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Feminization, Crossdressing & Sissification
2 years ago
1:11

Fuckler

Feminization, Crossdressing & Sissification

Tags: bdsm, crossdressing, feminization, hardcore, hd, humiliation, sissy

Feminization to a sissy
2 years ago
6:00

aShemaleTube

Feminization to a sissy

Tags: feminization, shemale, sissy

Girls Club Episode 2: A Sissy Feminization Series
12 days ago
33:55

PornHub

Girls Club Episode 2: A Sissy Feminization Series

Tags: amateur, babe, blonde, club, crossdressing, femdom, feminization

Transformed Bois
2 years ago
5:08

PornHub

Transformed Bois

Tags: anal, assfucking, crossdressing, feminization, shemale, sissy

Sissy Sexy Leather Doll
1 year ago
6:35

Spankwire

Sissy Sexy Leather Doll

Tags: boots, doll, feminization, fetish, leather, shemale, sissy

SissyBimboProject4_CHER LLOYD
2 years ago
3:44

PornHub

SissyBimboProject4_CHER LLOYD

Tags: bimbo, blowjob, celebrity, feminization, fetish, kinky, music

Crossdresser Feminization by Dominatrix
2 years ago
6:00

aShemaleTube

Crossdresser Feminization by Dominatrix

Tags: crossdressing, dominatrix, feminization, shemale

sissy chastity analplay
1 year ago
2:58

PornHub

sissy chastity analplay

Tags: anal, ass, feminization, fetish, kinky, shemale, sissy

Feminized for a dollar!
1 year ago
5:40

PornHub

Feminized for a dollar!

Tags: doll, femdom, feminization, mistress, shemale, sissy

guy gets feminized and ass fucked in prison by chick
3 years ago
18:05

PornHub

guy gets feminized and ass fucked in prison by chick

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

Better than a girl - sissy trainer
18 days ago
3:00

PornHub

Better than a girl - sissy trainer

Tags: dick, feminization, fetish, shemale, sissy, transsexual, worship

AmberSis - Your True Sissy Girl Destiny
9 months ago
12:05

PornHub

AmberSis - Your True Sissy Girl Destiny

Tags: anal, ass, blowjob, compilation, crossdressing, feminization, fetish

The Pretty Sissy and her Powerful Mistress
5 months ago
24:32

PornHub

The Pretty Sissy and her Powerful Mistress

Tags: anal, ass, big ass, big cock, big tits, blowjob, dick

Girls Club Ep 1: What Is A Sissy? - A Feminization Series
33 days ago
23:36

PornHub

Girls Club Ep 1: What Is A Sissy? - A Feminization Series

Tags: amateur, bimbo, blonde, club, crossdressing, femdom, feminization

pushed feminization
1 year ago
4:51

YouPorn

pushed feminization

Tags: bisexual, compilation, feminization, shemale

Sissy Spiral Brainwash 1
30 days ago
8:06

PornHub

Sissy Spiral Brainwash 1

Tags: anal, ass, blowjob, compilation, cum, dick, feminization

feminisation
2 years ago
2:54

xHamster

feminisation

Tags: feminization, ladyboy, shemale

yummi cummmy sissy hypno
2 years ago
32:48

PornHub

yummi cummmy sissy hypno

Tags: blowjob, compilation, cumshot, feminization, kinky, shemale, sissy

Dreamscape 8
3 years ago
24:29

PornHub

Dreamscape 8

Tags: dildo, doll, fantasy, feminization, rubber, shemale, sissy

sissy cuckold faggot chastity cage catheter challenge ch22
11 months ago
1:08:27

PornHub

sissy cuckold faggot chastity cage catheter challenge ch22

Tags: amateur, big black cock, bimbo, cage, cuckold, cum, feminization

Bimbo Shemale Feminization
2 years ago
17:04

JizzBunker

Bimbo Shemale Feminization

Tags: bimbo, feminization, shemale

SissyBimboProject_5 ARIANA GRANDE
2 years ago
3:27

PornHub

SissyBimboProject_5 ARIANA GRANDE

Tags: bimbo, celebrity, crossdressing, feminization, fetish, kinky, music

Mya Marie Blow Job Practice
7 days ago
1:51

PornHub

Mya Marie Blow Job Practice

Tags: amateur, blowjob, feminization, ladyboy, pov, redhead, shemale

Feminization- Guy Becomes Menina
2 years ago
4:47

aShemaleTube

Feminization- Guy Becomes Menina

Tags: feminization, shemale

Femdom Chastity Feminization
1 year ago
7:52

VPorn

Femdom Chastity Feminization

Tags: femdom, feminization, milf, shemale

SISSY HUCOW
1 year ago
1:54

aShemaleTube

SISSY HUCOW

Tags: bimbo, blonde, british, feminization, pov, shemale, sissy

Transvestite feminization by dominatrix
6 years ago
6:00

Tube8

Transvestite feminization by dominatrix

Tags: amateur, dominatrix, feminization, transvestite

Luv4Cock hypno
3 months ago
4:27

PornHub

Luv4Cock hypno

Tags: blowjob, dick, feminization, fetish, sissy, tranny, transsexual

Sissyfied submissives caned outdoors
1 year ago
5:54

ExtremeTube

Sissyfied submissives caned outdoors

Tags: bdsm, crossdressing, femdom, feminization, mistress, outdoor, sissy

cocotranse - fap challenge PMV - sissies feminization
4 months ago
15:17

xHamster

cocotranse - fap challenge PMV - sissies feminization

Tags: feminization, shemale

Ultimate Sissy Cock Worship Hypno
2 years ago
11:17

PornHub

Ultimate Sissy Cock Worship Hypno

Tags: compilation, dick, feminization, fetish, kinky, shemale, sissy

Great Mistress with a sissy faggot slave
1 year ago
12:03

PornHub

Great Mistress with a sissy faggot slave

Tags: crossdressing, feminization, mistress, shemale, sissy, slave

Sissy: The Musical
1 year ago
14:41

PornHub

Sissy: The Musical

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

Feminization to become a Shemale Cumslut
2 years ago
9:31

JizzBunker

Feminization to become a Shemale Cumslut

Tags: feminization, shemale

You are a beautiful sissy faggot - SissyHypnoz
2 years ago
4:11

YouPorn

You are a beautiful sissy faggot - SissyHypnoz

Tags: beauty, bisexual, dick, feminization, shemale, sissy, slut

Feminization 101 - How to make your lips look bigger
56 days ago
5:21

PornHub

Feminization 101 - How to make your lips look bigger

Tags: crossdressing, feminization, sissy, solo, transsexual, transvestite

Sissy Anal Dream
2 years ago
20:33

PornHub

Sissy Anal Dream

Tags: anal, assfucking, compilation, fantasy, feminization, shemale, sissy

Crossdresser strapon fucked
9 years ago
5:00

YouPorn

Crossdresser strapon fucked

Tags: anal, crossdressing, dildo, fantasy, feminization, fetish, shemale

feminizing en espanol, sissy
1 year ago
3:52

PornHub

feminizing en espanol, sissy

Tags: feminization, shemale, sissy, spanish

sissy joyce rides BBC
2 years ago
1:11

PornHub

sissy joyce rides BBC

Tags: amateur, big black cock, feminization, shemale, sissy, slut, toys

Whoops...there goes you masculinity sissy cumslut!
1 year ago
4:57

PornHub

Whoops...there goes you masculinity sissy cumslut!

Tags: anal, cum, feminization, fetish, kinky, masturbation, pov

Sissy Popper Training - SissyHypnoz
2 years ago
12:46

YouPorn

Sissy Popper Training - SissyHypnoz

Tags: anal, bisexual, cum, feminization, shemale, sissy, slut

sexy mistress in latex abuse sissy and shemale in asshole
34 days ago
13:32

PornHub

sexy mistress in latex abuse sissy and shemale in asshole

Tags: 3some, abuse, anal, ass, bdsm, blowjob, bondage

Feminization hypno: I Love Being A Girl
18 days ago
40:00

PornHub

Feminization hypno: I Love Being A Girl

Tags: feminization, shemale, transsexual

Primpy Sissy Humiliated Then Chastity Locked
2 years ago
9:48

PornHub

Primpy Sissy Humiliated Then Chastity Locked

Tags: abuse, amateur, bdsm, crossdressing, daddies, domination, feminization

Sissy Prematurely Ejaculating With Blowup Doll
3 months ago
1:26

PornHub

Sissy Prematurely Ejaculating With Blowup Doll

Tags: amateur, doll, femdom, feminization, humiliation, kinky, mistress

Sissy Strap On Trainer - SissyHypnoz
2 years ago
12:08

YouPorn

Sissy Strap On Trainer - SissyHypnoz

Tags: anal, feminization, shemale, sissy, slut, strap-on

Cute teen melisa cross dresser stroking her cock
29 days ago
2:47

aShemaleTube

Cute teen melisa cross dresser stroking her cock

Tags: amateur, boy, crossdressing, cute, dick, feminization, masturbation

Sissy Girl Fuckpet Talks To Daddy
2 years ago
3:06

PornHub

Sissy Girl Fuckpet Talks To Daddy

Tags: bitch, daddies, femdom, feminization, fetish, kinky, old

Feminized sissy has to wear her clothes and swallow cum to get off
1 year ago
12:01

PornHub

Feminized sissy has to wear her clothes and swallow cum to get off

Tags: amateur, bbw, clothed sex, crossdressing, cum, cum swallowing, cumshot

My Sissy Slave Katelyn Blaire Sissygasm Task
4 months ago
0:33

PornHub

My Sissy Slave Katelyn Blaire Sissygasm Task

Tags: crossdressing, feminization, kinky, masturbation, sissy, slave, solo

Sissy Doll Feminization
6 months ago
10:09

aShemaleTube

Sissy Doll Feminization

Tags: amateur, big cock, blonde, compilation, crossdressing, cumshot, doll

Mary Willows is a talented rider
34 days ago
0:17

PornHub

Mary Willows is a talented rider

Tags: anal, ass, blonde, feminization, fetish, kinky, riding

Sissy Trainer/Sissy destiny
1 year ago
7:02

PornHub

Sissy Trainer/Sissy destiny

Tags: ass, babe, boy, cumshot, dick, feminization, masturbation

gagged sissy has to fuck Big Black Cock with weights on her balls to cum 2
11 months ago
31:21

PornHub

gagged sissy has to fuck Big Black Cock with weights on her balls to cum 2

Tags: amateur, anal, ass, balls, big black cock, bimbo, cum

Sissy Tgirl Kitty Dressed In Public
9 months ago
3:42

PornHub

Sissy Tgirl Kitty Dressed In Public

Tags: amateur, babe, cosplay, crossdressing, feminization, halloween, kinky

Sissy Mind Breaker - SissyHypnoz
2 years ago
3:00

YouPorn

Sissy Mind Breaker - SissyHypnoz

Tags: bisexual, dick, feminization, shemale, sissy, slut, sucking

I can teach you to suck cock like a real slut
2 years ago
11:11

JizzBunker

I can teach you to suck cock like a real slut

Tags: bdsm, bisexual, dick, domination, femdom, feminization, humiliation

Sissy Feminization
1 year ago
7:42

xHamster

Sissy Feminization

Tags: blowjob, feminization, hd, pov, shemale, sissy

Aunti Vs Panty Boy
1 year ago
40:23

aShemaleTube

Aunti Vs Panty Boy

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

Sissy sexy leather outfit
5 years ago
1:05

KeezMovies

Sissy sexy leather outfit

Tags: boots, feminization, gloves, jerking, kinky, leather, masturbation

Maitresse Madeline totally humiliates slave with full feminization...
4 years ago
2:00

OverThumbs

Maitresse Madeline totally humiliates slave with full feminization...

Tags: abuse, bdsm, bondage, femdom, feminization, fetish, humiliation

Smoking Domme Tgirl Owns You Sissy Slut Slave
1 year ago
6:33

PornHub

Smoking Domme Tgirl Owns You Sissy Slut Slave

Tags: abuse, amateur, crossdressing, dominatrix, femdom, feminization, goddess

SissyBimboProject3_SHY'M
2 years ago
3:12

PornHub

SissyBimboProject3_SHY'M

Tags: bimbo, celebrity, feminization, fetish, kinky, shemale, shy

MarivĂ­, Eli and Clara
3 years ago
0:35

YouPorn

MarivĂ­, Eli and Clara

Tags: bisexual, feminization, mistress, shemale, sissy

Reboot Your Brain - Monarch Project Sleep Loop
10 months ago
15:10

PornHub

Reboot Your Brain - Monarch Project Sleep Loop

Tags: anal, ass, big black cock, big cock, bimbo, compilation, cuckold

Feminization 2017
7 months ago
4:00

Txxx

Feminization 2017

Tags: feminization, shemale, teen

Feminization 101 - Cat eyeliner
56 days ago
7:46

PornHub

Feminization 101 - Cat eyeliner

Tags: bimbo, crossdressing, feminization, sissy, solo, transsexual, transvestite

Mj Sissy - Drill Me Down
2 years ago
4:47

PornHub

Mj Sissy - Drill Me Down

Tags: blonde, brunette, double penetration, feminization, gangbang, hardcore, jayda diamonde

Cum Slut Trainer - Deep Slut Puppy Vol. 02
1 year ago
2:32

PornHub

Cum Slut Trainer - Deep Slut Puppy Vol. 02

Tags: ass, assfucking, big cock, bimbo, cum, cum swallowing, cumshot

Sissy Bimbo
5 months ago
21:41

PornHub

Sissy Bimbo

Tags: bimbo, feminization, fetish, kinky, shemale, sissy

Cuckold Sissy Slave (Cock and Cum Hypno)
2 years ago
13:24

PornHub

Cuckold Sissy Slave (Cock and Cum Hypno)

Tags: compilation, cuckold, cum, cumshot, dick, femdom, feminization

Blonde mistress getting rough with sub
4 years ago
5:05

KeezMovies

Blonde mistress getting rough with sub

Tags: bdsm, blonde, crossdressing, femdom, feminization, mistress, rough

Black Owned Sissy Trainer - SissyHypnoz
2 years ago
5:17

YouPorn

Black Owned Sissy Trainer - SissyHypnoz

Tags: big black cock, black, feminization, interracial, shemale, sissy, slut

sissy white bimbo faggot cums like a girl
1 year ago
13:56

PornHub

sissy white bimbo faggot cums like a girl

Tags: amateur, bimbo, crossdressing, cum, cumshot, feminization, humiliation

Feminization Sissy Trainer, Free Femdom
2 years ago
8:19

xHamster

Feminization Sissy Trainer, Free Femdom

Tags: femdom, feminization, shemale, sissy

sissyjoyce exposed
2 years ago
0:51

PornHub

sissyjoyce exposed

Tags: anal, assfucking, feminization, shemale, sissy

Rosa Captions Spanish
3 years ago
1:17

YouPorn

Rosa Captions Spanish

Tags: bisexual, feminization, sissy, spanish, transvestite

SissyBimboProject7_KATY PERRY
2 years ago
3:54

PornHub

SissyBimboProject7_KATY PERRY

Tags: bimbo, celebrity, crossdressing, feminization, fetish, kinky, music

Sissy sexy tight black leather dress 2
3 years ago
3:31

YouPorn

Sissy sexy tight black leather dress 2

Tags: black, crossdressing, dress, feminization, fetish, hd, high heels

Are you ready for Christmas, sissy? (Xmas feminization PMV part 1)
7 months ago
2:17

PornHub

Are you ready for Christmas, sissy? (Xmas feminization PMV part 1)

Tags: amateur, anal, asian, blonde, brunette, cage, compilation

Sissy Fara Fox Every Day Hole Training
2 months ago
4:24

PornHub

Sissy Fara Fox Every Day Hole Training

Tags: amateur, anal, big ass, blonde, cumshot, dildo, feminization

Submissive Sissy Goth Princess Smoking In A Shiny Skintight Vinyl Bodysuit
6 months ago
23:25

PornHub

Submissive Sissy Goth Princess Smoking In A Shiny Skintight Vinyl Bodysuit

Tags: amateur, blonde, crossdressing, fantasy, femdom, feminization, fetish

Caged sissies pussy creams and sissygasms on BBC dildo
6 months ago
4:12

PornHub

Caged sissies pussy creams and sissygasms on BBC dildo

Tags: anal, big black cock, creampie, crossdressing, dildo, feminization, high heels

CD whore loves daddies raw cock
1 year ago
8:11

PornHub

CD whore loves daddies raw cock

Tags: anal, crossdressing, cuckold, daddies, dick, domination, feminization

Submissive Sissy Slut Training - SissyHypnoz
2 years ago
5:55

YouPorn

Submissive Sissy Slut Training - SissyHypnoz

Tags: anal, bisexual, blowjob, dick, feminization, shemale, sissy

Prodomme mature gets naughty
4 years ago
5:05

KeezMovies

Prodomme mature gets naughty

Tags: bdsm, crossdressing, femdom, feminization, mature, mistress, naughty

Sissy Indoctrination
3 years ago
4:03

PornHub

Sissy Indoctrination

Tags: crossdressing, feminization, humiliation, shemale, sissy

Sissy Bimbo Project 8_MANEATER
2 years ago
5:10

PornHub

Sissy Bimbo Project 8_MANEATER

Tags: bimbo, blowjob, celebrity, crossdressing, feminization, fetish, kinky

Steffi trys to work a huge black dildo into her sissy ass.
2 years ago
1:07

PornHub

Steffi trys to work a huge black dildo into her sissy ass.

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

Brunette prodommina spanks her submissive
4 years ago
5:05

KeezMovies

Brunette prodommina spanks her submissive

Tags: bdsm, brunette, crossdressing, femdom, feminization, mistress, sissy

little white cuckold sissy faggots becomes BBC NWO bimbo slut trainer p1
1 year ago
25:26

PornHub

little white cuckold sissy faggots becomes BBC NWO bimbo slut trainer p1

Tags: amateur, anal, babe, big black cock, bimbo, cuckold, cum

WIDEENUF / Fem wear
5 months ago
3:00

PornHub

WIDEENUF / Fem wear

Tags: anal, ass, black, ebony, feminization, fetish, kinky

white sissy faggot fucks and blows Big Black Cock dildo for slutty shoes
11 months ago
55:41

PornHub

white sissy faggot fucks and blows Big Black Cock dildo for slutty shoes

Tags: amateur, anal, ass, big black cock, big cock, bimbo, blowjob

feminization-cartoon-2015-08
2 years ago
1:25

YouPorn

feminization-cartoon-2015-08

Tags: anime, cartoon, comic, crossdressing, femdom, feminization, hd

Steffi Teaser Video
1 year ago
0:32

PornHub

Steffi Teaser Video

Tags: anal, bathroom, crossdressing, dick, dildo, exhibitionist, feminization

SISSY DNA EXTRACTOR - Sasha de Sade & Lexi Sindel
4 months ago
2:07

aShemaleTube

SISSY DNA EXTRACTOR - Sasha de Sade & Lexi Sindel

Tags: bimbo, blonde, crossdressing, femdom, feminization, shemale, sissy

feminized by a girl hypno-slave
7 months ago
4:59

PornHub

feminized by a girl hypno-slave

Tags: compilation, feminization, shemale, sissy, slave

Tequila Night - Pre-insertion Sissy Feminization @betaboi-pet-lover
1 year ago
0:24

PornHub

Tequila Night - Pre-insertion Sissy Feminization @betaboi-pet-lover

Tags: amateur, ass, bottle, feminization, humiliation, insertion, shemale

Sissy Skool - Claire Practices Riding Cock
8 days ago
4:10

PornHub

Sissy Skool - Claire Practices Riding Cock

Tags: amateur, anal, blonde, bodystocking, crossdressing, dick, dildo

TS Sasha de Sade is a Sissy Hucow
1 year ago
1:53

PornHub

TS Sasha de Sade is a Sissy Hucow

Tags: anal, bimbo, blonde, femdom, feminization, fetish, kinky

Sissy Clit - Sissy Braincum
2 years ago
10:50

PornHub

Sissy Clit - Sissy Braincum

Tags: anal, assfucking, big cock, clit, compilation, crossdressing, feminization