Crossdressing Shemale Videos » 33

KeekAss

Morning time Having joy with a plaything in the backyard.

Categories: amateur, anal, asian, bbw, beauty, big black cock, big cock, black, crossdressing, funny

KeekAss

Hold On Im Cuming

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

TrannyOne

Master uses Sissy Isabella for a kinky fucking

Categories: anal, anus, ass, crossdressing, extreme, fisting, hardcore, hd, kinky, maledom

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

xHamster

Huge mess with shaving foam and piss in nylon catsuit and high heels

Categories: catsuit, crossdressing, cum, cumshot, fetish, german, hd, high heels, ladyboy, messy

xHamster

Young Pai-chan Sneaked in an Abandoned Love Hotel

Categories: amateur, asian, crossdressing, dick, femboy, hd, high heels, hotel, japanese, masturbation

aShemaleTube

Bitch cums on roadside in corset. 7(07:55)

Categories: big ass, bitch, corset, crossdressing, cum, cumshot, hd, masturbation, outdoor, pantyhose

KeekAss

Den platinum-blonde she-creature Samantha kommer og viser hul med sine lækre fødder

Categories: amateur, anal, assfucking, big ass, big tits, blonde, crossdressing, cum, cumshot, face fucking

TrannyOne

Mistress Keope: Feminized - 4k

Categories: cfnm, crossdressing, femdom, hd, leather, mistress, slave

TrannyOne

The human centipede - pretty pervert!

Categories: anal, anus, ass, crossdressing, extreme, fisting, gay, hardcore, hd, kinky

KeekAss

African Crossdresser and Bf Making Enjoy.

Categories: african, amateur, anal, blowjob, boyfriend, brunette, crossdressing, ebony, gay

aShemaleTube

Deep Anal, Cock Masturbation and Cum Shot

Categories: anal, beauty, big cock, creampie, crossdressing, cum, cumshot, dick, dildo, handjob

xHamster

Sissy Puppet Cumming Toy!

Categories: amateur, beauty, big cock, blowjob, crossdressing, cum, fisting, hardcore, hd, ladyboy

xHamster

Crossdressing Confessions: Sharing My Personal Stories and Experiences!

Categories: compilation, crossdressing, cum, cum in mouth, cumshot, dancing, hd, ladyboy, massage, masturbation

ShemaleMovie

Amateur crossdresser with a big booty gets anally pounded

Categories: amateur, anal, ass, bbw, beauty, big ass, big cock, booty, british, caught

xHamster

Sissy Maid Candy Fucks Some of Her Dildos While Locked in Chastity

Categories: amateur, american, anal, anal toying, asian, cage, crossdressing, dildo, fetish, hd

KeekAss

Stunning Shemale Wanks Off Her Cock

Categories: amateur, anal, babe, beauty, crossdressing, cute, dick, homevideo, 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

Raw & Insane Bride - pissing and pop-shot in the douche

Categories: amateur, bdsm, blonde, bride, crossdressing, cum, cumshot, hd, high heels, homevideo

aShemaleTube

Shein clothes

Categories: amateur, big tits, clothed sex, crossdressing, hd, homevideo

aShemaleTube

Lucy Essex CD Wanking my big hard tranny cock

Categories: amateur, big cock, big tits, crossdressing, dick, fake tits, hd, homevideo, huge cock, masturbation

KeekAss

EasyBrittney faux-cock humping in nylons and high-heeled slippers

Categories: amateur, anal, ass, blonde, crossdressing, dick, dildo, handjob, humping, lingerie

aShemaleTube

Sissy slut and her dildo

Categories: amateur, anal, blonde, crossdressing, dildo, hd, homevideo, lingerie, masturbation, mature

HDSex

Femboy Mothplayboy gets off to climax

Categories: ass, big ass, big cock, british, compilation, crossdressing, cum, cumshot, femboy, high heels

xHamster

Oh my... Sensei, did you really enjoy it that much? You fool😘

Categories: amateur, anal, asian, beauty, big ass, big cock, crossdressing, facial, femboy, handjob

xHamster

Ms300 Sarazia Exotic - Pink Lingerie Act 2

Categories: amateur, american, beauty, big cock, black, creampie, crossdressing, cum, exotic, fetish

aShemaleTube

Pietra Mancini cumshot

Categories: big cock, blowjob, crossdressing, cumshot, dick, femboy, hd, ladyboy, latina, masturbation

Pornstars: Pietra

ShemaleZ

Christmas Gift Of Anal Pleasure With Anal Toys

Categories: amateur, anal, anal toying, brunette, creampie, crossdressing, hd, ladyboy, lingerie, solo

xHamster

Enjoying a cigarette

Categories: amateur, blonde, cigarette, crossdressing, dutch, european, fetish, hd, ladyboy, milf

aShemaleTube

Hard nipples clamps take off for fat sub

Categories: bdsm, clamp, crossdressing, domination, fat, hd, mature, nipples, slave

HClips

Excellent Adult Clip Transvestite Webcam Homemade New Like In Your Dreams

Categories: amateur, brunette, crossdressing, fantasy, fetish, gay, homevideo, solo, toys, transvestite

TrannyOne

Oops!! Crossdresser Got Caught

Categories: amateur, anal, anus, ass, blooper, caught, crossdressing, hd, lingerie, oops

KeekAss

Crossdress Costume Play Kurisu rectal report

Categories: anal, ass, beauty, costume, crossdressing, dildo, handjob, hd, joi, lingerie

aShemaleTube

British tranny gets a MASSIVE facial

Categories: amateur, blowjob, british, crossdressing, cum, cumshot, dick, facial, pov, sissy

xHamster

crossdresse exhibition in the woods

Categories: crossdressing, dick, exhibitionist, french, hd, high heels, nylon, outdoor, public, redhead

xHamster

Ms300 Sarazia Exotic - Stretching and Gaping My Creampie

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

xHamster

Home alone playing with myself

Categories: amateur, anal, behind the scenes, big cock, bimbo, canadian, crossdressing, dress, edging, femboy

xHamster

Nyl Sneak Peak Intense Sexual Threesome Destroying the Tight Pussies of My Submissive Whores, Nymphomaniacs, Rough Sex

Categories: 3some, amateur, american, asian, barebacking, bbw, big ass, big cock, black, creampie

xHamster

TS Bailey Wilde Fucks Sissy Daisy

Categories: amateur, american, anal, beauty, big ass, big cock, crossdressing, cum, femboy, feminization

XXXDan

Sissy Butt Plug

Categories: anal, big ass, buttplug, crossdressing, fetish, hardcore, lingerie, panties, sissy, solo

KeekAss

Insane Trans satisfying herself using a faux-cock foray ..... She didn't want to post this on OF

Categories: amateur, anal, ass, babe, bdsm, big ass, big cock, blonde, bondage, british

aShemaleTube

Glossy Ruched

Categories: anal, blonde, crossdressing, dress, hd, high heels, mature, pantyhose, solo, wife

TrannyOne

Sissy fucks boy pussy again in thong

Categories: amateur, american, boy, crossdressing, dick, dildo, emo, gangbang, gay, hd

KeekAss

Sonyastar transvestite alkagol bday

Categories: amateur, birthday, blonde, crossdressing, hd, homevideo, lingerie, mature, small tits, transvestite

aShemaleTube

2 Femboys bareback cum shooting

Categories: amateur, barebacking, crossdressing, cum, cumshot, femboy, outdoor

xHamster

Busty Hoe Brandi Mae & TS Melanie Brooks Fuck Hot MILF Alura Jenson!

Categories: anal, big cock, big tits, blowjob, crossdressing, cumshot, cute, dildo, hd, lingerie

Pornstars: Alura Jenson

xHamster

What I Need to Do Is Find a Daddy Who Is so Yummy

Categories: anal, asian, big ass, blonde, crossdressing, cum, cute, daddies, dick, filipina

HClips

Mexican Crossdressing Beauty Fucked Doggystyle 4 Min With Luna Sol

Categories: amateur, anal, assfucking, beauty, brunette, crossdressing, doggystyle, hd, mexican

ShemaleMovie

Submissive teen crossdresser dominated by sexy shemale

Categories: ass, bdsm, big ass, british, crossdressing, cum, domination, european, homevideo, humiliation

TrannyOne

Trans Dance PMV

Categories: big ass, compilation, crossdressing, cumshot, dancing, hardcore, ladyboy, music, sissy, transsexual

xHamster

Riding huge dildo with final sissy squirt

Categories: amateur, anal, crossdressing, dildo, femboy, hd, homevideo, huge dildo, masturbation, prostate

JizzBunker

Mature transvestite TVROSE in black stockings and suspenders close up with long edges and multiple orgasms

Categories: amateur, big cock, black, british, close up, crossdressing, european, lingerie, masturbation, mature

KeekAss

Sissy fuckslut spandex stretch pants have fun

Categories: amateur, ass, babe, bdsm, crossdressing, femboy, fetish, funny, hd, high heels

aShemaleTube

Danny at Motel

Categories: amateur, crossdressing, hd, homevideo, lingerie, masturbation, motel, solo

aShemaleTube

wank in swimsuit

Categories: amateur, crossdressing, cumshot, masturbation, outdoor, small tits, solo, swimsuit, wanking

aShemaleTube

sissy CD Lucy Gets a Rough Fuck Pegging and Gag Spit wi

Categories: crossdressing, gagging, pegging, rough, sissy, spit

JizzBunker

Sissy Aisha has fun with a cute femboy and gets a cumshot

Categories: anal, asian, couple, crossdressing, cumshot, cute, dildo, facial, femboy, fishnet

ShemaleMovie

Teasing you in my sexy undergarments and panties

Categories: ass, bbw, beauty, big ass, black, chubby, crossdressing, cumshot, fat, femboy

xHamster

Masturbation in pantyhose and leather dress (two perspectives)

Categories: chinese, crossdressing, cum, cumshot, dress, fetish, hd, leather, masturbation, pantyhose

xHamster

Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 19

Categories: amateur, american, anal, bdsm, compilation, crossdressing, domination, femdom, fetish, hd

aShemaleTube

Santa shemale

Categories: barebacking, blowjob, crossdressing, cumshot, hd, homevideo, lingerie, masturbation, mature, santa

JizzBunker

Night surprise for dad

Categories: amateur, beauty, blowjob, crossdressing, cute, daddies, lingerie, mature, surprise, teen (18+)

XXXDan

Buttlegs sitting on a big Tsunami dildo and showing her pussy

Categories: amateur, anal, bbw, big ass, chubby, crossdressing, dildo, dutch, fetish, gaping hole

aShemaleTube

fuck machine is destroying my ass

Categories: anal, ass, big cock, blonde, compilation, crossdressing, cumshot, fucking machine, hd, homevideo

KeekAss

Boinking another ample black fuck stick and spunking tugging my rock-hard lollipop

Categories: amateur, anal toying, black, crossdressing, cum, cumshot, dildo, high heels, huge dildo, lollipop

KeekAss

Punk sissy - three hours anal invasion

Categories: amateur, anal, ass, big ass, crossdressing, fetish, hd, punk, sissy, stockings

TrannyOne

Young feminine boy - pierced nipples & toys

Categories: boy, crossdressing, gay, hd, masturbation, nipples, piercing, teen (18+), toys, transvestite

KeekAss

Lisa Pegging TGirl Gigi to a SissyGasm

Categories: amateur, anal, anal toying, ass, blonde, crossdressing, dildo, gay, handjob, hd

xHamster

Trixy Tried to Steal but Got Caught and Had to Do Everything

Categories: amateur, big cock, blowjob, caught, crossdressing, domination, hd, sissy, slave, toys

ShemaleMovie

Admiring stepmom's big ass in sexy lingerie

Categories: anal, ass, bbw, big ass, blowjob, crossdressing, dildo, italian, lingerie, masturbation

xHamster

Baby, stay focused... or your soul will already be mine. 💜

Categories: amateur, anal, asian, babe, beauty, big ass, big cock, creampie, crossdressing, femboy

xHamster

Christmas femboy fucks himself with a big dildo and cums in close-up

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

KeekAss

Sissy Daphne bangs a Pumpkin

Categories: cosplay, crossdressing, cute, femboy, fetish, masturbation, redhead, sissy

KeekAss

Gaping Asshole by Little XXL Dildo

Categories: amateur, anal, ass, crossdressing, dildo, gaping hole, homevideo, small cock, stockings, toys

xHamster

Cock and nylons fuck my ass together until I cum,

Categories: anal toying, asian, ass, beauty, compilation, cosplay, crossdressing, cum, cumshot, dick

aShemaleTube

Hannah Astrid Cumshot Compilation

Categories: amateur, compilation, crossdressing, cumshot, glasses, hd, high heels, masturbation, piercing, sissy

TrannyOne

Sissy fucks lucky old guy by owner

Categories: amateur, big cock, blonde, crossdressing, cum, cumshot, dick, homevideo, ladyboy, lingerie

KeekAss

Ray Ayanashi asian sub crossdresser SPANDEX restrain bondage 1

Categories: amateur, asian, bdsm, bondage, crossdressing, gay, japanese, latex, outdoor, public

aShemaleTube

KEEPS GOING! femboy gets facial then keeps going, he cums again deepthroat

Categories: blowjob, creampie, crossdressing, cum, cum swallowing, cute, deep throat, facial, femboy, mature

ShemaleMovie

Mistress wrecks the face and ass of this BDSM DILF until he blows his load

Categories: ass, ass to mouth, bdsm, big ass, crossdressing, mistress, pov

xHamster

I love it.

Categories: amateur, american, anal, arab, crossdressing, dildo, hd, homevideo, ladyboy, latina

VideoSection

Using anal toys for solo anal pleasure

Categories: anal, anal toying, ass, crossdressing, dildo, fisting, gaping hole, huge dildo, masturbation, riding

xHamster

Sis-k Fishnet Bodysuit Ep1: Try on

Categories: amateur, asian, ass, clit, crossdressing, dick, feet, fishnet, hd, ladyboy

XXXDan

Sexy little ponyboy on the beautiful pink hills

Categories: asian, beauty, cosplay, crossdressing, high heels, lingerie, small tits, solo, teen (18+)

aShemaleTube

African crossdress

Categories: african, amateur, big cock, crossdressing, ebony, homevideo, solo

KeekAss

Some Shoes idolizing and a fine bj for Mrs Samantha by her sub tgirl Marina

Categories: amateur, beauty, blonde, blowjob, boots, crossdressing, domination, feet, fetish, high heels

aShemaleTube

Milady Silvia Helena

Categories: amateur, compilation, crossdressing, femboy, fetish, homevideo, lingerie, sissy

aShemaleTube

ASS vs BAM

Categories: amateur, anal, ass, big black cock, big cock, black, crossdressing, dildo, homevideo, sissy

xHamster

Baby, stay focused... or your soul will already be mine. 😈

Categories: amateur, anal, asian, babe, beauty, big ass, big cock, creampie, crossdressing, femboy

VideoSection

Seductive shemale slurps, ladyboy slut

Categories: anal, anal toying, bdsm, beauty, brutal, crossdressing, cum, cumshot, domination, forest

aShemaleTube

Ezra_Kyle25 puts on lipstick and shows big black cock in lingerie

Categories: ass, big black cock, big cock, booty, crossdressing, ebony, femboy, hd, legs, lingerie

KeekAss

Wishing I was a real dame. Fellow with homemade puss. With that subincision he'll be there shortly.

Categories: amateur, balls, beauty, big cock, crossdressing, cum, dick, extreme, fetish, fucking machine

aShemaleTube

Old slave for tranny mistress

Categories: amateur, ass to mouth, crossdressing, domination, homevideo, latex, mistress, old, slave, tranny

KeekAss

AB060 Abby Kitty with High stilettos Punch food and spunk

Categories: amateur, asian, big tits, chinese, crossdressing, feet, fetish, food, hd, trampling

aShemaleTube

Holly's got a skirt bulge

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

ShemaleMovie

Crossdresser Crossayla seductive butt dance in sexy lingerie, shaking that booty

Categories: amateur, anal, anal toying, ass, beauty, big ass, blonde, booty, crossdressing, dancing

ShemaleMovie

Crossdresser Mystic Ryanne adores wrecking her rear in doggy position

Categories: amateur, anal, anal toying, ass, big ass, crossdressing, dildo, doggystyle, gaping hole, huge dildo

xHamster

Tight Thong Part 5 - Solo Trans Big Ass in Lingerie

Categories: asian, beauty, big ass, crossdressing, desi, femboy, hd, indian, ladyboy, lingerie

aShemaleTube

Mamando rica verga negra

Categories: crossdressing, hd, peruvian

JizzBunker

Tied tattooed dominatrix with toys and fucks transvestites ass

Categories: amateur, ass, babe, crossdressing, dildo, dominatrix, femdom, fetish, reality, strap-on

XXXDan

Dominatrix fucks goth transvestite

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

aShemaleTube

I breastfed my boyfriend playing video games

Categories: amateur, big tits, boyfriend, compilation, crossdressing, cum in mouth, fetish, game, hd, homevideo

xHamster

Czech crossdresser Barbara White masturbating on cam

Categories: amateur, beauty, crossdressing, czech, dick, european, handjob, homevideo, lingerie, masturbation

TrannyOne

Interracial domination Sex black shemales - TScumshot.com

Categories: amateur, anal, anus, ass, assfingering, bdsm, big cock, black, blowjob, crossdressing

HDSex

Femboy gets pegged good

Categories: amateur, american, anal, anal toying, babe, bdsm, beauty, blowjob, crossdressing, cum

aShemaleTube

British MILF Lisa Anal Bareback by Big Cock Tgirl Lucy

Categories: amateur, anal, barebacking, big cock, big tits, blowjob, british, crossdressing, domination, hd

xHamster

Sissy Riley teases you and makes sure you CUM

Categories: amateur, american, anal, ass, big ass, big cock, big tits, crossdressing, cum, fat

ShemaleMovie

How I Became a Girl - Hypnosis in Brazil 07 - Perfect for Sissies, Trans, Crossdressers

Categories: brazilian, crossdressing, femboy, kissing, pornstar, transsexual

Pornstars: Aubrey Kate, Lucy Lux, Sarina Valentina

xHamster

SEXY Redhead Trans in Lingerie Fucked

Categories: amateur, american, anal, beauty, big ass, big cock, crossdressing, cum, feminization, hardcore

aShemaleTube

Satin and Jeans

Categories: anal, blonde, crossdressing, hd, high heels, jeans, pantyhose, satin, solo, wife

XXXDan

Kellystar518 in Little Dicks gets hard

Categories: babe, big cock, crossdressing, cumshot, dick, high heels, latex, lingerie, milf, slut

KeekAss

She-Male Candy Marie torn up her abnormal gf

Categories: anal, big cock, big tits, blowjob, crossdressing, cum, foreplay, girlfriend, hd, indian

KeekAss

Smoking smooches and lipsticks

Categories: amateur, bbw, big tits, blowjob, crossdressing, fetish, handjob, hd, kissing, masturbation

aShemaleTube

Crossdressers kinky games

Categories: crossdressing, game, hd, kinky

KeekAss

kelly cd crazy driveway masturbate in rosy vinyl sundress

Categories: amateur, blonde, crazy, crossdressing, hd, lingerie, masturbation, mature, outdoor, public

aShemaleTube

Holly cums again

Categories: crossdressing, cum, cumshot, hd, masturbation, mature, sissy, stockings

XXXDan

Exit in a skirt to end with a big cumshot

Categories: amateur, crossdressing, cumshot, european, handjob, lingerie, masturbation, orgasm, outdoor, skirt

aShemaleTube

Big insertions for blonde slut

Categories: amateur, anal, blonde, crossdressing, hd, insertion, mature, slut

xHamster

Sissy Slut Shoots Ropes of Cum in Her Own Face

Categories: amateur, crossdressing, cum, cum in mouth, dick, facial, hd, lingerie, masturbation, sissy

aShemaleTube

see thru dress caged

Categories: anal, blonde, crossdressing, cum, dress, hd, pantyhose, tease, wife