• Crossdressing

  • »
  • Popular
  • all time
  • month
  • week
SISSY WALK IN THE FOREST IN PUBLIC
3 years ago
17:23

KeekAss

SISSY WALK IN THE FOREST IN PUBLIC

Tags: amateur, anal, boy, caught, crossdressing, fetish, forest
Allie want to jism for you, enjoy her!
4 years ago
11:53

KeekAss

Allie want to jism for you, enjoy her!

Tags: amateur, crossdressing, cum, handjob, hd, lingerie, masturbation
Jizzing firmer then ever before
3 years ago
2:35

KeekAss

Jizzing firmer then ever before

Tags: amateur, beauty, big cock, compilation, crossdressing, cum, cumshot
Fucky-Fucky Machine Japanese Femboy Cosplayer Haru, Rizu-kyun Part.20
3 years ago
3:37

KeekAss

Fucky-Fucky Machine Japanese Femboy Cosplayer Haru, Rizu-kyun Part.20

Tags: amateur, anal toying, asian, barebacking, beauty, big cock, cosplay
Cheerleader SPH rides transvestites small cock with strap-on
1 year ago
5:00

XXXDan

Cheerleader SPH rides transvestites small cock with strap-on

Tags: amateur, babe, big cock, british, cheerleader, crossdressing, dick
Goth femboy solo anal play and cum on webcam
2 years ago
1:17:15

JizzBunker

Goth femboy solo anal play and cum on webcam

Tags: amateur, anal, crossdressing, cum, dildo, goth, lingerie
Two crossdressers, guysinlingerielover
4 years ago
10:09

ShemaleTaxi

Two crossdressers, guysinlingerielover

Tags: anal, crossdressing, ladyboy, shemale
JIZZ FOOD fetish. Taunting, faux-cock and munching pizza with jizz
4 years ago
10:44

KeekAss

JIZZ FOOD fetish. Taunting, faux-cock and munching pizza with jizz

Tags: amateur, anal, black, crossdressing, cum, cumshot, dick
d va magical damsel cum shot
3 years ago
15:30

KeekAss

d va magical damsel cum shot

Tags: amateur, anime, brunette, cosplay, crossdressing, cum, cumshot
La Flecha Bandida penetrate her fuckhole and spunk for her Parent
2 years ago
25:09

KeekAss

La Flecha Bandida penetrate her fuckhole and spunk for her Parent

Tags: amateur, anal, anal toying, brunette, crossdressing, cum, cumshot
Frolicking around in dual nylon
2 years ago
6:55

KeekAss

Frolicking around in dual nylon

Tags: amateur, crossdressing, cumshot, masturbation, mature, nylon, outdoor
Trans TomBoy Gf Fights To Fit Her Lovin’ Bf (Crammed
2 years ago
10:55

KeekAss

Trans TomBoy Gf Fights To Fit Her Lovin’ Bf (Crammed

Tags: amateur, anal, boyfriend, crossdressing, domination, emo, fur
Japanese tranny Nut Nectar Qiao hung restrain bondage sadism & masochism fucky-fucky
4 years ago
3:13

KeekAss

Japanese tranny Nut Nectar Qiao hung restrain bondage sadism & masochism fucky-fucky

Tags: amateur, anal, bdsm, blonde, bondage, brunette, crossdressing
Chinesse pantyhose fetish petting
5 years ago
0:50

aShemaleTube

Chinesse pantyhose fetish petting

Tags: crossdressing, fetish, footjob, homevideo, lingerie, pantyhose, shemale
Perverse Cycle
3 years ago
11:53

KeekAss

Perverse Cycle

Tags: amateur, bicycle, brunette, crossdressing, femdom, hd, perverted
Holly and Lilli are Smoking Sizzling
3 years ago
4:28

KeekAss

Holly and Lilli are Smoking Sizzling

Tags: amateur, brazilian, brunette, crossdressing, fetish, hd, shemale
Raw boi puss in public
3 years ago
4:20

KeekAss

Raw boi puss in public

Tags: amateur, anal, big cock, crossdressing, dick, exhibitionist, lingerie
Androgynous sissy twink pleasuring step daddys man sausage No 2
3 years ago
17:46

ShemaleTaxi

Androgynous sissy twink pleasuring step daddys man sausage No 2

Tags: crossdressing, daddies, shemale, sissy, twink
slick white gams in six inch stilettos
3 years ago
4:19

KeekAss

slick white gams in six inch stilettos

Tags: amateur, big cock, crossdressing, high heels, legs, lingerie, mature
Teenie crossdresser luxurious french celia cross trans femboy
3 years ago
3:39

KeekAss

Teenie crossdresser luxurious french celia cross trans femboy

Tags: amateur, brunette, crossdressing, french, handjob, lingerie, masturbation
Flash me your underpants
4 years ago
3:22

KeekAss

Flash me your underpants

Tags: amateur, blonde, crossdressing, flashing, hd, outdoor, public
Elderly crossdressers use faux-cocks on a junior dame
4 years ago
5:13

KeekAss

Elderly crossdressers use faux-cocks on a junior dame

Tags: 3some, amateur, blonde, blowjob, crossdressing, dick, dildo
Let me suck your dick please and I’ll let you cum in my mouth 💋
2 years ago
1:00

aShemaleTube

Let me suck your dick please and I’ll let you cum in my mouth 💋

Tags: amateur, barebacking, big cock, crossdressing, cum, cum in mouth, dick
Crossdresser nine3
4 years ago
3:53

KeekAss

Crossdresser nine3

Tags: amateur, crossdressing, handjob, lingerie, masturbation, pissing, shemale
Jennifer smashed by Jay
4 years ago
25:48

KeekAss

Jennifer smashed by Jay

Tags: amateur, anal, blonde, blowjob, crossdressing, ebony, homevideo
Opened Up That Fuck Hole Open
2 years ago
5:41

KeekAss

Opened Up That Fuck Hole Open

Tags: amateur, big ass, big black cock, big cock, black, booty, crossdressing
Girly Erectus MASOCHISM Forigen Language 44
4 years ago
4:25

KeekAss

Girly Erectus MASOCHISM Forigen Language 44

Tags: amateur, anal, blowjob, crossdressing, gay, hd, public
Mistress Mony like slutty dominatrix
2 years ago
6:20

TrannyOne

Mistress Mony like slutty dominatrix

Tags: amateur, crossdressing, cumshot, dominatrix, fetish, fur, homevideo
DeeDeeSlut Stops for A Gulp
3 years ago
12:25

KeekAss

DeeDeeSlut Stops for A Gulp

Tags: amateur, big tits, brunette, crossdressing, hd, ladyboy, lingerie
Lad, big cock
3 years ago
24:07

ShemaleTaxi

Lad, big cock

Tags: arab, big cock, crossdressing, masturbation, shemale, striptease, teen (18+)
Japanese - 019 - Straight Boy Feminization
7 months ago
15:03

JizzBunker

Japanese - 019 - Straight Boy Feminization

Tags: asian, blowjob, boy, crossdressing, feminization, handjob, japanese
Amateur Crossdresser 61
4 years ago
10:56

HClips

Amateur Crossdresser 61

Tags: amateur, crossdressing, interracial, shemale
lovely sissy with speculum in silk sundress
2 years ago
3:16

KeekAss

lovely sissy with speculum in silk sundress

Tags: anal, asian, assfucking, brunette, buttplug, crossdressing, handjob
Powerful Heshe bounces her Huge Joystick in a Webcam Show Part2
3 years ago
6:40

aShemaleTube

Powerful Heshe bounces her Huge Joystick in a Webcam Show Part2

Tags: amateur, big cock, crossdressing, fetish, hd, shemale, tranny
i wire on a femboy
2 years ago
8:03

KeekAss

i wire on a femboy

Tags: amateur, anal, ass, big ass, crossdressing, femdom, fetish
Crossdresser dress, faggot
3 years ago
18:26

ShemaleTaxi

Crossdresser dress, faggot

Tags: crossdressing, dress, shemale, small cock
Horny Cow Jacking
2 years ago
4:13

KeekAss

Horny Cow Jacking

Tags: 18 year old, amateur, anal, big black cock, brunette, cosplay, crossdressing
sissy niclo rump getting off
4 years ago
3:06

KeekAss

sissy niclo rump getting off

Tags: amateur, ass, big ass, crossdressing, hd, lingerie, masturbation
JOHANA TOYING WITH SOLES
3 years ago
2:23

KeekAss

JOHANA TOYING WITH SOLES

Tags: amateur, brunette, creampie, crossdressing, feet, fetish, handjob
selfie
4 years ago
9:32

KeekAss

selfie

Tags: amateur, big cock, blowjob, crossdressing, cumshot, ebony, handjob
Kirsty Morgan smoking trio
4 years ago
4:09

KeekAss

Kirsty Morgan smoking trio

Tags: amateur, brunette, crossdressing, fetish, smoking, stockings
Young CD Fucks Dildo & Big Cum
4 years ago
5:22

TrannyOne

Young CD Fucks Dildo & Big Cum

Tags: big cock, corset, crossdressing, cum, cumshot, dick, dildo
Blowjob with Japanese sexy costume
5 months ago
9:46

aShemaleTube

Blowjob with Japanese sexy costume

Tags: blowjob, cosplay, costume, crossdressing, hd, japanese, shemale
2 shemale in saree
3 years ago
21:38

aShemaleTube

2 shemale in saree

Tags: amateur, crossdressing, shemale
Buttfuck teaching
4 years ago
5:36

KeekAss

Buttfuck teaching

Tags: amateur, anal, assfucking, compilation, crossdressing, japanese, ladyboy
I sate myself
2 years ago
2:19

KeekAss

I sate myself

Tags: amateur, anal, big cock, crossdressing, cum, hd, homevideo
Using my vibing booty buttplug on my web cam dressed in black pantyhose....
2 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
Ms300 Sarazia Exotic plays with her cock in a golden princess fantasy
54 days ago
6:46

ShemaleTaxi

Ms300 Sarazia Exotic plays with her cock in a golden princess fantasy

Tags: american, ass, babe, bdsm, beauty, big ass, big black cock
Ts HARDCORE 209
4 years ago
2:20

KeekAss

Ts HARDCORE 209

Tags: amateur, brunette, crossdressing, hardcore, shemale, transsexual
Crossdressers and transvestites, crossdresser sissy satin
2 years ago
27:16

VideoSection

Crossdressers and transvestites, crossdresser sissy satin

Tags: crossdressing, cumshot, masturbation, satin, shemale, sissy, solo
Anal Invasion boink tranny faux-cock
3 years ago
3:13

KeekAss

Anal Invasion boink tranny faux-cock

Tags: amateur, anal, anal toying, ass, beauty, crossdressing, dick
Pretty Femboy Guts Rubdown with massager Anal Invasion Fucktoy
2 years ago
4:27

KeekAss

Pretty Femboy Guts Rubdown with massager Anal Invasion Fucktoy

Tags: amateur, anal, anal toying, ass, beauty, big ass, big black cock
TRANSSEXUAL Redbone Chyna Bondage Mask Escapade
4 years ago
12:24

KeekAss

TRANSSEXUAL Redbone Chyna Bondage Mask Escapade

Tags: amateur, anal, assfucking, bbw, big black cock, blowjob, bondage
Toki, sissy
2 years ago
5:18

ShemaleTaxi

Toki, sissy

Tags: anal, asian, blowjob, chinese, crossdressing, handjob, japanese
Frolicking with my BIG BLACK COCK faux-cock (1)
4 years ago
11:08

KeekAss

Frolicking with my BIG BLACK COCK faux-cock (1)

Tags: amateur, big black cock, blonde, crossdressing, dick, dildo, hd
Hand job, t girl
2 years ago
6:27

ShemaleTaxi

Hand job, t girl

Tags: beauty, cosplay, crossdressing, cumshot, european, german, handjob
Rear unloading
1 year ago
1:00

aShemaleTube

Rear unloading

Tags: big cock, crossdressing, cum, cumshot, hd, ladyboy, latina
Sissy strap-on dildo
2 years ago
11:29

XXXDan

Sissy strap-on dildo

Tags: crossdressing, dildo, fetish, handjob, shemale, sissy, strap-on
Rump Damsel Tiffany Ciskiss Romps Wonderful Butt On Huge Colossus Fuck Stick
2 years ago
21:24

KeekAss

Rump Damsel Tiffany Ciskiss Romps Wonderful Butt On Huge Colossus Fuck Stick

Tags: amateur, anal, anal toying, ass, crossdressing, dildo, extreme
Jessica Bloom Self Facial Cumshot & Close up Edging & Wailing
4 years ago
4:00

KeekAss

Jessica Bloom Self Facial Cumshot & Close up Edging & Wailing

Tags: amateur, close up, crossdressing, cumshot, dick, facial, jerking
Baggyal Deepthroats Weenie On a Instruct
4 years ago
2:45

KeekAss

Baggyal Deepthroats Weenie On a Instruct

Tags: amateur, blonde, blowjob, crossdressing, deep throat, dick, public
Fuck Riley and she talks dirty!
1 year ago
10:07

XXXDan

Fuck Riley and she talks dirty!

Tags: amateur, big ass, big tits, blonde, crossdressing, dirty, hardcore
Thicc femboy giving dripping cumshot in a private cam show
1 year ago
16:07

XXXDan

Thicc femboy giving dripping cumshot in a private cam show

Tags: amateur, asian, cosplay, crossdressing, cumshot, lingerie, masturbation
Trixy Sissy Slut escort at a client
7 months ago
9:31

aShemaleTube

Trixy Sissy Slut escort at a client

Tags: amateur, anal, barebacking, big cock, blonde, blowjob, crossdressing
Amateur Crossdresser 31
4 years ago
11:56

aShemaleTube

Amateur Crossdresser 31

Tags: amateur, crossdressing, shemale
Transgender Self Feetjob & Footworship Jessica Bloom Romps Her Own Soles!
4 years ago
10:35

KeekAss

Transgender Self Feetjob & Footworship Jessica Bloom Romps Her Own Soles!

Tags: amateur, beauty, big cock, blonde, crossdressing, cum, cumshot
Convenient Lazy Facefuck and Sucky-Sucky
2 years ago
3:40

KeekAss

Convenient Lazy Facefuck and Sucky-Sucky

Tags: amateur, beauty, blowjob, boyfriend, brunette, couple, crossdressing
Stunning shemale doll in a tube top and jeans mask shows off her incredible assets
1 year ago
9:32

ShemaleTaxi

Stunning shemale doll in a tube top and jeans mask shows off her incredible assets

Tags: crossdressing, doll, jeans, mask, shemale
Ebony hefty she-male dirty dancing
2 years ago
4:26

KeekAss

Ebony hefty she-male dirty dancing

Tags: amateur, ass, bbw, big ass, black, chubby, crossdressing
Il bisessuale Cincy  scopa la signora Rosa alla CentoXCento
3 years ago
10:05

KeekAss

Il bisessuale Cincy  scopa la signora Rosa alla CentoXCento

Tags: 3some, amateur, anal, ass, assfucking, barebacking, big ass
Sissy, glamour
2 years ago
11:07

ShemaleTaxi

Sissy, glamour

Tags: amateur, big ass, crossdressing, glamour, homevideo, masturbation, pov
CD Transgender Princess drill Soiree
4 years ago
5:45

KeekAss

CD Transgender Princess drill Soiree

Tags: 3some, amateur, anal, blonde, brunette, crossdressing, group sex
public ambling in high-heeled shoes at instruct station
4 years ago
7:06

KeekAss

public ambling in high-heeled shoes at instruct station

Tags: amateur, blonde, crossdressing, hd, high heels, nylon, outdoor
Crossdresser banged old man
12 years ago
4:16

aShemaleTube

Crossdresser banged old man

Tags: crossdressing, old farts, shemale
Pop-Shot in Wool and Satin
4 years ago
2:51

KeekAss

Pop-Shot in Wool and Satin

Tags: amateur, blonde, crossdressing, cum, cumshot, handjob, lingerie
Sissyuki anna being fucked
2 years ago
0:49

aShemaleTube

Sissyuki anna being fucked

Tags: asian, chinese, crossdressing, hd, shemale, sissy
Splattering XXL spunk on myself! So much sensation -22 Apr 2021-
4 years ago
33:13

KeekAss

Splattering XXL spunk on myself! So much sensation -22 Apr 2021-

Tags: amateur, beauty, crossdressing, cum, cumshot, handjob, hd
Sissify, dominatrix
2 years ago
6:11

ShemaleTaxi

Sissify, dominatrix

Tags: bdsm, bondage, crossdressing, domination, dominatrix, fisting, lingerie
Spunk observe Mother Vicki!
3 years ago
4:33

KeekAss

Spunk observe Mother Vicki!

Tags: amateur, bbw, chubby, crossdressing, cum, hd, kinky
Celeste She-Male Hoe
4 years ago
2:12

KeekAss

Celeste She-Male Hoe

Tags: amateur, big ass, crossdressing, homevideo, latex, mature, shemale
Frolic fit Crossdresser
2 years ago
2:28

KeekAss

Frolic fit Crossdresser

Tags: amateur, ass, big ass, big cock, brunette, crossdressing, curvy
Use small holes like a pussy
2 years ago
5:01

aShemaleTube

Use small holes like a pussy

Tags: asian, chinese, crossdressing, cumshot, fetish, hd, ladyboy
Claire and her Dildo
2 years ago
10:44

TrannyOne

Claire and her Dildo

Tags: crossdressing, dildo, shemale, small tits, solo, toys, webcam
Delia DeLions compilation
1 year ago
1:21

aShemaleTube

Delia DeLions compilation

Tags: big cock, blowjob, compilation, crossdressing, cumshot, hd, ladyboy
Crossdressing dominatrix Cassie taunts in crimson sundress
2 years ago
2:49

KeekAss

Crossdressing dominatrix Cassie taunts in crimson sundress

Tags: amateur, ass, blonde, crossdressing, dominatrix, fetish, hd
Fag, crossdresser
3 years ago
5:39

ShemaleTaxi

Fag, crossdresser

Tags: crossdressing, shemale
Gf Strap On Dildo Pegging Sissy With Spunk Munching Harassment
4 years ago
13:27

KeekAss

Gf Strap On Dildo Pegging Sissy With Spunk Munching Harassment

Tags: amateur, anal, crossdressing, cum, cum in mouth, cum swallowing, cumshot
Depraved PMV
4 years ago
4:39

KeekAss

Depraved PMV

Tags: amateur, anal, big cock, blonde, blowjob, brunette, compilation
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
Trans Female Domination Goddess Colleen Intro Movie
3 years ago
24:15

KeekAss

Trans Female Domination Goddess Colleen Intro Movie

Tags: amateur, blonde, crossdressing, denial, dick, domination, femdom
Ciggies and getting off
2 years ago
12:19

KeekAss

Ciggies and getting off

Tags: amateur, big tits, cigarette, crossdressing, fetish, handjob, hd
Stretching My Ass Leads To Happy Ending
3 years ago
8:26

ShemaleZ

Stretching My Ass Leads To Happy Ending

Tags: amateur, ass, crossdressing, happy ending, lingerie, shemale, solo
Transvestite roped and ball-gagged on the sofa
4 years ago
7:34

KeekAss

Transvestite roped and ball-gagged on the sofa

Tags: amateur, bdsm, blonde, bondage, crossdressing, gagging, hd
Shemale sex, thai ladyboy
1 year ago
8:14

ShemaleTaxi

Shemale sex, thai ladyboy

Tags: amateur, asian, barebacking, bbw, beauty, big cock, black
Sissy Crossdresser Annette motel blowjob and facial
11 months ago
2:12

aShemaleTube

Sissy Crossdresser Annette motel blowjob and facial

Tags: amateur, blowjob, crossdressing, cumshot, facial, hd, motel
transgender travesti sounding urethral underwear 26a
4 years ago
8:27

KeekAss

transgender travesti sounding urethral underwear 26a

Tags: amateur, crossdressing, dildo, handjob, hd, homevideo, lingerie
super-sexy dame niclo she-male superstar
4 years ago
9:34

KeekAss

super-sexy dame niclo she-male superstar

Tags: blonde, crossdressing, hd, lingerie, mature, shemale, stockings
Temptress
2 years ago
4:41

KeekAss

Temptress

Tags: amateur, beauty, brunette, crossdressing, dancing, fetish, hd
Linday
4 years ago
4:11

KeekAss

Linday

Tags: amateur, anal, big tits, blonde, crossdressing, handjob, hd
Tear Up faux-cock rear end fashion
4 years ago
3:20

KeekAss

Tear Up faux-cock rear end fashion

Tags: amateur, anal, blonde, crossdressing, dick, dildo, hd
Lush she-creature dual teams herself with playthings to an explosive accomplish
2 years ago
31:06

KeekAss

Lush she-creature dual teams herself with playthings to an explosive accomplish

Tags: amateur, anal, anal toying, ass, bbw, beauty, big ass
Moist Fapping & Firm Cropping
2 years ago
5:01

KeekAss

Moist Fapping & Firm Cropping

Tags: amateur, bdsm, blonde, crossdressing, cum, cumshot, fetish
dark-hued tights and assfucking beads in the river
4 years ago
5:00

KeekAss

dark-hued tights and assfucking beads in the river

Tags: amateur, anal, assfucking, beach, beads, black, crossdressing
Asian Crossdresser Nipple Punishment
1 year ago
1:00

NuVid

Asian Crossdresser Nipple Punishment

Tags: amateur, asian, bdsm, crossdressing, hd, nipples, punishment
Having some excellent time outdoors!
2 years ago
3:39

KeekAss

Having some excellent time outdoors!

Tags: amateur, brunette, crossdressing, cumshot, handjob, hd, lingerie
Super Hot Crossdresser Gets Ravaged by Banana
4 years ago
11:05

KeekAss

Super Hot Crossdresser Gets Ravaged by Banana

Tags: amateur, anal, assfucking, banana, crossdressing, hd, homevideo
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
sissy punishment
3 years ago
1:24

KeekAss

sissy punishment

Tags: amateur, bdsm, brunette, crossdressing, fetish, mature, punishment
Fishnets and High Stilettos
2 years ago
2:35

KeekAss

Fishnets and High Stilettos

Tags: amateur, crossdressing, fetish, fishnet, hd, high heels, jerking
Evonn take's milky fuck-stick up her big donk
4 years ago
31:30

KeekAss

Evonn take's milky fuck-stick up her big donk

Tags: amateur, anal, ass, barebacking, bbw, big ass, blowjob
Sensual Large Legs Shemale Floging Her Dong In A Webcam Show Part2
3 years ago
12:34

HClips

Sensual Large Legs Shemale Floging Her Dong In A Webcam Show Part2

Tags: amateur, crossdressing, legs, sensual, shemale, solo, stockings
Indian crossdresser
1 year ago
1:44

aShemaleTube

Indian crossdresser

Tags: amateur, crossdressing, hd, homevideo, indian, shemale, sissy
Beefsticks & nylon three
4 years ago
31:38

KeekAss

Beefsticks & nylon three

Tags: anal, blonde, brunette, compilation, crossdressing, cumshot, dick
cd in stockings & high-heeled slippers
4 years ago
3:20

KeekAss

cd in stockings & high-heeled slippers

Tags: amateur, crossdressing, cum, escort, fetish, hd, lingerie
Crossdresser in tights spreads legs to Pet Herself
5 years ago
10:16

ShemaleMovie

Crossdresser in tights spreads legs to Pet Herself

Tags: amateur, beauty, crossdressing, ladyboy, legs, masturbation, shemale
Playing with daddy
2 years ago
4:33

aShemaleTube

Playing with daddy

Tags: amateur, crossdressing, daddies, hd, homevideo, mature, shemale
Black & White Romper Sundress Garment Flick
4 years ago
4:31

KeekAss

Black & White Romper Sundress Garment Flick

Tags: amateur, black, brunette, crossdressing, hd, homevideo, mature
Tights, granny
3 years ago
5:23

ShemaleTaxi

Tights, granny

Tags: crossdressing, dildo, granny, pissing, shemale, stockings, toys
Horny Mature Crossdresser Heather Barebacking
4 years ago
6:02

aShemaleTube

Horny Mature Crossdresser Heather Barebacking

Tags: amateur, barebacking, blonde, blowjob, crossdressing, mature, shemale
Tgirl bare basketball
4 years ago
2:31

KeekAss

Tgirl bare basketball

Tags: amateur, brunette, crossdressing, ladyboy, outdoor, shemale, small tits
miguel and me
4 years ago
4:48

KeekAss

miguel and me

Tags: amateur, blowjob, crossdressing, fisting, homevideo, mature, shemale
Light-Haired sissy in shoes and a mini kilt
4 years ago
5:15

KeekAss

Light-Haired sissy in shoes and a mini kilt

Tags: amateur, blonde, crossdressing, lingerie, masturbation, mature, shemale
Spit Slut Sasha
5 years ago
0:37

aShemaleTube

Spit Slut Sasha

Tags: amateur, crossdressing, cum, cum swallowing, drooling, fetish, hd
Sissy, japanese transgender
2 years ago
5:31

ShemaleTaxi

Sissy, japanese transgender

Tags: asian, cosplay, creampie, crossdressing, japanese, ladyboy, shemale
Horny sissy tease penis electro slut , only one drop cum 2/2
3 years ago
14:21

FapCat

Horny sissy tease penis electro slut , only one drop cum 2/2

Tags: amateur, boy, crossdressing, cuckold, cum, dick, electrified
Masked June Buttfuck Have Fun Fake Penis, Massager, Inflatable Bootie Ass-Plug and Dick Pump
3 years ago
23:12

KeekAss

Masked June Buttfuck Have Fun Fake Penis, Massager, Inflatable Bootie Ass-Plug and Dick Pump

Tags: amateur, anal, anal toying, ass, assfucking, big tits, buttplug
Crossdresser, inexperienced
3 years ago
13:28

ShemaleTaxi

Crossdresser, inexperienced

Tags: amateur, crossdressing, shemale, sissy
Foot licking for a slave
2 years ago
5:57

KeekAss

Foot licking for a slave

Tags: amateur, brunette, crossdressing, domination, feet, fetish, hd
Faux-cock, travesti, t-girl
3 years ago
14:32

HDSex

Faux-cock, travesti, t-girl

Tags: crossdressing, dick, dildo, hotel, shemale, sissy, tgirl
White bikini taunt
4 years ago
2:31

KeekAss

White bikini taunt

Tags: amateur, bikini, crossdressing, lingerie, masturbation, shemale, white
Hi my pals
4 years ago
4:41

KeekAss

Hi my pals

Tags: amateur, blonde, crossdressing, handjob, hd, homevideo, lingerie
transexual de prisión
4 years ago
26:06

KeekAss

transexual de prisión

Tags: anal, big cock, blonde, blowjob, crossdressing, ebony, gay
HG57TEFGGH
2 years ago
18:02

KeekAss

HG57TEFGGH

Tags: amateur, anal, barebacking, blonde, blowjob, brunette, crossdressing
scorching joy in black stockings (8)
2 years ago
4:29

KeekAss

scorching joy in black stockings (8)

Tags: amateur, black, crossdressing, high heels, legs, lingerie, mature
Sandy-Haired Femboy Wifey Ass-Fuck
2 years ago
4:17

KeekAss

Sandy-Haired Femboy Wifey Ass-Fuck

Tags: 18 year old, amateur, anal, anal toying, assfucking, big cock, cosplay
Crossdresser dress, crossdresser
3 years ago
6:04

ShemaleTaxi

Crossdresser dress, crossdresser

Tags: crossdressing, dress, shemale
Jaw-Dropping Crossdresser Puts Vibing Bum Cork in Backside
3 years ago
4:02

KeekAss

Jaw-Dropping Crossdresser Puts Vibing Bum Cork in Backside

Tags: amateur, ass, crossdressing, fetish, hd, lingerie, masturbation
Femboy Astolfo got a Man Meat in the Butt on Christmas Utter
4 years ago
19:47

KeekAss

Femboy Astolfo got a Man Meat in the Butt on Christmas Utter

Tags: amateur, anal, ass, assfucking, blonde, cosplay, creampie
Nady and Sofy live cam demonstrate 2 tiny dame sissy broads are nasty like 2 lil' dame dogs in fever
3 years ago
14:24

KeekAss

Nady and Sofy live cam demonstrate 2 tiny dame sissy broads are nasty like 2 lil' dame dogs in fever

Tags: amateur, blonde, blowjob, crossdressing, fetish, handjob, hd
Asian Crossdresser in Shiny Blue and White Leotard Gives Handjob
2 years ago
10:12

ShemaleTaxi

Asian Crossdresser in Shiny Blue and White Leotard Gives Handjob

Tags: asian, crossdressing, handjob, shemale, white
Kelly Guzzles Fellate Jism Breezy gets His Flow
4 years ago
7:02

KeekAss

Kelly Guzzles Fellate Jism Breezy gets His Flow

Tags: amateur, big cock, blonde, blowjob, crossdressing, cum, cum swallowing
Very First Attempt
3 years ago
2:34

KeekAss

Very First Attempt

Tags: amateur, bbw, crossdressing, cum, hd, masturbation, mature
Amateur Crossdresser 212
4 years ago
3:18

aShemaleTube

Amateur Crossdresser 212

Tags: amateur, crossdressing, shemale
Sissy sarah extreme pumping, little clit and balls pumped
9 months ago
30:19

XXXDan

Sissy sarah extreme pumping, little clit and balls pumped

Tags: amateur, balls, bdsm, big cock, clit, crossdressing, european
Wanna smoke cigarette or cock ?
2 years ago
3:05

aShemaleTube

Wanna smoke cigarette or cock ?

Tags: blowjob, cigarette, crossdressing, dick, hd, mature, shemale
Crossdresser, crossdressers
3 years ago
10:53

ShemaleTaxi

Crossdresser, crossdressers

Tags: crossdressing, shemale
Crossdresser takes it up the ass by her date intensely
2 years ago
9:28

aShemaleTube

Crossdresser takes it up the ass by her date intensely

Tags: amateur, anal, ass, assfucking, crossdressing, hardcore, hd
Mrs Samantha showcasing Pumps and Shoes
3 years ago
10:41

KeekAss

Mrs Samantha showcasing Pumps and Shoes

Tags: amateur, blonde, boots, crossdressing, domination, feet, high heels
Sissy crossdresser, skinny sissy
1 year ago
5:41

ShemaleTaxi

Sissy crossdresser, skinny sissy

Tags: crossdressing, shemale, sissy, skinny
Sissy with a puny culo gets ravaged by a hefty inflatable dild
4 years ago
7:59

KeekAss

Sissy with a puny culo gets ravaged by a hefty inflatable dild

Tags: amateur, anal, ass, crossdressing, lingerie, masturbation, ravage
Me
4 years ago
11:07

aShemaleTube

Me

Tags: big tits, crossdressing, ebony, fetish, hd, homevideo, latina
Crossdresser gets drilled in backside
2 years ago
8:11

KeekAss

Crossdresser gets drilled in backside

Tags: amateur, anal, ass, beauty, crossdressing, domination, drilling
Pissing crossdresser
2 years ago
3:42

aShemaleTube

Pissing crossdresser

Tags: crossdressing, fetish, hd, mature, pissing, shemale
Spunk in my facehole sate
3 years ago
4:39

KeekAss

Spunk in my facehole sate

Tags: amateur, big cock, big tits, brunette, crossdressing, cum, dick
she-creature niclo steamy make-up lip liner
4 years ago
8:20

KeekAss

she-creature niclo steamy make-up lip liner

Tags: big tits, crossdressing, lingerie, mature, shemale
Lazy Bathroom Fresh Haircut
2 years ago
2:20

KeekAss

Lazy Bathroom Fresh Haircut

Tags: amateur, ass, bathroom, bbw, beauty, big ass, big tits
Gorgeous with a big beautiful girlcock
1 year ago
1:00

aShemaleTube

Gorgeous with a big beautiful girlcock

Tags: beauty, big cock, crossdressing, cum, cumshot, dick, gorgeous
Assfucking getting off in motel #1
2 years ago
4:05

KeekAss

Assfucking getting off in motel #1

Tags: amateur, anal, anal toying, ass, assfucking, brunette, crossdressing
Shemale princess in leather attire dominates with stiletto boots and feminizes sissy
1 year ago
6:20

ShemaleTaxi

Shemale princess in leather attire dominates with stiletto boots and feminizes sissy

Tags: bdsm, big cock, boots, crossdressing, leather, masturbation, shemale
Mistress Lindseylove Turns A Guy Into Sissy And Make Him Fucked
2 years ago
7:59

getTranny

Mistress Lindseylove Turns A Guy Into Sissy And Make Him Fucked

Tags: 3some, anal, bdsm, crossdressing, femdom, fetish, mistress
cumming in jeans
5 years ago
6:46

ShemaleMovie

cumming in jeans

Tags: crossdressing, cum, jeans, jizz, shemale, sissy
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
Arse munching concludes with jism in face
2 years ago
16:10

KeekAss

Arse munching concludes with jism in face

Tags: amateur, anal, ass, asslick, big ass, big cock, blowjob
Sizzling Crossdresser Dominatrix Domme Necklace Shoes
4 years ago
4:13

KeekAss

Sizzling Crossdresser Dominatrix Domme Necklace Shoes

Tags: amateur, bdsm, blonde, crossdressing, domination, dominatrix, femdom
TRANSGIRL LIKING PARK HILL THUG GETS MOUTH SERVICED
2 years ago
3:14

KeekAss

TRANSGIRL LIKING PARK HILL THUG GETS MOUTH SERVICED

Tags: amateur, blonde, blowjob, crossdressing, cum in mouth, cumshot, facial
CAT7 studio---hot chinese crossdress suck&fuck
4 years ago
23:10

aShemaleTube

CAT7 studio---hot chinese crossdress suck&fuck

Tags: amateur, barebacking, big cock, chinese, crossdressing, hd, latex
Wondrous T-Model Cougar
4 years ago
3:39

KeekAss

Wondrous T-Model Cougar

Tags: amateur, blonde, cougar, crossdressing, hd, mature, milf
Ass fuck, trap
4 years ago
10:28

ShemaleTaxi

Ass fuck, trap

Tags: anal, anal toying, assfucking, crossdressing, gaping hole, ladyboy, masturbation
Tropical Fish Attire Flick
4 years ago
5:56

KeekAss

Tropical Fish Attire Flick

Tags: amateur, brunette, crossdressing, hd, homevideo, mature
Punk Trans Doll Ravaged Doggy Style
2 years ago
2:11

KeekAss

Punk Trans Doll Ravaged Doggy Style

Tags: amateur, anal, beauty, big cock, crossdressing, cum, doggystyle
molten jizz shot compilation of moist climaxes slut femboy sissygasm bitch butt
4 years ago
10:22

KeekAss

molten jizz shot compilation of moist climaxes slut femboy sissygasm bitch butt

Tags: amateur, anal, ass, assfucking, bitch, compilation, crossdressing
Santa plows Mrs. Santa and creampies face
3 years ago
7:49

ShemaleTaxi

Santa plows Mrs. Santa and creampies face

Tags: anal, crossdressing, german, santa, shemale
*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
Uk tv mega-slut Nottstvslut in long pinkish satin sundress. Jaw-Dropping red-hot sissy
2 years ago
3:29

KeekAss

Uk tv mega-slut Nottstvslut in long pinkish satin sundress. Jaw-Dropping red-hot sissy

Tags: amateur, anal, crossdressing, fetish, homevideo, lingerie, mature
Black stocking with leopard mini-skirt and high-heeled shoes
3 years ago
4:25

KeekAss

Black stocking with leopard mini-skirt and high-heeled shoes

Tags: amateur, beauty, black, crossdressing, dress, fetish, hd
Crossdress, crossdresser skirt
3 years ago
30:26

ShemaleMovie

Crossdress, crossdresser skirt

Tags: amateur, crossdressing, lingerie, shemale, skirt, solo
Cute crossdresser picked up on the TOYOKO! Giving satisfying hand and foot pleasure to Chinese cosplay ladyboy
2 years ago
5:42

ShemaleTaxi

Cute crossdresser picked up on the TOYOKO! Giving satisfying hand and foot pleasure to Chinese cosplay ladyboy

Tags: amateur, asian, blowjob, chinese, cosplay, crossdressing, cumshot
Synnz Unspeakable Whorror Preview
3 years ago
6:22

KeekAss

Synnz Unspeakable Whorror Preview

Tags: amateur, blowjob, crossdressing, hd, homevideo, mature, shemale
two folks use a crossdresser
5 years ago
6:10

ShemaleMovie

two folks use a crossdresser

Tags: anal, crossdressing, shemale
Queer, crossdresser
3 years ago
5:33

ShemaleTaxi

Queer, crossdresser

Tags: crossdressing, shemale