Skirt Shemale Videos » 10

JizzBunker

Blue Skirt Plugged and Caged

Categories: anal, big cock, blonde, cumshot, european, fishnet, high heels, skirt, solo, toys

xHamster

My Sexy Skirt, My Dildo and I Enjoying Myself There

Categories: amateur, anal, dildo, homevideo, masturbation, mature, skirt, solo, stockings, toys

TrannyOne

sandralein33 with Monster Tits dancing in hot short Skirt

Categories: amateur, crossdressing, dancing, gay, hd, huge tits, shorts, skirt, transvestite, twink

KeekAss

Jism splooging Davine in Steel cangue and supah gag.

Categories: amateur, bdsm, crossdressing, cum, cumshot, fetish, gagging, hd, high heels, homevideo

Txxx

Busty TS lady in latex skirt barebacked after giving BJ

Categories: ass to mouth, big tits, latex, skirt, transsexual

VideoSection

Anal toy, i love this

Categories: american, anal, anal toying, ass, babe, beauty, big ass, cum, dildo, femboy

aShemaleTube

Sissy fucking herself Ryley

Categories: dildo, hd, huge cock, lingerie, sissy, skinny, skirt, solo

xHamster

I can't keep my hands off myself.. Cd transgender nylon pantyhose leotard miniskirt.

Categories: amateur, crossdressing, fetish, gay, hd, lingerie, miniskirt, nylon, pantyhose, pretty

xHamster

Skylova69 shemale masturbate and tease you with her bigbutt

Categories: amateur, ass, beauty, big ass, big cock, dick, fat, handjob, hd, homevideo

ShemaleZ

Slender Femboy In Hot Skirt Fucked To The Bone

Categories: amateur, femboy, ladyboy, skirt, stockings

XXXDan

My Aunts Short Skirt

Categories: anal, babysitter, british, fetish, gagging, latex, lingerie, mature, milf, skirt

xHamster

Satin Party Skirt and Silky Petticoat

Categories: bride, lingerie, pantyhose, party, satin, skirt

xHamster

College sissy anal caning

Categories: amateur, anal, ass, bdsm, caning, college, cosplay, crossdressing, cute, femboy

KeekAss

SisK undergarments bevy EP15.two Stroking with crimson netting stockings

Categories: amateur, boy, crossdressing, dick, femboy, feminization, handjob, high heels, ladyboy, legs

aShemaleTube

Toy inserted anal on the stairs,watch out for someone passing by!

Categories: anal, asian, chinese, crossdressing, hd, model, outdoor, panties, public, sissy

KeekAss

AJ180 Greases Up Her Culo, Showcases her XXL PENIS Erection & Dirty Dances from "College Girl Jock Knob"

Categories: amateur, ass, balls, big ass, big black cock, big cock, black, college, dancing, dick

xHamster

Ladyboy wearing skirt seduces me

Categories: amateur, american, barebacking, big black cock, big cock, crossdressing, cute, dirty talk, domination, femboy

KeekAss

ladyboy with ginormous funbags opens up eagle and taunts arse

Categories: amateur, ass, big ass, boots, booty, cumshot, fetish, handjob, hd, homevideo

KeekAss

Gf gives you the hottest rail of your life dressed in a micro-skirt

Categories: amateur, anal, anal toying, big ass, crossdressing, cum, dildo, fetish, girlfriend, hd

KeekAss

Transangels - Adorable Trans Kayleigh Coxx Penetrates her Boyfriend's Parent

Categories: adorable, anal, assfucking, big cock, blonde, boyfriend, cumshot, daddies, fantasy, handjob

KeekAss

Crystal Crossdresser Money-Shot Compilation

Categories: amateur, anal, anal toying, compilation, crossdressing, cum, cumshot, femboy, hd, jerking

xHamster

Boy to girl shemale blue skirt white legs

Categories: amateur, american, beauty, big tits, boy, crossdressing, cum, femboy, first time, hd

XXXDan

Horny Trap In Skirt Touching Clit!

Categories: amateur, anal, babysitter, big clit, clit, dildo, european, lingerie, riding, skirt

xHamster

My Very Short Red Skirt

Categories: amateur, anal, anal toying, crossdressing, cum, cumshot, german, hd, high heels, masturbation

JizzBunker

Skirt and ass play with this ladyboy while she plays with her tits, cock and tight ass while putting on stockings

Categories: amateur, anal, asian, ass, big ass, big cock, big tits, cumshot, dick, filipina

TrannyOne

18 year old barebacked by older man

Categories: 18 year old, anal, anal toying, anus, asian, ass, big tits, close up, feet, fetish

xHamster

Shot skirt and some ass play with this ladyboy as she plays with her tits and cock and her tight ass hole while wearing stocking

Categories: amateur, anal, asian, ass, big cock, big tits, cum, cumshot, dick, filipina

XXXDan

Teen boy teases and shows what he has up his skirt, pantyhose, no pants

Categories: amateur, anal, asian, bbw, bdsm, beauty, big ass, big cock, black, boy

KeekAss

Teasing Wearing Skirt

Categories: amateur, ass, barebacking, beauty, brunette, doggystyle, homevideo, jerking, masturbation, pov

KeekAss

Platinum-Blonde trap tears up cucumber

Categories: amateur, anal, assfucking, blonde, boots, booty, crossdressing, cucumber, dildo, food

TrannyOne

Flat chested ladyboy Bell has sexy wank show in bed

Categories: asian, bed sex, dick, flat chested, hd, jerking, juicy, ladyboy, redhead, skirt

ShemaleMovie

six Office Skirts Under My Desk

Categories: desk, office, skirt

XXXDan

Long orange satin lined skirt with white silk half slip.

Categories: amateur, crossdressing, lingerie, satin, skirt, solo, white

aShemaleTube

Britney dildo Cumming public bathroom

Categories: bathroom, crossdressing, cum, dildo, hd, public, skirt, toys, upskirt

KeekAss

Gargle instructing with a dual finished fake penis. With Essex Dame Lisa and TGirl April

Categories: amateur, big cock, blonde, blowjob, british, brunette, crossdressing, dick, dildo, gagging

KeekAss

Sumptuous chika stupid ambling around in splendid sundress

Categories: amateur, asian, bimbo, brunette, dick, hd, lingerie, outdoor, public, sissy

JizzBunker

Skinny Asian shemale Maaii takes off her leather skirt and sucks a

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

xHamster

Lizz_ss25 changed sissy play

Categories: abuse, amateur, anal, big ass, big cock, femboy, hd, sissy, skinny, skirt

aShemaleTube

Asian Shemale Lanta Inflates And Burst Balloons

Categories: asian, balloon, braces, fetish, jeans, ladyboy, skirt, thai, upskirt

TrannyOne

Big-boobed MILF prefers to fuck with her stepson's friends

Categories: ass, big natural tits, big tits, booty, friend, futanari, handjob, hd, hermaphrodite, mature

KeekAss

promiscuous t-girl sissy chick slap and screw her butt and jism

Categories: amateur, anal, ass, crossdressing, cum, dildo, ladyboy, lingerie, masturbation, sissy

TrannyOne

British trannys

Categories: amateur, blonde, blowjob, british, crossdressing, dick, english, european, kissing, miniskirt

xHamster

Mart 123 Low. Skirt

Categories: asian, big cock, hairy, hd, homevideo, ladyboy, mature, mexican, skirt, solo

CrocoTube

Skinny teen gets fucked by horny shemale in loud library kinks

Categories: bend over, brunette, doggystyle, fake tits, hair pulling, hd, librarian, ponytail, skinny, skirt

JizzBunker

Denim skirt Patty and big dildo

Categories: amateur, anal, crossdressing, dildo, european, french, jeans, lingerie, masturbation, milf

xHamster

stripper high heels with skirt in public - crossdressing

Categories: amateur, crossdressing, european, fetish, hd, high heels, lingerie, outdoor, pantyhose, pov

TrannyOne

Hot TS jailer punishes the sexy guy as she penetrates her huge cock deep in his ass

Categories: anal, anus, ass, bdsm, brunette, condom, couple, cum, cum in mouth, cumshot

TrannyOne

Cigar smoking amateur shemale teases in leather skirt and lingerie

Categories: amateur, blonde, cigarette, dress, fetish, leather, lingerie, milf, skirt, smoking

JizzBunker

Femboy in a short skirt, looking for a male who will suck my dick very slowly and deliciously

Categories: amateur, big cock, brazilian, crossdressing, dick, femboy, fetish, hardcore, latex, lingerie

ShemaleMovie

sexy shegirl plays with shecock outdoors in the pool

Categories: brunette, corset, cumshot, latina, masturbation, outdoor, panties, pool, public, skirt

xHamster

Marcus I'm Not Wearing Any Panties

Categories: amateur, big black cock, big cock, black, dick, dress, hd, panties, skirt, solo

KeekAss

CD Jasmine displaying off in a sex-positive clothing and draining dame schlong

Categories: amateur, anal, big cock, brunette, crossdressing, cumshot, cute, handjob, homevideo, masturbation

ShemaleZ

Busty Ladyboy In Black Skirt Gives A Blowjob To A Dude Till Cumshot

Categories: amateur, asian, big tits, black, blowjob, cumshot, ladyboy, skirt

TrannyOne

Tifaria

Categories: 3d, animation, balls, belly, blowjob, fantasy, futanari, hd, public, skirt

xHamster

Cam4 (31mar25)1 Torn Dress & Latex Gloves Posing Like a Real Whore

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

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

TrannyOne

Shemale ass fucks chubby ass cougar MILF

Categories: anal, ass, assfucking, big tits, blonde, blowjob, brunette, chubby, couch, cougar

Pornstars: Alura Jenson

xHamster

Goth shemale goes for a walk in public

Categories: big ass, big cock, big tits, blonde, caught, crossdressing, flashing, goth, hd, huge cock

xHamster

Crossdresser in very short dresses & skirts outside

Categories: amateur, beauty, crossdressing, feminization, german, hd, high heels, ladyboy, outdoor, public

ShemaleMovie

she-creature temptress in g-strings showcases off her monstercock

Categories: corset, cumshot, latina, monster cock, outdoor, panties, pornstar, skirt, teen (18+), thong

Pornstars: Temptress

xHamster

Slender ladyboy strips her silver skirt and strokes her

Categories: amateur, asian, cum, cumshot, hd, ladyboy, lingerie, masturbation, skirt, small tits

aShemaleTube

Skirt Flirt 2

Categories: feet, fetish, hd, legs, pantyhose, skirt, stockings

KeekAss

Exhibition on ride way bridge

Categories: amateur, anal, anal toying, ass, brunette, crossdressing, exhibitionist, fetish, hd, lingerie

aShemaleTube

BG70 Under Skirt Strip Tease

Categories: amateur, ebony, hd, homevideo, lingerie, panties, skirt, stockings, striptease, tease

KeekAss

Adorable trans Lili in high knees socks and purity box smash herself deep and stiff

Categories: adorable, amateur, anal, anal toying, ass, beauty, big ass, blonde, crossdressing, cum

HotMovs

Redhead ladyboy in purple skirt gets fucked doggystyle till facial

Categories: amateur, asian, blowjob, cumshot, doggystyle, domination, extreme, facial, ladyboy, redhead

KeekAss

Black-Haired t-model in white micro-skirt gets pummeled from the rear by a

Categories: amateur, amazing, anal, asian, ass, black, blowjob, brunette, cum, cumshot

TrannyOne

Britney eating cum big dildo assfuck

Categories: anal, anus, ass, assfucking, booty, creampie, crossdressing, cum, cum swallowing, deep throat

TrannyOne

Undressing lace skirt, M&S glossy 20 den tights in Champagne

Categories: crossdressing, gay, hd, lace, skirt, tight, transvestite, undressing

XXXDan

Tied Up Femboy Trap in Socks and Skirt Cums

Categories: bondage, cum, femboy, fetish, lingerie, skirt, socks, tied up

aShemaleTube

Brunette ladyboy in jean skirt plays with her long dick till huge cumshot

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

xHamster

Silky Satin Party Prom Skirt with Silky Petticoat

Categories: lingerie, pantyhose, party, satin, skirt

KeekAss

Fishnet femboi milks off - I jizz on my miniskirt! - Dean_Cedarxxx

Categories: amateur, big cock, crossdressing, cum, cumshot, cute, femboy, fetish, fishnet, handjob

KeekAss

Long office micro-skirt with slide

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

aShemaleTube

Cheater gives femboy a mouthful, i swallow :p - LaylacrossFR - (Close up view)

Categories: close up, cum in mouth, cum swallowing, deep throat, dick, femboy, french, hd, homevideo, mouthful

JizzBunker

Hands-free cum on my long stockings is very hot, like the ass of a femboy model, which I first put on the tightest skirt on myself

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

XXXDan

An exciting windy day - cumshot in my silk skirt

Categories: amateur, crossdressing, cumshot, european, fetish, german, high heels, lingerie, masturbation, mature

aShemaleTube

Hot tranny in sexy skirt doggied in the corridor

Categories: amateur, anal, doggystyle, hardcore, homevideo, skirt, tranny

aShemaleTube

Gorgeous shemale with blue skirt strips and jerks off her shaved cock

Categories: big ass, big cock, big tits, cumshot, dick, gorgeous, latina, masturbation, shaved, skirt

xHamster

Part 2 White Blouse And Pleated Black Retro Flower Print Skirt

Categories: american, asian, black, crossdressing, dick, dildo, dress, hd, high heels, lingerie

aShemaleTube

Late night anal marathon with a ts in hot skirt

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

XXXDan

Busty ladyboy in colorful skirt gets fucked sideways on the

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

xHamster

My Sexy Skirt, My Dildo and I Enjoying Myself 3

Categories: amateur, anal, dildo, high heels, masturbation, skirt, solo, stockings, toys

XXXDan

Trans MILF with a monstrous surprise in her skirt

Categories: anal, beauty, big ass, big cock, big tits, blowjob, brazilian, couple, hardcore, milf

ShemaleZ

Tennis Skirt Camgirl Wants To Play

Categories: amateur, blonde, hd, skirt, solo, stockings, tattoo, tennis, toys, webcam

KeekAss

SisK Crossdresser in marvelous crimson mini miniskirt and net stockings

Categories: boy, condom, crossdressing, cum, cute, dick, handjob, high heels, jerking, ladyboy

xHamster

V89-pov Quickie - Sexy Cock in Lingerie

Categories: amateur, close up, crossdressing, cum, cumshot, dick, hd, lingerie, masturbation, natural tits

xHamster

Can a Girl with a Short Skirt Fit a 2.5cm Toy??

Categories: anal, anal toying, asian, crossdressing, hd, japanese, masturbation, skirt, small tits, teen (18+)

XXXDan

Brunette shemale in tight skirt sucks cock and gets fucked on the lawn

Categories: anal, big cock, blowjob, brunette, couple, cumshot, dick, hardcore, latina, masturbation

xHamster

Crossdresser TGirl poses in sexy sexy skirt

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

ShemaleMovie

Massive load released during handjob session

Categories: ass, big ass, big tits, brunette, cumshot, dick, handjob, jerking, oral, riding

JizzBunker

Sexy crossdresser in leather skirt and boots

Categories: anal, boots, crossdressing, leather, skirt

aShemaleTube

a shemale wife and a monstrous surprise up her skirt xh

Categories: hd, skirt, surprise, vintage, wife

xHamster

To butt

Categories: ass, big ass, big clit, blonde, brazilian, crossdressing, dancing, hd, high heels, legs

TrannyOne

Two black tgirls share a white lover

Categories: 3some, anal, anus, ass, black, blowjob, brunette, couch, dark hair, ebony

aShemaleTube

Julia Wets Her Skirt

Categories: amateur, blonde, cumshot, hd, masturbation, skirt, webcam

TrannyOne

Busty TS chick dominates a hogtied submissive masked man

Categories: anal, anus, ass, bdsm, bed sex, bedroom, big tits, bondage, couple, cum

Pornstars: Jessy Dubai

ShemaleMovie

Trap, lad

Categories: crossdressing, panties, pantyhose, sissy, skirt, spanking, underwear

ShemaleZ

Joselynne Cd In Dark Skirt And Sexy Legs

Categories: amateur, brunette, hd, legs, mature, skirt, solo, webcam

KeekAss

Lil man-meat sissy Alicia Smallz mini micro-skirt crossdresser. Puny knob

Categories: amateur, big ass, crossdressing, cum, dick, fetish, hd, joi, ladyboy, lingerie

HDSex

Cannagurlshredz enjoys deep sounding and massive anal play with cumbot!

Categories: american, anal, anal toying, blonde, british, cum, cumshot, dildo, feet, gaping hole

xHamster

SisK lingerie collection EP13: Seamless Pantyhose

Categories: amateur, asian, boy, clit, crossdressing, fetish, hd, ladyboy, lingerie, nylon

xHamster

Crossdressing in public - Sissy in short skirt outside

Categories: amateur, crossdressing, feminization, german, hd, high heels, ladyboy, outdoor, pantyhose, public

aShemaleTube

Big dick Minka teases and makes huge cock tent in skirt

Categories: amateur, big cock, crossdressing, cute, fishnet, hd, homevideo, huge cock, pornstar, skirt

Pornstars: Minka

aShemaleTube

Crossdresser skirt bulge

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

XXXDan

Sissy wears a diaper under her skirt

Categories: amateur, beauty, crossdressing, cute, diaper, fetish, hardcore, high heels, lingerie, masturbation

xHamster

giant trans titties and boy clitty on busy street timelapse slo-mo

Categories: amateur, big cock, big tits, boy, crossdressing, dick, feminization, fetish, flashing, hd

TrannyOne

office.

Categories: anal, anus, ass, big tits, blonde, blowjob, bra, couple, curly haired, deep throat

xHamster

Sissy Femboy wears various sexy women clothes

Categories: amateur, beauty, clothed sex, crossdressing, femboy, feminization, german, hd, high heels, ladyboy

TrannyOne

Marcelle Herrera's TS shaft gets throated by Amanda Borges

Categories: anal, ass, ass to mouth, babe, big tits, blonde, blowjob, deep throat, goddess, hd

TrannyOne

cute in black skirt and white outfit posing and riding dildo

Categories: adorable, amateur, black, crossdressing, cute, dildo, ebony, gay, hd, masturbation

TrannyOne

Shemales fucking Submissive Man

Categories: 3some, 69, anal, anus, ass, bdsm, blowjob, boots, brunette, dark hair

xHamster

Marcus I'm Not Wearing Any Panties

Categories: amateur, big black cock, big cock, black, dick, dress, hd, panties, skirt, solo

aShemaleTube

Busting in a Blue Skirt

Categories: big ass, big cock, big tits, blonde, cumshot, hd, masturbation, skirt, solo

xHamster

Hijabi trans Wife in maxi Skirt

Categories: amateur, anal, anal toying, arab, clothed sex, crossdressing, dildo, escort, hd, hijab

TrannyOne

Foxy Angel - Secretary

Categories: anal, anus, ass, blonde, blowjob, couple, cum, cumshot, deep throat, facial

aShemaleTube

Another MILF who turns out to have a dick under skirt

Categories: anal, asian, blowjob, dick, dildo, doggystyle, hd, ladyboy, milf, pov

AnySex

German Shemale begs for anal cream pie - Amateur Porn

Categories: amateur, anal, ass, assfucking, barebacking, big cock, condom, cowgirl, creampie, cum

aShemaleTube

pulling skirt to video penis with jerk

Categories: dick, skirt, solo, webcam

KeekAss

biz nymph tear up phat faux-cock on mirror and spunk rock-hard

Categories: amateur, brunette, crossdressing, cum, cumshot, dick, dildo, hd, huge cock, lingerie