• Feminization

  • »
  • Popular
  • all time
  • month
  • week
Sissy College Girl Gets Ruined and Creampied by BIG BLACK COCK
1 year ago
2:31

KeekAss

Sissy College Girl Gets Ruined and Creampied by BIG BLACK COCK

Tags: anal, big black cock, blowjob, brunette, college, creampie, crossdressing

POV Hot Golden-Haired Crossdresser Sucking Shlong
3 years ago
1:25

ShemaleSin

POV Hot Golden-Haired Crossdresser Sucking Shlong

Tags: amateur, blonde, blowjob, crossdressing, dress, femdom, feminization

Can I Get Some Dick Baby ?
1 year ago
6:28

xHamster

Can I Get Some Dick Baby ?

Tags: amateur, anal, babe, bathroom, big ass, big cock, crossdressing

RubyMabel (Stella Foxxx) uses 16in. lengthy 3in. wide vibrator on her booty
1 year ago
3:22

ShemaleSin

RubyMabel (Stella Foxxx) uses 16in. lengthy 3in. wide vibrator on her booty

Tags: amateur, anal, ass, big cock, bitch, booty, dildo

Upskirt white pants
1 year ago
5:37

ShemaleSin

Upskirt white pants

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

Beautiful and Bold: Crossdresser Style Secrets
1 year ago
5:45

xHamster

Beautiful and Bold: Crossdresser Style Secrets

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

Tgirl's ass is fuced
3 years ago
0:44

aShemaleTube

Tgirl's ass is fuced

Tags: anal, ass, assfucking, barebacking, big cock, dick, feminization

feminization white boi
8 months ago
1:29

aShemaleTube

feminization white boi

Tags: crossdressing, feminization, hd, homevideo, interracial, pantyhose, shemale

Roommate Feminized and Screwed for Discipline (Full Episode)
2 years ago
1:04:08

ShemaleSin

Roommate Feminized and Screwed for Discipline (Full Episode)

Tags: anal, bdsm, bondage, dominatrix, feminization, fetish, hardcore

Sandra's Silicone self (trans, Crossdress, Feminization, Transformation, Nylons, Fetish)
3 years ago
16:19

ShemaleSin

Sandra's Silicone self (trans, Crossdress, Feminization, Transformation, Nylons, Fetish)

Tags: amateur, brunette, crossdressing, fake tits, feminization, fetish, high heels

The Chainsaw Man Sissygasm
6 months ago
6:15

xHamster

The Chainsaw Man Sissygasm

Tags: amateur, anal, cosplay, crossdressing, cum, feminization, hd

Humungous cum-shot with my LARGE FUCKPOLE on my orbs
1 year ago
6:36

KeekAss

Humungous cum-shot with my LARGE FUCKPOLE on my orbs

Tags: amateur, ass, big ass, big tits, blonde, crossdressing, cum

Femdom Headmistress real amateur hotwife cuck pair Rave Magic sissy feminization anal ding-dong pegging
11 months ago
37:20

ShemaleSin

Femdom Headmistress real amateur hotwife cuck pair Rave Magic sissy feminization anal ding-dong pegging

Tags: amateur, anal, blonde, blowjob, couple, cuckold, femdom

Unexpected a good trans friend sucked my cock to explosion
7 months ago
1:17

xHamster

Unexpected a good trans friend sucked my cock to explosion

Tags: amateur, beauty, blowjob, compilation, crossdressing, cum, cum in mouth

Slytherin Slut Casts Somes Spells, Fucks Her Tight Little Asshole, & Cums!
1 year ago
7:41

xHamster

Slytherin Slut Casts Somes Spells, Fucks Her Tight Little Asshole, & Cums!

Tags: amateur, american, anal, ass, blonde, crossdressing, cum

Sissy Fucks Dildo In chastity
1 year ago
12:28

xHamster

Sissy Fucks Dildo In chastity

Tags: american, anal, anal toying, bdsm, bra, crossdressing, dildo

Egyptian Royalty: Ankhesenamun, the Alluring Princess
10 months ago
5:35

xHamster

Egyptian Royalty: Ankhesenamun, the Alluring Princess

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

Jul 10th 2023
1 year ago
5:16

ShemaleSin

Jul 10th 2023

Tags: amateur, anal, assfucking, bdsm, bondage, close up, domination

Sissy Elvi Lynx - Asshole Destruction with Sex Machine Hot Sissy Bubble Butt
1 year ago
4:35

xHamster

Sissy Elvi Lynx - Asshole Destruction with Sex Machine Hot Sissy Bubble Butt

Tags: amateur, anal, anal toying, ass, blonde, european, feminization

Walking in the grocery store
1 year ago
2:41

xHamster

Walking in the grocery store

Tags: amateur, american, bdsm, couple, crossdressing, domination, feminization

You are now my pretty little crossdresser sissy doll
2 years ago
3:35

TrannyOne

You are now my pretty little crossdresser sissy doll

Tags: bdsm, bisexual, crossdressing, doll, domination, fantasy, femdom

I ruined my orgasm like a sissy
10 months ago
4:56

xHamster

I ruined my orgasm like a sissy

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

HOT UNDERCLOTHING STOCKING AND HIGH HEELS FEMINIZATION SISSY TRANSFORMATION Locked in Chastity
3 years ago
9:22

ShemaleSin

HOT UNDERCLOTHING STOCKING AND HIGH HEELS FEMINIZATION SISSY TRANSFORMATION Locked in Chastity

Tags: amateur, crossdressing, feminization, fetish, high heels, ladyboy, sissy

Sexy Blonde Sissy Using Vibrator Trans Woman
51 days ago
12:48

xHamster

Sexy Blonde Sissy Using Vibrator Trans Woman

Tags: amateur, american, bdsm, beauty, blonde, bondage, crossdressing

INSTRUCTING for SISSY: "four STEPS to ACHIEVING SISSYGASM" Veronica Taboo trains SISSIFICATION
1 year ago
15:14

KeekAss

INSTRUCTING for SISSY: "four STEPS to ACHIEVING SISSYGASM" Veronica Taboo trains SISSIFICATION

Tags: amateur, anal, anal toying, boy, brunette, cage, crossdressing

Suntan Well-Lubed Up Elastic Arse Hoe Drills Her Butt
1 year ago
9:38

KeekAss

Suntan Well-Lubed Up Elastic Arse Hoe Drills Her Butt

Tags: amateur, anal, ass, babe, big ass, blowjob, deep throat

Exhibiting in Female Underwear and Cumshot in Front of the Camera, Big Amateur Cock
1 year ago
1:58

xHamster

Exhibiting in Female Underwear and Cumshot in Front of the Camera, Big Amateur Cock

Tags: amateur, big cock, crossdressing, cumshot, exhibitionist, feminization, handjob

Trans Bailey Wilde Fucked by Fuck Machine Doggystyle
3 months ago
3:00

xHamster

Trans Bailey Wilde Fucked by Fuck Machine Doggystyle

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

Sissy Femboy Crossdresser play with Large Penis - Large jock
2 years ago
0:33

ShemaleSin

Sissy Femboy Crossdresser play with Large Penis - Large jock

Tags: big cock, crossdressing, dick, feminization, huge cock, pov, sissy

Sissy Butt Girl Fucks Ass On 4xl Monster Dildo
1 year ago
1:17

xHamster

Sissy Butt Girl Fucks Ass On 4xl Monster Dildo

Tags: amateur, american, anal, anal toying, ass, crossdressing, dildo

feet fetish
1 year ago
6:23

xHamster

feet fetish

Tags: amateur, crossdressing, european, feet, feminization, fetish, hd

effeminate femboy gothic sissy shows and penetrates her transsexual ass on the bed of her house
30 days ago
18:33

xHamster

effeminate femboy gothic sissy shows and penetrates her transsexual ass on the bed of her house

Tags: amateur, anal, ass, bed sex, big ass, colombian, feminization

Sissy Crossdress Shlong Worship ft Trans Femdom
1 year ago
0:59

ShemaleSin

Sissy Crossdress Shlong Worship ft Trans Femdom

Tags: babe, big cock, blonde, crossdressing, femdom, feminization, fetish

Mistress Cassidy Slaps Sissy's Ass Till Its Red
1 year ago
2:16

xHamster

Mistress Cassidy Slaps Sissy's Ass Till Its Red

Tags: amateur, american, anal, ass, bdsm, crossdressing, cum

Sissy in slutty pirate costume drinking 1l of beer via anal by the open door and with people walking outside
5 months ago
8:19

xHamster

Sissy in slutty pirate costume drinking 1l of beer via anal by the open door and with people walking outside

Tags: amateur, anal, ass, costume, crossdressing, doggystyle, feminization

Sissy Crimson Pokes (HDR Movie)
1 year ago
2:03

KeekAss

Sissy Crimson Pokes (HDR Movie)

Tags: amateur, bodystocking, crossdressing, feminization, fetish, hd, high heels

Sissy screwed in the booty
2 years ago
3:48

ShemaleSin

Sissy screwed in the booty

Tags: amateur, anal, assfucking, big black cock, booty, dildo, femdom

Cute CD Femboy Has Hands-Free Sissygasm & Smack it After Riding Big sex tool
3 years ago
4:01

ShemaleSin

Cute CD Femboy Has Hands-Free Sissygasm & Smack it After Riding Big sex tool

Tags: amateur, anal, babe, bdsm, blonde, cum, cute

Sissy in beautiful pantyhose on pmv
1 year ago
4:03

KeekAss

Sissy in beautiful pantyhose on pmv

Tags: amateur, asian, babe, beauty, big ass, bimbo, brunette

Katykoroleva gets fucked in the ass
1 year ago
1:14

xHamster

Katykoroleva gets fucked in the ass

Tags: amateur, ass, beauty, big cock, blonde, blowjob, crossdressing

BBC shower snake charmer
8 months ago
7:35

xHamster

BBC shower snake charmer

Tags: amateur, american, bathroom, big black cock, blonde, blowjob, crossdressing

Sucking a dick and getting milk in my throat!
7 months ago
8:24

ShemaleSin

Sucking a dick and getting milk in my throat!

Tags: amateur, ass, ass to mouth, asslick, babe, bbw, belly

Cumdump me I need new Dick onlyfans alexiakessel1
7 months ago
1:20

xHamster

Cumdump me I need new Dick onlyfans alexiakessel1

Tags: amateur, american, anal, barebacking, beauty, big cock, creampie

Tattooed ass sissy giving herself a 1l beer enema at the open door
3 months ago
9:00

xHamster

Tattooed ass sissy giving herself a 1l beer enema at the open door

Tags: amateur, ass, crossdressing, enema, feminization, hd, ladyboy

Jessic Ajain 2nd video
1 year ago
1:18

xHamster

Jessic Ajain 2nd video

Tags: amateur, beauty, crossdressing, feminization, hd, homevideo, shemale

Elena Koslov Twerking Teaser #three
5 months ago
0:15

ShemaleSin

Elena Koslov Twerking Teaser #three

Tags: amateur, ass, blonde, feminization, fetish, pov, sissy

Mistress Cassidy Fucks Sissy Doggystyle and Paddle
1 year ago
5:35

xHamster

Mistress Cassidy Fucks Sissy Doggystyle and Paddle

Tags: amateur, american, anal, bdsm, bondage, crossdressing, doggystyle

My Feminization Nearly Complete FULL
1 year ago
12:04

ShemaleSin

My Feminization Nearly Complete FULL

Tags: 3some, amateur, ass, brunette, couple, feminization, fetish

Sophie your french maid does the cleaning with a plug in her ass
1 year ago
6:42

xHamster

Sophie your french maid does the cleaning with a plug in her ass

Tags: anal, ass, crossdressing, feminization, fetish, french, hd

Feminization - Sissy training - Sissy joi - Be compliant Faggot
8 months ago
24:53

ShemaleSin

Feminization - Sissy training - Sissy joi - Be compliant Faggot

Tags: amateur, big cock, compilation, domination, feminization, fetish, hd

Smoking femboy strokes and shows off
5 months ago
1:07

xHamster

Smoking femboy strokes and shows off

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

Raver Sissy femboy in chastity bangs BBC 4 Femdom Domme whilst that babe eats dinner, coarse anal wench 4/5
1 year ago
25:11

ShemaleSin

Raver Sissy femboy in chastity bangs BBC 4 Femdom Domme whilst that babe eats dinner, coarse anal wench 4/5

Tags: anal, assfucking, babe, big black cock, cuckold, dildo, femdom

Sissy blows and eating
9 months ago
1:40

xHamster

Sissy blows and eating

Tags: bdsm, bitch, clothed sex, creampie, cum, cum swallowing, domination

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

I play with my pussy all the time and I'm full of fluids, I want some dick all the time inside me, is this bad?
2 months ago
16:28

xHamster

I play with my pussy all the time and I'm full of fluids, I want some dick all the time inside me, is this bad?

Tags: amateur, anal, beauty, close up, crossdressing, cum, cumshot

Living Your Truth: Embracing the Crossdresser Lifestyle!
1 year 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

Crossdresser Sissy bound and gagged
2 months ago
5:12

xHamster

Crossdresser Sissy bound and gagged

Tags: bdsm, beauty, bondage, bound, crossdressing, domination, feminization

Mrs R Boudoir Visit (trans, Feminization, Female Mask, Mask, Crossdress, Transformation, big beautiful woman)
4 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

Pause coffee in the office and X-rays
3 months ago
6:04

xHamster

Pause coffee in the office and X-rays

Tags: amateur, big ass, crossdressing, european, feminization, hd, high heels

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

2 Sissies Masturbating
17 days ago
0:45

xHamster

2 Sissies Masturbating

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

Sissy destroying her ass in public toilet
8 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
2 years 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!
1 year ago
5:38

xHamster

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

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

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
1 year 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
8 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
7 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
10 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

Self- exposures video porn 2
5 years ago
0:54

aShemaleTube

Self- exposures video porn 2

Tags: bimbo, feminization, shemale, sissy

Filling my ass
4 months 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
4 months 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
1 year 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

Shemale bimbo piss in toilet and being pure submissive
44 days ago
7:36

xHamster

Shemale bimbo piss in toilet and being pure submissive

Tags: amateur, anal, asian, ass, bimbo, crossdressing, cum

Chastity caged, leashed, blindfolded, and gagged, yielding femboy gets gaped by screw machine
3 months ago
19:55

ShemaleSin

Chastity caged, leashed, blindfolded, and gagged, yielding femboy gets gaped by screw machine

Tags: amateur, anal, anal toying, blindfolded, bondage, collar, creampie

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
1 year ago
5:22

xHamster

Hot Shemale

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

Juggsy Female Mask Sissy Whore #2
8 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
5 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
4 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
7 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
1 year ago
5:34

xHamster

Crossdresser Model Magic: Dancing with Grace

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

Crossdressing in public - Sissy in short skirt outside
3 months ago
5:25

xHamster

Crossdressing in public - Sissy in short skirt outside

Tags: amateur, crossdressing, feminization, german, hd, high heels, ladyboy

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
1 year 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
4 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

Blonde cute boy trans in fluor pop lingerie, fisting it's ass
2 months ago
12:03

xHamster

Blonde cute boy trans in fluor pop lingerie, fisting it's ass

Tags: amateur, anal, argentinian, ass, bdsm, beauty, big ass

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
7 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
8 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
6 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

Cute Goth Femboy Cumming after anal
2 months ago
1:55

xHamster

Cute Goth Femboy Cumming after anal

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

Story of Dan and the Mind Control remote
4 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
4 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
1 year 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
11 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
3 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
2 years 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?
7 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
9 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
6 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

Sissy Julia getting screwed by Fuckmachine in her live Cam Show - Trailer
2 months ago
0:20

ShemaleSin

Sissy Julia getting screwed by Fuckmachine in her live Cam Show - Trailer

Tags: amateur, anal, feminization, german, sissy, webcam

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

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

xHamster

Trans Bailey Wilde Fucked by Fuck Machine

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

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
11 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

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
1 year 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
5 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

Joselynne Crossdresser With Heels And Stockings In Webcam
2 months ago
1:01:23

xHamster

Joselynne Crossdresser With Heels And Stockings In Webcam

Tags: amateur, crossdressing, feminization, hd, high heels, latina, lingerie

Marinatvfem Sissy Swimsuit
1 year 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

doxy rides bbc sex tool
2 months ago
6:00

ShemaleSin

doxy rides bbc sex tool

Tags: amateur, anal, ass, big ass, big black cock, brunette, fat

qeen transMaram play with cucumber
3 months ago
6:43

xHamster

qeen transMaram play with cucumber

Tags: amateur, anal, anal toying, beauty, big ass, crossdressing, cucumber

Femboy Glam: Embracing My Feminine Side in Fishnets & a Mini Skirt
4 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

Sissy Oil Slut
3 months ago
5:13

xHamster

Sissy Oil Slut

Tags: amateur, anal, bdsm, big ass, bimbo, crossdressing, cum

Femboy Pounds Ass With Toy As Hard As Possible
5 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

Ebony Crossdresser with a big ass
2 months ago
10:27

xHamster

Ebony Crossdresser with a big ass

Tags: amateur, anal, big ass, black, crossdressing, cum, ebony

attempting on stocking
1 year ago
1:11

KeekAss

attempting on stocking

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

Femboy jerking off
5 months ago
1:16

xHamster

Femboy jerking off

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

Fashion Inspiration: Celebrity Looks to Love
1 year 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

Femboy Elena Koslov's Tentacle Sex tool Teaser #1
5 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
7 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
4 months ago
12:12

xHamster

Hungry for cock

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

I take off my skirt and show my nipples
3 months ago
1:10

xHamster

I take off my skirt and show my nipples

Tags: amateur, crossdressing, cute, feminization, hd, lingerie, nipples

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

xHamster

Horny Sissy Crossdresser Sarahdesexy Naked Solo Teasing Big Cock

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

Callenando al travesti
46 days ago
5:42

xHamster

Callenando al travesti

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

Small Oriental Trans Hotty Running Around In nature's garb (With Captions)
9 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!
9 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
4 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 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!
7 months ago
4:07

ShemaleSin

Close up sex tool quickie!

Tags: amateur, anal, ass, close up, fat, feet, feminization

anal dildo 2
7 months ago
2:16

xHamster

anal dildo 2

Tags: amateur, anal, anal toying, ass, bbw, beauty, big ass

Humiliation
2 years ago
3:21

ShemaleSin

Humiliation

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