Crossdressing Shemale Videos » 18

VideoSection

Hot femboy showing off that juicy ass while getting off

Categories: ass, big ass, crossdressing, cumshot, femboy, juicy, lingerie, masturbation

aShemaleTube

Playing with my cock

Categories: amateur, crossdressing, dick, hd, sissy, small cock, solo

aShemaleTube

Sissy outdoor public spanking

Categories: crossdressing, hd, outdoor, public, punishment, sissy, spanking

aShemaleTube

女装子ひのバニーコス射精マシンアナニー6

Categories: amateur, anal, cosplay, crossdressing, cumshot, femboy, fucking machine, hd, ladyboy, masturbation

XXXDan

TS pornstar Marika Ferreira gets fucked in sexy lingerie and heels and gets cum in her ass

Categories: amateur, anal, ass, beauty, big ass, big cock, blonde, brazilian, crossdressing, cum

KeekAss

Femboy in sports pantyhose faps with her gams open and providing you her cooter

Categories: amateur, brunette, crossdressing, femboy, gay, handjob, hd, masturbation, pantyhose, sport

aShemaleTube

Pissing slave

Categories: crossdressing, domination, hd, piss drinking, pissing, slave

KeekAss

Culo speculum corset and Slot taped open.

Categories: amateur, anal, ass, big ass, corset, crossdressing, hd, homevideo, mature, speculum

aShemaleTube

👑JoYeuX NoëL2025 Une jolie travestie francaise en cosplay de Noel VaneSsaBiTCHx

Categories: big ass, big cock, bimbo, cosplay, crossdressing, fetish, french, hd, high heels, sissy

VideoSection

Natalie Napoli's wild gay fantasy with a satanic twist

Categories: crossdressing, fantasy, gay, halloween, sissy, wild

JizzBunker

Sissy Maid in Self Bondage Plays with Her Sex Doll

Categories: amateur, big cock, bondage, crossdressing, doll, hardcore, high heels, lingerie, maid, sissy

aShemaleTube

Crossdresser nastia creampie Sperma läuft aus ihrem Arsch

Categories: amateur, creampie, crossdressing, sperm, stockings, teen (18+)

JizzBunker

Fucking inside her ass and pussy - very good cocksucker and tight ass

Categories: amateur, anal, ass, beauty, big ass, big cock, blowjob, creampie, crossdressing, cumshot

aShemaleTube

Mortal Kombat 4 Gameplay

Categories: anal, crossdressing, femboy, fetish, game, hd, homevideo, pov, stockings

TrannyOne

Fat Drag

Categories: bbw, blonde, crossdressing, fat, fetish, lingerie, queen, sissy, solo, stockings

KeekAss

Ample Breasts Sophie wanks her lollipop in fishnets and a steamy rosy vinyl mini Mini-Skirt

Categories: amateur, big cock, big tits, blonde, crossdressing, curvy, fishnet, handjob, lingerie, lollipop

TrannyOne

T-girl slave in fishnets is anal fucked

Categories: anal, anus, ass, assfucking, bdsm, blowjob, bondage, crossdressing, domination, fetish

aShemaleTube

I Am TOP Cumshot

Categories: crossdressing, cumshot, domination, hd, sissy

aShemaleTube

Goon Fuel

Categories: amateur, anal, big cock, crossdressing, femboy, hd, homevideo, lingerie, masturbation, pov

aShemaleTube

Pissing and cum walk on nylon legs in supermini

Categories: creampie, crossdressing, cum, fetish, german, high heels, legs, mature, nylon, outdoor

ShemaleMovie

Ahri cosplay shemale dominates in facesitting manga porn scene

Categories: amateur, anal, asian, ass, asslick, cosplay, crossdressing, cumshot, face sitting, femboy

aShemaleTube

女装子ひのDTを〇す清楚服で射精マシンアナニー

Categories: amateur, anal, crossdressing, femboy, fucking machine, garter belts, hd, ladyboy, masturbation, sissy

KeekAss

Light-Haired with black underwear oral and soles

Categories: amateur, beauty, big cock, black, blowjob, crossdressing, cum, deep throat, feet, femboy

TrannyOne

CD nipple asshole balls and cock play

Categories: anus, ass, balls, big cock, big nipples, crossdressing, dick, gay, hd, nipples

aShemaleTube

Cuteness overload

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

aShemaleTube

sissy diary dildo inside

Categories: amateur, crossdressing, dildo, hd, homevideo, lingerie, masturbation, pov, sissy, small cock

ShemaleMovie

Trixy Bunny’s sexy Easter fantasies in stunning lingerie

Categories: amateur, babe, beauty, big cock, bunny, crossdressing, fantasy, femboy, high heels, huge cock

VideoSection

Hand job, beautiful ladyboy

Categories: anal, asian, ass, bbw, beauty, big cock, black, blowjob, crossdressing, cum

TrannyOne

Two dildos in different move in one ass with one fuck machine vervolg

Categories: amateur, anal, anal toying, ass, big cock, crossdressing, dick, dildo, double penetration, extreme

ShemaleZ

Christmas Gift Of Anal Pleasure With Anal Toys

Categories: amateur, anal, anal toying, brunette, creampie, crossdressing, hd, ladyboy, lingerie, solo

KeekAss

Displaying my boipussy then caressing my clitty till I jizm

Categories: amateur, ass, assfingering, clit, crossdressing, cum, cumshot, dick, fingering, hd

KeekAss

Sissy Ashley Jolene Stashing away my clitty and plugging my sphincter

Categories: amateur, anal, anal toying, ass, blonde, crossdressing, fetish, hd, maid, mature

aShemaleTube

Sissy Crossdresser locking up her clitty

Categories: amateur, buttplug, cage, corset, crossdressing, hd, high heels, homevideo, sissy, stockings

aShemaleTube

Sweet big ass Femboy

Categories: anal, ass, big ass, booty, bunny, cosplay, crossdressing, dildo, femboy, gaping hole

HDSex

I picture it as a real bone with a glass dildo for chubby ebony sissy Shenhunk

Categories: ass, bbw, big ass, black, cage, chubby, crossdressing, dildo, ebony, fat

aShemaleTube

Sissy in Red playing with Sex Maschine

Categories: amateur, anal toying, bdsm, crossdressing, cuckold, feminization, fetish, fucking machine, lingerie, sissy

VideoSection

Pantyhose, cd whore

Categories: american, crossdressing, cum, cumshot, dildo, jizz, masturbation, pantyhose, sissy, skinny

aShemaleTube

webcams crossdress SVID_20240428_080707_1

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

XXXDan

Sissy solo

Categories: amateur, beauty, big cock, cosplay, crossdressing, cumshot, hardcore, japanese, lesbian, lingerie

aShemaleTube

Skinny blond crossdresser bred in front of her best friend

Categories: amateur, anal, assfucking, best friend, blonde, crossdressing, hardcore, hd, homevideo, skinny

TrannyOne

dress his ass

Categories: ass, bbw, bdsm, big cock, crossdressing, dick, domination, dress, fat, obese

KeekAss

Roxina2008SexyLadyBoyMiniSkirt020508.WMV

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

Pornstars: Rubberdoll

aShemaleTube

Older crossdresser fuck man

Categories: amateur, crossdressing, hd, homevideo, mature, old

aShemaleTube

crossdress VID_20250207_234127

Categories: amateur, asian, big ass, big cock, crossdressing, cumshot, fetish, hd, homevideo, lingerie

aShemaleTube

Tiffanylondontv - Muslimah slave training

Categories: amateur, crossdressing, cumshot, interracial, piss drinking, sissy, slave, slut, submissive

KeekAss

Plump Sissy Using Her Stimulate.

Categories: ass, black, chubby, crossdressing, cumshot, cute, ebony, fat, femboy, hd

aShemaleTube

Time For Solo At Home

Categories: amateur, crossdressing, emo, homevideo, masturbation, solo, teen (18+), webcam

JizzBunker

Innocent tranny rides passionately and sucks cock

Categories: amateur, anal, beauty, big cock, blowjob, couple, crossdressing, dick, gay, hardcore

aShemaleTube

Fail your class or suck big sissy cock of your piano teacher?

Categories: amateur, anal, big ass, big cock, big tits, crossdressing, dick, domination, fetish, hd

aShemaleTube

Punk Jen Cums in Her Panties

Categories: crossdressing, cum, cumshot, hd, homevideo, lingerie, masturbation, panties, punk, solo

KeekAss

Maricona de shortinho rosa

Categories: big ass, crossdressing, handjob, hd, solo

aShemaleTube

crossdress VID_20250207_220656

Categories: amateur, asian, big ass, chinese, crossdressing, fetish, hd, lingerie, masturbation, pantyhose

aShemaleTube

Fucking Goth Sissy Jade Madison - Compilation 3

Categories: amateur, american, anal, barebacking, beauty, blowjob, compilation, couple, crossdressing, femboy

KeekAss

Trans Tramp Likes Demonstrating Her Assets To Strangers On the Internet - Are you seeing too?

Categories: anal, crossdressing, cute, femboy, fetish, hd, ladyboy, masturbation, sissy, stranger

KeekAss

Warm orgy in glorious underwear

Categories: amateur, balls, crossdressing, cum, doll, dress, fetish, hd, homevideo, ladyboy

TrannyOne

I like the feeling of being penetrated by an old man

Categories: crossdressing, ladyboy, old farts, small tits

TrannyOne

Indian shemale escort Manusha Tranny getting fucked by an Arab in Dubai

Categories: amateur, anal, arab, asian, ass, ass to mouth, big cock, blowjob, creampie, crossdressing

ShemaleMovie

Compilation of intense crossdresser action featuring huge cocks and massive cum

Categories: amateur, big cock, blowjob, british, compilation, crossdressing, cum, cumshot, deep throat, dick

VideoSection

Wild and messy blowjob from cartoon futa with some serious surprises

Categories: amateur, anal, black, blowjob, cartoon, chained, crossdressing, deep throat, extreme, femboy

XXXDan

BIG ASS Sissy TWERKS, Takes Huge Dildo, GAPES, Plays With Hard Cock CUMS

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

aShemaleTube

Training my Little Donut to be Appetizing

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

XXXDan

My Short Slutty Fantasy

Categories: amateur, anal, beauty, bondage, crossdressing, cumshot, dildo, fantasy, hardcore, leather

KeekAss

Platinum-Blonde ladyboy shoots a load in front of the Mirror

Categories: amateur, beauty, big cock, blonde, crossdressing, cum, cumshot, curvy, cute, german

KeekAss

adorable round trap taunts and guzzles her own jizz

Categories: adorable, amateur, anal, assfucking, big cock, brunette, buttplug, crossdressing, hd, homevideo

aShemaleTube

Fetish

Categories: amateur, anal, barebacking, big cock, crossdressing, fetish, hd, homevideo, solo

aShemaleTube

Peiing crossdressers

Categories: amateur, crossdressing, hd, homevideo, latex, mature

aShemaleTube

Black top stockings and hot little black dress

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

aShemaleTube

Sissy yahui fuck by big guy and cum handsfree

Categories: amateur, anal, asian, crossdressing, cum, hd, homevideo, model, sissy, taiwanese

XXXDan

Transvestite Miku with a big cock

Categories: big cock, crossdressing, japanese, masturbation, transvestite

XXXDan

Gorgeous transvestite Danny Alexander Scarlet masturbating in bed

Categories: bed sex, crossdressing, cumshot, gorgeous, lingerie, masturbation, solo, transvestite

KeekAss

The Xxl....

Categories: amateur, anal, anal toying, big ass, crossdressing, cum, cute, dildo, glasses, hd

aShemaleTube

CD use men

Categories: crossdressing, domination, hd, old farts

TrannyOne

Training a slut for fuck

Categories: anal, anus, ass, assfucking, crossdressing, gay, hd, orgasm, slut, transvestite

aShemaleTube

Crossdresser Lingerie Bottle Sextoy Dildo Stocking Fuck

Categories: anal, bottle, crossdressing, dildo, german, hd, lingerie, solo, stockings, toys

ShemaleMovie

I made her deep throat in the car

Categories: asian, ass, big ass, big cock, blowjob, car, crossdressing, deep throat, huge cock, japanese

aShemaleTube

Ms. Pink Prolapse Model

Categories: amateur, anal, asian, chinese, crossdressing, femboy, model, prolapse, sissy, small tits

aShemaleTube

Surprise Valentine

Categories: amateur, anal, big ass, blowjob, crossdressing, dildo, hd, lingerie, masturbation, mature

KeekAss

Kellystar518 in LUCKY JAMES NAILS KELLY HARD!!

Categories: anal, ass, big black cock, big cock, club, crossdressing, cum, dick, garter belts, girlfriend

HClips

Best Adult Video Tranny Big Dick Exclusive Incredible Uncut

Categories: amateur, big cock, crossdressing, gay, hd, pov, tranny, uncut

aShemaleTube

Webcam Beauty Having Fun

Categories: amateur, beauty, crossdressing, cute, funny, homevideo, masturbation, solo, stroking, teen (18+)

TrannyOne

Chastity Compilation: Trans and Sissy Girls Locked and Fucked

Categories: amateur, cage, compilation, crossdressing, domination, lingerie, pov, sissy, transsexual, uniform

KeekAss

Sissy Maid Prepared to Obey

Categories: amateur, big ass, big cock, blonde, crossdressing, dick, fetish, hd, legs, lingerie

HClips

Merry Clitoris From Pai-chan

Categories: amateur, asian, clit, crossdressing, hd, japanese, lace, lingerie, mature, oriental

VideoSection

Amateur Asian femboy in Chun Li cosplay gets nipple orgasms while on all fours

Categories: amateur, anal, asian, cosplay, crossdressing, femboy, gloves, mask, masturbation, nipples

aShemaleTube

Hot CUMSHOT Big FOUNTAIN Cum LOADS Out SEXY Crossdresser MODEL Cosplayer CUTE Gay BLONDE Ass

Categories: ass, beauty, blonde, college, compilation, cosplay, crossdressing, cum, cumshot, cute

ShemaleMovie

Crossdresser Mystic Ryanne adores wrecking her rear in doggy position

Categories: amateur, anal, anal toying, ass, big ass, crossdressing, dildo, doggystyle, gaping hole, huge dildo

XXXDan

Transvestite Liaisons V

Categories: crossdressing, gay, transvestite

JizzBunker

I take my transsexual secretary home and fuck her until I cum in her ass

Categories: amateur, anal, ass, asslick, beauty, big ass, big cock, blonde, brazilian, creampie

KeekAss

Give April Bee A Delicious Mansion Heating Bounty Jerk Off Instructions

Categories: amateur, asian, ass, bra, brunette, crossdressing, cum, cumshot, curvy, dick

TrannyOne

Saturday Night Foursome

Categories: 4some, amateur, anal, anus, ass, blowjob, crossdressing, gay, lingerie, oral

aShemaleTube

Black negligee, pantyhose and no knickers

Categories: big cock, black, blonde, crossdressing, femboy, hd, ladyboy, lingerie, pantyhose, pov

KeekAss

Female Girlfriend Riding Shemale Dick

Categories: amateur, ass, beauty, big ass, crossdressing, dick, girlfriend, homevideo, jerking, latex

ShemaleMovie

Izzy Wilde, an amazing transgender princess, gets her ass pounded in POV

Categories: amazing, anal, ass, big cock, crossdressing, femboy, ladyboy, pov, small cock, teen (18+)

aShemaleTube

Pantyluvn sissy classic gurl

Categories: amateur, chubby, classic, crossdressing, cumshot, dress, femboy, hd, homevideo, lingerie

KeekAss

Rosy watch thru cutoffs

Categories: amateur, ass, big ass, black, crossdressing, femboy, fetish, flashing, hd, lingerie

KeekAss

Dressing in stocking

Categories: amateur, crossdressing, fetish, hd, joi, lingerie, mature, stockings

aShemaleTube

andrea_juana my pvt excerpt

Categories: big cock, crossdressing, hd, ladyboy, masturbation, solo, stockings

aShemaleTube

Black fishnets, miniskirt and see-through blouse

Categories: black, blonde, crossdressing, femboy, fetish, fishnet, hd, ladyboy, lingerie, miniskirt

KeekAss

Shemale Fucking Female In The Ass And Cumming On Her Pussy

Categories: amateur, anal, ass, barebacking, crossdressing, cum, cumshot, cute, ebony, homevideo

ShemaleMovie

POV with a feminine blonde shemale and a submissive sissy in lingerie

Categories: anal, ass, beauty, big black cock, blonde, crossdressing, femboy, lingerie, masturbation, pov

KeekAss

Vintage Leasha 2016-2018 X

Categories: amateur, anal, buttplug, compilation, crossdressing, gaping hole, hd, huge dildo, lingerie, masturbation

aShemaleTube

I want get fucked

Categories: barebacking, blonde, crossdressing, glasses, hd, homevideo, lingerie, mature, sissy, small tits

KeekAss

Adult shop joy

Categories: amateur, big ass, blowjob, crossdressing, ebony, hd, homevideo, lingerie, shop, small tits

KeekAss

Ruining my booty with my faux-cock til jizz

Categories: amateur, anal, anal toying, beauty, big cock, blonde, booty, crossdressing, cum, cumshot

aShemaleTube

Mysterious eggs were laid as a result of anal being parasitized by aliens

Categories: alien, anal, crossdressing, solo

KeekAss

Bambi Christa Experiments with a Gag, Crop and Blow

Categories: amateur, bdsm, blonde, blowjob, crop whip, crossdressing, deep throat, dildo, gagging, hd

Pornstars: Anita Blue

aShemaleTube

cd gretagape anal destruction

Categories: anal, crossdressing, dildo, extreme, femboy, fisting, gaping hole, hd, huge dildo, toys

aShemaleTube

Alexa french crossdresser slut showing ass in pantyhose

Categories: amateur, ass, crossdressing, femboy, french, ladyboy, lingerie, pantyhose, slut, small cock

aShemaleTube

femboy cum´s

Categories: amateur, asian, crossdressing, cum, cumshot, femboy, fetish, hd, ladyboy, lingerie

KeekAss

Rosy maid in v-card rails fake penis

Categories: amateur, anal, anal toying, black, cage, cosplay, crossdressing, cum, cumshot, dick

XXXDan

Transvestite fun

Categories: amateur, anal, blowjob, crossdressing, funny, gay, hardcore, skinny, teen (18+), transvestite

TrannyOne

Sissy hubby and wife share a BBC (Cuckold Romantic)

Categories: big black cock, blowjob, creampie, crossdressing, cuckold, girlfriend, husband, interracial, romantic, share

KeekAss

SPGs (Sustainable Perverted Goals) by Pai-chan

Categories: amateur, asian, brunette, crossdressing, hd, japanese, masturbation, mature, outdoor, perverted

KeekAss

I just love doing it.

Categories: amateur, black, brunette, crossdressing, cumshot, fetish, joi, lingerie, masturbation, mature

aShemaleTube

ME AGAIN

Categories: amateur, crossdressing, femboy, hd, homevideo, lingerie

VideoSection

The boss gives a special trim for the Christmas bonus with a sexy crossdresser

Categories: amateur, babe, beauty, blowjob, boss, crossdressing, european, fishnet, french, high heels

KeekAss

Female Dominance creampies her Femboy

Categories: amateur, anal, creampie, crossdressing, farting, femboy, femdom, fetish, gaping hole, hd

KeekAss

Femboy Jizz Compilation 2021 ~ Jaybaesun

Categories: amateur, anal, ass, assfucking, big cock, compilation, crossdressing, cum, cumshot, doggystyle

TrannyOne

FUCK THESE PU$$Y LIPS - Wondahead21

Categories: african, amateur, american, anal, anus, ass, bdsm, big black cock, big cock, black

aShemaleTube

2025.03.29 - Cum

Categories: crossdressing, cum, hd, masturbation