High Heels Shemale Videos » 45

xHamster

SISSY IN HIGH HEELS, FUCKS HER ASS WITH A DILDO 25 CM

Categories: amateur, anal, anal toying, ass, bbw, beauty, blonde, crossdressing, dildo, hd

KeekAss

Colbietgirl caboose ultra-cutie

Categories: amateur, anal, ass, booty, brunette, cute, hd, high heels, tranny

xHamster

Skinny ladyboy with high heels plays with her small cock

Categories: amateur, asian, cum, cumshot, hd, high heels, ladyboy, lingerie, masturbation, skinny

KeekAss

Blond She-Creature Used By Naughty Boy With Hefty Stiffy

Categories: anal, assfingering, big cock, blonde, blowjob, bondage, boy, crossdressing, fisting, gay

KeekAss

Couple Izzy Wilde and Cami Strellas fuck sesh

Categories: big ass, big tits, black, blowjob, brunette, couple, dark hair, deep throat, doggystyle, hardcore

JizzBunker

Big booty Brazilian tranny gets her big ass drilled without a condom

Categories: anal, babe, big ass, big tits, booty, brazilian, condom, drilling, gay, high heels

ShemaleMovie

Feminine tranny beauty showcases immense prick in closeup and jizzes

Categories: assfingering, beauty, close up, cumshot, high heels, lingerie, masturbation, oiled, panties, piercing

xHamster

🔶CAM⁴ [²⁵mar²⁵] (2) SiSsi CuL_Ouvert Bas_Nylon Dress

Categories: amateur, ass, beauty, big cock, bitch, crossdressing, cute, dress, french, hd

PornGem

Inked ladyboy barebacked while wanking in close up

Categories: amateur, anal, assfucking, babe, barebacking, close up, handjob, high heels, ladyboy, latina

xHamster

Beautiful brunette TS Colbietgirl dressed posing in higheels and stockings

Categories: beauty, brunette, crossdressing, hd, high heels, ladyboy, posing, romanian, slut, small tits

ShemaleMovie

Cute chinese tranny droplets

Categories: asian, chinese, cute, high heels, ladyboy, masturbation, solo, tranny

KeekAss

GROOBY BAR - Russian Light-haired Plus-size In Pinkish High-heeled slippers And Railing Fuck stick

Categories: anal, anal toying, bar, bbw, blonde, dildo, handjob, hd, high heels, masturbation

Pornstars: Dasha

KeekAss

Smalltits ebony tugging her stiff wood

Categories: amateur, beauty, black, close up, ebony, handjob, hd, high heels, masturbation, piercing

KeekAss

Stunning shemale beauty jerking off and cumming

Categories: asian, beauty, big cock, big tits, bikini, brunette, cum, cumshot, hd, high heels

ShemaleMovie

Colombian bigbutt t-girl doggystyled

Categories: anal, big ass, booty, close up, colombian, cumshot, doggystyle, high heels, jerking, latina

xHamster

Gigi and Dave in the Hotel Room

Categories: anal, beauty, blowjob, british, couple, hd, high heels, hotel, mature, small tits

KeekAss

Нюд влог трансухи (румтур) Naked Russian Trans dame apartment trip v-card box speculum

Categories: amateur, big cock, brunette, fetish, hd, high heels, homevideo, kinky, nude, nudist

ShemaleMovie

thin black tgirl masturbating outdoors

Categories: amateur, american, black, ebony, gaping hole, high heels, masturbation, outdoor, skinny, solo

KeekAss

Kasey Kei is ready to bottom for Liz Jordan

Categories: anal, asian, big tits, blowjob, brunette, creampie, dark hair, doggystyle, fingering, handjob

KeekAss

Ember Fiera surprised by her husband Cliff Jensen

Categories: anal, asian, ass to mouth, big ass, big cock, black, blowjob, brunette, dark hair, deep throat

Pornstars: Ember

xHamster

Gay stud fucks a tranny's asshole indoors

Categories: american, anal, ass, big ass, blowjob, condom, couple, cum, gay, high heels

xHamster

Fap a slut trans fingering her fat cock before pouring her milk on her heels sexy cocks with her while they both travel through the cosmos

Categories: bbw, big ass, big black cock, big cock, crossdressing, dick, fat, feet, fetish, fingering

JizzBunker

Blackhair Latina shemale solo masturbates in high heels

Categories: big ass, big tits, bikini, black, high heels, latina, masturbation, solo

KeekAss

Tgirl romps bi-otches vulva

Categories: 3some, big ass, big tits, bisexual, blonde, blowjob, cum swapping, cumshot, cunt, facial

ShemaleMovie

Curvy tranny annalise rose enjoys some solo pleasure in high heels

Categories: amateur, asian, ass, big ass, cum, cumshot, curvy, handjob, high heels, jerking

ShemaleZ

Tall Busty Ladyboy With High Heels Enjoys Giving A Blowjob To Her Lover

Categories: big tits, blonde, blowjob, fetish, high heels, ladyboy, tall

xHamster

Perky boobed shemale gets his boobs and dick eaten before being ass fucked

Categories: american, anal, assfucking, big ass, big tits, couple, cum, dick, handjob, high heels

HDSex

Sexy crossdresser Rachelle59 rocks lingerie, heels, and a sissy dress

Categories: amateur, beauty, crossdressing, dress, high heels, ladyboy, lingerie, sissy, stockings

KeekAss

Jizzsprayed she-creature getting gang-fucked

Categories: anal, beauty, big tits, bikini, blowjob, booty, brunette, doggystyle, facial, fetish

KeekAss

Beautiful Young Shemale 2

Categories: amateur, ass, beauty, blonde, crossdressing, handjob, high heels, homevideo, huge cock, masturbation

KeekAss

Take a Glimpse inwards my Sissy Mind

Categories: anal, big ass, big cock, big tits, bimbo, blonde, blowjob, brunette, compilation, dick

Pornstars: Anita Blue

xHamster

my feet

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

xHamster

Mrs Samantha gets a good Blowjob from hot blonde Tgirl Daphne and another Tgirl

Categories: amateur, beauty, blonde, blowjob, crossdressing, dick, dutch, group sex, hd, high heels

PornGem

Trans Gracie taste a wet pussy of model Haley

Categories: 69, big tits, blonde, blowjob, braces, doggystyle, fingering, high heels, kissing, lesbian

KeekAss

Girl/girl plumper tgirl bangs chick cooch

Categories: anal, bbw, big tits, blowjob, gay, handjob, hd, high heels, kissing, lesbian

KeekAss

Didn’t get laid, but my faux-cock saves the day! Emily Adaire

Categories: amateur, anal, anal toying, big tits, black, blowjob, brunette, cowgirl, curly haired, dick

xHamster

Femboy posing and playing in pantyhose

Categories: amateur, american, beauty, crossdressing, cum, dick, femboy, fetish, handjob, hd

aShemaleTube

Goddess Valerie Massages Her Big Dick

Categories: amateur, big cock, crossdressing, ebony, fishnet, goddess, hd, high heels, homevideo, lingerie

KeekAss

Ginger-Haired latina tgirl jerking her massive beefstick

Categories: big ass, big tits, booty, brazilian, handjob, high heels, jerking, latina, lingerie, masturbation

aShemaleTube

Cute-faced tgirl tBlonde babe in heels gets her assakes it from behind by a buff, horny dude

Categories: babe, blowjob, brunette, cumshot, cute, doggystyle, from behind, high heels, tgirl, tranny

ShemaleMovie

Sultry shemale Nicolly Navarro in pink high heels flaunts her voluptuous booty

Categories: ass, babe, beauty, big ass, big cock, booty, brazilian, cum, cumshot, high heels

KeekAss

Fledgling She-Male Audition With A Wanking She-Male

Categories: amateur, asian, audition, casting, close up, glamour, high heels, interview, ladyboy, masturbation

XXXDan

Amateur crossdresser Kellycd2022 sexy milf mastubating outdoors in pantyhose and heels sissy cumshot mature solo

Categories: amateur, beauty, big cock, british, crossdressing, cumshot, high heels, masturbation, mature, milf

xHamster

Streptease for You

Categories: blonde, hd, high heels, mature, spanish

KeekAss

Handsfree jizm in crimson g-string

Categories: amateur, crossdressing, cum, cumshot, high heels, lingerie, stockings, thong

KeekAss

Big-Chested ladyboy strokes with fake penis in backside

Categories: ass, big tits, brunette, cum, dick, dildo, girlfriend, handjob, hd, high heels

aShemaleTube

British crossdresser Lucy Essex CD toying my arse with big jelly dildo

Categories: amateur, anal, ass, big cock, big tits, british, crossdressing, dildo, fake tits, hd

xHamster

Chubby in Fishnet Fucked Deep By Fist Dildo

Categories: anal toying, bbw, chubby, dildo, fishnet, hd, high heels, latina, mature, smoking

KeekAss

Encaged Spandex Whore Busting Ballsack

Categories: amateur, ball busting, cage, crossdressing, hd, high heels, latex, lingerie, masturbation, sissy

TrannyOne

Busty latina tranny Nicolly Navarro wanks her fat rod solo

Categories: balls, big tits, black, dick, fat, gorgeous, hd, high heels, jerking, juicy

XXXDan

Crossdresser shop owner gets fucked by a man in the shop

Categories: amateur, anal, asian, cosplay, couple, crossdressing, high heels, pantyhose, shop, thai

ShemaleMovie

Damn, she's smoking hot!

Categories: bathroom, beauty, big cock, compilation, cuckold, cumshot, high heels, ladyboy, latina, smoking

TrannyOne

Flat chested shemale Bee Armitage strokes in stockings and heels

Categories: flat chested, high heels, stockings

xHamster

Trannies from brasil

Categories: barebacking, big ass, big tits, brazilian, dick, high heels, latina, outdoor, sucking, tranny

ShemaleMovie

Submissive trans beauty serves as a piss slave in intense BDSM session

Categories: amateur, ass, bdsm, beauty, blowjob, domination, fishnet, hardcore, high heels, homevideo

xHamster

Dressed for SEX

Categories: amateur, american, buttplug, crossdressing, cum, cumshot, dildo, dress, fetish, hd

TrannyOne

Thai ladyboy strips to stockings and heel for the camera

Categories: asian, ass, car, filipina, high heels, hotel, ladyboy, masturbation, park, pick up

xHamster

Cam4 (31mar25)1 Torn Dress & Latex Gloves Posing Like a Real Whore

Categories: amateur, ass, beauty, big ass, crossdressing, dress, french, gloves, hd, high heels

XXXDan

Divine Alternative Tranny Outdoor Deepthroat B4 Doggystyle

Categories: anal, big tits, blowjob, deep throat, doggystyle, gay, high heels, milf, outdoor, tranny

aShemaleTube

CD fuck fat guy

Categories: boots, crossdressing, fat, hd, high heels, mature

TrannyOne

Latina shemale with small tits Rafaela Ridell jerks off solo

Categories: balls, black, dick, hd, high heels, jerking, latina, masturbation, shaved, short hair

xHamster

The Whore Carlatx Masturbates in Streaming

Categories: european, high heels, masturbation, mature, sissy, slut, small tits, solo, spanish, tranny

xHamster

Anal Fucked By Fucking Machine (2)

Categories: amateur, anal, anal toying, big cock, crossdressing, fucking machine, german, hd, high heels, lingerie

TrannyOne

Blonde crossdresser in stockings and heels enjoys grandpa's old boner

Categories: blonde, crossdressing, grandpa, high heels, old, stockings

xHamster

Cumshot of a booted hooker

Categories: amateur, boots, crossdressing, cumshot, german, hd, high heels, lingerie, masturbation, mature

JizzBunker

Lesbian tgirl Pussylicks bikini babe at the pool

Categories: babe, big ass, big tits, bikini, cumshot, high heels, lesbian, lingerie, masturbation, pool

TrannyOne

Chunky black tranny strokes her big black cock on sofa

Categories: big black cock, black, blowjob, chunky, deep throat, hd, high heels, jerking, monster cock, natural tits

ShemaleMovie

Tiny tits shemale in high heels fucked hard until cumming on her chest

Categories: anal, asian, ass, brutal, cum, deep throat, extreme, hardcore, high heels, ladyboy

xHamster

SisK lingerie collection EP16.1: Crossdress on Ppen Crotch Black Pantyhose and Chastity Cage

Categories: amateur, asian, black, cage, crossdressing, fetish, hd, high heels, homevideo, ladyboy

TrannyOne

Cute Asian tranny can turn any man into a sissy

Categories: asian, close up, cute, dick, handjob, high heels, juicy, ladyboy, natural tits, sissy

ShemaleZ

Butt Latin Ts Babe With Tattoos Bareback Banged

Categories: anal, ass, assfucking, babe, barebacking, big ass, booty, booty shake, brazilian, hd

xHamster

Strap Self Bondage-Sissy Maid Trying New Idea

Categories: bdsm, bondage, dildo, fetish, gagging, hd, high heels, latex, maid, sissy

aShemaleTube

Beautiful TS babe Nikki Montero playing with fleshlight

Categories: babe, beauty, cumshot, fleshlight, hd, high heels, masturbation, solo, toys, tranny

KeekAss

Kate Violin - Plays

Categories: anal, assfucking, blonde, crossdressing, erotic, handjob, hd, high heels, kinky, masturbation

KeekAss

TRANSEROTICA Trans Angelina Sate Smashed Mans Greedy Fuck-hole

Categories: 69, anal, ass, assfingering, big cock, big tits, blonde, blowjob, deep throat, erotic

xHamster

Exhibit 2023'

Categories: blonde, european, exhibitionist, fishnet, french, hd, high heels, mature, outdoor, public

JizzBunker

Bdsm pussy in leather harness fucks girlfriends ass with strapon

Categories: ass, bdsm, big ass, fetish, girlfriend, high heels, latex, leather, lingerie, pussy

KeekAss

Thai she-creature strokes her rock-hard manmeat

Categories: asian, dick, glamour, handjob, hd, high heels, ladyboy, masturbation, panties, small tits

xHamster

Being Naughty for a Boyfriend

Categories: amateur, boyfriend, british, crossdressing, dick, hd, high heels, lingerie, masturbation, mature

aShemaleTube

slim latina teen shemale in stockings and high heels wanks on webcam

Categories: amateur, ass, high heels, homevideo, jerking, latina, masturbation, slim, small tits, solo

KeekAss

slick white gams in six inch stilettos (two)

Categories: amateur, crossdressing, high heels, legs, lingerie, masturbation, mature, moaning, posing, solo

KeekAss

Motel Restrain Bondage and Tights Masked

Categories: bdsm, blonde, bondage, brunette, fetish, hardcore, hd, high heels, kinky, motel

xHamster

Femboy Feet, Dildo & Vibrator combo! (Part 1)

Categories: anal, anal toying, crossdressing, cum, cumshot, dick, dildo, feet, femboy, goth

xHamster

little sissy bitch

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

aShemaleTube

Crossdresser in shorts pantyhose high heels

Categories: amateur, crossdressing, high heels, pantyhose, shorts, sissy

xHamster

Ethan Astrid's Peggy Sue riding a dildo

Categories: amateur, american, anal toying, big ass, cosplay, dildo, hd, high heels, mature, milf

Pornstars: Peggy Sue

FlyFlv

Naughty Maid Gets Spanked By Shemale

Categories: ass, babe, big tits, blowjob, couch, high heels, kissing, lesbian, maid, naughty

Pornstars: Ember

KeekAss

absolute necessary - speculum in my sissyass 01 (CD-Veronica) (HD)

Categories: amateur, anal, ass, hd, high heels, nylon, speculum, stockings, toys

xHamster

Used by the bull - part 2

Categories: amateur, anal, couple, crossdressing, domination, hd, high heels, homevideo, italian, ladyboy

xHamster

Home made fashion with ZZ hehe I took my scissors and redesigned my metallic blue dress to make it more revealing

Categories: ass, australian, beauty, crossdressing, dress, hd, high heels, homevideo, lingerie, mature

xHamster

crossdresser tempts with her sexy feet in stripper shoes on the street

Categories: crossdressing, european, feet, fetish, hd, high heels, latex, lingerie, outdoor, polish

KeekAss

Highclass butt transsexual in undergarments asshole licked before bang-out

Categories: anal, ass, big ass, booty, doggystyle, hardcore, high heels, latina, licking, mature

xHamster

My transparent dress in 3 different suspender stockings

Categories: amateur, big cock, crossdressing, dress, fetish, german, hd, high heels, ladyboy, nylon

KeekAss

gam hoist, Booties and playthings remain interactive. Then JISM

Categories: amateur, asian, ass, beauty, brunette, crossdressing, cumshot, feet, fetish, hd

KeekAss

Caress my bean & puffies over underpants with a plug

Categories: anal, blowjob, buttplug, clit, crossdressing, cum, femboy, fetish, hd, high heels

xHamster

public crossdressing - sexy platform thongs and latex leggings

Categories: amateur, crossdressing, european, hd, high heels, latex, leggings, lingerie, outdoor, polish

KeekAss

Trans Dancer Barbara Perez Shoots Spunk Right into Her Customer's Hatch

Categories: anal, blowjob, brazilian, brunette, cumshot, dancing, fantasy, hardcore, hd, high heels

KeekAss

Jay Tee and Carrie Emberlyn intimate sex

Categories: anal, assfingering, big ass, big tits, blowjob, cumshot, deep throat, face fucking, handjob, hardcore

TrannyOne

Amazingly hot blonde tranny strokes her big boner all alone

Categories: amazing, big tits, blonde, gorgeous, hd, high heels, jerking, latina, puffy nipples, shaved

xHamster

CAM⁴ [²³mar²⁵] Plug💎PLuG pluG (1) Mk

Categories: amateur, anal, anal toying, ass, beauty, big ass, big cock, bitch, crossdressing, cute

aShemaleTube

Anna's Webcam

Categories: brunette, high heels, homevideo, masturbation, small cock, small tits, teen (18+), tgirl, toys, webcam

JizzBunker

Amateur transvestite babe tugging close up cock

Categories: amateur, babe, beauty, big cock, big tits, brunette, close up, cumshot, dick, fetish

IcePorn

Bigass TS Brazil babe in heels fucked

Categories: babe, barebacking, big ass, blowjob, brazilian, hd, high heels, latina, small tits, transsexual

aShemaleTube

Busty ladyboy with high heels gets fucked standing up till double cumshot

Categories: amateur, asian, big tits, cumshot, high heels, ladyboy, standing, teen (18+)

xHamster

Crossdresser Punk Meow Masturbating in JK uniform & Latex Stockings part.1

Categories: amateur, asian, beauty, big cock, blonde, crossdressing, cum, fetish, hd, high heels

KeekAss

Reese Rideout Kasey Kei and Bella Joie threesome

Categories: 3some, anal, asian, ass, big ass, big cock, big tits, blowjob, brunette, creampie

aShemaleTube

Tanned brunette ladyboy with red high heels jerks off solo

Categories: amateur, asian, brunette, high heels, ladyboy, masturbation, solo, tanned, teen (18+)

xHamster

I love to tease BB12"NCs rock hard for cum in my 9" BBC SLUT platform stiletto heels at the TGirl nightclub for BLACK STUDS only

Categories: american, ass, big ass, big black cock, black, blonde, club, cum, fetish, hd

XXXDan

Marina Spanked and Teased

Categories: amateur, bdsm, blowjob, bondage, couple, crossdressing, dutch, hardcore, high heels, lingerie

TrannyOne

Sissyhusband Solo Posing an Dildo 1

Categories: amateur, anal, crossdressing, dildo, femboy, gay, hd, high heels, huge dildo, lingerie

IcePorn

Brunette ladyboy with high heels blows massive load out of

Categories: asian, big tits, brunette, hd, high heels, ladyboy, masturbation, solo

KeekAss

Penny Barber and assistant Zariah Auras fuck sesh

Categories: ass, big ass, big cock, big tits, black, blowjob, brunette, cum, dark hair, deep throat

KeekAss

FRANKS TGIRLWORLD - Poy Wants To Share Her Wish To Have fun

Categories: asian, brunette, funny, handjob, hd, high heels, masturbation, share, slim, small tits

aShemaleTube

Slender ladyboy with high heels blows her boyfriend till messy facial

Categories: amateur, asian, boyfriend, cumshot, facial, high heels, ladyboy, messy, teen (18+)

KeekAss

superior office domme lets you gobble her high high-heeled slippers and culo and jizz in your face

Categories: amateur, big cock, cum, cumshot, domination, german, high heels, huge cock, jizz, joi

KeekAss

Mesmerizing busty shemale anal plays while masturbating

Categories: anal, big cock, big tits, dildo, fetish, high heels, latina, lingerie, masturbation, solo

HDSex

Horny Latina tgirl stroking her big cock on the rooftop

Categories: anal, babe, beauty, big cock, cum, cumshot, high heels, jerking, jizz, latina

its.PORN

Trans babe in thongs and boots barebacked in the bed

Categories: anal, assfucking, babe, bed sex, boots, high heels, lingerie, small tits, tranny, transsexual

xHamster

French crossdresser Exhibition

Categories: amateur, crossdressing, european, exhibitionist, femboy, french, hd, high heels, ladyboy, outdoor

xHamster

Princess Bunnie: Crossdresser MILF masturbating

Categories: amateur, american, beauty, crossdressing, cum, dress, hd, high heels, lingerie, masturbation