Crossdressing Shemale Videos » 41

ShemaleMovie

Bisexual crossdresser Violet_bisex cums on webcam and swallows it all

Categories: ass, bisexual, blonde, crossdressing, cum, cum swallowing, jizz, ladyboy, lingerie, pissing

aShemaleTube

Cojuendo con un macho que conoci en el trabajo

Categories: crossdressing, hd, peruvian, sissy

xHamster

Tranny Gina Outdoors Pissing, Wanking, Posing

Categories: amateur, beauty, british, crossdressing, femboy, fetish, hd, ladyboy, lingerie, masturbation

xHamster

Super Hot Crossdresser Bailey Wilde Stroking Huge Cock

Categories: amateur, american, anal, beauty, big cock, crossdressing, cum, cumshot, handjob, hd

KeekAss

Lean nymph in stretch pants shows you with her monster curved fuckpole

Categories: amateur, big cock, crossdressing, fetish, flashing, hd, homevideo, ladyboy, leggings, masturbation

KeekAss

Super-Sexy sissy Charlotte tongues Lisas snatch then drills her with her lil sissy manstick

Categories: amateur, anal, british, couple, crossdressing, dick, homevideo, mature, milf, sissy

KeekAss

Ultra-Kinky ball gag stocking getting off featuring Alexandra Braces

Categories: bdsm, blonde, braces, crossdressing, fetish, gagging, jerking, kinky, ladyboy, masturbation

TrannyOne

Vintage Karen Dior

Categories: blowjob, crossdressing, oral, queen, retro, sucking, vintage

KeekAss

Punk Dame Tugging Off

Categories: amateur, crossdressing, cumshot, handjob, hd, jerking, masturbation, punk

aShemaleTube

Ass licking and sucking for daddy

Categories: amateur, asslick, blowjob, crossdressing, daddies, hd, ladyboy, mature, sissy, sucking

xHamster

Illuxxxtrandy Curvy Blonde Rides Massive Monster Cock: Intense Hardcore Pleasure & Gaping Hot Ass

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

aShemaleTube

Crossdresser secretary Holly , is this outfit ok boss

Categories: amateur, boss, crossdressing, fishnet, hd, high heels, homevideo, mature, model, secretary

aShemaleTube

French TS gets mouth and ass filled.

Categories: amateur, anal, ass, barebacking, crossdressing, french, hd, model, transsexual

xHamster

Shaved Tiny Clit Sissy Squealing in Gorgeous Cumshot - New Panties

Categories: amateur, big cock, clit, crossdressing, cum, cumshot, gorgeous, hd, lingerie, panties

xHamster

Forged3dx Intense Sex Hard Hot in the Showers Sweet Intense Pleasure Thirsty Buttocks Swallow Delicious Huge Cock Intense Hard

Categories: amateur, american, asian, barebacking, big cock, crossdressing, cum, cum swallowing, hardcore, hd

aShemaleTube

suckjob disco two trannies twosome cam sexcamts com

Categories: amateur, big cock, blowjob, crossdressing, disco, stockings, sucking, tranny, transsexual, webcam

KeekAss

Getting prepared to sweat in the sleepsack

Categories: amateur, bdsm, bondage, breath play, crossdressing, fetish, gloves, hd, homevideo, mask

KeekAss

sheer black stocking2

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

KeekAss

transgender travesti sounding urethral outdoor undergarments 53a

Categories: amateur, anal, anal toying, crossdressing, dildo, handjob, hd, lingerie, masturbation, mature

xHamster

Mee Sissy Fucktoy

Categories: amateur, anal, belgian, crossdressing, fucking machine, lingerie, masturbation, sissy, solo, stockings

aShemaleTube

Sissy Rapture

Categories: amateur, anal, crossdressing, hd, lingerie, sissy, toys

xHamster

Pina CD Sissy needs a real cock

Categories: amateur, anal, beauty, blowjob, compilation, crossdressing, dick, dildo, feminization, hd

aShemaleTube

Mature cd smoking part 2

Categories: amateur, crossdressing, hd, mature, model, smoking, stockings, tranny, transsexual

xHamster

Marzia cum on black heels

Categories: big cock, black, crossdressing, cum, cumshot, dick, fetish, hd, high heels, homevideo

xHamster

BTS POV sex with Aliza Breeze

Categories: amateur, anal, behind the scenes, booty, crossdressing, hd, interracial, pornstar, pov, small tits

Pornstars: Aliza

aShemaleTube

Sissy MILF Street in Paris

Categories: big tits, blowjob, crossdressing, cum in mouth, cumshot, femboy, interracial, mature, milf, outdoor

KeekAss

after frolicking with my arse... having a cold, I wank off my lil' dinky.

Categories: amateur, ass, crossdressing, dick, handjob, hd, jerking, lingerie, masturbation, pov

TrannyOne

Ts anal fucks her best friends husband

Categories: anal, anus, ass, assfucking, bdsm, best friend, blowjob, crossdressing, domination, fetish

aShemaleTube

Daniela high heels and stockings cums with vibrator in the ass

Categories: ass, crossdressing, cum, cumshot, hd, high heels, lingerie, mature, stockings, toys

xHamster

strap in my ass 1st class

Categories: amateur, anal, ass, beauty, big cock, crossdressing, cum, dildo, european, femboy

xHamster

Nasty Viper🤍 Fucking sexy NIKKE cosplayer

Categories: amateur, anal, asian, beauty, big ass, big cock, crossdressing, femboy, hd, japanese

Pornstars: Viper

xHamster

Talking about being a sissy cumslut

Categories: amateur, big tits, blonde, british, crossdressing, cum, dirty talk, hd, high heels, lingerie

xHamster

When my uncle is not at home, his wife is very horny

Categories: 3some, amateur, american, asian, crossdressing, cum, femboy, hd, homevideo, ladyboy

KeekAss

Sissy has Strenuous Sissygasm from Buttfuck

Categories: amateur, anal, assfucking, big ass, boy, crossdressing, femboy, feminization, fetish, hd

KeekAss

Boneca joyce sendo fodida melo moreno gostoso no hotel

Categories: amateur, anal, big ass, big cock, blonde, brazilian, crossdressing, ebony, hd, hotel

KeekAss

Trans TRANSSEXUAL, a jack off that will fall in love and jizm

Categories: amateur, bikini, brazilian, crossdressing, cum, cumshot, handjob, hd, homevideo, jerking

aShemaleTube

novice licking smoking mistress

Categories: amateur, ass to mouth, crossdressing, homevideo, licking, lingerie, mistress, smoking

aShemaleTube

Holly's skirt bulge at the cruising area

Categories: crossdressing, cruising, hd, mature, outdoor, skirt, smoking, stockings

xHamster

Fat sissy slut tied up outdoors

Categories: bdsm, bitch, bondage, crossdressing, dick, fat, feminization, fishnet, german, hd

aShemaleTube

crossdress VID_20241020_002018

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

xHamster

Sissy Kanisa Crossdresser Maid Service Part 2 Dress up

Categories: amateur, asian, crossdressing, dress, glasses, hd, ladyboy, lingerie, maid, short hair

aShemaleTube

Holly's second wank of the day

Categories: boots, crossdressing, cumshot, hd, mature, model, stockings, tranny, transsexual, wanking

xHamster

Transette Sucks a Dildo

Categories: crossdressing, deep throat, dildo, gay, hd, homevideo, solo, stockings, sucking, tranny

KeekAss

Tgirl can't stop toying with her milk cans

Categories: amateur, college, crossdressing, dick, dyed hair, hd, homevideo, masturbation, mature, milk

aShemaleTube

sissy handsfree cum

Categories: asian, crossdressing, cum, hd, sissy, small cock, tiny dick

aShemaleTube

INAMORATO Gives Faggyboi a Workout

Categories: big black cock, blowjob, crossdressing, ebony, fake tits, femboy, gay, hd, sissy, workout

aShemaleTube

Black shiny zentai suit sissy femboy boi pussy anal beads training

Categories: anal, asian, beads, black, crossdressing, cumshot, femboy, fetish, hd, lingerie

Pornstars: Viper

xHamster

Handjob of the day

Categories: amateur, barebacking, bed sex, big black cock, big cock, boy, brazilian, crossdressing, cum, cum in mouth

KeekAss

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

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

xHamster

Tits pumping cute natural ladyboy big boobs size enlargment

Categories: amateur, american, beauty, big cock, big tits, crossdressing, cum, cute, femdom, feminization

aShemaleTube

Licking mistress feet and cock

Categories: blowjob, crossdressing, dick, domination, feet, hd, licking, mature, mistress

KeekAss

For a long time I desired to tear up my tutor's donk

Categories: amateur, american, anal, big cock, blowjob, crossdressing, european, homevideo, ladyboy, latina

aShemaleTube

Pissing on feet

Categories: crossdressing, feet, fetish, licking, mature, piss drinking, pissing

aShemaleTube

Crossdresser Sucks Interracial Twink Cock

Categories: amateur, blowjob, brunette, crossdressing, dick, gay, handjob, homevideo, interracial, sucking

xHamster

CHIEF Fucks Faggyboi Before Works

Categories: american, anal, big black cock, big tits, black, blowjob, couple, crossdressing, femboy, feminization

aShemaleTube

MY LOVE 041

Categories: big tits, chinese, crossdressing, hd, ladyboy, lingerie, masturbation, outdoor, sissy, solo

aShemaleTube

The definitive Way to Prove You're Not Gay

Categories: crossdressing, femboy, gay, hd, lingerie, redhead, sissy, small tits, stockings

xHamster

Crossdresser anal dildo whore

Categories: amateur, anal, anal toying, crossdressing, dildo, european, fishnet, gaping hole, hd, high heels

xHamster

Masterbating in doggy position wishing a man would grip my tiny waist and fuck me so badly

Categories: amateur, bathroom, beauty, crossdressing, cum, doggystyle, doll, femboy, hd, masturbation

xHamster

Maid Dress & Chastity Cumshot

Categories: amateur, austrian, bdsm, bondage, cage, cosplay, crossdressing, cum, cumshot, dick

KeekAss

Loving my beloved fake penis's in Daphne costume play

Categories: amateur, anal, beauty, big ass, big cock, big tits, costume, crossdressing, dick, dildo

aShemaleTube

Jerking off Outdoors During the Day

Categories: amateur, asian, beauty, big ass, big cock, crossdressing, fishnet, high heels, japanese, jerking

ShemaleMovie

Steamy crossdresser Jake Grand takes a big faux-cock and enjoys a messy climax

Categories: anal, ass, crossdressing, dick, dildo, humiliation, masturbation, messy, sissy, solo

aShemaleTube

Carry out the audience's instructions during live broadcast until ejaculation .9.(@03:42)

Categories: big ass, big tits, crossdressing, cum, cumshot, hd, masturbation, outdoor, pantyhose, public

xHamster

sensual shemale and cum cookies

Categories: amateur, beauty, big ass, blonde, bukkake, creampie, crossdressing, cum, cum in mouth, facial

XXXDan

Some silhouetting in the sunshine in my home made pink and white long tutu fairy dress

Categories: beauty, big ass, big cock, crossdressing, dress, high heels, homevideo, lingerie, masturbation, outdoor

xHamster

Glamour Galore: Dressing to Impress

Categories: amateur, american, beauty, big ass, big tits, crossdressing, femboy, feminization, glamour, hd

KeekAss

Adorable Latina TRANSSEXUAL deep throats it greatest!!

Categories: adorable, amateur, blowjob, brunette, crossdressing, cumshot, deep throat, fetish, hd, latina

xHamster

A Crossdresser Gets Anal Play in Pinky Sailor Onesie

Categories: amateur, anal, anal toying, anime, asian, cosplay, crossdressing, cute, femboy, fetish

KeekAss

Astounding spunk shot featuring Alexandra Braces in a crimson sundress, stockings and Chat

Categories: amazing, beauty, braces, crossdressing, cum, cumshot, dick, dress, lingerie, masturbation

aShemaleTube

wank in bikini

Categories: amateur, bikini, crossdressing, hd, masturbation, outdoor, small tits, wanking

aShemaleTube

See-through gown and no panties

Categories: big cock, blonde, crossdressing, femboy, hd, ladyboy, lingerie, panties, pov, sissy

xHamster

Fucking Super Sexy Mexican Sissy - Compilation 5

Categories: amateur, american, anal, big ass, compilation, crossdressing, femboy, hd, ladyboy, latina

HClips

Hottest Adult Clip Transvestite Amateur Exclusive Newest , Its Amazing

Categories: amateur, amazing, asian, big tits, crossdressing, hd, masturbation, redhead, solo, stockings

KeekAss

Gorgeous Tranny Babe Masturbating Hard

Categories: amateur, asian, babe, beauty, bed sex, black, boy, brunette, crossdressing, gorgeous

xHamster

Luzia Tv on webcam

Categories: amateur, anal, beauty, crossdressing, cum, cumshot, hd, high heels, ladyboy, lingerie

KeekAss

Spectacular Santa Stunner Tranny - Alia Dark-Skinned - RolePlay

Categories: amateur, arab, babe, big cock, brunette, cosplay, crossdressing, cum, cumshot, hd

KeekAss

Undies attempt on drag under translucent sundress

Categories: amateur, anal, ass, crossdressing, dress, femboy, fetish, hd, homevideo, lingerie

aShemaleTube

Worshipping Mistress boots

Categories: boots, crossdressing, domination, french, hd, mature, mistress, slave, worship

TrannyOne

Fucking a Shemale Bareback 7

Categories: amateur, anal, ass, creampie, crossdressing, cum, hd, homevideo, pov, pussy

xHamster

SEXY Hot Skirt White Legs Housewife Ladyboy Homemade Model Crossdresser

Categories: compilation, crossdressing, cum, cum in mouth, cumshot, dancing, hd, homevideo, housewife, ladyboy

aShemaleTube

Escort showing what she can

Categories: amateur, anal, big cock, blonde, blowjob, crossdressing, escort, femboy, hd, homevideo

xHamster

🔶CAM⁴ [²⁷mar²⁵] FuLLResille Dress (6)

Categories: amateur, ass, big ass, crossdressing, cute, dress, french, hd, high heels, lingerie

xHamster

Beautiful little femboy walks in public wearing very hot pink dress and sandals

Categories: beauty, big ass, crossdressing, dress, femboy, hd, high heels, ladyboy, mexican, outdoor

aShemaleTube

(eyes exposed for the first time) Behind the tramp, the bitch cums. (01:01)

Categories: bitch, crossdressing, cum, cumshot, first time, hd, masturbation, outdoor, pantyhose, public

xHamster

Forged3dx Intense Anal Sex Delicious Tasty Big Ass Swallows Huge Monster Cock Hardcore Sex Sweet Intense Pleasure

Categories: amateur, american, anal, asian, barebacking, big ass, big cock, creampie, crossdressing, cum

aShemaleTube

Crossdresser holly wanking and cumming as guy cums in my mouth

Categories: blowjob, crossdressing, cum, cum in mouth, cumshot, hd, mature, model, stockings, tgirl

aShemaleTube

webcams crossdress SVID_20240217_222406_1

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

aShemaleTube

Bella domina

Categories: big cock, big tits, blowjob, crossdressing, dominatrix, fetish, hd, latex, masturbation, pov

aShemaleTube

Mature horny crossdresser needs bareback hotel cock

Categories: amateur, anal, big ass, blowjob, crossdressing, dick, hotel, mature

KeekAss

Sissy masturbate-off and jizz flow

Categories: amateur, anal, anal fisting, anal toying, crossdressing, cumshot, fetish, fisting, gaping hole, gloryhole

aShemaleTube

Cumming all over my black stockings

Categories: big cock, black, blonde, creampie, crossdressing, cum, cumshot, femboy, hd, lingerie

xHamster

CAM⁴ [²⁹mar²⁵]Ejac💦9mn43 Robe FuLLResille

Categories: amateur, big cock, bitch, crossdressing, cum, cumshot, cute, french, hd, high heels

ShemaleMovie

Newcomer Raphael uses his shaft to pleasure the Tgirls at the studio

Categories: amateur, anal, beauty, big cock, blowjob, crossdressing, cum, cumshot, handjob, homevideo

xHamster

pink chastity anal dildo squirt

Categories: amateur, anal, anal toying, asian, beauty, crossdressing, dildo, femboy, feminization, hd

JizzBunker

Expanding my asshole with anal expander

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

KeekAss

Sissy Smoking AssPussy Whore

Categories: amateur, anal, crossdressing, fetish, gaping hole, hd, homevideo, huge dildo, masturbation, mature

JizzBunker

Married man fucks a transvestite

Categories: anal, big cock, black, blowjob, brazilian, crossdressing, gay, hardcore, interracial, skinny

xHamster

Pune City real meet my house my place shemale gay teens transgender

Categories: anal, asslick, barebacking, big cock, black, blowjob, boy, crossdressing, daddies, desi

KeekAss

My nephew's nasty entices me with her rich rump. Part 1. She drinks my entire sausage

Categories: amateur, american, blowjob, crossdressing, deep throat, european, homevideo, ladyboy, latina, redhead

aShemaleTube

Sweetie Marilyn AKA Newmarilyn - Crossdresser Stroking Her Monstercock

Categories: big cock, blonde, crossdressing, cumshot, dress, femboy, homevideo, masturbation, mature, monster cock

xHamster

Sissy Stacy Posing and Jerking Her Big Cock

Categories: amateur, big ass, big cock, bitch, corset, crossdressing, cumshot, cute, dirty talk, hd

aShemaleTube

I (Queen Ndaer) am Ashamed I have such a Large Ass!

Categories: amateur, ass, big ass, crossdressing, ebony, homevideo, pov, queen, sissy

xHamster

Chastity Sissy Dildo Riding Anal Orgasms Using Cum As Lube - Jessica Bloom

Categories: amateur, anal, anal toying, british, crossdressing, cum, dildo, femboy, hd, orgasm

xHamster

Greek Whiteboi Sissy Destiny

Categories: amateur, anal, big ass, big black cock, crossdressing, cum, dildo, feminization, fetish, greek

xHamster

Super Hot Pink Haired Trans Fucked

Categories: amateur, american, anal, beauty, big ass, big cock, crossdressing, cum, feminization, hd

KeekAss

Lovely Tranny Babe Shows Her Hard Cock

Categories: amateur, american, babe, beauty, brunette, crossdressing, cute, dick, dildo, femboy

aShemaleTube

Come and lick my feet, toes and drink my volcano of cum!

Categories: crossdressing, cum, cum in mouth, feet, femboy, fetish, hd, homevideo, ladyboy, licking

Pornstars: Viper

aShemaleTube

pink latex girly plays with her girly cock

Categories: amateur, crossdressing, cumshot, dick, fetish, homevideo, irish, ladyboy, latex, masturbation

aShemaleTube

Maid to Server (enhanced)

Categories: amateur, crossdressing, fishnet, french, hd, homevideo, latina, lingerie, maid, sissy

aShemaleTube

Fucked latex mature

Categories: crossdressing, hd, homevideo, latex, mature

aShemaleTube

Big booty femboy Ezra_Kyle25 jerks off BBC Stud in pink lingerie on Valentine’s Day

Categories: amateur, big ass, big black cock, big cock, booty, crossdressing, ebony, femboy, hd, ladyboy

xHamster

Cute femboy gets fucked by daddy and used by

Categories: amateur, anal, big ass, big cock, blowjob, creampie, crossdressing, cum, cute, daddies

VideoSection

Intense anal sex with a horny shemale taking a massive cock deep in her sweet asshole

Categories: 3d, amateur, american, anal, animation, anime, asian, ass, barebacking, beauty

KeekAss

my backside slurps a monstrous banana

Categories: amateur, anal, ass, banana, big cock, crossdressing, hd, homevideo, ladyboy, masturbation

KeekAss

KellyCD666 CD on web cam all yellow! like a tramp!

Categories: amateur, big ass, brazilian, crossdressing, femboy, fetish, homevideo, joi, lingerie, mature

TrannyOne

Ich werde fruchtig matschend von einem Fremden gefickt

Categories: anal, anus, ass, couple, crossdressing, gay, hd, interracial, masturbation, milk

KeekAss

Kellystar518 in BOYS BANGIN' KELLY mix tape

Categories: anal, beauty, big black cock, blowjob, boy, compilation, crossdressing, cumshot, dick, high heels

xHamster

Hot Crossdresser Rides Huge Strapon

Categories: amateur, american, anal, beauty, big ass, crossdressing, femboy, hd, high heels, lingerie

xHamster

Don't cum so fast, I'll masturbate you with my feet

Categories: beauty, crossdressing, cum, feet, fetish, footjob, hd, ladyboy, massage, masturbation