High Heels Shemale Videos » 32

aShemaleTube

FULL video of Ladyboy with high heels gets fucked till cumshot on her big tits

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

KeekAss

This t-girl has joy at home alone

Categories: amateur, anal, anal toying, big ass, big tits, blonde, boots, cum, dildo, handjob

KeekAss

LARGE BOOTIE TGIRLS - Immense caboose latina tgirl juggles rump before hook-up

Categories: anal, ass, bbw, big ass, big cock, big tits, booty, brunette, cumshot, doggystyle

KeekAss

Ravishing brunette TS Grazyeli Silva is anal demolished by Asian stud

Categories: anal, asian, big cock, blowjob, brunette, deep throat, doggystyle, fetish, fishnet, hardcore

xHamster

Sissy Maid Self Bondage Stocks

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

KeekAss

Black-Haired t-model in high heel footwear displays off her giant dinky and smooth-shaven bum

Categories: asian, babe, big ass, big tits, black, brunette, hd, high heels, jerking, ladyboy

xHamster

White stud bangs sexy tranny hard across table

Categories: anal, big ass, blonde, facial, high heels, stud, table, tranny, white

KeekAss

HORBY BLONDIE SHMELAE BANG HER HOMIE ON THE COUCH AND JIZZ SHOT IN HIS HATCH

Categories: anal, big ass, big cock, blonde, blowjob, brazilian, couch, cumshot, gay, hd

ShemaleMovie

Sizzling crossdressing goddess gets a blowjob from Kelsey Masters

Categories: amateur, american, anal, ass, babe, barebacking, bdsm, beauty, big ass, big cock

CrocoTube

Nude shemale ass fucks busty babe and comes on her bouncy tits

Categories: assfucking, babe, bed sex, bedroom, big tits, blowjob, brunette, cowgirl, doggystyle, fake tits

xHamster

Sissy Maid Waiting for Mistress

Categories: bdsm, bondage, canadian, dildo, fetish, gagging, hd, high heels, homevideo, maid

TrannyOne

Classy redhead shemale in high heels and lingerie jerks off

Categories: crossdressing, high heels, lingerie, masturbation, redhead, stylish

xHamster

riding in my pink heels

Categories: anal, anal toying, dick, dildo, escort, fetish, hd, high heels, lingerie, piercing

xHamster

Nancy in Pink Satin (MILF - Crossdresser)

Categories: amateur, beauty, big cock, boots, crossdressing, cum, cum in mouth, fetish, hd, high heels

xHamster

Pvc Anal Whore

Categories: amateur, anal, fishnet, hd, high heels, latex, masturbation, slut, solo, stockings

xHamster

Cute trans changes clothes and heels likes to get naked in hot public

Categories: big ass, clothed sex, crossdressing, cute, dress, feet, fetish, hd, high heels, masturbation

aShemaleTube

Guy is licking ass and sucking CD's cock.

Categories: amateur, ass, blowjob, boots, crossdressing, dick, hd, high heels, licking, mature

xHamster

Dirty Mature sissy CD outdoors Soaking up the sun Shine Horny as hell wants to get caught

Categories: amateur, bbw, brazilian, canadian, caught, crossdressing, dirty, feminization, hd, high heels

xHamster

Slender shemale in white fishnets gets her face fucked on couch

Categories: anal, asian, couch, face fucking, fake tits, fishnet, high heels, lingerie, stockings, white

KeekAss

Solo feetfetish TRANSSEXUAL curls her toes

Categories: amateur, beauty, brunette, close up, desk, feet, fetish, hd, high heels, small tits

HDSex

I'm Gingerlove. Who's ready to have some fun with me?

Categories: american, blonde, compilation, cumshot, dildo, funny, high heels, lingerie, masturbation, stockings

KeekAss

T-girl call girl booty-fucked and facialized

Categories: anal, barebacking, big tits, blowjob, booty, cum, escort, facial, fetish, hardcore

XXXDan

Busty transgender milf in heels with big ass fucked bareback

Categories: anal, assfucking, barebacking, big ass, big tits, gay, high heels, latina, milf, tattoo

KeekAss

T-Model Nefertiti with her Monstrous Lollipop Cracks her Sub's Caboose No Condom

Categories: anal, assfucking, big cock, blowjob, brunette, condom, ebony, erotic, gay, handjob

PornGem

TGIRL40 - Nicole Castelli Is Playing With Her Dildo Deep

Categories: blonde, dildo, hd, high heels, lingerie, masturbation, mature, softcore, solo, stockings

aShemaleTube

Big ass ladyboy with high heels enjoys solo masturbation on couch

Categories: amateur, asian, big ass, couch, high heels, ladyboy, masturbation, solo, teen (18+)

JizzBunker

Trans big latina babe in high heels bareback from boyfriend

Categories: anal, babe, barebacking, big ass, boyfriend, gay, high heels, latina, small tits, transsexual

KeekAss

Bigtitted transgirl doggy-style after dirty dancing

Categories: anal, ass, big ass, big cock, big tits, blonde, booty, close up, cumshot, dancing

xHamster

I got hard in class and I wasn't wearing any panties, my teacher was very angry

Categories: angry, bbw, big black cock, big cock, fishnet, hd, high heels, latex, lingerie, panties

aShemaleTube

Gorgeous tgirl shows off moves 💗

Categories: anal, big ass, flexible, gorgeous, hd, high heels, homevideo, latina, masturbation, sissy

aShemaleTube

ASIANTGIRL: Hey There Naomi!

Categories: asian, assfingering, big ass, big cock, fetish, hd, high heels, ladyboy, lingerie, masturbation

xHamster

Eddy and Sexy Jade

Categories: anal, big ass, black, blowjob, hd, high heels, interracial, pornstar

Pornstars: Sexy Jade

KeekAss

Sissy Sole Sub Stomped in High Heel Then Slurps Up Spunk Jessica Bloom & Polieana

Categories: anal, beauty, big cock, blonde, cum, cum swallowing, feet, femdom, fetish, hd

aShemaleTube

Brunette tranny in high heel boots gets a facial after bareback fucking

Categories: anal, barebacking, big ass, big cock, big tits, blowjob, boots, brunette, cumshot, facial

KeekAss

Wonderful shemale wanks tauntingly - Stellar Softcore

Categories: amateur, asian, brunette, glamour, gorgeous, handjob, hd, high heels, ladyboy, leather

HDSex

I made a short clip for you guys. Hope you enjoy it!

Categories: amateur, asian, babe, beauty, big cock, close up, high heels, homevideo, ladyboy, lingerie

JizzBunker

Stunning trans babe gets anal pounded doggystyle by her boyfriend

Categories: amateur, anal, babe, big ass, big tits, boyfriend, brazilian, doggystyle, erotic, fetish

xHamster

Fluffy in the Woods

Categories: amateur, asian, beauty, crossdressing, dick, hd, high heels, japanese, miniskirt, outdoor

KeekAss

Enjoy to Deep-Throat and Swallow Spunk

Categories: amateur, blonde, crossdressing, cum, cum swallowing, cumshot, deep throat, dildo, ebony, handjob

ShemaleMovie

Stylish shemale Vanessa Bitchx turns heads in tights and high heels

Categories: amateur, ass, babe, beauty, big ass, crossdressing, european, fishnet, french, high heels

KeekAss

Wish Villa Series-8 Beautiful Nurse on the Sofa

Categories: amateur, anal, anal toying, beauty, big ass, crossdressing, cum, cumshot, feet, fetish

VipTube

Short-haired ladyboy with high heels exposes her big cock

Categories: asian, big cock, hd, high heels, ladyboy, masturbation, short hair, solo, teen (18+)

xHamster

Isabella Trans, a Cock for Everyone

Categories: amateur, asslick, big tits, blowjob, dick, drilling, fishnet, handjob, hd, high heels

xHamster

ASIANTGIRL: Horny Newbie Boyo!

Categories: asian, hd, high heels, ladyboy, long hair, masturbation, piercing, slim, small tits, solo

PornGem

Trans Darling rimmed be4 anal pounding by her lover

Categories: amateur, anal, assfucking, babe, big tits, high heels, ladyboy, rimjob, tattoo, tranny

xHamster

ass dance black dress 2

Categories: amateur, ass, black, crossdressing, dancing, dress, femboy, hd, high heels, ladyboy

KeekAss

Latina she-male ravages fuckbox

Categories: big ass, blonde, blowjob, cumshot, cunt, handjob, hardcore, hd, high heels, latina

DrTuber

Slim ladyboy with high heels get fucked till orgasm

Categories: amateur, asian, blowjob, cumshot, hd, high heels, ladyboy, orgasm, slim, teen (18+)

KeekAss

LATIN-TS’S - Sandy-haired Latin In Black Sundress And Giant Trunk

Categories: big ass, big cock, big tits, black, brazilian, cute, dick, dress, handjob, hd

ShemaleMovie

gigantic bum shebabe oils naked body and swings her man sausage around

Categories: assfingering, close up, high heels, lingerie, masturbation, nude, oiled, panties, piercing, teen (18+)

AnalDin

Busty Tits Latin TS in high heels assfucked by big dick afte

Categories: anal, assfucking, big cock, big tits, blowjob, handjob, high heels, latina, milf, tranny

xHamster

Sexy crossdresser Kellycd2022 in black sexy see thru dress and heels

Categories: amateur, big tits, black, british, crossdressing, dress, fetish, hd, high heels, ladyboy

KeekAss

dream villa pantyhose jacuzzi have fun

Categories: amateur, anal, ass, big ass, crossdressing, fantasy, feet, fetish, fishnet, footjob

ShemaleMovie

Fetish she-male gropes wood

Categories: asian, fetish, groping, high heels, ladyboy, masturbation, solo, uncut

KeekAss

Princess Having Joy With Her Fake penis - PREVIEW OF A PRINCESS IN LEATHER

Categories: anal, ass, crossdressing, dick, dildo, hd, high heels, leather, masturbation, solo

XXXDan

Aggressive Pink! In The Bedroom With Syn Thetic

Categories: aggressive, bedroom, big cock, crossdressing, fetish, funny, high heels, lingerie, masturbation, small tits

ShemaleMovie

Soapy tgirl rimmed in shower before boning

Categories: blowjob, cumshot, high heels, latina, lingerie, pornstar, rimjob, sensual, shower, soapy

Pornstars: Jessy Dubai

aShemaleTube

Blonde crossdresser she-cock and ass twerking while teasing masturbation session

Categories: amateur, ass, blonde, crossdressing, cumshot, dick, high heels, homevideo, humping, masturbation

xHamster

Aunty Syn Thetic And Her Big Mature Tranny Tits

Categories: beauty, big ass, big cock, big tits, hd, high heels, ladyboy, leather, masturbation, mature

xHamster

New LBD

Categories: amateur, american, blonde, club, crossdressing, high heels, solo, stockings

ShemaleMovie

domineering glam ts barebacks blindfolded male

Categories: anal, bdsm, blindfolded, booty, cumshot, domination, high heels, pornstar, stockings, transsexual

xHamster

Nasty Sissy Maid rides Dildo

Categories: anal, dildo, hd, high heels, irish, ladyboy, maid, sissy, small tits, solo

HDSex

Sissy slut in high heels and stockings gets pounded while jerking off

Categories: amateur, anal, anal toying, ass, australian, big ass, big cock, car, compilation, crossdressing

ShemaleMovie

Solo fledgling trap voluptuously wanking her cock

Categories: amateur, ass, casting, dick, femboy, high heels, masturbation, solo, wanking

KeekAss

Babe Lady Snow endures anal stretching from TS Isabella Salvatore

Categories: anal, babe, big cock, big tits, blonde, blowjob, brunette, deep throat, doggystyle, fetish

Pornstars: Lady Snow

xHamster

My Big Ass in Shorts

Categories: amateur, big ass, blonde, brazilian, crossdressing, hd, high heels, mature, portuguese, shorts

KeekAss

Beautiful Asian tranny Nun playing with her big pink dildo

Categories: anal, asian, beauty, bedroom, brunette, cumshot, dildo, hd, high heels, ladyboy

VideoSection

Playing around with a fun inflatable speculum

Categories: big cock, blonde, cumshot, funny, high heels, lingerie, masturbation, speculum, stockings, toys

XXXDan

BLONDINE FISTS HIM VERY DEEP ANAL IN HIS ASS - ANAL FISTING - BIG COCK THAT I WANT TO SUCK

Categories: anal, anal fisting, ass, big cock, blonde, dutch, fetish, fisting, high heels, sucking

JizzBunker

Transsexual male gets fisted by latex babe fucked in the ass with strap-on

Categories: ass, babe, fetish, fisting, hairy, high heels, latex, leather, lingerie, small tits

KeekAss

Bigtitted she-creature asshole licked and ass-fucked

Categories: anal, ass, assfucking, big tits, blowjob, brunette, couple, cumshot, handjob, hd

xHamster

🔶CAM⁴ [²⁵Mar²⁵] (4) SiSsi CuL_Ouvert Bas_Nylon Dress

Categories: amateur, ass, bdsm, beauty, crossdressing, dress, french, handjob, hd, high heels

KeekAss

Pierced bootylicious ts facializedss

Categories: amateur, anal, big ass, big tits, blonde, blowjob, boots, cumshot, doggystyle, facial

aShemaleTube

Sissy Dildo ride 2

Categories: amateur, crossdressing, dildo, high heels, masturbation, panties, sissy, skirt, solo, stockings

KeekAss

Buxom t-girl pokes tatted doll rock hard

Categories: big tits, blonde, buxom, doggystyle, doll, hd, high heels, lesbian, lingerie, piercing

xHamster

I was playing with my dildo on the side of the road as cars were passing by.

Categories: amateur, anal, asian, crossdressing, dildo, high heels, ladyboy, lingerie, mature, outdoor

xHamster

TGIRLS.XXX: The Total Package

Categories: american, assfingering, big ass, big cock, big tits, boots, hd, high heels, lingerie, long hair

aShemaleTube

CD Domina LADY CLOE in Analfuck Extreme Highheels Nylon

Categories: crossdressing, dominatrix, extreme, high heels, nylon, pornstar, transvestite

Pornstars: Cloe

KeekAss

Ambling Around in High High-heeled shoes and Sandals (foot worship, long toes, soles adore)

Categories: amateur, feet, femboy, fetish, hd, high heels, pov, sissy, slave, tgirl

ShemaleMovie

Ebony Tgirl in high heels gets pounded doggy style

Categories: african, black, doggystyle, ebony, high heels, tgirl

xHamster

Crossdresser hellpunk_meow Masturbating in Nun dress & White stockings

Categories: amateur, asian, blonde, crossdressing, dress, hd, high heels, ladyboy, masturbation, nun

KeekAss

Japanese She-Creature Web Cam Leans Over For Spunk-Pump

Categories: anal, asian, brunette, dick, gay, glasses, high heels, japanese, lingerie, pornstar

ShemaleMovie

Questioning my goodness: Being a good girl or a bad girl?

Categories: amateur, asian, college, cosplay, crossdressing, high heels, japanese, masturbation, sissy, small cock

KeekAss

FRANKS-TGIRLWORLD: JIZM TO ALICE!

Categories: asian, assfingering, babe, big cock, big tits, brunette, hd, high heels, ladyboy, legs

KeekAss

Taunting t-girl loves some individual time

Categories: amateur, brunette, cumshot, fishnet, hd, high heels, jerking, lingerie, long nails, masturbation

xHamster

Joselynne Crossdresser In Bathroom Using A Dildo In My Body Last Part

Categories: amateur, anal, bathroom, big ass, crossdressing, dildo, femboy, feminization, hd, high heels

xHamster

Trying a slutwalk

Categories: amateur, dutch, european, hd, high heels, homevideo, milf, outdoor, public, sissy

xHamster

Brunette ladyboy with high heels gets her small cock sucked

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

KeekAss

Kellystar518 is LOCKED in LINGERIE

Categories: beauty, blonde, crossdressing, cum, fetish, gorgeous, high heels, lingerie, milf, panties

xHamster

DeeDeeSlut69 in White Dress and Pink Stockings

Categories: amateur, big tits, blowjob, crossdressing, cum, dress, high heels, ladyboy, lingerie, masturbation

XXXDan

Busty dark-haired shemale masturbates after stripping

Categories: amateur, big tits, black, brunette, dark hair, high heels, lingerie, masturbation, solo, striptease

TrannyOne

Latina tranny with big hooters Nicolly Navarro masturbates and cums

Categories: balls, big tits, black, cum, dick, hd, high heels, hooters, jerking, latina

KeekAss

AB093 Cameraman feminized splashing-pegging Japanese and English subtitles

Categories: amateur, anal, crossdressing, dildo, english, feet, femdom, fetish, footjob, handjob

TrannyOne

Awesome latina shemale shows her stuff and wanks all alone

Categories: big tits, blue eyed, cum, dick, gorgeous, hd, high heels, jerking, latina, masturbation

xHamster

Slutty Cd Bella Visits The Library

Categories: crossdressing, cum, cumshot, european, german, hd, high heels, librarian, lingerie, masturbation

xHamster

Wetlook in bathroom in black fishnet body, denim shorts and high heels shoes

Categories: amateur, bathroom, beauty, black, blonde, crossdressing, fishnet, hd, high heels, jeans

ShemaleMovie

Joyful sissy gets off in lingerie and stockings

Categories: american, crossdressing, cumshot, dildo, feet, high heels, jerking, lingerie, masturbation, sissy

KeekAss

Gorgeous tranny with huge ass drilled balls deep and rough

Categories: anal, ass, balls, big ass, big cock, big tits, blowjob, booty, brunette, deep throat

TrannyOne

Tall brunette ladyboy Pang has fun with her she cock

Categories: asian, big tits, brunette, curly haired, dick, funny, hd, high heels, jerking, ladyboy

aShemaleTube

Fat CD bitch fucked by two crossdressers

Categories: 3some, amateur, bitch, boots, chubby, crossdressing, fat, group sex, hd, high heels

TrannyOne

Stockinged Thai ladyboy shaves her small dick before being fucked

Categories: asian, brunette, cum swallowing, doggystyle, girlfriend, high heels, ladyboy, shaved, small cock, stockings

aShemaleTube

shiny sissy milks herself

Categories: barebacking, big cock, cumshot, femboy, hd, high heels, homevideo, latex, lingerie, masturbation

xHamster

Sex with 20y.o. Guy

Categories: anal, barebacking, beauty, blowjob, cum, european, facial, femboy, hd, high heels

KeekAss

SisK underwear bevy EP16.trio: Crossdresser fapping off with crimson lace mitten and jizm in rubber

Categories: big cock, condom, crossdressing, cum, cumshot, handjob, high heels, homevideo, jerking, lace

aShemaleTube

Busty ladyboy in black dress jerks off with her high heels on

Categories: amateur, asian, big tits, black, dress, high heels, ladyboy, masturbation, solo, teen (18+)

KeekAss

SisK undergarments bevy EP16.1: Crossdress on Ppen Pubes Black Tights and Innocence Box

Categories: black, cage, crossdressing, cum, dick, high heels, homevideo, ladyboy, legs, lingerie

xHamster

Blowjob and anal sex on black lingerie

Categories: amateur, anal, black, blowjob, couple, crossdressing, deep throat, doggystyle, french, hd

ShemaleMovie

Closeup of amateur crossdresser in a wedding dress getting pounded

Categories: amateur, anal, ass, big cock, blowjob, close up, crossdressing, dress, femboy, fishnet

aShemaleTube

Tanned ladyboys with high heels enjoy a threesome session with a stud

Categories: 3some, amateur, asian, creampie, cumshot, high heels, ladyboy, stud, tanned, teen (18+)

TrannyOne

Busty black tranny Princess Mylca masturbates and cums on sofa

Categories: big tits, black, booty, chocolate, cum, ebony, hd, high heels, jerking, masturbation

xHamster

CAM⁴ [²⁹mar²⁵]Ejac💦9mn43 Robe FuLLResille

Categories: amateur, big cock, bitch, crossdressing, cum, cumshot, cute, french, hd, high heels

xHamster

Caressing Me and Eating My Milk Is a Pleasure

Categories: amateur, big ass, cum, cumshot, hd, high heels, masturbation, milf, milk, solo

xHamster

Captive life, peeing in prison

Categories: asian, beauty, buttplug, crossdressing, fetish, high heels, ladyboy, lingerie, pantyhose, pissing

xHamster

CAM⁴ [²³mar²⁵] (3) Ejaculation💦11mn11 Plug PLuG pluG

Categories: amateur, bdsm, big cock, crossdressing, cum, cumshot, dick, french, hd, high heels

xHamster

Delicious naked slut in public wearing red heels and plug in the ass very hot enjoying pleasure

Categories: american, anal, ass, big ass, crossdressing, cum, feet, fetish, footjob, hd

KeekAss

Platinum-Blonde ladyboy shoots a load in front of the Mirror

Categories: amateur, beauty, big cock, blonde, crossdressing, cum, cumshot, curvy, cute, german

aShemaleTube

Horny in Heels

Categories: big cock, femboy, fetish, hd, high heels, homevideo, latina, lingerie, model, sissy

xHamster

Kellystar518 is HOT HOT HOT

Categories: amateur, american, big ass, big cock, crossdressing, feminization, girlfriend, hd, high heels, lingerie

JizzBunker

Curvy transvestite in lingerie fingers her ass

Categories: anal, ass, beauty, big tits, blonde, chubby, cumshot, curvy, fetish, fingering

KeekAss

Trans Honey in Hip High Footwear gets a Excellent Time from the Plumber

Categories: anal, assfucking, blonde, blowjob, boots, cumshot, fetish, handjob, hd, high heels