Crossdressing Shemale Videos » 28

xHamster

Preparing For The Parking Lot-a special for bum and spanking lovers

Categories: amateur, crossdressing, german, hd, high heels, lingerie, masturbation, mature, nylon, outdoor

aShemaleTube

Thick ebony femboy

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VideoSection

Masturbation cum, trans cumming

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aShemaleTube

Geilesluderlea wichst wer möchte alles tief in ihre arschvotze rein spritzen

Categories: crossdressing, cum, fleshlight, german, hd, masturbation, small tits, solo, toys

xHamster

Anal Slut Squirts in Chastity with Fuck Machine

Categories: amateur, american, anal, big ass, crossdressing, cum, hd, ladyboy, latina, sissy

xHamster

Feminized Femboy Fucked by Dominatrix

Categories: amateur, american, anal, beauty, big ass, crossdressing, cum, domination, dominatrix, femboy

JizzBunker

Smoking in black lingerie

Categories: amateur, black, british, crossdressing, fetish, handjob, high heels, lingerie, masturbation, mature

KeekAss

Chinese Crossdresser Ayumi Hand Job Oral People Seeing 010

Categories: 3some, amateur, anal, assfucking, blowjob, brunette, chinese, crossdressing, gangbang, handjob

xHamster

Warm pee over my bikini. It is summer!

Categories: amateur, big cock, bikini, crossdressing, european, fetish, hd, homevideo, lingerie, pissing

xHamster

BBC Sissy Fucks a Pillow

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

xHamster

D3d Tokpok3d Intense Tavern Passion: Wild, Hard-hitting Anal Adventures with Sultry Vixens

Categories: amateur, anal, asian, barebacking, bbw, big ass, big cock, black, creampie, crossdressing

KeekAss

Cuddling in couch

Categories: amateur, anal, couch, crossdressing, cum, cumshot, hd, high heels, masturbation, orgasm

KeekAss

silly female bj'ed cab driver's yam-sized penis

Categories: big cock, blowjob, brunette, crossdressing, cumshot, cute, dick, femboy, fetish, hd

HDSex

Crossdresser SissyKanisa enjoys playing with inflatable anal toy and pink chastity cage

Categories: anal, anal toying, ass, beauty, cage, crossdressing, feet, femboy, ladyboy, lingerie

xHamster

I love my fucking Machine 175

Categories: amateur, anal, anal toying, big ass, crossdressing, dildo, femboy, fucking machine, german, hd

HClips

Best Adult Video Transvestite Vintage Amateur Great Unique

Categories: amateur, barebacking, blonde, crossdressing, gay, transvestite, vintage

KeekAss

Tugging my girlcock and frolicking with my butt vag in leather and high footwear

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aShemaleTube

Strapon for a pig

Categories: crossdressing, hd, leggings, mature, mistress, pegging, slave, strap-on

aShemaleTube

Working the Street

Categories: amateur, crossdressing, hd, outdoor, slut, street

aShemaleTube

greek crossdresser nektaria

Categories: amateur, blowjob, crossdressing, greek, homevideo, pov, redhead

KeekAss

Milking my jizz-shotgun with a transvestite

Categories: amateur, ass, beauty, crossdressing, fetish, fishnet, hd, homevideo, lingerie, milk

xHamster

Rescraft Hot Curvy Babe in Doggy Style Gets Wild at the Club - Creamy Finish Inside

Categories: amateur, asian, babe, barebacking, bbw, big ass, big cock, black, club, creampie

aShemaleTube

All of my prostate milking

Categories: chubby, crossdressing, cumshot, hd, homevideo, lingerie, masturbation, mature, milk, prostate

ShemaleMovie

Selena, a sexy trans woman, enjoys intense anal play with a fucking machine and moans loudly in pleasure (Part 4)

Categories: amateur, anal, anal toying, ass, beauty, big ass, crossdressing, dildo, femboy, fucking machine

aShemaleTube

cum in the library

Categories: amateur, crossdressing, cum, cumshot, hd, librarian, lingerie, masturbation, public, sissy

aShemaleTube

Crossdresser Zaya multiple cumshots

Categories: cage, crossdressing, cumshot, homevideo, lingerie, masturbation, sissy, stockings, toys

xHamster

Hand free cum from ass fucking

Categories: amateur, anal, assfucking, crossdressing, cum, cumshot, european, fucking machine, hd, lingerie

KeekAss

While the manager is away assistant entertains customers

Categories: amateur, boss, british, crossdressing, handjob, hd, homevideo, lingerie, masturbation, mature

aShemaleTube

Awesome Crossdresser Anal Drilled by a Fucking Machine Part 4 in a WebCam Show

Categories: anal, anal toying, crossdressing, drilling, fetish, fucking machine, hd, small cock, toys, tranny

KeekAss

Outdoor Rectal in my Summer Sundress; Public no Undies Finger Bang

Categories: amateur, ass, assfingering, crossdressing, fingering, handjob, hd, kinky, masturbation, nude

xHamster

Gelzy Hot Big-ass Babe Gets Intense Anal Pounding by Monster Cock - Cum-drenched Finale

Categories: amateur, anal, asian, babe, barebacking, bbw, big ass, big cock, black, creampie

xHamster

Rescraft Intense Hardcore Threesome: Big Booty Anal Craving & Dirty Pussy Pounding

Categories: 3some, amateur, anal, asian, barebacking, bbw, big ass, big cock, black, booty

xHamster

Satin Skirt and Tights

Categories: amateur, bbw, big tits, british, crossdressing, european, hd, high heels, mature, pantyhose

XXXDan

Collecting all my cum

Categories: amateur, anal, big cock, cosplay, crossdressing, dildo, lingerie, masturbation, own cum, small cock

aShemaleTube

Tranny smoking and showing her small cock

Categories: amateur, crossdressing, hd, mature, model, sissy, slut, small cock, smoking, solo

XXXDan

Crossdresser slut in white lingerie and high heels

Categories: amateur, big ass, big cock, brazilian, crossdressing, cute, european, feet, fetish, gay

KeekAss

Oh yeah! Pummel me my dominatrix! I am your cockslut sissy TRANSSEXUAL

Categories: amateur, anal, assfucking, babe, big cock, crossdressing, cum, cumshot, dick, dominatrix

KeekAss

Super-Steamy urinate over my swimsuit. It is summer!

Categories: amateur, big cock, bikini, blonde, crossdressing, fetish, hd, homevideo, lingerie, shower

TrannyOne

Asian trap cumshot compilation

Categories: amateur, asian, compilation, crossdressing, cumshot, dress, homevideo, masturbation, solo, stockings

xHamster

Foot Fetish of My Feet

Categories: amateur, crossdressing, domination, european, feet, femboy, fetish, hd, ladyboy, legs

xHamster

Sissy rides dildo on the wall and cums

Categories: amateur, american, anal, anal toying, crossdressing, cum, dildo, hd, high heels, masturbation

xHamster

stroke and anal pleasure for orgasm

Categories: amateur, anal, anal toying, beauty, big cock, big tits, canadian, crossdressing, cum, dress

xHamster

Slutty blonde shows off her ass on cam

Categories: amateur, ass, big cock, blonde, crossdressing, dick, hd, latina, masturbation, mexican

aShemaleTube

Bed plop

Categories: bed sex, crossdressing, fishnet, hd, high heels, panties, sissy, skirt, thong, upskirt

xHamster

Crossdresser hardcore spank

Categories: amateur, bdsm, bondage, crossdressing, domination, hardcore, hd, ladyboy, sissy, spanish

xHamster

Nylon fuck whore pantyhose loving sissy cum drinking spunk slut

Categories: amateur, beauty, big cock, big tits, crossdressing, cum, feminization, fetish, hd, ladyboy

JizzBunker

Live Broadcast September 1, 2022. Kimberly Polizzi Chaturbate

Categories: amateur, asian, beauty, big cock, couple, crossdressing, handjob, hardcore, latina, masturbation

KeekAss

Sasha gaucha faux-cock & caboose ass-plug assfuck taunt

Categories: amateur, anal, ass, assfucking, babe, big ass, bitch, brunette, buttplug, crossdressing

xHamster

Romantic and slutty... I learn to play the clitoris under a tree

Categories: amateur, blonde, clit, crossdressing, european, exhibitionist, hd, lingerie, mature, milf

KeekAss

nylondelux in ellen amber tights

Categories: amateur, anal, ass, crossdressing, cum, dress, feet, fetish, hd, high heels

TrannyOne

Boyfriend to a drag queen

Categories: 3some, amateur, boyfriend, crossdressing, fetish, queen, sissy, softcore, transvestite

aShemaleTube

Early 90s Classic. Hot CD gets fucked!

Categories: amateur, anal, barebacking, big cock, classic, crossdressing, doggystyle, femboy, lingerie, white

JizzBunker

Sissy sucks cock and gets fucked anal oral, crossdresser

Categories: anal, big cock, blowjob, british, crossdressing, dick, facial, hardcore, oral, sissy

xHamster

Covog can't get enough of fucking..

Categories: amateur, anal, anal toying, crossdressing, dildo, femboy, greek, hd, lingerie, riding

aShemaleTube

Huge anal gape of dirty whore Bunnie Bellatrix

Categories: amateur, anal, ass, blonde, cage, crossdressing, dirty, gaping hole, hd, homevideo

JizzBunker

Transvestite crossdresser transsexual shemale tranny 62a

Categories: amateur, anal, crossdressing, dildo, fisting, gay, handjob, hardcore, masturbation, outdoor

XXXDan

Domina puts a corset on a sissy maid and fucks her

Categories: amateur, bdsm, beauty, big cock, bondage, corset, crossdressing, dominatrix, fetish, hardcore

KeekAss

Trashy gay three - pumping bum

Categories: amateur, anal toying, ass, brunette, crossdressing, cum, doll, fetish, gay, high heels

KeekAss

She-Male in vinyl Milking in the Town

Categories: amateur, blonde, crossdressing, cum, fetish, hd, lingerie, masturbation, mature, milk

KeekAss

AB040 Hotty sissy nose hook public remote manage

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xHamster

SUV Crossdressing Black&White

Categories: amateur, anal, beauty, black, crossdressing, femboy, feminization, german, hd, masturbation

aShemaleTube

Cumshot, big cock, redhead, long nails, pink outfit

Categories: amateur, big cock, crossdressing, cumshot, hd, homevideo, long nails, masturbation, redhead, stockings

xHamster

Masturbating After Work

Categories: asian, bbw, big ass, big tits, black, crossdressing, cum in mouth, handjob, hd, japanese

KeekAss

Glamor Stimulation Ragdoll - Miss Eva Mae - Chick Masker & Living Girl

Categories: amateur, bimbo, crossdressing, doll, fake tits, fetish, gloves, hd, mask, rubber

ShemaleMovie

Maid seduces housewife and cleans her pussy thoroughly

Categories: ass, bisexual, cosplay, crossdressing, french, housewife, maid, oral, orgasm, pussy

xHamster

Sexy Model Alert: Embracing Confidence and Beauty

Categories: 3some, amateur, american, asian, beauty, big ass, big cock, big tits, crossdressing, cum

HotMovs

Best Porn Scene Transvestite Slave New , Watch It

Categories: barebacking, crossdressing, fetish, gay, slave, transvestite

xHamster

A walk to the mall

Categories: amateur, big cock, blowjob, couple, crossdressing, hd, high heels, italian, lingerie, mature

KeekAss

Public faggot crossdresser in sizzling trousers

Categories: ass, big ass, big cock, caught, crossdressing, flashing, hd, huge cock, masturbation, nude

KeekAss

Fucky-fucky WOrk in Progress, booty banged in ejaculation

Categories: amateur, anal, big ass, big tits, booty, crossdressing, doll, fake tits, femboy, fetish

xHamster

Take a trip on a waving flapping coming dildo riding compilation

Categories: amateur, australian, big cock, compilation, crossdressing, cum, cumshot, dick, dildo, hd

xHamster

Her Cock and Big Ass is poking out the bottom of Her Mini Dress

Categories: amateur, american, beauty, big ass, big cock, booty, crossdressing, dick, dress, fetish

xHamster

A new task in men's pantyhose cumming, tying balls and pissing

Categories: amateur, balls, big cock, crossdressing, cum, cumshot, dick, handjob, hd, humiliation

aShemaleTube

Outdoor footworship for crossdresser mistress

Categories: crossdressing, feet, fetish, hd, licking, mature, mistress, outdoor, public, worship

KeekAss

Good-Sized pink cigar superior TGirl Lucy ruins and abases her sub men butt and jaws

Categories: abuse, amateur, anal, ass, barebacking, big cock, big tits, blowjob, cigarette, crossdressing

KeekAss

Giant beef whistle violates my bootie

Categories: amateur, anal, ass, big cock, blonde, blowjob, boy, crossdressing, fat, hd

KeekAss

MarcelinaTV 3

Categories: amateur, brunette, crossdressing, leather, outdoor, public, striptease

XXXDan

Sex Show Gigi and Dave, Webcam POV, Shemale and Man 2025-04-27 P1

Categories: anal, big ass, british, couple, crossdressing, gay, handjob, hardcore, lingerie, mature

xHamster

Futuretist Lewdsio Intense Passion: Sultry Vixen Devours Massive Cock in Tight, Hot Ass - Sweet Pleasure & Gaping Bliss

Categories: amateur, asian, ass, barebacking, bbw, big ass, big cock, black, creampie, crossdressing

xHamster

Sofie, toy, GOOD MORNING HO!

Categories: amateur, anal, anal toying, ass, crossdressing, cum, domination, femboy, fishnet, hd

HDSex

Moroccan, hd videos, well-lubed

Categories: anal, arab, crossdressing, fisting, gay, hd, lingerie, oiled, transsexual

xHamster

BBW Bubble Butt Trans Creampie Anal

Categories: anal, anal toying, ass, bbw, big ass, big cock, creampie, crossdressing, cum, cumshot

aShemaleTube

Solo Blonde Ts Masturbating

Categories: amateur, blonde, crossdressing, homevideo, joi, masturbation, solo, teen (18+), transsexual, wanking

xHamster

Blonde Bombshell Chronicles: Unveiling the Mesmerizing Power and Magnetic Charisma of the Iconic Blonde Look

Categories: amateur, american, beauty, big cock, big tits, blonde, bombshell, crossdressing, femdom, feminization

XXXDan

I get fucked hard with my balls attached to the fucking machine, until I cum

Categories: amateur, anal, balls, bdsm, big cock, bondage, creampie, crossdressing, cum, cumshot

aShemaleTube

sissy in a window

Categories: crossdressing, exhibitionist, hd, lingerie, sissy, window

KeekAss

Red-Hot morning for you in outdoor jungle woods.

Categories: amateur, anal, asian, bbw, beauty, big black cock, big cock, crossdressing, cum, cum in mouth

XXXDan

Be My Cocksucker Please xxxx

Categories: amateur, asian, beauty, big ass, big cock, british, crossdressing, cumshot, dick, masturbation

xHamster

Marzia Enjoies Herself

Categories: amateur, anal, anal toying, big ass, big cock, crossdressing, cum, dildo, hd, high heels

xHamster

THE CUTEST COCK. Pre-Cumming Masturbation Pretty Ladyboy Shemale Model Crossdresser Cosplayer

Categories: big tits, compilation, crossdressing, cum, cumshot, cute, dancing, dick, first time, hd

xHamster

Tiny cock crossdressser

Categories: amateur, asian, black, crossdressing, cum, femboy, hd, homevideo, indian, jerking

XXXDan

Sissy with collar takes two cocks with deep throat

Categories: amateur, anal, big ass, big cock, blowjob, collar, crossdressing, deep throat, dick, dildo

KeekAss

4k: Erected Valkyria Dominatrix capitulate her booty to Katie Fox

Categories: beauty, big cock, big tits, booty, crossdressing, cum, cumshot, dominatrix, high heels, huge cock

KeekAss

Bambi Christa Experiments with a Gag, Crop and Blow

Categories: amateur, bdsm, blonde, blowjob, crop whip, crossdressing, deep throat, dildo, gagging, hd

Pornstars: Anita Blue

aShemaleTube

ray ayanashi japanese crossdresser qipao bdsm 2

Categories: asian, bdsm, bondage, crossdressing, hd, japanese, transsexual

xHamster

I love my vibrator in my panties

Categories: amateur, american, crossdressing, exhibitionist, fetish, hd, homevideo, panties, small cock, solo

xHamster

Exhibit Your Bitch on the Balcony 19mar24 Vbx Pctrvprod91

Categories: amateur, balcony, beauty, bitch, crossdressing, exhibitionist, french, hd, high heels, lingerie

ShemaleMovie

German, shemale bodystocking

Categories: amateur, anal, anal toying, balls, big cock, bodystocking, crossdressing, edging, european, feet

JizzBunker

Mirjam and Mrs Samantha on the Fuck-chair, Doggy-Fucking, Rimming and cuddling

Categories: amateur, anal, asslick, beauty, big ass, blonde, couple, crossdressing, doggystyle, dutch

xHamster

Rigid3d Rough Sex Tasty Hot Big Ass Tasty Rough Sex Sweet Pleasure Sweet Ass Hot Thirsty Buttocks Rough Sex

Categories: amateur, american, asian, ass, beauty, big ass, big cock, black, compilation, crossdressing

TrannyOne

Sexy Succubus cosplayer Suck my dick, POV Cowgirl, My Dress-Up Darling Rizu-kyun blowjob part.9

Categories: amateur, anal, asian, beauty, blowjob, chinese, cosplay, cowgirl, creampie, crossdressing

xHamster

Sissy Nami latex anal slave

Categories: amateur, anal, asian, bondage, cosplay, crossdressing, dildo, femboy, fetish, hardcore

xHamster

sexy platform sandals

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

KeekAss

Rebecca luvs nothing more than a meaty fuck stick up her taut transgirl arse

Categories: amateur, anal, ass, big ass, big cock, crossdressing, dick, dildo, hd, huge cock

xHamster

Fucking the floor while playing games while he control my LUSH

Categories: amateur, big ass, big cock, big tits, blonde, boots, crossdressing, danish, domination, fetish

xHamster

Secretdreamsfuta Intense Ride: Curvy Beauty Takes on Massive Challenge with Passion

Categories: amateur, asian, barebacking, bbw, beauty, big ass, big cock, black, cartoon, creampie

xHamster

Radroachhd Mei at the Gym Destroying a Tasty Slut Addicted to Huge Monster Cocks Huge Hot Ass Dripping Cum

Categories: amateur, asian, ass, barebacking, bbw, big ass, big cock, black, creampie, crossdressing

KeekAss

flawless transgender princess with a huge beef whistle jizm everywhere in a spicy motel

Categories: amateur, beauty, big ass, big cock, big tits, blonde, crossdressing, cum, cumshot, dick

xHamster

Trans Lesbian Foot Worship - Licking Cake of Jessica Bloom's Feet

Categories: amateur, beauty, blonde, british, couple, crossdressing, domination, feet, fetish, hd

KeekAss

Busty Shemale Jerks Off Her Schlong Close To Her Webcam

Categories: amateur, beauty, big cock, big tits, crossdressing, cumshot, hd, homevideo, jerking, kitchen

xHamster

millies satin panty try on

Categories: american, crossdressing, fetish, hd, lingerie, satin, sissy, skinny, solo

KeekAss

CrossDresser Jerking Off At Home

Categories: amateur, beauty, brunette, crossdressing, femboy, handjob, homevideo, jerking, latex, masturbation

aShemaleTube

Could you examine me doctor, my legs are wet?

Categories: amateur, big cock, big tits, blonde, crossdressing, cum in mouth, cumshot, doctor, fetish, hd

KeekAss

Roxina2008FetishBabeInOrgasm151108XXXL

Categories: amateur, big tits, crossdressing, fetish, handjob, homevideo, ladyboy, latex, masturbation, pornstar

Pornstars: Rubberdoll

KeekAss

Marina Rosa Vídeo (2)

Categories: crossdressing, feminization, lingerie

xHamster

Milkshake

Categories: american, crossdressing, dildo, fetish, masturbation, mature, solo

xHamster

The Slutty Sex Machine

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

xHamster

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 20

Categories: amateur, american, anal, bdsm, beauty, big ass, compilation, crossdressing, domination, femboy

XXXDan

Extreme Cumshots from a beautiful tgirl!

Categories: amateur, anal, bdsm, beauty, big cock, compilation, cosplay, crossdressing, cumshot, extreme

aShemaleTube

Hounds tooth dress

Categories: crossdressing, dress, hd