• Crossdressing

  • »
  • Popular
  • all time
  • month
  • week
Tiny Sissy Superslut Stockings, Bum, Jizm & Squeals
2 years ago
8:34

KeekAss

Tiny Sissy Superslut Stockings, Bum, Jizm & Squeals

Tags: amateur, ass, big ass, crossdressing, cum, cumshot, dick

CD - Miniskirt stockings masturbation
3 years ago
8:06

TrannyOne

CD - Miniskirt stockings masturbation

Tags: amateur, crossdressing, gay, hd, lingerie, masturbation, miniskirt

My sexy legs, feet & high heels
2 years ago
4:45

xHamster

My sexy legs, feet & high heels

Tags: amateur, asian, beauty, crossdressing, european, feet, fetish

Seamless Black Stocking
2 years ago
3:02

KeekAss

Seamless Black Stocking

Tags: amateur, black, blonde, crossdressing, hd, homevideo, hotel

Shemale fingers herself
5 months ago
18:14

xHamster

Shemale fingers herself

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

Femboy enjoy her Enormous Fuck Hole in Christmas
1 year ago
5:33

KeekAss

Femboy enjoy her Enormous Fuck Hole in Christmas

Tags: amateur, anal, blonde, chilean, clown, cosplay, crossdressing

3 shemales fuck poor sissy and cum in his mouth
1 year ago
1:23

aShemaleTube

3 shemales fuck poor sissy and cum in his mouth

Tags: anal, big cock, brazilian, crossdressing, cum, cum in mouth, domination

Sissy dressed as slut returns to Master
2 years ago
6:34

xHamster

Sissy dressed as slut returns to Master

Tags: amateur, bdsm, bondage, british, crossdressing, dildo, dress

Old Daddy So Happy With A Beautifull Shemale
2 years ago
3:42

ShemaleZ

Old Daddy So Happy With A Beautifull Shemale

Tags: 3some, amateur, beauty, blonde, brunette, crossdressing, daddies

Ammy Rouse blowjob
6 months ago
1:00

aShemaleTube

Ammy Rouse blowjob

Tags: big cock, blowjob, crossdressing, cumshot, handjob, ladyboy, masturbation

Deep In my Sole-A Fun Foot Fetish Video With Syn Thetic
1 year ago
5:33

xHamster

Deep In my Sole-A Fun Foot Fetish Video With Syn Thetic

Tags: american, beauty, big cock, blonde, crossdressing, feet, fetish

Outdoor, public jerk
2 years ago
6:10

ShemaleTaxi

Outdoor, public jerk

Tags: amateur, anal, crossdressing, dildo, exhibitionist, outdoor, public

CD Transformation and Fucking
1 year ago
16:14

aShemaleTube

CD Transformation and Fucking

Tags: anal, big tits, blowjob, crossdressing, cum, cumshot, shemale

Amateur Crossdresser 31
3 years ago
11:56

aShemaleTube

Amateur Crossdresser 31

Tags: amateur, crossdressing, shemale

sissy in bourgeois chic and slutty on the station platform
1 year ago
2:18

xHamster

sissy in bourgeois chic and slutty on the station platform

Tags: amateur, big tits, crossdressing, european, french, ladyboy, lingerie

New zealand, femboy
1 year ago
7:12

ShemaleTaxi

New zealand, femboy

Tags: anal, creampie, crossdressing, shemale, sissy

iranian shemale solo for customer
2 years ago
1:06

aShemaleTube

iranian shemale solo for customer

Tags: asian, crossdressing, iranian, shemale, solo

The Money Shot Extended- money equals green
2 years ago
4:05

KeekAss

The Money Shot Extended- money equals green

Tags: amateur, big cock, big tits, blonde, corset, crossdressing, handjob

Playing with shiny CdR pantyhose feet
3 months ago
7:21

xHamster

Playing with shiny CdR pantyhose feet

Tags: crossdressing, european, feet, hd, homevideo, pantyhose, shemale

Deepthroating Huge Crossdresser's Cock
7 months ago
3:47

xHamster

Deepthroating Huge Crossdresser's Cock

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

Destroying my tight hole with an enormous sex toy
4 months ago
17:50

ShemaleTaxi

Destroying my tight hole with an enormous sex toy

Tags: anal, ass, big ass, blonde, crossdressing, dildo, fat

Classy Lady Sucks Fat BBC Cock
1 year ago
1:24

xHamster

Classy Lady Sucks Fat BBC Cock

Tags: amateur, beauty, big black cock, blowjob, crossdressing, dick, fat

She-Creature Cougar two
3 years ago
2:04

KeekAss

She-Creature Cougar two

Tags: amateur, cougar, crossdressing, lingerie, mature, milf, pov

Crossdresser smoking, while
11 months ago
5:15

ShemaleTaxi

Crossdresser smoking, while

Tags: crossdressing, shemale, smoking

Davine loves giving a Blowjob.
2 years ago
1:15

xHamster

Davine loves giving a Blowjob.

Tags: amateur, big cock, blowjob, couple, crossdressing, cum swallowing, deep throat

20210815 pinkish burlesque
2 years ago
6:48

KeekAss

20210815 pinkish burlesque

Tags: amateur, big tits, crossdressing, cumshot, handjob, hd, high heels

She-Male in black stockings
2 years ago
7:04

KeekAss

She-Male in black stockings

Tags: amateur, black, brunette, crossdressing, dick, hd, ladyboy

Sissy anal, sissy chastity
2 years ago
14:39

ShemaleTaxi

Sissy anal, sissy chastity

Tags: anal, anal toying, crossdressing, feet, shemale, sissy, toys

Dragon TGirl Charlotte ties Lucy up with a dragon dildo
11 months ago
8:30

XXXDan

Dragon TGirl Charlotte ties Lucy up with a dragon dildo

Tags: amateur, anal, big cock, big tits, british, couple, crossdressing

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

Long black lined office microskirt
2 years ago
24:14

KeekAss

Long black lined office microskirt

Tags: amateur, black, crossdressing, fetish, hd, homevideo, office

My Step-Mom Opens her Butt in the Street
1 year ago
2:07

KeekAss

My Step-Mom Opens her Butt in the Street

Tags: amateur, ass, crossdressing, fetish, mom, stockings, street

Saucy Salami gothic Crossdresser
2 years ago
3:05

KeekAss

Saucy Salami gothic Crossdresser

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

Crossdressers humiliate man
9 months ago
3:27

TrannyOne

Crossdressers humiliate man

Tags: abuse, crossdressing, domination, mature, piss drinking, pissing, shemale

Micky Mackenzie - Sissy Maid Gets A New Toy
2 years ago
23:50

ShemaleZ

Micky Mackenzie - Sissy Maid Gets A New Toy

Tags: big cock, crossdressing, hd, maid, milf, sissy, stockings

Trans party girls
2 years ago
0:24

xHamster

Trans party girls

Tags: asian, compilation, crossdressing, dancing, dick, feminization, hd

Pegged Emo Sissy pops and gobbles it
2 years ago
10:08

KeekAss

Pegged Emo Sissy pops and gobbles it

Tags: amateur, crossdressing, cum, cumshot, domination, emo, femdom

Slapping, small-tits
3 years ago
19:36

ShemaleTaxi

Slapping, small-tits

Tags: bbw, close up, couple, crossdressing, domination, kissing, masturbation

Naughty Trans Cock Play 44
3 years ago
5:45

aShemaleTube

Naughty Trans Cock Play 44

Tags: crossdressing, dick, hd, naughty, pornstar, rose marie, shemale

Long french nails cute sissy with hard cock
1 year ago
0:23

xHamster

Long french nails cute sissy with hard cock

Tags: amateur, anal, beauty, british, crossdressing, cute, dick

n3w swall0w c0mpilati0n 1
2 years ago
7:12

aShemaleTube

n3w swall0w c0mpilati0n 1

Tags: amateur, blowjob, compilation, crossdressing, homevideo, interracial, shemale

Latex Sissy Getting Ready to Get Drilled By The Fuck Machine
1 year ago
0:48

xHamster

Latex Sissy Getting Ready to Get Drilled By The Fuck Machine

Tags: amateur, anal, crossdressing, drilling, fetish, hd, latex

Trans tart fellating on a strung up rock-hard lollipop & taking a white-hot facial cumshot!
2 years ago
9:32

KeekAss

Trans tart fellating on a strung up rock-hard lollipop & taking a white-hot facial cumshot!

Tags: amateur, beauty, blowjob, crossdressing, cum, cum in mouth, cumshot

TRANSSEXUAL Daniela Starr - Peeing Transgender Princess Cougar
1 year ago
2:23

KeekAss

TRANSSEXUAL Daniela Starr - Peeing Transgender Princess Cougar

Tags: amateur, blonde, cougar, crossdressing, hd, high heels, masturbation

teen shemale lesbian
2 years ago
4:21

TrannyOne

teen shemale lesbian

Tags: anal, asian, big ass, blowjob, chinese, crossdressing, dildo

Fuck toy, crossdresser sex
2 years ago
25:40

ShemaleTaxi

Fuck toy, crossdresser sex

Tags: amateur, anal, anal toying, crossdressing, dildo, shemale, toys

Crossdresser, crossdresser blowjob
2 years ago
14:31

ShemaleTaxi

Crossdresser, crossdresser blowjob

Tags: big cock, blowjob, crossdressing, masturbation, shemale, striptease

COUGAR Crossdresser Arrested and Pounded
1 year ago
2:17

KeekAss

COUGAR Crossdresser Arrested and Pounded

Tags: amateur, anal, bbw, beauty, big cock, cougar, crossdressing

Rock my Body
2 years ago
20:16

xHamster

Rock my Body

Tags: blowjob, compilation, couple, crossdressing, dick, dildo, fetish

Tipping The Pizza Fellow
1 year ago
4:04

KeekAss

Tipping The Pizza Fellow

Tags: amateur, anal, ass, assfucking, big ass, big cock, blonde

tanned white sissy in a cheeky denim thong part
2 years ago
1:46

aShemaleTube

tanned white sissy in a cheeky denim thong part

Tags: crossdressing, jeans, shemale, sissy, tanned, thong, white

Greek crossdresser Jessica fucked in the ass in hotel
2 years ago
4:48

aShemaleTube

Greek crossdresser Jessica fucked in the ass in hotel

Tags: amateur, ass, crossdressing, greek, hd, hotel, shemale

Wild trans damsel rips pantyhose in solo gig: Teaser
1 year ago
6:26

KeekAss

Wild trans damsel rips pantyhose in solo gig: Teaser

Tags: amateur, beauty, brunette, crossdressing, cum, cumshot, dick

Your Next Door Sissy
1 year ago
7:27

KeekAss

Your Next Door Sissy

Tags: amateur, big cock, blonde, crossdressing, hd, homevideo, masturbation

Admirer Works the Camera for Marina
1 year ago
2:50

KeekAss

Admirer Works the Camera for Marina

Tags: amateur, blonde, crossdressing, handjob, hd, masturbation, mature

Crossdresser sexy lingerie and high heels
1 year ago
5:19

xHamster

Crossdresser sexy lingerie and high heels

Tags: amateur, crossdressing, french, hd, high heels, lingerie, shemale

Sissy femboy gets dolled up in fishnets and heels before work like a dirty cheating whore
1 year ago
5:12

ShemaleTaxi

Sissy femboy gets dolled up in fishnets and heels before work like a dirty cheating whore

Tags: cheating, crossdressing, dirty, doll, fishnet, high heels, shemale

Sissy t-girl takes massive node Tim the Werewolf
2 years ago
19:10

KeekAss

Sissy t-girl takes massive node Tim the Werewolf

Tags: amateur, anal, anal toying, brunette, crossdressing, cumshot, hd

Manager she-male in heels and stockings flashes off fantastic soles and penis
1 year ago
2:15

KeekAss

Manager she-male in heels and stockings flashes off fantastic soles and penis

Tags: amateur, anal, asian, beauty, big cock, black, couple

Amateur crossdresser, fetish
1 year ago
12:11

ShemaleTaxi

Amateur crossdresser, fetish

Tags: amateur, american, anal, anal toying, crossdressing, european, fetish

Smoking Crossdresser Red Head Ice Pink Lips TessNorthSMK
1 year ago
5:32

xHamster

Smoking Crossdresser Red Head Ice Pink Lips TessNorthSMK

Tags: crossdressing, latex, redhead, shemale, smoking

Went to the truck wash, & this stud suggested to pay for my service Utter Vid on onlyfans @Tammy10inch
1 year ago
2:34

KeekAss

Went to the truck wash, & this stud suggested to pay for my service Utter Vid on onlyfans @Tammy10inch

Tags: amateur, anal, big black cock, blowjob, brunette, compilation, creampie

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

Sissy Princess getting fucked by big black King
2 years ago
3:26

xHamster

Sissy Princess getting fucked by big black King

Tags: amateur, american, anal, big cock, black, crossdressing, cute

Didn't I Tell YOU To FUCK ME ANYTIME , ANYWHERE
1 year ago
5:08

xHamster

Didn't I Tell YOU To FUCK ME ANYTIME , ANYWHERE

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

Two crossdressers in love
2 years ago
9:10

aShemaleTube

Two crossdressers in love

Tags: amateur, anal, barebacking, blowjob, crossdressing, lingerie, shemale

Maya the Egyptian goddess, and the ultra violet stimulates
2 years ago
2:55

KeekAss

Maya the Egyptian goddess, and the ultra violet stimulates

Tags: amateur, bbw, big ass, crossdressing, egyptian, goddess, mature

Amateur crossdresser, uniform anal
2 years ago
5:44

ShemaleTaxi

Amateur crossdresser, uniform anal

Tags: amateur, anal, asian, blowjob, chinese, crossdressing, ladyboy

Magrinha Levando Rola
1 year ago
24:01

ShemaleZ

Magrinha Levando Rola

Tags: barebacking, big cock, brunette, crossdressing, ebony, interracial, shemale

splendid crossdresser finishes off handsfree in corset and underwear.
2 years ago
6:12

HDSex

splendid crossdresser finishes off handsfree in corset and underwear.

Tags: corset, crossdressing, shemale, underwear

A uber-cute jism in stockings - pantyhose
2 years ago
7:27

KeekAss

A uber-cute jism in stockings - pantyhose

Tags: amateur, beauty, blonde, crossdressing, cum, cumshot, cute

French Boy - And His Master
2 years ago
9:47

ShemaleZ

French Boy - And His Master

Tags: boy, crossdressing, french, master, vintage

crossdresser 134
4 years ago
6:25

aShemaleTube

crossdresser 134

Tags: amateur, big cock, crossdressing, pornstar, rose marie, shemale, small tits

Fate grand order, asian
2 years ago
5:10

ShemaleTaxi

Fate grand order, asian

Tags: amateur, asian, chinese, cosplay, creampie, crossdressing, fingering

Hot boy Pakistani Pathan ki gand
7 months ago
32:38

TrannyOne

Hot boy Pakistani Pathan ki gand

Tags: african, amateur, anal, arab, asian, barebacking, big ass

Beautiful sun-bleached Babe cums
3 months ago
1:00

aShemaleTube

Beautiful sun-bleached Babe cums

Tags: babe, beauty, big cock, crossdressing, cum, cumshot, ladyboy

Fuck the transvestite hard!
8 months ago
13:44

XXXDan

Fuck the transvestite hard!

Tags: anal, crossdressing, hardcore, shemale, transvestite

NotagirlDK - chubby Sissy suck off
2 years ago
16:03

ShemaleTaxi

NotagirlDK - chubby Sissy suck off

Tags: chubby, crossdressing, shemale, sissy, sucking

Rock you like a tornado
2 years ago
19:07

KeekAss

Rock you like a tornado

Tags: amateur, blowjob, compilation, crossdressing, fetish, handjob, hd

Hj, orgasm
2 years ago
9:34

ShemaleTaxi

Hj, orgasm

Tags: crossdressing, handjob, ladyboy, masturbation, orgasm, public, shemale

Sissy Oksana jizzes highly amply during assfuck fake penis teaching
3 years ago
13:54

KeekAss

Sissy Oksana jizzes highly amply during assfuck fake penis teaching

Tags: amateur, anal, anal toying, assfucking, cage, crossdressing, cum

Submissive Crossdresser Kelsey Keller Gets Fucked Roughly
2 years ago
4:00

getTranny

Submissive Crossdresser Kelsey Keller Gets Fucked Roughly

Tags: amateur, anal, barebacking, brunette, crossdressing, deep throat, hd

Fresh Pee Compilation! 20 Mins of Lily Pissing + Bonus Jism
3 years ago
21:47

KeekAss

Fresh Pee Compilation! 20 Mins of Lily Pissing + Bonus Jism

Tags: amateur, compilation, crossdressing, cum, cumshot, fetish, hd

Emma Lust Thick Stiffy Money-Shot Compilation Preview
1 year ago
2:22

KeekAss

Emma Lust Thick Stiffy Money-Shot Compilation Preview

Tags: amateur, beauty, big cock, close up, compilation, crossdressing, cum

Blow at my jaws of sissy tramp
3 years ago
6:09

KeekAss

Blow at my jaws of sissy tramp

Tags: amateur, blonde, blowjob, crossdressing, deep throat, dildo, maid

Amazing Cum in Mouth and Stockings on Webcam Part 1
3 years ago
10:04

TrannyOne

Amazing Cum in Mouth and Stockings on Webcam Part 1

Tags: amazing, blowjob, creampie, crossdressing, cum, cum in mouth, cumshot

Big Tits Spanish Wife First Time Anal Sex With Femboy
1 year ago
4:01

TrannyOne

Big Tits Spanish Wife First Time Anal Sex With Femboy

Tags: 18 year old, amateur, anal, ass, big ass, big natural tits, big tits

Dude deepthroating shecock in the bathroom and gets plowed
2 years ago
8:13

KeekAss

Dude deepthroating shecock in the bathroom and gets plowed

Tags: amateur, anal, ass, bathroom, blowjob, crossdressing, deep throat

Crossdresser in Latex endures High-Heel predicament bondage and femdom pegging
1 year ago
22:38

HDSex

Crossdresser in Latex endures High-Heel predicament bondage and femdom pegging

Tags: bondage, crossdressing, femdom, high heels, latex, pegging, shemale

Lads, sissy crossdresser
2 years ago
7:16

ShemaleTaxi

Lads, sissy crossdresser

Tags: crossdressing, shemale, sissy

highheel feet fetish anal dildo cum slut
40 days ago
1:10

xHamster

highheel feet fetish anal dildo cum slut

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

Jav, japanese
2 years ago
34:29

ShemaleTaxi

Jav, japanese

Tags: anal, asian, crossdressing, handjob, japanese, shemale

Wonderful Fuck-Hole and Trouser Snake Chicks
2 years ago
3:25

KeekAss

Wonderful Fuck-Hole and Trouser Snake Chicks

Tags: amateur, brunette, crossdressing, dick, fetish, homevideo, mature

Dominant TS MILF in sexy lingerie assfucks crossdresser
1 year ago
8:00

its.PORN

Dominant TS MILF in sexy lingerie assfucks crossdresser

Tags: anal, assfucking, barebacking, big ass, big tits, crossdressing, lingerie

Curvy and sexy transexual barbie with anal plug thong mini dress and hot heels
1 year ago
4:44

XXXDan

Curvy and sexy transexual barbie with anal plug thong mini dress and hot heels

Tags: anal, big ass, crossdressing, curvy, dress, feet, fetish

Claire and her Dildo
1 year ago
10:44

TrannyOne

Claire and her Dildo

Tags: crossdressing, dildo, shemale, small tits, solo, toys, webcam

He enjoys his locked Sissy's clit and gives a rimjob
1 year ago
6:29

xHamster

He enjoys his locked Sissy's clit and gives a rimjob

Tags: amateur, anal, ass, barebacking, blowjob, clit, couple

Analsex, japanese cosplay
1 year ago
10:50

ShemaleTaxi

Analsex, japanese cosplay

Tags: anal, blowjob, cosplay, creampie, crossdressing, japanese, shemale

Ts Showing Off Her Hairy Hard Cock
2 years ago
5:04

ShemaleZ

Ts Showing Off Her Hairy Hard Cock

Tags: amateur, big cock, big tits, crossdressing, dick, hairy, ladyboy

Give him this great raw hatch and let him munch my culo with ice
2 years ago
18:13

KeekAss

Give him this great raw hatch and let him munch my culo with ice

Tags: amateur, ass, big ass, big cock, blowjob, brunette, crossdressing

Shemale cosplay cumshot a big load
1 year ago
1:22

xHamster

Shemale cosplay cumshot a big load

Tags: amateur, asian, beauty, big cock, big tits, chinese, cosplay

T-Model Baddie Likes Flashing Her Assets
3 years ago
7:05

KeekAss

T-Model Baddie Likes Flashing Her Assets

Tags: amateur, beauty, blonde, crossdressing, flashing, hd, ladyboy

Sexdoll, fucking sexdoll
2 years ago
10:40

ShemaleTaxi

Sexdoll, fucking sexdoll

Tags: brutal, crossdressing, fisting, huge tits, shemale, toys

my new neighbor knows how to swallow my Cock he is a bitch
8 months ago
14:50

TrannyOne

my new neighbor knows how to swallow my Cock he is a bitch

Tags: amateur, barebacking, big cock, bitch, black, blowjob, boy

Gejowskie porno, crossdresser
2 years ago
10:55

ShemaleTaxi

Gejowskie porno, crossdresser

Tags: crossdressing, shemale

Il bisessuale Cincy  scopa la signora Rosa alla CentoXCento
2 years ago
10:05

KeekAss

Il bisessuale Cincy  scopa la signora Rosa alla CentoXCento

Tags: 3some, amateur, anal, ass, assfucking, barebacking, big ass

Amazing cumshot in used Sanne Alexandra dress and Kunert Pantyhose
2 years ago
0:49

xHamster

Amazing cumshot in used Sanne Alexandra dress and Kunert Pantyhose

Tags: amateur, amazing, big cock, big tits, blonde, crossdressing, cum

Gorgeous and Sexy With Corset and Heels
1 year ago
6:19

xHamster

Gorgeous and Sexy With Corset and Heels

Tags: amateur, ass, big ass, big cock, brazilian, corset, crossdressing

TS 58
6 months ago
1:29:03

aShemaleTube

TS 58

Tags: amateur, anal, compilation, crossdressing, cumshot, hd, homevideo

Amy crossdresser amateur cum in black lingerie
1 year ago
3:00

xHamster

Amy crossdresser amateur cum in black lingerie

Tags: amateur, big ass, big cock, black, blowjob, colombian, crossdressing

Plumbed Jora in the bum and made him jism
1 year ago
6:45

KeekAss

Plumbed Jora in the bum and made him jism

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

Joi humiliation fag
2 months ago
10:05

aShemaleTube

Joi humiliation fag

Tags: amateur, big cock, crossdressing, cumshot, fetish, humiliation, masturbation

Santa plows Mrs. Santa and creampies face
2 years ago
7:49

ShemaleTaxi

Santa plows Mrs. Santa and creampies face

Tags: anal, crossdressing, german, santa, shemale

Love Sissy
1 year ago
3:26

KeekAss

Love Sissy

Tags: amateur, asslick, beauty, big cock, blowjob, crossdressing, huge cock

Cum Shot on the mirror gorgeous ladyboy Sammy
1 year ago
2:09

KeekAss

Cum Shot on the mirror gorgeous ladyboy Sammy

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

Crossdressing Prom Queen Dildo Fucked
2 years ago
2:30

xHamster

Crossdressing Prom Queen Dildo Fucked

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

Erika Oak Creams Fleshlight With Her Massive Girlcock
3 years ago
8:50

KeekAss

Erika Oak Creams Fleshlight With Her Massive Girlcock

Tags: amateur, big cock, creampie, crossdressing, cum, cumshot, dick

Senorita Goddes compilation
4 months ago
0:42

aShemaleTube

Senorita Goddes compilation

Tags: big cock, compilation, crossdressing, cum, cumshot, ladyboy, latina

Sissy crossdresser, skinny sissy
1 year ago
5:41

ShemaleTaxi

Sissy crossdresser, skinny sissy

Tags: crossdressing, shemale, sissy, skinny

TRANSSEXUAL domme predominates you Jerk Off Instructions
1 year ago
5:10

KeekAss

TRANSSEXUAL domme predominates you Jerk Off Instructions

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

Crossdresser, glory hole
4 years ago
7:53

ShemaleTaxi

Crossdresser, glory hole

Tags: anal, barebacking, big cock, big tits, brutal, crossdressing, gloryhole

Jasmine Wong - Crossdresser In Bondage
1 year ago
7:15

HotMovs

Jasmine Wong - Crossdresser In Bondage

Tags: bdsm, bondage, crossdressing, domination, hd, lingerie, shemale

Naughty Trans Cock Play 56
3 years ago
5:45

aShemaleTube

Naughty Trans Cock Play 56

Tags: amateur, crossdressing, dick, hd, naughty, shemale, transsexual

FGO Chinese Dress Cosplayer Fucked by Sexy Friend Tamamo Witch Koyanskaya Part.3 Cowgirl Blowjob Handjob
11 months ago
5:16

XXXDan

FGO Chinese Dress Cosplayer Fucked by Sexy Friend Tamamo Witch Koyanskaya Part.3 Cowgirl Blowjob Handjob

Tags: amateur, asian, bdsm, beauty, blowjob, chinese, cosplay

assfuck Crossdresser sex! incredible orgy!
2 years ago
8:08

ShemaleTaxi

assfuck Crossdresser sex! incredible orgy!

Tags: anal, assfucking, crossdressing, orgy, shemale

teen femboy hardcore
3 years ago
0:39

aShemaleTube

teen femboy hardcore

Tags: blowjob, crossdressing, hardcore, interracial, latina, shemale, small tits

Who That Gurl
2 years ago
21:32

KeekAss

Who That Gurl

Tags: amateur, blowjob, compilation, crossdressing, fetish, latex, lingerie

Crossdresser in ute undies upskirt
1 year ago
5:21

KeekAss

Crossdresser in ute undies upskirt

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

Secretdreamsfuta Hard Anal Sex Delicious Intense Sexual Threesome Dolce Tasty Big Ass Swallowing Huge Cock Tasty Hard Sex
6 months ago
1:16

xHamster

Secretdreamsfuta Hard Anal Sex Delicious Intense Sexual Threesome Dolce Tasty Big Ass Swallowing Huge Cock Tasty Hard Sex

Tags: 3some, amateur, american, anal, asian, big ass, big cock

Mature sexy redhead shemale
5 years ago
8:54

aShemaleTube

Mature sexy redhead shemale

Tags: amateur, big cock, big tits, cassandra, crossdressing, homevideo, lingerie

Lewd wifey in purity
1 year ago
5:24

KeekAss

Lewd wifey in purity

Tags: amateur, ass, big tits, brunette, crossdressing, feet, fetish

New Sissy Crossdresser Lara White with anal toy, dildo, ass gaping, ass fucking with big dildo. Femboy, Shemale, Trans.
2 years ago
11:44

xHamster

New Sissy Crossdresser Lara White with anal toy, dildo, ass gaping, ass fucking with big dildo. Femboy, Shemale, Trans.

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

ts_kbby as the teacher in black stilettos
11 months ago
10:39

aShemaleTube

ts_kbby as the teacher in black stilettos

Tags: asian, black, crossdressing, lingerie, masturbation, pantyhose, shemale

Sissy Nami latex anal slave
1 year ago
12:02

xHamster

Sissy Nami latex anal slave

Tags: amateur, anal, asian, bondage, cosplay, crossdressing, dildo

Nubile, rock hard
3 years ago
15:20

ShemaleTaxi

Nubile, rock hard

Tags: amateur, ass, crossdressing, cum, cumshot, japanese, jizz

【男の娘】黒ワンピースでオナニー - Crossdresser
3 months ago
13:30

ShemaleSin

【男の娘】黒ワンピースでオナニー - Crossdresser

Tags: amateur, asian, close up, crossdressing, cumshot, hd, homevideo

nice femboy try’s to jism from fuck stick
1 year ago
34:44

KeekAss

nice femboy try’s to jism from fuck stick

Tags: amateur, anal, boots, brunette, crossdressing, hd, homevideo

Milf She-Male Baiting Neighbor
1 year ago
6:48

KeekAss

Milf She-Male Baiting Neighbor

Tags: amateur, big cock, blonde, cougar, crossdressing, hd, masturbation

DeeDeeSlut69 Gym Exercise
1 year ago
7:37

KeekAss

DeeDeeSlut69 Gym Exercise

Tags: amateur, big tits, blonde, blowjob, crossdressing, deep throat, dildo

Glorious Seductress Soiree Time, Michele Thompson
3 years ago
4:14

KeekAss

Glorious Seductress Soiree Time, Michele Thompson

Tags: amateur, big cock, big tits, crossdressing, dick, hd, homevideo

Naughty Fashion Show - compilation of stylings with hard caning and vast cumshot
2 years ago
8:29

xHamster

Naughty Fashion Show - compilation of stylings with hard caning and vast cumshot

Tags: amateur, bdsm, caning, compilation, crossdressing, cum, cumshot

Daddy s crossdresser fucks
1 year ago
6:19

TrannyOne

Daddy s crossdresser fucks

Tags: crossdressing, daddies, shemale

Rapper Fucks Blonde Trans College Student
1 year ago
1:06

xHamster

Rapper Fucks Blonde Trans College Student

Tags: amateur, american, anal, beauty, big ass, blonde, college

Crossdresser in boots rides massive green dildo in ebony tights and shows off sissy chastity
1 year ago
6:52

ShemaleTaxi

Crossdresser in boots rides massive green dildo in ebony tights and shows off sissy chastity

Tags: anal, anal toying, boots, crossdressing, dildo, ebony, european

Fresh garment
1 year ago
2:48

KeekAss

Fresh garment

Tags: amateur, crossdressing, fetish, hd, homevideo, lingerie, mature

Submissive femboy Nicole King gets her ass hole deeply fucked
3 years ago
4:01

TrannyOne

Submissive femboy Nicole King gets her ass hole deeply fucked

Tags: amateur, anal, ass, barebacking, bdsm, crossdressing, drilling

Esta noche llego un gran momento para hacer cosas nuevas
1 year ago
4:36

KeekAss

Esta noche llego un gran momento para hacer cosas nuevas

Tags: amateur, anal, asian, brunette, crossdressing, feet, femdom

Crossdresser gets fucked in the ass
10 months ago
8:11

XXXDan

Crossdresser gets fucked in the ass

Tags: amateur, anal, ass, bdsm, beauty, big ass, couple

Indian
1 year ago
2:50

aShemaleTube

Indian

Tags: amateur, big tits, blowjob, crossdressing, homevideo, indian, lingerie

Trans in fishnet tights is porked sans a condom
1 year ago
2:06

KeekAss

Trans in fishnet tights is porked sans a condom

Tags: amateur, anal, barebacking, big cock, big tits, blonde, blowjob

Martine ... gelangweilt vor der webcam
2 years ago
37:58

KeekAss

Martine ... gelangweilt vor der webcam

Tags: amateur, brunette, crossdressing, lingerie, masturbation, mature, old

trans baiser par sa female dominance
1 year ago
2:06

KeekAss

trans baiser par sa female dominance

Tags: amateur, anal, assfucking, crossdressing, femdom, hd, homevideo

Martine ... Nippelplay and Pee
2 years ago
29:54

KeekAss

Martine ... Nippelplay and Pee

Tags: amateur, crossdressing, fetish, lingerie, masturbation, mature, old

Sissy Crossdresser Get Fucked Hard
2 years ago
8:53

UPornia

Sissy Crossdresser Get Fucked Hard

Tags: amateur, blonde, crossdressing, shemale, sissy, stockings, webcam

in the douche2
2 years ago
2:13

KeekAss

in the douche2

Tags: amateur, bbw, big ass, brunette, crossdressing, hd, homevideo

Solo Wonderful T-Model at Home Secretly Dressing and Getting Prepped for Webcam Flashes
2 years ago
4:28

KeekAss

Solo Wonderful T-Model at Home Secretly Dressing and Getting Prepped for Webcam Flashes

Tags: amateur, asian, ass, beauty, big ass, big cock, couple

Riley teasing and playing for you
1 year ago
7:40

xHamster

Riley teasing and playing for you

Tags: amateur, american, ass, big ass, blonde, crossdressing, granny

Trans COUGAR with HUGE BUM Gives Bj
1 year ago
8:57

KeekAss

Trans COUGAR with HUGE BUM Gives Bj

Tags: amateur, ass, bbw, big ass, blowjob, booty, cougar

Throwback BIG BLACK COCK, came in minutes
2 years ago
10:04

KeekAss

Throwback BIG BLACK COCK, came in minutes

Tags: amateur, big ass, big black cock, black, blowjob, crossdressing, cuckold

Beautiful CD on sundress pops with a wand
1 year ago
5:59

KeekAss

Beautiful CD on sundress pops with a wand

Tags: amateur, beauty, big cock, blonde, crossdressing, cum, cumshot

My Highly Very First Soles Vid :)
2 years ago
8:36

KeekAss

My Highly Very First Soles Vid :)

Tags: amateur, big ass, big cock, big tits, brunette, crossdressing, cute

That's a humungous stud
1 year ago
16:50

KeekAss

That's a humungous stud

Tags: amateur, anal, assfingering, assfucking, barebacking, big cock, blowjob

Friends auntie wanted to blows me during her birthday party
3 years ago
6:52

aShemaleTube

Friends auntie wanted to blows me during her birthday party

Tags: amateur, birthday, blonde, blowjob, crossdressing, cum in mouth, cumshot

Sissy jacking long bone
1 year ago
2:11

KeekAss

Sissy jacking long bone

Tags: amateur, crossdressing, lingerie, masturbation, outdoor, public, sissy

She-creature, transgender princess
2 years ago
6:06

ShemaleTaxi

She-creature, transgender princess

Tags: crossdressing, cumshot, ladyboy, moaning, orgasm, pantyhose, shemale

Sex Party Gangbang With Girl And Crossdresser
9 months ago
6:03

getTranny

Sex Party Gangbang With Girl And Crossdresser

Tags: amateur, anal, brunette, crossdressing, gangbang, group sex, party

Kellystar518 - Kellys Penthouse Show
1 year ago
8:06

JizzBunker

Kellystar518 - Kellys Penthouse Show

Tags: anal, big ass, big cock, bikini, black, cosplay, crossdressing

Cumdrop and cumdrop from Japanese crossdresser with cute floral dress and collar
1 year ago
1:59

XXXDan

Cumdrop and cumdrop from Japanese crossdresser with cute floral dress and collar

Tags: amateur, asian, beauty, big cock, collar, cosplay, crossdressing

Femboy sissy attempting out her fresh plow machine!
2 years ago
8:28

KeekAss

Femboy sissy attempting out her fresh plow machine!

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

The Lil' Nude Sissy
2 years ago
12:01

KeekAss

The Lil' Nude Sissy

Tags: amateur, asian, blonde, crossdressing, ladyboy, mature, nude

Naughty crossdresser couple fucking hard at home
2 years ago
10:33

aShemaleTube

Naughty crossdresser couple fucking hard at home

Tags: amateur, anal, assfucking, couple, crossdressing, hd, homevideo

The Lil' Sissy in Spandex suit
3 years ago
10:20

KeekAss

The Lil' Sissy in Spandex suit

Tags: amateur, brunette, crossdressing, hd, ladyboy, latex, lingerie

ボンデージ スタイルでアナル スティックで遊ぶBitch toying with assfucking stick in restrain bondage fashion
1 year ago
3:11

KeekAss

ボンデージ スタイルでアナル スティックで遊ぶBitch toying with assfucking stick in restrain bondage fashion

Tags: amateur, anal, asian, ass, assfucking, bdsm, big ass

First-timer, crossdresser anal
2 years ago
15:13

ShemaleTaxi

First-timer, crossdresser anal

Tags: amateur, anal, barebacking, blowjob, couple, crossdressing, fat

Big black muscled guy screwing a blond crossdresser
2 years ago
9:15

aShemaleTube

Big black muscled guy screwing a blond crossdresser

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

Enormous fuck-stick tgirl selfie - Minka Masturbating off and taunting at home
1 year ago
0:34

KeekAss

Enormous fuck-stick tgirl selfie - Minka Masturbating off and taunting at home

Tags: amateur, babe, big cock, blonde, caught, crossdressing, dick

Marina Solo with Surprise
3 years ago
6:39

KeekAss

Marina Solo with Surprise

Tags: amateur, blonde, crossdressing, handjob, hd, masturbation, shemale

Crossdresser Slut Holly Gets Fucked Then Swallows His Cum
1 year ago
3:31

UPornia

Crossdresser Slut Holly Gets Fucked Then Swallows His Cum

Tags: amateur, blonde, crossdressing, cum, cum swallowing, cumshot, hd

T-GIRL ANIME COSTUME PLAY
1 year ago
9:26

KeekAss

T-GIRL ANIME COSTUME PLAY

Tags: amateur, anime, costume, crossdressing, handjob, hd, homevideo

Lazy Bathroom Fresh Haircut
1 year ago
2:20

KeekAss

Lazy Bathroom Fresh Haircut

Tags: amateur, ass, bathroom, bbw, beauty, big ass, big tits