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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

Hot Blonde Bailey Wilde Removes Chastity Then Masturbates
4 months ago
9:50

xHamster

Hot Blonde Bailey Wilde Removes Chastity Then Masturbates

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

Femboy enjoyment
2 years ago
0:40

ShemaleSin

Femboy enjoyment

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

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

Naughty trans NB punishes herself with spanking and gets rewarded by her vibrator
6 months ago
23:49

xHamster

Naughty trans NB punishes herself with spanking and gets rewarded by her vibrator

Tags: amateur, ass, beauty, big ass, crossdressing, cum, feminization

Sissy Spunk Fountain Compilation
6 months ago
1:53

ShemaleSin

Sissy Spunk Fountain Compilation

Tags: big cock, compilation, cum, cumshot, feminization, 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

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

Crossdresser wearing Black one piece swimsuit
56 days ago
1:36

xHamster

Crossdresser wearing Black one piece swimsuit

Tags: amateur, bikini, black, blonde, crossdressing, cum, feminization

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

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Egirl gf finds your feminization fetish
6 months ago
8:17

ShemaleSin

Egirl gf finds your feminization fetish

Tags: anal, big black cock, blonde, cosplay, cumshot, feminization, fetish

SISSY TRAINING Amateur Crossdresser Anal Sex-Toy Large Ebony Sex Toy Riding Self Bang
9 months ago
10:29

ShemaleSin

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

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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

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

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Feminization Sissification Sissy training - WHO YOU ARE
1 year ago
9:48

PornHub

Feminization Sissification Sissy training - WHO YOU ARE

Tags: amateur, bondage, cumshot, femdom, feminization, handjob, humiliation

Full episode obtainable now exclusively on Onlyfans!
5 months ago
1:01

ShemaleSin

Full episode obtainable now exclusively on Onlyfans!

Tags: bdsm, domination, feminization, fetish, lingerie, uniform

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

SANTA'S SISSY MALE - Teaser
5 months ago
0:33

ShemaleSin

SANTA'S SISSY MALE - Teaser

Tags: blonde, boots, british, dominatrix, femdom, feminization, fetish

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

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

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789000
5 months ago
3:22

KeekAss

789000

Tags: amateur, anal, asian, ass, big ass, crossdressing, feminization

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

BNWO - Whiteboi Castration
1 year ago
5:26

aShemaleTube

BNWO - Whiteboi Castration

Tags: anal, big black cock, feminization, hd, shemale, sissy, teen (18+)

FEMINISATION HYPNOSIS FOR WHITE BOYZ
2 years ago
6:16

ShemaleSin

FEMINISATION HYPNOSIS FOR WHITE BOYZ

Tags: big black cock, bimbo, feminization, humiliation, interracial, master, mistress

THIS HOW WE SCREW
2 years ago
2:46

ShemaleSin

THIS HOW WE SCREW

Tags: amateur, anal, big cock, blowjob, cum, cumshot, facial

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

Hot Tests Nipp Clamps and Screws her Butt Transformation Sissymaker Crossdresser
2 years ago
14:57

ShemaleSin

Hot Tests Nipp Clamps and Screws her Butt Transformation Sissymaker Crossdresser

Tags: amateur, anal, ass, blonde, clamp, crossdressing, cuckold

Tasty Sissy Oral Sex Practice After Captions
6 months ago
2:50

ShemaleSin

Tasty Sissy Oral Sex Practice After Captions

Tags: blowjob, feminization, maid, oral, pornstar, sissy, toys

transvestite slut at gas station, roadside and mall
4 months ago
5:15

xHamster

transvestite slut at gas station, roadside and mall

Tags: amateur, big tits, blonde, crossdressing, european, feminization, french

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
6 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
11 months ago
2:10

aShemaleTube

Sissy whore feminization before fuck

Tags: amateur, feminization, fetish, hd, lingerie, masturbation, model

Sissy fucked hard, sissy feminization
10 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
10 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 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

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

Mistress Holly jerk off intructions, eat your own cum sissy feminization and sph trailer
4 months ago
3:06

xHamster

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

Tags: abuse, amateur, australian, big cock, big tits, cum, domination

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 Feminization
9 months ago
3:21

ShemaleZ

Sissy Feminization

Tags: amateur, bdsm, blonde, feminization, hd, latex, lingerie

trans bunny doll, Newdle Bell displaying off
7 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
6 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.
10 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
7 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
10 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
8 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

Perfect ass Indian sissy crossdresser
13 days ago
11:58

xHamster

Perfect ass Indian sissy crossdresser

Tags: amateur, asian, ass, big ass, crossdressing, dancing, feminization

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
10 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
6 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

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

Pounding my Booty make me squirt Cum - SissySlutJinx Anal Climax Compilation
1 year ago
2:35

ShemaleSin

Pounding my Booty make me squirt Cum - SissySlutJinx Anal Climax Compilation

Tags: amateur, anal, assfucking, booty, compilation, cum, cumshot

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

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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

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8 months ago
4:06

xHamster

Sexy littleponnyboy in nice pink style hills

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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)

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Wery bad sissy out of chastity
2 years ago
0:24

ShemaleSin

Wery bad sissy out of chastity

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Hot Shemale First Woman Clothing Try On Alone At Home Booty Young Slut Crossdresser
10 months ago
12:25

xHamster

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

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6 months ago
1:03

KeekAss

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Boy Transforming into a Hard Cock Crossdresser
6 months ago
5:56

xHamster

Boy Transforming into a Hard Cock Crossdresser

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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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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)

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Sissy Training Handsfree Cum
8 months ago
0:30

xHamster

Sissy Training Handsfree Cum

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8 months ago
5:03

KeekAss

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Crossdresser Anal Training
10 months ago
11:00

PornHub

Crossdresser Anal Training

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Compilation of my favorite sissy moments
9 months ago
21:14

PornHub

Compilation of my favorite sissy moments

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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)

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2 months ago
23:06

ShemaleSin

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Sissy Deepthroat Training Time!
1 year ago
5:24

xHamster

Sissy Deepthroat Training Time!

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Oopsie - Kara Marie
8 months ago
1:34

xHamster

Oopsie - Kara Marie

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X Bowl Lady Mask Sissy Strippers #2
7 months ago
9:20

KeekAss

X Bowl Lady Mask Sissy Strippers #2

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3 years ago
25:33

ShemaleSin

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6 months ago
6:02

xHamster

pleasure of getting fucked in the ass with a dildo

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Cocksucking instructions & cumshot w/ Trans girl
2 years ago
5:10

FapCat

Cocksucking instructions & cumshot w/ Trans girl

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Guy Feminized into Goth Girl in Chastity by Dominatrix
6 months ago
2:17

xHamster

Guy Feminized into Goth Girl in Chastity by Dominatrix

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

xHamster

Vintage Vibes: Nailing Retro Looks

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

TrannyOne

femboy goes deeper into porn (crossdresser sissy trap)

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Admit that you are FAG
6 months ago
8:53

KeekAss

Admit that you are FAG

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Mar 24th 2023
1 year ago
10:03

ShemaleSin

Mar 24th 2023

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Becoming our sissy dress up doll for femdom humiliation and feminization
2 months ago
6:23

ShemaleTaxi

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Creamy Anal Adventure ft Sissy Kenzie Star
2 months ago
27:36

xHamster

Creamy Anal Adventure ft Sissy Kenzie Star

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Dominatrix Makes Hot Blonde Sissy Fucked Cowgirl
7 months ago
1:35

xHamster

Dominatrix Makes Hot Blonde Sissy Fucked Cowgirl

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Guy Feminized into Hot Woman by Dominatrix
7 months ago
1:57

xHamster

Guy Feminized into Hot Woman by Dominatrix

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35 days ago
3:06

XXXDan

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

ShemaleSin

Rock Hard Screw for Hawt Sissy Bitch- Full Episode on Onlyfans (link in Bio)

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Goddess Violet Presents: The Feminization of M
7 months ago
8:40

xHamster

Goddess Violet Presents: The Feminization of M

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124578
5 months ago
7:47

KeekAss

124578

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Dominatrix Makes Feminized Roommate Wear Corset
7 months ago
5:01

xHamster

Dominatrix Makes Feminized Roommate Wear Corset

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Crossdresser Releases Chastity to Jerk off
3 years ago
0:41

ShemaleSin

Crossdresser Releases Chastity to Jerk off

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Mrs Silk's House of Feminization
2 years ago
4:38

TrannyOne

Mrs Silk's House of Feminization

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Feminized by 2 girls
2 years ago
7:47

TrannyOne

Feminized by 2 girls

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SissyJoyce spanked and humiliated by 2 hot mistresses
6 months ago
0:36

xHamster

SissyJoyce spanked and humiliated by 2 hot mistresses

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SissyMia sissygasm handsfree cum shot by railing a cushion
1 year ago
11:14

KeekAss

SissyMia sissygasm handsfree cum shot by railing a cushion

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Hawt Sissy Transgirl Oral-Job Enjoyment with Sex Toys
2 years ago
3:31

ShemaleSin

Hawt Sissy Transgirl Oral-Job Enjoyment with Sex Toys

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Sissy Paula Peril Chained Up
6 months ago
16:47

xHamster

Sissy Paula Peril Chained Up

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Chinese sissy takes anal invasion BIG BLACK COCK deep
7 months ago
4:23

KeekAss

Chinese sissy takes anal invasion BIG BLACK COCK deep

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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

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Crossdresser Makeover Transformation into Woman by Girlfriend
3 years ago
0:31

ShemaleSin

Crossdresser Makeover Transformation into Woman by Girlfriend

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Dominatrix Strapon Fucked Crossdresser in Chastity
7 months ago
2:55

xHamster

Dominatrix Strapon Fucked Crossdresser in Chastity

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Hot Crossdresser Shoots Big Cumshot ft Trans Femdom
10 months ago
0:29

PornHub

Hot Crossdresser Shoots Big Cumshot ft Trans Femdom

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Sissy Elvi Lynx Sex Machine Analfuck - Preview
7 months ago
2:21

xHamster

Sissy Elvi Lynx Sex Machine Analfuck - Preview

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Guy Feminized into Goth Girl Gets Fucked by Dominatrix
7 months ago
4:22

xHamster

Guy Feminized into Goth Girl Gets Fucked by Dominatrix

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Whore slut sissy feminization before work
11 months ago
2:15

xHamster

Whore slut sissy feminization before work

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Dominatrix Feminizes Guy into Maid
7 months ago
2:18

xHamster

Dominatrix Feminizes Guy into Maid

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Dominatrix Makes Feminized Roommate Wear Maid Dress
7 months ago
2:14

xHamster

Dominatrix Makes Feminized Roommate Wear Maid Dress

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Dominatrix Fucks Goth Crossdresser
7 months ago
4:16

xHamster

Dominatrix Fucks Goth Crossdresser

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ABDL Diaper Sissy Maid Jerking Off In Her Diaper
6 months ago
5:08

xHamster

ABDL Diaper Sissy Maid Jerking Off In Her Diaper

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2 MISTRESS FEMINIZE A SISSY MAID
2 years ago
36:39

TrannyOne

2 MISTRESS FEMINIZE A SISSY MAID

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outing 13th part 2.
8 months ago
8:41

xHamster

outing 13th part 2.

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Man To Sissy With a Huge Cock Transformation
7 months ago
7:53

xHamster

Man To Sissy With a Huge Cock Transformation

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Sissy Expect, the brainwashed maniac breezy. (Brief censored promo version)
9 months ago
6:12

KeekAss

Sissy Expect, the brainwashed maniac breezy. (Brief censored promo version)

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Feminized Goth Girl Gets Fucked by Dominatrix
7 months ago
2:46

xHamster

Feminized Goth Girl Gets Fucked by Dominatrix

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Sophie Krens bound up and deepthroat fake penis
11 months ago
2:02

KeekAss

Sophie Krens bound up and deepthroat fake penis

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