Crossdressing Shemale Videos Added This Month » 4

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

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Bobbiz First and Favorite BBC

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

aShemaleTube

Miniskirt and nude pantyhose

Categories: big cock, blonde, crossdressing, femboy, hd, high heels, ladyboy, lingerie, miniskirt, nude

VideoSection

Inexperienced, sperm

Categories: amateur, crossdressing, cum, cum in mouth, cumshot, jizz, sperm

aShemaleTube

Huge cock sexy fluo

Categories: big cock, crossdressing, hd, homevideo, huge cock, lingerie, masturbation, pov, sissy, solo

VideoSection

Wife material, high heels

Categories: big tits, blowjob, crossdressing, high heels, pantyhose, sucking, wife

aShemaleTube

leopard dress

Categories: anal, blonde, crossdressing, dress, hd, latex, mature, sissy, small cock, small tits

aShemaleTube

A Proper Start

Categories: amateur, big cock, blowjob, crossdressing, homevideo, mature, pov, stockings

TrannyOne

Sissy cd tart Luce early morning dt, plow and facial cumshot

Categories: anal, assfucking, blowjob, crossdressing, cumshot, facial, hd, sissy

KeekAss

Feeling sexySS

Categories: crossdressing, cum, hd, ladyboy, slut, small cock

aShemaleTube

hot tgirl💋💖come to my shemale6🌈

Categories: crossdressing, cumshot, domination, femboy, hd, lingerie, sissy, tgirl

aShemaleTube

Bobbi Loves Black Men

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

aShemaleTube

Pretty White Femboy Soft Booty Cute Ass Smooth Body Big Thighs Seductive Beauty

Categories: ass, beauty, big ass, booty, college, cosplay, crossdressing, cute, femboy, hd

HDSex

Lynn enjoys a mouthful of futanari spunk

Categories: amateur, asian, babe, beauty, big cock, big tits, blowjob, british, compilation, couple

KeekAss

Crossdresser makes this man fall in love with a good head rubdown.

Categories: blowjob, brunette, crossdressing, hd, sissy

aShemaleTube

Daddy Cums Hard!

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

aShemaleTube

All You Need Is Here

Categories: anal, crossdressing, dildo, european, greek, hd, high heels, masturbation, pantyhose, sissy

aShemaleTube

white skinny mistress fucks you hard in both holes and big cumshot

Categories: amateur, big cock, crossdressing, cumshot, domination, femboy, hd, homevideo, mistress, pov

aShemaleTube

Jenna Bella

Categories: big ass, blonde, crossdressing, femboy, hd, high heels, homevideo, lingerie, sissy, small cock

aShemaleTube

Mistress fingering and giving prostate massage to her Sissy

Categories: amateur, anal, bbw, big ass, couple, crossdressing, fingering, german, homevideo, lingerie

aShemaleTube

Playing with it

Categories: amateur, crossdressing, hd, homevideo, mature

aShemaleTube

Sissy maid Holly smoking

Categories: amateur, crossdressing, hd, maid, mature, panties, sissy, smoking, stockings, uniform

aShemaleTube

Sissy Gives 65 year old fan a blowjob in public

Categories: amateur, blowjob, crossdressing, cumshot, femboy, fetish, homevideo, mature, old, outdoor

aShemaleTube

Likt n Fuky

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

aShemaleTube

Want to play?

Categories: amateur, compilation, crossdressing, cumshot, hd, lingerie, masturbation, mature

aShemaleTube

CD Cums

Categories: crossdressing, cum, cumshot, hd, lingerie, masturbation, mature, own cum, panties, sissy

FetishPapa

Mature tranny use and fuck a slave

Categories: amateur, anal, crossdressing, cumshot, domination, humiliation, mature, mistress, shaved, slave

aShemaleTube

Crossdressed exotic shemale

Categories: amateur, anal, big cock, crossdressing, exotic, homevideo, interracial, ladyboy

aShemaleTube

Tranny Working Her Sexy Dick In Xmas Costume

Categories: amateur, blowjob, costume, crossdressing, cute, dick, homevideo, masturbation, perky, solo

ShemaleMovie

Solo male, trap

Categories: crossdressing, cumshot, masturbation, pov, solo, stockings

aShemaleTube

Housewife Sveta Lusin. 2025kc

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

aShemaleTube

Sexy Crossdresser kellycd2022 in various sexy lingerie stockings and heels

Categories: amateur, big tits, blonde, crossdressing, femboy, hd, high heels, lingerie, masturbation, mature

aShemaleTube

HA96Human furniture masturbating secretly while the master is away!

Categories: anal, asian, bdsm, crossdressing, dildo, fetish, hd, high heels, master, masturbation

aShemaleTube

Wanking my cock and cumming

Categories: crossdressing, cum, cumshot, dick, hd, mature, stockings, wanking

aShemaleTube

JoYeuX✨️NoëL2025 VaneSsaBiTCHx

Categories: amateur, big ass, big cock, crossdressing, escort, french, hd

aShemaleTube

Vicious CD nipples play

Categories: amateur, clamp, crossdressing, hd, homevideo, latex, mature, nipples

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CD Richa sucking cock in yellow kurta

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

aShemaleTube

On my knees again and edging

Categories: crossdressing, edging, hd, knees, sissy

aShemaleTube

CD Richa getting fucked

Categories: anal, big cock, crossdressing, hd, sissy

KeekAss

Transgender housewife catapulting a faux-cock into her backdoor.

Categories: anal, crossdressing, dick, housewife, maid, masturbation, sissy, solo, toys

aShemaleTube

Sissy bitch Gloryhole slut

Categories: bitch, blowjob, crossdressing, cum, cum swallowing, facial, gloryhole, hd, sissy, slut

aShemaleTube

With me you'll finish in less than a minute)

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

aShemaleTube

Temptation of Tgurl's bussy Part 3

Categories: amateur, anal, big cock, compilation, crossdressing, cumshot, femboy, hd, sissy

ShemaleMovie

Amateur mature gets an unexpected ATM service

Categories: amateur, ass, ass to mouth, crossdressing, mature

aShemaleTube

👑En Attente De Belles Bites, Le Cul À L'air Sur Un Parking La Nuit. La Faisanderie91 Vanessab

Categories: bimbo, crossdressing, exhibitionist, french, hd, sissy, skirt, slut, street

aShemaleTube

Webcam Butt Plug Insertion

Categories: amateur, big cock, buttplug, crossdressing, hd, insertion, lingerie, pantyhose, toys, webcam

aShemaleTube

Best Lover EVER

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

aShemaleTube

hot sissy🌈💋

Categories: crossdressing, cumshot, hd, lingerie, sissy, slut

aShemaleTube

VaneSsaBiTCHx standing with her 🗼Eiffel Tower Dildo Rose. Pretty French transvestite. PariSChienneTr

Categories: amateur, anal toying, beauty, big ass, big cock, crossdressing, dildo, european, fishnet, french

aShemaleTube

Fucking Goth Sissy Jade Madison - Compilation 1

Categories: amateur, american, anal, beauty, compilation, crossdressing, femboy, goth, hd, high heels

aShemaleTube

HOTTEST Crossdresser Bailey Wilde Fucked Doggystyle

Categories: amateur, crossdressing, doggystyle, femboy, hd, sissy, transvestite

aShemaleTube

This Femboy is Cute a Fuck

Categories: amateur, blonde, crossdressing, cute, femboy, hd, homevideo, sissy, small tits, solo

HClips

Big Blonde Sissy Loves Her Secret Life

Categories: amateur, anal, assfucking, barebacking, big ass, blonde, booty, booty shake, cosplay, crossdressing

aShemaleTube

B3l@

Categories: amateur, crossdressing, femboy, homevideo, masturbation, sissy, teen (18+), webcam

aShemaleTube

Tina Posing in Pink One-piece Swimsuit

Categories: amateur, big ass, crossdressing, mature, posing, sissy, small cock, small tits, swimsuit

aShemaleTube

dildoing my ass on the bed

Categories: anal, ass, bed sex, crossdressing, dildo, hd, high heels, lingerie, sissy, stockings

aShemaleTube

✨ MeliStrongCock (19yo)

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

aShemaleTube

Nyk0 70

Categories: amateur, asian, crossdressing, cumshot, femboy, masturbation, outdoor, sissy

aShemaleTube

One of the most beautiful t-girls in the world. Anna Rose

Categories: anal, barebacking, beauty, creampie, crossdressing, cumshot, femboy, fetish, hd, homevideo

Pornstars: Anna Rose

aShemaleTube

Crossdresser Getting Ready

Categories: ass, crossdressing, femboy, sissy

aShemaleTube

Sissy Faye in latex and heels, Buttfucked whilst blowing BBC then swallowing cum

Categories: anal, assfucking, big ass, big black cock, big tits, blowjob, crossdressing, cum, cum swallowing, fetish

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

aShemaleTube

Mature crossdresser saliva and cum

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

aShemaleTube

👑Leggings Bodyrose Talons Aiguilles Roses Clou. Vanessabitchx Barbie Parischiennetrvprod91

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

aShemaleTube

New years Anal in Satin Blouse

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

aShemaleTube

2025.03.29 - Cum

Categories: crossdressing, cum, hd, masturbation

aShemaleTube

Corset Cumming

Categories: corset, crossdressing, cum

IcePorn

Stunning Tgirl Wanking Her Cock

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

aShemaleTube

L1l@ 44

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

aShemaleTube

Old ladyboy Serge Lusin. 2026

Categories: chubby, crossdressing, hd, ladyboy, old

aShemaleTube

L1l@ 3

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

aShemaleTube

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

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

aShemaleTube

✨ 4 Girls...

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

aShemaleTube

Sissy maid takes big dildo during camshow

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

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

VideoSection

Outdoor role play fun with sex toys and wild antics

Categories: anal, anal toying, bdsm, crossdressing, cum, dildo, domination, funny, jizz, masturbation

aShemaleTube

Holly cums in her panties

Categories: amateur, crossdressing, cum, cumshot, homevideo, masturbation, mature, panties, sissy, stockings

aShemaleTube

Pleasing Daddy

Categories: 3some, amateur, anal, barebacking, big cock, blowjob, crossdressing, daddies, homevideo, interracial

aShemaleTube

Big Dick CD Rides Toy

Categories: amateur, big cock, chinese, crossdressing, femboy, homevideo, masturbation, sissy, small tits, stockings

aShemaleTube

Mature crossdresser teasing showing her cock

Categories: amateur, crossdressing, dick, fetish, hd, masturbation, mature, pov, stockings, tease

aShemaleTube

Taking off my pink bra on the bed

Categories: bed sex, big tits, blonde, bra, crossdressing, femboy, fetish, hd, ladyboy, lingerie

ShemaleMovie

Fledgling, big ass

Categories: amateur, ass, big ass, blowjob, crossdressing, cumshot, lingerie, small cock, stockings

aShemaleTube

Cute Sissy worshipping Big Black Cock

Categories: big black cock, black, crossdressing, cute, dick, ebony, hd, sissy, slut, sucking

aShemaleTube

ts shemale in high heels very sexy purple stocking lingerie showing his panties outside

Categories: anal, crossdressing, femboy, hd, high heels, ladyboy, lingerie, outdoor, panties, sissy

aShemaleTube

Daddy Pleasures Bobbi, again

Categories: amateur, anal, ass to mouth, barebacking, big cock, blowjob, crossdressing, daddies, homevideo, lingerie

KeekAss

Female Sucks Shemale On Webcam

Categories: amateur, blowjob, crossdressing, erotic, homevideo, interracial, masturbation, sucking, teen (18+), tranny

aShemaleTube

beautiful femboy🌈laylacross cumpilation💋💖🌈

Categories: beauty, big ass, compilation, crossdressing, cumshot, femboy, hd, lingerie, masturbation, sissy

ShemaleMovie

Amateur in a skirt with or without panties

Categories: amateur, crossdressing, panties, skirt, stockings

aShemaleTube

Hard Anal with a Big Dildo

Categories: anal, crossdressing, dildo, european, femboy, hd, masturbation, russian, skinny, solo

HDSex

Ladyboy Rozebella takes a huge cock for an internal cumshot

Categories: amateur, anal, barebacking, big black cock, big cock, black, creampie, crossdressing, cumshot, european

ShemaleMovie

Crossdresser Kellycd2022 takes a drive in high heels and enjoys some solo fun

Categories: amateur, british, crossdressing, funny, high heels, masturbation, outdoor, pantyhose, solo

aShemaleTube

Holly's got a hard-on in her pink dress

Categories: amateur, crossdressing, dress, hd, homevideo, mature, sissy, skirt, solo, stockings

aShemaleTube

Amateur crossdresser Kellycd2022 in black dress and pantyhose outdoors

Categories: amateur, black, crossdressing, dress, english, hd, high heels, homevideo, lingerie, masturbation

HClips

Sissified Kenzie Star Loves Dildo Riding

Categories: big ass, crossdressing, dildo, riding, solo, toys

aShemaleTube

ErotiKalizyx... Oh!

Categories: crossdressing, hd, masturbation, solo, webcam

aShemaleTube

This Girl Does Room Service

Categories: anal, blowjob, crossdressing, femboy, hd, sissy, small tits

aShemaleTube

Princess Bunnie: Trans MILF in Blue Lingerie

Categories: american, beauty, crossdressing, cum, hd, lingerie, masturbation, mature, milf, pretty

aShemaleTube

Lesbians matures crossdressers fuck together

Categories: amateur, anal, crossdressing, hd, homevideo, lesbian, mature

aShemaleTube

Sissy gets hard ass fucking from her machine

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

aShemaleTube

Stunning Shemale From Bangkok In Her First Porn Movie

Categories: beauty, big cock, crossdressing, hd, hunk, pretty, tattoo, thai, transsexual

aShemaleTube

Pink Hair and White Lace

Categories: big tits, blowjob, cleavage, crossdressing, hd, high heels, lace, mature, pantyhose, sucking

aShemaleTube

Crossdresser33

Categories: amateur, crossdressing, hd

aShemaleTube

moments when I dream

Categories: crossdressing, fantasy, mature

ShemaleMovie

Undergarments, high heels

Categories: amateur, anal, babe, beauty, crossdressing, high heels, lingerie, stockings

ShemaleMovie

Creampie, stockings

Categories: anal, creampie, crossdressing, cumshot, ladyboy, lingerie, stockings

aShemaleTube

Gloryhole cum dump

Categories: blowjob, crossdressing, cum, cum swallowing, gloryhole, hd, sissy, slut

ShemaleMovie

Crossdresser fuck, sissy bbc

Categories: amateur, beauty, big black cock, crossdressing, femboy, sissy

aShemaleTube

Witch hides a wand in her skirt

Categories: cosplay, crossdressing, cumshot, hd, japanese, skirt

aShemaleTube

Amateur crossdresser Kellycd2022 masturbating in the back of the car

Categories: amateur, british, car, crossdressing, cumshot, high heels, homevideo, masturbation, mature, outdoor

HClips

Assfucked By A Sissy

Categories: amateur, american, assfucking, crossdressing, fetish, hd, sissy, small cock, solo, tiny dick

aShemaleTube

sissy krissy

Categories: amateur, barebacking, crossdressing, femboy, fetish, hd, maid, sissy, small cock, toys

aShemaleTube

T&A and a hard cock

Categories: amateur, compilation, crossdressing, cumshot, dick, hd, lingerie, masturbation, mature

aShemaleTube

My fave dildo 2-Hotel slut

Categories: amateur, anal, crossdressing, dildo, hotel, lingerie, sissy, slut, solo, toys

aShemaleTube

Blonde in fishnets, negligee and no panties

Categories: big cock, blonde, crossdressing, femboy, fishnet, hd, homevideo, ladyboy, lingerie, panties

aShemaleTube

Not a lady but I'm on red and showing my panties

Categories: crossdressing, hd, mature, panties, smoking, stockings

KeekAss

FloozyJezebelle dirty whore slut *** i love big toys

Categories: amateur, anal, anal toying, ass, assfucking, big ass, bisexual, compilation, crossdressing, dildo

HDSex

Ash-blonde first-timer enjoying herself with a well-hung guy

Categories: amateur, big cock, blonde, crossdressing, first time, masturbation, webcam