Sissy Shemale Videos » 39

xHamster

Hotel Maid Pai-chan at Your Service

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

JizzBunker

Sissy lucy love trans edging bulls slapping and cum

Categories: amateur, cum, edging, masturbation, pornstar, sissy, solo, transsexual, webcam

Pornstars: Lucy Love

xHamster

Cum Coming of My Ass After Got Fucked so Bad

Categories: anal, anal toying, ass, big ass, cum, hd, masturbation, milf, pussy, sissy

KeekAss

Obese Butt Sissy Flashing Rump For Immense Fuck Stick Ravaging Tiffany Ciskiss

Categories: amateur, anal, anal toying, ass, crossdressing, femboy, flashing, hd, homevideo, lingerie

aShemaleTube

Crossdresser and Girlfriend share a BBC (Cuckold Romantic)

Categories: big black cock, crossdressing, cuckold, girlfriend, interracial, romantic, share, sissy, wife

aShemaleTube

Bbc hotel

Categories: amateur, barebacking, big black cock, blowjob, hd, homevideo, hotel, interracial, sissy

aShemaleTube

Mature Crossdressing sissy slut Maid riding large dildo hand

Categories: amateur, anal, anal toying, ass, british, crossdressing, dildo, maid, mature, riding

aShemaleTube

mistress in black leather dress with big cock makes you horny and cum big cumshot

Categories: amateur, big cock, black, cum, cumshot, domination, dress, goth, hd, homevideo

VideoSection

Crossdresser takes a stroll outdoors with a dildo in her ass

Categories: amateur, anal, anal toying, ass, crossdressing, dildo, exhibitionist, femboy, homevideo, ladyboy

xHamster

Even Here I'm Always Watching My Daddy I Want To Fuck Really Hard

Categories: amateur, anal, asian, ass, big ass, blonde, crossdressing, cum, cute, daddies

xHamster

Secretdreamsfuta Tasty Hot Big Ass Thirsty for Cum Intense Pleasure Rough Sex Hot Ass Fucked Hard

Categories: amateur, american, asian, ass, beauty, big ass, big cock, black, crossdressing, cum

XXXDan

Sissy for bambi

Categories: pornstar, sissy

Pornstars: Anita Blue

aShemaleTube

smoking sexy in a train station

Categories: amateur, anal, big ass, crossdressing, femboy, fetish, hd, ladyboy, latex, lingerie

TrannyOne

Mature stocking sissy huge orgasm sextape cumshot

Categories: anal, ass, couple, cum, cumshot, hd, ladyboy, lingerie, mature, milf

aShemaleTube

Sissy trap jerking 13399089

Categories: amateur, jerking, sissy

aShemaleTube

Goth Crossdresser Jade Madison Sucking Cock - Compilation 3

Categories: amateur, american, anal, barebacking, beauty, big ass, blowjob, compilation, crossdressing, dick

KeekAss

Sissy in bitchy pirate costume swallowing 1l of beer throughout rectal with people ambling outside

Categories: amateur, anal, ass, bitch, costume, cum swallowing, enema, exhibitionist, extreme, hd

KeekAss

Hot Ts Plays With Cock

Categories: amateur, beauty, big cock, big tits, blonde, crossdressing, dick, homevideo, kissing, masturbation

xHamster

Dd Vintage 90s 80s Bra, Satin, Nylon, Nude, No Wired

Categories: amateur, bra, hd, lingerie, mature, nude, nylon, satin, sissy, solo

aShemaleTube

Foot Massage for Transgender Roommate. Polish Movie

Categories: amateur, cumshot, feet, hd, homevideo, lingerie, massage, masturbation, model, polish

aShemaleTube

voluptuous transwoman strokes her cock

Categories: amateur, big ass, big tits, dick, homevideo, jerking, ladyboy, masturbation, sissy, solo

aShemaleTube

Chinese Sissy Cum

Categories: asian, chinese, crossdressing, cum, cumshot, femboy, fetish, hd, latex, masturbation

xHamster

Crossdresser Danni cums outside in leggings

Categories: amateur, big cock, british, crossdressing, cum, cumshot, fetish, hd, leggings, lingerie

TrannyOne

Sissy like to gag

Categories: blowjob, deep throat, face fucking, gagging, sissy, sloppy, slut

ShemaleMovie

Outside, crossdresser

Categories: anal, collar, crossdressing, masturbation, outdoor, piercing, public, sissy

aShemaleTube

Sasha Strokes Loves Pussy F@rt on her cock

Categories: anal, barebacking, big ass, big cock, big tits, cumshot, dick, domination, ebony, hd

aShemaleTube

Indian Sissy Turned Out by Pimp into Street Hooker Motel Hooker

Categories: amateur, asian, crossdressing, desi, hd, indian, motel, sissy, slut, street

xHamster

🔶CAM⁴ [²⁷mar²⁵] FuLLResille Dress (6)

Categories: amateur, ass, big ass, crossdressing, cute, dress, french, hd, high heels, lingerie

xHamster

Trinity luvs exploring

Categories: american, bukkake, compilation, creampie, cum, cum in mouth, hd, pantyhose, sissy, small cock

aShemaleTube

Superdaddy cums again for his Belgian sissy slut

Categories: amateur, belgian, crossdressing, cum, cumshot, hd, lingerie, masturbation, mature, sissy

XXXDan

Bitch Rico Sissy slut cant live without hard cock

Categories: anal, big cock, bitch, couple, dick, hardcore, japanese, sissy, slut

xHamster

Sissy gape training

Categories: amateur, anal, anal toying, ass, buttplug, crossdressing, gaping hole, hd, russian, sissy

KeekAss

Sissy Forearms Free-For-All Climaxes

Categories: amateur, anal, ass, big ass, booty, cum, cumshot, dildo, hd, lace

KeekAss

Sissy luvs big black cock five

Categories: amateur, anal, anal fisting, anal toying, ass, assfucking, big ass, big black cock, brunette, close up

aShemaleTube

Slave Girl Desires-pmv

Categories: anal, asian, big cock, blonde, cumshot, femboy, hd, sissy, slave, small tits

xHamster

SissyCDMish - Compilation of all my slutwalking this year

Categories: amateur, anal, compilation, crossdressing, femboy, fetish, hd, high heels, homevideo, masturbation

KeekAss

meaty donk t-girl cougar penetrating her rump with ample faux-cocks & jizm

Categories: anal, ass, big ass, cougar, cumshot, dick, dildo, gaping hole, hd, milf

xHamster

An amateur man's maid plays naughty with her buttocks [Personal shooting]

Categories: amateur, anal, asian, beauty, chinese, crossdressing, hd, japanese, ladyboy, maid

aShemaleTube

Tiny sissy cd big cum

Categories: amateur, crossdressing, cum, femboy, hd, ladyboy, lingerie, masturbation, sissy, small cock

xHamster

Clara suck again, again and again, in an hotel room

Categories: amateur, blowjob, crossdressing, european, hd, high heels, hotel, ladyboy, lingerie, mature

KeekAss

Trans Nicky enjoys fake penis in her cock-squeezing slot

Categories: amateur, anal, ass, big ass, cute, dick, dildo, feet, femboy, handjob

aShemaleTube

Jerk with me

Categories: crossdressing, feet, femboy, fetish, futanari, ladyboy, sissy, small tits, solo, toes

TrannyOne

Making daddy cum

Categories: big cock, blowjob, bukkake, crossdressing, cum, cum in mouth, cum swallowing, cumshot, daddies, deep throat

aShemaleTube

Crossdresser solo 5

Categories: crossdressing, femboy, hd, sissy, solo

aShemaleTube

In chastity fucking the sissy worthless cum from clitty

Categories: amateur, anal, cage, cum, dildo, femboy, fishnet, hd, lingerie, sissy

ShemaleMovie

Ts-cock, girly-trans

Categories: anal, ass, ass to mouth, assfingering, big cock, dick, fingering, joi, masturbation, orgasm

xHamster

Femboy Bailey Wilde Fucked by Sex Machine

Categories: amateur, american, anal, big ass, crossdressing, femboy, feminization, hd, lingerie, sissy

aShemaleTube

Cute Russian shows off body & jerks cock 💋💗

Categories: amateur, blonde, cute, dick, femboy, hd, homevideo, masturbation, natural tits, russian

xHamster

CD Lacy Rose Riding a dildo

Categories: amateur, anal, anal toying, british, cum, dildo, hd, homevideo, masturbation, pornstar

Pornstars: Lacy Rose

xHamster

Sissy Slut Tiny Dick Fucking Her Ass

Categories: amateur, anal, ass, big ass, cumshot, dildo, hd, masturbation, pussy, sissy

ShemaleZ

Sissy Milf Rileydix Teasing With Her Juicy Big Ass Waiting For Your Cum!

Categories: amateur, big ass, cum, hd, juicy, milf, sissy, solo, stockings, tease

aShemaleTube

Andy

Categories: anal, asian, big cock, big tits, blowjob, cum in mouth, femboy, hd, homevideo, interracial

xHamster

This little bitch knows how to ride a big cock like mine.

Categories: amateur, anal, barebacking, big cock, bitch, colombian, creampie, crossdressing, femboy, hd

xHamster

Rizukyun Cosplay - Gojo-kun, I wonder what a succubus tastes like... Aren't you curious?

Categories: amateur, anal, asian, barebacking, beauty, big ass, chinese, cosplay, crossdressing, femboy

xHamster

Horny sissy mature outdoors wants to eat cum

Categories: amateur, canadian, crossdressing, cum, feminization, hd, lingerie, masturbation, mature, outdoor

aShemaleTube

Sissy cheerleader horny for domination

Categories: cheerleader, domination, hd, sissy

xHamster

i am adult sissy love nylon stockings

Categories: american, arab, masturbation, nylon, pov, sissy, small cock, small tits, smoking, solo

aShemaleTube

BBW white tranny begs for his sperm out of passion

Categories: amateur, bbw, blonde, blowjob, crossdressing, cum, cum in mouth, cum swallowing, cumshot, hd

KeekAss

Mrs Samantha taunting and slapping het sub tgirl Marina, palms and gams fettered to the sofa, and blinded

Categories: amateur, bdsm, beauty, blonde, brunette, crossdressing, domination, dress, fetish, high heels

TrannyOne

Two Nubile, Gorgeous TS Teens, Fuck Each Other

Categories: anal, anus, ass, blowjob, couple, feet, fetish, gorgeous, hardcore, high heels

aShemaleTube

TS 489

Categories: amateur, femboy, homevideo, masturbation, sissy, solo, teen (18+), transsexual

aShemaleTube

Shooting my load over my chubby belly

Categories: belly, chubby, cum, cumshot, fishnet, hd, masturbation, model, pov, sissy

aShemaleTube

TREKKIE Cheats on Girlfriend with Faggyboi

Categories: anal, big black cock, blowjob, crossdressing, ebony, femboy, gay, girlfriend, hd, sissy

ShemaleMovie

Encouraging climax for sissy slut in chastity getting ass fucked - Jessica Bloom

Categories: amateur, anal, assfucking, beauty, cum, dildo, femboy, huge dildo, jizz, orgasm

aShemaleTube

Wet erotic shave, teasing & edging💋💦💦💘

Categories: big cock, edging, erotic, feet, femboy, hd, latina, masturbation, shaved, sissy

xHamster

Waiting for Stocking Foot Punishment

Categories: crossdressing, feet, high heels, masturbation, nylon, pantyhose, punishment, sissy, skinny, solo

XXXDan

Sissy Taiylor rewarded with some fucking machine training

Categories: anal, bbw, bdsm, big ass, college, dildo, fucking machine, gaping hole, hardcore, lingerie

xHamster

Big Beautiful Ass Tinny Dick MILF Tranny Fucking Her Ass with Big Toys

Categories: ass, beauty, big ass, cumshot, dick, dildo, fucking machine, hd, mature, milf

ShemaleZ

Empty Headed Sissy Wrecks Her Sloppy Hole With Huge Bbc

Categories: amateur, big black cock, brunette, fetish, hd, sissy, sloppy, solo, toys, webcam

aShemaleTube

Sissy Desiree sucking BWC 0n a dark street

Categories: amateur, sissy, street, sucking

KeekAss

Cute High Heels

Categories: amateur, beauty, cute, dick, high heels, homevideo, jerking, joi, ladyboy, masturbation

VideoSection

Sissy licks cum off Mistress's feet after foot worship & trampling session

Categories: amateur, bdsm, big cock, british, cum, cum in mouth, cumshot, domination, feet, femboy

xHamster

Céline Laffiite gets dildo and cum

Categories: anal, anal toying, beauty, cum, cumshot, dildo, domination, femboy, fishnet, french

aShemaleTube

Nerdy dude enjoy to tease futanari cock.

Categories: amateur, blowjob, couple, dick, futanari, hd, nerdy, sissy, sucking, tease

xHamster

Crossdresser in Hot Black Dress Fucks Trans

Categories: amateur, american, anal, big ass, big cock, black, crossdressing, dress, femboy, feminization

xHamster

Episode 9 the Sexy Shemale Erases Your Manhood the Shemale Is Me

Categories: amateur, dirty, dirty talk, dominatrix, fetish, joi, sissy

aShemaleTube

Miss Mikie celebrates hormone injection day

Categories: barebacking, blonde, blowjob, celebrity, crossdressing, homevideo, masturbation, mature, sissy, stockings

xHamster

Sissy Clitty

Categories: amateur, american, anal, anal toying, beauty, clit, crossdressing, hd, high heels, lingerie

VivaTube

Ryne Stone Inside A Sissy Bedroom - Shemale

Categories: anal, bedroom, blonde, facial, sissy, teen (18+)

KeekAss

Monstercock Ts Webcam

Categories: amateur, beauty, big cock, boy, cute, friend, homevideo, masturbation, monster cock, orgy

Pornstars: Sexy Cora

aShemaleTube

Julie uses the panties she received as a gift for the first time

Categories: amateur, bathroom, first time, hd, kinky, panties, sissy, slut, smoking

xHamster

Shemale in G String and mini dress flashing

Categories: amateur, big ass, big cock, big tits, blonde, crossdressing, cum, dress, femboy, flashing

aShemaleTube

White Daddy Destroy Indian Sissy Ass Pussy Breeding Raw in Motel

Categories: ass, daddies, indian, motel, pussy, sissy, white

xHamster

Sissy creamy fuck machine with big cum

Categories: anal, anal toying, british, creampie, cum, fetish, fishnet, fucking machine, hd, latex

KeekAss

Amazing Webcam Solo

Categories: amateur, amazing, beauty, bed sex, big ass, blonde, brunette, cute, dick, hardcore

Pornstars: Kelle Marie

KeekAss

Feminized trans woman pummeled her vag

Categories: amateur, anal, anal toying, bdsm, bondage, cosplay, crossdressing, cum, cumshot, cute

KeekAss

immense faux-cock slipping deep inwards my humid arse using stool

Categories: amateur, anal, anal toying, ass, beauty, crossdressing, cum, dick, dildo, femboy

aShemaleTube

SGT SKEPTIC Fucks Faggyboi

Categories: big tits, blowjob, crossdressing, ebony, femboy, hd, lingerie, punk, sissy

ShemaleZ

Big Guy Gets Turned Into A Sissy Maid - Christian Xxx

Categories: barebacking, big ass, big cock, booty, booty shake, brunette, deep throat, dick, hd, high heels

aShemaleTube

Travesti Damla erkek arkadaşına onun evinde arkadan veriyor

Categories: amateur, anal, big tits, blowjob, cartoon, crossdressing, cum in mouth, cumshot, femboy, hd

xHamster

I pamper myself in pantyhose

Categories: amateur, anal, beauty, crossdressing, dick, fetish, german, handjob, hd, lingerie

xHamster

Tea in action

Categories: anal, croatian, dildo, double penetration, gaping hole, hd, homevideo, masturbation, pornstar, sissy

aShemaleTube

Sissy crossdresser girl cock surprise

Categories: amateur, big tits, crossdressing, dick, femboy, hd, homevideo, lingerie, sissy, surprise

aShemaleTube

trans girl Stephanie sprays massive cumshot all over bathroom floor

Categories: amateur, bathroom, blonde, crossdressing, cumshot, femboy, glasses, hd, homevideo, lingerie

xHamster

Nomad fucks sex doll in sexy pink pajamas

Categories: amateur, barebacking, cum, doll, hardcore, hd, ladyboy, lingerie, polish, sissy

KeekAss

Transgender Princess Sandy luved extraordinaire solo have fun after posing

Categories: asian, brunette, compilation, friend, funny, handjob, hd, homevideo, ladyboy, lingerie

Pornstars: Sandi Jackmon

KeekAss

Purity Victim Enjoys to stretched

Categories: amateur, anal, bondage, cage, cum, cumshot, dildo, feminization, fetish, fucking machine

aShemaleTube

Sissy still forbidden to jerk off, must use black dildo - part 2

Categories: black, dildo, jerking, sissy, swedish

HClips

Sucking Black Transgender Sissy Bbc Spitting & Cum Shot Compilation 7 Min - Eros Orisha

Categories: amateur, anal, assfucking, big black cock, big cock, black, brunette, compilation, cum in mouth, cum swallowing

xHamster

Ridding my Large bad dragon to train my ass hole Huge toy ride and gape part 1

Categories: american, anal, anal toying, ass, dildo, fetish, gaping hole, hardcore, hd, huge dildo

xHamster

Shemale gets the soul out of me

Categories: big cock, black, blowjob, colombian, couple, cum, dick, femboy, hd, ladyboy

KeekAss

MF CHEW THIS BUM

Categories: amateur, anal, ass, asslick, ball licking, big ass, big black cock, black, booty, dick

xHamster

All Day I'm Waiting to Be Alone on the Sofa Dressed in a Mini Skirt and Pantyhose and I Want to Fuck Like Crazy

Categories: amateur, anal, anal toying, crazy, crossdressing, dirty talk, greek, hd, homevideo, huge dildo

aShemaleTube

Masturbating for my master

Categories: cumshot, glasses, hd, homevideo, lingerie, master, masturbation, mature, pantyhose, sissy

xHamster

I Receive New Boots and Walk in Them for the First Time

Categories: beauty, boots, crossdressing, dress, first time, hd, high heels, latex, lingerie, masturbation

xHamster

Clara really wanted to suck

Categories: amateur, blowjob, couple, crossdressing, deep throat, european, hd, homevideo, hotel, ladyboy

aShemaleTube

I Think I Need To Book A Flight To Taiwan

Categories: asian, chinese, cumshot, hd, sissy, solo, stockings, taiwanese

xHamster

sissy trap _mermaid pink asnal

Categories: amateur, anal, anal toying, beauty, big cock, bukkake, dildo, hd, ladyboy, sissy

HDSex

Patricia Wolford gets playful with self-fisting and machines in sexy heels and stockings

Categories: amateur, anal, crossdressing, cum, feet, femboy, fisting, fucking machine, german, high heels

aShemaleTube

That ass is too fat

Categories: amateur, ass, bathroom, big cock, compilation, crossdressing, cum, cumshot, fat, fetish

xHamster

Alyson Fucked on the Couch at a Sex Club

Categories: amateur, american, anal, barebacking, beauty, big black cock, big tits, booty, club, couch

aShemaleTube

[R18+] Japanese Sissy Solo cum with Pink PU Swimsuit Bunny

Categories: amateur, asian, bunny, crossdressing, cum, fetish, hd, homevideo, japanese, masturbation

xHamster

Sissy Kanisa Crossdresser Play with Anal Bead Vibrator on Her Creampie Anal

Categories: amateur, anal, asian, big ass, creampie, crossdressing, cute, femboy, hd, ladyboy

aShemaleTube

Classy redhead dildo play💋💗💗

Categories: anal, ass to mouth, blowjob, dildo, femboy, hd, homevideo, latina, masturbation, redhead

xHamster

Hot Trans Woman Reverse Cowgirl Pegged

Categories: amateur, american, anal, anal toying, beauty, cowgirl, crossdressing, cum, dildo, domination

KeekAss

My Motel Guest Room - Ep.01 - Shruteerani

Categories: amateur, asian, big ass, crossdressing, hd, homevideo, hotel, indian, ladyboy, lingerie

KeekAss

Blond transexual jack and spunk rigid

Categories: amateur, beauty, big ass, big cock, big tits, blonde, crossdressing, cum, cumshot, feminization

TrannyOne

Little Ponny Boy Sissy Posin in Car

Categories: amateur, asian, boy, car, hd, japanese, ladyboy, lingerie, nylon, oriental

ShemaleZ

Christian Xxx In Blonde Teen 18+ Sissy Sucks A Cock Before Bedtime

Categories: anal, assfucking, big cock, blonde, cum in mouth, deep throat, dick, hd, mouthful, pov

xHamster

Trixy Baby Showing Her Service...

Categories: amateur, babe, beauty, big cock, crossdressing, dick, femboy, hd, huge cock, lingerie