High Heels Shemale Videos » 28

xHamster

Pizza BOY Cummed in my Pantyhose

Categories: boy, cosplay, crossdressing, cum, german, hd, high heels, outdoor, pantyhose, public

KeekAss

You wanna take me from behind and make me your bitch?

Categories: amateur, bbw, beauty, big ass, bitch, blonde, crossdressing, femboy, from behind, high heels

XXXDan

A day at the office

Categories: big ass, crossdressing, european, high heels, mature, office, secretary, solo

TrannyOne

crossdresser wanking in red dress

Categories: amateur, bed sex, big cock, crossdressing, cum, cumshot, dress, feet, fetish, handjob

KeekAss

calzedonia superga fishnet and nude jizz have fun..

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

PornGem

FRANKS TGIRLWORLD - Yasmin Lancaster Invites You To Play

Categories: belly, brazilian, brunette, high heels, lingerie, masturbation, piercing, small tits, softcore, solo

FlyFlv

Big Cock Blonde Tranny Throatfucks Her Tattooed Bf

Categories: big ass, big cock, blonde, blowjob, boyfriend, couch, deep throat, high heels, oiled, stockings

KeekAss

ASIANTGIRL Alisa Flaunts Her Torrid Sizzling Figure Have fun

Categories: asian, brunette, cute, funny, handjob, hd, high heels, masturbation, miniskirt, pretty

TrannyOne

Little Pullet in Mini Skirt

Categories: balls, barebacking, big ass, big cock, crossdressing, cute, ebony, femboy, gay, handjob

KeekAss

cum-shot of a bangable COUGAR in antique undergarments

Categories: amateur, anal, anal toying, brunette, cougar, crossdressing, cumshot, hd, high heels, lingerie

xHamster

Tear Open Stockings.

Categories: amateur, asian, big ass, crossdressing, hd, high heels, ladyboy, outdoor, pantyhose, public

aShemaleTube

Big Cumshots from Big Shemale

Categories: big cock, brunette, cumshot, dress, hd, high heels, homevideo, latina, lingerie, masturbation

KeekAss

Flogged in a Pleated Satin Gown and Nylon Stocking

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

aShemaleTube

Three shemale punishers with high heels fuck a guy in bondage

Categories: 3some, anal, big ass, big cock, big tits, blowjob, bondage, cumshot, domination, fetish

aShemaleTube

Boots and cock show

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

ShemaleMovie

German, shemale outdoors public

Categories: amateur, crossdressing, cum, cumshot, german, high heels, jizz, lingerie, masturbation, nylon

TrannyOne

Sissy takes huge enema then bounces on dildo whilst still inflated

Categories: anal toying, crossdressing, dildo, enema, hd, high heels, homevideo, humiliation, lingerie, sissy

FlyFlv

3d Shemale Fucks A Cute 3d Girl

Categories: 3d, animation, big tits, brunette, cute, high heels, huge cock, licking, milf, pussy

AnalDin

Tanned arse Latin TS in high heels assdrilled by BF

Categories: ass, boyfriend, high heels, latina, milf, oiled, tanned, tranny, transsexual

xHamster

i feel sexy come and fuck that ass

Categories: amateur, anal, ass, bathroom, crossdressing, european, femboy, feminization, fishnet, greek

KeekAss

Revealing in Public

Categories: amateur, blonde, crossdressing, hd, high heels, mature, milf, nylon, outdoor, public

VideoSection

Stockings, sissy crossdresser

Categories: ass, big ass, crossdressing, european, high heels, lingerie, outdoor, secretary, sissy, small cock

KeekAss

Milady Silvia Helena Make Love With Fresh Neighbor

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

xHamster

Latex lady.

Categories: anal, ass, big ass, crossdressing, fetish, hd, high heels, israeli, ladyboy, latex

aShemaleTube

Masked girl dildo

Categories: amateur, crossdressing, dildo, goth, hd, high heels, homevideo, mask, masturbation, solo

aShemaleTube

Excited Crossdresser Takes Flight: High Heels & Bold Moves Part 1

Categories: big cock, crossdressing, fetish, hd, high heels, sissy, uniform, webcam

XXXDan

Masturbation and cumshot in high heels

Categories: cumshot, high heels, masturbation, mature, small tits, solo, spanish

KeekAss

Charm of Rosy Stockings & Red-Hot Golden Douche

Categories: amateur, ass, crossdressing, cum, cumshot, fetish, gorgeous, hd, high heels, lingerie

xHamster

Slim ladyboy with high heels get fucked doggystyle till

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

aShemaleTube

long legs tranny in stockings & red high heels jerks off her big dick on webcam

Categories: amateur, big cock, high heels, jerking, legs, lingerie, masturbation, slim, small tits, solo

KeekAss

black tights (two)

Categories: amateur, black, crossdressing, high heels, legs, lingerie, masturbation, mature, nylon, posing

xHamster

Crosdresser Getting Ready For a Party

Categories: amateur, beauty, crossdressing, feminization, hd, high heels, lingerie, pantyhose, party, pov

JizzBunker

Submissive crossdresser Lily in heels gets fucked on the bed

Categories: anal, bdsm, bed sex, big cock, crossdressing, hardcore, high heels, mature, spanish, submissive

KeekAss

Booted Escort's Relax

Categories: amateur, anal toying, boots, brunette, crossdressing, cum, cumshot, hd, high heels, masturbation

KeekAss

black stocking

Categories: amateur, black, crossdressing, high heels, legs, lingerie, mature, nylon, posing, solo

TrannyOne

The Sissy Therapie at Lou Nesbit, Lia Louise

Categories: business woman, crossdressing, dirty talk, femdom, fetish, german, high heels, sissy, skirt, slut

KeekAss

BLACK TGIRLS - Zaza Zariaa Unwrapped Sexier Than Ever

Categories: big ass, black, curly haired, handjob, hd, high heels, masturbation, small tits, solo, striptease

xHamster

Sissymaya spitroast black dildo and slutty heel sissy slave

Categories: amateur, anal, bdsm, big ass, black, crossdressing, dildo, european, feminization, fetish

TrannyOne

Trap cosplay Maki bride messy play in the mud

Categories: amateur, anal, bride, cosplay, crossdressing, gay, hd, high heels, masturbation, messy

xHamster

fucking with my dildo in white dress

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

KeekAss

Handyman pleasuring trans wife Ember Fiera

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

Pornstars: Ember

KeekAss

nylondelux observe trough sundress and highheel,barefooted flash

Categories: amateur, anal, ass, big ass, brunette, crossdressing, dress, feet, fetish, flashing

XXXDan

Sissy in leather bell-bottoms and denim blouse

Categories: amateur, beauty, big ass, big cock, clothed sex, crossdressing, high heels, jeans, latex, leather

KeekAss

Transgender Princess Masterbates in stockings and Clear Platfrom high-heeled shoes

Categories: amateur, beauty, big tits, chubby, crossdressing, dick, feet, femboy, high heels, huge tits

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

crossdresser in gold dress and stripper heels getting dicked

Categories: anal, anal toying, crossdressing, dick, dildo, dress, fetish, hd, high heels, lingerie

xHamster

❌HamsterLive [²²juil²³] VBx PcTrvProd⁷⁵

Categories: amateur, anal, anal toying, bitch, crossdressing, cum, dildo, french, hd, high heels

JizzBunker

Mature transvestite TVROSE in white stockings plays with girls big oiled cock

Categories: big cock, british, crossdressing, cumshot, dick, european, fishnet, high heels, lingerie, masturbation

aShemaleTube

Teen ladyboy with high heels strips her bikini and masturbates

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

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

cooking dressed in high high-heeled slippers

Categories: amateur, ass, balls, big cock, crossdressing, dick, feet, fetish, hd, high heels

xHamster

Thinking of you 🤤 #Daisyswetass

Categories: amateur, american, anal, ass, crossdressing, escort, fantasy, femboy, gaping hole, hd

JizzBunker

Dark haired ladyboy in high heels gets fucked doggy style

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

KeekAss

White sundress and girdle

Categories: amateur, crossdressing, cum, cumshot, dress, girdle, handjob, high heels, lingerie, masturbation

VideoSection

Seductive succubus Natasha Rotten drains her partner's balls using her supernatural abilities

Categories: amateur, balls, big cock, blowjob, cum, cumshot, handjob, high heels, jizz, latex

KeekAss

Witness Thru Sundress and Sumptuous Underpants - Opening Up Gams to Display a Surprise

Categories: amateur, beauty, crossdressing, dress, feet, fetish, high heels, lingerie, mature, panties

KeekAss

Busty shemale babe bouncing on really big dick

Categories: anal, ass, babe, big cock, big tits, blowjob, costume, fetish, hd, high heels

XXXDan

Dare to be different: lets celebrate the beauty of Femboy fashion!

Categories: amateur, asian, bdsm, beauty, big cock, celebrity, college, compilation, cosplay, crossdressing

aShemaleTube

Caged ladies cumming

Categories: cage, cum, fucking machine, high heels, stockings

TrannyOne

Busty Ladyboy Bares All in Blue Dress and Gets Barebacked Hard!

Categories: asian, barebacking, big tits, blowjob, close up, dress, gaping hole, hardcore, high heels, ladyboy

KeekAss

Transgirl with Ample Globes - She sits and Showcases Off Her Giant Mushy Spear in Black Tights

Categories: amateur, beauty, big cock, big tits, black, crossdressing, dick, feet, fetish, high heels

xHamster

Crossdresser in very short dresses & skirts outside

Categories: amateur, beauty, crossdressing, feminization, german, hd, high heels, ladyboy, outdoor, public

xHamster

Tabasco coated dildo

Categories: amateur, anal, anal toying, bathroom, dildo, hd, high heels, ladyboy, masturbation, mexican

TrannyOne

Lustful black tgirl gets sucked & screwed

Categories: american, anal, ass, asslick, beauty, big cock, big tits, black, blowjob, booty

xHamster

Julia rides her new toy

Categories: amateur, anal, belgian, big tits, crossdressing, dildo, european, fetish, hd, high heels

KeekAss

Kalli Grace meets and fucks with her doctor

Categories: anal, barebacking, blonde, blowjob, brunette, deep throat, doctor, doggystyle, face fucking, facial

ShemaleMovie

Hot assistant gives steamy JOI in high heels - roleplay with busty sex industry star

Categories: ass, babe, beauty, big ass, big tits, blowjob, booty, cosplay, girlfriend, high heels

aShemaleTube

Curly-haired ladyboy with high heels blows massive load out of her trimmed dick

Categories: amateur, asian, curly haired, dick, high heels, ladyboy, masturbation, solo, teen (18+)

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

KeekAss

Tgirl Solo Tugging Big Rod

Categories: amateur, beauty, big cock, blonde, crossdressing, high heels, homevideo, maid, masturbation, riding

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+)

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

aShemaleTube

Teen tranny with high heels gets fucked in cowgirl position

Categories: anal, big ass, big cock, big tits, blowjob, cowgirl, cumshot, high heels, latina, pov

ShemaleZ

Great Shemale Threesome With A Horny Guy

Categories: 3some, anal, assfucking, big tits, blonde, blowjob, brunette, cumshot, deep throat, doggystyle

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

Pantyboy66 Rock Rigid Wood in Undergarments Bathroom Time

Categories: amateur, bathroom, big cock, bra, crossdressing, dick, handjob, high heels, huge cock, lingerie

aShemaleTube

Latina tgirl rides big cock and takes a load from stud on bed

Categories: anal, bed sex, big ass, big cock, dick, high heels, latina, lingerie, riding, stud

KeekAss

Busty trans hottie uses massive dildo while jerking off

Categories: anal, big cock, big tits, bikini, dildo, fetish, high heels, jerking, masturbation, solo

aShemaleTube

colombian trans jerking off

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

xHamster

Redhead sissy first using a sex-machine. This is a sweet gift from a fan

Categories: amateur, anal, crossdressing, feminization, gaping hole, hd, high heels, homevideo, joi, redhead

KeekAss

Big butt shemale sucks and fucks in a threesome with dude

Categories: 3some, anal, ass, big ass, big cock, big tits, blonde, blowjob, deep throat, fetish

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

KeekAss

Whorey ill sophie in Leather Sundress and Undergarments jacks for you

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

xHamster

Patricia Wolford - Machine Fucks Sissy in Stocking and High Heels

Categories: amateur, anal, crossdressing, cum, feet, femboy, feminization, fetish, german, hd

KeekAss

Kellystar518 in COCKTEASER LOCK UP

Categories: bdsm, beauty, bikini, brunette, crossdressing, cum, dick, girlfriend, high heels, lingerie

TrannyOne

British Trannies Take It All in Ass with Toys and Mouths

Categories: amateur, anal toying, ass, blowjob, boots, british, dildo, hd, high heels, stockings

KeekAss

Getting my bum nailed by a seamonster

Categories: amateur, anal, boots, crossdressing, dildo, fantasy, gaping hole, hd, high heels, huge dildo

aShemaleTube

Teen tranny with high heels gets fucked doggystyle until orgasm

Categories: anal, big ass, big cock, big tits, blowjob, cumshot, doggystyle, high heels, latina, orgasm

xHamster

Riding My Favorite Toy in a Sexy Black Garter Belt and Heels

Categories: amateur, anal, black, garter belts, hd, high heels, lingerie, mature, redhead, riding

KeekAss

Summer slobbers TS Eva's DONG!

Categories: ass, big ass, big tits, black, blowjob, brunette, dark hair, hairy, hd, high heels

aShemaleTube

Dude fucks slutty tranny asshole in bed

Categories: anal, ass, bed sex, blonde, blowjob, facial, high heels, ladyboy, slut, tranny

JizzBunker

Walk in the forest

Categories: amateur, blonde, european, forest, high heels, nude, outdoor, public

aShemaleTube

slim teen latina trans cutie with tattoos shows off her pretty ass on webcam

Categories: amateur, ass, cute, hd, high heels, homevideo, latina, masturbation, pretty, slim

KeekAss

TranssexualNetwork.com - Jessy Dubai's dirty talk before solo anal play and cumming

Categories: anal, big ass, big cock, big tits, buttplug, cum, cumshot, dirty talk, high heels, latina

Pornstars: Jessy Dubai

JizzBunker

Baby with small tits in stockings without a condom from boyfriend in bed

Categories: anal, babe, bed sex, blowjob, boyfriend, condom, gay, handjob, high heels, lingerie

ShemaleZ

Latina Hot - Shemale With A Huge Cock Wants To Get Penetrate Quickly

Categories: anal, assfucking, brunette, deep throat, high heels, huge cock, latina, throat

KeekAss

ASIANTGIRL - Gimmy Is Taunting You With Her Asian Sweetness

Categories: asian, brunette, handjob, hd, high heels, ladyboy, masturbation, small tits, softcore, solo

xHamster

Really another lo def pink light solo video

Categories: big tits, dildo, hardcore, high heels, masturbation, milf, pantyhose, smoking, solo, vibrator

aShemaleTube

Blonde tranny with high heels unzips her latex dress and fucks a guy

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

xHamster

Sweet Sissygasm in Cute Skirt, Panties, Tights & Heels

Categories: cute, hd, high heels, panties, skirt

KeekAss

Ladyboy embeds Christmas tree before cumshot masturbation

Categories: anal, asian, big cock, big tits, brunette, costume, cumshot, fetish, hd, high heels

xHamster

Sexyfilomena Plays with Herself While She Cleans Her Bathroom

Categories: amateur, anal, bathroom, canadian, handjob, hd, high heels, lingerie, masturbation, mature

KeekAss

Long Cock Latina Cutie

Categories: amateur, beauty, big cock, blonde, crossdressing, cute, dick, hd, high heels, homevideo

KeekAss

Mrs Samantha taunting and slapping het sub tgirl Marina, palms and gams fettered to the sofa, and blinded

Categories: amateur, bdsm, beauty, blonde, brunette, crossdressing, domination, dress, fetish, high heels

aShemaleTube

Blonde shemale with high heels fucks her lover doggystyle till orgasm

Categories: anal, big ass, big cock, big tits, blonde, blowjob, cumshot, doggystyle, domination, fetish

aShemaleTube

Beautiful tranny in high heels fucked hard in a hotel

Categories: beauty, hardcore, high heels, hotel, mature, tranny

HClips

Sexy Ass Dancing In Stocking And High Heel

Categories: amateur, ass, big ass, big tits, blonde, dancing, hd, high heels, solo, stockings

KeekAss

TranssexualNetwork.com - BBC shemale's constant pounding makes her man cum

Categories: anal, big black cock, big cock, black, blowjob, cum, cumshot, ebony, fishnet, high heels

XXXDan

Sissy Lucy jerks my big cock in POV while wearing a tiny top and miniskirt

Categories: amateur, big cock, big tits, british, crossdressing, high heels, masturbation, mature, miniskirt, pov

aShemaleTube

Sexy Crossdresser kellycd2022 quick early morning video waking up horny no time to fully free

Categories: amateur, big cock, blonde, crossdressing, fishnet, hd, high heels, mature, outdoor, pissing

KeekAss

GROOBYGIRLS - Dude on Tgirl, oral pleasure, sixty nine and xxx ass fucking

Categories: 69, anal, assfucking, barebacking, big ass, big tits, blowjob, brunette, deep throat, dress

aShemaleTube

high heels filipina shemale in black pantyhose strokes her dick

Categories: amateur, asian, black, chinese, dick, filipina, high heels, homevideo, japanese, ladyboy

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

Tina Posing in Sexy Corset and Heels

Categories: amateur, big ass, corset, crossdressing, high heels, mature, posing, small cock, small tits

XXXDan

Sexy legs and feet of a transvestite in black patterned tights

Categories: amateur, big ass, black, british, crossdressing, daddies, european, feet, fetish, gay

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

xHamster

Public Wanking On A Windy Day

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

TrannyOne

Italian Trans Tour!! (Full Movie)

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

xHamster

New mature TS Savanna Hartwood gets barebacked

Categories: anal, barebacking, cumshot, hd, high heels, ladyboy, mature, milf, transsexual

xHamster

i love to practice blowjob

Categories: amateur, belgian, blowjob, dildo, european, hd, high heels, lingerie, masturbation, pov