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SISSY TRAINING Amateur Crossdresser Anal Sex-Toy Large Ebony Sex Toy Riding Self Bang
1 year 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
Tasty Sissy Oral Sex Practice After Captions
1 year ago
2:50

ShemaleSin

Tasty Sissy Oral Sex Practice After Captions

Tags: blowjob, feminization, maid, oral, pornstar, sissy, toys
ABDL Diaper Sissy Maid Jerking Off In Her Diaper
1 year ago
5:08

xHamster

ABDL Diaper Sissy Maid Jerking Off In Her Diaper

Tags: amateur, big black cock, big cock, crossdressing, cum, diaper, feminization
Dominatrix Makes Feminized Roommate Wear Corset
1 year ago
5:01

xHamster

Dominatrix Makes Feminized Roommate Wear Corset

Tags: amateur, american, anal, bdsm, corset, crossdressing, domination
sissy sonya on gynochair nailed by drilling machine
1 year ago
5:03

KeekAss

sissy sonya on gynochair nailed by drilling machine

Tags: amateur, anal, anal toying, boy, crossdressing, drilling, feminization
Dominatrix Makes Hot Blonde Sissy Fucked Cowgirl
1 year ago
1:35

xHamster

Dominatrix Makes Hot Blonde Sissy Fucked Cowgirl

Tags: amateur, american, anal, bdsm, blonde, cowgirl, crossdressing
Guy Feminized into Goth Girl Gets Fucked by Dominatrix
1 year ago
4:22

xHamster

Guy Feminized into Goth Girl Gets Fucked by Dominatrix

Tags: amateur, american, anal, bdsm, crossdressing, domination, dominatrix
Dominatrix Fucks Goth Sissy Doggystyle
1 year ago
1:37

xHamster

Dominatrix Fucks Goth Sissy Doggystyle

Tags: amateur, anal, bdsm, crossdressing, doggystyle, domination, dominatrix
TS W I L L O W - Sissy Princess Clitty Cum
2 years ago
1:50

ShemaleSin

TS W I L L O W - Sissy Princess Clitty Cum

Tags: amateur, babe, big black cock, big cock, clit, compilation, cum
Feminization Positivity Trainer
3 years ago
3:16

FapCat

Feminization Positivity Trainer

Tags: compilation, feminization, hardcore, hd, music, rough, shemale
Pansy sissy jiggish
1 year ago
4:39

KeekAss

Pansy sissy jiggish

Tags: amateur, anal, anal toying, asian, big ass, clit, crossdressing
Turning My Bone Into a Spandex Puss
1 year ago
0:46

KeekAss

Turning My Bone Into a Spandex Puss

Tags: amateur, cage, crossdressing, feminization, fetish, hd, ladyboy
Diaper Sissy outfit show off compilation + Bonus clip!
1 year ago
7:09

xHamster

Diaper Sissy outfit show off compilation + Bonus clip!

Tags: amateur, bdsm, big clit, compilation, crossdressing, cum, cumshot
SISSYMINDY Lakeside Swimsuit chastity cage dance
1 year ago
4:13

xHamster

SISSYMINDY Lakeside Swimsuit chastity cage dance

Tags: american, beauty, big ass, cage, crossdressing, dancing, feminization
Vintage Vibes: Nailing Retro Looks
1 year ago
5:58

xHamster

Vintage Vibes: Nailing Retro Looks

Tags: amateur, american, beauty, big ass, big cock, big tits, crossdressing
Mutant Vampire Zombie Pretty Femboy Big Natural Boobs Bubble Butt Gothic Witches Cosplayer Cutie Putie
11 months ago
6:04

xHamster

Mutant Vampire Zombie Pretty Femboy Big Natural Boobs Bubble Butt Gothic Witches Cosplayer Cutie Putie

Tags: amateur, american, ass, beauty, big ass, big cock, big tits
SUPER SEXY Blonde Sissy Bailey Wilde Fucked Doggystyle
1 year ago
6:54

xHamster

SUPER SEXY Blonde Sissy Bailey Wilde Fucked Doggystyle

Tags: amateur, american, anal, beauty, big ass, big cock, blonde
Addie Eve wishes you a merry christmas & happy new year with a vid from only fans
3 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
Just fun chubby Femboy :)
1 year ago
6:31

xHamster

Just fun chubby Femboy :)

Tags: amateur, bbw, big ass, chubby, crossdressing, feminization, fetish
Sissy Rus Trainer - Feminization and BBC
4 years ago
5:11

aShemaleTube

Sissy Rus Trainer - Feminization and BBC

Tags: anal, big black cock, bisexual, black, ebony, feminization, group sex
Your Fresh Gf is a Hotwife Trainer - A Super-Naughty Caption Story
1 year 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
Bunny Summers Determined To Be In The Feminization Academy
9 months ago
7:59

getTranny

Bunny Summers Determined To Be In The Feminization Academy

Tags: anal, big ass, big cock, big tits, blonde, bunny, deep throat
Guy Feminized into Hot Woman by Dominatrix
1 year ago
1:57

xHamster

Guy Feminized into Hot Woman by Dominatrix

Tags: amateur, american, bdsm, beauty, big cock, crossdressing, cum
Jenna Bella
1 year ago
5:17

ShemaleSin

Jenna Bella

Tags: ass, big cock, cumshot, feminization, handjob, lingerie, masturbation
Femboy Sissy Wilding in Petticoat and Nylons
8 months ago
0:38

ShemaleSin

Femboy Sissy Wilding in Petticoat and Nylons

Tags: amateur, babe, femdom, feminization, fetish, latina, masturbation
Dominatrix Makes Feminized Roommate Wear Handcuffs
1 year ago
0:50

xHamster

Dominatrix Makes Feminized Roommate Wear Handcuffs

Tags: amateur, american, anal, bdsm, beauty, big cock, crossdressing
Slap Me MOARRRRR!! Horny Asian Shemale LEITAOXIV
5 months ago
1:22

xHamster

Slap Me MOARRRRR!! Horny Asian Shemale LEITAOXIV

Tags: amateur, asian, beauty, big cock, crossdressing, cum, feminization
Sissy squirting in public toilet like a slut
1 year ago
2:35

xHamster

Sissy squirting in public toilet like a slut

Tags: amateur, crossdressing, cum, cumshot, cute, feminization, handjob
Inexperienced Slut was Destroyed with Large Ding-Dong- Full Movie Scene on my Onlyfans (link in bio)
2 years ago
0:18

ShemaleSin

Inexperienced Slut was Destroyed with Large Ding-Dong- Full Movie Scene on my Onlyfans (link in bio)

Tags: amateur, anal, bdsm, domination, femdom, feminization, goddess
Crossdresser Releases Chastity to Jerk off
4 years ago
0:41

ShemaleSin

Crossdresser Releases Chastity to Jerk off

Tags: big tits, blonde, crossdressing, femdom, feminization, fetish, jerking
Upskirt dressed in white undies
1 year ago
13:50

KeekAss

Upskirt dressed in white undies

Tags: amateur, anal, ass, big ass, crossdressing, fat, femdom
Sissy Crossdresser in My Underware ft Trans Femdom
1 year ago
0:56

ShemaleSin

Sissy Crossdresser in My Underware ft Trans Femdom

Tags: amateur, babe, big cock, crossdressing, femdom, feminization, ladyboy
Dominatrix Feminizes Guy into Maid
1 year ago
2:18

xHamster

Dominatrix Feminizes Guy into Maid

Tags: amateur, american, anal, bdsm, crossdressing, domination, dominatrix
Romina's Silver Petticoat (trans, Mask, Female Mask, Nylons, High Heels, Transformation, Fetish)
4 years ago
3:03

ShemaleSin

Romina's Silver Petticoat (trans, Mask, Female Mask, Nylons, High Heels, Transformation, Fetish)

Tags: ass, big ass, brunette, crossdressing, feminization, fetish, high heels
Chubby Sissy Oiling her body
6 months ago
8:13

xHamster

Chubby Sissy Oiling her body

Tags: ass, bbw, big ass, black, chubby, crossdressing, fat
Dominatrix Makes Sissy Maid Suck Strap On
1 year ago
2:14

xHamster

Dominatrix Makes Sissy Maid Suck Strap On

Tags: amateur, american, anal, anal toying, bdsm, blowjob, crossdressing
pleasure of getting fucked in the ass with a dildo
1 year ago
6:02

xHamster

pleasure of getting fucked in the ass with a dildo

Tags: amateur, anal, ass, big tits, crossdressing, dildo, european
Oriental Sissy T-Girl Ladyboy Dancing and Showing her Body
4 years ago
2:48

ShemaleSin

Oriental Sissy T-Girl Ladyboy Dancing and Showing her Body

Tags: asian, boy, dancing, feminization, gay, ladyboy, lingerie
Juggsy X Bowl Lady Bevy #1
1 year ago
16:33

KeekAss

Juggsy X Bowl Lady Bevy #1

Tags: amateur, ass, big ass, big tits, blonde, booty, compilation
Sissy plays pmv
6 months ago
2:34

xHamster

Sissy plays pmv

Tags: amateur, anal, anal toying, clit, crossdressing, dildo, feminization
THIS HOW WE SCREW
3 years ago
2:46

ShemaleSin

THIS HOW WE SCREW

Tags: amateur, anal, big cock, blowjob, cum, cumshot, facial
Chubby booty upskirt
1 year ago
23:06

ShemaleSin

Chubby booty upskirt

Tags: amateur, anal, ass, bbw, big ass, booty, chubby
TsNiky Ferrati plays with her innocence's cell
1 year ago
6:46

KeekAss

TsNiky Ferrati plays with her innocence's cell

Tags: amateur, anal, asian, big ass, brazilian, brunette, crossdressing
Transgender fuck with dildo and eat own cum
1 year ago
19:35

xHamster

Transgender fuck with dildo and eat own cum

Tags: anal toying, asian, creampie, crossdressing, cum, dildo, feminization
Man Dressed as Woman and Fucked by Dominatrix
1 year ago
6:11

xHamster

Man Dressed as Woman and Fucked by Dominatrix

Tags: amateur, american, anal, bdsm, crossdressing, cum, domination
Bewitching Beauty: The Seductive Allure of a Smooth and Sinister Vampire
11 months ago
6:04

xHamster

Bewitching Beauty: The Seductive Allure of a Smooth and Sinister Vampire

Tags: alluring, amateur, american, beauty, big cock, big tits, crossdressing
Indian Sissy Slut Spanks Her Plugged Ass and Plays with Her Tiny Clitty
1 year ago
3:12

xHamster

Indian Sissy Slut Spanks Her Plugged Ass and Plays with Her Tiny Clitty

Tags: amateur, asian, ass, clit, crossdressing, cute, feminization
The Wife 1st Clothed up as a Beauty (Crossdresser)
4 years ago
0:23

ShemaleSin

The Wife 1st Clothed up as a Beauty (Crossdresser)

Tags: beauty, clothed sex, crossdressing, cuckold, feet, femdom, feminization
Cheap sissy doxy aperture training- full movie scene on my Onlyfans (link In bio)
2 years ago
0:23

ShemaleSin

Cheap sissy doxy aperture training- full movie scene on my Onlyfans (link In bio)

Tags: anal, bdsm, domination, femdom, feminization, goddess, hardcore
Sissy Slave spanks her ass for Daddy
1 year ago
1:28

xHamster

Sissy Slave spanks her ass for Daddy

Tags: abuse, amateur, ass, chubby, daddies, domination, fat
Sissy transformation feminization process with sex tool in my bussy
1 year ago
2:13

ShemaleSin

Sissy transformation feminization process with sex tool in my bussy

Tags: amateur, anal, ass, blowjob, bus, cum, daddies
Spidergirl Gwen Stacy's Immense Internal Cumshot, Spunking Her Web of Jizm Everywhere
1 year ago
3:40

KeekAss

Spidergirl Gwen Stacy's Immense Internal Cumshot, Spunking Her Web of Jizm Everywhere

Tags: amateur, anal, big cock, blonde, cosplay, creampie, crossdressing
Sport fashion tgirl
2 years ago
7:14

KeekAss

Sport fashion tgirl

Tags: amateur, asian, beauty, crossdressing, feminization, fetish, ladyboy
Super Hot and goopy jizz inwards nylon tights (SisK Vlog Stockings Contest EP2.two)
2 years ago
9:13

KeekAss

Super Hot and goopy jizz inwards nylon tights (SisK Vlog Stockings Contest EP2.two)

Tags: amateur, contest, crossdressing, cum, cumshot, cute, dick
Kasnicole303 silicone body female mask pantyhose high heel pussy
2 years ago
7:13

FapCat

Kasnicole303 silicone body female mask pantyhose high heel pussy

Tags: amateur, asian, dress, fake tits, feet, female orgasm, feminization
lily starlet tgirl gimp made to fart on vid and plow chest nymph
1 year ago
16:15

KeekAss

lily starlet tgirl gimp made to fart on vid and plow chest nymph

Tags: amateur, anal, brunette, clit, crossdressing, cum, cute
Brandynette getting encaged for her dom on webcam!
1 year ago
1:45

KeekAss

Brandynette getting encaged for her dom on webcam!

Tags: amateur, anal, anal toying, ass, balls, collar, crossdressing
Role Have Fun with Me - Office japanese sissy meets a client and plays with his big black cock
2 years ago
6:45

KeekAss

Role Have Fun with Me - Office japanese sissy meets a client and plays with his big black cock

Tags: amateur, asian, big black cock, brunette, crossdressing, dildo, dirty talk
Cumshot on my body tranny cum
2 years ago
7:32

KeekAss

Cumshot on my body tranny cum

Tags: beauty, big cock, big tits, bisexual, blonde, compilation, crossdressing
Handsome femboy in fantastic sundress on high stilettos
2 years ago
5:42

KeekAss

Handsome femboy in fantastic sundress on high stilettos

Tags: amateur, asian, brunette, crossdressing, domination, fantasy, feminization
Sissy BNWO emasculation bands its nutsack for domina 1hr goons white extinction angel scarlett black
3 years ago
13:57

KeekAss

Sissy BNWO emasculation bands its nutsack for domina 1hr goons white extinction angel scarlett black

Tags: amateur, black, blonde, crossdressing, dominatrix, feminization, fetish
Una colombiana con un bales wondrous
2 years ago
3:37

KeekAss

Una colombiana con un bales wondrous

Tags: amateur, anal, barebacking, big ass, brunette, colombian, crossdressing
Squashing a spunk-pump into a micro box
2 years ago
11:40

KeekAss

Squashing a spunk-pump into a micro box

Tags: amateur, boy, cage, crossdressing, dick, feminization, fetish
Outside Walk
3 years ago
1:03

aShemaleTube

Outside Walk

Tags: crossdressing, feminization, hd, outdoor, public, shemale
Dual Feature with two Mistresses - voluptuous pegging, dumping fuck stick, rainbow hard-on, feminization
3 years ago
32:59

KeekAss

Dual Feature with two Mistresses - voluptuous pegging, dumping fuck stick, rainbow hard-on, feminization

Tags: amateur, anal, compilation, crossdressing, dildo, feminization, fetish
Fabulous leopard coat on fabulous female with high stilettos footwear
3 years ago
3:41

KeekAss

Fabulous leopard coat on fabulous female with high stilettos footwear

Tags: bimbo, boots, boy, brunette, crossdressing, cute, dick
Sissy Teaching Femme Yourself - SissyHypnoz
5 years ago
7:12

KeekAss

Sissy Teaching Femme Yourself - SissyHypnoz

Tags: anal, big cock, bisexual, blonde, blowjob, brunette, compilation
Sandy Vulnerable trussed on the Couch
2 years ago
5:20

KeekAss

Sandy Vulnerable trussed on the Couch

Tags: amateur, bdsm, blonde, bondage, bound, couch, crossdressing
Lil Miss Railing Pipe - Fantastic Sissy Transgirl With a Firm Lil Spear Converses Sloppy
2 years ago
2:17

KeekAss

Lil Miss Railing Pipe - Fantastic Sissy Transgirl With a Firm Lil Spear Converses Sloppy

Tags: amateur, beauty, blonde, crossdressing, cute, dick, dirty talk
PikaGirl likes to get Drilled
2 years ago
8:14

KeekAss

PikaGirl likes to get Drilled

Tags: beauty, blowjob, cosplay, crossdressing, cum, curly haired, dick
She have joy with her manstick-damsel
2 years ago
2:29

KeekAss

She have joy with her manstick-damsel

Tags: amateur, beauty, big ass, big cock, big tits, blonde, crossdressing
Minidress Mega-Slut Likes Getting on all 4S to be Pounded
2 years ago
6:02

KeekAss

Minidress Mega-Slut Likes Getting on all 4S to be Pounded

Tags: amateur, anal, ass, beauty, blonde, crossdressing, cum
FEMINIZATION AND URINATE DOUCHE
2 years ago
23:12

KeekAss

FEMINIZATION AND URINATE DOUCHE

Tags: amateur, big ass, blowjob, brunette, crossdressing, face sitting, femdom
Podcast Ep11: Chatting about her Feminization Progress
5 years ago
45:47

KeekAss

Podcast Ep11: Chatting about her Feminization Progress

Tags: amateur, big tits, crossdressing, feminization, fetish, hd, kinky
Sissy Expect, your internet perv sissy slut
2 years ago
13:42

KeekAss

Sissy Expect, your internet perv sissy slut

Tags: amateur, anal, anal toying, beauty, bitch, crossdressing, feminization
How I love to blow and give to this manmeat
2 years ago
3:58

KeekAss

How I love to blow and give to this manmeat

Tags: amateur, anal, bbw, big black cock, blowjob, brazilian, crossdressing
Crossdresser in V-Card Gets Clothed and Fake Penis Banged
2 years ago
21:46

KeekAss

Crossdresser in V-Card Gets Clothed and Fake Penis Banged

Tags: amateur, anal, clothed sex, crossdressing, dick, femdom, feminization
Gudrun's Catsuit (trans, crossdress, transformation, high stilettos, mask, chick mask, latex)
2 years ago
15:20

KeekAss

Gudrun's Catsuit (trans, crossdress, transformation, high stilettos, mask, chick mask, latex)

Tags: amateur, ass, big ass, big tits, catsuit, crossdressing, feminization
Crossdresser Posing (Loop) two
2 years ago
10:03

KeekAss

Crossdresser Posing (Loop) two

Tags: amateur, big tits, boy, brunette, crossdressing, feminization, fetish
Mi vecino es dotado y tambien muy lechero si
2 years ago
5:22

KeekAss

Mi vecino es dotado y tambien muy lechero si

Tags: amateur, anal, blowjob, crossdressing, feet, feminization, gangbang
Stud to Girl Feminization Transformation
3 years ago
2:03

KeekAss

Stud to Girl Feminization Transformation

Tags: amateur, beauty, crossdressing, feminization, fetish, lingerie, shemale
Mischievous, kinky thoughts
2 years ago
12:13

KeekAss

Mischievous, kinky thoughts

Tags: amateur, compilation, crossdressing, cum, dick, feminization, fetish
Sissy v-card (part 1)
2 years ago
11:11

KeekAss

Sissy v-card (part 1)

Tags: amateur, cosplay, crossdressing, feminization, fetish, hd, masturbation
Mis seguidores car a estar feliz con nuevo contenido
2 years ago
4:20

KeekAss

Mis seguidores car a estar feliz con nuevo contenido

Tags: amateur, car, crossdressing, cum, femdom, feminization, fetish
Buena chupada de caboose sabroso
2 years ago
9:48

KeekAss

Buena chupada de caboose sabroso

Tags: amateur, anal, cum, femdom, feminization, gangbang, gay
Samantha100s is at it again, having a ciggie and chatting about some of her practices
3 years ago
7:27

KeekAss

Samantha100s is at it again, having a ciggie and chatting about some of her practices

Tags: amateur, blowjob, crossdressing, dick, feminization, hd, mature
Kacey dancing to "Dark Angel" by Tribal Seeds
2 years ago
5:00

KeekAss

Kacey dancing to "Dark Angel" by Tribal Seeds

Tags: amateur, beauty, brunette, crossdressing, cute, dancing, dark angel
His very first time with a trans, did he like it?
2 years ago
16:08

KeekAss

His very first time with a trans, did he like it?

Tags: amateur, anal, barebacking, bbw, blowjob, brazilian, crossdressing
Just be taking a shower.
1 year ago
6:38

xHamster

Just be taking a shower.

Tags: amateur, american, bathroom, beauty, crossdressing, feminization, hd
Gorgeous sissy Ponyboy is dancing in white underwear
3 years ago
3:29

KeekAss

Gorgeous sissy Ponyboy is dancing in white underwear

Tags: boy, brunette, crossdressing, dancing, feminization, flat chested, gorgeous
Crossdresser hog-tied in brief sundress
2 years ago
6:07

KeekAss

Crossdresser hog-tied in brief sundress

Tags: amateur, bdsm, bondage, bound, brunette, crossdressing, domination
Dancing Chinese trap in high high-heeled slippers
2 years ago
4:56

KeekAss

Dancing Chinese trap in high high-heeled slippers

Tags: asian, beauty, brunette, chinese, crossdressing, dancing, feminization
Sissy Victim Femme Sandy abases herself with rump to jaws and Nip have fun
2 years ago
5:12

KeekAss

Sissy Victim Femme Sandy abases herself with rump to jaws and Nip have fun

Tags: abuse, amateur, anal, anal toying, blonde, crossdressing, feminization
Before, feminization
2 years ago
8:05

ShemaleTaxi

Before, feminization

Tags: bdsm, bisexual, domination, feminization, lingerie, panties, pov
Kimono Smooch Stunner Wants Manmeat
2 years ago
6:16

KeekAss

Kimono Smooch Stunner Wants Manmeat

Tags: amateur, beauty, blonde, blowjob, cosplay, crossdressing, cum
Crimson Mini-Sundress and High High-Heeled Slippers - Crossdresser in public
2 years ago
2:03

KeekAss

Crimson Mini-Sundress and High High-Heeled Slippers - Crossdresser in public

Tags: amateur, blonde, crossdressing, feminization, high heels, ladyboy, outdoor
Sissy in micro v-card cell with corset and wetlook harness
2 years ago
7:21

KeekAss

Sissy in micro v-card cell with corset and wetlook harness

Tags: amateur, assfucking, corset, crossdressing, cum, feminization, fetish
Will-Less Sissy Teaching dont jizm
2 years ago
5:06

KeekAss

Will-Less Sissy Teaching dont jizm

Tags: amateur, anal, blonde, crossdressing, cuckold, dick, feminization
Perma-Purity and Soft Instructing.
2 years ago
20:26

KeekAss

Perma-Purity and Soft Instructing.

Tags: amateur, anal, brunette, cage, crossdressing, cum, dildo
Sissy dude lesson
5 years ago
4:58

KeekAss

Sissy dude lesson

Tags: anal, crossdressing, feminization, shemale, sissy, strap-on, toys
Pretty Tgirl Likes Being Arched Over to be Humped
2 years ago
5:22

KeekAss

Pretty Tgirl Likes Being Arched Over to be Humped

Tags: amateur, anal, booty, dildo, doggystyle, feminization, fetish
Raquel's protection muff (trans, crossdress, lady mask, fetish, micro-skirt, stockings, insane, encasement)
2 years ago
25:29

KeekAss

Raquel's protection muff (trans, crossdress, lady mask, fetish, micro-skirt, stockings, insane, encasement)

Tags: amateur, ass, big ass, big tits, brunette, crossdressing, dress
Crossdresser T-Model my life Web Cam
2 years ago
6:22

KeekAss

Crossdresser T-Model my life Web Cam

Tags: amateur, blonde, crossdressing, feminization, fetish, handjob, hd
jiggish with the lil weenie or is it a clitt? Part 1
2 years ago
3:39

KeekAss

jiggish with the lil weenie or is it a clitt? Part 1

Tags: abuse, amateur, crossdressing, dick, feminization, fetish, funny
Sissy Succulent - The Program (Part One)
5 years ago
16:07

KeekAss

Sissy Succulent - The Program (Part One)

Tags: anal, blonde, blowjob, brunette, compilation, crossdressing, cum
Spectacular Undergarments Stunner Prepared To Be Poked
2 years ago
6:47

KeekAss

Spectacular Undergarments Stunner Prepared To Be Poked

Tags: beauty, bikini, blonde, cum, feminization, fetish, fishnet
コックリングで膨張したおチンチンから飛散る精子 black and filthy pink cigar! Spattering ball butter chinese crossdresser 女装
2 years ago
16:24

KeekAss

コックリングで膨張したおチンチンから飛散る精子 black and filthy pink cigar! Spattering ball butter chinese crossdresser 女装

Tags: amateur, anal, asian, ass, black, boy, chinese
*Trailer* Sissy Teaching Basics With Kelli Frost
3 years ago
11:15

KeekAss

*Trailer* Sissy Teaching Basics With Kelli Frost

Tags: amateur, anal, anal toying, blonde, buttplug, cage, crossdressing
Sissy crossdresser, sissy feminization
2 years ago
10:58

ShemaleTaxi

Sissy crossdresser, sissy feminization

Tags: anal, crossdressing, feminization, masturbation, shemale, sissy, toys
Alex's fake penis have fun (trans, crossdress, fetish, harness, tights, high stilettos, doll mask, leather)
2 years ago
26:09

KeekAss

Alex's fake penis have fun (trans, crossdress, fetish, harness, tights, high stilettos, doll mask, leather)

Tags: amateur, ass, big ass, blonde, blowjob, crossdressing, dick
Sissy instructing for your feminization
2 years ago
4:00

KeekAss

Sissy instructing for your feminization

Tags: amateur, big ass, big tits, compilation, cumshot, feminization, hd
Utter Crossdressing Transformation
3 years ago
10:13

KeekAss

Utter Crossdressing Transformation

Tags: amateur, beauty, blonde, crossdressing, femdom, feminization, fetish
Be a decent Sissy compilation (Hottest of galleries Anna Rios 2021)
2 years ago
10:24

KeekAss

Be a decent Sissy compilation (Hottest of galleries Anna Rios 2021)

Tags: amateur, big ass, big cock, big tits, compilation, crossdressing, feminization
Femboy toying with his favourite fuck stick!
2 years ago
2:32

KeekAss

Femboy toying with his favourite fuck stick!

Tags: amateur, anal, crossdressing, feminization, lingerie, masturbation, sissy
Dual Machine
2 years ago
5:36

KeekAss

Dual Machine

Tags: amateur, anal, bimbo, blonde, crossdressing, feminization, fetish
Trans Female Domination Goddess Colleen Intro Movie
2 years ago
24:15

KeekAss

Trans Female Domination Goddess Colleen Intro Movie

Tags: amateur, blonde, crossdressing, denial, dick, domination, femdom
Juggsy Gal Masker Z Bowl Stripper #3
2 years ago
8:07

KeekAss

Juggsy Gal Masker Z Bowl Stripper #3

Tags: big ass, big tits, bikini, compilation, crossdressing, dildo, feminization
Una femboy linda terminar de hacer un gran baile
2 years ago
3:46

KeekAss

Una femboy linda terminar de hacer un gran baile

Tags: amateur, anal, big ass, crossdressing, femdom, feminization, gay
Crossdresser She-Creature Massager Restrain Bondage
2 years ago
4:57

KeekAss

Crossdresser She-Creature Massager Restrain Bondage

Tags: amateur, bdsm, beauty, bondage, bound, crossdressing, cumshot
Homemade, sissy feminization
2 years ago
5:28

ShemaleTaxi

Homemade, sissy feminization

Tags: feminization, homevideo, shemale, sissy
Mommys Feminization Of Sissy Monika
2 years ago
16:39

ShemaleZ

Mommys Feminization Of Sissy Monika

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Compilation trans cumshot from beautiful dickgirl
2 years ago
5:35

KeekAss

Compilation trans cumshot from beautiful dickgirl

Tags: beauty, big cock, big tits, blonde, compilation, crossdressing, cumshot
Adorable Transgender Damsel Having Joy Pleasuring Herself!
2 years ago
10:04

KeekAss

Adorable Transgender Damsel Having Joy Pleasuring Herself!

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Naughty sissy attempts to do well, but sans success, not a droplet :) 1/2
2 years ago
15:42

KeekAss

Naughty sissy attempts to do well, but sans success, not a droplet :) 1/2

Tags: amateur, anal, anal toying, crossdressing, feminization, fetish, hd
Compilation jizz flow samantha sissy transwoman
2 years ago
5:39

KeekAss

Compilation jizz flow samantha sissy transwoman

Tags: amateur, beauty, big cock, blonde, compilation, crossdressing, cum
Sissy Maid cum shots stiff into a glass
2 years ago
2:08

KeekAss

Sissy Maid cum shots stiff into a glass

Tags: amateur, compilation, crossdressing, cum, cumshot, feminization, handjob
TvTs Isabella Coupe's Savagely broad fake penis exploding after deep Penititration
2 years ago
22:22

KeekAss

TvTs Isabella Coupe's Savagely broad fake penis exploding after deep Penititration

Tags: amateur, anal, anal toying, beauty, big cock, british, corset
Soiree Doll Wants Pecker at the Pub
2 years ago
13:32

KeekAss

Soiree Doll Wants Pecker at the Pub

Tags: amateur, club, dick, doll, dress, feminization, fetish
Vib and buttfuck until sissygasm
2 years ago
17:29

KeekAss

Vib and buttfuck until sissygasm

Tags: amateur, anal, assfucking, brunette, crossdressing, cum, dildo
Two Mature Step moms Femdom Feminization Sissyboy
2 years ago
8:00

getTranny

Two Mature Step moms Femdom Feminization Sissyboy

Tags: brunette, deep throat, femdom, feminization, lingerie, mature, mom
Crossdresser Sissy corded and ball-gagged2
2 years ago
3:57

KeekAss

Crossdresser Sissy corded and ball-gagged2

Tags: amateur, bdsm, blonde, bondage, bound, crossdressing, domination
Trap80, anal invasion sissy super-bitch takes 3 fake penises
2 years ago
7:16

KeekAss

Trap80, anal invasion sissy super-bitch takes 3 fake penises

Tags: amateur, anal, anal toying, ass, bbw, big ass, bitch
Glorious she-male tramp in crimson high stilettos and tights
2 years ago
6:23

KeekAss

Glorious she-male tramp in crimson high stilettos and tights

Tags: amateur, beauty, brunette, crossdressing, feminization, high heels, japanese
Public Walk - Transgirl outside in Town
2 years ago
2:02

KeekAss

Public Walk - Transgirl outside in Town

Tags: amateur, blonde, boy, crossdressing, feminization, fetish, hd
Thick Ample Cocked Femboy rump pokes
2 years ago
2:29

KeekAss

Thick Ample Cocked Femboy rump pokes

Tags: amateur, american, asian, ass, big ass, big cock, booty
Addibabeee Plays with herself while she rivulets
2 years ago
11:50

KeekAss

Addibabeee Plays with herself while she rivulets

Tags: amateur, ass, blonde, cute, feminization, hd, masturbation
Sissy mega-slut caboose romped fuck stick home
2 years ago
9:58

KeekAss

Sissy mega-slut caboose romped fuck stick home

Tags: amateur, anal, ass, beauty, crossdressing, cute, dildo
Light-Haired Japanese Japan tgirl dancing
3 years ago
6:20

KeekAss

Light-Haired Japanese Japan tgirl dancing

Tags: amateur, asian, beauty, bimbo, blonde, crossdressing, cute
Tiny dick ladyboy fuck tight asshole by huge dildo
1 year ago
9:26

xHamster

Tiny dick ladyboy fuck tight asshole by huge dildo

Tags: amateur, anal, asian, ass, colombian, crossdressing, cum
Sissy rear end drilling faux-cock
2 years ago
2:20

KeekAss

Sissy rear end drilling faux-cock

Tags: amateur, anal, anal toying, ass, beauty, big ass, crossdressing
Crossdresser Looking at Mirror (Loop) two
2 years ago
10:20

KeekAss

Crossdresser Looking at Mirror (Loop) two

Tags: amateur, boy, brunette, crossdressing, feminization, hd, homevideo
Wonderful Costume Play Breezy
2 years ago
8:07

KeekAss

Wonderful Costume Play Breezy

Tags: amateur, beauty, blonde, blowjob, cosplay, costume, crossdressing
Transgender Princess - Onanism in stellar womans clothes
2 years ago
6:18

KeekAss

Transgender Princess - Onanism in stellar womans clothes

Tags: amateur, beauty, brunette, clothed sex, crossdressing, cum, cumshot
Sissy Michelle Style demonstrating for therapist
2 years ago
2:55

KeekAss

Sissy Michelle Style demonstrating for therapist

Tags: amateur, beauty, big ass, blonde, booty, crossdressing, feminization
Compilation most viewed clip on my channel THANKS !!!
3 years ago
10:31

TrannyOne

Compilation most viewed clip on my channel THANKS !!!

Tags: amateur, ass, bdsm, big cock, big tits, blonde, booty
Femboy spunk in underpants by hand job (SisK undergarments bevy EP4)
2 years ago
6:07

KeekAss

Femboy spunk in underpants by hand job (SisK undergarments bevy EP4)

Tags: amateur, asian, big cock, boy, crossdressing, cum, cumshot
Minidress Babe Loves Being Fucked
2 years ago
8:03

xHamster

Minidress Babe Loves Being Fucked

Tags: amateur, anal, anal toying, babe, cum, dress, feminization
Office secretary flare blouse and satin silk skirt slut
3 years ago
4:45

xHamster

Office secretary flare blouse and satin silk skirt slut

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Office trans
2 years ago
2:25

KeekAss

Office trans

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Trans party girls
2 years ago
0:24

xHamster

Trans party girls

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Booty Shorts Babe in Chastity spreads herself for a good fucking
2 years ago
8:27

xHamster

Booty Shorts Babe in Chastity spreads herself for a good fucking

Tags: babe, booty, cum, feminization, fetish, fucking machine, hd
Sissy Kayla Cock-Squeezing Innocence Causes Erectile Dysfunction
2 years ago
4:09

KeekAss

Sissy Kayla Cock-Squeezing Innocence Causes Erectile Dysfunction

Tags: abuse, anal, bdsm, big ass, big tits, dick, feminization
SisK underwear bevy EP6: Green open groin undies and Tenga Egg Jerking
2 years ago
10:50

KeekAss

SisK underwear bevy EP6: Green open groin undies and Tenga Egg Jerking

Tags: amateur, asian, big cock, boy, crossdressing, cum, cute
Femboy cum in panties by handjob (SisK lingerie collection EP4)
2 years ago
6:07

xHamster

Femboy cum in panties by handjob (SisK lingerie collection EP4)

Tags: asian, creampie, crossdressing, cum, cumshot, cute, feminization
Emo Nymph Plows Her Culo and Wanks Her Fuckpole Raven Shaddows
2 years ago
9:30

KeekAss

Emo Nymph Plows Her Culo and Wanks Her Fuckpole Raven Shaddows

Tags: amateur, anal, anal toying, ass, crossdressing, cum, cumshot
Acceptance o and sissy transformation of Femme Sandy
2 years ago
1:43

xHamster

Acceptance o and sissy transformation of Femme Sandy

Tags: amateur, anal, crossdressing, feminization, fetish, hd, ladyboy
Blonde sissy slut rides dildo and cums
2 years ago
3:53

xHamster

Blonde sissy slut rides dildo and cums

Tags: amateur, anal, anal toying, blonde, cum, dildo, facial
Sissymia jacks her clitt in a Rope from exgirl
2 years ago
3:57

KeekAss

Sissymia jacks her clitt in a Rope from exgirl

Tags: abuse, amateur, blonde, crossdressing, cum, cumshot, dick
Beautiful Sissy Secretary Talking Dirty and Stroking (preview)
2 years ago
2:05

xHamster

Beautiful Sissy Secretary Talking Dirty and Stroking (preview)

Tags: amateur, beauty, british, crossdressing, cute, dirty, feminization
Sissy feminization, british homemade
3 years ago
5:13

ShemaleTaxi

Sissy feminization, british homemade

Tags: british, feminization, homevideo, shemale, sissy, teen (18+)
Frolicking with my beaver
2 years ago
5:17

KeekAss

Frolicking with my beaver

Tags: amateur, anal, anal toying, ass, beauty, beaver, crossdressing
Sissy Plays with All 3 of Her Holes at the Same Time
2 years ago
1:22

xHamster

Sissy Plays with All 3 of Her Holes at the Same Time

Tags: amateur, american, anal, beauty, crossdressing, feminization, fetish
Compilation cumshot samantha sissy transwoman
2 years ago
5:39

xHamster

Compilation cumshot samantha sissy transwoman

Tags: amateur, american, beauty, big ass, big cock, blonde, compilation
SisK lingerie collection EP15.1 Red mini skirt and sexy stocking with high heels
1 year ago
3:48

xHamster

SisK lingerie collection EP15.1 Red mini skirt and sexy stocking with high heels

Tags: amateur, asian, ass, big cock, crossdressing, cum, dick
Rock with you trailer
2 years ago
5:17

KeekAss

Rock with you trailer

Tags: amateur, big cock, boy, brunette, crossdressing, feminization, fetish
Sissy feminization, sissy sex
2 years ago
6:20

ShemaleTaxi

Sissy feminization, sissy sex

Tags: anal, cum, feminization, jizz, shemale, sissy, toys
SissyMia wrecked sissygasm and Long leakage
2 years ago
5:08

KeekAss

SissyMia wrecked sissygasm and Long leakage

Tags: abuse, amateur, crossdressing, cum, cumshot, dildo, femdom
Marvelous crossdresser jerks in brief miniskirt
2 years ago
2:24

KeekAss

Marvelous crossdresser jerks in brief miniskirt

Tags: amateur, blonde, crossdressing, cum, cumshot, feminization, ladyboy
"Crossdresser Sissy Vibrator Bondage"
2 years ago
7:54

xHamster

"Crossdresser Sissy Vibrator Bondage"

Tags: bdsm, bondage, bound, crossdressing, domination, european, feminization
Michelle sucks docs cock
2 years ago
4:45

xHamster

Michelle sucks docs cock

Tags: amateur, american, big black cock, big cock, black, blonde, blowjob
Crossdresser Tranny Bondage Fun
2 years ago
9:39

xHamster

Crossdresser Tranny Bondage Fun

Tags: amateur, bdsm, beauty, bondage, bound, crossdressing, domination
Sophie Krens tied up and suck dildo
1 year ago
2:02

xHamster

Sophie Krens tied up and suck dildo

Tags: amateur, anal, bdsm, beauty, blowjob, bondage, crossdressing
Femboy playing with his favorite dildo!
2 years ago
2:32

xHamster

Femboy playing with his favorite dildo!

Tags: amateur, anal, barebacking, big cock, crossdressing, dildo, european
116 min degrading of s&m sissy pang bitch Alina
9 months ago
1:18

ShemaleSin

116 min degrading of s&m sissy pang bitch Alina

Tags: amateur, anal, beauty, bitch, feminization, fetish, hardcore
Warm and sticky cum inside nylon pantyhose (SisK Vlog Pantyhose Challenge EP2.2)
2 years ago
9:13

xHamster

Warm and sticky cum inside nylon pantyhose (SisK Vlog Pantyhose Challenge EP2.2)

Tags: amateur, asian, big cock, crossdressing, cum, cumshot, dick
sissy anal invasion trainer with pulverizing machine
1 year ago
49:52

KeekAss

sissy anal invasion trainer with pulverizing machine

Tags: amateur, anal, asian, assfucking, blonde, brunette, compilation
Party Gurl Ready To Be Fucked
2 years ago
5:19

xHamster

Party Gurl Ready To Be Fucked

Tags: amateur, crossdressing, cute, feminization, fetish, group sex, hd
Sissy high heels foot fetish
2 years ago
0:52

xHamster

Sissy high heels foot fetish

Tags: amateur, crossdressing, feet, feminization, fetish, hd, high heels
Sissy Sandra individual story saying
2 years ago
14:25

KeekAss

Sissy Sandra individual story saying

Tags: abuse, amateur, brunette, crossdressing, feminization, fetish, humiliation
Subincision sissy solo play
2 years ago
2:16

xHamster

Subincision sissy solo play

Tags: amateur, crossdressing, feminization, fetish, huge cock, massage, masturbation