Crossdressing Shemale Videos » 46

KeekAss

Fat Big Cock Colombian Shemale

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aShemaleTube

TSCD Rides

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aShemaleTube

cucumber lady

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KeekAss

Kara Violet Has Multiples With Her Favorite Playthings In Spandex

Categories: amateur, anal, brunette, crossdressing, cum, dildo, handjob, hd, homevideo, masturbation

aShemaleTube

Awesome Crossdresser Anal Drilled by a Fucking Machine Part 5 in a WebCam Show

Categories: anal, anal toying, crossdressing, drilling, fetish, fucking machine, hd, small cock, toys, tranny

KeekAss

Dame In Sheer Silk - just to lurk the mega-bitch I am

Categories: amateur, bdsm, bitch, blonde, crossdressing, cum, cumshot, hd, high heels, lingerie

aShemaleTube

Biker chic in White

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aShemaleTube

Playing in my leopard print bodystocking

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xHamster

Natacha whore from Lyon sucks a beautiful cock.

Categories: anal, beauty, big ass, bitch, blowjob, crossdressing, dick, french, hd, ladyboy

aShemaleTube

CD squirts on cam

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xHamster

Death Note: Amane Misa Cosplay - My love is finally coming true...💛

Categories: amateur, anal, asian, beauty, big ass, big cock, cosplay, creampie, crossdressing, femboy

KeekAss

Leatransteen massiv cum in condom

Categories: beauty, condom, crossdressing, cum, cumshot, fetish, lingerie, masturbation, pornstar, satin

xHamster

Complete Spanking on the Ass of the Shemale Whore

Categories: amateur, asian, ass, bbw, beauty, big cock, black, compilation, crossdressing, cum

xHamster

pink cheetah top and diaper!

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aShemaleTube

Naked Chubby Goth Sissy Mimsy B Playing

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aShemaleTube

Busty Tgirl Hot Tub Orgasm

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ShemaleMovie

Stunning shemale gets off and unloads big cum

Categories: amateur, babe, beauty, big cock, crossdressing, cum, cumshot, fishnet, goth, handjob

aShemaleTube

Busty sissy in red

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xHamster

Exhibiting upass minishorts

Categories: amateur, ass, big ass, black, blowjob, chilean, crossdressing, exhibitionist, femboy, ladyboy

ShemaleMovie

Ladyboy cum compilation - young shemale cums in various scenes

Categories: big cock, compilation, cosplay, crossdressing, cum, cum in mouth, cumshot, femboy, jizz, ladyboy

xHamster

Futuretist Delicious Big Ass with Tight Ass Doggy Style Intense Fucking Open Anus Intense Hard Sex

Categories: amateur, american, anus, asian, ass, beauty, big ass, big cock, black, compilation

JizzBunker

French crossdresser fucked by Arab guy

Categories: anal, arab, big ass, big cock, blowjob, crossdressing, french, hardcore, lingerie

xHamster

naked in public with heels

Categories: american, anal, big ass, buttplug, crossdressing, fetish, hd, high heels, lingerie, masturbation

KeekAss

Joanie - Frederick's Ballet Boots Harness two

Categories: amateur, ballerina, blonde, boots, crossdressing, cum, cumshot, hd, lingerie, masturbation

KeekAss

crossdresser muddy conversing to Tomas

Categories: amateur, ass, big tits, brunette, crossdressing, hd, lingerie, mature, mud, outdoor

xHamster

Reverse Cowgirl Dildo Riding

Categories: amateur, anal, ass, clit, cowgirl, crossdressing, dick, dildo, fat, hd

xHamster

Hot Femboy Fucks Trans Kelsey Masters

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

xHamster

Black lacy dress

Categories: black, british, crossdressing, dress, fishnet, hd, homevideo, jerking, masturbation, mature

XXXDan

Anal sex of Japanese transvestite HIYORI

Categories: anal, asian, couple, crossdressing, hardcore, japanese, teen (18+), transvestite

KeekAss

Big Hard Dick Shemale Jacking Off Well

Categories: amateur, beauty, big cock, black, brunette, crossdressing, cumshot, dick, femboy, from behind

KeekAss

Ash-Blonde TRANSSEXUAL Mega-Slut Alexia Gobbling on BIG BLACK COCK justforfans alexiakessel1

Categories: amateur, anal, big black cock, blonde, blowjob, crossdressing, deep throat, ebony, extreme, handjob

aShemaleTube

STACY CD dressed secretary's clothes to anal dildo stretch here hole part 2

Categories: anal, anal toying, ass, big ass, big cock, clothed sex, crossdressing, fetish, hd, secretary

KeekAss

TRANSSEXUAL Kelsey Teachers Smashed Doggie Condom-Free

Categories: amateur, anal, beauty, big cock, condom, crossdressing, cum, doggystyle, hd, homevideo

KeekAss

Massager Activity sans money-shot

Categories: amateur, crossdressing, fetish, hd, homevideo, masturbation, mature, money, toys

xHamster

Crossdressing in Pantyhose

Categories: american, crossdressing, cum, fetish, high heels, homevideo, lingerie, masturbation, pantyhose, sissy

KeekAss

Sissy trans plumbs booty with black fuck stick and gets ejaculation point of view

Categories: anal, anal toying, big ass, big cock, black, booty, crossdressing, cum, cute, femboy

JizzBunker

Blonde femboy lingerie cum, hands free tiny cock squirt

Categories: amateur, anal, big ass, big cock, blonde, crossdressing, cum, cumshot, dildo, femboy

xHamster

Hot Blonde Femboy Bailey Wilde Photoshoot

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

ShemaleMovie

Teen (18+), fetish

Categories: amateur, anal, anal toying, ass, crossdressing, cum, dildo, feet, femboy, fetish

Pornstars: Viper

xHamster

I dream of Vicki...cum rub my butt and make a wish!

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

xHamster

Gothic Trans does it naughty to herself

Categories: amateur, beauty, big ass, big cock, crossdressing, cum, cumshot, goth, hd, ladyboy

xHamster

DeeDee69 Swallows

Categories: amateur, american, blowjob, crossdressing, cum, cum swallowing, cumshot, dildo, huge dildo, ladyboy

aShemaleTube

Crossdresser humping a slutty chick's ass and pussy

Categories: amateur, ass, assfucking, crossdressing, doggystyle, hardcore, hd, homevideo, humping, lingerie

ShemaleMovie

Sex toys, stockings

Categories: crossdressing, lingerie, stockings, toys, uniform

JizzBunker

Crossdressing white boi takes BBC

Categories: big black cock, big cock, black, blowjob, crossdressing, doggystyle, fetish, hardcore, interracial, white

xHamster

Tgirl Fucks Hot Trans Raw

Categories: amateur, american, anal, barebacking, big ass, big cock, creampie, crossdressing, feminization, hd

XXXDan

Japanese amateur cosplayer solo

Categories: amateur, anal, asian, cosplay, crossdressing, japanese, solo

JizzBunker

Cumming with Carolyn - Crossdresser Carolyn in stockings solo fun on the couch

Categories: amateur, black, british, couch, crossdressing, cum, funny, lingerie, masturbation, mature

aShemaleTube

crossdress VID_20231122_230924

Categories: asian, chinese, crossdressing, hd, homevideo, lingerie, masturbation, pantyhose, stockings

xHamster

Tranny with Big Girl Cock edging and Exploding thick Ass Cum

Categories: amateur, american, ass, big ass, big cock, blonde, crossdressing, cum, cumshot, cute

xHamster

Amateur Crossdresser Kellycd2022 Sexy MILF Outdoors in Lilac Dress and White Stockings

Categories: amateur, beauty, crossdressing, cum, dress, hd, lingerie, masturbation, mature, milf

KeekAss

got bord so desired to jism all over my face

Categories: amateur, ass, beauty, brunette, crossdressing, cum, cumshot, femboy, joi, masturbation

KeekAss

Ilandis flashes soles in white socks

Categories: amateur, crossdressing, feet, fetish, flashing, hd, mature, socks, solo, stockings

xHamster

Hot ladybug

Categories: amateur, anal, big black cock, blowjob, crossdressing, cum, femboy, feminization, hd, japanese

xHamster

Suck & Smoke Spectacle with Luscious Lilli

Categories: amateur, bbw, blowjob, brazilian, couple, crossdressing, cum, fetish, hd, masturbation

aShemaleTube

Sissy Crossdresser Annette motel blowjob and facial

Categories: amateur, blowjob, crossdressing, cumshot, facial, hd, motel, sissy

xHamster

Dance Like Nobody's Judging: Celebrating the Joy of Movement!

Categories: amateur, american, big ass, big tits, blonde, celebrity, crossdressing, cum, dancing, feminization

KeekAss

Dark Side Episode -I'm a Cougar

Categories: amateur, ass, babe, big cock, bitch, blonde, cougar, crossdressing, fantasy, hd

KeekAss

crossdresser entices with her uber-sexy soles in stripper footwear on the street

Categories: amateur, crossdressing, feet, fetish, hd, high heels, lingerie, outdoor, pov, public

KeekAss

Femboy uses a onahole and finishes off numerous times

Categories: amateur, crossdressing, european, femboy, gay, handjob, hd, japanese, legs, masturbation

TrannyOne

Who said only women can squirt part 1

Categories: anal, bdsm, bondage, crossdressing, femdom, fetish, gloves, hd, pegging, slave

HDSex

Uniform, rectal, masturbation

Categories: anal, ass, crossdressing, cumshot, masturbation, pantyhose, uniform

aShemaleTube

Dirty Hotel pt 1 vixen in red

Categories: amateur, anal, big tits, crossdressing, dirty, hd, homevideo, hotel, lingerie, mature

xHamster

Asuna just wants to help you feel happier today, teacher. How about this?

Categories: amateur, anal, asian, barebacking, beauty, big ass, big cock, creampie, crossdressing, femboy

KeekAss

Arse Chick Tiffany Ciskiss Smashing Sissy Caboose In Bluejean Mini-skirt On Xxxl Playthings

Categories: anal, ass, boots, crossdressing, extreme, femboy, fishnet, gaping hole, hd, huge dildo

TrannyOne

CDboykka footjob whore sissygasm compilation

Categories: asian, compilation, crossdressing, dildo, feet, femboy, fetish, footjob, ladyboy, pov

aShemaleTube

Exposed Sissy Bitch Tiffany Minx – Blowjob In Chastity - “Confide In Me” by Kylie Minogue

Categories: bitch, blowjob, cage, crossdressing, cum in mouth, cumshot, femboy, hd, orgasm, pornstar

Pornstars: Tiffany Mynx

KeekAss

Swimming in the lake in fitness wear at sunset.. Moist stretch pants and t-tee-shirt...

Categories: amateur, beauty, blonde, crossdressing, fitness, hd, leggings, mature, outdoor, sissy

KeekAss

four POINT OF VIEW jizz flows (total movie)

Categories: amateur, asian, compilation, crossdressing, cum, cumshot, fleshlight, handjob, hd, jizz

KeekAss

Ilandis flashes off spectacular nude soles with black polished toes

Categories: amateur, beauty, black, crossdressing, feet, fetish, flashing, hd, mature, nude

xHamster

Latest Live Sex Show Gigi and Dave, Shemale and Man Couple Ep. 3

Categories: ass, big ass, blowjob, british, couple, crossdressing, cute, dick, girlfriend, handjob

aShemaleTube

Outside smoke and cock rubbing

Categories: crossdressing, dick, fetish, hd, homevideo, mature, outdoor, rubbing, smoking

ShemaleMovie

Tgirl Riley enjoys raw fucking in meeting #6 PartII

Categories: amateur, anal, barebacking, big cock, crossdressing, dick, european, femboy, gaping hole, lingerie

KeekAss

crossdressing ash-blonde

Categories: amateur, blonde, crossdressing, hardcore, hd, sissy, surprise

KeekAss

Hot Busty Tranny Plays Her Tits And Cock

Categories: amateur, beauty, big tits, blonde, crossdressing, dick, dress, femboy, fetish, hardcore

XXXDan

Trans goth bbgirl adaklein wants your cum so much

Categories: amateur, anal, beauty, big cock, black, boots, crossdressing, cum, cumshot, fishnet

aShemaleTube

Joanie Blair's Renaissance Corset

Categories: big cock, big tits, blonde, corset, crossdressing, cumshot, glasses, hd, homevideo, lingerie

aShemaleTube

Blonde slut in red cut-out dress

Categories: amateur, blonde, crossdressing, dress, homevideo, masturbation, slut, solo

KeekAss

Chainsaw Guy, Pecs rubdown from behind, Makima Nurse cosplayer Chinese Costume Play

Categories: amateur, anal, asian, beauty, big cock, chinese, cosplay, costume, crossdressing, femboy

HClips

amateur CD lovers With Male Escort

Categories: 3some, amateur, blowjob, couple, crossdressing, escort, group sex

aShemaleTube

Russian femboy fucked and cummed on

Categories: crossdressing, cumshot, femboy, hd, russian

ShemaleMovie

Shemale superstar Crossdresserkitty has a wild solo session and unleashes big cum

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

aShemaleTube

CdTina cums

Categories: amateur, big cock, crossdressing, cum, cumshot, fetish, hd, long nails, masturbation, mature

xHamster

Alison black rubber and mild bondage in a hotel room

Categories: amateur, balls, big tits, black, bondage, british, crossdressing, cum, gagging, hd

ShemaleMovie

Fun and Laughter: Embarking on a Crossdresser's Romantic Journey!

Categories: amateur, american, bbw, beauty, big cock, compilation, crossdressing, femboy, funny, homevideo

xHamster

misr4 - Tranny cums on white lingerie

Categories: crossdressing, cum, cumshot, dick, hd, lingerie, masturbation, mature, panties, polish

xHamster

Ladyboy Love: Celebrating Beauty and Diversity

Categories: amateur, american, beauty, big ass, blonde, celebrity, crossdressing, feminization, hd, ladyboy

KeekAss

Toying my playthings

Categories: amateur, anal, anal fisting, ass, big ass, big cock, crossdressing, cum, dildo, fetish

KeekAss

Boning machine opened up dude's brown sphincter

Categories: amateur, anal, assfucking, big ass, big cock, boy, brunette, crossdressing, dildo, femboy

KeekAss

Onimai Mahiro-chan Manga Porn Cosplayer get pounded, Anime Asian costume play part.five

Categories: amateur, anal, anime, asian, beauty, chinese, cosplay, costume, crossdressing, femboy

HDSex

crossdressing transvestite sounding urethral god fake penis 104

Categories: crossdressing, dick, transvestite, urethra

HClips

Super Sexy Nikki Nicole

Categories: amateur, blonde, crossdressing, solo

aShemaleTube

Cum and swallow in nude stockings

Categories: big cock, blonde, creampie, crossdressing, cum, cum in mouth, cum swallowing, cumshot, fetish, hd

KeekAss

Deep throat elation nine

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aShemaleTube

Sexy Femboy Sissy Girl Masturbation

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xHamster

Sissy Bitch Sucks Dick

Categories: amateur, anal, beauty, big cock, bitch, blowjob, crossdressing, cum, dick, gangbang

JizzBunker

Transvestites in lingerie get fucked in the ass

Categories: anal, ass, big ass, crossdressing, gay, hardcore, lingerie, transvestite

aShemaleTube

Tvkina tight corset

Categories: anal, corset, crossdressing, dildo, garter belts, high heels, lingerie, riding, solo, stockings

xHamster

Wild ride on a huge dildo.

Categories: amateur, anal, big ass, big black cock, big cock, crossdressing, dildo, hd, huge dildo, masturbation

KeekAss

Tattooed TS Jerking Hard Rod In Closeup

Categories: amateur, beauty, big ass, blonde, blowjob, close up, crossdressing, dildo, ebony, feet

KeekAss

Trap80 with fuckmachine

Categories: amateur, anal, anal toying, ass, big ass, crossdressing, femboy, feminization, fucking machine, lingerie

HClips

TV and CD sluts sucking and fucking cocks at the gloryholes

Categories: amateur, blowjob, compilation, crossdressing, cum in mouth, dick, gloryhole, slut, sucking

xHamster

Sex Show Gigi and Dave, Webcam POV, Shemale and Man 2025-04-27 P2

Categories: anal, ass, barebacking, big ass, blowjob, british, couple, crossdressing, femboy, hd

aShemaleTube

video 133

Categories: amateur, crossdressing, hd, homevideo, lingerie, pantyhose, toys

VideoSection

Cute femboy Liza pleasures himself with a dark vibrator and cums

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

ShemaleMovie

chubby crossdresser in mask destroys his hole with massive dildos

Categories: anal, anal toying, bbw, chubby, crossdressing, dildo, huge dildo, mask, masturbation, sissy

xHamster

Secretdreamsfuta Tasty Intense Pleasure Delicious Ass Fucked in the Gym Sweet Pleasure Tasty Hot Ass Swallowing Cum

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

xHamster

Kellystar518 is FUCKING GORGEOUS

Categories: amateur, american, anal, beauty, big ass, crossdressing, cum, cumshot, girlfriend, gorgeous

KeekAss

Pink Pumped

Categories: amateur, anal, big ass, buttplug, crossdressing, cum, cumshot, dildo, fetish, gloves

aShemaleTube

stroking my sissy stick

Categories: amateur, crossdressing, femboy, hd, homevideo, masturbation, sissy, small cock, solo, stockings

aShemaleTube

Before going to the club with my friend, I decided I wanted to eat her so we could leave the

Categories: amateur, big tits, club, compilation, crossdressing, cum in mouth, domination, friend, hd, homevideo

KeekAss

Bulky Stud Pops in Sissy's Booty

Categories: amateur, anal, ass, beauty, blonde, blowjob, booty, creampie, crossdressing, cumshot

KeekAss

steaming latina tranny get ass-fuck plow outdoor

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HClips

Hot Outdoor Tease and Blowjob In The Woods Amateur Cam

Categories: amateur, blowjob, crossdressing, ladyboy, outdoor, tease, webcam

VideoSection

Crossdresser in pantyhose and sheer dress enjoys a day at the beach

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

HDSex

Hot compilation of internal cumshots and intense buttfucking

Categories: anal, assfucking, compilation, creampie, crossdressing, cumshot

xHamster

Tranny secretary big cum

Categories: amateur, big tits, british, crossdressing, cum, dick, hd, high heels, ladyboy, lingerie

xHamster

Butt-plugged sissy Cindy squirts in pink dress

Categories: anal, ass, crossdressing, cum, cumshot, dress, hd, homevideo, masturbation, sissy

ShemaleMovie

Sexy shemale in lingerie and stockings shows off big cock

Categories: amateur, bdsm, big black cock, big cock, black, crossdressing, domination, femboy, huge cock, ladyboy

JizzBunker

Transvestite 1

Categories: amateur, anal, bbw, big cock, black, blowjob, crossdressing, gay, handjob, transvestite