• Crossdressing

  • »
  • Popular
  • all time
  • month
  • week
See-Through cutoffs witness thru underpants
2 years ago
4:01

KeekAss

See-Through cutoffs witness thru underpants

Tags: amateur, anal, assfucking, crossdressing, fetish, forest, hd
Sissy Outside Smoking
4 years ago
2:29

KeekAss

Sissy Outside Smoking

Tags: amateur, brunette, crossdressing, hd, outdoor, public, shemale
Crossdresser flirting 2
6 years ago
6:36

ShemaleMovie

Crossdresser flirting 2

Tags: amateur, crossdressing, ladyboy, lingerie, masturbation, shemale, solo
jack
4 years ago
3:34

KeekAss

jack

Tags: amateur, crossdressing, cumshot, fetish, handjob, hd, lingerie
Satinseductress two
2 years ago
8:27

KeekAss

Satinseductress two

Tags: amateur, crossdressing, cum, fetish, hd, high heels, lingerie
Girly Erectus S/M Forigen Language 23
5 years ago
10:46

KeekAss

Girly Erectus S/M Forigen Language 23

Tags: amateur, anal, blowjob, creampie, crossdressing, cumshot, gay
cross dressing to plow part the finale
5 years ago
5:24

KeekAss

cross dressing to plow part the finale

Tags: 3some, amateur, blowjob, brunette, crossdressing, lingerie, shemale
White meaty fuckmeat
4 years ago
6:16

KeekAss

White meaty fuckmeat

Tags: amateur, anal, bbw, big ass, blonde, chubby, crossdressing
Wondrous T-Model Cougar
4 years ago
3:39

KeekAss

Wondrous T-Model Cougar

Tags: amateur, blonde, cougar, crossdressing, hd, mature, milf
Punk Trans Doll Ravaged Doggy Style
3 years ago
2:11

KeekAss

Punk Trans Doll Ravaged Doggy Style

Tags: amateur, anal, beauty, big cock, crossdressing, cum, doggystyle
SPH amateur babe jerks off a shemales cock in femdom CFNM HJ
2 years ago
5:20

JizzBunker

SPH amateur babe jerks off a shemales cock in femdom CFNM HJ

Tags: amateur, babe, big cock, british, cfnm, crossdressing, dick
Dragon TGirl Charlotte ties Lucy up with a dragon dildo
2 years ago
8:30

XXXDan

Dragon TGirl Charlotte ties Lucy up with a dragon dildo

Tags: amateur, anal, big cock, big tits, british, couple, crossdressing
Damsel in green sundress rails immense black spunk-pump
4 years ago
3:46

KeekAss

Damsel in green sundress rails immense black spunk-pump

Tags: amateur, anal, big black cock, big cock, black, blonde, crossdressing
Sissy pissing in her stockings outside
3 years ago
3:22

KeekAss

Sissy pissing in her stockings outside

Tags: amateur, compilation, crossdressing, cumshot, fetish, hd, lingerie
Splendid Ash-Blonde Shemale Rails and Gargled her Boyfriends Sausage until he Spunks Stiff
3 years ago
7:05

KeekAss

Splendid Ash-Blonde Shemale Rails and Gargled her Boyfriends Sausage until he Spunks Stiff

Tags: amateur, anal, ass, blonde, blowjob, crossdressing, handjob
Crossdresser in Latex endures High-Heel predicament bondage and femdom pegging
2 years ago
22:38

HDSex

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

Tags: bondage, crossdressing, femdom, high heels, latex, pegging, shemale
Lean nymph in stretch pants shows you with her monster curved fuckpole
2 years ago
2:48

KeekAss

Lean nymph in stretch pants shows you with her monster curved fuckpole

Tags: amateur, big cock, crossdressing, fetish, flashing, hd, homevideo
Deanna CD Chick Ultra-Kinky Damsel PREVIEW
5 years ago
5:29

KeekAss

Deanna CD Chick Ultra-Kinky Damsel PREVIEW

Tags: amateur, big ass, big tits, crossdressing, kinky, lingerie, masturbation
Grannie rails trans honies spunk-pump
4 years ago
12:00

KeekAss

Grannie rails trans honies spunk-pump

Tags: 3some, amateur, blonde, blowjob, british, crossdressing, fingering
Steaming Trans Doll in Innocence Deep Throats Humungous Schlong
3 years ago
3:38

KeekAss

Steaming Trans Doll in Innocence Deep Throats Humungous Schlong

Tags: amateur, beauty, blowjob, crossdressing, cum, deep throat, dick
Amateur sissy, sissy crossdresser
3 years ago
5:10

ShemaleTaxi

Amateur sissy, sissy crossdresser

Tags: amateur, crossdressing, shemale, sissy
Get all of my photo sets and full clips on my OnlyFans. Subscribers get full access to over 4200 images and movies with recent and neverseen content b
3 years ago
5:47

ShemaleSin

Get all of my photo sets and full clips on my OnlyFans. Subscribers get full access to over 4200 images and movies with recent and neverseen content b

Tags: amateur, anal, ass, barebacking, big cock, big tits, blowjob
Railing My THICK Plaything So I can JISM
2 years ago
14:02

KeekAss

Railing My THICK Plaything So I can JISM

Tags: amateur, anal, anal toying, big cock, brunette, crossdressing, cumshot
TGJulie
4 years ago
3:59

TrannyOne

TGJulie

Tags: amateur, crossdressing, gay, shemale, transvestite
Amateur crossdresser, amateur shemale
3 years ago
5:31

ShemaleTaxi

Amateur crossdresser, amateur shemale

Tags: amateur, asian, blowjob, cosplay, creampie, crossdressing, ladyboy
Crossdresser crossdresser crossdresser skirt whore
3 years ago
2:03

XXXDan

Crossdresser crossdresser crossdresser skirt whore

Tags: amateur, crossdressing, fetish, shemale, skirt, slut
TGirl Spandex maid gets pegging, slapped and humped rock hard
5 years ago
37:43

KeekAss

TGirl Spandex maid gets pegging, slapped and humped rock hard

Tags: anal, big cock, blonde, blowjob, crossdressing, domination, dominatrix
Sisgusting crossdressers calling themselves mega-bitch and poke
4 years ago
11:26

KeekAss

Sisgusting crossdressers calling themselves mega-bitch and poke

Tags: amateur, anal, barebacking, bitch, blowjob, crossdressing, hd
Ultra-Cute Cumpilation
4 years ago
5:21

KeekAss

Ultra-Cute Cumpilation

Tags: amateur, big cock, brunette, compilation, crossdressing, cumshot, cute
Bunny showcasing gigantic man sausage for camper drivers
4 years ago
2:42

KeekAss

Bunny showcasing gigantic man sausage for camper drivers

Tags: amateur, big cock, blonde, bunny, crossdressing, dick, huge cock
Bbc fucks white boy, bareback cum in ass
6 months ago
5:49

ShemaleTaxi

Bbc fucks white boy, bareback cum in ass

Tags: amateur, anal, ass, barebacking, big black cock, big cock, black
Tgirl Alina stockings hookup with admirer and jizm rock-hard
4 years ago
9:40

KeekAss

Tgirl Alina stockings hookup with admirer and jizm rock-hard

Tags: amateur, anal, blowjob, brunette, crossdressing, cumshot, doggystyle
Amateur ladyboy, japanese shemale cosplay
3 years ago
5:25

ShemaleTaxi

Amateur ladyboy, japanese shemale cosplay

Tags: amateur, american, asian, bdsm, beauty, blowjob, cosplay
Smoking fetish crossdresser
2 years ago
1:58

aShemaleTube

Smoking fetish crossdresser

Tags: crossdressing, fetish, hd, mature, shemale, smoking
RICO TOMAR TETERO
4 years ago
4:35

KeekAss

RICO TOMAR TETERO

Tags: amateur, anal, barebacking, blowjob, brunette, crossdressing, handjob
Asian sissy crossdresser, amateur sissy
3 years ago
7:30

ShemaleTaxi

Asian sissy crossdresser, amateur sissy

Tags: amateur, anal, asian, bdsm, crossdressing, japanese, masturbation
Smoking fetish
2 years ago
4:38

aShemaleTube

Smoking fetish

Tags: amateur, crossdressing, fetish, mature, shemale, smoking
CrossdresserKitty, the Naughty YouTuber, Pleasures You with Masturbation and Your Name on My Thighs!
2 years ago
5:18

HDSex

CrossdresserKitty, the Naughty YouTuber, Pleasures You with Masturbation and Your Name on My Thighs!

Tags: american, beauty, blonde, crossdressing, cumshot, homevideo, ladyboy
Amateur Crossdresser 177
5 years ago
11:36

aShemaleTube

Amateur Crossdresser 177

Tags: amateur, crossdressing, shemale
Be a decent Sissy compilation (Hottest of galleries Anna Rios 2021)
3 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
Futanari Super Huge Cock Fucks Horny MILF Wife, Very Hot Super Futa Fucking - MILF Breeder Chapter
11 months ago
8:04

aShemaleTube

Futanari Super Huge Cock Fucks Horny MILF Wife, Very Hot Super Futa Fucking - MILF Breeder Chapter

Tags: 3d, asian, beauty, big cock, crossdressing, cum, futanari
Young trans chicks throating each other - Angela Tamrih
4 years ago
9:01

KeekAss

Young trans chicks throating each other - Angela Tamrih

Tags: 69, amateur, anal, assfucking, blowjob, brunette, couple
old sissy is hungry for some johnson
3 years ago
16:07

aShemaleTube

old sissy is hungry for some johnson

Tags: crossdressing, old, shemale, sissy
Bella ambling in quit instruct facility
4 years ago
25:14

KeekAss

Bella ambling in quit instruct facility

Tags: amateur, boots, caught, compilation, crossdressing, handjob, hd
Satisfy Pull My Weenie Heterosexual Up in Sheer Dark-Hued Silk with Dee
4 years ago
2:31

KeekAss

Satisfy Pull My Weenie Heterosexual Up in Sheer Dark-Hued Silk with Dee

Tags: amateur, big cock, big tits, crossdressing, cum, cumshot, dick
Super-Cute ash-blonde striptease showcase big money-shot
3 years ago
3:05

KeekAss

Super-Cute ash-blonde striptease showcase big money-shot

Tags: amateur, beauty, big cock, blonde, crossdressing, cum, cumshot
Plus Size Transgender Goddess Having Joy
4 years ago
16:24

KeekAss

Plus Size Transgender Goddess Having Joy

Tags: amateur, big ass, big tits, compilation, crossdressing, cumshot, ebony
Sucking Straight Guys Cock Is The Best!
1 year ago
5:34

XXXDan

Sucking Straight Guys Cock Is The Best!

Tags: amateur, beauty, big cock, blowjob, crossdressing, dick, interracial
High heels crossdressing and stockings, high heel
3 years ago
6:22

ShemaleTaxi

High heels crossdressing and stockings, high heel

Tags: amateur, crossdressing, high heels, ladyboy, shemale, solo, stockings
Crossdresser smoking, while
2 years ago
5:15

ShemaleTaxi

Crossdresser smoking, while

Tags: crossdressing, shemale, smoking
Sissy vein fuck another sissy
2 years ago
42:09

aShemaleTube

Sissy vein fuck another sissy

Tags: amateur, anal, asian, chinese, crossdressing, hd, model
First-time fun with sex toys and sexy lingerie
2 months ago
10:23

ShemaleTaxi

First-time fun with sex toys and sexy lingerie

Tags: amateur, crossdressing, first time, funny, lingerie, pantyhose, shemale
Blonde crossdresser she-cock and ass twerking while teasing masturbation session
1 year ago
18:14

aShemaleTube

Blonde crossdresser she-cock and ass twerking while teasing masturbation session

Tags: amateur, ass, blonde, crossdressing, cumshot, dick, high heels
Lisa pedal pumping
3 years ago
12:20

KeekAss

Lisa pedal pumping

Tags: amateur, crossdressing, feet, fetish, hd, ladyboy, mature
Real amateur, sissy
3 years ago
22:57

ShemaleTaxi

Real amateur, sissy

Tags: amateur, crossdressing, homevideo, shemale, sissy
Oiled crossdresser teen plays her dildo in pantyhose
4 years ago
3:01

TrannyOne

Oiled crossdresser teen plays her dildo in pantyhose

Tags: anal, anus, ass, big cock, booty, crossdressing, cum
Crossdresser nine2
5 years ago
3:03

KeekAss

Crossdresser nine2

Tags: amateur, crossdressing, lingerie, stockings, striptease, toys
What a slut house - crossdresser fuckfest
3 years ago
8:09

aShemaleTube

What a slut house - crossdresser fuckfest

Tags: amateur, anal, assfucking, crossdressing, domination, group sex, hd
Annarios: Splendid sissy uses her petty admirer as a spunk dumpster
4 years ago
26:46

KeekAss

Annarios: Splendid sissy uses her petty admirer as a spunk dumpster

Tags: amateur, big cock, big tits, brunette, crossdressing, cum, cum in mouth
Shemale Head In The Morning
3 years ago
6:38

KeekAss

Shemale Head In The Morning

Tags: amateur, barebacking, beauty, big black cock, big cock, black, blowjob
Mouth-Watering Femboy Rump
4 years ago
3:30

KeekAss

Mouth-Watering Femboy Rump

Tags: amateur, beauty, crossdressing, cute, hd, lingerie, shemale
Handsfree, BIG BLACK COCK, Transgirl, Pantyhose, Spandex
5 years ago
4:10

KeekAss

Handsfree, BIG BLACK COCK, Transgirl, Pantyhose, Spandex

Tags: amateur, anal, anal toying, big black cock, crossdressing, latex, orgasm
CD in Bodystocking Spanked and Fisted by Mistress Cumme
5 years ago
1:58

aShemaleTube

CD in Bodystocking Spanked and Fisted by Mistress Cumme

Tags: bodystocking, crossdressing, mistress, shemale, spanking
Horny Cow Jacking
2 years ago
4:13

KeekAss

Horny Cow Jacking

Tags: 18 year old, amateur, anal, big black cock, brunette, cosplay, crossdressing
SHE-MALE LADY DOING HUMP ORAL JOB TO HOMIE PART two
4 years ago
9:55

KeekAss

SHE-MALE LADY DOING HUMP ORAL JOB TO HOMIE PART two

Tags: amateur, ass, big ass, blowjob, booty, brunette, crossdressing
Hitatchi Trouser Snake Cell Ejaculation! -Linzy19
3 years ago
14:27

KeekAss

Hitatchi Trouser Snake Cell Ejaculation! -Linzy19

Tags: amateur, crossdressing, dick, hd, masturbation, milf, orgasm
Recopilacion de Sexo assfucking en Lenceria / Sexo assfucking en Medias corridas
2 years ago
7:57

KeekAss

Recopilacion de Sexo assfucking en Lenceria / Sexo assfucking en Medias corridas

Tags: amateur, anal, assfucking, big ass, brunette, colombian, compilation
Slamming ten Xxl Fake Penises
3 years ago
2:00

KeekAss

Slamming ten Xxl Fake Penises

Tags: anal, anal toying, ass, big ass, big cock, bisexual, buttplug
Indian
2 years ago
2:50

aShemaleTube

Indian

Tags: amateur, big tits, blowjob, crossdressing, homevideo, indian, lingerie
Cum in underwear
2 years ago
3:01

aShemaleTube

Cum in underwear

Tags: amateur, big cock, crossdressing, cum, cumshot, fetish, hd
Convenient Lazy Facefuck and Sucky-Sucky
3 years ago
3:40

KeekAss

Convenient Lazy Facefuck and Sucky-Sucky

Tags: amateur, beauty, blowjob, boyfriend, brunette, couple, crossdressing
Amateur Crossdresser 65
5 years ago
11:57

aShemaleTube

Amateur Crossdresser 65

Tags: amateur, crossdressing, shemale
Using my vibing booty buttplug on my web cam dressed in black pantyhose....
3 years ago
13:44

KeekAss

Using my vibing booty buttplug on my web cam dressed in black pantyhose....

Tags: amateur, anal, big ass, black, blonde, booty, buttplug
Transsexual Lucy with a big dick rides anal on a big black Billy Bunter dildo
2 years ago
16:02

XXXDan

Transsexual Lucy with a big dick rides anal on a big black Billy Bunter dildo

Tags: amateur, anal, big ass, big cock, big tits, black, british
Luving a smoke
4 years ago
3:55

KeekAss

Luving a smoke

Tags: amateur, blonde, crossdressing, fetish, homevideo, mature, shemale
Trans woman disrobes and taunts in library
2 years ago
2:05

KeekAss

Trans woman disrobes and taunts in library

Tags: amateur, ass, crossdressing, exhibitionist, hd, librarian, masturbation
Janae Jones deepthroats and gets banged rear end by BIG BLACK COCK with gigantic money-shot
3 years ago
17:46

KeekAss

Janae Jones deepthroats and gets banged rear end by BIG BLACK COCK with gigantic money-shot

Tags: amateur, anal, barebacking, big ass, big black cock, big cock, blowjob
Sissy supergurl gets fuck bareback
3 years ago
1:00

aShemaleTube

Sissy supergurl gets fuck bareback

Tags: barebacking, crossdressing, hd, ladyboy, shemale, sissy, transsexual
Shemale domination, shemale milf
3 years ago
7:28

ShemaleTaxi

Shemale domination, shemale milf

Tags: amateur, anal, anal toying, bdsm, beauty, big cock, big tits
smashed femboy in crimson stockings opens up her cock-squeezing crevice and spunks arms free-for-all
3 years ago
22:41

KeekAss

smashed femboy in crimson stockings opens up her cock-squeezing crevice and spunks arms free-for-all

Tags: amateur, anal, anal toying, ass, assfucking, big cock, cowgirl
Vib and buttfuck until sissygasm
3 years ago
17:29

KeekAss

Vib and buttfuck until sissygasm

Tags: amateur, anal, assfucking, brunette, crossdressing, cum, dildo
Rina it can't fight back
5 years ago
3:43

KeekAss

Rina it can't fight back

Tags: amateur, crossdressing, fetish, hd, mature, old, stockings
Trans screws herself in gash
2 years ago
3:00

KeekAss

Trans screws herself in gash

Tags: amateur, bdsm, bondage, crossdressing, cumshot, dirty, female orgasm
Marina-Taunted and Smacked while being shackled to the ceiling by her Mrs Samantha
2 years ago
12:16

KeekAss

Marina-Taunted and Smacked while being shackled to the ceiling by her Mrs Samantha

Tags: amateur, bdsm, beauty, blonde, blowjob, boots, crossdressing
Crossdresser Posing (Loop) two
3 years ago
10:03

KeekAss

Crossdresser Posing (Loop) two

Tags: amateur, big tits, boy, brunette, crossdressing, feminization, fetish
Superb luck charmer
3 years ago
23:11

KeekAss

Superb luck charmer

Tags: amateur, blonde, brunette, compilation, crossdressing, fetish, latex
Emo kluk, americance
4 years ago
9:37

ShemaleTaxi

Emo kluk, americance

Tags: amateur, american, anal, barebacking, crossdressing, emo, shemale
Ma maitresse m encule
5 years ago
13:25

KeekAss

Ma maitresse m encule

Tags: amateur, anal, blowjob, brunette, crossdressing, dominatrix, femdom
Multiracial10
5 years ago
19:33

KeekAss

Multiracial10

Tags: anal, blowjob, brunette, crossdressing, cumshot, ebony, gay
rubbing my chocolate she beefstick
3 years ago
11:44

KeekAss

rubbing my chocolate she beefstick

Tags: amateur, big cock, brunette, chocolate, crossdressing, cum, cumshot
THICK 18 YEARS OLD TEEN CUMSHOT
3 years ago
3:01

aShemaleTube

THICK 18 YEARS OLD TEEN CUMSHOT

Tags: amateur, big cock, big tits, compilation, crossdressing, cumshot, hd
Outdoor, pierced
3 years ago
14:51

ShemaleTaxi

Outdoor, pierced

Tags: crossdressing, cum, cumshot, jizz, masturbation, outdoor, piercing
Sissy o Tilf ?
4 years ago
2:37

KeekAss

Sissy o Tilf ?

Tags: amateur, big cock, brunette, crossdressing, lingerie, mature, shemale
53 Trailer-Wanting pricks so much, I banged them all night
4 years ago
3:09

KeekAss

53 Trailer-Wanting pricks so much, I banged them all night

Tags: amateur, anal, blowjob, crossdressing, cum, cum swallowing, cumshot
Black sundress, soles & platform high-heeled slippers
4 years ago
5:17

KeekAss

Black sundress, soles & platform high-heeled slippers

Tags: amateur, beauty, black, brunette, crossdressing, dress, feet
Nylon homosexual with furs
4 years ago
2:33

KeekAss

Nylon homosexual with furs

Tags: amateur, crossdressing, feet, gay, handjob, hd, homevideo
Cdzinha Rola no Cu
4 years ago
2:58

KeekAss

Cdzinha Rola no Cu

Tags: amateur, anal, blonde, creampie, crossdressing, pov, shemale
Crossdresser get fucked so hard
4 years ago
0:40

TrannyOne

Crossdresser get fucked so hard

Tags: big cock, crossdressing, dick, hd, latex, lingerie, rubber
Blonde big tit CD eats a bbc and sperm
2 years ago
4:48

aShemaleTube

Blonde big tit CD eats a bbc and sperm

Tags: amateur, big black cock, big cock, big tits, blonde, blowjob, crossdressing
Jizz Shot Atago Crossdress CD Costume Play ten
3 years ago
4:19

KeekAss

Jizz Shot Atago Crossdress CD Costume Play ten

Tags: amateur, beauty, big cock, blowjob, cosplay, costume, crossdressing
Soy una trans Colombina muy femenina de mujer
2 years ago
4:49

KeekAss

Soy una trans Colombina muy femenina de mujer

Tags: amateur, anal, barebacking, big ass, blonde, crossdressing, feet
transgirl niclo oral jobs faux-cock
4 years ago
4:28

KeekAss

transgirl niclo oral jobs faux-cock

Tags: blowjob, brunette, crossdressing, dick, dildo, hd, lesbian
Display-liking queer Sandrasau
3 years ago
2:07

KeekAss

Display-liking queer Sandrasau

Tags: amateur, blonde, crossdressing, fetish, jerking, latex, masturbation
Amateur crossdresser, cd crossdresser
3 years ago
18:13

ShemaleTaxi

Amateur crossdresser, cd crossdresser

Tags: amateur, crossdressing, shemale
Hazel Lush a beauty with Cock control
1 year ago
1:00

aShemaleTube

Hazel Lush a beauty with Cock control

Tags: beauty, big cock, crossdressing, cum, cumshot, dick, ladyboy
Two amateur crossdressers kiss and stroke their cocks on cam
8 years ago
5:43

TrannyOne

Two amateur crossdressers kiss and stroke their cocks on cam

Tags: amateur, crossdressing, dick, kissing, webcam
Frolicking around in dual nylon
3 years ago
6:55

KeekAss

Frolicking around in dual nylon

Tags: amateur, crossdressing, cumshot, masturbation, mature, nylon, outdoor
Saucy Salami gothic Crossdresser
3 years ago
3:05

KeekAss

Saucy Salami gothic Crossdresser

Tags: amateur, anal, anal toying, beauty, big ass, brunette, crossdressing
Juicy celebration video for a happy and fresh New Year in 2023!
2 years ago
33:20

ShemaleTaxi

Juicy celebration video for a happy and fresh New Year in 2023!

Tags: anal, celebrity, crossdressing, dildo, gaping hole, japanese, juicy
Femboy, transgender princess, underwear
1 year ago
8:20

HDSex

Femboy, transgender princess, underwear

Tags: anal, chinese, crossdressing, group sex, ladyboy, lingerie, model
Rich transgirl likes and then comes part 1
4 years ago
2:31

KeekAss

Rich transgirl likes and then comes part 1

Tags: amateur, blonde, crossdressing, masturbation, rich, shemale, small tits
Moist joy with femboy- Utter movie on my onlyfans.
2 years ago
2:02

KeekAss

Moist joy with femboy- Utter movie on my onlyfans.

Tags: amateur, anal, assfucking, barebacking, blonde, crossdressing, ebony
Seductive Pakistani crossdresser femboy teases in alluring lingerie
2 years ago
9:39

ShemaleTaxi

Seductive Pakistani crossdresser femboy teases in alluring lingerie

Tags: alluring, beauty, crossdressing, ladyboy, lingerie, masturbation, pakistani
Jaw-Dropping Trans luvs Analtoy and fat pop-shot
4 years ago
7:58

KeekAss

Jaw-Dropping Trans luvs Analtoy and fat pop-shot

Tags: amateur, anal, beauty, blonde, crossdressing, cum, cumshot
20200429 white petticoat
2 years ago
5:45

XXXDan

20200429 white petticoat

Tags: amateur, crossdressing, cumshot, european, high heels, lingerie, masturbation
Too Super Hot to Treat
3 years ago
11:14

KeekAss

Too Super Hot to Treat

Tags: amateur, caught, cigarette, crossdressing, cumshot, fetish, flashing
Throwback BIG BLACK COCK, came in minutes
3 years ago
10:04

KeekAss

Throwback BIG BLACK COCK, came in minutes

Tags: amateur, big ass, big black cock, black, blowjob, crossdressing, cuckold
Crystal Sounding Joy
3 years ago
3:06

KeekAss

Crystal Sounding Joy

Tags: amateur, crossdressing, fetish, handjob, hd, homevideo, lingerie
Kelaryn, big cock
4 years ago
16:09

ShemaleTaxi

Kelaryn, big cock

Tags: anal, barebacking, big cock, couple, crossdressing, shemale
Brit ladyboy flashes her doable booty
3 years ago
5:35

KeekAss

Brit ladyboy flashes her doable booty

Tags: amateur, anal, booty, brunette, crossdressing, flashing, homevideo
CD fuck guy
5 years ago
8:49

aShemaleTube

CD fuck guy

Tags: crossdressing, shemale
SilkeTrav is playing with her limp clitty
6 years ago
2:23

aShemaleTube

SilkeTrav is playing with her limp clitty

Tags: amateur, crossdressing, hd, homevideo, shemale, solo
Panic at the bus station!
4 years ago
0:40

TrannyOne

Panic at the bus station!

Tags: bus, crossdressing, cum, cumshot, gay, hd, masturbation
Hookup-machine, Me and my booty jism in pinkish bodystocking four
4 years ago
29:11

KeekAss

Hookup-machine, Me and my booty jism in pinkish bodystocking four

Tags: amateur, anal, anal fisting, anal toying, ass, assfucking, bodystocking
White Sissy Homo Dolled Up in Pinkish Deepthroats a BIG BLACK COCK
4 years ago
4:36

KeekAss

White Sissy Homo Dolled Up in Pinkish Deepthroats a BIG BLACK COCK

Tags: amateur, big black cock, big cock, black, blowjob, brunette, crossdressing
after frolicking with my arse... having a cold, I wank off my lil' dinky.
3 years ago
9:21

KeekAss

after frolicking with my arse... having a cold, I wank off my lil' dinky.

Tags: amateur, ass, crossdressing, dick, handjob, hd, jerking
E-v-e crossdresser on webcam
4 years ago
3:49

KeekAss

E-v-e crossdresser on webcam

Tags: amateur, anal, crossdressing, cum, handjob, lingerie, masturbation
Dangled dude used sissy fuckhole
4 years ago
3:04

KeekAss

Dangled dude used sissy fuckhole

Tags: amateur, anal, beauty, big cock, blowjob, couple, crossdressing
Stellar Platinum-Blonde Haul Transformation
4 years ago
4:05

KeekAss

Stellar Platinum-Blonde Haul Transformation

Tags: amateur, beauty, blonde, crossdressing, dick, feminization, fetish
Thyra the Tigress (trans, crossdress, transformation, tights, feminization, mask, chick mask)
4 years ago
18:13

KeekAss

Thyra the Tigress (trans, crossdress, transformation, tights, feminization, mask, chick mask)

Tags: amateur, blonde, crossdressing, feminization, fetish, hd, high heels
Dude deepthroating shecock in the bathroom and gets plowed
4 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 tight spandex shorts teases and denies
2 years ago
8:47

ShemaleTaxi

Crossdresser in tight spandex shorts teases and denies

Tags: crossdressing, shemale, shorts, spandex, tight
Ladyboy Showcasing Neighbor
2 years ago
10:02

KeekAss

Ladyboy Showcasing Neighbor

Tags: amateur, blonde, crossdressing, dick, hd, homevideo, ladyboy
Sex toy, crossdresser masturbation
3 years ago
11:40

ShemaleTaxi

Sex toy, crossdresser masturbation

Tags: crossdressing, masturbation, shemale, toys, vintage
This mean nymph in fishnets will make you want soles and sausage
2 years ago
2:15

KeekAss

This mean nymph in fishnets will make you want soles and sausage

Tags: amateur, anal, anal toying, big cock, crossdressing, cum, cumshot
Crossdresser in brief white sundress posing, railing humungous fake penis, and jerking rock hard salami
3 years ago
8:46

KeekAss

Crossdresser in brief white sundress posing, railing humungous fake penis, and jerking rock hard salami

Tags: amateur, anal, anal toying, big ass, big cock, big tits, crossdressing
ally65
4 years ago
2:28

aShemaleTube

ally65

Tags: amateur, crossdressing, shemale
Femboy blowjob, chinese ladyboy
9 months ago
7:19

ShemaleMovie

Femboy blowjob, chinese ladyboy

Tags: amateur, anal, asian, babe, beauty, blowjob, brutal
Poundable Rump in a Crimson Micro-Skirt and Nylon Pantyhose
3 years ago
3:27

KeekAss

Poundable Rump in a Crimson Micro-Skirt and Nylon Pantyhose

Tags: amateur, anal, ass, brunette, crossdressing, cum, cumshot
Ginger-Haired crossdresser Nottstvslut in antique satin.
3 years ago
2:23

KeekAss

Ginger-Haired crossdresser Nottstvslut in antique satin.

Tags: amateur, antique, beauty, crossdressing, fetish, high heels, ladyboy
Transgender, ts
2 years ago
11:19

ShemaleTaxi

Transgender, ts

Tags: crossdressing, ladyboy, shemale, sissy, transsexual
Piss Urinate Chick two
4 years ago
4:18

KeekAss

Piss Urinate Chick two

Tags: amateur, brunette, crossdressing, hd, masturbation, mature, pissing
Having joy2
4 years ago
4:14

KeekAss

Having joy2

Tags: amateur, crossdressing, cumshot, fetish, handjob, hd, masturbation
Let's get ultra-kinky
3 years ago
17:53

KeekAss

Let's get ultra-kinky

Tags: amateur, blowjob, booty, compilation, crossdressing, cum, cumshot
Sissy baregefickt und besamt
4 years ago
6:17

KeekAss

Sissy baregefickt und besamt

Tags: amateur, anal, barebacking, blowjob, brunette, crossdressing, homevideo
Insane vinyl crossdresser plays with inflatable speculum and monstrous ass fucking playthings
3 years ago
5:35

KeekAss

Insane vinyl crossdresser plays with inflatable speculum and monstrous ass fucking playthings

Tags: amateur, anal, anal toying, ass, assfucking, bdsm, boots
XXXDANMON - I'm Plumbing A Adorable Japanese Crossdresser Sissy two
4 years ago
14:56

KeekAss

XXXDANMON - I'm Plumbing A Adorable Japanese Crossdresser Sissy two

Tags: adorable, amateur, anal, asian, big ass, big cock, blonde
Impressive Crossdresser Fat Cock and Big Balls in a Live Cam Show Part2
3 years ago
6:40

aShemaleTube

Impressive Crossdresser Fat Cock and Big Balls in a Live Cam Show Part2

Tags: balls, crossdressing, dick, fat, fetish, hd, shemale
Lazy Bathroom Fresh Haircut
3 years ago
2:20

KeekAss

Lazy Bathroom Fresh Haircut

Tags: amateur, ass, bathroom, bbw, beauty, big ass, big tits
MORE CONVERSE
4 years ago
25:35

KeekAss

MORE CONVERSE

Tags: amateur, blonde, crossdressing, hd, lingerie, mature, old
Holy Nun Astrid Apathy Sissygasm in Innocence
3 years ago
11:06

KeekAss

Holy Nun Astrid Apathy Sissygasm in Innocence

Tags: amateur, anal, ass to mouth, cage, crossdressing, cum, dildo
Crossdresser demonstrating on a highway bridge
4 years ago
2:21

KeekAss

Crossdresser demonstrating on a highway bridge

Tags: amateur, big tits, crossdressing, flashing, hd, high heels, latex
Spunk in my facehole sate
4 years ago
4:39

KeekAss

Spunk in my facehole sate

Tags: amateur, big cock, big tits, brunette, crossdressing, cum, dick
Smoking Crossdresser
4 years ago
2:29

KeekAss

Smoking Crossdresser

Tags: amateur, big tits, brunette, crossdressing, hd, latina, mature
Japanese PVC Bodysuit Slave Sissy Solo Cum
3 years ago
10:37

aShemaleTube

Japanese PVC Bodysuit Slave Sissy Solo Cum

Tags: amateur, asian, crossdressing, cum, cumshot, fetish, hd
UK She-Creature Gina Trent Slideshow #6
4 years ago
3:36

KeekAss

UK She-Creature Gina Trent Slideshow #6

Tags: amateur, beauty, big tits, blonde, compilation, crossdressing, hd
CANDICE 360
4 years ago
2:37

KeekAss

CANDICE 360

Tags: amateur, crossdressing, french, ladyboy, lingerie, mature, outdoor
Bigcock miku crossdresser
4 years ago
9:15

KeekAss

Bigcock miku crossdresser

Tags: amateur, big cock, crossdressing, cumshot, handjob, japanese, lingerie
20120624 dark-hued spandex
4 years ago
3:15

KeekAss

20120624 dark-hued spandex

Tags: amateur, big tits, black, crossdressing, hd, homevideo, latex
The Money Shot Extended- money equals green
3 years ago
4:05

KeekAss

The Money Shot Extended- money equals green

Tags: amateur, big cock, big tits, blonde, corset, crossdressing, handjob
Abbygeil parking exhibition for grind trucker on the highway
3 years ago
2:00

KeekAss

Abbygeil parking exhibition for grind trucker on the highway

Tags: amateur, big tits, brunette, crossdressing, exhibitionist, fetish, hd
Sweet and Blue(s)
1 year ago
7:37

aShemaleTube

Sweet and Blue(s)

Tags: big cock, crossdressing, fetish, hd, lingerie, masturbation, outdoor
First-timer, crossdresser anal
4 years ago
15:13

ShemaleTaxi

First-timer, crossdresser anal

Tags: amateur, anal, barebacking, blowjob, couple, crossdressing, fat
Luxurious Transgender Princess cougar
4 years ago
8:00

KeekAss

Luxurious Transgender Princess cougar

Tags: amateur, blonde, cougar, crossdressing, handjob, hd, masturbation
Crossdresser, dude
4 years ago
9:21

ShemaleTaxi

Crossdresser, dude

Tags: crossdressing, shemale
two t-models late night
4 years ago
8:18

KeekAss

two t-models late night

Tags: amateur, anal, barebacking, blowjob, brunette, crossdressing, gay
Manager she-male in heels and stockings flashes off fantastic soles and penis
3 years 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
Transgirl ass-fuck getting off coming rock hard heavy numerous sissygasm
3 years ago
32:40

KeekAss

Transgirl ass-fuck getting off coming rock hard heavy numerous sissygasm

Tags: amateur, anal, anal toying, assfucking, corset, crossdressing, denial
Crossdressed Lad Femboy Unwraps and Plays
3 years ago
7:29

KeekAss

Crossdressed Lad Femboy Unwraps and Plays

Tags: amateur, anal, ass, big ass, crossdressing, cum, cumshot
Messy biotch meatpipe & rump have fun in basque suspender, fishnet tights & panty!
4 years ago
4:35

KeekAss

Messy biotch meatpipe & rump have fun in basque suspender, fishnet tights & panty!

Tags: amateur, ass, beauty, blonde, crossdressing, dick, dirty talk
femboy gape
4 years ago
10:25

KeekAss

femboy gape

Tags: amateur, anal, big ass, crossdressing, cum, dildo, fetish
Yum yum my fleshy suga dad
3 years ago
2:15

KeekAss

Yum yum my fleshy suga dad

Tags: amateur, anal, asian, beauty, big cock, black, couple
Tgirl Munching Good-Sized Blast of Jizz After Sounding Immense Pink Cigar Jessica Bloom
3 years ago
5:57

KeekAss

Tgirl Munching Good-Sized Blast of Jizz After Sounding Immense Pink Cigar Jessica Bloom

Tags: amateur, beauty, big cock, cigarette, crossdressing, cum, cum swallowing
Cross dresser frigs and shoots a load witnessing pornography then slurps it up
2 years ago
11:50

KeekAss

Cross dresser frigs and shoots a load witnessing pornography then slurps it up

Tags: amateur, ass, assfingering, assfucking, big cock, boy, brunette
Im Petticoat
5 years ago
3:15

KeekAss

Im Petticoat

Tags: amateur, compilation, crossdressing, lingerie, mature, outdoor, stockings
Beautiful sissy at the doctor, spreads her long legs and takes a naughty bath
2 years ago
12:03

JizzBunker

Beautiful sissy at the doctor, spreads her long legs and takes a naughty bath

Tags: bathroom, beauty, big ass, big cock, big tits, blonde, compilation
Crossdresser gets fucked in the ass
2 years ago
8:11

XXXDan

Crossdresser gets fucked in the ass

Tags: amateur, anal, ass, bdsm, beauty, big ass, couple
Yamakaze Chinese Costume Play Public Getting Off00
4 years ago
5:37

KeekAss

Yamakaze Chinese Costume Play Public Getting Off00

Tags: amateur, big cock, chinese, cosplay, costume, crossdressing, cumshot
Crossdresser, inexperienced
4 years ago
13:28

ShemaleTaxi

Crossdresser, inexperienced

Tags: amateur, crossdressing, shemale, sissy
CUMMING
5 years ago
0:32

aShemaleTube

CUMMING

Tags: amateur, crossdressing, cum, cumshot, hd, homevideo, masturbation