Crossdressing Shemale Videos » 42

xHamster

Me in cute outfit and sexy outfit masturbating outdoors

Categories: amateur, creampie, crossdressing, cum, cumshot, cute, hd, lingerie, masturbation, mature

aShemaleTube

fucking in the dark

Categories: crossdressing, hd, mature

aShemaleTube

Trixy captured and locked in a factory

Categories: amateur, anal, barebacking, big cock, blowjob, crossdressing, cumshot, domination, fetish, hd

aShemaleTube

Indulge in Asian Femboy's WET BUSSY PART 2

Categories: amateur, anal, asian, big cock, chinese, compilation, crossdressing, cumshot, hd, sissy

xHamster

Story of Dan and the Mind Control remote

Categories: american, bdsm, big tits, bondage, crossdressing, domination, femdom, feminization, fetish, hd

xHamster

Enjoying in Bed

Categories: amateur, anal, bed sex, crossdressing, dildo, hd, homevideo, ladyboy, masturbation, mexican

XXXDan

Transvestite fun

Categories: amateur, anal, blowjob, crossdressing, funny, gay, hardcore, skinny, teen (18+), transvestite

xHamster

Clara suck again, again and again, in an hotel room

Categories: amateur, blowjob, crossdressing, european, hd, high heels, hotel, ladyboy, lingerie, mature

aShemaleTube

Asian sissy faggot grinds on a dildo

Categories: amateur, anal, asian, chinese, crossdressing, dildo, femboy, hd, lingerie, masturbation

KeekAss

She-Male trans whore in tights UKseylegsTV heating her culo up in a motel with some fuck sticks

Categories: amateur, anal, beauty, big ass, big cock, blonde, crossdressing, femboy, fetish, hd

KeekAss

Shemale rectal tramp Selena gets her fleshy, ample and taut Bum plowed by the nailing Machine Part two

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

xHamster

Redhead sissy first using a sex-machine. This is a sweet gift from a fan

Categories: amateur, anal, crossdressing, feminization, gaping hole, hd, high heels, homevideo, joi, redhead

aShemaleTube

I just want your kiss..

Categories: big cock, crossdressing, hd, kissing, masturbation, redhead, solo, stockings, vintage

aShemaleTube

Hard fuck

Categories: amateur, anal, crossdressing, domination, greek, hardcore, hd, homevideo, sissy, stockings

xHamster

Sexy Sissy Femboy Twerking and Dancing in Lingerie Striptease

Categories: amateur, american, anal, beauty, big ass, big cock, crossdressing, dancing, femboy, hd

XXXDan

TS Bailey Wilde Fucks TS Jessica Moon

Categories: amateur, anal, bdsm, beauty, crossdressing, hardcore, lingerie, pornstar, small tits, teen (18+)

Pornstars: Jessica Wilde

KeekAss

Transgirl home mass ejaculation - part 1

Categories: amateur, big tits, bukkake, crossdressing, cum, cumshot, handjob, hd, homevideo, lingerie

KeekAss

Crimson Spandex fetish nymph fap till Ccumshot

Categories: amateur, brunette, crossdressing, cumshot, fetish, handjob, hd, latex, masturbation, spandex

xHamster

Thigh-High Tease, Crossdresser Glides Hands Over Glistening Slick Body

Categories: big cock, compilation, crossdressing, cum, cum in mouth, cumshot, dancing, hd, ladyboy, massage

xHamster

Trans Sissy slut exposes herself in the parking

Categories: amateur, big ass, crossdressing, european, femboy, hd, latina, lingerie, milf, outdoor

xHamster

Valeria Loses the Game and Has to Let Herself Be Fucked Hard and Deep.

Categories: amateur, ass, beauty, big ass, big cock, colombian, couple, crossdressing, cum, cumshot

xHamster

4K Full HD New Years Trans Throat Fuck with a Dildo

Categories: blowjob, crossdressing, deep throat, dildo, gay, hd, homevideo, sissy, solo, throat

xHamster

Playing with My Toy

Categories: amateur, ass, bbw, black, crossdressing, cum, fat, femboy, hd, jerking

KeekAss

two Buttfuck Climaxes for Sissy in V-card

Categories: anal, anal toying, assfucking, cage, close up, creampie, crossdressing, cum, cumshot, femboy

aShemaleTube

Tiziana, a slutty and dirty nun

Categories: crossdressing, cumshot, dirty, hd, masturbation, mature, nun, sissy, slut, small cock

KeekAss

Strength Bottom Damsel Tiffany Ciskiss Pt 1

Categories: amateur, anal, anal toying, ass, blonde, cosplay, crossdressing, dildo, extreme, feet

aShemaleTube

Wanna smoke cigarette or cock ?

Categories: blowjob, cigarette, crossdressing, dick, hd, mature

aShemaleTube

Rivers of cum 💗💗💗

Categories: amateur, big ass, big cock, crossdressing, cum, cumshot, femboy, hd, masturbation, sissy

xHamster

How i handle the Topped Toys Artemis 115

Categories: amateur, anal, anal toying, crossdressing, dildo, gaping hole, hardcore, hd, huge dildo, ladyboy

VideoSection

Ladyboy nightmare becomes a thrilling sexy session with a ginormous ass and big cock

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

KeekAss

Brief sundress tranny public showing

Categories: amateur, big ass, big cock, big tits, blonde, crossdressing, cum, cumshot, dick, dress

xHamster

HOTTEST Trans Latina Fucked

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

aShemaleTube

Sexy Smoking Sissy barebacked by the window and creampied

Categories: amateur, barebacking, blowjob, creampie, crossdressing, sissy, smoking, stockings, window

KeekAss

Masturbate off with spandex mask and damsel mutt cangue

Categories: amateur, crossdressing, fetish, handjob, hd, homevideo, lingerie, mask, masturbation, spandex

KeekAss

Martine .. und noch einmal

Categories: amateur, anal, brunette, crossdressing, cum, cumshot, dildo, handjob, hd, jerking

xHamster

Lolla's Amazing Slow Motion Orgasm!!!! Cum Flying Everywhere

Categories: amateur, amazing, anal, asian, bar, bbw, big ass, big cock, black, couple

aShemaleTube

White silk camisole and stockings

Categories: big ass, blonde, crossdressing, femboy, fetish, hd, ladyboy, lingerie, masturbation, pov

aShemaleTube

I'm GingerLove...enjoy the show!

Categories: amateur, compilation, crossdressing, cumshot, hd, lingerie, masturbation, mature, toys

xHamster

Housewife little

Categories: amateur, anal, brazilian, crossdressing, dildo, fetish, hd, homevideo, housewife, ladyboy

xHamster

Kim Kay And Bbc Eatin his ass .part 1

Categories: amateur, american, asian, ass, beauty, big black cock, big cock, black, crossdressing, hd

xHamster

Gay Sissy Crossdresser White Big Ass Big Butt Booty Girly Boy MTF LGBT Lady Boy Fem Boy Bottom Cute

Categories: 3some, american, beauty, big ass, booty, boy, crossdressing, cum, cute, first time

xHamster

Sissy Bitch ash tray

Categories: bdsm, bitch, crossdressing, domination, feminization, fetish, german, hd, sissy, smoking

XXXDan

Fem stroking her big black cock

Categories: amateur, big black cock, big cock, black, crossdressing, lingerie, masturbation, solo, stroking, teen (18+)

aShemaleTube

Sissy Weronika fucked from behind

Categories: amateur, anal, blonde, crossdressing, from behind, homevideo, pornstar, sissy, stockings

Pornstars: Weronika

aShemaleTube

Sissy washes car

Categories: amateur, big ass, car, crossdressing, lingerie, outdoor, sissy, small cock

aShemaleTube

gloryhole cumshot

Categories: big cock, blowjob, crossdressing, cumshot, gloryhole, hd, lingerie, pov

TrannyOne

Greek guy with slut crossdresser hard fuck

Categories: anal, anus, ass, couple, crossdressing, drilling, european, greek, hardcore, hd

xHamster

Living Sex Doll Bound and Struggling

Categories: amateur, american, bondage, bound, crossdressing, doll, fetish, hd, ladyboy, mask

xHamster

My giant cock explodes in other people's black pantyhose and red thong

Categories: big cock, black, crossdressing, cum, cumshot, dick, hd, ladyboy, lingerie, masturbation

aShemaleTube

limp sissy trainer 2

Categories: amateur, crossdressing, femboy, homevideo, interracial, ladyboy, masturbation, pov, sissy, solo

xHamster

Three blonde Tgirls in a trio, with blowjob and some Electro fun

Categories: 3some, amateur, beauty, blonde, blowjob, clit, crossdressing, dutch, funny, hd

xHamster

Connie self stimulate

Categories: amateur, crossdressing, feminization, hd, ladyboy, latina, lingerie, mature, pantyhose, pretty

KeekAss

Observe a femboy in black tights finish off with nips, anal invasion and beef whistle getting off ♡

Categories: amateur, anal, black, bodystocking, brunette, cosplay, crossdressing, cumshot, cute, femboy

KeekAss

Assfucking Instructing My Sissy Spouse

Categories: amateur, anal, assfucking, bbw, bdsm, crossdressing, femdom, fetish, gay, hd

KeekAss

Obese trans dame attempts not to jizm while frolicking flick games

Categories: amateur, ass, bbw, beauty, chubby, crossdressing, cum, fat, game, hd

KeekAss

Hasty Times (Extended) Cut

Categories: amateur, anal, big tits, brunette, corset, crossdressing, handjob, hd, high heels, lingerie

xHamster

Sissyfication Vol.4 by Sonechka25 (instructions on How to Achieve a Female Squirt for a Girl with a Penis).mp4

Categories: amateur, anal, crossdressing, cum, dick, dirty talk, hd, orgasm, pornstar, prostate

Pornstars: Sonechka

KeekAss

Femboy strokes off his good-sized salami and spunks

Categories: amateur, big cock, crossdressing, cum, cute, femboy, hd, masturbation, pov, sissy

xHamster

Rikki Ocean's Getting Jizzy with Jewelry

Categories: american, big cock, big tits, cosplay, crossdressing, cum, cumshot, femboy, hd, ladyboy

aShemaleTube

Sissy learns how to cum

Categories: brunette, cage, crossdressing, cum, cumshot, femboy, hd, homevideo, lingerie, masturbation

xHamster

Office lady shower show. Shower gel is lubricating my body.

Categories: amateur, anal, asian, beauty, cosplay, crossdressing, cum, hairy, hd, ladyboy

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

aShemaleTube

sequins on your cock

Categories: anal, blonde, crossdressing, dick, dress, hd, high heels, lingerie, solo, stockings

aShemaleTube

Trashy Huge Cock Shemale Barbie doll Minka

Categories: amateur, big cock, crossdressing, cumshot, dick, doll, domination, hd, homevideo, huge cock

Pornstars: Minka

xHamster

Rubberdoll playing with my big cock, in my slutty thigh highs

Categories: amateur, big cock, boots, british, crossdressing, doll, gay, hd, high heels, homevideo

Pornstars: Rubberdoll

KeekAss

Proceed part trio of an hour and half of edging to OF content of a boy getting pummeled rock-hard

Categories: amateur, beauty, big cock, boy, crossdressing, edging, femboy, handjob, hd, homevideo

KeekAss

jess silk railing fake penis in pinkish polka dot bathrobe and pinkish satin nightie with rosy periwig

Categories: amateur, anal, crossdressing, cumshot, dick, dildo, fetish, handjob, homevideo, lingerie

aShemaleTube

Latest Live Sex Show - Gigi and Dave, Shemale and Man Couple Ep1

Categories: amateur, blowjob, british, couple, crossdressing, dick, hd, kissing, legs, mature

KeekAss

Young femboy with elastic arse rails on a fuck stick and ejaculates close-up

Categories: amateur, anal, anal toying, ass, big ass, big cock, close up, crossdressing, cum, cute

aShemaleTube

Crossdressers cock play

Categories: crossdressing, dick, hd, homevideo, mature

aShemaleTube

crossdress VID_20240925_225601

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

xHamster

My Married Boss Fucked Me Like a Slut

Categories: amateur, anal, barebacking, big ass, big black cock, blowjob, boss, crossdressing, cum in mouth, cute

aShemaleTube

Double Dating Crossdressers

Categories: crossdressing, dating, hd

ShemaleZ

Abdl Diaper Sissy Maid Jerking Off In Her Diaper

Categories: amateur, blonde, crossdressing, diaper, hd, jerking, maid, sissy, skinny, stockings

xHamster

HANDS FREE CUMSHOT Hot SMOKING Femboy Masturbating With Cute Legs Booty Model Crossdresser Shemale Pretty Cumming Slut

Categories: amateur, big cock, blonde, booty, crossdressing, cum, cumshot, cute, femboy, hd

KeekAss

Girl-On-Girl Ass-Fuck Sissy Draining & Going Knuckle Deep Polieana And Jessica Bloom

Categories: amateur, anal, anal toying, assfucking, beauty, blonde, crossdressing, cum, cumshot, dildo

KeekAss

Humungous lollipop TGirl Lucy gets a dirty suck suck off from sissy Charlotte

Categories: amateur, big cock, blowjob, crossdressing, deep throat, dick, dirty, domination, huge cock, lollipop

aShemaleTube

Joselynne Crossdresser In High Heels Webcam In Mini Dress Part One

Categories: amateur, behind the scenes, big ass, crossdressing, dress, feminization, fetish, high heels, latina, mature

KeekAss

super-sexy korean femboy banged

Categories: anal, asian, boy, creampie, crossdressing, femboy, femdom, hd, japanese, korean

xHamster

I pamper myself in pantyhose

Categories: amateur, anal, beauty, crossdressing, dick, fetish, german, handjob, hd, lingerie

xHamster

Nasty Hatsune Miku🤍Vocaloid: Look into those cute eyes - you'll fall in love with this Vocaloid!(2)

Categories: amateur, anal, asian, barebacking, beauty, big ass, big cock, creampie, crossdressing, cute

xHamster

BIG BUTT SISSY CUMS WEARING A PINK BIKINI

Categories: amateur, beauty, big ass, big cock, bikini, crossdressing, cum, cumshot, feminization, hd

aShemaleTube

Latex and leather CD cum

Categories: crossdressing, cum, femboy, hd, latex, leather, stockings

KeekAss

Hottest Sissy She-Male banged rigid jism spunk spunk

Categories: amateur, anal, big cock, compilation, crossdressing, cum, cumshot, femdom, hd, ladyboy

xHamster

Field Frolic

Categories: amateur, british, crossdressing, cum, cumshot, dick, european, feet, fetish, hd

aShemaleTube

Black Dress and Blue Lingerie (enhanced)

Categories: amateur, black, crossdressing, dress, hd, homevideo, latina, lingerie, stockings

ShemaleMovie

Young trans, shemale masturbates

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

xHamster

A Random Futa Thought Me as A Bar Servant

Categories: amateur, anal, bar, beauty, big cock, big tits, blowjob, creampie, crossdressing, deep throat

aShemaleTube

Hotel Series - Going Bigger pt2

Categories: amateur, anal, crossdressing, hd, homevideo, hotel, sissy, stockings, toys

xHamster

Crossdresser femboy play with her Dildos

Categories: amateur, anal, crossdressing, czech, dildo, european, femboy, hd, homevideo, milf

aShemaleTube

I ejaculated in my favorite pink panties

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

HClips

Ladypamela Trans Solo Na Webcam Exibindo Sua Bunda Gostosa De Calcinha Para Seus Fas, Vamos Fuder Gostoso 7 Min

Categories: amateur, black, crossdressing, gay, hd, solo, transsexual, webcam

aShemaleTube

I love Facesitting it makes me so wet!

Categories: amateur, boots, crossdressing, dirty, face sitting, hd, stockings, wet

KeekAss

Crystal Paige toying solo

Categories: amateur, anal, anal toying, crossdressing, hd, high heels, lingerie, masturbation, mature, sissy

KeekAss

transgender princess niclo gorgeous female exotic masturbate off.

Categories: asian, big tits, blonde, crossdressing, exotic, gorgeous, hd, jerking, lingerie, masturbation

ShemaleZ

Tpns-024 Sorry For Getting My Big Dick Hard Even Though Youre So Beautiful [super Cute Idol Face Even Without Makeup] A Documentary Of A Crossdressers

Categories: anal, asian, assfucking, beauty, big cock, creampie, crossdressing, cum, cumshot, cute

aShemaleTube

My sissy blowjob training

Categories: amateur, bisexual, blowjob, crossdressing, hd, model, sissy, slave, solo, toys

xHamster

Hot Femboy Nude Rides Thick Dildo In Nature In Public

Categories: anal, anal toying, big ass, crossdressing, dildo, dress, extreme, femboy, hd, high heels

aShemaleTube

Hotel Series - Going Bigger pt1

Categories: amateur, anal, big tits, blonde, crossdressing, hd, homevideo, hotel, solo, stockings

VideoSection

First ts, bdsm fisting

Categories: amateur, american, anal, bdsm, crossdressing, cum, dildo, fisting, jizz, ladyboy

XXXDan

Crossdresser japanese secretary fucking intensely

Categories: amateur, anal, blowjob, couple, crossdressing, hardcore, japanese, lingerie, masturbation, secretary

JizzBunker

Part 1 - Camera on the ceiling - Daddy Ken, with his fingers and fists, opens my juicy pussy and puts his entire wrist inside

Categories: amateur, anal, bbw, big ass, big cock, black, crossdressing, daddies, fingering, fisting

aShemaleTube

Joanie - Yellow Fishnet Mini Dress

Categories: amateur, blonde, crossdressing, cumshot, dress, fishnet, hd, homevideo, lingerie, masturbation

aShemaleTube

Red Lingerie

Categories: amateur, big cock, crossdressing, hd, lingerie, masturbation, sissy

aShemaleTube

Old&Chubby. Serge Lusin. 2025ea

Categories: crossdressing, hd, old

xHamster

Asian guy get Fucked by Huge Cock bbc and precum drooling bisex Guy exploited ass shemale lover 4

Categories: anal, asian, ass, barebacking, big black cock, big cock, bisexual, black, compilation, crossdressing

xHamster

Cute Feet and Espadrilles Mini Dress in Public Hot Ladyboy

Categories: big ass, crossdressing, cute, dress, feet, hd, high heels, ladyboy, latina, masturbation

aShemaleTube

jane sucks her dildo while clad in a PVC corset

Categories: corset, crossdressing, deep throat, dildo, gloves, hd, lingerie, sissy, sucking

xHamster

Dirty Sissy Bitch

Categories: amateur, anal, bitch, crossdressing, danish, dildo, dirty, dirty talk, femboy, hd

JizzBunker

V35 - cum in black lingerie - trailer

Categories: amateur, big cock, big tits, black, crossdressing, cum, cumshot, lingerie, maid, masturbation

xHamster

Outdoor exhibition in the woods in vinyl catsuit and white heels in front of foreign watcher

Categories: amateur, catsuit, crossdressing, exhibitionist, hd, high heels, latex, masturbation, outdoor, solo

KeekAss

Uber-Sexy Sissy High High-Heeled Shoes and Dancing

Categories: amateur, crossdressing, cumshot, dancing, fetish, handjob, hd, high heels, homevideo, masturbation

TrannyOne

They were eight

Categories: amateur, blowjob, creampie, crossdressing, cum, cum in mouth, gangbang, lingerie, mouthful, oral

aShemaleTube

Playful bunny femboy on the bed

Categories: amateur, bed sex, blonde, bunny, crossdressing, femboy, hd, lingerie, masturbation, sissy

VideoSection

Asian femboy gets anally pounded

Categories: anal, asian, chinese, crossdressing, femboy, model

xHamster

Cute ladyboy likes to strip naked in public and ride very hot trunk

Categories: big ass, crossdressing, cute, dress, hd, high heels, ladyboy, lingerie, masturbation, mexican

xHamster

Chubby Sissy Shake her ass Then jerking off

Categories: ass, bbw, big ass, black, chubby, crossdressing, cum, cumshot, fat, femboy

XXXDan

Placing toys in a black lace dress

Categories: amateur, anal, black, blonde, crossdressing, dress, european, fishnet, lace, masturbation

xHamster

Tgirl slut horny dances and smoking

Categories: amateur, ass, beauty, big ass, big cock, colombian, crossdressing, dancing, femboy, hd

ShemaleZ

Just A Photoshoot - Crossdresser

Categories: amateur, big ass, brunette, crossdressing, hd, latina, photoshoot, small tits, solo, toys