Crossdressing Shemale Videos Added This Month » 3

aShemaleTube

Alicexiao cop cosplay sex machine

Categories: asian, boots, chinese, cop, cosplay, crossdressing, femboy, fishnet, hd, stockings

aShemaleTube

Kiimas peps

Categories: anal, crossdressing, cumshot, dildo, hd, lingerie

aShemaleTube

👑La Secrétaire en Levrette pour sa Promotion Canapé. Elle voulait la place de la Patrone Va

Categories: anal, crossdressing, hardcore, hd, office, secretary, skirt

aShemaleTube

Cumming twice while riding my BBC dildo

Categories: big black cock, crossdressing, cum, cumshot, dildo, hd, mature, riding, sissy, stockings

VideoSection

Sissy Elise Woods loves deepthroating and taking hefty BBC

Categories: amateur, anal, big black cock, black, blowjob, crossdressing, deep throat, gagging, gaping hole, masturbation

aShemaleTube

sissy in white dress shows small clitty

Categories: black, crossdressing, dress, femboy, hd, homevideo, masturbation, sissy, small cock, solo

aShemaleTube

I really wanted sex and called a neighbor to satisfy me

Categories: anal, barebacking, big ass, compilation, creampie, crossdressing, cumshot, femboy, fetish, hd

aShemaleTube

With or without panties

Categories: amateur, crossdressing, hd, homevideo, mature, panties, sissy, skirt, stockings

aShemaleTube

Lingerie show for Daddy and friends story!

Categories: amateur, anal, beauty, creampie, crossdressing, daddies, english, friend, group sex, hd

aShemaleTube

Mid S0mmer Dream

Categories: blowjob, crossdressing, fantasy, femboy, hd, lingerie, masturbation, redhead, sissy, small tits

aShemaleTube

Sexy Crossdresser kellycd2022 in dusky pink outfit and seamless pantyhose and heels

Categories: amateur, big tits, crossdressing, cumshot, english, femboy, hd, high heels, ladyboy, masturbation

aShemaleTube

B3l@ 3

Categories: amateur, anal, big cock, crossdressing, femboy, homevideo, masturbation, sissy, solo, teen (18+)

aShemaleTube

Nyxis Very First Appearance on Cam (LQ)

Categories: big cock, crossdressing, femboy, masturbation, sissy, webcam

aShemaleTube

Soirée🎶au Bal des Pompiers [14juil23] VaneSsaBiTCHx

Categories: bimbo, crossdressing, french, hd, high heels, public, sissy, slut

aShemaleTube

I walk in my silikon body suite with different outfits

Categories: amateur, cosplay, crossdressing, fetish, german, hd, high heels, outdoor, pantyhose, pissing

aShemaleTube

Tall CD Rides And Sprays

Categories: amateur, chinese, crossdressing, cumshot, femboy, homevideo, masturbation, sissy, small tits, solo

aShemaleTube

Nyk0 71

Categories: amateur, anal, asian, crossdressing, cumshot, femboy, homevideo, sissy

aShemaleTube

A quick adjustment

Categories: crossdressing, hd, mature, stockings

aShemaleTube

SdlV_103

Categories: amateur, blowjob, crossdressing, hd, lingerie, mature, redhead, toys

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

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

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

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

4K 60p🔴2MakingOFF Vue D St Val25

Categories: big cock, blowjob, crossdressing, cum in mouth, cumshot, domination, gangbang, group sex, hd, sissy

aShemaleTube

Bobbi Sux Denise

Categories: amateur, barebacking, big cock, blowjob, crossdressing, interracial, lingerie, stockings

aShemaleTube

Simultaned cumshot in missionary for perfect ts bbc couple

Categories: amateur, anal, barebacking, big black cock, big cock, couple, crossdressing, cumshot, domination, interracial

aShemaleTube

Bobbi Impregnated by BBC

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

aShemaleTube

Sashimi

Categories: crossdressing

aShemaleTube

Jeimy in Green Satin Dress

Categories: crossdressing, dress, hd, satin

aShemaleTube

Eryka rides BBC dildo 2

Categories: amateur, anal, big black cock, crossdressing, dildo, hd, sissy, solo

aShemaleTube

Crossdresser latina dianhy

Categories: amateur, anal, barebacking, big ass, crossdressing, homevideo, latina, lingerie, pantyhose, pov

aShemaleTube

Solo doing makeup in the mirror

Categories: amateur, crossdressing, dick, hd, homevideo, masturbation, mature, mirror, solo

aShemaleTube

Daddy Owns Bobbi

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

aShemaleTube

Housewife Sveta Lusin. 2026a.

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

aShemaleTube

Look at That Big Lump in Pantyhose

Categories: amateur, colombian, crossdressing, dick, latina, masturbation, pantyhose, redhead, solo, stockings

aShemaleTube

Holly takes care of daddies bwc

Categories: amateur, anal, big cock, blowjob, crossdressing, daddies, homevideo, mature, sissy, stockings

aShemaleTube

Fucking my dildo

Categories: crossdressing, dildo, hd, mature, sissy, stockings

KeekAss

Transgender housewife stuffing a carrot into her rear entrance.

Categories: anal, crossdressing, femboy, food, hd, housewife, masturbation, sissy, solo, tgirl

aShemaleTube

Bobbi Greets Daddy

Categories: amateur, crossdressing, daddies, homevideo, lingerie, mature, stockings

aShemaleTube

Mature Sissy is a Dirty CD who masturbates to her own dirty Videos

Categories: amateur, canadian, crossdressing, dirty, european, hd, high heels, homevideo, lingerie, masturbation

aShemaleTube

Jenna Bella

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

ShemaleMovie

The super sexy T-girl had a magical night with the lucky guy

Categories: amateur, anal, creampie, crossdressing, ladyboy, small cock, small tits, tgirl

aShemaleTube

Sissy maid wanking and fingering in the bathroom

Categories: bathroom, crossdressing, cumshot, fingering, hd, maid, mature, sissy, wanking

aShemaleTube

Masturbating Tranny Babe Dildo Machine Fun

Categories: amateur, babe, ballerina, crossdressing, cute, dildo, funny, homevideo, masturbation, orgy

aShemaleTube

S1UTTRANSPUP - CUTE NERDY PUPPY wants to play!

Categories: amateur, anal, anal toying, big ass, chubby, crossdressing, cute, dildo, masturbation, nerdy

aShemaleTube

Sissy maid Holly having a piss

Categories: amateur, crossdressing, hd, homevideo, maid, mature, pissing, sissy, stockings, uniform

FetishPapa

Mature CD use and fuck a slave

Categories: amateur, anal, ass, crossdressing, mature, mistress, slave, tranny

aShemaleTube

Doggie Style and More

Categories: amateur, anal, barebacking, crossdressing, doggystyle, homevideo, lingerie, stockings

aShemaleTube

Dream Dancer

Categories: amateur, crossdressing, dancing, dress, fantasy, hd, mature, sissy

aShemaleTube

Black stockings and red negligee in the shower

Categories: amateur, black, blonde, crossdressing, femboy, hd, ladyboy, lingerie, shower, sissy

KeekAss

Nahida Costume play Crossdressing Masculine Rectal Getting off Part 1

Categories: amateur, anal, asian, ass, cosplay, costume, crazy, crossdressing, dildo, hd

aShemaleTube

Goth Taking it in the Butt

Categories: anal, ass, crossdressing, cumshot, goth, hd, lingerie, small cock, small tits, stockings

aShemaleTube

Anna Rios: Gifs of 2025

Categories: anal, big ass, big cock, big tits, compilation, crossdressing, cumshot, fetish, hd, lingerie

aShemaleTube

Jackin it

Categories: amateur, crossdressing, hd, homevideo, mature

KeekAss

Crossdresser Bailey Wilde Humps TRANSSEXUAL Jessica Moon

Categories: amateur, anal, ass, big cock, crossdressing, dick, doggystyle, femboy, feminization, hardcore

Pornstars: Jessica Wilde

ShemaleZ

Zombish Whispers Glow Under The Moon

Categories: asian, big ass, booty, booty shake, compilation, cosplay, crossdressing, hd, ladyboy, oriental

aShemaleTube

About-Face (Part 2): My Naughty Side Sissy Eating Her

Categories: anal, big ass, crossdressing, cumshot, dildo, femboy, fetish, high heels, ladyboy, masturbation

aShemaleTube

Sissy Holly plugged and caged for your pleasure

Categories: amateur, anal, buttplug, cage, crossdressing, hd, homevideo, mature, sissy, solo

aShemaleTube

Driping cum in panties while riding

Categories: amateur, anal, crossdressing, cum, hd, panties, riding, sissy, solo, toys

aShemaleTube

Sissy maid Holly piss stop

Categories: buttplug, cage, crossdressing, hd, maid, mature, pissing, sissy, stockings

aShemaleTube

Holly wants to be a pink sissy

Categories: amateur, crossdressing, hd, homevideo, mature, sissy, stockings

aShemaleTube

Lady(not) in red dress smoking

Categories: amateur, crossdressing, dress, hd, homevideo, lingerie, mature, sissy, smoking, stockings

aShemaleTube

Crossdresser Kellycd2022 in the car

Categories: amateur, british, car, crossdressing, cumshot, english, hd, high heels, masturbation, mature

aShemaleTube

Fucking my ass until i cum twice

Categories: amateur, ass, crossdressing, cum, cumshot, femboy, hd, masturbation, solo

aShemaleTube

Alexandra Braces Star BBC fucked in Converse

Categories: anal, big black cock, big cock, braces, crossdressing, hd, lingerie, sissy, stockings

aShemaleTube

Crossdressers group fucking together

Categories: amateur, anal, blowjob, crossdressing, group sex, hd, homevideo, mature

aShemaleTube

👑L'Appel de la🌲Forêt pour L'Exhibition d'une Prostituée à La Faisanderie91 Rencontre C

Categories: ass, crossdressing, exhibitionist, french, hd, legs, mature, outdoor

aShemaleTube

My boypussi i ready for BBC

Categories: big black cock, crossdressing, femboy, hd, sissy, tgirl

aShemaleTube

👑La Secrétaire Se Fait Remplir La Bouche De Sperm. Grosse Pipe En Gorge Profonde Et Fist

Categories: barebacking, blowjob, crossdressing, cum in mouth, dick, hardcore, hd, secretary, slut

aShemaleTube

posing in panties

Categories: crossdressing, fetish, hd, homevideo, lingerie, panties, posing

aShemaleTube

Sporty Streaming Girl Teases

Categories: amateur, asian, chinese, crossdressing, femboy, masturbation, pantyhose, sissy, solo, stockings

aShemaleTube

Cute Asian Amateur Shemale Masturbate

Categories: amateur, asian, crossdressing, cumshot, cute, hd, high heels, indonesian, ladyboy, masturbation

aShemaleTube

Anaka ejaculates.

Categories: anal, asian, crossdressing, cum, japanese, ladyboy, masturbation, mature, milf, stockings

aShemaleTube

Crossdresser and Trans Woman Using Fucking Machine - Compilation 2

Categories: amateur, american, beauty, big ass, blowjob, compilation, crossdressing, domination, english, femboy

aShemaleTube

Chubby Sissy Lactating her Big Tits and Jerking Off his Dick

Categories: bbw, big tits, chubby, crossdressing, dick, handjob, jerking, korean, lactating, latina

KeekAss

Webcam Deepthroats Delicious Sindy Memo Trouser snake

Categories: anal, asian, big ass, big cock, big tits, blowjob, brunette, crossdressing, cum, daddies

aShemaleTube

SGT ZNAKE Smashes Faggyboi After a Decade

Categories: barebacking, blowjob, crossdressing, femboy, gay, hd, lingerie, pov

aShemaleTube

Jenna Bella

Categories: big ass, big cock, crossdressing, cumshot, domination, femboy, fetish, hd, latex, masturbation

aShemaleTube

horny skinny milf shemale with big cock huge cumshot

Categories: amateur, big cock, crossdressing, cumshot, domination, hd, homevideo, lingerie, milf, mistress

aShemaleTube

A special video for my friend Trish

Categories: amateur, crossdressing, friend, hd, sissy, stockings, toys

aShemaleTube

Dazzling TGirl in Sexy Lingerie Fucks her Crossdressing BF

Categories: amateur, anal, babe, barebacking, beauty, boyfriend, crossdressing, hd, high heels, homevideo

aShemaleTube

Smoking and showing the wet spot on my panties

Categories: crossdressing, cum, hd, mature, panties, sissy, smoking, stockings, wet

aShemaleTube

cd anal doggy dildo

Categories: amateur, anal, anal toying, crossdressing, dildo, doggystyle, hd, solo

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

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

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

HClips

The Tiniest Dick Sissy Milf Destroying Her Ass With A Black Massive Dildo

Categories: amateur, anal, ass, assfucking, bdsm, big ass, black, booty, booty shake, crossdressing

aShemaleTube

Denise Fux Bobbi

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