Sissy Shemale Videos » 37

KeekAss

POINT OF VIEW NIKITA POUNDING YOUR DONK

Categories: amateur, anal, big cock, brunette, couple, crossdressing, cumshot, fetish, gay, handjob

aShemaleTube

Adventures of a sissy student - Good vibrations

Categories: amateur, anal, crossdressing, cumshot, hd, homevideo, ladyboy, lingerie, masturbation, model

KeekAss

Pantyboy66 Rock Rigid Wood in Undergarments Bathroom Time

Categories: amateur, bathroom, big cock, bra, crossdressing, dick, handjob, high heels, huge cock, lingerie

aShemaleTube

FEMBOY SUCKS FEMBOY 11MIN

Categories: amateur, big cock, cumshot, femboy, fetish, pov, sissy, sucking

xHamster

Huge 12in Dildo Fuck Ass Compilation Xxiii-xv

Categories: anal, assfucking, big ass, compilation, cumshot, dildo, fucking machine, hd, huge dildo, masturbation

HDSex

Homemade Latina shemale Yeison goes all out with intense shemale action

Categories: amateur, anal, ass, asslick, blowjob, brutal, couple, crossdressing, cum, homevideo

xHamster

Long legs telling a story about me

Categories: amateur, anal, beauty, big cock, crossdressing, femboy, german, hd, legs, masturbation

xHamster

Ms300 Sarazia Exotic - Feeding Hungry Pussy 2

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

xHamster

Secretdreamsfuta Sweet Hot Big Ass Thirsty for Cum Intense Pleasure Hard Sex Ass Thirsty for Cock Fucking Intensely Sweet

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

xHamster

Forged3dx Intense Anal Sex Delicious Hot Big Ass Fucking Hard Sweet Hot Ass Open Tasty Sex

Categories: amateur, american, anal, asian, ass, assfucking, barebacking, beauty, big cock, crossdressing

aShemaleTube

naughtycleo cums

Categories: cum, cumshot, glasses, homevideo, lingerie, masturbation, sissy, tattoo, teen (18+), tgirl

ShemaleZ

Showing Off My Tight Hole And Cute Sissy Clit

Categories: amateur, american, clit, cute, ebony, hd, lingerie, sissy, solo, tight

xHamster

Welcome back

Categories: amateur, big ass, brazilian, compilation, goth, ladyboy, lingerie, pretty, sissy, slut

KeekAss

Working on Sissy Sub Denise Humain Puffies for hours Part 1

Categories: amateur, bdsm, bondage, brunette, crossdressing, domination, fetish, hd, ladyboy, lingerie

TrannyOne

Sissy Maid Caught in Self Bondage

Categories: amateur, bdsm, bondage, canadian, caught, couple, domination, maid, sissy, uniform

TrannyOne

Sissy tranny have anal threesome with two big dicked perverts

Categories: 3some, amateur, anal, assfucking, blindfolded, cute, danish, deep throat, dick, hardcore

aShemaleTube

summer dress tease and cumshot 💗

Categories: amateur, big ass, big cock, crossdressing, cumshot, dress, femboy, hd, sissy, tease

xHamster

Krissy Sweets Using Cock Ring and Anal Toy

Categories: amateur, american, anal, anal toying, bbw, beauty, crossdressing, cum, cumshot, cute

xHamster

Me showing off my bubble butt!

Categories: anal, anal toying, ass, big ass, crossdressing, dildo, femboy, gaping hole, gay, hd

ShemaleMovie

Shemale latex fuck, latex trans

Categories: anal, ass, bdsm, big black cock, big cock, blowjob, brutal, creampie, cum, cumshot

xHamster

Secretdreamsfuta Intense Sex Hard Delicious Riding Tasty Sweet Pleasure Hot Ass Riding a Huge Cock Rough Sex

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

xHamster

Tgirl Tits Out Wank Tease

Categories: amateur, big tits, british, fishnet, masturbation, sissy, solo, tease, tgirl, wanking

aShemaleTube

romantic fuck with her boyfriend

Categories: anal, blowjob, boyfriend, hd, ladyboy, lingerie, romantic, sissy, stockings

aShemaleTube

Queen Harlot enjoys masturbating her big nipples

Categories: amateur, anal, big nipples, crossdressing, hd, homevideo, masturbation, mature, pantyhose, queen

xHamster

double dildo penetration - shemale MILF

Categories: anal, anal toying, argentinian, big ass, dildo, double penetration, hd, milf, pussy, redhead

TrannyOne

MISTRESS GALORE YOUR DOMINATRIX FOR SISSIFICATION

Categories: amateur, crossdressing, cumshot, domination, dominatrix, femdom, fetish, lingerie, masturbation, mistress

TrannyOne

(3dxChat) BDSM room

Categories: 3d, animation, anime, bdsm, bondage, crossdressing, domination, fetish, game, hd

aShemaleTube

Angelina redhead Sissy Ouddoor Fishnet

Categories: amateur, big tits, crossdressing, femboy, fishnet, hd, lingerie, outdoor, pantyhose, redhead

xHamster

Huge 12in Dildo Fuck Ass Compilation Xxiii-xx

Categories: amateur, anal, assfucking, big ass, compilation, dildo, hd, huge dildo, masturbation, milf

aShemaleTube

TANKER Spends Day Off Fucking Faggyboi

Categories: big black cock, blowjob, crossdressing, ebony, fake tits, femboy, gay, hd, sissy

aShemaleTube

I couldn’t fit it into my little mouth…

Categories: amateur, blowjob, crossdressing, deep throat, glasses, hd, high heels, homevideo, nerdy, sissy

xHamster

Sissy slave

Categories: amateur, anal, bitch, compilation, crossdressing, cum, femboy, feminization, french, hd

xHamster

Playing the Ass

Categories: amateur, ass, beauty, big ass, blonde, brazilian, clit, crossdressing, hd, mature

xHamster

Forged3dx Hard Anal Sex Intense Delicious Big Ass Tasty Swallow Huge Cock Sweet Intense Pleasure Hard Sex Delicious

Categories: amateur, american, anal, asian, barebacking, big ass, big cock, creampie, crossdressing, cum

KeekAss

Trans whore fellates man at lunch, gets milk in facehole - OF /EMMAINK13

Categories: amateur, babe, big black cock, blowjob, brazilian, crossdressing, cum, cum in mouth, cumshot, cute

KeekAss

Gorgeous Tgirl Amateur Plays With Hard Cock

Categories: amateur, asian, beauty, black, blonde, dick, ebony, gorgeous, hd, homevideo

KeekAss

Fiercely boned in the crossdresser donk Clamp 1

Categories: amateur, anal, anal toying, ass, big ass, clamp, crossdressing, dildo, fucking machine, hd

aShemaleTube

welcome to our live show

Categories: amateur, anal, big cock, blonde, crossdressing, femboy, hd, sissy, stockings, webcam

xHamster

Huge 12in Dildo Fuck Ass Compilation Xxiii-xiv

Categories: anal, assfucking, big ass, compilation, cumshot, dildo, fucking machine, hd, huge dildo, masturbation

xHamster

TINA SHOWING SOME OF HER LINGERIE OFF indoor

Categories: amateur, bbw, british, crossdressing, european, fishnet, hd, high heels, homevideo, ladyboy

aShemaleTube

Hot Slim Latina Trans Teen Sucks And Sits On Thick Cock

Categories: amateur, dick, femboy, hd, latina, sissy, slim, sucking, teen (18+), thick

JizzBunker

Shemale cums, sissy slut cums, tranny cums

Categories: amateur, anal, beauty, big clit, big cock, black, cum, cumshot, dildo, german

aShemaleTube

Glasses Teen Masturbating

Categories: amateur, blowjob, cute, glasses, homevideo, masturbation, sissy, solo, teen (18+), webcam

JizzBunker

Chastity sissy taking big dildo with removeoballs in full speed fucking machine

Categories: amateur, anal, dildo, european, fucking machine, hardcore, sissy, solo, toys

xHamster

Fuck You

Categories: amateur, anal, ass to mouth, assfingering, fetish, german, handjob, hd, homevideo, masturbation

KeekAss

Sexy Blonde Jacks Off Her Shedick

Categories: amateur, anal, beauty, big black cock, blonde, crossdressing, cute, dildo, doggystyle, femboy

TrannyOne

Young Sissy Crossdresser shemale slut

Categories: amateur, blowjob, crossdressing, cum, european, hairy, handjob, hd, hunk, old

aShemaleTube

TSJade Cums Again

Categories: big cock, cum, cumshot, hd, homevideo, latina, lingerie, masturbation, sissy, small tits

aShemaleTube

Purple Corset Wetlook Stockings (enhanced)

Categories: amateur, corset, crossdressing, hd, homevideo, latina, lingerie, sissy, stockings

KeekAss

FTM Shoots a load From Head

Categories: amateur, big clit, chubby, clit, cute, femboy, fetish, hairy, hd, moaning

KeekAss

for my worshippers 05 - JennStarTS The T-model COUGAR Greatest BUTT

Categories: amateur, anal, ass, ass to mouth, assfingering, big ass, cougar, fat, feminization, gaping hole

KeekAss

Trans and Wifey Nylon Sluttery!

Categories: crossdressing, licking, mature, milf, nylon, outdoor, pantyhose, pussy, redhead, sissy

TrannyOne

Sexgodpicasso Fucks Chicago Tranny Ashleycreamssss Missionary

Categories: amateur, anal, barebacking, beauty, big black cock, cowgirl, creampie, cute, femboy, hd

xHamster

Kellycd2022 moments pissing through my pantyhose and skirt

Categories: amateur, big cock, big tits, british, crossdressing, hd, ladyboy, lingerie, mature, outdoor

TrannyOne

sissy crossdresser

Categories: anal, crossdressing, fishnet, hd, lesbian, pegging, sissy, strap-on

TrannyOne

Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo

Categories: amateur, anal, anal toying, anus, ass, bdsm, bitch, booty, dildo, domination

aShemaleTube

Nathalie show crusing area

Categories: amateur, crossdressing, hd, outdoor, sissy

xHamster

my feet

Categories: amateur, crossdressing, european, feet, hd, high heels, ladyboy, lingerie, mature, outdoor

xHamster

stupid sissy girl sucked taxi driver's fat cock

Categories: beauty, big cock, blowjob, crossdressing, dick, fat, femboy, fetish, hd, pantyhose

aShemaleTube

Crossdressing tease, fun and dirty talking

Categories: amateur, crossdressing, dirty talk, femboy, fetish, funny, hd, homevideo, ladyboy, lingerie

Pornstars: Viper

KeekAss

PLUS-SIZE SHE-MALE FELLATES ANONYMOUS BIG BLACK COCK THRU GLORYHOLE

Categories: amateur, bbw, big black cock, big tits, blowjob, brunette, cumshot, fetish, gloryhole, handjob

aShemaleTube

black sissy banging her fake vagina in a live webcam vi

Categories: amateur, banging, black, sissy, solo, vagina, webcam

aShemaleTube

Rebecca Farron - 2025.06.27 cam session part 1 - dildo blowjob and deepthroat

Categories: amateur, blowjob, crossdressing, deep throat, dildo, femboy, hd, ladyboy, latex, lingerie

xHamster

Teen Femboy Get Fucked by Machine

Categories: amateur, anal, beauty, big cock, crossdressing, cum, dildo, femboy, hd, masturbation

xHamster

Amazing Big Ass Tranny MILF in a Web Cam Session so Hot

Categories: amazing, anal, big ass, dildo, fucking machine, hd, masturbation, mature, milf, pussy

xHamster

Fat Sissy

Categories: amateur, australian, bathroom, bbw, crossdressing, dress, fat, fetish, hd, high heels

xHamster

Cuckhold gets Fucked by the Wife's Bull Fiona Fortune Sissy CD Cuck

Categories: amateur, american, anal, big ass, blowjob, crossdressing, cuckold, european, femboy, hardcore

xHamster

Gay Sissy Crossdresser White Big Ass Big Butt Booty Girly Boy MTF LGBT Lady Boy Fem Boy Bottom Cute

Categories: 3some, american, beauty, big ass, booty, boy, crossdressing, cum, cute, first time

xHamster

Forged3dx Intense Anal Sex Delicious Pleasure Sweet Big Ass Tasty Ass Fucked Hard Thirsty for Cock Swallowing Cum

Categories: amateur, american, anal, asian, ass, big ass, big cock, compilation, crossdressing, cum

KeekAss

TRANSSEXUAL Jessica blossoms

Categories: amateur, anal, anal toying, babe, big ass, big black cock, crossdressing, cum, cumshot, dildo

aShemaleTube

Vicky puts his entire cock deep down her throat

Categories: blowjob, crossdressing, dick, femboy, fetish, hd, sissy, sucking, throat

aShemaleTube

Bbc condom stuck in CD Melisa Doll boipussy

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

KeekAss

TATTED TRANS DAME DESIRED CANDIES ~ GOT RUMP ROMPED INSTEAD

Categories: amateur, anal, ass, assfucking, big cock, cum in mouth, cumshot, femboy, goth, halloween

xHamster

Let Men Use Your Asshole - Sissy Training 021

Categories: anal, ass, big ass, dildo, fucking machine, hd, masturbation, mature, milf, pussy

aShemaleTube

Small tranny slut gets a big black surprise

Categories: amateur, anal, barebacking, big ass, big cock, black, blowjob, femboy, hd, model

aShemaleTube

Naomi rides dildo, squirts & cums back 4 more💦💦

Categories: anal, cum, cumshot, dildo, ebony, femboy, hd, latina, masturbation, orgasm

aShemaleTube

TRANSEX VIDS

Categories: 3some, amateur, anal, ass to mouth, barebacking, blowjob, creampie, crossdressing, cum in mouth, femboy

XXXDan

SISSY TRAP - 7 DILDOS PLAY MY ASS

Categories: amateur, anal, asian, ass, bdsm, beauty, big ass, big cock, black, compilation

xHamster

Alisa Cross

Categories: amateur, anal, crossdressing, dildo, european, femboy, finnish, hd, homevideo, masturbation

TrannyOne

Sugar black shemale slut

Categories: ass, black, booty, booty shake, cage, crossdressing, ebony, feet, fetish, hd

xHamster

Burning Hearts: A Love That Defied the Odds story

Categories: anal, blowjob, cum, cum in mouth, ladyboy, pakistani, sissy, story, teen (18+), transsexual

aShemaleTube

First time anal

Categories: amateur, anal, barebacking, crossdressing, cucumber, first time, hd, homevideo, lingerie, masturbation

KeekAss

A Sissy Jizm Super-bitch Shoots Her Explosion

Categories: big ass, big tits, bitch, cum, handjob, hd, masturbation, sissy

aShemaleTube

The Goths

Categories: 3some, amateur, blowjob, crossdressing, cumshot, futanari, hd, ladyboy, sissy, teen (18+)

KeekAss

gigantic booty Warm Costume Play Model Shemale Light-Haired PLUS-SIZE Crossdresser Kitty

Categories: amateur, babe, big ass, booty, college, costume, crossdressing, cum, cumshot, cute

aShemaleTube

Psychedelic JOI trip with sex coach

Categories: anal, asian, big cock, coach, cumshot, hd, joi, ladyboy, model, pornstar

Pornstars: Viper

KeekAss

Skitty&Leah in 3 Ways of Dt joy

Categories: amateur, bdsm, blowjob, bondage, bound, crossdressing, deep throat, doll, domination, fetish

aShemaleTube

You already know what my mouth can do, but I can surprise you

Categories: amateur, blowjob, crossdressing, femboy, hd, ladyboy, sissy, solo, surprise, teen (18+)

aShemaleTube

Big Ass Tranny Monaqueen Cums while fucking Huge Cock Dildo and Prolapse precum

Categories: amateur, anal, big ass, big cock, cum, dildo, femboy, hd, huge cock, ladyboy

xHamster

Blue Archive: Asuna Bunny Girl Cosplay - Teasing a cute bunny girl 🩵

Categories: amateur, anal, asian, beauty, big ass, big cock, bunny, cosplay, crossdressing, cute

xHamster

korean sissy hand job

Categories: amateur, cumshot, handjob, hd, korean, lingerie, masturbation, sissy, spanking

aShemaleTube

Fucking Myself In Chastity

Categories: amateur, cage, cute, dildo, femboy, homevideo, jerking, masturbation, nylon, sissy

aShemaleTube

blonde mexican Femboy F7 fucks herself with her toys

Categories: amateur, barebacking, blonde, cumshot, femboy, hd, homevideo, latina, lingerie, masturbation

xHamster

Francis Malice new face and outfit 2

Categories: big tits, cage, crossdressing, cute, dick, feminization, hd, homevideo, lingerie, milf

KeekAss

Sissy bang fucktoy edging herself to desperation after three hours while sexting bbcs on grinder

Categories: amateur, anal, crossdressing, cumshot, edging, hd, homevideo, masturbation, sissy, solo

xHamster

TS Secretaries Bound and Gagged

Categories: american, bdsm, beauty, bondage, bound, domination, fetish, gagging, hd, secretary

aShemaleTube

Playful trans girl pulling stockings up slowly

Categories: beauty, college, compilation, cosplay, crossdressing, cum, cumshot, ladyboy, pornstar, pretty

AlphaPorno

Insolent shemale gives head in her sexy lingerie prior to try anal the hard way

Categories: anal, blowjob, bodystocking, cowgirl, cumshot, doggystyle, facial, fake tits, hd, lingerie

xHamster

Crossdresser Feminized and Fucked for First Time - VERY TIGHT

Categories: amateur, american, anal, bbw, bdsm, beauty, big ass, crossdressing, feminization, first time

aShemaleTube

Playing organ is not what Annemieke wants

Categories: anal, blowjob, crossdressing, femboy, hd, lingerie, shy, sissy, stud, student

xHamster

Tiny penis sissy femboy Caged and plugged inside lingerie

Categories: amateur, black, crossdressing, dick, femboy, fetish, hd, indian, japanese, ladyboy

KeekAss

mature transsexual celine interviews transsexual emily rose ,

Categories: amateur, brunette, hd, mature, milf, sissy, softcore, stockings, tattoo, teen (18+)

TrannyOne

Kellystar518 - Go Go Casino Tease

Categories: amateur, american, ass, blonde, booty, crossdressing, dancing, dick, feet, fetish

aShemaleTube

Two naughty sissy trap jerking and suck each other dick

Categories: blowjob, couple, dick, hd, jerking, masturbation, naughty, sissy, sucking, transsexual

aShemaleTube

Nikki

Categories: amateur, anal, big cock, big tits, blowjob, cumshot, femboy, hd, homevideo, interracial

ShemaleMovie

Faphouse, uniform

Categories: cosplay, crossdressing, handjob, japanese, ladyboy, lingerie, masturbation, sissy, teen (18+), uniform

xHamster

Bossy Hannah Get Jealous of Evelynn

Categories: amateur, asian, big cock, blowjob, crossdressing, cum, hd, homevideo, indian, japanese

xHamster

Cd suck it

Categories: amateur, anal, barebacking, big black cock, blowjob, crossdressing, cum, femboy, feminization, gangbang

aShemaleTube

Futanari cafe waitress shows what it has to offer

Categories: bar, big cock, creampie, crossdressing, cumshot, femboy, futanari, hd, sissy, solo

xHamster

Insatiable Sissy Melody Sluts Out with a Huge Dildo

Categories: amateur, anal, anal toying, ass, beauty, big ass, creampie, crossdressing, cum, cute

xHamster

Fashionable Femme: Inspiring Others with My Crossdressing Style!

Categories: amateur, american, beauty, big ass, big cock, big tits, crossdressing, feminization, hd, ladyboy

KeekAss

Wow! Deep jaws, fellated, spunk, and milk up the booty - Accomplish on OF/EMMAINK13

Categories: amateur, anal, big black cock, blowjob, booty, brazilian, brunette, creampie, crossdressing, cute

aShemaleTube

sissy amy with painted toes fucks his hole

Categories: amateur, crossdressing, hd, homevideo, masturbation, mature, sissy, solo, toes, toys

TrannyOne

Sissy Terminator - Camelia spit-roasted by fucking machines

Categories: amateur, anal, anal toying, anus, ass, belgian, big black cock, big cock, black, booty

Pornstars: Camelia

aShemaleTube

TS 510

Categories: amateur, anal, femboy, sissy, teen (18+), transsexual

xHamster

Fuck Machine Anal Slut

Categories: anal, ass, big ass, fucking machine, hd, masturbation, sissy, slut, small cock

xHamster

Ass Fucking Tranny by a Tree Jungle Bitch Anal Sex Fake Latina Tits!

Categories: anal, assfucking, big cock, big tits, bitch, blowjob, cum, cumshot, fake tits, jungle

ShemaleMovie

Cute sissy rides dildo and leaks pre-cum

Categories: american, anal, anal toying, beauty, cum, cute, dildo, femboy, masturbation, sissy

xHamster

Big Ass Tranny with a Huge Glass Butt Plug Fucking Her Ass with Fuck Machine

Categories: anal, ass, big ass, buttplug, cumshot, dildo, hd, masturbation, mature, pussy

xHamster

Forged3dx Tasty Hot Delicious Big Ass Eager for Hard Sex Intense Pleasure Ass Thirsty for Cum

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