Crossdressing Shemale Videos » 49

KeekAss

Who is she? She demolishes the cherry from street!

Categories: amateur, anal, assfucking, barebacking, big cock, blonde, blowjob, crossdressing, deep throat, hardcore

KeekAss

Wanting to jism in donk so bad after trio days of edging

Categories: amateur, beauty, big cock, crossdressing, cute, edging, femboy, handjob, hd, homevideo

aShemaleTube

Marilyn Smoking Stroking And Cumming

Categories: beauty, big cock, blonde, crossdressing, cum, cumshot, fetish, hd, masturbation, mature

aShemaleTube

Random Cuties

Categories: amateur, crossdressing, cumshot, femboy, hd, lingerie, masturbation, sissy, small tits

aShemaleTube

crossdress VID_20241225_231048

Categories: amateur, asian, big ass, big cock, chinese, crossdressing, femboy, fetish, hd, homevideo

KeekAss

Nun and Satan Give Jerk Off Instructions and Jizm Countdown

Categories: amateur, cosplay, crossdressing, cum, domination, fetish, funny, halloween, hd, jerking

ShemaleMovie

Compilation of Femboy Jade Madison drilling crossdresser Bailey Wilde Part 1

Categories: amateur, american, anal, ass, big ass, compilation, crossdressing, cum, drilling, femboy

XXXDan

Amateur crossdresser sexy striptease playing with a big dildo

Categories: amateur, anal, big ass, boots, crossdressing, cute, dildo, flashing, hardcore, hotel

TrannyOne

Plump crossdresser takes it up her big ass

Categories: amateur, anal, big ass, chubby, crossdressing, fat, hardcore, homevideo, plumper, tranny

KeekAss

Flogged in a Pleated Satin Gown and Nylon Stocking

Categories: amateur, bdsm, crossdressing, hd, high heels, lingerie, masturbation, mature, milf, nylon

KeekAss

Ample lollipop plowed me then slurped her

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

TrannyOne

devot Sissy cleans her feet, clit and hole, water enema

Categories: amateur, anal, anus, ass, bdsm, clit, crossdressing, dick, enema, european

aShemaleTube

Cumshot drink

Categories: amateur, big cock, crossdressing, cumshot, hd, lingerie, sissy

aShemaleTube

Big Ass Trans 19 years old tries to get Pregnant by her Ass Anal Creampie

Categories: anal, ass, big ass, blonde, creampie, crossdressing, dildo, femboy, feminization, gaping hole

KeekAss

Duda Bunduda Cdzinha sitting prancing on the stool

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

XXXDan

Ballet Heels in chastity

Categories: amateur, ballerina, bdsm, crossdressing, hardcore, high heels, lingerie, mature, solo, toys

aShemaleTube

Cum in shirt

Categories: amateur, big cock, crossdressing, cum, cumshot, femboy, hd, ladyboy, long hair, sissy

aShemaleTube

Dominatrix is vicious with her bastard

Categories: crossdressing, domination, dominatrix, feet, hd, licking, piss drinking, pissing, worship

aShemaleTube

slap bitch bdsm

Categories: amateur, ass to mouth, bdsm, big cock, bitch, creampie, crossdressing, domination, hd, ladyboy

aShemaleTube

Big tit sissy fucked herself with 40 cm bbc dildo

Categories: big black cock, big tits, crossdressing, dildo, hd, pissing, sissy, toilet

aShemaleTube

Ginger CD Babe Hitachi Experience

Categories: amateur, anal, babe, beauty, crossdressing, european, femboy, homevideo, masturbation, milf

aShemaleTube

Pantyluvn sissy gurl’s world

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

ShemaleMovie

Transgender princess plays with herself in the shower using a shampoo

Categories: amateur, american, big cock, college, compilation, cosplay, crossdressing, femboy, ladyboy, masturbation

aShemaleTube

Crossdresser rubbish attempt at a self facial

Categories: boots, crossdressing, cumshot, facial, hd, stockings, tranny, wanking

aShemaleTube

Guy cumming after whipping by CD

Categories: crossdressing, cum, domination, hd, mature, whip

KeekAss

Hooded Lady Luna Cosplayer Get Plowed, Anime Porn Naughty Asian Costume Play Part.8

Categories: amateur, anal, anime, asian, chinese, cosplay, costume, crossdressing, femboy, japanese

TrannyOne

Crystal Crawford fucking a guy

Categories: anal, ass, big cock, classic, crossdressing, dick, lingerie, sissy, stockings, toys

KeekAss

Plastic stupid wishes

Categories: amateur, big tits, blonde, crossdressing, hd, lingerie, stockings, stupid girl, toys

aShemaleTube

chastity multi cums

Categories: amateur, cage, crossdressing, cum, hd, sissy, toys

HDSex

Crossdresser new, all new, crossdresser ass to mouth

Categories: amateur, ass, ass to mouth, crossdressing, lingerie, panties, stockings, underwear

aShemaleTube

Mirror Kisses and Jizzes - F016.1

Categories: amateur, asian, crossdressing, femboy, fetish, hd, homevideo, interracial, kissing, ladyboy

ShemaleMovie

UK Northeast prostitute pleases a fan's large member with her mouth

Categories: amateur, big cock, couple, crossdressing, cum, cum swallowing, deep throat, gagging, homevideo, jizz

KeekAss

Wonderful Dancing with Travel Sequences 01_(Youtube shutoff my channel_1-of-many-flicks-moved-to-here)

Categories: amateur, belly, crossdressing, dancing, fitness, hd, mature, milf, mom, old

aShemaleTube

Pissing on slave

Categories: crossdressing, golden shower, hd, piss drinking, pissing, slave

TrannyOne

TSVirtuallovers - Don't be shy take it Deep

Categories: anal, ass, blowjob, crossdressing, hd, mature, oral, outdoor, pov, reality

ShemaleZ

How To Make A Cock Grow

Categories: big cock, brunette, crossdressing, cumshot, dick

KeekAss

Obese Sissy Lubing her assets

Categories: ass, big ass, black, chubby, crossdressing, ebony, fat, femboy, handjob, hd

KeekAss

Beauty Blonde Masturbation

Categories: amateur, ass, beauty, blonde, crossdressing, cute, homevideo, irish, jerking, latex

aShemaleTube

Sweet Sissy Huge Dildo Gagging and Fucking

Categories: anal, blowjob, crossdressing, cumshot, femboy, gagging, hd, huge dildo, ladyboy, lingerie

Pornstars: Viper

KeekAss

You! CD, Trans and Nymph! Want to deepthroat my Beef Whistle? KellyCD666

Categories: amateur, big cock, brazilian, crossdressing, deep throat, dick, femboy, hd, homevideo, joi

ShemaleZ

Watch Me Fuck Myself In The Ass - 3

Categories: amateur, ass, ass to mouth, crossdressing, milf, solo, stockings, toys, webcam

aShemaleTube

SLIMPALER Fucks Faggyboi After Club

Categories: blowjob, club, crossdressing, femboy, gay, hd, lingerie, sissy

ShemaleMovie

Joyful sissy gets off in lingerie and stockings

Categories: american, crossdressing, cumshot, dildo, feet, high heels, jerking, lingerie, masturbation, sissy

JizzBunker

Plump dildo makes me drool

Categories: amateur, anal, chubby, cowgirl, crossdressing, dildo, hardcore, lingerie, plumper, russian

KeekAss

Stunning Shemale In Stockings Masturbating On Cam

Categories: amateur, beauty, brunette, crossdressing, cute, dick, homevideo, masturbation, queen, sissy

aShemaleTube

Mature cd fucked by young man

Categories: amateur, anal, bitch, boots, crossdressing, hd, high heels, mature, teen (18+)

HDSex

Jerk, teasing, undergarments

Categories: crossdressing, cum, dancing, jizz, lingerie, masturbation, tease

TrannyOne

ch1b1t0r1 cosplay fuck

Categories: asian, bdsm, blowjob, cosplay, costume, creampie, crossdressing, cum, domination, hd

ShemaleZ

Pretty Newbie Cd On Webcam

Categories: amateur, crossdressing, pretty, solo, stockings, vintage, webcam

aShemaleTube

Her first ass lesson　Boy Meets Girl in the Mirror 2

Categories: anal, asian, ass, crossdressing, japanese, mirror, sissy

KeekAss

Fiona Fortune CD Sissy Oral pleasure with super-cute cum-shot

Categories: amateur, blowjob, crossdressing, cum in mouth, cumshot, cute, mature, oral, sissy, transvestite

HDSex

Luzia_Tv, My amazing cumshots compilation Part 2

Categories: amateur, amazing, anal, ass, beauty, big ass, compilation, crossdressing, cum, cum in mouth

KeekAss

You're Assistant On Her Break

Categories: amateur, big ass, big cock, blonde, crossdressing, dick, hd, high heels, ladyboy, legs

KeekAss

RUBBERDOLL MONIQUE - My fresh demonia platform footwear

Categories: amateur, crossdressing, fetish, hd, pornstar, pov, stockings, transsexual

Pornstars: Rubberdoll

ShemaleZ

Amateur Black Crossdresser Rides White Dick

Categories: amateur, black, crossdressing, cumshot, dick, white

aShemaleTube

Obey my Mistress - female domination - crossdresser feet and cum

Categories: amateur, anal, big cock, couple, crossdressing, cum, cumshot, dildo, feet, femdom

VideoSection

Shemale femdom, femboy trap

Categories: amateur, ass, bdsm, big ass, big cock, compilation, crossdressing, domination, femboy, femdom

ShemaleMovie

Crossdresser transformed into a femdom sissy by dominatrix Bailey Wilde

Categories: amateur, american, anal, bdsm, big cock, crossdressing, cum, dildo, domination, dominatrix

HotMovs

Sissy Crossdresser Trying Out Her New Fucking Machine

Categories: amateur, crossdressing, fucking machine, lingerie, sissy, solo, stockings, toys

KeekAss

Solo Tranny Jerks Shlong

Categories: amateur, ass, beauty, crossdressing, cute, ebony, femboy, homevideo, jeans, masturbation

KeekAss

Tranny Jerking Off And Stripping

Categories: amateur, beauty, brunette, crossdressing, cute, feet, high heels, jerking, kissing, masturbation

ShemaleZ

Sissy Slut Should Take N Thick Girths To Become Sluts

Categories: amateur, crossdressing, cumshot, fetish, masturbation, mature, sissy, slut, thick, toys

aShemaleTube

Changing my stockings in a white negligee

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

aShemaleTube

Big booty femboy Ezra_Kyle25 jerks off BBC Stud in pink lingerie on Valentine’s Day

Categories: amateur, big ass, big black cock, big cock, booty, crossdressing, ebony, femboy, hd, ladyboy

aShemaleTube

Tranny housewife smoking

Categories: amateur, crossdressing, hd, housewife, mature, model, smoking, stockings, tranny, transsexual

JizzBunker

21 year old amateur Asian shemale pissing after bareback anal

Categories: amateur, anal, asian, barebacking, blowjob, crossdressing, fetish, gay, handjob, old

aShemaleTube

wartenberg wheel on crosdresser balls and cock

Categories: balls, bdsm, crossdressing, dick, domination, hd, mistress, sissy

TrannyOne

CD Undressing

Categories: amateur, crossdressing, gay, striptease, transvestite, undressing

ShemaleZ

Lara sucking Arab male, ass to mouth, creampie...

Categories: arab, ass to mouth, barebacking, crossdressing, cum in mouth, sucking

aShemaleTube

My new cool burgundy stockings

Categories: amateur, crossdressing, cumshot, femboy, hd, masturbation, solo, stockings

aShemaleTube

crossdress VID_20240926_013903

Categories: amateur, asian, big ass, chinese, crossdressing, cumshot, fetish, hd, homevideo, interracial

ShemaleMovie

Silly crossdresser slut enjoys a mouthful of cock and revels in being degraded like the submissive girl she is

Categories: amateur, ass, bdsm, beauty, blowjob, crossdressing, cum, cum in mouth, deep throat, dick

aShemaleTube

Made my sissy hole cream,sissygasm & analgasm sissy anal slut anal training

Categories: anal, creampie, crossdressing, dildo, feet, feminization, fetish, hd, sissy, slut

aShemaleTube

Annemieke tied and used in the woods

Categories: anal, blowjob, crossdressing, dildo, hd, insertion, public, sissy, tied up

aShemaleTube

Walmart TIGHT Yoga Pants Fucking my Ass on a Public Sid

Categories: ass, crossdressing, public, tight, yoga

HClips

Alison and Zara - Anal action - Real life crossdressers

Categories: amateur, anal, big cock, crossdressing, stockings

aShemaleTube

Having Fun Cumming On My Black Lingerie

Categories: amateur, big tits, black, crossdressing, cum, cumshot, fetish, funny, hd, homevideo

VideoSection

Asian femboy gets anally pounded

Categories: anal, asian, chinese, crossdressing, femboy, model

ShemaleMovie

Naughty neighbor stretches trans femboy slut's hole wide open

Categories: ass, big ass, blowjob, crossdressing, femboy, naughty, neighbor, slut, transsexual

XXXDan

Sissy Kuroko Huge Cone Dildo

Categories: amateur, anal, asian, crossdressing, dildo, hardcore, huge dildo, japanese, lingerie, masturbation

KeekAss

Packing my fuckhole while dressed in my stripper stilettos

Categories: amateur, anal, assfucking, buttplug, crossdressing, cumshot, dildo, hd, homevideo, masturbation

aShemaleTube

My best friend visited me in SP

Categories: amateur, best friend, big tits, compilation, crossdressing, cum in mouth, domination, fetish, hd, homevideo

KeekAss

Gigantic Crossdresser Smoking Buttfuck Getting Off, Handballing And Jacking.

Categories: amateur, anal, assfucking, big ass, brunette, crossdressing, fisting, handjob, hd, masturbation

HClips

Cookie Cosmos - The Maid Takes a Break

Categories: amateur, crossdressing, cumshot, domination, maid, small tits, teen (18+), toys, uniform

aShemaleTube

Trapped in Lace: Muscular Asian Guy Makes Femboy sucks on Cock

Categories: asian, barebacking, blowjob, crossdressing, dick, ebony, femboy, gangbang, hd, interracial

VideoSection

Insatiable interracial shemale action with young Turkish crossdresser getting a deep anal pounding and fulfilling all desires

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

aShemaleTube

Sexy sloppy big cock POV blowjob in the kitchen

Categories: amateur, big cock, big tits, blowjob, crossdressing, domination, homevideo, kitchen, mature, model

JizzBunker

Sissy-Kuroko01 Sample

Categories: amateur, anal, crossdressing, dildo, hardcore, huge dildo, japanese, masturbation, sissy, solo

aShemaleTube

Satin & cum

Categories: amateur, big cock, crossdressing, cum, cumshot, fetish, hd, homevideo, lingerie, masturbation

KeekAss

GROOBY.PUB: LA BELLE JENISSEN JENNY!

Categories: anal, anal toying, big ass, brunette, crossdressing, cum, glasses, hd, lingerie, masturbation

aShemaleTube

AndieV CD sucks cock in hotel gets bareback fuck

Categories: amateur, blowjob, crossdressing, cum in mouth, dick, hd, homevideo, hotel, sucking

HClips

Amateur crossdresser solo in a kitchen

Categories: amateur, crossdressing, kitchen, lingerie, solo

aShemaleTube

Daddy suck and fuck a sissy

Categories: amateur, crossdressing, daddies, femboy, hd, ladyboy, sissy, sucking

aShemaleTube

Tattooed big daddy bear eating femboys boipussy, blowjob and foot fetish in fishnets

Categories: amateur, anal, asian, big ass, big cock, big tits, blowjob, crossdressing, cumshot, daddies

Pornstars: Viper

KeekAss

Periodically a woman just needs to take care of her own knob

Categories: amateur, beauty, big cock, big tits, crossdressing, cum, cumshot, french, gay, handjob

KeekAss

Crossdresser wears his stiffy cell and suspenders outdoors

Categories: amateur, caught, crossdressing, cumshot, dirty, fetish, hd, lingerie, masturbation, mature

aShemaleTube

Perverted neighbor fucks hot and gives milk in the ass

Categories: amateur, ass, big tits, compilation, crossdressing, domination, fetish, hd, homevideo, interracial

aShemaleTube

Desi Sissy in Pink Leggings Teasing Uncut Cock

Categories: bangladeshi, crossdressing, desi, dick, indian, leggings, sissy, tease, uncut

HClips

sissy boi pucci dildo rider

Categories: amateur, crossdressing, dildo, fetish, latina, masturbation, sissy, solo, teen (18+), toys

aShemaleTube

I'm playing with my ass

Categories: amateur, ass, big ass, crossdressing, femboy, hd, sissy, solo, teen (18+)

KeekAss

Marcella finishes off with plane innocence

Categories: cage, creampie, crossdressing, cum, cumshot, fetish, hd, masturbation, sissy, sperm

KeekAss

Fishnet Tranny Dildoing

Categories: amateur, ass, beauty, big cock, blowjob, crossdressing, cute, dildo, fingering, fishnet

aShemaleTube

another cucumber anal and cum

Categories: amateur, anal, crossdressing, cucumber, cum, cumshot, homevideo, lingerie, pantyhose

aShemaleTube

Cum in my ass cum analsys big ass crossdresser heels stocking spandex amateur

Categories: amateur, ass, big ass, compilation, crossdressing, cum, cumshot, fetish, hd, high heels

KeekAss

Romanian crossdresser demonstrating rump

Categories: amateur, ass, big ass, crossdressing, fetish, hd, lingerie, romanian, small tits, transsexual

aShemaleTube

Slutty Kitten live on CAM4, following the audience's instructions until cumshot .5. (@05:21)

Categories: big ass, crossdressing, cum, cumshot, femboy, hd, masturbation, outdoor, pantyhose, public

aShemaleTube

video 173

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

aShemaleTube

crossdress VID_20240923_221804

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

aShemaleTube

at the bus stop

Categories: amateur, bus, crossdressing, hd, masturbation, outdoor, sissy, solo

aShemaleTube

Cuming on my high socks while dressed

Categories: crossdressing, cum, hd, lingerie, sissy, small cock, socks, solo, teen (18+)

KeekAss

@tsmollybabe rails a massive fuck stick

Categories: amateur, anal, beauty, crossdressing, hd, homevideo, huge dildo, masturbation, stockings, toys

aShemaleTube

Still Wanking In Pantyhose

Categories: amateur, crossdressing, pantyhose, wanking

TrannyOne

Walk in the woods (again)

Categories: amateur, crossdressing, cum, cumshot, forest, gay, hd, masturbation, nature, orgasm

ShemaleMovie

Chinese crossdresser enjoys a solo session with an anal dildo

Categories: anal, anal toying, ass, chinese, crossdressing, dildo, jerking, masturbation, solo, toys

aShemaleTube

Maid Crossdresser Loves To Clean The Cum Off your Cock

Categories: amateur, barebacking, blowjob, cleaner, crossdressing, cum, dick, maid

aShemaleTube

crossdress VID_20240923_233214

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

aShemaleTube

Adult Cinema Slut Dana

Categories: amateur, anal, big ass, big cock, blowjob, cinema, crossdressing, cum in mouth, cumshot, hd

XXXDan

Pink House!!! Leo Bulgari is a sensual transvestite who gets fucked by Victor Rom, Xisco, Roxas and Dmitry Preysler

Categories: anal, big cock, blowjob, creampie, crossdressing, cumshot, gay, group sex, hardcore, high heels

KeekAss

Femboy self restrain bondage in rosy

Categories: amateur, anime, bondage, cosplay, crossdressing, cute, femboy, hd, homevideo

aShemaleTube

Pamala Grey Skirt, White Top

Categories: amateur, crossdressing, hd, homevideo, lingerie, pantyhose, skirt, stockings, upskirt, white