High Heels Shemale Videos » 34

aShemaleTube

Ekaterina gets naughty

Categories: amateur, crossdressing, dress, hd, high heels, homevideo, legs, naughty, pantyhose, toys

xHamster

Bitch Sucks Dildo And Bashes Ass

Categories: amateur, ass, beauty, bitch, blonde, blowjob, crossdressing, dildo, domination, dress

aShemaleTube

long legs shemale in stockings & high heels wanks on webcam

Categories: amateur, big cock, high heels, homevideo, jerking, legs, masturbation, pov, skinny, slim

KeekAss

Eva Maxim and Sophia need personal experience

Categories: ass, big ass, big cock, big tits, blowjob, brunette, dark hair, deep throat, doggystyle, face sitting

xHamster

Slender ladyboy with high heel boots jerks off her monster

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

KeekAss

Alessia Travestita 32 Doxy - Cast Venture

Categories: amateur, anal, big cock, blonde, casting, celebrity, crossdressing, cumshot, high heels, homevideo

aShemaleTube

Busty brunette ladyboy in black bra jerks off while in high heels

Categories: amateur, asian, big tits, black, bra, brunette, high heels, ladyboy, masturbation, solo

xHamster

Dildospiel

Categories: anal toying, dildo, fishnet, hd, high heels, homevideo, mature, outdoor, sissy, solo

KeekAss

Tgirl in blue sundress ravages her donk firm

Categories: amateur, anal, anal toying, assfucking, big ass, brunette, crossdressing, dildo, fantasy, handjob

xHamster

Trashy bright fag look 1

Categories: anal toying, big tits, crossdressing, doll, german, high heels, ladyboy, nylon, pantyhose, queen

aShemaleTube

Aubrey de cuatro

Categories: ass, blonde, doggystyle, high heels, pornstar

Pornstars: Aubrey Kate

xHamster

Alison in the bathroom dressed in rubber again

Categories: amateur, anal toying, bathroom, big tits, british, crossdressing, cum, dirty, dirty talk, fetish

KeekAss

lil' ass fucking sesh in fishnet and high high-heeled slippers

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

Pornstars: Lil' Ass

xHamster

Wanking Lady

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

XXXDan

Dominant TS Nurse Barbara Perez Teaches Her Patient a Hard Lesson

Categories: bdsm, blonde, blowjob, brazilian, cumshot, doctor, fetish, hardcore, high heels, latina

KeekAss

Sissy gives mind-blowing feetjob to sugar parent with jizm on soles

Categories: amateur, big cock, blonde, boy, crossdressing, cumshot, feet, fetish, footjob, handjob

JizzBunker

Sexy black undies and ballet heels bondage and bagging

Categories: ballerina, black, bondage, high heels, lingerie, teen (18+), underwear

KeekAss

Juicy Ladyboy Marcelle Herrera Drains with Fruits and Vegetables

Categories: anal, babe, big ass, big tits, brunette, fantasy, hd, high heels, jerking, juicy

ShemaleMovie

Threesome fun with focus on clits

Categories: 3some, amateur, blonde, blowjob, clit, crossdressing, funny, high heels, kissing, lingerie

xHamster

Sissy on high heels training asspussy

Categories: amateur, anal, anal toying, crossdressing, cumshot, dildo, hd, high heels, huge dildo, masturbation

aShemaleTube

who know her name?

Categories: boots, high heels, leather, skinny, slim, small tits, teen (18+)

KeekAss

Sissy Steaming Up66

Categories: anal, black, blonde, buttplug, crossdressing, femboy, fetish, hd, high heels, ladyboy

xHamster

a walk in very high wedges and latex leggings

Categories: amateur, crossdressing, european, feet, fetish, hd, high heels, latex, leggings, lingerie

KeekAss

Imperious TRANSSEXUAL Nurse Barbara Perez Instructs Her Patient a Rock Hard Lesson

Categories: anal, bdsm, blonde, blowjob, brazilian, cumshot, domination, fantasy, fetish, handjob

aShemaleTube

Mikaela Lilyskin Ass play

Categories: ass, assfingering, chubby, close up, cum swallowing, cumshot, hd, high heels, kinky, masturbation

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

xHamster

Blonde Tgirl Mirjam is fucking Mrs Samantha Doggy style!

Categories: 69, amateur, anal, beauty, blonde, blowjob, couple, crossdressing, doggystyle, dutch

XXXDan

Booty trans latina with big tits licked and fucked

Categories: amateur, anal, asslick, big ass, big tits, booty, gay, handjob, high heels, latina

aShemaleTube

Tanned shemale in high heels fucked in various positions

Categories: amateur, anal, big ass, high heels, homevideo, tanned, tranny

KeekAss

Cd tramp waiting for parent

Categories: amateur, anal, big ass, big tits, blonde, crossdressing, femboy, femdom, feminization, fetish

JizzBunker

Big ass Latina trans in high heel boots gets fucked bareback

Categories: amateur, anal, babe, barebacking, big ass, big tits, blowjob, boots, gay, handjob

KeekAss

Red-Haired Sissy in High High-Heeled Shoes posing

Categories: amateur, beauty, crossdressing, cumshot, fetish, hd, high heels, lingerie, masturbation, milf

VideoSection

Super shemale, undergarments

Categories: american, anal, anal toying, ass, beauty, crossdressing, cum, cumshot, dildo, girlfriend

xHamster

Slut in dress strips naked in heels and anal plug in public very hot enjoys it

Categories: american, anal, big ass, crossdressing, dress, feet, fetish, hd, high heels, lingerie

KeekAss

Masked CD boinked by machine and have fun with bootie-labia

Categories: amateur, anal, anal toying, beauty, big tits, corset, crossdressing, dick, fetish, funny

xHamster

Cumshot with dildo in ass and nipple clamps

Categories: amateur, anal, ass, big cock, clamp, crossdressing, cumshot, dildo, femboy, fetish

xHamster

Joselynne Cd Sexy In Lingerie And Heels Show My Ass To FuckMe

Categories: amateur, ass, big ass, crossdressing, fetish, hd, high heels, ladyboy, latina, lingerie

KeekAss

Morning Procedures - prepping for my tryst

Categories: amateur, crossdressing, high heels, lingerie, masturbation, mature, milf, nylon, outdoor, pissing

HDSex

Crossdresser skirt, undergarments, transgender

Categories: amateur, crossdressing, german, high heels, ladyboy, lingerie, pantyhose, sissy, skirt, stockings

xHamster

Out for a walk

Categories: amateur, american, big ass, black, crossdressing, escort, hd, high heels, mature, pantyhose

KeekAss

Milady Silvia Helena Receive a Mistery Cage

Categories: amateur, anal, anal toying, big ass, cage, crossdressing, cum, cute, dildo, fetish

xHamster

Maria Gloryhole outfit 🫦

Categories: german, gloryhole, hd, high heels, homevideo, lingerie, sissy, skinny, transsexual

xHamster

Window practice

Categories: amateur, american, bbw, big ass, black, dildo, hd, high heels, mature, pantyhose

KeekAss

Popshot in Stretch Pants

Categories: amateur, anal, compilation, crossdressing, cum, cumshot, dick, fetish, high heels, joi

XXXDan

Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 2

Categories: amateur, anal, crossdressing, european, french, high heels, lingerie, solo, spanking, toys

xHamster

Cute slut in mini dress pantyhose and heels strips naked in very hot public

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

ShemaleZ

This Trans Girls Manager Licks Her Ass Passionately Before Fucking Her Asshole While Shes Dressed In Leather And Heels

Categories: amateur, ass, big ass, blonde, brazilian, hd, high heels, latex, leather, licking

KeekAss

Big-boobed Fuckin' Sofa To Gam Wiggling Ejaculation!

Categories: amateur, big tits, dress, high heels, huge tits, humping, legs, miniskirt, orgasm, sofa

ShemaleZ

Naomi Chi - In A Tight White Tank Top And A Short Skirt And Heels Strips Naked And Then Shoves A 20 Inch Dildo

Categories: big tits, blonde, dildo, hd, high heels, latina, mature, nude, skirt, solo

KeekAss

Exotic shemale shows off body before wanking off

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

KeekAss

Leilani Lis blind date with Casey Calvert

Categories: big tits, black, blowjob, brunette, creampie, dark hair, deep throat, doggystyle, ebony, face fucking

Pornstars: Casey Calvert, Leilani Li

aShemaleTube

Princess Bunnie: Black Corset Princess

Categories: black, corset, crossdressing, hd, high heels, lingerie, masturbation, model, solo, stockings

aShemaleTube

high hells and beautiful legs

Categories: amateur, beauty, high heels, homevideo, jerking, ladyboy, legs, masturbation, pov, sissy

KeekAss

Krissy Sweets wants your rock firm spear deep inwards her bum muff

Categories: amateur, anal, ass, beauty, big cock, crossdressing, cute, dick, hd, high heels

JizzBunker

New BBC daddy uses white femboi asspussy and fucks me missionary - Candy Ass Sissy

Categories: amateur, big black cock, big cock, black, daddies, fishnet, hardcore, high heels, interracial, lingerie

Pornstars: Candy Ass

KeekAss

She-Male Nurse Barbara Perez Predominates a Boy and Pummels His Cornhole

Categories: anal, blonde, blowjob, boy, brazilian, cumshot, doggystyle, fantasy, fetish, hardcore

xHamster

Fun on the couch

Categories: amateur, couch, european, funny, hd, high heels, homevideo, lingerie, masturbation, milf

TrannyOne

Beautiful Asian ladyboy jerking off to jizz on a food plate

Categories: asian, beauty, big cock, big tits, cumshot, fetish, food, high heels, jerking, jizz

xHamster

Wanking For The Camera Man

Categories: amateur, crossdressing, german, hd, high heels, lingerie, masturbation, mature, outdoor, public

xHamster

Slim ladyboy with high heels gets fucked on the table till

Categories: amateur, anal, asian, barebacking, couple, cum, cumshot, hd, high heels, ladyboy

KeekAss

Randy Silk Female On A Windy Day

Categories: amateur, big cock, crossdressing, fetish, high heels, lingerie, mature, milf, nylon, outdoor

xHamster

Beautiful little femboy walks in public wearing very hot pink dress and sandals

Categories: beauty, big ass, crossdressing, dress, femboy, hd, high heels, ladyboy, mexican, outdoor

xHamster

Stiletto Heels and Cum After Playing with You

Categories: big cock, crossdressing, cum, cumshot, fetish, handjob, hd, high heels, ladyboy, lingerie

HClips

Trans Bombshell In High Heels Fucked In Every Possible Way

Categories: amateur, bombshell, brunette, high heels, interracial, transsexual

PornGem

TGIRLS XXX - Cece Monroe Playing With Her Dildo Again

Categories: brunette, dildo, high heels, lingerie, masturbation, slim, small tits, softcore, solo, stockings

ShemaleZ

Jerking Off With High Heels With Jenna Brooks

Categories: amateur, big tits, brunette, hd, high heels, jerking, latina, pornstar, solo, webcam

Pornstars: Jenna Brooks

Sex3

Beautiful shemale in high heels gives great blow job and pussy licking.

Categories: ass, babe, beauty, blowjob, erotic, fingering, high heels, lesbian, licking, orgasm

JizzBunker

Small cock in pantyhose and thong tries on new high heels

Categories: amateur, beauty, big ass, big cock, crossdressing, feet, fetish, high heels, lingerie, milf

KeekAss

Wondrous chick Marika Ferreira gets ravaged on the motel balcony in high heeled shoes

Categories: amateur, ass, balcony, beauty, big ass, big cock, blonde, boots, brazilian, crossdressing

xHamster

Horny tranny nurse Niki Raven puts on a xxx peepshow for her patients

Categories: amateur, big cock, blowjob, canadian, crossdressing, fetish, hd, high heels, lingerie, masturbation

xHamster

Cute little slut in sandals dressed as a woman in public very hot

Categories: american, crossdressing, cute, dress, feet, fetish, hd, high heels, ladyboy, lingerie

KeekAss

Julian069 lace sundress, rosy slide 76

Categories: amateur, beauty, crossdressing, fetish, group sex, hd, high heels, lace, lingerie, masturbation

IcePorn

Redhead ladyboy with high heel boots blows massive load out

Categories: amateur, asian, boots, cumshot, hd, high heels, ladyboy, masturbation, redhead, solo

xHamster

Rafaella Ferrari & Samantha Ferraz

Categories: bathroom, behind the scenes, big ass, big tits, hd, high heels, lingerie

KeekAss

nylondelux fetish camp..4k

Categories: amateur, anal, ass, beach, crossdressing, cum, feet, fetish, forest, hd

HDSex

Khloe Kay gets her small tits on display in upskirt action

Categories: cumshot, high heels, small tits, upskirt

aShemaleTube

Blonde sissy in dress used in missionary and first time rimming ass - LaylacrossFR

Categories: amateur, ass, blonde, condom, crossdressing, cum, doggystyle, dress, first time, french

KeekAss

A Windy Day In Sheer Lace - I just missed someone who boned me

Categories: amateur, bdsm, crossdressing, hd, high heels, lace, lingerie, masturbation, mature, milf

xHamster

Cute Hot Ladyboy Nude In Public With Anal Plug And High Sandals

Categories: anal, big ass, buttplug, crossdressing, cute, dick, dress, hd, high heels, ladyboy

xHamster

Collared Sissy Squirting Like A Little Doggy

Categories: amateur, bdsm, crossdressing, cum, doggystyle, femboy, feminization, fetish, hd, high heels

KeekAss

Desperate Gold Satin Gal

Categories: amateur, bdsm, crossdressing, cum, cumshot, desperate, fetish, high heels, lingerie, masturbation

xHamster

This Video Is Smokin Hot

Categories: amateur, anal, beauty, crossdressing, deep throat, dick, dildo, doll, hd, high heels

aShemaleTube

Sexy ts in high heels fucked - homemade sex tape

Categories: amateur, blowjob, hd, high heels, homevideo, sex tape, small tits, transsexual

VideoSection

She-male Nueng's strip behind-the-scenes revealed in a steamy video

Categories: behind the scenes, corset, erotic, high heels, ladyboy, striptease

xHamster

Shemale Tingxuan Wears Sexy High Heels and Masturbate on the Stairwell

Categories: amateur, anal, asian, beauty, crossdressing, cum, cumshot, femboy, hd, high heels

TrannyOne

Entering the Feminization Academy

Categories: amateur, anal, blonde, blowjob, crossdressing, feminization, hd, high heels, sissy, skinny

KeekAss

Bombshell latina teasing and thrashed by big cock after BJ

Categories: anal, ass, big ass, big cock, big tits, blowjob, bombshell, deep throat, fetish, high heels

PornGem

Wolf Hudson flirts with patient Kalli Grace

Categories: anal, blowjob, brunette, deep throat, doctor, doggystyle, face fucking, facial, gagging, high heels

TrannyOne

Both t-girls are having a lot of fun here - Ella Hollywood,Ariel Demure

Categories: anal, ass, assfucking, big cock, blowjob, collar, cowgirl, cum, cute, deep throat

ShemaleZ

Big Boobs Trans Jamie Kelly In Nice Dress And High Heels Sucks A Hard Cock

Categories: big ass, big cock, big tits, brunette, dick, dress, hd, high heels, milf, pov

TrannyOne

anal creampie swallow

Categories: anal, ass, ass to mouth, balls, black, blowjob, brunette, creampie, cum swallowing, gangbang

ShemaleMovie

Seductive French shemale explores naughty faphouse adventures in various roles

Categories: anal, big cock, crossdressing, cum, cumshot, doctor, european, fishnet, french, high heels

KeekAss

Using my vibing booty buttplug on my web cam dressed in black pantyhose....

Categories: amateur, anal, big ass, black, blonde, booty, buttplug, crossdressing, hd, high heels

ShemaleMovie

Stunning shemale in high heels and stockings shows off her big ass

Categories: amateur, anal, anal toying, ass, beauty, big ass, big cock, crossdressing, femboy, high heels

KeekAss

Shemale Bombshell Sucking And Riding A Guy Bareback

Categories: amateur, anal, barebacking, big ass, big tits, blowjob, bombshell, brunette, cute, femboy

aShemaleTube

walking around in milf s clothes with high heels

Categories: amateur, clothed sex, hd, high heels, milf

aShemaleTube

Blonde in see-through robe, bra, heels and no panties

Categories: big ass, big cock, blonde, bra, crossdressing, femboy, fetish, hd, high heels, ladyboy

KeekAss

Banging a closed transvestite in accommodation

Categories: amateur, ass, banging, beauty, big ass, clothed sex, costume, curvy, dress, fat

JizzBunker

Trans woman gives a blowjob to a transvestite in the living room

Categories: amateur, anal, big ass, big cock, blowjob, crossdressing, fetish, handjob, hardcore, high heels

KeekAss

Magnificent CD Sissy in crimson satin underwear strenuously edging per Dominatrixes orders

Categories: amateur, blonde, crossdressing, edging, fetish, handjob, hd, high heels, lingerie, masturbation

xHamster

Boots and ashtray

Categories: boots, crossdressing, european, hd, high heels, leather, norwegian, smoking

KeekAss

Stunning ts gagging on huge dick before hard anal pounding

Categories: anal, big cock, blowjob, gagging, high heels, huge cock, kitchen, lingerie, small tits, stockings

TrannyOne

Domina humiliates small cock crossdresser with fem clothes

Categories: abuse, amateur, british, brunette, cfnm, clothed sex, crossdressing, dominatrix, european, femdom

TrannyOne

Stunning black transexual stroking her bbc

Categories: big black cock, black, cumshot, ebony, fetish, high heels, jerking, masturbation, solo, stockings

PornGem

Busty trans beauty cums while enjoying a dick in her ass

Categories: anal, ass, beauty, big cock, big tits, blowjob, cum, cumshot, dick, high heels

xHamster

Halloween Succubus Plays With Her Toy

Categories: anal, anal toying, canadian, femboy, halloween, hd, high heels, ladyboy, latex, lingerie

xHamster

Sissy Maid Strapped to Bed Spread Eagle in Chastity with Vibrating Sheath and Tens Unit

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

KeekAss

sissy crossdresser converses to her staff

Categories: amateur, big tits, blonde, british, crossdressing, dirty talk, fetish, hd, high heels, homevideo

aShemaleTube

Busty tranny with pretty eyes knows how to seduce men straight away

Categories: anal, big tits, blowjob, cum, cumshot, fake tits, handjob, high heels, ladyboy, pretty

KeekAss

Nipple fiddling tbabe anally stretched poolside

Categories: anal, big ass, big cock, big tits, blowjob, hardcore, high heels, latina, nipples, pool

JizzBunker

Fit ladyboy in high heels gets fucked doggy style in the

Categories: amateur, anal, asian, big ass, blowjob, couple, cumshot, doggystyle, facial, gay

KeekAss

sissy sarah cushion humper

Categories: abuse, amateur, bdsm, crossdressing, fetish, high heels, humiliation, humping, ladyboy, lingerie

KeekAss

MILF Dee Williams and TS Vanity kiss each others boobs then rough sex

Categories: anal, babe, big ass, big cock, big tits, blonde, blowjob, cumshot, fetish, hairless

KeekAss

Busty blonde shemale masturbates her massive cock solo

Categories: ass, big cock, big tits, bikini, blonde, fetish, high heels, latina, masturbation, solo

KeekAss

Sexy Tgirl Closeup Jerk

Categories: amateur, asian, beauty, big cock, close up, cute, dirty talk, high heels, homevideo, masturbation

KeekAss

Looking Thru Blue Glasses

Categories: amateur, brunette, crossdressing, cum, glasses, hd, high heels, homevideo, masturbation, mature

ShemaleMovie

Sultry foot odor after workout

Categories: amateur, anal, bdsm, big black cock, big cock, black, crossdressing, cum, domination, feet

JizzBunker

Fashion show with cumshot 3 of 4 - shiny miniskirt

Categories: amateur, bdsm, crossdressing, cumshot, fetish, german, high heels, lingerie, masturbation, mature

KeekAss

TranssexualNetwork.com - Stunning ebony tbabe's cock stroking until wet orgasm

Categories: big black cock, big cock, big tits, black, cumshot, dick, ebony, high heels, lingerie, masturbation

VideoSection

Presenting my rear end in a sexy way for you

Categories: anal, beauty, crossdressing, dildo, high heels, huge dildo, latina, solo, toys