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Total feminization for sissy floozy in nylons and heels. Full movie on my Onlyfans ( link in bio)
6 months ago
0:23

ShemaleSin

Total feminization for sissy floozy in nylons and heels. Full movie on my Onlyfans ( link in bio)

Tags: amateur, anal, bondage, deep throat, domination, feminization, fetish
Sissy Spunk Fountain Compilation
5 months ago
1:53

ShemaleSin

Sissy Spunk Fountain Compilation

Tags: big cock, compilation, cum, cumshot, feminization, sissy
Sissy Femboy in Chastity Gets Recent Dick ft Trans Femdom
9 months ago
1:09

ShemaleSin

Sissy Femboy in Chastity Gets Recent Dick ft Trans Femdom

Tags: amateur, babe, blonde, dick, femdom, feminization, fetish
Be our gym sissy cuck in chastity BELLA BLU - LUCY HART
4 months ago
8:05

ShemaleSin

Be our gym sissy cuck in chastity BELLA BLU - LUCY HART

Tags: babe, big ass, big tits, blonde, cuckold, femdom, feminization
Mommy's feminization of sissy monika
1 year ago
17:09

TrannyOne

Mommy's feminization of sissy monika

Tags: crossdressing, domination, feminization, masturbation, mature, shemale, sissy
EXCITED TRANSSEXUAL AKIRA RABBIT SMOKES, UNDRESSES, AND MASTURBATES
26 days ago
5:28

ShemaleSin

EXCITED TRANSSEXUAL AKIRA RABBIT SMOKES, UNDRESSES, AND MASTURBATES

Tags: babe, bisexual, blonde, cute, femdom, feminization, latina
Fall Unfathomable Into Feminization ft Queen Colleen
6 months ago
1:02

ShemaleSin

Fall Unfathomable Into Feminization ft Queen Colleen

Tags: amateur, babe, big cock, femdom, feminization, fetish, ladyboy
Crossdresser Makeover Transformation into Woman by Girlfriend
3 years ago
0:31

ShemaleSin

Crossdresser Makeover Transformation into Woman by Girlfriend

Tags: crossdressing, femdom, feminization, girlfriend, ladyboy, shemale, sissy
Sissy Training (russian Voice) try to be a Hotty
2 years ago
3:24

ShemaleSin

Sissy Training (russian Voice) try to be a Hotty

Tags: ass, babe, domination, femdom, feminization, fetish, kinky
Sissy sounding her clitty! Balls bound up! No audio
1 year ago
22:36

ShemaleSin

Sissy sounding her clitty! Balls bound up! No audio

Tags: amateur, balls, bound, dick, feminization, fetish, kinky
Sissy Twerks her Butt in Oil
2 years ago
2:46

ShemaleSin

Sissy Twerks her Butt in Oil

Tags: anal, ass, assfucking, babe, feet, feminization, fetish
Amateur crossdresser Kellycd2022 sexy milf pissing my panties in slutty black fishnet bodysuit
3 months ago
18:21

xHamster

Amateur crossdresser Kellycd2022 sexy milf pissing my panties in slutty black fishnet bodysuit

Tags: amateur, big cock, big tits, black, british, crossdressing, feminization
Fucking my Tantaly doll with my big cock
3 months ago
10:30

xHamster

Fucking my Tantaly doll with my big cock

Tags: amateur, ass, big ass, big cock, corset, crossdressing, cumshot
We love teasing and toying sissy boys like you
2 years ago
7:49

TrannyOne

We love teasing and toying sissy boys like you

Tags: alexis grace, bdsm, bisexual, boy, domination, fantasy, femdom
Transgirl Catching u Stealing her Raiment and Feminizes u
3 years ago
3:34

ShemaleSin

Transgirl Catching u Stealing her Raiment and Feminizes u

Tags: amateur, feminization, sissy
Full episode obtainable now exclusively on Onlyfans!
4 months ago
1:01

ShemaleSin

Full episode obtainable now exclusively on Onlyfans!

Tags: bdsm, domination, feminization, fetish, lingerie, uniform
Spider cutie cosplay Gwen stacy
1 year ago
5:58

ShemaleSin

Spider cutie cosplay Gwen stacy

Tags: amateur, ass, big cock, blonde, cosplay, cum, cumshot
THIS HOW WE SCREW
2 years ago
2:46

ShemaleSin

THIS HOW WE SCREW

Tags: amateur, anal, big cock, blowjob, cum, cumshot, facial
BNWO - Whiteboi Castration
1 year ago
5:26

aShemaleTube

BNWO - Whiteboi Castration

Tags: anal, big black cock, feminization, hd, shemale, sissy, teen (18+)
Playing with my booty in the tub
9 months ago
2:47

ShemaleSin

Playing with my booty in the tub

Tags: anal, anal toying, ass, bathroom, big ass, booty, dildo
Rabbit aperture, no going back
9 months ago
1:13

ShemaleSin

Rabbit aperture, no going back

Tags: amateur, big tits, feminization, latex
Slytherian Trans Femboy Sissy Twerk Compilation, Volume 1
4 months ago
5:07

xHamster

Slytherian Trans Femboy Sissy Twerk Compilation, Volume 1

Tags: amateur, arab, college, compilation, cosplay, crossdressing, feminization
Crossdresser on Live Stream Sex Toy Banged
2 years ago
10:01

ShemaleSin

Crossdresser on Live Stream Sex Toy Banged

Tags: anal, assfucking, babe, blonde, crossdressing, femdom, feminization
Golden-Haired Crossdresser Pegged
1 year ago
4:14

ShemaleSin

Golden-Haired Crossdresser Pegged

Tags: amateur, anal, assfucking, bdsm, blonde, crossdressing, dress
Cuckold FEMINATED to go to the Beach by his Dominant and HOT WIFE in CHASTI
2 years ago
3:28

TrannyOne

Cuckold FEMINATED to go to the Beach by his Dominant and HOT WIFE in CHASTI

Tags: bdsm, beach, cuckold, domination, femdom, feminization, hardcore
Sissy Trans Stripper Practicing Some Greater Amount After Pleasure Night
6 months ago
1:16

ShemaleSin

Sissy Trans Stripper Practicing Some Greater Amount After Pleasure Night

Tags: anal, assfucking, dancing, feminization, pornstar, sissy, striptease
Hawt Golden-Haired Crossdresser about to Suck Rod
3 years ago
0:35

ShemaleSin

Hawt Golden-Haired Crossdresser about to Suck Rod

Tags: ass, babe, big tits, blonde, blowjob, crossdressing, cumshot
Sissy Crossdresser in My Underware ft Trans Femdom
9 months ago
0:56

ShemaleSin

Sissy Crossdresser in My Underware ft Trans Femdom

Tags: amateur, babe, big cock, crossdressing, femdom, feminization, ladyboy
Sissy Mj's Self Chastity Training Compilation w/ Sissygasms!
2 years ago
4:28

ShemaleSin

Sissy Mj's Self Chastity Training Compilation w/ Sissygasms!

Tags: amateur, anal, babe, blonde, compilation, dildo, feminization
Floozy t-girl getting her pink gap full of cum by a BBC, poking the cum inside her
3 months ago
10:06

ShemaleSin

Floozy t-girl getting her pink gap full of cum by a BBC, poking the cum inside her

Tags: anal, big ass, big black cock, blowjob, booty, cum, feminization
Careful sissy. This is what sissy porn does to u
1 year ago
1:00

ShemaleSin

Careful sissy. This is what sissy porn does to u

Tags: feminization, fetish, sissy
Feminization, blow job, anal, giving a kiss, cum in throat and lastly taken raw
3 years ago
7:25

ShemaleSin

Feminization, blow job, anal, giving a kiss, cum in throat and lastly taken raw

Tags: amateur, anal, barebacking, big black cock, big cock, blowjob, crossdressing
Femboy enjoyment
2 years ago
0:40

ShemaleSin

Femboy enjoyment

Tags: amateur, anal, ass, assfucking, buttplug, feminization, fetish
A car was awaiting to watch my booty
6 months ago
27:06

ShemaleSin

A car was awaiting to watch my booty

Tags: amateur, anal, ass, big ass, booty, car, fat
When this babe's into hotties, u become one.
1 year ago
0:30

ShemaleSin

When this babe's into hotties, u become one.

Tags: babe, feminization, fetish, sissy
When Mara Jade's Ass Gets All Oiled Up, It Just Swallows Up the Cock
2 months ago
2:36

xHamster

When Mara Jade's Ass Gets All Oiled Up, It Just Swallows Up the Cock

Tags: amateur, american, anal, ass, beauty, big cock, blonde
hawt body legs foot feet fetish toes toenails toerings sandal pedicure high heels crossdress tranny female walking masturbation feminisation
3 years ago
2:29

ShemaleSin

hawt body legs foot feet fetish toes toenails toerings sandal pedicure high heels crossdress tranny female walking masturbation feminisation

Tags: crossdressing, dress, feet, feminization, fetish, high heels, hunk
SISSY TRAINING Amateur Crossdresser Anal Sex-Toy Large Ebony Sex Toy Riding Self Bang
8 months ago
10:29

ShemaleSin

SISSY TRAINING Amateur Crossdresser Anal Sex-Toy Large Ebony Sex Toy Riding Self Bang

Tags: amateur, anal, anal toying, assfucking, british, crossdressing, dildo
Feminization Sissification Sissy training - WHO YOU ARE
11 months ago
9:48

PornHub

Feminization Sissification Sissy training - WHO YOU ARE

Tags: amateur, bondage, cumshot, femdom, feminization, handjob, humiliation
Golden-Haired trans sucking ramrods at the beach got cum in her throat
4 months ago
5:51

ShemaleSin

Golden-Haired trans sucking ramrods at the beach got cum in her throat

Tags: anal, beach, big cock, blonde, blowjob, cum, doggystyle
Cute femboy get her 1st sissygasm in chastity
2 years ago
5:45

ShemaleSin

Cute femboy get her 1st sissygasm in chastity

Tags: anal, assfucking, cute, dildo, feminization, kinky, masturbation
Trans screws herself in gash
5 months ago
3:00

KeekAss

Trans screws herself in gash

Tags: amateur, bdsm, bondage, crossdressing, cumshot, dirty, female orgasm
He Told Me to Become a Sissy Biotch and Then He Pulverized Me!
10 months ago
2:15

KeekAss

He Told Me to Become a Sissy Biotch and Then He Pulverized Me!

Tags: amateur, anal, barebacking, blowjob, boy, brunette, crossdressing
Trans Cat Girl Maid Dress and Cumshot
11 months ago
5:22

PornHub

Trans Cat Girl Maid Dress and Cumshot

Tags: amateur, cosplay, crossdressing, cumshot, dress, feminization, fetish
Feminization Sissication Sissy training - Happy Loser - Chastity Cum
1 year ago
5:39

PornHub

Feminization Sissication Sissy training - Happy Loser - Chastity Cum

Tags: amateur, big cock, bondage, cuckold, cum, cumshot, femdom
Your Fresh Gf is a Hotwife Trainer - A Super-Naughty Caption Story
7 months ago
0:58

KeekAss

Your Fresh Gf is a Hotwife Trainer - A Super-Naughty Caption Story

Tags: amateur, anal, big ass, brunette, cuckold, femdom, feminization
sissy millie dancing in her wet diaper
9 months ago
0:58

PornHub

sissy millie dancing in her wet diaper

Tags: amateur, dancing, diaper, feminization, fetish, kinky, pissing
lily star tgirl slave made to fart on video and fuck torso doll
10 months ago
16:14

PornHub

lily star tgirl slave made to fart on video and fuck torso doll

Tags: amateur, anal, clit, cum, cute, doll, farting
I am Sissy Joyce Part 2
3 years ago
2:49

PornHub

I am Sissy Joyce Part 2

Tags: amateur, anal, babe, crossdressing, femdom, feminization, fetish
Sissy teaching: tramp in purity having joy on giant assfucking playthings, numerous sissygasms
11 months ago
30:10

KeekAss

Sissy teaching: tramp in purity having joy on giant assfucking playthings, numerous sissygasms

Tags: amateur, anal, anal toying, assfucking, crossdressing, cum, cumshot
Sissy Crossdress Cock Worship ft Trans Femdom
10 months ago
0:58

PornHub

Sissy Crossdress Cock Worship ft Trans Femdom

Tags: amateur, babe, big ass, big cock, blonde, boy, crossdressing
Sissy whore feminization before fuck
10 months ago
2:10

aShemaleTube

Sissy whore feminization before fuck

Tags: amateur, feminization, fetish, hd, lingerie, masturbation, model
Sissy fucked hard, sissy feminization
9 months ago
7:22

ShemaleTaxi

Sissy fucked hard, sissy feminization

Tags: feminization, shemale, sissy
Peephole part 1 (gender bender animation
1 year ago
1:13

PornHub

Peephole part 1 (gender bender animation

Tags: animation, ass, big ass, big tits, brunette, cartoon, feminization
Sissy Costume Play DVA
9 months ago
6:02

KeekAss

Sissy Costume Play DVA

Tags: amateur, ass, cosplay, costume, crossdressing, cum, cumshot
Sissy Elvi Lynx Fuck-Fest Machine Analfuck - Preview
7 months ago
2:20

KeekAss

Sissy Elvi Lynx Fuck-Fest Machine Analfuck - Preview

Tags: amateur, anal, anal toying, assfucking, blonde, boy, crossdressing
Sissy floozy destiny in chassity cage
2 years ago
0:37

ShemaleSin

Sissy floozy destiny in chassity cage

Tags: ass, cage, feminization, fetish, sissy
Sissy ass, sissy feminization
2 years ago
16:17

ShemaleTaxi

Sissy ass, sissy feminization

Tags: anal, ass, big ass, big cock, feminization, lingerie, outdoor
I Love Turning Myself Into a Promiscuous Spandex Housewife
10 months ago
2:14

KeekAss

I Love Turning Myself Into a Promiscuous Spandex Housewife

Tags: amateur, big tits, crossdressing, feminization, hd, homevideo, housewife
Sarah and Lucy Feminize You and Whore You Out
1 year ago
13:41

PornHub

Sarah and Lucy Feminize You and Whore You Out

Tags: ass, babe, big ass, big tits, blonde, domination, femdom
Training sissy feminization xhcIQUs
2 years ago
5:43

TrannyOne

Training sissy feminization xhcIQUs

Tags: amateur, bdsm, feminization, shemale, sissy
Massager on Sissy weenie edging with mushy man-meat
8 months ago
14:10

KeekAss

Massager on Sissy weenie edging with mushy man-meat

Tags: amateur, crossdressing, dick, feminization, handjob, hd, lingerie
She-Male sitting on the teach station in stocking at night and waiting for the instruct
11 months ago
3:08

KeekAss

She-Male sitting on the teach station in stocking at night and waiting for the instruct

Tags: amateur, bbw, beauty, crossdressing, feminization, ladyboy, outdoor
Mistress Mercer Gagged Feminized Slut Pegging in Latex and Sissy Strapon Riding
3 years ago
2:03

PornHub

Mistress Mercer Gagged Feminized Slut Pegging in Latex and Sissy Strapon Riding

Tags: amateur, anal, bdsm, bondage, brunette, dildo, femdom
A transformation story - the feminisation of my SISSY
1 year ago
1:14

aShemaleTube

A transformation story - the feminisation of my SISSY

Tags: amateur, babe, crossdressing, feminization, hd, lingerie, model
Dumb Sissy Damsel
1 year ago
3:53

KeekAss

Dumb Sissy Damsel

Tags: abuse, amateur, anal, bdsm, bimbo, blowjob, bondage
Asian Sissy Facesitting,cbt, And Feminization By Femdom
1 year ago
14:18

ShemaleZ

Asian Sissy Facesitting,cbt, And Feminization By Femdom

Tags: asian, bdsm, brunette, face sitting, femdom, feminization, fetish
Spider chick costume play Gwen stacy
6 months ago
5:58

KeekAss

Spider chick costume play Gwen stacy

Tags: amateur, ass, beauty, big ass, big cock, blonde, cosplay
I love becoming a slutty latex housewife
10 months ago
2:12

PornHub

I love becoming a slutty latex housewife

Tags: amateur, crossdressing, feminization, housewife, latex, sissy, slut
latina tranny raw fucking bbc for my fan
1 year ago
4:46

PornHub

latina tranny raw fucking bbc for my fan

Tags: amateur, american, anal, asian, assfucking, big black cock, black
Sissy ass-fuck sizzling solo
1 year ago
5:04

KeekAss

Sissy ass-fuck sizzling solo

Tags: amateur, anal, anal toying, ass, assfucking, crossdressing, feminization
Sissy crossdress, sissy feminization
1 year ago
10:16

ShemaleTaxi

Sissy crossdress, sissy feminization

Tags: crossdressing, feminization, humiliation, shemale, sissy
Sissy squirting in public toilet like a slut
34 days ago
2:35

xHamster

Sissy squirting in public toilet like a slut

Tags: amateur, crossdressing, cum, cumshot, cute, feminization, handjob
Sissy Feminization
9 months ago
3:21

ShemaleZ

Sissy Feminization

Tags: amateur, bdsm, blonde, feminization, hd, latex, lingerie
trans bunny doll, Newdle Bell displaying off
6 months ago
1:19

KeekAss

trans bunny doll, Newdle Bell displaying off

Tags: amateur, ass, big ass, bunny, cosplay, crossdressing, doll
Coerced feminization
4 years ago
17:10

KeekAss

Coerced feminization

Tags: 3some, anal, big cock, blowjob, brunette, crossdressing, feminization
sissy sonya on gynochair fucked by fucking machine
8 months ago
5:03

PornHub

sissy sonya on gynochair fucked by fucking machine

Tags: amateur, anal, anal toying, boy, cosplay, crossdressing, feminization
Made my sissy hole cream,sissygasm & analgasm sissy anal slut anal training
8 months ago
27:33

aShemaleTube

Made my sissy hole cream,sissygasm & analgasm sissy anal slut anal training

Tags: anal, creampie, crossdressing, dildo, feet, feminization, fetish
Trans domme screws her sub in the hatch
6 months ago
3:18

KeekAss

Trans domme screws her sub in the hatch

Tags: amateur, babe, bdsm, big cock, blowjob, brunette, collar
Sissy Slave for Dominant Daddy and Ts Femdom
8 months ago
1:30

PornHub

Sissy Slave for Dominant Daddy and Ts Femdom

Tags: amateur, babe, big ass, big cock, crossdressing, daddies, femdom
Sissy Cravings
4 years ago
26:14

KeekAss

Sissy Cravings

Tags: anal, ass, assfucking, big cock, blowjob, brunette, cum
POV Screw my sissy male in chastity
10 months ago
5:16

ShemaleSin

POV Screw my sissy male in chastity

Tags: amateur, anal, assfucking, bdsm, bondage, close up, domination
Chicks String on femboy
6 months ago
5:51

KeekAss

Chicks String on femboy

Tags: amateur, anal, assfucking, babe, big tits, blonde, blowjob
Subincision sissy solo have fun
1 year ago
2:16

KeekAss

Subincision sissy solo have fun

Tags: amateur, crossdressing, feminization, fetish, funny, hardcore, hd
Trans sounding and orgazm
8 months ago
4:29

PornHub

Trans sounding and orgazm

Tags: amateur, bdsm, bondage, crossdressing, cumshot, cute, feminization
Assfuck instructing with assfuck beads
5 months ago
18:03

KeekAss

Assfuck instructing with assfuck beads

Tags: amateur, anal, asian, assfucking, beads, crossdressing, cumshot
Juggsy Woman Masker Z Bowl Stripper #2
7 months ago
7:53

KeekAss

Juggsy Woman Masker Z Bowl Stripper #2

Tags: ass, big ass, big tits, blonde, compilation, crossdressing, dildo
Tgirl takes two dildo's in anal training vid
9 months ago
10:40

PornHub

Tgirl takes two dildo's in anal training vid

Tags: amateur, anal, assfucking, brunette, dildo, feet, feminization
Sundress confined up by bag, I didn't notice
5 months ago
5:02

KeekAss

Sundress confined up by bag, I didn't notice

Tags: amateur, anal, ass, big ass, crossdressing, fat, femdom
Spandex Sissy Maid Plays with bud and culo teaser
5 months ago
5:04

KeekAss

Spandex Sissy Maid Plays with bud and culo teaser

Tags: amateur, anal, big ass, big tits, brunette, crossdressing, feminization
Me calente jugando un video juegos, Sucubo cow, samantatrans34.
9 months ago
17:13

PornHub

Me calente jugando un video juegos, Sucubo cow, samantatrans34.

Tags: amateur, anal, crossdressing, dildo, feminization, latina, masturbation
Breathplay two Black Spandex & Condom SissyDoll with phat Mounds
1 year ago
6:10

KeekAss

Breathplay two Black Spandex & Condom SissyDoll with phat Mounds

Tags: amateur, beauty, big tits, black, bondage, breath play, condom
sissy cock whore hypno
8 months ago
2:50

aShemaleTube

sissy cock whore hypno

Tags: crossdressing, dick, feminization, gangbang, shemale, sissy, slut
X Cup Female Mask Sissy Strippers #3
7 months ago
9:42

PornHub

X Cup Female Mask Sissy Strippers #3

Tags: amateur, big ass, big tits, bikini, compilation, cosplay, crossdressing
Sissy Crossdresser on Cam
2 years ago
1:06

PornHub

Sissy Crossdresser on Cam

Tags: crossdressing, feminization, ladyboy, model, sissy, solo, tgirl
The Meet up - Kara Marie
8 months ago
2:00

aShemaleTube

The Meet up - Kara Marie

Tags: crossdressing, daddies, dick, feminization, hd, shemale, sissy
Sissy feminization, trap
6 months ago
6:07

ShemaleTaxi

Sissy feminization, trap

Tags: beauty, crossdressing, cum, feminization, japanese, jizz, ladyboy
Isabella in black and red
7 months ago
0:41

PornHub

Isabella in black and red

Tags: amateur, babe, black, brunette, feminization, fetish, kinky
Pizza Delivery Guy Feminized then Fucked Man to Get Paid
1 year ago
1:29

xHamster

Pizza Delivery Guy Feminized then Fucked Man to Get Paid

Tags: amateur, american, anal, bdsm, beauty, big cock, delivery guy
Jenna Bella
7 months ago
5:17

ShemaleSin

Jenna Bella

Tags: ass, big cock, cumshot, feminization, handjob, lingerie, masturbation
Addie Eve wishes you a merry christmas & happy new year with a vid from only fans
2 years ago
4:08

FapCat

Addie Eve wishes you a merry christmas & happy new year with a vid from only fans

Tags: amateur, anal, ass, ass to mouth, babe, big ass, blonde
Mi bebe tiene un cuerpazo sexy y femenina
9 months ago
2:36

xHamster

Mi bebe tiene un cuerpazo sexy y femenina

Tags: amateur, anal, barebacking, cartoon, colombian, crossdressing, femdom
The Beauty of Latex Feminization
9 months ago
1:12

xHamster

The Beauty of Latex Feminization

Tags: amateur, beauty, big tits, crossdressing, feminization, hd, latex
Girlfriend put her femboy in lingerie to watch me jerk off
8 months ago
6:08

PornHub

Girlfriend put her femboy in lingerie to watch me jerk off

Tags: amateur, asian, chinese, cumshot, cute, feminization, girlfriend
Man to Sissy With A Big Black Cock Transformation
7 months ago
7:32

xHamster

Man to Sissy With A Big Black Cock Transformation

Tags: amateur, big black cock, big cock, crossdressing, feminization, fetish, hd
TsNiky Ferrati plays with her innocence's cell
6 months ago
6:46

KeekAss

TsNiky Ferrati plays with her innocence's cell

Tags: amateur, anal, asian, big ass, brazilian, brunette, crossdressing
Brandynette getting encaged for her dom on webcam!
7 months ago
1:45

KeekAss

Brandynette getting encaged for her dom on webcam!

Tags: amateur, anal, anal toying, ass, balls, collar, crossdressing
Sissy slut in lingerie anal fuck on sex machine with squirting in chastity cage! Good little femboy beta cuck slave!
8 months ago
1:08:51

xHamster

Sissy slut in lingerie anal fuck on sex machine with squirting in chastity cage! Good little femboy beta cuck slave!

Tags: amateur, american, anal, anal toying, big ass, cage, crossdressing
Humiliating wedgie in the forest
7 months ago
4:00

PornHub

Humiliating wedgie in the forest

Tags: amateur, anal, ass, big ass, crossdressing, fat, femdom
Tranny posing in short dress and stockings
1 year ago
1:35

xHamster

Tranny posing in short dress and stockings

Tags: amateur, beauty, blonde, crossdressing, dress, feminization, fetish
Crossdresser in lingerie stockings and slip
1 year ago
1:27

xHamster

Crossdresser in lingerie stockings and slip

Tags: amateur, cosplay, crossdressing, european, feminization, fetish, german
SisK lingerie collection EP12.1: Blue Open Crotch Panties with Pink Lace
1 year ago
1:29

xHamster

SisK lingerie collection EP12.1: Blue Open Crotch Panties with Pink Lace

Tags: amateur, asian, big cock, clit, crossdressing, feminization, fetish
Blonde transexual masturbate and cum hard
9 months ago
6:38

xHamster

Blonde transexual masturbate and cum hard

Tags: amateur, beauty, big ass, big cock, big tits, blonde, cum
Machine fucked by a huge dildo in the ass
8 months ago
3:41

xHamster

Machine fucked by a huge dildo in the ass

Tags: amateur, anal, anal toying, ass, corset, dildo, feminization
Tranny sitting on the train station in pantyhose at night and waiting for the train
11 months ago
3:08

xHamster

Tranny sitting on the train station in pantyhose at night and waiting for the train

Tags: amateur, bbw, beauty, big ass, crossdressing, feminization, german
Sissyboy in short dress and boots
1 year ago
1:14

xHamster

Sissyboy in short dress and boots

Tags: amateur, beauty, boots, crossdressing, domination, dress, feminization
Step dad won't pay for my college unless I transform into sissy!
11 months ago
2:15

xHamster

Step dad won't pay for my college unless I transform into sissy!

Tags: amateur, anal, blowjob, college, couple, crossdressing, domination
Sissy have anal sex with dildo toy
1 year ago
1:54

xHamster

Sissy have anal sex with dildo toy

Tags: amateur, anal, crossdressing, dildo, feminization, fetish, hd
Dec 2nd 2022
1 year ago
22:36

ShemaleSin

Dec 2nd 2022

Tags: amateur, balls, bound, dick, feminization, fetish, hd
Stud two fantastic sissy feminization with utter make up and dressing up
6 months ago
2:13

KeekAss

Stud two fantastic sissy feminization with utter make up and dressing up

Tags: amateur, anal, asian, big ass, big cock, blonde, college
Part 2 - Ceiling Cam - Black Daddy Ken Fucks and Fists Candy Ass Sissy's Big White Ass Pussy
6 months ago
8:35

xHamster

Part 2 - Ceiling Cam - Black Daddy Ken Fucks and Fists Candy Ass Sissy's Big White Ass Pussy

Tags: amateur, american, anal, big ass, big black cock, black, candy ass
52
5 months ago
12:36

KeekAss

52

Tags: amateur, anal, asian, big cock, crossdressing, cumshot, cute
Sissy superslut plowing her ass hole with enormous fake penis
5 months ago
24:54

KeekAss

Sissy superslut plowing her ass hole with enormous fake penis

Tags: amateur, anal, ass, babe, blonde, boy, crossdressing
Dominatrix Gives Makeover on Crossdresser
7 months ago
1:12

xHamster

Dominatrix Gives Makeover on Crossdresser

Tags: amateur, american, anal, crossdressing, cum, domination, dominatrix
Chubby booty upskirt
2 months ago
23:06

ShemaleSin

Chubby booty upskirt

Tags: amateur, anal, ass, bbw, big ass, booty, chubby
Boning machine opened up dude's brown sphincter
9 months ago
12:42

KeekAss

Boning machine opened up dude's brown sphincter

Tags: amateur, anal, assfucking, big ass, big cock, boy, brunette
Sissy human ashtray and smoking
6 months ago
3:19

xHamster

Sissy human ashtray and smoking

Tags: amateur, bdsm, bondage, crossdressing, domination, feminization, fetish
Prom queen crossdresser sissy training pegging
1 year ago
1:21

ShemaleSin

Prom queen crossdresser sissy training pegging

Tags: amateur, anal, babe, crossdressing, domination, dominatrix, femdom
Nancy from Day Work to Night Work
8 months ago
16:11

xHamster

Nancy from Day Work to Night Work

Tags: amateur, beauty, big cock, boots, crossdressing, cumshot, dildo
Cutie Reina Hanno Swinging Nipple Suction and Rubbing Chastity Precum
5 months ago
5:47

xHamster

Cutie Reina Hanno Swinging Nipple Suction and Rubbing Chastity Precum

Tags: amateur, asian, beauty, cute, feminization, hd, ladyboy
Sexy littleponnyboy in nice pink style hills
8 months ago
4:06

xHamster

Sexy littleponnyboy in nice pink style hills

Tags: asian, cosplay, crossdressing, dancing, feminization, fur, hd
Sissy CD Dildo Hero (Slut Like That) - Jaime Isabella (DripPMV)
8 months ago
5:21

xHamster

Sissy CD Dildo Hero (Slut Like That) - Jaime Isabella (DripPMV)

Tags: amateur, anal, anal toying, ass, canadian, creampie, crossdressing
Wery bad sissy out of chastity
2 years ago
0:24

ShemaleSin

Wery bad sissy out of chastity

Tags: big cock, dress, feminization, handjob, lystra, nylon, panties
Hot Shemale First Woman Clothing Try On Alone At Home Booty Young Slut Crossdresser
9 months ago
12:25

xHamster

Hot Shemale First Woman Clothing Try On Alone At Home Booty Young Slut Crossdresser

Tags: amateur, american, bbw, beauty, blonde, booty, crossdressing
Quiero que vengas y me hagas tu putita en secreto
6 months ago
1:03

KeekAss

Quiero que vengas y me hagas tu putita en secreto

Tags: amateur, anal, anal toying, assfucking, brunette, creampie, crossdressing
Boy Transforming into a Hard Cock Crossdresser
5 months ago
5:56

xHamster

Boy Transforming into a Hard Cock Crossdresser

Tags: amateur, big cock, boy, crossdressing, dick, feminization, fetish
hawt body legs foot feet fetish toes toenails toerings sandal pedicure high heels crossdress tranny female walking masturbation feminisation
3 years ago
25:33

ShemaleSin

hawt body legs foot feet fetish toes toenails toerings sandal pedicure high heels crossdress tranny female walking masturbation feminisation

Tags: crossdressing, dress, feet, feminization, fetish, high heels, hunk
Sissy Hope, the brainwashed addict slut. (Short censored promo version)
9 months ago
6:12

xHamster

Sissy Hope, the brainwashed addict slut. (Short censored promo version)

Tags: amateur, big ass, crossdressing, feminization, fetish, game, hd
Sissy Training Handsfree Cum
7 months ago
0:30

xHamster

Sissy Training Handsfree Cum

Tags: amateur, anal, crossdressing, cum, feminization, hd, lingerie
sissy sonya on gynochair nailed by drilling machine
8 months ago
5:03

KeekAss

sissy sonya on gynochair nailed by drilling machine

Tags: amateur, anal, anal toying, boy, crossdressing, drilling, feminization
Crossdresser Anal Training
10 months ago
11:00

PornHub

Crossdresser Anal Training

Tags: amateur, anal, anal toying, barebacking, boy, crossdressing, feminization
Compilation of my favorite sissy moments
9 months ago
21:14

PornHub

Compilation of my favorite sissy moments

Tags: amateur, anal, blowjob, compilation, crossdressing, cumshot, feminization
Beefy Screw for Hawt Sissy Doxy- Full Movie on Onlyfans (link in Bio)
2 years ago
0:18

ShemaleSin

Beefy Screw for Hawt Sissy Doxy- Full Movie on Onlyfans (link in Bio)

Tags: anal, bdsm, domination, femdom, feminization, goddess, hardcore
Sissy Deepthroat Training Time!
1 year ago
5:24

xHamster

Sissy Deepthroat Training Time!

Tags: amateur, anal, bdsm, blonde, blowjob, deep throat, dick
Oopsie - Kara Marie
7 months ago
1:34

xHamster

Oopsie - Kara Marie

Tags: amateur, american, crossdressing, diaper, feminization, fetish, shemale
X Bowl Lady Mask Sissy Strippers #2
7 months ago
9:20

KeekAss

X Bowl Lady Mask Sissy Strippers #2

Tags: big ass, big tits, bikini, blonde, brunette, compilation, crossdressing
LARGE CUMSHOTS COMPILATION
2 months ago
10:24

ShemaleSin

LARGE CUMSHOTS COMPILATION

Tags: anal, compilation, cum, cum swallowing, cumshot, dominatrix, femdom
Becoming our sissy dress up doll for femdom humiliation and feminization
52 days ago
6:23

ShemaleTaxi

Becoming our sissy dress up doll for femdom humiliation and feminization

Tags: bdsm, crossdressing, doll, dress, femdom, feminization, humiliation
pleasure of getting fucked in the ass with a dildo
6 months ago
6:02

xHamster

pleasure of getting fucked in the ass with a dildo

Tags: amateur, anal, ass, big tits, crossdressing, dildo, european
Cocksucking instructions & cumshot w/ Trans girl
2 years ago
5:10

FapCat

Cocksucking instructions & cumshot w/ Trans girl

Tags: amateur, ass, big ass, big cock, blowjob, cum, cumshot
Guy Feminized into Goth Girl in Chastity by Dominatrix
6 months ago
2:17

xHamster

Guy Feminized into Goth Girl in Chastity by Dominatrix

Tags: amateur, american, anal, bdsm, beauty, big cock, crossdressing
Admit that you are FAG
6 months ago
8:53

KeekAss

Admit that you are FAG

Tags: big cock, big tits, british, brunette, crossdressing, cumshot, daddies
Mar 24th 2023
1 year ago
10:03

ShemaleSin

Mar 24th 2023

Tags: amateur, brunette, crossdressing, feminization, hd, latina, pretty
Cheap sissy bitch gap training- full movie scene on my Onlyfans (link In bio)
1 year ago
0:23

ShemaleSin

Cheap sissy bitch gap training- full movie scene on my Onlyfans (link In bio)

Tags: anal, bdsm, bitch, domination, femdom, feminization, goddess
Creamy Anal Adventure ft Sissy Kenzie Star
2 months ago
27:36

xHamster

Creamy Anal Adventure ft Sissy Kenzie Star

Tags: anal, anal toying, ass, big ass, creampie, crossdressing, dick
Dominatrix Makes Hot Blonde Sissy Fucked Cowgirl
7 months ago
1:35

xHamster

Dominatrix Makes Hot Blonde Sissy Fucked Cowgirl

Tags: amateur, american, anal, bdsm, blonde, cowgirl, crossdressing
Guy Feminized into Hot Woman by Dominatrix
7 months ago
1:57

xHamster

Guy Feminized into Hot Woman by Dominatrix

Tags: amateur, american, bdsm, beauty, big cock, crossdressing, cum
Mistress Holly jerk off instructions, eat your own cum, sissy feminization and sph trailer
27 days ago
3:06

XXXDan

Mistress Holly jerk off instructions, eat your own cum, sissy feminization and sph trailer

Tags: amateur, bdsm, big cock, big tits, femdom, feminization, jerking
Goddess Violet Presents: The Feminization of M
6 months ago
8:40

xHamster

Goddess Violet Presents: The Feminization of M

Tags: bdsm, blowjob, bondage, canadian, domination, feminization, fetish
124578
5 months ago
7:47

KeekAss

124578

Tags: amateur, anal, asian, big cock, boy, brunette, crossdressing
Dominatrix Makes Feminized Roommate Wear Corset
7 months ago
5:01

xHamster

Dominatrix Makes Feminized Roommate Wear Corset

Tags: amateur, american, anal, bdsm, corset, crossdressing, domination
Crossdresser Releases Chastity to Jerk off
3 years ago
0:41

ShemaleSin

Crossdresser Releases Chastity to Jerk off

Tags: big tits, blonde, crossdressing, femdom, feminization, fetish, jerking
Mrs Silk's House of Feminization
2 years ago
4:38

TrannyOne

Mrs Silk's House of Feminization

Tags: anal, ass, barebacking, bdsm, blonde, crossdressing, feminization
SissyJoyce spanked and humiliated by 2 hot mistresses
6 months ago
0:36

xHamster

SissyJoyce spanked and humiliated by 2 hot mistresses

Tags: abuse, anal, belgian, crossdressing, feminization, hd, lingerie
SissyMia sissygasm handsfree cum shot by railing a cushion
1 year ago
11:14

KeekAss

SissyMia sissygasm handsfree cum shot by railing a cushion

Tags: amateur, anal, anal toying, bimbo, blonde, crossdressing, cum
Hawt Sissy Transgirl Oral-Job Enjoyment with Sex Toys
2 years ago
3:31

ShemaleSin

Hawt Sissy Transgirl Oral-Job Enjoyment with Sex Toys

Tags: blowjob, feminization, ladyboy, mistress, oral, sissy, toys
Sissy Paula Peril Chained Up
6 months ago
16:47

xHamster

Sissy Paula Peril Chained Up

Tags: amateur, american, bdsm, bondage, chained, cosplay, crossdressing
Chinese sissy takes anal invasion BIG BLACK COCK deep
6 months ago
4:23

KeekAss

Chinese sissy takes anal invasion BIG BLACK COCK deep

Tags: amateur, anal, asian, assfucking, babe, big black cock, big cock
SissyNewLifeStory - How I Unintentionally Went Homosexual Part two
3 years ago
6:26

ShemaleSin

SissyNewLifeStory - How I Unintentionally Went Homosexual Part two

Tags: anal, assfucking, feminization, gay, masturbation, music, shemale
Sissy boy feminization with hard step daddy suck and fuck
1 year ago
2:13

PornHub

Sissy boy feminization with hard step daddy suck and fuck

Tags: amateur, anal, ass, barebacking, blowjob, boy, college
Dominatrix Strapon Fucked Crossdresser in Chastity
7 months ago
2:55

xHamster

Dominatrix Strapon Fucked Crossdresser in Chastity

Tags: amateur, american, anal, bdsm, crossdressing, domination, dominatrix
Hot Crossdresser Shoots Big Cumshot ft Trans Femdom
10 months ago
0:29

PornHub

Hot Crossdresser Shoots Big Cumshot ft Trans Femdom

Tags: amateur, babe, big cock, blonde, boy, crossdressing, cumshot
Sissy Elvi Lynx Sex Machine Analfuck - Preview
7 months ago
2:21

xHamster

Sissy Elvi Lynx Sex Machine Analfuck - Preview

Tags: amateur, anal toying, dildo, european, feminization, fucking machine, german
Guy Feminized into Goth Girl Gets Fucked by Dominatrix
7 months ago
4:22

xHamster

Guy Feminized into Goth Girl Gets Fucked by Dominatrix

Tags: amateur, american, anal, bdsm, crossdressing, domination, dominatrix
Whore slut sissy feminization before work
11 months ago
2:15

xHamster

Whore slut sissy feminization before work

Tags: amateur, beauty, crossdressing, cum, feminization, fetish, hd
Dominatrix Feminizes Guy into Maid
7 months ago
2:18

xHamster

Dominatrix Feminizes Guy into Maid

Tags: amateur, american, anal, bdsm, crossdressing, domination, dominatrix
Dominatrix Makes Feminized Roommate Wear Maid Dress
7 months ago
2:14

xHamster

Dominatrix Makes Feminized Roommate Wear Maid Dress

Tags: amateur, american, anal, bdsm, beauty, crossdressing, cum
Dominatrix Fucks Goth Crossdresser
7 months ago
4:16

xHamster

Dominatrix Fucks Goth Crossdresser

Tags: amateur, american, anal, bdsm, crossdressing, domination, dominatrix
ABDL Diaper Sissy Maid Jerking Off In Her Diaper
6 months ago
5:08

xHamster

ABDL Diaper Sissy Maid Jerking Off In Her Diaper

Tags: amateur, big black cock, big cock, crossdressing, cum, diaper, feminization
2 MISTRESS FEMINIZE A SISSY MAID
2 years ago
36:39

TrannyOne

2 MISTRESS FEMINIZE A SISSY MAID

Tags: bdsm, domination, femdom, feminization, hd, maid, mistress