Sissy Shemale Videos » 45

ShemaleMovie

Runa plays dress-up, smokes, and dances seductively for your viewing pleasure

Categories: amateur, beauty, cosplay, crossdressing, dress, femboy, ladyboy, lingerie, sissy, smoking

ShemaleMovie

Sissy maid in self-suspension bondage fulfills all her kinky desires

Categories: amateur, bdsm, bondage, boots, bound, crossdressing, dildo, gagging, homevideo, kinky

xHamster

Little clitty

Categories: amateur, anal, bitch, bondage, french, hd, ladyboy, lingerie, pussy, sissy

aShemaleTube

Rapidfire cumshots 2

Categories: asian, big cock, big tits, blonde, compilation, cum in mouth, cumshot, ebony, futanari, hd

KeekAss

domme roleplay i poke u rock-hard like my tiny sissy plaything and jism deep inwards you

Categories: amateur, big cock, close up, cum, cumshot, dick, dirty talk, domination, huge cock, joi

TrannyOne

SOAKING WET PANTIES SISSY CUMMIES, WINDOW EXHIBITIONIST ANAL

Categories: anal, anus, ass, booty, exhibitionist, hd, ladyboy, mature, panties, pov

aShemaleTube

enjoy my lovely friends

Categories: amateur, crossdressing, cumshot, friend, hd, lingerie, sissy

XXXDan

Anal Obsessed Sissy Slut Moans n Gapes Her Thick Ass Big Dildo Femboy Crossdresser Shemale Trans Tgirl Trap Trafesti 26

Categories: amateur, anal, ass, beauty, big ass, crossdressing, dildo, femboy, gaping hole, hardcore

xHamster

Green Lace Soft Bra

Categories: amateur, bra, crossdressing, hd, lace, lingerie, mature, sissy, solo

xHamster

Femboy fuck his asshole with a bubble anal plug

Categories: amateur, anal, ass, big ass, crossdressing, femboy, feminization, hd, high heels, lingerie

JizzBunker

A day of a punished sissy

Categories: mature, punishment, sissy

xHamster

Sissy fucked by BIG BLACK COCK

Categories: anal, anal toying, big black cock, black, dick, dildo, fetish, hd, interracial, sissy

aShemaleTube

penis gag humiliation for this sissy

Categories: bdsm, bondage, dick, gagging, hd, humiliation, sissy, tgirl, tranny

KeekAss

I Love Railing Stiff MONSTROUS Schlong Until I Spunk! SissyGasm! Palms Free-For-All jizz shot!

Categories: amateur, anal, assfucking, crossdressing, cum, cumshot, dildo, hd, jizz, ladyboy

Pornstars: Anita Blue

ShemaleZ

Mia The Shy Maid - Chastity Sissy Selfbondage Goes Wrong

Categories: amateur, bdsm, blonde, fetish, latina, lingerie, maid, shy, sissy, stockings

aShemaleTube

TS 465

Categories: amateur, anal, big cock, compilation, femboy, homevideo, masturbation, sissy, solo, teen (18+)

xHamster

Hard Pounding by Fuck Machine

Categories: american, anal, cum, fucking machine, hardcore, hd, lingerie, masturbation, mature, piercing

xHamster

Sissy in lingerie with dildo

Categories: amateur, anal, big black cock, blowjob, crossdressing, cute, dildo, feminization, hd, japanese

xHamster

RIDING DILDO IN PINK LINGERIE AND HIGH HEELS

Categories: anal, anal toying, crossdressing, dildo, fetish, hd, high heels, korean, lingerie, masturbation

KeekAss

Sissy Maid Pops & Bursts Rigid from Assfuck Romping Machine in V-card Cell - Jessica Bloom

Categories: amateur, anal, anal toying, assfucking, beauty, blonde, crossdressing, cum, cumshot, dick

xHamster

watch me pee in my cute high heels

Categories: amateur, american, crossdressing, cum, cute, femboy, fetish, hd, high heels, ladyboy

xHamster

White Meat in Satin and High Heels for Dinner

Categories: ass, beauty, big ass, big cock, brazilian, crossdressing, cute, femboy, fetish, hd

XXXDan

MOCKI ON WET PANTIES, SISSY CUNTIES, ANAL EXCIBITIONIST AT THE WINDOW

Categories: anal, big ass, big tits, cunt, hardcore, mature, panties, pov, sissy, small tits

KeekAss

ONE WEBCAM 2 PLAYTHINGS I bet your chisel would be more joy!

Categories: amateur, anal, anal toying, ass, babe, big ass, blonde, crossdressing, hd, ladyboy

Pornstars: Krystal Steal

KeekAss

Silicone Doofy Playtime - Miss Eva Mae - Living Silicone Damsel & Doll Masker

Categories: amateur, blonde, crossdressing, doll, fake tits, fetish, gloves, hd, homevideo, lingerie

TrannyOne

Dominatrix women pegging crossdresser with bbc dildo

Categories: amateur, big black cock, crossdressing, dildo, doggystyle, dominatrix, femdom, fetish, hd, mistress

aShemaleTube

blond thai tranny love to fuck raw

Categories: amateur, anal, barebacking, big cock, big tits, blonde, blowjob, domination, hd, homevideo

xHamster

Ladyboy jerks off huge cock in pantyhose and cums a lot

Categories: amateur, asian, big cock, crossdressing, cum, handjob, hd, huge cock, indian, japanese

xHamster

Foot Slut Jessica Bloom Cums Into Her Sock Then Licks It Out - Feet Fetish Cum Countdown

Categories: amateur, big cock, blonde, british, cum, cumshot, cute, feet, femboy, fetish

xHamster

Melinda James CD "Lost in lustful Ekstase"

Categories: amateur, beauty, crossdressing, cum, feminization, german, handjob, hd, ladyboy, masturbation

ProPorn

Laura King - Humiliating Sissy BF Time to Suck Cock

Categories: boyfriend, dick, ladyboy, masturbation, pornstar, sissy, solo, sucking

Pornstars: Laura King

xHamster

Onanie Night in the Rainy Park

Categories: amateur, asian, crossdressing, cum, dick, japanese, masturbation, mature, miniskirt, outdoor

KeekAss

My white chinese gimp make me spunk on her figure

Categories: amateur, anal, asian, chinese, crossdressing, cum, femboy, homevideo, japanese, ladyboy

aShemaleTube

fucking my sissy ass with a prosecco bottle

Categories: amateur, anal, ass, big tits, bottle, crossdressing, hd, homevideo, lingerie, sissy

aShemaleTube

intense blowjob from my sissy

Categories: amateur, asian, barebacking, big cock, big tits, blowjob, hd, homevideo, ladyboy, sissy

xHamster

What You're Missing

Categories: amateur, ass, beauty, blonde, canadian, crossdressing, dildo, hd, lingerie, masturbation

aShemaleTube

Toilet

Categories: amateur, anal, crossdressing, cumshot, lingerie, masturbation, sissy, small tits, solo, stockings

aShemaleTube

Pantyluvn sissy snow showers

Categories: amateur, crossdressing, cumshot, femboy, hd, homevideo, lingerie, masturbation, mature, outdoor

xHamster

Velma wants to feel your big cock

Categories: amateur, anal, big ass, big cock, colombian, crossdressing, femboy, hd, ladyboy, latina

xHamster

Nuttytouch Hard Anal Sex Hot Big Ass Tasty Swallowing Cum Sweet Pleasure Tasty Big Ass Hot Riding Hard

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

JizzBunker

Daddy dirty little sissy slut

Categories: amateur, big ass, blowjob, daddies, dirty, gay, sissy, slut

aShemaleTube

Sissy Tammi rides big BBC dildo

Categories: barebacking, big black cock, cage, crossdressing, cumshot, dildo, homevideo, lingerie, long hair, mature

xHamster

Horny Latex Slut Locked In The Inverted Chastity Cage

Categories: beauty, cage, crossdressing, cute, hd, ladyboy, latex, sissy, slut, stockings

TrannyOne

Fucked hard on her wedding night

Categories: amateur, anal, cum in mouth, hardcore, lingerie, sissy, skinny, stockings, wedding

TrannyOne

Guy gag sissy

Categories: creampie, cum, cum in mouth, deep throat, gagging, hd, mouthful, oral, sissy, small tits

VideoSection

Shemale feet solo, penis ring

Categories: anal, anal toying, babe, balls, beauty, big cock, cum, cumshot, dick, feet

xHamster

Sexyfilomena Has a Good Time

Categories: amateur, anal, bathroom, canadian, crossdressing, cum, dildo, handjob, hd, lingerie

aShemaleTube

Domino

Categories: anal, barebacking, big tits, blonde, blowjob, cumshot, hd, homevideo, interracial, pornstar

Pornstars: Domino

ShemaleMovie

Sissy crossdresser Emmysdesire gets pleasured by a massive dildo while bound

Categories: amateur, anal, ass, big ass, bound, crossdressing, dildo, european, french, high heels

xHamster

Cute trans with thong dress and sandals walks alone and hot very slut

Categories: american, anal, big ass, big cock, crossdressing, cute, dress, fetish, hd, high heels

xHamster

Indian Sissy Takes Big Bottle Gourd In Ass

Categories: amateur, anal, anal toying, asian, ass, big ass, big cock, bottle, dildo, hd

xHamster

My mom's mature friend is not wearing panties

Categories: arab, asian, creampie, facial, friend, hd, high heels, indian, mature, milf

xHamster

Bought Some New Lingerie with Matching Gold Chain Thingy. I Love How It Feels and Looks. What Do You Think?

Categories: amateur, dutch, hd, lingerie, masturbation, sissy, small tits, solo

KeekAss

SISSY LATEXDOLL ONANISM #32

Categories: amateur, anal, asian, assfucking, big cock, blonde, crossdressing, dildo, doll, fetish

xHamster

Huge 12in Dildo Fuck Ass Compilation Xxiii-iv

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

VideoSection

Sissy babe plays with butt plug, locked up and horny

Categories: amateur, babe, bdsm, buttplug, german, lingerie, sissy, solo, stockings, toys

xHamster

Nocturnal exhibition in the car in transvestite with a stiff cock

Categories: amateur, big cock, car, crossdressing, dick, exhibitionist, french, gay, handjob, hd

xHamster

Pissy Sissy Slut - Jessica Bloom Pee Play, Cock Stroking, Anal, Self Sucking And Cumplay

Categories: amateur, anal, beauty, big cock, blonde, british, crossdressing, cum, cumshot, dick

XXXDan

Sissy anal play and a lot of cum

Categories: amateur, anal, big cock, creampie, cum, cumshot, dildo, dutch, hardcore, lingerie

KeekAss

Molten Brit celeb rails faux-cock

Categories: amateur, anal, anal toying, babe, beauty, big ass, blonde, british, celebrity, crossdressing

TrannyOne

Sissy transformation

Categories: anal, anus, ass, bdsm, big cock, cuckold, dick, domination, femdom, hd

xHamster

Shemale goodness

Categories: amateur, beauty, crossdressing, cum, domination, fetish, greek, hd, high heels, leggings

xHamster

Hooded Sissy Eagerly Deepthroats Cock

Categories: amateur, bdsm, blowjob, crossdressing, deep throat, dick, dildo, fetish, gagging, hd

xHamster

Sissy slut learns to suck the dicks, rubs her nipples, gets the plug, fuck her ass

Categories: amateur, anal, ass, big ass, crossdressing, cum, cumshot, dick, femboy, feminization

ShemaleMovie

Hot adventures of a sexy blonde crossdresser in live action

Categories: amateur, american, big cock, blonde, college, compilation, cosplay, crossdressing, cum, cumshot

XXXDan

Sissy Laura hard cumshot in leather outfit and boots

Categories: amateur, boots, crossdressing, cumshot, european, fetish, handjob, leather, masturbation, sissy

xHamster

Alexas ass pussy gets creamy deep machine milkshake with pink locked clitty

Categories: amateur, anal, anal toying, ass, creampie, femboy, fetish, fucking machine, gaping hole, german

KeekAss

PLUS-SIZE T-Girl Cow Jams Buttfuck Beads and Faux-Cocks in Her Ample Bootie POINT OF VIEW

Categories: amateur, anal, anal toying, assfucking, bbw, beads, big ass, big tits, chubby, dick

TrannyOne

Sissy crossdresser fucked hard and creampied

Categories: anal, anus, ass, creampie, crossdressing, cum, hardcore, hd, ladyboy, mature

aShemaleTube

Sissy Diary 4

Categories: asian, ass, dildo, japanese, sissy, solo, transsexual

xHamster

I fuck a funny sex doll Monica moments

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

xHamster

How do you like my new Sissy? Meet Blaire_18 taking a strapon in her ass. Pegging doggy style.

Categories: anal, doggystyle, hd, homevideo, pegging, sissy, slave, strap-on

xHamster

Céline Laffite back based as she likes

Categories: amateur, anal, arab, couple, cum, extreme, facial, femboy, french, hardcore

xHamster

Fap To Tgirl Slut Fingering Her Fat Fucking Asshole Before Slapping Cocks With Her As You Both Journey Throughout The Cosmos

Categories: american, anal, anal toying, ass, assfingering, buttplug, dick, fat, feet, fetish

xHamster

Big tittie gay sissy lady boy playing with herself.

Categories: amateur, bathroom, big tits, crossdressing, cum, cute, feminization, gay, hd, ladyboy

KeekAss

Monster Cock Tgirl Masturbating 2

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

xHamster

Dominatrix SMACKS Hot Crossdresser's Ass

Categories: amateur, american, anal, ass, bdsm, beauty, big cock, crossdressing, cum, domination

ShemaleZ

Sissy Elise Worships Cock Up Close

Categories: amateur, blonde, dick, hd, sissy, solo, toys, worship

KeekAss

Tucking 95mm big fake penis and milking off money-shot

Categories: amateur, anal, anal toying, ass, crossdressing, cum, cumshot, dick, fetish, handjob

aShemaleTube

Black fishnets, boots and negligee

Categories: black, boots, crossdressing, femboy, fetish, fishnet, hd, ladyboy, latex, lingerie

aShemaleTube

My Hypno Vid

Categories: amateur, anal, big ass, blonde, crossdressing, femboy, hd, ladyboy, latina, sissy

xHamster

Sissy slut Blair_18 was handcuffed and cuffed. Dominatrix Nika put the femboy in doggy style. Anal plug and waxing

Categories: anal, bondage, doggystyle, dominatrix, femboy, fetish, handcuffed, hd, homevideo, sissy

AlphaPorno

Black stud gives this fine shemale plenty of dick to play with

Categories: anal, big black cock, black, blowjob, dick, doggystyle, fake tits, hd, interracial, legs

TrannyOne

Shemale Porn Video Trans Goth Girl Fucks Male Masturbator Sex Toy

Categories: amateur, ass, babe, beauty, big cock, big tits, dick, fishnet, goth, jerking

xHamster

Rikki Ocean Golden Goddess Milks Out Cock Nectar and Swallows It All

Categories: amateur, american, big tits, cum, cum swallowing, cumshot, dick, femboy, goddess, hd

aShemaleTube

Sissy Maid Marga loves being exposed and locked in chastity

Categories: amateur, blonde, crossdressing, femboy, fetish, lingerie, maid, sissy, solo, stockings

aShemaleTube

Stunning Ebony Tgirl Stroking Her BBC

Categories: big black cock, big cock, cute, ebony, masturbation, sissy, solo, stroking, teen (18+), tgirl

KeekAss

thick bum t-girl cougar toying with fake penises and catapulting her culo with jizz - ccumshoot

Categories: amateur, anal, ass, big ass, cougar, cumshot, dick, dildo, hd, jizz

KeekAss

Sissy Camgirl Finest Climax in Flow & Converse Part 1

Categories: amateur, compilation, crossdressing, cum, cumshot, femboy, flashing, game, handjob, hd

aShemaleTube

Sensual Sissy Bunny

Categories: amateur, anal, barebacking, blonde, blowjob, bunny, crossdressing, facial, ladyboy, latina

xHamster

Hood Thug Ninja Jacking off BBC in the Bando

Categories: amateur, asian, bbw, big black cock, big cock, black, crossdressing, cum, dick, femboy

xHamster

Beautiful ass only for you my little hamster

Categories: amateur, anal, ass, beauty, big ass, big cock, crossdressing, greek, handjob, hd

ShemaleMovie

T-girl locked in a cage enjoys anal play and sissy feminization

Categories: amateur, anal, cage, crossdressing, cum, dildo, femboy, feminization, homevideo, jizz

xHamster

Pink Pants Pink Dress Sexy Sissy Crossdresser Big White Ass Slut Gay

Categories: amateur, american, beauty, big ass, big cock, big tits, crossdressing, dress, femboy, first time

aShemaleTube

I Sit on a Big Dildo, It Touches My Prostate

Categories: barebacking, dildo, femboy, hd, homevideo, lingerie, prostate, sissy, small cock, stockings

aShemaleTube

skinny teen femboy toys ass and strokes dick on webcam

Categories: amateur, ass, big cock, dick, femboy, ladyboy, masturbation, sissy, skinny, small tits

KeekAss

Crimson clothed wonderful transgender princess crossdresser transgender princess goddess

Categories: amateur, asian, ass, beauty, big cock, clothed sex, compilation, couple, crossdressing, cum

TrannyOne

Sissies in the Hood (PMV) - SmoothCrusher

Categories: amateur, anal, anus, ass, big black cock, big cock, black, blowjob, booty, dick

aShemaleTube

Sissy Redhead Test

Categories: fisting, gay, masturbation, redhead, sissy, toys

aShemaleTube

CD Jamie Jardon strokes cock fucks dildo and cum in pink fishnet bodysuit

Categories: anal, big cock, big tits, crossdressing, cum, dick, dildo, fishnet, hd, high heels

ShemaleMovie

Amateur ladyboy, ladyboy anal

Categories: amateur, anal, asian, babe, beauty, brutal, chinese, cosplay, creampie, crossdressing

xHamster

I'm Alone in Bed and I've Put Oil All Over My Body and I'm Playing with the Cock Inside Me and I'm Cumming

Categories: anal, bed sex, big ass, crossdressing, cum, dick, dildo, femboy, greek, hd

xHamster

Nuttytouch Delicious Anal Riding Sweet Big Ass Tasty Swallow Huge Monster Cock Hardcore Sex Sweet Ass Gaping

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

xHamster

Slutty Sissy Faggot

Categories: amateur, anal, blowjob, crossdressing, danish, dildo, hd, high heels, lingerie, pornstar

KeekAss

Assfucking fucl strap dildo tsgirl

Categories: amateur, anal, assfucking, babe, beauty, big tits, blonde, brunette, dildo, dirty talk

KeekAss

Mexican Cross Monstrous Butt Doing a Web Cam Fellate Teaching!

Categories: amateur, ass, big ass, blowjob, brazilian, crossdressing, hd, lingerie, mature, mexican

KeekAss

Danni plays in seemless stockings and highly super-cute undergarments. With huge spunk in nylon.

Categories: amateur, bend over, british, crossdressing, cum, cumshot, cute, dick, feet, jerking

TrannyOne

Pegging crossdresser bisexual cuckold bi husband with cum swap and cumkiss

Categories: amateur, anal, anus, ass, assfingering, assfucking, big tits, bisexual, blowjob, creampie

aShemaleTube

TS 458

Categories: amateur, big cock, compilation, femboy, homevideo, masturbation, sissy, solo, stockings, teen (18+)

ShemaleMovie

Crossdressing hubby enjoys wearing tights and high heels, no release yet

Categories: british, crossdressing, high heels, husband, lingerie, masturbation, sissy, small cock, stockings

ShemaleMovie

High heels crossdressing and stockings, sissy whore

Categories: amateur, babe, beauty, big cock, crossdressing, european, fishnet, french, high heels, ladyboy

xHamster

Lucy Masturbates Until She Pees

Categories: amateur, anal, blowjob, crossdressing, femboy, feminization, hd, ladyboy, lingerie, masturbation

xHamster

Smooth plugged sissy cums in cute panties, tights & heels

Categories: crossdressing, cum, cute, hd, high heels, lingerie, masturbation, panties, pantyhose, sissy

xHamster

Just being a cat girl - JustCutieMia

Categories: amateur, anal, anal toying, buttplug, fetish, hd, ladyboy, piss drinking, pissing, sissy

aShemaleTube

Annemieke taking goldenshower in garden

Categories: anal, blowjob, dick, garden, golden shower, hd, pissing, shy, sissy, transsexual

xHamster

Inseminate Me Tonight

Categories: amateur, asian, beauty, crossdressing, hd, hotel, japanese, mature, sissy, small cock

xHamster

Cd tranny anal bitch Selena's new fucking machines video with a big dildo Clip 1

Categories: anal, anal toying, big ass, bitch, crossdressing, dildo, fucking machine, hd, pov, sissy

ShemaleMovie

Tat, alt girl

Categories: anal, anal toying, babe, feet, footjob, gaping hole, masturbation, sissy, striptease, tattoo

TrannyOne

Beg for this big cock you little sissy slut

Categories: bdsm, big cock, bisexual, dick, domination, femdom, hd, lingerie, pornstar, pov

Pornstars: Alexis Grace, Jade Indica

aShemaleTube

Oiled whore

Categories: hd, oiled, sissy, slut