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Kym's PVC Bodysuit (trans, Hose, Crossdress, Legs, Heels, Transformation, Female Mask, Mask)
4 years ago
2:31

ShemaleSin

Kym's PVC Bodysuit (trans, Hose, Crossdress, Legs, Heels, Transformation, Female Mask, Mask)

Tags: ass, babe, blonde, cosplay, crossdressing, dress, feminization

SISSY SCREWED. CROSSDRESSER. TRAP. FEMINIZATION
3 years ago
2:17

ShemaleSin

SISSY SCREWED. CROSSDRESSER. TRAP. FEMINIZATION

Tags: amateur, anal, bondage, crossdressing, feminization, fetish, hardcore

Sissy cums in cage to hurting & banding it’s white ball white extinction BNWO gal scarlett ebony
2 years ago
13:10

ShemaleSin

Sissy cums in cage to hurting & banding it’s white ball white extinction BNWO gal scarlett ebony

Tags: amateur, black, blonde, cage, cum, cumshot, ebony

cute shemale femboy cums on her sailor uniform
1 year ago
11:50

xHamster

cute shemale femboy cums on her sailor uniform

Tags: amateur, beauty, crossdressing, cum, cute, femdom, feminization

Living Your Truth: Embracing the Crossdresser Lifestyle!
9 months ago
5:33

xHamster

Living Your Truth: Embracing the Crossdresser Lifestyle!

Tags: amateur, american, beauty, big cock, big tits, crossdressing, femdom

Bailey Wilde Feminized Into Cheerleader and Screwed by Mistresse Pixie
2 years ago
0:53

ShemaleSin

Bailey Wilde Feminized Into Cheerleader and Screwed by Mistresse Pixie

Tags: amateur, anal, assfucking, bdsm, cheerleader, femdom, feminization

Sissy Floozy Merits Humiliation and Public Exposure
2 years ago
0:30

ShemaleSin

Sissy Floozy Merits Humiliation and Public Exposure

Tags: amateur, anal, domination, feminization, fetish, humiliation, kinky

Mrs R Boudoir Visit (trans, Feminization, Female Mask, Mask, Crossdress, Transformation, big beautiful woman)
3 years ago
3:43

ShemaleSin

Mrs R Boudoir Visit (trans, Feminization, Female Mask, Mask, Crossdress, Transformation, big beautiful woman)

Tags: babe, bbw, beauty, brunette, crossdressing, dress, feminization

Becoming a Sissy Girl is the Best Transformation
1 year ago
5:43

xHamster

Becoming a Sissy Girl is the Best Transformation

Tags: amateur, big cock, crossdressing, cum, feminization, fetish, hd

Anal training for dad's BBC
2 years ago
9:59

ShemaleSin

Anal training for dad's BBC

Tags: amateur, anal, ass, assfucking, big black cock, daddies, feminization

Large Ebony Weenie Feminization Coach for Constrained Sissy Lads (BBC) (Captions)
3 years ago
6:13

ShemaleSin

Large Ebony Weenie Feminization Coach for Constrained Sissy Lads (BBC) (Captions)

Tags: anal, big black cock, blowjob, coach, cumshot, ebony, feminization

I Cumming From Hard Strap on Fuck
1 year ago
1:00

xHamster

I Cumming From Hard Strap on Fuck

Tags: amateur, anal, crossdressing, cum, cumshot, feminization, fetish

Sissy destroying her ass in public toilet
5 months ago
3:42

xHamster

Sissy destroying her ass in public toilet

Tags: amateur, anal, anal toying, ass, bathroom, clit, crossdressing

I got a weight bench to Assist grow my boobs and keep in shape during the time that going throughout my feminization process. then i thought why not t
1 year ago
3:40

ShemaleSin

I got a weight bench to Assist grow my boobs and keep in shape during the time that going throughout my feminization process. then i thought why not t

Tags: amateur, anal, ass, banging, booty, ebony, feminization

Embracing my confidence and expressing my unique style as a hot crossdresser
1 year ago
6:30

xHamster

Embracing my confidence and expressing my unique style as a hot crossdresser

Tags: amateur, american, beauty, big ass, blonde, crossdressing, cum

International Star
1 year ago
6:43

xHamster

International Star

Tags: big ass, big cock, brazilian, compilation, feminization, fetish, handjob

Sashay Your Way to Stardom: Crossdresser Kitty's Journey!
9 months ago
5:38

xHamster

Sashay Your Way to Stardom: Crossdresser Kitty's Journey!

Tags: amateur, american, beauty, big cock, crossdressing, femdom, feminization

SISSY MONIQUE - The partywhore (Part 2)
24 days ago
2:58

xHamster

SISSY MONIQUE - The partywhore (Part 2)

Tags: amateur, bdsm, condom, crossdressing, cum, domination, feminization

Trans Bailey Wilde Fucked by Fuck Machine
3 months ago
4:32

xHamster

Trans Bailey Wilde Fucked by Fuck Machine

Tags: amateur, american, anal, beauty, big ass, crossdressing, cum

Sissy TS Willow Hammerz - Showing off locked up clitty
2 years ago
1:02

ShemaleSin

Sissy TS Willow Hammerz - Showing off locked up clitty

Tags: amateur, dick, feminization, masturbation, shemale, sissy, small cock

Sissy a little taped up in Highheels
1 year ago
3:39

xHamster

Sissy a little taped up in Highheels

Tags: amateur, austrian, bdsm, bondage, crossdressing, feminization, hd

White sissy gets fucked in the ass with a big black dildo. Feminization, Punishment, Analysis
10 months ago
6:47

XXXDan

White sissy gets fucked in the ass with a big black dildo. Feminization, Punishment, Analysis

Tags: anal, ass, big ass, black, clit, dildo, feminization

Mistress Cassidy Makes Sissy Maid Get Cowgirl Fucked
1 year ago
3:28

xHamster

Mistress Cassidy Makes Sissy Maid Get Cowgirl Fucked

Tags: amateur, american, anal, bdsm, beauty, big cock, cowgirl

For Daddy - Hopelessly Begging To Unlock Chastity Cage
5 months ago
4:10

xHamster

For Daddy - Hopelessly Begging To Unlock Chastity Cage

Tags: amateur, american, bdsm, beauty, cage, crossdressing, daddies

Big Booty Blonde Sissy rides 9 inch dildo
5 months ago
7:42

xHamster

Big Booty Blonde Sissy rides 9 inch dildo

Tags: amateur, american, anal, ass, big ass, big black cock, big cock

Hot Crossdresser Reverse Cowgirl Drilled by Domina
2 years ago
5:13

ShemaleSin

Hot Crossdresser Reverse Cowgirl Drilled by Domina

Tags: amateur, anal, ass, assfucking, babe, bdsm, cowgirl

BiG TiTS HOT LADYBOY SEXY NATURAL SHEMALE BOOBS
7 months ago
6:32

xHamster

BiG TiTS HOT LADYBOY SEXY NATURAL SHEMALE BOOBS

Tags: amateur, american, beauty, big ass, big cock, big tits, crossdressing

guy gets feminized and ass fucked in prison by chick
4 years ago
18:06

ShemalePub

guy gets feminized and ass fucked in prison by chick

Tags: anal, ass, assfucking, boy, femdom, feminization, jail

Cute Pants Upskirt
2 years ago
13:03

ShemaleSin

Cute Pants Upskirt

Tags: crossdressing, cute, feminization, fetish, humiliation, kinky, outdoor

Trans Goddess Loves To Get Your Dick Hard
2 years ago
5:41

TrannyOne

Trans Goddess Loves To Get Your Dick Hard

Tags: amateur, ass, audition, babe, bdsm, beauty, big tits

Filling my ass
55 days ago
5:24

xHamster

Filling my ass

Tags: ass, beauty, big ass, dildo, feminization, ladyboy, latina

Sissy crossdresser cock and balls tucking taping
1 year ago
2:15

xHamster

Sissy crossdresser cock and balls tucking taping

Tags: amateur, balls, beauty, crossdressing, dick, feminization, fetish

Chastity Sissy fuck her asspussy for Mistress task
1 year ago
9:03

xHamster

Chastity Sissy fuck her asspussy for Mistress task

Tags: anal, bdsm, crossdressing, domination, feminization, fetish, hd

Trans Gal Bouncing To Sissy Bimbo Captions
58 days ago
1:54

ShemaleSin

Trans Gal Bouncing To Sissy Bimbo Captions

Tags: big ass, bimbo, feminization, pornstar, sissy, toys, transsexual

Sissy tries to escape bindings
1 year ago
4:57

ShemaleSin

Sissy tries to escape bindings

Tags: amateur, anal, ass, big ass, fat, femdom, feminization

Sissy Maid Hardware Store Humiliation Adventure staring Sissy Mindy
9 months ago
4:44

xHamster

Sissy Maid Hardware Store Humiliation Adventure staring Sissy Mindy

Tags: american, blonde, cosplay, crossdressing, feminization, hd, humiliation

CROSSDRESSER COMPILATION GLAMOROUS LADYBOY SCREWED Sissy Chastity Screwed FEMDOM
3 years ago
9:06

ShemaleSin

CROSSDRESSER COMPILATION GLAMOROUS LADYBOY SCREWED Sissy Chastity Screwed FEMDOM

Tags: amateur, anal, anal fisting, bondage, compilation, crossdressing, cuckold

Sissy slut makup boy 2 gurl
1 year ago
2:15

xHamster

Sissy slut makup boy 2 gurl

Tags: amateur, asian, beauty, boy, crossdressing, feminization, fetish

Hot Shemale
10 months ago
5:22

xHamster

Hot Shemale

Tags: amateur, anal, barebacking, blowjob, crossdressing, cum, feminization

Juggsy Female Mask Sissy Whore #2
6 months ago
10:19

xHamster

Juggsy Female Mask Sissy Whore #2

Tags: american, big ass, big tits, compilation, crossdressing, dildo, feminization

Joselynne Cd Heels And Stockings With Anal Fox Tail First
2 months ago
32:59

xHamster

Joselynne Cd Heels And Stockings With Anal Fox Tail First

Tags: amateur, anal, ass, big ass, crossdressing, feminization, hd

Mr. Hankey's Thicky Nicky vs Big Bubble Butt
1 year ago
5:08

xHamster

Mr. Hankey's Thicky Nicky vs Big Bubble Butt

Tags: amateur, anal, ass, beauty, big ass, big cock, blonde

Fuchsia Doll High Heels and Ebony Hose and Pink Garter
3 years ago
1:59

ShemaleSin

Fuchsia Doll High Heels and Ebony Hose and Pink Garter

Tags: ass, dildo, doll, ebony, feminization, garter belts, high heels

My Cumshot Compilation - Mourning like a male as I shoot my cum, this is me, when I get super horny
5 months ago
14:44

xHamster

My Cumshot Compilation - Mourning like a male as I shoot my cum, this is me, when I get super horny

Tags: amateur, beauty, blowjob, compilation, creampie, crossdressing, cum

Boy To Teen Sissy Girl Transformation
1 year ago
6:27

xHamster

Boy To Teen Sissy Girl Transformation

Tags: amateur, big cock, boy, crossdressing, cum, feminization, fetish

Crossdresser Model Magic: Dancing with Grace
10 months ago
5:34

xHamster

Crossdresser Model Magic: Dancing with Grace

Tags: amateur, american, beauty, big cock, crossdressing, dancing, femdom

AlsoNicole breast growth, going into Further Feminization
3 years ago
3:40

TrannyOne

AlsoNicole breast growth, going into Further Feminization

Tags: amateur, american, bdsm, big tits, feminization, hd, ladyboy

Samantha sissy have joy with her schlong, this babe can cum and milking very well, feminization is inevitable, try to get milk from tits and weenie jo
2 years ago
2:29

ShemaleSin

Samantha sissy have joy with her schlong, this babe can cum and milking very well, feminization is inevitable, try to get milk from tits and weenie jo

Tags: amateur, babe, beauty, big cock, big tits, cum, cumshot

sissy
1 year ago
0:12

xHamster

sissy

Tags: arab, big ass, feminization, german, high heels, shemale, sissy

Lisa feminizes herself each day after work. Lisa wears her weenie cage around the clock for a successful feminization. This Babe pulls down her diaper
10 months ago
1:36

ShemaleSin

Lisa feminizes herself each day after work. Lisa wears her weenie cage around the clock for a successful feminization. This Babe pulls down her diaper

Tags: anal, anal toying, babe, cage, cunt, diaper, european

Sissy Makoto Niijima Edges for you
1 year ago
33:41

xHamster

Sissy Makoto Niijima Edges for you

Tags: amateur, bdsm, bondage, cosplay, crossdressing, feminization, hd

Ebony Mini Suit Juggsy
3 years ago
4:58

ShemaleSin

Ebony Mini Suit Juggsy

Tags: amateur, big tits, blonde, booty, dancing, ebony, fake tits

Reconditioning still in progress
1 year ago
1:27

ShemaleSin

Reconditioning still in progress

Tags: anal, femdom, feminization, fetish, masturbation, nipples, sissy

Hot Cheap Doxy from Street Wanted to Suck Rod- Full Episode on my Onlyfans (link in Bio)
3 years ago
0:28

ShemaleSin

Hot Cheap Doxy from Street Wanted to Suck Rod- Full Episode on my Onlyfans (link in Bio)

Tags: bdsm, blowjob, bondage, deep throat, domination, extreme, femdom

Feminization Training - Show This To Your Wife
4 months ago
7:58

xHamster

Feminization Training - Show This To Your Wife

Tags: amateur, american, bdsm, crossdressing, femdom, feminization, hd

racing sissy anal handsfree sissygasm
5 months ago
13:51

xHamster

racing sissy anal handsfree sissygasm

Tags: amateur, anal, anal toying, asian, crossdressing, cum, cumshot

Joselynne Cd In My Lovely Dress Lingerie And Heels To You
3 months ago
20:07

xHamster

Joselynne Cd In My Lovely Dress Lingerie And Heels To You

Tags: amateur, big ass, cougar, crossdressing, dress, escort, feminization

Trans angel showing off body
3 years ago
3:42

ShemaleSin

Trans angel showing off body

Tags: amateur, big tits, feminization, fetish, sissy, transsexual

Story of Dan and the Mind Control remote
2 months ago
8:58

xHamster

Story of Dan and the Mind Control remote

Tags: american, bdsm, big tits, bondage, crossdressing, domination, femdom

Sissy chupa polla
2 months ago
5:34

xHamster

Sissy chupa polla

Tags: amateur, anal, barebacking, big black cock, blowjob, crossdressing, cum

My Bussy got stuffed in Lingerie
1 year ago
18:23

xHamster

My Bussy got stuffed in Lingerie

Tags: amateur, anal, ass, big ass, crossdressing, feminization, german

Brandynette Brainwash Joy Button Dressup - Why Bambi ruins your expectations!
1 year ago
14:21

KeekAss

Brandynette Brainwash Joy Button Dressup - Why Bambi ruins your expectations!

Tags: amateur, anal, anita blue, cosplay, crossdressing, dress, feminization

Crossdressing Sissy Bitch Femboy Anal Beginnings
3 years ago
2:11

ShemaleSin

Crossdressing Sissy Bitch Femboy Anal Beginnings

Tags: amateur, anal, bitch, crossdressing, feminization, sissy, toys

Ravishing Revelations: Unleashing My Inner Vixen
10 months ago
5:21

xHamster

Ravishing Revelations: Unleashing My Inner Vixen

Tags: amateur, american, asian, bbw, beauty, big ass, big cock

The Young Man Is Actually a Restless and Very Hot Young Girl Who Loves to Penetrate Her Anus and Vagina
9 months ago
2:01

xHamster

The Young Man Is Actually a Restless and Very Hot Young Girl Who Loves to Penetrate Her Anus and Vagina

Tags: amateur, anal, anus, beauty, dildo, feminization, hd

I am the prince of self-gratification. I like to share my progress whether in feminization or the progress of my selfsuck and selffuck. it's main
2 years ago
2:06

ShemaleSin

I am the prince of self-gratification. I like to share my progress whether in feminization or the progress of my selfsuck and selffuck. it's main

Tags: amateur, anal, barebacking, beauty, big cock, blowjob, compilation

Little transsexual beginnings of self feminization
1 year ago
0:19

ShemaleSin

Little transsexual beginnings of self feminization

Tags: amateur, feminization, fetish, pov, reality, transsexual

Mommy Holy - a Feet JOI - Is My Skirt Too Short?
5 months ago
8:27

xHamster

Mommy Holy - a Feet JOI - Is My Skirt Too Short?

Tags: amateur, american, beauty, crossdressing, feet, feminization, hd

Quickie Dildo Play for Sissy
7 months ago
6:39

xHamster

Quickie Dildo Play for Sissy

Tags: amateur, anal, anal toying, big ass, booty, crossdressing, dildo

Femboy sissy playing anal - Horny slut
3 months ago
10:09

xHamster

Femboy sissy playing anal - Horny slut

Tags: amateur, anal, boy, feminization, hd, homevideo, shemale

Riding giant Dildo in Lingerie and Highheels while being High and parents home
1 year ago
27:27

xHamster

Riding giant Dildo in Lingerie and Highheels while being High and parents home

Tags: amateur, anal, big ass, bitch, crossdressing, dildo, feminization

SisK lingerie collection EP17: Open Crotch Vintage Panties and Stocking
1 year ago
3:52

xHamster

SisK lingerie collection EP17: Open Crotch Vintage Panties and Stocking

Tags: amateur, asian, bathroom, big cock, crossdressing, cum, feminization

Feminization in my recent one-piece!
3 years ago
3:18

ShemaleSin

Feminization in my recent one-piece!

Tags: babe, dick, feminization, fetish

SisK unlock her dick and masterbate until she cum in condom then she lock her dick back and become sissy clit
1 year ago
7:05

xHamster

SisK unlock her dick and masterbate until she cum in condom then she lock her dick back and become sissy clit

Tags: amateur, asian, big cock, boy, clit, condom, crossdressing

Juggsy Female Mask Sissy Whore
9 months ago
10:20

xHamster

Juggsy Female Mask Sissy Whore

Tags: american, big tits, compilation, crossdressing, dildo, feminization, fetish

Arab Sissy Transformation
1 year ago
1:38

xHamster

Arab Sissy Transformation

Tags: amateur, arab, beauty, big cock, crossdressing, feet, feminization

Will u be a fine sissy for Trans Domme Sasha? ???? @Sasha_de_Sade on all sites ;)
1 year ago
1:33

ShemaleSin

Will u be a fine sissy for Trans Domme Sasha? ???? @Sasha_de_Sade on all sites ;)

Tags: big cock, british, cage, feminization, fetish, masturbation, mistress

Submissive sissy whore is being a worthy hotty
3 years ago
0:57

ShemaleSin

Submissive sissy whore is being a worthy hotty

Tags: ass, bdsm, dildo, domination, femdom, feminization, fetish

pov joi horny skinny shemale miniskirt cute boobs jerking off cum hard - teaser
1 year ago
2:54

xHamster

pov joi horny skinny shemale miniskirt cute boobs jerking off cum hard - teaser

Tags: amateur, big cock, cum, cumshot, cute, dick, feminization

Hot and Spicy: A Taste of My Sensational Energy
10 months ago
6:13

xHamster

Hot and Spicy: A Taste of My Sensational Energy

Tags: 3some, amateur, american, beauty, big ass, big cock, big tits

Caged tiny clitty sissy shemale pissing outdoor and walking while pissing
3 months ago
7:05

xHamster

Caged tiny clitty sissy shemale pissing outdoor and walking while pissing

Tags: amateur, crossdressing, cum, feminization, hd, indian, ladyboy

Female-Dom pegs sissy catgirl in booty
2 years ago
7:05

ShemaleSin

Female-Dom pegs sissy catgirl in booty

Tags: amateur, anal, assfucking, babe, booty, dominatrix, femdom

Nov 25th 2022
2 years ago
0:40

ShemaleSin

Nov 25th 2022

Tags: crossdressing, femdom, feminization, fetish, hd, kinky, pegging

Sissy Doggy Dildo
1 year ago
1:11

xHamster

Sissy Doggy Dildo

Tags: amateur, american, anal, anal toying, big cock, crossdressing, dildo

Marinatvfem Sissy Swimsuit
9 months ago
1:48

KeekAss

Marinatvfem Sissy Swimsuit

Tags: amateur, crossdressing, feminization, fetish, hd, homevideo, lingerie

Sissy Tifa Lockhart edges and masturbates for you 2
1 year ago
21:26

xHamster

Sissy Tifa Lockhart edges and masturbates for you 2

Tags: amateur, american, bdsm, bondage, cosplay, crossdressing, feminization

Femboy Glam: Embracing My Feminine Side in Fishnets & a Mini Skirt
2 months ago
7:16

xHamster

Femboy Glam: Embracing My Feminine Side in Fishnets & a Mini Skirt

Tags: amateur, beauty, big cock, crossdressing, femdom, feminization, first time

Mistress Cassidy Makes Crossdresser Wear Maid Dress
1 year ago
5:04

xHamster

Mistress Cassidy Makes Crossdresser Wear Maid Dress

Tags: amateur, american, anal, bdsm, crossdressing, domination, dress

Goddess Violet Presents: The Feminization of M
1 year ago
8:13

XXXDan

Goddess Violet Presents: The Feminization of M

Tags: amateur, bdsm, bondage, couple, dildo, feminization, fetish

VTL - Visible belt line
2 years ago
4:15

ShemaleSin

VTL - Visible belt line

Tags: amateur, feminization, fetish, kinky, outdoor, panties, public

Sissy Femboy Trap Crossdresser Play with shlong in recent petticoat
2 years ago
0:30

ShemaleSin

Sissy Femboy Trap Crossdresser Play with shlong in recent petticoat

Tags: babe, big cock, crossdressing, feminization, huge cock, masturbation, sissy

Mika Kawaiii's Femboy Twerk Compilation (Try Not To Cum 2024)
31 days ago
7:30

xHamster

Mika Kawaiii's Femboy Twerk Compilation (Try Not To Cum 2024)

Tags: amateur, american, anal, big ass, compilation, cum, dildo

Femboy Pounds Ass With Toy As Hard As Possible
3 months ago
1:56

xHamster

Femboy Pounds Ass With Toy As Hard As Possible

Tags: amateur, anal, ass, beauty, big ass, feminization, hd

Sissy has to crawl
2 years ago
1:58

ShemaleSin

Sissy has to crawl

Tags: amateur, anal, assfucking, buttplug, feminization, fetish, humiliation

sissy in red vinyl outfit dildoing her ass
1 year ago
2:20

xHamster

sissy in red vinyl outfit dildoing her ass

Tags: amateur, anal, ass, big tits, crossdressing, dildo, european

attempting on stocking
1 year ago
1:11

KeekAss

attempting on stocking

Tags: amateur, anal, ass, bed sex, big ass, big cock, brunette

Kara vs Daddy
3 years ago
3:44

aShemaleTube

Kara vs Daddy

Tags: crossdressing, daddies, feminization, hd, shemale, sissy, slut

Femboy jerking off
3 months ago
1:16

xHamster

Femboy jerking off

Tags: amateur, anal, blowjob, compilation, crossdressing, cum, cumshot

Fashion Inspiration: Celebrity Looks to Love
10 months ago
5:32

xHamster

Fashion Inspiration: Celebrity Looks to Love

Tags: 3some, amateur, american, beauty, big ass, big cock, big tits

Crossdresser Kitty's Fabulous First Tights Adventure: Unleashing My Inner Fashionista!
1 year ago
7:55

xHamster

Crossdresser Kitty's Fabulous First Tights Adventure: Unleashing My Inner Fashionista!

Tags: amateur, american, beauty, big ass, blonde, crossdressing, feminization

Tranny Ass Milk Squirting Compilation #4
5 days ago
6:44

xHamster

Tranny Ass Milk Squirting Compilation #4

Tags: amateur, anal, ass, british, compilation, crossdressing, feminization

Femboy Elena Koslov's Tentacle Sex tool Teaser #1
3 months ago
0:24

ShemaleSin

Femboy Elena Koslov's Tentacle Sex tool Teaser #1

Tags: amateur, anal, anal toying, big ass, blonde, feminization, masturbation

Glass dildo squirting
5 months ago
12:48

xHamster

Glass dildo squirting

Tags: amateur, anal, anal toying, asian, crossdressing, cum, dildo

Shy sissy slut anal training
1 year ago
2:24

aShemaleTube

Shy sissy slut anal training

Tags: anal, crossdressing, feet, feminization, hd, huge dildo, shemale

Hungry for cock
2 months ago
12:12

xHamster

Hungry for cock

Tags: amateur, anal, ass, black, crossdressing, cum, dick

Horny Sissy Crossdresser Sarahdesexy Naked Solo Teasing Big Cock
5 months ago
0:50

xHamster

Horny Sissy Crossdresser Sarahdesexy Naked Solo Teasing Big Cock

Tags: amateur, beauty, big cock, blonde, crossdressing, curvy, cute

Small Oriental Trans Hotty Running Around In nature's garb (With Captions)
6 months ago
1:52

ShemaleSin

Small Oriental Trans Hotty Running Around In nature's garb (With Captions)

Tags: amateur, big cock, dancing, dick, feminization, nature, oriental

Josey Cummings Sissy Femboy Hands Free multiple Orgasm Riding Big Toy, Stockings
1 year ago
7:45

xHamster

Josey Cummings Sissy Femboy Hands Free multiple Orgasm Riding Big Toy, Stockings

Tags: amateur, american, anal, big cock, crossdressing, cum, cumshot

SOFIE AND VICKY BEING BREAKING IN BY 2 BBC! THEY HAD NO PITY! WE LOVE IT!
7 months ago
10:11

ShemaleSin

SOFIE AND VICKY BEING BREAKING IN BY 2 BBC! THEY HAD NO PITY! WE LOVE IT!

Tags: 4some, amateur, ass, bbw, big black cock, big cock, blowjob

Sissification Lecture "caged Sissy" Chastity Thongs, Jerk, Sissygasm by Mistresse Veronica Taboo
3 years ago
16:48

ShemaleSin

Sissification Lecture "caged Sissy" Chastity Thongs, Jerk, Sissygasm by Mistresse Veronica Taboo

Tags: big tits, cumshot, feet, feminization, fetish, sissy, taboo

Sissy BNWO castration bands its balls for headmistress 1hr goons white extinction beauty scarlett ebony
2 years ago
13:57

ShemaleSin

Sissy BNWO castration bands its balls for headmistress 1hr goons white extinction beauty scarlett ebony

Tags: balls, beauty, ebony, feminization, fetish, humiliation, masturbation

Sissy dildo riding compilation
33 days ago
10:34

xHamster

Sissy dildo riding compilation

Tags: amateur, anal, anal toying, big ass, cage, compilation, crossdressing

Sissy femboy - piss and roleplay femboy - Lazy Sarah - lovely slut
1 year ago
6:08

xHamster

Sissy femboy - piss and roleplay femboy - Lazy Sarah - lovely slut

Tags: amateur, anal, bathroom, beauty, boy, crossdressing, feminization

Close up sex tool quickie!
5 months ago
4:07

ShemaleSin

Close up sex tool quickie!

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5 months ago
2:16

xHamster

anal dildo 2

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2 years ago
3:21

ShemaleSin

Humiliation

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1 year ago
2:10

KeekAss

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2 years ago
2:47

ShemaleSin

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3 months ago
10:23

xHamster

Z Cup Juggsy Dildo Sex Show #3

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9 months ago
19:43

xHamster

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3 years ago
4:29

ShemaleSin

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1 year ago
36:11

ShemaleSin

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1 year ago
11:46

KeekAss

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Seductive Vampire Chic: Rocking Fishnets and Mini Skirts with Flair
8 months ago
6:04

xHamster

Seductive Vampire Chic: Rocking Fishnets and Mini Skirts with Flair

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Estoy listo ahora para darle muchas cosas nuevas
6 months ago
7:38

xHamster

Estoy listo ahora para darle muchas cosas nuevas

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1 year ago
2:30

xHamster

Sissy Nikola cums on own face

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Red Dress Sissy Edges
1 year ago
26:53

xHamster

Red Dress Sissy Edges

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7 months ago
3:35

xHamster

Tranny on sexy bikini swimming in pool

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CUMMING FEMBOY'S Girly Moves Galore: Unleashing My Inner Diva
1 year ago
5:14

xHamster

CUMMING FEMBOY'S Girly Moves Galore: Unleashing My Inner Diva

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5 months ago
4:50

ShemaleSin

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I FOLLOWED A CHAP ON THE STREET AND ASKED HIM TO BREASTFEED - LUANA PRADO
4 months ago
11:15

ShemaleSin

I FOLLOWED A CHAP ON THE STREET AND ASKED HIM TO BREASTFEED - LUANA PRADO

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Lady_Alice compilation 05 Queen of Hell (mesmerize version) View originals by subscription 4K HIGH FR60
1 year ago
13:08

xHamster

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1 year ago
21:15

KeekAss

I Am A FEMBOY and My Cool Garbs I Buy From Amazon And From Other Online Markets

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Drilled in the butt
2 years ago
12:23

ShemaleSin

Drilled in the butt

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2 years ago
12:47

ShemaleSin

Crossdresser gagged and anal

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4 months ago
2:49

xHamster

Sissy wearing a wedding dress caged and plugged

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Lisa Rhea Deville Shoying of Ass in Lingerie
1 year ago
1:40

xHamster

Lisa Rhea Deville Shoying of Ass in Lingerie

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Sissy walks in watch throughout costume
2 years ago
2:07

ShemaleSin

Sissy walks in watch throughout costume

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TRANSSEXUAL W I L L O W - Let's Jizz Together Dad
1 year ago
5:45

KeekAss

TRANSSEXUAL W I L L O W - Let's Jizz Together Dad

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Femboy gets concupiscent and screws a pocket cunt until JIZZ FLOW
1 year ago
0:28

ShemaleSin

Femboy gets concupiscent and screws a pocket cunt until JIZZ FLOW

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Cute trans cutie cums whilst collared, wearing a hot suit
3 years ago
1:27

ShemaleSin

Cute trans cutie cums whilst collared, wearing a hot suit

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2 years ago
0:53

ShemaleSin

Climax Series 1 (female mask, hose, mask, feminization, crossdress, trans, fetish, heels)

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47
1 year ago
2:54

KeekAss

47

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10 months ago
8:05

xHamster

Sissy alexy blowjob training with big dildo

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Nice Sissy stiff fuck stick assfuck drill
1 year ago
1:01

KeekAss

Nice Sissy stiff fuck stick assfuck drill

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1 year ago
13:10

TrannyOne

Turning husband into sissy slut

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May 20th 2022
2 years ago
13:10

ShemaleSin

May 20th 2022

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Movie Scene giving away some of my deepest transformation secrets ;)
3 years ago
15:39

ShemaleSin

Movie Scene giving away some of my deepest transformation secrets ;)

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5 months ago
6:11

xHamster

Clear cum orgasm of a tiny cock transgender

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37 days ago
11:07

xHamster

Sissy dildo riding outside

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Karlie Kross at it again..
2 months ago
4:37

xHamster

Karlie Kross at it again..

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SISSY BITCH SEX TOOL TRAINING
10 months ago
9:19

ShemaleSin

SISSY BITCH SEX TOOL TRAINING

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Pounding Sissy's Pussyhole with her Belt-on #FemdomRAW
2 years ago
0:40

ShemaleSin

Pounding Sissy's Pussyhole with her Belt-on #FemdomRAW

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Sissy Giving Daddy Smoking Blowjob
2 years ago
17:02

TrannyOne

Sissy Giving Daddy Smoking Blowjob

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Mistress Cassidy Turns Guy into Sissy Slut
1 year ago
2:13

xHamster

Mistress Cassidy Turns Guy into Sissy Slut

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1 year ago
0:19

xHamster

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Rock Kardash Is MsIncredibleThroat & TheBussySquirter
1 year ago
5:10

xHamster

Rock Kardash Is MsIncredibleThroat & TheBussySquirter

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Sissification Training "SISSY LOVE BUTTON MASTURBATION RULES" Mistresse Veronica Taboo and her Sissy Academy
2 years ago
10:15

ShemaleSin

Sissification Training "SISSY LOVE BUTTON MASTURBATION RULES" Mistresse Veronica Taboo and her Sissy Academy

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7 months ago
22:43

ShemaleSin

Candid upskirt

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I exhibit myself in nature with ejaculation not far from the air of truckers
5 months ago
6:11

xHamster

I exhibit myself in nature with ejaculation not far from the air of truckers

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Sissy taniax Cum riding huge black dildo
5 months ago
6:31

xHamster

Sissy taniax Cum riding huge black dildo

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sissy jerk off cumshot while anal dildo fucking
5 months ago
8:46

xHamster

sissy jerk off cumshot while anal dildo fucking

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1 year ago
5:39

ShemaleSin

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1 year ago
5:19

xHamster

Crossdresser princess wearing pink plays with her dick and ass

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Sissy Supergirl First Time With Dildo
1 year ago
16:04

xHamster

Sissy Supergirl First Time With Dildo

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5 months ago
5:20

xHamster

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Is it Large Sufficiently to be Called a Real Ramrod? Or an Itty Bitty Clitty?
1 year ago
5:28

ShemaleSin

Is it Large Sufficiently to be Called a Real Ramrod? Or an Itty Bitty Clitty?

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Asking for forgiveness and redemption - consent to extreme breeding and limitless use
1 year ago
11:58

xHamster

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4 months ago
1:33

xHamster

Hard fucking with a big fat dildo

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Sissy Nikola-Deep throat training while jerking off
3 months ago
1:56

xHamster

Sissy Nikola-Deep throat training while jerking off

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Sex sissy thrall Alina gets humiliation and hit on her face from Dad
5 months ago
1:47

ShemaleSin

Sex sissy thrall Alina gets humiliation and hit on her face from Dad

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Mistress Cassidy Fucks Sissy Missionary
1 year ago
1:58

xHamster

Mistress Cassidy Fucks Sissy Missionary

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Feminized Sissy Bangs Toy
10 months ago
5:02

ShemaleSin

Feminized Sissy Bangs Toy

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Very Sexy Blonde Sissy Masturbating with Redhead Trans Woman
6 months ago
8:22

xHamster

Very Sexy Blonde Sissy Masturbating with Redhead Trans Woman

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Femdom Gone Wild: Pegging a Bitch Crossdresser #BratPerversions
2 years ago
0:25

ShemaleSin

Femdom Gone Wild: Pegging a Bitch Crossdresser #BratPerversions

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1 year ago
6:00

KeekAss

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Delicious Sissy Dt Experience After Captions
1 year ago
2:50

KeekAss

Delicious Sissy Dt Experience After Captions

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Full version Sissy Wench Cums from Sextoy Whilst Playing DRAGON'S DOGMA two
39 days ago
31:04

ShemaleSin

Full version Sissy Wench Cums from Sextoy Whilst Playing DRAGON'S DOGMA two

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Redhead bitch in a white dress loves anal
1 year ago
1:16

xHamster

Redhead bitch in a white dress loves anal

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Sissy Crossdresser Trains to Dance in High Heels
3 years ago
8:02

ShemaleSin

Sissy Crossdresser Trains to Dance in High Heels

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