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Sissy Training After First Time Feminization
5 months ago
12:20

xHamster

Sissy Training After First Time Feminization

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

Transgender, sissy feminization
3 years ago
6:02

ShemaleTaxi

Transgender, sissy feminization

Tags: big cock, feminization, shemale, sissy

Young sissy boy crossdresser feminised with lingerie get fucked softly
3 months ago
6:57

xHamster

Young sissy boy crossdresser feminised with lingerie get fucked softly

Tags: amateur, anal, boy, crossdressing, feminization, handjob, hd

Feminization, she-male
3 years ago
8:09

ShemaleTaxi

Feminization, she-male

Tags: feminization, shemale, sissy

Entering the Feminization Academy
1 year ago
0:40

TrannyOne

Entering the Feminization Academy

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

shoveled feminization
4 years ago
4:51

KeekAss

shoveled feminization

Tags: anal, blonde, blowjob, brunette, compilation, feminization, handjob

Wicked chunky ate captivating
2 months ago
6:35

ShemaleSin

Wicked chunky ate captivating

Tags: anal, ass, bbw, chubby, chunky, fat, feminization

Spouse Coercive Feminization By Wife And Female Doctor
3 years ago
10:51

ShemaleSin

Spouse Coercive Feminization By Wife And Female Doctor

Tags: amateur, doctor, domination, feminization, lingerie, mature, milf

Feminization to a sissy
8 years ago
6:00

aShemaleTube

Feminization to a sissy

Tags: feminization, shemale, sissy

Lexxi Toys Boipussy Until Massive Sissygasm - Lexxi Renee
22 days ago
2:23

aShemaleTube

Lexxi Toys Boipussy Until Massive Sissygasm - Lexxi Renee

Tags: cumshot, daddies, dildo, feminization, gaping hole, hd, shemale

Sissy Kayla makes grinding hookup cum in 5 minutes
1 year ago
5:49

aShemaleTube

Sissy Kayla makes grinding hookup cum in 5 minutes

Tags: amateur, blowjob, crossdressing, cum, cum in mouth, cumshot, feminization

Stupid and Stuffed
7 months ago
2:45

xHamster

Stupid and Stuffed

Tags: anal, anal toying, bimbo, crossdressing, dildo, feminization, fetish

Doxy wench sissy feminization previous to work
11 months ago
2:16

ShemaleSin

Doxy wench sissy feminization previous to work

Tags: beauty, crossdressing, feminization, fetish, latex, lingerie, shemale

Crossdresser Feminization by Dominatrix
8 years ago
6:00

aShemaleTube

Crossdresser Feminization by Dominatrix

Tags: crossdressing, dominatrix, feminization, shemale

Sissy Training - Guide to became Sissy - (No_2)
3 years ago
7:42

ShemaleSin

Sissy Training - Guide to became Sissy - (No_2)

Tags: assfucking, bdsm, cuckold, dominatrix, feminization, frida, orgasm

Féminisation : Ta nouvelle vie de Sissy - Ep4 Je Transforme ce Branleur en Esclave - Maîtresse Julia
7 months ago
3:10

PornHub

Féminisation : Ta nouvelle vie de Sissy - Ep4 Je Transforme ce Branleur en Esclave - Maîtresse Julia

Tags: amateur, cage, crossdressing, femdom, feminization, fetish, kinky

Feminization and Pegged to Get Maid Job
38 days ago
3:04

ShemaleSin

Feminization and Pegged to Get Maid Job

Tags: amateur, anal, bdsm, domination, feminization, maid, toys

Crossdressing Public Humiliation Sissy
2 years ago
2:04

TrannyOne

Crossdressing Public Humiliation Sissy

Tags: bdsm, bisexual, crossdressing, cuckold, domination, femdom, feminization

25 CUMSHOTS COMPILATION
31 days ago
10:15

ShemaleSin

25 CUMSHOTS COMPILATION

Tags: anal, compilation, cum, cumshot, dildo, dominatrix, feminization

Sexy tgirl feminization and cumming
2 years ago
9:09

aShemaleTube

Sexy tgirl feminization and cumming

Tags: amateur, cum, cumshot, feminization, fetish, hd, homevideo

Two Mature Moms Femdom Feminization Sissyboy Part3
1 year ago
12:25

ShemaleZ

Two Mature Moms Femdom Feminization Sissyboy Part3

Tags: 3some, blonde, brunette, femdom, feminization, lingerie, mature

Fuck your mind become a sissy faggot
2 years ago
7:27

FapCat

Fuck your mind become a sissy faggot

Tags: amateur, big ass, big cock, big tits, bisexual, blonde, compilation

Dragtime collection
2 years ago
1:10:35

TrannyOne

Dragtime collection

Tags: bdsm, compilation, crossdressing, feminization, queen, shemale, transvestite

My precious serf! (feminization - Femboy )
1 year ago
1:03

ShemaleSin

My precious serf! (feminization - Femboy )

Tags: amateur, anal, assfucking, bisexual, celebrity, cum, domination

Sissy Feminization By Beautiful Mistress!
1 year ago
30:23

Txxx

Sissy Feminization By Beautiful Mistress!

Tags: bdsm, beauty, feminization, fetish, mistress, redhead, shemale

Latex slave SISSY NAMI
3 months ago
7:18

xHamster

Latex slave SISSY NAMI

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

Aunti Vs Panty Boy
7 years ago
40:23

aShemaleTube

Aunti Vs Panty Boy

Tags: amateur, anal, boy, crossdressing, feminization, oral, shemale

Sissy Training - Guide to became Sissy - (No_1)
3 years ago
7:44

ShemaleSin

Sissy Training - Guide to became Sissy - (No_1)

Tags: assfucking, bdsm, big tits, blowjob, cuckold, cumshot, dominatrix

Sissy in Latex Skirt Edges for You
6 months ago
16:22

xHamster

Sissy in Latex Skirt Edges for You

Tags: amateur, american, anal, anal toying, beauty, crossdressing, dress

Shackled SISSY takes HUGE Bad Dragon Training from Extreme FemDom Goddess Mistress Mercer
1 year ago
4:05

PornHub

Shackled SISSY takes HUGE Bad Dragon Training from Extreme FemDom Goddess Mistress Mercer

Tags: amateur, anal, assfucking, bdsm, bondage, dungeon, extreme

A bit different compared to my other content, a episode for these questioning their gender or have already figured it out. Let me know if u desire to
6 days ago
10:57

ShemaleSin

A bit different compared to my other content, a episode for these questioning their gender or have already figured it out. Let me know if u desire to

Tags: amateur, big tits, desi, domination, european, feminization, fetish

Helpless blonde sissy walking
4 months ago
0:25

xHamster

Helpless blonde sissy walking

Tags: amateur, big tits, blonde, crossdressing, feminization, hd, high heels

Compilation of anal screwing and feminization for femboy. Full episode on my Onlyfans ( link in bio)
6 months ago
0:16

ShemaleSin

Compilation of anal screwing and feminization for femboy. Full episode on my Onlyfans ( link in bio)

Tags: amateur, anal, bondage, compilation, deep throat, domination, extreme

Feminization, sissy crossdress
1 year ago
36:51

ShemaleTaxi

Feminization, sissy crossdress

Tags: 3some, anal, brutal, crossdressing, feminization, masturbation, shemale

Man Made into Woman, Handcuffed, and Dominated by Roommate
24 days ago
10:27

TrannyOne

Man Made into Woman, Handcuffed, and Dominated by Roommate

Tags: amateur, anal, bdsm, bondage, crossdressing, cum, domination

Living Your Truth: Embracing the Crossdresser Lifestyle!
3 months ago
5:16

xHamster

Living Your Truth: Embracing the Crossdresser Lifestyle!

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

Sissy feminization, femboy
1 year ago
6:52

ShemaleTaxi

Sissy feminization, femboy

Tags: anal, brutal, feminization, shemale, sissy

Live and in Action: Embark on a Mesmerizing Journey of Musical Dancing Extravaganza, as You Let the Rhythm Guide Your Body, Unle
4 months ago
5:19

xHamster

Live and in Action: Embark on a Mesmerizing Journey of Musical Dancing Extravaganza, as You Let the Rhythm Guide Your Body, Unle

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

two Huge Ramrods Invade Oriental Sissy Twat Please Like and Beloved
10 months ago
6:02

ShemaleSin

two Huge Ramrods Invade Oriental Sissy Twat Please Like and Beloved

Tags: 3some, amateur, anal, asian, assfucking, big black cock, creampie

Transgender BIG BLACK COCK Sucky-Sucky + Cum Shot
8 months ago
2:15

KeekAss

Transgender BIG BLACK COCK Sucky-Sucky + Cum Shot

Tags: amateur, arab, big ass, big black cock, blonde, blowjob, crossdressing

Marinatvfem Sissy Satin Lingerie
20 days ago
3:12

KeekAss

Marinatvfem Sissy Satin Lingerie

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

Bitch golden-haired trans sucking ebony dick at the beach
5 months ago
7:24

ShemaleSin

Bitch golden-haired trans sucking ebony dick at the beach

Tags: beach, bitch, blonde, blowjob, cum, cum swapping, dick

Amateur Crossdresser with Masturbation Cum from a Amateur Sissy
28 days ago
20:25

xHamster

Amateur Crossdresser with Masturbation Cum from a Amateur Sissy

Tags: amateur, big cock, big tits, blonde, blowjob, british, crossdressing

VERY SEXY Blonde Bailey Wilde Fucked Hard Doggystyle
27 days ago
7:41

xHamster

VERY SEXY Blonde Bailey Wilde Fucked Hard Doggystyle

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

JOI and CEI Shemale Holly Hunt makes u eat your own cum full clip feminization
4 months ago
12:04

ShemaleSin

JOI and CEI Shemale Holly Hunt makes u eat your own cum full clip feminization

Tags: amateur, blonde, cum, dominatrix, femdom, feminization, fetish

Two Mature Moms Femdom Feminization Sissyboy Part1
1 year ago
15:37

UPornia

Two Mature Moms Femdom Feminization Sissyboy Part1

Tags: 3some, big ass, femdom, feminization, lingerie, mature, mom

challenge PMV feminized
2 years ago
22:36

TrannyOne

challenge PMV feminized

Tags: amateur, bdsm, blowjob, feminization, homevideo, oral, shemale

Feminization of a sissy slave
5 years ago
14:27

aShemaleTube

Feminization of a sissy slave

Tags: barebacking, blowjob, crossdressing, feminization, lingerie, shemale, sissy

Teasing Tease: A Flirty Journey of Temptation
41 days ago
5:55

xHamster

Teasing Tease: A Flirty Journey of Temptation

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

Asian Sissy Facesitting Cbt And Feminization By Femdom Pt2
1 year ago
14:03

UPornia

Asian Sissy Facesitting Cbt And Feminization By Femdom Pt2

Tags: amateur, asian, bdsm, face sitting, femdom, feminization, hd

feminization to become a shemale cumslut
2 years ago
9:49

TrannyOne

feminization to become a shemale cumslut

Tags: amateur, bdsm, feminization, shemale

Feminization to become a Shemale Cumslut
2 years ago
9:32

TrannyOne

Feminization to become a Shemale Cumslut

Tags: amateur, bdsm, blowjob, feminization, hd, lingerie, oral

TS WILLOW - Sneak Peek PMV
25 days ago
0:25

ShemaleSin

TS WILLOW - Sneak Peek PMV

Tags: amateur, babe, blonde, feminization, shemale, sissy, small tits

Dominatrix Makes Hot Blonde Sissy in Chastity Get Fucked
7 months ago
2:23

xHamster

Dominatrix Makes Hot Blonde Sissy in Chastity Get Fucked

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

Vintage Feminization
2 years ago
19:29

TrannyOne

Vintage Feminization

Tags: bdsm, classic, crossdressing, domination, femdom, feminization, fetish

making love to a boy dressed like my wife
19 days ago
7:05

TrannyOne

making love to a boy dressed like my wife

Tags: amateur, anal, asian, beauty, boy, crossdressing, domination

Dirty cd tranny slut gets toyed by perverted police chick
6 years ago
18:06

TrannyOne

Dirty cd tranny slut gets toyed by perverted police chick

Tags: anal, ass, assfucking, boy, cop, dirty, femdom

Shemale breeding cumpilation vol. 9
3 months ago
11:01

ShemaleSin

Shemale breeding cumpilation vol. 9

Tags: amateur, close up, compilation, couple, cute, doggystyle, domination

Being put into a vapid cell After Misstress cleans my locked Clitty Lil beef whistle
8 months ago
9:34

KeekAss

Being put into a vapid cell After Misstress cleans my locked Clitty Lil beef whistle

Tags: amateur, cage, crossdressing, femdom, feminization, fetish, handjob

Silly Feminization
3 years ago
26:00

KeekAss

Silly Feminization

Tags: anal, big tits, blonde, domination, feminization, hd, latex

VERY HOT Blonde Sissy Fucked Hard Doggystyle
43 days ago
6:51

xHamster

VERY HOT Blonde Sissy Fucked Hard Doggystyle

Tags: amateur, american, anal, big ass, blonde, crossdressing, doggystyle

Feminization trio (Toon)
4 years ago
5:20

KeekAss

Feminization trio (Toon)

Tags: anal, blonde, blowjob, brunette, cartoon, compilation, cumshot

Sissy boy feminization before fuck
10 months ago
2:13

PornHub

Sissy boy feminization before fuck

Tags: amateur, asian, ass, blowjob, boy, college, crossdressing

Mistress Real In Femdom Amateur Hotwife Cuck Couple Rave Magic Sissy Feminization Anal Strapon Pegging
10 months ago
36:55

ShemaleZ

Mistress Real In Femdom Amateur Hotwife Cuck Couple Rave Magic Sissy Feminization Anal Strapon Pegging

Tags: amateur, anal, big ass, blonde, couple, femdom, feminization

Femdom Spanks and Cages Two TS Submissive Sissy Sluts
3 years ago
13:26

PornHub

Femdom Spanks and Cages Two TS Submissive Sissy Sluts

Tags: amateur, bdsm, bimbo, bondage, cage, femdom, feminization

Kris Kat – Entering The Feminization Academy
1 year ago
26:25

ShemaleZ

Kris Kat – Entering The Feminization Academy

Tags: big cock, blonde, crossdressing, feminization, hd

Ts Sissy Feminization I
1 year ago
4:18

HClips

Ts Sissy Feminization I

Tags: amateur, blonde, feminization, latex, shemale, sissy, transsexual

Mistress Cassidy Paddles Sissy Then Fucks Her
7 months ago
2:41

xHamster

Mistress Cassidy Paddles Sissy Then Fucks Her

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

Fierce and Flawless: Crossdresser Kitty's Fashion Showcase!
32 days ago
6:35

xHamster

Fierce and Flawless: Crossdresser Kitty's Fashion Showcase!

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

Antique Compelled sissyfication and feminization penalty
4 years ago
43:19

KeekAss

Antique Compelled sissyfication and feminization penalty

Tags: anal, antique, blonde, blowjob, crossdressing, cum, feminization

Dreaming of Marriage: Building a Future with a Girl
2 months ago
5:26

xHamster

Dreaming of Marriage: Building a Future with a Girl

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

Transformation of sissys into beautiful femboys in sissy feminization videos
2 months ago
10:31

ShemaleTaxi

Transformation of sissys into beautiful femboys in sissy feminization videos

Tags: beauty, feminization, shemale, sissy

I have fun with my dildo
25 days ago
3:55

xHamster

I have fun with my dildo

Tags: anal, anal toying, crossdressing, cum, dildo, feminization, funny

Black Sissy princess exploring her hole for step mommys and step daddys
2 months ago
3:02

xHamster

Black Sissy princess exploring her hole for step mommys and step daddys

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

Dominatrix Makes Hot Blonde Sissy Wear Chastity and Get Fucked
7 months ago
4:17

xHamster

Dominatrix Makes Hot Blonde Sissy Wear Chastity and Get Fucked

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

Sissymaya riding a big black dildo in microbikini and slutty heel my first sissy slave video
34 days ago
1:08

xHamster

Sissymaya riding a big black dildo in microbikini and slutty heel my first sissy slave video

Tags: amateur, anal, anal toying, bdsm, black, crossdressing, dildo

Feminization, humiliation-pov
53 days ago
8:46

ShemaleTaxi

Feminization, humiliation-pov

Tags: bdsm, crossdressing, feminization, humiliation, shemale, sissy

Feminization Teen Sissy Crossdresser
5 months ago
2:15

xHamster

Feminization Teen Sissy Crossdresser

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

Sexy Sissy Slut Halloween Angel Lola Crystals
7 months ago
3:24

xHamster

Sexy Sissy Slut Halloween Angel Lola Crystals

Tags: amateur, american, blonde, crossdressing, cute, feminization, halloween

sexy trans angel talks about feminization
2 months ago
5:49

ShemaleSin

sexy trans angel talks about feminization

Tags: amateur, asian, feminization, shemale, sissy, small tits, tgirl

Sammy BIG ASS
4 months ago
6:07

KeekAss

Sammy BIG ASS

Tags: beauty, big ass, big cock, big tits, blonde, cum, feet

(LGBTQI+) You'll Be My Lady (erotic audio play by OolayTiger)
2 years ago
20:38

PornHub

(LGBTQI+) You'll Be My Lady (erotic audio play by OolayTiger)

Tags: anal, anime, assfucking, blowjob, buttplug, cartoon, creampie

Caught Laundry
10 months ago
10:08

aShemaleTube

Caught Laundry

Tags: caught, crossdressing, feminization, fetish, humiliation, pov, shemale

Sissymaya spitroast black dildo and slutty heel sissy slave
17 days ago
1:12

xHamster

Sissymaya spitroast black dildo and slutty heel sissy slave

Tags: amateur, anal, bdsm, big ass, black, crossdressing, dildo

Plugged and caged
1 year ago
8:55

ShemaleSin

Plugged and caged

Tags: amateur, anal, ass, assfucking, bdsm, big ass, bondage

Feminization Sissification Sissy training - Sissy Task (two) - TELL
1 year ago
5:41

PornHub

Feminization Sissification Sissy training - Sissy Task (two) - TELL

Tags: babe, big ass, bondage, cuckold, dirty talk, femdom, feminization

Dominatrix Tania con su sissy
8 months ago
0:22

PornHub

Dominatrix Tania con su sissy

Tags: amateur, bdsm, blonde, bondage, boots, brunette, catsuit

Sissy Furry Fetish Servitude Harness
3 years ago
0:41

ShemaleSin

Sissy Furry Fetish Servitude Harness

Tags: crossdressing, feminization, fetish, fur, gagging, sissy

Domme Fucks Feminized Sissy
32 days ago
3:25

xHamster

Domme Fucks Feminized Sissy

Tags: amateur, american, anal, anal toying, crossdressing, cum, domination

Sissy Natasha squirts & pisses out of chastity caged cock from Lovense sex machine fucking!
10 months ago
3:35

PornHub

Sissy Natasha squirts & pisses out of chastity caged cock from Lovense sex machine fucking!

Tags: amateur, anal, babe, cage, crossdressing, cuckold, dick

Boy Hidding Pink Panties Under his Underwear
4 months ago
5:20

xHamster

Boy Hidding Pink Panties Under his Underwear

Tags: amateur, beauty, big cock, boy, crossdressing, feminization, hd

Fierce and Fearless: Crossdresser Kitty's Journey to Self-Expression!
30 days ago
5:14

xHamster

Fierce and Fearless: Crossdresser Kitty's Journey to Self-Expression!

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

I'm so soaked for BBC
37 days ago
0:23

ShemaleSin

I'm so soaked for BBC

Tags: anal, big ass, big black cock, big cock, big tits, feminization, masturbation

Slaver t-girl Mistresse Holly Hunt controls how u jerk off and counts down to u eating your own cum, sissyfication and feminization. For the full clip
3 months ago
3:06

ShemaleSin

Slaver t-girl Mistresse Holly Hunt controls how u jerk off and counts down to u eating your own cum, sissyfication and feminization. For the full clip

Tags: amateur, big cock, big tits, cum, domination, feminization, jerking

Sheer black huge load
1 day ago
0:44

aShemaleTube

Sheer black huge load

Tags: big tits, black, crossdressing, feminization, hd, mature, model

Whilst 2B is away, 9S resolves to explore his feminine side [Nier Automata JOI] [Feminization]
52 days ago
20:43

ShemaleSin

Whilst 2B is away, 9S resolves to explore his feminine side [Nier Automata JOI] [Feminization]

Tags: anal, feminization, pov, sissy

Emilie dirty talk and jumping on dildo
15 days ago
1:31

xHamster

Emilie dirty talk and jumping on dildo

Tags: amateur, anal, beauty, big black cock, big cock, crossdressing, cum

Feminized for Girls Night Out (Full Movie)
28 days ago
23:40

TrannyOne

Feminized for Girls Night Out (Full Movie)

Tags: amateur, anal, bdsm, beauty, big cock, crossdressing, cum

Tgirl in Hot Black Dress Fucks Trans
55 days ago
3:17

xHamster

Tgirl in Hot Black Dress Fucks Trans

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

Mike's Story
2 years ago
18:48

TrannyOne

Mike's Story

Tags: bdsm, blonde, crossdressing, feminization, hd, shemale, sissy

Sissy love Big Black Cock
41 days ago
0:30

xHamster

Sissy love Big Black Cock

Tags: big ass, big black cock, big clit, british, cuckold, domination, feminization

Feminization, sissy trainer
3 years ago
14:58

ShemaleTaxi

Feminization, sissy trainer

Tags: brutal, feminization, shemale, sissy

Dominatrix Dresses Guy as Goth Girl
7 months ago
2:38

xHamster

Dominatrix Dresses Guy as Goth Girl

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

Sissy SPH: Micropenis fails toilet paper roll test...
6 months ago
5:14

xHamster

Sissy SPH: Micropenis fails toilet paper roll test...

Tags: amateur, bitch, crossdressing, feminization, hd, lingerie, shemale

Dominatrix Makes Feminized Roommate Wear Maid Dress
7 months ago
3:24

xHamster

Dominatrix Makes Feminized Roommate Wear Maid Dress

Tags: amateur, american, bdsm, beauty, big cock, crossdressing, cum

My fave movie
7 months ago
23:27

KeekAss

My fave movie

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

Two shemale fuck sissy, sissy feminization shemale
4 years ago
20:32

ShemaleMovie

Two shemale fuck sissy, sissy feminization shemale

Tags: barebacking, big tits, blowjob, feminization, shemale, sissy

Monnica gets tutored on the Wooden Pony! Full movie scene part 1&2 on Onlyfans
2 months ago
1:55

ShemaleSin

Monnica gets tutored on the Wooden Pony! Full movie scene part 1&2 on Onlyfans

Tags: bdsm, bondage, domination, feminization, fetish, fucking machine, ladyboy

Sissy Cammy White Edges while Chained
6 months ago
19:05

xHamster

Sissy Cammy White Edges while Chained

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

Feminization, sissy
2 years ago
9:15

ShemaleTaxi

Feminization, sissy

Tags: anal, compilation, crossdressing, feminization, fisting, ladyboy, shemale

Sissy Cleans Ebony Cum from Wife's Cheating Knickers Cums in Chastity BNWO Girl Scarlett Ebony
2 years ago
9:49

ShemaleSin

Sissy Cleans Ebony Cum from Wife's Cheating Knickers Cums in Chastity BNWO Girl Scarlett Ebony

Tags: amateur, black, cheating, cuckold, cum, ebony, feminization

Mesmerizing Moves: Dancing to the Rhythm of Desire
3 months ago
5:35

xHamster

Mesmerizing Moves: Dancing to the Rhythm of Desire

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

Ebony Sissy Femboy Bitch Twerking BUTT & LOVE BUTTON on ALL Fours
3 years ago
0:30

ShemaleSin

Ebony Sissy Femboy Bitch Twerking BUTT & LOVE BUTTON on ALL Fours

Tags: ass, big ass, big cock, bitch, ebony, femdom, feminization

Fashion Forward: Styling Tips for the Modern Crossdresser!
3 months ago
5:32

xHamster

Fashion Forward: Styling Tips for the Modern Crossdresser!

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

Best Feminization Ever (clothes / Make Up / Boobs / Chastity / Nails / Plug / High Heels)
30 days ago
7:10

ShemaleZ

Best Feminization Ever (clothes / Make Up / Boobs / Chastity / Nails / Plug / High Heels)

Tags: big ass, big tits, brunette, clothed sex, feminization, hd, high heels

2 OF 4
8 months ago
7:07

xHamster

2 OF 4

Tags: abuse, amateur, american, caught, crossdressing, feminization, hd

Feminization Sissy training - weenie worship
6 days ago
16:27

ShemaleSin

Feminization Sissy training - weenie worship

Tags: big cock, blowjob, compilation, cumshot, dick, feminization, pov

Sissy Francis Malice Hot and More Sexual
2 months ago
2:32

xHamster

Sissy Francis Malice Hot and More Sexual

Tags: anal, anal toying, big tits, crossdressing, dick, feminization, german

Oopsie 🤍
8 months ago
1:29

aShemaleTube

Oopsie 🤍

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

Peeing man dressed in a plane purity box with catheter and sans that one
5 months ago
6:19

KeekAss

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3 years ago
11:43

ShemaleSin

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3 years ago
1:20

ShemaleSin

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2 years ago
2:20

TrannyOne

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2 years ago
31:11

TrannyOne

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37 days ago
2:57

ShemaleSin

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2 years ago
5:21

TrannyOne

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1 year ago
10:19

ShemaleSin

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2 years ago
16:58

TrannyOne

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5 months ago
12:20

ShemaleSin

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3 months ago
6:43

xHamster

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10 months ago
2:15

ShemaleSin

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1 year ago
4:48

ShemaleZ

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3 years ago
6:03

ShemaleSin

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2 years ago
8:23

FapCat

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3 years ago
9:47

ShemaleSin

feminization to

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2 years ago
1:20

ShemaleSin

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2 days ago
23:32

ShemaleSin

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3 years ago
1:30

ShemaleSin

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5 months ago
10:07

xHamster

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3 months ago
13:56

xHamster

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TS Willow Hammerz - I'm a sissy doxy for BBC
1 year ago
4:44

ShemaleSin

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32 days ago
5:18

xHamster

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3 months ago
3:01

JizzBunker

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52 days ago
5:02

ShemaleSin

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2 years ago
1:58

ShemaleSin

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5 months ago
9:34

xHamster

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2 years ago
21:38

TrannyOne

CD Transfomation and Masturbation

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7 months ago
2:40

ShemaleSin

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4 months ago
3:04

xHamster

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1 year ago
1:56

xHamster

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1 year ago
3:01

ShemaleSin

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1 year ago
1:17

xHamster

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7 months ago
0:47

xHamster

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4 years ago
9:57

ShemaleMovie

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1 year ago
4:01

TrannyOne

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2 months ago
23:45

ShemaleSin

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42 days ago
1:23

aShemaleTube

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3 months ago
1:44

xHamster

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6 months ago
8:17

ShemaleSin

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Feminized Sissy Compilation
10 days ago
3:24

ShemaleSin

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1 year ago
0:32

PornHub

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Domina Nika and her transformed submissive. The feminization journey of the guy - a seductive puppet dance.
9 months ago
5:12

ShemaleTaxi

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Horny Sissy For Halloween - Extended Preview
6 months ago
2:53

xHamster

Horny Sissy For Halloween - Extended Preview

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2 years ago
14:57

ShemaleSin

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SUPER SEXY Blonde Sissy Bailey Wilde Fucked Doggystyle
2 months ago
6:54

xHamster

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3 months ago
3:06

xHamster

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2 years ago
6:16

ShemaleSin

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5 months ago
0:33

ShemaleSin

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1 year ago
2:35

ShemaleSin

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femboy goes deeper into porn (crossdresser sissy trap)
2 years ago
1:26

TrannyOne

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SEXIEST Trans Latina Fucked Doggystyle
29 days ago
6:34

xHamster

SEXIEST Trans Latina Fucked Doggystyle

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Sissy Delicious - The Program (Part Two)
1 year ago
13:40

TrannyOne

Sissy Delicious - The Program (Part Two)

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5 months ago
5:30

KeekAss

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Rock Hard Screw for Hawt Sissy Bitch- Full Episode on Onlyfans (link in Bio)
1 year ago
0:18

ShemaleSin

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Feminization - Sissification - Sissy Training - Sissy Support - full version - two
5 months ago
17:00

ShemaleSin

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2 years ago
18:02

TrannyOne

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4 months ago
5:15

xHamster

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2 years ago
17:05

TrannyOne

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Vintage Vibes: Nailing Retro Looks
44 days ago
5:58

xHamster

Vintage Vibes: Nailing Retro Looks

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7 months ago
5:21

KeekAss

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