Crossdressing Shemale Videos » 38

TrannyOne

crossdresser wanking in red dress

Categories: amateur, bed sex, big cock, crossdressing, cum, cumshot, dress, feet, fetish, handjob

KeekAss

Contenido muy caliente para adultos feticheros

Categories: amateur, anal, big cock, blonde, blowjob, brunette, compilation, crossdressing, cum, feet

KeekAss

Urinate Maiden

Categories: amateur, balls, big cock, big tits, blonde, crossdressing, cum, cumshot, dick, gorgeous

aShemaleTube

Two furs slut

Categories: amateur, blonde, crossdressing, fetish, fur, homevideo, lingerie, masturbation, slut, stockings

TrannyOne

Hot blonde TS on vacation anal fuck

Categories: anal, anus, ass, assfucking, bdsm, big tits, blonde, blowjob, bondage, crossdressing

aShemaleTube

Latex Bitch

Categories: amateur, big cock, big tits, bitch, crossdressing, hd, latex, lingerie, mature, pornstar

Pornstars: Britney Amber

aShemaleTube

Chubby guy and tranny fuck a blonde mature slut

Categories: amateur, anal, blonde, chubby, crossdressing, fat, gay, hd, mature, slut

TrannyOne

old guy fucks his friend crossdresser xhqpWp

Categories: crossdressing, friend, gay, old

ShemaleMovie

Young sissy, young ladyboy

Categories: amateur, bdsm, beauty, crossdressing, domination, european, ladyboy, lingerie, sissy, slave

aShemaleTube

Awesome Crossdresser Anal Drilled by a Fucking Machine Part 7 in a WebCam Show

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

KeekAss

nylondelux in white stocking on the public beach2

Categories: amateur, anal, ass, beach, crossdressing, cum, feet, fetish, hd, lingerie

aShemaleTube

Feminized Big Ass Sissy Huge Anal Creampie Farts and Ass Stretching Training

Categories: anal, ass, big ass, big black cock, boy, creampie, crossdressing, dildo, femboy, gaping hole

aShemaleTube

Sissy Sammii proves her loyalty to her master Gryms

Categories: amateur, crossdressing, domination, femboy, homevideo, master, sissy, small tits, solo, toys

aShemaleTube

CD Jamie Jardon strokes cock fucks dildo and cum in pink fishnet bodysuit

Categories: anal, big cock, big tits, crossdressing, cum, dick, dildo, fishnet, hd, high heels

KeekAss

Sissy in Wonder Gal's costume packing her butt hole with trio bottles of beer at once by the door

Categories: amateur, anal, ass, blonde, costume, crossdressing, enema, exhibitionist, extreme, halloween

XXXDan

Tender moments with a cute transvestite

Categories: beauty, crossdressing, cute, masturbation, teen (18+), transvestite

aShemaleTube

Christmas Blows

Categories: amateur, big cock, blowjob, crossdressing, fetish, hd, lingerie, pov, sissy, small tits

KeekAss

Unclothe Dance for Parent, Tell Me More

Categories: amateur, asian, brunette, crossdressing, dancing, fetish, handjob, hd, ladyboy, lingerie

aShemaleTube

Shemale Workout with cumshot

Categories: amateur, assfucking, big cock, crossdressing, cumshot, hd, homevideo, sissy, small tits, workout

TrannyOne

Kim Christie crossdressing transformation

Categories: crossdressing, feet, fetish, hd, high heels, jerking, queen, shoe, sissy, transvestite

KeekAss

roxina2008cockballfetshslut040508xxxl mpg

Categories: big tits, blonde, brunette, crossdressing, dick, fetish, hd, latex, outdoor, pornstar

Pornstars: Rubberdoll

aShemaleTube

Handsfree Sissygasm and cumshot

Categories: amateur, anal, crossdressing, cumshot, homevideo, masturbation, mature, sissy, solo, stockings

aShemaleTube

not me but still hot ;)

Categories: amateur, anal, barebacking, blonde, crossdressing, cumshot, femboy, group sex, homevideo, ladyboy

ShemaleMovie

Interracial sissy latina shemale Karencita goes all out for a hot session

Categories: anal, ass, asslick, big black cock, big cock, black, blowjob, brutal, couple, crossdressing

aShemaleTube

Ich liebe es immer noch

Categories: crossdressing, femboy, hd, solo, sperm

XXXDan

Kinky sex party 3 shemales

Categories: anal, crossdressing, gay, hardcore, kinky, milf, party, sucking

aShemaleTube

Cristiana in bikini

Categories: amateur, bikini, crossdressing, hd, masturbation, outdoor, small tits

aShemaleTube

Huge dildo and fist

Categories: anal, crossdressing, domination, fisting, hd, huge dildo, latex

TrannyOne

Transform him Into her secretary

Categories: blonde, blowjob, crossdressing, hardcore, jerking, lingerie, office, oral, secretary, sissy

aShemaleTube

pound my sissy ass

Categories: ass, big ass, crossdressing, femboy, hd, ladyboy, lingerie, sissy, solo

aShemaleTube

Nude strip in pink bra and panties

Categories: big cock, blonde, bra, crossdressing, femboy, hd, ladyboy, lingerie, nude, panties

aShemaleTube

Sex with sissy and guy

Categories: crossdressing, femboy, hd, sissy, slut, small cock

aShemaleTube

Sissy Jhorna striping

Categories: crossdressing, cum, femboy, hd, ladyboy, lingerie, sissy, small cock, tranny

KeekAss

Sophisticated Tranny That Is Seductively Sweet

Categories: amateur, asian, beauty, big cock, blowjob, crossdressing, cute, dick, femboy, homevideo

KeekAss

He Said He Needed Someone To Adore Him, And Took Chance

Categories: amateur, ball licking, big black cock, black, blowjob, boy, crossdressing, cum, cum in mouth, cum swallowing

KeekAss

Green satin sundress

Categories: amateur, crossdressing, dress, fetish, hd, homevideo, mature, milf, pantyhose, satin

KeekAss

Railing a BIG BLACK COCK faux-cock firm and deep

Categories: amateur, anal, anal toying, balls, big ass, big black cock, big cock, brunette, crossdressing, cum

TrannyOne

Transforming her man in a sissy slut

Categories: anal, ass, blonde, crossdressing, fetish, hardcore, lingerie, sissy, slut, stockings

KeekAss

Sissy Rosalie Unwrap Tease/dancing with Culo Speculum

Categories: amateur, assfucking, blonde, buttplug, crossdressing, dancing, fishnet, hd, homevideo, humiliation

aShemaleTube

4K 60p🔴2MakingOFF Vue D St Val25

Categories: big cock, blowjob, crossdressing, cum in mouth, cumshot, domination, gangbang, group sex, hd, sissy

KeekAss

Lots of fuck-a-thon for light-haired transgirl

Categories: amateur, anal, big ass, big cock, blonde, blowjob, caught, cheating, creampie, crossdressing

aShemaleTube

Blind Date

Categories: blindfolded, crossdressing, hd

aShemaleTube

CdTina edging

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

aShemaleTube

Crossdresser holly smoking and playing with her cock

Categories: british, crossdressing, cumshot, dick, hd, model, sissy, smoking, solo, stockings

aShemaleTube

Fishnet Wank N Cum

Categories: amateur, bodystocking, crossdressing, cum, cumshot, fetish, fishnet, goth, hd, smoking

aShemaleTube

Hard cock for a CD

Categories: bitch, crossdressing, dick, hardcore, hd, mature

TrannyOne

Drag queen transforms man

Categories: amateur, crossdressing, lingerie, queen, sissy, stockings, transvestite, underwear

KeekAss

Trans: Trio Ultra-Kinky Crossdressers Smash Each Other!

Categories: ass, assfucking, blonde, blowjob, brunette, crossdressing, cum, gay, handjob, kinky

aShemaleTube

Bobbi Sux Denise

Categories: amateur, barebacking, big cock, blowjob, crossdressing, interracial, lingerie, stockings

aShemaleTube

Pink Shiny Fuck Doll

Categories: amateur, anal, ass to mouth, blonde, crossdressing, doll, hd, homevideo, latina, lingerie

ShemaleMovie

I had an incredible orgasm without arms while getting an intense anal experience in a tiger baby doll

Categories: anal, babe, close up, creampie, crossdressing, cum, cumshot, dildo, doll, double penetration

KeekAss

attempting on cock-squeezing mini sundress

Categories: amateur, crossdressing, dick, dress, handjob, hd, solo, tranny

aShemaleTube

Let's smoke and join fetish goth gang bang

Categories: amateur, crossdressing, cumshot, femboy, fetish, gangbang, goth, hd, homevideo, lingerie

Pornstars: Viper

aShemaleTube

smoking tranny chav red lipstick

Categories: crossdressing, hd, lipstick, smoking, tranny

aShemaleTube

Alexvicious piss compilation

Categories: ass, compilation, crossdressing, hd, mature, piss drinking, pissing

KeekAss

Austrian Sissy-Superslut, Pearl-Converse, Slit-Have Fun...

Categories: amateur, anal, austrian, crossdressing, dick, funny, homevideo, masturbation, pussy, sissy

ShemaleMovie

stunning chinese Crossdresser sadomasochism. 05

Categories: anal, big cock, chinese, crossdressing, japanese, ladyboy, sadomasochism, teen (18+)

aShemaleTube

Simultaned cumshot in missionary for perfect ts bbc couple

Categories: amateur, anal, barebacking, big black cock, big cock, couple, crossdressing, cumshot, domination, interracial

aShemaleTube

More cum for the Sissy

Categories: big tits, crossdressing, cum, hd, latex, sissy

KeekAss

Sexy Blonde Strokes Cock

Categories: amateur, asian, beauty, big cock, blonde, cei, crossdressing, cute, dick, homevideo

aShemaleTube

G Cup Lingerie Cum

Categories: amateur, big tits, crossdressing, cum, cumshot, hd, ladyboy, lingerie, masturbation, sissy

aShemaleTube

First time trying OMI's

Categories: amateur, crossdressing, fetish, first time, goth, hd, smoking, transsexual

aShemaleTube

Crossdresser cock show compilation

Categories: amateur, compilation, crossdressing, dick, leggings, mature, pov

TrannyOne

Riding Her Dildo In hottie Cage

Categories: amateur, anal, anus, ass, big cock, black, cage, crossdressing, desi, dick

aShemaleTube

Bobbi Impregnated by BBC

Categories: amateur, anal, barebacking, big black cock, big cock, blowjob, crossdressing, homevideo, interracial, lingerie

aShemaleTube

CdTina chair play

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

VideoSection

Can I give a nylon-clad footjob?

Categories: amateur, babe, bbw, beauty, crossdressing, feet, footjob, high heels, homevideo, massage

JizzBunker

Big Cock Sissy Crossdressor Huge Cumshot

Categories: amateur, asian, beauty, big cock, crossdressing, cumshot, japanese, korean, masturbation, sissy

TrannyOne

my new neighbor knows how to swallow my Cock he is a bitch

Categories: amateur, barebacking, big cock, bitch, black, blowjob, boy, close up, crossdressing, cum

KeekAss

trans chick railing her loooong phat sneak

Categories: amateur, anal, anal toying, crossdressing, femboy, fetish, hd, huge dildo, ladyboy, small tits

aShemaleTube

Slutty tall crossdresser

Categories: amateur, crossdressing, hd, homevideo, masturbation, slut, tall

KeekAss

XxXThC prepped for the army

Categories: amateur, army, bbw, crossdressing, cumshot, handjob, masturbation, mature, small tits

KeekAss

Fabulous T-Girl in Undergarments Humps Arse with Fake Penis while Smoking and Nutting

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

aShemaleTube

Sashimi

Categories: crossdressing

HDSex

Red-hot intercourse with sissy Latina Carla featuring deep throat and intense fucking

Categories: amateur, american, anal, anal toying, arab, ass, babe, bdsm, beauty, big ass

ShemaleMovie

The boss is a naughty crossdresser at a flick conference with her banker

Categories: babe, bdsm, beauty, big cock, boss, college, crossdressing, domination, european, french

KeekAss

Musical compilation of sissy crossdresser handjobs and money-shots

Categories: amateur, compilation, crossdressing, cum, cumshot, handjob, hd, high heels, masturbation, mature

ShemaleMovie

Christian having fun with mature sissy crossdresser Jeanne behind the scenes before their steamy encounter

Categories: anal, behind the scenes, crossdressing, funny, hotel, mature, sissy

aShemaleTube

Femboy Plays With Chew Toy! (Teaser)

Categories: balls, crossdressing, cumshot, dick, femboy, fetish, hd, model, tease, toys

KeekAss

Sissy Cosplays as Jinx & Humps Her Fucktoys

Categories: amateur, anal, cosplay, crossdressing, hd, homevideo, masturbation, pornstar, sissy, small tits

Pornstars: Jinx

aShemaleTube

Asian sissy vein get fucked

Categories: amateur, asian, crossdressing, futanari, hd, homevideo, lingerie, model, sissy, stockings

aShemaleTube

Jeimy in Green Satin Dress

Categories: crossdressing, dress, hd, satin

aShemaleTube

Check what's under my Skirt 🍆

Categories: amateur, crossdressing, femboy, hd, homevideo, lingerie, nylon, pantyhose, sissy, skirt

aShemaleTube

I (Queen Ndaer) am Ashamed I have such a Large Ass!

Categories: amateur, ass, big ass, crossdressing, ebony, homevideo, pov, queen, sissy

KeekAss

How To Part 1: How I Vapid Cell

Categories: amateur, cage, crossdressing, hd, sissy

KeekAss

Sweet Panty Vibrator

Categories: amateur, asian, crossdressing, gay, ladyboy, lingerie, small cock, solo, toys, vibrator

KeekAss

Stunning Brunette Posing And Wanking Her Hard Cock

Categories: amateur, anal, beauty, brunette, crossdressing, dick, dildo, femboy, hd, homevideo

HDSex

splendid crossdresser finishes off handsfree in corset and underwear.

Categories: corset, crossdressing, underwear

aShemaleTube

Eryka rides BBC dildo 2

Categories: amateur, anal, big black cock, crossdressing, dildo, hd, sissy, solo

FetishPapa

Sucked and anal worked mature shemale slut

Categories: amateur, anal, ass, blowjob, crossdressing, hd, latex, leggings, masturbation, mature

aShemaleTube

Taking my bra of fin sensual white lingerie

Categories: amateur, big tits, blonde, bra, crossdressing, femboy, hd, ladyboy, lingerie, masturbation

XXXDan

Crossdresser Exhibitionism - JFB Jerk Off

Categories: crossdressing, exhibitionist, jerking, lingerie, masturbation, nude, outdoor, public, solo, teen (18+)

KeekAss

Pretty Hot Shemale Wild On Cam

Categories: amateur, asian, beauty, big cock, blowjob, crossdressing, dick, handjob, homevideo, latex

KeekAss

Electrified current, Iramask and stimulates in the park during the day

Categories: amateur, anal, crossdressing, electrified, femboy, fetish, happy ending, hd, japanese, masturbation

KeekAss

two wonderful sissy supersluts sharing a king size ten inch massive black fuckpole

Categories: 3some, amateur, anal, big black cock, big cock, black, blowjob, crossdressing, femboy, hd

KeekAss

Roxina2008EbonyRubberDoll200308XXL.WMV

Categories: amateur, big tits, blonde, crossdressing, dick, fetish, handjob, hd, homevideo, ladyboy

Pornstars: Rubberdoll

VideoSection

Wife material, high heels

Categories: big tits, blowjob, crossdressing, high heels, pantyhose, sucking, wife

aShemaleTube

BTS POV SEX with Riley Jay 2

Categories: amateur, anal, barebacking, behind the scenes, big ass, blonde, blowjob, crossdressing, fetish, hd

KeekAss

Femboy Likes Her BIG BLACK COCK Fuck stick

Categories: amateur, bbw, big black cock, crossdressing, cuckold, cum, cumshot, cute, dildo, femboy

ShemaleMovie

Amateur femboy CD takes a risk outdoors in heels and mini dress, narrowly escaping discovery

Categories: amateur, ass, big ass, brazilian, crossdressing, dress, femboy, high heels, homevideo, ladyboy

aShemaleTube

Skype session with master

Categories: amateur, barebacking, crossdressing, cumshot, greek, homevideo, lingerie, master, masturbation, mature

KeekAss

Railing a ample faux-cock, Butt-Plug, and pecker Adore

Categories: amateur, anal, buttplug, crossdressing, dick, handjob, hardcore, hd, lingerie, masturbation

aShemaleTube

Cock sucking bitchy crossdresser

Categories: bitch, blowjob, crossdressing, dick, hd, sucking

aShemaleTube

outdoor cd on outdoors street outfit heels

Categories: crossdressing, high heels, outdoor, street

KeekAss

Roxina2009GiantBoobZentaiGirl250709.WMV

Categories: amateur, big tits, crossdressing, dick, hd, homevideo, ladyboy, latex, pornstar, solo

Pornstars: Rubberdoll

aShemaleTube

leopard dress

Categories: anal, blonde, crossdressing, dress, hd, latex, mature, sissy, small cock, small tits

HDSex

Verginella the sissy gets used, ridden, and filled up – total anal lesson

Categories: anal, ass, bdsm, creampie, crossdressing, cum, deep throat, femboy, jizz, money

KeekAss

Red-hot bodystocking outdoor showcasing

Categories: amateur, anal, ass, bodystocking, crossdressing, flashing, hd, lingerie, masturbation, outdoor

aShemaleTube

crossdress VID_20240627_223034

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

HotMovs

Horny Sex Clip Shemale Twink Wild Like In Your Dreams

Categories: crossdressing, fantasy, gay, toys, twink, vintage, wild

aShemaleTube

crossdresser1 - DadaTrav

Categories: brunette, crossdressing, glasses, homevideo, lingerie, mature, pantyhose, redhead, sissy, stockings

aShemaleTube

Sexy Blue Eyes Sheboy in Black Lingerie in a Live Cam Show Part 1

Categories: big cock, black, blue eyed, crossdressing, fetish, hd, lingerie, masturbation, sissy, webcam

aShemaleTube

Playing with pissy panties

Categories: crossdressing, fetish, hd, panties, piss drinking, pissing

TrannyOne

Shemale and sissy sluts pounded by strangers

Categories: anal, anus, ass, crossdressing, gloryhole, hd, orgy, sissy, slut, stranger

aShemaleTube

A Proper Start

Categories: amateur, big cock, blowjob, crossdressing, homevideo, mature, pov, stockings

aShemaleTube

Kellycd2022 in gold swimsuit and heels

Categories: amateur, blonde, crossdressing, cumshot, fetish, hd, high heels, mature, outdoor, pantyhose

aShemaleTube

Playful bunny femboy on the bed

Categories: amateur, bed sex, blonde, bunny, crossdressing, femboy, hd, lingerie, masturbation, sissy

aShemaleTube

Anal pussy worked on gynecologist table

Categories: amateur, anal, crossdressing, fetish, gynecologist, hd, latex, mature, pov, pussy

aShemaleTube

Stroking my sexy dick and shooting my big load over my tits

Categories: amateur, big cock, big tits, crossdressing, cumshot, dick, hd, homevideo, masturbation, solo

aShemaleTube

Britney hands free cum with help

Categories: crossdressing, cum, dildo, hd, skirt, toys, upskirt