Crossdressing Shemale Videos » 27

aShemaleTube

CdTina stroking

Categories: amateur, crossdressing, fetish, hd, homevideo, long nails, masturbation, mature, stroking

TrannyOne

CD Slut gets Enema

Categories: amateur, bdsm, crossdressing, domination, enema, latex, rubber, slut, transvestite

aShemaleTube

Serbian CD enjoying a dildo in her ass 01

Categories: amateur, ass, crossdressing, dildo, serbian, solo, stockings, toys

aShemaleTube

Sissy in Santa outfit and black hold-up stockings

Categories: black, crossdressing, femboy, hd, homevideo, ladyboy, lingerie, masturbation, pantyhose, santa

HClips

Dildo 2: Naughty Should Be Revising

Categories: amateur, anal, assfucking, cigarette, crossdressing, dildo, fishnet, hd, naughty, nylon

aShemaleTube

Playing with my cock and spunking a big creamy load

Categories: creampie, crossdressing, cumshot, dick, hd, mature, model, stockings, tranny, transsexual

aShemaleTube

Mesmeriza_27_01_MOV_CINEMA_CLIP_379_20240816113405021_001

Categories: crossdressing, dildo, fetish, hd, ladyboy, model, sissy, tgirl, transsexual, transvestite

KeekAss

Hot Solo By An Oiled Up Tranny 2

Categories: amateur, beauty, big tits, blonde, crossdressing, ebony, futanari, goddess, homevideo, masturbation

aShemaleTube

My toys - with cock cage

Categories: amateur, cage, crossdressing, dick, hd, homevideo, solo, stockings, toys

aShemaleTube

Guy licking boots and cock

Categories: blowjob, boots, crossdressing, dick, domination, hd, licking

KeekAss

Giant fuck stick in my butt and jizz in my high high-heeled shoes

Categories: amateur, anal, ass, assfucking, big ass, big tits, blonde, crossdressing, fetish, hd

TrannyOne

What the FUCK is this? sissy rich boy cross-dress

Categories: anal, anus, ass, boy, couple, crossdressing, dildo, dress, latina, maid

aShemaleTube

Jessica DJM crossdresser slut gets a dick in all holes

Categories: all holes, amateur, crossdressing, dick, sissy, slut

ShemaleMovie

Solo, inexperienced

Categories: amateur, crossdressing, lingerie, solo

aShemaleTube

Pantyluvn sissy she was hot

Categories: amateur, chubby, crossdressing, cumshot, femboy, hd, homevideo, lingerie, masturbation, mature

aShemaleTube

Pink skirt bulge

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

aShemaleTube

Canadian Crossdresser Leashed Up Bareback

Categories: barebacking, canadian, crossdressing

KeekAss

Crossdresser juvia jolie offers her monstrous Booty for a from the rear screw

Categories: amateur, anal, ass, bbw, big ass, big cock, bitch, booty, crossdressing, doggystyle

TrannyOne

EXREMME GIANT ASSEMBLY

Categories: amateur, anal, anus, ass, big cock, crossdressing, deep throat, dick, dildo, double penetration

KeekAss

Kellystar518 LOVES LINGERIE

Categories: anal, beauty, crossdressing, cum, cumshot, dildo, high heels, lingerie, milf, panties

aShemaleTube

Ass Fucking the BBC Flash Brown Dildo Balls Deep

Categories: amateur, anal, assfucking, balls, big black cock, big cock, crossdressing, dildo, flashing, hd

XXXDan

Shemale Lara Lovecunt is rising her skirt

Categories: amateur, bdsm, big ass, big cock, crossdressing, german, hardcore, high heels, skirt, slut

JizzBunker

Mrs. Samantha and Sloeri Els give tranny Lumina a nice blowjob

Categories: 3some, amateur, beauty, blonde, blowjob, crossdressing, dutch, european, fetish, high heels

KeekAss

get my butt taunted by domineering transgirl

Categories: amateur, ass, brunette, crossdressing, femdom, fetish, handjob, hd, kinky, latex

KeekAss

sissy lady pokes with fuck stick like never before

Categories: amateur, anal, anal toying, big ass, crossdressing, german, hd, ladyboy, lingerie, mature

aShemaleTube

Cleopatra_anath_070123_1

Categories: amateur, crossdressing, cumshot, masturbation, pornstar, small tits, solo

Pornstars: Cleopatra

TrannyOne

Diapered sissy princess locked in chastity

Categories: amateur, classic, crossdressing, diaper, fetish, hd, homevideo, mature, pissing, sissy

aShemaleTube

Tights over my stockings

Categories: crossdressing, hd, mature, pantyhose, skirt, stockings

aShemaleTube

crossdress VID_20241019_221303

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

JizzBunker

Shemale takes a huge white cock

Categories: amateur, anal, beauty, big cock, blowjob, crossdressing, cumshot, dick, gay, hardcore

JizzBunker

Sexy Anna crossdresser sissy whore anal penetration with big dildo

Categories: amateur, anal, crossdressing, dildo, hardcore, huge dildo, lingerie, masturbation, sissy, slut

KeekAss

Smoking, Taunting, Playing, and Underpants with Bree.

Categories: amateur, anal, anal toying, ass, beauty, buttplug, clit, crossdressing, dick, fetish

KeekAss

wondrous meaty backside transgender princess cam display so HOTTTT

Categories: amateur, anal, ass, beauty, big ass, booty, crossdressing, cumshot, dildo, lingerie

aShemaleTube

Vintage Crossdresser Ancelina and Mature Girl Lesbian s

Categories: crossdressing, lesbian, mature, queen, sissy, vintage

aShemaleTube

18 year old latina femboy fucked by BWC

Categories: 18 year old, amateur, anal, barebacking, blowjob, creampie, crossdressing, femboy, hd, homevideo

KeekAss

Jizzing from black fuck stick

Categories: anal, black, crossdressing, cum, cumshot, dildo, femboy, hd, masturbation, sissy

aShemaleTube

CdTina cums

Categories: amateur, big cock, crossdressing, cum, cumshot, fetish, hd, long nails, masturbation, mature

aShemaleTube

Cute femboy solo in bed

Categories: amateur, bed sex, crossdressing, cute, femboy, hd, masturbation, model, sissy, small cock

aShemaleTube

Goth Comp

Categories: anal, big ass, big tits, compilation, crossdressing, femboy, goth, hd, masturbation, sissy

KeekAss

Army Kaye solo 1

Categories: amateur, army, asian, brunette, crossdressing, cum, hd, ladyboy, masturbation, solo

aShemaleTube

A transformation story - the feminisation of my SISSY

Categories: amateur, babe, crossdressing, feminization, hd, lingerie, model, sissy, stockings, story

TrannyOne

Cute Crossdresser Femboy Blowjob and Cum Swallow in Cha

Categories: adorable, blowjob, creampie, crossdressing, cum, cum in mouth, cum swallowing, cute, femboy, hd

aShemaleTube

Crossdressers Corset Cassie and HayleyPetHarley Fucking

Categories: amateur, blowjob, corset, crossdressing, stockings, webcam

aShemaleTube

Sissy CD Femboy in Red Ass Fucked by Machine for 40 minutes

Categories: american, anal, anal toying, assfucking, big ass, crossdressing, dildo, english, femboy, fucking machine

KeekAss

tiffanylondontv trans gives latex masked blow job to an Alpha male in London

Categories: amateur, big cock, blowjob, crossdressing, ebony, fetish, latex, sissy, slave, submissive

JizzBunker

Dive into the World of Sizzling Sensuality: Exploring the Alluring and Captivating Side of Seduction

Categories: beauty, big cock, college, compilation, cosplay, crossdressing, first time, masturbation, pornstar, seduce

aShemaleTube

Sissy Tgirl in Chastity teaches wannabe sluts how to take dick with her big strap-on! Full V

Categories: amateur, crossdressing, dick, domination, femdom, feminization, fetish, hd, joi, masturbation

aShemaleTube

Dominant TS MILF whipping Ebony deepthroating babe at home

Categories: amateur, babe, crossdressing, cumshot, deep throat, ebony, hd, homevideo, milf, pantyhose

TrannyOne

Sexy CD girls webcam show

Categories: amateur, ass, babe, ball busting, big cock, blowjob, crossdressing, cumshot, fetish, lingerie

aShemaleTube

Alessia Travestita 20 Blowjob Short With Cumshot

Categories: blonde, blowjob, crossdressing, cumshot, hd, lingerie, mature, small cock

VideoSection

Faphouse, rough anal sex

Categories: anal, beauty, big cock, blonde, blowjob, brutal, crossdressing, cum, handjob, jizz

ShemaleMovie

Worshipping my feet with Veronica Sanders

Categories: babe, bdsm, beauty, big cock, college, crossdressing, cum, cumshot, domination, feet

XXXDan

Lisa Fembe cums with a black dildo in her ass

Categories: amateur, ass, big ass, big cock, black, british, crossdressing, cum, dildo, european

aShemaleTube

Wanking my tranny cock

Categories: british, crossdressing, cum, cumshot, dick, hd, model, stockings, tranny, transsexual

KeekAss

Jaw-Dropping sissy femboy in catsuit fleshlight plumb and jizz

Categories: amateur, asian, big ass, big cock, big tits, catsuit, college, crossdressing, cum, cumshot

KeekAss

Latin CD Buttfuck Instructing on Web Cam!

Categories: amateur, anal, anal toying, ass, assfucking, big ass, brazilian, crossdressing, femboy, hd

aShemaleTube

crossdress VID_20250226_211355

Categories: amateur, asian, big ass, big cock, chinese, crossdressing, hd, homevideo, lingerie, masturbation

aShemaleTube

Candy cupcake "Cumere" 2

Categories: amateur, crossdressing, femboy, sissy, solo

VideoSection

Transgender, witness

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

JizzBunker

You get hot but I cool you down yeah

Categories: amateur, big cock, cartoon, crossdressing, dildo, gangbang, gay, hardcore, masturbation, teen (18+)

KeekAss

You are a supreme boi Jerk Off Instructions2

Categories: amateur, big cock, brunette, college, crossdressing, cum, cumshot, dick, feet, femboy

KeekAss

SHEMALE GIANTESS AMANDA PUNCHES PUNY CAMPERS IN TIGHTS AND HANDSOME MINI MINISKIRT - 1 (PUNCH FETISH)

Categories: amateur, beauty, boots, crossdressing, domination, feet, fetish, hd, high heels, ladyboy

KeekAss

Trans Gal Webcam display girlcock nip clothespins

Categories: amateur, beauty, clamp, crossdressing, handjob, hd, masturbation, small tits, solo, tattoo

TrannyOne

5 women gang bang the cuckold CD bbw strap-on bound sally d'angelo production

Categories: ass, bbw, bdsm, bondage, booty, bound, chained, crossdressing, cuckold, domination

KeekAss

Web cam T-model Has A Massive And Rock-hard Manstick

Categories: ass, crossdressing, cute, dick, hd, high heels, kissing, ladyboy, model, panties

KeekAss

sissy playthings bathtub pound

Categories: amateur, anal, anal toying, bathroom, big ass, crossdressing, double penetration, fetish, hd, oiled

HDSex

Hd videos, wide open, huge gape

Categories: anal, anal toying, ass, big ass, crossdressing, dildo, extreme, fishnet, fisting, gaping hole

KeekAss

Blonde Ts Sex Doll Toying Webcam

Categories: amateur, beauty, blonde, crossdressing, dildo, doll, gym, hardcore, homevideo, jerking

KeekAss

Ricky exhibition on rest field

Categories: amateur, chubby, crossdressing, dress, exhibitionist, handjob, hd, lingerie, masturbation, mature

aShemaleTube

trany jerk on feet and lick sperm

Categories: amateur, crossdressing, cumshot, feet, fetish, licking, masturbation, mature, pov, sperm

TrannyOne

Heshe swapping cum after blowjob

Categories: anal, anus, ass, bdsm, blowjob, bondage, creampie, crossdressing, cum, cum swapping

aShemaleTube

Gaping attempts in panties doggystyle

Categories: crossdressing, doggystyle, femboy, gaping hole, hd, homevideo, panties, sissy, stockings, toys

aShemaleTube

Kitchen Flittchen Anal Plug Cocking

Categories: amateur, anal, beauty, crossdressing, dick, european, homevideo, kitchen, masturbation, mature

VideoSection

3d, japanese crossdresser

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

aShemaleTube

2 matures CD clitty games

Categories: crossdressing, dick, game, hd, mature

aShemaleTube

Cute Sissy Ass Crossdresser Hard Fuck JADE Full Video

Categories: ass, crossdressing, cute, hardcore, queen, sissy

aShemaleTube

Jenna Bella

Categories: big ass, big cock, crossdressing, cumshot, femboy, hd, lingerie, masturbation, sissy, small tits

aShemaleTube

Sissy Wants Cock

Categories: anal, beauty, crossdressing, dick, dildo, femboy, homevideo, ladyboy, lingerie, masturbation

aShemaleTube

Motel whore

Categories: barebacking, crossdressing, hd, motel, slut

JizzBunker

Caged Davine squirting on Ass destruction

Categories: amateur, anal, ass, big ass, big cock, crossdressing, cute, dildo, european, fetish

XXXDan

Bonus clip stream November 18, 2022 Masturbation show in front of webcam

Categories: amateur, asian, beauty, big cock, compilation, couple, crossdressing, gay, handjob, hardcore

KeekAss

Buttshrooming Bootie Femboy Transgender Princess

Categories: amateur, anal, ass, boy, crossdressing, czech, dildo, femboy, gaping hole, handjob

aShemaleTube

Lady Alice compilation 03 big dildo and deepthroat and glamour fetish session. webcam chat

Categories: compilation, crossdressing, deep throat, dildo, fetish, glamour, hd, ladyboy, model, sissy

TrannyOne

Close up cock in pantyhose in the woods.

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

aShemaleTube

slim ladyboy teen jerking off and eating own cum

Categories: asian, chinese, crossdressing, cumshot, feet, fetish, filipina, jerking, ladyboy, lingerie

aShemaleTube

CD shows her slim ass and tight asspussy

Categories: amateur, ass, crossdressing, hd, homevideo, pussy, redhead, sissy, slim, tight

KeekAss

Cuddling in couch

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

XXXDan

Amateur shemale sissy crossdresser shemale TS Travesti 72

Categories: amateur, anal, bdsm, big cock, crossdressing, gay, handjob, hardcore, masturbation, sissy

aShemaleTube

My colleague's new work shoes were secretly broken in and filled with sperm

Categories: amateur, crossdressing, cumshot, fetish, hd, ladyboy, latex, lingerie, masturbation, model

KeekAss

Chinese Muslim Transgirl Mastrubate Assistant Dressing

Categories: amateur, arab, chinese, crossdressing, fetish, handjob, hd, high heels, hijab, masturbation

aShemaleTube

Mature CD fucked deep by hard cock

Categories: anal, crossdressing, dick, hd, leggings, mature, pov

TrannyOne

Crossdressers Vintage - 90's

Categories: blowjob, classic, crossdressing, oral, transvestite, vintage

aShemaleTube

I'm Going to Make a Big Mess, Sir! - Cumshot

Categories: amateur, big cock, big tits, creampie, crossdressing, cum, cumshot, english, femboy, hd

KeekAss

Latex Nylon Paradise, for a GIRLY PENIS joy time!!!!

Categories: bisexual, bukkake, crossdressing, cum, cumshot, cute, dick, femboy, fetish, hd

XXXDan

Beauty Beyond Boundaries: Celebrating Diversity in Crossdressing!

Categories: beauty, big cock, caught, celebrity, college, compilation, cosplay, crossdressing, masturbation, pornstar

aShemaleTube

cosplay femboy anal dildo riding

Categories: amateur, anal, anal toying, cosplay, crossdressing, femboy, hd, homevideo, lingerie, riding

KeekAss

Transsexual Beauty Masturbating

Categories: amateur, beauty, black, brunette, crossdressing, hd, homevideo, jerking, ladyboy, lingerie

aShemaleTube

Two CD and a guy in the hotel room

Categories: blowjob, crossdressing, hd, hotel, mature

KeekAss

She-Male No Undies Mini-Skirt

Categories: amateur, big cock, blonde, crossdressing, fetish, hd, homevideo, mature, miniskirt, stockings

KeekAss

Pretty Tgirl With Glasses Masturbates All Alone

Categories: amateur, beauty, blowjob, boy, brunette, crossdressing, cute, doggystyle, ebony, glasses

TrannyOne

??tscd????????? fuck sex chinese teen shemale

Categories: asian, chinese, crossdressing, ladyboy, oriental, teen (18+), transvestite

aShemaleTube

Twin Harley Sissies Suck Rim Spank and Fuck

Categories: amateur, crossdressing, sissy, spanking, sucking, twins

aShemaleTube

My voluptuous hips want you

Categories: amateur, big ass, crossdressing, femboy, hd, homevideo, lingerie, redhead, sissy, stockings

KeekAss

It is a gusto to watch you here with me again.

Categories: amateur, anal, bisexual, crossdressing, femboy, gay, hardcore, hd, transsexual

KeekAss

Sissy crossdresser vampire

Categories: babe, cosplay, crossdressing, cute, femboy, fetish, handjob, hd, masturbation, sissy

JizzBunker

V39 - fucked in the mirror - dildo, cock and tits - trailer

Categories: anal, big cock, british, crossdressing, cumshot, dick, dildo, fishnet, hardcore, lingerie

KeekAss

Magnificent Cherry chick just revved legal and gets bare in the woods (tgirl, Ladyboy, T-Model)

Categories: amateur, anal, babe, barebacking, big ass, big cock, birthday, crossdressing, cute, femboy

KeekAss

Crossdresser Selenas shagging Machines Marathon in blue Harness Pinch five

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

TrannyOne

First time for chubby crossdresser

Categories: amateur, chubby, crossdressing, dress, first time, hd, plumper, transvestite

aShemaleTube

3 crossdressers having fun much

Categories: amateur, blowjob, crossdressing, funny, lingerie, queen, sissy, stockings

aShemaleTube

hot CD slut Tiffany Kitten wearing sexy lingerie, fucks her wet pussy ass with dildo and BBC

Categories: amateur, anal, ass, big black cock, big cock, big tits, blonde, crossdressing, dildo, femboy

KeekAss

Cowgirl on the Fuck-a-thon Cushion - PREVIEW OF PRINCESS RAILS THE BONBON

Categories: anal, ass, cowgirl, crossdressing, dildo, hd, high heels, leather, toys, transvestite

aShemaleTube

WHITE Sissy Faggot Oksana2021_Useless Clitoris Forever in Cage

Categories: cage, clit, crossdressing, hd, sissy, white

aShemaleTube

Mistress Binds and Gags Her Sissy Maid

Categories: bdsm, bondage, crossdressing, domination, hd, lingerie, maid, mistress, sissy, stockings

aShemaleTube

Guy is licking ass and sucking CD's cock.

Categories: amateur, ass, blowjob, boots, crossdressing, dick, hd, high heels, licking, mature

KeekAss

Speculum paramour

Categories: amateur, anal, ass, crossdressing, masturbation, mature, pov, speculum, stockings, toys

KeekAss

FuckingMachines - Gets Strength Pummeled nine

Categories: amateur, anal, anal toying, ass, assfucking, big ass, big black cock, close up, crossdressing, femboy

JizzBunker

Passion Unleashed: Embracing My Sexy Confidence

Categories: beauty, big cock, caught, college, compilation, cosplay, crossdressing, first time, masturbation, passionate

aShemaleTube

Punishment

Categories: bdsm, crossdressing, domination, hd, punishment, slave, spanking, whip

TrannyOne

crossdresser spread open with bars and fucked by daddy

Categories: bar, crossdressing, daddies, spreading