High Heels Shemale Videos » 23

XXXDan

Long legged ladyboy in high heels gets fucked on the couch

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

KeekAss

Style Showcase - Domme Breezy Popshot

Categories: amateur, bdsm, compilation, crossdressing, cum, cumshot, fur, hd, high heels, lingerie

aShemaleTube

Sissy coming home from work

Categories: amateur, anal, anal toying, bdsm, crossdressing, cuckold, feminization, fetish, high heels, homevideo

xHamster

Irene

Categories: bbw, big ass, college, escort, european, high heels, mature, russian, solo, stockings

ShemaleZ

Busty Shemale Riding Horny Slut In The Garden

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

xHamster

ladyboy naked slut in public with high heels cute legs and plug in ass very hot

Categories: anal, ass, big ass, buttplug, crossdressing, cute, dress, feet, fetish, hd

xHamster

cock in ring

Categories: compilation, crossdressing, cum, cumshot, dick, high heels, ladyboy, latex, latina, lingerie

KeekAss

Juggsy X Bowl Lady Bevy #4

Categories: big tits, compilation, crossdressing, dildo, doll, high heels, huge tits, lingerie, masturbation, music

aShemaleTube

Big CD Cock Rubbing on Table POV Cumshot

Categories: amateur, big cock, crossdressing, cum, cumshot, dick, hd, high heels, homevideo, lingerie

xHamster

Busty ladyboy with high heels gives her stud a blowjob in

Categories: amateur, anal, asian, barebacking, big tits, blowjob, couple, cum, cumshot, hd

aShemaleTube

Sissy Outside and Inside BBC Dildo Play

Categories: amateur, anal, anal toying, bdsm, big black cock, crossdressing, dildo, feminization, fetish, high heels

KeekAss

Kellystar518 in LUCKY JAMES NAILS KELLY HARD!!

Categories: anal, ass, big black cock, big cock, club, crossdressing, cum, dick, garter belts, girlfriend

XXXDan

Punk Rock Trans Anal Princess

Categories: amateur, anal, big ass, big cock, cowgirl, dildo, hardcore, high heels, huge dildo, lingerie

KeekAss

Juggsy X Bowl Damsel Bevy #3

Categories: big tits, booty, compilation, crossdressing, dildo, doll, fake tits, high heels, huge tits, lingerie

aShemaleTube

Short-haired ladyboy with high heel boots strokes her small dick

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

xHamster

Anna May in Red and Cum

Categories: amateur, british, crossdressing, cum, cum in mouth, cum swallowing, cumshot, fishnet, hd, high heels

Pornstars: Anna May

xHamster

Laufband Training

Categories: amateur, anal toying, big clit, european, fetish, hd, high heels, homevideo, solo, stockings

aShemaleTube

Carla Novaes with high heels and latex dress fucks a guy doggystyle

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

xHamster

Joselynne Cd Beauty Dress To Date With Me

Categories: amateur, beauty, behind the scenes, crossdressing, dress, feminization, fetish, hd, high heels, latina

XXXDan

Latex shemale has fun with the fucking machine

Categories: amateur, anal, bdsm, big cock, black, crossdressing, dildo, fetish, fucking machine, funny

KeekAss

Agatha Lira & Naty Castro Fuckin' Raunchy

Categories: anal, asslick, big ass, big tits, blonde, blowjob, cumshot, hd, high heels, lesbian

xHamster

My body and legs full of fake cum

Categories: amateur, beauty, crossdressing, cum, fetish, german, handjob, hd, high heels, legs

xHamster

Pretty ladyboy in pantyhose miniskirt and high heels strips naked in very hot public

Categories: anal, big ass, crossdressing, dress, feet, fetish, hd, high heels, ladyboy, latina

XXXDan

Transsexual dating show

Categories: 3some, amateur, beauty, big cock, big tits, crossdressing, dating, fetish, handjob, hardcore

KeekAss

Juggsy X Bowl Dame Bevy #2

Categories: big tits, booty, crossdressing, dildo, fake tits, high heels, huge tits, lingerie, music, rubber

KeekAss

TranssexualNetwork.com - Stunning Asian shemale's big fat dick riding cum

Categories: anal, asian, big cock, big tits, blowjob, costume, cum, cumshot, dick, fat

KeekAss

BOBSTGIRLS Uber-sexy Black damsel with humungous bumpers and thick fuck-stick strokes

Categories: big ass, big cock, big tits, black, brunette, curly haired, dick, dress, ebony, handjob

aShemaleTube

Full 28min Hairy ladyboy with high heels gets fucked on the table till orgasm

Categories: amateur, asian, cumshot, hairy, high heels, ladyboy, orgasm, table, teen (18+)

aShemaleTube

Summer Dress, Red Heels

Categories: anal, blonde, dildo, dress, hd, high heels, lingerie

xHamster

Preparing For The Parking Lot-a special for bum and spanking lovers

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

XXXDan

CAM oct VBx PcTrvProd

Categories: amateur, babe, bdsm, european, fishnet, french, high heels, lingerie, outdoor, slut

xHamster

Mrs Samantha and Sloerie Els give Tgirl Lumina a good Blowjob

Categories: 3some, amateur, beauty, blonde, blowjob, crossdressing, dutch, european, fetish, hd

aShemaleTube

bizness is booming

Categories: blonde, crossdressing, dress, hd, high heels, lingerie, office, stockings, wife

xHamster

Tiara Firehair sissy showing off her slutty body

Categories: amateur, anal, assfingering, big ass, crossdressing, femboy, hd, high heels, homevideo, latina

KeekAss

Randy Office Gurl In Sheer Skirt

Categories: amateur, brunette, crossdressing, cum, high heels, lingerie, masturbation, mature, milf, nylon

ShemaleZ

Guy Strokes His Dick While Eating Black Ass

Categories: anal, ass, assfucking, big cock, black, brunette, deep throat, dick, ebony, facial

xHamster

26cm heels

Categories: german, hd, high heels, homevideo, smoking

aShemaleTube

Tied up tranny with high heels gets fucked in mouth and ass till orgasm

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

KeekAss

Small Ts Goddess Takes Ass Fucking From Her Ebony GIRLFRIEND

Categories: anal, ass, assfucking, big cock, big tits, blowjob, brunette, dick, ebony, face fucking

JizzBunker

All About Ms.navarrete

Categories: amateur, big tits, cumshot, high heels, lingerie, masturbation

XXXDan

Mistress Samantha uses her high heels and fist on Sloerie Els for anal pleasure

Categories: 3some, amateur, anal, bdsm, beauty, blonde, crossdressing, dutch, feet, fetish

TrannyOne

Ts In Stockings Naponap - Beatriz Hilton Part 3

Categories: anal, anus, ass, bdsm, bed sex, bedroom, blonde, blowjob, condom, cum

aShemaleTube

Taking my green dress off in black pantyhose and heels

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

XXXDan

Inked Trans cuntfucked and cockriding

Categories: anal, babe, big ass, big tits, cunt, deep throat, dick, gay, high heels, interracial

KeekAss

Naughty tgirl showing her dick and ass off all alone

Categories: anal, ass, big tits, buttplug, cumshot, dick, fetish, gaping hole, high heels, lingerie

ShemaleMovie

Short haired trans babe in sexy lingerie gets off

Categories: babe, high heels, lingerie, masturbation, short hair, tattoo, transsexual

VideoSection

High heels, ladyboy and ladyboy

Categories: anal, asian, ass, beauty, blowjob, brutal, cum, handjob, high heels, jizz

aShemaleTube

Busty brunette asian ladyboy in red dress ass fucked while in high heels

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

xHamster

In need of a good cock

Categories: amateur, anal, anal toying, cum, dick, hd, high heels, ladyboy, masturbation, solo

KeekAss

Seductive TS Aubrey Kate Phoenix Marie and Will Havoc in wild threesome

Categories: 3some, anal, big cock, big tits, blonde, blowjob, deep throat, fetish, hardcore, high heels

Pornstars: Aubrey Kate, Phoenix Marie

KeekAss

Bubble butt tbabe slamming her TS girlfriend after BJ

Categories: anal, ass, big cock, big tits, blowjob, fetish, fishnet, girlfriend, glasses, high heels

aShemaleTube

Naughtry short skirt, high heels and pantyhose

Categories: big cock, blonde, crossdressing, femboy, fetish, hd, high heels, ladyboy, lingerie, pantyhose

ShemaleMovie

Tights, undergarments

Categories: anal, bbw, crossdressing, high heels, insertion, lingerie, smoking, stockings

JizzBunker

Changing Stockings

Categories: amateur, beauty, big cock, crossdressing, fetish, high heels, lingerie, masturbation, mature, skinny

KeekAss

Beautiful Crossdresser Crimson Hair on High Tabouret in the garden

Categories: amateur, beauty, big cock, crossdressing, dick, garden, handjob, high heels, lingerie, masturbation

aShemaleTube

Fucking Goth Crossdresser Jade Madison - Compilation 2

Categories: amateur, american, anal, beauty, big cock, blowjob, compilation, couple, crossdressing, femboy

xHamster

Brunette tranny with high heels cumshots all over dude's

Categories: beauty, big ass, big cock, big tits, brunette, cum, cumshot, hd, high heels, latina

xHamster

Jerking off and cum on pantyhose

Categories: crossdressing, cum, dick, fetish, hd, high heels, jerking, ladyboy, masturbation, panties

KeekAss

Busty shemale babe enjoys naughty threesome action

Categories: 3some, anal, ass, babe, big black cock, big cock, big tits, blonde, blowjob, fetish

xHamster

flip flops and skinny jeans - public crossdressing

Categories: amateur, crossdressing, european, feet, fetish, hd, high heels, jeans, lingerie, outdoor

xHamster

Huge Cumshot In Satin And Nylon Stockings

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

HDSex

Juggsy-Ho-Doll strips down in the Z bowl sissy club

Categories: american, big tits, booty, club, compilation, crossdressing, dildo, doll, high heels, huge tits

xHamster

Slim brunette ladyboy with high heels gets fucked till

Categories: amateur, anal, asian, barebacking, blowjob, brunette, couple, cum, cumshot, hd

aShemaleTube

Brunette 'n Horny

Categories: brunette, crossdressing, dress, hd, high heels, pantyhose, solo, sucking, toys

aShemaleTube

Busty asian trans with high heels ass fucked hardcore on the sofa

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

VideoSection

Voluptuous trans babe jerks off her incredible cock and cums passionately

Categories: babe, big cock, cum, dick, high heels, lingerie, masturbation, transsexual, voluptuous

aShemaleTube

slender trans beauty with big tits and full tattoos strokes her small cock

Categories: amateur, beauty, big tits, dick, high heels, homevideo, jerking, masturbation, slim, small cock

xHamster

Drink or Drown

Categories: bdsm, bondage, couple, crossdressing, czech, domination, fetish, game, hd, high heels

aShemaleTube

sexy crossdresser kellycd2022 doing another friday evening cam session in tan seamless pantyhose

Categories: amateur, big tits, crossdressing, cumshot, fetish, hd, high heels, masturbation, mature, outdoor

Pornstars: Friday

xHamster

Thick Crossdresser Anal Insertion Fruit Party

Categories: anal, bbw, crossdressing, fetish, hd, high heels, insertion, lingerie, mature, party

aShemaleTube

navy rht leggings with pink heels

Categories: crossdressing, hd, high heels, leggings

aShemaleTube

Trans in lingerie and heels cums a lot

Categories: amateur, big ass, crossdressing, cum, cumshot, fetish, hd, high heels, homevideo, ladyboy

KeekAss

Adorable Asian tranny suction with rough ass pounding too

Categories: adorable, anal, asian, ass, big cock, big tits, blowjob, cumshot, fetish, gaping hole

VideoSection

Wild girl in high heels gets naked

Categories: european, high heels, nude, sissy, small tits, wild

aShemaleTube

listen to music and play with her big cock

Categories: big cock, big tits, brunette, hd, high heels, homevideo, latina, masturbation, music

Txxx

Hig heels big tits and big cock - SapphireYoung

Categories: asian, big cock, big tits, high heels, masturbation, teen (18+)

KeekAss

Yummy Cute Trans Tempts You With Her Perfect Body

Categories: amateur, beauty, big tits, brunette, cute, dick, femboy, hd, high heels, homevideo

aShemaleTube

My Training Session

Categories: anal, blonde, crossdressing, dildo, femboy, german, high heels, lingerie, sissy, skinny

xHamster

Flowery Wanking & Cumshot In Sheer Chiffon

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

KeekAss

TranssexualNetwork.com - Naughty tbabe's fat cock and cum mouth filling

Categories: big cock, big tits, blowjob, cum, cum in mouth, deep throat, dick, fat, hd, high heels

XoZilla

Big-dicked pervert fucks trannie crazy sex movie

Categories: anal, asian, ass, beauty, big cock, big tits, black, blowjob, cowgirl, crazy

KeekAss

TranssexualNetwork.com - Juicy trans babe's ass fuck cum session

Categories: anal, assfucking, big cock, blonde, blowjob, cum, cumshot, glamour, high heels, juicy

XXXDan

Transsexual anal games

Categories: anal, big ass, brazilian, cumshot, game, high heels, orgasm, small tits, transsexual

XXXDan

JoAnne in the hotel with dildo

Categories: amateur, anal, dildo, fishnet, hardcore, high heels, hotel, lingerie, mature, solo

aShemaleTube

Cum and pissing on my feet compilation

Categories: amateur, big cock, compilation, crossdressing, cum, cumshot, feet, fetish, fishnet, hd

xHamster

DeeDeeSlut69 Deepthroat and Cum

Categories: amateur, american, crossdressing, cum, deep throat, dildo, high heels, huge dildo, ladyboy, lingerie

XXXDan

Ballet Heels in chastity

Categories: amateur, ballerina, bdsm, crossdressing, hardcore, high heels, lingerie, mature, solo, toys

aShemaleTube

sucking and riding my toys

Categories: anal, ass, blowjob, british, crossdressing, dildo, hd, high heels, homevideo, lingerie

xHamster

First sexy dance for Sasha

Categories: amateur, crossdressing, dancing, fishnet, french, hd, high heels, homevideo, ladyboy, lingerie

HotMovs

High Heels - TSAzeneth

Categories: big tits, blonde, high heels, mature

aShemaleTube

Pocket pussy

Categories: boots, chubby, cumshot, hd, high heels, masturbation, model, pussy, sissy, transsexual

xHamster

Edging Cumshot with Vibrator

Categories: amateur, big cock, blonde, close up, crossdressing, cum, cumshot, edging, hd, high heels

ShemaleMovie

Dark-skinned shemale strokes her huge dick

Categories: close up, high heels, huge cock, jerking, lingerie, masturbation, smoking, stockings, tattoo

JizzBunker

Slim tranny needs a big cock and gets it wet

Categories: amateur, anal, bbw, beauty, big cock, crossdressing, cumshot, dildo, german, handjob

xHamster

Sexy crossdresser with dds stripping and dildo bj

Categories: amateur, big tits, british, crossdressing, dildo, hd, high heels, homevideo, lingerie, mature

XXXDan

Getting fucked in the ass by a sea monster

Categories: amateur, anal, ass, big ass, boots, crossdressing, dildo, dutch, gaping hole, hardcore

aShemaleTube

Garter Belt & Nylon Stockings Under Sheer White Pants

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

XXXDan

Latex bodysuit, anal fucking machine, anal spreading, ping pong, penis pump

Categories: amateur, anal, bdsm, big cock, bondage, crossdressing, danish, dick, dildo, european

xHamster

hot babe in ff black stockings

Categories: amateur, babe, black, british, crossdressing, hd, high heels, legs, lingerie, mature

KeekAss

Kellystar518 is a BBC BLOWJOB QUEEN

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

XXXDan

Trans Camelia in sexy outfit, horny dance

Categories: amateur, blonde, european, feet, fetish, french, hardcore, high heels, lingerie, pornstar

Pornstars: Camelia

KeekAss

My Soft Dick And Big Ass

Categories: amateur, beauty, big ass, cute, dick, femboy, high heels, homevideo, jerking, latina

XXXDan

Red-haired whore loves deep anal

Categories: amateur, anal, big ass, big cock, black, crossdressing, dildo, european, hardcore, high heels

UPornia

Hung And Small Tits Trans In High Heels And A Short Skirt - Keira Verga

Categories: amateur, cumshot, high heels, latina, skirt, small tits, solo, transsexual, webcam

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

aShemaleTube

Crossdressers second wank of the day

Categories: ass, crossdressing, cumshot, fingering, hd, high heels, stockings, tranny, wanking

UPornia

Blonde TS in sexy stockings surprises with long cock

Categories: big cock, big tits, blonde, cumshot, dick, dress, hd, high heels, jerking, lingerie

aShemaleTube

cumm inside me

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

aShemaleTube

Sexy Tgirl Fucks Her Client for the First Time

Categories: amateur, big cock, crossdressing, first time, high heels, ladyboy, latina, mexican, rough, skinny

xHamster

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

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

xHamster

Painter Woman is not wearing panties and her garter is visible

Categories: bbw, big ass, big cock, big tits, garter belts, hd, high heels, indian, panties, pantyhose

aShemaleTube

dressed up slut quickie fuck and cum in heels

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

aShemaleTube

Nikolly and fany masturbate in two separate scenes and dream of a cock in the ass

Categories: anal, ass, dick, fantasy, hd, high heels, lingerie, masturbation, orgasm, toys

xHamster

Cute ladyboy likes to strip naked in public and ride very hot trunk

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

XXXDan

Domina puts a corset on a sissy maid and fucks her

Categories: amateur, bdsm, beauty, big cock, bondage, corset, crossdressing, dominatrix, fetish, hardcore

xHamster

Goliath 4xl for the slut

Categories: anal, anal toying, crossdressing, danish, dick, dildo, european, extreme, gaping hole, hardcore

xHamster

Cleaning babe finds two dildos and plays with them with her uli and mouth

Categories: amateur, anal, babe, blowjob, crossdressing, dildo, dress, femboy, fetish, handjob

HotMovs

Heels tits and cock - SapphireYoung

Categories: asian, big tits, dick, high heels, masturbation

xHamster

Sexy ladyboy legs and mini dress with sandals in hot public

Categories: beauty, big ass, crossdressing, dress, feet, first time, hd, high heels, ladyboy, legs

XXXDan

Natasha Rotten: provocation with her feet

Categories: amateur, arab, bdsm, blowjob, bondage, brazilian, crossdressing, cumshot, feet, fetish