Crossdressing Shemale Videos Added This Month » 5

aShemaleTube

Practice with a dildo

Categories: amateur, blowjob, crossdressing, dildo, homevideo, mature, sissy, toys

aShemaleTube

Crossdresser gets spanked and laid

Categories: amateur, crossdressing, spanking

aShemaleTube

Black Sissy Cuck fucked by the Wife's White BWC Bull Lover

Categories: amateur, anal, black, blowjob, crossdressing, cum in mouth, cumshot, ebony, hd, interracial

aShemaleTube

Granny holly riding a BBC dildo until sissygasm

Categories: anal, big black cock, crossdressing, dildo, granny, hd, mature, riding, stockings, tranny

aShemaleTube

MarijaMaja first video

Categories: anal, crossdressing, hd

aShemaleTube

I CAN RIDE IT BETTER THAN YOUR GIRLFFRIEND

Categories: amateur, ass to mouth, barebacking, big ass, crossdressing, femboy, hd, homevideo, latina, pov

aShemaleTube

A nasty nail In The Woods

Categories: barebacking, blonde, blowjob, crossdressing, cum in mouth, cumshot, hd, lingerie, outdoor

aShemaleTube

fuck!!! ICUMMING FROM BBC in my ASS!!!

Categories: anal, ass, ass to mouth, big black cock, big cock, blonde, crossdressing, cumshot, femboy, hd

aShemaleTube

Travesti Sissy

Categories: crossdressing, femboy, hd, ladyboy, latina, sissy, small cock, webcam

aShemaleTube

sperman and Torvi

Categories: anal, blowjob, crossdressing, hd, homevideo

VideoSection

Public demonstration of anal foot play with a faux-cock

Categories: anal, anal toying, ass, big ass, crossdressing, dick, dildo, extreme, feet, huge dildo

aShemaleTube

Pantyluvn sissy CUMpilation 7

Categories: amateur, chubby, compilation, crossdressing, cumshot, femboy, hd, homevideo, lingerie, masturbation

aShemaleTube

salope défoncer comme une chienne

Categories: amateur, anal, ass to mouth, barebacking, big cock, crossdressing, domination, hd, ladyboy, latina

HDSex

Transgender Nylon-Terry gets playful with anal toys in the faphouse

Categories: amateur, anal, anal toying, ass, babe, beauty, big ass, crossdressing, cum, cumshot

aShemaleTube

👑La soubrette rose utilisée comme suceuse de bites. Pris en train de jouer à la pute. Vanessa

Categories: bimbo, crossdressing, french, hd, sissy, slut, tgirl, train

aShemaleTube

Simin

Categories: amateur, asian, big cock, blowjob, crossdressing, cum in mouth, femboy, hd, homevideo, interracial

aShemaleTube

Love riding my dildo daddy

Categories: amateur, anal, crossdressing, daddies, dildo, femboy, hd, ladyboy, lingerie, riding

aShemaleTube

Sissy Slut Fucked in Bavarian Dress

Categories: amateur, anal, blonde, blowjob, crossdressing, dress, hd, homevideo, lingerie, sissy

aShemaleTube

Suck and swalow

Categories: amateur, blowjob, crossdressing, cumshot, hd, mature, sucking

aShemaleTube

Wanted Production - Vixen in lingerie

Categories: amateur, big ass, big cock, crossdressing, femboy, fetish, hd, homevideo, ladyboy, lingerie

aShemaleTube

Sissy teasing and dildo riding on balcony

Categories: amateur, anal, anal toying, balcony, crossdressing, cuckold, dildo, feminization, fetish, high heels

aShemaleTube

Sweet sissy crossing legs in cute frilly dress

Categories: beauty, college, compilation, cosplay, crossdressing, cum, cute, dress, ladyboy, legs

NuVid

Nylon Crossdresser Fun

Categories: barebacking, crossdressing, funny, interracial, nylon, stockings

aShemaleTube

Beautiful sissy cunt

Categories: amateur, anal, beauty, crossdressing, cunt, hd, sissy

aShemaleTube

Tarie

Categories: anal, barebacking, big black cock, blonde, crossdressing, fetish, hd, high heels, interracial, mature

aShemaleTube

Fucking Alicia

Categories: amateur, anal, big cock, crossdressing, hd, mature

aShemaleTube

pink & white

Categories: crossdressing, white

aShemaleTube

Self gargle masterbation

Categories: asian, blowjob, crossdressing, cum in mouth, homevideo, ladyboy, lingerie, mature, sissy, stockings

aShemaleTube

crossdress VID_20250207_160004

Categories: amateur, asian, big ass, chinese, crossdressing, femboy, fetish, hd, homevideo, interracial

aShemaleTube

Marvelous Sheboy With Glasses Stroking Her Large Wang

Categories: amateur, big cock, crossdressing, glasses, homevideo, masturbation, stroking, webcam

aShemaleTube

Sissy pissing over her body

Categories: crossdressing, hd, pissing, sissy, transsexual, transvestite

xHamster

Guy Decides to Dress in Drag for the First Time

Categories: amateur, american, anal, bdsm, beauty, big cock, blonde, crossdressing, cum, domination

xHamster

Hot Crossdresser Reverse Cowgirl Riding HUGE Strapon

Categories: amateur, american, anal, big ass, cowgirl, crossdressing, cum, femboy, feminization, hd

aShemaleTube

GB-003 Sissy Slut Vein Rough Sex

Categories: amateur, anal, asian, chinese, crossdressing, cum in mouth, femboy, gangbang, group sex, hd

ShemaleZ

Cuck Husband Gets Fucked By Wifes Bbc Bull Lover Cd Sissy Cuckold With Sissy Crossdresser And Fiona Fortune

Categories: american, anal, assfucking, big black cock, big cock, black, blonde, crossdressing, cuckold, dick

aShemaleTube

I will swallow you alive

Categories: big cock, crossdressing, cum swallowing, femboy, hd, homevideo, lingerie, pantyhose, pornstar, webcam

Pornstars: Rose Marie

aShemaleTube

Smoking and teasing

Categories: crossdressing, hd, mature, skirt, smoking, stockings, tease, tranny

aShemaleTube

Came soon many times handsfree riding my fave toy! Omg..

Categories: anal, crossdressing, cumshot, femboy, hd, homevideo, masturbation, pov, riding, solo

aShemaleTube

Legs and Ass posed on office chair.

Categories: amateur, ass, crossdressing, dick, hd, homevideo, legs, office, shaved, sissy

HClips

Horny Lustful Crossdresser Humps Vibrating Pillow Masturbation

Categories: amateur, crossdressing, fetish, fishnet, hd, homevideo, masturbation, nylon, redhead, sissy

aShemaleTube

I with and Dale and dick in search of pleasure

Categories: anal, anal toying, compilation, crossdressing, cumshot, dick, dildo, handjob, japanese, ladyboy

aShemaleTube

Nina's cumshots compilation (updated!)

Categories: big cock, compilation, crossdressing, cumshot, hd, lingerie, masturbation, pantyhose, pov, sissy

aShemaleTube

Full Sissy Play - G041.3

Categories: amateur, anal, asian, crossdressing, femboy, fetish, hd, homevideo, interracial, ladyboy

aShemaleTube

interracial sissy blowjob BBC facial deepthroat

Categories: amateur, barebacking, big black cock, big cock, black, blowjob, crossdressing, cum in mouth, deep throat, dick

aShemaleTube

caged big ass sissy fucks her hole

Categories: amateur, anal, big ass, cage, crossdressing, hd, masturbation, sissy, toys

HClips

Pleasureing Myself On Bed With Dildo Toy

Categories: amateur, anal, assfucking, bed sex, bedroom, crossdressing, dildo, hd, homevideo, redhead

aShemaleTube

Self facial fucking her ass

Categories: ass, brunette, crossdressing, cum, cum swallowing, cute, facial, hd, ladyboy, latina

aShemaleTube

Carmen loves her succubus

Categories: crossdressing, cumshot, feet, fetish, hd, homevideo, lingerie, masturbation, sissy, small tits

aShemaleTube

Cute femboy showing off lace gloves playfully

Categories: beauty, college, cosplay, crossdressing, cum, cumshot, cute, femboy, gloves, lace

aShemaleTube

Amy - Sissy Splitscreen Chastity Masturbation Compilation 3

Categories: cage, compilation, crossdressing, fetish, hd, homevideo, latex, masturbation, orgasm, sissy

aShemaleTube

Amazing big cock TGirl POV Threesome fucking a MILF

Categories: 3some, amateur, amazing, anal, barebacking, big cock, big tits, crossdressing, domination, hd

aShemaleTube

Crossdresser solo 4

Categories: crossdressing, femboy, hd, sissy, solo

aShemaleTube

Rebecca Farron - 2025.03.25 cam session part 4

Categories: amateur, blowjob, crossdressing, femboy, hd, ladyboy, lingerie, sissy, solo, stockings

aShemaleTube

Crossdresser having fun with dildo

Categories: anal, crossdressing, dildo, dress, funny, hd, sissy, teen (18+)

aShemaleTube

Cute red hearts pyjamas compilation

Categories: big cock, compilation, crossdressing, cumshot, cute, femboy, fetish, hd, ladyboy, lingerie

aShemaleTube

Young guy cums in my mouth and on my new dress

Categories: amateur, blowjob, crossdressing, cum, cum in mouth, cumshot, dress, hd, homevideo, mature

aShemaleTube

Sissy Hiroko, her 1st video

Categories: asian, crossdressing, japanese, sissy

aShemaleTube

Wanna see me pee

Categories: crossdressing, desi, hd, homevideo, indian, lingerie, pissing, sissy, solo, stockings

aShemaleTube

Trans Ksyusha Shalavina solo DAP Anal Dildos 23.08.2025 HD

Categories: anal, anal toying, crossdressing, hd, solo, transsexual

aShemaleTube

La Cave a Pute de VaneSsaBiTCHx [19au25] Mon Futur 🍌GLORyHoLe PcTrv91

Categories: amateur, beauty, big cock, crossdressing, european, french, gloryhole, high heels, ladyboy, mature

aShemaleTube

Dressed up play time

Categories: bondage, crossdressing, hd

aShemaleTube

SissyGirl SaShulya

Categories: amateur, blonde, crossdressing, hd, ladyboy, lingerie, masturbation, mature, sissy, small cock

aShemaleTube

Pipe avec Damien

Categories: amateur, big cock, blonde, blowjob, crossdressing, femboy, hd, sissy

KeekAss

Feminized sissy takes a fake penis in her rump

Categories: anal, ass, big ass, big black cock, crossdressing, dick, dildo, fat, feminization, hd

aShemaleTube

Gaby's Story Part 2

Categories: amateur, asian, big tits, crossdressing, femboy, fetish, hd, homevideo, lingerie, outdoor

aShemaleTube

I Have Found a Lot of Daddies but I Still Don't Have a Daddy for Me

Categories: asian, beauty, big ass, crossdressing, cumshot, daddies, filipina, homevideo, ladyboy, masturbation

KeekAss

Kigurumi Female with gigantic mounds draining and Cum shot

Categories: amateur, anime, big tits, cosplay, crossdressing, cumshot, fetish, handjob, hd, masturbation

KeekAss

Tranny Stuffs Prick Inwards Her Till She Blows a load !

Categories: anal, big ass, blonde, crossdressing, cum, cumshot, cute, dildo, femboy, fetish

KeekAss

I Myself In Fishnet Stocking And Rail A Enormous Fake penis, I Am Running in rivulets With Delight

Categories: amateur, anal, crossdressing, dick, dildo, fishnet, french, gay, hd, masturbation

aShemaleTube

Big penis. Beginning of erection

Categories: big cock, blonde, crossdressing, dick, femboy, hd, homevideo, lingerie, solo, webcam

aShemaleTube

Travesti Damla özel ofisinde Kürt erkeğe götten vererek onu boşaltıyor ve sikini temizliyor

Categories: amateur, anal, crossdressing, femboy, ladyboy, sissy

aShemaleTube

DEALERSHIP BRO Impales Faggyboi

Categories: big black cock, blowjob, crossdressing, ebony, femboy, gay, hd, sissy

aShemaleTube

crossdress VID_20241227_181243

Categories: amateur, asian, big ass, chinese, crossdressing, femboy, fetish, hd, homevideo, lingerie

KeekAss

Macro shot Kinky Fleshlight Smashing with Phat Spunk Spill

Categories: asian, ass, big ass, creampie, crossdressing, cum, cumshot, cute, dick, femboy

Pornstars: Viper

aShemaleTube

Sending some Seed out

Categories: amateur, crossdressing, cumshot, hd, homevideo, lingerie, masturbation, mature, pantyhose, stockings

aShemaleTube

Red Fantasy: My Hot Side"Redhead ALISA: Alone in Paris

Categories: anal, anal toying, barebacking, bdsm, beauty, bondage, crossdressing, dildo, fantasy, homevideo

aShemaleTube

Janeth nalgotica part 2

Categories: amateur, crossdressing, femboy, hd, homevideo, latex, latina, lingerie, masturbation, sissy

aShemaleTube

My first intro video sexy blonde t-girl with huge cock showing you her pretty smile. BWC

Categories: big cock, blonde, crossdressing, femboy, hd, huge cock, ladyboy, pretty, sissy, solo

aShemaleTube

Crossdressing ladyboy teasing herself and adorable

Categories: adorable, amateur, crossdressing, ladyboy, tease

aShemaleTube

Pantyluvn sissy she was hot

Categories: amateur, chubby, crossdressing, cumshot, femboy, hd, homevideo, lingerie, masturbation, mature

aShemaleTube

Masturbating with a dildo after anal dilation

Categories: amateur, anal, asian, chinese, crossdressing, dildo, hd, masturbation, stockings, toys

aShemaleTube

Sissy doing anal in bondage

Categories: anal, bdsm, bondage, cage, crossdressing, hd, sissy, tied up

aShemaleTube

Marsh

Categories: amateur, crossdressing, hd, sissy

aShemaleTube

Christmas Sissy Grindr Fucked

Categories: amateur, anal, barebacking, blowjob, crossdressing, hd, holiday, homevideo, lingerie, sissy

aShemaleTube

🌈Appel cette 🐷Cochonne, Elle Suce des inconnus sans BlaBla sur les Réseaux 👄LesPoMPEUSEs

Categories: crossdressing, cum in mouth, hd

VideoSection

Bbw shemale, hd videos

Categories: 3d, anal, animation, anime, ass, babe, barebacking, bbw, bdsm, beauty

aShemaleTube

meu amigo não resistiu me ver de calcinha

Categories: amateur, anal, crossdressing, femboy, hd, lingerie, pov, sissy, stockings

aShemaleTube

Big Dildo Self Fuck Cum Shot

Categories: amateur, anal, big cock, crossdressing, cumshot, dildo, lingerie

TrannyOne

Shemale Punishes Her Puffy Nipples Until Lactation

Categories: amateur, american, bdsm, beauty, big tits, blonde, booty, crossdressing, femboy, hd

aShemaleTube

Carry out the audience's instructions during live broadcast until ejaculation .33.(@05:09)

Categories: big ass, big tits, crossdressing, cum, cumshot, hd, masturbation, outdoor, pantyhose, public

aShemaleTube

👑Une soubrette rose fait une pause en l’absence de son employeur. Cage et plug. Cam4 Vanessab

Categories: bimbo, bitch, cage, crossdressing, french, hd, sissy, slut, tgirl, webcam

aShemaleTube

Hilting Sveinn Xl Bad Dragon

Categories: crossdressing, hd, toys

FetishPapa

Vicious very matures shemales use a slave guy

Categories: 3some, amateur, anal, crossdressing, domination, hd, humiliation, mature, pissing, punishment

VideoSection

Own your style with kitten Cross in this solo shemale fun!

Categories: big cock, college, compilation, cosplay, crossdressing, cum, cumshot, dancing, funny, jizz

aShemaleTube

Cuming in the Car

Categories: amateur, blonde, car, crossdressing, cum, cumshot, hd, masturbation, small tits

aShemaleTube

Hot Tranny Action

Categories: anal, crossdressing, gangbang, group sex, hd, mature, tranny

aShemaleTube

I got blowjob from Amateur sissy crossdresser

Categories: amateur, blowjob, couple, crossdressing, cumshot, desi, homevideo, ladyboy, sissy

aShemaleTube

Playful femboy resting head on soft pink pillow

Categories: beauty, college, compilation, cosplay, crossdressing, cum, femboy, ladyboy, masturbation, pornstar

aShemaleTube

Sissy Grindr Creampie

Categories: amateur, anal, barebacking, blonde, blowjob, creampie, crossdressing, hd, homevideo, lingerie

aShemaleTube

Another Tree fucked me

Categories: amateur, anal, crossdressing, hd, lingerie, outdoor, sissy, solo, stockings, toys

aShemaleTube

Delicia de Foda

Categories: anal, big cock, crossdressing, latina, lingerie, solo

aShemaleTube

Holly's pink skirt bulge out cruising

Categories: crossdressing, cruising, hd, mature, skirt, stockings, tranny

aShemaleTube

Nude strip from black leather minidress, pink panties and stockings

Categories: black, blonde, crossdressing, dress, femboy, hd, ladyboy, leather, lingerie, masturbation

aShemaleTube

Japanese tranny blows her cum into mouth

Categories: asian, blowjob, crossdressing, cum, cum in mouth, homevideo, japanese, lingerie, mature, sissy

aShemaleTube

crossdress VID_20250207_163418

Categories: amateur, asian, big ass, chinese, crossdressing, femboy, fetish, hd, homevideo, lingerie

xHamster

Bailey Wilde Sucks Giant Crossdresser's Cock

Categories: amateur, american, barebacking, big ass, big cock, blowjob, crossdressing, cum, dick, handjob

aShemaleTube

Real women pisses standing

Categories: big cock, crossdressing, fetish, hd, pissing, sissy, standing, toilet

aShemaleTube

Morning passions...part 2 💦 😘💫 ☕️

Categories: clit, crossdressing, cumshot, dick, femboy, fetish, hd, legs, lingerie, masturbation

aShemaleTube

slim italian shemale in black lingerie jerks off her cock

Categories: amateur, black, crossdressing, dick, feet, homevideo, italian, jerking, legs, lingerie

HClips

Sissy Crossdresser In Trixy Tried To Steal But Got Caught And Had To Do Everything

Categories: amateur, bdsm, blonde, caught, crossdressing, cumshot, deep throat, domination, hd, jizz

ShemaleZ

Beautiful Blonde Sissy Jerk Off Until Cum

Categories: beauty, blonde, crossdressing, cum, hd, jerking, ladyboy, russian, sissy, small tits

aShemaleTube

Dirty cock gurl gets fucked by chubby boy

Categories: amateur, boy, chubby, crossdressing, dick, dirty, hd, mature

aShemaleTube

🔴ExhiB🌳 en Prostitué à La Faisanderie 91 [4sep25] Rencontres CoKiiNE! VaneSsaBiTCHx

Categories: amateur, big cock, bimbo, crossdressing, exhibitionist, fetish, french, hd, outdoor, sissy

HClips

Genitals Prefer Blondes With Alexia St James

Categories: amateur, anal, assfucking, barebacking, big cock, blonde, crossdressing, dick, homevideo, sissy

aShemaleTube

Panty bottom feeling sissy with dildo in ass

Categories: amateur, anal, ass, crossdressing, dildo, femboy, hd, lingerie, sissy, solo

aShemaleTube

Fucked myself with a dildo in a ripped pantyhose

Categories: amateur, anal, blonde, crossdressing, dildo, dress, femboy, hd, pantyhose, sissy

aShemaleTube

Playful trans girl pulling stockings up slowly

Categories: beauty, college, compilation, cosplay, crossdressing, cum, cumshot, ladyboy, pornstar, pretty

aShemaleTube

Athletic An Crossdresser Dildo

Categories: amateur, crossdressing, dildo, gay, handjob, homevideo, masturbation

aShemaleTube

Full Sissy Play - G041.1

Categories: amateur, anal, asian, crossdressing, femboy, hd, homevideo, interracial, model, sissy

aShemaleTube

Big Ass Crossdresser Yuna Barebacks

Categories: barebacking, big ass, blowjob, crossdressing