High Heels Shemale Videos » 19

aShemaleTube

dressed up slut quickie fuck and cum in heels

Categories: amateur, crossdressing, cum, high heels, homevideo, lingerie, masturbation, quickie, slut, solo

CrocoTube

Jamie Kelly gets her tight pussy destroyed

Categories: anal, blonde, blowjob, cowgirl, hd, high heels, legs, licking, pussy, redhead

XXXDan

Sissy Skylar Maid

Categories: amateur, anal, dildo, double penetration, hardcore, high heels, lingerie, maid, masturbation, sissy

TrannyOne

Shemale Weddings #47

Categories: anal, anus, ass, assfingering, blonde, blowjob, condom, couple, cum, cum in mouth

aShemaleTube

FULL video of ladyboy with black high heels jerks off till cumshot on belly

Categories: amateur, asian, belly, black, cumshot, high heels, ladyboy, masturbation, solo, teen (18+)

PornGem

ASIANTGIRL - Lovely Pan Reveals Irresistible Curves

Categories: asian, brunette, cute, high heels, maid, masturbation, pornstar, solo, striptease, tgirl

Pornstars: Black Panther

XXXDan

Gangster loves tranny Marika Ferreira

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

TrannyOne

Poor guy gets down on his kness to give the TSbabe the best blowjob she ever had before getting his ass fucked by her from behind

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

aShemaleTube

Japanese Nekomimi PVC Catsuit Sissy Slave solo masturbation

Categories: catsuit, cosplay, dildo, fetish, handjob, hd, high heels, japanese, latex, masturbation

ShemaleMovie

Latina shemale in lingerie stroking her hard cock

Categories: close up, cumshot, dick, high heels, jerking, latina, lingerie, masturbation, stroking

TrannyOne

Dream Tranny - Mesmerizing Trans Goddess Graziela Cinturinha Compilation 1 : Part 3

Categories: 3some, anal, anus, ass, bed sex, bedroom, blowjob, brunette, compilation, couple

aShemaleTube

Moments de Juin2025 VaneSsaBiTCHx

Categories: amateur, anal, big cock, compilation, crossdressing, cum in mouth, french, funny, hd, high heels

aShemaleTube

Brunette ladyboy with high heels plays with her small dick solo

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

JizzBunker

Smoking in black lingerie

Categories: amateur, black, british, crossdressing, fetish, handjob, high heels, lingerie, masturbation, mature

TrannyOne

Cumshot Tranny Housewife Likes Her Deliveries From Strangers Big And Raw

Categories: anal, anus, ass, bdsm, blowjob, cum, cumshot, domination, feet, fetish

aShemaleTube

after cum sex

Categories: bathroom, cum, dildo, european, hd, high heels, homevideo, masturbation, mature, solo

xHamster

Denim skirt

Categories: amateur, blonde, british, condom, crossdressing, cum, cumshot, dildo, dirty talk, handjob

XXXDan

Deep anal, self-sucking and facial Jessica Bloom

Categories: amateur, anal, beauty, big cock, blonde, blowjob, british, cumshot, dildo, european

TrannyOne

Twink guy's ass gets shared by the nasty TS chicks in hot threesome fuck

Categories: 3some, anal, anus, ass, ass to mouth, belly, brunette, condom, cum, cum in mouth

aShemaleTube

Solo Time with Ms.voguel

Categories: amateur, anal, ass, barebacking, beauty, big cock, hd, high heels, latina, masturbation

ShemaleMovie

Latex-clad ladyboy with sky-high heels strokes her hard cock

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

KeekAss

Curvy shemale wears sexy fishnets for hot solo play

Categories: anal, big ass, big cock, big tits, curvy, dildo, fetish, fishnet, glasses, hd

TrannyOne

Girls swallowing t-girls collection

Categories: ass, big tits, blowjob, booty, brazilian, compilation, cum swallowing, deep throat, domination, feet

XXXDan

Be a good cock food. Vanessabitchx in whore dressage. PCTRVPROD91

Categories: amateur, beauty, big cock, blowjob, crossdressing, dick, french, high heels, lingerie, slut

ShemaleMovie

Seductive trans babe in tight leather dress fucks fleshlight and cums on her belly

Categories: babe, bdsm, beauty, belly, big cock, cum, cumshot, domination, dress, feet

xHamster

Handjob cum at my sexy shorts!

Categories: big ass, blonde, crossdressing, cum, handjob, hd, high heels, shorts, tattoo, transsexual

TrannyOne

Hot Fucked Breaks His Slave'S Ass, S2

Categories: anal, anus, ass, bathroom, bdsm, big cock, big tits, blowjob, brunette, close up

JizzBunker

Sissy Bailey Wilde Fucks Kelsey Masters Bareback

Categories: amateur, anal, barebacking, bdsm, beauty, big ass, big cock, crossdressing, fishnet, gay

XXXDan

Spring mood

Categories: amateur, anal, crossdressing, european, high heels, lingerie, milf, pantyhose, smoking, solo

TrannyOne

Vacation turns sexy as the sweet TS babe fucks the hot lad's tight ass with her big shecock

Categories: anal, anus, ass, babe, beauty, brunette, condom, couple, cum, cumshot

aShemaleTube

Blonde tranny with high heels gets fucked bareback

Categories: amateur, anal, barebacking, big ass, big cock, big tits, blonde, blowjob, brazilian, creampie

XXXDan

Fucking with another big black dildo and cumming stroking my hard cock

Categories: amateur, anal, big cock, black, crossdressing, cum, cumshot, dick, dildo, european

TrannyOne

Submissive man gets his phat ass pounded hard by the nasty ladyboy

Categories: anal, anus, ass, bdsm, bra, couple, domination, feet, fetish, fishnet

KeekAss

Alluring ladyboy jerks off her big dick until cum blasts out

Categories: big cock, cum, cumshot, fetish, high heels, ladyboy, masturbation, solo, tranny, transsexual

XXXDan

A juicy four cum compilation from my horny month of may

Categories: anal, big ass, big cock, compilation, crossdressing, cum, cumshot, high heels, juicy, lingerie

KeekAss

WOW! Solo Tranny Stroking Her Throbbing Cock

Categories: amateur, beauty, bitch, blonde, brunette, crossdressing, dick, ebony, hd, high heels

TrannyOne

Slender shemale nurse dominates the lucky guy in the hot TS fuck

Categories: anal, anus, ass, bdsm, belly, blowjob, couple, cum, domination, feet

KeekAss

Room service guy begins sucking TS Yasmin Lees before offering his ass

Categories: anal, ass, big cock, big tits, blowjob, brunette, cumshot, dick, feet, fetish

KeekAss

Selfbondage spandex - Purity, nose mask p2

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

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

PornGem

Big titted trans lady dicked in ass and jizzed in mouth

Categories: anal, ass, big ass, big cock, big tits, blonde, blowjob, dick, facial, hardcore

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 in flowery summer dress, high heels and no panties

Categories: big ass, big cock, blonde, crossdressing, dress, femboy, hd, high heels, homevideo, ladyboy

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

Gorgeous busty shemale with high heels sucks her boyfriend's

Categories: amateur, anal, barebacking, big ass, big cock, big tits, blowjob, brazilian, creampie, gorgeous

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

xHamster

Blonde shemale with high heels fucks a stud bareback

Categories: anal, barebacking, big ass, big cock, big tits, blonde, creampie, cum, cum in mouth, cumshot

TrannyOne

Lisa in mini skirt and heels

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

aShemaleTube

Anna May riding her fuck machine hard and slow

Categories: amateur, anal, anal toying, crossdressing, dildo, fucking machine, hardcore, high heels, homevideo, lingerie

Pornstars: Anna May

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

Blonde in see-through robe, bra, heels and no panties

Categories: big ass, big cock, blonde, bra, crossdressing, femboy, fetish, hd, high heels, ladyboy

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

aShemaleTube

Brunette tranny with high heels fucks a tied up dude doggystyle

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

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

Ejaculations - In SheerBlackSilk & Royal Blue

Categories: beauty, big clit, crossdressing, cum, cumshot, fetish, high heels, lingerie, mature, milf

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

PornGem

Stunning tgirl Korra Del Rio opens her asshole to a fat dick

Categories: anal, ass, big cock, big tits, blowjob, brunette, cum in mouth, dick, fat, hardcore

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

Black tranny with high heels gives guy a blowjob before

Categories: anal, barebacking, big ass, big cock, big tits, black, blowjob, creampie, cum, cum in mouth

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

Cliff Jensen and Brittney Kade down and dirty

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

aShemaleTube

Brunette asian ladyboy with high heels gets oral sex from her man in bed

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

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 - Adorable shemale's laid back cock sucking session

Categories: adorable, big cock, blowjob, cumshot, dick, high heels, lingerie, masturbation, small tits, sucking

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

The Ideal Transexual Partner

Categories: anal, big cock, blowjob, cumshot, hd, high heels, stockings, transsexual, vintage

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

xHamster

Sissy Orgasm

Categories: amateur, anal, cumshot, dildo, hd, high heels, masturbation, orgasm, sissy, solo

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

HClips

Sex Show Gigi And Dave, Webcam Pov, Shemale And Man 2025-04-27

Categories: amateur, blonde, british, crossdressing, hd, high heels, milf, mom, nylon, pov

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

PornGem

Tgirl stunner Korra Del Rio rides a dick before tasting cum

Categories: anal, big cock, big tits, blowjob, cum, cumshot, deep throat, dick, high heels, masturbation

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

Latina tranny with high heels gets fucked bareback on the

Categories: amateur, anal, barebacking, big ass, big cock, big tits, blowjob, brazilian, creampie, hardcore

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

aShemaleTube

Tina Posing in Sexy Corset and Heels

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

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

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

xHamster

New mature TS Savanna Hartwood gets barebacked

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

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

His Diary Knows All His Secrets

Categories: amateur, barebacking, beauty, big cock, blonde, blowjob, crossdressing, cum in mouth, handjob, 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

White lace bodystocking and red high heels

Categories: blonde, bodystocking, crossdressing, femboy, fetish, hd, high heels, lace, ladyboy, lingerie

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