Crossdressing Shemale Videos » 20

ShemaleMovie

Femboy chilling on the couch while getting off with a dildo

Categories: amateur, anal, anal toying, ass, beauty, big ass, couch, crossdressing, dildo, femboy

ShemaleMovie

Crossdresser gets ass drilled with dildo and ball

Categories: anal, ass, crossdressing, dildo, drilling, hardcore, toys

KeekAss

Horny Ladyboy Enjoys Solo Masturbation

Categories: amateur, beauty, brunette, crossdressing, cute, dick, futanari, handjob, hd, homevideo

aShemaleTube

Mexican Guy With Huge Cock Fucks Blonde Whore

Categories: amateur, barebacking, big ass, blonde, blowjob, creampie, crossdressing, hd, homevideo, huge cock

KeekAss

Fabulous Sissy Masturbating Her Supah Firm Tiny Pipe

Categories: amateur, beauty, blonde, crossdressing, cute, dick, dress, english, gorgeous, handjob

KeekAss

Cam2 The only way to Jizm is to rail gigantic Fucktoys

Categories: amateur, anal, anal toying, crossdressing, cum, cumshot, gaping hole, handjob, hd, huge dildo

aShemaleTube

obedient sissy with master

Categories: crossdressing, master, sissy

TrannyOne

2 Beautiful Blonde Crossdresser Transformation

Categories: beauty, blonde, classic, crossdressing, hd, posing, pretty, transvestite, vintage

KeekAss

Quickie internal cumshot for super-naughty sissy in rear end

Categories: amateur, anal, close up, couple, creampie, crossdressing, cumshot, doggystyle, gay, hd

aShemaleTube

Taking Turns with Daddy

Categories: 3some, amateur, anal, barebacking, big cock, crossdressing, daddies, homevideo, interracial, lingerie

aShemaleTube

Trine Larsen 2025 The tour 6 Pink in the stink & pink leather

Categories: amateur, anal, big ass, big tits, cage, crossdressing, hd, leather, mature, pantyhose

aShemaleTube

Femboy Dildo Jerking Off Till He Cums

Categories: anal, big ass, crossdressing, cum, cumshot, dildo, femboy, hd, homevideo, jerking

aShemaleTube

Crossdresser skirt bulge in pink

Categories: crossdressing, hd, model, skirt, transsexual

TrannyOne

Femboy masterbating while smoking

Categories: blonde, crossdressing, cum, femboy, fetish, gay, hd, homevideo, jerking, leather

KeekAss

FEMOUT.HARD-CORE: Halloween With Spite!

Categories: anal, brunette, crossdressing, dildo, halloween, hd, ladyboy, masturbation, small tits, solo

KeekAss

Pai-chan Undressing On AI Stage

Categories: amateur, asian, beauty, brunette, crossdressing, hd, homevideo, japanese, mature, sissy

aShemaleTube

Femboy in jeans shorts and dirty feet fucks transparent fleshlight

Categories: amateur, asian, blonde, crossdressing, cumshot, dirty, feet, femboy, fetish, fleshlight

Pornstars: Viper

aShemaleTube

thin english wife jacking off elder cds xhkpyuh

Categories: crossdressing, english, thin, wife

TrannyOne

Transformed into a blonde slut girl

Categories: bdsm, blonde, classic, crossdressing, domination, lingerie, sissy, slut, stockings, transvestite

aShemaleTube

Bobbi Sux n Gets Fukt

Categories: amateur, anal, barebacking, big cock, blowjob, crossdressing, homevideo, interracial, lingerie, mature

aShemaleTube

Grandma lets you look up her skirt

Categories: crossdressing, grandma, hd, mature, skirt, stockings, tranny

ShemaleMovie

Cute shemale, big shemale

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

KeekAss

attempting on cock-squeezing mini sundress

Categories: amateur, crossdressing, dick, dress, handjob, hd, solo, tranny

JizzBunker

Trio of transvestites in lingerie

Categories: 3some, crossdressing, gay, lingerie, transvestite

aShemaleTube

Rubbing my girly cock to strangers

Categories: amateur, crossdressing, dick, femboy, hd, homevideo, lingerie, masturbation, rubbing, sissy

KeekAss

Smoking and railing pinky

Categories: amateur, anal, brunette, crossdressing, hd, lingerie, mature, smoking, stockings, toys

KeekAss

Crossdresser Exercise Routine in the Park

Categories: amateur, anal toying, ass, big tits, blonde, crossdressing, fetish, lingerie, masturbation, mature

TrannyOne

Latin twink flip and flop if you have cum in ass

Categories: anal, anus, ass, bdsm, blowjob, bukkake, crossdressing, cum, cumshot, desi

HDSex

Online sissy gets a taste of big black cock with hard pegging fun

Categories: anal, big black cock, crossdressing, femboy, funny, pegging, sissy

aShemaleTube

Blowjob with Japanese sexy costume

Categories: blowjob, cosplay, costume, crossdressing, face fucking, hd, japanese

KeekAss

Sexy Blonde Strokes Cock

Categories: amateur, asian, beauty, big cock, blonde, cei, crossdressing, cute, dick, homevideo

aShemaleTube

Riding a huge dildo

Categories: amateur, anal, crossdressing, femboy, hd, homevideo, huge dildo, lingerie, pantyhose, riding

KeekAss

Step Dad Likes My Grubby Arms in Leather Mittens

Categories: boots, catsuit, crossdressing, cum, cum in mouth, cumshot, domination, dominatrix, femboy, fetish

Pornstars: Viper

KeekAss

Self trussed sissy plow pig

Categories: amateur, crossdressing, handjob, hd, homevideo, lingerie, masturbation, sissy, slut, small tits

aShemaleTube

Sissy Crossdresser Sonia Garden Wank

Categories: amateur, blonde, crossdressing, garden, hd, homevideo, masturbation, mature, outdoor, sissy

aShemaleTube

femboy cd karla lynn services thick pale rod xhemkbd

Categories: crossdressing, femboy, pale, thick

aShemaleTube

Hot Blonde TGirl Anal and Blowjob

Categories: amateur, anal, assfucking, babe, barebacking, blonde, blowjob, crossdressing, hd, homevideo

aShemaleTube

Rachael Belle website previews

Categories: cage, crossdressing, fetish, lingerie, pantyhose, sissy, solo, stockings, toys, uniform

ShemaleMovie

Stunning crossdressing goddess Kelsey Masters in wild compilation

Categories: amateur, american, anal, ass, babe, barebacking, bdsm, beauty, big ass, big cock

JizzBunker

Big Cock Sissy Crossdressor Huge Cumshot

Categories: amateur, asian, beauty, big cock, crossdressing, cumshot, japanese, korean, masturbation, sissy

aShemaleTube

Claire has serious needs..

Categories: amateur, brunette, crossdressing, cumshot, glasses, hd, high heels, homevideo, lingerie, masturbation

aShemaleTube

Piss drinking and cleaning

Categories: amateur, crossdressing, hd, mature, piss drinking, pissing

KeekAss

Hot Shemale Being Naughty On Cam

Categories: amateur, beauty, bed sex, big black cock, brunette, crazy, crossdressing, domination, hd, homevideo

KeekAss

Crazy sissy in shining spandex body-suit and high footwear plays with chisel and spunks in her hatch

Categories: amateur, anal, asian, beauty, big cock, black, couple, crazy, crossdressing, cum

aShemaleTube

mariana crossdresser 4

Categories: anal toying, ass, big cock, crossdressing, lingerie, sissy, stockings, thong

TrannyOne

Mature blonde crossdressing shemale fools around in an adult theater

Categories: amateur, blonde, crossdressing, mature, theater

aShemaleTube

cd orgy

Categories: anal, big cock, blowjob, crossdressing, orgy

aShemaleTube

skinny tranny ride bbc dildo much precum from hard cock

Categories: amateur, anal, big black cock, crossdressing, dick, dildo, femboy, hd, homevideo, sissy

XXXDan

Femboy Lucii Playing with Big Dildo on Webcam

Categories: amateur, anal, crossdressing, dildo, femboy, hardcore, masturbation, romanian, skinny, solo

KeekAss

Musical compilation of sissy crossdresser handjobs and money-shots

Categories: amateur, compilation, crossdressing, cum, cumshot, handjob, hd, high heels, masturbation, mature

ShemaleMovie

Messy and dirty martini with a big black cock for Glamgurlxoxo

Categories: big black cock, crossdressing, cum, deep throat, dirty, messy

KeekAss

crossdressing on the street in spectacular platform g-strings and lean stretch pants

Categories: amateur, crossdressing, feet, fetish, hd, high heels, outdoor, public, stockings, street

aShemaleTube

Deeper is better

Categories: 4some, crossdressing, group sex, hd, mature

TrannyOne

Live Threesome - TgirlzCum.com

Categories: 3some, amateur, bdsm, cosplay, costume, crossdressing, domination, hardcore, homevideo, latex

aShemaleTube

Tgirl Enjoying Her Sex Machine

Categories: amateur, anal, big ass, crossdressing, homevideo, joi, masturbation, pov, sissy, solo

aShemaleTube

Dirty Talking Sissy Whore Close up Smoking and Lips Fetish

Categories: asian, close up, crossdressing, dirty talk, domination, fetish, hd, homevideo, ladyboy, latex

Pornstars: Viper

TrannyOne

Crossdresser Sissy loves to d piss

Categories: crossdressing, gay, hd, homevideo, pissing, sissy

KeekAss

How To Part 1: How I Vapid Cell

Categories: amateur, cage, crossdressing, hd, sissy

KeekAss

【女装露出】日本人女装子の野外など射精legitimateシーンまとめ！

Categories: amateur, asian, compilation, crossdressing, cum, cumshot, exhibitionist, flashing, handjob, hd

KeekAss

Mind-Blowing Sissy Model

Categories: brunette, compilation, crossdressing, danish, glamour, hd, lesbian, lingerie, mature, model

KeekAss

nylondelux on smash machine and hump wag with seamless stocking

Categories: amateur, anal, anal toying, ass, crossdressing, feet, fetish, fucking machine, hd, high heels

aShemaleTube

Jackin it again

Categories: amateur, crossdressing, hd, homevideo, mature

aShemaleTube

Jaz_Grace4

Categories: amateur, anal, big cock, compilation, crossdressing, cumshot, femboy, hd, homevideo, lingerie

aShemaleTube

Alienta on the Street

Categories: alien, amateur, crossdressing, hd, masturbation, mature, outdoor, pantyhose, street

XXXDan

Crossdresser Exhibitionism - JFB Jerk Off

Categories: crossdressing, exhibitionist, jerking, lingerie, masturbation, nude, outdoor, public, solo, teen (18+)

aShemaleTube

Hands free orgasm in the car with the gear lever

Categories: amateur, barebacking, car, chubby, crossdressing, cumshot, hd, mature, orgasm, sissy

KeekAss

Office assistant transgirl dancing in satin broad gam palazzo pants and flog top

Categories: amateur, crossdressing, dancing, handjob, hd, masturbation, office, satin

KeekAss

Phoebe trans Jerk Off Instructions with de-robe and smoking

Categories: amateur, anal, big ass, brunette, crossdressing, dirty talk, fetish, hd, jerking, joi

TrannyOne

Hung Military Latin Boy Breeds My Big Wet Asspussy

Categories: amateur, american, anal, anus, army, ass, big ass, big cock, booty, boy

aShemaleTube

Squid Game is getting a little intense.

Categories: anal, crossdressing, game, hd, latina, perfect body, tranny, transsexual

KeekAss

Femboy facialed in spunk

Categories: amateur, bukkake, compilation, crossdressing, cum, cum in mouth, cumshot, facial, femboy, hd

ShemaleMovie

Amateur femboy CD takes a risk outdoors in heels and mini dress, narrowly escaping discovery

Categories: amateur, ass, big ass, brazilian, crossdressing, dress, femboy, high heels, homevideo, ladyboy

KeekAss

Latina Tranny Threesome Orgy Big Cocks

Categories: 3some, amateur, big cock, blowjob, boy, brunette, crossdressing, cute, homevideo, joi

KeekAss

Trans Domina Towers Over You and Drains Jerk Off Instructions

Categories: amateur, crossdressing, dominatrix, handjob, jerking, masturbation, pov, redhead, small tits, solo

TrannyOne

Classy blonde crossdressing shemale jerks off in her fishnet lingerie

Categories: blonde, crossdressing, fishnet, hd, lingerie, masturbation, stylish

aShemaleTube

Beautiful Blondie

Categories: amateur, beauty, blonde, compilation, crossdressing, femboy, hd, homevideo, sissy, small tits

HClips

Coco Dahlia, Christian Xxx And Erotica Divine - There For Him Until The End Of Time

Categories: amateur, anal, assfucking, barebacking, blonde, crossdressing, cum in mouth, erotic, hd, lace

aShemaleTube

Black Dress and Blue Lingerie (enhanced)

Categories: amateur, black, crossdressing, dress, hd, homevideo, latina, lingerie, stockings

aShemaleTube

crossdress VID_20240627_223034

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

aShemaleTube

Good anal pounding

Categories: amateur, anal, crossdressing, cumshot, dress, hd, homevideo, lingerie, masturbation, mature

aShemaleTube

Hotel preparation

Categories: amateur, big tits, blonde, crossdressing, cumshot, hd, hotel, lingerie, masturbation, stockings

aShemaleTube

Dani rides to caged sissygasm clip

Categories: cage, crossdressing, cumshot, hd, lingerie, orgasm, sissy, small cock, solo, toys

KeekAss

Crossdresser Posing (Loop) two

Categories: amateur, big tits, boy, brunette, crossdressing, feminization, fetish, hd, latina, posing

aShemaleTube

Bellaboy Gives Head To Big Dick Mature Biker Daddy

Categories: big cock, biker, blowjob, crossdressing, daddies, homevideo, mature

TrannyOne

Femdom Strapon Mistress Pegging Crossdressing Bitch Mol

Categories: bdsm, bitch, crossdressing, domination, femdom, hd, mistress, pegging, strap-on, toys

KeekAss

sissy jess scarf packaged and bagged

Categories: amateur, bdsm, bondage, crossdressing, homevideo, lingerie, maid, sissy, solo, stockings

KeekAss

Stylish Boots: Stepping Up Your Boot Game

Categories: amateur, ass, bbw, big ass, blonde, boots, cowgirl, crossdressing, game, hd

aShemaleTube

BRA PROTHESIS AND LINGERIE1

Categories: amateur, bra, crossdressing, cumshot, hd, homevideo, lingerie, masturbation, stockings

ShemaleMovie

Young trans cutie Crossdresserkitty indulges in solo fun

Categories: amateur, anal, babe, beauty, big cock, big tits, college, compilation, cosplay, crossdressing

aShemaleTube

Anal pussy worked on gynecologist table

Categories: amateur, anal, crossdressing, fetish, gynecologist, hd, latex, mature, pov, pussy

XXXDan

Transvestite sex in pantyhose

Categories: anal, blowjob, crossdressing, gay, hardcore, pantyhose, transvestite

aShemaleTube

Nipples clamp for old guy

Categories: amateur, clamp, crossdressing, domination, hd, mature, nipples, old

KeekAss

Inexperienced Crossdresser Faps With Fake Penis

Categories: amateur, anal, assfucking, crossdressing, dick, dildo, femboy, garter belts, hd, homevideo

TrannyOne

On my knees slurping the cum out of some random stranger

Categories: crossdressing, cum, knees, oral, queen, sissy, stranger, transvestite

TrannyOne

Chubby shemale with nerdy glasses rides a dildo and masturbates

Categories: chubby, crossdressing, dildo, glasses, masturbation, nerdy

aShemaleTube

sexy femboy teasing

Categories: amateur, blonde, crossdressing, cumshot, femboy, hd, sissy, solo, tease

aShemaleTube

Changing my black stockings for you

Categories: big cock, black, crossdressing, femboy, fetish, hd, homevideo, ladyboy, lingerie, masturbation

aShemaleTube

Holly having a pee in the woods

Categories: amateur, crossdressing, hd, mature, outdoor, pissing, sissy, small cock, solo, stockings

ShemaleMovie

Banging a well-hung Russian transvestite in a mask during lockdown

Categories: banging, creampie, crossdressing, fat, hardcore, mask, russian, transvestite

aShemaleTube

Sexy bitch cum for you

Categories: bitch, blonde, boots, crossdressing, cum, cumshot, hd, homevideo, lingerie, masturbation

KeekAss

four Eggs in Arse and Plumb It Rock-Hard Out of Me

Categories: amateur, anal, ass, big ass, crazy, crossdressing, dildo, dirty, fetish, fucking machine

TrannyOne

travesti cd femboy collants pantyhose exhibition

Categories: amateur, blonde, crossdressing, exhibitionist, femboy, homevideo, masturbation, outdoor, pantyhose, solo

TrannyOne

Future son-in-law test with sara jay (femdom, pegging, chastity, creampie)

Categories: anal, anus, ass, bdsm, big tits, booty, creampie, crossdressing, cum, cum in mouth

Pornstars: Sara Jay

ShemaleMovie

Amateur babe in stockings plays solo with her small tits and toys

Categories: amateur, anal, babe, crossdressing, lingerie, small tits, solo, stockings, toys, webcam

aShemaleTube

Daniela Lei pink dildo no hand cum

Categories: amateur, ass, crossdressing, cum, cumshot, dildo, hd, high heels, homevideo, italian

aShemaleTube

Jack Off 1

Categories: amateur, crossdressing, hd, masturbation, mature, small cock, solo

ShemaleMovie

Rich daddy summons bellboy Mark Lugaev for a deep face fucking session

Categories: bdsm, blowjob, crossdressing, cum, daddies, deep throat, domination, face fucking, femboy, jizz

KeekAss

Monstercock Latina Masturbates On Webcam

Categories: amateur, asian, beauty, big cock, blonde, crossdressing, doggystyle, girlfriend, hd, homevideo

KeekAss

She-creature spunk-pump

Categories: amateur, big cock, blowjob, crossdressing, cum, cumshot, deep throat, extreme, face fucking, fetish

aShemaleTube

Tranny Trailer Trash Smoking

Categories: amateur, crossdressing, fetish, hd, homevideo, mature, outdoor, pantyhose, redhead, smoking

ShemaleZ

Crossdresser Dick On Christmas Xxxmas Cutepinkunicorn X

Categories: amateur, crossdressing, dick, stockings, webcam, xmas

TrannyOne

Our TV and CD sluts fucked by strangers

Categories: ass, blowjob, crossdressing, hardcore, hd, oral, slut, stranger, sucking, theater

KeekAss

Vanilla Crosdresser Trap Romped

Categories: anal, anal toying, blonde, blowjob, crossdressing, dildo, gay, handjob, hd, japanese

aShemaleTube

Crossdresser Kellycd2022 masturbating in pink in the woods

Categories: blonde, british, crossdressing, english, hd, masturbation, mature, sissy, solo, stockings

aShemaleTube

Kellycd2022 in black pvc bodysuit

Categories: amateur, big cock, black, crossdressing, cumshot, hd, masturbation, mature, outdoor, pantyhose

ShemaleMovie

Dark-skinned panther Vanessa Bitchx shows off her big ass and sexy looks

Categories: amateur, ass, babe, bdsm, beauty, behind the scenes, big ass, big cock, crossdressing, european

aShemaleTube

Maid With Benefits

Categories: crossdressing, femboy, hd, lingerie, maid, sissy, small tits, solo, stockings

aShemaleTube

Crossdresser denim skirt wank BasedCams com

Categories: crossdressing, jeans, skirt, wanking

KeekAss

Uber-Cute Femboy Sissy Culo Nymph Tiffany Ciskiss Showcases That Arse Addendum

Categories: amateur, anal, ass, blonde, crossdressing, cute, feet, femboy, fetish, hd

aShemaleTube

Mature tranny fucked by young neighbour stud

Categories: amateur, crossdressing, hardcore, ladyboy, mature, neighbor, stud, teen (18+), tranny