Crossdressing Shemale Videos Added This Week

aShemaleTube

Alix's arse is gettin fucked he says

Categories: anal, ass, crossdressing, cumshot, hd, lingerie, stockings

aShemaleTube

Hardcore gaping and assfucking video that unfortunately had no sound captured

Categories: amateur, anal, assfucking, big ass, crossdressing, femboy, gaping hole, hardcore, hd, prolapse

xHamster

I Sandwiches Between Two Machines,they Made Me Creampie so Quickly

Categories: anal, big clit, big cock, creampie, crossdressing, cum, dildo, facial, fucking machine, hairy

xHamster

Asshole. Ladyboy Serge Lusin. 2025f

Categories: amateur, american, ass, big ass, chubby, crossdressing, european, gay, hd, ladyboy

aShemaleTube

Panty tease

Categories: amateur, crossdressing, hd, lingerie, masturbation, mature, panties, solo, stockings, tease

xHamster

Amazonium Intense Public Parking Lot Sex White MILF Investigators Getting Hardcore Fucked in Vehicle, Horny Sluts with Gap

Categories: amateur, asian, barebacking, bbw, big ass, big cock, black, creampie, crossdressing, cute

aShemaleTube

Mature CD Janis Wylde Tight jeans hard cock

Categories: amateur, big cock, blonde, crossdressing, cumshot, dick, femboy, hd, homevideo, jeans

aShemaleTube

in cute outfit

Categories: anal, blonde, crossdressing, cum in mouth, cute, femboy, gangbang, hd, webcam

xHamster

My Entire Intestine Is Open

Categories: amateur, anal, anal toying, crossdressing, cum, cute, dildo, femboy, german, hd

aShemaleTube

Anal dildo fucking with British Crossdresser Lucy Essex CD

Categories: amateur, anal toying, big cock, big tits, british, crossdressing, fake tits, hd, high heels, homevideo

aShemaleTube

CD Melisa Doll fucked in chair

Categories: amateur, anal, big ass, big cock, crossdressing, doll, femboy, hd, homevideo, interracial

aShemaleTube

Date Night

Categories: crossdressing, femboy, hd, lingerie

aShemaleTube

Anal Orgasm with Double Dildo

Categories: amateur, anal, crossdressing, dildo, double penetration, fishnet, ladyboy, mature, orgasm, toys

xHamster

Vintage Cross Straps Nylon Bra

Categories: amateur, bra, crossdressing, hd, lingerie, mature, nylon, sissy, solo, vintage

xHamster

The Boss Gives Blowjobs for Christmas Bonus

Categories: amateur, big cock, bitch, blowjob, boss, compilation, crossdressing, cum, cum in mouth, dick

xHamster

Fisting my Ass and Fucking a MASSIVE Bottle! 🍾

Categories: amateur, anal, ass, austrian, big ass, big cock, bottle, crossdressing, cute, femboy

xHamster

Sissy slutfucked hard anal by Big cock

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

aShemaleTube

Thats me No 1

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

xHamster

Hot Blonde Trans Woman Strokes Big Cock While Being Fucked

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

ShemaleMovie

She-male, three way

Categories: 3some, big cock, blowjob, crossdressing, gangbang, ladyboy

aShemaleTube

Sissy Charlotte sucking huge cock while getting zapped and buzzed

Categories: amateur, big cock, blonde, blowjob, british, crossdressing, domination, huge cock, mature, milf

aShemaleTube

Ladyboy Serge Lusin. 2025fb

Categories: crossdressing, hd, ladyboy, old

aShemaleTube

Old&Chubby. Ladyboy Serge Lusin. 2025ea

Categories: crossdressing, hd, ladyboy, old

aShemaleTube

TV Fucked and Wanked by GF

Categories: amateur, crossdressing, girlfriend, masturbation, toys

TrannyOne

Chinese Mistress Gets Fucked by her Crossdresser CD Sla

Categories: chinese, crossdressing, mistress

aShemaleTube

Sissy coming home from work

Categories: amateur, anal, anal toying, bdsm, crossdressing, cuckold, feminization, fetish, high heels, homevideo

aShemaleTube

T-Girl humid with delectation and jizzing - myLanaSky

Categories: amateur, anal, crossdressing, cumshot, femboy, hd, homevideo, ladyboy, masturbation, sissy

xHamster

Nyl Saeko Vs. Seong: Intense, Passionate Sex with Tight, Wet Pussy, Hot Ass, Gaping, Cum-swallowing, and Deliciously Pleasurable

Categories: amateur, asian, ass, barebacking, bbw, big ass, big cock, black, creampie, crossdressing

aShemaleTube

BIG FEMBOY CUMSHOTS

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

xHamster

Patricia Wolford - Maschines Self Fuck

Categories: amateur, anal, crossdressing, feet, femboy, feminization, fetish, german, hd, high heels

aShemaleTube

Wild and Untamed

Categories: big ass, big cock, big tits, compilation, crossdressing, hd, wild

aShemaleTube

Skirt bulge and panty play

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

xHamster

Nyl Intense Anal Orgy at the Gym: Hot, Naughty Sluts with Tight Pussies and Gaping Asses Get Hardcore Fucked Threesome

Categories: 3some, anal, asian, ass, barebacking, bbw, big ass, big cock, black, creampie

xHamster

Futuretist Intense Anal Domination: Huge White Booty Slut's Tight Ass Gaped by Monstrous Cock, Used as Cum Container

Categories: amateur, anal, asian, ass, barebacking, bbw, big ass, big cock, black, booty

aShemaleTube

Sweet Sara

Categories: crossdressing

aShemaleTube

Sissy Jake stripping compilation

Categories: amateur, ass, blonde, compilation, crossdressing, femboy, hd, lingerie, nude, sissy

xHamster

Ms300 Sarazia Exotic - Leaky Slut Part 2

Categories: amateur, american, anal, anal toying, ass, big ass, black, booty, crossdressing, cum

xHamster

Big Bubble Butt Sexy Ladyboy Hot Cute Crossdresser Slut Sissy Cosplayer Model Creator

Categories: ass, compilation, crossdressing, cum, cum in mouth, cumshot, cute, dancing, hd, ladyboy

aShemaleTube

CD Melisa Doll riding BBC

Categories: amateur, anal, big ass, big black cock, big cock, blowjob, crossdressing, doll, femboy, hd

aShemaleTube

Dildo sucking sissy slut

Categories: amateur, blonde, blowjob, crossdressing, deep throat, dick, dildo, femboy, hd, sissy

HDSex

Big cock shemale masturbation, shemale cumshot, shemale masturbates

Categories: big cock, college, compilation, cosplay, crossdressing, cum, cumshot, dancing, jizz, ladyboy

aShemaleTube

Shemale Femboi Working out and Touch Herself Solo Play

Categories: amateur, big ass, blowjob, crossdressing, femboy, hd, latina, sissy, small cock, small tits

aShemaleTube

Tearing Up myself with a humungous fake penis for the very first time and spunking - mylanas

Categories: amateur, anal, big cock, crossdressing, cumshot, dick, femboy, first time, homevideo, ladyboy

xHamster

CONECUH SAUSAGE Fucks Faggyboi and Friend

Categories: american, anal, big black cock, big tits, black, blowjob, couple, crossdressing, femboy, feminization

aShemaleTube

Cd, I masturbate and cum on my nylon pantyhose.

Categories: american, big cock, crossdressing, cum, cumshot, dick, fetish, homevideo, lingerie, masturbation

aShemaleTube

pretty in pink

Categories: crossdressing, pretty

aShemaleTube

Thats me No 2

Categories: amateur, anal, crossdressing, fetish, hd, homevideo, mature, pantyhose, sissy, solo

aShemaleTube

Sissymandy sex with Candice

Categories: anal, barebacking, crossdressing, hd, homevideo, mature, sissy, small cock

xHamster

Asian shemale teasing and dancing by the mirror

Categories: amateur, asian, big ass, big cock, big tits, crossdressing, cum, cumshot, dancing, hd

aShemaleTube

CD jerking cock

Categories: amateur, big cock, crossdressing, dick, fetish, hd, homevideo, jerking, masturbation

aShemaleTube

Mature CD Janis Wylde fresh out of the shower

Categories: amateur, blonde, crossdressing, femboy, hd, mature, shower, sissy, small tits, solo

aShemaleTube

👉 Crazy Meat Stick 🥩🥵🔥

Categories: amateur, big cock, crazy, crossdressing, hd, homevideo, latina, masturbation, solo, teen (18+)

xHamster

Nyl Tifa Lockhart's Intense Anal Adventure: Hardcore, Juicy Big Booty Pounding with Gaping

Categories: amateur, anal, asian, barebacking, bbw, big ass, big cock, black, booty, creampie

aShemaleTube

Goth Sissy Jade Madison Deepthroating Dick - Compilation 8

Categories: amateur, american, anal, barebacking, beauty, big cock, blowjob, compilation, crossdressing, deep throat

xHamster

Patricia Wolford - Self fist and machine

Categories: amateur, anal, crossdressing, cum, feet, femboy, feminization, fisting, german, hd

aShemaleTube

Naughty games

Categories: amateur, beauty, belly, blonde, crossdressing, game, hd, homevideo, ladyboy, mature

xHamster

Sissy femboy loves blowjob and getting fucked and swallowing cum

Categories: amateur, big ass, big black cock, blowjob, crossdressing, cum, cum swallowing, domination, escort, femboy

aShemaleTube

Angie & Natbiker

Categories: amateur, anal, barebacking, blowjob, crossdressing, hd, homevideo, lingerie, mature, stockings

aShemaleTube

Book Show and Make Me Cum for You Cumshot for You

Categories: amateur, asian, barebacking, bbw, beauty, creampie, crossdressing, cum, cumshot, desi

xHamster

Futuretist Destroying the Tight Ass of a Horny Vixen with Huge White Booty Craving BBC Hardcore Fucking with Sweet Gaping Ass

Categories: amateur, asian, ass, barebacking, bbw, big ass, big black cock, big cock, black, booty

aShemaleTube

Sissy French maid Payal

Categories: compilation, cosplay, crossdressing, femboy, french, hd, homevideo, lingerie, maid, sissy

aShemaleTube

NohNoh Compilation

Categories: big cock, compilation, crossdressing, cumshot, femboy, hd, toys

aShemaleTube

kiana red dress 1

Categories: amateur, crossdressing, dress, hd, homevideo, mature, outdoor, small cock

aShemaleTube

Japanese Ladyboy Niece

Categories: amateur, anal, asian, blowjob, crossdressing, cumshot, hd, japanese, ladyboy, lingerie

xHamster

SissyMindy the SissyKat cosplay kitty chastity dance

Categories: amateur, american, cosplay, crossdressing, dancing, feminization, fetish, hd, ladyboy, lingerie

aShemaleTube

crossdress VID_20241209_203734

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

aShemaleTube

CD Melisa Doll fucked and CIM by BBC in Dance pole

Categories: amateur, anal, ass to mouth, barebacking, big ass, big black cock, blonde, crossdressing, cum in mouth, doll

xHamster

Iris Is Dancing Naked for Visitors to Her Webcam Rooms Publicly

Categories: amateur, big ass, crossdressing, dancing, femboy, hd, lingerie, mature, nude, sissy

ShemaleMovie

Crossdresser lingerie and heels, teenage

Categories: anal, asian, babe, beauty, brutal, crossdressing, cum, high heels, jizz, ladyboy

xHamster

Faggot in sneakers

Categories: amateur, anal, chubby, crossdressing, dildo, german, hd, homevideo, masturbation, mature

xHamster

This Face Isn t as Innocent as It Looks

Categories: amateur, boy, crossdressing, cum, cumshot, femboy, hd, innocent, ladyboy, masturbation

TrannyOne

Crossdresser Machine fuck face

Categories: crossdressing, gay, hd, homevideo

xHamster

Compilation Cassandra Big Cock Cumming

Categories: amateur, big cock, compilation, crossdressing, cum, cumshot, french, handjob, hd, ladyboy

Pornstars: Cassandra

xHamster

New trans girl plays with her toy and learns to ride

Categories: amateur, anal, anal toying, beauty, big ass, crossdressing, dildo, european, hd, homevideo

aShemaleTube

Dildo makes little dick leak under skirt

Categories: anal, crossdressing, cum, dick, dildo, hd, lingerie, sissy, skirt, small cock

aShemaleTube

BNWO: This is what YT Defeat looks like

Categories: amateur, compilation, crossdressing, ebony, hd, interracial, lingerie, sissy, small cock, teen (18+)

HDSex

Onanism, crossdresser anal, asian ladyboy

Categories: american, anal, asian, babe, beauty, big cock, crossdressing, cum, cumshot, indian

ShemaleMovie

A2m, creators

Categories: anal, ass, ass to mouth, bdsm, crossdressing, domination, lingerie, stockings

ShemaleZ

Sissy Slut takes Bareback Grindr Cock

Categories: amateur, american, ass to mouth, barebacking, blonde, blowjob, crossdressing, dick, lingerie, sissy

aShemaleTube

Swiss Sissy cumdump gangbang with all toxic sperm in her ass

Categories: amateur, ass, barebacking, creampie, crossdressing, femboy, gangbang, group sex, hd, sissy

ShemaleMovie

Guy fucks shemale, lingerie

Categories: anal, big cock, blowjob, crossdressing, cum, cum in mouth, jizz, lingerie

aShemaleTube

240729_Die Hure erneut befüllt

Categories: ass to mouth, barebacking, blowjob, crossdressing, cumshot, domination, fetish, hd, homevideo, outdoor

xHamster

Morning gymnastics Sissy Lady. Cumshot. Lot of sperm.

Categories: amateur, anal, anal toying, big cock, canadian, compilation, crossdressing, cum, cumshot, gymnast

aShemaleTube

Razor Burnt Ass

Categories: amateur, anal, ass, blowjob, crossdressing, cumshot, femboy, hd, homevideo, interracial

xHamster

Secretdreamsfuta Naughty Asian Nympho Destroys Her Tight Ass in New Lingerie: Intense Anal Sex, Hot Gaping Ass, Hardcore

Categories: amateur, anal, asian, ass, barebacking, bbw, big ass, big cock, black, creampie

aShemaleTube

Black femboy twink sucks muscle cock

Categories: amateur, ass to mouth, black, blowjob, compilation, crossdressing, dick, domination, ebony, femboy

aShemaleTube

Peggy playing with her tits and balls

Categories: balls, crossdressing, fetish, hd, homevideo, masturbation, mature, pantyhose, redhead

aShemaleTube

Kiana red dress 2

Categories: amateur, crossdressing, dress, hd, homevideo, mature, outdoor, small tits

aShemaleTube

White lace bodystocking and red high heels

Categories: blonde, bodystocking, crossdressing, femboy, fetish, hd, high heels, lace, ladyboy, lingerie

aShemaleTube

Crossdresser in Lingerie loves her Toys

Categories: amateur, anal, crossdressing, cumshot, hd, homevideo, lingerie, masturbation, mature, solo

XCafe

Japanese Sissy’s Late Night Anal Moans – Huge Dildo Stretches Crossdresser

Categories: amateur, anal, asian, crossdressing, cumshot, dildo, huge dildo, japanese, moaning, sissy

aShemaleTube

Bbc condom stuck in CD Melisa Doll boipussy

Categories: amateur, anal, big ass, big black cock, big cock, condom, crossdressing, doll, femboy, hd

HClips

Very Hot Sissy Fucked - Compilation 2 - Sissy Crossdresser

Categories: amateur, american, big ass, blonde, booty, booty shake, compilation, crossdressing, hd, high heels

aShemaleTube

Barbie Fuck Doll Nikkie smokes and cums

Categories: big tits, bimbo, blonde, crossdressing, cum, cumshot, doll, fetish, hd, masturbation

xHamster

The Boss Drains Another Good Cock - Big Facial Cumshot on Glasses.

Categories: amateur, beauty, big cock, bitch, boss, compilation, creampie, crossdressing, cum in mouth, cumshot

aShemaleTube

Blonde in black bra, miniskirt and latex boots

Categories: black, blonde, boots, bra, crossdressing, femboy, hd, ladyboy, latex, lingerie

xHamster

Sukebe Love Hotel Maid Pai-chan's Debut

Categories: amateur, asian, crossdressing, femboy, hd, hotel, japanese, maid, masturbation, mature

aShemaleTube

Mrs Samantha and Mirjam Hug, kiss, enjoy 69-position blowjobs and rub their cocks together

Categories: 69, amateur, blonde, blowjob, couple, crossdressing, dick, dutch, high heels, kissing

ShemaleZ

Sissy Slut Strips in Lingerie for Grindr Dady

Categories: amateur, american, blonde, blowjob, crossdressing, cumshot, lingerie, sissy, slut, stockings

VideoSection

Big cock shemale fucks girl, couples fucking shemales

Categories: 3d, amateur, anal, animation, anime, asian, ass, babe, barebacking, bbw

aShemaleTube

Plastic Fuck Doll Nikkie rides cocks

Categories: 3some, big tits, blonde, blowjob, crossdressing, dick, doll, group sex, hd, homevideo

aShemaleTube

Krissy Sweets Using Cock Ring and Anal Toy

Categories: amateur, american, anal, anal toying, bbw, beauty, crossdressing, cum, dick, dildo

ShemaleMovie

Sex toys, stockings

Categories: crossdressing, lingerie, stockings, toys, uniform

aShemaleTube

I love to walk in high heels

Categories: crossdressing, hd, high heels

xHamster

Reverse Cowgirl Dildo Riding

Categories: amateur, anal, ass, clit, cowgirl, crossdressing, dick, dildo, fat, hd

aShemaleTube

Jackie

Categories: amateur, anal, big cock, blonde, blowjob, crossdressing, cum in mouth, femboy, hd, homevideo

aShemaleTube

Jenny fucked by client

Categories: amateur, big black cock, big cock, crossdressing, femboy, hd, homevideo, interracial, sissy, stockings

ShemaleMovie

Rectal, guy fucks shemale

Categories: anal, ass, blowjob, crossdressing, lingerie, pov, small tits

aShemaleTube

Looking for a cum slut, is that you?

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

aShemaleTube

Black bra and panties and see-through blouse

Categories: black, blonde, bra, crossdressing, femboy, fetish, hd, ladyboy, lingerie, masturbation

xHamster

Nyl Intense Anal Sex with Curvy Scarlet: Hardcore Pounding, Gaping Pleasure, and Cum-swallowing Finish

Categories: amateur, anal, asian, barebacking, bbw, big ass, big cock, black, creampie, crossdressing

xHamster

Cum Gourmet - Beans and a Bowl of Pee

Categories: beauty, big cock, blonde, close up, crossdressing, cum, cumshot, fetish, hd, lingerie

xHamster

Teen Femboy Sissy White Dress Anal Masturbation

Categories: amateur, anal, barebacking, beauty, big cock, blonde, crossdressing, cum, dildo, dress

aShemaleTube

Goth Sissy Jade Madison Deepthroating Dick - Compilation 5

Categories: amateur, american, anal, beauty, big ass, big cock, blowjob, compilation, crossdressing, deep throat

xHamster

Nuttytouch "intense Hardcore Sex: Horny White Bmw Slut Gets Pounded Doggy Style by Massive Cock, Swallowing Cum

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

aShemaleTube

soft shoulders

Categories: crossdressing

xHamster

His Diary Knows All His Secrets

Categories: amateur, barebacking, beauty, big cock, blonde, blowjob, crossdressing, cum in mouth, handjob, hd

aShemaleTube

Fucking Goth Crossdresser Jade Madison - Compilation 3

Categories: amateur, american, anal, beauty, big ass, blowjob, compilation, crossdressing, femboy, goth

ShemaleZ

Huge 12in Dildo Fuck Ass Compilation Xxiii-xvi

Categories: anal, assfucking, big ass, booty, booty shake, compilation, crossdressing, dildo, fucking machine, hd

aShemaleTube

CD Bride With Throbbing Butt Plug Masturbates to Sexy CD

Categories: big cock, big tits, bride, buttplug, crossdressing, cumshot, hd, lingerie, masturbation, sissy