshot Compilation #3

47% HD 1:01 / 11:22

Cailey’s Cumshot Compilation #3

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How I became a bbc addict

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Wild Sabrina Private Show

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Wild Sabrina Private Show

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Sophia Loreen Private Show

63% 4K 2:00 / 9:47

Sophia Loreen Private Show

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Orianna Dunn Private Show

49% HD 2:00 / 4:33

Orianna Dunn Private Show

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Bimbo Sissy Slut Chantal Sweet Hotel Solo Part 3

56% 0:39 / 4:14

Bimbo Sissy Slut Chantal Sweet Hotel Solo Part 3

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Frustrated Sissy Plugged and in Chastity

74% HD 0:39 / 1:31

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Caged TS Gray Perrier Submits to Sadistic Sir

67% HD 0:39 / 36:19

Caged TS Gray Perrier Submits to Sadistic Sir

FapHouse Hace 4 semana

Roommate Loses Bet and Gets Locked in Chastity

Roommate Loses Bet and Gets Locked in Chastity

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Jessica Bloom Spit-Roasted & Machine-Fucked! Throbbing Cocks DP Her Holes Massive Facial & Cum Swallow

Jessica Bloom Spit-Roasted & Machine-Fucked! Throbbing Cocks DP Her Holes Massive Facial & Cum Swallow

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Sissy Slut Sucks Cock For Huge Load of Cum Twice in a Row - Jessica Bloom

Sissy Slut Sucks Cock For Huge Load of Cum Twice in a Row - Jessica Bloom

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Sissy Kanisa Is Playing with Her Pussy

63% HD 1:01 / 9:46

Sissy Kanisa Is Playing with Her Pussy

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Masked BBC Breeds Snow Bunny Nun Femboy

63% 0:39 / 3:01

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FapHouse Hace 1 yaño

White Sissy Trans With Chastity Creampied

White Sissy Trans With Chastity Creampied

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Maid to Suck

57% HD 0:39 / 16:15

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Sexy TS Kitty Lucia Maya LEAKS CUM in Chastity While FUCKING HER ASS Then Unlocks Cage & CUMS HARD

Sexy TS Kitty Lucia Maya LEAKS CUM in Chastity While FUCKING HER ASS Then Unlocks Cage & CUMS HARD

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Sophia Loreen Party on Jun 19, 2026 - Part 3

71% HD 2:00 / 47:03

Sophia Loreen Party on Jun 19, 2026 - Part 3

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The White Sissy Is Waiting for His Big Black Cock in Her Ass

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The White Sissy Is Waiting for His Big Black Cock in Her Ass

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Naughty sissy takes hard anal from thick cock

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Gagged Nylon Slut Gets Her Face Fucked and Ass Pounded Like a Cheap Cum Dump

70% 1:01 / 7:42

Gagged Nylon Slut Gets Her Face Fucked and Ass Pounded Like a Cheap Cum Dump

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Sophia Loreen Party on Jul 7, 2026 - Part 4

61% HD 2:00 / 12:22

Sophia Loreen Party on Jul 7, 2026 - Part 4

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Homemade Amateur Anal Sex Tape With Ria Bentley and Lola Crystals in Chastity

Homemade Amateur Anal Sex Tape With Ria Bentley and Lola Crystals in Chastity

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sissy maid Rachel

sissy maid Rachel

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Brides Hands-free BBC Cumshots

63% HD 0:39 / 4:53

Brides Hands-free BBC Cumshots

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Crossdresser Sissy Chastity Sex

61% 1:01 / 14:45

Crossdresser Sissy Chastity Sex

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Big Tits Stepmom Part 2

65% VR 0:08 / 3:08

Big Tits Stepmom Part 2

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Caged Trans Slut Gets Dicked Hard

57% 0:39 / 44:40

Caged Trans Slut Gets Dicked Hard

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Viky & Master Private Show

57% HD 2:00 / 7:04

Viky & Master Private Show

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Sissy Slut Training

Sissy Slut Training

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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

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Chastity cage and fuck machine makes perfect cum

Chastity cage and fuck machine makes perfect cum

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White Sissy Trans With Chastity Creampied

White Sissy Trans With Chastity Creampied

ShemaleSex Hace 6 día

Trans Chick Drills Femboy

Trans Chick Drills Femboy

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BBC Cumming All Over Locked Caged Chastity Trans Slut Sammi Smith

BBC Cumming All Over Locked Caged Chastity Trans Slut Sammi Smith

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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!

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Femboy about to caught while exposure in public men's toilet with metal chastity cage and microskirt on.

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Rachael Belle Justice

Rachael Belle Justice

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Zara Clark Private Show

59% 4K 2:00 / 6:41

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Sexy Blond Sissy Bimbo Style Doll

69% 0:39 / 6:44

Sexy Blond Sissy Bimbo Style Doll

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TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED

TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED

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Nailing of a Lifetime - Multiplicity Itsol

Nailing of a Lifetime - Multiplicity Itsol

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Sophia Loreen Private Show

4K 2:00 / 14:01

Sophia Loreen Private Show

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Sissy Chastity Cage Hardcore Anal Playplay

57% HD 0:39 / 23:02

Sissy Chastity Cage Hardcore Anal Playplay

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

70% HD 0:25 / 13:03

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

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

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Cum After 95 Days Chaste

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Cum After 95 Days Chaste

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Sophia Loreen Private Show

59% 4K 2:00 / 18:40

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

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Crossdresser in Chastity Fucked Raw

Crossdresser in Chastity Fucked Raw

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Sissy Sex Slave

Sissy Sex Slave

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Good Girl Training: Transfemme Anal JOI

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Good Girl Training: Transfemme Anal JOI

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Sophia Loreen Party on Apr 18, 2026 - Part 3

53% HD 2:00 / 44:10

Sophia Loreen Party on Apr 18, 2026 - Part 3

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Sophia Loreen Party on Jul 29, 2026 - Part 2

65% 4K 2:00 / 22:38

Sophia Loreen Party on Jul 29, 2026 - Part 2

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Caged TS Gray Perrier Submits to Sadistic Sir

64% HD 1:01 / 36:19

Caged TS Gray Perrier Submits to Sadistic Sir

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Axel Reigns _Anal-Training-amp-Creampie-for-Pup-Sasha-De-Sade

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Bimbo Sissy Slut Chantal Sweet Hotel Solo Part 3

56% 0:39 / 4:14

Bimbo Sissy Slut Chantal Sweet Hotel Solo Part 3

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Sophia Loreen Private Show

56% HD 2:00 / 18:41

Sophia Loreen Private Show

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Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

64% HD 1:01 / 12:50

Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

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Fisting Double Sissygasm Cumshots

Fisting Double Sissygasm Cumshots

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Sophia Loreen Private Show

58% HD 2:00 / 9:59

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Squirting Anal Orgasm! Chastity Sissy Jessica Bloom Machine Fucked

Squirting Anal Orgasm! Chastity Sissy Jessica Bloom Machine Fucked

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The Perfect CD Sissy, the ideal wife.

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Encaged Sissy Slut Gal Emo Fucked in the Butt

Encaged Sissy Slut Gal Emo Fucked in the Butt

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Nice Tgirl in Chastity Cell

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Pink Sissy

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Wollip Tastes Her Own Cum as She Cums Into a Glass and Drinks It All After Riding a Dildo an

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Sophia Loreen Private Show

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Pvc Mini Dress and Unlocked Chastity Cage with Lots of Cum

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Sissy Slut Ball Busting Jessica Bloom Has Two Plapping Orgsams Back to Back And Eats Her Own Cum!

Sissy Slut Ball Busting Jessica Bloom Has Two Plapping Orgsams Back to Back And Eats Her Own Cum!

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The Reward for the Locked-up Sissy

62% HD 0:39 / 12:56

The Reward for the Locked-up Sissy

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Bunny-butler Reina Serving Her Creamy Produce

Bunny-butler Reina Serving Her Creamy Produce

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you said you could never be into a trans girl... but your body is telling me something very different 😏 i tease you closer and closer until i decide my hand isn’t how i want to finish this lesson

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Blonde Trans Maid Locked with Chastity Cage Takes Big Black Dildo

Blonde Trans Maid Locked with Chastity Cage Takes Big Black Dildo

XHamster Hace 2 semana

Sophia Loreen Party on Oct 31, 2025 - Part 2

56% 4K 2:00 / 6:28

Sophia Loreen Party on Oct 31, 2025 - Part 2

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Sophia Loreen Private Show

59% 4K 2:00 / 45:37

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Caged Sissy Knows Her Place In Front Of BBC

Caged Sissy Knows Her Place In Front Of BBC

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Sasha Star Coffee Table Bondage Bunny

Sasha Star Coffee Table Bondage Bunny

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Treat Me Like a Sissy-slut

50% HD 1:01 / 18:39

Treat Me Like a Sissy-slut

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Mistress Sucks off Sissy Jessica Bloom and Spits Cum Into Her Own Mouth

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Mistress Sucks off Sissy Jessica Bloom and Spits Cum Into Her Own Mouth

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Maid to Suck

45% HD 1:01 / 16:15

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Oiled Latex Sissy Plays with Xxl Dildo

84% HD 1:01 / 42:01

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Giovanni Becomes Giovanna

Giovanni Becomes Giovanna

XHamster Hace5 mes

Sissy Blaire_18 in chastity belt. Dominatrix Nika plays with his balls with a vibrator. Feminized man in pink skirt

Sissy Blaire_18 in chastity belt. Dominatrix Nika plays with his balls with a vibrator. Feminized man in pink skirt

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Sissy Maid Service Practicing on a Dildo at Her Fake Glory Hole

Sissy Maid Service Practicing on a Dildo at Her Fake Glory Hole

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