Skirt Shemale Videos » 2

VideoSection

I crave a pipe to fill me up and make me squirt in my sundress

Categories: anal, bbw, close up, crossdressing, cum, cumshot, jizz, masturbation, oiled, orgasm

aShemaleTube

Skirt bulge with panties on

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

UPornia

A Trans Milf With A Monstrous Surprise Up Her Skirt

Categories: big ass, big cock, big tits, hd, milf, redhead, skirt, surprise, transsexual

xHamster

Busty ladyboy in black skirt strips her orange bra and

Categories: amateur, asian, big tits, black, bra, cum, cumshot, hd, ladyboy, lingerie

aShemaleTube

Up my skirt no panties

Categories: amateur, ass, cum, dick, hd, lingerie, panties, sissy, skirt, small cock

ShemaleMovie

I had an incredible orgasm without arms while getting an intense anal experience in a tiger baby doll

Categories: anal, babe, close up, creampie, crossdressing, cum, cumshot, dildo, doll, double penetration

KeekAss

I make this femboy t-model bellow

Categories: amateur, anal, ass, barebacking, beauty, bed sex, bedroom, big ass, black, clothed sex

ShemaleMovie

Sexy transgender sissy crossdresser Vanessa Bitchx in high heels and lingerie

Categories: amateur, ass, babe, bdsm, beauty, big ass, big cock, crossdressing, european, french

Pornstars: Sexy Vanessa

xHamster

Wanking In Wet & Sheer Skirts

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

aShemaleTube

Visceratio skirt tease

Categories: amateur, hd, skirt, tease, webcam

aShemaleTube

Tanned ladyboy in striped skirt jerks off outdoors using her gloves

Categories: amateur, asian, big cock, big tits, cumshot, gloves, hd, ladyboy, masturbation, outdoor

aShemaleTube

Gorgeous girl in a plaid skirt cumshot

Categories: asian, big cock, cumshot, gorgeous, hd, homevideo, masturbation, skirt

KeekAss

Frolicking Anal invasion Games TRANSSEXUAL Eva Maxium and Lydia Black

Categories: anal, black, blowjob, brunette, buttplug, curvy, deep throat, dildo, game, hd

aShemaleTube

I love dressing like a girl

Categories: crossdressing, hd, mature, skirt, stockings

xHamster

Cam4 - 5 Dress Open_ass Nylon_stockings Sissi Cumshot

Categories: ass, bdsm, big cock, bitch, crossdressing, cum, cumshot, dress, french, hd

aShemaleTube

Would you like to Sniff my panties

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

xHamster

🍑CAM⁴ [³¹mar²⁵] (2) Ripped Dress & Latex Gloves Cul_a_Eclaté

Categories: amateur, big ass, bitch, crossdressing, cute, dress, french, gloves, hd, high heels

xHamster

Handjob in Leather Skirt and Cumshot

Categories: amateur, big cock, crossdressing, cumshot, handjob, hd, leather, lingerie, masturbation, milf

aShemaleTube

Chris red skirt cum

Categories: cum, cumshot, latina, lingerie, masturbation, skirt

ShemaleMovie

Elegant shemale Vanessa Bitchx in sexy high heels

Categories: babe, beauty, big cock, compilation, crossdressing, cum, cumshot, european, feet, fishnet

xHamster

Effeminate transsexual ass transvestite in skirt heats up with her ass shows ass

Categories: amateur, anal, ass, big ass, booty, colombian, creampie, crossdressing, cum, feminization

aShemaleTube

Einyel in a tight skirt

Categories: amateur, femboy, hd, skirt, tight, webcam

VipTube

Small cock ladyboy in red skirt gets fucked and takes a

Categories: asian, blowjob, hd, ladyboy, skirt, small cock, teen (18+)

HDSex

Anal toy, dirty talk cum, rails

Categories: anal, anal toying, close up, crossdressing, cum, cumshot, dirty talk, greek, hotel, jizz

KeekAss

Cutie Tranny Using A Fleshlight 2

Categories: amateur, anal, beauty, cute, fleshlight, homevideo, interracial, jerking, ladyboy, masturbation

aShemaleTube

Redhead asian ladyboy in black skirt rides her master's cock on the sofa

Categories: amateur, asian, black, cumshot, dick, ladyboy, redhead, skirt, sofa, teen (18+)

xHamster

CD Trans Teases Strips Bra and Panties and Stockings Sheer Skirt

Categories: bra, crossdressing, gay, handjob, hd, homevideo, lingerie, panties, skirt, solo

xHamster

Sissykanisa in Red Skirt Play Whit Her Clit Until Cum

Categories: amateur, asian, clit, crossdressing, cum, hd, ladyboy, lingerie, masturbation, pantyhose

xHamster

Satin half slip with a party skirt

Categories: american, crossdressing, hd, mature, pantyhose, party, satin, skirt, solo, uniform

KeekAss

Tgirl Solo Tugging Big Rod

Categories: amateur, beauty, big cock, blonde, crossdressing, high heels, homevideo, maid, masturbation, riding

aShemaleTube

Crossdresser skirt bulge

Categories: amateur, crossdressing, hd, masturbation, mature, model, skirt, solo, stockings, tranny

HDSex

Hot shemale gets pounded by a thick cock in her hotel room on a sunny afternoon

Categories: anal, bisexual, close up, crossdressing, cumshot, dick, dildo, double penetration, femboy, fishnet

xHamster

I fuck my ass with my favorite dildo

Categories: amateur, anal, anal toying, ass, beauty, big cock, dildo, femboy, hd, latina

xHamster

Excited Cindy Princess Cums in Black Panties, Skirt & Tights

Categories: amateur, anal, black, crossdressing, cum, femboy, hd, high heels, lingerie, masturbation

aShemaleTube

Teen ladyboy with big tits strips her white skirt and masturbates

Categories: amateur, asian, big tits, ladyboy, masturbation, skirt, solo, teen (18+), white

KeekAss

Rosy Spandex: Sindy Memo and Webcam Crest Penetrate for Admirers

Categories: 69, anal, asian, big ass, big cock, blowjob, brunette, cum, dick, fetish

JizzBunker

Sissy and her flowery skirt with shiny lining

Categories: amateur, lingerie, masturbation, sissy, skirt, solo, teen (18+), webcam

KeekAss

Public t-girl wood demonstrate

Categories: amateur, anal, ass, big ass, big cock, big tits, blonde, dick, flashing, hd

xHamster

The Old Bitch Secretary

Categories: amateur, ass, bitch, crossdressing, domination, feet, fetish, hd, high heels, italian

xHamster

In Louboutin Heels

Categories: amateur, crossdressing, feet, fetish, hd, high heels, italian, ladyboy, mature, pantyhose

KeekAss

GROOBYGIRLS - Amanda Riley Penetrated Without a condom By Sage's Fat Beef whistle

Categories: anal, ass, barebacking, blowjob, condom, cute, fat, hardcore, hd, legs

aShemaleTube

Femboy Mint in a skirt

Categories: femboy, hd, skirt

KeekAss

Queenie is ALSO sneaking peeks up Eva's skirt

Categories: bdsm, big tits, black, blonde, blowjob, brunette, cumshot, dark hair, deep throat, domination

aShemaleTube

Crossdresser with a skirt bulge

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

XXXDan

Tight Skirt

Categories: amateur, big ass, big cock, british, high heels, lingerie, mature, skirt, small cock, solo

KeekAss

T-model Screw Fellow With His Homie Hulk

Categories: bisexual, black, blonde, cartoon, comic, compilation, cumshot, futanari, hd, model

KeekAss

Layers in Black with Crimson - Attempt On

Categories: amateur, black, fetish, fishnet, hd, lingerie, miniskirt, skirt, stockings

ShemaleZ

Busty Ladyboy Pukky Strips Her Skirt And Rides Her Lovers Dick

Categories: asian, big tits, brunette, cumshot, dick, ladyboy, skirt, stockings, teen (18+)

aShemaleTube

Crossdresser skirt bulge

Categories: amateur, anal, crossdressing, hd, homevideo, masturbation, mature, model, skirt, stockings

TrannyOne

Shemale Porn Video Shemale Hardcore Compilation PMV

Categories: belly, big tits, blonde, brunette, compilation, fishnet, hardcore, lingerie, piercing, redhead

xHamster

Cute trans girl showed that she knows how to use her boyfriend's pink ass

Categories: anal, anal toying, ass, asslick, big cock, blowjob, brazilian, cute, dildo, glasses

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