High Heels Shemale Videos » 46

xHamster

Femboy Penelopene Double Anal

Categories: anal, crossdressing, femboy, fucking machine, hd, high heels, ladyboy, sissy, solo, spanish

KeekAss

Sissy Maid Wanking off And Spunking While Poking a Fuck Stick

Categories: amateur, anal, anal toying, big cock, crossdressing, cum, cumshot, dildo, fetish, hd

xHamster

My Foot Smell Forever

Categories: amateur, feet, hd, high heels, milf, pantyhose, solo

xHamster

Kim van dark's dirty playground

Categories: amateur, crossdressing, cum, cumshot, dick, dirty, european, fetish, handjob, high heels

KeekAss

buttfuck climax2

Categories: amateur, anal, assfucking, crossdressing, cum, dick, dildo, high heels, huge dildo, ladyboy

ShemaleMovie

Seductive shemale beauty Georgia Cross in high heels and leggings

Categories: 18 year old, babe, bdsm, beauty, crossdressing, cum, domination, european, feet, high heels

xHamster

Me, Looking in the Mirror

Categories: amateur, crossdressing, cute, dick, fetish, hd, high heels, latex, masturbation, mirror

xHamster

Travestite maid cum

Categories: amateur, cosplay, crossdressing, cum, cumshot, handjob, hd, high heels, ladyboy, latina

DrTuber

Slim ladyboy with high heels shows off her hairy dick and

Categories: amateur, asian, dick, hairy, hd, high heels, ladyboy, masturbation, slim, solo

KeekAss

Neat My Footwear and Deepthroat that Meatpipe or You Are Fired

Categories: amateur, bdsm, big cock, blowjob, boots, boss, compilation, crossdressing, cum, cumshot

xHamster

Tgirl solo tits out big dick wank tease

Categories: big cock, big tits, blonde, british, fishnet, hd, high heels, masturbation, sissy, solo

xHamster

to end the night

Categories: anal, big tits, brazilian, fetish, hd, high heels, latex, outdoor, public, smoking

aShemaleTube

fucks her dildo on a glass table

Categories: barebacking, blonde, crossdressing, cumshot, curvy, dildo, hd, high heels, homevideo, lingerie

ShemaleZ

Bigbooty Tranny In High Heels Anus Fucked By Gigantic E

Categories: amateur, anus, big ass, brunette, high heels, tranny

aShemaleTube

Sissy Confesses

Categories: blonde, cumshot, dress, fake tits, high heels, homevideo, lingerie, masturbation, mature, sissy

KeekAss

Kellystar518 in LOVE your GODDESS

Categories: amateur, amazing, beauty, bondage, boots, brunette, cosplay, crossdressing, fantasy, girlfriend

aShemaleTube

Redhead ladyboy with high heels strips her white thong and jerks off

Categories: amateur, asian, high heels, ladyboy, masturbation, redhead, solo, teen (18+), thong, white

aShemaleTube

Big ass pmv compilation crossdresser stocking heels gym fetish

Categories: amateur, anal, big ass, compilation, crossdressing, fetish, gym, hd, high heels, lingerie

xHamster

Exhibit Your Bitch on the Balcony 19mar24 Vbx Pctrvprod91

Categories: amateur, balcony, beauty, bitch, crossdressing, exhibitionist, french, hd, high heels, lingerie

XXXDan

Wedge high heels, dildo, cum and shoejob

Categories: cum, dildo, high heels, shoe

KeekAss

Railing a immense Monster Bone deep in my Bum and have fun with my Fuck-Stick

Categories: amateur, anal, anal toying, ass, big cock, brunette, crossdressing, dick, dildo, funny

xHamster

Cosplay maid cosplay sucking black cock for the first time

Categories: amateur, barebacking, big black cock, big cock, black, blowjob, colombian, cosplay, crossdressing, cum

xHamster

Sexy white big ass Crossdresser twerking

Categories: anal, big ass, crossdressing, fishnet, hd, high heels, ladyboy, lingerie, masturbation, transsexual

xHamster

Sci-fi sex in a space station. 3d dickgirl plays with a hot blonde

Categories: 3d, big tits, blonde, cartoon, dick, hardcore, hd, high heels

xHamster

I don't have money to buy panties :(

Categories: fishnet, hd, high heels, latex, lingerie, money, outdoor, panties, pantyhose, stockings

TrannyOne

Naughty nun plays with a large unholy member

Categories: amateur, anal, anal toying, bdsm, boots, corset, crossdressing, dildo, european, extreme

KeekAss

Boinking another ample black fuck stick and spunking tugging my rock-hard lollipop

Categories: amateur, anal toying, black, crossdressing, cum, cumshot, dildo, high heels, huge dildo, lollipop

xHamster

Wanking On A Winday Day In My Shiny Pleated Satin Gown

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

xHamster

Shaking and Taking off My White Shorts

Categories: amateur, beauty, big ass, big cock, blonde, brazilian, crossdressing, hd, high heels, homevideo

KeekAss

I plow this she-male superslut sans even taking off her clothes

Categories: amateur, anal, asslick, beauty, big ass, boots, brazilian, clothed sex, cum, dick

xHamster

Electric Shock Prostate and Massage Stick

Categories: anal, crossdressing, cum, electrified, femboy, fucking machine, hd, high heels, latina, massage

xHamster

sissy does the whore in miniskirt and high heels

Categories: amateur, big tits, crossdressing, french, high heels, lingerie, mature, miniskirt, sissy, slut

aShemaleTube

Crossdresser in High Heels Multiple Sissygasm Cum Handfree

Categories: amateur, anal toying, crossdressing, cum, dildo, femboy, fetish, hd, high heels, lingerie

TrannyOne

Fetish threesome with tranny and her lesbian friends - Cuckold My Dildo For Me part 1 - Casey Kisses

Categories: 3some, anal, asslick, big tits, bisexual, blonde, blowjob, bondage, brunette, cuckold

xHamster

Sarah Enjoys Her Satin Dress

Categories: amateur, cum, dress, hd, high heels, lingerie, masturbation, mature, own cum, satin

VideoSection

Naughty nurse Alison Loves Latex gets kinky with messy cum play

Categories: black, boots, british, crossdressing, cum, cumshot, doctor, femboy, high heels, jizz

XXXDan

Brunette ladyboy in high heels gets cum all over her

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

KeekAss

scorching joy in black stockings (8)

Categories: amateur, black, crossdressing, high heels, legs, lingerie, mature, pantyhose, posing, stockings

KeekAss

Dani Gam with Cool Curvaceous Figure in Black Stocking

Categories: ass, beauty, big ass, bisexual, black, clothed sex, crossdressing, cum, curvy, cute

xHamster

My Sexy Ass with Bikini and Tanline

Categories: amateur, ass, big ass, bikini, blonde, clit, crossdressing, hd, high heels, mature

KeekAss

Nappy Sissy In A tutu Sundress Drilling a Cushion

Categories: amateur, crossdressing, diaper, drilling, high heels, humping, ladyboy, lingerie, mature, sissy

xHamster

New silver dress

Categories: amateur, american, dress, european, high heels, pretty, sissy, skinny, solo, transsexual

xHamster

Joselynne Cd In Cute Dress With My Heels And Stockings

Categories: amateur, crossdressing, cute, dress, feminization, hd, high heels, latina, legs, lingerie

xHamster

Amateur crossdresser Kellycd2022 sexy milf masturbating in white pantyhose in pink mesh dress and heels sissy big cock

Categories: amateur, big cock, big tits, british, crossdressing, dress, hd, high heels, ladyboy, lingerie

xHamster

Vivi Twerk Dance 2025 Part 3

Categories: anal, big ass, crossdressing, hd, high heels, masturbation, sissy, twerk

xHamster

Kim Van Dark

Categories: amateur, anal, anal toying, fetish, german, hd, high heels, masturbation, pantyhose, solo

KeekAss

Army Julia part 1

Categories: amateur, army, asian, brunette, crossdressing, handjob, hd, high heels, ladyboy, masturbation

xHamster

Pretty mature transvestite college girl slut masturbates and toy for you

Categories: amateur, big ass, big tits, college, crossdressing, cum, cumshot, french, hd, high heels

KeekAss

Kenzie's unforgettable trans SEX

Categories: anal, ass, barebacking, big ass, big cock, big tits, blonde, blowjob, dark hair, deep throat

KeekAss

in the camper by the roadside seamless tights

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

KeekAss

Jewelz sexy fun with Zariah Aura and Leilani Li

Categories: 3some, anal, ass, ass to mouth, assfingering, big ass, big cock, big tits, blowjob, brunette

Pornstars: Leilani Li

FlyFlv

Ladyboy Jerks Off On Table While In High Heels

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

KeekAss

SHEMALE GIANTESS AMANDA PUNCHES PUNY CAMPERS IN TIGHTS AND HANDSOME MINI MINISKIRT - 1 (PUNCH FETISH)

Categories: amateur, beauty, boots, crossdressing, domination, feet, fetish, hd, high heels, ladyboy

xHamster

Shemale Ting xuan plays with her pussy and ass with vibrators

Categories: anal, ass, beauty, big clit, crossdressing, cum, cumshot, femboy, hairy, hd

xHamster

Sissy Guzel in chastity cage (full version)

Categories: anal, cage, dildo, hd, high heels, masturbation, russian, sissy, small cock, solo

VideoSection

Tgirl pleasures herself in sexy lingerie and high heels

Categories: amateur, british, cum, cumshot, high heels, jerking, jizz, ladyboy, lingerie, masturbation

KeekAss

Fuchsia Gal in fishnets high high-heeled shoes and micro-skirt camshow

Categories: amateur, babe, crossdressing, doll, feet, fetish, fishnet, hd, high heels, homevideo

aShemaleTube

big tits black shemale shows off her hot body

Categories: amateur, big tits, black, ebony, high heels, homevideo, jerking, masturbation, slim, solo

xHamster

Slender sissy Didi0477

Categories: amateur, belgian, big cock, compilation, crossdressing, cumshot, european, hd, high heels, legs

KeekAss

Casey and Leilani make their date even BETTER!

Categories: big tits, black, blowjob, brunette, dark hair, deep throat, doggystyle, ebony, face fucking, hd

Pornstars: Casey Calvert, Leilani Li

xHamster

I Can't Stay The Night But... We Can Still Have Fun

Categories: american, ass, beauty, big ass, big cock, crossdressing, funny, high heels, huge cock, legs

XXXDan

Sexy TS Lucia Maya in mini dress and heels FUCKS HER ASS UNTIL SHE CUMS

Categories: anal, ass, beauty, big ass, big cock, crossdressing, cum, cumshot, dildo, dress

xHamster

Xxx

Categories: amateur, anal, anal toying, ass, belgian, crossdressing, hd, high heels, lingerie, masturbation

KeekAss

I wreck the backside of this cool transgirl in shoes

Categories: amateur, ass, beauty, big ass, big cock, blonde, blowjob, boots, brazilian, crossdressing

VideoSection

Cute ladyboy in a red dress and sexy high heels gets naughty

Categories: amateur, american, anal, anal toying, beauty, creampie, crossdressing, cum, cute, dress

xHamster

My latex stockings with a thorough dress and plateu heels, do you?

Categories: amateur, crossdressing, dress, fetish, hd, high heels, homevideo, ladyboy, latex, lingerie

KeekAss

Waiting for You to Come and Frolicking with Myself

Categories: amateur, ass, crossdressing, cum, dick, dirty, dress, high heels, homevideo, latina

xHamster

Thick CD riding BBC

Categories: american, anal, bbw, big ass, big black cock, crossdressing, dildo, hd, high heels, homevideo

xHamster

Crossdresser wanking with a pocket pussy

Categories: amateur, big cock, crossdressing, hd, high heels, lingerie, masturbation, pussy, stockings, transsexual

ShemaleZ

Shemale Bombshell In High Heels Spreads Her Legs And Masturbates

Categories: amateur, bombshell, high heels, legs, masturbation, solo, spreading, toys, webcam

xHamster

Masturbation in New Sexy High Boots

Categories: amateur, beauty, big ass, boots, crossdressing, hd, high heels, latex, lingerie, masturbation

aShemaleTube

dildo blowjob and playing with my girl cock

Categories: blowjob, buttplug, crossdressing, cumshot, dick, dildo, femboy, hd, high heels, lingerie

KeekAss

MEXICAN TS’S - Lanah Frias Played Her Taut Backside

Categories: brunette, cute, dildo, handjob, hd, high heels, masturbation, mexican, pretty, slim

aShemaleTube

Marvelous tgirl Chanel Santini stroking her enormous dick performance

Categories: anal, big cock, dick, hd, high heels, solo, stroking, tgirl, tranny, transsexual

KeekAss

Style Showcase With Dildofuck & Faceshot

Categories: amateur, anal, bdsm, crossdressing, cumshot, dildo, high heels, masturbation, mature, milf

aShemaleTube

Chubby guy eat CD's ass and cock

Categories: ass, blowjob, boots, chubby, crossdressing, dick, hd, high heels, homevideo, mature

aShemaleTube

Black guy fuck mature CD

Categories: black, crossdressing, hd, high heels, leggings, mature

xHamster

Best Student Crossdresser Show

Categories: amateur, anal, big cock, blowjob, couple, crossdressing, cumshot, dick, femboy, gay

KeekAss

Shemale Blonde Bending Over To Show Ass And Hard Cock

Categories: amateur, ass, beauty, bend over, blonde, brunette, dick, feet, femboy, handjob

aShemaleTube

CD fucked in leggings

Categories: ass, crossdressing, hd, high heels, leggings, mature, wet

xHamster

Julian069 Pantyhose, slip, red dress

Categories: amateur, cosplay, crossdressing, dress, german, hd, high heels, lingerie, mature, milf

xHamster

Goth trans girl has solo wand session with chained legs.

Categories: amateur, bbw, beauty, chained, cum, goth, hd, high heels, masturbation, moaning

KeekAss

Uber-Sexy Sissy High High-Heeled Shoes and Dancing

Categories: amateur, crossdressing, cumshot, dancing, fetish, handjob, hd, high heels, homevideo, masturbation

xHamster

Sissy Session - ANAL

Categories: amateur, anal, anal toying, cuckold, fetish, hd, high heels, lingerie, masturbation, sissy

XXXDan

Transvestites smoothly shaved their legs and ass in a skirt. TCSBrenda

Categories: amateur, ass, big ass, big cock, crossdressing, european, gay, high heels, legs, masturbation

KeekAss

Gargling by the wind in a pleated satin gown and nylon tights

Categories: amateur, crossdressing, cum, cumshot, hd, high heels, lingerie, masturbation, mature, milf

KeekAss

Kellystar518 in HARD BLACK COCK vs SISSY ASS

Categories: anal, ass, big black cock, big cock, bitch, black, cheating, crossdressing, dick, domination

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

XXXDan

Latex domina sucked and balls licked by her bdsm sub

Categories: balls, bdsm, boots, dominatrix, fetish, gloves, high heels, latex, licking, lingerie

xHamster

Wanking Office Slut

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

PornGem

CANADA TGIRL - Anastasia Wears Stockings Solo Masturbation

Categories: brunette, canadian, high heels, lingerie, masturbation, nipples, piercing, small tits, softcore, solo

FlyFlv

Tattooed Busty Shemale Rims And Rides Her Boyfriend

Categories: babe, big ass, big tits, blonde, boyfriend, couch, face sitting, high heels, riding, rimjob

xHamster

crossdresser toying in red high heels

Categories: amateur, anal, anal toying, crossdressing, dildo, fishnet, french, hd, high heels, lingerie

xHamster

Sissi Stacy Fisting Here Anal Hole and Riding Fuckmachine

Categories: amateur, anal, ass, crossdressing, dildo, femboy, feminization, fisting, fucking machine, hd

aShemaleTube

For heels and feet lovers

Categories: boots, crossdressing, feet, fetish, hd, high heels, worship

xHamster

Madam Denise in Masturbation

Categories: amateur, american, anal, behind the scenes, big cock, cumshot, escort, fetish, fishnet, hd

XXXDan

Marina seduces her sex doll Samantha

Categories: amateur, asslick, bdsm, beauty, blonde, blowjob, couple, crossdressing, doll, dutch

xHamster

BBC toys fucked me and make me cum

Categories: anal, anal toying, big black cock, brunette, crossdressing, cum, cumshot, dildo, french, fucking machine

KeekAss

Horny Shemale Jerking On Her Big Hard Cock

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

KeekAss

I jizz inwards TRANSSEXUAL ass hole in high heeled overknee footwear

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

xHamster

Vintage Jhazmeena - Green Blouse & Long Black Pencil Skirt

Categories: amateur, american, asian, black, booty, crossdressing, hd, high heels, lingerie, skinny

KeekAss

Beautiful CD on sundress pops with a wand

Categories: amateur, beauty, big cock, blonde, crossdressing, cum, cumshot, dress, handjob, hd

aShemaleTube

Pale ladyboy with high heels strokes her big dick until cumshot

Categories: amateur, asian, big cock, cumshot, high heels, ladyboy, masturbation, pale, solo, teen (18+)

xHamster

Marzia plug in ass Marzia plug in ass

Categories: amateur, anal, anal toying, ass, big ass, big cock, crossdressing, hd, high heels, italian

KeekAss

Posed for the Camera Guy - afterward he torn up my raw booty

Categories: amateur, booty, brunette, crossdressing, feet, fetish, hd, high heels, lingerie, masturbation

xHamster

30 Min Anal Play with Buttplug

Categories: anal, ass, blonde, buttplug, crossdressing, european, fetish, hd, high heels, ladyboy

xHamster

Playful ladyboy Colbietgirl oiling her dildo

Categories: beauty, big ass, crossdressing, dildo, facial, hd, high heels, ladyboy, lingerie, romanian

KeekAss

Jerking Sissy - jizz flow on the balcony

Categories: amateur, anal toying, balcony, bdsm, crossdressing, cum, cumshot, high heels, jerking, jizz

ShemaleZ

Smallboobs Bunette Tgirl Gapes And Jerks In Solo Action

Categories: brunette, hd, high heels, jerking, lace, latina, lingerie, masturbation, small tits, solo

KeekAss

nylondelux bodystocking soiree

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

xHamster

🔶CAM⁴ La Pétasse [¹fev²⁵] (2) VBx PcTrvProd91

Categories: amateur, bitch, crossdressing, french, hd, high heels, lingerie, sissy, skinny, slut

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

KeekAss

Ass-Fuck teaching for ample black sausage

Categories: amateur, anal, ass, assfucking, bitch, black, crossdressing, dildo, femboy, hd

KeekAss

Amazing shemale beauty shared between two huge dicks

Categories: 3some, amazing, anal, beauty, big black cock, big cock, big tits, blowjob, dick, fetish

xHamster

Abilene Tx, Sissy begs for Cock

Categories: amateur, anal, dick, dildo, escort, hd, high heels, homevideo, lingerie, masturbation

FlyFlv

Nasty Little Trans Girl Getting Pleased

Categories: anal, blonde, blowjob, deep throat, high heels, orgasm, pornstar, small tits, table, transsexual

Pornstars: Avalon, Vixxxen

xHamster

Fully Encasement outdoor in the night

Categories: crossdressing, cum, dick, dress, feet, fetish, german, hd, high heels, homevideo

xHamster

Punishment for an inappropriate salutation !!

Categories: bdsm, domination, fetish, german, hd, high heels, punishment, sissy, small cock

TrannyOne

Mesmerizing ebony step mommy Misty Stone having erotic sex with Transgender Natassia Dreams

Categories: 69, anal, ass, assfingering, babe, big ass, big tits, black, blowjob, dick

Pornstars: Misty Stone

aShemaleTube

Mini skirt and high heeled boots

Categories: ass, boots, chubby, close up, cum swallowing, cumshot, dildo, high heels, masturbation, miniskirt