Crossdressing Shemale Videos » 36

KeekAss

Plumbing my cock-squeezing caboose with my finger and spunk

Categories: amateur, ass, assfingering, big cock, crossdressing, cum, cumshot, dick, femboy, fingering

KeekAss

Outdoor Ass-Fuck in my Summer Sundress; Public No Underpants Finger Pummel

Categories: amateur, anal, assfingering, assfucking, crossdressing, cumshot, fetish, fingering, handjob, hd

ShemaleMovie

Cute ash-blonde nerdy t-girl gets thoroughly destroyed by her crossdressing boyfriend

Categories: amateur, anal, blonde, boyfriend, crossdressing, cute, nerdy, tgirl

aShemaleTube

Red Catsuit White Boots E Tits 1

Categories: amateur, big tits, boots, catsuit, crossdressing, fetish, latex, lingerie, masturbation, pantyhose

aShemaleTube

Rubbing with stockings until I cum without hands

Categories: big ass, compilation, crossdressing, cum, cumshot, femboy, fetish, hd, ladyboy, lingerie

KeekAss

Christmas femboy bangs himself with a XXL faux-cock and ejaculates in close-up

Categories: amateur, anal, anal toying, big ass, big cock, close up, crossdressing, cum, cumshot, cute

TrannyOne

Lovely Fat-booty Asian Femboy Fingers And Toys Her Asshole In Front Of the Camera

Categories: amateur, anal, anal toying, asian, ass, assfingering, big ass, booty, crossdressing, fat

XXXDan

Transsexuals caught in the act

Categories: anal, beauty, big cock, big tits, blowjob, caught, crossdressing, doggystyle, fetish, gay

KeekAss

Twunk sissy frolicking in the kitchen with a cucumber self facial cumshot

Categories: amateur, anal, assfucking, bikini, crossdressing, cucumber, cumshot, facial, hd, homevideo

Pornstars: Rose Marie

TrannyOne

My fav vintage bra close up

Categories: amateur, bra, classic, close up, crossdressing, gay, hd, latina, lingerie, locker room

aShemaleTube

Black bull cums in crossdresser Jorden

Categories: assfucking, big ass, big black cock, black, condom, crossdressing, cum, cumshot, first time, hd

VideoSection

Just two blessed friends enjoying some passionate sex

Categories: amateur, anal, barebacking, blowjob, couple, crossdressing, cumshot, femboy, friend, homevideo

aShemaleTube

Draining My Honey

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

ShemaleMovie

Cute femboy crossdresser in a mini dress puts on a sweet live cam show

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

aShemaleTube

Slutty crossdresser smoking and cock growing

Categories: crossdressing, dick, hd, mature, model, slut, smoking, stockings, transsexual

XXXDan

Pissing Asian shemale gets nailed in homemade anal sex

Categories: amateur, anal, asian, crossdressing, fetish, gay, hardcore, homevideo, pissing, skinny

XXXDan

Introducing Kate - new tranny takes big cock in anal without a condom

Categories: amateur, anal, big cock, big tits, blowjob, condom, crossdressing, gay, hardcore, high heels

aShemaleTube

Kimi TV is Lewd Slut in Quiet Town

Categories: amateur, crossdressing, femboy, hd, lingerie, outdoor, sissy, slut, small cock, solo

KeekAss

Cosmic Spacedust - Music and Jerk

Categories: amateur, crossdressing, cumshot, handjob, hd, masturbation, music, small tits, stockings

KeekAss

Brazilian Man gets Drained by a Sissy Fuckslut two times

Categories: amateur, anal, ass, beauty, bed sex, big black cock, big cock, blowjob, brazilian, brunette

aShemaleTube

fuck my ass crossdresser anal queen

Categories: anal, ass, crossdressing, queen

aShemaleTube

What a Lover

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

aShemaleTube

More Black latex

Categories: amateur, big tits, black, crossdressing, fetish, homevideo, latex, lingerie, masturbation, pantyhose

ShemaleMovie

Gooner gets transformed into a whorish goth femboy Widow Torrez

Categories: amateur, crossdressing, femboy, goth, huge cock, masturbation, sissy, solo

KeekAss

Adorable Tgirl Porks Herself Deep And Screams

Categories: adorable, anal, anal toying, big ass, crossdressing, cute, dick, dildo, femboy, femdom

aShemaleTube

Anal games and fuck for crossdresser group

Categories: anal, crossdressing, game, group sex, hd, homevideo, mature

XXXDan

Dressing up for boys

Categories: amateur, boy, crossdressing, gloryhole, lingerie, masturbation, mature, solo

KeekAss

Kara Violet Has three Climaxes While Toying in Her Crimson Underwear With Her Playthings

Categories: amateur, anal, brunette, crossdressing, cum, cumshot, cute, fetish, hardcore, hd

TrannyOne

Caroline Martins 5 Guy Creampie

Categories: arab, creampie, crossdressing, egyptian, indian, tgirl, transsexual, turkish

KeekAss

Reni's Desire 7! Attempting to unmask from girl mask Reni!

Categories: amateur, bdsm, big tits, blonde, bondage, brunette, crossdressing, doll, fake tits, fetish

TrannyOne

Trav Perky TGirl Rosy Pinheiro Gets Ass Banged Hard

Categories: amateur, anal, anus, ass, bdsm, big cock, big tits, blowjob, booty, brazilian

VideoSection

Sissy-Kuroko receives a good anal pounding with a big fake penis

Categories: anal, anal toying, cosplay, crossdressing, dick, dildo, femboy, gaping hole, huge dildo, japanese

aShemaleTube

Pink dress. How do you like it?

Categories: crossdressing, fetish, futanari, hd, masturbation, solo, uniform, vintage, webcam

aShemaleTube

Blonde in leopard print bodystocking

Categories: blonde, bodystocking, crossdressing, femboy, fetish, hd, ladyboy, lingerie, pantyhose, pov

aShemaleTube

Pissy me

Categories: amateur, asian, crossdressing, ebony, femboy, hd, homevideo, ladyboy, pissing, sissy

aShemaleTube

Masturbation

Categories: crossdressing, femboy, hd, homevideo, ladyboy, lingerie, masturbation, sissy, small cock, solo

aShemaleTube

Slim Trap with big cock

Categories: amateur, big ass, big cock, crossdressing, femboy, hd, latina, masturbation, slim

aShemaleTube

Something different

Categories: bondage, bound, crossdressing, gagging, hd

KeekAss

cd ejaculates in innocence with electro-hitachi after railing poking machine (2/2)

Categories: amateur, anal, assfucking, brunette, crossdressing, cumshot, fucking machine, hd, masturbation, mature

KeekAss

Reni's Desire! Bashful hooded light-haired gal puts on her mittens and embarks to have fun with herself!

Categories: amateur, bdsm, big tits, bimbo, blonde, bondage, crossdressing, doll, fake tits, fetish

TrannyOne

Orange cocky bikini in the woods.

Categories: amateur, big cock, bikini, crossdressing, dick, forest, gay, hd, nature, outdoor

TnaFlix

tranny cumin hands free as she fucks her ass pussy

Categories: amateur, ass, bisexual, crossdressing, gaping hole, gay, pussy, toys, tranny

HDSex

Super-hot sissy femboy shows off that perfect body while twerking

Categories: amateur, ass, beauty, big ass, crossdressing, femboy, perfect body, sissy

VideoSection

Big booty trans girl shakes her monster cock and strips off her panties on the couch

Categories: ass, big ass, big cock, booty, british, couch, crossdressing, femboy, lingerie, masturbation

aShemaleTube

[bit porn] nipple Stimulation With Pink PU Leather Swimsuit

Categories: amateur, asian, crossdressing, fetish, hd, homevideo, latex, leather, model, nipples

aShemaleTube

Blue Thong

Categories: amateur, big ass, big cock, crossdressing, hd, homevideo, lingerie, solo, thong, toys

KeekAss

Armbinder Self Restrain Bondage - Sissy Maid2

Categories: amateur, bdsm, bondage, crossdressing, fetish, hd, homevideo, latex, lingerie, maid

aShemaleTube

Deep fuck on the table

Categories: crossdressing, hd, table

KeekAss

609-808-906 Features & Use Enema like a slut and a whore

Categories: amateur, anal, brunette, creampie, crossdressing, enema, fetish, hd, masturbation, mature

aShemaleTube

tutto3 CD turkish blowjob

Categories: amateur, big cock, blowjob, crossdressing, latina, turkish

ShemaleMovie

Curvy tranny Veronica Sanders loves being a submissive sissy

Categories: amateur, ass, babe, barebacking, beauty, big ass, big cock, blowjob, couple, crossdressing

aShemaleTube

Travesti solo red bra webcam

Categories: amateur, bra, crossdressing, hd, homevideo, latina, mexican, pov, sissy, solo

aShemaleTube

I'm a big whore, a depraved, dirty whore, I'm wearing my satin dress I feel so dirty that I can't

Categories: anal, bbw, close up, crossdressing, cumshot, dildo, dirty, dirty talk, dress, gaping hole

VideoSection

Horny femboy enjoys riding a dildo in different languages

Categories: amateur, anal, anal toying, asian, beauty, cosplay, crossdressing, cum, cumshot, dildo

TrannyOne

Fucking with My Neighbor Vergon Latino Porn Intro

Categories: amateur, ass, asslick, barebacking, big black cock, big cock, blowjob, boy, crossdressing, cruising

JizzBunker

Stretching with a big dildo and cumming

Categories: amateur, anal, big cock, crossdressing, cum, cumshot, dildo, european, high heels, huge dildo

HDSex

Gorgeous ladyboy dominates sissy bitches with an unstoppable anal fucking machine

Categories: anal, crossdressing, fucking machine, gorgeous, ladyboy, sissy, stockings, toys

TrannyOne

Fucking a Blonde Crossdresser Vintage

Categories: anal, ass, blonde, blowjob, classic, crossdressing, cum, cumshot, hardcore, oral

TnaFlix

Elegant Dominant Poweful Shemale Tranny4free

Categories: barebacking, crossdressing, dick, dildo, hd, ladyboy, lingerie, masturbation, solo, toys

aShemaleTube

Sissy Mari enjoys getting fucked by her dildo

Categories: anal, cage, crossdressing, dildo, hd, lingerie, masturbation, sissy, stockings, toys

ShemaleMovie

Sillystacy gets rocked hard as a sissy

Categories: anal, anal toying, ass, ass to mouth, big ass, blowjob, corset, crossdressing, deep throat, dildo

aShemaleTube

Julia Bitch

Categories: anal, barebacking, bitch, crossdressing, femboy, hd, lingerie, masturbation, pantyhose, sissy

TrannyOne

Big load from femcock Monstercock from a cute girl

Categories: amateur, arab, big cock, compilation, crossdressing, cum, cumshot, cute, femboy, handjob

XXXDan

Super Sexy Femboy Cumshot Compilation

Categories: amateur, big cock, compilation, cosplay, crossdressing, cumshot, double penetration, femboy, lingerie, solo

KeekAss

My Clean-Shaven Fuckbox

Categories: amateur, cleaner, crossdressing, hd, homevideo, shaved, stockings

aShemaleTube

Smoking CD

Categories: crossdressing, fetish, hd, slut, smoking

TrannyOne

Chubby tranny rims lucky boyfriend

Categories: 69, amateur, ass, big cock, big tits, booty, boyfriend, bukkake, chubby, couple

aShemaleTube

Beautiful transvestites was man of the big cock inserte

Categories: amateur, beauty, big cock, crossdressing, ladyboy, transvestite

aShemaleTube

Making U Suck My Cock (dirty Talk)

Categories: big cock, blowjob, crossdressing, cum, cumshot, dick, dirty talk, latina, masturbation, sissy

VideoSection

Chinese beauty Akari Mizumaki experiences multiple orgasms

Categories: anal, beauty, chinese, cosplay, crossdressing, cum, cumshot, dildo, japanese, jizz

aShemaleTube

femboy with extreme muscle fetish edged by female bodybuilder

Categories: amateur, big cock, crossdressing, domination, extreme, female bodybuilder, femboy, fetish, fleshlight, hd

ShemaleMovie

Insatiable shemale sluts hunger for massive cocks and anal pleasure in a mind-blowing pornception

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

aShemaleTube

Transvestite group sex party

Categories: amateur, blowjob, crossdressing, group sex, hd, homevideo, mature, party, transvestite

KeekAss

Juggling my hefty boner around while I pretend to rail you

Categories: amateur, balls, big cock, crossdressing, cum, cumshot, femboy, handjob, hd, homevideo

TrannyOne

Submissive arab crossdresser 3

Categories: anal, anus, arab, ass, bdsm, crossdressing, domination, european, french, hd

KeekAss

Solo inexperienced trap strokes lollipop after striptease

Categories: amateur, ass, big ass, brunette, crossdressing, handjob, high heels, lollipop, masturbation, small cock

aShemaleTube

Black latex boots compilation

Categories: black, blonde, boots, compilation, crossdressing, femboy, fetish, hd, ladyboy, latex

aShemaleTube

French Crossdress Exhib

Categories: amateur, crossdressing, exhibitionist, french, hd, outdoor, public, street

KeekAss

Getting on all fours Suck and Standing Poke

Categories: amateur, anal, anal toying, ass to mouth, blowjob, crossdressing, deep throat, fetish, hd, sissy

aShemaleTube

Beautiful Big Cock Shemale

Categories: amateur, beauty, big cock, crossdressing, cute, homevideo, masturbation, party, pornstar, solo

Pornstars: Sexy Venera

XXXDan

I cum in the ass of a tranny in over-the-knee high-heeled boots

Categories: amateur, anal, ass, beauty, big ass, big cock, blonde, boots, brazilian, creampie

KeekAss

Sissythai juggling on massive black pipe

Categories: amateur, anal, asian, big ass, big black cock, big tits, black, brunette, clit, cowgirl

JizzBunker

Transvestite

Categories: crossdressing, cumshot, japanese, transvestite

HDSex

Public, outdoor, ol

Categories: crossdressing, ladyboy, outdoor, panties, public, skirt, teen (18+), underwear

TrannyOne

My new monster Dildo

Categories: amateur, anal, anal toying, anus, ass, crossdressing, dildo, gay, hd, toys

aShemaleTube

crossdress VID_20250207_221124

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

aShemaleTube

Cum Shower With Me #2(enhanced)

Categories: amateur, bodystocking, crossdressing, cum, fishnet, hd, homevideo, latina, lingerie, shower

aShemaleTube

Sissy posing

Categories: amateur, crossdressing, femboy, fetish, hd, high heels, lingerie, model, posing, redhead

XXXDan

Dominatrix fucks goth transvestite

Categories: amateur, anal, bdsm, bondage, crossdressing, dominatrix, fetish, goth, hardcore, high heels

aShemaleTube

Hands free Cum with Leather and stocking

Categories: amateur, asian, beauty, compilation, crossdressing, cum, cumshot, hd, homevideo, leather

TrannyOne

Face fucked and bondage

Categories: bdsm, bondage, crossdressing, deep throat, dick, face fucking, oral, transvestite

HClips

I Sucked Off A Fat Bbc While Wearing Bunny Ears - Prettyboi2000x

Categories: amateur, anal, assfucking, big black cock, big cock, black, blowjob, brunette, bunny, cosplay

HDSex

Crossdresser Knhr Maki gets off with adult toys, squirts and releases repeatedly

Categories: anal, ass, crossdressing, dildo, japanese, masturbation, orgasm, prostate, squirt, toys

XXXDan

My Cock in Her Ass to This Big Femboy Slut

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

ShemaleMovie

Crossdresser Sasha Earth takes a pounding with a sex toy

Categories: amateur, anal, anal toying, ass, big ass, brutal, crossdressing, dildo, european, femboy

aShemaleTube

I love fisting my ass <3

Categories: amateur, anal, ass, crossdressing, fisting, hd, homevideo, lingerie, small cock

aShemaleTube

Big Hard Cock Webcam Tranny

Categories: amateur, big cock, crossdressing, cute, dick, femboy, homevideo, kitchen, masturbation, solo

KeekAss

Splendid T-Model Jacks Her Phat Fuck-Stick and Munches Spunk Off Her Soles

Categories: amateur, anal, buttplug, crossdressing, cum, cumshot, feet, femboy, fetish, hd

aShemaleTube

You like my new boots and skirt?

Categories: boots, crossdressing, hd, lingerie, skirt

ShemaleZ

Ktb-105 Welcome To The Crossdressing Lesbian Salon - Experience The Ultimate Orgasm In The Garden Of Fragrant Women - Maina Yuri

Categories: anal, asian, assfucking, brunette, crossdressing, garden, japanese, lace, lesbian, lingerie

HDSex

Blue-haired femboy cosplayer Leona Incubo having fun with her huge wish Grove dildo

Categories: anal, crossdressing, cumshot, dildo, femboy, funny, gaping hole, huge dildo, masturbation, riding

aShemaleTube

Leggs for the Holidays!

Categories: blonde, crossdressing, hd, high heels, holiday, legs, pantyhose, wife

XXXDan

Mexican Crossdresser fornicating with a Tranny Gigolo

Categories: amateur, anal, bdsm, blowjob, couple, crossdressing, hardcore, kissing, latina, mexican

JizzBunker

Gay crossdresser travels

Categories: amateur, big cock, crossdressing, gay, hardcore, lingerie, outdoor, toys

aShemaleTube

sexy pink bunny loves a big dick in her ass

Categories: anal, ass, ass to mouth, big cock, blonde, blowjob, bunny, creampie, crossdressing, hd

aShemaleTube

crossdressing front a a mirror wanidacrossdress x

Categories: crossdressing, mirror

TrannyOne

69 Superb Shemales Sucking each other

Categories: 69, crossdressing, fetish, hd, oral, sucking, transvestite

aShemaleTube

Taking off my pink costume with white pantyhose

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

ShemaleMovie

Sissy 24-year-old trans riding in a wild ass-fucking session

Categories: amateur, anal, assfucking, blowjob, creampie, crossdressing, femboy, old, riding, sissy

KeekAss

Beautiful Ebony Solo Tease

Categories: amateur, anal, beauty, crossdressing, dick, ebony, femboy, homevideo, leather, masturbation

aShemaleTube

CD holly cums for christmas

Categories: amateur, crossdressing, cum, cumshot, hd, lingerie, masturbation, mature, model, sissy

KeekAss

Tgirl In Glasses Shows What She Is Made For

Categories: amateur, beauty, blonde, boy, crossdressing, glasses, handjob, hd, homevideo, jerking

aShemaleTube

On my back legs up like a good slut in chastity self feminization

Categories: amateur, anal, crossdressing, feet, feminization, gaping hole, hd, huge dildo, legs, sissy

KeekAss

See my sissy backside ravaged by a long fake penis while I'm in innocence

Categories: amateur, anal, anal toying, ass, blonde, cage, crossdressing, dick, dildo, femboy

KeekAss

white thin woman messy posing self facial cumshot jism in face

Categories: amateur, big cock, brunette, crossdressing, cum, cum in mouth, cumshot, facial, high heels, huge cock

TrannyOne

Straight Boy Fucked by Crossdresser

Categories: anal, anus, ass, assfingering, bdsm, bed sex, bedroom, blowjob, boy, brunette

aShemaleTube

lisa rhea sissy femboy riding huge toy like a slut

Categories: amateur, anal, crossdressing, femboy, hd, homevideo, huge dildo, riding, sissy, slut

VideoSection

Straight-A college student Erichinchin turns naughty at home with a crossdresser fling and some toys

Categories: amateur, asian, college, crossdressing, dildo, homevideo, ladyboy, masturbation, naughty, sissy

aShemaleTube

OILED KNEELING Ladyboy Smooth White Skin Cute Legs Hot Big Tits Natural Beauty Sissy Femboy Model

Categories: beauty, big tits, college, compilation, cosplay, crossdressing, cum, cumshot, cute, femboy

ShemaleMovie

Stunning shemale wife enjoys hot shemale-on-shemale action

Categories: amateur, ass, beauty, big ass, blonde, college, cosplay, crossdressing, femboy, ladyboy