Crossdressing Shemale Videos » 49

xHamster

My First Stream - Deep Anal Toys Riding Squirt Inflatable Rose Giant Toys Part 2

Categories: amateur, anal, anal toying, ass, british, crossdressing, dick, dildo, extreme, fetish

aShemaleTube

Latex bitch

Categories: big cock, bitch, crossdressing, cum, dildo, hd, latex, solo

xHamster

Fisting and cumming, cumming, creampie and cumming again

Categories: amateur, anal, beauty, creampie, crossdressing, cum, cumshot, feet, femboy, feminization

ShemaleMovie

Intimate POV anal session behind the scenes with Cassandra Lovit

Categories: amateur, anal, ass, behind the scenes, couple, crossdressing, lingerie, pornstar, pov, sissy

Pornstars: Cassandra

XXXDan

Sexy transgender teacher gets huge cumshot on bad student test

Categories: amateur, anal, big cock, black, blowjob, british, creampie, crossdressing, cumshot, cute

XXXDan

Sissy Almost Gets Caught Riding a Big Black Dildo!

Categories: amateur, anal, big ass, black, british, caught, crossdressing, dildo, hardcore, huge dildo

xHamster

Webcam sissy cum on a dildo three times

Categories: anal, anal toying, beauty, big cock, crossdressing, cum, dildo, gaping hole, hd, mask

xHamster

Kellystar518 in Little Dicks get HARD

Categories: babe, beauty, crossdressing, dick, girlfriend, gorgeous, hd, high heels, latex, lingerie

KeekAss

Dream you were here! Come to couch with me, a slide your rock-hard schlong in my taut culo!

Categories: amateur, anal, anal toying, beauty, blonde, couch, crossdressing, cum, cumshot, dildo

aShemaleTube

Chloe crossdresser foot job part 1

Categories: crossdressing, footjob

xHamster

Nyl Curvy Vixen Craves Massive Monster Cock: Wild Club Orgy with Intense Masturbation

Categories: asian, bbw, big ass, big cock, black, cartoon, club, crossdressing, curvy, cute

aShemaleTube

ksr001

Categories: amateur, asian, crossdressing, cumshot, hd, solo, toys

TrannyOne

Japanese Crossdresser Cosplay Cock blowjob xhVWRB5

Categories: blowjob, cosplay, crossdressing, dick, gay, homevideo, japanese

xHamster

SISSY MONIQUE - Sektempfang

Categories: amateur, ass, bdsm, crossdressing, domination, feminization, fetish, german, hd, high heels

ShemaleMovie

Janny, the t-girl, indulges in a stroking session

Categories: crossdressing, jerking, stroking, tgirl

xHamster

Nuttytouch Delicious Sex Sweet Hot Big Ass Swallow Huge Monster Cock Sweet Tasty Pleasure Hard Sex Intense Hot Pleasure

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

aShemaleTube

Training rich Lardass for my big girl cock

Categories: big ass, big cock, big tits, crossdressing, cumshot, dick, domination, hd, ladyboy, masturbation

KeekAss

Amateur Crossdresser in Maid Outfit

Categories: amateur, crossdressing, cum, cumshot, homevideo, maid, masturbation, stockings, toys, uniform

KeekAss

Jizm on food fetish: liking french fries off the hook sauce!

Categories: amateur, beauty, big cock, blonde, crossdressing, cum, cumshot, fetish, food, french

aShemaleTube

white pantyhose

Categories: crossdressing, pantyhose, white

ShemaleMovie

Joyful in nylons and covered in cum shots

Categories: amateur, babe, beauty, big cock, crossdressing, cum, cumshot, german, handjob, jizz

XXXDan

Hotness Unleashed: Igniting Your Inner Fire and Embracing the Heat of Passion and Sensuality with Every Move

Categories: beauty, big cock, big tits, college, compilation, cosplay, crossdressing, masturbation, passionate, pornstar

xHamster

a beautiful afternoon in my hotel I'm hot and I'm cumming while being fucked by a huge cock I'm oiled up

Categories: anal, beauty, close up, crossdressing, cum, cumshot, double penetration, femboy, greek, handjob

xHamster

Sissy Slut on the Prowl - spanking and cumshot

Categories: amateur, crossdressing, cumshot, fishnet, german, hd, high heels, masturbation, mature, milf

ShemaleMovie

Mature TV rose crossdresser in white bodystocking plays with huge lubed girly cock

Categories: big cock, bodystocking, british, crossdressing, cum, cumshot, dick, european, fishnet, high heels

aShemaleTube

Undressing - Long Version

Categories: amateur, crossdressing, fetish, hd, ladyboy, lingerie, mature, sissy, undressing

aShemaleTube

Crossdressers second wank of the day

Categories: ass, crossdressing, cumshot, fingering, hd, high heels, stockings, tranny, wanking

xHamster

Playing in my lovely blue dress and lingerie

Categories: amateur, big cock, british, crossdressing, dress, hd, lingerie, masturbation, mature, milf

aShemaleTube

My new sexy dress photoshoot

Categories: amateur, big ass, crossdressing, dress, femboy, fishnet, hd, high heels, homevideo, photoshoot

KeekAss

TRANSSEXUAL Jolene Rails a Cucumber After Yoga

Categories: amateur, anal, anal toying, big ass, crossdressing, cucumber, fetish, hd, lingerie, masturbation

KeekAss

Sissy Maid Prepared to Obey

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

aShemaleTube

Amateur CD s sword fight

Categories: amateur, crossdressing, fighting

TrannyOne

Horny crossdresser masturbates on Aubrey Kate and Korra Del Rio

Categories: crossdressing, hd, masturbation, pornstar

Pornstars: Aubrey Kate

aShemaleTube

hot slutty sissy compilation!🌈💋💖🌈

Categories: big cock, compilation, crossdressing, cumshot, femboy, hd, latina, lingerie, sissy, slut

aShemaleTube

Pantyluvn sissy heart of soul

Categories: amateur, chubby, crossdressing, cumshot, femboy, hd, homevideo, lingerie, masturbation, mature

aShemaleTube

Sissy get horny

Categories: amateur, big cock, big tits, crossdressing, hd, mature, sissy, solo, stockings, transvestite

aShemaleTube

Ready to be my Bitch?

Categories: amateur, bitch, compilation, crossdressing, cumshot, hd, lingerie, masturbation, mature, toys

xHamster

Had some fun adding my video to this great old song not quite real jeans but so much sexier

Categories: ass, australian, big cock, crossdressing, cum, cumshot, dick, dildo, funny, hd

aShemaleTube

san diego hotel flash

Categories: anal, barebacking, big ass, big tits, creampie, crossdressing, femboy, flashing, hotel, outdoor

JizzBunker

HOLE Miss Lonely Kitty

Categories: amateur, anal, big ass, big cock, british, crossdressing, cumshot, fetish, gay, latex

Pornstars: Miss Kitty

aShemaleTube

Arabic dance. Serge Lu-sin. 2023b

Categories: amateur, arab, crossdressing, hd, ladyboy, mature, sissy, small cock, solo

aShemaleTube

Dirty doctor

Categories: anal, anal toying, ass, crossdressing, dirty, doctor, examination, gynecologist, hd, mature

ShemaleZ

Chloe Cd - Ooops Didnt Mean To Cum Then

Categories: amateur, crossdressing, cum, oops, solo, toys

xHamster

SissyCDMish - Compilation of all my slutwalking this year

Categories: amateur, anal, compilation, crossdressing, femboy, fetish, hd, high heels, homevideo, masturbation

xHamster

Rigid3d D3d Pixel3d Curvy Addict Takes on Massive Monster Cocks in Intense Bathroom Fuck Fest

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

xHamster

Big dick foxtail butt plug crossdresser

Categories: amateur, beauty, big ass, big cock, big tits, blonde, buttplug, crossdressing, cum, cumshot

xHamster

Ms300 Sarazia Exotic - Juicy Alien Creampie

Categories: alien, american, asian, ass, beauty, big ass, black, creampie, crossdressing, cum

xHamster

On the Sofa Dressed in a Miniskirt Pantyhose and I Want to Fuck Like Crazy

Categories: amateur, anal, crazy, crossdressing, dirty talk, greek, hd, homevideo, lingerie, masturbation

xHamster

Nuttytouch Intense Sex Hard Hot Big Ass Tasty Swallow Huge Cock Sweet Pleasure Tasty Intense Sex Buttocks Thirsty for Pleasure

Categories: amateur, american, asian, big ass, big cock, black, crossdressing, cum, cum swallowing, hardcore

JizzBunker

Clown Cam Show Poppr the Femboy

Categories: amateur, clown, cosplay, crossdressing, cumshot, femboy, fetish, lingerie, masturbation, redhead

JizzBunker

Julia X uses a penis pump and cums twice

Categories: amateur, big cock, crossdressing, cum, cumshot, dick, double penetration, european, fetish, finnish

KeekAss

Sissy Glovecum 001 - fetish leather and spandex crossdresser blows a load firm

Categories: amateur, big cock, boots, corset, crossdressing, cumshot, dress, fetish, gloves, hd

aShemaleTube

Footslaves faggots

Categories: crossdressing, domination, feet, fetish, hd, licking, mature, worship

KeekAss

Crossdresser Cam Flash

Categories: amateur, anal, ass, assfucking, big ass, crossdressing, dildo, flashing, hardcore, hd

KeekAss

Vicky TRANSSEXUAL ist waiting for the instruct - no kink, just groping

Categories: amateur, big ass, big tits, brunette, crossdressing, groping, hd, kinky, latina, lingerie

xHamster

Sucking on Fat Girl Cock

Categories: amateur, big black cock, blowjob, couple, crossdressing, dick, dirty talk, domination, dominatrix, fat

xHamster

Fucking Horny Edging with Precum and Cum Shot

Categories: amateur, big cock, blonde, close up, crossdressing, cumshot, edging, hd, high heels, lingerie

XXXDan

Sexy Model Alert: Embracing Confidence and Beauty

Categories: beauty, big cock, big tits, college, compilation, cosplay, crossdressing, masturbation, model, pornstar

ShemaleMovie

Sissy crossdresser, big tit shemale

Categories: amateur, american, beauty, big tits, black, crossdressing, femboy, homevideo, jerking, lingerie

xHamster

Strapon for women and trans

Categories: amateur, bdsm, big tits, crossdressing, dildo, domination, extreme, hd, homevideo, insertion

xHamster

Crossdresser Edges and Cums in Sheath Pantyhose and Talks You Through It.

Categories: crossdressing, cum, cumshot, dick, edging, hd, masturbation, nylon, orgasm, pantyhose

JizzBunker

Confidence is the key to success: accepting your true self

Categories: 3some, amateur, bdsm, beauty, big cock, college, compilation, cosplay, crossdressing, first time

JizzBunker

Hardcore fucking hot Mexican crossdresser Luna Sol

Categories: amateur, anal, beauty, big ass, big cock, crossdressing, fetish, hardcore, mexican, tattoo

KeekAss

Sissy Chinese Crossdresser Nutting in just three mins Madzmoto Sun

Categories: amateur, asian, brunette, chinese, crossdressing, cum, cumshot, femboy, hd, japanese

aShemaleTube

Sissy Limp Clit fills it's Cunt Hole

Categories: clit, crossdressing, cunt, fetish, hd, latex, masturbation, mature, sissy, solo

aShemaleTube

Sissyfag forbidden to jerk off, must use dildo every day

Categories: crossdressing, dildo, jerking, pussy, sissy, swedish

aShemaleTube

First time in a fufu clip my useless worthless clitty

Categories: amateur, crossdressing, cum, femboy, first time, hd, sissy, slut, small cock, solo

xHamster

Futuretisthot Big-booty Sex Slave Swallows Massive Monster Cock - Intense Gaping Anal Creampie

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

VideoSection

Sissy lingerie, sissy maid

Categories: american, anal, ass, bdsm, beauty, big ass, bondage, crossdressing, domination, indian

xHamster

Sissy in chastity cage drinking two beers via anal

Categories: amateur, anal, cage, crossdressing, femboy, feminization, hd, ladyboy, latina, masturbation

xHamster

Nuttytouch Delicious Hot Big Ass Fucking Hard Tight Anus Swallowing Huge Monster Cock Sweet Tasty Pleasure Intense Sex

Categories: amateur, american, anus, asian, assfucking, big ass, big cock, crossdressing, cum, cum swallowing

xHamster

Bootylicious Babe: Shaking It with Sass

Categories: amateur, american, babe, beauty, big ass, big cock, crossdressing, femdom, feminization, hd

xHamster

Muddy travel stop

Categories: amateur, anal, anal toying, crossdressing, dildo, dirty, friend, ladyboy, masturbation, mud

ShemaleMovie

Whore gets filled by a massive cock

Categories: amateur, anal, anal toying, ass, babe, beauty, big ass, big black cock, big cock, big tits

xHamster

Sissy cums on black dildo

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

xHamster

Juicy femboy farting

Categories: amateur, anal, big cock, crossdressing, cum, farting, femboy, feminization, fetish, german

aShemaleTube

Straight Asian Muscle Hunk Stretches out Black Femboy Ezra_Kyle25

Categories: asian, black, chinese, crossdressing, ebony, femboy, hd, homevideo, hunk, interracial

JizzBunker

Cute sexy big ass shemale femboy ladyboy crossdresser sissy

Categories: amateur, anal, babysitter, bbw, beauty, big ass, college, cosplay, crossdressing, cute

JizzBunker

Plugged Sissy Bride - outdoor cumshot with dildo in my ass

Categories: amateur, anal, ass, bdsm, big ass, bride, crossdressing, cumshot, dildo, european

aShemaleTube

BBW white tranny begs for his sperm out of passion

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

aShemaleTube

Pink dildo in pink pussycat in boots and juicy cumshot and creampie

Categories: asian, big cock, big tits, boots, creampie, crossdressing, cumshot, dildo, fetish, hd

Pornstars: Viper

TrannyOne

Amasture Asian BBW CD Sex With Starnger

Categories: amateur, anal, anus, asian, ass, bbw, blowjob, chubby, crossdressing, fat

xHamster

Ms300 Sarazia Exotic - Alien Ass Milk

Categories: alien, american, anal, asian, ass, barebacking, big ass, black, creampie, crossdressing

xHamster

Sissy in Red Mask Gets Cock

Categories: anal, bbw, big cock, blowjob, compilation, couple, crossdressing, cum, dick, facial

xHamster

Dee Angels - Little Black & White Dress Cums Off 4 W Dee Angels

Categories: american, beauty, best friend, black, crossdressing, cum, cumshot, dress, fetish, hd

aShemaleTube

gay sissy japanese Sarina In stocking

Categories: asian, crossdressing, gay, hd, japanese, masturbation, sissy, stockings

xHamster

Mistress Cassidy Makes Crossdresser Wear Chastity

Categories: amateur, american, anal, bdsm, crossdressing, domination, femboy, fetish, hd, high heels

aShemaleTube

Sissy Slut BBC Rating

Categories: amateur, big black cock, crossdressing, femboy, fetish, hd, homevideo, ladyboy, latex, model

Pornstars: Viper

KeekAss

A lil' joy clad in rosy

Categories: amateur, crossdressing, fetish, handjob, homevideo, lingerie, masturbation, mature, pantyhose, pov

TrannyOne

Black Bear Seeds My Sissy Pussy & Fucks His Cum Deep Inside

Categories: amateur, anal, anus, ass, big cock, black, crossdressing, cum, dick, ebony

KeekAss

What my sissy mega-bitch will do for a opportunity to jizm! 49cm/nineteen.3in Ass speculum! Try 1

Categories: amateur, ass, big ass, bitch, buttplug, cage, crossdressing, cute, dildo, dress

aShemaleTube

Cumshot, thick cum, big cock, pink -white outfit, redhead, long nails

Categories: big cock, crossdressing, cum, cumshot, hd, homevideo, long nails, masturbation, redhead, solo

xHamster

BBW Tgirl Pinky Hardcore Anal and Massive Big Dick Cumshot

Categories: american, anal, anal toying, bbw, big ass, big cock, creampie, crossdressing, cum, cumshot

KeekAss

silly female bj'ed cab driver's yam-sized penis

Categories: big cock, blowjob, brunette, crossdressing, cumshot, cute, dick, femboy, fetish, hd

ShemaleMovie

Sissy lingerie, big ass

Categories: amateur, anal, anal toying, ass, beauty, big ass, cosplay, creampie, crossdressing, femboy

ShemaleMovie

Raw creampie action with a sexy shemale

Categories: amateur, ass, barebacking, bbw, beauty, big ass, blonde, college, cosplay, creampie

XXXDan

My presentation

Categories: amateur, anal, bdsm, big cock, crossdressing, european, fetish, french, gay, hardcore

xHamster

Cute sissy gives blowjob and gets fucked by daddy

Categories: amateur, anal, beauty, big cock, blowjob, crossdressing, cute, daddies, femboy, feminization

KeekAss

Brazilian t-girl Angelina enjoys servicing sausage while dressed in stockings

Categories: amateur, anal, blowjob, brazilian, crossdressing, dick, hd, high heels, mexican, nylon

aShemaleTube

Sexy Flexible Sheboy doing selfsucking in a WebCam Show Part4

Categories: amateur, blowjob, crossdressing, fetish, flexible, hd, sucking, tranny, webcam

xHamster

Nyl Intense Anal Sex: Hot Pleasure, Gaping Ass, Cum Swallowing, and Hardcore Action

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

xHamster

Sissy Aisha chastity belt jumps on a dildo and enjoys herself

Categories: anal, anal toying, ass, big ass, cage, crossdressing, dildo, fat, femboy, fishnet

VideoSection

Masturbation cum, trans cumming

Categories: babe, beauty, big cock, big tits, college, compilation, cosplay, crossdressing, cum, cumshot

aShemaleTube

All of my prostate milking

Categories: chubby, crossdressing, cumshot, hd, homevideo, lingerie, masturbation, mature, milk, prostate

XXXDan

Sissy Diary 3

Categories: anal, crossdressing, cumshot, european, hardcore, masturbation, milf, orgasm, polish, sissy

aShemaleTube

Ass to mouth machine 1

Categories: amateur, anal, ass, ass to mouth, crossdressing, dildo, fucking machine, hd, pantyhose, sissy

XXXDan

Sexy sporty CD dildo riding, slow anal AMAZING thick cumshot

Categories: amateur, amazing, anal, beauty, big ass, big cock, close up, crossdressing, cumshot, dildo

KeekAss

Rectal getting off in motel #6

Categories: amateur, anal, anal fisting, anal toying, asian, ass, crossdressing, fisting, gaping hole, hd

TrannyOne

Triple Anal Fuckfest with gaping hole

Categories: crossdressing, fetish, gaping hole, masturbation, model, pov, solo, toys, transsexual, triple penetration

aShemaleTube

English Crossdressers Sasha and Natalie Share Big Cock

Categories: 3some, big cock, blonde, blowjob, crossdressing, english, pov, share, small tits, stockings

xHamster

Nuttytouch Intense Anal Sex with Hot, Curvy Women: Hardcore Pleasure and Passionate Booty Action

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

KeekAss

Cuddling in couch

Categories: amateur, anal, couch, crossdressing, cum, cumshot, hd, high heels, masturbation, orgasm

xHamster

Satin Skirt and Tights

Categories: amateur, bbw, big tits, british, crossdressing, european, hd, high heels, mature, pantyhose

KeekAss

My Stinky feets an Nylon in vapid ballerinas

Categories: amateur, asian, creampie, crossdressing, cum, feet, femboy, femdom, fetish, hd

xHamster

Princess Bunnie: CD Secretary Masturbating in High Heels

Categories: amateur, american, beauty, crossdressing, cum, cumshot, hd, high heels, masturbation, mature

ShemaleZ

Hot Crossdresser Pegged By Mistress Pixie

Categories: amateur, bdsm, brunette, crossdressing, hd, mistress, stockings, toys

XXXDan

Crossdresser with huge ass gives blowjob

Categories: amateur, anal, ass, beauty, big ass, big cock, blowjob, crossdressing, fetish, gay

aShemaleTube

Anal butt plug

Categories: amateur, anal, buttplug, crossdressing, hd, homevideo, masturbation, sissy, solo, toys

aShemaleTube

Goddess Tranny 08_26_22

Categories: amateur, big cock, blonde, crossdressing, cumshot, femboy, goddess, hd, latina, masturbation

KeekAss

Marina Rosa Video 3

Categories: amateur, ass, bisexual, crossdressing, feminization, fetish, hd, lingerie, swimsuit