High Heels Shemale Videos » 26

KeekAss

Selfbondage spandex - Purity, nose mask p2

Categories: amateur, anal, bdsm, breath play, crossdressing, fetish, hd, high heels, latex, mask

UPornia

Busty tranny in lingerie masturbating solo

Categories: big tits, blonde, handjob, high heels, lingerie, masturbation, solo, toys, tranny

aShemaleTube

Blonde shemale in high heels jerks off her small cock and cums

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

xHamster

Bicurious man dressed as a babe in a tight dress enjoying like a little whore

Categories: amateur, babe, big cock, crossdressing, dress, fetish, handjob, hd, high heels, ladyboy

TrannyOne

CumXplosion 01 : Luna self bukkake

Categories: amateur, big tits, bukkake, creampie, cum, cum in mouth, cumshot, facial, feet, fetish

aShemaleTube

Hot tranny with a big cock fucks a beautiful girl in her ass and pussy

Categories: amazing, ass, beauty, big ass, big cock, big tits, dick, high heels, ladyboy, pornstar

KeekAss

Sexy secretary Brittney Kade fucked by her boss

Categories: anal, barebacking, big ass, big cock, big tits, blonde, blowjob, boss, deep throat, doggystyle

JizzBunker

Tranny slave Marina rims and sucks her Mrs. Samantha while playing with nipples!

Categories: amateur, anal, asslick, bdsm, blowjob, couple, crossdressing, dutch, european, high heels

aShemaleTube

Blonde shemale with high heels fucks a stud bareback

Categories: anal, assfucking, barebacking, big ass, big cock, big tits, blonde, boy, creampie, cum

xHamster

BBC dildo hotel fun

Categories: amateur, anal, anal toying, big black cock, crossdressing, dildo, european, funny, german, hd

JizzBunker

Gagged, handcuffed and in full view

Categories: amateur, bondage, british, crossdressing, gagging, handcuffed, high heels, lingerie, mature

xHamster

Horny tattooed guy fucks anally two blonde trannys on the sofa

Categories: 3some, anal, blonde, cum in mouth, hd, high heels, ladyboy, sofa, tattoo

KeekAss

Kellystar518 is a BBC BLOWJOB QUEEN

Categories: big black cock, big cock, black, blowjob, crossdressing, cum, cumshot, dick, escort, gorgeous

aShemaleTube

Redhead ladyboy with high heel boots blows massive load out of her small dick

Categories: amateur, asian, boots, high heels, ladyboy, masturbation, redhead, small cock, solo, teen (18+)

TrannyOne

Naughty boy gets punished by the sexy tranny queen in hardcore TS fuck

Categories: anal, anus, ass, assfingering, bdsm, boots, boy, brunette, couple, dark hair

TrannyOne

Skinny Asian Shemale in High Heels Fucked Until Jizz on Her Huge Tits

Categories: amateur, anal, asian, barebacking, blowjob, handjob, high heels, homevideo, huge tits, interracial

TrannyOne

Lisa in mini skirt and heels

Categories: amateur, american, ass, crossdressing, feet, fetish, high heels, ladyboy, legs, lingerie

aShemaleTube

Sexy Crossdresser kellycd2022 enjoying an afternoon drive a little pit stop break

Categories: amateur, big cock, big tits, crossdressing, cumshot, femboy, hd, high heels, ladyboy, masturbation

KeekAss

Glam shemale fucks hot female in all three holes

Categories: all holes, anal, babe, big cock, big tits, blowjob, cumshot, deep throat, doggystyle, fishnet

JizzBunker

Brunette ladyboy in high heels gets her small cock sucked

Categories: amateur, anal, asian, big ass, big cock, blowjob, brunette, couple, cumshot, facial

TrannyOne

Sexy Crossdresser in sweet black high heels masturbate

Categories: amateur, black, crossdressing, ebony, emo, feet, fetish, gay, handjob, hd

aShemaleTube

Pretty summer dress, nude pantyhose and heels

Categories: blonde, crossdressing, dress, femboy, hd, high heels, ladyboy, lingerie, nude, pantyhose

aShemaleTube

cumm inside me

Categories: blonde, crossdressing, dress, hd, high heels, lingerie, mature, satin, solo, stockings

XXXDan

I cum and squirt

Categories: amateur, anal, big clit, compilation, cum, dildo, high heels, lingerie, milk, orgasm

TrannyOne

Shemale cumshot and big cock

Categories: 3some, ball licking, balls, bdsm, bed sex, bedroom, big cock, blonde, blowjob, boots

xHamster

Boots and ashtray

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

xHamster

Dolled-up sissy, gagging for alpha cock inserts her toy

Categories: anal, anal toying, ass, beauty, crossdressing, dick, doll, feminization, gagging, hd

XXXDan

Tranny slut in boots ass fucked outdoors by big cock

Categories: amateur, anal, assfucking, asslick, beauty, big ass, big cock, big tits, boots, brazilian

aShemaleTube

Smooth & Shiny Silk Slides Over Nylon Stockings

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

aShemaleTube

Tanned ladyboy with high heels plays with her small tits while jerking off

Categories: amateur, asian, high heels, jerking, ladyboy, masturbation, small tits, solo, tanned, teen (18+)

XXXDan

Serve your horny goth mistress for a close-up slut licking and cum swallowing

Categories: amateur, asslick, bdsm, big ass, big cock, close up, cum swallowing, cumshot, european, face sitting

TrannyOne

Shemale Sex Delivery Man Worships Feet And Gets Fucked, S1

Categories: bdsm, couple, delivery guy, domination, feet, fetish, footjob, gloves, hardcore, high heels

XoZilla

Slender tranny horny anal video

Categories: anal, asian, ass, bedroom, big cock, black, blonde, blowjob, cowgirl, doggystyle

JizzBunker

Mrs. Samantha in a whip, spanking, vibrator seduction and fucking session with her tranny slave Marina

Categories: amateur, bdsm, beauty, blonde, boots, couple, crossdressing, dutch, gay, hardcore

TrannyOne

Just Shemales

Categories: belly, big tits, blonde, brunette, close up, compilation, dark hair, feet, fetish, fishnet

xHamster

Sissy Stacy Posing and Jerking Her Big Cock

Categories: amateur, big ass, big cock, bitch, corset, crossdressing, cumshot, cute, dirty talk, hd

XXXDan

Transsexuals caught in the act

Categories: anal, beauty, big cock, big tits, blowjob, caught, crossdressing, doggystyle, fetish, gay

TrannyOne

Chubby shemale wanking in solo scene

Categories: ass, assfingering, bikini, brunette, chubby, dark hair, feet, fetish, fingering, high heels

KeekAss

TranssexualNetwork.com - Impeccable trans gal's thick boner pulling back session

Categories: big cock, cumshot, high heels, lingerie, masturbation, small tits, solo, thick, tranny, transsexual

KeekAss

Cliff Jensen and Brittney Kade down and dirty

Categories: anal, barebacking, big ass, big cock, big tits, blonde, blowjob, deep throat, dirty, doggystyle

xHamster

In Heels, Then Collapsed Like a Queen

Categories: amateur, big cock, black, cum, cumshot, cute, hd, high heels, latina, masturbation

xHamster

Sofia's Gloryhole Experience

Categories: big tits, blonde, blowjob, cum, cumshot, gloryhole, handjob, hd, high heels, stockings

XXXDan

Brunette ladyboy in high heels gets fucked doggy style on

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

TrannyOne

Teen tranny gets all holes filled as she enjoys a hot gangbang

Categories: all holes, anal, ass, blowjob, brunette, condom, dark hair, feet, fetish, gangbang

KeekAss

TranssexualNetwork.com - Redhead ts trap's fat dick hard squeezing masturbation

Categories: big cock, dick, fat, high heels, lingerie, masturbation, redhead, small tits, solo, tranny

xHamster

Sissy exposing in public and playing with dildo

Categories: amateur, anal, crossdressing, dildo, feminization, fetish, german, hd, high heels, ladyboy

JizzBunker

Hot ride in stockings and heels with tranny Bruna Gomez

Categories: anal, big ass, big tits, gay, hardcore, high heels, latina, lingerie, riding, stockings

KeekAss

Would you like a Banana?

Categories: amateur, anal, banana, blonde, blowjob, crossdressing, domination, handjob, high heels, insertion

aShemaleTube

A Slut in a Grove (june 29, 2025) Looking for Cocks. French Transvestite Exhibition Vanessabitchx

Categories: amateur, big ass, crossdressing, dick, european, exhibitionist, fishnet, french, hd, high heels

xHamster

Hot naked slut in public gets plug in ass and enjoys it

Categories: anal, ass, big ass, crossdressing, dress, hd, high heels, ladyboy, masturbation, mexican

XXXDan

Sexy little ponyboy on the beautiful pink hills

Categories: asian, beauty, cosplay, crossdressing, high heels, lingerie, small tits, solo, teen (18+)

TrannyOne

Chunky Tranny Sara Oliveira Solo Stroker

Categories: ass, big cock, big tits, booty, chubby, chunky, dick, feet, fetish, hd

XXXDan

Wearing sexy lingerie for my fans.

Categories: amateur, big clit, big cock, british, crossdressing, high heels, lingerie, masturbation, mature, milf

TrannyOne

283_800

Categories: anal, ass, assfingering, balls, bed sex, bedroom, belly, big tits, black, blowjob

JizzBunker

Mature BBW Sissy TV takes a big risk on the balcony wearing heels and mini dress

Categories: amateur, balcony, bbw, big cock, caught, crossdressing, dress, fetish, high heels, lingerie

JizzBunker

Beautiful brunette ladyboy in high heels receives a facial

Categories: amateur, anal, asian, beauty, big ass, blowjob, brunette, couple, cumshot, facial

TrannyOne

Tranny Surprise - So Bad

Categories: anal, anus, ass, belly, big tits, blowjob, brunette, close up, condom, couch

aShemaleTube

Little Tease in the Forest, Who Ends up as a Cock Sweeper

Categories: amateur, barebacking, big cock, blowjob, couple, crossdressing, cum, cumshot, dick, european

XXXDan

My dick gets hard sometimes, is it normal?

Categories: bbw, big cock, black, dick, high heels, small cock

TrannyOne

bigboobs shemale gets facialized and pounded

Categories: anal, anus, ass, big tits, cum, cumshot, doggystyle, erotic, facial, feet

xHamster

Goliath 4xl vs. kinkylatexcd

Categories: amateur, anal, anal toying, big cock, big tits, danish, dildo, extreme, fetish, fisting

KeekAss

Transgender Babe Filmed Masturbating

Categories: amateur, babe, big cock, big tits, brunette, crossdressing, hd, high heels, homevideo, jerking

xHamster

Euro amazon Red Vex gets her big booty fucked

Categories: amateur, barebacking, booty, cum, cum in mouth, european, hd, high heels, ladyboy, transsexual

CrocoTube

Tight shemale fitted with the right tool in merciless anal cam scenes

Categories: anal, asian, big cock, cowgirl, fake tits, hd, high heels, moaning, rimjob, rubbing

JizzBunker

Skinny ladyboy in high heels gets fucked doggy style until

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

aShemaleTube

Blonde tranny with high heels gets her ass filled by a stud

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

xHamster

Pretty pink heels

Categories: bisexual, crossdressing, european, feet, fetish, hd, high heels, italian, ladyboy, licking

xHamster

You spin round

Categories: amateur, behind the scenes, fishnet, hd, high heels, sissy, solo, stockings

KeekAss

Curvy brazilian transsexual cockrides no condom in softcore duo

Categories: amateur, anal, ass, big ass, big cock, big tits, blowjob, brazilian, brunette, condom

PornGem

Gorgeous trans babe gets her ass filled with dick and cum

Categories: anal, ass, babe, big cock, big tits, blowjob, cum, cumshot, dick, fishnet

xHamster

Sissi Stacy Come Back Home Put on Red Latex and Play with Anal Toys

Categories: amateur, anal, anal toying, ass, beauty, big ass, crossdressing, cute, dildo, dirty

XXXDan

Transsexual Juliana Leal in a mask puts on a hot show and fucks herself in high heels

Categories: anal, brazilian, fetish, fishnet, high heels, latina, mask, masturbation, solo, transsexual

TrannyOne

Sperm filled orifices of Asian girl

Categories: anus, asian, ass, close up, creampie, cum, feet, fetish, futanari, hd

xHamster

Pink Fluffy Heels Mules

Categories: amateur, cosplay, crossdressing, cum, european, fetish, hd, high heels, italian, pov

xHamster

Kellystar518 - Tiny n Shiny

Categories: amazing, beauty, big ass, big cock, crossdressing, cum, dildo, girlfriend, gorgeous, hd

TrannyOne

Oral Cums In A Stranger'S Ass, S1

Categories: ass, bdsm, big cock, blonde, blowjob, couple, cum, deep throat, dick, domination

aShemaleTube

Blonde tranny with high heels enjoys solo masturbation in bed

Categories: bed sex, big ass, big cock, big tits, blonde, cumshot, high heels, latina, masturbation, solo

aShemaleTube

high heels slim tattooed tgirl masturbates on webcam

Categories: amateur, dick, high heels, homevideo, lingerie, masturbation, slim, small tits, solo, stroking

xHamster

I enjoy dressing up as a sexy girl and cumming feeling like a bitch

Categories: amateur, big cock, bitch, crossdressing, cum, dress, handjob, hd, high heels, lingerie

TrannyOne

Bossy TS chick dominates her employee in the hardcore TS sex

Categories: anal, anus, ass, ass to mouth, balls, bdsm, blonde, couple, cum in mouth, domination

Pornstars: Aubrey Kate

xHamster

Panty Tease with Cumshot

Categories: amateur, big cock, british, compilation, cum, cumshot, femboy, hd, high heels, ladyboy

xHamster

Kellystar518 is UP ALL NIGHT

Categories: amateur, american, big cock, crossdressing, cum, cumshot, girlfriend, gorgeous, hd, high heels

xHamster

B&W Dress

Categories: amateur, british, dress, european, hd, high heels, milf, sissy, solo, stockings

TrannyOne

Poor guy gets his hot ass fucked hard by the monster cock of the kinky shemale chick

Categories: anal, anus, ass, assfucking, big tits, brunette, condom, couch, couple, cum

xHamster

Crossdressing in Pantyhose

Categories: american, crossdressing, cum, fetish, high heels, homevideo, lingerie, masturbation, pantyhose, sissy

TrannyOne

Blonde shemale pops her thick Tcock as she masturbates herself to the ultimate pleasure

Categories: bed sex, bedroom, blonde, fat, feet, fetish, high heels, homevideo, jerking, lingerie

aShemaleTube

Brunette tranny with black high heels gets fucked bareback

Categories: amateur, anal, barebacking, big ass, big cock, big tits, black, blowjob, brazilian, brunette

KeekAss

Bubble butt shemale pounded hard from behind

Categories: anal, ass, big cock, big tits, blowjob, fetish, from behind, hd, high heels, latina

xHamster

Busty MILF Nadia seduces lucky Christian

Categories: anal, barebacking, big tits, cumshot, hd, high heels, ladyboy, mature, milf, seduce

xHamster

Enema You Want to Taste

Categories: crossdressing, cute, enema, fetish, hd, high heels, sissy, solo, stockings

aShemaleTube

Princess Bunnie: Cumming in my Sparkly Dress

Categories: crossdressing, cum, dress, hd, high heels, masturbation, mature, model, sissy, slut

TrannyOne

Latina tgirl prefers interracial anal riding on BBC

Categories: anal, anus, ass, big black cock, big cock, big tits, black, blowjob, booty, brunette

xHamster

Bouncing chubby crossdresser tits while riding big dildo

Categories: anal, bbw, big tits, chubby, crossdressing, dildo, fetish, fishnet, hd, high heels

xHamster

Dark-haired ladyboy with high heels pulls out her trimmed

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

xHamster

Sissy in Panties and Thigh Highs and Heels.

Categories: amateur, clit, crossdressing, hd, high heels, homevideo, lingerie, masturbation, panties, sissy

TrannyOne

Poor guy gets a mouthful of hot cum before getting his ass banged hard by the TS babe

Categories: anal, anus, ass, babe, ball licking, balls, beauty, belly, blowjob, brunette

xHamster

Blondie shemale bends over for a hardcore pounding

Categories: bend over, blonde, hardcore, high heels, ladyboy, latex, lingerie, stockings

ShemaleMovie

Stunning ladyboy Evelina Trojan's arousing public solo action in the park

Categories: amateur, anal, anal toying, beauty, big cock, cum, cumshot, european, high heels, jizz

KeekAss

Stunning Asian tranny fucks fleshlight with her huge dick

Categories: asian, brunette, cumshot, fleshlight, hd, high heels, huge cock, ladyboy, latex, masturbation

aShemaleTube

Red and Black outfit cum

Categories: amateur, black, corset, crossdressing, cum, cumshot, fetish, hd, high heels, homevideo

VipTube

Slim ladyboy with high heels shows off her hairy dick and

Categories: big tits, dick, hairy, hd, high heels, ladyboy, masturbation, slim, solo

xHamster

Sissy In Chastity and Panties

Categories: amateur, dildo, hd, high heels, homevideo, huge dildo, lingerie, masturbation, panties, sissy

TrannyOne

Brazilian transexual posing in sexy bikini bts

Categories: ass, behind the scenes, big tits, bikini, booty, brazilian, close up, feet, fetish, high heels

aShemaleTube

Gorgeous ts in high heels ass rimmed fucked and jizzed on belly

Categories: amateur, anal, ass, belly, cum, cumshot, gorgeous, hardcore, high heels, homevideo

ShemaleMovie

Inexperienced trans girl in high heels pleasures herself in sexy stockings

Categories: amateur, corset, high heels, masturbation, stockings, tattoo, transsexual

xHamster

Brunette ladyboy with high heels strips her police uniform

Categories: amateur, asian, brunette, cop, cum, cumshot, hd, high heels, ladyboy, lingerie

TrannyOne

Fucking Shemale

Categories: 69, amateur, anal, anus, ass, bed sex, bedroom, blowjob, chubby, couple

ShemaleZ

Busty Shemale Riding Horny Slut In The Garden

Categories: anal, assfucking, big cock, big tits, brunette, classic, dick, garden, high heels, hooters

PornGem

GROOBYGIRLS - Blonde slut with glasses fucks her ass with pink dildo

Categories: anal, ass, blonde, couch, dick, dildo, feet, fetish, glasses, high heels

KeekAss

Wonderful tgirl gets her dick sucked with dildo inside her

Categories: anal, big cock, blowjob, brunette, cumshot, dick, dildo, glasses, hd, high heels

TrannyOne

Tara Emory and Lisa Love Have Hot Lesbian Sex Together

Categories: big cock, big tits, dick, feet, fetish, hardcore, high heels, jerking, latex, lesbian

aShemaleTube

I’m the Bad Guy

Categories: amateur, bathroom, big cock, compilation, crossdressing, cum, cumshot, fetish, hd, high heels

KeekAss

Erin Monroe’s Halloween

Categories: anal, barebacking, big ass, big black cock, big cock, black, blonde, blowjob, cum, ebony

TrannyOne

Military man gets his ass treated with a big hard Tcock by the nasty TS babe

Categories: anal, anus, army, ass, babe, beauty, bed sex, bedroom, belly, black

aShemaleTube

Redhead shemale with high heels masturbates in her bedroom

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

xHamster

Sexy ladyboy strips naked with vibrating miniskirt and very hot heels

Categories: amateur, anal, barebacking, big ass, crossdressing, dress, hd, high heels, ladyboy, masturbation

aShemaleTube

TRANSVR: Taste-O-Vision!

Categories: assfingering, big ass, big cock, big tits, fetish, hd, high heels, lingerie, masturbation, pornstar

TrannyOne

Nachbarsjung von Transe Allegra Entjungfert

Categories: anal, anus, ass, bdsm, bed sex, bedroom, big tits, blonde, blowjob, boots

KeekAss

Tbabes Natalie Mars and Marissa Minx work on cock together

Categories: 3some, anal, big ass, big cock, big tits, blowjob, buttplug, dick, facial, fetish

HDSex

Voluptuous Shemale cums on camera with her massive butt!

Categories: ass, bbw, big ass, cum, high heels, jizz, masturbation, voluptuous, webcam