High Heels Shemale Videos » 17

XXXDan

Transformation from boy to ladybug

Categories: amateur, boy, crossdressing, fetish, gay, high heels, latina, lingerie, mature, pantyhose

aShemaleTube

Enjoy her sexy long legs, sweet feet, big collection of high heels and big curved cock

Categories: amateur, dick, european, feet, high heels, homevideo, legs, masturbation, pov, slim

xHamster

Nicki-Crossdress sexy red Dress, Pantyhose &High-Heels

Categories: amateur, crossdressing, dress, german, high heels, lingerie, mature, mistress, pantyhose, pretty

xHamster

TVROSE CROSSDRESSER FULL BODYSTOCKING OILING AND EDGING GIRLY COCK

Categories: big cock, bodystocking, british, chubby, creampie, crossdressing, cumshot, dick, edging, european

KeekAss

RACYTS HD - Office TRANSSEXUAL COUGAR with diminutive globes assbanged after deep-throating

Categories: anal, blowjob, brunette, cougar, deep throat, hd, high heels, office, pornstar, secretary

PornGem

Busty tranny babe strapon fucked and sucked by MILFs

Categories: 3some, babe, big tits, cumshot, high heels, lingerie, masturbation, milf, stockings, strap-on

KeekAss

Cumpilation adorable crossdresser

Categories: adorable, amateur, compilation, crossdressing, cum, cumshot, fetish, handjob, hd, high heels

xHamster

Marzia Cums in Black Heels

Categories: big cock, black, cum, cumshot, european, hd, high heels, italian, masturbation, mature

KeekAss

stylish nasty gothic chick with hefty sausage jizm in your face

Categories: amateur, big cock, cum, cumshot, dick, domination, german, goth, high heels, huge cock

aShemaleTube

Mega Cum Compilation Number 3

Categories: amateur, australian, beauty, big cock, compilation, crossdressing, cum, cumshot, high heels, masturbation

CrocoTube

Shemale fucks brunette babe and comes on her tight holes

Categories: babe, blowjob, bodystocking, brunette, cowgirl, doggystyle, fishnet, hd, high heels, lace

HDSex

Amateur crossdresser, underwear, voyeurism

Categories: amateur, crossdressing, high heels, lingerie, masturbation, underwear, voyeur

aShemaleTube

Ts Jesse Montez Sucks a thick cock with cum shot for her Bday.

Categories: american, beauty, big cock, blowjob, cum in mouth, cumshot, dick, high heels, homevideo, latina

XXXDan

Some fun kitty playtime

Categories: amateur, anal, bdsm, fetish, fisting, funny, gaping hole, hardcore, high heels, hotel

XXXDan

I wear a thong on a platform

Categories: amateur, crossdressing, fetish, high heels, latex, lingerie, nude, outdoor, polish, public

KeekAss

Evelina Spreading Stunning Tempting Bum At Night

Categories: amateur, anal, anal toying, ass, big ass, big cock, cum, cumshot, high heels, masturbation

xHamster

I Am Your Bitch

Categories: amateur, anal, bitch, blonde, crossdressing, dildo, fishnet, hd, high heels, lingerie

xHamster

Squirting orgasm

Categories: american, hd, high heels, ladyboy, masturbation, milf, orgasm, pantyhose, smoking, squirt

JizzBunker

Tall blonde tranny takes a cock deep in her throat

Categories: anal, big cock, blonde, blowjob, couple, dick, high heels, latex, lingerie, small tits

JizzBunker

Rose: English Denim

Categories: big ass, creampie, dildo, english, hardcore, high heels, jeans

KeekAss

GROOBYGIRLS - Porn industry star Madison Milks On The Kitchen Table

Categories: ass, big ass, big tits, dick, feet, fetish, hd, high heels, jeans, kitchen

KeekAss

Transsexual Alexa Scout penetrated with interracial big cock

Categories: anal, big black cock, big cock, blowjob, cum in mouth, fetish, gaping hole, high heels, interracial, lingerie

Pornstars: Sean Michaels

aShemaleTube

Sexy Crossdresser kellycd2022 in sexy lace nightie and fishnets fucking my dildo

Categories: amateur, anal, anal toying, big tits, crossdressing, dildo, fetish, fishnet, hd, high heels

XXXDan

DeeDeeSlut69 First days in a pink bodysuit

Categories: amateur, caught, crossdressing, high heels, lingerie, milf, nude, outdoor, public, solo

TrannyOne

Trans doll livecam show in nylon bodysuit and encasement: flawless butt

Categories: amateur, ass, big tits, boots, doll, fetish, high heels, homevideo, nylon, stockings

KeekAss

Blake Lovely loves going all out for her parties

Categories: anal, ass, ass to mouth, big ass, big cock, big tits, blonde, blowjob, deep throat, doggystyle

KeekAss

My Rosy High-heeled shoes and my Furry Butt - Onlyfans Veronica Sanders

Categories: anal, ass, beauty, big ass, big clit, caught, close up, cute, dick, fur

aShemaleTube

Shemale in leather high heels fucking her creamy ass

Categories: amateur, anal, ass, big ass, creampie, high heels, homevideo, leather, masturbation, solo

KeekAss

Posing & Pampering - the camera dude got thrilled

Categories: amateur, brunette, crossdressing, dick, handjob, hd, high heels, lingerie, masturbation, mature

KeekAss

TS beauty Natalie Mars stuffs huge dildo all the way up

Categories: anal, beads, beauty, big cock, cumshot, dildo, fetish, high heels, huge dildo, lingerie

xHamster

Pink Pleasures

Categories: amateur, anal, crossdressing, cum, dildo, hd, high heels, masturbation, sissy, solo

aShemaleTube

Tanned Queen

Categories: anal, blonde, crossdressing, dildo, dress, hd, high heels, lingerie, queen, solo

CrocoTube

Strong black cock makes tight tranny beg for more

Categories: anal, black, blonde, blowjob, bride, cumshot, dick, doggystyle, fake tits, from behind

xHamster

Horny tranny with fishnet stockings gets her ass rammed by muscular man

Categories: anal, ass, big tits, brunette, cumshot, fishnet, high heels, ladyboy, muscled, stockings

xHamster

Thorough cleaning

Categories: crossdressing, european, feminization, hd, high heels, leggings, mature, sissy, spanish

KeekAss

Josie Blade man rod and jism on my soles

Categories: amateur, crossdressing, cumshot, feet, fetish, fishnet, footjob, hd, high heels, interracial

xHamster

Super Hot Crossdresser Bailey Wilde Stroking Huge Cock

Categories: amateur, american, anal, beauty, big cock, crossdressing, cum, cumshot, handjob, hd

KeekAss

Lewd Tgirl Roberta Lins Wanks Her Rigid Sausage in High Stilettos and Stocking

Categories: anal, big ass, big tits, brazilian, brunette, dildo, fake tits, fantasy, hd, high heels

ShemaleZ

Fucking Hot Tranny

Categories: anal, assfucking, big cock, blonde, classic, deep throat, dick, high heels, tattoo, throat

xHamster

cute sexy trans with bikini and heels in public very hot

Categories: american, ass, big ass, bikini, crossdressing, cute, dick, feet, fetish, hd

KeekAss

TS therapist Venus Lux cock rides her twink client until he cums

Categories: anal, asian, big cock, big tits, blonde, blowjob, cowgirl, cum, cumshot, dick

Pornstars: Venus Lux

KeekAss

Nicolly Nogueira TRANSSEXUAL Donk Rails Huge Lollipop

Categories: anal, ass, assfucking, big ass, big tits, blowjob, brunette, dick, hd, high heels

VideoSection

Curvy trans beauty Domino Presley strokes her cock

Categories: babe, beauty, close up, curvy, dick, high heels, masturbation, pornstar, transsexual

Pornstars: Domino

xHamster

Super Hot Redhead Trans Bailey Wilde Fucked

Categories: amateur, american, anal, beauty, big ass, crossdressing, cum, feminization, hd, high heels

ShemaleZ

A Hard Cock On A Beautiful Girl Can Never Be Ignored

Categories: anal, assfucking, barebacking, beauty, big cock, brunette, dick, hd, high heels, lace

ShemaleMovie

Glamour, highheels

Categories: anal, blowjob, cumshot, deep throat, glamour, high heels, latina

JizzBunker

ABDL Diaper Sissy Cumming In Her Diaper

Categories: amateur, crossdressing, cum, cumshot, diaper, fetish, gay, high heels, latina, lingerie

aShemaleTube

SissyCDMish - sissy slut with pink cage fucks her ass so good

Categories: amateur, anal, ass, cage, crossdressing, dildo, femboy, fishnet, high heels, homevideo

aShemaleTube

GROOBY-ARCHIVES: Sweet And Sexy Ava Holt!

Categories: brunette, hd, high heels, masturbation, skinny, slim, small tits, softcore, solo, striptease

ShemaleZ

Fucks A Young Stud On The Bed - Kalena Rios

Categories: anal, assfucking, bed sex, big ass, big cock, big tits, blonde, booty, booty shake, deep throat

xHamster

Jenna cums in your face in high heels

Categories: british, cum, dick, hd, high heels, ladyboy, lingerie, long nails, masturbation, pov

aShemaleTube

high heels redhaired russian shemale goddess masturbates with a fleshlight on webcam

Categories: amateur, big ass, big cock, fleshlight, goddess, high heels, homevideo, lingerie, masturbation, redhead

Sex3

Beautiful shemale in high heels, solo play.

Categories: beauty, big tits, chubby, high heels, insertion, masturbation, milf, model, pussy, shaved

KeekAss

Curvy shemale cutie riding BBC with passion

Categories: anal, big ass, big black cock, big cock, big tits, blonde, blowjob, curvy, cute, fetish

xHamster

Sanja Love Fun!

Categories: amateur, anal, anal toying, crossdressing, dress, european, fetish, friend, funny, hd

aShemaleTube

Gorgeous blonde tranny with high heels rides a big cock from POV

Categories: anal, big ass, big cock, big tits, blonde, blowjob, cumshot, gorgeous, high heels, latina

ShemaleMovie

Transsexual, balcony

Categories: balcony, high heels, lingerie, outdoor, tattoo, transsexual

XXXDan

Horny office girl - caning until the doctor comes

Categories: amateur, caning, crossdressing, cumshot, doctor, european, fetish, german, high heels, leather

aShemaleTube

The bronzed brunette babes work out in revealing lingerie and heels

Categories: babe, blowjob, brunette, hd, high heels, lingerie, workout

ShemaleMovie

Tgirl deepthroats and gets off in a muscular man's ass

Categories: anal, ass, blowjob, deep throat, high heels, muscled, sensual, tgirl

xHamster

Clara is waiting for her lover at the hotel and give him a blowjob

Categories: amateur, blonde, blowjob, crossdressing, french, hd, high heels, hotel, lingerie, mature

ShemaleMovie

Dominating shemale mistress in retro style takes control with high heels and fetish fun

Categories: amateur, anal, babe, bdsm, beauty, blowjob, close up, compilation, crossdressing, cum

xHamster

Joselynne Cd In Sexy Stockings And Heels Show Ass And Sissy Pussy

Categories: amateur, ass, big ass, big cock, crossdressing, feminization, hd, high heels, ladyboy, mature

XXXDan

Queyrass dick is a lot bigger than most people think, and overall its a lot longer, just like one of the hottest Latinas.

Categories: amateur, beauty, big cock, dick, high heels, latina, masturbation, mexican, small tits, solo

KeekAss

Two busty TS Chanel and Venus Lux flip sucking until ejaculation

Categories: asian, big cock, big tits, blowjob, cumshot, deep throat, fetish, handjob, high heels, ladyboy

Pornstars: Venus Lux

KeekAss

Brittney and Rylees admiration for each other

Categories: ass, big ass, big tits, blonde, blowjob, creampie, deep throat, doggystyle, face fucking, fetish

xHamster

Showing off her massive rack

Categories: amateur, anal, barebacking, big ass, big tits, blowjob, cum in mouth, hd, high heels, ladyboy

xHamster

Vladasexytrans Wild Anal Play in Black Dress and in Black Stockings

Categories: amateur, anal, ass, beauty, black, crossdressing, dildo, dress, femboy, gaping hole

aShemaleTube

Showing off her massive rack

Categories: amateur, anal, barebacking, big ass, big tits, blowjob, cum in mouth, hd, high heels, ladyboy

KeekAss

Curvaceous transsexual joys herself outdoors

Categories: big tits, booty, cumshot, hd, high heels, latina, masturbation, outdoor, piercing, solo

xHamster

Sci-Fi pleasure. Hot 3d shemale having a good time with a lesbian

Categories: 3d, big tits, dick, hd, high heels, lesbian, transsexual

aShemaleTube

Brunette tranny with high heels cumshots all over dude's chest

Categories: anal, big ass, big cock, big tits, blowjob, brunette, cumshot, hd, high heels, latina

HClips

Halloween Tricks For More Treats

Categories: amateur, anal toying, arab, ass, beurette, big cock, blowjob, brazilian, brunette, cosplay

ShemaleMovie

Stellar Japanese shemale Mitha Zhe enjoys a morning pleasure session

Categories: cumshot, high heels, japanese, lingerie, masturbation, piercing, stockings

PornGem

Leather harness MTF pussyboy fucks anal babe with strapon

Categories: anal, babe, bdsm, fetish, high heels, latex, leather, rimjob, small tits, stockings

aShemaleTube

Brunette asian ladyboy with high heels ass fucked hardcore in bed

Categories: amateur, asian, assfucking, bed sex, brunette, cumshot, hardcore, high heels, ladyboy, teen (18+)

ShemaleMovie

Amateur femboy CD takes a risk outdoors in heels and mini dress, narrowly escaping discovery

Categories: amateur, ass, big ass, brazilian, crossdressing, dress, femboy, high heels, homevideo, ladyboy

aShemaleTube

Horny Gurl themidnightminx Rides the Late Bus

Categories: big cock, boots, bus, crossdressing, cumshot, curly haired, glasses, hd, high heels, lingerie

HClips

Head To Head A Double Interview

Categories: amateur, anal, assfucking, bdsm, big cock, dick, fetish, hd, high heels, homevideo

ShemaleMovie

Latex-clad ladyboy with sky-high heels strokes her hard cock

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

xHamster

TGIRLJAPAN: Mirans Glamour!

Categories: anal, asian, bathroom, glamour, hd, high heels, japanese, lingerie, masturbation, redhead

ShemaleMovie

Busty Asian ladyboy in high heels pleases herself with her hairy cock

Categories: amateur, asian, big tits, cum, cumshot, dick, hairy, high heels, jerking, jizz

ShemaleMovie

Seductive trans babe in tight leather dress fucks fleshlight and cums on her belly

Categories: babe, bdsm, beauty, belly, big cock, cum, cumshot, domination, dress, feet

aShemaleTube

RUSSIANTGIRLS: LIKA BY THE HOUR!

Categories: big cock, blonde, dress, hd, high heels, lingerie, masturbation, russian, small tits, solo

KeekAss

TranssexualNetwork.com - Latina tranny's ass stretch with massive fat cock

Categories: anal, ass, big cock, blowjob, cumshot, dick, fat, high heels, latina, lingerie

JizzBunker

Sissy Bailey Wilde Fucks Kelsey Masters Bareback

Categories: amateur, anal, barebacking, bdsm, beauty, big ass, big cock, crossdressing, fishnet, gay

aShemaleTube

Small tits ladyboy with high heels strips her black panties

Categories: amateur, amazing, asian, black, cum, cumshot, high heels, ladyboy, lingerie, masturbation

XXXDan

Kelly CD in blue velvet dress, stockings and black heels

Categories: amateur, black, british, dress, high heels, lingerie, masturbation, mature, outdoor, solo

aShemaleTube

Stunning shemale in latex dress and high heels strokes her cock

Categories: anal, big ass, big cock, big tits, blowjob, cumshot, dick, domination, dress, fetish

XXXDan

A juicy four cum compilation from my horny month of may

Categories: anal, big ass, big cock, compilation, crossdressing, cum, cumshot, high heels, juicy, lingerie

KeekAss

Beautiful Pretty

Categories: amateur, beauty, blonde, crossdressing, ebony, high heels, homevideo, jerking, ladyboy, masturbation

Pornstars: Sexy Cora

aShemaleTube

Brazilian Trans and Her Friend with a Pussy

Categories: barebacking, big black cock, big cock, black, blowjob, brazilian, creampie, friend, hd, high heels

JizzBunker

Pretty trans slut naked in public with heels and a very hot butt plug

Categories: anal, big ass, buttplug, cute, fetish, high heels, masturbation, nude, outdoor, pretty

XXXDan

Riding my big STALLION wearing my sexy high heels

Categories: amateur, anal, big ass, crossdressing, dildo, dutch, fetish, hardcore, high heels, lingerie

aShemaleTube

CD Pillow Humping Masturbation Edited Bite Sized Video 1

Categories: black, crossdressing, dress, high heels, humping, latex, mask, masturbation, redhead

XXXDan

Amateur Crossdresser Kellycd2022 Sexy MILF Outdoors Pissing in My Sexy Bodysuit

Categories: amateur, big tits, british, crossdressing, cumshot, high heels, lingerie, masturbation, mature, milf

VideoSection

Hot shemale mom fucking fleshlight

Categories: ass, big ass, big cock, big tits, cumshot, fleshlight, handjob, high heels, lingerie, masturbation

xHamster

ASIANTGIRL: MEET DAV!

Categories: anal, anal toying, asian, big tits, dildo, hd, high heels, ladyboy, long hair, masturbation

aShemaleTube

Hijah Ladyboy Slut Riding Dildo & Cum

Categories: amateur, asian, cum, dildo, high heels, indonesian, ladyboy, masturbation, riding, slut

XXXDan

Gray Days trans crossdresser jerks off at home on holidays

Categories: amateur, anal, big cock, big tits, blonde, crossdressing, cumshot, dildo, hardcore, high heels

xHamster

Piss Pump Evolution 05: The Fem Dom Station

Categories: anal, bdsm, bondage, couple, crossdressing, domination, femdom, fetish, hd, high heels

xHamster

Dark-haired ladyboy in high heel boots strokes her monster

Categories: amateur, asian, boots, cum, cumshot, dark hair, hd, high heels, ladyboy, lingerie

XXXDan

Marina-Subjes Surrender

Categories: amateur, bdsm, blowjob, couple, dutch, high heels, lingerie, mature, small tits

xHamster

Slut Spinner

Categories: anal, bdsm, bondage, couple, crossdressing, domination, fetish, fucking machine, hd, high heels

xHamster

Do you like the panties and stockings???

Categories: amateur, american, ass, beauty, big ass, big cock, big tits, crossdressing, dress, fetish

XXXDan

Mrs Samantha and trans guest give blowjob and ass play to Sir Rob

Categories: 3some, amateur, anal, ass, bdsm, beauty, blonde, blowjob, bondage, crossdressing

ShemaleZ

Sissy Crossdresser In Bettys Attic: He Fucks My Ass With The Strapon

Categories: anal, ass, assfucking, brunette, crossdressing, deep throat, hd, high heels, italian, nylon

xHamster

Hairless, anal-plugged sissy, cums in new panties, tights & heels

Categories: amateur, anal, anal toying, crossdressing, cum, cumshot, femboy, feminization, fetish, gorgeous

XXXDan

Part 2 Sexy Mexican Japanese stud fucks my pussy Candy Ass Sissy

Categories: amateur, anal, asian, bbw, big ass, blonde, crossdressing, fishnet, gay, hardcore

Pornstars: Candy Ass

UPornia

Naughty ebony shemale is stroking thick white dick

Categories: big cock, black, blonde, blowjob, cumshot, dick, ebony, handjob, hd, high heels

xHamster

On the prowl in shiny satin

Categories: amateur, crossdressing, cum, german, hd, high heels, lingerie, masturbation, mature, nylon

aShemaleTube

Trixy at Home and Cooking.....

Categories: amateur, anal, barebacking, beauty, big cock, blowjob, crossdressing, femboy, hd, high heels

xHamster

Crossdresser in new fall outfit. What do you think?

Categories: amateur, american, crossdressing, dress, fetish, gay, hd, high heels, lingerie, mature

KeekAss

Big boobed Jessy Dubai knows exactly how to seduce her viewers

Categories: big cock, big tits, cumshot, fetish, fishnet, high heels, masturbation, pornstar, seduce, solo

Pornstars: Jessy Dubai

xHamster

Mirror dildo suck and anal fuckmachine

Categories: anal, anal toying, blowjob, cosplay, dildo, dutch, fucking machine, hd, high heels, mirror

xHamster

Camelia strip dance and fucking machine

Categories: anal, anal toying, big ass, blonde, dancing, dildo, european, feet, fetish, french

Pornstars: Camelia

HDSex

Gigi and Dave's intimate webcam session showcasing a shemale and man in action

Categories: amateur, anal, ass, barebacking, blowjob, british, creampie, crossdressing, feet, high heels

KeekAss

TRANSSENSUAL - Chad And Casey smooches's Meeting Turn Sexual As They Pound Each Other's Booty Stiff

Categories: anal, assfucking, big tits, blonde, blowjob, booty, condom, couch, cum, cumshot

xHamster

Nylon Queen, 2025 Teaser

Categories: american, anal, anal toying, big cock, crossdressing, goth, hd, high heels, masturbation, nylon

xHamster

Desperate of getting spanked and fucked

Categories: amateur, anal, anal toying, crossdressing, cumshot, desperate, german, hd, high heels, lingerie