Training Slave (38,985)

Between the Lines & Between My Legs

Between the Lines & Between My Legs

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Double Fuck for Sissy Hole

66% 1:01 / 17:31

Double Fuck for Sissy Hole

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Submissive Asian Ladyboy Anal Casting & Slave Training

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Double Fuck for Sissy Hole

Double Fuck for Sissy Hole

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POV Sissy Deep Throat and Cum Eat Humiliation Domination Striptease While Sucking

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POV Sissy Deep Throat and Cum Eat Humiliation Domination Striptease While Sucking

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Cuckold learns to make deep throat in foursome

Cuckold learns to make deep throat in foursome

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Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore

Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore

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

56% HD 0:39 / 12:50

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

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

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Lindsey Training Her Sissy Slave

Lindsey Training Her Sissy Slave

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Sophia Loreen Party on Oct 23, 2025 - Part 2

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Sophia Loreen Party on Oct 23, 2025 - Part 2

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Wild Sabrina Private Show

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Wild Sabrina Private Show

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Day 9 of Sissy Training - Makeup Melts Your Masculinity

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Day 9 of Sissy Training - Makeup Melts Your Masculinity

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Sophia Loreen Strip

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Sophia Loreen Strip

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

69% HD 1:01 / 12:50

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

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Trans Femdom Mistress Fucks Sissy Slave

HD 0:39 / 20:02

Trans Femdom Mistress Fucks Sissy Slave

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Cum eating trainer video for the greedy sissy faggot whores

Cum eating trainer video for the greedy sissy faggot whores

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Part 2: a Transformed Life: Episode 1 - Meeting Julia, the Life Coach - Maitresse Julia

48% HD 0:39 / 11:40

Part 2: a Transformed Life: Episode 1 - Meeting Julia, the Life Coach - Maitresse Julia

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Lucas's Bi Slave Training

Lucas's Bi Slave Training

Eporner Hace 2 yaño

Mistress Trains Slave To Take Cock

Mistress Trains Slave To Take Cock

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Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 16

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 16

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One Cock, Two Throats - the Ultimate Deepthroat Test

55% HD 1:01 / 5:20

One Cock, Two Throats - the Ultimate Deepthroat Test

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Bi Slaves Bareback - Blowjobs and Arse Fucking

Bi Slaves Bareback - Blowjobs and Arse Fucking

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One Cock, Two Throats - the Ultimate Deepthroat Test

66% HD 0:39 / 5:20

One Cock, Two Throats - the Ultimate Deepthroat Test

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Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

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Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

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Two dominating girlfriends and fucking a common sissy slut

Two dominating girlfriends and fucking a common sissy slut

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Releasing Enemas and Pissing Her Mouth before Pegging Her Ass

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass

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Humiliation, strap-on and deep fisting

Humiliation, strap-on and deep fisting

xHamster Hace 3 semana

Wife's Imposed Feminization: Hormones, Ball Removal, Permanent Makeup, Penis Reduction & More!

Wife's Imposed Feminization: Hormones, Ball Removal, Permanent Makeup, Penis Reduction & More!

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Sissys Dream 1

48% HD 1:01 / 13:14

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The Reward for the Locked-up Sissy

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The Reward for the Locked-up Sissy

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Roy & Hercules & Jamer Private Show

50% HD 2:00 / 4:09

Roy & Hercules & Jamer Private Show

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BRAZILIAN TRANS SLAVE TRAINING &amp_ ANAL FISTING

Premium HD 32:52

BRAZILIAN TRANS SLAVE TRAINING &amp_ ANAL FISTING

XVideosRed Hace1 mes

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aShemaleTube Hace 6 yaño

Latex Sissy Tutored By Chastity Fuckmachine Drubbing Cocksucking Pegging by Mistresse Mercer

Latex Sissy Tutored By Chastity Fuckmachine Drubbing Cocksucking Pegging by Mistresse Mercer

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milf trans submissa apanhando nas bolas e bebendo mijo

milf trans submissa apanhando nas bolas e bebendo mijo

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The Mistress Plays with the Crossdresser as if He Were a Human Toy

The Mistress Plays with the Crossdresser as if He Were a Human Toy

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My Nipples So Hard^^

My Nipples So Hard^^

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Maid for Shame: a Cuckold Sissy's Humiliating Chores - CEI, Foot Worship

53% HD 0:39 / 15:47

Maid for Shame: a Cuckold Sissy's Humiliating Chores - CEI, Foot Worship

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Basic training to become a sissy maid - Locked up and punished

Basic training to become a sissy maid - Locked up and punished

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BBC TRAINING WITH CERJOY

BBC TRAINING WITH CERJOY

xHamster Hace4 mes

Asmr: Sissy, Accept Yourself! You Are Loved. Psychology. Gloves. Arya Grander

Asmr: Sissy, Accept Yourself! You Are Loved. Psychology. Gloves. Arya Grander

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Casting of Anal Slave Nikita

HD 0:39 / 12:53

Casting of Anal Slave Nikita

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TS Fetishista

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FapHouse Hace 7 yaño

So hot cumming after 7 days in chastity and anal training

So hot cumming after 7 days in chastity and anal training

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Mistress Eudora's Anal Slut

Mistress Eudora's Anal Slut

xHamster Hace9 mes

Sophia Loreen Party on Sep 30, 2025 - Part 2

54% 4K 2:00 / 23:42

Sophia Loreen Party on Sep 30, 2025 - Part 2

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Girl dominate sissy girls and fuck them

Girl dominate sissy girls and fuck them

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Treat Me Like a Sissy-slut

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Treat Me Like a Sissy-slut

FapHouse Hace3 mes

Sophia Loreen Party on Oct 4, 2024 - Part 4

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Sophia Loreen Party on Oct 4, 2024 - Part 4

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Doe Cosplay | Masturbation Without Panties

Doe Cosplay | Masturbation Without Panties

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Sophia Loreen Private Show

49% HD 2:00 / 10:53

Sophia Loreen Private Show

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Pegging femboy with massive strapon!

EpicGFs Hace 2 yaño

How's the Cumshot From Your Angle Zack?

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How's the Cumshot From Your Angle Zack?

FapHouse Hace5 mes

Treat Me Like a Sissy-slut

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Treat Me Like a Sissy-slut

FapHouse Hace3 mes

Jenifer worships Mommy Ruby cock

Jenifer worships Mommy Ruby cock

xHamster Hace 4 semana

Scene 1 - Sissy Dreamland - Punk rock dominates & makes feminized femboy suck BBC strapon dildo

Scene 1 - Sissy Dreamland - Punk rock dominates & makes feminized femboy suck BBC strapon dildo

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Bound Sissy Gets Cock Milked Then Fed Her Own Load of Cum - Jessica Bloom and Polieana

Bound Sissy Gets Cock Milked Then Fed Her Own Load of Cum - Jessica Bloom and Polieana

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Orianna Dunn Private Show

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Orianna Dunn Private Show

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Trans Big Tit Transformation

76% HD 1:01 / 44:49

Trans Big Tit Transformation

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Petra's final exam (incl piss drinking, fisting and more)

Petra's final exam (incl piss drinking, fisting and more)

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Sissy pegging sessions by DominaFire

Sissy pegging sessions by DominaFire

FapHouse Hace 3 yaño

Painful ruined orgasm cbt for my bondaged sub sissy whore

Painful ruined orgasm cbt for my bondaged sub sissy whore

xHamster Hace 4 yaño

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

57% HD 0:39 / 10:12

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

FapHouse Hace3 mes

My Sissy Sucks My Locked Husband… Who Thinks It’s Me - Mistress Julia

63% 0:39 / 12:15

My Sissy Sucks My Locked Husband… Who Thinks It’s Me - Mistress Julia

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Locktober Sessions - a Vibrator for That Little Clitty

63% HD 1:01 / 9:54

Locktober Sessions - a Vibrator for That Little Clitty

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A Dominant Granny Trains These Little Whores

A Dominant Granny Trains These Little Whores

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Viky & Master Private Show

51% HD 2:00 / 7:04

Viky & Master Private Show

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Lucas's Bi Slave Training

Lucas's Bi Slave Training

BeMyHole Hace 2 yaño

Sissy Prom Night

Sissy Prom Night

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Bisexual cuckold with wife in threesome with neighbor

Bisexual cuckold with wife in threesome with neighbor

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Sorority Sissy Hazing

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Sorority Sissy Hazing

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squirt - Part 2

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squirt - Part 2

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Lindsey Training Her Sissy Slave

Lindsey Training Her Sissy Slave

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Sophia Loreen Private Show

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Sophia Loreen Private Show

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Sophia Loreen Private Show

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Sophia Loreen Private Show

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Sophia Loreen Private Show

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Sophia Loreen Private Show

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I’ll Turn You Into My Sissy Slut!

63% HD 1:01 / 15:06

I’ll Turn You Into My Sissy Slut!

FapHouse Hace2 mes

fresh Pet Amber Shock acquires roped Up And caboose ravaged By Ciren Verde And Lora Cross

fresh Pet Amber Shock acquires roped Up And caboose ravaged By Ciren Verde And Lora Cross

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Sophia Loreen Party on May 8, 2025 - Part 2

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Sophia Loreen Party on May 8, 2025 - Part 2

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A Rewarding Morning Awakening: Blowjob, Fist, Pegging, Chastity Release and Handjob : Mistress Julia

A Rewarding Morning Awakening: Blowjob, Fist, Pegging, Chastity Release and Handjob : Mistress Julia

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I'll Turn You Into My Sissy Slut!

I'll Turn You Into My Sissy Slut!

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milf trans submissa apanhando nas bolas e bebendo mijo

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milf trans submissa apanhando nas bolas e bebendo mijo

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Submissive male slave pegged by his dominating mistress

Submissive male slave pegged by his dominating mistress

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PuppyGirl Itsol heads for a walk and gets pegged

PuppyGirl Itsol heads for a walk and gets pegged

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Sissy Kanisa Is Playing with Her Pussy

64% HD 1:01 / 9:46

Sissy Kanisa Is Playing with Her Pussy

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Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 5

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 5

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Mistress Baton's Sissy Finishing School Guest Starring Mistress Vixen: Sissy Caning & BJ Training

Mistress Baton's Sissy Finishing School Guest Starring Mistress Vixen: Sissy Caning & BJ Training

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Sissy Slut Training Part 6

Sissy Slut Training Part 6

xHamster Hace 1 yaño

Cute Dance with Naughty Girl

Cute Dance with Naughty Girl

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Lick the taste of ass from my finger KellyAErick

Lick the taste of ass from my finger KellyAErick

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Sissy Caned by Two Cruel Mistresses

Sissy Caned by Two Cruel Mistresses

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Female Boss Makes Employee a Crossdresser, Stimulates His Dick with an Electric Vibrator, and Teases and Denies Him

55% HD 0:39 / 25:09

Female Boss Makes Employee a Crossdresser, Stimulates His Dick with an Electric Vibrator, and Teases and Denies Him

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Transformed husband into a slut and four more cocks and two dominatrixes

Transformed husband into a slut and four more cocks and two dominatrixes

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See the New Slave They Humiliate, Torment & Hard Fist

68% HD 1:01 / 18:02

See the New Slave They Humiliate, Torment & Hard Fist

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Viky & Master Private Show

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Viky & Master Private Show

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Cum eating cock tease warm up

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Bossy wife begs her hubby while he wears lingerie - Femdom

Bossy wife begs her hubby while he wears lingerie - Femdom

Fapality Hace 2 yaño

Smallish Chinese Femboy Gimp Groans While Getting Drilled by Warm Trans

Smallish Chinese Femboy Gimp Groans While Getting Drilled by Warm Trans

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Dripping Sissy Slut

55% HD 0:10 / 16:20

Dripping Sissy Slut

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4 CUMS RUINED !!!

4 CUMS RUINED !!!

xHamster Hace 3 yaño

New Girl in the Sissy Harem

New Girl in the Sissy Harem

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Hanna Ven Private Show

56% HD 2:00 / 10:55

Hanna Ven Private Show

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Mommy Ruby first time with a t-girl

Mommy Ruby first time with a t-girl

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Two Pathetic Sissies Have to Suck and Fuck Each Other

Two Pathetic Sissies Have to Suck and Fuck Each Other

xHamster Hace2 mes

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

60% HD 0:10 / 14:58

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

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Sissy Step 3

45% HD 0:10 / 13:08

LoyalFans Hace 1 yaño

Mistress Flo Fists the Ass of Two Mature Transvestites

Mistress Flo Fists the Ass of Two Mature Transvestites

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having a fantastic sissy time

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Sissy Maid Cleaning for 2 Warm Dominatrixes

Sissy Maid Cleaning for 2 Warm Dominatrixes

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Nipple Pump Extreme Hardcore

Nipple Pump Extreme Hardcore

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Guided Sissy JOI - Cock Sucking, Spit & CEI

Guided Sissy JOI - Cock Sucking, Spit & CEI

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Slap My Horny Ass ^^

Slap My Horny Ass ^^

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Sissy Slut - Left in the park as fucktoy

Sissy Slut - Left in the park as fucktoy

xHamster Hace 3 yaño

Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 1

63% HD 1:01 / 20:07

Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 1

FapHouse Hace 1 yaño

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