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Sissy Anal Training (164,637)

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

50% HD 1:01 / 13:10

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

FapHouse 7 months ago

How to Become a Good Girl: Job Interview Peparing a New Sexdoll

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How to Become a Good Girl: Job Interview Peparing a New Sexdoll

FapHouse 4 months ago

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Brides Hands-free BBC Cumshots

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Mary Branton Private Show

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Femdom pegging with 8 inch strapon

XHamster 8 months ago

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Sexy Wife with Big Strapon pegging her Husband with Handjob

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Patric & Andres & Matheo Private Show

Flirt4Free 2 years ago

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Strict Stepmom Femdom Fuck: Deep Fisting, Deep Throat Training, Sissification, Pee, Dirty Talk! Arya Grander

XHamster 11 months ago

Sissy slut training

Sissy slut training

XHamster 2 weeks ago

A Trans Fucked on the Couch

A Trans Fucked on the Couch

XHamster 10 months ago

Domina Trans fucks her inexperienced submissive whom she turned into an obedient and deviant slut

Domina Trans fucks her inexperienced submissive whom she turned into an obedient and deviant slut

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Sissy White T-Girl Lucy in Chastity Anal Fuck by 10 Inch BBC Black Bull

Pornzona 4 days ago

Sissy femboy makes chastity content and streams on chaturbate

Sissy femboy makes chastity content and streams on chaturbate

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Virginity Sissygasm Compilation Encouragement - Sissy Jessica Bloom

TrannyGem 1 year ago

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Kaitlyn Manson Private Show

Camster 1 week ago

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elf femboy in chastity strap gets taut booty stretched by bbc shlong and screw machine until cum

Amateur8 8 months ago

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Anal Slave Pig Femdom Domination with Pegging and milking him!

Pornfact 1 month ago

INSTITUTION X - Prostate Milking Anal Training Pspot Orgasm COMPILATION 1-2

INSTITUTION X - Prostate Milking Anal Training Pspot Orgasm COMPILATION 1-2

Pornfact 1 week ago

BBC TRAINING WITH CERJOY

BBC TRAINING WITH CERJOY

XHamster 9 months ago

Sophia Loreen Private Show

55% HD 2:00 / 9:58

Sophia Loreen Private Show

Camster 2 weeks ago

JOI Anal session training, sissy lesson - Sammy Altham

JOI Anal session training, sissy lesson - Sammy Altham

XHamster 2 months ago

Poor Cuckold: the Wedding Anniversary

61% HD 1:01 / 36:28

Poor Cuckold: the Wedding Anniversary

FapHouse 2 years ago

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hands free cum in cage with fresh toy

Amateur8 1 week ago

Jessica Dolls Weekly Fuckmachine Therepy 3

Jessica Dolls Weekly Fuckmachine Therepy 3

XHamster 1 month ago

Poor Cuckold: the Wedding Anniversary

58% HD 0:39 / 36:28

Poor Cuckold: the Wedding Anniversary

FapHouse 2 years ago

Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 3

Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 3

XHamster 6 months ago

Petra in virgin white,s

Petra in virgin white,s

XHamster 3 months ago

A Guy Like You Sissy Humiliation Erotic Audio Story by Tara Smith Short Femdom Lecture Faggot Boi

A Guy Like You Sissy Humiliation Erotic Audio Story by Tara Smith Short Femdom Lecture Faggot Boi

Pornfact 6 days ago

Doggy style sissy training in a red dress and white pumps

Doggy style sissy training in a red dress and white pumps

XHamster 2 years ago

Ashley Ness Private Show

66% 4K 2:00 / 9:43

Ashley Ness Private Show

Camster 2 weeks ago

Bimbo Takes on BBC

Bimbo Takes on BBC

XHamster 8 months ago

Sissygasm for Domina

Sissygasm for Domina

XHamster 11 months ago

Sissy Bitch Pegging Compilation. Femdom Chastity

Sissy Bitch Pegging Compilation. Femdom Chastity

BigTitsLust 2 years ago

Ares & Adara Private Show

53% HD 2:00 / 9:20

Ares & Adara Private Show

Flirt4Free 1 year ago

High Class Sissy Trained - Mistress T

High Class Sissy Trained - Mistress T

AbXXX 4 years ago

Femdom Pegging Latex Sissy by Dominafire

Femdom Pegging Latex Sissy by Dominafire

XHamster 1 year ago

Elli Caster Private Show

4K 2:00 / 14:06

Elli Caster Private Show

Camster 2 years ago

Does my hand fit in his little ass?

Does my hand fit in his little ass?

XHamster 1 year ago

My Bull Called, He Wants Us Both to Prepare Our Asses

49% HD 1:01 / 19:18

My Bull Called, He Wants Us Both to Prepare Our Asses

FapHouse 6 months ago

Kinsley Karter Private Show

65% HD 2:00 / 4:26

Kinsley Karter Private Show

Camster 3 years ago

Cum-and-pee Drink For a Sexy Tranny With a Fisted And Zucchini-stretched Anus

Cum-and-pee Drink For a Sexy Tranny With a Fisted And Zucchini-stretched Anus

AnySex 2 years ago

PROSTATE EXPLOSION big compilation

PROSTATE EXPLOSION big compilation

XHamster 2 years ago

Whife *

TrannyGem 6 years ago

Learning to CUM from the ASS... First PROSTATE ORGASM!

Learning to CUM from the ASS... First PROSTATE ORGASM!

XHamster 2 years ago

I'm Fucking This Sissy While Her Wife Is Out Shopping

I'm Fucking This Sissy While Her Wife Is Out Shopping

XHamster 3 months ago

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Anal training JOI, edging and denial

Pornzona 4 months ago

Big-dicked sissy takes it up the ass and swallows his own cum

Big-dicked sissy takes it up the ass and swallows his own cum

XXXShake 3 years ago

Slave training in heat

Slave training in heat

Lesbian8 11 months ago

Dominatrix Strap-On Dildo Sissy

Dominatrix Strap-On Dildo Sissy

XHamster 2 years ago

Locked Sissy Teases Her Tight Hole - Almost Reached Anal Orgasm

Locked Sissy Teases Her Tight Hole - Almost Reached Anal Orgasm

XHamster 2 weeks ago

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you are my sissy whore and will pimp you out !!!

XHamster 2 years ago

My Bull Called, He Wants Us Both to Prepare Our Asses

My Bull Called, He Wants Us Both to Prepare Our Asses

XHamster 6 months ago

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Pornfact 3 months ago

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SortPorn 1 year ago

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fansly - ruby onyx sissy whore ready to be pegged porn video

BDSMShip 2 years ago

Clara Dee's Hardcore Pegging and Ass Training Virtual Fuck Session

Clara Dee's Hardcore Pegging and Ass Training Virtual Fuck Session

Jizzberry 4 years ago

Bella Brookz Private Show

56% HD 2:00 / 20:02

Bella Brookz Private Show

Flirt4Free 3 years ago

Nelly Gale Private Show

Nelly Gale Private Show

Camster 3 weeks ago

Gaping Hardcore Sissy Floozy in Latex Sissygasm from My Biggest Bad Dragon Wang and Latex Fisting by Mistresse Mercer

Gaping Hardcore Sissy Floozy in Latex Sissygasm from My Biggest Bad Dragon Wang and Latex Fisting by Mistresse Mercer

Amateur8 7 months ago

Sissy Fuckdoll Delivery

Sissy Fuckdoll Delivery

TrannyGem 5 years ago

Imagine You Are Fucking a Boy!

Imagine You Are Fucking a Boy!

XHamster 7 months ago

elf femboy in chastity belt gets tight ass stretched by bbc cock and fuck machine until cum

elf femboy in chastity belt gets tight ass stretched by bbc cock and fuck machine until cum

Lesbian8 1 year ago

Ares & Adara Private Show

47% HD 2:00 / 20:07

Ares & Adara Private Show

Flirt4Free 1 year ago

JOI Echo in Latex with My Big Black Strapon - Luna Doll

JOI Echo in Latex with My Big Black Strapon - Luna Doll

XHamster 8 months ago

BBC Tops Training a Twink Ass

BBC Tops Training a Twink Ass

XHamster 10 months ago

Miss Alessa Milano Anal Slut Training Day

Miss Alessa Milano Anal Slut Training Day

XHamster 1 year ago

He's been asking for so long. I saw for the first time what a male anal orgasm is.

He's been asking for so long. I saw for the first time what a male anal orgasm is.

XHamster 4 years ago

Femdom POV Sissy Training Pleasure Him

51% HD 1:01 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 3 months ago

Trans gets Manacled and Jammed by Hefty Lollipop

Trans gets Manacled and Jammed by Hefty Lollipop

TrannyGem 3 years ago

Fuck him hard in the ass while Madam is watching

Fuck him hard in the ass while Madam is watching

XHamster 1 year ago

Slave training in heat

Slave training in heat

XHamster 11 months ago

Zoey Evans Party on Jul 10, 2026 - Part 5

HD 2:00 / 1:52:00

Zoey Evans Party on Jul 10, 2026 - Part 5

Camster 2 days ago

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Deep Femboy riding a big dildo and hot anal orgasm 4K ( sissy trap CD )

Pornzona 4 days ago

Big Ass Redhead Transsexual Huge Anal Gape Creampie with Inflatable Butt Plug and BBC Monster Dildo

Big Ass Redhead Transsexual Huge Anal Gape Creampie with Inflatable Butt Plug and BBC Monster Dildo

XHamster 4 months ago

Sophia Loreen Private Show

54% HD 2:00 / 10:44

Sophia Loreen Private Show

Flirt4Free 2 years ago

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Sissy latexdoll training with horse dick

XHamster 4 years ago

Masters Plug and Spank Their Sissy Cuck's Ass

Masters Plug and Spank Their Sissy Cuck's Ass

Pornfact 3 months ago

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Pornfact 4 weeks ago

Clara Dee - POV Sissy Pegging - CUSTOM FOR FRED

Clara Dee - POV Sissy Pegging - CUSTOM FOR FRED

Pornfact 4 months ago

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

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

XHamster 1 year ago

He Could Barley Fit Her Huge Strap on - Hands Free Cumshot

He Could Barley Fit Her Huge Strap on - Hands Free Cumshot

XHamster 8 months ago

Obedient Sissy Crossdresser Whore Gets Guy Treated

Obedient Sissy Crossdresser Whore Gets Guy Treated

TrannyGem 3 years ago

Maitresse Julia - Femdom I Fuck my Sissy with Strapon and give A miserable Jerk-off -Slave Training

Maitresse Julia - Femdom I Fuck my Sissy with Strapon and give A miserable Jerk-off -Slave Training

Pornfact 3 months ago

Sissy Slut Fuck Doll Takes Anal Fisting, Pegging & Fuck Machine with HUGE DILDO Hardcore Femdom Porn!

Sissy Slut Fuck Doll Takes Anal Fisting, Pegging & Fuck Machine with HUGE DILDO Hardcore Femdom Porn!

Lesbian8 11 months ago

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Flirt4Free 4 years ago

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LoyalFans 5 years ago

Elizabeth Whiler Private Show

43% HD 2:00 / 5:05

Elizabeth Whiler Private Show

Flirt4Free 3 years ago

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WebcamBros 1 year ago

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TrannyGem 3 years ago

Submissive Asian Ladyboy Slave Training & Anal Casting

66% HD 1:01 / 30:19

Submissive Asian Ladyboy Slave Training & Anal Casting

FapHouse 1 month ago

Sissy femboy makes chastity content and streams on chaturbate

Sissy femboy makes chastity content and streams on chaturbate

Lesbian8 1 year ago

Bella Brookz Private Show

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Bella Brookz Private Show

Flirt4Free 3 years ago

Bella Brookz Private Show

45% HD 2:00 / 14:02

Bella Brookz Private Show

Flirt4Free 3 years ago

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Pegging my chastity sissy slave in his tight ass

XVideos 1 year ago

Ashley Ness Private Show

Ashley Ness Private Show

Camster 4 days ago

Leather Weather! The Best Leather

Leather Weather! The Best Leather

Some.Porn 1 year ago

Ashley Ness Private Show

57% 4K 2:00 / 35:12

Ashley Ness Private Show

Camster 2 weeks ago

Bi-Curious Bro Gets A Sissy Sandwich

Bi-Curious Bro Gets A Sissy Sandwich

Men 2 years ago

Skinny Tgirl Ryu Doll pleases her anal hole with a fucking machine

Skinny Tgirl Ryu Doll pleases her anal hole with a fucking machine

MyLust 2 years ago

TS Cumslut Elf Fucked Hard By Santa - Ass to Mouth And Facial Jessica Bloom

TS Cumslut Elf Fucked Hard By Santa - Ass to Mouth And Facial Jessica Bloom

XHamster 6 months ago

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Genitalia haircut & edging for chastity slave

XHamster 1 year ago

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Flirt4Free 3 years ago

Mandy Lov Private Show

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Camster 5 days ago

Femdom POV JOI: More Gay Triggers

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Femdom POV JOI: More Gay Triggers

FapHouse 3 months ago

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Camster 1 week ago

My Bull Called, He Wants Us Both to Prepare Our Asses

61% HD 0:39 / 19:18

My Bull Called, He Wants Us Both to Prepare Our Asses

FapHouse 6 months ago

Lizzy Koerich Private Show

71% HD 2:00 / 10:15

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Flirt4Free 2 years ago

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BDSMShip 2 years ago

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Clips4sale 1 year ago

Zoey Evans Premiere Show

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Flirt4Free 1 week ago

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Size Queen Sissy Boy Training with CEI

FapHouse 5 days ago

Mean femdom Flagellation Treatment

Mean femdom Flagellation Treatment

Some.Porn 1 year ago

JOI Echo With My Big Black Dick - Luna Doll

JOI Echo With My Big Black Dick - Luna Doll

XHamster 8 months ago

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XHamster 4 years ago

Grisha Mochka Private Show

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Camster 2 weeks ago

Nazanin Hunter Private Show

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Flirt4Free 2 years ago

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