Crossdressing Shemale Videos » 26

aShemaleTube

Horny crossdresser masturbates and humps pillows on a bed

Categories: amateur, bed sex, bedroom, crossdressing, humping, lingerie, masturbation, orgasm, solo, stockings

XXXDan

Denise Humain in the bath, final hard self spanking and nipple pain

Categories: amateur, anal, bathroom, bdsm, compilation, crossdressing, dildo, fetish, german, hardcore

xHamster

Crossdresser Kellycd2022 Sexy MILF in Green Dress and White Pantyhose

Categories: amateur, beauty, blonde, british, crossdressing, dress, hd, high heels, lingerie, masturbation

KeekAss

Go Tear Up Yourself Miss Lonely Kitty

Categories: amateur, anal, anal toying, blonde, crossdressing, cum, cumshot, dildo, fucking machine, hd

Pornstars: Miss Kitty

KeekAss

Crazy sissy screws bone rock-hard

Categories: amateur, anal, anal toying, big ass, blowjob, crazy, creampie, crossdressing, cum, german

KeekAss

Dollpodium Wide Open Quest

Categories: amateur, anal, big cock, blonde, crossdressing, doll, fetish, gaping hole, hd, latex

aShemaleTube

Rafaelita Sissy (ANDO ARRECHA BUSCANDO UN PENE DE VERDAD)

Categories: crossdressing, dildo, hd, sissy

aShemaleTube

crossdresser sex w strapon

Categories: amateur, crossdressing, hd, homevideo, lingerie, pantyhose, stockings, strap-on, toys

JizzBunker

Dildo POV doggystyle, and almost cumming on my camera

Categories: amateur, anal, crossdressing, cum, cumshot, dildo, doggystyle, dutch, fetish, hardcore

KeekAss

TGIRL Faps & Plays with Her TRANSSEXUAL Lollipop - Mild Milking - Sensuous Onanism - EXTRAORDINARY CLOSE UP

Categories: amateur, close up, crossdressing, femboy, fetish, handjob, hd, ladyboy, lollipop, masturbation

xHamster

Futuretist Intense Anal Sex Delicious Hot Slut Doggy Style Swallowing a Huge Monster Cock in Her Tight Anus Intense Hardcore Sex

Categories: 3d, anal, anus, asian, bbw, big cock, black, crossdressing, cum swallowing, doggystyle

xHamster

Sissy training from Katy Koroleva

Categories: amateur, anal, beauty, big cock, blowjob, compilation, crossdressing, cum, cumshot, femboy

KeekAss

a sole rubdown concludes with jizm packed toes

Categories: amateur, big cock, compilation, creampie, crossdressing, cum, cumshot, feet, fetish, handjob

aShemaleTube

Joanie - Maid In Lace

Categories: amateur, blonde, crossdressing, cumshot, hd, homevideo, lace, lingerie, maid, masturbation

KeekAss

Sissy find a wood in the woods and swallow his jizz

Categories: amateur, blowjob, brunette, crossdressing, cum, cum in mouth, cum swallowing, deep throat, dick, handjob

xHamster

Got me fucked by a random guy

Categories: amateur, anal, barebacking, crossdressing, european, hd, pantyhose, sissy, slut, submissive

xHamster

Passionate blowjobs in 69-position with Marina and Mrs Samantha

Categories: 69, amateur, beauty, blonde, blowjob, couple, crossdressing, dutch, hd, high heels

JizzBunker

Shorts and Sass: Unleashing Confidence in Crossdresser Fashion!

Categories: big cock, college, compilation, cosplay, crossdressing, first time, masturbation, pornstar, shorts, teen (18+)

xHamster

it's booty bump time again

Categories: amateur, american, booty, crossdressing, cute, femboy, fetish, hd, ladyboy, latina

VideoSection

Amateur homemade, kink

Categories: amateur, bondage, crossdressing, feet, homevideo, kinky, tied up

ShemaleMovie

CDsammySwan, seductive mature CD with a voluptuous booty

Categories: ass, big ass, booty, british, crossdressing, cum, cumshot, high heels, jizz, masturbation

KeekAss

Latina Smiling Big Cock Transgirl

Categories: amateur, beauty, big cock, boy, brunette, crossdressing, cute, doggystyle, femboy, hd

xHamster

Tranny with a black dildo and nipple clamps cums without hands.

Categories: amateur, anal, anal toying, bdsm, black, clamp, compilation, crossdressing, cum, cumshot

aShemaleTube

The crossdresser sabine78 take a huge dildo

Categories: barebacking, big cock, brunette, crossdressing, cumshot, hd, homevideo, huge dildo, lingerie, mature

aShemaleTube

The best birthday gift you can get

Categories: amateur, asian, birthday, blonde, crossdressing, cumshot, femboy, hd, masturbation, model

Pornstars: Viper

TrannyOne

Transvestite crystyl diamond hardcore debut

Categories: crossdressing, ghetto, hardcore, hd, transvestite

aShemaleTube

CdTina cums 1

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

ShemaleMovie

Soaking my stockings while walking around with a hard on

Categories: amateur, big cock, crossdressing, cum, feet, german, high heels, jizz, ladyboy, nylon

aShemaleTube

Indian crossdresser Payal strips in bed

Categories: bed sex, crossdressing, femboy, hd, indian, sissy, small cock, small tits, transvestite

ShemaleMovie

Sissy Kelli strolls through a hotel hallway with a dildo gag

Categories: amateur, bdsm, bondage, boots, british, crossdressing, dildo, domination, european, exhibitionist

xHamster

Fabulous Femboy Frenzy: Unleash Your Inner Diva!

Categories: amateur, american, beauty, big ass, big tits, blonde, crossdressing, dildo, femboy, feminization

aShemaleTube

Ebony sissy Maid Needs Bareback Cock

Categories: amateur, anal, big ass, blowjob, crossdressing, dick, ebony, maid, sissy

KeekAss

Light-Haired with black underwear oral and soles

Categories: amateur, beauty, big cock, black, blowjob, crossdressing, cum, deep throat, feet, femboy

KeekAss

crazy ladyboy fat fake penis rear end plumb and rail jizm rigid

Categories: amateur, anal, big cock, brunette, crazy, crossdressing, cum, cumshot, dick, dildo

TrannyOne

The Light From The Second Story Window (1973) Part 6

Categories: bar, classic, club, crossdressing, gay, hd, story, transvestite, vintage, window

xHamster

Fucking anal submisive trans Harley

Categories: amateur, anal, ass, bdsm, big ass, big cock, blonde, crossdressing, domination, hd

xHamster

Milady Silvia Helena Teasing your Mens

Categories: amateur, anal, beauty, big ass, big cock, crossdressing, cute, femboy, fetish, hd

aShemaleTube

Asian Sissy Jerks for Daddy

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

xHamster

Sexy femboy in red lingerie on the bed

Categories: amateur, beauty, bed sex, blonde, crossdressing, cute, femboy, hd, ladyboy, lingerie

xHamster

CD Tranny Selenas 41 min hard anal big Ass Machine fucking nonstop.

Categories: amateur, anal, anal toying, ass, big ass, crossdressing, dildo, femboy, fucking machine, german

XXXDan

Sissy trap has sex in the kitchen

Categories: amateur, anal, big ass, crossdressing, dildo, european, hardcore, kitchen, lingerie, russian

KeekAss

Taking a break from dark souls to have fun with my jugs and jizm on my desk

Categories: 3some, amateur, big ass, big cock, big tits, crossdressing, cum, cumshot, desk, femboy

KeekAss

Presenting Cindy - Fresh mature TGirl Cindys very first porno flick

Categories: amateur, anal, big ass, british, crossdressing, dildo, fantasy, femdom, fucking machine, homevideo

KeekAss

Sissy Ashley Jolene Stashing away my clitty and plugging my sphincter

Categories: amateur, anal, anal toying, ass, blonde, crossdressing, fetish, hd, maid, mature

aShemaleTube

Another Nice Cock

Categories: amateur, anal, big ass, big cock, crossdressing, dick, hd, homevideo, lingerie, sissy

aShemaleTube

Chinese Crossdresser Compilation

Categories: amateur, asian, chinese, compilation, crossdressing, hd

JizzBunker

Transvestite has some pussy

Categories: crossdressing, gay, pussy, transvestite

aShemaleTube

Crossdresser smoking

Categories: crossdressing, hd, model, smoking, transsexual

ShemaleMovie

Beautiful trans babe Sissy dominates with her cute face and big cock

Categories: amateur, american, babe, bdsm, beauty, big cock, college, compilation, cosplay, crossdressing

XXXDan

Ruined orgasm with alien dildo. See through thong panties

Categories: alien, amateur, anal, big cock, black, crossdressing, cumshot, dildo, latina, lingerie

KeekAss

Nice nerdy trans female in fishnets and vinyl crams her booty with ample manhood

Categories: amateur, anal, assfucking, booty, crossdressing, cum, cumshot, cute, dildo, femboy

KeekAss

Mature T-Model with enormous Caboose gets firm smashed in her Bum by her Pummeling Machine

Categories: amateur, anal, anal toying, ass, big ass, crossdressing, dildo, femboy, fucking machine, hd

aShemaleTube

Cam Crest is a Sissy Whore for Sindy Memo’s Huge Dick

Categories: anal, asian, babe, bdsm, big cock, crossdressing, cum, cumshot, hd, huge cock

aShemaleTube

Vending machine Sissy

Categories: crossdressing, hd, public, sissy

aShemaleTube

crossdress VID_20241019_221303

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

aShemaleTube

Geilesluderlea ich Wichse mich gerne mit meiner toymuschi

Categories: crossdressing, cum, fleshlight, german, hd, masturbation, small tits, solo, toys

xHamster

Sissy Candy's Dildo Post Compilation!

Categories: amateur, american, anal, bondage, compilation, crossdressing, dildo, fetish, hd, lingerie

XXXDan

Transvestite with hairy cock jerks off on the bed in her sexy transparent light suit and cums

Categories: amateur, bed sex, big cock, crossdressing, cum, dick, hairy, handjob, high heels, lingerie

aShemaleTube

Smoking CD

Categories: crossdressing, fetish, hd, slut, smoking

KeekAss

Josie Blade man rod and jism on my soles

Categories: amateur, crossdressing, cumshot, feet, fetish, fishnet, footjob, hd, high heels, interracial

aShemaleTube

Latest Live Sex Show Gigi and Dave, Shemale and Man Couple Ep. 3

Categories: blowjob, british, couple, crossdressing, dick, handjob, hd, legs, mature, sissy

KeekAss

Verification vidss

Categories: anal, crossdressing, hd, solo, toys

xHamster

At night I took milk

Categories: amateur, barebacking, bed sex, big black cock, big cock, bisexual, brazilian, crossdressing, cum, cum in mouth

xHamster

Amazonium Delicious Fat Ass Riding Huge Monster Cock Intense Sex Sweet Tasty Pleasure Open Buttocks Swallowing Cum Rough Sex

Categories: 3d, amateur, asian, ass, barebacking, bbw, big cock, black, crossdressing, cum

xHamster

Piroguh Big Tits Tight and Wet Pussy Big Tits Full of Milk

Categories: amateur, american, asian, bbw, beauty, big cock, big tits, black, compilation, crossdressing

XXXDan

A very sticky cum from the fit sports CD

Categories: amateur, beauty, big cock, crossdressing, cum, cumshot, european, fetish, latex, lingerie

KeekAss

Purple Hair Transbabe Shows Off Body And Jerks

Categories: amateur, american, beauty, blonde, brazilian, crossdressing, doggystyle, ebony, femboy, homevideo

aShemaleTube

female mask disguise sissy transformation mtf 148 luna

Categories: crossdressing, mask, sissy

xHamster

Shemale Big Butt Sissy Big Ass Tranny Booty Trap Crossdresser Slut White Body

Categories: big ass, big cock, booty, compilation, crossdressing, cum, cum in mouth, cumshot, hd, ladyboy

xHamster

Petra's porno marathon part 1-3

Categories: amateur, anal, barebacking, big cock, blowjob, crossdressing, cute, dildo, dutch, femboy

VideoSection

POV boning with Alexandra Braces

Categories: braces, crossdressing, femboy, lingerie, pov

ShemaleMovie

Sissy maid in self-suspension bondage fulfills all her kinky desires

Categories: amateur, bdsm, bondage, boots, bound, crossdressing, dildo, gagging, homevideo, kinky

xHamster

Dare to Be Different: Celebrating the Beauty of Femboy Fashion!

Categories: amateur, american, asian, beauty, big cock, celebrity, crossdressing, dare, femboy, femdom

XXXDan

Poolside in Fort Worth, Texas during the day

Categories: beauty, crossdressing, high heels, masturbation, pool, small tits, solo

KeekAss

Gal she-male sole fetish hand job

Categories: amateur, crossdressing, cum, cumshot, feet, femboy, fetish, footjob, handjob, hd

aShemaleTube

Dani rides again, with another big caged cumshot

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

JizzBunker

Transvestite

Categories: crossdressing, cumshot, japanese, transvestite

KeekAss

She-Male in spandex backside destruction

Categories: amateur, anal, ass, babe, crossdressing, fetish, handjob, hd, jerking, kinky

xHamster

Nyl Curvy Vixen Craves Massive Monster Cock: Wild Club Orgy with Intense Masturbation

Categories: asian, bbw, big ass, big cock, black, cartoon, club, crossdressing, curvy, cute

ShemaleMovie

Hefty transgirl Jessica Bloom teases and covers a cookie with her cum before licking it clean

Categories: amateur, beauty, big cock, blonde, british, cleaner, crossdressing, cum, cum in mouth, cum swallowing

xHamster

Sir Rob and three Tgirls, Rimming and Sucking!

Categories: amateur, blonde, blowjob, crossdressing, dutch, group sex, hd, high heels, lingerie, mature

XXXDan

Hot blue skinned avatar fucked by machine clip 2

Categories: amateur, anal, big ass, crossdressing, dildo, gay, hardcore, huge dildo, orgasm, pov

KeekAss

Trans Sounding Lots of nut nectar

Categories: amateur, bdsm, big cock, crossdressing, cute, female orgasm, femboy, fetish, fisting, handjob

KeekAss

Teaching for a sissy salami cockblower. ( BIG BLACK COCK teaching )

Categories: amateur, big black cock, brunette, crossdressing, deep throat, dick, ebony, hd, homevideo, mature

aShemaleTube

Hands free Cum with Leather and stocking

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

KeekAss

Glamgurlxoxo’s Bday Hookup

Categories: amateur, anal, ass to mouth, birthday, blonde, blowjob, crossdressing, cum, deep throat, dick

KeekAss

Toying in my girdle

Categories: amateur, crossdressing, cumshot, girdle, handjob, hd, homevideo, lingerie, masturbation, mature

aShemaleTube

white pantyhose

Categories: crossdressing, pantyhose, white

xHamster

I'll fill your asshole with cum to overflowing

Categories: amateur, anal, ass, barebacking, big cock, colombian, creampie, crossdressing, cum, femboy

aShemaleTube

Hard fucked blonde bitch

Categories: bitch, blonde, crossdressing, hardcore, hd, homevideo, mature, stockings

xHamster

TRANS GIRL SELENA GETS HER HOT ANAL PUSSY FUCKED HARD AND DEEP ON HER FUCKING MACHINE AND MOANS IN HORNY. Part 4

Categories: amateur, anal, big ass, crossdressing, dildo, femboy, fucking machine, german, hardcore, hd

xHamster

watch me pee in my cute high heels

Categories: amateur, american, crossdressing, cum, cute, femboy, fetish, hd, high heels, ladyboy

XXXDan

Mature crossdresser with huge ass sucks cock

Categories: amateur, ass, bbw, big ass, big cock, blowjob, crossdressing, dick, fetish, gay

xHamster

Mature Sissy Ride a Big Dildo Sissy Anal Slut

Categories: amateur, anal, anal toying, beauty, crossdressing, dildo, hd, huge dildo, mature, sissy

aShemaleTube

Fleshlight Butt & Premature Cumshot

Categories: anal, ass, big ass, big cock, blonde, crossdressing, cumshot, femboy, fleshlight, hd

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

Dildo ride to re-train my sissy ass.

Categories: anal toying, ass, assfucking, crossdressing, dildo, hd, lingerie, sissy, solo, stockings

aShemaleTube

Crossdresser Fuck Sextoy Dildo in Black Latex Lingerie

Categories: amateur, assfucking, black, crossdressing, dildo, first time, hd, latex, lingerie, model

aShemaleTube

hot slutty sissy compilation!🌈💋💖🌈

Categories: big cock, compilation, crossdressing, cumshot, femboy, hd, latina, lingerie, sissy, slut

xHamster

Wife Teasing at Home

Categories: amateur, bra, british, crossdressing, dick, hd, high heels, homevideo, lingerie, masturbation

xHamster

Sensual backlayer after days...

Categories: amateur, anal, anal toying, crossdressing, cum, dildo, greek, hd, huge dildo, riding

KeekAss

Baby Face CD Railing from Fledgling to Professional

Categories: amateur, anal, ass, babe, big cock, brunette, crossdressing, cute, dildo, glasses

xHamster

Sissi Stacy Deepthroat Sucking at the Forest

Categories: amateur, big tits, blowjob, crossdressing, deep throat, dildo, forest, hd, high heels, latex

xHamster

Sissy femboy gets FAT ASS stretched by BBC

Categories: amateur, american, anal toying, ass, big ass, big black cock, big cock, blonde, booty, creampie

xHamster

Sissy-Kuroko Leotard and Anal Huge Dildo

Categories: amateur, anal, anal toying, bathroom, crossdressing, dildo, femboy, gangbang, hd, huge dildo

aShemaleTube

REGINA SM SWITCH 2

Categories: amateur, crossdressing, lingerie, masturbation, sadomasochism, toys

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

aShemaleTube

golden shower with jizz

Categories: amateur, crossdressing, golden shower, homevideo, jizz, masturbation, small tits, solo, stockings

KeekAss

Voluptuous COUGAR FEM Bottom Gurl Crossdresser CD

Categories: amateur, anal, black, blonde, cougar, crossdressing, fetish, mature, milf, stockings

xHamster

SissyCDMish - Compilation of all my slutwalking this year

Categories: amateur, anal, compilation, crossdressing, femboy, fetish, hd, high heels, homevideo, masturbation

ShemaleMovie

Nurse costumed crossdresser Apersonwholikesboobs milks a hard cock in style

Categories: amateur, british, costume, crossdressing, dick, lingerie, masturbation, nurse, sissy, stockings

xHamster

Hot Blonde Tgirl Fucks Trans Kelsey Masters

Categories: amateur, american, anal, barebacking, beauty, big ass, big cock, blonde, crossdressing, cum

xHamster

Crossdress outdoors in new dress feeling sexy.

Categories: crossdressing, cum, dick, dress, hd, masturbation, nylon, outdoor, pantyhose, public

xHamster

Sissy rides dildo

Categories: amateur, anal, anal toying, big cock, big tits, canadian, crossdressing, dildo, ladyboy, masturbation

JizzBunker

Casual anal gaping farting training with my anal dildo and fucking machine

Categories: amateur, anal, anal toying, big ass, blonde, crossdressing, dildo, dutch, farting, fucking machine

JizzBunker

Beautiful shemale just 18 years old needs a black cock

Categories: amateur, anal, beauty, big ass, big cock, black, british, crossdressing, dick, gay

KeekAss

Trans Ladies with Bones, Nutsack and Thick Backside Thrill You ft Trans Female Dom

Categories: amateur, babe, big ass, big cock, blonde, crossdressing, dick, femboy, femdom, hd

aShemaleTube

Tranny Trailer Trash Smoking

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

KeekAss

Trans Dude waits on his knees like a superb manhood superslut for beau

Categories: amateur, blowjob, crossdressing, dick, hairy, handjob, hd, knees, moaning, orgasm

KeekAss

Reni's Desire three! Reni locks her mask in place with a padlock and her necklace lock!

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