• Feminization

  • »
  • Popular
  • all time
  • month
  • week
Sissy male feminization with hard step dad suck and bang
2 years ago
5:02

ShemaleSin

Sissy male feminization with hard step dad suck and bang

Tags: blowjob, feminization, shemale, sissy, sucking, transsexual

Hawt Blond Trans Woman Willing to be Screwed
4 years ago
1:04

ShemaleSin

Hawt Blond Trans Woman Willing to be Screwed

Tags: anal, babe, big cock, big tits, blonde, crossdressing, femdom

Transgirl has u Fastened up and Coerces u to Suck her Wang JOI
4 years ago
1:59

ShemaleSin

Transgirl has u Fastened up and Coerces u to Suck her Wang JOI

Tags: blowjob, feminization, small tits, sucking

Unleash Your Inner Goddess: Crossdresser Kitty's Empowering Dance Tutorials!
1 year ago
5:20

xHamster

Unleash Your Inner Goddess: Crossdresser Kitty's Empowering Dance Tutorials!

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

Emo Dominant-Bitch pegs sexy sissy wench in butt
2 years ago
0:09

ShemaleSin

Emo Dominant-Bitch pegs sexy sissy wench in butt

Tags: amateur, anal, ass, assfucking, babe, bitch, emo

Do you want to play with my hungry hole daddy?
1 year ago
5:14

xHamster

Do you want to play with my hungry hole daddy?

Tags: amateur, anal, ass, big ass, colombian, crossdressing, daddies

Boy to girl shemale blue skirt white legs
1 year ago
6:02

xHamster

Boy to girl shemale blue skirt white legs

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

Symmetric Beauty Natural Clean Ladyboy Cock and Beautiful Soft Legs Clapping Masturbation
1 year ago
6:23

xHamster

Symmetric Beauty Natural Clean Ladyboy Cock and Beautiful Soft Legs Clapping Masturbation

Tags: amateur, american, beauty, big ass, cleaner, crossdressing, dick

Kentucky fried black dick
1 year ago
6:40

xHamster

Kentucky fried black dick

Tags: amateur, american, anal, barebacking, big black cock, black, blowjob

Sexy sissy in lingerie rubbing sissy clitty with vibrator
1 year ago
2:16

xHamster

Sexy sissy in lingerie rubbing sissy clitty with vibrator

Tags: amateur, american, big ass, big cock, clit, crossdressing, feminization

Bootylicious Bliss Unleashed: Embracing and Celebrating the Irresistible Curves that Define Your Unique Beauty
1 year ago
5:17

xHamster

Bootylicious Bliss Unleashed: Embracing and Celebrating the Irresistible Curves that Define Your Unique Beauty

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

Sissy Whore Cindy
1 year ago
7:00

xHamster

Sissy Whore Cindy

Tags: amateur, anal, crossdressing, dildo, feminization, hd, lingerie

Live session goes crazy. Trans cannot focus on live-session with Pinky Love TS and goes totally horny instead.
9 months ago
35:21

xHamster

Live session goes crazy. Trans cannot focus on live-session with Pinky Love TS and goes totally horny instead.

Tags: beauty, compilation, couple, creampie, crossdressing, cum, cum in mouth

TsMyaNine makes Lia her Femboi Floozy
4 years ago
0:33

ShemaleSin

TsMyaNine makes Lia her Femboi Floozy

Tags: anal, asian, barebacking, blowjob, cumshot, facial, feminization

Arabic Dancer Style Crossdresser Cute Sissy White Slut
1 year ago
5:14

xHamster

Arabic Dancer Style Crossdresser Cute Sissy White Slut

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

Large Ass Sissy Rides Sex Toy and Cums from Anal
4 years ago
2:16

ShemaleSin

Large Ass Sissy Rides Sex Toy and Cums from Anal

Tags: amateur, anal, anal toying, ass, black, blonde, cowgirl

Lewd Golden-Haired Crossdresser Showing Off Outfit
3 years ago
0:39

ShemaleSin

Lewd Golden-Haired Crossdresser Showing Off Outfit

Tags: blonde, crossdressing, dress, femdom, feminization, kinky, shemale

Confidence is Key: Embracing Your True Self
1 year ago
5:18

xHamster

Confidence is Key: Embracing Your True Self

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

Vladasexytrans suck masturbate and cum
1 year ago
6:54

xHamster

Vladasexytrans suck masturbate and cum

Tags: amateur, ass, blowjob, crossdressing, cum, dildo, feminization

Jerking Cumshot Shemale at Home Second Part Cumming Out in Second Part
10 months ago
5:35

xHamster

Jerking Cumshot Shemale at Home Second Part Cumming Out in Second Part

Tags: amateur, american, beauty, crossdressing, cum, cumshot, feminization

Crossdresser fucking her creamy asshole with a big dildo before daddy gets home
6 months ago
16:43

xHamster

Crossdresser fucking her creamy asshole with a big dildo before daddy gets home

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

Corset fun
1 year ago
21:24

xHamster

Corset fun

Tags: amateur, american, blonde, corset, crossdressing, feminization, fetish

Feminization Transformation for Girls Night Out
2 months ago
3:39

xHamster

Feminization Transformation for Girls Night Out

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

Provocative Playtime: Unleashing the Wild Side
1 year ago
5:23

xHamster

Provocative Playtime: Unleashing the Wild Side

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

Beautiful trap in fishnet jerks
1 year ago
6:14

KeekAss

Beautiful trap in fishnet jerks

Tags: amateur, beauty, crossdressing, cute, dick, feminization, fishnet

Crossdressing Beauty Secrets: Tips and Tricks for a Flawless Look!
1 year ago
5:55

xHamster

Crossdressing Beauty Secrets: Tips and Tricks for a Flawless Look!

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

Femboy show hot body
4 months ago
5:53

ShemaleSin

Femboy show hot body

Tags: amateur, boy, feminization, fetish, fishnet, homevideo, lingerie

Love Tasting My Own Ass Juices, Especially While Locked in Chastity
1 year ago
6:25

xHamster

Love Tasting My Own Ass Juices, Especially While Locked in Chastity

Tags: amateur, american, ass, beauty, blonde, crossdressing, deep throat

This Babe have pleasure with her weenie-beauty
2 years ago
2:27

ShemaleSin

This Babe have pleasure with her weenie-beauty

Tags: amateur, babe, beauty, big ass, big tits, bisexual, blonde

Ts Lucy little slut Crossdresser
1 year ago
5:47

xHamster

Ts Lucy little slut Crossdresser

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

Naughty sissy girl
1 year ago
11:20

xHamster

Naughty sissy girl

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

Hot sissy shemale dance & play with nipples in high heels, stockings and breast harness
6 months ago
2:51

xHamster

Hot sissy shemale dance & play with nipples in high heels, stockings and breast harness

Tags: crossdressing, dancing, feminization, fetish, greek, hd, high heels

Sissy Whore Denise Humain Make Up is done but still hair struggle Sissy Slave Feminization Dress Up Training.
1 year ago
9:53

xHamster

Sissy Whore Denise Humain Make Up is done but still hair struggle Sissy Slave Feminization Dress Up Training.

Tags: amateur, anal, bdsm, blowjob, cum, deep throat, domination

Feminized Femboy Fucked by Mistress
2 months ago
0:48

xHamster

Feminized Femboy Fucked by Mistress

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

Sissy big hole,big black dildo and cum
2 months ago
8:03

xHamster

Sissy big hole,big black dildo and cum

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

In lingerie with my toy
4 months ago
5:46

xHamster

In lingerie with my toy

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

Small Dick Sissy Alicia Smallz
10 months ago
9:06

xHamster

Small Dick Sissy Alicia Smallz

Tags: amateur, beauty, british, crossdressing, feminization, hd, ladyboy

POV sissy sucking, anal and cum in mouth
1 year ago
13:30

xHamster

POV sissy sucking, anal and cum in mouth

Tags: amateur, anal, ass, blowjob, canadian, crossdressing, cum

Sissy Slut White Body Big Butt Big Ass Sexy Crossdresser
1 year ago
5:59

xHamster

Sissy Slut White Body Big Butt Big Ass Sexy Crossdresser

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

SISSY DRESSING UP FOR a DATE WITH a LARGE SCHLONG LOVER
4 years ago
7:38

ShemaleSin

SISSY DRESSING UP FOR a DATE WITH a LARGE SCHLONG LOVER

Tags: bondage, crossdressing, cumshot, feet, feminization, fetish, masturbation

Sissy Tgirl in Chastity teaches wannabe sluts how to take dick with her big strap-on! Full V
10 months ago
13:07

aShemaleTube

Sissy Tgirl in Chastity teaches wannabe sluts how to take dick with her big strap-on! Full V

Tags: amateur, crossdressing, dick, domination, femdom, feminization, fetish

The Local Sissy Floozy - Sissy Hypno Floozy
4 years ago
7:37

ShemaleSin

The Local Sissy Floozy - Sissy Hypno Floozy

Tags: feminization, shemale, sissy, transsexual

Hot Maid Fucked by Other Maid
9 months ago
1:24

xHamster

Hot Maid Fucked by Other Maid

Tags: amateur, american, anal, crossdressing, feminization, hd, lingerie

Crossdresser Willing to get Screwed Raw
4 years ago
0:23

ShemaleSin

Crossdresser Willing to get Screwed Raw

Tags: amateur, anal, babe, big tits, blonde, crossdressing, femdom

Small dick sissy
11 months ago
8:50

xHamster

Small dick sissy

Tags: amateur, british, crossdressing, feminization, hd, ladyboy, lingerie

Anal with a cucumber, it goes really nice in my ass.. Moroccan Trans Girl Anal and Cumshot
5 months ago
6:00

xHamster

Anal with a cucumber, it goes really nice in my ass.. Moroccan Trans Girl Anal and Cumshot

Tags: amateur, anal, anal toying, beauty, compilation, crossdressing, cucumber

Sissy Femboy Flashing in a Park
4 years ago
0:59

ShemaleSin

Sissy Femboy Flashing in a Park

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

Become Pornosexual Design your Flawless Industrial Porn Program- #JustREC
4 years ago
2:57:55

ShemaleSin

Become Pornosexual Design your Flawless Industrial Porn Program- #JustREC

Tags: bimbo, compilation, feminization, fetish, kinky, masturbation, sissy

Super Depreciate Couple
1 year ago
1:02

xHamster

Super Depreciate Couple

Tags: amateur, anal, couple, female orgasm, feminization, hd, orgasm

Roped marvelous femboy in super-hot attire shoots a load with magic wand
1 year ago
5:22

KeekAss

Roped marvelous femboy in super-hot attire shoots a load with magic wand

Tags: amateur, bdsm, blonde, boy, crossdressing, feminization, fetish

Beautiful Sissy Crossdresser Shiny Latex Catsuit Try on
11 months ago
2:07

xHamster

Beautiful Sissy Crossdresser Shiny Latex Catsuit Try on

Tags: amateur, beauty, big ass, catsuit, crossdressing, domination, feminization

Sissy anal training with big black dildi
1 year ago
2:00

xHamster

Sissy anal training with big black dildi

Tags: amateur, anal, anal toying, barebacking, beauty, black, crossdressing

Boy To Sissy Crossdresser Tranformation
1 year ago
5:57

xHamster

Boy To Sissy Crossdresser Tranformation

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

MY PERSONAL COACH SAW ME ALL PERSPIRED AND WANTED TO EAT ME RIGHT AWAY! - LUANA PRADO
2 months ago
13:58

ShemaleSin

MY PERSONAL COACH SAW ME ALL PERSPIRED AND WANTED TO EAT ME RIGHT AWAY! - LUANA PRADO

Tags: amateur, big cock, black, coach, couple, creampie, cum in mouth

Trixy and her mistress video coming soon......
6 months ago
1:33

xHamster

Trixy and her mistress video coming soon......

Tags: amateur, bdsm, beauty, big cock, crossdressing, domination, feminization

Trans Bailey Wilde Drilled by Screw Machine
57 days ago
4:28

ShemaleSin

Trans Bailey Wilde Drilled by Screw Machine

Tags: amateur, anal, ass, drilling, feminization, fucking machine, homevideo

Sissy Bitch Masha is flashing her pink chastity
2 months ago
0:07

ShemaleSin

Sissy Bitch Masha is flashing her pink chastity

Tags: amateur, bathroom, bitch, cuckold, european, feminization, flashing

Sissy selffuck with Dragon dildo
1 year ago
5:18

xHamster

Sissy selffuck with Dragon dildo

Tags: amateur, anal, anal toying, crossdressing, dildo, feminization, german

Hot Crossdresser Puts Vibrating Booty Plug in Booty
3 years ago
4:05

ShemaleSin

Hot Crossdresser Puts Vibrating Booty Plug in Booty

Tags: amateur, anal, babe, booty, crossdressing, femdom, feminization

Anal squirt On green stocking feet
11 months ago
14:13

xHamster

Anal squirt On green stocking feet

Tags: amateur, anal, anal toying, ass, big ass, dildo, feet

Mistresse Mercers Sissy Floozy Doll - 1St Anal Training Attempt
2 years ago
11:13

ShemaleSin

Mistresse Mercers Sissy Floozy Doll - 1St Anal Training Attempt

Tags: amateur, anal, assfucking, blonde, buttplug, dildo, doll

Sissy Marissa Is A horny Bitch
1 year ago
5:30

xHamster

Sissy Marissa Is A horny Bitch

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

stocking with bodysuit sissy anal dildo cum
11 months ago
10:29

xHamster

stocking with bodysuit sissy anal dildo cum

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

I WAS CUMMING HARD IN MY CAR WHILE OTHERS WERE WALKING
1 year ago
1:31

xHamster

I WAS CUMMING HARD IN MY CAR WHILE OTHERS WERE WALKING

Tags: amateur, car, clit, crossdressing, cum, feminization, hd

Hawt Crossdresser Discharges Large Ejaculation ft Trans Femdom
2 years ago
0:30

ShemaleSin

Hawt Crossdresser Discharges Large Ejaculation ft Trans Femdom

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

Bang your Butt - Sissy Training (Sissy Audio Hypnose)
4 years ago
12:01

ShemaleSin

Bang your Butt - Sissy Training (Sissy Audio Hypnose)

Tags: amateur, anal, ass, assfucking, feminization, fetish, gay

Dancing Diva: Crossdresser Kitty's Hot and Energetic Moves
1 year ago
7:57

xHamster

Dancing Diva: Crossdresser Kitty's Hot and Energetic Moves

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

Love for Nature: Embracing the Beauty of the Outdoors
1 year ago
5:22

xHamster

Love for Nature: Embracing the Beauty of the Outdoors

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

Femboy Fucked By Machine
1 year ago
1:21

xHamster

Femboy Fucked By Machine

Tags: amateur, anal, crossdressing, cute, feminization, fetish, gaping hole

Oct 12th 2021
3 years ago
11:50

ShemaleSin

Oct 12th 2021

Tags: anal, big cock, cumshot, feminization, hd, masturbation, small tits

TS Bailey Wilde and TS Kelsey Masters Masturbating
1 year ago
2:19

xHamster

TS Bailey Wilde and TS Kelsey Masters Masturbating

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

Guy Caught Wearing Roommate's Wig
1 year ago
1:09

xHamster

Guy Caught Wearing Roommate's Wig

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

Sissy Wench Riding Schlong After Also Many Captions
2 years ago
9:42

ShemaleSin

Sissy Wench Riding Schlong After Also Many Captions

Tags: amateur, anal, assfucking, blowjob, feminization, pornstar, riding

Man To Big Ass Sissy Transformation
1 year ago
6:24

xHamster

Man To Big Ass Sissy Transformation

Tags: amateur, big ass, big black cock, crossdressing, feminization, fetish, hd

Z Cup Boobs Juggsy Dildo Sex Show Star
1 year ago
9:18

xHamster

Z Cup Boobs Juggsy Dildo Sex Show Star

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

Do u crave to bang me?
1 year ago
5:03

ShemaleSin

Do u crave to bang me?

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

Boy Becoming a Big Cock Sissy Girl
1 year ago
5:49

xHamster

Boy Becoming a Big Cock Sissy Girl

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

Feminized maid
3 years ago
25:42

TrannyOne

Feminized maid

Tags: bdsm, classic, couple, domination, feminization, ladyboy, lingerie

Fuck Me Fuck Me PLEASE FUCK MEEEE
7 months ago
5:09

xHamster

Fuck Me Fuck Me PLEASE FUCK MEEEE

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

Bimbo Tranny Jerking Limp Clit
1 year ago
2:16

xHamster

Bimbo Tranny Jerking Limp Clit

Tags: amateur, beauty, big black cock, bimbo, clit, crossdressing, cum

Guy to Woman Feminization Transformation
3 years ago
2:03

ShemaleSin

Guy to Woman Feminization Transformation

Tags: amateur, crossdressing, feminization, fetish, stud, transsexual

Personal coach pegou a aluna trans e acabou comendo a safadinha
1 year ago
6:36

ShemaleSin

Personal coach pegou a aluna trans e acabou comendo a safadinha

Tags: anal, blonde, blowjob, coach, dick, feminization, moaning

Trans Babes Masturbation untill Climax Jointly
33 days ago
5:19

ShemaleSin

Trans Babes Masturbation untill Climax Jointly

Tags: amateur, anal, ass, babe, feminization, homevideo, masturbation

sissy wench masturbation workout 1
2 years ago
2:49

ShemaleSin

sissy wench masturbation workout 1

Tags: anal, big cock, big tits, cum, cumshot, feet, feminization

Hot doggystyle on dildo
1 year ago
1:26

xHamster

Hot doggystyle on dildo

Tags: amateur, anal, ass, big ass, crossdressing, dildo, doggystyle

First time I put a butt plug in my sissy ass on camera
6 months ago
4:55

xHamster

First time I put a butt plug in my sissy ass on camera

Tags: anal, anal toying, ass, buttplug, crossdressing, feminization, fetish

Small sissy cock tormented with wax
1 year ago
3:59

xHamster

Small sissy cock tormented with wax

Tags: bdsm, bitch, clothed sex, dick, domination, feminization, fetish

Loganhuge - Stripped yoga stretching FREE example! Watch all my content sheer.com/loganhuge
4 months ago
3:12

ShemaleSin

Loganhuge - Stripped yoga stretching FREE example! Watch all my content sheer.com/loganhuge

Tags: anal, ass, assfingering, big cock, dildo, exhibitionist, feminization

Candid upskirt strap
1 year ago
25:09

ShemaleSin

Candid upskirt strap

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

Feminization coach for beta white lads
4 years ago
3:27

ShemaleSin

Feminization coach for beta white lads

Tags: anal, big cock, big tits, coach, ebony, emo, feminization

for my fans 04 - JennStarTS The Shemale mother I'd like to fuck Most excellent BUTT
10 months ago
2:50

ShemaleSin

for my fans 04 - JennStarTS The Shemale mother I'd like to fuck Most excellent BUTT

Tags: anal, ass, ass to mouth, assfingering, assfucking, big ass, fat

samantha sissy try to give u a fresh experience fun about your transformation mind in a pretty feminine cock sucker, suck a t-girl dick now, smack the
3 years ago
5:06

ShemaleSin

samantha sissy try to give u a fresh experience fun about your transformation mind in a pretty feminine cock sucker, suck a t-girl dick now, smack the

Tags: beauty, big cock, big tits, blowjob, dick, feminization, funny

Hawt Feminization Transformation
3 years ago
6:49

ShemaleSin

Hawt Feminization Transformation

Tags: amateur, crossdressing, feminization, transsexual

Trap80, Imagine How Sissy Whores Will Service Your Dick
1 year ago
11:43

xHamster

Trap80, Imagine How Sissy Whores Will Service Your Dick

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

Sissy Big Size Man T Shirt Sexy Mini Hot Slut Crossdresser Kitty White Big Butt Big Ass Lady Boy She
1 year ago
5:19

xHamster

Sissy Big Size Man T Shirt Sexy Mini Hot Slut Crossdresser Kitty White Big Butt Big Ass Lady Boy She

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

Jun 2nd 2023
2 years ago
22:17

ShemaleSin

Jun 2nd 2023

Tags: amateur, anal, anal toying, big clit, big tits, buttplug, cumshot

Sissy Pegged by Mistress Pixie
7 months ago
2:23

xHamster

Sissy Pegged by Mistress Pixie

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

Sissy bitch Moan like a Whore
9 months ago
11:04

xHamster

Sissy bitch Moan like a Whore

Tags: amateur, anal, bitch, crossdressing, danish, dildo, feminization

That Guy Made Me Do It Another Time! I'm a Sissy Bitch!
1 year ago
5:01

ShemaleSin

That Guy Made Me Do It Another Time! I'm a Sissy Bitch!

Tags: bitch, escort, feminization, sissy, slut, teen (18+)

Sex Machine Fucks Crossdresser
7 months ago
3:50

xHamster

Sex Machine Fucks Crossdresser

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

Sissy satiating her thirsty asshole with a couple beers
8 months ago
5:06

xHamster

Sissy satiating her thirsty asshole with a couple beers

Tags: amateur, anal, ass, boy, cage, couple, crossdressing

Crossdressers Clip
3 years ago
9:25

TrannyOne

Crossdressers Clip

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

marvelous ibig butt transsexual mother i'd like to fuck in fishnet enjoyin gg her screw macine - sissy floozy, sissy, large butt
1 year ago
11:54

ShemaleSin

marvelous ibig butt transsexual mother i'd like to fuck in fishnet enjoyin gg her screw macine - sissy floozy, sissy, large butt

Tags: anal, ass, ass to mouth, assfingering, assfucking, big ass, bisexual

Sissy submissive slut give deepthroat to stepdaddy
2 months ago
5:26

xHamster

Sissy submissive slut give deepthroat to stepdaddy

Tags: amateur, big ass, blowjob, couple, crossdressing, deep throat, feminization

Feminized Crossdresser uses Sex Toy
3 years ago
4:01

ShemaleSin

Feminized Crossdresser uses Sex Toy

Tags: amateur, anal, babe, crossdressing, femdom, feminization, fetish

Sissygasm before grindr date fucked the rest of the cum out!
1 year ago
8:53

xHamster

Sissygasm before grindr date fucked the rest of the cum out!

Tags: amateur, ass, beauty, big cock, compilation, crossdressing, cum

I am TOP!!Jizz Flow compilation
1 year ago
10:11

ShemaleSin

I am TOP!!Jizz Flow compilation

Tags: anal, compilation, cumshot, dildo, feminization, girlfriend, homevideo

Jun 16th 2023
2 years ago
0:50

ShemaleSin

Jun 16th 2023

Tags: crossdressing, fake tits, feminization, fetish, kinky, latina, pov

Sissy Femboy Slut
1 year ago
11:31

xHamster

Sissy Femboy Slut

Tags: amateur, anal, crossdressing, cum, danish, dildo, feminization

Sexy Sissy whore chained up and plugged
1 year ago
2:14

xHamster

Sexy Sissy whore chained up and plugged

Tags: amateur, anal, anal toying, bondage, chained, feminization, hd

Feminization, Makeup, Sissy Crossdressing for Your Step Dad
1 year ago
2:10

aShemaleTube

Feminization, Makeup, Sissy Crossdressing for Your Step Dad

Tags: amateur, big tits, crossdressing, feminization, fetish, hd, homevideo

INCREDIBLE Boy to Female Transformation
3 years ago
0:52

ShemaleSin

INCREDIBLE Boy to Female Transformation

Tags: boy, crossdressing, femdom, feminization, ladyboy, shemale, sissy

Slay the Dance Floor: Crossdresser Compilation Extravaganza!
1 year ago
6:24

xHamster

Slay the Dance Floor: Crossdresser Compilation Extravaganza!

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

Sissy Crossdresser Wears Maternity Bra and Maternity Dresses it feels very sexy and fem
10 months ago
7:43

xHamster

Sissy Crossdresser Wears Maternity Bra and Maternity Dresses it feels very sexy and fem

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

Guy Feminized into Goth Girl Gets Fucked Doggystyle
1 year ago
1:41

xHamster

Guy Feminized into Goth Girl Gets Fucked Doggystyle

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

Sissy OClock Thumbs Cock-squeezing Butt hole Femboy Assfucking Mega-slut Crossdresser
10 months ago
2:44

KeekAss

Sissy OClock Thumbs Cock-squeezing Butt hole Femboy Assfucking Mega-slut Crossdresser

Tags: amateur, anal, ass, assfingering, assfucking, big cock, bisexual

My husband became a sissy
7 months ago
6:14

xHamster

My husband became a sissy

Tags: amateur, beach, belgian, big ass, crossdressing, domination, feminization

Sissy Natasha squirts & piddles out of chastity caged schlong from Lovense sex machine screwing!
2 years ago
3:35

ShemaleSin

Sissy Natasha squirts & piddles out of chastity caged schlong from Lovense sex machine screwing!

Tags: anal, babe, cuckold, feminization, fetish, fucking machine, old

Natalie is Tied and Teased in Diapers
8 months ago
10:00

xHamster

Natalie is Tied and Teased in Diapers

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

Oriental big beautiful woman and White Femboy Play Jointly for Christmas (Trailer)
3 years ago
0:33

ShemaleSin

Oriental big beautiful woman and White Femboy Play Jointly for Christmas (Trailer)

Tags: amateur, bbw, beauty, big tits, boy, feminization, interracial

Streaming on Chaturbate @ Warlock_Headmistress
9 months ago
1:55:14

ShemaleSin

Streaming on Chaturbate @ Warlock_Headmistress

Tags: amateur, anal, ass, big cock, bisexual, blonde, feminization

Showing of My Sexy Ass and Boobs
1 year ago
1:15

xHamster

Showing of My Sexy Ass and Boobs

Tags: amateur, ass, beauty, big tits, blonde, crossdressing, czech

Sissy Princess Stretched untill this babe Squirts - BBC Anal
4 years ago
6:43

ShemaleSin

Sissy Princess Stretched untill this babe Squirts - BBC Anal

Tags: amateur, anal, assfucking, babe, big black cock, big cock, black

Crossdresser in Chastity Willing for Knob
3 years ago
1:55

ShemaleSin

Crossdresser in Chastity Willing for Knob

Tags: anal, babe, blonde, crossdressing, femdom, feminization, fetish

Taniax " Night walks" In public  with chastity caged
10 months ago
1:08

xHamster

Taniax " Night walks" In public with chastity caged

Tags: amateur, big ass, cage, colombian, feminization, fetish, hd

slaver trans turning u into a angel (joi)
3 years ago
4:39

ShemaleSin

slaver trans turning u into a angel (joi)

Tags: amateur, feminization, fetish, goth, masturbation, sissy, transsexual

Sissymindy Cosplay chastity cage Foxy Forest walk
1 year ago
2:22

xHamster

Sissymindy Cosplay chastity cage Foxy Forest walk

Tags: amateur, big ass, cage, cosplay, crossdressing, feminization, fetish

T-girl closeup sensual masturbation
1 year ago
4:11

xHamster

T-girl closeup sensual masturbation

Tags: big cock, close up, crossdressing, czech, european, feminization, handjob

He fucked me good
11 months ago
1:10

xHamster

He fucked me good

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

Sissy riding BBC dildo in new dress
6 months ago
8:22

xHamster

Sissy riding BBC dildo in new dress

Tags: amateur, anal, big black cock, crossdressing, cum, dildo, dress

Ladyboy and Girl Masturbate in a Park
1 year ago
5:02

xHamster

Ladyboy and Girl Masturbate in a Park

Tags: amateur, crossdressing, feminization, handjob, hd, ladyboy, masturbation

PsychodelicSissy 4
3 years ago
14:46

ShemaleSin

PsychodelicSissy 4

Tags: bitch, feminization, sissy

Hawt Crossdresser gives Tugjob
4 years ago
1:21

ShemaleSin

Hawt Crossdresser gives Tugjob

Tags: babe, big tits, blowjob, crossdressing, femdom, feminization, fetish

A New Previlaged Cell Mate : Shattered
2 months ago
5:55

xHamster

A New Previlaged Cell Mate : Shattered

Tags: amateur, big cock, black, blonde, blowjob, creampie, crossdressing

Sissy male lesson
4 years ago
4:58

ShemaleSin

Sissy male lesson

Tags: anal, feminization, fetish, sissy, strap-on

Sissy out for an early morning walk - upskirt
16 days ago
30:27

ShemaleSin

Sissy out for an early morning walk - upskirt

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

Crossdresser Emika shows off sexy legs in high heels and strokes cock
9 months ago
11:18

xHamster

Crossdresser Emika shows off sexy legs in high heels and strokes cock

Tags: amateur, big cock, canadian, crossdressing, dick, feminization, hd

Suck me off 100 Times a Day
8 months ago
12:40

xHamster

Suck me off 100 Times a Day

Tags: amateur, american, crossdressing, cuckold, cum, dick, femdom

Wendy's Skater Petticoat (female Mask, Mask, Petticoat, Hose, Trans, Crossdress, Wig, En Femme)
4 years ago
7:35

ShemaleSin

Wendy's Skater Petticoat (female Mask, Mask, Petticoat, Hose, Trans, Crossdress, Wig, En Femme)

Tags: ass, blonde, crossdressing, feminization, high heels, kinky, mask

Sissy Thrall Dating Training ft Trans Femdom
1 year ago
1:07

ShemaleSin

Sissy Thrall Dating Training ft Trans Femdom

Tags: amateur, big cock, blonde, dating, femdom, feminization, fetish

Sissy Faggot Slut
1 year ago
7:17

xHamster

Sissy Faggot Slut

Tags: amateur, anal, crossdressing, danish, dildo, feminization, hd

Swallowing dildo
2 months ago
3:30

xHamster

Swallowing dildo

Tags: amateur, anal, chilean, crossdressing, cum swallowing, deep throat, dildo

Crossdresser Sissy - nice bondage position
5 months ago
5:03

xHamster

Crossdresser Sissy - nice bondage position

Tags: amateur, bdsm, bondage, crossdressing, domination, feminization, german

Sissy Chastity Training Knob Worship ft Trans Femdom
2 years ago
1:03

ShemaleSin

Sissy Chastity Training Knob Worship ft Trans Femdom

Tags: amateur, babe, big cock, femdom, feminization, fetish, masturbation

Dad's Girly Ponyboy Acting as Lustful Floozy ready for Enchanting Weenie
4 years ago
5:15

ShemaleSin

Dad's Girly Ponyboy Acting as Lustful Floozy ready for Enchanting Weenie

Tags: big ass, boy, brunette, ebony, feet, feminization, fetish

Tgirl Fucks Sexy Trans Raw
1 year ago
0:49

xHamster

Tgirl Fucks Sexy Trans Raw

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

Amateur Crossdresser Kellycd2022 sexy milf Saturday afternoon  car drive out in white pantyhose sissy
1 year ago
28:18

xHamster

Amateur Crossdresser Kellycd2022 sexy milf Saturday afternoon car drive out in white pantyhose sissy

Tags: amateur, anal, beauty, big cock, british, car, crossdressing

Feminized Femboy Fucked by Dominatrix
1 year ago
5:51

xHamster

Feminized Femboy Fucked by Dominatrix

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

Sexy Blonde Sissy Bailey Wilde Fucked While Stroking Cock
1 year ago
2:55

xHamster

Sexy Blonde Sissy Bailey Wilde Fucked While Stroking Cock

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

Sexy Crossdresser Jerking Off in Las Vegas
1 year ago
5:13

xHamster

Sexy Crossdresser Jerking Off in Las Vegas

Tags: amateur, american, anal, blonde, crossdressing, feminization, fetish

BBC Sissy Slut gaping hole on black dildo
11 months ago
2:38

xHamster

BBC Sissy Slut gaping hole on black dildo

Tags: anal, anal toying, big ass, big black cock, black, crossdressing, dildo

Silicone Barbie Sex Doll in Latex and Leather Coat
4 years ago
0:49

ShemaleSin

Silicone Barbie Sex Doll in Latex and Leather Coat

Tags: amateur, doll, fake tits, feminization, fetish, latex, leather

femboy boucing and groaning on a giant sex-toy
1 year ago
7:10

ShemaleSin

femboy boucing and groaning on a giant sex-toy

Tags: anal, big black cock, cute, dildo, feminization, masturbation, moaning

Screw Your Butt - Sissy Training (Sissy Audio Hypnose)
3 years ago
12:01

ShemaleSin

Screw Your Butt - Sissy Training (Sissy Audio Hypnose)

Tags: amateur, anal, ass, assfucking, feminization, fetish, gay

Teen anal training
2 years ago
7:29

ShemaleSin

Teen anal training

Tags: amateur, anal, ass, assfucking, big black cock, british, dildo

Sexy Crossdresser Kellycd2022 quick early morning video in pink fishnet bodysuit and heels
31 days ago
12:18

xHamster

Sexy Crossdresser Kellycd2022 quick early morning video in pink fishnet bodysuit and heels

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

Crossdresser Releases Chastity to Jerk Off (onlyfans/baileywilde)
3 years ago
1:36

ShemaleSin

Crossdresser Releases Chastity to Jerk Off (onlyfans/baileywilde)

Tags: amateur, babe, crossdressing, feminization, fetish, jerking, ladyboy

Sissy Femboy play with booty and anal plug
2 years ago
0:46

ShemaleSin

Sissy Femboy play with booty and anal plug

Tags: anal, ass, bondage, booty, cute, feminization, sissy

THAT GUY GAVE ME A JUMP AS A GIFT AND I RETURNED BY LETTING HIM FILL MY BOOTY WITH MILK - COMPLETE ON RED - LUANA PRADO
2 months ago
12:16

ShemaleSin

THAT GUY GAVE ME A JUMP AS A GIFT AND I RETURNED BY LETTING HIM FILL MY BOOTY WITH MILK - COMPLETE ON RED - LUANA PRADO

Tags: amateur, big cock, black, booty, couple, creampie, feet

Dripping lot of cum bouncing on a big dildo
6 months ago
8:11

xHamster

Dripping lot of cum bouncing on a big dildo

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

Mastix Mercers Sissy Floozy Doll - Stream highlights - Oral Pleasure Practice ????
2 years ago
1:13

ShemaleSin

Mastix Mercers Sissy Floozy Doll - Stream highlights - Oral Pleasure Practice ????

Tags: amateur, big tits, dildo, doll, feminization, fetish, kinky

Sissy does anal riding
5 months ago
3:22

xHamster

Sissy does anal riding

Tags: amateur, anal, anal toying, crossdressing, dildo, feminization, hd

Big Butt Trans Cd Sissy Maid Feminization Sissification Training - Teaser Video
2 years ago
7:24

getTranny

Big Butt Trans Cd Sissy Maid Feminization Sissification Training - Teaser Video

Tags: amateur, anal, big ass, feminization, hd, lingerie, maid

Style Secrets: Unveiling the Crossdresser's Closet
1 year ago
5:52

xHamster

Style Secrets: Unveiling the Crossdresser's Closet

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

Sissy Ladyboy Twerking Fat Ass in Sexy Lingerie
1 year ago
1:12

xHamster

Sissy Ladyboy Twerking Fat Ass in Sexy Lingerie

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

Sissykanisa Mix and Match: Beige Stocking X Blue Satin Panties X Blue Satin Dress
11 months ago
4:10

xHamster

Sissykanisa Mix and Match: Beige Stocking X Blue Satin Panties X Blue Satin Dress

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

In Search of Love: A Crossdresser's Journey to Find a Girlfriend!
1 year ago
5:26

xHamster

In Search of Love: A Crossdresser's Journey to Find a Girlfriend!

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

Latex Sissy gets used
11 months ago
9:46

xHamster

Latex Sissy gets used

Tags: american, anal, bdsm, crossdressing, dildo, feminization, fetish

Romina's Climax (female Mask, Mask, Feminization, Transformation, Trans, Crossdress, Hose)
4 years ago
12:16

ShemaleSin

Romina's Climax (female Mask, Mask, Feminization, Transformation, Trans, Crossdress, Hose)

Tags: amateur, brunette, crossdressing, feminization, fetish, high heels, kinky

Walking down the Street as a little Sissy bitch
1 year ago
4:59

xHamster

Walking down the Street as a little Sissy bitch

Tags: amateur, bitch, feminization, fetish, german, hd, homevideo

Prostate orgasms cumpilation. Personalsin collection vol. 153
11 months ago
10:50

ShemaleSin

Prostate orgasms cumpilation. Personalsin collection vol. 153

Tags: anal, compilation, cum, dildo, european, feminization, masturbation

CD knows how to shake it
7 months ago
5:55

xHamster

CD knows how to shake it

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

SIssy Jerking Off with her Latex Gloves
1 year ago
5:05

xHamster

SIssy Jerking Off with her Latex Gloves

Tags: amateur, big black cock, big cock, crossdressing, feminization, fetish, gloves

Sissy Crossdresser in Underware Jerks and Squirts in Public Building Stairs
3 years ago
1:03

ShemaleSin

Sissy Crossdresser in Underware Jerks and Squirts in Public Building Stairs

Tags: amateur, blonde, crossdressing, dick, feminization, fetish, high heels

HORNY SISSY SLAVE ISKRA AND DICK
5 months ago
5:51

xHamster

HORNY SISSY SLAVE ISKRA AND DICK

Tags: beauty, crossdressing, dick, domination, feminization, fetish, hd

Trans Maid Joys Her Fresh Manager
8 months ago
13:02

KeekAss

Trans Maid Joys Her Fresh Manager

Tags: anal, barebacking, blowjob, brunette, dick, feminization, hd

Vixen squirts all over herself for her taskmaster w/dildo
2 years ago
22:17

ShemaleSin

Vixen squirts all over herself for her taskmaster w/dildo

Tags: amateur, anal, anal toying, big clit, big tits, buttplug, cumshot

Some say i'm crazy...I just think i'm funn
1 year ago
0:21

xHamster

Some say i'm crazy...I just think i'm funn

Tags: amateur, blonde, crossdressing, escort, feminization, hd, high heels

Super-cute femboy with elastic culo compilation
1 year ago
1:38

KeekAss

Super-cute femboy with elastic culo compilation

Tags: amateur, compilation, crossdressing, cute, feminization, hd, ladyboy

Nylon Mini Dress Sissy Shemald Crossdresser Cute Ass Sexy Dance Lady Boy Big Butt
1 year ago
5:45

xHamster

Nylon Mini Dress Sissy Shemald Crossdresser Cute Ass Sexy Dance Lady Boy Big Butt

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