Crossdressing Shemale Videos » 33

ShemaleMovie

Chupando verga, girly guy

Categories: crossdressing, sissy

aShemaleTube

Mirror Kisses And Dildo Play - S019.1

Categories: amateur, asian, blowjob, crossdressing, dildo, femboy, fetish, hd, homevideo, kissing

aShemaleTube

Pantyluvn sissy pov love at first sight

Categories: amateur, crossdressing, cumshot, femboy, homevideo, lingerie, masturbation, mature, pov, sissy

aShemaleTube

Sissy Taylor masturbating eating own cum

Categories: blonde, crossdressing, cumshot, fake tits, hd, homevideo, lingerie, masturbation, mature, own cum

HotMovs

Best Porn Scene Transvestite Slave New , Watch It

Categories: barebacking, crossdressing, fetish, gay, slave, transvestite

KeekAss

Juggsy X Bowl Lady Bevy #4

Categories: big tits, compilation, crossdressing, dildo, doll, high heels, huge tits, lingerie, masturbation, music

TrannyOne

Fat Mature BBW Tranny

Categories: bbw, crossdressing, fat, hd, masturbation, mature, obese, solo, tranny, transvestite

aShemaleTube

Latex nurse Lisa chains up sissy Lucy for pegging and anal dildo fun

Categories: amateur, anal toying, crossdressing, domination, funny, hd, homevideo, latex, mature, model

ShemaleMovie

Halloween party, sissy femboy

Categories: cosplay, crossdressing, femboy, halloween, party, sissy

aShemaleTube

Sizzling POV Cum Session.

Categories: bbw, black, crossdressing, cum, cumshot, ebony, fat, ladyboy, lingerie, masturbation

aShemaleTube

Rue showing ass, spitting on dick and cumming on the desk

Categories: ass, crossdressing, cum, desk, dick, femboy, hd, solo, spit

aShemaleTube

Sexy Sandy rides a dildo in white dress

Categories: amateur, blonde, crossdressing, dildo, dress, hd, homevideo, pantyhose, sissy, solo

aShemaleTube

Insane huge dildo - Part 25

Categories: amateur, anal, big ass, crossdressing, domination, fetish, gaping hole, hd, huge dildo, insertion

KeekAss

tentacle fake penis inwards super-hot trans female

Categories: amateur, anal, anal toying, ass, assfingering, assfucking, big ass, crossdressing, dick, femboy

aShemaleTube

Masked girl dildo

Categories: amateur, crossdressing, dildo, goth, hd, high heels, homevideo, mask, masturbation, solo

aShemaleTube

Encounter with the Sissy Demon (Crossdresser)

Categories: amateur, asian, crossdressing, dirty talk, fetish, halloween, hd, homevideo, lingerie, mask

aShemaleTube

Hot Tranny Action pt. 2

Categories: 3some, anal, crossdressing, group sex, hd, mature, tranny

aShemaleTube

Crossdresser Anal

Categories: amateur, anal, big ass, crossdressing, dildo, fucking machine, masturbation, solo, spanish, tattoo

aShemaleTube

Crossdresser Holly out for a walk in the park

Categories: crossdressing, hd, model, park, transsexual

JizzBunker

Michelle Thompson introduced Jamie Summers

Categories: amateur, beauty, big cock, big tits, couple, crossdressing, handjob, lingerie, milf, pornstar

Pornstars: Jamie Summers

aShemaleTube

mandingo 1

Categories: amateur, anal, crossdressing, ebony, hd, homevideo, mandingo, masturbation, solo

KeekAss

Sissy Maid Candy boned rigid with fat faux-cock on screwing machine in purity

Categories: amateur, anal, bdsm, crossdressing, dick, dildo, fat, fetish, fucking machine, hd

aShemaleTube

Feminine crossdresser takes it up her ass on her couch

Categories: amateur, anal, ass, assfucking, couch, crossdressing, domination, hardcore, hd, homevideo

aShemaleTube

Trixy Is Home Alone Doing Whatever She Wants in the Kitchen

Categories: amateur, anal, beauty, blonde, blowjob, crossdressing, cum, cumshot, hd, high heels

aShemaleTube

Ezra_Kyle25 showing pink thong and big ass

Categories: big ass, crossdressing, ebony, femboy, hd, homevideo, ladyboy, lingerie, pov, sissy

XXXDan

Julia X gets cozy

Categories: amateur, beauty, big cock, crossdressing, cumshot, cute, european, finnish, handjob, lingerie

aShemaleTube

CdTina edging

Categories: amateur, big cock, crossdressing, edging, fetish, hd, lingerie, long nails, masturbation, mature

aShemaleTube

CdTina sucking a beat

Categories: amateur, blowjob, crossdressing, fetish, hd, lingerie, long nails, mature, sissy, sucking

KeekAss

Pornhub 25K Unboxing Vid & Selfsuck With Cumswallow

Categories: amateur, ass, beauty, big cock, blonde, blowjob, crossdressing, cum, cum in mouth, cum swallowing

TrannyOne

Sissy Em Pounded By Master

Categories: amateur, anal, anus, ass, blowjob, crossdressing, gay, hd, maledom, master

ShemaleMovie

Verbal domination, tgirl

Categories: amateur, bdsm, big cock, crossdressing, domination, huge cock, humiliation, pov, solo, tgirl

aShemaleTube

LORD CURVINGTON Cheats on Girlfriend with Faggyboi

Categories: big black cock, blowjob, crossdressing, ebony, fake tits, femboy, gay, girlfriend, hd, lingerie

aShemaleTube

Spanish Dress 1 (enhanced)

Categories: amateur, crossdressing, dress, hd, homevideo, latina, sissy, spanish, vintage

aShemaleTube

teen girl cant resist pleasure her cock

Categories: amateur, big cock, crossdressing, dick, femboy, futanari, hd, homevideo, ladyboy, masturbation

KeekAss

Blondes and psychedelic intercourse (Part nine) Remastered - Cartoon

Categories: amateur, anal, beauty, big ass, big black cock, big cock, black, blonde, blowjob, cartoon

KeekAss

Shag my Ass (Total Gig)

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

TrannyOne

CD Slave Spitroasted At Her Master s Command

Categories: amateur, crossdressing, domination, maledom, master, slave, spit, transvestite

aShemaleTube

Cumming in my panties as I ride my dildo

Categories: anal, crossdressing, cum, dildo, hd, mature, panties, stockings

aShemaleTube

TREKKIE Cheats on Girlfriend with Faggyboi

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

TrannyOne

Trans fucked by huge toys on sex machine

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

aShemaleTube

Sissy Tammi rides big BBC dildo

Categories: barebacking, big black cock, cage, crossdressing, cumshot, dildo, homevideo, lingerie, long hair, mature

aShemaleTube

BTS POV sex with Aliza Breeze

Categories: amateur, anal, crossdressing, ebony, femboy, hd, interracial, pornstar, pov, sissy

Pornstars: Aliza

KeekAss

Jaw-Dropping Crossdresser High High-Heeled Slippers Black Stocking Rump Boner Flashing

Categories: amateur, black, blonde, crossdressing, flashing, hd, high heels, lingerie, masturbation, stockings

HClips

Sissy Stacy Ass To Mouth Outdoor - Sissy Crossdresser

Categories: amateur, anal, anal toying, ass to mouth, assfucking, crossdressing, dildo, fishnet, hd, high heels

aShemaleTube

Smoking in leopard print bodysuit

Categories: crossdressing, femboy, hd, mature, smoking, stockings

ShemaleMovie

Dominance and submission with anal action featuring Pixie Catgurl

Categories: american, anal, bdsm, beauty, compilation, crossdressing, domination, indian, ladyboy, lingerie

aShemaleTube

Goth Bitch Tiffany Minx - Exposure Card ("S&M" by Rihanna)

Categories: amateur, bitch, blowjob, crossdressing, cum in mouth, cumshot, femboy, fetish, fishnet, goth

Pornstars: Tiffany Mynx

XXXDan

Oiled up CheerGurl - Tranny Jessie oils up her sexy legs

Categories: amateur, beauty, blonde, british, college, cosplay, crossdressing, legs, oiled, pov

KeekAss

Sissy Princess's Ciggy Break during Onanism! Smoking Model Veronica Taboo blows smoke!

Categories: amateur, anal, boy, cigarette, crossdressing, femboy, fetish, hd, masturbation, model

aShemaleTube

crossdresser big ass Nely CD shake tranny bitch femboy

Categories: big ass, bitch, crossdressing, femboy, tranny

VideoSection

Hands free cum, anal masturbation

Categories: anal, crossdressing, cum, jizz, masturbation, orgasm

aShemaleTube

CD Bride With Throbbing Butt Plug Masturbates to Sexy CD

Categories: big cock, big tits, bride, buttplug, crossdressing, cumshot, hd, lingerie, masturbation, sissy

aShemaleTube

milking with big dildo

Categories: amateur, barebacking, chubby, crossdressing, cumshot, dildo, homevideo, lingerie, milk, sissy

aShemaleTube

Monstercock Playing On Webcam

Categories: amateur, big cock, crossdressing, cute, homevideo, innocent, masturbation, monster cock, solo, teen (18+)

aShemaleTube

[R18+] Catsuit Japanese Solo Cum with Tail Vibrator

Categories: amateur, asian, catsuit, crossdressing, cum, fetish, hd, homevideo, japanese, latex

KeekAss

BONDAGE & DISCIPLINE have fun masculine kearlic in mini-skirt rails faux jizz-shotgun

Categories: amateur, anal, ass, bdsm, bisexual, bondage, crossdressing, cum, funny, gay

KeekAss

Presenting: Ms. Ophelia Banks!

Categories: amateur, beauty, crossdressing, femboy, fishnet, hd, lingerie, lipstick, masturbation, sissy

KeekAss

Ilandis flashes off spectacular nude soles with black polished toes

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

aShemaleTube

Sissy Oksana pleasuring herself

Categories: amateur, anal, crossdressing, hd, lingerie, sissy, small cock, stockings, toys

aShemaleTube

White lace bodystocking and red high heels

Categories: blonde, bodystocking, crossdressing, femboy, fetish, hd, high heels, lace, ladyboy, lingerie

ShemaleMovie

Young trans cutie bends over for some anal action

Categories: amateur, anal, bend over, big cock, crossdressing, cum, cute, femboy, homevideo, jizz

aShemaleTube

PAUL BUNYAN vs Faggyboi

Categories: blowjob, crossdressing, fake tits, femboy, hd, interracial, tranny, worship

aShemaleTube

Horny Married Neighbor Fucks My Mouth and Ass

Categories: amateur, anal, ass, ass to mouth, big ass, blonde, creampie, crossdressing, hd, homevideo

aShemaleTube

Princess Bunnie: Black Corset Princess

Categories: black, corset, crossdressing, hd, high heels, lingerie, masturbation, model, solo, stockings

aShemaleTube

anal toy dildo crossdresser

Categories: amateur, anal, anal toying, ass, crossdressing, dildo, dress, gaping hole, hd, high heels

aShemaleTube

sissypornoslut ass to mouth dildo director's cut

Categories: amateur, ass to mouth, crossdressing, cumshot, dildo, femboy, hd, sissy, toys

aShemaleTube

CD Melisa Doll fucked in chair

Categories: amateur, anal, big ass, big cock, crossdressing, doll, femboy, hd, homevideo, interracial

XXXDan

Kelly cd wanking outdoors in the garden in purple see thru

Categories: amateur, beauty, british, crossdressing, cumshot, garden, high heels, lingerie, masturbation, mature

TrannyOne

BF pounds my teen femboy bussy into nirvana - prettyboi2000x

Categories: amateur, anal, ass, barebacking, big ass, big cock, boy, boyfriend, crossdressing, cum

XXXDan

Blonde sissy masturbates and squirts cum in her mouth and face

Categories: amateur, beauty, blonde, compilation, crossdressing, cum, cumshot, european, facial, high heels

KeekAss

Your sissy taking her milk out making some rump fetish

Categories: amateur, ass, beauty, big ass, big cock, crossdressing, cum, fetish, handjob, hd

aShemaleTube

Sexy Flexible Sheboy doing selfsucking in a WebCam Show Part5

Categories: amateur, blowjob, crossdressing, fetish, flexible, hd, sucking, tranny, webcam

HDSex

crossdressing transvestite sounding urethral god fake penis 104

Categories: crossdressing, dick, transvestite, urethra

aShemaleTube

Sissy Latex Nurse Corset

Categories: corset, crossdressing, hd, latex, nurse, sissy

HDSex

Anal play, transgender, big dildo

Categories: anal, anal toying, ass, big cock, booty, crossdressing, dildo, fingering, stockings, toys

aShemaleTube

Date Night

Categories: crossdressing, femboy, hd, lingerie

ShemaleMovie

Katie Fox, Lucie Shine, and Isa LaCrux chat with Kalin in the attic

Categories: amateur, babe, behind the scenes, blonde, brunette, crossdressing, homevideo

JizzBunker

Sissy rides huge bbc dildo part 2

Categories: amateur, anal, big black cock, big cock, black, crossdressing, dildo, huge dildo, hungarian, lingerie

KeekAss

Encaged Spandex Whore Busting Ballsack

Categories: amateur, ball busting, cage, crossdressing, hd, high heels, latex, lingerie, masturbation, sissy

KeekAss

Breezy jizz shot with a screwing-machines

Categories: amateur, anal, anal toying, ass, assfucking, blonde, crossdressing, cumshot, feet, femboy

aShemaleTube

Blonde jerking off in black stockings and lace minidress

Categories: big cock, black, blonde, creampie, crossdressing, dress, femboy, hd, jerking, lace

TrannyOne

Crossdresser Machine fuck face

Categories: crossdressing, gay, hd, homevideo

aShemaleTube

Mary Janes and Ankle Socks

Categories: amateur, crossdressing, panties, pornstar, socks, white

Pornstars: Mary Jane

aShemaleTube

Femboy Dance

Categories: amateur, ass, crossdressing, dancing, femboy, glasses, hd, homevideo, sissy, small tits

aShemaleTube

Tvkina overknee boots

Categories: anal, boots, crossdressing, homevideo, lingerie, solo, stockings, toys

KeekAss

Brief Demonstrate Makes Her Spunk

Categories: amateur, brunette, crossdressing, cum, cumshot, fetish, handjob, hd, homevideo, kinky

KeekAss

Sissyfas - Flick I filmed a yr and a half ago. Jizzing in front of webcam.

Categories: amateur, ass, big cock, blonde, crossdressing, cumshot, dick, femboy, handjob, hd

KeekAss

steaming latina tranny get ass-fuck plow outdoor

Categories: amateur, anal, ass, assfucking, babe, blowjob, brazilian, british, crossdressing, cumshot

TrannyOne

Help My Husband Is a Sissy Part 3

Categories: crossdressing, hd, husband, jerking, queen, sissy, transvestite

aShemaleTube

Asuka Langley Soryu Cosplay Cumshot

Categories: asian, chinese, cosplay, crossdressing, cumshot, femboy, hd, masturbation

aShemaleTube

Sissy Luce at the beach

Categories: amateur, beach, crossdressing, femboy, hd, homevideo, ladyboy, masturbation, sissy, solo

aShemaleTube

webcams crossdress SVID_20240616_235642_1

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

JizzBunker

Dancing, selfie, walking and clitoris

Categories: amateur, clit, crossdressing, dancing, fetish, french, lingerie, masturbation, mature, milf

KeekAss

Trussed up cheerleader

Categories: amateur, bdsm, blonde, cheerleader, crossdressing, fetish, hd, masturbation, stockings, toys

aShemaleTube

Flashing on the Street 2

Categories: amateur, crossdressing, flashing, hd, outdoor, slut, street, tranny

KeekAss

BLACK LATEXDOLL ONANISM #SHORT CLAMPS

Categories: amateur, anal, assfucking, black, catsuit, clamp, crossdressing, dildo, doll, fetish

KeekAss

Girly Erectus SADOMASOCHISM Forigen Language 46

Categories: amateur, anal, asian, crossdressing, gay, hd, public, sadomasochism, stockings

aShemaleTube

HD Creamy spunk fountain on cute toes Femboy Kiko Candy bangs feet and cums on em in stirrup

Categories: amateur, barebacking, big ass, big cock, creampie, crossdressing, cum, cumshot, cute, feet

HDSex

Transgender, see, shemale masturbation

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

ShemaleMovie

Young sissy, beautiful transgender

Categories: amateur, beauty, cosplay, crossdressing, femboy, german, lingerie, masturbation, sissy, solo

aShemaleTube

webcams crossdress SVID_20240616_162937_1

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

JizzBunker

JessB - Smokey Tease transvestite smoking, exposing, flirting, woman

Categories: amateur, beauty, blonde, british, crossdressing, lingerie, smoking, solo, tease, teen (18+)

KeekAss

Sissy shoots a load in vapid purity box after being drilled by her machine

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

aShemaleTube

Short ride on my BBC dildo in latex maid uniform

Categories: amateur, anal, big black cock, crossdressing, dildo, femboy, hd, homevideo, latex, maid

KeekAss

Sassi CD makes likes to the paramour dude

Categories: amateur, anal, assfucking, blowjob, crossdressing, cum, cumshot, deep throat, dick, facial

TrannyOne

Sexy Tasha Cucumber Fucks Her Hairy Ass Pussy Crossdresser

Categories: anal, anus, ass, assfucking, bush, crossdressing, cucumber, food, gay, hairy

aShemaleTube

Black bra and panties and see-through blouse

Categories: black, blonde, bra, crossdressing, femboy, fetish, hd, ladyboy, lingerie, masturbation

ShemaleMovie

Shemale anal gape, sissy butt plug

Categories: anal, anal toying, ass, big ass, buttplug, crossdressing, dildo, gaping hole, masturbation, russian

TrannyOne

The Dotadasp with A Ton of Cum

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

XXXDan

Trans Mistress fucked sissy slave part 2

Categories: anal, bdsm, beauty, big ass, big cock, blowjob, crossdressing, hardcore, mistress, pov

aShemaleTube

American crossdressing sissy in stockings tugs her dick online

Categories: amateur, american, crossdressing, cute, dick, homevideo, jerking, masturbation, sissy, solo

aShemaleTube

Turkish Aysem Big Ass Crossdresser

Categories: amateur, big ass, crossdressing, ladyboy, lingerie, mature, redhead, stockings, teen (18+), turkish

KeekAss

fantasia three

Categories: amateur, anal, big ass, crossdressing, homevideo, mature, pornstar, toys

Pornstars: Fantasia

VideoSection

Behind the scenes, feminization

Categories: behind the scenes, crossdressing, feminization, lingerie, sissy, tattoo

aShemaleTube

Sissy-Kuroko Anal Huge Dildo

Categories: amateur, anal, anal toying, bathroom, cosplay, crossdressing, dildo, femboy, fisting, gaping hole

aShemaleTube

Anal masturbation and hands free cum on the fucking machine for TGirl Lucy

Categories: amateur, anal, big cock, big tits, crossdressing, cum, cumshot, fucking machine, homevideo, lingerie

JizzBunker

Marina and Ms. Samantha fuck with a big black double dildo!

Categories: amateur, anal, beauty, black, blonde, couple, crossdressing, dildo, double penetration, dutch

KeekAss

A duo drills on the carpet, the baby masturbates the crevices and pummels the culo... in scorching poses

Categories: 18 year old, 3some, amateur, anal, babe, big ass, brunette, couple, crossdressing, cute

KeekAss

Beautiful CD on sundress pops with a wand

Categories: amateur, beauty, big cock, blonde, crossdressing, cum, cumshot, dress, handjob, hd

KeekAss

In the street long luxurious clad transgender princess dancing in the public

Categories: amateur, beauty, brunette, crossdressing, cute, dancing, fetish, hd, homevideo, huge cock