Skirt Shemale Videos » 11

xHamster

Satin Skirt & Boots the right office uniform

Categories: amateur, big tits, boots, british, crossdressing, fetish, hd, lingerie, mature, office

KeekAss

GROOBY ARCHIVES Fabulous Tgirl with smallish fun bags and yam-sized rump wanks

Categories: anal, big ass, brunette, cute, funny, hd, masturbation, nipples, skirt, small cock

xHamster

Plaid skirt by night

Categories: amateur, big ass, crossdressing, european, hd, outdoor, polish, public, skirt, solo

xHamster

Watching Some Porn on the Couch

Categories: amateur, american, anal, anal toying, beauty, couch, dildo, hd, masturbation, skirt

TrannyOne

Middle aged man moans while he gets his ass smashed hard by the sexy TS woman

Categories: anal, anus, ass, assfingering, big tits, blowjob, close up, couch, couple, cum

JizzBunker

Long lined wool skirt and pantyhose

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

xHamster

Sissy

Categories: amateur, anal, anal toying, crossdressing, escort, french, hd, high heels, lingerie, pov

KeekAss

TGIRLS.PORNO: The Lezzie Cheerleader Team

Categories: 69, anal, assfucking, barebacking, black, blowjob, brunette, cheerleader, dick, hardcore

xHamster

Getting ready for a first date. He has a few special requests that I am fulfilling!

Categories: amateur, american, beauty, crossdressing, granny, hd, legs, mature, public, sissy

TrannyOne

Shemale Mistress Trains her new Pet

Categories: bdsm, big tits, blowjob, bondage, couch, couple, cum, cumshot, domination, feet

TrannyOne

Just Shemales

Categories: belly, big tits, blonde, brunette, close up, compilation, dark hair, feet, fetish, fishnet

TrannyOne

Skinny shemale teen undresses her cute skirt to jerk off

Categories: cute, jerking, masturbation, pornstar, skinny, skirt, teen (18+), undressing

Pornstars: Mary Jane

KeekAss

Finger romping my taut moist labia & stiffy have fun!

Categories: amateur, ass, assfingering, blonde, crossdressing, dick, fingering, funny, joi, labia

TrannyOne

Chubby Wife in Pantyhose and Skirt gives CD Hubby a Handjob

Categories: ball busting, chubby, crossdressing, dress, femdom, fetish, hairy, handjob, husband, lingerie

XXXDan

Part 1, cute ladyboy before cum with hot legs, sexy tranny, cute crossdresser with belly dancer skirt

Categories: amateur, anal, babysitter, belly, big cock, compilation, crossdressing, cum, cumshot, cute

KeekAss

Style Demonstrate With Jizz Flow two of four - taut leather micro-skirt

Categories: amateur, crossdressing, cum, cumshot, high heels, jizz, leather, masturbation, mature, outdoor

xHamster

Looking up my office skirt and satin half slip

Categories: crossdressing, hd, lingerie, mature, office, pantyhose, satin, secretary, skirt

KeekAss

Sissy Cross Dresser Shagging Monster Anal Invasion Thick Fake Penis Tiffany Ciskiss

Categories: amateur, anal, anal toying, ass, big cock, crossdressing, dick, dildo, extreme, fat

TrannyOne

Natalie mars & goth charlotte share cock & cum swap

Categories: 3some, blowjob, creampie, crossdressing, cum, cum swapping, cumshot, dick, goth, hd

KeekAss

forbiden words are s...t

Categories: amateur, ass, brunette, crossdressing, hd, lingerie, mature, outdoor, park, public

TrannyOne

Muscular submissive guy gets dominated by the beautiful trans chick

Categories: anal, anus, ass, ball licking, balls, bdsm, beauty, belly, couple, cum in mouth

TrannyOne

Innocent man gets a big and hard surprise is his ass and mouth by the kinky Ts babe

Categories: anal, anus, ass, babe, beauty, big tits, brunette, couch, couple, cum

TrannyOne

283_800

Categories: anal, ass, assfingering, balls, bed sex, bedroom, belly, big tits, black, blowjob

KeekAss

Jamming Rigid A Insane Femboy Caboose In Mini-skirt

Categories: anal, ass, barebacking, big ass, blowjob, brunette, cute, dick, femboy, gay

xHamster

CD outdoor in nylon pantyhose, leotard and miniskirt. Feeling sexy.

Categories: american, beauty, crossdressing, fetish, lingerie, miniskirt, nylon, outdoor, pantyhose, public

TrannyOne

Japanese Shemale Cosplay Fuck

Categories: anal, anus, asian, ass, assfingering, bed sex, bedroom, blonde, blowjob, condom

JizzBunker

Young CD with big ass skirt and stockings full dildo session

Categories: amateur, anal, big ass, dildo, hardcore, huge dildo, lingerie, masturbation, skirt, solo

xHamster

Sexy Crossdresser Fucks Trans Woman in Pink Skirt

Categories: amateur, american, anal, beauty, big ass, big cock, crossdressing, cum, femboy, hd

TrannyOne

yellow top and short flower skirt ride huge dildo precum and cum hard

Categories: amateur, big cock, cum, cumshot, huge dildo, lingerie, mature, milf, model, sissy

TrannyOne

shemale skirt

Categories: anal, cheerleader, dick, skirt

TrannyOne

Sissy Bimbo : Part 2

Categories: big tits, bimbo, blonde, couch, feet, fetish, glasses, high heels, long hair, pantyhose

TrannyOne

Storie TRANSESSUALI Italiane - Volume #19

Categories: anal, anus, ass, ball licking, balls, bed sex, bedroom, belly, big tits, blowjob

TrannyOne

Shemale monstercock jerking skirt webcam

Categories: amateur, big cock, dick, hd, homevideo, huge cock, jerking, ladyboy, latina, lingerie

xHamster

Skirt on The Hotel Balcony Sexy Hot Sissy Femboy Shemale Trans Gay Ladyboy in skirt Big Ass

Categories: amateur, american, balcony, beauty, big ass, blonde, cute, femboy, gay, hd

TrannyOne

Angelic shemale gets fucked hard by the horny boss

Categories: anal, anus, ass, assfingering, bed sex, bedroom, blowjob, boss, couple, deep throat

xHamster

Long Blue Pencil Skirt with Satin Half Slip

Categories: amateur, lingerie, pantyhose, satin, secretary, skirt, solo

xHamster

Slim ladyboy in colourful skirt gets fucked till cumshot on

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

TrannyOne

Beautiful teen tranny gets punished with hardcore anal fuck by her sugar daddy

Categories: anal, anus, ass, assfucking, beauty, bed sex, bedroom, brunette, close up, couple

KeekAss

Brief micro-skirt on a scooter

Categories: amateur, brunette, buttplug, crossdressing, exhibitionist, fetish, hd, nude, outdoor, panties

KeekAss

Monstrous Dinky Stellar Extraordinary Buttfuck Yam-Sized River Monster Fuck Stick Tiffany Ciskiss

Categories: amateur, anal, anal toying, ass, assfucking, big cock, crossdressing, dick, dildo, extreme

xHamster

Wetting myself in black outfit & heels in shower. Pissing & Wetlook black shine leggings, skirt & combi dress.

Categories: bathroom, beauty, black, crossdressing, dress, golden shower, hd, high heels, ladyboy, leggings

aShemaleTube

jeans skirt and boots to jerk off French tgirl

Categories: boots, first time, french, hd, jeans, jerking, lingerie, mature, skirt, solo

TrannyOne

pale pink slut stroke her cock and ride huge dildo cum hard

Categories: amateur, anal, anus, ass, bdsm, big cock, cum, cumshot, dick, dildo

KeekAss

sissy sarah jaw-dropping apparels, pick Your dearest one

Categories: amateur, compilation, crossdressing, diaper, dick, lingerie, panties, pantyhose, sissy, skirt

KeekAss

TRANSSEXUAL Gets Arched over Tabouret and Pulverized in Cool Garb

Categories: amateur, anal, blowjob, bondage, brunette, crossdressing, cute, doggystyle, doll, gay

xHamster

SisK unlock her dick and masterbate until she cum in condom then she lock her dick back and become sissy clit

Categories: amateur, asian, big cock, boy, clit, condom, crossdressing, cum, dick, femboy

XXXDan

Trans skirt without panties

Categories: amateur, big cock, lingerie, mature, panties, skirt, transsexual, vintage

ShemaleMovie

Shemale enjoys magical wand and anal toy play in intense double penetration scene

Categories: amateur, anal, anal toying, close up, creampie, crossdressing, cum, cumshot, dildo, double penetration

KeekAss

Brief Micro-Skirt Ass-Fuck with fat fake penis & climax over the floor

Categories: amateur, anal, anal toying, assfucking, crossdressing, cumshot, cute, dick, dildo, fat

KeekAss

My beau crammed my as with jism on Halloween. HornyJohny66

Categories: amateur, anal, ass, barebacking, big ass, big cock, bodystocking, costume, couple, creampie

KeekAss

TRANSSEXUAL on Microskirt and Tights

Categories: amateur, casting, cosplay, crossdressing, feet, femboy, fetish, hd, kinky, ladyboy

TrannyOne

Young Twink gets his double anal desires fulfilled as he gets fucked by the two nasty and beautiful TS babes

Categories: 3some, anal, anus, ass, babe, beauty, belly, big tits, blowjob, bra

xHamster

I Take a Nice Walk on My Little Ass with a Short Brown Skirt Fucking My Ass

Categories: anal, anal toying, ass, beauty, big ass, booty, cumshot, dildo, hd, homevideo

KeekAss

Ponytailed Taunt- Crossdresser, Sissy Jessie taunting flaunting like a lil' puppet should

Categories: amateur, beauty, blonde, cosplay, crossdressing, cute, fetish, high heels, lingerie, pretty

aShemaleTube

BlueGirl70 UpMini Skirt Tease

Categories: exhibitionist, flashing, homevideo, lingerie, panties, sissy, skirt, stockings, tease, tranny

JizzBunker

Janelle shakes his big cock under her skirt

Categories: amateur, beauty, big cock, crossdressing, cumshot, cute, european, masturbation, nude, outdoor

KeekAss

MOLTEN SISSY TRANSGENDER PLAYS IN A GOTHIC,FRILLY SUNDRESS! WHAT A SISSY COCKSLUT!

Categories: amateur, blowjob, blue eyed, cute, dick, dress, goth, handjob, hd, kinky

KeekAss

Solo t-girl greases up her feet and toes

Categories: amateur, beauty, blonde, close up, curly haired, desk, feet, fetish, hd, skirt

TrannyOne

Nasty shemale babes gets nasty as they flaunt their golden shower

Categories: 3some, babe, bathroom, bdsm, beauty, big cock, big tits, blonde, boots, golden shower

xHamster

Vintage Jhazmeena CD Short Skirt

Categories: amateur, american, crossdressing, hd, high heels, homevideo, lingerie, masturbation, skinny, skirt

aShemaleTube

Cum in black and white

Categories: big cock, black, crossdressing, cum, cumshot, emo, femboy, futanari, hd, ladyboy

aShemaleTube

Busty Crossdresser cums wearing big fake tits and lingerie

Categories: amateur, big tits, corset, crossdressing, cum, cumshot, fake tits, fetish, hd, high heels

KeekAss

WORKING FROM HOME ALWAYS END UP RAILING MY HUMUNGOUS FAUX-COCK & NUTTING ROCK-HARD

Categories: amateur, anal, assfucking, big ass, crossdressing, dick, fetish, hd, homevideo, lingerie

TrannyOne

Chubby gay CD masturbating in blonde wig and skirt.

Categories: amateur, blonde, canadian, chubby, crossdressing, emo, fat, gay, hd, masturbation

xHamster

V44: Shemale in Cheerleader Skirt, Cum Quick

Categories: british, cheerleader, cum, cumshot, hd, lingerie, masturbation, skirt, solo, stockings

aShemaleTube

Tranny Holly with a skirt bulge out cruising

Categories: amateur, blonde, crossdressing, cruising, hd, homevideo, mature, model, outdoor, sissy

xHamster

Big dick shemale in tight dress public masturbation

Categories: ass, beach, big ass, big cock, big tits, blonde, crossdressing, dress, flashing, hd

TrannyOne

EAT SHEMALE CUM HYPNO CEI TRAINER PART 2

Categories: anal, anus, asian, ass, bed sex, bedroom, belly, big cock, big tits, blonde

xHamster

musil hijabi trans shows ass under skirt

Categories: amateur, anal, anal toying, arab, ass, barebacking, big ass, buttplug, crossdressing, escort

KeekAss

Sissy Super-Bitch abasement and manstick have fun

Categories: abuse, amateur, bdsm, big ass, big cock, bitch, booty, brunette, crossdressing, dick

TrannyOne

Duo of sexy shemale babes indulge in hardcore threesome anal pounding with the hot lad

Categories: 3some, anal, anus, ass, babe, beauty, belly, blonde, blowjob, brunette

XXXDan

V44: Tranny in cheerleader skirt, quick cumshot

Categories: british, cheerleader, cumshot, lingerie, masturbation, skirt, solo, tranny

TrannyOne

Blonde shemale pops her thick Tcock as she masturbates herself to the ultimate pleasure

Categories: bed sex, bedroom, blonde, fat, feet, fetish, high heels, homevideo, jerking, lingerie

TrannyOne

Cute Asian ladyboy gives a nice POV cock sucking session

Categories: asian, big tits, blowjob, cute, dick, fishnet, handjob, hd, jerking, ladyboy

KeekAss

Peko Uber-Cute Teenie Crossdresser TRANSSEXUAL Miniskirt Jizm Shot

Categories: brunette, bukkake, chinese, crossdressing, cumshot, cute, handjob, japanese, ladyboy, masturbation

TrannyOne

fucking with two brazilian shemales

Categories: 3some, anal, anus, ass, bed sex, bedroom, belly, blonde, blowjob, brazilian

xHamster

V44: Shemale in Cheerleader Skirt, Cum Quick

Categories: british, cheerleader, cum, cumshot, hd, lingerie, masturbation, skirt, solo, stockings

KeekAss

I am a Stud Crossdresser Ultra-Cute Damsel Dude Model Cosplayer

Categories: amateur, beauty, big ass, crossdressing, cute, dress, femboy, fetish, hd, homevideo

xHamster

Masturbation in Sexy Pink Panties and Skirt

Categories: crossdressing, hd, homevideo, lingerie, masturbation, panties, sissy, skirt, solo, stockings

TrannyOne

Redhead ladyboy Jenny sucks and rides hairy dick in POV

Categories: anal, ass, big tits, blowjob, dick, fishnet, gaping hole, hairy, handjob, hd

KeekAss

Biking Sissy In Micro-Skirt And Nylon Tights

Categories: amateur, anal toying, crossdressing, cum, cumshot, high heels, ladyboy, lingerie, masturbation, mature

TrannyOne

Stranger guy shoves big cock into Latina pussy of Adara Love

Categories: amateur, anal, ass, assfucking, big cock, big tits, blowjob, booty, brunette, close up

xHamster

Big Cock Sissy Wearing a New Skirt

Categories: amateur, big black cock, big cock, crossdressing, femboy, feminization, fetish, hd, ladyboy, latina

KeekAss

Sissy sarah funbag restrain bondage not permitted to jism

Categories: abuse, amateur, bdsm, beauty, bondage, clamp, crossdressing, cum, dick, humiliation

TrannyOne

Hot latina tranny shows her big ass and masturbates outdoors

Categories: big ass, big tits, black, cum, gorgeous, hd, high heels, latina, masturbation, monster cock

xHamster

Marianthi Tar Anal 7

Categories: anal, bathroom, blonde, dildo, european, greek, hd, high heels, huge dildo, masturbation

HDSex

Horny and lubed up solo play with intense pussy pleasure!

Categories: amateur, anal, anal toying, bbw, close up, creampie, crossdressing, cum, cumshot, fishnet

KeekAss

Blue lined flight attendant uniform miniskirt with glistening stockings

Categories: amateur, crossdressing, fetish, hd, homevideo, miniskirt, office, pantyhose, secretary, skirt

KeekAss

Impressive bootie with skirt and milky tights

Categories: amateur, big ass, lingerie, milk, skirt, stockings, striptease

TrannyOne

Redhead peasant girl takes Joanna Jet's hard tranny dick outdoors

Categories: dick, outdoor, pornstar, redhead, skirt, tranny

Pornstars: Loz Lorrimar

TrannyOne

Compilation with crossdressers spilling cum on their skirts and blouses

Categories: compilation, crossdressing, cum, jerking, skirt

TrannyOne

Big ass shemales have anal orgy party in the bed

Categories: anal, bed sex, big ass, big tits, blonde, cowgirl, cum, gangbang, handjob, hd

KeekAss

Blue lined office microskirt under my desk

Categories: amateur, crossdressing, desk, fetish, hd, office, pantyhose, secretary, skirt, solo

TrannyOne

Asian tranny is ready to wank her hairy lady stick

Categories: asian, brunette, dick, fishnet, hairy, hd, high heels, jerking, ladyboy, masturbation

KeekAss

Watch through micro-skirt monster fuck stick spunk

Categories: amateur, anal, crossdressing, cum, cumshot, dildo, handjob, lingerie, masturbation, skirt

KeekAss

spectacular mini microskirt bi-atch rail her yam-sized fake penis on mirror and jizm stiff

Categories: amateur, anal, bisexual, close up, crossdressing, cum, cumshot, dick, dildo, huge dildo

KeekAss

Lizz_ss25 outdoor de-robe showcase

Categories: abuse, amateur, beauty, crossdressing, cum, handjob, hd, humiliation, humping, masturbation

TrannyOne

Amateur Japanese transsexual maid lifts her skirt and masturbates solo

Categories: amateur, japanese, maid, masturbation, skirt, solo, transsexual

TrannyOne

Asian shemale Tutka swallows rock solid cock passionately in POV

Categories: anal, asian, ass, blowjob, cum swallowing, dick, facial, gaping hole, handjob, hd

xHamster

Secretary in Pink

Categories: crossdressing, domination, feet, fetish, hd, high heels, italian, legs, lingerie, mature

TrannyOne

Adorable Japanese shemale teen in a sexy skirt sucked off

Categories: adorable, asian, japanese, ladyboy, pornstar, skirt, sucking, teen (18+)

Pornstars: Jessica Fox

xHamster

Lizz_ss25 piss drinking on Stream

Categories: amateur, anal, big cock, femboy, hd, ladyboy, piss drinking, pissing, sissy, skinny

JizzBunker

Sissy touches his big cock under her skirt

Categories: amateur, beauty, big cock, crossdressing, fetish, high heels, latina, lingerie, masturbation, sissy

KeekAss

Sissy attempts on black sundress, taunts like a bi-atch and jizzes from vibroorgasm

Categories: amateur, bdsm, beauty, bisexual, black, booty, brunette, crossdressing, cumshot, dress

xHamster

Lizz_ss25 street hooker deep anal

Categories: anal, femboy, hd, ladyboy, outdoor, sissy, skinny, skirt, slut, small tits

xHamster

My boss said your skirt was too short and got angry

Categories: angry, arab, asian, boss, british, fishnet, hd, high heels, latex, latina

aShemaleTube

sissy leggings with skirt fucked nekokuny x

Categories: amateur, crossdressing, homevideo, leggings, sissy, skirt, webcam

KeekAss

Lush TRANSSEXUAL unexperienced jerks during audition

Categories: amateur, ass, audition, big ass, brunette, casting, close up, glasses, handjob, hd

ShemaleMovie

Sissy shemale in short skirt and diapers submits to sadomasochistic BDSM play

Categories: bdsm, crossdressing, diaper, sissy, skirt

ShemaleZ

Lesbo babe strapon fucks chick in short skirt

Categories: babe, couple, fetish, lesbian, lingerie, skirt, strap-on, toys

aShemaleTube

student wants an A

Categories: anal, crossdressing, dildo, femboy, hd, high heels, masturbation, skirt, small cock, student

KeekAss

Lined flight attendant micro-skirt

Categories: amateur, crossdressing, fetish, hd, office, pantyhose, skirt, solo, stewardess

TrannyOne

Mini skirt bus wank

Categories: amateur, bus, crossdressing, gay, hd, masturbation, miniskirt, public, skirt, solo

KeekAss

Courtney Sunshine Drains her lil Dicky before Sofa

Categories: amateur, bbw, big tits, brunette, crossdressing, cumshot, daddies, dick, dirty talk, handjob

aShemaleTube

Married thai ts in plaid skirt teases

Categories: skirt, thai, transsexual