Crossdressing Shemale Videos » 35

ShemaleMovie

Heelex in flip flops and latex enjoying an outdoor adventure

Categories: amateur, crossdressing, european, feet, femboy, high heels, ladyboy, latex, outdoor, sissy

KeekAss

Sex industry star Transgirl Queen in Pinkish Uber-cute Stunner Nymph Transgender

Categories: big ass, big tits, blonde, crossdressing, cute, femboy, hd, queen

JizzBunker

Transvestite transformation

Categories: crossdressing, transvestite

XXXDan

Mexican Crossdressing Beauty Luna Sol Fucked in Tight Ass

Categories: amateur, anal, ass, beauty, big ass, big cock, crossdressing, hardcore, lingerie, mature

KeekAss

Spandex Tgirl toy, giant fucktoys and yam-sized pecker !

Categories: amateur, anal, anal toying, big cock, crossdressing, dick, dildo, doll, fetish, hd

TrannyOne

Dudes Eating Shemale Cum

Categories: big cock, creampie, crossdressing, cum, cum in mouth, cumshot, dick, mouthful, oral, orgasm

aShemaleTube

French dirty talk

Categories: amateur, crossdressing, dirty talk, french, hd, mature

KeekAss

Plump Tranny gets frolic on Webcam with other Transgirl with Glasses

Categories: ass, bbw, big tits, crossdressing, dick, fat, friend, glasses, hd, plumper

ShemaleMovie

Ladyboy anal, japanese crossdresser

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

aShemaleTube

Sissy with old fat man

Categories: amateur, crossdressing, fat, mature, old farts, sissy, small cock

aShemaleTube

Christmas 2014

Categories: amateur, blowjob, crossdressing, interracial, lingerie, mature, redhead, xmas

KeekAss

Sissy femboy stroking as Snow White

Categories: amateur, cosplay, crossdressing, cumshot, femboy, handjob, hd, homevideo, jerking, masturbation

KeekAss

Soles flash EP5 Balloons and gobble my breasts

Categories: amateur, asian, balloon, beauty, big cock, crossdressing, feet, femboy, fetish, flashing

aShemaleTube

hijra sperm india tranny

Categories: amateur, crossdressing, cumshot, homevideo, indian, masturbation, small tits, solo, sperm, toys

TrannyOne

Crossdresser suck great cock and swallow

Categories: blowjob, brunette, crossdressing, cum swallowing, dark hair, dick, oral, pov, sucking, transvestite

KeekAss

Sissy indignity mental domination trainer

Categories: amateur, anal, anus, compilation, crossdressing, domination, gaping hole, hd, humiliation, sissy

aShemaleTube

🐹BadBitchBarbie ViceCiTy CAM4 [30nov.25] Vanessabarbie ParischienneTrvprod91

Categories: bimbo, bitch, blowjob, club, crossdressing, fetish, french, hd, high heels, sissy

aShemaleTube

RED Latex Pant Boots E Cup

Categories: amateur, big tits, boots, crossdressing, fetish, homevideo, latex, lingerie, masturbation, solo

aShemaleTube

Hot and sexy shemale fuck and masturbating her limp little penis and piss post

Categories: anal, big cock, crossdressing, dick, femboy, hd, homevideo, ladyboy, lingerie, massage

KeekAss

The Convenient! A femboys brilliant fucktoy!

Categories: amateur, bisexual, crossdressing, cumshot, edging, femboy, hd, latex, milk, moaning

aShemaleTube

A Gurl Has to get Ready

Categories: barebacking, brunette, crossdressing, cumshot, glasses, homevideo, lingerie, masturbation, mature, sissy

aShemaleTube

Noisy New Toy

Categories: amateur, anal, big cock, crossdressing, femboy, hd, homevideo, noisy, sissy, solo

aShemaleTube

Smoking and Toying on the floor

Categories: amateur, crossdressing, dildo, fetish, goth, small tits, smoking, tgirl, toys, transsexual

aShemaleTube

Impressive Crossdresser Fat Cock and Big Balls in a Live Cam Show

Categories: amateur, balls, crossdressing, dick, fat, hd, homevideo, masturbation, solo, stockings

KeekAss

Roxina2008EbonyGurlInMini230108.WMV

Categories: amateur, big tits, crossdressing, dick, fetish, handjob, homevideo, ladyboy, latex, masturbation

Pornstars: Rubberdoll

aShemaleTube

Sucking and rimming a mature crossdresser

Categories: amateur, blowjob, crossdressing, hd, latex, mature, rimjob, sucking

aShemaleTube

Gold catsuit SSS Tits Covered Hazel

Categories: amateur, big tits, catsuit, crossdressing, fetish, homevideo, latex, masturbation, solo, toys

aShemaleTube

Crossdresser hijab fuck use dildo

Categories: big ass, crossdressing, dildo, hd, hijab

ShemaleMovie

Strapon, tgirl orgy

Categories: 4some, big cock, crossdressing, group sex, huge cock, orgy, strap-on, tgirl, uncut

TrannyOne

Blonde Lana Luster

Categories: blonde, crossdressing, queen, retro, vintage

XXXDan

Tattoo TGirl Charlotte rides a big cock in her ass

Categories: amateur, anal, ass, big ass, big cock, british, couple, crossdressing, european, gay

KeekAss

⊹ tgirl clown faps you off ⊹

Categories: amateur, big ass, clown, crossdressing, dildo, fetish, fishnet, funny, handjob, hd

KeekAss

Ginormous bum Crossdresser naughty as boink

Categories: amateur, anal, ass, big ass, booty, crossdressing, fat, femboy, hd, ladyboy

KeekAss

Bunny May Pt3! Damsel mask chick unmasks out of her bunny to dual mask in May!

Categories: amateur, ass, bdsm, big tits, blonde, bondage, bunny, crossdressing, doll, fake tits

TrannyOne

Risky Wank in the Street in Nylon caught

Categories: caught, crossdressing, gay, hd, jerking, masturbation, nylon, outdoor, street, transvestite

aShemaleTube

greek crossdresser nektaria 12725182

Categories: amateur, blowjob, crossdressing, greek, homevideo

aShemaleTube

Ginger Sissy gets fucked with Chastity on

Categories: amateur, anal, barebacking, big cock, crossdressing, femboy, hd, homevideo, redhead, sissy

aShemaleTube

Red Catsuit White Boots E Tits 2

Categories: amateur, big tits, boots, catsuit, crossdressing, fetish, homevideo, latex, masturbation, solo

ShemaleMovie

Adorable big ass cosplayer Crossdresserkitty is a hot platinum-blonde and redhead femboy

Categories: adorable, babe, beauty, big ass, big cock, blonde, college, compilation, cosplay, crossdressing

KeekAss

Light-haired Sissy Tart Gutted By BIG BLACK COCK onlyfans alexiakessel1

Categories: amateur, anal, beauty, big black cock, creampie, crossdressing, femboy, femdom, feminization, hardcore

aShemaleTube

Tranny smoking and wanking at the cruising area hoping to get caught

Categories: british, caught, crossdressing, cruising, cum, cumshot, hd, mature, model, smoking

XXXDan

Two amateur crossdressers do a photo shoot with a hot redhead

Categories: amateur, british, crossdressing, milf, photoshoot, redhead

KeekAss

Wc boredom gone nasty

Categories: amateur, bathroom, crossdressing, cum, cumshot, fetish, funny, handjob, hd, homevideo

KeekAss

Crossdressing Superchub SSBBW finger-banging their massive gunt and lil' bean to a sticky end

Categories: amateur, bbw, big ass, chubby, crossdressing, fat, fingering, hd, lingerie, masturbation

TrannyOne

CROSSDRESSER IN WHITE STOCKINGS FUCKED BAREBACK ANAL

Categories: amateur, anal, anus, ass, big cock, creampie, crossdressing, cum, cumshot, dick

aShemaleTube

He can be so tender at times

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

aShemaleTube

👑 Body Ejac a 1h15:53 Vanessabitchx Parischiennetrvprod91 Cam4

Categories: big ass, big cock, bimbo, crossdressing, french, hd, sissy, slut, webcam

aShemaleTube

Crossdressers and the Fucking Machine - Compilation 7

Categories: amateur, american, anal, beauty, big ass, big cock, compilation, crossdressing, femboy, fucking machine

aShemaleTube

Pantyluvn sissy voluptuous tinkerbell

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

aShemaleTube

Travesti s’enfile une banane

Categories: banana, crossdressing, hd, high heels, lingerie, pov, sissy, solo, toys

KeekAss

Sissy Enby in tights (pt two)

Categories: amateur, anal toying, ass, big ass, boy, brunette, crossdressing, cum, cumshot, dick

TrannyOne

Crossdresser hubby fucked

Categories: crossdressing, husband, queen, sissy

ShemaleMovie

Big booty sissy, sissy interracial

Categories: anal, ass, big ass, big black cock, booty, cosplay, creampie, crossdressing, cumshot, dildo

aShemaleTube

Black Corsett

Categories: amateur, black, corset, crossdressing, cumshot, hd, homevideo, lingerie, masturbation, mature

VideoSection

I crave a pipe to fill me up and make me squirt in my sundress

Categories: anal, bbw, close up, crossdressing, cum, cumshot, jizz, masturbation, oiled, orgasm

XXXDan

First video of shemale Janeth ridmoon

Categories: amateur, cosplay, crossdressing, cute, dildo, high heels, latex, latina, lingerie, masturbation

aShemaleTube

女装子ひのバニーコス射精マシンアナニー7

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

KeekAss

Sexy Butt Ebony Trans Sex Doll Jacking Off On Webcam 3

Categories: amateur, ass, babe, beauty, brunette, crossdressing, dick, dirty talk, doggystyle, doll

KeekAss

Trans using roomies stimulating faux-cock

Categories: amateur, anal, assfucking, big tits, crossdressing, dick, dress, femboy, fetish, hd

aShemaleTube

Finnish Femboy Collection

Categories: compilation, crossdressing, cumshot, femboy, finnish, hd, masturbation, sissy, solo, teen (18+)

VideoSection

I'm tearing my pantyhose

Categories: amateur, babe, beauty, blonde, crossdressing, feet, femboy, homevideo, pantyhose, teen (18+)

aShemaleTube

Crossdresser Ancelina Sexy Rainbow Lingerie

Categories: amateur, big ass, big tits, blonde, crossdressing, femboy, hd, lingerie, redhead, sissy

ShemaleMovie

Amateur sissy Kimbilly gets dominated by a nasty shemale

Categories: amateur, american, anal, babe, bdsm, beauty, big black cock, big cock, black, brutal

aShemaleTube

Sabrina

Categories: anal, asian, blowjob, chinese, crossdressing, cumshot, femboy, hd, homevideo, interracial

aShemaleTube

女装子ひのメイドコス射精アナニー4

Categories: amateur, anal, crossdressing, cumshot, femboy, garter belts, hd, ladyboy, maid, masturbation

KeekAss

Sissy Alexxxa toys her hungry asspussy in latex sissy stockings

Categories: amateur, anal, big ass, buttplug, crossdressing, cumshot, fetish, hd, homevideo, latex

KeekAss

marvelous dance, come and put your sausage in my cock-squeezing arse while I jack

Categories: amateur, ass, big cock, crossdressing, dancing, dick, femboy, fetish, hd, homevideo

ShemaleZ

Tranny Travesti Sounding Urethral Outfit Public 32

Categories: amateur, crossdressing, fetish, mature, outdoor, public, solo, stockings, tranny, urethra

aShemaleTube

small surprise

Categories: amateur, big cock, bush, crossdressing, dick, hairy, hd, homevideo, lingerie, solo

TnaFlix

Sissy Maid Cleans Masters House

Categories: amateur, bdsm, crossdressing, gay, hd, maid, sadomasochism, sissy, toys, transsexual

HClips

Face, Mouth, Buttocks, Breasts And Especially On Her Face A Small Compilation Of Sperm

Categories: amateur, anal, assfucking, blonde, compilation, crossdressing, deep throat, facial, french, hd

aShemaleTube

posing and jerking in new lingerie

Categories: amateur, big ass, big cock, crossdressing, femboy, hd, jerking, lingerie, posing, sissy

XXXDan

The white silk maid s paw with PP upturned from the hanging basket

Categories: asian, bondage, crossdressing, japanese, maid, toys, white

TrannyOne

Flashing in a Busy Carpark

Categories: amateur, crossdressing, cum, cumshot, flashing, hd, masturbation, mature, outdoor, public

KeekAss

Super-Steamy t-model t-model gets porked no condom in spandex sundress

Categories: amateur, anal, beauty, big cock, blowjob, condom, creampie, crossdressing, cum, femboy

TrannyOne

EDGEWORTH JOHNSTONE – Real Piss, Fake Piss - Drinking pee fetish - Peeing urine in mouth

Categories: amateur, british, crossdressing, cum in mouth, dick, domination, english, european, fetish, gay

TrannyOne

Go Gay thinking of Gay sissies in the sissy fields

Categories: amateur, bdsm, classic, crossdressing, emo, gay, hairy, hunk, jerking, masturbation

EmpFlix

Turkish CrossDresser Buse Naz Arican & SRC60 - Hard Fuck

Categories: crossdressing, hardcore, transsexual, turkish

aShemaleTube

sissy crossdresser fucked in the ass

Categories: amateur, anal, ass, barebacking, crossdressing, cumshot, femboy, hd, homevideo, pov

ShemaleMovie

Mind-blowing foot worship with stunning ladyboy feet from Nickyjem and Dolly Rotten

Categories: babe, bdsm, beauty, crossdressing, doll, domination, european, feet, ladyboy, masturbation

aShemaleTube

Celebrate the New Year with us!! HOT SHOTS COMPILATION

Categories: amateur, anal, big cock, celebrity, compilation, crossdressing, cumshot, domination, hd, homevideo

aShemaleTube

webcams crossdress SVID_20240428_171551_1

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

XXXDan

Reverse cumshot on cock

Categories: amateur, beauty, big ass, big cock, blonde, crossdressing, cumshot, cute, dick, european

aShemaleTube

Gettin served up at the Motel 6 - guy sucks cd bonus scene - oral servitude

Categories: crossdressing, dick, hd, motel, oral, sucking

aShemaleTube

Matures CD sucked when watching TV

Categories: blowjob, crossdressing, hd, mature, old farts, sucking, watching

KeekAss

Sharon`s sneaky jack, flashing off her G bowl melons

Categories: amateur, big tits, blonde, crossdressing, cum, cumshot, flashing, handjob, hd, lingerie

aShemaleTube

Cuteness overload

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

aShemaleTube

BBC Destroys Chastity Femboy

Categories: anal, barebacking, big ass, big black cock, big cock, crossdressing, domination, femboy, hd, interracial

aShemaleTube

Mature Crosser sux and gives ass

Categories: amateur, anal, ass, blowjob, crossdressing, lingerie, mature, redhead, small cock, stockings

aShemaleTube

Christmas Present by Anna Rios

Categories: big cock, big tits, crossdressing, cumshot, fetish, hd, lingerie, masturbation, sissy, solo

aShemaleTube

Sexy Sashulya Daddy’s Girl!

Categories: amateur, blonde, crossdressing, daddies, femboy, hd, ladyboy, masturbation, small cock

KeekAss

Cute Shemale Stroking Her Dick

Categories: amateur, beauty, brunette, crossdressing, cute, dick, dress, hd, homevideo, italian

KeekAss

Linzy19 Self-Sole Adore, I Deep-Throat My Own Toes!

Categories: amateur, crossdressing, deep throat, feet, fetish, hd, homevideo, ladyboy, mature, small tits

KeekAss

Ass-Fuck teaching for ample black sausage

Categories: amateur, anal, ass, assfucking, bitch, black, crossdressing, dildo, femboy, hd

TrannyOne

Najat Al-Massari Fuck Bedouin Sissy

Categories: arab, crossdressing, domination, egyptian, hd, iranian, sissy, slave, transvestite, turkish

aShemaleTube

Sweet big ass Femboy

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

aShemaleTube

crossdress VID_20250207_224918

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

VideoSection

Intense anal experience with a sexy amateur crossdresser and extreme pleasures

Categories: amateur, anal, anal toying, babe, bdsm, beauty, cosplay, crossdressing, european, extreme

KeekAss

Muddy Tramp Bangs Her Booty

Categories: anal, anal toying, booty, crossdressing, gaping hole, hd, masturbation, mud, sissy, toys

aShemaleTube

Hotel Room Anal

Categories: amateur, anal, blonde, crossdressing, hd, homevideo, hotel, lingerie, mature, sissy

KeekAss

Insane trans romping in the camper. Part 1. How jiggly deep-throats pink cigar

Categories: amateur, american, anal, big cock, blowjob, cigarette, crossdressing, deep throat, dick, european

aShemaleTube

Pissy panties slave

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

KeekAss

she-creature anal invasion examination after suck off

Categories: amateur, anal, asian, big ass, blowjob, brunette, chinese, crossdressing, examination, hd

aShemaleTube

Older crossdresser fuck man

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

aShemaleTube

SAVANNAH's MAN Cheats on Girlfriend with Faggyboi Pt 2

Categories: barebacking, big black cock, blowjob, crossdressing, femboy, gay, girlfriend, hd, lingerie, sissy

aShemaleTube

Holly's got a skirt bulge

Categories: amateur, crossdressing, femboy, hd, homevideo, masturbation, mature, sissy, skirt, solo

aShemaleTube

Big titted sissy lingerie strip and dildo fuck

Categories: amateur, ass, barebacking, big tits, chubby, crossdressing, cumshot, dildo, fat, femboy

XXXDan

Wearing sexy lingerie for my fans.

Categories: amateur, big clit, big cock, british, crossdressing, high heels, lingerie, masturbation, mature, milf

aShemaleTube

Pink Bunny Sissy horny temptation

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

KeekAss

POINT OF VIEW Blasting & jizzing (Utter flick)

Categories: amateur, asian, crossdressing, cum, cumshot, curvy, fleshlight, handjob, hd, ladyboy

TrannyOne

Cute Crossdresser in Fishnets Anal Dildos

Categories: adorable, amateur, anal, anal toying, anus, ass, crossdressing, cute, dildo, fishnet

KeekAss

Maricona de shortinho rosa

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

aShemaleTube

Ginger Sissy playing again

Categories: amateur, big tits, crossdressing, hd, pornstar, redhead, sissy

Pornstars: Rubberdoll

aShemaleTube

eating cock and dancing inside her. I cum from the front and from the back like an insatiable whore.

Categories: anal, bbw, crossdressing, cum, dancing, dick, dildo, dirty talk, lingerie, masturbation

aShemaleTube

Miniskirt vs Dildo

Categories: big ass, big tits, crossdressing, dildo, femboy, hd, miniskirt, solo, teen (18+)

XXXDan

Mature crossdresser is hungry for some cock

Categories: amateur, big cock, big tits, blowjob, british, couple, crossdressing, dick, lingerie, mature

JizzBunker

Mature transvestite with a chubby girl and a man

Categories: bbw, british, chubby, crossdressing, mature, milf, transvestite

aShemaleTube

crossofia out of corset and cum

Categories: amateur, corset, crossdressing, cum, cumshot, fetish, lingerie, masturbation, mature, pantyhose

TrannyOne

Trap cosplay Maki bride messy play in the mud

Categories: amateur, anal, bride, cosplay, crossdressing, gay, hd, high heels, masturbation, messy

TrannyOne

Big Tits Librarian

Categories: big cock, big tits, classic, crossdressing, dick, gay, hd, librarian, masturbation, striptease