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Sissy Training (261,621)

Jhanne Cherry Private Show

Jhanne Cherry Private Show

Camster 1 year ago

Crossdressing gay torn up in the bootie

Crossdressing gay torn up in the bootie

TrannyGem 1 year ago

Anal Training #6

HD 0:39 / 33:02

Anal Training #6

FapHouse 2 years ago

Aluna Sweet Party on Apr 30, 2022

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Camster 4 years ago

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Master Collins & Elvis Private Show

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Mistress Eudora's Anal Slut

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Humiliating Date Story by a Pathetic Piggy

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Mistress Dominates Super Sexy Sissy

Mistress Dominates Super Sexy Sissy

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Sissy Secretary: Submissive Male Feminized into Bimbo for Job Interview, Learns how to Pee Like a Girl, Bonus Pegging & Fisting

XHamster 2 years ago

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Nicco & Patric & Santiago Private Show

Flirt4Free 2 years ago

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Friday Fun Time with Lisa, Charlotte and Mike

XHamster 4 years ago

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Hand Job - Hope Daylee Let Me Jerk You Off

Flirt4Free 8 years ago

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Give up Your Life to Serve Me

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Flirt4Free 8 months ago

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SortPorn 2 years ago

Cumshot From Anal Masturbation

HD 1:01 / 10:53

Cumshot From Anal Masturbation

FapHouse 1 month ago

The Gay Test: Swallow Your Roommate Load

40% HD 1:01 / 9:24

The Gay Test: Swallow Your Roommate Load

FapHouse 1 year ago

Woman Milk Sissy Bi-atch in her FACEHOLE

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TransTube.tv 1 year ago

Femdom: Fisting, Deepthroat, Strap-on, Humiliation. Arya Grander

Femdom: Fisting, Deepthroat, Strap-on, Humiliation. Arya Grander

XHamster 9 months ago

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Yesvids 3 weeks ago

Christian Rey & Elvis & Stuard Private Show

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Christian Rey & Elvis & Stuard Private Show

Flirt4Free 2 years ago

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Cd Sissies Cds Version Femboy Teaching Xhwfoj

TransTube.tv 1 year ago

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FapHouse 2 years ago

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Camster 4 days ago

Ronnie Cranfort Private Show

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The Final Transformation Part 2

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Dafreeporn 5 months ago

Jhanne Cherry Private Show

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Katestube 4 years ago

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Flirt4Free 2 years ago

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Eporner 3 years ago

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XHamster 5 months ago

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FapHouse 2 weeks ago

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FapHouse 2 days ago

Trans Girl Fucks Their Tight Ass with Huge Dildo - Prettyboi2000x

Trans Girl Fucks Their Tight Ass with Huge Dildo - Prettyboi2000x

XHamster 10 months ago

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My New Video Teaching My Friend How to Give a Blowjob Properly This Video Will Be Available on My Vip Page Soon

XHamster 2 years ago

Sissy Slut Anal Destruction

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Sissy Slut Anal Destruction

FapHouse 1 year ago

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TrannyMovs 1 day ago

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XHamster 2 years ago

Kendall Joyce Party on Sep 22, 2026 - Part 5

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Flirt4Free 3 days ago

Mike Swift & David Golden Private Show

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Flirt4Free 1 month ago

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PornBox 2 months ago

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FapHouse 1 week ago

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2BGay 1 year ago

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Humiliating Tasks for Diaper Sissies! POV Instructions

Clips4sale 10 months ago

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Flirt4Free 6 months ago

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Feminization Sissification Sissy Threesome Training Blowjob

BeMyHole 2 years ago

Erick Carre Private Show

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Erick Carre Private Show

Flirt4Free 4 months ago

Sissy Training

XHamster 6 months ago

Allison Pearson Private Show

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Allison Pearson Private Show

Camster 3 months ago

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Crossdresser gets machine fucked with XXL Monster Dildos #4

XHamster 2 years ago

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FapHouse 1 week ago

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Mistress Wearing Latex Gloves Milks Sissy

XHamster 3 years ago

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 16

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 16

XHamster 8 months ago

HARD SPANKING AS SHE ANAL TRAINS ME

HARD SPANKING AS SHE ANAL TRAINS ME

XHamster 1 week ago

Poor Cuckold: the Wedding Anniversary

62% HD 1:01 / 36:28

Poor Cuckold: the Wedding Anniversary

FapHouse 3 years ago

Domineering Bear Makes you Submit Standing on your knees - Subordination Enslaved Instructing

Domineering Bear Makes you Submit Standing on your knees - Subordination Enslaved Instructing

GayCK 3 years ago

MAMMA TEACHES sissy stepson how to bang Superior BBC

MAMMA TEACHES sissy stepson how to bang Superior BBC

Dafreeporn 5 years ago

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LoyalFans 5 years ago

Anal Exam

XHamster 1 week ago

Hot MILF Femdom Wife Exposes Her Husband as ANAL SISSY SLUT Featuring Mistress Stellina Obscura

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XHamster 1 year ago

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Flirt4Free 2 years ago

Custom Clip: You Become the Office Bitch

Custom Clip: You Become the Office Bitch

XHamster 2 years ago

Bizarre Sissy Bad Dragon Gaping and FemDom Aperture Destruction with Speculum Show Off by Mastix Mercer

Bizarre Sissy Bad Dragon Gaping and FemDom Aperture Destruction with Speculum Show Off by Mastix Mercer

Amateur8 10 months ago

Sissy Ass Training Woman Penetrates Husband in the Ass Pegging 89

Sissy Ass Training Woman Penetrates Husband in the Ass Pegging 89

XHamster 8 months ago

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PissVids 2 years ago

Ronnie Cranfort Private Show

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Flirt4Free 3 years ago

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Eporner 7 years ago

Strict vintage femdom mistress trains her sissy slave in sensual submission

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Yesvids 2 months ago

Femdom Sissy Slut Pegging and Blowjob Training

Femdom Sissy Slut Pegging and Blowjob Training

XHamster 3 weeks ago

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The installation of the rubber doll - Sissy Training

XHamster 3 years ago

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Chastity fag slave humiliation pet play bondage

XHamster 8 months ago

Crossdresser in High Heels Gets Anal Pussy Machine Fucked

Crossdresser in High Heels Gets Anal Pussy Machine Fucked

XHamster 1 year ago

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BigTitsLust 1 year ago

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FapHouse 9 months ago

Jhanne Cherry Private Show

68% 4K 2:00 / 7:01

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Flirt4Free 1 year ago

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Jerk off Whilst I cum on Your Face Sissy Faggot - Jessica Bloom Humilation JoI

ShemaleSin 2 years ago

Poor Cuckold: the Wedding Anniversary

58% HD 0:39 / 36:28

Poor Cuckold: the Wedding Anniversary

FapHouse 3 years ago

Femdom Anal Fisting Training

85% HD 1:01 / 19:11

Femdom Anal Fisting Training

FapHouse 10 months ago

Muslim Sissy the Perfect Sissygasm

Muslim Sissy the Perfect Sissygasm

XHamster 2 weeks ago

Her Place Is Wherever He Wants Her to Be

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Her Place Is Wherever He Wants Her to Be

FapHouse 7 months ago

Sissy Training - Teaching My Friend How to Give a Blowjob

60% HD 0:39 / 29:53

Sissy Training - Teaching My Friend How to Give a Blowjob

FapHouse 2 years ago

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Amateur8 2 months ago

Cuck POV: Watching Your Wife Suck a Stranger at a Glory Hole

Cuck POV: Watching Your Wife Suck a Stranger at a Glory Hole

FapHouse 1 week ago

Topped Toys Zeffir 130, still training to get it deep in me

Topped Toys Zeffir 130, still training to get it deep in me

XHamster 5 days ago

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Training day 04 - 2023-02-21 - quite the fulfilled day

XHamster 3 years ago

Goddess Aria Zahara - Sissy Faggot Training

Goddess Aria Zahara - Sissy Faggot Training

Xfeed 1 day ago

Step-Mommy’s Rubber Boy: Femdom Pegging, Fisting, Facesitting, & Chastity - Full-length 1-HR of Female Domination (1080p)

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Step-Mommy’s Rubber Boy: Femdom Pegging, Fisting, Facesitting, & Chastity - Full-length 1-HR of Female Domination (1080p)

Clips4sale 2 years ago

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POV/JOI: Your trans friend helps you jerk off to the alternative and original green light, red light game, by pulling dice out of her ass

XHamster 11 months ago

Pornstar Ria Bentley Takes Giant BBC On Public Hotel Balcony

Pornstar Ria Bentley Takes Giant BBC On Public Hotel Balcony

XHamster 1 year ago

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Asian Dommes Training White Sissy Slave Kassie

XHamster 1 week ago

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XHamster 11 months ago

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Jenna Fucks Big Bottomed Sissy Maid Tiffany Deep in the Ass... She's Such a Slut!

XHamster 1 year ago

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Flirt4Free 3 years ago

Sissy Maid Is Taught Proper Manners

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FapHouse 9 months ago

Christian & Patric & Santiago Private Show

57% HD 2:00 / 25:34

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Flirt4Free 2 years ago

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Sissy Maid Anal And Throat Play

XHamster 10 months ago

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IWantClips 7 years ago

Get This Sissy Hole Ready for Big Cocks

Get This Sissy Hole Ready for Big Cocks

XHamster 2 weeks ago

Freshies Juice Box - Latex Sissy Maid Training

Freshies Juice Box - Latex Sissy Maid Training

IcePorn 1 year ago

Double Stuffed Sissy part2 (4k)

4K 0:22 / 12:20

Double Stuffed Sissy part2 (4k)

IWantClips 3 months ago

I lost the Control

I lost the Control

XHamster 1 year ago

POV Cuckold volume 9

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SortPorn 1 year ago

Jhanne Cherry Private Show

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Jhanne Cherry Private Show

Flirt4Free 1 year ago

Totally Slut Vs Spider-woman

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FapHouse 1 week ago

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