Crossdressing Shemale Videos » 50

xHamster

Amazonium Wonder Woman Futanari: Intense Anal Action with Hot Ass Creampie and Gaping Finish

Categories: amateur, anal, asian, ass, barebacking, bbw, big ass, big cock, black, creampie

xHamster

NIKKE Alice Bunny Girl cosplay, I give a deep blowjob before riding on top. Can you handle my cute dick and ass? 5

Categories: amateur, anal, asian, ass, beauty, blowjob, bunny, chinese, cosplay, crossdressing

aShemaleTube

Foot and ass worship for a sissy

Categories: amateur, ass, crossdressing, feet, fetish, hd, homevideo, licking, mature, sissy

xHamster

Serge3dx Delicious Tasty Whore Hot Big Ass Fucked Hard Full Chapter Intense Sex Sweet Pleasure Tasty Intense Sex

Categories: 3d, amateur, asian, barebacking, big ass, big cock, black, crossdressing, cum, hardcore

aShemaleTube

Mature cd fucking huge dildos in big ass

Categories: amateur, anal, big ass, crossdressing, hd, homevideo, huge dildo, lingerie, masturbation, mature

xHamster

Very Sexy Blonde Crossdresser Masturbation with Redhead

Categories: amateur, american, anal, big ass, big cock, blonde, crossdressing, feminization, hd, lingerie

aShemaleTube

Horny sissies fucking their asses in a motel

Categories: amateur, ass, barebacking, blowjob, crossdressing, lingerie, mature, motel, sissy, stockings

xHamster

Sissy jerks off nicely

Categories: amateur, anal, anal toying, big tits, crossdressing, cum, dildo, hd, huge dildo, lingerie

aShemaleTube

SissyGirl Sashulya

Categories: amateur, blonde, crossdressing, femboy, hd, homevideo, ladyboy, masturbation, pantyhose, sissy

VideoSection

3d, japanese crossdresser

Categories: 3d, amateur, anal, animation, anime, asian, ass, babe, barebacking, bbw

xHamster

Rigid3d D3d Super Hero Workout Futa V and Meredith Stout Destroying a Delicious Cum-thirsty Whore

Categories: amateur, asian, barebacking, bbw, big ass, big cock, black, creampie, crossdressing, cum

xHamster

Sissy bitch Moan like a Whore

Categories: amateur, anal, bitch, crossdressing, danish, dildo, femboy, feminization, hd, lingerie

ShemaleMovie

PorchaeTS enjoys taking massive 13-inch toy balls deep inside.

Categories: anal, balls, cowgirl, crossdressing, dildo, huge cock, huge dildo, panties, toys, underwear

xHamster

Pretty in Pink: Rocking Feminine Fashion

Categories: amateur, american, bbw, beauty, big ass, big cock, crossdressing, femdom, feminization, hd

JizzBunker

Pixie Slut

Categories: amateur, big ass, crossdressing, cumshot, european, handjob, italian, lingerie, masturbation, mature

KeekAss

Crossdresser Danni shoots a load outside in stretch pants

Categories: amateur, big cock, british, crossdressing, cum, cumshot, leggings, lingerie, masturbation, mature

HClips

Trans Wife

Categories: amateur, blonde, brunette, crossdressing, gay, transsexual, webcam, wife

xHamster

Jessica Bloom Frotting, Docking And Sucking Hung Trans Lesbians

Categories: amateur, beauty, big cock, blonde, blowjob, british, crossdressing, cum, cumshot, fetish

aShemaleTube

First Facial

Categories: amateur, blowjob, crossdressing, cum in mouth, cumshot, facial, femboy, hd, homevideo, interracial

ShemaleMovie

Femdom sissy training, mature sissy

Categories: amateur, ass, bdsm, beach, big ass, crossdressing, cuckold, domination, femdom, ladyboy

aShemaleTube

Mexican Crossdress Sexxx

Categories: barebacking, big ass, big black cock, black, blowjob, crossdressing, hd, interracial, latina, mexican

xHamster

Rigid3d Intense Anal Sex Hot Tasty Pussy Open Ass Sweet Pleasure Buttocks Delicious Rough Sex Tasty

Categories: amateur, american, anal, asian, ass, big ass, big cock, crossdressing, cum, hd

JizzBunker

A new task in male pantyhose: cumming, tying balls and urinating

Categories: amateur, balls, bdsm, big cock, bondage, creampie, crossdressing, cum, cumshot, fetish

JizzBunker

Kelly CD having a handjob in the parking lot in a slutty gray velvet dress

Categories: amateur, british, crossdressing, dress, handjob, lingerie, masturbation, outdoor, pantyhose, slut

XXXDan

Thick and horny crossdresser bouncing on huge dildo

Categories: amateur, anal, big ass, crossdressing, dildo, fetish, huge dildo, latina, pissing, thick

xHamster

Hot Blonde Crossdresser Recieving Blowjob from Brunette Crossdresser

Categories: amateur, american, anal, beauty, big ass, big cock, blonde, blowjob, brunette, crossdressing

aShemaleTube

Maid maki japanes anal slave

Categories: amateur, anal, asian, big tits, crossdressing, gangbang, hd, japanese, maid, masturbation

xHamster

[Individual shooting] A video of a crossdresser with glasses masturbating quietly

Categories: amateur, anal, asian, crossdressing, glasses, hd, japanese, ladyboy, masturbation, pretty

xHamster

I'm on the Sofa and I Have a Bottle of Ouzo From the Floor in My Butt and I Have an Orgasm

Categories: anal, ass, bottle, crossdressing, dirty talk, greek, hd, lingerie, masturbation, miniskirt

aShemaleTube

webcams crossdress SVID_20240331_235326_1

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

aShemaleTube

Smoke & cum

Categories: crossdressing, cum, hd, smoking

aShemaleTube

Pissing compilation

Categories: compilation, crossdressing, domination, fetish, hd, mature, piss drinking, pissing

TrannyOne

Crossdresser Fucked on Swing with Cumshots

Categories: amateur, bdsm, blowjob, creampie, crossdressing, cum, cum in mouth, cumshot, domination, homevideo

aShemaleTube

greek crossdresser nektaria

Categories: amateur, blowjob, crossdressing, greek, homevideo, pov, redhead

aShemaleTube

Feminization 2

Categories: big cock, big tits, crossdressing, feminization

xHamster

Z CUP SISSY WHORE STRIP CLUB

Categories: american, big tits, club, compilation, crossdressing, dildo, feminization, fetish, hd, huge tits

xHamster

Sissy House - 3151633230

Categories: amateur, asian, barebacking, bbw, big ass, big cock, black, creampie, crossdressing, cute

aShemaleTube

Geilesluderlea toymuschi Wichsen wer möchte tief in meine arschvotze rein spritzen

Categories: crossdressing, cum, fleshlight, german, hd, orgasm, solo, toys

aShemaleTube

Cumdump smoking slut Sarah, wanks, and fucks herself with 9inch dildo

Categories: amateur, anal, blonde, crossdressing, dildo, femboy, fetish, hd, humiliation, lingerie

XXXDan

Sexy Bitch

Categories: amateur, beauty, big ass, big cock, bitch, crossdressing, cumshot, dildo, lingerie, masturbation

JizzBunker

Straight guy likes to feel like a transvestite

Categories: amateur, anal, big cock, crossdressing, dildo, erotic, handjob, hardcore, high heels, lingerie

xHamster

Smoking with my new tits

Categories: amateur, crossdressing, hd, ladyboy, lingerie, masturbation, smoking

aShemaleTube

Brazilian crossdresser in orange dress CD brasileira em

Categories: brazilian, crossdressing, dress

aShemaleTube

Gemma tranny cum

Categories: amateur, crossdressing, cum, hd, homevideo, masturbation, pornstar, solo, stockings, tranny

Pornstars: Gemma

KeekAss

Outdoor Rectal in my Summer Sundress; Public no Undies Finger Bang

Categories: amateur, ass, assfingering, crossdressing, fingering, handjob, hd, kinky, masturbation, nude

xHamster

Funy 241

Categories: amateur, argentinian, asian, barebacking, bbw, big ass, big cock, black, creampie, crossdressing

KeekAss

Dollification Vlog - Sissy Thirsts Permanent Dame Transformation

Categories: blonde, crossdressing, doll, feminization, handjob, hd, masturbation, sissy, solo, tgirl

xHamster

Shemale fucked good

Categories: amateur, barebacking, beauty, big cock, crossdressing, cum, feminization, hd, ladyboy, lingerie

JizzBunker

Bonus stream, November 4, 2022., handjob

Categories: amateur, asian, beauty, big cock, couple, crossdressing, gay, handjob, hardcore, masturbation

KeekAss

Chinese Crossdresser Ayumi Blowage Jizm shot 011

Categories: amateur, asian, blowjob, brunette, chinese, crossdressing, cum in mouth, hd, japanese, ladyboy

KeekAss

Sissy in Crimson Nightie Inhales BIG BLACK COCK

Categories: amateur, big black cock, blowjob, crossdressing, deep throat, dick, dildo, fetish, gagging, hd

KeekAss

Finest sissy mega-bitch cum shot compilation with a pile of fetishes

Categories: amateur, anal, assfucking, big ass, big cock, bitch, compilation, crossdressing, cumshot, fetish

aShemaleTube

I cant get enough sissy in chastity and fuck machine

Categories: amateur, cage, crossdressing, cum, femboy, fishnet, hd, sissy, slut, toys

aShemaleTube

Two matures CD piss on guy

Categories: crossdressing, fetish, hd, latex, mature, piss drinking, pissing, stockings

xHamster

Blonde Mirjam and Mrs Samantha in a reverse-cowgirl fuck, plus 69 position blowjobs and rimming

Categories: 69, amateur, anal, beauty, blonde, blowjob, couple, cowgirl, crossdressing, dutch

xHamster

Sissy Pegged by Mistress Pixie

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

KeekAss

I Inflate my lips with a bunch of saline and do a web cam night - Part2 - The fuck stick

Categories: crossdressing, fetish, futanari, lipstick, toys, webcam

xHamster

I love my fucking Machine 101

Categories: amateur, anal, anal toying, ass, big ass, crossdressing, cum, dildo, femboy, fucking machine

xHamster

Juggsy Masks Sissy End #2

Categories: american, big tits, compilation, crossdressing, dildo, fetish, hd, huge dildo, huge tits, lingerie

TrannyOne

kitsy hogtied with facefucked cd bj

Categories: crossdressing, face fucking, hogtied

aShemaleTube

Strapon crossdressers

Categories: crossdressing, hd, leggings, mature, pegging, sissy, strap-on

xHamster

Nyl Curvy Latina with Big Booty Gives Intense Handjob, Hardcore Sex, and Gets Covered in Cum for Ultimate Pleasure

Categories: amateur, asian, barebacking, bbw, big ass, big cock, black, booty, creampie, crossdressing

VideoSection

Let me enjoy your huge introduction

Categories: asian, babe, beauty, crossdressing, femboy, hotel, japanese, sissy, small cock, solo

KeekAss

For Penelope

Categories: amateur, bikini, crossdressing, erotic, masturbation, solo, webcam

ShemaleMovie

Amateur bareback, big cock shemale fucks girl

Categories: amateur, barebacking, bbw, big black cock, big cock, black, blowjob, crossdressing, ladyboy, teen (18+)

aShemaleTube

1st video

Categories: amateur, crossdressing, femboy, hd, pov, small cock

xHamster

Nuttytouch Hard Anal Sex in the Glory Cabin Sweet Tasty Big Ass Fucked Buttocks Thirsty for Cock Tasty Intense Sex

Categories: amateur, american, anal, asian, assfucking, big ass, big cock, compilation, crossdressing, cum

xHamster

Amateur Crossdresser with Masturbation Cum from a Amateur Sissy

Categories: amateur, big cock, big tits, blonde, blowjob, british, crossdressing, cum, deep throat, feminization

TrannyOne

Training a slut for fuck

Categories: anal, anus, ass, assfucking, crossdressing, gay, hd, orgasm, slut, transvestite

KeekAss

AB040 Hotty sissy nose hook public remote manage

Categories: amateur, asian, big cock, chinese, crossdressing, handjob, masturbation, outdoor, pov, swimsuit

xHamster

Futuretist Thick Booty Craves Massive Black Action - Intense, Sticky, Hot Mess

Categories: amateur, asian, barebacking, bbw, big ass, big cock, black, booty, creampie, crossdressing

aShemaleTube

Walking in sheer skirt

Categories: crossdressing, hd, outdoor, pantyhose, skirt, stockings

ShemaleMovie

POV Humiliation of a sissy hotwife in wordy style

Categories: crossdressing, cuckold, humiliation, pov, sissy, slim, solo

aShemaleTube

Dizzy gets the violet wand from her Mistress

Categories: bdsm, bondage, crossdressing, hd, lingerie, mistress, sissy, small cock

aShemaleTube

Black Military Guy Pounds My Hole

Categories: amateur, anal, barebacking, big ass, big cock, black, blonde, blowjob, creampie, crossdressing

KeekAss

STELLAR SISSY TRAMP GOING KNUCKLE DEEP AND SPUNKING

Categories: amateur, anal, anal fisting, anal toying, crossdressing, cum, cumshot, femboy, fisting, hardcore

TrannyOne

Beth Graves goth sissyboy alone.

Categories: amateur, crossdressing, goth, homevideo, lingerie, masturbation, solo, transsexual, webcam

aShemaleTube

Who wants some

Categories: crossdressing, femboy, hd

xHamster

Sissy House - 3145721679

Categories: amateur, asian, bbw, big ass, big cock, black, crossdressing, cute, hd, japanese

aShemaleTube

Cosplay(Emilia) crossdresser

Categories: cosplay, crossdressing, hd, japanese

JizzBunker

This hung little slut dressed up as a fuck bunny and followed a hung guy home for a good old cock sucking and ass fuck

Categories: amateur, anal, assfucking, big ass, big cock, blowjob, bunny, cosplay, crossdressing, dick

aShemaleTube

amateur slutty house disco xhh35rz

Categories: amateur, crossdressing, disco, group sex, hd, slut

xHamster

Another day of training my ass

Categories: amateur, anal, ass, big ass, colombian, creampie, crossdressing, cum, femboy, hd

xHamster

Ladyboy and Girl Masturbate in a Park

Categories: amateur, crossdressing, feminization, handjob, hd, ladyboy, masturbation, outdoor, park, sissy

aShemaleTube

Foot worship for slave

Categories: crossdressing, feet, fetish, hd, licking, slave, sucking, worship

TrannyOne

Saturday Night Foursome

Categories: 4some, amateur, anal, anus, ass, blowjob, crossdressing, gay, lingerie, oral

KeekAss

MarcelinaTV 3

Categories: amateur, brunette, crossdressing, leather, outdoor, public, striptease

aShemaleTube

Terrant

Categories: amateur, anal, blowjob, crossdressing, cumshot, femboy, hd, homevideo, ladyboy, sissy

xHamster

Beautiful TS Transgender Girl fucked Anal and Cum Twice, Hands free Cum

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

XXXDan

Fun and Fabulous: Join Me on My Creativity Journey

Categories: big cock, big tits, caught, college, compilation, cosplay, crossdressing, first time, funny, masturbation

KeekAss

V-card Sissy Fuck stick Railing Assfuck Climaxes Using Jizm As Grease - Jessica Bloom

Categories: amateur, anal, assfucking, cage, crossdressing, cum, cumshot, dick, dildo, feet

ShemaleMovie

Faphouse sex toy exploration: intense cock play with sounding, pumping, and cumshots

Categories: big cock, black, crossdressing, cum, cumshot, dick, fleshlight, gloves, homevideo, jizz

xHamster

Are You Looking for a Maid Like Me

Categories: amateur, asian, black, crossdressing, hd, japanese, maid, masturbation, mature, public

xHamster

Handjob cum at my sexy shorts!

Categories: big ass, blonde, crossdressing, cum, handjob, hd, high heels, shorts, tattoo, transsexual

KeekAss

Luxurious sissy femboy in fishnets dick & soles adore

Categories: amateur, big cock, crossdressing, cum, cumshot, dick, feet, femboy, fetish, fishnet

KeekAss

Morning hookup with Gabito

Categories: amateur, anal, brunette, crossdressing, cum, cumshot, hd, homevideo, masturbation, mature

aShemaleTube

Two crossdressers humping a slut

Categories: 3some, amateur, crossdressing, group sex, hd, homevideo, humping, slut

KeekAss

Sissy poked by big black cock machine, rnd dude humps me soo superb

Categories: amateur, anal, anal toying, big black cock, crossdressing, cum, dildo, fucking machine, hd, ladyboy

aShemaleTube

💦Tiffany Kitten the sexy blonde sissy crossdresser babe fucks her asshole with a BBC dildo

Categories: amateur, anal, ass, babe, big black cock, big cock, big tits, blonde, crossdressing, dildo

xHamster

Cumshot in my short pleated satin skirt & shiny nylon stockings

Categories: amateur, crossdressing, cum, cumshot, german, hd, high heels, lingerie, masturbation, mature

xHamster

Obedient Anal Dido Ride

Categories: amateur, anal, big ass, blonde, crossdressing, dildo, farting, femboy, gaping hole, hd

xHamster

In miniskirt and fishnet stockings.

Categories: amateur, beauty, crossdressing, femboy, fetish, fishnet, hd, latina, lingerie, mature

aShemaleTube

Black Femboy Ezra_Kyle25 talks Halloween pt 2 in bunny lingerie

Categories: amateur, big ass, black, bunny, crossdressing, ebony, femboy, halloween, hd, homevideo

xHamster

Teasing

Categories: amateur, asian, beauty, crossdressing, hd, homevideo, ladyboy, leggings, legs, mature

XXXDan

Transvestite

Categories: amateur, black, crossdressing, european, lingerie, smoking, transvestite

KeekAss

Monique Satin TV 1980's

Categories: amateur, anal, crossdressing, cum, hd, homevideo, lingerie, masturbation, mature, satin

XXXDan

Hooded June Throat and Ass Fucked by Machine

Categories: anal, assfucking, bdsm, big ass, big tits, blowjob, bondage, crossdressing, danish, dildo

aShemaleTube

Skirt bulge without knickers

Categories: crossdressing, hd, mature, model, skirt, stockings, tranny, transsexual

xHamster

Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune

Categories: amateur, american, anal, bbw, big ass, big cock, blowjob, crossdressing, cuckold, femboy

aShemaleTube

Black Femboy Ezra_Kyle25 in Halloween bunny stocking pt 1

Categories: amateur, big ass, black, bunny, crossdressing, ebony, femboy, halloween, hd, homevideo

aShemaleTube

Mature cd in tights/ pantyhose

Categories: amateur, boots, crossdressing, hd, mature, model, pantyhose, tranny, transsexual

TrannyOne

Feminized for Girls Night Out (Full Movie)

Categories: amateur, anal, bdsm, beauty, big cock, crossdressing, cum, domination, escort, femboy

TrannyOne

Amazing CrossDresser Transformation Must See

Categories: amazing, crossdressing, queen, sissy

KeekAss

SADISM & MASOCHISM fashion buttfuck speculum in my lil labia

Categories: amateur, anal, assfucking, bdsm, blonde, crossdressing, hd, labia, ladyboy, latex

aShemaleTube

crossdress VID_20241030_025337

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

xHamster

Have a foot day 006

Categories: amateur, anal, anal toying, asian, ass, beauty, crossdressing, cum, cumshot, dildo

KeekAss

Sissy drained with an “buttfuck butt-plug in my backside” while dressed in a college uniform costume play.

Categories: anal, asian, assfucking, buttplug, college, costume, crossdressing, cute, femboy, handjob

xHamster

Julian069 Velvet Dress in red

Categories: amateur, cosplay, crossdressing, dress, european, fetish, german, hd, high heels, homevideo

xHamster

Mistress Cassidy Cowgirl Fucks Hot Blonde Crossdresser

Categories: amateur, american, anal, bdsm, beauty, blonde, cowgirl, crossdressing, domination, fetish

KeekAss

Gorgeous Shemale Webcam Masturbation

Categories: amateur, anal, asian, beauty, crossdressing, dick, feet, gorgeous, hd, homevideo