Crossdressing Shemale Videos » 41

aShemaleTube

Japan Cosplay Cross Dresse82 Gay Crossdresser Porn a3

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aShemaleTube

CD Richa getting fucked

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HDSex

Sissy supahgirl super compilation featuring Sissy Shelby Kiss

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aShemaleTube

Pink bra under a black lacy top

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VideoSection

3d fuck, 3d animated

Categories: 3d, animation, anime, asian, bbw, big cock, black, crossdressing, ladyboy, teen (18+)

TrannyOne

femboy bottom gay anal orgasm while riding big dick no hands big cumshot sissy

Categories: anal, barebacking, big cock, close up, couple, crossdressing, cum, cumshot, dick, femboy

KeekAss

sissy anal invasion trainer with pulverizing machine

Categories: amateur, anal, asian, assfucking, blonde, brunette, compilation, crossdressing, dildo, feminization

KeekAss

Sissy Boi Cum-Shot Self Facial Cumshot

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aShemaleTube

Bobbi Loves Men

Categories: amateur, blowjob, crossdressing, hd, homevideo, interracial, pov

HDSex

I’m Elena Andreou, a wild cross-dressing slut with huge breasts craving a good fucking and climaxing hard

Categories: anal, bbw, close up, crossdressing, cum, cumshot, dildo, fishnet, huge tits, jizz

aShemaleTube

Superdaddy cums again for his Belgian sissy slut

Categories: amateur, belgian, crossdressing, cum, cumshot, hd, lingerie, masturbation, mature, sissy

ShemaleMovie

Tights, wank

Categories: anal, ass, brunette, crossdressing, dildo, erotic, femboy, masturbation, sissy, stockings

KeekAss

FEMOUT.HARD-CORE: Gothic Foolish Has Arrived

Categories: amateur, anal, anal toying, brunette, crossdressing, emo, goth, hardcore, hd, masturbation

aShemaleTube

Alexia St James Young Guy in Hotel

Categories: amateur, ass to mouth, big cock, blonde, crossdressing, cum in mouth, homevideo, hotel, ladyboy, latina

HClips

Crossdresser Sexy Dances Salsa

Categories: amateur, crossdressing, hd, ladyboy, latina, mexican, solo, teen (18+)

aShemaleTube

tgstephanie 4

Categories: amateur, anal, crossdressing, femboy, hd, redhead, sissy

aShemaleTube

Pink haired slut in denim thigh boots

Categories: amateur, boots, crossdressing, hd, jeans, masturbation, slut, solo

KeekAss

The Dotadasp Muniky Busy Novinha Gives a Deal in the Caboose of the Liabilities

Categories: amateur, anal fisting, asian, barebacking, big cock, big tits, black, blowjob, compilation, crossdressing

KeekAss

two fake penises for me

Categories: amateur, anal, big ass, big tits, blowjob, brunette, bukkake, crossdressing, cumshot, dick

KeekAss

Neat My Footwear and Deepthroat that Meatpipe or You Are Fired

Categories: amateur, bdsm, big cock, blowjob, boots, boss, compilation, crossdressing, cum, cumshot

KeekAss

Emma Lust Thick Stiffy Money-Shot Compilation Preview

Categories: amateur, beauty, big cock, close up, compilation, crossdressing, cum, cumshot, dick, huge cock

aShemaleTube

PLUMBER vs Faggyboi

Categories: big tits, blowjob, crossdressing, femboy, hd, lingerie, plumber, sissy

KeekAss

CDSammySwan, Edible T-Model Cougar Milk

Categories: amateur, beauty, brunette, chubby, cougar, crossdressing, cumshot, cute, handjob, masturbation

KeekAss

Blond She-Creature Used By Naughty Boy With Hefty Stiffy

Categories: anal, assfingering, big cock, blonde, blowjob, bondage, boy, crossdressing, fisting, gay

aShemaleTube

Sex and Joy with Heels and Pantyhose...

Categories: anal toying, crossdressing, dildo, european, greek, hd, high heels, homevideo, pantyhose, sissy

aShemaleTube

Trine Larsen 2025 Hotel Anal 22 Golden Girl

Categories: amateur, anal, crossdressing, hd, hotel, mature, sissy, solo, toys

VideoSection

Hot trans ladyboy in a short dress shows off her milky figure while dancing and enjoying some solo time

Categories: babe, beauty, big cock, college, compilation, cosplay, crossdressing, cum, cum in mouth, cumshot

ShemaleMovie

chubby crossdresser in mask destroys his hole with massive dildos

Categories: anal, anal toying, bbw, chubby, crossdressing, dildo, huge dildo, mask, masturbation, sissy

XXXDan

Black babe Danae in sexy shorts and revealing top - part 2: strips naked and shoots her load!

Categories: amateur, babe, beauty, big ass, big cock, big tits, black, crossdressing, cumshot, dildo

KeekAss

Holly Black She-Male Luvs Providing Daddy’s Manmeat Great Time

Categories: amateur, blowjob, brunette, crossdressing, daddies, ebony, hd, interracial, pornstar, transsexual

Pornstars: Holly Black

KeekAss

Super-Cute sissy nymph wank with fleshlight

Categories: amateur, beauty, big cock, cosplay, crossdressing, cute, femboy, fleshlight, handjob, hd

KeekAss

Chick Urinate - plugged and naughty

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

TrannyOne

Hot lesbians getting trannys cock

Categories: 3some, anal, anus, ass, bdsm, blowjob, crossdressing, dick, domination, fetish

Pornstars: Cherry Torn

aShemaleTube

About me - an introduction

Categories: amateur, crossdressing, hd, homevideo, masturbation, sissy, solo

aShemaleTube

Smoking and showing my pantie bulge

Categories: amateur, crossdressing, hd, homevideo, lingerie, mature, panties, sissy, smoking, solo

aShemaleTube

Chinese sissy Alicexiao cheap street prostitute

Categories: amateur, chinese, crossdressing, hd, sissy, slut, street

ShemaleMovie

Crossdresser prowling for action - getting spanked and covered in cum

Categories: crossdressing, cum, cumshot, fishnet, german, high heels, masturbation, outdoor, sissy, smoking

JizzBunker

Lara White Sissy Anal addicted Luscious lusty Crossdresser anal masturbation. Big dildo filling femboys wet ass

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

KeekAss

Micha The Transgirl Harlot...

Categories: amateur, big cock, blonde, bukkake, crossdressing, cum, cumshot, femboy, handjob, hd

KeekAss

Kellycd Draining in Stockings

Categories: amateur, ass, beauty, blonde, crossdressing, cum, cumshot, fetish, gorgeous, hd

TrannyOne

Big Guy Fucks his Indian Sissy in Motel

Categories: amateur, crossdressing, ebony, indian, ladyboy, latina, motel, sissy

TrannyOne

German Soccer Girl CD (Full Show)

Categories: crossdressing, european, gay, german, hd, locker room, masturbation, skinny, soccer, sport

ShemaleMovie

alex inexperienced crossdresser fake penis rail on cam

Categories: amateur, anal, crossdressing, cum, dick, dildo, insertion, jizz, pantyhose, toys

aShemaleTube

She was the best

Categories: amateur, anal, barebacking, big cock, crossdressing, homevideo, interracial, lingerie, mature

aShemaleTube

Sissy Stacie Stars fucked by Daddy

Categories: amateur, anal, crossdressing, cumshot, daddies, femboy, hd, sissy

VideoSection

Horny redhead Chantal Fouet on the hunt outdoors

Categories: amateur, crossdressing, cum, cumshot, german, high heels, jizz, lingerie, masturbation, nylon

ShemaleMovie

Soft sissy dick on a trans babe named SissyKanisa

Categories: anal, anal toying, asian, babe, crossdressing, dick, dildo, ladyboy, lingerie, masturbation

aShemaleTube

Heather wants to show how much she loves cock

Categories: blowjob, brunette, crossdressing, cum in mouth, dick, fake tits, glasses, hd, homevideo, lingerie

KeekAss

Trans Step-Moms Stinkin' Soles Jerk Off Instructions Spunk Countdown With Cum-Shot

Categories: amateur, big cock, blonde, british, cei, crossdressing, cumshot, fantasy, feet, fetish

aShemaleTube

Goddess Tranny 04_2022

Categories: amateur, big cock, blonde, crossdressing, cumshot, femboy, goddess, hd, latina, masturbation

KeekAss

Fiercely boned in the crossdresser donk Clamp 1

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

KeekAss

Indian tranny triple penitration (fake penis)

Categories: amateur, anal, anal toying, crossdressing, dick, dildo, handjob, hd, indian, triple penetration

ShemaleMovie

Sissy romancing two blow-up ladies part five cartoon slideshow

Categories: 3some, cartoon, cosplay, crossdressing, cum, cumshot, erotic, jizz, outdoor, romantic

aShemaleTube

Who is she?

Categories: amateur, crossdressing, femboy, hd, sissy

aShemaleTube

Kinky alt femboy kate murano sissy crossdresser gets dominated and fucked with strapon

Categories: anal, blowjob, crossdressing, domination, femboy, hd, kinky, lingerie, sissy, stockings

ShemaleMovie

Woman moaning after pleasuring her urethra with a toy during bougie masturbation

Categories: amateur, asian, close up, crossdressing, femboy, ladyboy, masturbation, moaning, orgasm, sissy

aShemaleTube

CdTina red nails edging

Categories: amateur, big cock, crossdressing, edging, fetish, hd, long nails, masturbation, mature, redhead

TrannyOne

A gentle young twink ends up with a river of sperm, I pour sperm over his young body!

Categories: amateur, barebacking, beauty, big cock, blowjob, boy, compilation, crossdressing, cum, cumshot

KeekAss

AT Home having Joy!

Categories: amateur, big black cock, big cock, crossdressing, exhibitionist, fetish, hd, homevideo, kinky, reality

KeekAss

Scarlett's Ocean Tail - Infinite Strength Borderless PMV three

Categories: amateur, anal, big cock, compilation, crossdressing, cum, dancing, femboy, japanese, ladyboy

HClips

Excellent Adult Clip Transvestite Webcam Homemade New Like In Your Dreams

Categories: amateur, brunette, crossdressing, fantasy, fetish, gay, homevideo, solo, toys, transvestite

TrannyOne

Crossdresser Cums on Your Face

Categories: blonde, creampie, crossdressing, cum, cum in mouth, cum swallowing, hd, jerking, joi, kissing

aShemaleTube

Alexia St James Horny Business Daddy Nooner

Categories: amateur, big cock, blonde, business woman, crossdressing, cum in mouth, cumshot, daddies, domination, homevideo

aShemaleTube

👑2 Folles Partent S'exhiber En forêt De Sénart, Trés Tard La Nuit [11dec25] Vanessabitchx

Categories: crossdressing, exhibitionist, french, hd, outdoor, slut, street

HDSex

24-year-old trans doll gives a blow job to a curious straight guy

Categories: amateur, ass, babe, beauty, big ass, big cock, blowjob, creampie, crossdressing, cum

ShemaleMovie

Afro sissy version of "Evolution 3" featuring Rachelle59

Categories: african, amateur, ass, babe, beauty, big ass, big cock, crossdressing, femboy, handjob

KeekAss

Sophia Teegray - Taunting & ass-fuck finger-tickling till I jizz

Categories: amateur, anal, assfingering, assfucking, canadian, crossdressing, cute, femboy, fingering, handjob

JizzBunker

Sissy in dress and stockings gets double penetrated

Categories: amateur, anal, big ass, blowjob, crossdressing, deep throat, dildo, double penetration, dress, fetish

KeekAss

Holly Black TRANSSEXUAL Luvs White Stiffy

Categories: amateur, anal, blowjob, brunette, crossdressing, cumshot, ebony, hd, interracial, pornstar

Pornstars: Holly Black

TrannyOne

Bimbos and BBC Captions

Categories: anal, anus, ass, big black cock, big cock, bimbo, black, crossdressing, dick, ebony

aShemaleTube

Alexia St James Makeout Session With Young Military Guy

Categories: amateur, blonde, crossdressing, domination, fetish, homevideo, ladyboy, latina, lingerie, military

aShemaleTube

Gurls fuck gurls

Categories: amateur, anal, crossdressing, group sex, hd, homevideo, mature

aShemaleTube

Kinky pee and bondage walk

Categories: amateur, anal, bondage, compilation, creampie, crossdressing, cumshot, femboy, fetish, hd

aShemaleTube

Translesbians Aubrey Kate & Chanel Santini Scissoring and jerking together

Categories: big cock, crossdressing, cum, cumshot, dick, femboy, hd, jerking, ladyboy, masturbation

Pornstars: Aubrey Kate

TrannyOne

Nico invited his cousin Axel and they made him suck their cock

Categories: 3some, amateur, barebacking, big cock, blowjob, crossdressing, daddies, deep throat, dick, gay

KeekAss

T-Girl Zoey shoots explosion on her pretty white toes before douche

Categories: amateur, brunette, crossdressing, cum, cumshot, dick, feet, fetish, handjob, hd

aShemaleTube

wank in swimsuit

Categories: amateur, crossdressing, cumshot, masturbation, outdoor, small tits, solo, swimsuit, wanking

KeekAss

Diva super-bitch-300 paramours in the future after this long wait!lol

Categories: amateur, anal, bisexual, bitch, brunette, crossdressing, ebony, feet, first time, handjob

aShemaleTube

With or without panties

Categories: crossdressing, hd, mature, panties, sissy, stockings

ShemaleMovie

3D animated Asian shemale Taptapko ready for action

Categories: 3d, amateur, anal, animation, anime, asian, ass, babe, barebacking, bbw

aShemaleTube

CdTina swallows

Categories: amateur, blonde, blowjob, crossdressing, cum in mouth, cum swallowing, fetish, hd, lingerie, long nails

XXXDan

Rich shiny red pantyhose

Categories: amateur, crossdressing, fetish, handjob, high heels, latina, lingerie, masturbation, pantyhose, rich

aShemaleTube

Cd train guy in lingerie and make him fuck a man

Categories: amateur, crossdressing, hd, lingerie, mature, train

KeekAss

Humungous butt sissy chub Wiggles Backside in pinkish sundress at work

Categories: amateur, ass, bbw, beauty, big ass, booty, crossdressing, dress, hd, latina

KeekAss

Punk sissy - three hours anal invasion

Categories: amateur, anal, ass, big ass, crossdressing, fetish, hd, punk, sissy, stockings

aShemaleTube

Amateur crossdresser Sofia-T teasing you

Categories: amateur, crossdressing, femboy, hd, lingerie, masturbation, solo, stockings, tease

aShemaleTube

Showing suprise nylon sissy milf tranny

Categories: amateur, crossdressing, hd, mature, milf, nylon, pantyhose, sissy, stockings, surprise

ShemaleMovie

Stylish shemale Vanessa Bitchx turns heads in tights and high heels

Categories: amateur, ass, babe, beauty, big ass, crossdressing, european, fishnet, french, high heels

aShemaleTube

Almost got caught in public

Categories: amateur, anal, caught, crossdressing, dildo, feet, fetish, hd, homevideo, masturbation

aShemaleTube

Mel_Inferno Comp

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

aShemaleTube

pink top for a bottom

Categories: anal, blonde, crossdressing, hd, mature, pantyhose, skirt, socks, solo, white

KeekAss

steamy joy in black stockings (ten)

Categories: amateur, bathroom, black, crossdressing, high heels, legs, lingerie, mature, pantyhose, posing

KeekAss

Jane's contest from erofights day1

Categories: amateur, anal, big ass, contest, crossdressing, dildo, hd, homevideo, lingerie, sissy

TrannyOne

Deepthroating Daddies Cock Again

Categories: amateur, anal, anus, ass, bdsm, big cock, black, blowjob, crossdressing, daddies

aShemaleTube

femboy facefuck guy

Categories: blowjob, crossdressing, face fucking, femboy, hd, homevideo, sucking

aShemaleTube

Teasing nylon sissy milf tranny

Categories: amateur, crossdressing, hd, mature, milf, nylon, pantyhose, sissy, solo, tease

aShemaleTube

Crossdresser rides dildo in public bathroom wearing a bra black panties and stockings

Categories: amateur, anal, bathroom, black, bra, crossdressing, dildo, femboy, hd, panties

ShemaleMovie

Amateur shemale enjoys solo play

Categories: amateur, anal, barebacking, brutal, crossdressing, cum, cumshot, homevideo, jizz, ladyboy

aShemaleTube

Crossdresser smoking and showing my panties

Categories: amateur, british, crossdressing, hd, model, panties, smoking, solo, stockings, tranny

KeekAss

Punk Femboy Plays With Fucktoys - Docking - Crossdressing - Sissygasm TGirl Rails Playthings

Categories: amateur, anal, big cock, boy, brunette, crossdressing, cumshot, feet, femboy, fetish

aShemaleTube

Goddess Tranny 03_2022

Categories: amateur, big cock, blonde, crossdressing, cumshot, femboy, goddess, hd, homevideo, latina

KeekAss

ass-fuck exstreme THE VENGEANCE

Categories: anal, anal toying, ass, assfucking, crossdressing, fisting, hd, masturbation, orgasm, pissing

TrannyOne

Egyptian TS gives Twitter FAN a blowjob and he cums on

Categories: amateur, arab, blonde, blowjob, crossdressing, cum, egyptian, hardcore, oral, transsexual

aShemaleTube

Hard anal dildo ride ass to mouth with great orgasm

Categories: anal toying, ass to mouth, crossdressing, orgasm, transvestite

aShemaleTube

Crossdresser Bailey Willde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 4

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

aShemaleTube

Two trannies have fun with old man in panties

Categories: amateur, crossdressing, funny, hd, latex, mature, old farts, panties, tranny

aShemaleTube

Feelin' bitchy

Categories: bitch, crossdressing, cumshot, fetish, fur, hd, lingerie, masturbation, pov, slut

aShemaleTube

webcams crossdress SVID_20240322_230617_1

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

KeekAss

Casual tryst with a closeted transvestite, predominated in individual

Categories: amateur, anal, ass, barebacking, beauty, bed sex, bisexual, black, boy, clothed sex

aShemaleTube

Housewife Sveta Lusin. 2025k

Categories: amateur, crossdressing, hd, housewife, mature, sissy, small cock, solo

ShemaleMovie

Tiffany Ciskiss as Tigra gets wild with massive toys in femboy cosplay

Categories: american, anal, anal toying, ass, cosplay, crossdressing, dildo, european, extreme, femboy

XXXDan

Sissy horny mature CD is outdoors for an afternoon masturbation

Categories: amateur, big ass, big cock, caught, crossdressing, cumshot, high heels, lingerie, masturbation, mature

aShemaleTube

Smoking Fetish

Categories: crossdressing, fetish, hd, smoking, transsexual

aShemaleTube

Vampire Shemale Goth sissy

Categories: crossdressing, goth, model, sissy, transsexual, vampire

KeekAss

A long night out in latex Mini Microskirt and stellar High Stilettos

Categories: amateur, beauty, big cock, crossdressing, dick, feet, fetish, high heels, homevideo, ladyboy

aShemaleTube

Natasa CD fucked hard in hotel

Categories: amateur, crossdressing, hardcore, hd, hotel

TrannyOne

Pink bikini cock in the woods.

Categories: amateur, big cock, bikini, crossdressing, dick, forest, gay, hd, nature, outdoor

aShemaleTube

Do You Like My Feet in Tights? Suck Them Until You Cum

Categories: amateur, blowjob, colombian, crossdressing, cum, dick, feet, fetish, ladyboy, latina

aShemaleTube

meu amigo não resistiu me ver de calcinha

Categories: amateur, anal, crossdressing, femboy, hd, lingerie, pov, sissy, stockings

KeekAss

Emo Femboy gets bred by BIG BLACK COCK

Categories: anal, big ass, big black cock, cage, compilation, crossdressing, emo, femboy, fetish, fishnet