Crossdressing Shemale Videos » 31

xHamster

Wife lingerie cumshots

Categories: amateur, crossdressing, cumshot, facial, feminization, fetish, handjob, hd, japanese, ladyboy

aShemaleTube

Sissy Crossdresser Annette motel blowjob and facial

Categories: blowjob, crossdressing, facial, hd, motel, sissy

XXXDan

Big cock trans stroking, dirty talk and anal fingering with cum - Jessica Bloom

Categories: amateur, anal, assfingering, beauty, big ass, big cock, blonde, british, crossdressing, cum

KeekAss

Sohimi Plaything - Pushing Masturbator Review Jessica Bloom2

Categories: amateur, babe, big cock, blonde, creampie, crossdressing, cumshot, dick, fetish, fleshlight

KeekAss

Scarlett's Ocean Tail - FLY AWAY TO COME BACK PMV 1

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

aShemaleTube

Marilyn Leather Smoking Fetish Tease

Categories: amateur, big cock, big tits, blonde, crossdressing, fetish, hd, homevideo, leather, masturbation

TrannyOne

Milf dominatrix fucks masturbating crossdressers tight ass with big strapon cock

Categories: anal, anus, ass, big cock, crossdressing, dick, domination, dominatrix, femdom, lingerie

xHamster

Redhead is fucked by big daddy in hotel room

Categories: amateur, anal, ass, big ass, crossdressing, daddies, femboy, hd, hotel, latina

aShemaleTube

Taking my panties off in a pink minidress with white stockings

Categories: blonde, crossdressing, dress, femboy, fetish, hd, ladyboy, lingerie, masturbation, panties

KeekAss

Micro Penis, Injection Gets Me Hard as FUCK!!!!

Categories: anal, big cock, crossdressing, dick, gay, hardcore, lingerie, masturbation, small cock, stockings

xHamster

Is there a girl who accepts my dick? SecretGakuen

Categories: amateur, bathroom, compilation, crossdressing, cum, cumshot, dick, handjob, hd, homevideo

xHamster

Pai-chan in Red Dress

Categories: amateur, asian, crossdressing, dress, hd, high heels, japanese, masturbation, mature, outdoor

xHamster

Super Hot Blonde Trans Bailey Wilde Fucked

Categories: amateur, american, anal, big ass, blonde, blowjob, crossdressing, cum, femboy, feminization

xHamster

TRANS ANAL TOY (psykoanal)

Categories: amateur, anal, anal toying, ass, big cock, buttplug, crossdressing, dildo, extreme, fisting

aShemaleTube

Futa Faye Horny Crossdresser Needs It Raw

Categories: barebacking, blowjob, crossdressing, futanari

KeekAss

Bunny tied like a hog with her plowing machine.

Categories: amateur, anal, anal toying, bdsm, bunny, crossdressing, fucking machine, hd, homevideo, stockings

KeekAss

Analina 27 - Pummel my Culo - Super-Naughty Rectal Super-Bitch

Categories: amateur, anal, anal toying, ass, big ass, bitch, blonde, crossdressing, dirty, fetish

TrannyOne

Sissy fucked by her mistress

Categories: bdsm, blonde, crossdressing, domination, femdom, fetish, lingerie, mistress, sissy, stockings

KeekAss

Fabulous T-Girl in Undergarments Humps Arse with Fake Penis while Smoking and Nutting

Categories: amateur, anal, ass, big cock, blonde, crossdressing, cum, cumshot, dick, dildo

ShemaleMovie

Cute Asian ladyboy Femmebunnycd's first time deepthroating a big black cock

Categories: amateur, asian, beauty, big black cock, black, blowjob, crossdressing, cum, cum in mouth, cute

KeekAss

Pounding A Fleshlight

Categories: amateur, beauty, crossdressing, femboy, fleshlight, gorgeous, homevideo, latina, lingerie, maid

aShemaleTube

Horny

Categories: amateur, anal, asian, chinese, crossdressing, cum in mouth, cumshot, hd, homevideo, interracial

xHamster

Extreme Anal Fisting From Valentina Rosa Part 2, Taking It Deeper

Categories: amateur, anal, anal fisting, british, couple, crossdressing, cum, domination, extreme, fisting

xHamster

Asian Crossdresser Femboy Cum In The Kitchen

Categories: amateur, asian, beauty, big cock, crossdressing, cum, cumshot, femboy, hd, japanese

JizzBunker

Bimbo life of a sissy smoker

Categories: amateur, big cock, bimbo, black, blowjob, crossdressing, dutch, hardcore, latex, latina

JizzBunker

Slutty femboi cheerleader dances and twerks her ass

Categories: amateur, ass, beauty, big ass, cheerleader, cosplay, crossdressing, lingerie, slut, solo

KeekAss

Perverted Gorgeous Shemale Masturbates

Categories: amateur, asian, big tits, brunette, crossdressing, dildo, gaping hole, gorgeous, handjob, homevideo

aShemaleTube

Hot and sexy shemale fuck and masturbating her limp little penis and piss post

Categories: anal, big cock, crossdressing, dick, femboy, hd, homevideo, ladyboy, lingerie, massage

aShemaleTube

cum

Categories: amateur, big cock, chinese, compilation, crossdressing, cum, fetish, hd

KeekAss

Sizzling Goths - Trans-lezzy Samhain Demonstrate

Categories: amateur, anal, big tits, blonde, blowjob, corset, couple, crossdressing, goth, hd

ShemaleMovie

Ahri cosplay shemale dominates in facesitting manga porn scene

Categories: amateur, anal, asian, ass, asslick, cosplay, crossdressing, cumshot, face sitting, femboy

XXXDan

V65 Big Tit Shemale in Sexy Lingerie Bends Over and Cums Twice

Categories: amateur, anal, bend over, big tits, british, close up, crossdressing, cum, cumshot, dildo

aShemaleTube

Crossdresser caning

Categories: barebacking, caning, crossdressing, domination, fetish, homevideo

KeekAss

My sissy transformatoin

Categories: amateur, anal, assfucking, brunette, compilation, crossdressing, czech, dildo, hd, masturbation

xHamster

Crossdresser Roommate Clothes Changing

Categories: amateur, big cock, clothed sex, crossdressing, cute, dick, dress, european, fetish, hd

KeekAss

Humungous orbs dominance poking your gf

Categories: amateur, beauty, big cock, big tits, colombian, crossdressing, cuckold, domination, girlfriend, handjob

KeekAss

a brief dancing clamp (1)

Categories: amateur, blonde, clamp, crossdressing, dancing, homevideo, mature, sissy, slut, small tits

aShemaleTube

Chinese TS Yummyneco

Categories: asian, chinese, crossdressing, ladyboy, lingerie, sissy, small cock, small tits, transsexual

aShemaleTube

Cumming over my orange stockings for you

Categories: big cock, blonde, creampie, crossdressing, cum, cum in mouth, cumshot, fetish, hd, lingerie

xHamster

Secretdreamsfuta Big, Tasty, Hot Ass Dripping Cum, Intense Pleasure, Big, Hot Ass Swallowing Cum

Categories: 3d, amateur, asian, ass, barebacking, big cock, black, crossdressing, cum, cum swallowing

aShemaleTube

Mature tranny upskirt smoking in boots and stockings

Categories: amateur, boots, crossdressing, hd, mature, model, smoking, solo, stockings, tranny

aShemaleTube

NylonLycraTranny Gets Self Facial with the help of Anal Beads

Categories: anal, beads, blonde, crossdressing, cumshot, facial, flexible, high heels, homevideo, lingerie

KeekAss

Supah molten she-male

Categories: amateur, big ass, brunette, compilation, crossdressing, cum, cum in mouth, cumshot, handjob, hd

TrannyOne

Trans mamando

Categories: amateur, anal, anus, army, ass, big cock, black, couple, crossdressing, dick

aShemaleTube

Rubbing with stockings until I cum without hands

Categories: big ass, compilation, crossdressing, cum, cumshot, femboy, fetish, hd, ladyboy, lingerie

xHamster

Wanking Sissy With Outdoor Cumshot

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

aShemaleTube

crossdress VID_20241009_020803

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

xHamster

I Was Fucked by Two Guys and I Feel Like an Abnormal Female Whore Who Wants Cum Every Day

Categories: amateur, anal, anal toying, big ass, crossdressing, cum, double penetration, fishnet, greek, hd

xHamster

sissy with big tits try sexy swimsuits and lingerie

Categories: bathroom, beauty, big cock, big tits, bikini, corset, crossdressing, cum, fetish, hd

xHamster

Ballerina Nylon Striptease

Categories: amateur, anal toying, ballerina, beauty, big ass, crossdressing, cum, feet, fetish, hd

xHamster

Gape Training and Ass Tasting for Sissy Slut

Categories: amateur, anal, ass, ass to mouth, blowjob, crossdressing, deep throat, dildo, fetish, gagging

KeekAss

Humungous cum-shot with my LARGE FUCKPOLE on my orbs

Categories: amateur, ass, big ass, big tits, blonde, crossdressing, cum, cumshot, feminization, handjob

aShemaleTube

Goddess Tranny Cum-pilation

Categories: amateur, big cock, blonde, compilation, crossdressing, cum, cumshot, femboy, goddess, hd

JizzBunker

Bisex milf threesome fucked in the office with transvestite maid

Categories: 3some, anal, big tits, bisexual, blowjob, crossdressing, double penetration, face sitting, gay, handjob

TrannyOne

Crossdresser Slave Session Part 2

Categories: blowjob, crossdressing, domination, gay, oral, slave, transvestite

aShemaleTube

Bikini Shower (Crossdresser) (2021)

Categories: amateur, asian, bikini, crossdressing, hd, homevideo, lingerie, shower, solo, stockings

aShemaleTube

Little femboy was fucked in the public toilet and finally cummed on her ass

Categories: ass, big ass, blowjob, chinese, crossdressing, cumshot, femboy, hd, ladyboy, public

aShemaleTube

crossdress VID_20241008_223545

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

xHamster

Alisons happy latex Christmas .

Categories: amateur, big tits, british, crossdressing, fetish, hd, high heels, ladyboy, latex, masturbation

xHamster

Smoking specter

Categories: amateur, big ass, booty, chubby, compilation, crossdressing, cute, femboy, hd, high heels

JizzBunker

Black Satin Lingerie, High Heels and Sensual Cum

Categories: amateur, beauty, big ass, big cock, black, brazilian, crossdressing, cum, cumshot, cute

KeekAss

Providing head and getting romped in a white bodystocking and thighhigh rainbowstockings.

Categories: amateur, anal, ass, blonde, blowjob, bodystocking, crossdressing, deep throat, dick, fetish

KeekAss

V9-4k-tranny Self-nail Own Trouser Snake, Jizm, Gigantic Fake Penis, Buttfuck Gape and Underwear

Categories: amateur, anal, anal toying, ass, assfucking, big cock, creampie, crossdressing, cum, dick

KeekAss

Boss spunks inwards her t-model assistant

Categories: amateur, anal, ass, beauty, big ass, big cock, blonde, boss, brazilian, crossdressing

KeekAss

Sexy Young Crossdresser

Categories: beauty, black, brunette, crossdressing, cute, denial, homevideo, interracial, masturbation, sissy

KeekAss

Roxina2004BigCumSlut081204.WMV

Categories: amateur, crossdressing, dick, fetish, handjob, hd, homevideo, ladyboy, latex, masturbation

Pornstars: Rubberdoll

xHamster

Kitty tranny maid Victoria Grant bareback deep fucking

Categories: anal, barebacking, big ass, big tits, blowjob, crossdressing, doggystyle, gaping hole, hardcore, hd

ShemaleMovie

A crying girl begging for a hookup machine with Japanese crossdresser Erichinchin's naughty solo fun

Categories: amateur, crossdressing, crying, funny, japanese, ladyboy, masturbation, naughty, sissy, solo

xHamster

Sissi Stacy Ride All Here Dildos Part 2

Categories: amateur, anal, anal toying, big ass, corset, crossdressing, dildo, doggystyle, fisting, hardcore

ShemaleMovie

Hidden camera captures sissy crossdresser embracing girly clothing in a feminine way – part 2

Categories: amateur, british, crossdressing, hidden cam, high heels, lingerie, pantyhose, sissy, stockings, teen (18+)

xHamster

Sissy Slut Submits - Gagging on a Realistic Dildo

Categories: amateur, blowjob, crossdressing, deep throat, dildo, femboy, feminization, gagging, german, hd

XXXDan

Sabina eats her cum

Categories: amateur, beauty, big cock, big tits, blonde, crossdressing, cum, cumshot, european, gay

xHamster

Dominatrix SMACKS Hot Crossdresser's Ass

Categories: amateur, american, anal, ass, bdsm, beauty, big cock, crossdressing, cum, domination

KeekAss

Sissy Breezy with Bouncy Donk Dirty Dances and Plays with her Jizz-Shotgun

Categories: amateur, anal, ass, bbw, beauty, big cock, booty, compilation, crossdressing, dick

KeekAss

T-lady plays with bum and finishes off firm :p

Categories: amateur, anal, big ass, crossdressing, dildo, fetish, goth, hd, homevideo, masturbation

aShemaleTube

Mistress Slave Chinese Femdom Chinese Femdom p x

Categories: chinese, crossdressing, femdom, mistress, slave

KeekAss

Super-Cute Chinese Sissy Jism in Fox tail

Categories: amateur, asian, chinese, crossdressing, cum, cumshot, cute, handjob, hd, japanese

ShemaleMovie

After Friday class fun in the woods with Pai-Chan

Categories: amateur, asian, beauty, college, crossdressing, cum, femboy, funny, japanese, jizz

Pornstars: Friday

aShemaleTube

Cd sissy riding huge dildo

Categories: anal, crossdressing, dildo, huge dildo, riding, sissy, solo

PornoXO

Hello there.

Categories: amateur, anal, ass, big ass, crossdressing, fat, gay, masturbation, old, sissy

xHamster

Sug_madic3dsexy Busty Girl Perfect Body Deep Throat Mouth Full of Milk

Categories: amateur, american, asian, bbw, beauty, big cock, big tits, compilation, crossdressing, cum

JizzBunker

BlackThursDAY ANAL SESSION WITH DILDO RECORDING 1

Categories: amateur, anal, black, crossdressing, dildo, feet, hardcore, huge dildo, lingerie, masturbation

KeekAss

Tranny Dildo Fuck Her Juicy Wet Ass

Categories: amateur, anal, ass, beauty, big cock, crossdressing, cute, dildo, hd, homevideo

KeekAss

Dual intrusion - Shemale Mils fine butt - Sissy bitch

Categories: amateur, anal, ass, big ass, bitch, crossdressing, cumshot, dildo, double penetration, hd

KeekAss

We have fun the banana game with my trans nephew Part trio I love how she inhales it

Categories: amateur, banana, big cock, blowjob, crossdressing, funny, game, homevideo, ladyboy, latina

KeekAss

Getting rode by my nailing machine with a hefty fuck stick

Categories: amateur, anal, anal toying, ass, big ass, bodystocking, crossdressing, dildo, fucking machine, hardcore

KeekAss

Greek crossdresser plays with faux-cock

Categories: amateur, anal, crossdressing, dick, dildo, greek, handjob, hd, homevideo, masturbation

ShemaleMovie

Shemale massage with young teen Crossdresserkitty

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

ShemaleMovie

Sissy Tgirl Fiona Fortune takes a monster BBC and gets totally wrecked

Categories: amateur, american, anal, big black cock, big cock, black, blowjob, crossdressing, cum, cum in mouth

aShemaleTube

Getting fucked by machine

Categories: amateur, crossdressing, cum, fucking machine, hd, lingerie, sissy, skirt, small cock, stockings

xHamster

Rigid3d Hard Anal Sex Delicious Big Ass Tasty Fucking Open Anus Swallowing Cum Hard Sex Intense Hot Tasty Pleasure

Categories: amateur, american, anal, anus, asian, big ass, big cock, compilation, crossdressing, cum

XXXDan

Sissy enjoys her dildo

Categories: amateur, anal, big ass, big cock, black, crossdressing, dildo, hardcore, hungarian, lingerie

aShemaleTube

Ebony Crossdresser Hooters Cosplay Bareback Sex

Categories: amateur, blowjob, cosplay, crossdressing, ebony, hooters, sissy

aShemaleTube

Siziko New Home -Leather Masturbation Cum

Categories: amateur, asian, beauty, compilation, crossdressing, cum, cumshot, hd, homevideo, leather

ShemaleZ

masked but naked showing all my underwear

Categories: amateur, belgian, big cock, crossdressing, mature, nude, underwear

aShemaleTube

Responding to Various Requests From Viewers While Tied up in Chains

Categories: asian, bdsm, crossdressing, domination, homevideo, japanese, ladyboy, masturbation, pretty, sissy

aShemaleTube

Femboys pussy leaks while getting fucked in her ass wearing black thigh high stockings

Categories: amateur, ass, black, crossdressing, dildo, femboy, hd, panties, pussy, sissy

xHamster

Sissygasm cum sissy balls in chastity with vibrator

Categories: amateur, balls, bdsm, crossdressing, cum, cumshot, feminization, hd, ladyboy, lingerie

xHamster

Cum On Purple Satin - it is just hot stuff

Categories: amateur, anal, crossdressing, cum, cumshot, german, hd, high heels, lingerie, masturbation

xHamster

Secretdreamsfuta Intense and Hot Anal Sex with a Rich Ass with Her Ass Open Swallowing Semen Intense Sex

Categories: 3d, amateur, anal, asian, ass, barebacking, big cock, crossdressing, cum swallowing, hd

xHamster

Hello Ladyboy Trans - Pretty Nudist Rozebell Fuck Black Neighbor BBC Slapp Ass Right Afterthey

Categories: amateur, anal, ass, barebacking, big black cock, black, british, crossdressing, cumshot, gay

XXXDan

Sissy Ass to Mouth Deep Throat Fuck Machine Sloppy

Categories: amateur, anal, ass to mouth, big ass, blowjob, crossdressing, deep throat, dildo, fetish, gagging

KeekAss

Sporty Janelle is highly crazy

Categories: amateur, ass, beauty, big cock, blonde, crazy, crossdressing, cum, cumshot, cute

KeekAss

Self Going Knuckle Deep and Anal Invasion destruction for trans tramp Loren Aprile

Categories: amateur, anal, anal fisting, ass, bdsm, brunette, crossdressing, fisting, french, gaping hole

KeekAss

Smoking Fetish Dominatrix Taunts You

Categories: amateur, big cock, big tits, blonde, crossdressing, dick, dominatrix, fetish, joi, masturbation

aShemaleTube

Putting on my leopard print top stockings for you

Categories: crossdressing, femboy, fetish, hd, homevideo, ladyboy, lingerie, pantyhose, pov, sissy

aShemaleTube

Ladyboy Serge Lusin. 2025db

Categories: crossdressing, hd, ladyboy

xHamster

My Fetish Toys with cream

Categories: amateur, anal, anal toying, ass, big ass, big cock, brazilian, creampie, crossdressing, cum

xHamster

Sex machine orgasm #1

Categories: anal, anal toying, beauty, crossdressing, cum, european, femboy, fetish, fucking machine, hd

KeekAss

Sissy trans lady locked in purity wrecks her butt with black fake penis while locked in a v-card cag

Categories: amateur, anal, ass, black, cage, creampie, crossdressing, dick, dildo, femboy

xHamster

I Love Ride Dildo and Blowjob at Same Times

Categories: amateur, anal, asian, beauty, big cock, blowjob, chinese, crossdressing, cum, dildo

aShemaleTube

Sissy crossdresser Annette interracial motel suck and fuck

Categories: amateur, anal, blowjob, crossdressing, hd, homevideo, interracial, motel, sissy, sucking

XXXDan

Mexican Crossdressing Beauty Luna Sol Fucked in Tight Ass

Categories: amateur, anal, ass, beauty, big ass, big cock, crossdressing, hardcore, lingerie, mature

aShemaleTube

Showing my ass in fishnet while I suck a dildo

Categories: anal, ass, big ass, crossdressing, dildo, fishnet, french, hd, sissy, solo

KeekAss

Haruna Asian Costume Play Public Onanism

Categories: amateur, asian, big cock, cosplay, costume, crossdressing, cumshot, handjob, japanese, ladyboy

KeekAss

Natalie Mars hefty bone t-model porks damsel

Categories: big ass, big cock, blowjob, british, brunette, couple, crossdressing, cute, hd, ladyboy

xHamster

Pissing and cum walk on nylon legs in supermini

Categories: compilation, creampie, crossdressing, cum, fetish, german, hd, high heels, ladyboy, legs

ShemaleMovie

Teasing in a pink thong part two

Categories: crossdressing, stockings, tease, thong

xHamster

Like a Femboy French

Categories: amateur, ass, big ass, bitch, crossdressing, doggystyle, femboy, french, handjob, hd

ShemaleMovie

Amateur trans woman Veronica Sanders caught on hidden cam giving a deepthroat blowjob

Categories: amateur, blowjob, caught, close up, crossdressing, cum, cum in mouth, cumshot, deep throat, femboy