Sissy Shemale Videos » 48

xHamster

Anal sex with my gym trainer

Categories: amateur, anal, beauty, big ass, big cock, blowjob, brunette, crossdressing, domination, gym

KeekAss

Cracking my jummy she-male's caboose

Categories: amateur, anal, crossdressing, femdom, fetish, hardcore, hd, husband, pegging, sissy

ShemaleMovie

Mature crossdresser gets intense anal training from a bang machine in lingerie and heels

Categories: amateur, anal, anal toying, blonde, british, corset, crossdressing, dildo, femboy, gaping hole

KeekAss

Latina Tgirl Deepthroats Dildo

Categories: amateur, blowjob, crossdressing, deep throat, dildo, homevideo, jerking, latina, masturbation, old

aShemaleTube

getting wide

Categories: barebacking, big cock, cumshot, glasses, hd, homevideo, lingerie, masturbation, sissy, small tits

xHamster

Chubby Sissy spits all over her

Categories: amateur, big tits, blonde, chubby, european, fat, fetish, fishnet, hd, humiliation

xHamster

Sissy-Kuroko Anal Fisting

Categories: anal, anal fisting, cosplay, crossdressing, femboy, fisting, hd, japanese, ladyboy, masturbation

KeekAss

Love myself...

Categories: amateur, ass, crossdressing, dress, funny, high heels, homevideo, latex, latina, legs

KeekAss

Self Deep throating Ass fucking Hoe Jessica Bloom Licks Her Fountain

Categories: anal, assfucking, beauty, blowjob, cum, cum in mouth, deep throat, feet, femboy, fetish

KeekAss

four,000 Plaps and Counting

Categories: amateur, cage, handjob, hd, masturbation, sissy, toys

xHamster

Cute crossdresser Jana anal dildo

Categories: amateur, anal, anal toying, crossdressing, cute, dildo, hd, lingerie, pantyhose, satin

aShemaleTube

Glamour Ts Superstar

Categories: amateur, glamour, homevideo, jizz, masturbation, sissy, solo, teen (18+), transsexual, webcam

xHamster

Bootylicious Babe: Shaking It with Sass

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

xHamster

Sophie, the transvestite slut, dances, dildoes and cums for you

Categories: amateur, anal, anal toying, big tits, crossdressing, cum, dancing, dildo, european, femboy

xHamster

Brunette and Blonde (part 3) Animation

Categories: amateur, animation, barebacking, beauty, big ass, big cock, blonde, blowjob, brunette, creampie

KeekAss

PLUMPER Trans Lady Pinky Faux-Cocks Good-Sized Donk

Categories: amateur, anal, anal toying, ass, bbw, big ass, crossdressing, cumshot, cute, dick

aShemaleTube

Chef Trixy Cooks for Her Boyfriend, Who Likes Her Asshole Better

Categories: amateur, anal, ass, bdsm, big cock, bondage, boyfriend, crossdressing, cumshot, domination

aShemaleTube

Holly spunks a big load in the woods

Categories: amateur, crossdressing, cumshot, hd, masturbation, mature, outdoor, sissy, solo, stockings

xHamster

Light, you love Misa, right? I'll give you everything. I love you. 💖

Categories: amateur, anal, asian, beauty, big ass, big cock, blowjob, creampie, crossdressing, femboy

KeekAss

Sissy in observe-thru micro swimsuit pulverizing her butt with 2 massagers at once outdoors

Categories: anal, anal toying, ass, bikini, blonde, double penetration, exhibitionist, extreme, hd, lingerie

xHamster

Ms300 Sarazia Exotic - Pink Lingerie Act 2

Categories: amateur, american, beauty, big cock, black, creampie, crossdressing, cum, exotic, fetish

aShemaleTube

A sissy slut dildo play, cock suck, daddy fuck

Categories: anal, asian, creampie, crossdressing, cumshot, daddies, dick, dildo, femboy, hd

Pornstars: Viper

xHamster

Watching My Big Transvestite (Psykoanal)

Categories: amateur, anal, ass, big cock, boy, crossdressing, dildo, extreme, femboy, fisting

xHamster

Blue Skirt Plugged and Caged

Categories: anal toying, blonde, cum, cumshot, dick, european, fishnet, hd, high heels, sissy

KeekAss

posing, wide open, and railing fake penis until I jizz in fresh rainbow fishnets

Categories: amateur, anal, blonde, crossdressing, cum, dick, dildo, femboy, fishnet, gaping hole

aShemaleTube

black dressed business girl relax after busy day in office and wank her big cock cum closeup

Categories: amateur, big cock, black, business woman, close up, cum, cumshot, hd, homevideo, lingerie

aShemaleTube

obedient sissy with master

Categories: crossdressing, master, sissy

aShemaleTube

Taftaj and her Dildo

Categories: amateur, cumshot, dildo, masturbation, sissy, small tits, solo, toys

aShemaleTube

Slap My Butt In Latex Leggings

Categories: ass, fetish, hd, latex, leggings, sissy, slap, slut, transsexual

xHamster

Crossdresser stripteaser. Panties and bra cum.

Categories: amateur, american, big cock, bra, crossdressing, cum, cumshot, fetish, hd, lingerie

xHamster

Zorrita Femboy riding her dildo

Categories: amateur, anal, anal toying, beauty, crossdressing, cum, cumshot, dildo, femboy, fetish

ShemaleMovie

Hard-core, handjob

Categories: anal, ass, asslick, bukkake, cum, cum in mouth, cumshot, double penetration, gaping hole, handjob

xHamster

A new compilation of Celine in the parking garage and also at home

Categories: american, ass, barebacking, beauty, bisexual, compilation, crossdressing, dick, gangbang, hd

aShemaleTube

Redhead Colombian Shemale Linda Cumming

Categories: big cock, big tits, close up, colombian, cum, cumshot, hd, homevideo, latina, lingerie

xHamster

Straight boy likes to dress like a girl

Categories: anal, anal toying, bondage, boy, crossdressing, dress, european, handjob, hd, high heels

xHamster

CD outdoor walking at trainyard, waiting on the train.

Categories: amateur, crossdressing, dress, dutch, european, hd, high heels, lingerie, outdoor, piercing

aShemaleTube

Tgirl 5 pmv

Categories: amateur, anal, ass to mouth, big ass, big tits, hd, latex, lingerie, sissy, sucking

xHamster

Femboy Siss TransGirl Iskra Electrical

Categories: amateur, beauty, crossdressing, electrified, femboy, hd, lingerie, pantyhose, pov, russian

ShemaleMovie

Young sissy, adult movie star

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

xHamster

LaraSukkuba Episode 55 - Just Chatting - Big Ass Shemale In Nylon Pantyhose Encasement With Buttplug And Shoes

Categories: amateur, anal, ass, beauty, big ass, buttplug, crossdressing, fetish, german, hd

HotMovs

Adorable Small Sissy In Lingerie Gargles Cock And Eats Fat Cumshot

Categories: adorable, amateur, cumshot, dick, fat, hd, lingerie, sissy, small tits

aShemaleTube

Sissy plays with her clit

Categories: amateur, blonde, clit, crossdressing, hd, homevideo, lingerie, sissy, small cock, stockings

KeekAss

Young sissy gets her vag wrecked by BIG BLACK COCK

Categories: anal, ass, assfucking, big ass, big black cock, crossdressing, femboy, fetish, first time, hd

KeekAss

Selenahot stretching, smacking and dildoing blend

Categories: amateur, anal, anal toying, ass, big ass, compilation, crossdressing, dildo, fucking machine, hardcore

aShemaleTube

Ts Emilly Weickert will Ruin you for others

Categories: anal, barebacking, big ass, big cock, big tits, creampie, domination, ebony, homevideo, mature

TrannyOne

Sissy Bareback Amateur Crossdresser

Categories: amateur, barebacking, crossdressing, gay, homevideo, sissy

xHamster

misr4 - White lingerie striptease

Categories: big cock, crossdressing, fetish, hd, lingerie, masturbation, miniskirt, polish, sissy, stockings

XXXDan

Sissy sienna spanked and fucked by Mistress Cleo

Categories: amateur, anal, bdsm, hardcore, lingerie, mistress, sissy, spanking, toys

xHamster

Nyl Intense Hard Sex Buttocks Thirsty for Pleasure Tasty Ass Swallowing Semen Intense Hard Sex Intense Fucking

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

xHamster

Style Tips and Tricks: Elevate Your Fashion Game!

Categories: 3some, amateur, american, beauty, big cock, big tits, crossdressing, feminization, first time, game

TrannyOne

Sissy hubby and wife share a BBC (Cuckold Romantic)

Categories: big black cock, blowjob, creampie, crossdressing, cuckold, girlfriend, husband, interracial, romantic, share

xHamster

Candid Late Night Gender Fluid Trans Chick Self Swallowing (I wanna do this Daily Omg!!!)

Categories: amateur, american, bdsm, beauty, big cock, blowjob, cum, cum swallowing, dick, facial

KeekAss

Ultra-Kinky ball gag stocking getting off featuring Alexandra Braces

Categories: bdsm, blonde, braces, crossdressing, fetish, gagging, jerking, kinky, ladyboy, masturbation

aShemaleTube

Maid maki japanes anal slave

Categories: amateur, anal, asian, big tits, close up, crossdressing, gangbang, hd, japanese, maid

VideoSection

Steamy sissy compilation featuring breezy in sexy underwear

Categories: big black cock, big cock, compilation, lingerie, sissy, underwear

xHamster

For My Master Vladislav

Categories: amateur, anal, beauty, black, crossdressing, cum, femboy, hd, ladyboy, master

xHamster

wank on bed

Categories: amateur, bed sex, european, german, hd, high heels, masturbation, sissy, small tits, solo

xHamster

Secretdreamsfuta Hard Anal Sex Delicious Hot Big Ass Swallow Huge Monster Cock Sweet Tasty Pleasure Intense Sex

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

aShemaleTube

Dizzy gets the violet wand from her Mistress

Categories: bdsm, bondage, crossdressing, hd, lingerie, mistress, sissy, small cock

aShemaleTube

HA30Wear sexy dress n stockings to visit someone, anal masturbated and ejaculated on his balcony

Categories: anal, asian, balcony, big ass, chinese, crossdressing, cumshot, dress, femboy, hd

aShemaleTube

the Queen Erupts

Categories: big cock, big tits, brunette, cumshot, glasses, hd, homevideo, masturbation, queen, sissy

KeekAss

Rosy faux-cock in pinkish pussycat in shoes, fleshy jizz flow and internal cumshot

Categories: amateur, anal, anal toying, bbw, big cock, boots, chubby, creampie, crossdressing, cum

aShemaleTube

BBC Trans dominates fat CD Sissy Fiona Fortune Blowjobs Dildo Cum Swap

Categories: amateur, american, anal, big black cock, blowjob, crossdressing, cum in mouth, cum swapping, cumshot, dildo

xHamster

Blonde Femboy Creampie and Cums Twice

Categories: amateur, blonde, creampie, crossdressing, cum, cute, femboy, hd, ladyboy, lingerie

KeekAss

cd gurl toying

Categories: amateur, big tits, blonde, crossdressing, cute, femboy, hd, lingerie, masturbation, sissy

aShemaleTube

MY LOVE 036

Categories: big tits, chinese, crossdressing, cumshot, hd, ladyboy, lingerie, masturbation, outdoor, sissy

xHamster

Sissy Maid Covered with Fake Cum and Breaks Her Fucking Machine Before Having a Sissygasm

Categories: amateur, american, anal, blowjob, crossdressing, cum, dildo, dirty, fucking machine, hd

xHamster

Nyl Intense Anal Sex Tasty Big Ass Swallowing Huge Monster Cock Tight Anus Gaping Hard Sex Fucked in the Ass

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

xHamster

My Homemade Lube Came Out My Ass After Getting Fucked with Fuck Machine and Big Dildos

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

xHamster

Chiara outdoor with clity

Categories: amateur, ass, balls, bbw, big ass, big tits, chubby, crossdressing, dick, exhibitionist

KeekAss

You wanna take me from behind and make me your bitch?

Categories: amateur, bbw, beauty, big ass, bitch, blonde, crossdressing, femboy, from behind, high heels

aShemaleTube

Cute cd cums for you, and licks it off her fingers

Categories: crossdressing, cum, cute, femboy, fingering, licking, masturbation, sissy

ShemaleMovie

Gaping fun with Tiffany Ciskiss

Categories: anal, dildo, european, extreme, femboy, funny, gaping hole, goth, huge dildo, masturbation

xHamster

I love it.

Categories: amateur, american, anal, arab, crossdressing, dildo, hd, homevideo, ladyboy, latina

xHamster

I Found My Christmas Present and I'm Using It on the Sly at Home Alone

Categories: amateur, anal, canadian, dildo, hd, homevideo, masturbation, mature, sissy, solo

ShemaleMovie

Bambi Bliss gets a steamy creampie from TS Foxxy after some intense anal action!

Categories: anal, ass, ass to mouth, babe, beauty, big cock, creampie, dildo, handjob, masturbation

Pornstars: Bambi Bliss

xHamster

little sissy bitch

Categories: bitch, blonde, british, crossdressing, escort, hd, high heels, ladyboy, lingerie, masturbation

xHamster

SEXIEST Trans Latina Fucked Doggystyle

Categories: amateur, american, anal, ass, beauty, big ass, big tits, crossdressing, doggystyle, feminization

xHamster

Sissy Maid Self Bondage Strapped to Bed

Categories: bdsm, bed sex, bondage, canadian, dildo, fetish, gagging, hd, high heels, latex

KeekAss

Abased Sissy Maid - Dominatrix Task

Categories: abuse, amateur, anal, blonde, cosplay, crossdressing, dildo, domination, dominatrix, femboy

ShemaleZ

Huge Dildo In Sissy Ass Trans Pounding Her Hole

Categories: amateur, ass, hd, huge dildo, sissy, solo, stockings, toys, transsexual, webcam

aShemaleTube

Sissy Mutproben

Categories: amateur, beach, crossdressing, dare, flashing, german, hd, outdoor, shop, sissy

aShemaleTube

Black see-through top, lacy bra, fishnets and boots

Categories: amateur, black, blonde, boots, bra, crossdressing, femboy, fishnet, hd, ladyboy

xHamster

Miimii White sissy shower

Categories: amateur, anal, anal toying, dildo, hd, homevideo, ladyboy, pretty, shower, sissy

xHamster

Crossdresser in Red Lingerie Fucks Hot Trans

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

xHamster

Jakol unta kasama ka daddy kaya lang wala ka dito sa lugar namin

Categories: amateur, asian, beauty, big cock, cum, daddies, filipina, hd, ladyboy, latex

JizzBunker

Machine milking of sissy F in chastity - Jessica Bloom cums hands free and swallows cum

Categories: amateur, anal, british, caught, crossdressing, cum, cum swallowing, cumshot, dildo, hardcore

aShemaleTube

Serving old men in a Mexico City Motel

Categories: anal, blowjob, femboy, homevideo, ladyboy, latina, mexican, motel, old farts, sissy

KeekAss

Fake Penis pummel in black hold Up Pantyhose and High High-Heeled Slippers Vignette two Money-Shot

Categories: amateur, anal, ass, black, crossdressing, cum, cumshot, dick, dildo, feet

aShemaleTube

Know Your Place Sissy

Categories: big black cock, hd, interracial, sissy

xHamster

I've never had a dick like this inside me before, I feel more feminine than ever. i am your slut your shameless greek cross slu

Categories: anal, big tits, close up, crossdressing, cum, cumshot, dick, dirty, dirty talk, greek

ShemaleMovie

Solo lubed up action with oily masturbation

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xHamster

Futuretist Intense Anal Sex Hot Big Ass Tasty Swallows Huge Cock Hard Sex Sweet Big Ass Tasty Fucked

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

aShemaleTube

HeavenGrl sissy getting rdy in my hotel room

Categories: hd, hotel, sissy

xHamster

Nina and Nae 1 (Futa)

Categories: 3d, amateur, anal, big cock, couple, fishnet, futanari, hd, homevideo, sissy

KeekAss

【Hatsune Miku】✨Vampire Miku Cosplayer get Nailed, Chinese manga porn anime crossdresser costume play three

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

XXXDan

Ebony shemale fuck sissy ass in bdsm group action

Categories: anal, assfucking, asslick, bdsm, black, ebony, gloves, group sex, hardcore, lingerie

ShemaleMovie

Big ass femboy with a small dick cums handsfree

Categories: amateur, anal, ass, big ass, brutal, cum, cumshot, dildo, femboy, gaping hole

aShemaleTube

2 CUM FEMBOY 118 206 HUNG

Categories: amateur, asian, big cock, blonde, chinese, cum, cumshot, femboy, ladyboy, sissy

aShemaleTube

The Sissy Bitch PMV 3

Categories: amateur, bitch, compilation, crossdressing, femboy, hd, homevideo, sissy, solo, teen (18+)

xHamster

Huge Gape with a Glass Butt plug and Fucking My Ass with Massive Dildos

Categories: amateur, anal, ass, big ass, buttplug, dildo, gaping hole, hd, masturbation, mature

xHamster

Sissy Faggot Cums

Categories: amateur, crossdressing, cum, cum in mouth, cumshot, danish, gay, hd, high heels, lingerie

TrannyOne

femboy bottom gay anal orgasm while riding big dick no hands big cumshot sissy

Categories: anal, barebacking, big cock, close up, couple, crossdressing, cum, cumshot, dick, femboy

xHamster

Rikki Ocean Makes Her Warm, Creamy New Year's Eve Cum Cocktail

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HDSex

Seductive sissy crossdresser Rileydix teases and dirty talks while flaunting her amazing booty

Categories: amateur, amazing, american, anal, beauty, booty, crossdressing, dirty talk, lingerie, masturbation

KeekAss

Shackled sissy super-bitch deep throating BIG BLACK COCK

Categories: amateur, bdsm, big black cock, bitch, crossdressing, deep throat, dick, domination, femboy, gagging

KeekAss

JamieDoll Sissy Speculum and Have Fun

Categories: amateur, anal, blonde, crossdressing, cumshot, funny, handjob, hd, lingerie, masturbation

aShemaleTube

Caged Sissy Rides Big Toy

Categories: amateur, anal, asian, chinese, femboy, mature, sissy, small tits, solo, stockings

xHamster

Sexyfilomena Washes Her Laundry (part 2)

Categories: bitch, blowjob, crossdressing, cum, dildo, hd, homevideo, lingerie, masturbation, mature

aShemaleTube

AlexaTVMex in sexy miniskirt

Categories: crossdressing, dress, hd, high heels, miniskirt, sissy, stockings

xHamster

LEITAOXIV "I love recording myself while playing with my asian ladyboy dick"

Categories: amateur, asian, beauty, big cock, compilation, cum, cumshot, dick, hd, ladyboy

xHamster

Crystal Fucked by Fuck Machine

Categories: anal, ass, beauty, big ass, crossdressing, cute, dick, femboy, feminization, hardcore

aShemaleTube

HA44Wears short dress with dildo stuffed into anal behind Passers-by pass by!

Categories: anal, asian, ass, big ass, chinese, crossdressing, cumshot, dildo, dress, flashing

KeekAss

Sissy Masturbating Off Her Yam-Sized Weenie Dressed In Spandex Mittens and a Tutu Sundress

Categories: amateur, ass, big cock, crossdressing, dress, femboy, feminization, fetish, gloves, hd

KeekAss

American Cutie Tranny Jerks Her Cock

Categories: amateur, american, beauty, brunette, cute, dick, emo, futanari, homevideo, jerking

TrannyOne

twink boy riding daddys cock.

Categories: amateur, anal, assfucking, big ass, boy, cowgirl, daddies, dick, pov, riding

aShemaleTube

walk in dessou

Categories: amateur, crossdressing, european, german, homevideo, lingerie, milf, outdoor, sissy, small tits

xHamster

A Compilation of 50 Edging Squirting Riding Cumshots

Categories: amateur, australian, big cock, compilation, crossdressing, cum, cumshot, dildo, edging, hd

aShemaleTube

Stunning femboy getting her ass fucked in a motel room *** floozyjezebelle

Categories: amateur, assfucking, big ass, femboy, hd, homevideo, ladyboy, lingerie, masturbation, mature

xHamster

needed to cum

Categories: amateur, american, bathroom, crossdressing, cum, cumshot, european, hd, homevideo, masturbation