Sissy Shemale Videos » 30

aShemaleTube

The Best of Sissy Emma! Cumpiations @ 1:50

Categories: amateur, compilation, crossdressing, cumshot, dildo, sissy, tgirl, white

xHamster

Natacha whore from Lyon sucks a beautiful cock.

Categories: anal, beauty, big ass, bitch, blowjob, crossdressing, dick, french, hd, ladyboy

xHamster

Fashion Forward: Styling Tips for the Modern Crossdresser!

Categories: amateur, anal, big tits, couple, crossdressing, cum, dancing, femboy, hd, ladyboy

aShemaleTube

Cosplay crossdresser (Kankore character)

Categories: cosplay, crossdressing, hd, japanese, sissy

aShemaleTube

Kade

Categories: amateur, crossdressing, french, hd, lingerie, sissy, small cock, small tits, solo, stockings

xHamster

Secretdreamsfuta Intense Hot Sexual Threesome Pleasure Buttocks Thirsty for Intense Sex Deep Throat Hard Sex

Categories: 3some, amateur, american, asian, beauty, big ass, big cock, black, crossdressing, cum

xHamster

I Streached My Sissy Ass so Bad with Big Toys

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

ShemaleZ

Thin Sissy In Glbuttes Tugs Her Cock On Cam

Categories: amateur, dick, sissy, solo, stockings, thin, webcam

aShemaleTube

[no porn] Japanese Sissy image clip with Purple Swimsuit and Tan Pantyhose, Thigh-high Boots

Categories: amateur, asian, boots, crossdressing, fetish, hd, japanese, model, pantyhose, sissy

TrannyOne

Thick and long toys collection for sissy ass

Categories: amateur, anal, ass, assfucking, dildo, huge dildo, sissy, thick, toys, tranny

aShemaleTube

Sissy in Cock Sucking Training

Categories: amateur, big cock, blowjob, cumshot, dick, domination, fetish, sissy, sucking

xHamster

Purple Hair Femboy on a Leash Taking Dildo in Ass and Throat

Categories: amateur, anal, argentinian, ass, big ass, bisexual, crossdressing, deep throat, dildo, femboy

xHamster

Shining seamless pantyhose self play

Categories: asian, chinese, compilation, crossdressing, dick, fetish, hd, orgasm, pantyhose, prostate

KeekAss

Closet cross dressing high

Categories: amateur, anal, big black cock, blonde, crossdressing, cuckold, cute, dildo, femboy, friend

xHamster

Secretdreamsfuta Delicious Intense Riding Hot Pleasure Tasty Sweet Hot Ass Hard Sex Intense Ass Fucked Hard

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

xHamster

Sissy Maid Hardware Store Humiliation Adventure staring Sissy Mindy

Categories: american, blonde, cosplay, crossdressing, feminization, hd, humiliation, ladyboy, lingerie, maid

xHamster

shemale lingerie sounding urethral dildo sissy 1

Categories: amateur, bdsm, dildo, fetish, handjob, hardcore, hd, ladyboy, lingerie, masturbation

KeekAss

Sexy Ass Small Boobs Stroking Her Pecker 2

Categories: amateur, anal, ass, beauty, bitch, blonde, blowjob, crossdressing, dildo, high heels

KeekAss

Sissy Crossdresser switching clothes for sofa

Categories: amateur, beauty, bed sex, big cock, blonde, clothed sex, crossdressing, cute, dick, femboy

TrannyOne

Sissy crossdresser maid slave deepthroated and throatfucked hard, swallows.

Categories: blowjob, crossdressing, cum swallowing, deep throat, dick, french, maid, sissy, slave

aShemaleTube

BG70 Sexy Knickers Down

Categories: ebony, exhibitionist, flashing, hd, lingerie, panties, sissy, stockings, tease, tranny

aShemaleTube

Ginger CD Babe Hitachi Experience

Categories: amateur, anal, babe, beauty, crossdressing, european, femboy, homevideo, masturbation, milf

ShemaleZ

Crossdressing Cutie Swallows Huge Load

Categories: bdsm, big cock, brunette, crossdressing, cum swallowing, cute, dick, domination, fetish, ladyboy

aShemaleTube

Taiwan sissy yahui riding and lovely little breast

Categories: amateur, anal, asian, crossdressing, hd, model, riding, sissy, taiwanese, transsexual

KeekAss

Plush Gardevoir Hoodie and vinyl Layers, Breathplay, and Plumb Ball Gag

Categories: amateur, breath play, cosplay, crossdressing, fetish, gagging, hd, latex, masturbation, sissy

XXXDan

Sissy Jean shorts

Categories: shorts, sissy

xHamster

Strap-on Bitches: Sissy Pussy Destroyers - Brat Perversions

Categories: 3some, amateur, anal, big tits, brazilian, crossdressing, cunt, doll, domination, femboy

xHamster

Playing with My Lovely Buttplug - Part One

Categories: amateur, anal toying, buttplug, hd, lingerie, sissy, stockings

KeekAss

Sissy mega-bitch on the street

Categories: amateur, bitch, blonde, crossdressing, fantasy, fetish, hd, high heels, mature, outdoor

KeekAss

Cheating point of view Rollplay Buttfuck Climaxes Jessica Bloom

Categories: amateur, anal, assfucking, beauty, big cock, blonde, cheating, crossdressing, cum, cumshot

aShemaleTube

Sissy Workout Compilation 33

Categories: anal, asian, compilation, fetish, fisting, hardcore, homevideo, masturbation, sissy, workout

xHamster

Miss Lacy Uses Bambi Uniform on You

Categories: compilation, domination, fetish, hd, homevideo, pornstar, sissy, uniform

Pornstars: Anita Blue

xHamster

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

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

xHamster

Crossdresser Sucks Femboy's Huge Cock

Categories: amateur, american, beauty, big ass, big cock, blowjob, crossdressing, cum, feminization, fetish

xHamster

Sensual Secrets: Unveiling the Art of Seduction

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

xHamster

Posing that red bone ass

Categories: amateur, ass, hd, ladyboy, latina, lingerie, posing, public, sissy, solo

KeekAss

Sissy femboy stroking in tights

Categories: amateur, crossdressing, femboy, fetish, handjob, hd, high heels, homevideo, jerking, legs

JizzBunker

Dominant latex nurse fucks sissy bareback until facial

Categories: bdsm, big tits, deep throat, doctor, facial, fetish, latex, milf, nurse, redhead

aShemaleTube

Salope Anal & Salope Faciale. Se Fait Prendre Le Cul Dans Toutes les Positions

Categories: amateur, anal, ass to mouth, big cock, bitch, crossdressing, cumshot, facial, hd, sissy

HDSex

Femboy anal fun with thick sissy and sex toys

Categories: amateur, anal, anal toying, ass, babe, beauty, big ass, crossdressing, cum, dildo

JizzBunker

Skinny shy trap doing her thing being sissy and silly

Categories: latina, shy, sissy, skinny, small tits, teen (18+)

aShemaleTube

Slim trans slut in stockings tugs her big dick on webcam

Categories: amateur, big cock, homevideo, jerking, masturbation, sissy, slim, slut, small tits, solo

xHamster

Horny Femboy Crossdresser fantasizes about your dick with a dildo Japanese Crossdresser Madzmoto Sun

Categories: asian, cosplay, crossdressing, dick, dildo, fantasy, femboy, handjob, hd, homevideo

KeekAss

Femboy Twink Takes Tourist Cock

Categories: anal, blowjob, brunette, crossdressing, dick, femboy, hd, pov, sissy, tourist

XXXDan

Sissy Gooner Fuel 2 Read Description.

Categories: anal, babe, big ass, big cock, big tits, black, blonde, brunette, creampie, hardcore

TrannyOne

Nikki Ladyboys is a sissy slut Prostitute

Categories: anal, anus, ass, blowjob, crossdressing, dick, hardcore, hd, ladyboy, money

aShemaleTube

TS 437

Categories: amateur, anal, asian, big cock, femboy, outdoor, sissy, teen (18+), transsexual

aShemaleTube

My first creampie video

Categories: amateur, creampie, crossdressing, cumshot, femboy, fetish, hd, homevideo, lingerie, sissy

xHamster

Brandy Monroe plays

Categories: amateur, american, anal, big tits, chubby, crossdressing, dildo, feminization, hd, homevideo

aShemaleTube

Victoria.envii shows off body & edges💗

Categories: amateur, big cock, femboy, girl nextdoor, hd, masturbation, sissy, small tits, teen (18+), webcam

xHamster

I Was so Horny and Fuck My Ass Until Get S Sissygasm

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

xHamster

A little bit of Maytesun

Categories: amateur, beauty, crossdressing, hd, ladyboy, lingerie, mexican, sissy, solo, stockings

aShemaleTube

Yandere femboy executrix POV! (Teaser)

Categories: crossdressing, dominatrix, femboy, hd, model, pov, sissy, tease, transsexual

aShemaleTube

Curvy shemale cutie in glasses and stockings tugs her dick on webcam

Categories: amateur, big cock, curvy, cute, dick, glasses, homevideo, jerking, masturbation, sissy

xHamster

Beautiful Crossdresser Bailey Wilde Fucks Trans Woman

Categories: amateur, american, anal, beauty, big ass, big cock, crossdressing, cum, fetish, hd

KeekAss

Nice Ginger-haired Trans Femboy Super-bitch Plumb Herself for You

Categories: amateur, anal, big ass, bitch, cigarette, cute, extreme, femboy, fisting, gaping hole

Pornstars: Ginger Nice

xHamster

You must watch this video

Categories: amateur, anal, anal toying, belgian, big black cock, dildo, femboy, hardcore, hd, ladyboy

xHamster

Glamour Galore: Dressing to Impress

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

xHamster

White Cute Mini Dressed Live Cam Show Sweet Femboy Kitty Crossdresser Amateur Homemade Candy Babe Teen College Girl Pretty

Categories: amateur, american, babe, beauty, big ass, college, crossdressing, cute, femboy, hd

Pornstars: Candy Sweet

TrannyOne

VID PREVIEW. TS SEXYBRODY TAKE A HUGE COCK

Categories: amateur, anal, anal fisting, big tits, crossdressing, femdom, gaping hole, huge cock, humiliation, husband

ShemaleZ

Sissy Rubberdoll Brenda Plays With Itself Till It

Categories: amateur, brunette, fetish, hd, latex, pornstar, sissy, solo, webcam

Pornstars: Rubberdoll

aShemaleTube

BlueGirl70 Pink White Panties

Categories: erotic, exhibitionist, flashing, lingerie, panties, sissy, stockings, tease, tranny, upskirt

aShemaleTube

sissy jamie surrenders

Categories: blonde, blowjob, crossdressing, cumshot, domination, femboy, hd, ladyboy, sissy

xHamster

Trans From Mexico ass rosita, Fucks the ass

Categories: anal toying, ass, barebacking, big ass, booty, dildo, fetish, homevideo, ladyboy, mexican

KeekAss

Japanese Femboy enjoy ass-fuck onanism with hefty, medium and smallish fake penises.

Categories: anal, asian, assfucking, crossdressing, cum, cumshot, dick, femboy, hd, japanese

xHamster

Miss Lacy Duval Delievers a Poopy Diaper Curse

Categories: amateur, bbw, crossdressing, diaper, femboy, hd, masturbation, mature, sissy, toys

xHamster

Satin Sissy in Chastity Rides Her New Huge Dildo

Categories: amateur, american, anal, crossdressing, dildo, dress, feminization, fetish, hd, huge dildo

xHamster

Sissy drinks her piss

Categories: bitch, clothed sex, dick, domination, european, fat, feminization, fetish, german, hardcore

xHamster

Chastity clip vs fuck machine equals sissygasm everytime

Categories: american, anal, blonde, cum, emo, feet, fetish, goth, ladyboy, rough

xHamster

Caged Sissy Slut Rides BBC Dildo Sex Toy

Categories: amateur, anal, barebacking, big black cock, brazilian, crossdressing, cum, dildo, dutch, femboy

aShemaleTube

Straight BBC Roommate Fucks My Sissy Ass

Categories: amateur, anal, ass, barebacking, big ass, big black cock, blonde, creampie, crossdressing, dick

KeekAss

You're Assistant On Her Break

Categories: amateur, big ass, big cock, blonde, crossdressing, dick, hd, high heels, ladyboy, legs

aShemaleTube

BBC Loving Sissy Yoga Pants Slideshow

Categories: amateur, bbw, big black cock, crossdressing, homevideo, interracial, sissy, solo, yoga

aShemaleTube

TS A.D. fucks tattooed FTM

Categories: anal, barebacking, big ass, big cock, domination, femboy, hd, homevideo, sissy, tattoo

ShemaleMovie

Bbc fucks sissy, big black shemale cock

Categories: amateur, anal, babe, barebacking, beauty, big black cock, big cock, black, creampie, crossdressing

aShemaleTube

JOI Wichsanweisung High Heels und Nylonfuesse lecken mit Cum Countdown

Categories: amateur, cum, cumshot, domination, german, hd, high heels, homevideo, joi, lingerie

KeekAss

Cianna Working Her Labia - Senses So Great Dad!

Categories: anal, crossdressing, daddies, hd, labia, sissy, toys, webcam

xHamster

LEITAOXIV ANOTHER DAY ANOTHER CUM

Categories: asian, beauty, big cock, crossdressing, cum, cumshot, hd, ladyboy, sissy, solo

xHamster

VERY HOT Blonde Crossdresser Fucked Doggystyle

Categories: amateur, american, anal, big ass, big cock, blonde, crossdressing, doggystyle, femboy, feminization

xHamster

Sissy Slut Ejaculates After Morning Wakeup Cum Show at Country House

Categories: amateur, beauty, country, crossdressing, cum, cumshot, feminization, hd, homevideo, lingerie

aShemaleTube

Blond skonhed kommer pa en unik made (Samantha sissy world)

Categories: amateur, blonde, dick, femboy, hairless, hd, homevideo, masturbation, shaved, sissy

KeekAss

Huge Dick Shemale Wanking It On Webcam

Categories: amateur, asian, beauty, brunette, crossdressing, femboy, femdom, handjob, huge cock, jerking

xHamster

I teased her by masturbating and I got my cock sucked by a guy.

Categories: amateur, big cock, blowjob, crossdressing, cum, cum in mouth, cumshot, dick, french, friend

KeekAss

hot young femboy perfect ass

Categories: amateur, ass, beauty, big ass, big cock, femboy, gay, homevideo, sissy, solo

KeekAss

Femboy Deep-throats on Fuck stick Then Screws Their Caboose with a Gigantic Fucktoy

Categories: amateur, anal, asian, cosplay, crossdressing, cute, deep throat, dildo, femboy, gaping hole

aShemaleTube

Paulina Porizkova (look-alike) masturbates🍆💦

Categories: big cock, edging, european, femboy, hd, masturbation, milk, sissy, small tits, teen (18+)

aShemaleTube

Sissy self facial

Categories: facial, hd, sissy, slut, small cock

aShemaleTube

Solo cum

Categories: amateur, cum, cumshot, femboy, glasses, masturbation, sissy, small cock, small tits, solo

aShemaleTube

CdTina edging

Categories: amateur, crossdressing, edging, fetish, hd, lingerie, long nails, masturbation, mature, sissy

aShemaleTube

latina sissy trap cock squeezing her firiend

Categories: dick, latina, sissy, webcam

aShemaleTube

Bouncy Little Slave Bunny

Categories: amateur, bunny, crossdressing, cumshot, femboy, hd, homevideo, lingerie, masturbation, sissy

KeekAss

GOING KNUCKLE DEEP OUTDOOR COMPILATION

Categories: amateur, anal, ass, bdsm, beauty, blonde, clothed sex, compilation, couple, domination

xHamster

Rikki Ocean Makes Has a Slice of Cumkin Pie

Categories: american, big cock, big tits, cum, cumshot, femboy, fetish, hd, ladyboy, masturbation

xHamster

How To Self Suck - Yoga Training With Jessica Bloom

Categories: behind the scenes, blonde, british, dick, european, flexible, hd, sissy, skinny, sucking

xHamster

Secretdreamsfuta Tasty Sex Intense Hot Pleasure Buttocks Thirsty for Huge Cock Sweet Tasty Ass Fuck Intense Sex Doggy Style

Categories: amateur, american, asian, assfucking, beauty, big cock, black, cum, doggystyle, hd

aShemaleTube

another Day in Paradise

Categories: ass to mouth, crossdressing, cumshot, hd, lingerie, masturbation, sissy, small cock, toys

KeekAss

Laryboy Plays With Her Dick

Categories: amateur, beauty, brunette, cumshot, dick, hd, homevideo, humiliation, latex, masturbation

KeekAss

Overflowing lace and lust in a voluptuous and addictive assets.

Categories: amateur, beauty, brunette, crossdressing, cute, daddies, doll, femboy, hd, lace

aShemaleTube

ivyrose499

Categories: brunette, crossdressing, cumshot, femboy, glasses, hd, homevideo, long hair, mature, sissy

aShemaleTube

Latin Girl Shelady Receives A Creamy Facial

Categories: amateur, beauty, blowjob, creampie, domination, facial, homevideo, latina, masturbation, sissy

xHamster

Asian Sissy Cumshot and Deepthroat Complilation

Categories: amateur, asian, cum, cumshot, deep throat, hd, lingerie, piercing, sissy, solo

HDSex

Sissy Lucia Ladi in her innocence cage rides her fake cock

Categories: anal, ass, cage, crossdressing, dick, dildo, ladyboy, masturbation, sissy, toys

xHamster

Sissy Slut Practice Deepthroat Oral Training Sucking Dildo

Categories: amateur, beauty, blowjob, crossdressing, cum, deep throat, dildo, facial, hd, latina

ShemaleMovie

Underwear, glasses

Categories: crossdressing, glasses, homevideo, lingerie, reality, sissy, slut, small tits, underwear

aShemaleTube

Fucking a guy at the window

Categories: amateur, barebacking, crossdressing, hd, mature, sissy, window

xHamster

Amateur crossdresser Kellycd2022 sexy milf in blue dress pantyhose and heels

Categories: amateur, big tits, british, crossdressing, dress, hd, high heels, ladyboy, lingerie, masturbation

xHamster

Lady Alice Compilation 07 - Mesmerizing Beautiful

Categories: amateur, anal, anal toying, beauty, compilation, creampie, crossdressing, cum, domination, fetish

aShemaleTube

Cum in couch

Categories: amateur, big cock, big tits, couch, crossdressing, cum, cumshot, hd, jerking, sissy

KeekAss

Gundam Miorine cosplayer get boinked, HOOKUP PLAYTHING Chinese Anime Costume Play part.7

Categories: amateur, anal, anime, asian, beauty, chinese, cosplay, costume, crossdressing, femboy

aShemaleTube

Cute Shemale Cums In Condom

Categories: amateur, asian, chinese, condom, crossdressing, cum, cute, femboy, pantyhose, sissy

aShemaleTube

stunning trans lady with tattoos and big tits strokes her cock

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

xHamster

Asian crossdresser Eva in black lace lingerie and black stockings

Categories: amateur, asian, big black cock, black, canadian, crossdressing, feminization, hd, lace, ladyboy

aShemaleTube

j4n3uk big dildo and cum

Categories: amateur, crossdressing, cum, cumshot, dildo, hd, homevideo, sissy, stockings, uk

xHamster

Hello Ladyboy Trans - Pretty Nudist Rozebell Fuck Black Neighbor BBC Slapp Ass Right Afterthey

Categories: amateur, anal, ass, barebacking, big black cock, black, british, crossdressing, cumshot, gay

xHamster

Sexy Sissy in Work Boots Vs. Fuck Machie.

Categories: amateur, american, anal, blonde, boots, cum, cumshot, cute, dildo, fisting

aShemaleTube

full naked slutwalk between trucks

Categories: amateur, crossdressing, domination, femboy, fetish, hd, ladyboy, latex, nude, outdoor

KeekAss

Juggsy Gal Masker Z Bowl Stripper #3

Categories: big ass, big tits, bikini, compilation, crossdressing, dildo, feminization, high heels, huge dildo, huge tits

xHamster

Swimsuit Boobs

Categories: amateur, crossdressing, hd, lingerie, mature, sissy, slut, solo, swimsuit

xHamster

Small shemale cock has anal orgasms fucks her big ass hard

Categories: amateur, anal, anal toying, big ass, colombian, cum, dildo, femboy, hd, ladyboy

xHamster

I'm Elena, the most fucking Greek woman and I want fucking every dayI play with my cock and cum while wearing a mini dress and

Categories: anal, big tits, crossdressing, cum, dick, dirty, dirty talk, dress, greek, hd