Crossdressing Shemale Videos Added This Week

aShemaleTube

guy hammers tranny Nora

Categories: barebacking, blowjob, creampie, crossdressing, hd, homevideo, lingerie, mature, redhead, stockings

ShemaleMovie

Ruby Renee takes a deep-throating session with her dildo and enjoys every drop of jizz

Categories: amateur, american, anal, anal toying, crossdressing, cum, cum in mouth, deep throat, dildo, jerking

aShemaleTube

who is sheee ?

Categories: crossdressing, femboy, hd, ladyboy, tgirl, twink

aShemaleTube

Hold up black stockings and G-string

Categories: big cock, black, blonde, crossdressing, femboy, fetish, hd, lingerie, pantyhose, pov

aShemaleTube

Mature crossdresser saliva and cum

Categories: amateur, crossdressing, cum, cumshot, hd, homevideo, masturbation, mature

aShemaleTube

andrea_juana my pvt excerpt

Categories: big cock, crossdressing, hd, ladyboy, masturbation, solo, stockings

aShemaleTube

Laura_latinhot my pvt excerpt

Categories: big cock, crossdressing, hd, ladyboy, latina, masturbation, pantyhose, small tits, solo, stockings

aShemaleTube

Lacy white basque and stockings

Categories: amateur, blonde, crossdressing, femboy, hd, ladyboy, lingerie, pantyhose, sissy, solo

aShemaleTube

👑Leggings Bodyrose Talons Aiguilles Roses Clou. Vanessabitchx Barbie Parischiennetrvprod91

Categories: crossdressing, escort, fetish, french, hd, high heels, leggings, tgirl

aShemaleTube

Cum on corset.

Categories: amateur, corset, crossdressing, cum, femboy, fetish, hd, ladyboy, latex, lingerie

aShemaleTube

sissy slut Martha jerk

Categories: crossdressing, femboy, hd, lingerie, sissy, slut, small cock, stockings

aShemaleTube

2025.08.27 - Cum

Categories: crossdressing, cum, hd, masturbation

aShemaleTube

Solo Webcam Featuring A Trans Beauty

Categories: amateur, beauty, crossdressing, cute, diaper, homevideo, masturbation, satin, sissy, solo

aShemaleTube

athemus

Categories: crossdressing, hd, ladyboy, lingerie, masturbation, small tits, solo, uniform

aShemaleTube

A Pretty Sissy Enjoys Herself with Two Big Black Dicks Before Drinking the Hot Sperm.

Categories: amateur, big black cock, big cock, black, blonde, blowjob, crossdressing, cum in mouth, cumshot, dick

aShemaleTube

Jerking off in a black lace bodystocking and boots

Categories: big cock, black, blonde, bodystocking, boots, crossdressing, femboy, hd, jerking, lace

aShemaleTube

L1l@ 28

Categories: amateur, anal, asian, crossdressing, femboy, homevideo, ladyboy

aShemaleTube

Holly masturbating

Categories: amateur, crossdressing, cum, cumshot, hd, homevideo, masturbation, mature, sissy, solo

HDSex

Cute sissy femboy Natalie Napoli joins the cheer squad

Categories: beauty, crossdressing, cute, femboy, pov, sissy

aShemaleTube

Cute Blonde Nerdy TGirl Fucked Hard by her Crossdressing Boyfriend

Categories: amateur, anal, assfucking, barebacking, blonde, boyfriend, crossdressing, cute, hardcore, hd

aShemaleTube

Femboy nun rides fuck machine

Categories: amateur, anal, anal toying, cosplay, crossdressing, dildo, femboy, fucking machine, hd, ladyboy

aShemaleTube

I'm a tiny-dick

Categories: amateur, crossdressing, femboy, hd, ladyboy, sissy, small cock, sucking, tiny dick

aShemaleTube

dildo whore

Categories: amateur, anal, crossdressing, dildo, femboy, fetish, hd, lingerie, mature, sissy

aShemaleTube

Crossdresser anal play

Categories: amateur, anal, crossdressing, hd, mature

aShemaleTube

New years Anal in Satin Blouse

Categories: amateur, anal, big tits, crossdressing, hd, homevideo, lingerie, pantyhose, redhead, satin

aShemaleTube

With two dildos in his mouth.

Categories: amateur, blowjob, crossdressing, dildo, fetish, hd, high heels, ladyboy, latina, mature

aShemaleTube

Sissy cums from machine

Categories: amateur, barebacking, big cock, crossdressing, cum, cumshot, femboy, hd, homevideo, interracial

aShemaleTube

On the bed in my bra and panties

Categories: bed sex, blonde, bra, crossdressing, femboy, hd, lingerie, masturbation, panties, pantyhose

aShemaleTube

Indian Sissy Tina showing playing with herself

Categories: amateur, big ass, crossdressing, hd, indian, sissy, slut

aShemaleTube

cd gretagape anal destruction

Categories: anal, crossdressing, dildo, extreme, femboy, fisting, gaping hole, hd, huge dildo, toys

aShemaleTube

Fishnets and black negligee

Categories: black, blonde, crossdressing, femboy, fishnet, hd, ladyboy, lingerie, masturbation, pantyhose

HDSex

Sissy in cute lingerie plays with her toy machine

Categories: amateur, anal, anal toying, ass, cage, crossdressing, cute, dildo, femboy, huge dildo

aShemaleTube

Certified nether-portal moment

Categories: amateur, anal, crossdressing, femboy, fetish, ladyboy, sissy, small cock, solo, stockings

aShemaleTube

2025.03.29 - Cum

Categories: crossdressing, cum, hd, masturbation

aShemaleTube

Horny Tranny Stroking Her Dick On Webcam

Categories: amateur, crossdressing, dick, ebony, homevideo, masturbation, motel, slave, solo, stroking

aShemaleTube

Sissy cum leaking dildo ride

Categories: amateur, big ass, big cock, crossdressing, cum, cumshot, dildo, hd, lingerie, mature

aShemaleTube

Corset Cumming

Categories: corset, crossdressing, cum

aShemaleTube

Christine CD takes huge fist dildo in her boipussy for first time

Categories: amateur, anal, barebacking, crossdressing, dildo, domination, femboy, fetish, first time, hd

ShemaleMovie

Sissy maid gets off on a thick dildo while locked in her cage

Categories: anal, cage, crossdressing, cumshot, dildo, maid, masturbation, sissy, small cock, solo

aShemaleTube

Nude strip from pink basque and white stockings

Categories: big cock, blonde, crossdressing, femboy, hd, lingerie, masturbation, nude, pantyhose, pov

aShemaleTube

Housewife Magda Lusin. 2026ab

Categories: amateur, crossdressing, hd, housewife, ladyboy, mature, sissy, small cock, solo

IcePorn

Stunning Tgirl Wanking Her Cock

Categories: crossdressing, dick, fetish, gay, masturbation, solo, tgirl, wanking, webcam

ShemaleMovie

She takes a cartridge for a birthday mass ejaculation in this hot scene

Categories: amateur, babe, beauty, birthday, blowjob, crossdressing, european, french, high heels, sissy

aShemaleTube

Mistress Sarah fucking sissy Michelle with a bareback till she cums January 21st 2026

Categories: anal, barebacking, crossdressing, cum, hd, mature, mistress, sissy

aShemaleTube

in grey

Categories: amateur, crossdressing, hd, masturbation, sissy, small tits, solo

aShemaleTube

Jenna Bella

Categories: big ass, big cock, blowjob, crossdressing, femboy, hd, lingerie, masturbation, sissy, small tits

aShemaleTube

Lana Sissy Solo

Categories: amateur, crossdressing, hd, lingerie, sissy, solo

aShemaleTube

L1l@ 44

Categories: amateur, anal, asian, chinese, crossdressing, cumshot, hd, homevideo, ladyboy, pantyhose

aShemaleTube

travesti latina webcam

Categories: amateur, crossdressing, hd, latina, masturbation, small cock, small tits, solo, webcam

aShemaleTube

Sissy whore is fucked hard by thick toy

Categories: amateur, anal, anal toying, crossdressing, dildo, english, femboy, fucking machine, hardcore, hd

aShemaleTube

walking in a motel room with a hard dick

Categories: crossdressing, dick, motel

aShemaleTube

Masked CD ride dildo (my first video from ashemaletube)

Categories: amateur, blonde, crossdressing, dildo, femboy, lingerie, pantyhose, sissy, small tits, webcam

HDSex

Kelsey Masters enjoys some solo fun and a fucking machine in this hot crossdressing compilation

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

aShemaleTube

Desi HijaBee CD Angel FaRee Banged Like a Bitch by Secret BF R@@Z~21st!!

Categories: amateur, anal, bangladeshi, bitch, blowjob, boyfriend, crossdressing, desi, hd, hijab

aShemaleTube

Black CD Dildo riding

Categories: amateur, anal, big ass, black, crossdressing, dildo, hd, pantyhose, riding, sissy

VideoSection

Oiled up sissy flaunts her teasing secrets

Categories: amateur, ass, babe, bbw, beauty, big ass, black, booty, chubby, crossdressing

aShemaleTube

Cum in mom pantyhose

Categories: amateur, crossdressing, cum, cumshot, fetish, hd, homevideo, lingerie, masturbation, mom

aShemaleTube

Cock teasing mature crossdresser

Categories: amateur, crossdressing, dick, hd, homevideo, mature, pov, tease

aShemaleTube

Old ladyboy Serge Lusin. 2026

Categories: chubby, crossdressing, hd, ladyboy, old

KeekAss

Lars Damberger cum in Bra and panty

Categories: bra, crossdressing, cum, cumshot, handjob, masturbation, solo

aShemaleTube

L1l@ 3

Categories: amateur, anal, asian, crossdressing, femboy, hd, homevideo

aShemaleTube

Mature pee gurl

Categories: amateur, crossdressing, fetish, hd, homevideo, mature, pissing

aShemaleTube

crossdresser dildo fck and piss

Categories: amateur, anal, crossdressing, dildo, femboy, fetish, hd, homevideo, ladyboy, lingerie

aShemaleTube

Une Esclave Sexuelle, Soumise devant une Belle Bite en FACeFuckiNg pour la St❤️‍🔥ValenTin 2k60

Categories: blowjob, crossdressing, face fucking, french, hardcore, hd

VideoSection

Sissy Kiraszasissy teaches the art of using a big vibrating plug

Categories: amateur, anal, anal toying, ass, big ass, crossdressing, sissy, toys

aShemaleTube

✨ 4 Girls...

Categories: amateur, crossdressing, group sex, hd, homevideo, sissy, small cock, teen (18+), webcam

aShemaleTube

Housewife Sveta Lusin. 2026ab

Categories: amateur, crossdressing, hd, housewife, ladyboy, mature, small cock, solo

VideoSection

I'm taking care of that bitch Betty's ass

Categories: amateur, anal, ass, barebacking, big cock, bitch, blowjob, couple, creampie, crossdressing

aShemaleTube

marian crossdresser

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

aShemaleTube

Tearing apart my pantyhose

Categories: amateur, crossdressing, cute, femboy, hd, legs, pantyhose, small tits, teen (18+)

aShemaleTube

Sissy maid takes big dildo during camshow

Categories: amateur, anal, anal toying, cosplay, crossdressing, dildo, femboy, fucking machine, ladyboy, lingerie

aShemaleTube

Handsfree Sissygasm and cumshot

Categories: amateur, anal, crossdressing, cumshot, homevideo, masturbation, mature, sissy, solo, stockings

aShemaleTube

pound my sissy ass

Categories: ass, big ass, crossdressing, femboy, hd, ladyboy, lingerie, sissy, solo

aShemaleTube

Taking off my pink costume with white pantyhose

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

aShemaleTube

Babe too horny cums auto-pilot

Categories: amateur, asian, babe, car, chinese, compilation, cosplay, crossdressing, cum, cumshot

aShemaleTube

Femboy fucked so good she squirts

Categories: amateur, anal, anal toying, crossdressing, dildo, femboy, fucking machine, hd, lingerie, masturbation

VideoSection

Lavish trans girl Gray Perrier rides a thick cock while flaunting her curves

Categories: amateur, anal, anal toying, babe, bbw, beauty, crossdressing, cum, cumshot, dick

aShemaleTube

Leggings Déchiré, 🌷BoDyRose, Talons Aiguilles Roses Clous, String Latex VaneSsaBiTCHx

Categories: bimbo, bitch, crossdressing, french, hd, latex, leggings, sissy, slut, street

ShemaleMovie

Young femboy Mothplayboy gets a wild anal session

Categories: amateur, anal, ass, barebacking, blowjob, british, couple, creampie, crossdressing, european

aShemaleTube

Mao

Categories: crossdressing

KeekAss

Recent Live Fuck-fest Showcase, Gigi and Dave, Transgirl and Dude Duo, Web cam 24-09-25 P4

Categories: anal, ass, babe, barebacking, blonde, blowjob, casting, close up, couple, crossdressing

aShemaleTube

Action pic

Categories: amateur, big ass, big cock, crossdressing, hd, homevideo, lingerie, mature, sissy, small tits

KeekAss

JIZZING TWO TIMES! Femboy inhales and guzzles two monstrous fountains.

Categories: blowjob, crossdressing, cumshot, deep throat, facial, femboy, hd, mature, redhead, transsexual

ShemaleMovie

Natalie Napoli becomes a sissy cuck for a trio of BBCs

Categories: amateur, big black cock, crossdressing, cuckold, sissy

aShemaleTube

sweet pleasure 3

Categories: amateur, crossdressing, cum, cumshot, hd, masturbation, mature, solo

aShemaleTube

Fishnet bodystocking and heels

Categories: big cock, blonde, bodystocking, crossdressing, femboy, fetish, fishnet, hd, high heels, ladyboy

ShemaleMovie

Gorgeous femboy gets pounded hard

Categories: amateur, ass, big ass, creampie, crossdressing, femboy, gorgeous, lingerie, pantyhose

aShemaleTube

hot femboy asshole🌈laylacross compilation💋💖🌈

Categories: ass, big ass, big cock, blonde, compilation, crossdressing, cumshot, femboy, hd, lingerie

HDSex

Brain-dead femboy Sexy Luke is all about stroking and sharing himself for fans

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

aShemaleTube

TRv BitcH🌷BarBie Talons roses, BodyRose, String Perles. VaneSsaBiTCHx

Categories: big ass, big cock, bitch, crossdressing, fetish, french, hd, high heels

aShemaleTube

Latex Bitch

Categories: amateur, big cock, big tits, bitch, crossdressing, hd, latex, lingerie, mature, pornstar

Pornstars: Britney Amber

aShemaleTube

Feminized Big Ass Sissy Huge Anal Creampie Farts and Ass Stretching Training

Categories: anal, ass, big ass, big black cock, boy, creampie, crossdressing, dildo, femboy, gaping hole

VideoSection

Crossdresser explores anal play in sexy undergarments

Categories: anal, crossdressing, lingerie

aShemaleTube

Horny Shemale with small Silicone Tits showing shes panty Ass in the Hotel

Categories: ass, crossdressing, fake tits, femboy, hd, hotel, ladyboy, lingerie, outdoor, pantyhose

ShemaleMovie

Valeria gets completely dominated

Categories: amateur, asian, barebacking, bdsm, big cock, couple, creampie, crossdressing, japanese, ladyboy

HClips

Getting My Ass Ready To Handle Big Cocks

Categories: amateur, anal, ass, ass to mouth, assfucking, big ass, big cock, booty, booty shake, crossdressing

aShemaleTube

On the bed in stockings spreading wide

Categories: bed sex, big ass, big cock, crossdressing, femboy, hd, ladyboy, lingerie, masturbation, sissy

aShemaleTube

lisa rhea sissy femboy riding huge toy like a slut

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

aShemaleTube

I Want to Ejaculate.

Categories: amateur, anal, crossdressing, cum, cumshot, dildo, handjob, japanese, ladyboy, masturbation

ShemaleMovie

Trainer's command no. 29: public beach exhibitionist fun with toys

Categories: amateur, anal, anal toying, beach, crossdressing, cum, dildo, exhibitionist, funny, homevideo

aShemaleTube

Sissy Little Princess Iskra Jerk off and cum

Categories: beauty, crossdressing, cum, cumshot, english, fetish, hd, homevideo, jerking, ladyboy

aShemaleTube

Isabelledaza my pvt excerpt

Categories: crossdressing, hd, ladyboy, masturbation, small tits, solo

aShemaleTube

The more cute the hornier

Categories: amateur, asian, chinese, compilation, crossdressing, cute, hd, japanese, korean, lingerie

aShemaleTube

Velvet Abyss Doggy style black dildo fun

Categories: amateur, anal, black, crossdressing, dildo, doggystyle, femboy, funny, hd, homevideo

aShemaleTube

2025.04.07 - Cum

Categories: crossdressing, cum, hd, masturbation

KeekAss

Cute Femboy Live Amateur Cam On Homemade Video

Categories: amateur, beauty, crossdressing, cute, femboy, homevideo, ladyboy, masturbation, redhead, sissy

TrannyOne

Watch how this hot crossdresser goes wild with Trenzinho Gostoso in this hot tgirl-on-tgirl action

Categories: crossdressing, hd, tgirl, tranny, wild

aShemaleTube

мой приват с stefy19... отрывок gum

Categories: crossdressing, cumshot, femboy, hd, ladyboy, masturbation, small tits, solo

aShemaleTube

Tranny pisses over face and body

Categories: crossdressing, hd, ladyboy, piss drinking, pissing, sissy, tranny, wet

aShemaleTube

sweet pleasure 1

Categories: amateur, anal, barebacking, crossdressing, hd, mature

aShemaleTube

Drag Queen Kissing A Nurse

Categories: amateur, blonde, crossdressing, fetish, homevideo, kissing, nurse, queen, uniform

VideoSection

Crossdresser Ketty flaunts her stockings and t-girl charm

Categories: crossdressing, stockings, tgirl

KeekAss

Kick your dinky in my caboose and stick it up there

Categories: amateur, big ass, crossdressing, dildo, extreme, fisting, gay, hardcore, hd, solo

HClips

Fruit And Veg Review With Cum Shot With Sissy Crossdresser

Categories: amateur, anal, assfucking, big ass, blonde, booty, booty shake, creampie, crossdressing, cum

aShemaleTube

Webcam Broadcast Cock Flashing on Camer

Categories: amateur, anal, blonde, crossdressing, dick, english, flashing, hd, lingerie, masturbation

aShemaleTube

Ass exposure on the beach (take 4)

Categories: anal, ass, beach, crossdressing, hd, lingerie, outdoor, vintage, webcam

VideoSection

Gorgeous trans woman shows off her big mounds in a snug suit

Categories: anal, ass, big ass, big tits, crossdressing, gorgeous, high heels, huge tits, ladyboy, sissy

aShemaleTube

SANDRA BIMBO CD

Categories: anal, bimbo, blonde, crossdressing, dick, dildo, sissy

aShemaleTube

Tattoo sissy and MILF hot POV deepthroat blowjob on huge cock

Categories: 3some, amateur, big cock, blonde, blowjob, british, crossdressing, deep throat, english, hd

aShemaleTube

Amateur teen sissy CD first time riding

Categories: amateur, anal, big ass, crossdressing, femboy, first time, hd, homevideo, riding, sissy