Crossdressing Shemale Videos » 23

aShemaleTube

crossdress VID_20240110_024808

Categories: amateur, asian, chinese, crossdressing, cumshot, fetish, hd, homevideo, lingerie, masturbation

aShemaleTube

Latex TS domina strapon fucked by Black sub till cumshot

Categories: black, creampie, crossdressing, cumshot, dominatrix, hd, interracial, latex, outdoor, pantyhose

ShemaleMovie

Bisexual crossdresser Mark Wright begs for abasement on webcam and gets what he desires

Categories: abuse, bisexual, crossdressing, webcam

aShemaleTube

Crossdresser in Lingerie loves her Toys

Categories: amateur, anal, crossdressing, cumshot, hd, homevideo, lingerie, masturbation, mature, solo

xHamster

Crossdresser Chronicles: Embracing the Art of Transformation and Celebrating Individuality

Categories: celebrity, compilation, crossdressing, cum, cum in mouth, cumshot, dancing, hd, ladyboy, massage

aShemaleTube

20250123

Categories: barebacking, crossdressing, homevideo, lingerie, sissy, small cock, stockings, toys

xHamster

BIG DICK sissy slut Tiffany Kitten stroking her clit BIG LOAD on high heels shoes 💦

Categories: amateur, beauty, big cock, big tits, blonde, clit, crossdressing, cum, cumshot, dick

xHamster

Hot crossdresser in satin latex and stockings

Categories: amateur, crossdressing, hd, high heels, latex, lingerie, mature, satin, sissy, solo

xHamster

i feel sexy come and fuck that ass

Categories: amateur, anal, ass, bathroom, crossdressing, european, femboy, feminization, fishnet, greek

xHamster

Watching-With Syn Thetic All Nice N' Cozy

Categories: american, beauty, big cock, crossdressing, glasses, hd, high heels, ladyboy, lingerie, masturbation

xHamster

CD femboy sucking his own big cock cum mouth

Categories: amateur, big cock, blowjob, crossdressing, cum, cum in mouth, cumshot, facial, femboy, hd

KeekAss

Dicksucking, Cuni, & Cumlicking p1: Blow-Job Transboy, Drizzling Cunt

Categories: amateur, blonde, blowjob, crossdressing, cunt, daddies, dick, hd, homevideo, masturbation

HDSex

Rough-anal, fisting, backdoor-blowjob

Categories: anal, blowjob, crossdressing, enema, fisting, rough

xHamster

Big Bubble Butt Sexy Ladyboy Hot Cute Crossdresser Slut Sissy Cosplayer Model Creator

Categories: ass, compilation, crossdressing, cum, cum in mouth, cumshot, cute, dancing, hd, ladyboy

aShemaleTube

Who wants to be behind me

Categories: amateur, big ass, crossdressing, femboy, hd, homevideo, lingerie, pov, sissy, small cock

aShemaleTube

CdTina tops and cums

Categories: amateur, anal, barebacking, big cock, blonde, crossdressing, cum, cumshot, fetish, hd

xHamster

Young cd inserts a bottle into her

Categories: amateur, ass, big ass, big cock, bottle, crossdressing, cum, fisting, gay, hairy

xHamster

Fisting a New Friend stretch_events, It Seems They Enjoyed Themselves

Categories: amateur, anal, anal fisting, ass, british, couple, crossdressing, cum, domination, extreme

HotMovs

Horny Adult Movie Tranny Solo Exotic , Watch It

Categories: amateur, crossdressing, exotic, gaping hole, gay, hd, piercing, solo, toys, tranny

aShemaleTube

Tranny smoking and wanking while plugged

Categories: amateur, british, buttplug, crossdressing, hd, model, smoking, solo, stockings, tgirl

KeekAss

Random Sissy Tart Flicks

Categories: amateur, anal, big ass, big cock, blonde, blowjob, brunette, compilation, crossdressing, femboy

ShemaleMovie

Dominant black stud gets off on humping my submissive crossdresser ass

Categories: anal, ass, bdsm, big cock, black, crossdressing, humping, stud, submissive

KeekAss

Climax getting off spectacle in the spare bedroom of a abnormal guy

Categories: amateur, asian, bedroom, brunette, crossdressing, cumshot, fetish, handjob, hd, ladyboy

aShemaleTube

CD Melisa Doll riding BBC

Categories: amateur, anal, big ass, big black cock, big cock, blowjob, crossdressing, doll, femboy, hd

xHamster

Super Sexy Sissy Fucking TS Kelsey Masters - Compilation 3

Categories: amateur, american, anal, barebacking, big ass, big cock, blowjob, compilation, crossdressing, cute

aShemaleTube

Transissy Monaqueen heavy precum squirt

Categories: amateur, asian, big ass, crossdressing, femboy, hd, ladyboy, lingerie, sissy, small cock

xHamster

brand new video on a hotel wearing my little dress and fucking and cumming and screaming

Categories: anal, crossdressing, cum, dirty, dirty talk, dress, greek, handjob, hd, hotel

KeekAss

Hooker Robert Melissa candle fucking

Categories: crossdressing, ladyboy, sissy, slut, solo, tranny, transvestite

xHamster

Fuck cheongsam white stockings TSCD ladyboy

Categories: amateur, anal, asian, beauty, chinese, crossdressing, cum, doggystyle, femboy, fetish

aShemaleTube

Femboi Sissyboi Riding Big Dildo in Micro cage Chastity

Categories: anal, big ass, cage, crossdressing, dildo, femboy, fetish, homevideo, ladyboy, latina

KeekAss

chinese t-model transsexual cd solo stockings fuck stick onanism

Categories: amateur, anal, anal toying, asian, big ass, brunette, chinese, creampie, crossdressing, feet

aShemaleTube

I love to worship BB12"NCs to a N rap song as a naughty nurse in 9" BBC SLUT stiletto heels

Categories: big ass, big black cock, blonde, crossdressing, femboy, fetish, hd, high heels, interracial, ladyboy

KeekAss

Lonely TS Teasing And Showing Off 2

Categories: amateur, beauty, big black cock, big cock, crossdressing, cute, dick, handjob, huge cock, latina

ShemaleZ

Princess Bunnie - Pretty Pink Bimbo Masturbation

Categories: amateur, bimbo, blonde, crossdressing, lingerie, masturbation, pornstar, pretty, solo, stockings

Pornstars: Princess Pink

KeekAss

Dark-Hued studs and milky sissyboy mega-slut

Categories: amateur, anal, black, blonde, crossdressing, ebony, hd, interracial, milk, slut

aShemaleTube

My wife is waiting for me every evening. The final part.

Categories: crossdressing, femboy, hd, lingerie, pantyhose, solo, webcam, wife

xHamster

Afryca rich transvestites

Categories: amateur, ass, barebacking, big ass, big cock, blowjob, booty, crossdressing, cum, fetish

xHamster

Intense dildo fucking while wearing Converse XXHI sneakers, so horny!

Categories: anal, anal toying, beauty, blonde, crossdressing, dildo, dirty talk, fetish, hd, ladyboy

xHamster

Pretty pink heels

Categories: bisexual, crossdressing, european, feet, fetish, hd, high heels, italian, ladyboy, licking

xHamster

Cute slut in mini dress pantyhose and heels strips naked in very hot public

Categories: american, anal, big ass, crossdressing, cute, dick, dress, feet, fetish, hd

xHamster

Smoking Christmas blowjob

Categories: amateur, bbw, blowjob, brazilian, couple, crossdressing, dick, handjob, hd, huge tits

KeekAss

Bitchy T-Girl RileyDix Taunting You For Spunk Jiggles And Plays With Her Phat Stellar Huge Donk!

Categories: amateur, ass, big ass, bitch, blonde, booty, crossdressing, dirty talk, fantasy, fat

KeekAss

Trans Wears Panty as Facemask in Public Mall!

Categories: amateur, blowjob, crossdressing, daddies, dare, desperate, dildo, dirty, fetish, hd

KeekAss

Brit Sissy Being Fantastic For two Mins (Preview)

Categories: amateur, anal, ass, beauty, blonde, crossdressing, fantasy, femboy, hd, high heels

KeekAss

Symmetric bombshell all-natural neat tranny knob and cool gentle gams clapping onanism

Categories: amateur, asian, ass, beauty, big cock, bombshell, couple, crossdressing, fetish, hd

aShemaleTube

Date Night

Categories: crossdressing, femboy, hd, lingerie

aShemaleTube

Wanna Jerk off in Condom Together? Let's Go! JOI

Categories: asian, condom, crossdressing, cumshot, femboy, fetish, hd, homevideo, jerking, joi

Pornstars: Viper

KeekAss

Hottest Tgirl I Ever Seen

Categories: amateur, ass, beauty, big cock, crossdressing, cute, femboy, high heels, homevideo, jerking

xHamster

Walk in the countryside

Categories: big ass, crossdressing, european, feminization, hd, ladyboy, lingerie, mature, outdoor, secretary

xHamster

Striptease with chair

Categories: american, bbw, crossdressing, dress, fetish, hd, homevideo, lingerie, sissy, solo

aShemaleTube

vanity translove buttplug fun

Categories: anal, buttplug, crossdressing, funny, hd, lingerie, sissy, small cock, stockings, tiny dick

xHamster

Smoking, pearls and cum in my mouth

Categories: amateur, bbw, blowjob, brazilian, crossdressing, cum, cumshot, dick, fetish, handjob

KeekAss

Good-Sized sissy bang her bootie with glass fake penis

Categories: amateur, anal, anal toying, ass, bbw, big ass, black, crossdressing, cum, cumshot

KeekAss

Teenie Sissy and lil Stiffy

Categories: amateur, crossdressing, dick, hd, sissy, small cock, striptease, teen (18+), tiny dick

xHamster

My new pink vibrator

Categories: amateur, american, anal, condom, crossdressing, cute, femboy, gaping hole, gay, hd

aShemaleTube

Holly wanking and cumming

Categories: crossdressing, cum, cumshot, hd, stockings, tranny, wanking

aShemaleTube

Teen Trixy home alone and playing

Categories: amateur, big cock, blonde, crossdressing, hd, homevideo, lingerie, masturbation, pantyhose, stockings

KeekAss

Trans Babe Toys Her Dick

Categories: amateur, anal, ass, babe, beauty, crossdressing, dick, friend, homevideo, masturbation

aShemaleTube

Nerdy CD Inserts Into Her Friend

Categories: amateur, anal, asian, chinese, crossdressing, femboy, friend, nerdy, sissy, stockings

xHamster

Sex Queen

Categories: amateur, crossdressing, cum, hd, latina, queen, sissy, solo, stockings, transsexual

TrannyOne

anal hook for a shemale in catsuit

Categories: amateur, anal, blowjob, catsuit, crossdressing, fetish, latex, mature

aShemaleTube

Slow QOS panties striptease in 9" BBC SLUT platform stiletto heels for BB12"NCs balls deep

Categories: balls, big ass, big black cock, blonde, crossdressing, femboy, fetish, hd, high heels, interracial

aShemaleTube

Laurence the slut eats whole cucumber in woods.

Categories: amateur, anal, big ass, blonde, crossdressing, cucumber, hd, masturbation, outdoor, sissy

KeekAss

Biotch sissy screwing machine buttfuck aggressive crossdresser

Categories: aggressive, amateur, anal, assfucking, big tits, brunette, crossdressing, handjob, hd, masturbation

aShemaleTube

Bc I have a foot fetish

Categories: amateur, crossdressing, cum, cum in mouth, cumshot, feet, femboy, fetish, lingerie, masturbation

aShemaleTube

Chiming in my panties

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

aShemaleTube

Crossdresser in missionary position points her toes like a sissy while squirming on a cock

Categories: amateur, anal, crossdressing, dick, femboy, hd, homevideo, missionary, panties, sissy

ShemaleMovie

Strap-on pegging pleasure with Lisa Essex and Lucy Essex CD in female domination scene

Categories: anal, big cock, crossdressing, femdom, homevideo, model, pegging, strap-on, toys

aShemaleTube

Hanjobs with a party guy, fucks my feets and accidental piss in mouth - Laylacross FR

Categories: amateur, blonde, blowjob, crossdressing, feet, fetish, footjob, french, handjob, hd

xHamster

getting fucked by a thrusting cock

Categories: amateur, anal, anal toying, big ass, bitch, crossdressing, dick, femboy, german, hd

xHamster

Shemale Private Life Dreams of Men and Cums in Glass and Drinks His Sperm

Categories: amateur, anal, boy, crossdressing, cum, cumshot, fantasy, handjob, hd, sissy

KeekAss

Astounding backside ladyboy frolicking with thick fake penises and jizz

Categories: amateur, anal, ass, big ass, crossdressing, cumshot, dick, dildo, hd, jizz

KeekAss

crossdresser in marvelous platform tucks

Categories: amateur, crossdressing, feet, fetish, hd, high heels, jeans, pov, public, stockings

KeekAss

Milking under douche - cum shot and piss highly sissylike

Categories: amateur, blonde, crossdressing, cum, cumshot, golden shower, hd, high heels, lingerie, masturbation

aShemaleTube

Indian Crossy housewife Payal

Categories: crossdressing, desi, hd, housewife, indian, sissy, solo, transsexual

xHamster

Look at this toy

Categories: amateur, barebacking, bed sex, big cock, black, brazilian, crossdressing, cum, cum in mouth, cumshot

xHamster

White Satin Top

Categories: amateur, crossdressing, hd, lingerie, mature, satin, sissy, solo, white

KeekAss

Fat Big Cock Colombian Shemale

Categories: amateur, beauty, big cock, brunette, colombian, crossdressing, dildo, dress, ebony, fat

aShemaleTube

Nerdy Asian CD Masturbates

Categories: amateur, asian, chinese, crossdressing, femboy, masturbation, nerdy, pantyhose, small tits, stockings

xHamster

patty teeth brush in my ass

Categories: amateur, anal, anal toying, ass, crossdressing, dildo, european, french, hd, insertion

KeekAss

Bigbooty Latina Tgirl

Categories: amateur, ass, big tits, blonde, brunette, condom, crossdressing, dick, facial, femboy

HClips

Sissy pounding Compilation two

Categories: amateur, compilation, crossdressing, lingerie, sissy, stockings

xHamster

219 Streaming Archive

Categories: amateur, asian, crossdressing, hd, japanese, ladyboy, lingerie, masturbation, small tits, solo

xHamster

Melinda James Flexible Ass Show

Categories: amateur, anal, ass, barebacking, beauty, crossdressing, cute, femboy, flexible, german

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

KeekAss

lisa climaxes in stilettos

Categories: amateur, crossdressing, feet, fetish, high heels, legs, lingerie, masturbation, orgasm, pov

HClips

Three French transvestites fucks mature admirer Step daddy

Categories: amateur, barebacking, big cock, blonde, crossdressing, cumshot, daddies, french, group sex, mature

xHamster

Mistress Sucks off Sissy Jessica Bloom And Spits Cum into Her Own Mouth

Categories: amateur, big cock, big tits, blonde, blowjob, british, couple, crossdressing, cum, cum in mouth

xHamster

Femboy masturbates in skirt and tights teasing you JOI countdown

Categories: amateur, big ass, big cock, crossdressing, cum, dirty talk, femboy, handjob, hd, jerking

xHamster

Chastity Sissy Throat Training And Plapping Orgasm - Huge Cum Squirt And Swallow Jessica Blooom

Categories: amateur, balls, beauty, blonde, blowjob, british, crossdressing, cum, cum swallowing, cumshot

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

Sexy HOT Crossdresser Big Tits in Leggings Eating CUM

Categories: amateur, american, big cock, big tits, crossdressing, cum, cum swallowing, cumshot, fetish, hd

aShemaleTube

Pvc wank

Categories: amateur, crossdressing, cumshot, hd, homevideo, masturbation, solo, wanking

aShemaleTube

Rubber Fetish Cumshot & Cum Play

Categories: big cock, close up, condom, crossdressing, cum, cumshot, dick, femboy, fetish, gloves

HDSex

Amateur crossdresser, underwear, voyeurism

Categories: amateur, crossdressing, high heels, lingerie, masturbation, underwear, voyeur

HClips

Sexy Asian Shemale & Girl Threesome

Categories: 3some, amateur, asian, blowjob, crossdressing, cumshot, group sex, hd, ladyboy, teen (18+)

aShemaleTube

Russian crossdresser fucked

Categories: crossdressing, russian

xHamster

Trans girl does 69 handjob

Categories: 69, amateur, australian, beauty, big cock, blowjob, compilation, crossdressing, cum, cumshot

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

aShemaleTube

My slave put on my thigh boots

Categories: boots, booty, crossdressing, dominatrix, hd, slave, tranny, whip

aShemaleTube

STACY CD dressed and take huge black rubber dildo

Categories: ass, black, crossdressing, dildo, doggystyle, fisting, hd, huge dildo, mature, milf

KeekAss

Transgender Kelsey Teachers Poked Humid

Categories: amateur, anal, beauty, blowjob, crossdressing, cum, femboy, hd, homevideo, stockings

KeekAss

The Analcurve Diaries Vol.five00

Categories: amateur, anal, ass, assfucking, big ass, compilation, crossdressing, hd, masturbation, solo

xHamster

Pantyhose Faggot

Categories: amateur, crossdressing, dildo, german, hd, lingerie, masturbation, mature, pantyhose, sissy

aShemaleTube

Pink miniskirt and white patterned pantyhose

Categories: big cock, blonde, crossdressing, femboy, hd, ladyboy, lingerie, miniskirt, pantyhose, sissy

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

nylon footjob

Categories: amateur, bodystocking, crossdressing, dildo, feet, fetish, footjob, hd, iranian, ladyboy

xHamster

patty summer dress

Categories: amateur, anal, anal toying, crossdressing, dildo, dress, european, french, hd, lingerie

aShemaleTube

Bathing suit Strut 1

Categories: amateur, bathroom, crossdressing, flashing, hd, outdoor, tranny

TrannyOne

Straight BWC Stud And Asian CD, Long Missionary, Balls Deep

Categories: amateur, anal, asian, ass, balls, big cock, couple, crossdressing, dick, gay

aShemaleTube

fucking crossdresser bitch

Categories: amateur, ass to mouth, bitch, blowjob, crossdressing, hd, mature

xHamster

Getting Stretched by Bbc again

Categories: amateur, american, asian, beauty, big black cock, big cock, black, crossdressing, cum, ebony

xHamster

Sex Show Gigi and Dave, Webcam POV, Shemale and Man 2025-04-27 P1

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

ShemaleMovie

Sissy gets off using an ebony fake penis

Categories: anal, big cock, crossdressing, cum, cumshot, dick, dildo, ebony, european, huge dildo

xHamster

20220405 black

Categories: american, anal, big tits, black, crossdressing, hd, high heels, ladyboy, lingerie, mature