Crossdressing Shemale Videos » 35

xHamster

Fucking my tight ass with cucumber

Categories: amateur, anal, anal toying, ass, big ass, crossdressing, cucumber, dildo, femboy, hd

HotMovs

Indian Threesome Shemale Movie - Two Boys & One Shemale Village Home Fucking - Hindi Voice

Categories: 3some, amateur, barebacking, black, boy, crossdressing, gay, handjob, hd, homevideo

KeekAss

Horny Cow Jacking

Categories: 18 year old, amateur, anal, big black cock, brunette, cosplay, crossdressing, dildo, femboy, game

KeekAss

Teasing You Masturbates

Categories: amateur, beauty, big black cock, brunette, crossdressing, cute, handjob, homevideo, jerking, kissing

KeekAss

Feminized hoe

Categories: amateur, ass, big ass, crossdressing, dress, feminization, fetish, handjob, hd, lingerie

aShemaleTube

Red and Black outfit cum

Categories: amateur, black, corset, crossdressing, cum, cumshot, fetish, hd, high heels, homevideo

aShemaleTube

sexy crossdresser kellycd2022 on cam session in seamless pantyhose

Categories: amateur, big tits, crossdressing, cumshot, fetish, hd, high heels, masturbation, mature, outdoor

KeekAss

Plugged Sissy Taunting Arse

Categories: amateur, anal, ass, crossdressing, hd, sissy, solo, toys

xHamster

Ms300 Sarazia Exotic - My Pussy Is so Hungry

Categories: american, anal toying, asian, beauty, big ass, big cock, black, crossdressing, cum, cute

xHamster

my cock

Categories: big black cock, big cock, compilation, crossdressing, cum, cumshot, dick, fucking machine, huge cock, latina

xHamster

Shemale Cosplay Cumshot

Categories: amateur, american, beauty, big cock, cosplay, crossdressing, cum, cumshot, femboy, feminization

aShemaleTube

HA39Slutty nurse exposes and masturbates! Ass fucking to orgasm!

Categories: anal, asian, assfucking, big ass, crossdressing, dildo, femboy, hd, ladyboy, masturbation

TrannyOne

AB005 Naughty sexy abbykitty teasing and sucking big cock happily - ??????????????????

Categories: asian, big cock, chinese, crossdressing, dick, hd, model, naughty, oriental, pantyhose

aShemaleTube

Alexia St James Blowjobs Part 22 Sloppy Wet BJs for Straight Men

Categories: amateur, big cock, blonde, blowjob, compilation, crossdressing, cum in mouth, homevideo, interracial, lingerie

KeekAss

Big Dick Live Jerking

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

xHamster

Funy Editions 2

Categories: amateur, argentinian, asian, barebacking, bbw, big ass, big cock, black, creampie, crossdressing

VideoSection

Greek crossdresser enjoys anal self-pleasure in sexy lingerie

Categories: anal, ass, big ass, crossdressing, dildo, fishnet, greek, lingerie, masturbation, pantyhose

xHamster

She Beat Her Ass At The Jubilee!

Categories: amateur, ass, beauty, big ass, blonde, crossdressing, hd, latina, legs, mature

Pornstars: Jubilee

xHamster

cock in satin thong

Categories: big black cock, big cock, crossdressing, cum, cumshot, dick, huge cock, ladyboy, latex, latina

KeekAss

Chub Trans Munches Public Urinals and Spunks Next to Them!

Categories: amateur, ass, bbw, big ass, crossdressing, cum, fat, fetish, hd, kinky

KeekAss

Railing My Large Black Plaything

Categories: amateur, anal, bitch, black, creampie, crossdressing, cunt, fetish, hd, pussy

ShemaleMovie

Sissy romances 2 inhale up dolls all day part 2 cartoon slideshow blowjob humping & creampie

Categories: 3some, blowjob, cartoon, cosplay, creampie, crossdressing, doll, erotic, humping, outdoor

aShemaleTube

Changing my pink stockings for you

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

xHamster

Crossdresser Bailey Willde Sucking Femboy Jasmyne Jaye - Compilation 4

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

xHamster

Cum with sissy Adelina full of sperm!

Categories: amateur, crossdressing, cum, cumshot, european, handjob, hd, homevideo, ladyboy, romanian

ShemaleMovie

Chubby shemale enjoys own jizz feast

Categories: ass, bbw, chubby, crossdressing, cumshot, fat, own cum

xHamster

Sissy Bailey Wilde Jerking Off VR

Categories: amateur, american, anal, big cock, crossdressing, cum, femboy, feminization, handjob, hd

aShemaleTube

HA56Secretly inserted vibrator into the car to masturbate! Cars passing by outside

Categories: anal, asian, big ass, car, chinese, crossdressing, cumshot, dress, hd, ladyboy

xHamster

Molly is rubbing her cock in her new pair of satin thong panties until she cums on herself

Categories: amateur, american, bbw, beauty, big ass, big tits, creampie, crossdressing, cum, cumshot

xHamster

Padosan ko dekhne ke baad muth mardi aaj

Categories: big black cock, big cock, blowjob, boy, crossdressing, cum, cumshot, dick, friend, gay

ShemaleZ

Time Of Hall Maid With Julie T

Categories: amateur, brunette, crossdressing, lingerie, maid, mature, solo

ShemaleMovie

fucktoy hottie chinese shemale - shemale-ladyboy.top

Categories: asian, ass, chinese, crossdressing, hardcore, japanese, ladyboy, stockings, teen (18+)

xHamster

Webcamer Crossdresser Asks to Fuck Her

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

aShemaleTube

The boss punishes his assistant slut

Categories: amateur, anal, barebacking, big cock, blonde, blowjob, boss, crossdressing, hd, homevideo

JizzBunker

Requested double and triple penetration

Categories: amateur, anal, crossdressing, dildo, double penetration, fetish, fisting, hardcore, masturbation, solo

aShemaleTube

Femdom Strap-on Pegging Fun with Lisa Essex and Lucy Essex CD

Categories: amateur, anal, big cock, big tits, crossdressing, femdom, funny, hd, homevideo, mature

XXXDan

Cute blonde tranny from Seoul in lingerie masturbates her cock on webcam

Categories: anal, bdsm, big ass, big cock, blonde, crossdressing, cute, daddies, dick, gay

xHamster

Lined Pleated Skirt with Silky Petticoat

Categories: amateur, crossdressing, hd, lingerie, pantyhose, secretary, skirt, solo

xHamster

Rebeccas Perversions 6

Categories: anal, anal toying, austrian, big cock, big tits, blonde, crossdressing, dildo, fat, hd

KeekAss

elegance and allurement

Categories: 18 year old, amateur, brunette, colombian, cosplay, crossdressing, cumshot, cute, erotic, femboy

KeekAss

studying out and nutting on my fresh ginormous fucktoy LONG John from Mr hankey

Categories: amateur, anal, anal toying, crossdressing, cum, cumshot, dildo, handjob, hd, homevideo

TrannyOne

Trans fitness coach anal fucks male

Categories: anal, anus, ass, assfucking, bdsm, big tits, blowjob, coach, crossdressing, domination

ShemaleMovie

Alexia St James Farm Boy, Solo and Hairy youthfull stud three Scenes

Categories: anal, babe, blonde, blowjob, boy, caught, crossdressing, hairy, sissy, solo

VideoSection

Crossdresser Chantal Fouet in stockings takes a wild anal ride

Categories: anal, crossdressing, cumshot, dildo, gaping hole, german, high heels, lingerie, masturbation, nylon

ShemaleMovie

First time marrying a stunning trans girl Emmainktrans

Categories: amateur, anal, ass, babe, beauty, big ass, big black cock, big cock, blowjob, crossdressing

ShemaleMovie

Slutty crossdresser juggsy-ho-doll used as a sex toy for horny European sissys

Categories: american, compilation, crossdressing, dildo, doll, european, huge tits, lingerie, mask, masturbation

xHamster

Tranny Crossdresser Teases in Black Lingerie

Categories: amateur, australian, black, crossdressing, gay, hd, homevideo, lingerie, sissy, solo

JizzBunker

Transvestite with huge cock masturbating in elegant stockings

Categories: amateur, big cock, crossdressing, cumshot, cute, feet, gay, high heels, huge cock, lingerie

xHamster

exercise and musturbation

Categories: big tits, crossdressing, fetish, fishnet, handjob, hd, ladyboy, masturbation, sissy, small cock

KeekAss

Transsexual Molly honey in public flashes the secret ass ass-plug

Categories: amateur, anal, ass, crossdressing, flashing, masturbation, outdoor, public, stockings, toys

xHamster

Diaper Sissy In A tutu Dress Fucking a Pillow

Categories: amateur, crossdressing, diaper, dress, fetish, hd, ladyboy, latina, lingerie, masturbation

aShemaleTube

A stupid exhibitionist - Princess Debra Hatchet

Categories: amateur, crossdressing, exhibitionist, hd, homevideo, lingerie, masturbation, solo, stockings, stupid girl

TrannyOne

Mature Asian CD Piss And Enema

Categories: amateur, asian, crossdressing, enema, gay, mature, oriental, outdoor, pissing, transvestite

aShemaleTube

mud shower dress

Categories: crossdressing, dress, mud, shower, transvestite

xHamster

Nylon Queen, 2025 Teaser

Categories: american, anal, anal toying, big cock, crossdressing, goth, hd, high heels, masturbation, nylon

XXXDan

Big Cock Crossdresser Police Officer Lucy Bareback Anal Fucking English MILF Lisa

Categories: amateur, anal, barebacking, big cock, big tits, blowjob, british, cop, crossdressing, english

xHamster

Nuttytouch Intense Anal Sex Delicious Tasty Big Ass Swallowing Huge Monster Cock Sweet Tight Ass Doggy Style

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

xHamster

I love fucking Machines 498

Categories: anal, anal toying, ass, big ass, crossdressing, cum, dildo, fucking machine, german, hd

aShemaleTube

Dildo Handjob

Categories: crossdressing, dildo, handjob, hd, joi, sissy

aShemaleTube

Amateur Anal Training Inflatable butt Plug

Categories: amateur, anal, big ass, buttplug, crossdressing, femboy, hd, lingerie, masturbation, solo

KeekAss

Juggsy X Bowl Lady Bevy #1

Categories: amateur, ass, big ass, big tits, blonde, booty, compilation, crossdressing, dildo, feminization

KeekAss

Nappy Sissy In A tutu Sundress Drilling a Cushion

Categories: amateur, crossdressing, diaper, drilling, high heels, humping, ladyboy, lingerie, mature, sissy

TrannyOne

Crossdressing Sissy Bride gets Slutty

Categories: amateur, big cock, blonde, bride, crossdressing, lingerie, masturbation, sissy, slut, stockings

KeekAss

I bought four of fresh hip high socks! 20210924

Categories: amateur, beauty, crossdressing, hd, japanese, ladyboy, sissy, skinny, socks, stockings

KeekAss

hetero legal college girl undergarments assfucking going knuckle deep t-girl sissy di

Categories: 69, anal, assfucking, big ass, big clit, blonde, college, crossdressing, dildo, fisting

xHamster

The Vet Fucks Miss Kitty

Categories: amateur, anal, barebacking, big cock, blowjob, crossdressing, facial, hd, high heels, lingerie

Pornstars: Miss Kitty

aShemaleTube

Crossdresser skirt bulge

Categories: amateur, anal, crossdressing, hd, homevideo, masturbation, mature, model, skirt, stockings

aShemaleTube

Purple dress and black stockings

Categories: amateur, anal, black, crossdressing, dress, fetish, hd, homevideo, lingerie, sissy

xHamster

Love for Sports: Staying Active and Fit

Categories: 3some, amateur, american, beauty, big ass, big cock, big tits, crossdressing, cum, hd

xHamster

Special Time with T.O.M.

Categories: amateur, anal, ass, black, crossdressing, dildo, femboy, funny, hd, masturbation

KeekAss

Not the greatest way to spectacular Down on a highly molten day

Categories: amateur, crossdressing, dick, hd, homevideo, lingerie, masturbation, mature, panties, redhead

aShemaleTube

Christina Hearts - Slut Cops - 5.00 Escort (aka Pleasure Paradise)

Categories: amateur, big cock, cop, creampie, crossdressing, escort, fetish, hd, homevideo, lingerie

KeekAss

Mrs Samantha going for a walk on the beach

Categories: amateur, beach, blonde, crossdressing, feet, hd, mature, outdoor, public, small tits

aShemaleTube

Alexia St James Episode 21 Pizza Delivery Guy

Categories: amateur, ass to mouth, big cock, blonde, creampie, crossdressing, delivery guy, homevideo, interracial, ladyboy

xHamster

Playing with condoms is fun

Categories: amateur, american, anal toying, condom, crossdressing, dildo, funny, hd, high heels, latina

KeekAss

Femboy get slapped by Madame

Categories: amateur, bdsm, bondage, crossdressing, domination, femboy, femdom, fetish, handjob, hd

KeekAss

Russian Domina open the caboose of a crossdressing fellow using the Dong L from The Wonder Fucktoys

Categories: amateur, anal, crossdressing, domination, dominatrix, femdom, fisting, homevideo, lingerie, masturbation

KeekAss

Blondie Femboy Penetrate in Crevasse in the Wall

Categories: anal, beauty, big ass, big tits, blonde, crossdressing, femboy, gloryhole, hd, ladyboy

xHamster

Forged3dx Futa Delicious Big Booty Hot Slut Takes a Flight Thirsty for Cum and Big Cocks Hot Ass Hungry for Hard Anal Sex

Categories: amateur, american, anal, asian, ass, big cock, black, booty, crossdressing, cum

xHamster

Sissy Francis Malice Hot and More Sexual

Categories: anal, anal toying, big tits, crossdressing, dick, feminization, german, hd, high heels, lingerie

KeekAss

Sissy Masturbating Off Her Yam-Sized Weenie Dressed In Spandex Mittens and a Tutu Sundress

Categories: amateur, ass, big cock, crossdressing, dress, femboy, feminization, fetish, gloves, hd

xHamster

Tight Top & Leather Skirt, Perfect for showing off Sarah Big Tits & Cock

Categories: amateur, beauty, big cock, big tits, british, crossdressing, cum, dick, hd, leather

KeekAss

Sissy Crossdresser - Grindr BIG BLACK COCK Oral Pleasure - CD Mikah Girl

Categories: amateur, big black cock, big cock, black, blowjob, brunette, crossdressing, ebony, gay, handjob

aShemaleTube

video 161

Categories: amateur, crossdressing, hd, homevideo, lingerie, pantyhose, toys

KeekAss

Sissy encaged poking her booty with BIG BLACK COCK

Categories: amateur, anal, big black cock, booty, crossdressing, femboy, fetish, hd, joi, masturbation

KeekAss

Z Bowl Sissy Ditzy #two

Categories: big tits, bikini, compilation, crossdressing, dildo, fake tits, feminization, hd, huge tits, lingerie

xHamster

Joselynne CD Cosplay Xmas Web

Categories: amateur, behind the scenes, cosplay, crossdressing, feminization, fetish, hd, high heels, ladyboy, latina

HClips

Best Sex Movie Tranny Twink Exclusive Newest Full Version

Categories: amateur, crossdressing, gay, solo, tranny, twink

xHamster

Sissy Melanie Bee - Playing with my lil sissy clit

Categories: amateur, clit, crossdressing, dick, german, hd, masturbation, sissy, small cock, solo

xHamster

Good little slave... Stupid Slave can even rub his cock on tranny girls legs! Femdom pet play

Categories: bdsm, crossdressing, cum, cute, dick, domination, feet, femdom, fetish, hd

KeekAss

ABDL Nappy Sissy Tugging Off in a Cushion

Categories: amateur, crossdressing, cum, diaper, femboy, high heels, humping, jerking, ladyboy, lingerie

aShemaleTube

usty roadside cumshots part 5 Tied up cock and played on the curb until cum (06:00)

Categories: crossdressing, cum, cumshot, dick, hd, outdoor, solo, stockings, tied up

KeekAss

Locktober Onanism - Edging with my Magic Magic Wand Vibro

Categories: amateur, bdsm, blonde, bondage, bound, cage, crossdressing, edging, hd, masturbation

xHamster

The Girl From Davao City Is Beautiful and Flirtatious Like That.

Categories: amateur, anal, asian, ass, beauty, big ass, crossdressing, cum, cute, dick

xHamster

Radroachhd Nuttytouch Nympho Cheater at the Gym: Deep Throat, Intense Ride, Hardcore Action

Categories: amateur, asian, barebacking, bbw, big ass, big cock, black, creampie, crossdressing, cute

xHamster

Very very hot bunny

Categories: amateur, bunny, cosplay, crossdressing, high heels, ladyboy, latina, lingerie, masturbation, mexican

xHamster

Nuttytouch Intense Anal Sex Hot Big Ass Tasty Swallow Huge Monster Cock Doggy Style Hard Anal Sex

Categories: amateur, american, anal, asian, bbw, beauty, big ass, big cock, black, compilation

xHamster

Snellum Intense Double Penetration Hot Big Ass Tasty Swallow Double Cock Intense Anal Sex

Categories: amateur, american, anal, asian, big ass, big cock, compilation, crossdressing, cum, cum swallowing

aShemaleTube

Italian Crossdresser and Boy

Categories: boy, crossdressing, italian

aShemaleTube

Monstercock Jerking Off On Cam

Categories: amateur, big cock, crossdressing, dildo, homevideo, jerking, monster cock, skinny, solo, teen (18+)

KeekAss

trans dame gets rode by even LARGER Hankey's Playthings XXXCALIBUR with poke machine

Categories: amateur, anal, anal toying, ass, crossdressing, dildo, femboy, hd, huge dildo, ladyboy

aShemaleTube

Hotel fun auf dem Bett Part2

Categories: anal, ass, crossdressing, dildo, funny, german, hd, hotel, sissy, toys

TrannyOne

Sexy latino trans anal with celeste fuentes

Categories: anal, anus, ass, big tits, crossdressing, hd, latina, licking, oral, rimjob

aShemaleTube

Luisa Klein

Categories: amateur, bra, crossdressing, girdle, lingerie, masturbation, solo, stockings, vintage

xHamster

Illuxxxtrandy Nymphomaniac Latina with Big Booty Fucked Hard by Massive Black Cock, Intense Sex, Cum Swallowing, and Gaping Ass

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

aShemaleTube

I love dressing like a girl

Categories: crossdressing, hd, mature, skirt, stockings

xHamster

Smoking Slut 2.0

Categories: amateur, crossdressing, feet, fetish, hd, high heels, lingerie, mature, redhead, sissy

aShemaleTube

Cosplay crossdresser (Kankore character)

Categories: cosplay, crossdressing, hd, japanese, sissy

KeekAss

Amateur Ladyboy Fucking Orgy

Categories: amateur, beauty, crossdressing, gangbang, group sex, homevideo, jerking, ladyboy, masturbation, nipples

aShemaleTube

MY LOVE 026

Categories: asian, chinese, crossdressing, hd, ladyboy, lingerie, masturbation, sissy, solo, stockings

JizzBunker

Cute transvestite in fishnet stockings and gold heels

Categories: amateur, anal, big ass, brazilian, crossdressing, cute, dildo, european, fishnet, high heels

xHamster

Sfmnewbie Tasty anal sex delicious intense fucking ass with thirst for cock intense sex thirsty buttocks anus gaping hard sex

Categories: 3some, american, anal, anus, ass, big ass, bukkake, creampie, crossdressing, dick

KeekAss

It make me rigid when I wear undergarments and I get groped

Categories: amateur, crossdressing, fetish, groping, hd, homevideo, stockings

aShemaleTube

Tgirl @SandraLamp embarrassed after this happened on Wachabate (Free Cum)

Categories: clit, crossdressing, cum, dick, hd, jerking, solo, stroking, tgirl, tranny

TrannyOne

Daddy fucking crossdresser trannygirl episode 2

Categories: anal, anus, ass, couple, crossdressing, daddies, gay, hd, interracial, latina

aShemaleTube

Hot Blonde whit BBC toy

Categories: amateur, anal, big ass, big black cock, big cock, blonde, creampie, crossdressing, femboy, hd

KeekAss

JIZZ SHOT HANDBALLING URINATING PRECUM COMPILATION!

Categories: anal fisting, blonde, compilation, crossdressing, cum, cum in mouth, cumshot, domination, femboy, fisting

KeekAss

Exhbicionist in ladies's attire ambles thong-less in a public place

Categories: amateur, clothed sex, crossdressing, dick, dress, exhibitionist, extreme, femboy, fetish, handjob

xHamster

Crossdresser in high heels showing off legs and masturbates

Categories: amateur, canadian, crossdressing, fetish, hd, high heels, latex, legs, lingerie, masturbation

xHamster

Caged Sissy Fucked By Huge BBC Dildo

Categories: american, anal, anal toying, big black cock, crossdressing, cum, dildo, hd, huge dildo, ladyboy