High Heels Shemale Videos » 29

TrannyOne

I Never Wear Panties on a First Date

Categories: hd, high heels, ladyboy, panties, sissy, small cock, solo, transsexual

ShemaleMovie

Tiny tits shemale in high heels fucked hard until cumming on her chest

Categories: anal, asian, ass, brutal, cum, deep throat, extreme, hardcore, high heels, ladyboy

KeekAss

Sultry tranny Jessica Fox made sure that her bottoms cunt is severely fucked

Categories: babe, big cock, big tits, blonde, blowjob, cowgirl, cumshot, cunt, dick, face fucking

Pornstars: Jessica Fox

KeekAss

Creamy Shemale Gapes Her Ass With A Huge Dildo

Categories: amateur, anal, ass, beauty, blonde, creampie, cute, dress, ebony, femboy

Txxx

Oiled bigbooty TS Latina MILF in high heels bareback fucked

Categories: barebacking, big ass, big tits, high heels, latina, milf, oiled, transsexual

aShemaleTube

High heels dildo riding

Categories: amateur, dildo, fetish, hd, high heels, riding, teen (18+), toys

KeekAss

Amazing Hot Tgirl Bareback Fucking

Categories: amateur, amazing, anal, barebacking, beauty, blowjob, crossdressing, high heels, homevideo, kissing

aShemaleTube

Cd nylons heels

Categories: crossdressing, cumshot, hd, high heels, homevideo, masturbation, mirror, nylon, stockings

aShemaleTube

Big ass Karla Desejo masturbates solo with her high heels on

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

aShemaleTube

Blonde tranny in green latex dress jerks off and cums on her high heels

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

TrannyOne

Cum in Yellow Heels

Categories: amateur, crossdressing, cum, cumshot, dildo, high heels, lingerie, masturbation, mature, sissy

TrannyOne

Knocked up this slut: raw and dirty

Categories: amateur, anal, ass, ass to mouth, assfingering, asslick, big cock, big tits, blonde, cum

TrannyOne

Guy Sucks Aommy Fuck - Ladyboy Play

Categories: anal, anus, asian, ass, bdsm, bed sex, bedroom, big cock, blowjob, brunette

aShemaleTube

Beautiful sissy cum in panties

Categories: amateur, ass, beauty, cage, cum, dildo, femboy, hd, high heels, monster cock

aShemaleTube

long legs and high heels shemale in pantyhose strokes her cock on webcam

Categories: amateur, dick, high heels, homevideo, legs, masturbation, pantyhose, pov, slim, solo

TrannyOne

Xxxtranssex Viviane Silva And Wagner In BrazilTGirls

Categories: anal, anus, ass, bdsm, black, blowjob, brazilian, brunette, condom, cum

HotMovs

Ts Nurse In Nylons And High Heels Barebacked By Patient

Categories: barebacking, big tits, blonde, high heels, nurse, nylon, stockings, transsexual, uniform

JizzBunker

Tall blonde shemale in high heels gets a cumshot on her

Categories: blonde, cumshot, high heels, tall

ShemaleZ

Tanned Ladyboy With High Heels Teases With Her Small Tits

Categories: asian, hd, high heels, ladyboy, oriental, redhead, small tits, solo, tanned

aShemaleTube

long cool woman in a long black dress

Categories: anal, black, blonde, crossdressing, cum, dress, high heels, stockings, wife

HD21

Mistress Nikita - Barbi Fuck My Heels

Categories: handjob, high heels, ladyboy, mistress, stockings

HDSex

Horny Latina tgirl stroking her big cock on the rooftop

Categories: anal, babe, beauty, big cock, cum, cumshot, high heels, jerking, jizz, latina

aShemaleTube

Ladyboy with high heels teases with her big ass and shaved cock

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

ShemaleMovie

Gorgeous trans babe climaxes on her own body

Categories: anal, babe, big tits, close up, cumshot, dildo, fishnet, glasses, gorgeous, high heels

XoZilla

Casey Kisses's Shopping Desire in Fiery Bliss

Categories: 69, anal, ass, asslick, big cock, blonde, blowjob, brunette, cowgirl, deep throat

aShemaleTube

Sharing a double dildo with doll

Categories: barebacking, blonde, close up, crossdressing, cumshot, dildo, doll, hd, high heels, homevideo

HClips

Promotionnel Vid Sissy Slut Taking Differents Dildo In Diffrents Position Deep Anal Fuck Wide Ass Gaping With Sofi Vice

Categories: amateur, anal, ass, assfucking, big ass, booty, booty shake, dildo, gaping hole, hd

XoZilla

Skyy Knox's Sultry Garage Affair Fuels Forbidden Heat

Categories: ass, asslick, big cock, big tits, bikini, black, blowjob, brunette, car, cowgirl

KeekAss

Cute Latina Couple Playing Online

Categories: amateur, anal, barebacking, beauty, brunette, couple, cute, dress, femboy, high heels

TrannyOne

Man in the mask gets his butthole penetrated by the T-cock of the hot shemale babe

Categories: amateur, anal, anus, ass, babe, beauty, bed sex, bedroom, boots, brunette

VideoSection

Thai transgender princess Paula enjoys two explosive creampies and titty jizz

Categories: 18 year old, anal, ass, assfingering, bedroom, deep throat, fingering, fishnet, gaping hole, handjob

Pornstars: Eva Delage, Iva Zan

XXXDan

Wedge high heels, dildo, cum and shoejob

Categories: cum, dildo, high heels, shoe

TrannyOne

Tattoed And Fake Tits Veronika Havenna And Junior

Categories: anal, anus, ass, bdsm, bed sex, bedroom, blowjob, brazilian, condom, domination

aShemaleTube

Fucking beautiful teern asian tranny t-girl Nadia

Categories: asian, ass, assfingering, beauty, bed sex, clothed sex, deep throat, doggystyle, fishnet, gaping hole

aShemaleTube

Slim ladyboy with high heels strips her skirt and gets fucked by a man

Categories: amateur, asian, cumshot, high heels, ladyboy, skirt, slim, teen (18+)

aShemaleTube

Tranny in high heels dominates her masked date

Categories: amateur, anal, high heels, homevideo, lingerie, tranny

XXXDan

Dirty big booty trans slut fucked doggy style by boyfriend on bed

Categories: amateur, anal, bed sex, big ass, big cock, big tits, booty, boyfriend, dirty, doggystyle

TrannyOne

[Trans] Fuck date with beautiful ladyboy Poi

Categories: 3d, anal, anus, asian, ass, beauty, blowjob, brunette, cowgirl, dark hair

aShemaleTube

Big ass shemale with high heels strips and strokes her small dick

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

HDSex

Tgirl stroking her cock in heels

Categories: booty, dick, high heels, latina, masturbation, piercing, shaved, small tits, solo, stroking

TrannyOne

[Trans] Lap of Luxury

Categories: 3d, anal, anus, ass, big cock, big tits, black, blowjob, brunette, cowgirl

Pornstars: Jazmin, Shyla Jennings

PornGem

TGIRLSEX - ENJOY CARDI'S AMAZING BAREBACK ANAL FUCK HERE

Categories: amazing, anal, ass, barebacking, blowjob, dick, dress, hardcore, high heels, interracial

TrannyOne

Kellystar518 - Go Go Casino Tease

Categories: amateur, american, ass, blonde, booty, crossdressing, dancing, dick, feet, fetish

TrannyOne

Sissy Devil Doll Enchantress

Categories: amateur, american, big ass, big tits, crossdressing, dildo, dirty talk, doll, european, hd

FlyFlv

Ladyboy Jerks Off On Table While In High Heels

Categories: 69, asian, big cock, big tits, cumshot, high heels, ladyboy, masturbation, solo, table

PornGem

BRAZILIAN TRANSSEXUALS - Gorgeous Yasmin Reveals Her Curves

Categories: belly, big ass, brazilian, brunette, cute, flat chested, gorgeous, high heels, masturbation, piercing

aShemaleTube

Brunette ladyboy with high heel boots jerks off her fat cock

Categories: amateur, asian, boots, brunette, dick, fat, high heels, ladyboy, masturbation, solo

TrannyOne

Submissive lad gets his ass pounded hard by the horny TS babe

Categories: anal, anus, ass, babe, bdsm, beauty, corset, couch, couple, cum

KeekAss

Dashing ladyboy fucks a hot girl in a wild threesome 2

Categories: 3some, anal, big cock, big tits, blowjob, facial, high heels, ladyboy, piercing, pornstar

Pornstars: Venus Lux

TrannyOne

Nasty blonde tranny lures a hot lad to get her juicy thick ass pounded by a huge cock

Categories: anal, anus, ass, blonde, couple, dick, fat, feet, fetish, fishnet

aShemaleTube

Finnish Sissy

Categories: barebacking, blowjob, cum in mouth, finnish, hd, high heels, homevideo, lingerie, pantyhose, sissy

aShemaleTube

Busty shemale with high heels plays with her small cock till orgasm

Categories: big ass, big cock, big tits, cumshot, high heels, latina, masturbation, orgasm, small cock, solo

TrannyOne

Deep missionary with a hot shemale in crazy anal XXX

Categories: anal, anus, ass, ball licking, balls, big tits, black, couch, crazy, cum

aShemaleTube

sheboy sperm Show

Categories: amateur, big cock, blonde, cumshot, femboy, hd, high heels, homevideo, lingerie, masturbation

XXXDan

CD nylon heels and public masturbation Chinese Shemale

Categories: amateur, asian, chinese, fetish, high heels, lingerie, masturbation, nude, nylon, public

TrannyOne

[Trans] Alone And Wild

Categories: 3d, babe, big tits, brunette, dark hair, feet, fetish, hd, high heels, lingerie

Pornstars: Sasha Rose

aShemaleTube

Daniela Lei patent boots sissygasm caged on sex machine

Categories: amateur, boots, crossdressing, fucking machine, gloves, hd, high heels, lingerie, orgasm, stockings

XXXDan

Booty trans latina with big tits licked and fucked

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

TrannyOne

TS Now! Big Bunda - Alex Victor & Victoria Neves

Categories: anal, anus, ass, ball licking, balls, bed sex, bedroom, belly, big tits, blowjob

aShemaleTube

Ts Diana Deelight light spanking, feet heels, jerking till I cum, big dildo squirting

Categories: american, anal, big tits, cum, cumshot, dildo, english, feet, fetish, gaping hole

aShemaleTube

Slim ladyboy with high heels gets a cumshot on her small tits

Categories: amateur, asian, cumshot, high heels, ladyboy, slim, small tits, teen (18+)

PornGem

ASIANTGIRL - Milky's All White Sensation Solo Masturbation

Categories: anal, asian, barebacking, big tits, blowjob, brunette, cute, dildo, hardcore, high heels

PornGem

TS babe in stockings got banged in gaping anal hole 2

Categories: amateur, anal, assfucking, babe, big ass, booty, fetish, fingering, gaping hole, handjob

aShemaleTube

Backdoor Bitch

Categories: anal, bitch, cumshot, dildo, german, high heels, ladyboy, lingerie, masturbation, oiled

aShemaleTube

slim and sexy trans beauty in high heels tugs her cock on cam

Categories: amateur, beauty, big ass, big cock, dick, high heels, homevideo, jerking, latina, masturbation

TrannyOne

Sex therapist calms down the sexy TS babe's sex urge as he rides her thick cock to the ultimate pleasure

Categories: anal, anus, ass, babe, belly, brunette, couch, couple, cum, cumshot

KeekAss

Rebecca Farron - 2025.06.27 web cam sesh part trio - fake penis butt sex and analgasm

Categories: amateur, anal, ass, cum, cumshot, dick, dildo, hd, high heels, latex

aShemaleTube

Latina shemale in high heels bends over for cock penetration

Categories: anal, bend over, big cock, big tits, blowjob, dick, fetish, hd, high heels, latina

TrannyOne

Attractive tranny plays with her tight ass and her hard cock

Categories: anal, anus, ass, big cock, big tits, cum, cumshot, dick, feet, fetish

JizzBunker

Sissi Stacy like dressed red lingerie and play dig dildo

Categories: amateur, anal, big cock, black, crossdressing, dildo, doggystyle, fisting, gay, hardcore

TrannyOne

Michelly Cinturinha And Her Friends Fucking Woman And Man

Categories: 4some, anal, anus, ass, bdsm, blonde, blowjob, brunette, condom, dark hair

PornGem

TGIRLS XXX - Jade Nyxxx Flexing Her Muscles & Masturbates

Categories: big ass, big tits, brunette, dick, high heels, masturbation, muscled, softcore, solo, stockings

aShemaleTube

Redhead ladyboy in dotted corset uses her high heels for anal play

Categories: amateur, anal, asian, big cock, corset, hd, high heels, ladyboy, masturbation, redhead

TrannyOne

Turkish Shemale Fuck Guy

Categories: amateur, anal, anus, ass, bed sex, bedroom, blowjob, brunette, couple, dark hair

aShemaleTube

Crossdresser Sex Machine

Categories: amateur, anal, bdsm, beauty, crossdressing, high heels, ladyboy, lingerie, sissy, solo

KeekAss

Lonely Tranny Solo Act

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

aShemaleTube

Nasty shemale in white stockings eats thick male meat then gets moist ass fucked

Categories: anal, assfucking, blowjob, facial, high heels, ladyboy, stockings, thick, transsexual, white

JizzBunker

Super sexy blonde transvestite fucked rough

Categories: amateur, anal, beauty, big ass, big cock, blonde, creampie, crossdressing, gay, high heels

TrannyOne

Your Tag is SHEMALE - PMV for Sissies

Categories: anal, anus, asian, ass, bathroom, bed sex, bedroom, belly, big cock, big tits

KeekAss

FEMOUT HARD-CORE - Malvina Glistens in Her Gorgeous Softcore Debut

Categories: cute, dildo, emo, gorgeous, hardcore, hd, high heels, lingerie, masturbation, pantyhose

aShemaleTube

Brunette ladyboy with high heels jerks off her trimmed cock on the table

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

TrannyOne

Kathoey is a sexy kitty

Categories: anal, anus, ass, bdsm, belly, black, blowjob, boots, brunette, couple

HDSex

Huge-titted Chinese American sissy trap gets played with by her dad

Categories: amateur, american, anal, barebacking, bbw, blowjob, chinese, couple, creampie, cum

aShemaleTube

Two sexy ladyboys with high heels get a hot facial from a stud on the couch

Categories: amateur, asian, couch, cumshot, facial, high heels, ladyboy, stud, teen (18+)

TrannyOne

TS chick pleasures a guy as she stretches his wet asshole wide with her big T-cock

Categories: anal, anus, ass, bed sex, bedroom, belly, booty, brunette, condom, couple

XXXDan

Milf trans lady in a red dress and red heels talks in a sexy voice and touches herself

Categories: amateur, big ass, big tits, dress, european, fetish, high heels, lingerie, mature, milf

TrannyOne

Italian tranny shows the obedient guy her nasty side as she fucks his ass with her huge Tcock

Categories: anal, anus, ass, ass to mouth, assfingering, bdsm, big cock, black, condom, couch

VideoSection

Iranian femboy in lingerie plays with huge dildos and gets fucked

Categories: amateur, anal, anal toying, crossdressing, daddies, dildo, femboy, fishnet, german, high heels

XXXDan

Kina in a tight corset rides a black toy

Categories: amateur, anal, black, chinese, corset, crossdressing, dildo, european, high heels, lingerie

TrannyOne

The Model And The Servant

Categories: 3some, anal, anus, ass, ass to mouth, assfingering, bed sex, bedroom, blonde, cum

HClips

A Deep Throat Prelude To Love

Categories: amateur, anal, ass, assfucking, big tits, bikini, blonde, brazilian, cowgirl, deep throat

aShemaleTube

dildo fuck my ass

Categories: amateur, anal toying, ass, crossdressing, dildo, dress, gaping hole, hd, high heels, prolapse

aShemaleTube

Piston Machine Drills Isa Lawrence's Tight Trans Booty

Categories: anal, big ass, booty, cumshot, fucking machine, high heels, latina, masturbation, solo, tgirl

KeekAss

Naughty tranny takes her mask off for toying and jerking off

Categories: anal, big cock, brunette, dildo, fetish, hd, high heels, jerking, lingerie, mask

aShemaleTube

Poka Dot Skirt. High Heels and Long Legs Lead to a Big Cock and Firm Tits

Categories: amateur, anal, big cock, big tits, high heels, latina, legs, masturbation, mature, mexican

KeekAss

Kalli Graces annual check up wtith Dr Hudson

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

KeekAss

My Mrs Clothed to Have Fun

Categories: amateur, blonde, clothed sex, crossdressing, feet, funny, hd, high heels, leather, lingerie

KeekAss

Super hot Lia Lor squirts after shemale Jessica Fox pounds her

Categories: babe, big cock, big tits, blonde, blowjob, cumshot, deep throat, doggystyle, facial, fetish

Pornstars: Jessica Fox, Lia Lor

aShemaleTube

Big ass shemale with high heel boots teases with her rock hard cock

Categories: big ass, big cock, big tits, boots, cumshot, dick, high heels, latina, masturbation, solo

TrannyOne

Dominant shemale ass fucks hot mature in crazy home XXX

Categories: anal, ass, assfucking, bdsm, big tits, blonde, blowjob, dress, fake tits, spreading

aShemaleTube

Riding Dildo HD

Categories: amateur, crossdressing, dildo, femboy, hd, high heels, riding, sissy, small cock, toys

XXXDan

Divy provokes with a beautiful vintage dress from the 60s

Categories: amateur, beauty, big cock, dress, european, german, high heels, masturbation, milf, pov

TrannyOne

Blonde shemale fucks a hot guy's tight ass on the couch

Categories: anal, anus, ass, blonde, couch, couple, cum, cumshot, face sitting, feet

HDSex

Anal fun with stunning ladyboy Tstiara involving kissing, fingering, and a wild blow job

Categories: amateur, anal, asian, babe, beauty, big cock, blowjob, fingering, funny, high heels

JizzBunker

SPH amateur babe jerks off a shemales cock in femdom CFNM HJ

Categories: amateur, babe, big cock, british, cfnm, crossdressing, dick, european, femdom, fetish

TrannyOne

Hard Medical Examination of a Prisoner Patie, Featuring Latina Trans Doctor

Categories: anal, anus, ass, bdsm, belly, big tits, blowjob, bondage, brunette, close up

PornGem

TGIRLS XXX - Sexy Lola Morena Teases With Her Dildo

Categories: big tits, brunette, cute, dildo, high heels, lingerie, masturbation, puffy nipples, short hair, softcore

KeekAss

Brittney and Kenzie are alone in the studio

Categories: ass, barebacking, big ass, big cock, big tits, blonde, blowjob, brunette, cum, dark hair

TrannyOne

SISSY TRANSFORMATION BEAUTIFUL SISSY SISSY TRAINER SISSYMAKER

Categories: anal, anus, ass, babe, bdsm, beauty, bondage, booty, compilation, cosplay

XXXDan

Sexy legs and feet of a transvestite in black patterned tights

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

aShemaleTube

skinny shemale milf from Argentina tugs her dick on cam

Categories: amateur, argentinian, brunette, dick, high heels, homevideo, jerking, latina, masturbation, mature

KeekAss

Spandex Halloween Succubus Wanks Her Stud Dry

Categories: amateur, anal, blowjob, boots, costume, cum in mouth, cumshot, fetish, gloves, halloween

aShemaleTube

high heels shemale babe in lingerie tugs her big cock on webcam

Categories: amateur, babe, big cock, brunette, dick, high heels, jerking, lingerie, masturbation, pretty

TrannyOne

hot sexy shemale will make you cum

Categories: cum, cumshot, feet, fetish, hd, high heels, lingerie, nylon, orgasm, pantyhose

PornGem

Busty bigass TS babe got tanned assfucked with her lober

Categories: amateur, assfucking, babe, big ass, big tits, booty, brazilian, close up, high heels, kissing

JizzBunker

Crossdresser: I give a footjob with a dildo and cum on my stocking leg

Categories: amateur, compilation, crossdressing, cum, dildo, feet, fetish, footjob, handjob, high heels

KeekAss

Living Nymph's fat silicone funbags

Categories: amateur, babe, big tits, blonde, cage, crossdressing, curvy, dick, doll, erotic

KeekAss

Ariel Demure Filled Megan Mistakes Hole While Doing An Interview

Categories: ass, big tits, blowjob, brunette, deep throat, doggystyle, gagging, hairy, high heels, interview

KeekAss

Busty Camgirl Tranny Pulls It Out

Categories: amateur, ass to mouth, beauty, big tits, brunette, hd, high heels, homevideo, jerking, masturbation

TrannyOne

Mature TS beauty gives the young shemale some sex lessons

Categories: anal, anus, ass, babe, beauty, couch, couple, curly haired, dress, feet