Skirt Shemale Videos » 5

VideoSection

Milf, shemale skirt

Categories: crossdressing, homevideo, lingerie, milf, pantyhose, sissy, skirt

xHamster

Fer Sissy Blue Panties Cum

Categories: amateur, cum, cumshot, femboy, flashing, hd, masturbation, panties, sissy, skirt

aShemaleTube

Femboy cheerleader edges pretty cock under skirt💗🍆💦

Categories: amateur, cheerleader, crossdressing, cumshot, dick, edging, femboy, hd, latina, masturbation

xHamster

V63-sexy Lingerie Shemale - Skirt Down, Cock Out

Categories: big cock, british, close up, cum, cumshot, dick, handjob, hd, lingerie, maid

KeekAss

Sissy Holy - Innocence Getting off Directives - how I have fun with myself

Categories: amateur, beauty, cage, crossdressing, cum, funny, ladyboy, lingerie, masturbation, mature

JizzBunker

Amateur crossdresser kellycd2022 sexy milf in boots seamless pantyhose minxys short skirt

Categories: amateur, boots, crossdressing, milf, pantyhose, skirt

aShemaleTube

Sexy Sandy play with her cock in a black skirt

Categories: black, dick, hd, skirt

XXXDan

Low hanging Balls under skirt

Categories: balls, skirt

aShemaleTube

Mature tranny in short skirt and no panties

Categories: amateur, british, crossdressing, hd, high heels, mature, model, panties, sissy, skirt

xHamster

Long legs and small tits this Mexican trans girl in a short skirt and high heels spreads her legs to show her big cock

Categories: amateur, big cock, crossdressing, hd, high heels, latina, legs, masturbation, mature, mexican

VideoSection

Trans stepmom, small dick shemales and sissies

Categories: anal, beauty, cosplay, crossdressing, cum, jizz, latex, masturbation, sissy, skirt

aShemaleTube

Pantyhose skirt and plug

Categories: hd, pantyhose, skirt

aShemaleTube

Slim brunette ladyboy Bor strips her white skirt and gets fucked in ass

Categories: amateur, asian, ass, brunette, cumshot, ladyboy, skirt, slim, teen (18+), white

XXXDan

Look how he hides his huge cock under his skirt, beautiful femboy

Categories: amateur, beauty, big ass, big cock, femboy, fetish, hardcore, huge cock, latina, lingerie

xHamster

My Sexy Skirt, My Dildo and I Enjoying Myself Here

Categories: amateur, anal, dildo, high heels, homevideo, masturbation, mature, sissy, skirt, solo

xHamster

My sexy ass in skirt with tan line!

Categories: ass, big ass, big clit, big cock, blonde, crossdressing, hd, high heels, mature, skirt

aShemaleTube

BlueGirl70 Stockings Under Blue Skirt

Categories: erotic, fetish, flashing, hd, legs, nylon, panties, plumper, skirt, stockings

XXXDan

Amazing sexy outdoor slut nudity skirt wearing Sissy Cd Ts

Categories: amazing, anal, mature, nude, outdoor, sissy, skirt, slut, transsexual

xHamster

Tattooed shemale in black skirt gets fucked bareback until

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

XXXDan

Do you want to see whats under my skirt?

Categories: amateur, bdsm, beauty, big cock, crossdressing, fetish, latina, lingerie, pov, skirt

xHamster

BLACK TGIRLSHARDCORE: Eros and PF Measure Up

Categories: american, anal, barebacking, big ass, big black cock, big cock, black, blowjob, hd, interracial

aShemaleTube

Feminine ladyboy in blue skirt gets fucked doggystyle till facial

Categories: amateur, asian, cumshot, doggystyle, facial, ladyboy, skirt, teen (18+)

KeekAss

White g-strings under leather mini sundress

Categories: amateur, anal, ass, crossdressing, fetish, forest, handjob, hd, kinky, leather

KeekAss

Black-Haired transgirl in black micro-skirt faps off her ample fuckpole till pop-shot

Categories: asian, babe, big ass, black, brunette, handjob, hd, jerking, ladyboy, masturbation

ShemaleZ

Eyeglass, Skirt And Small Tits Shows

Categories: amateur, brunette, ladyboy, skirt, small tits, solo, toys, webcam

KeekAss

Collared femboy in micro-skirt gets lost toying for the camera

Categories: amateur, brunette, crossdressing, femboy, hd, homevideo, masturbation, skirt, striptease, toys

xHamster

Hung shemale flopping huge cock Bulge compilation in dresses and skirts

Categories: amateur, beauty, big ass, big cock, big tits, compilation, fetish, handjob, hd, huge cock

KeekAss

Just a shapely Janelle

Categories: amateur, ass, beauty, big cock, blonde, crossdressing, cum, cumshot, cute, femboy

ShemaleZ

Black Stockings And Great Skirt

Categories: amateur, american, black, brunette, hd, lingerie, skirt, small tits, solo, stockings

KeekAss

Trans Roomies Sans A Condom Romp After A Soiree

Categories: anal, ass, assfucking, big ass, big cock, big tits, blonde, blowjob, condom, hardcore

xHamster

Crossdresser Roommate Clothes Changing

Categories: amateur, big cock, clothed sex, crossdressing, cute, dick, dress, european, fetish, hd

KeekAss

T-Girl ejaculates thru rosy underpants, stocking POINT OF VIEW

Categories: big cock, crossdressing, cum, cumshot, homevideo, lingerie, masturbation, miniskirt, nipples, panties

xHamster

Tight Top & Leather Skirt, Perfect for showing off Sarah Big Tits & Cock

Categories: amateur, beauty, big cock, big tits, british, crossdressing, cum, dick, hd, leather

xHamster

Tranny No Panties Skirt

Categories: amateur, american, big cock, hd, mature, panties, skirt, stockings, tranny, vintage

aShemaleTube

prety_sharick-2

Categories: brunette, homevideo, latina, masturbation, skirt, small tits, teen (18+), transsexual, webcam

KeekAss

Stairway to heaven

Categories: amateur, anal, anal toying, beauty, blonde, crossdressing, cum, dildo, glasses, hd

aShemaleTube

Pamala Pink Skirt White Slip

Categories: amateur, crossdressing, hd, homevideo, lingerie, pantyhose, skirt, stockings, upskirt, white

KeekAss

Femboy uses a onahole and finishes off numerous times

Categories: amateur, crossdressing, european, femboy, gay, handjob, hd, japanese, legs, masturbation

HClips

Sexy Crossdresser Skirt High Heels Stockings Plays With Cock

Categories: amateur, big ass, blonde, crossdressing, dick, hd, high heels, milf, skirt, solo

aShemaleTube

Close up ass and Hard Cock cum on my Skirt 02

Categories: amateur, asian, ass, beauty, close up, compilation, cum, cumshot, dick, fetish

aShemaleTube

Asian shemale slut in hot skirt barebacked and enjoyed hardcore anal sex

Categories: anal, asian, blowjob, hardcore, hd, ladyboy, skirt, slut, small tits, teen (18+)

aShemaleTube

Grandmas got a skirt bulge

Categories: amateur, crossdressing, grandma, hd, homevideo, mature, sissy, skirt, solo, stockings

HotMovs

Short skirt - SapphireYoung

Categories: asian, big tits, masturbation, skirt

aShemaleTube

Skirt bulge in pantyhose

Categories: crossdressing, hd, mature, pantyhose, skirt, tranny

xHamster

Teen ladyboy in red skirt gets a cumshot on her small tits

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

xHamster

I'm dripping and I want cock, wearing my skirt and the wind is blowing and waving the fabric between and full of liquid

Categories: anal, bbw, close up, crossdressing, cum, cumshot, dick, dirty, dirty talk, greek

aShemaleTube

Hot skirt tranny fingers her ass and masturbates

Categories: amateur, anal, ass, fingering, homevideo, masturbation, skirt, solo, tranny, webcam

Txxx

Zoe Flaunts In The Streets With Barely A Skirt To Cover Her

Categories: amateur, mature, outdoor, skirt, street

VideoSection

Transgender solo play with a greased-up crossdresser in cute lingerie

Categories: anal, bbw, close up, crossdressing, cumshot, cute, lingerie, masturbation, oiled, orgasm

HDSex

Sissys, crossdresser secretary, transgender

Categories: amateur, babe, beauty, bondage, crossdressing, european, french, high heels, masturbation, nylon

xHamster

Anal Fisting My Loud Gape Farting Wrecked Asshole

Categories: amateur, anal, anal fisting, ass, blonde, crossdressing, dildo, farting, femboy, fisting

aShemaleTube

Holly smoking and skirt bulging

Categories: crossdressing, hd, mature, outdoor, skirt, smoking, stockings, tranny

aShemaleTube

Angela big dick skirt

Categories: amateur, big cock, hd, skirt, webcam

xHamster

Smeared skirt and nylon stockings

Categories: amateur, creampie, crossdressing, cum, femboy, fetish, german, hd, high heels, mature

aShemaleTube

Pale teen ladyboy in white skirt teases with her big tits and hairy cock

Categories: amateur, asian, big tits, dick, hairy, ladyboy, masturbation, pale, skirt, solo

xHamster

Sisk's Hand Made Anal Bead

Categories: anal, asian, crossdressing, femboy, hd, ladyboy, sissy, skirt, small cock, stockings

ShemaleMovie

Slutty girl steps out in a short skirt and ends up getting nailed on the sidewalk

Categories: 18 year old, anal, ass, big ass, blonde, fat, long hair, outdoor, skirt, slut

aShemaleTube

Skirt bulge crossdresser

Categories: crossdressing, hd, mature, skirt, stockings

ShemaleMovie

Sweet scenes in nude stockings and a brown micro skirt

Categories: cumshot, czech, high heels, lingerie, masturbation, nude, pantyhose, skirt, stockings, toys

aShemaleTube

Is my skirt too short

Categories: crossdressing, hd, mature, skirt, stockings, tranny

PornGem

UK TGIRLS - Charlie Starshine Gets Wild With Sex Machine

Categories: brunette, cute, dildo, masturbation, skirt, softcore, solo, stockings, striptease, tgirl

aShemaleTube

BlueGirl70 Skirt Fails 2025

Categories: erotic, fetish, flashing, legs, nylon, panties, plumper, skirt, stockings, upskirt

aShemaleTube

Ana short skirt cam

Categories: amateur, big cock, hd, skirt, webcam

aShemaleTube

Skirt bulge without knickers

Categories: crossdressing, hd, mature, model, skirt, stockings, tranny, transsexual

HDSex

Anna the sissy is allowed to climax after 50 days of confinement

Categories: anal, ass, babe, bdsm, beauty, big ass, big black cock, cosplay, crossdressing, cum

aShemaleTube

Hot skirt ts analized and moans loud

Categories: amateur, anal, hardcore, homevideo, moaning, skirt, tranny, transsexual

xHamster

Riding my 8 inch dildo and squirting mini skirt and crotchless knickers

Categories: amateur, anal, anal toying, barebacking, beauty, big ass, big black cock, british, dildo, hd

aShemaleTube

Walking in the woods and throw away my skirt

Categories: amateur, crossdressing, hd, homevideo, lingerie, mature, outdoor, pantyhose, skirt, solo

xHamster

TGIRL wears very short Skirt and High Heels

Categories: amateur, beauty, crossdressing, feminization, german, hd, high heels, ladyboy, lingerie, pantyhose

xHamster

misr4 - cock sticking out of tights

Categories: big cock, crossdressing, cum, cumshot, dick, hd, ladyboy, lingerie, masturbation, miniskirt

ShemaleMovie

Best outdoor scenes featuring slutty crossdressers in revealing outfits

Categories: amateur, anal, crossdressing, cum, cumshot, exhibitionist, femboy, fishnet, greek, jizz

ShemaleMovie

Cute young ladyboy booty in fishnet skirt gets messy cumshot marathon at a bar

Categories: bar, beauty, big cock, boots, booty, college, compilation, cosplay, crossdressing, cum

xHamster

I take off my skirt and show my nipples

Categories: amateur, crossdressing, cute, femboy, feminization, hd, lingerie, nipples, russian, sissy

XXXDan

Full clip in tiny micro skirt ass fingering

Categories: amateur, assfingering, big ass, big cock, fingering, hardcore, lingerie, masturbation, mature, skirt

KeekAss

Femboy ejaculates for you(fucktoy review #three)

Categories: amateur, big cock, cumshot, cute, femboy, fleshlight, handjob, hd, masturbation, orgasm

KeekAss

TGIRLSHOOKUP - 2 Scorching Neighbor Trans Meet & Drilled

Categories: anal, assfucking, barebacking, bikini, blowjob, cowgirl, dildo, doggystyle, drilling, handjob

ShemaleMovie

Office, glute

Categories: ass, big ass, booty, feet, homevideo, lingerie, nylon, office, outdoor, pantyhose

KeekAss

AcrylicKateQuinn Fapping Off in a Uber-sexy Microskirt

Categories: amateur, ass, babe, beauty, big cock, blonde, blue eyed, booty, curvy, cute

xHamster

V72 - Sexy Shemale Creams Twice

Categories: big cock, british, close up, creampie, crossdressing, cum, cumshot, dick, hd, lingerie

aShemaleTube

Does pink make me look girly?

Categories: amateur, ass, cage, crossdressing, femboy, hd, sissy, skirt, slut, small cock

PornGem

TGIRLSHOOKUP - Two Hot Neighbor Trans Meet & Fucked

Categories: anal, barebacking, bikini, blowjob, cowgirl, dildo, doggystyle, handjob, hardcore, hd

xHamster

Cumshot Compilation In Sheer Skirts

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

xHamster

In Red Platform Mules

Categories: crossdressing, cum, european, fetish, hd, high heels, italian, sissy, skinny, skirt

HDSex

Greek crossdresser enjoys anal self-pleasure in various outfits

Categories: anal, crossdressing, greek, lingerie, masturbation, pantyhose, skirt

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

GROOBYGIRLS - Blondie tart with glasses plows her culo with pinkish fuck stick

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

KeekAss

Would you smash a stud in a micro-skirt? Teaser

Categories: anal, ass, big ass, big cock, cum, cumshot, doggystyle, fat, femboy, fleshlight

aShemaleTube

Crossdresser skirt bulge

Categories: crossdressing, hd, model, skirt, transsexual

PornGem

ASIANTGIRL - Poppy Is Back More Seductive Than Ever

Categories: asian, big ass, big tits, brunette, high heels, lingerie, masturbation, pornstar, skirt, softcore

Pornstars: Poppy Morgan

KeekAss

Buxomy t-model in colorific micro-skirt gets humped sideways on the floor

Categories: anal, asian, assfucking, blowjob, cumshot, extreme, hardcore, hd, ladyboy, model

XXXDan

Shemale Lara Lovecunt is rising her skirt

Categories: amateur, bdsm, big ass, big cock, crossdressing, german, hardcore, high heels, skirt, slut

HClips

Sexy Ts In Hot Skirt Sucks And Rides Cock

Categories: amateur, big ass, blowjob, brunette, dick, interracial, skirt, sucking, tattoo, transsexual

aShemaleTube

Secretary likes when the boss looks up her skirt

Categories: amateur, boss, crossdressing, hd, lingerie, mature, model, panties, secretary, sissy

ShemaleMovie

Stunning 18-year-old hottie in a mini skirt masturbates seductively.

Categories: 18 year old, amateur, american, anal, ass, beauty, big ass, cosplay, latina, lingerie

KeekAss

Yam-sized rod transgirl showing in public mall

Categories: anal, ass, big ass, big cock, big tits, blonde, cum, cumshot, dick, flashing

xHamster

sissy talking dirty wearing a mesh top and short leather skirt and with my clit caged

Categories: amateur, big tits, british, clit, crossdressing, dirty, hd, leather, mature, sissy

aShemaleTube

Emperatriz Valery (Black Skirt II)

Categories: amateur, big cock, black, latina, masturbation, queen, skirt, solo, webcam

xHamster

Gold Silky Shiny Skirt with Satin Half SLip

Categories: lingerie, pantyhose, satin, skirt

xHamster

Lined Pleated Skirt with Silky Petticoat

Categories: amateur, crossdressing, hd, lingerie, pantyhose, secretary, skirt, solo

aShemaleTube

Slim ladyboy in colourful skirt gets fucked till cumshot on her small tits

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

aShemaleTube

Sexy CDselenayX Feminine feet and silver leather skirt big ass

Categories: amateur, big ass, crossdressing, feet, femboy, fetish, hd, homevideo, ladyboy, leather

xHamster

MY SEXY GIRLFRIEND PUT ON A RED SKIRT AND LINGERIE THAT TURNS ME ON TOO MUCH AND I ALWAYS ASK HER TO HAVE SEX

Categories: amateur, anal, beauty, big ass, blowjob, couple, cum, deep throat, girlfriend, hd

aShemaleTube

HA49The female classmate has a chastity lock locked, three vibrators insert anal under skirt

Categories: anal, asian, big ass, chinese, crossdressing, cumshot, flashing, hd, masturbation, model

xHamster

V47 - Shemale Bathroom Dildo, Cum Twice

Categories: anal toying, bathroom, british, close up, cum, cumshot, dick, dildo, hd, lingerie

ShemaleZ

Can A Girl With A Short Skirt Fit 5cm Toy? ?

Categories: asian, fetish, hd, masturbation, skirt, solo, teen (18+), toys

xHamster

Shemale secretary Saray Isis Amay in vinyl skirt

Categories: cosplay, crossdressing, cum, fetish, handjob, hd, ladyboy, latina, masturbation, mexican

ShemaleZ

Anal Toys In Blue Skirt Plugged And Caged

Categories: amateur, anal toying, blonde, hd, skirt, solo, stockings, toys, webcam

XXXDan

Brunette trans beauty Carmina Khourmy jerks off in a cute college skirt

Categories: amateur, anal, beauty, brunette, college, cute, hardcore, latina, lingerie, masturbation

XXXDan

TS Azenet in a short skirt

Categories: big ass, big cock, big tits, skirt, transsexual

aShemaleTube

Slender ladyboy strips her silver skirt and strokes her shaved dick

Categories: amateur, asian, dick, ladyboy, masturbation, shaved, skirt, solo, teen (18+)

KeekAss

Showcasing all the DEEP ASS-FUCK funn my appointment missed out on ! faux-cock rail, gape and more

Categories: amateur, anal, anal toying, assfucking, big ass, brunette, buttplug, crossdressing, cumshot, dick

aShemaleTube

pink top for a bottom

Categories: anal, blonde, crossdressing, hd, mature, pantyhose, skirt, socks, solo, white

ShemaleZ

Another Milf Who Turns Out To Have A Dick Under Skirt

Categories: asian, barebacking, dick, ladyboy, milf, pov, skirt, toys

xHamster

Skinny Asian shemale Maaii strips leather skirt and sucks a

Categories: amateur, anal, asian, barebacking, couple, cum, cumshot, hd, ladyboy, leather

TrannyOne

Teen girl with a surprise under her skirt fucking with a man for money

Categories: anal, big cock, blonde, blowjob, cartoon, doggystyle, gay, handjob, money, outdoor

aShemaleTube

Cum in shirt

Categories: amateur, big cock, crossdressing, cum, cumshot, femboy, hd, ladyboy, long hair, sissy

aShemaleTube

A quickie for Joe

Categories: amateur, blonde, cumshot, hd, latina, quickie, sissy, skirt, stockings

KeekAss

handsome barbie trans deliciosa con minivestido tanga butt-plug buttfuck de zorra y tacones caliente

Categories: amateur, anal, ass, assfucking, beauty, big ass, buttplug, crossdressing, feet, hd

Pornstars: Zorra

xHamster

Compile VANesSaBITCHxx photos SEXxLive 2023

Categories: amateur, anal toying, bitch, blowjob, buttplug, car, crossdressing, dick, dildo, doll

KeekAss

Black-Haired t-model in white micro-skirt likes solo onanism in

Categories: amateur, amazing, asian, ass, black, brunette, cum, cumshot, handjob, hd