High Heels Shemale Videos » 10

xHamster

I don't have money to buy panties :(

Categories: fishnet, hd, high heels, latex, lingerie, money, outdoor, panties, pantyhose, stockings

KeekAss

Wolf and Kalli's heat up when Wolf examine Kalli's dick

Categories: anal, blonde, blowjob, brunette, deep throat, dick, doctor, doggystyle, face fucking, gagging

KeekAss

After Biking Cum Shot Into Nylon Tights

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

xHamster

Wanking On A Winday Day In My Shiny Pleated Satin Gown

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

KeekAss

Ember Fiera feels arouse by the handyman Tony

Categories: anal, asian, ass to mouth, barebacking, big cock, big tits, blowjob, brunette, cheating, deep throat

Pornstars: Ember

KeekAss

Inflatable Ass Speculum contest (35 pumps)

Categories: amateur, anal, anal toying, ass, balls, buttplug, contest, crossdressing, femboy, feminization

xHamster

Electric Shock Prostate and Massage Stick

Categories: anal, crossdressing, cum, electrified, femboy, fucking machine, hd, high heels, latina, massage

xHamster

Bitch Sucks Dildo And Bashes Ass

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

KeekAss

Juggsy Gal Masker Z Bowl Stripper #3

Categories: big ass, big tits, bikini, compilation, crossdressing, dildo, feminization, high heels, huge dildo, huge tits

VideoSection

Pai-chan, a young Japanese crossdresser, sneaks into an abandoned love hotel for some solo fun

Categories: amateur, asian, crossdressing, femboy, funny, high heels, hotel, japanese, masturbation, small tits

aShemaleTube

8 Inch high heel cum shot and masturbation

Categories: brunette, cumshot, dress, femboy, hd, high heels, homevideo, lingerie, masturbation, sissy

aShemaleTube

Shemale bombshell in high heels spreads her legs and masturbates

Categories: amateur, bombshell, high heels, homevideo, legs, masturbation, solo, spreading, webcam

VideoSection

Slim redhead shemale in high heels receives a blowjob on her stiff cock

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

xHamster

New leather basque leather boots

Categories: amateur, boots, british, european, hd, high heels, homevideo, leather, masturbation, mature

XoZilla

I love nailing her while she is cosplaying

Categories: amateur, ass, babe, blowjob, cosplay, costume, hardcore, high heels, homevideo, lingerie

xHamster

White Hot Crossdresser Cumshot

Categories: american, anal, corset, crossdressing, cum, cumshot, dildo, hd, high heels, lingerie

KeekAss

I jizz inwards TRANSSEXUAL ass hole in high heeled overknee footwear

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

xHamster

Spanking & Wanking In Tight Shiny Satin

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

PornGem

Casey eagerly sucks and fucks TS Leilani

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

Pornstars: Casey Calvert

KeekAss

Beautiful CD on sundress pops with a wand

Categories: amateur, beauty, big cock, blonde, crossdressing, cum, cumshot, dress, handjob, hd

xHamster

A Windy Day In Sheer Lace & Nylon Stockings

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

xHamster

Up in Smoke- Syn Thetic

Categories: american, corset, cumshot, handjob, hd, high heels, lingerie, smoking, solo, stockings

KeekAss

Posed for the Camera Guy - afterward he torn up my raw booty

Categories: amateur, booty, brunette, crossdressing, feet, fetish, hd, high heels, lingerie, masturbation

xHamster

Anal sex with my gym trainer

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

xHamster

Young Slim Tgirl Masturbating

Categories: dick, hd, high heels, ladyboy, masturbation, mexican, pantyhose, public, sissy, slim

KeekAss

Jerking Sissy - jizz flow on the balcony

Categories: amateur, anal toying, balcony, bdsm, crossdressing, cum, cumshot, high heels, jerking, jizz

ShemaleMovie

Ruby's jizz explosion Compilation Volume 2

Categories: big cock, compilation, crossdressing, cum, cumshot, glasses, high heels, jizz, lingerie, masturbation

KeekAss

nylondelux bodystocking soiree

Categories: amateur, anal, ass, beach, bodystocking, crossdressing, cum, dildo, feet, fetish

XXXDan

Bella walking in abandon train facility

Categories: amateur, big tits, boots, crossdressing, german, high heels, latex, lingerie, masturbation, nude

xHamster

Long legs and small tits this Mexican trans girl in a short skirt and high heels spreads her legs to show her big cock

Categories: amateur, big cock, crossdressing, hd, high heels, latina, legs, masturbation, mature, mexican

KeekAss

Ass-Fuck teaching for ample black sausage

Categories: amateur, anal, ass, assfucking, bitch, black, crossdressing, dildo, femboy, hd

xHamster

Sissy with tits

Categories: amateur, beauty, big tits, crossdressing, fetish, fishnet, hd, high heels, homevideo, ladyboy

XXXDan

Crossdresser Lili complete with heels on her love bench

Categories: amateur, anal, couple, crossdressing, hardcore, high heels, mature, outdoor, solo, spanish

FlyFlv

Nasty Little Trans Girl Getting Pleased

Categories: anal, blonde, blowjob, deep throat, high heels, orgasm, pornstar, small tits, table, transsexual

Pornstars: Avalon, Vixxxen

ShemaleMovie

Naughty babe in high heels and pantyhose gets dominated by a horny transgender cougar

Categories: amateur, anal, babe, bdsm, cougar, crossdressing, domination, high heels, italian, lingerie

xHamster

Sissy in Chastity and Panties

Categories: amateur, hd, high heels, lingerie, masturbation, panties, sissy, small cock, stockings, tattoo

TrannyOne

Mesmerizing ebony step mommy Misty Stone having erotic sex with Transgender Natassia Dreams

Categories: 69, anal, ass, assfingering, babe, big ass, big tits, black, blowjob, dick

Pornstars: Misty Stone

xHamster

webcam sissy trans cums

Categories: big clit, cum, cumshot, hd, high heels, lingerie, masturbation, sissy, solo, stockings

aShemaleTube

Sissy fetish heels, feet, sheer pantyhose play and cum

Categories: amateur, asian, big cock, crossdressing, cum, feet, fetish, hd, high heels, ladyboy

Pornstars: Viper

xHamster

I sucked my stepdad's dick

Categories: dick, fishnet, hd, high heels, latex, lingerie, pantyhose, stockings, sucking, uniform

xHamster

Horny shemale cumshot on the balcony

Categories: babe, balcony, beauty, blonde, cum, cumshot, dick, hd, high heels, homevideo

its.PORN

Brazilian TS Pietra Guimares rimming and analed by Alex Victor

Categories: anal, blowjob, brazilian, brunette, dick, high heels, oral, pornstar, rimjob, small tits

Pornstars: Pietra

XXXDan

More electro stimulation fun with Marina and Mrs Samantha

Categories: amateur, anal, bdsm, beauty, blonde, couple, crossdressing, dutch, fetish, funny

HDSex

Ebony trap queen enjoys solo playtime with herself

Categories: ass, close up, ebony, handjob, high heels, masturbation, queen, solo

KeekAss

nylondelux on smash machine and hump wag with seamless stocking

Categories: amateur, anal, anal toying, ass, crossdressing, feet, fetish, fucking machine, hd, high heels

xHamster

Love to Pose

Categories: amateur, crossdressing, feet, fetish, glasses, hd, high heels, ladyboy, pretty, redhead

xHamster

Femboy tatiana loves to be your cute litlle smokeslut

Categories: crossdressing, cute, femboy, fetish, fishnet, hd, high heels, ladyboy, lingerie, masturbation

KeekAss

Worshipper Wants Me To Rail Him, Discrete Till He Ejaculates

Categories: amateur, anal, beauty, big tits, corset, crossdressing, cum, doggystyle, high heels, homevideo

xHamster

Short-haired ladyboy with high heels gets a cumshot on her

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

xHamster

Jennas mini skirt cumshot

Categories: amateur, british, cum, cumshot, dick, hd, high heels, jerking, ladyboy, lingerie

TrannyOne

Hardcore self fisting with big prolapse and very huge hole in sexy lingerie

Categories: anal, fetish, fisting, gaping hole, hardcore, hd, high heels, lingerie, pornstar, prolapse

KeekAss

BIG BLACK COCK mega-slut assfuck instructing

Categories: amateur, anal, anal toying, ass, assfucking, big ass, big black cock, bitch, crossdressing, dick

xHamster

Didia Watching

Categories: beauty, belgian, big cock, crossdressing, cum, cumshot, european, hd, high heels, lingerie

xHamster

White Meat in Satin and High Heels for Dinner

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

KeekAss

Mexican transgender sweetheart doggystyled before railing spear

Categories: anal, big ass, big tits, booty, brunette, cowgirl, dick, doggystyle, hardcore, hd

ShemaleMovie

Lingerie, sissy crossdresser

Categories: amateur, anal, bbw, crossdressing, femboy, fishnet, gaping hole, high heels, insertion, latina

KeekAss

Ember Fiera cheating with their handy helper

Categories: anal, asian, ass to mouth, barebacking, big cock, big tits, blowjob, brunette, cheating, cum in mouth

Pornstars: Ember

aShemaleTube

slim teen trans blondie in high heels and stockings tugs her dick and eats cums

Categories: amateur, ass, big tits, blonde, cum, dick, high heels, homevideo, jerking, masturbation

HClips

On The Sofa

Categories: amateur, anal, assfucking, brunette, european, fishnet, french, hd, high heels, sofa

aShemaleTube

Short-haired asian ladyboy with high heels ass fucked in reverse cowgirl till facial

Categories: amateur, asian, assfucking, cowgirl, cumshot, facial, high heels, ladyboy, short hair, teen (18+)

aShemaleTube

hii 💜 i know you guys love watching me ride my dildo and drink my cum so im doing it again

Categories: anal, ass to mouth, big black cock, cage, cum, dildo, hd, high heels, own cum, sissy

KeekAss

Gargle my woman-man sausage, whores! A teaser flick for my Faphouse channel

Categories: amateur, bbw, beauty, big cock, blonde, chubby, crossdressing, cum, dick, fat

ShemaleZ

Peeling Off Bias Sensuous Layers

Categories: anal, assfucking, asslick, bathroom, big tits, bikini, blonde, brazilian, cowgirl, deep throat

xHamster

CD-Session 31.1.25, black heels, red dress, glass plug

Categories: amateur, anal, black, buttplug, cage, crossdressing, dress, hd, high heels, huge tits

aShemaleTube

Gorgeous shemale teen with high heels strips and jerks off by the pool

Categories: big ass, big cock, big tits, cumshot, gorgeous, high heels, latina, masturbation, pool, solo

its.PORN

TS tattoo busty mature fucks inked TS MILF on massage table

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

KeekAss

Aroused guy brings out his cock performance in Alices tight ass

Categories: anal, ass, babe, big ass, big cock, big tits, blowjob, cowgirl, dick, fetish

xHamster

Madam Denise in Masturbation

Categories: amateur, american, anal, behind the scenes, big cock, cumshot, escort, fetish, fishnet, hd

xHamster

Sexy Ass in Mini Skirt

Categories: ass, big ass, blonde, brazilian, crossdressing, hd, high heels, lingerie, mature, miniskirt

aShemaleTube

walk in red swimsuit and heels

Categories: amateur, crossdressing, hd, high heels, outdoor, small tits, solo, swimsuit

ShemaleZ

Lei Lani - Aroused Kenzo Takes On

Categories: anal, ass to mouth, assfucking, asslick, big cock, big tits, bikini, black, brunette, cheating

Pornstars: Lei Lani

xHamster

BBC toys fucked me and make me cum

Categories: anal, anal toying, big black cock, brunette, crossdressing, cum, cumshot, dildo, french, fucking machine

KeekAss

Lonely Tranny Solo Act

Categories: amateur, beauty, dick, friend, handjob, high heels, homevideo, jerking, masturbation, milf

ShemaleZ

Camyli Victoria - Sultry Siren And Neighborly Favors

Categories: anal, assfucking, asslick, big tits, bikini, blonde, brazilian, cowgirl, cumshot, deep throat

xHamster

Vintage Jhazmeena - Black Red Bustier & Long Black Pencil Skirt

Categories: american, asian, black, crossdressing, dick, dress, hd, high heels, homevideo, lingerie

XXXDan

Ive said it before. I love big cocks so much. I couldnt stand it and came in this video

Categories: amateur, big ass, big cock, crossdressing, fetish, gay, hardcore, high heels, lingerie

KeekAss

Some Shoes idolizing and a fine bj for Mrs Samantha by her sub tgirl Marina

Categories: amateur, beauty, blonde, blowjob, boots, crossdressing, domination, feet, fetish, high heels

ShemaleZ

Beneath The Sheets With Ms. Insatiable

Categories: anal, assfucking, big cock, big tits, bikini, brazilian, classic, dick, fitness, hd

xHamster

Miyuki Outdoor Masturbation

Categories: anal, big tits, cum, cumshot, dildo, hd, high heels, homevideo, japanese, latex

ShemaleZ

Tranny In High Heels Has Anal In A Motel

Categories: amateur, anal, brunette, high heels, motel, rimjob, tranny

PornGem

A doctor and patient relationship

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

ShemaleMovie

Role play, gets

Categories: cosplay, high heels, outdoor, pantyhose

aShemaleTube

Busty shemale in high heels plays on 8 ball pool table

Categories: big cock, big tits, fetish, hd, high heels, latina, masturbation, pool, solo, table

KeekAss

Jessica Bloom - Sex-Positive Onanism

Categories: amateur, anal, ass to mouth, assfucking, blonde, buttplug, crossdressing, cumshot, dildo, handjob

ShemaleZ

Tits, Ass & Blowjobs Galore!

Categories: anal, ass, assfucking, bathroom, big tits, blonde, blowjob, brazilian, classic, hd

xHamster

Gina Auf Dem Dachboden

Categories: amateur, big tits, blonde, crossdressing, german, hd, high heels, homevideo, latex, leggings

aShemaleTube

high heels Australian shemale shows off her cute ass an

Categories: amateur, ass, australian, cute, high heels, homevideo, masturbation, solo, toys, webcam

aShemaleTube

Slender asian ladyboy with high heels gives her lover oral sex in bed

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

xHamster

sensual shemale and cum cookies

Categories: amateur, beauty, big ass, blonde, bukkake, creampie, crossdressing, cum, cum in mouth, facial

aShemaleTube

Joselynne Crossdresser In High Heels And Stockings Fucking My Dildo Deep In My Ass Last Part

Categories: anal, anal toying, ass, barebacking, big ass, crossdressing, dildo, femboy, feminization, high heels

xHamster

fucking with my dildo in white dress

Categories: amateur, anal, anal toying, beauty, big ass, blonde, crossdressing, dildo, dress, extreme

xHamster

Curly-haired ladyboy with high heels jerks off her trimmed

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

PornGem

Racy blonde ladyboy got doggystyled in her tight assgole

Categories: anal, assfucking, babe, barebacking, blonde, doggystyle, high heels, ladyboy, skinny, small tits

ShemaleZ

On Her Knees

Categories: anal, assfucking, big ass, blowjob, booty, booty shake, brazilian, deep throat, hd, high heels

xHamster

On doggy style my ass is filled with enema with warm water

Categories: amateur, anal, ass, bbw, crossdressing, dildo, doggystyle, enema, fat, fetish

xHamster

Dark haired ladyboy with high heels gets fucked doggystyle

Categories: amateur, anal, asian, barebacking, couple, cum, cumshot, dark hair, doggystyle, hd

KeekAss

Mrs Samantha is handballing her victim Tgirl Marina

Categories: amateur, anal, anal fisting, anal toying, ass, blonde, crossdressing, dildo, domination, fetish

ShemaleZ

Christian Xxx And Erica Cherry - Seducing Her Friends Man

Categories: anal, assfucking, barebacking, brunette, deep throat, friend, hd, high heels, seduce, throat

IcePorn

Redhead ladyboy with high heel boots blows massive load out

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

TrannyOne

Dressed Too Slutty for the Club?

Categories: amateur, anal, ass, barebacking, beauty, big cock, blowjob, club, couple, creampie

KeekAss

Love driving in my high heeled mules

Categories: amateur, crossdressing, feet, fetish, hd, high heels, ladyboy, legs, stockings, toes

XoZilla

Jessica Foxx's Humping Passion in Bathroom Heat

Categories: anal, ass, asslick, bathroom, black, blowjob, brunette, cowgirl, cum swapping, face fucking

xHamster

These Boots Are Made for Walking

Categories: amateur, boots, european, hd, high heels, latex, milf, solo

xHamster

My Sexy Skirt, My Dildo and I Enjoying Myself 3

Categories: amateur, anal, dildo, high heels, masturbation, skirt, solo, stockings, toys

ShemaleZ

Gracie Jane - Bff Makeup Video Turns Into Wild Sex Party

Categories: anal, ass, ass to mouth, assfucking, bed sex, bedroom, best friend, big tits, blonde, cowgirl

KeekAss

GROOBYGIRLS - Light-haired Tgirl with blue undergarments strokes

Categories: anal, ass, blonde, couch, hd, high heels, lingerie, masturbation, nipples, skinny

aShemaleTube

Dark-haired ladyboy with high heels blows massive load out of her huge dick

Categories: amateur, asian, dark hair, high heels, huge cock, ladyboy, masturbation, solo, teen (18+)

KeekAss

Wondrous t-model phat butt being stiff ravaged in the kitchen while she is cooking in high-heeled shoes

Categories: amateur, anal, ass, asslick, beauty, big ass, big cock, crossdressing, fetish, hardcore

aShemaleTube

Ass, Legs and Balls Posed in High Heels and Bikini.

Categories: amateur, ass, balls, crossdressing, dick, hd, high heels, homevideo, legs, shaved

aShemaleTube

Brunette ladyboy with high heels gets her shaved ass drilled by a dude

Categories: amateur, asian, ass, brunette, cumshot, drilling, high heels, ladyboy, shaved, teen (18+)

KeekAss

Money-Shot Pixie - outdoor money-shot in a sheer humid gown and nylon stocking

Categories: amateur, crossdressing, cum, cumshot, handjob, hd, high heels, masturbation, mature, milf

ShemaleZ

Stroker Handjob By Sophia With Eva Maxim

Categories: ass, big tits, brunette, cum in mouth, cum swallowing, cumshot, cunnilingus, deep throat, doggystyle, european

ZedPorn

Shemale and her best friend work cock together in anal threesome

Categories: 3some, anal, best friend, blonde, blowjob, brunette, cowgirl, dick, dildo, doggystyle

aShemaleTube

colombian trans jerking off

Categories: barebacking, big tits, brunette, colombian, cumshot, glasses, high heels, homevideo, jerking, lingerie

TrannyOne

Italian Trans Tour!! (Full Movie)

Categories: anal, blowjob, cumshot, deep throat, dick, feet, hardcore, high heels, italian, milf

ShemaleZ

Brittany & Tommy, An Unforgettable Encounter

Categories: anal, ass, assfucking, asslick, bathroom, big tits, bikini, blonde, brunette, creampie

Sex3

Beautiful shemale in high heels, solo pleasure.

Categories: anal toying, assfingering, beauty, brunette, cameltoe, high heels, masturbation, model, orgasm, pussy

xHamster

Cute tran in bikini strips naked in public wearing heels anal plug and hot tight ass

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

aShemaleTube

Low Cut and Roses

Categories: amateur, big tits, cleavage, crossdressing, hd, high heels, pantyhose, sucking, toys, wife

XXXDan

Busty ladyboy in high heels gets fucked doggystyle in the

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