Crossdressing Shemale Videos » 39

xHamster

Spamgg69 Curvy Booty Babe Ravaged by Massive Monster Cock - Dirty Pussy Destroyed in Intense Cum-hungry Action

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

aShemaleTube

Skirt bulge

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

aShemaleTube

Piss drinking for slave

Categories: amateur, crossdressing, fetish, hd, mature, piss drinking, pissing, slave

xHamster

Mrs Samantha and hot blonde Tgirl Daphne Cuddle and Kiss on the large bed

Categories: beauty, bed sex, blonde, blowjob, couple, crossdressing, dutch, hd, high heels, kissing

aShemaleTube

Sveta Lu-sin. 2024bb

Categories: amateur, crossdressing, hd, mature, small cock, solo

aShemaleTube

Intense footjob with my fairy feet in nylon pantyhose

Categories: amateur, crossdressing, domination, feet, femboy, fetish, footjob, hd, homevideo, lingerie

ShemaleZ

Sissy Bitch

Categories: american, big ass, bitch, crossdressing, hd, latina, mature, sissy, solo, toys

KeekAss

Leaked UTTER flick of chinese t-model Rinda taunts with her

Categories: amateur, amazing, asian, ass, brunette, chinese, crossdressing, cum, cumshot, handjob

JizzBunker

Russian crossdresser rides dildo

Categories: amateur, anal, crossdressing, dildo, european, hardcore, lingerie, riding, russian, solo

xHamster

Latex lady.

Categories: anal, ass, big ass, crossdressing, fetish, hd, high heels, israeli, ladyboy, latex

aShemaleTube

crossdress VID_20240627_223034

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

aShemaleTube

Femboyhami Comp2

Categories: anal, compilation, crossdressing, femboy, hd, ladyboy, masturbation, sissy, small cock, small tits

XXXDan

21-year-old transvestite maid fucked in the kitchen by a muscular athlete

Categories: crossdressing, fetish, gay, gloves, kitchen, lingerie, maid, muscled, old, skinny

aShemaleTube

Crossdressing tease, fun and dirty talking

Categories: amateur, crossdressing, dirty talk, femboy, fetish, funny, hd, homevideo, ladyboy, lingerie

Pornstars: Viper

KeekAss

Femboi Beauty Enjoys Playing

Categories: amateur, beauty, big cock, big tits, brunette, crossdressing, feet, femboy, homevideo, huge cock

KeekAss

Style Showcase With Jizz Shot

Categories: amateur, bdsm, crossdressing, cum, cumshot, hd, high heels, jizz, leather, lingerie

TrannyOne

Sissy Slow Fuck Favorite Dildo

Categories: amateur, anal, anus, ass, big cock, crossdressing, dick, dildo, gay, hd

xHamster

Sissy Femboy Squirts With Crazy Hands-Free Orgasm

Categories: amateur, anal, anal toying, asian, big ass, big cock, crazy, crossdressing, cum, femboy

aShemaleTube

Sissy rides huge dildo on the wall

Categories: amateur, anal toying, crossdressing, dildo, femboy, hd, homevideo, huge dildo, sissy

xHamster

Flowery Wanking & Cumshot In Sheer Chiffon

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

aShemaleTube

Horny Dolled Up Ebony Crossdresser Hotel Bareback

Categories: barebacking, blowjob, crossdressing, doll, ebony, hotel

xHamster

Smoking slut in thigh boots

Categories: belgian, big black cock, blonde, blowjob, boots, crossdressing, cum, cumshot, fetish, hd

XXXDan

DeeDeeSlut69 First days in a pink bodysuit

Categories: amateur, caught, crossdressing, high heels, lingerie, milf, nude, outdoor, public, solo

xHamster

Dangle smoking

Categories: amateur, blonde, crossdressing, dutch, european, fetish, hd, ladyboy, mature, milf

KeekAss

Kinky Tgirl Butt Fucking Boyfriend

Categories: amateur, asian, assfucking, beauty, blonde, blowjob, boyfriend, crossdressing, dick, dildo

Pornstars: Vixxxen

aShemaleTube

Faggot drink mistress piss and suck

Categories: crossdressing, domination, fetish, mature, mistress, piss drinking, pissing, sucking

KeekAss

King Fuck-Stick done nuts deep on my knees - Makes me jizm everytime

Categories: amateur, anal, blonde, crossdressing, cum, dick, hd, knees, ladyboy, lingerie

aShemaleTube

A MILF a Crossdresser and a Bull

Categories: crossdressing, milf, queen, sissy

aShemaleTube

Old&chubby. Ladyboy Serge Lusin. 2025dl

Categories: crossdressing, hd, ladyboy, old

xHamster

Even More Office Naughtiness

Categories: amateur, british, crossdressing, hd, high heels, lingerie, long hair, masturbation, mature, office

xHamster

Live Webcam Saved Public and Private Show, Sripchat and Chatturbate, Gigi and Dave, 4K Uhd Show091224-3

Categories: amateur, anal, blowjob, british, compilation, couple, crossdressing, cute, dirty talk, femboy

aShemaleTube

Anal pussy worked on gynecologist table

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

aShemaleTube

Tied and fisted CD

Categories: amateur, crossdressing, domination, hd, mature, tied up

aShemaleTube

Crossdresser anal exhibition

Categories: amateur, anal, crossdressing, exhibitionist, hd, homevideo, mature

XXXDan

Transsexual dating show

Categories: 3some, amateur, beauty, big cock, big tits, crossdressing, dating, fetish, handjob, hardcore

KeekAss

I wreck the backside of this cool transgirl in shoes

Categories: amateur, ass, beauty, big ass, big cock, blonde, blowjob, boots, brazilian, crossdressing

KeekAss

cosplaying Emily Glisten rectally plowed on her couch

Categories: amateur, anal, ass, assfucking, big ass, brunette, cosplay, couch, crossdressing, hardcore

PornGem

Skinny Asian lavenderboy in college uniform bareback fucked

Categories: anal, asian, assfucking, barebacking, college, crossdressing, femboy, fetish, gay, skinny

xHamster

black pantyhose & lace bodysuit

Categories: amateur, anal, beach, beauty, big ass, black, crossdressing, cum, dildo, feet

xHamster

Hungry for cock

Categories: amateur, anal, ass, black, crossdressing, cum, dick, femboy, feminization, hd

xHamster

LatexTG Yummy Yummy Latex & High Heels

Categories: british, compilation, corset, crossdressing, european, fetish, hd, high heels, homevideo, latex

xHamster

Sissy Secretary Solo Fun on the Table

Categories: amateur, anal, anal toying, ass to mouth, blowjob, crossdressing, cum, cum swallowing, cumshot, deep throat

xHamster

Girlfriend Goals: Join Me in Finding a Love That Lasts Forever!

Categories: amateur, american, beauty, big ass, big tits, crossdressing, feminization, girlfriend, hd, ladyboy

KeekAss

Lara Croft smash machine pornography part 2/2

Categories: amateur, anal, big ass, big cock, big tits, brunette, cosplay, crossdressing, dildo, doggystyle

KeekAss

Biking Delight - public posed and smacked

Categories: amateur, crossdressing, hd, high heels, lingerie, mature, milf, nylon, outdoor, public

TrannyOne

Fucking a CD Bride

Categories: bride, crossdressing, lingerie, queen, tgirl

KeekAss

EXPOSED SISSY TRANSVESTITE

Categories: amateur, crossdressing, homevideo, lingerie, mature, nipples, piercing, sissy, small tits, stockings

aShemaleTube

Strapon Queen Fucking a Crossdresser

Categories: amateur, crossdressing, queen, sissy, strap-on

ShemaleMovie

Crossdressing hubby enjoys wearing tights and high heels, no release yet

Categories: british, crossdressing, high heels, husband, lingerie, masturbation, sissy, small cock, stockings

xHamster

D3d Intense Hardcore Anal Compilation: Deep Creampies, Extreme Gaping, and Dripping Pleasure

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

KeekAss

Duda Bunduda Cdzinha sitting prancing on the stool

Categories: amateur, big ass, crossdressing, dentist, gay, hd, sissy, webcam

ShemaleMovie

Sissy bitch, french shemale france

Categories: amateur, beauty, bitch, cosplay, crossdressing, european, fishnet, french, high heels, lingerie

HDSex

Coerced climax for a trans beauty

Categories: amateur, anal, bdsm, beauty, bondage, british, cage, crossdressing, domination, high heels

KeekAss

Blowing my trans gf schlong

Categories: amateur, blowjob, brunette, couple, crossdressing, dick, girlfriend, handjob, hd, homevideo

KeekAss

Come and gobble my soles, toes and guzzle my volcano of jizz!

Categories: amateur, big cock, crossdressing, cum, cumshot, feet, fishnet, handjob, hd, high heels

aShemaleTube

Sissy bareback breeding with BBC

Categories: anal, big black cock, big cock, crossdressing, fetish, hd, homevideo, interracial, lingerie, sissy

aShemaleTube

Cdangie48 drunk and horny with a regular daddy

Categories: amateur, blonde, blowjob, crossdressing, cum, cum in mouth, cum swallowing, cumshot, daddies, hd

aShemaleTube

Payal in french maid costume fucks herself and cums

Categories: amateur, anal, costume, crossdressing, cum, cumshot, desi, femboy, french, hd

xHamster

POV You Looking Down as You Milk Me

Categories: amateur, beauty, crossdressing, cum, cumshot, hd, masturbation, milk, pov, redhead

xHamster

Riding dildo and cumming

Categories: amateur, anal, anal toying, big cock, crossdressing, cum, cumshot, dildo, femboy, hd

xHamster

New shorts wearing my ass!

Categories: amateur, ass, big ass, blonde, brazilian, crossdressing, femboy, hd, high heels, ladyboy

aShemaleTube

Anal games and fuck for crossdresser group

Categories: anal, crossdressing, game, group sex, hd, homevideo, mature

xHamster

Sis-k on Pink Chinese Dress Try on Three Size of Anal Plug Ep2: Larg Size Anal Plug

Categories: amateur, anal, anal toying, big ass, buttplug, chinese, crossdressing, dress, hd, ladyboy

aShemaleTube

Smoke in Lungs, Toy in Arse.

Categories: amateur, ass, crossdressing, dildo, fetish, goth, hd, smoking, toys, transsexual

aShemaleTube

Rubbing on face

Categories: amateur, crossdressing, hd, mature, rubbing

KeekAss

A slow on off brink fem dude crossdresser masturbate ejaculation denial

Categories: amateur, beauty, big cock, boy, crossdressing, cute, denial, femboy, handjob, hd

TrannyOne

Sissy slut sucks and lets master fuck her

Categories: anal, cage, crossdressing, master, queen, sissy, slut, sucking

TrannyOne

Crossdresser Shemale II

Categories: anal, anus, ass, blindfolded, blowjob, brunette, couch, crossdressing, dark hair, gloves

aShemaleTube

Jerking off, cuming in a bottle and drinks my cum

Categories: amateur, bottle, crossdressing, cum, cumshot, jerking, lingerie, masturbation, mature, own cum

aShemaleTube

BTS POV SEX with Taylor Diamond 2

Categories: anal, barebacking, blonde, blowjob, crossdressing, hd, lingerie, pov, sissy

xHamster

Asshole. Ladyboy Serge Lusin. 2025b

Categories: amateur, american, ass, big ass, crossdressing, gay, gloryhole, hd, ladyboy, mature

XXXDan

Cd lisa posing legs and erect clitty

Categories: amateur, crossdressing, fetish, high heels, legs, lingerie, mature, posing, solo

JizzBunker

Big ass crossdresser rides dildo

Categories: amateur, anal, big ass, big cock, crossdressing, dildo, european, gay, greek, hardcore

xHamster

Amazonium Tasty Sex Hot Deep Throat Sweet Pleasure Tasty Intense Sex Buttocks Thirsty for Pleasure

Categories: amateur, american, asian, big cock, black, compilation, crossdressing, cum, cumshot, deep throat

aShemaleTube

Masturbation

Categories: crossdressing, femboy, hd, homevideo, ladyboy, lingerie, masturbation, sissy, small cock, solo

xHamster

anal play with cum shot

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

KeekAss

Lean CD fuckslut in underwear smashes fucktoys and ejaculates

Categories: amateur, anal, assfucking, crossdressing, cumshot, fishnet, handjob, hd, huge dildo, kinky

KeekAss

Be a Superb Pet for Ms Rude

Categories: amateur, anal, anal toying, assfucking, big ass, crossdressing, cum, denial, femdom, hd

aShemaleTube

Blonde in blue stockings and see-through blouse

Categories: blonde, crossdressing, femboy, hd, ladyboy, lingerie, masturbation, pantyhose, pov, sissy

aShemaleTube

Trixy on a chain fucked hard

Categories: amateur, anal, barebacking, big cock, blowjob, crossdressing, domination, femboy, fetish, hardcore

xHamster

Sexy Lady in Crotchless Panties and Satin Gloves

Categories: amateur, crossdressing, gloves, hd, lingerie, panties, satin, sissy, solo, stockings

xHamster

BTS POV SEX with Linda Moon

Categories: amateur, anal, barebacking, behind the scenes, blowjob, crossdressing, hardcore, hd, latina, mature

aShemaleTube

Blue Thong

Categories: amateur, big ass, big cock, crossdressing, hd, homevideo, lingerie, solo, thong, toys

aShemaleTube

Bitch cums on roadside in corset.3(07:27)

Categories: big tits, bitch, corset, crossdressing, cum, cumshot, hd, outdoor, pantyhose, public

aShemaleTube

CD Marie Metal naughty tease and cum

Categories: crossdressing, cum, cumshot, glasses, hd, homevideo, lingerie, masturbation, mature, naughty

KeekAss

HEADPHONE WARNING Instructing backside to take XL Atlas Mr Hanky Fucktoy deeper, painal gape

Categories: amateur, anal, anal toying, assfucking, crossdressing, dildo, extreme, gaping hole, hd, homevideo

KeekAss

Sissy Oksana 2021 rails a monstrous fake penis and gets sissygasm in chastity_ 230518 _cam.two

Categories: amateur, anal, ass, cage, crossdressing, dick, dildo, homevideo, lingerie, masturbation

aShemaleTube

trans taking it

Categories: amateur, anal, ass to mouth, barebacking, crossdressing, domination, femboy, hd, lingerie, sissy

xHamster

White Lace Bra and Satin Gloves

Categories: amateur, bra, crossdressing, gloves, hd, lace, lingerie, mature, satin, sissy

xHamster

Tgirl Maid Fucks Hot TS Kelsey Masters

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

aShemaleTube

Tranny cums in her panties

Categories: boots, crossdressing, cum, cumshot, hd, model, panties, stockings, tranny, transsexual

KeekAss

Penetrate me in my moist poon

Categories: amateur, ass, cosplay, crossdressing, fetish, hd, homevideo, masturbation, pov, toys

aShemaleTube

Goddess Valerie Massages Her Big Dick

Categories: amateur, big cock, crossdressing, ebony, fishnet, goddess, hd, high heels, homevideo, lingerie

KeekAss

Waiting for You to Come and Frolicking with Myself

Categories: amateur, ass, crossdressing, cum, dick, dirty, dress, high heels, homevideo, latina

aShemaleTube

Fetisch Pinky Kitty

Categories: anal, crossdressing, dildo, dress, german, hd, high heels, toys, tranny, transvestite

KeekAss

Tranny Intense Rubberdoll jerking

Categories: crossdressing, cumshot, handjob, hd, jerking, latex, masturbation, pornstar, solo, tranny

Pornstars: Rubberdoll

VideoSection

Shemale skirt, shemale in skirt

Categories: crossdressing, pantyhose, secretary, skirt

xHamster

Nuttytouch Sizzling Threesome Action - Gape-assed Babe Devours Monster Cock, Intense Hardcore Fun

Categories: 3some, amateur, american, asian, babe, barebacking, bbw, big ass, big cock, black

aShemaleTube

Fingering and dildo in my femboy ass. Preparing for a big black anal plug and fisting.

Categories: amateur, anal, anal toying, big ass, black, buttplug, crossdressing, dildo, femboy, fingering

TrannyOne

Big load from femcock Monstercock from a cute girl

Categories: amateur, arab, big cock, compilation, crossdressing, cum, cumshot, cute, femboy, handjob

aShemaleTube

Mistress Binds and Gags Her Sissy Maid

Categories: bdsm, bondage, crossdressing, domination, hd, lingerie, maid, mistress, sissy, stockings

aShemaleTube

Simatra crossdresser anal jeans vs bbc

Categories: anal, big ass, big black cock, crossdressing, hd, jeans

aShemaleTube

[no porn] Pink Bunny Sissy seduction moves on floor

Categories: amateur, asian, bunny, crossdressing, fetish, hd, homevideo, latex, model, pantyhose

KeekAss

Love myself...

Categories: amateur, ass, crossdressing, dress, funny, high heels, homevideo, latex, latina, legs

aShemaleTube

Crossdresser fucked hard by chocolate meat

Categories: amateur, anal, assfucking, chocolate, crossdressing, hardcore, hd, homevideo, interracial, tranny

aShemaleTube

Sexy Crossdresser kellycd2022 enjoying an afternoon drive a little pit stop break

Categories: amateur, big cock, big tits, crossdressing, cumshot, femboy, hd, high heels, ladyboy, masturbation

ShemaleMovie

Couples enjoying steamy action with a big bbw shemale

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

xHamster

Pussy Licking and Double Dildo

Categories: amateur, anal, couple, crossdressing, dildo, double penetration, femboy, femdom, hardcore, hd

xHamster

In shemale sluts we trust

Categories: amateur, anal, australian, barebacking, beauty, big cock, crossdressing, cum, femboy, feminization

xHamster

Rigid3d D3d Delicious Intense Riding Hot Tight Pussy Swallowing Huge Cock Hardcore Sex Sweet Pleasure Tasty Sex Delicious

Categories: amateur, american, asian, barebacking, big cock, crossdressing, cum, cum swallowing, hardcore, hd

xHamster

Loving some tasty vegetables in woods.

Categories: amateur, anal, ass, big ass, bitch, blonde, crossdressing, dick, european, feet

TrannyOne

Transformed into mindless bimbo

Categories: bimbo, crossdressing, lingerie

aShemaleTube

Ponygirl crossdresser lying on the couch

Categories: amateur, couch, crossdressing, hd, homevideo, solo, stockings

KeekAss

Crossdressing Femboy has numerous climaxes and munches up her jism

Categories: amateur, anal, brunette, clamp, crossdressing, cum, dildo, edging, femboy, fishnet

aShemaleTube

in kitchen

Categories: crossdressing, kitchen, solo

aShemaleTube

tranny fucked on a table2

Categories: amateur, crossdressing, fetish, homevideo, latex, mature, table, tranny

KeekAss

Depraved PMV

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

aShemaleTube

Sissy Janine

Categories: amateur, crossdressing, sissy

XXXDan

Sasha Earth masturbate and fuck her ass with dildo

Categories: amateur, anal, ass, beauty, big ass, crossdressing, dildo, european, hardcore, masturbation

xHamster

Crossdresser maid cleans the bathroom and gets fucked by the owner

Categories: amateur, anal, bathroom, blowjob, crossdressing, high heels, ladyboy, lingerie, maid, mature