Crossdressing Shemale Videos » 32

aShemaleTube

Purple lace

Categories: amateur, anal, balls, crossdressing, hd, lace, panties

xHamster

Very beautiful legs and toes

Categories: beauty, crossdressing, feet, fetish, hd, homevideo, legs, pov, solo, teen (18+)

xHamster

Power Dressing: Channeling Your Inner Boss Babe

Categories: amateur, american, babe, beauty, big ass, big cock, boss, crossdressing, femboy, femdom

JizzBunker

I ride a dildo in red and cum

Categories: amateur, anal, big cock, crossdressing, cum, cumshot, dildo, european, high heels, huge dildo

KeekAss

scorching trans female gives stranger oral pleasure and gets facial cumshot

Categories: amateur, blowjob, crossdressing, cum, cumshot, dick, facial, fantasy, gay, hd

KeekAss

Magnificent CD Sissy in crimson satin underwear strenuously edging per Dominatrixes orders

Categories: amateur, blonde, crossdressing, edging, fetish, handjob, hd, high heels, lingerie, masturbation

KeekAss

Jessica Bloom Self Facial Cumshot & Close up Edging & Wailing

Categories: amateur, close up, crossdressing, cumshot, dick, edging, facial, jerking, masturbation, sissy

xHamster

Daddy Fucks Tranny Boy

Categories: barebacking, boy, chubby, couple, crossdressing, daddies, dick, gay, hd, high heels

xHamster

Transerotica TS Chelsea Marie Fucks Arielle Aquinas in 3some

Categories: 3some, beauty, big tits, blowjob, crossdressing, cumshot, dick, hd, masturbation, mature

xHamster

Alison in black rubber in the house

Categories: big tits, black, british, crossdressing, cum, cumshot, dirty talk, fetish, hd, ladyboy

xHamster

hi, i'm marZ barZ & i'm a total Butt Slut!

Categories: amateur, american, anal, ass, beauty, blonde, crossdressing, cute, deep throat, feminization

ShemaleMovie

Horny Re:Zero cosplayer babe enjoys playing with a thrilling sex machine

Categories: amateur, anal, anal toying, babe, chinese, crossdressing, dildo, femboy, fingering, ladyboy

JizzBunker

Sissy slut rides in Chastity

Categories: amateur, anal, crossdressing, dildo, european, hardcore, hungarian, latex, lingerie, masturbation

XXXDan

Goth tranny Lilith Eclipse rides a huge black dildo and drips cum

Categories: amateur, anal, beauty, big ass, black, brunette, creampie, crossdressing, cum, cumshot

aShemaleTube

Latex trans domina licked and sucked by sub till cumshot

Categories: big ass, big tits, creampie, crossdressing, cumshot, domination, dominatrix, hd, latex, licking

KeekAss

insane pulverized in the backside by the machine clamp two

Categories: amateur, anal, anal toying, big ass, clamp, crossdressing, dildo, fucking machine, hd, homevideo

KeekAss

Mischievous she-male bum butt-plug face pound and ravage adorable college girl live at sexycamx

Categories: adorable, amateur, anal, blonde, blowjob, brunette, buttplug, college, crossdressing, hd

aShemaleTube

My Training Session

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

aShemaleTube

2016.01.02 part 2

Categories: amateur, anal, crossdressing, hd, interracial, kissing, lingerie, mature, stockings

aShemaleTube

A study in Satin

Categories: big tits, crossdressing, hd, homevideo, lingerie, mature, redhead, satin, sissy, stockings

xHamster

129 Reasons

Categories: american, blonde, crossdressing, fishnet, hd, mature, smoking

xHamster

Huge cock shemale prostate orgasm

Categories: amateur, anal, beauty, big ass, big cock, big tits, crossdressing, cum, dick, hd

aShemaleTube

feminization white boi

Categories: crossdressing, feminization, hd, homevideo, interracial, pantyhose, toys, white

aShemaleTube

I love playing with my tranny cock

Categories: amateur, boots, british, crossdressing, cum, cumshot, dick, hd, model, sissy

KeekAss

Mi donk se agita con el gran fuck stick

Categories: amateur, anal, ass, assfucking, big ass, crossdressing, cumshot, dildo, feet, fisting

KeekAss

Stellar High Stilettos Teenage Sissy Assistant

Categories: amateur, crossdressing, fetish, hd, homevideo, secretary, sissy, stockings, striptease, teen (18+)

KeekAss

Dominatrix Cy's Mansion of Whorrors: 50 Shades of Penetrated Up HARDCORE

Categories: 3some, amateur, bdsm, blowjob, crossdressing, dominatrix, goth, hardcore, hd, kinky

KeekAss

Boys taking Sissy Lora deep into the forest to drill her

Categories: amateur, anal, blowjob, boy, crossdressing, domination, forest, gay, mature, outdoor

aShemaleTube

Blonde in leopard print bodystocking

Categories: blonde, bodystocking, crossdressing, femboy, fetish, hd, ladyboy, lingerie, pantyhose, pov

xHamster

Job Interview

Categories: amateur, anal, big ass, blowjob, crossdressing, dildo, hd, interview, italian, lingerie

VideoSection

Asian ladyboy Taiwancdgirl enjoys shemale love in various positions

Categories: amateur, anal, asian, barebacking, beauty, creampie, crossdressing, dildo, femboy, high heels

xHamster

The Girl Is Ready When Her Daddy Comes

Categories: amateur, anal, asian, ass, beauty, big ass, crossdressing, cum, cute, daddies

aShemaleTube

crossdress VID_20240308_224618

Categories: amateur, asian, chinese, crossdressing, cumshot, fetish, hd, homevideo, lingerie, masturbation

aShemaleTube

Mistress Paula webcam

Categories: asian, big cock, chinese, crossdressing, domination, femboy, fetish, hd, ladyboy, latex

xHamster

Fucking machine session from this monday!

Categories: amateur, anal, anal toying, big black cock, crossdressing, cum, dildo, fucking machine, hardcore, hd

XXXDan

Slutty Halloween succubus sucks and fucks like a witch!

Categories: amateur, anal, arab, blowjob, bondage, brazilian, cosplay, crossdressing, cumshot, deep throat

aShemaleTube

Strapon fuck for lesbians crossdressers

Categories: crossdressing, dildo, hd, homevideo, latex, lesbian, mature, pegging, strap-on

KeekAss

Domina Cy's Building of Whorrors: 50 Shades of Boinked Up GONZO

Categories: 3some, amateur, anal, bdsm, big ass, blowjob, crossdressing, dominatrix, goth, hd

KeekAss

Roxina2008FetishBabeInPPants230108XXXL.WMV

Categories: amateur, big tits, blonde, brunette, crossdressing, dick, fetish, handjob, hd, homevideo

Pornstars: Rubberdoll

aShemaleTube

My little cumshots compilation

Categories: big cock, compilation, crossdressing, cumshot, hd, masturbation, pantyhose, pov, stockings

aShemaleTube

Xoangeldolll DildoRide Comp

Categories: anal, big ass, compilation, crossdressing, dildo, femboy, hd, masturbation, sissy, small cock

ShemaleMovie

Alternative fuck doll sodomizes herself roughly

Categories: amateur, anal, brutal, crossdressing, cum, doll, femboy, hardcore, jizz, ladyboy

KeekAss

Sissy femboy get feminized and revealed

Categories: amateur, anal, big ass, blonde, blowjob, crossdressing, cute, femboy, hd, high heels

aShemaleTube

Ezra_Kyle25 shows new pink thong in a sexy video

Categories: amateur, big ass, big cock, crossdressing, ebony, femboy, fetish, hd, homevideo, ladyboy

JizzBunker

Chubby CD cums in cute pink panties

Categories: amateur, chubby, cosplay, crossdressing, cum, cumshot, cute, handjob, lingerie, masturbation

KeekAss

Sissy Super-Bitch Compilation

Categories: amateur, ass, bitch, boy, compilation, crossdressing, cum, cumshot, femboy, handjob

aShemaleTube

pink haired tgirl gets machine fucking on webcam

Categories: amateur, big ass, cosplay, crossdressing, european, fucking machine, homevideo, masturbation, small tits, solo

TrannyOne

Cute Big Ass Heshe With Black Hair Doing A Solo

Categories: adorable, amateur, anus, ass, big ass, black, blowjob, booty, crossdressing, cute

aShemaleTube

Big Cock Crossdresser Wanking and Talking Dirty

Categories: amateur, big cock, big tits, crossdressing, dirty, domination, hd, homevideo, masturbation, mature

XXXDan

Juggsy X Cup Doll Collection 2

Categories: big ass, big tits, compilation, crossdressing, dildo, doll, european, fetish, latex, lingerie

KeekAss

Scarcely Raw and Horny: Poolside Taunt Finishing in a Warm Accomplish

Categories: big ass, big cock, crossdressing, cum, cumshot, handjob, hd, masturbation, pool, swimming

xHamster

Alison in the tight latex nuns uniform again

Categories: amateur, anal toying, big tits, british, crossdressing, fetish, hd, high heels, ladyboy, latex

KeekAss

Jason and the CD from the pub!

Categories: amateur, anal, big cock, blowjob, crossdressing, gay, hd, huge cock, kissing, muscled

aShemaleTube

games in the night passage

Categories: crossdressing, game, hd, lingerie, toys

xHamster

My legs are full of cum and I am trapped in a chastity cage with electricity

Categories: amateur, big cock, bukkake, cage, creampie, crossdressing, cum, electrified, feminization, fetish

JizzBunker

Transwoman gives a transvestite a blowjob in the kitchen, VR

Categories: 3d, amateur, beauty, big ass, big cock, blowjob, crossdressing, fetish, hardcore, kitchen

xHamster

Dominatrix Fucked Hot Crossdresser Doggystyle

Categories: amateur, american, anal, anal toying, ass, bdsm, big ass, crossdressing, doggystyle, domination

KeekAss

Neon Femboy Edges and Dual Ejaculations + Precum

Categories: amateur, big ass, big cock, club, crossdressing, cumshot, cute, edging, femboy, femdom

KeekAss

She-Male gets torn up by her neighbor in crimson underwear and high-heeled slippers

Categories: amateur, ass, asslick, beauty, big ass, blonde, brunette, crossdressing, cum, gorgeous

KeekAss

Darkhaired t-model is fond of knocking the dust off the man

Categories: big cock, blowjob, brunette, crossdressing, cum, dark hair, interracial, masturbation, model, small tits

ShemaleMovie

Sissy Cdmarly flaunts luxurious lingerie out in public

Categories: amateur, beauty, big cock, booty, crossdressing, femboy, lingerie, outdoor, public, sissy

xHamster

Crossdress Iskra and here panties

Categories: crossdressing, hd, high heels, lingerie, panties, pantyhose, pov, russian, sissy, stockings

ShemaleMovie

Ass to mouth domination in the great outdoors

Categories: ass, ass to mouth, bdsm, blowjob, crossdressing, cum, cum in mouth, domination, jizz, model

xHamster

Nyl Amazonium Lois and Martha & Hippolyta - Extended Extra Scenes Tiefling Behind the Bar

Categories: amateur, asian, bar, barebacking, bbw, behind the scenes, big ass, big cock, black, creampie

aShemaleTube

Crossdresser skirt bulge

Categories: crossdressing, hd, model, skirt, transsexual

aShemaleTube

Fun in truck

Categories: blonde, crossdressing, cumshot, funny, glasses, hd, lingerie, masturbation, mature, stockings

xHamster

Sissy Alexy rides big dildo.

Categories: amateur, anal, anal toying, crossdressing, dick, dildo, femboy, finnish, hd, huge cock

KeekAss

FemBoy BOYFRIEND and Futa GIRLFRIEND stroke each other, trans duo blows a load together

Categories: amateur, big cock, boyfriend, couple, crossdressing, cum, dick, femboy, fetish, futanari

aShemaleTube

Hypno tranny assfuck techno music rush

Categories: amateur, anal, assfucking, crossdressing, femboy, hd, homevideo, ladyboy, lingerie, music

KeekAss

Crossdresser with silicone boob curves and vaginal undies

Categories: amateur, big tits, brunette, crossdressing, fake tits, hd, lingerie, solo, striptease, underwear

xHamster

Shemale and Bbc Role play Dirty Talking Nasty

Categories: amateur, american, asian, barebacking, beauty, big black cock, big cock, creampie, crossdressing, cum

xHamster

Kellystar518 in BIKINI BOMBSHELL remixxx

Categories: american, anal, beauty, bikini, blonde, bombshell, crossdressing, cum, girlfriend, hd

xHamster

Sissy hides a big secret in her ass pussy under a tight dress in sexy stockings

Categories: amateur, anal, ass, big black cock, crossdressing, dildo, dress, hd, lingerie, masturbation

xHamster

platform thongs - showing feet

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

xHamster

Holly getting fucked by Lilli

Categories: anal, bbw, brazilian, couple, crossdressing, fetish, hd, latex, mature, sissy

aShemaleTube

Beauty Blonde Tgirl Jerking

Categories: amateur, beauty, blonde, bukkake, crossdressing, homevideo, jerking, masturbation, solo, teen (18+)

xHamster

Beauty Beyond Boundaries: Celebrating Diversity in Crossdressing!

Categories: amateur, american, beauty, big ass, big cock, big tits, celebrity, crossdressing, feminization, hd

JizzBunker

A short skirt and long legs with small tits and a bubble butt make Keira Verga one of the hottest trans girls ever.

Categories: amateur, ass, big cock, big tits, crossdressing, latina, legs, masturbation, mexican, skirt

KeekAss

Marina-Taunted and Smacked while being shackled to the ceiling by her Mrs Samantha

Categories: amateur, bdsm, beauty, blonde, blowjob, boots, crossdressing, dick, domination, high heels

TrannyOne

Sissy Humiliation with Thought Captions - College Boy has become Tranny Cocksucker Whore :'(

Categories: bimbo, blonde, boy, cage, college, crossdressing, dick, humiliation, sissy, slut

TrannyOne

Super Vintage movie with two transvestites 1977

Categories: amateur, anal, anus, ass, blowjob, classic, couple, crossdressing, cum, mature

aShemaleTube

Cum and pissing on my feet compilation

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

xHamster

Wedding night with tranny! Here the bride fucks the groom!

Categories: amateur, anal, asslick, blonde, blowjob, bride, crossdressing, cum, cum in mouth, doggystyle

ShemaleMovie

Ebony stud pounded by kinky tgirl for a sissy climax

Categories: amateur, anal, ass, babe, beauty, big ass, big cock, black, cage, crossdressing

KeekAss

Sissy Laci Plumbs Alien Spunk-pump for Feminization Instructing

Categories: alien, anal, ass, close up, crossdressing, dildo, femboy, feminization, gaping hole, hd

XXXDan

I almost got caught crossdressing

Categories: amateur, anal, big ass, caught, crossdressing, gaping hole, lingerie, masturbation, nude, pantyhose

aShemaleTube

Lostwind Comp3

Categories: anal, asian, chinese, compilation, crossdressing, cumshot, femboy, hd, masturbation, sissy

aShemaleTube

webcams crossdress SVID_20240314_005359_1

Categories: amateur, asian, big cock, chinese, crossdressing, fetish, hd, homevideo, lingerie, model

XXXDan

TS pornstar Marika Ferreira gets fucked in sexy lingerie and heels and gets cum in her ass

Categories: amateur, anal, ass, beauty, big ass, big cock, blonde, brazilian, crossdressing, cum

aShemaleTube

Anal pussy cleaner for CD

Categories: amateur, anal, asslick, cleaner, crossdressing, hd, homevideo, mature, pussy

aShemaleTube

Sissy Frida Loves To Take Raw Cock

Categories: amateur, blowjob, crossdressing, dick, pornstar, pov, sissy

Pornstars: Frida

TrannyOne

Sissy Public Masturbation on the Balcony CutePinkUnicor

Categories: balcony, crossdressing, hd, masturbation, public, sissy, transvestite

aShemaleTube

Hard fucking my ass

Categories: amateur, anal, ass, barebacking, crossdressing, domination, hardcore, mature, sissy

ShemaleMovie

Vanessa Bitchx in a sundress gets wild in her sexy nylons and sissy roleplay

Categories: amateur, babe, bdsm, beauty, bondage, crossdressing, cum, cumshot, european, french

xHamster

I fuck my girlfriend when he comes to the house for a favor

Categories: amateur, anal, colombian, crossdressing, femboy, girlfriend, hardcore, hd, homevideo, interracial

xHamster

Sissy Stacy Anal Fun with Huge Dildo at the Hotel

Categories: amateur, anal, ass, big ass, crossdressing, cute, dildo, funny, hd, high heels

XXXDan

My Chest Breaks Into Sweat, Attractive Shiny Beauty BBW

Categories: 3some, amateur, bbw, beauty, big cock, college, compilation, cosplay, crossdressing, first time

aShemaleTube

Tranny Holly wanking and cumming

Categories: crossdressing, cum, cumshot, hd, masturbation, mature, model, pantyhose, solo, stockings

aShemaleTube

CD TameraOnCamera Sucking a Dildo

Categories: amateur, blonde, corset, crossdressing, dildo, fetish, hd, high heels, lingerie, solo

aShemaleTube

Pink haired slut in white and purple dress

Categories: amateur, crossdressing, dress, masturbation, slut, solo, white

KeekAss

Gf Makes me Drink my Own Jizz - Female Dom Hand Job Jessica Bloom And Polieana

Categories: amateur, babe, big cock, blonde, blowjob, bondage, brunette, cei, crossdressing, cum

xHamster

Satin Floral Lingerie, Very Hard and Wet Sissy Clity

Categories: amateur, crossdressing, cute, hd, lingerie, masturbation, panties, satin, sissy, solo

KeekAss

sissy crossdresser converses to her staff

Categories: amateur, big tits, blonde, british, crossdressing, dirty talk, fetish, hd, high heels, homevideo

KeekAss

WTF!

Categories: amateur, bdsm, crossdressing, hd, homevideo, maid, stockings, wtf

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

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

ShemaleMovie

Curvy sissy Latina trans enjoys a massive toy in her backdoor

Categories: amateur, american, anal, anal toying, ass, bbw, big ass, crossdressing, curvy, dildo

aShemaleTube

Cute crossdresser shemale in public train station

Categories: booty, crossdressing, cute, dress, hd, high heels, lingerie, public, sissy, train

XXXDan

Sissy Lucy jerks my big cock in POV while wearing a tiny top and miniskirt

Categories: amateur, big cock, big tits, british, crossdressing, high heels, masturbation, mature, miniskirt, pov

KeekAss

Nubile Femboy sissy railing a fucktoy

Categories: amateur, anal, big ass, boy, brunette, crossdressing, dildo, femboy, femdom, gay

KeekAss

Morning time Having joy with a plaything in the backyard.

Categories: amateur, anal, asian, bbw, beauty, big black cock, big cock, black, crossdressing, funny

KeekAss

Hold On Im Cuming

Categories: amateur, blonde, crossdressing, cum, cumshot, handjob, hd, high heels, masturbation, mature

TrannyOne

Master uses Sissy Isabella for a kinky fucking

Categories: anal, anus, ass, crossdressing, extreme, fisting, hardcore, hd, kinky, maledom

ShemaleMovie

Mind-blowing foot worship with stunning ladyboy feet from Nickyjem and Dolly Rotten

Categories: babe, bdsm, beauty, crossdressing, doll, domination, european, feet, ladyboy, masturbation

xHamster

Huge mess with shaving foam and piss in nylon catsuit and high heels

Categories: catsuit, crossdressing, cum, cumshot, fetish, german, hd, high heels, ladyboy, messy

xHamster

Young Pai-chan Sneaked in an Abandoned Love Hotel

Categories: amateur, asian, crossdressing, dick, femboy, hd, high heels, hotel, japanese, masturbation

aShemaleTube

Bitch cums on roadside in corset. 7(07:55)

Categories: big ass, bitch, corset, crossdressing, cum, cumshot, hd, masturbation, outdoor, pantyhose

KeekAss

Den platinum-blonde she-creature Samantha kommer og viser hul med sine lækre fødder

Categories: amateur, anal, assfucking, big ass, big tits, blonde, crossdressing, cum, cumshot, face fucking

TrannyOne

Mistress Keope: Feminized - 4k

Categories: cfnm, crossdressing, femdom, hd, leather, mistress, slave

TrannyOne

The human centipede - pretty pervert!

Categories: anal, anus, ass, crossdressing, extreme, fisting, gay, hardcore, hd, kinky