Crossdressing Shemale Videos Added This Month » 2

KeekAss

Stylish Boots: Stepping Up Your Boot Game

Categories: amateur, ass, bbw, big ass, blonde, boots, cowgirl, crossdressing, game, hd

aShemaleTube

sexy femboy teasing

Categories: amateur, blonde, crossdressing, cumshot, femboy, hd, sissy, solo, tease

ShemaleMovie

Amateur babe in stockings plays solo with her small tits and toys

Categories: amateur, anal, babe, crossdressing, lingerie, small tits, solo, stockings, toys, webcam

aShemaleTube

Crossdresser Kellycd2022 masturbating in pink in the woods

Categories: blonde, british, crossdressing, english, hd, masturbation, mature, sissy, solo, stockings

VideoSection

Hot milf maid Angelmature gets naughty in this steamy series

Categories: crossdressing, ladyboy, lingerie, maid, milf, naughty

aShemaleTube

sissy garden anal outdoor

Categories: amateur, anal, crossdressing, garden, hd, outdoor, sissy, stockings, toys

VipTube

Amateur Asian Crossdresser and His Boyfriend

Categories: amateur, asian, barebacking, boyfriend, crossdressing, ladyboy, masturbation, stockings

aShemaleTube

transvestite

Categories: amateur, big cock, crossdressing, fetish, hd, mature, pantyhose, sissy, solo, stockings

ShemaleMovie

Hot crossdresser enjoys some BDSM fun in the playroom

Categories: babe, bdsm, crossdressing, domination, french, funny, sissy

aShemaleTube

Pretty dress with pink panties and stockings

Categories: big cock, crossdressing, dress, femboy, fetish, hd, ladyboy, lingerie, panties, pantyhose

aShemaleTube

Cute Ginger Shoots Her Load

Categories: crossdressing, cumshot, cute, femboy, hd, lingerie, masturbation, redhead, sissy, small tits

aShemaleTube

Santa bunny Girl finally lets out a monstrous, uncontrollable scream of pleasure, with constant

Categories: anal, anal toying, bunny, college, cosplay, crossdressing, cum, cumshot, dildo, femboy

aShemaleTube

Eryka pump dildo fun

Categories: amateur, anal, crossdressing, dildo, funny, solo

aShemaleTube

sexy CD Richa playing with and sucking big fat desi cock in black dress looking like a whore

Categories: amateur, black, blowjob, crossdressing, desi, dick, dress, fat, hd, homevideo

ShemaleMovie

Amateur gives a wild blowjob on webcam

Categories: amateur, blowjob, crossdressing, masturbation, teen (18+), webcam, wild

aShemaleTube

Daddy's Gurl

Categories: amateur, anal, barebacking, crossdressing, daddies, homevideo, stockings

aShemaleTube

Mature CD use sub guy

Categories: amateur, crossdressing, domination, hd, homevideo, latex, mature

aShemaleTube

Uu2002

Categories: anal, asian, big ass, crossdressing, femboy, fetish, hd, ladyboy, masturbation, sissy

KeekAss

Memory of Summer three/six

Categories: amateur, blowjob, brunette, crossdressing, hd, nipples, sissy, solo, sucking, tranny

aShemaleTube

Pee in my PVC panty with tights

Categories: big cock, crossdressing, fetish, hd, outdoor, pantyhose, pissing, sissy, stockings

aShemaleTube

crossdress VID_20240308_224047

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

aShemaleTube

My Sub Fucktoy riding her big dildo for me

Categories: amateur, anal, crossdressing, dildo, femboy, ladyboy, riding, sissy, small cock, toys

aShemaleTube

sxy CD Richa fucked in cocktail dress

Categories: amateur, anal, barebacking, crossdressing, dick, dress, homevideo, mature, sissy

aShemaleTube

Brand New Asian Femboy Lauren Carter Gets Feminized for Losing Bet

Categories: anal, asian, barebacking, big cock, blowjob, crossdressing, femboy, hd, interracial, pov

aShemaleTube

Waiting for you on the bed in black lace lingerie and fishnet

Categories: bed sex, black, blonde, crossdressing, femboy, fishnet, hd, homevideo, lace, lingerie

ShemaleMovie

Crossdressing, trap

Categories: asian, crossdressing, ladyboy

aShemaleTube

Jenna Bella

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

aShemaleTube

Fucking Magdalene's Ass

Categories: anal, ass, crossdressing, hd, stockings, toys

aShemaleTube

Sissy maid cums in her cage riding a big dildo

Categories: anal, cage, crossdressing, cum, cumshot, dildo, hd, homevideo, maid, masturbation

aShemaleTube

Russian Sissy Dolls

Categories: anal, blonde, compilation, crossdressing, doll, femboy, hd, lingerie, russian, sissy

aShemaleTube

Mature Asian Crossdresser Anal Dildo Destruction

Categories: anal toying, asian, crossdressing, mature, sissy, solo

HDSex

Role play, amateur outdoors, outdoor

Categories: amateur, cosplay, crossdressing, german, high heels, outdoor, pantyhose, pissing, public, sissy

aShemaleTube

Sissy Toni

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

HClips

Stepmother Records When Her Stepson Has Sex With A Redheaded Trans Woman

Categories: 3some, amateur, anal, asian, assfucking, blonde, crossdressing, hd, ladyboy, oriental

aShemaleTube

👑Toute Excitée Après Une Exhib En Foret De Nuit. Vanessabitchx Parischiennetrvprod91

Categories: big ass, big cock, crossdressing, fetish, french, hd, high heels, masturbation, sissy, stockings

aShemaleTube

Sexy costume CD show with a dildo

Categories: anal, cosplay, costume, crossdressing, dildo, hd, japanese

aShemaleTube

Magister Mature Crossdresser Fit Hottie Loves Dick

Categories: amateur, barebacking, big ass, blowjob, crossdressing, dick, mature

aShemaleTube

Crossdresser in Lingerie

Categories: crossdressing, hd, lingerie

aShemaleTube

The Condom Looks so Tight on That Big Trans Cock

Categories: big black cock, big cock, colombian, condom, crossdressing, dick, handjob, latina, lingerie, sissy

aShemaleTube

Making U Suck My Cock (dirty Talk)

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

aShemaleTube

Femboy in Yoga Pants Fucking her Fat Ass with Bbc Dildo and gets an Anal Creampie

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

aShemaleTube

Secret santa Harin experienced a hard orgasm when she got an anal fisting for the first time and

Categories: amateur, anal, anal fisting, anal toying, asian, big tits, cosplay, crossdressing, dildo, experienced

aShemaleTube

Stripping off crossdresser femboy

Categories: crossdressing, femboy, hd, mature, stockings, striptease

aShemaleTube

Crystal Pt 2

Categories: anal, blonde, blowjob, crossdressing, cumshot, femboy, hd, lingerie, masturbation, sissy

aShemaleTube

Big Cock TGirl Lucy gets caught wanking by MILF Lisa

Categories: amateur, anal, barebacking, big cock, big tits, caught, crossdressing, cumshot, fake tits, hd

aShemaleTube

cintia414

Categories: crossdressing, femboy, hd, ladyboy, lingerie, masturbation, outdoor, pantyhose, sissy, small tits

aShemaleTube

Lingerie Sissy Candy Is Locked on Her Dildo Stand in Bondage and Cums with Vibrator

Categories: amateur, anal, asian, bondage, crossdressing, cum, cumshot, dildo, hd, lingerie

aShemaleTube

in white outfit playing with my dildo

Categories: anal, big ass, crossdressing, dildo, hd, high heels, sissy, solo, stockings, webcam

aShemaleTube

Cosplay CD Cums

Categories: amateur, chinese, cosplay, crossdressing, cum, cumshot, femboy, homevideo, masturbation, pantyhose

aShemaleTube

Full BJ video

Categories: amateur, blonde, blowjob, crossdressing, cum in mouth, femboy, hd, homevideo, ladyboy, latina

aShemaleTube

sexcretary

Categories: amateur, asian, crossdressing, femboy, fetish, lingerie, pantyhose, solo, stockings, uniform

aShemaleTube

Lana Sissy Solo

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

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

KeekAss

Lars Damberger cum in Bra and panty

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

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

VideoSection

Sissy Kiraszasissy teaches the art of using a big vibrating plug

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

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

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

Black Cock in my Ass

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

aShemaleTube

Bobbi n Daddy Fuk Denise

Categories: 3some, amateur, anal, barebacking, crossdressing, daddies, interracial, lingerie, stockings

aShemaleTube

Bobbi and Denise

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

aShemaleTube

Bobbi and BBCs

Categories: 3some, amateur, anal, barebacking, big cock, crossdressing, homevideo, interracial, lingerie, stockings

aShemaleTube

Vintage ebony awesome mouth facial

Categories: amateur, blowjob, crossdressing, cum in mouth, cumshot, ebony, facial, femboy, homevideo, interracial

HClips

Training My Ass With A Black Huge Dildo

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

aShemaleTube

CockTail Tina

Categories: amateur, crossdressing, dick, hd, mature, small tits

aShemaleTube

Crossdresser In Red Dress

Categories: amateur, crossdressing, dress, hd, homevideo, latex, pantyhose, sissy, small cock, solo

aShemaleTube

Dream LatinTranny serving her boss like perfect subwhore

Categories: amateur, anal, beauty, big black cock, big cock, big tits, boss, crossdressing, fantasy, hd

aShemaleTube

Bobbi Serves Daddy's Needs

Categories: amateur, ass to mouth, big cock, blowjob, crossdressing, daddies, fetish, homevideo, lingerie, pov

aShemaleTube

Housewife Magda Lusin. 2026a

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

aShemaleTube

ZXuky Trans 3

Categories: amateur, asian, compilation, crossdressing, cumshot, femboy, hd, masturbation, outdoor, transsexual

aShemaleTube

Sissy in pink lingerie plays with her machine

Categories: amateur, anal, boy, crossdressing, dildo, femboy, feminization, fucking machine, hd, lingerie

aShemaleTube

Hands free orgasm

Categories: amateur, crossdressing, cumshot, hd, lingerie, masturbation, orgasm, sissy, small cock, small tits

aShemaleTube

AB2512 Sexy Christmas Bunny Girl in stockings and high heels - 性感絲襪高跟聖誕兔女郎

Categories: anal, asian, big ass, big cock, bunny, crossdressing, cumshot, futanari, hd, high heels

HDSex

Crossdressing star visits the site for some steamy action

Categories: amateur, ass, barebacking, big ass, big cock, blonde, blowjob, booty, british, crossdressing

KeekAss

Memory of Summer four/six

Categories: amateur, anal, crossdressing, doggystyle, sissy, solo, tranny, transvestite

aShemaleTube

crossdresser anal sex machine toy dildo whore

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

aShemaleTube

First video with cum of Guapita

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

aShemaleTube

CD fucked compilations pmv

Categories: compilation, crossdressing

aShemaleTube

me in my lovely lingerie

Categories: amateur, crossdressing, cumshot, hd, lingerie

aShemaleTube

Rimming and sucking dirty crossdresser

Categories: amateur, anal, blowjob, crossdressing, dirty, domination, hd, latex, mature, rimjob

aShemaleTube

Cute CD In Fishnet Cums Hard

Categories: amateur, crossdressing, cum, cumshot, cute, femboy, fishnet, hd, lingerie, masturbation

aShemaleTube

Crossdresser Kellycd2022 in pvc hot pants and pantyhose

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

aShemaleTube

Eryka rides BBC dildo

Categories: anal, big black cock, crossdressing, dildo, lingerie, solo

aShemaleTube

Melhores momentos

Categories: crossdressing, hd

aShemaleTube

Self-Training No74 Machine On Public Beach

Categories: anal, anal toying, bdsm, beach, crossdressing, cum, homevideo, masturbation, outdoor, pissing

aShemaleTube

Cum Compilation

Categories: amateur, big tits, compilation, crossdressing, cum, cumshot, fetish, hd, masturbation, pornstar

Pornstars: Rubberdoll

aShemaleTube

Holly wants to be your sissy maid

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

aShemaleTube

Walking in highheels

Categories: amateur, crossdressing, hd, high heels, outdoor

aShemaleTube

Superb Well Hung SheBoy Part 7

Categories: amateur, big cock, blonde, crossdressing, hd, masturbation, webcam

aShemaleTube

Mature Celine destroys Edible emilys fuck holes

Categories: anal, ass to mouth, barebacking, big cock, creampie, crossdressing, cumshot, femboy, hd, lingerie

aShemaleTube

Pee in my casity cage

Categories: cage, creampie, crossdressing, femboy, hd, outdoor, pissing, public, sissy, solo

aShemaleTube

crossdress VID_20240308_224047

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

KeekAss

Kellystar518 in CASINO GOLD

Categories: beauty, blonde, crossdressing, latex, lingerie, milf, pornstar, sissy, small cock, striptease

aShemaleTube

sexy CD Richa sucking two cocks

Categories: amateur, blowjob, crossdressing, dick, hd, homevideo, mature, sissy, sucking

HClips

Monster Dick In My Ass!!

Categories: amateur, anal, ass, assfucking, crossdressing, hd, milf, mom, monster cock, nylon

aShemaleTube

Taking off my dress in black hold up stockings

Categories: black, blonde, crossdressing, dress, femboy, hd, ladyboy, lingerie, nude, pantyhose

aShemaleTube

Am I More Than You Bargained for? Yeah

Categories: amateur, big ass, big tits, blonde, blowjob, crossdressing, hd, interracial

aShemaleTube

Sissy Jasmine

Categories: amateur, anal, big ass, compilation, crossdressing, femboy, hd, homevideo, lingerie, sissy

ShemaleMovie

Guy fucks shemale, underwear

Categories: amateur, blonde, blowjob, crossdressing, cumshot, lingerie, stockings, striptease, underwear

aShemaleTube

Topless bodystocking on the bed

Categories: bed sex, big cock, blonde, bodystocking, crossdressing, femboy, hd, ladyboy, lingerie, pov

HClips

November Housewife Serge Lusin.2025a

Categories: amateur, american, anal, assfucking, crossdressing, european, granny, hd, housewife, ladyboy

aShemaleTube

Tranny granny in red dress and heels

Categories: amateur, crossdressing, dress, granny, hd, high heels, homevideo, mature, panties, sissy

aShemaleTube

Pink Satin Sissy Maid Rides Her Sex Doll Toy While Locked

Categories: amateur, anal, bondage, crossdressing, dildo, doll, hd, maid, masturbation, satin

aShemaleTube

Sissy Toni

Categories: amateur, crossdressing, cumshot, masturbation, mature, sissy

aShemaleTube

Mature crossdresser smoking in latex outfits

Categories: amateur, crossdressing, fetish, hd, homevideo, latex, mature, smoking

VideoSection

Trans beauty enjoying her body and her toys

Categories: anal, beauty, crossdressing, cum, dancing, jizz, sissy, solo, toys, transsexual