Crossdressing Shemale Videos » 46

VideoSection

Young sissy, amateur crossdresser

Categories: amateur, american, anal, anal toying, ass, babe, bdsm, beauty, big ass, crossdressing

aShemaleTube

Crossdresser Holly with a skirt bulge

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

KeekAss

Sissy in micro bathing suit gulping 1l of beer throughout buttfuck and then shoving it out

Categories: amateur, anal, assfucking, bathroom, bikini, blonde, crossdressing, enema, extreme, femboy

KeekAss

Wild Brunette Shemales

Categories: amateur, ass, beauty, blowjob, brunette, crossdressing, dick, femboy, hd, high heels

KeekAss

Mi donk se agita con el gran fuck stick

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

aShemaleTube

Toy Play From the Bedroom to the Suds and Wet in The TUB (Christmas Special) 2 Videos to 1

Categories: amateur, bathroom, bedroom, big cock, blowjob, crossdressing, cum in mouth, cumshot, fetish, hd

TrannyOne

CFNM latex domina in latex and pantyhose jerks crossdresser

Categories: amateur, cfnm, crossdressing, dominatrix, latex, milf, pantyhose

HClips

Rapper Fucking Sexy Sissy - Compilation 1

Categories: amateur, american, anal, assfucking, big ass, booty, booty shake, compilation, crossdressing, domination

XXXDan

Elegantly Edgy: Mixing Sexy and Cute in Crossdressing Fashion!

Categories: beauty, big cock, big tits, caught, college, compilation, cosplay, crossdressing, cute, masturbation

aShemaleTube

Alejandra tv colombian toying

Categories: amateur, colombian, crossdressing, toys

aShemaleTube

Bondage for the sissy maid in pink

Categories: bondage, crossdressing, dress, hd, maid, sissy, uniform

KeekAss

Adorable sissy super-bitch breezy Lilien seducing and taunting her parent on LiveCam

Categories: adorable, amateur, beauty, bitch, crossdressing, cum, femboy, fetish, hd, homevideo

aShemaleTube

Sexy Goth Smoking in Boots

Categories: amateur, boots, crossdressing, fetish, goth, latex, mature, smoking

aShemaleTube

Guy and tranny fuck a slave

Categories: amateur, anal, crossdressing, fetish, hd, homevideo, mature, slave, tranny

aShemaleTube

Another nice wank

Categories: amateur, crossdressing, cumshot, hd, homevideo, masturbation, mature, solo, stockings, wanking

XXXDan

Sissy Hope, the little naughty slut snapchat humiliation sex chat compilation

Categories: amateur, anal, beauty, big ass, compilation, cosplay, crossdressing, hardcore, humiliation, latina

KeekAss

Ash-blonde Dickgirl Standing Tear up A Sissy Femboy

Categories: anal, assfucking, big ass, big tits, blonde, crossdressing, cute, dick, femboy, hd

KeekAss

Mature Gimp Facefucked and Butt-Banged by Young Spandex CD

Categories: amateur, anal, asian, ass, barebacking, bdsm, big cock, blowjob, creampie, crossdressing

KeekAss

My soles, my gams

Categories: amateur, ass, beauty, big cock, crossdressing, dick, feet, fetish, handjob, ladyboy

aShemaleTube

A Nice Big Breakfast

Categories: amateur, anal, beauty, blowjob, couple, crossdressing, dildo, fishnet, hd, high heels

ShemaleMovie

Crossdresser sissy maid endures strict restroom bondage predicament

Categories: amateur, anal, babe, bdsm, beauty, bondage, cage, crossdressing, dildo, gagging

aShemaleTube

Jerking Off By the Pool

Categories: amateur, crossdressing, cumshot, femboy, hd, jerking, masturbation, pool, sissy, small tits

KeekAss

Wonderful Crossdresser High High-Heeled Slippers Tights Miniskirt Lovely Gams

Categories: amateur, blonde, crossdressing, hd, high heels, lingerie, miniskirt, stockings

TrannyOne

Huge 120 diameter black rubber inflatable anal plug

Categories: amateur, anal, anus, ass, black, crossdressing, ebony, european, extreme, first time

VideoSection

Kiraszasissy's anal invasion training with dildo and captions

Categories: amateur, anal, ass, big ass, cage, crossdressing, dildo, riding, sissy, slave

aShemaleTube

Submissive Sissy crossdresser fucked by BBC - she is a bitch4

Categories: amateur, beauty, big black cock, bitch, blowjob, compilation, crossdressing, desi, european, femboy

VideoSection

Mature dominatrix takes charge in anal play with shemale fucking a female

Categories: anal, bdsm, big cock, blowjob, crossdressing, domination, dominatrix, mature, model

JizzBunker

Sissy with big pair of tits and big plastic pussy gets original anal hole fucked

Categories: amateur, anal, big clit, big tits, blowjob, crossdressing, hardcore, lingerie, pussy, sissy

XXXDan

Sexy boy with transparent lingerie skirt and long hair gets fucked in face to face position

Categories: amateur, anal, bdsm, beauty, boy, crossdressing, hardcore, lingerie, long hair, panties

aShemaleTube

Fucking a guy in the kitchen

Categories: clothed sex, crossdressing, kitchen, leggings, mature

KeekAss

Style Showcase With Jizz Shot

Categories: amateur, bdsm, crossdressing, cum, cumshot, hd, high heels, jizz, leather, lingerie

aShemaleTube

Tranny takes a walk in the forest and films herself

Categories: amateur, crossdressing, european, forest, german, hd, homevideo, lingerie, mature, milf

aShemaleTube

ola gia sena 20240325_083836

Categories: amateur, big ass, crossdressing, fetish, hd, lingerie, mature, pantyhose, sissy, solo

ShemaleMovie

Prostate massage up close in sexy high heels

Categories: anal, beauty, close up, crossdressing, femboy, high heels, massage, office, prostate

KeekAss

X Bowl Doll Mask Sissy Strippers #3

Categories: amateur, big ass, big tits, bikini, blonde, compilation, crossdressing, dildo, doll, feminization

aShemaleTube

Faggot drink mistress piss and suck

Categories: crossdressing, domination, fetish, mature, mistress, piss drinking, pissing, sucking

TrannyOne

Greek crossdresser Anna walk in public

Categories: crossdressing, greek, public, queen, sissy

aShemaleTube

kasli-pasif turkish muscle pasif gay 4

Categories: amateur, crossdressing, cumshot, fetish, gay, hd, ladyboy, lingerie, masturbation, muscled

aShemaleTube

video # 3

Categories: amateur, crossdressing, hd, small tits, solo

aShemaleTube

Dildo deepthroat traning

Categories: amateur, blowjob, crossdressing, deep throat, dildo, homevideo, hungarian, lingerie, sissy, small tits

aShemaleTube

Midari Ikishima (Kakegurui) Gets Her Dick Cummed On

Categories: asian, cosplay, crossdressing, cum, cumshot, dick, domination, hd, japanese, ladyboy

KeekAss

FREE-FOR-ALL! Urethral Foray, Dual Anal invasion, Suck and More!

Categories: amateur, anal, ass, bdsm, big ass, booty, brunette, buttplug, crossdressing, deep throat

aShemaleTube

webcams crossdress SVID_20240215_230558_1

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

KeekAss

I wreck the backside of this cool transgirl in shoes

Categories: amateur, ass, beauty, big ass, big cock, blonde, blowjob, boots, brazilian, crossdressing

KeekAss

Crossdresser Sissy corded and ball-gagged2

Categories: amateur, bdsm, blonde, bondage, bound, crossdressing, domination, feminization, fetish, gagging

TrannyOne

Cigarette Smoking Sissy Crossdresser Messy Self-Facial

Categories: amateur, american, big cock, blowjob, bukkake, cigarette, crossdressing, cum, cumshot, dick

aShemaleTube

Super Hot CD Fucked By Her Lover

Categories: amateur, ass to mouth, big ass, blowjob, creampie, crossdressing, cumshot, fetish, hd, homevideo

aShemaleTube

TRANS GIRL. MARIKITA

Categories: american, anal, barebacking, beauty, big ass, big clit, big cock, crossdressing, femboy, feminization

HDSex

Begin your day with a fantastic wank

Categories: crossdressing, cumshot, fantasy, femboy, masturbation, model, skirt, stockings, teen (18+), wanking

aShemaleTube

my very first BWC

Categories: amateur, anal, balls, barebacking, big cock, crossdressing, doggystyle, hd, rough, screaming

aShemaleTube

chubby cd eat own cum

Categories: amateur, blowjob, chubby, crossdressing, cum in mouth, hd, homevideo, masturbation, own cum, solo

KeekAss

Biking Delight - public posed and smacked

Categories: amateur, crossdressing, hd, high heels, lingerie, mature, milf, nylon, outdoor, public

aShemaleTube

transsexual bang a chubby anus guy

Categories: amateur, anus, big cock, chubby, crossdressing, group sex, hd, mature, stockings, transsexual

TrannyOne

Wanking in panties and suspenders out in the woods

Categories: amateur, crossdressing, cum, cumshot, forest, gay, hd, jerking, masturbation, nature

TrannyOne

Michele Requires You In The Bedroom

Categories: amateur, bbw, bedroom, big tits, crossdressing, fat, fetish, hardcore, homevideo, lingerie

aShemaleTube

Asian Sissygasm While Fucked

Categories: amateur, asian, creampie, crossdressing, cumshot, hd, homevideo, lingerie, sissy, stockings

aShemaleTube

Sexy black latex boots and fishnets compilation

Categories: black, blonde, boots, compilation, crossdressing, femboy, fetish, fishnet, hd, ladyboy

aShemaleTube

Bad gurl, smoke and spit

Categories: crossdressing, fetish, hd, mature, smoking, spit

aShemaleTube

using a vibrator on my clit cage and butt plug and flogging myself

Categories: amateur, anal, big tits, buttplug, cage, clit, crossdressing, hd, homevideo, lingerie

aShemaleTube

I ejaculated in my favorite pink panties

Categories: chubby, crossdressing, cumshot, gay, hd, homevideo, lingerie, masturbation, panties

aShemaleTube

Sexy Blue Eyes Sheboy in Black Lingerie in a Live Cam Show Part 5

Categories: big cock, black, blue eyed, crossdressing, fetish, hd, lingerie, masturbation, sissy, webcam

KeekAss

Come and gobble my soles, toes and guzzle my volcano of jizz!

Categories: amateur, big cock, crossdressing, cum, cumshot, feet, fishnet, handjob, hd, high heels

aShemaleTube

smoking shemales2

Categories: amateur, crossdressing, fetish, hd, lingerie, mature, smoking, stockings, ugly

TrannyOne

My Cumming Compilation

Categories: amateur, compilation, crossdressing, cum, cumshot, hd, lingerie, masturbation, orgasm, own cum

aShemaleTube

69 With sexy Mature CD

Categories: 69, amateur, ass to mouth, barebacking, blowjob, crossdressing, cumshot, hd, homevideo, lingerie

aShemaleTube

Foot Fetish & Sissy Femboy Dildo Play

Categories: asian, big cock, crossdressing, dildo, feet, femboy, fetish, hd, ladyboy, lingerie

Pornstars: Viper

KeekAss

Domina of Darkness - 23 is the Number of the Flame

Categories: amateur, big tits, blonde, compilation, crossdressing, dominatrix, goth, hd, lesbian, lingerie

JizzBunker

Femboy Liza stretches her ass in Doggy pose

Categories: amateur, anal, ass, big ass, british, crossdressing, dildo, doggystyle, european, femboy

KeekAss

A slow on off brink fem dude crossdresser masturbate ejaculation denial

Categories: amateur, beauty, big cock, boy, crossdressing, cute, denial, femboy, handjob, hd

TrannyOne

Asian CD Outdoor JO

Categories: amateur, asian, crossdressing, gay, hd, masturbation, oriental, outdoor, public, transvestite

aShemaleTube

Matures whores and a chubby guy

Categories: 3some, amateur, chubby, crossdressing, gay, group sex, hd, mature, obese, slut

aShemaleTube

crossdress VID_20241009_000956

Categories: amateur, asian, big ass, chinese, crossdressing, cumshot, fetish, hd, homevideo, interracial

KeekAss

Mom Domina Wakes Her Sissy Step-Son-in-law (Preview)

Categories: amateur, boy, crossdressing, dominatrix, feminization, fetish, hd, humiliation, milf, mom

JizzBunker

Crossdresser anal play with fucking machine

Categories: amateur, anal, crossdressing, cumshot, dildo, fucking machine, german, hardcore, lingerie, masturbation

KeekAss

Collared Marionette teaches her bum with nut & a monstrous black faux-cock

Categories: amateur, anal, ass, balls, black, crossdressing, dick, dildo, fetish, german

aShemaleTube

Fucking a crossdresser in boots and suck her

Categories: assfucking, boots, crossdressing, mature, standing, sucking

TrannyOne

Gorgeous Drag Queen Blowing Thick Cock

Categories: amateur, big cock, blonde, blowjob, crossdressing, dick, fat, fetish, gorgeous, pov

aShemaleTube

Fishnet and Red Stockings

Categories: amateur, blonde, crossdressing, doll, fishnet, hd, latina, lingerie, sissy, stockings

aShemaleTube

3 guys fuck me one by one

Categories: anal, asian, chinese, crossdressing, femboy, group sex, hd, ladyboy, lingerie, model

aShemaleTube

TGirl Police Officer Lucy Essex Laying down the Big Cock Law

Categories: amateur, big cock, big tits, blowjob, cop, crossdressing, domination, homevideo, mature, model

aShemaleTube

Masked crossdresser in slutty outfit masturbates, fucks a dildo and cums

Categories: anal, big cock, catsuit, crossdressing, cum, cumshot, dildo, fishnet, hd, high heels

KeekAss

Sissy Oksana 2021 rails a monstrous fake penis and gets sissygasm in chastity_ 230518 _cam.two

Categories: amateur, anal, ass, cage, crossdressing, dick, dildo, homevideo, lingerie, masturbation

TrannyOne

Fucking my creamy ass with a cucumber.

Categories: amateur, anal, anus, arab, asian, ass, booty, creampie, crossdressing, cucumber

aShemaleTube

My Second Video 2020

Categories: anal, anal toying, beauty, colombian, crossdressing, cumshot, homevideo, ladyboy, lingerie, masturbation

aShemaleTube

LR Anal 4 - G038.1

Categories: anal, asian, crossdressing, femboy, hd, interracial, ladyboy, model, sissy, transsexual

ShemaleMovie

Horny shemale Linda Gumlin satisfies her kinky desires by riding a dildo and taking a massive anal dildo

Categories: anal, anal toying, ass, big ass, crossdressing, dildo, german, huge dildo, kinky, latex

JizzBunker

Expanding my asshole with anal expander

Categories: amateur, anal, ass, beauty, big ass, big cock, crossdressing, double penetration, feet, gaping hole

XXXDan

Sissy Kuroko anal in fishnets with a huge dildo

Categories: anal, crossdressing, dildo, fishnet, hardcore, huge dildo, japanese, masturbation, sissy, solo

KeekAss

Waiting for You to Come and Frolicking with Myself

Categories: amateur, ass, crossdressing, cum, dick, dirty, dress, high heels, homevideo, latina

TrannyOne

my favorite trany

Categories: amateur, anal, ass, ass to mouth, blonde, blowjob, creampie, crossdressing, cum, cum in mouth

ShemaleMovie

Milf Daniellephcz enjoys a climax in black stockings

Categories: black, crossdressing, milf, orgasm, pantyhose, stockings

aShemaleTube

Fucking Trans Kelsey Masters Raw and Masturbating - Compilation 1

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

aShemaleTube

Xoangeldolll Blowjob Comp

Categories: anal, blowjob, compilation, crossdressing, femboy, hd, masturbation, sissy, small cock, small tits

XXXDan

Big cock transexual public cock flash

Categories: amateur, anal, beauty, big ass, big cock, big tits, blonde, compilation, crossdressing, cumshot

aShemaleTube

Brunette 'n Horny

Categories: brunette, crossdressing, dress, hd, high heels, pantyhose, solo, sucking, toys

KeekAss

Red-Hot White Ginger-Haired Transgender Princess wanking

Categories: amateur, crossdressing, fingering, hd, homevideo, ladyboy, licking, masturbation, pov, redhead

KeekAss

Love myself...

Categories: amateur, ass, crossdressing, dress, funny, high heels, homevideo, latex, latina, legs

TrannyOne

Bondage crossdresser assfucked after toyed with fuck machine

Categories: amateur, assfucking, beauty, bondage, crossdressing, doctor, domination, gay, hunk, lingerie

aShemaleTube

Sucking Like A Good Gurl

Categories: big ass, big cock, blonde, blowjob, crossdressing, double penetration, hd, homevideo, lingerie, solo

aShemaleTube

Asian sissy cum a lot after daddy masturbating her girl cock

Categories: amateur, asian, crossdressing, cum, cumshot, daddies, dick, femboy, futanari, hd

ShemaleMovie

Ass to mouth domination in the great outdoors

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

KeekAss

The tormentor's painful and raunchy discipline is not forgiven even if you sob and pray for it

Categories: amateur, anal, asian, crossdressing, cumshot, dildo, femboy, hd, ladyboy, masturbation

aShemaleTube

Goth Princess Whore Tiffany Minx - Latex Maid Begs to be Exposed

Categories: crossdressing, femboy, goth, hd, latex, maid, pornstar, sissy, slut

Pornstars: Tiffany Mynx

KeekAss

Nice trans chick ejaculates rock hard into fleshlight

Categories: amateur, crossdressing, fleshlight, handjob, hd, masturbation, solo, stockings, toys, transsexual

aShemaleTube

in kitchen

Categories: crossdressing, kitchen, solo

KeekAss

Hottest She-Male money-shot Compilation

Categories: amateur, anal, anal toying, ass, assfucking, big cock, big tits, brunette, compilation, crossdressing

TrannyOne

Huge tits tranny anal fucks bartender

Categories: anal, anus, ass, assfucking, bdsm, big tits, blowjob, crossdressing, domination, fetish

KeekAss

Immense Trunk T-model Light-haired Nails Sissy Crossdresser

Categories: blowjob, brunette, crossdressing, lingerie, model, sissy

aShemaleTube

Trixy Used in a Cage at a Dungeon....

Categories: amateur, bdsm, beauty, big cock, bondage, cage, crossdressing, domination, dungeon, femboy

KeekAss

Big Manmeat Plumbs Me Condom-free And Shoots a load On Me

Categories: anal, big ass, big cock, boy, condom, crossdressing, cunt, cute, femboy, gay

KeekAss

Femboy toying tf2 part two gets boned while getting spawn camped

Categories: amateur, anal, big ass, brazilian, crossdressing, cute, doggystyle, femboy, game, hd

aShemaleTube

not fart banging a silly wig crossdressing nikkiladyboy

Categories: banging, crossdressing, farting

aShemaleTube

Beautiful Bimbo Sissy Slut Dirty Talking, Dildo Fuck and Cum Eruption

Categories: amateur, beauty, bimbo, crossdressing, cum, cumshot, dildo, dirty talk, femboy, fetish

Pornstars: Viper

KeekAss

PLUMPER Trans Lady Pinky Faux-Cocks Good-Sized Donk

Categories: amateur, anal, anal toying, ass, bbw, big ass, crossdressing, cumshot, cute, dick

TrannyOne

White babe sucks black dick of tranny

Categories: anal, anus, ass, babe, beauty, big tits, black, blowjob, crossdressing, dick

Pornstars: Haley Wilde

HotMovs

Japanese crossdresser amane gangbang 23

Categories: amateur, blowjob, creampie, crossdressing, gangbang, japanese, pov

aShemaleTube

crossdress VID_20241227_132838

Categories: amateur, asian, big ass, chinese, crossdressing, fetish, hd, lingerie, pantyhose, pov

KeekAss

Sissy with humungous mammories sits on immense fuck stick to spunk

Categories: amateur, anal, big cock, crossdressing, cum, cumshot, dildo, edging, femboy, handjob

aShemaleTube

Sissy Crossdresser Nylon Foot & Heels Fetish with Huge Cum in Pants

Categories: amateur, anal, asian, big ass, big cock, big tits, crossdressing, cum, feet, fetish

Pornstars: Viper

JizzBunker

Wardrobe up to my pleasure

Categories: amateur, anal, big ass, big cock, crossdressing, cumshot, dildo, fetish, handjob, hardcore