Crossdressing Shemale Videos » 26

aShemaleTube

Smoking fetish

Categories: amateur, crossdressing, fetish, hd, masturbation, mature, smoking

XXXDan

Sperm and more sperm

Categories: amateur, anal, big cock, crossdressing, hardcore, masturbation, russian, solo, sperm, teen (18+)

KeekAss

Sissy Trap Widening your backside with a fat enormous faux-cock

Categories: amateur, anal, anal toying, big ass, brunette, buttplug, crossdressing, dick, fat, hd

KeekAss

FIRST-TIMER BODYBUILDER Bosses Faggyboi in Sofa

Categories: amateur, anal, big black cock, black, blowjob, bodybuilder, crossdressing, ebony, femboy, first time

aShemaleTube

Huge dildo ride, panty stuffing and prolapse

Categories: amateur, crossdressing, hd, homevideo, huge dildo, masturbation, prolapse, solo, stockings, toys

TrannyOne

Japanese Very Cute Crossdresser Cosplay New Face 02

Categories: adorable, asian, cosplay, costume, crossdressing, cute, gay, japanese, oriental, transvestite

aShemaleTube

Mommys little crossdresser.

Categories: boy, crossdressing, diaper, mom, pissing

aShemaleTube

Bbykoda Is too Damn Cute

Categories: amateur, crossdressing, cute, femboy, hd, sissy, small tits, solo, teen (18+)

aShemaleTube

More fuck machine fun and caged up

Categories: amateur, cage, crossdressing, cum, femboy, funny, hd, lingerie, sissy, slut

aShemaleTube

Crossdresser In Thigh High Boots

Categories: barebacking, boots, crossdressing, cumshot, hd, homevideo, lingerie, masturbation, sissy, stockings

ShemaleMovie

Mature sissy crossdresser trained for bridal night in wedding dress, sucks and gets anal pounded

Categories: amateur, anal, anal toying, beauty, blowjob, crossdressing, dildo, dress, femboy, high heels

aShemaleTube

Dildo Handjob

Categories: crossdressing, dildo, handjob, hd, joi, sissy

aShemaleTube

Jennacdnyc Stroking

Categories: amateur, big cock, crossdressing, femboy, hd, masturbation, sissy, solo, stockings, stroking

KeekAss

Lovely sissy taking out her milk sans arms

Categories: amateur, beauty, big cock, crossdressing, cum, cumshot, femboy, handjob, hd, huge cock

KeekAss

crimson head ditzy fuckpig little clitty sissy restroom victim dehumanization

Categories: abuse, amateur, anal, assfucking, big ass, big black cock, bimbo, crossdressing, fetish, handjob

TrannyOne

DADDY MAKES LOVE TO ME WHILE HIS WIFE WONDERS WHERE HE IS

Categories: amateur, american, anal, anus, ass, big cock, blowjob, couple, crossdressing, daddies

aShemaleTube

CD fucked by biker

Categories: amateur, biker, blonde, crossdressing

aShemaleTube

Olia TS slut collage

Categories: compilation, crossdressing, hd, homevideo, sissy, slut, transsexual

aShemaleTube

Quelle salope à bite... Elle suce tout dans sa bouche. Vanessabitchx Pctrvprod75

Categories: amateur, bimbo, blowjob, crossdressing, cum in mouth, cumshot, french, hd, homevideo, sissy

aShemaleTube

STOUTLY Cheats on Wife with Faggyboi During Winter Storm

Categories: big black cock, blowjob, crossdressing, ebony, femboy, gay, hd, sissy, wife

ShemaleMovie

Chastity play with a twist: Tiny clitty teased, sounded, and relocked!

Categories: amateur, american, crossdressing, cum, femboy, jizz, sissy, skinny, small cock, spanking

FetishPapa

cute tgirl gets her anus pounded and flooded with sperm

Categories: amateur, anus, barebacking, crossdressing, cute, sperm, tgirl

KeekAss

Nurse Onanism

Categories: amateur, anal, babe, big cock, blonde, brunette, crossdressing, cumshot, handjob, hd

KeekAss

Anna and her immense girly pecker in net stockings

Categories: amateur, anal, big cock, crossdressing, dick, fetish, hd, homevideo, joi, ladyboy

KeekAss

Sissy Purity (part two)

Categories: amateur, bdsm, cosplay, crossdressing, fetish, hd, masturbation, pov, sissy, stockings

aShemaleTube

Mistress Sarah fucking sissy Michelle with a strap-on till she cums December 20th 2025

Categories: anal, crossdressing, cum, hd, mature, mistress, sissy, strap-on

KeekAss

Massive donk tranny dressed in underwear in public woods

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

aShemaleTube

femboy enjoys anal (Aska Ann)

Categories: anal, crossdressing, femboy, hd, small cock, solo, stockings, teen (18+), toys

ShemaleMovie

Sissy femboy takes a rough anal ride with naughty playthings

Categories: anal, ass, brutal, crossdressing, dildo, femboy, huge cock, naughty, rough, sissy

aShemaleTube

Sissy secretary fucked hard bent over the table xhCmyPM

Categories: amateur, bend over, crossdressing, hardcore, hd, secretary, sissy, table

aShemaleTube

Balls Deep Anal with Sean Michaels BBC Dildo

Categories: amateur, anal, balls, big black cock, big cock, crossdressing, dildo, hd, homevideo, pornstar

Pornstars: Sean Michaels

aShemaleTube

Chubby&Milky. Serge Lu-sin.2023k

Categories: amateur, anal, chubby, crossdressing, hd, ladyboy, mature, milk, solo

TrannyOne

Me with my mate

Categories: anal, anus, ass, big cock, british, crossdressing, dick, english, european, friend

KeekAss

Crossdressing Trap gets Drilled Rigid with Internal Ejaculation

Categories: amateur, anal, big cock, blowjob, creampie, crossdressing, daddies, dress, drilling, hd

aShemaleTube

Mature Sissy In Stockings Fucked Hard

Categories: amateur, anal, barebacking, big ass, blowjob, crossdressing, fetish, hardcore, hd, homevideo

KeekAss

DEMOLISHING MY SISSY BOOTY WITH MRHANKEYSTOYS

Categories: amateur, anal, anal fisting, anal toying, booty, crossdressing, extreme, femboy, fetish, fisting

KeekAss

Domme edges Femboys soft jizz-shotgun!

Categories: amateur, bdsm, crossdressing, cumshot, dominatrix, edging, femboy, femdom, fetish, fishnet

aShemaleTube

Picked up by a truck driver during a public slutwalk

Categories: big ass, cage, crossdressing, hd, outdoor, pick up, public, sissy, slut, street

KeekAss

Lady On She-Male Rectal Pegging & Fellatio Jessica Bloom And Polieana

Categories: amateur, anal, ass, babe, blonde, blowjob, brunette, crossdressing, cumshot, dildo

aShemaleTube

arab cd slut , suck , hard fuck with loud hot moansns

Categories: anal, arab, ass to mouth, big ass, big cock, blonde, blowjob, crossdressing, hardcore, hd

aShemaleTube

Sexy trans fucks in the ass

Categories: anal, ass, beauty, big cock, crossdressing, cum, european, femboy, lingerie, masturbation

HDSex

Ass licking, blow-job, 4k porn

Categories: amateur, anal, ass, asslick, babe, barebacking, beauty, behind the scenes, big ass, blowjob

aShemaleTube

Pantyluvn sissy she sells sanctuary

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

XXXDan

Shemale in vinyl skirt cums

Categories: amateur, beauty, crossdressing, cum, cumshot, fetish, handjob, latina, lingerie, masturbation

KeekAss

ftm femboy caresses boycunt with hitachi & ejaculates two times

Categories: amateur, black, clit, close up, crossdressing, cunt, emo, femboy, hairy, hd

aShemaleTube

Sissy milking with the chastity unlocked.

Categories: amateur, asian, crossdressing, cumshot, hd, homevideo, masturbation, milk, sissy, solo

TrannyOne

Bailey shows Sasha how to Suck Dick - feminization session, MtF sissy bimbo

Categories: bdsm, bimbo, blonde, blowjob, crossdressing, dick, feminization, fetish, hd, oral

KeekAss

Eahira Islam Porni frigging booty and plays with massager

Categories: anal, anal toying, assfingering, booty, crossdressing, femboy, hd, masturbation, sissy, solo

aShemaleTube

Crossdresser holly with a skirt bulge

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

aShemaleTube

Anal BBC

Categories: anal, barebacking, big ass, big black cock, big cock, big tits, blonde, compilation, crossdressing, hd

Pornstars: Aubrey Kate, Domino

KeekAss

Two traps sluts are having fun on cam

Categories: amateur, beauty, bimbo, blowjob, brunette, couple, crossdressing, funny, homevideo, masturbation

KeekAss

ultra-kinky she-creature much precum rail pinkish thick fake penis jizm rock-hard close-up

Categories: amateur, anal, assfucking, big cock, brunette, close up, crossdressing, cumshot, dick, dildo

KeekAss

Giant Backside Butt-Plug Joy

Categories: amateur, anal, ass, big ass, big black cock, bitch, booty, buttplug, crossdressing, fetish

aShemaleTube

Nun Cosplay Solo Dildo Cum

Categories: amateur, asian, cosplay, crossdressing, cum, cumshot, dildo, fetish, hd, homevideo

TrannyOne

Crossdresser Solo Jerking

Categories: amateur, american, bdsm, big cock, crossdressing, dick, domination, femdom, gay, handjob

aShemaleTube

Crossdresser in shorts pantyhose high heels

Categories: amateur, crossdressing, high heels, pantyhose, shorts, sissy

KeekAss

Torrid Halloween in a bewitched bitchy cat costume

Categories: amateur, anal, bitch, costume, crossdressing, halloween, hd, tranny

aShemaleTube

Dildo

Categories: amateur, anal, crossdressing, dildo, hd, homevideo, lingerie, small cock, toys

aShemaleTube

Crossdresser first gay experience

Categories: amateur, anal, crossdressing, gay

XXXDan

Hot Mexican shemale deep throats huge cock

Categories: amateur, anal, big cock, blowjob, crossdressing, cute, daddies, deep throat, fetish, gay

KeekAss

Wearing lace and cuming on dirty panties

Categories: amateur, bisexual, crossdressing, cum, cumshot, dirty, fetish, gay, homevideo, lace

KeekAss

Kellystar518 - Surprise Transaction

Categories: amazing, anal, beauty, bondage, boyfriend, brunette, cosplay, crossdressing, cum, dick

aShemaleTube

Asshole Workout

Categories: amateur, ass, crossdressing, lingerie, masturbation, solo, stockings, toys, workout

KeekAss

Beau Being a transgender doll was astounding She need 3P

Categories: amateur, asian, bisexual, brunette, couple, crossdressing, cum, cumshot, dick, doll

VivaTube

Sexy Crossdressers

Categories: crossdressing, masturbation, solo, webcam

aShemaleTube

Stripping out of my white patterned pantyhose for you

Categories: blonde, crossdressing, femboy, hd, ladyboy, lingerie, pantyhose, pov, sissy, solo

aShemaleTube

Hotel Series season 2 pt 5 the finale

Categories: amateur, anal, crossdressing, hd, homevideo, hotel, lingerie, mature, pantyhose, sissy

aShemaleTube

Smoking fetish

Categories: crossdressing, fetish, hd, mature, slut, smoking

aShemaleTube

Married Feminised Husband and Slut Wife worship t-girl BBC

Categories: amateur, babe, big black cock, big cock, blonde, crossdressing, domination, femboy, gangbang, group sex

KeekAss

[SISSY] I am a restroom that can lightly treat my sexual wishes after work.

Categories: amateur, asian, blowjob, brunette, collar, crossdressing, cumshot, hd, japanese, ladyboy

aShemaleTube

Swinging in 2023

Categories: amateur, blonde, crossdressing, hd, homevideo, lingerie, masturbation, solo, swinger

KeekAss

Rump speculum with pumping act

Categories: amateur, anal, ass, blonde, crossdressing, hd, joi, lingerie, small tits, speculum

KeekAss

Smoking is soooooooo erotic!!!

Categories: amateur, big cock, crossdressing, erotic, fetish, gay, ladyboy, smoking

ShemaleMovie

Shemale superstar Crossdresserkitty has a wild solo session and unleashes big cum

Categories: big cock, college, compilation, cosplay, crossdressing, cum, cum in mouth, cumshot, dancing, jizz

aShemaleTube

Domino Presley compilation

Categories: big cock, compilation, crossdressing, cum, cumshot, femboy, hd, ladyboy, latina, masturbation

Pornstars: Domino

aShemaleTube

BlueGirl70 FR33

Categories: amateur, crossdressing, ebony, fetish, ladyboy, lingerie, stockings, upskirt

KeekAss

I have a bunch of man chowder for you)

Categories: amateur, babe, big cock, cosplay, crossdressing, cumshot, cute, feet, femboy, femdom

KeekAss

Raven LeTrap jerks her beef whistle and jizzes

Categories: amateur, big cock, crossdressing, cum, cumshot, dick, glasses, goth, handjob, hd

aShemaleTube

MELISSA MENDEZ UK T-GIRL COMP

Categories: compilation, crossdressing, hd, masturbation, pornstar, stockings, tgirl, toys, uk

Pornstars: Melissa Mendez

aShemaleTube

BTS interview with Khloe Cox

Categories: blonde, crossdressing, hd, interview, pov, small tits, solo

aShemaleTube

Trying to DAP my ASS

Categories: amateur, anal, ass, big tits, cage, crossdressing, hd, homevideo, lingerie, mature

aShemaleTube

Wet slip

Categories: amateur, blonde, compilation, creampie, crossdressing, cumshot, femboy, fetish, hd, ladyboy

ShemaleMovie

Tgirl Riley and TgirlTrainerNL's eighth appointment part two

Categories: amateur, anal, barebacking, big cock, blowjob, crossdressing, cum, dick, european, femboy

JizzBunker

Cute slut strips naked in heels and butt plug in public very hot enjoy it

Categories: anal, big ass, buttplug, crossdressing, cute, feet, fetish, high heels, latina, lingerie

XXXDan

Straight guy dressed as a hottie fucks his ass with a sex machine

Categories: anal, ass, babe, big ass, crossdressing, dildo, fetish, handjob, hardcore, high heels

KeekAss

Tugging my girlcock and frolicking with my butt vag in leather and high footwear

Categories: amateur, anal, ass, assfucking, boots, british, brunette, crossdressing, fetish, handjob

aShemaleTube

Chubby&Milky. Serge Lu-sin.2023d

Categories: amateur, blonde, chubby, crossdressing, hd, ladyboy, mature, milk, small cock, solo

aShemaleTube

taiwanese crossdresser fuck by big guy

Categories: amateur, asian, crossdressing, hd, homevideo, lingerie, model, stockings, taiwanese, transsexual

aShemaleTube

shemale masturbates and cums

Categories: amateur, crossdressing, cum, cumshot, hd, homevideo, ladyboy, lingerie, masturbation, orgasm

aShemaleTube

crossdress VID_20241227_172737

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

ShemaleMovie

Stripper Pai-Chan gives a wild plunge show

Categories: amateur, asian, crossdressing, femboy, japanese, small cock, small tits, solo, striptease, wild

JizzBunker

I get fucked by my fucking machine 1

Categories: amateur, anal, big ass, big cock, crossdressing, dildo, fucking machine, german, hardcore, high heels

aShemaleTube

Slave licking thigh boots

Categories: boots, crossdressing, domination, fetish, hd, licking, mature, slave

aShemaleTube

Vanessa italian Tranny

Categories: amateur, crossdressing, hd, homevideo, italian, masturbation, solo, stockings, tranny, webcam

KeekAss

Astounding spunk shot featuring Alexandra Braces in hip high footwear and fishnet pantyhose

Categories: amazing, beauty, big cock, boots, braces, crossdressing, cum, cumshot, dirty talk, fishnet

KeekAss

stranger in d wrong house

Categories: amateur, anal, blonde, blowjob, crossdressing, ebony, lingerie, small tits, stranger, transsexual

aShemaleTube

Piano lesson

Categories: amateur, anal, crossdressing, dildo, hd, piano, stockings

aShemaleTube

New white heels and stockings and a skirt bulge

Categories: crossdressing, hd, high heels, homevideo, lingerie, masturbation, mature, sissy, skirt, solo

aShemaleTube

Pink Fishnet Top & Silver Mini

Categories: amateur, crossdressing, fishnet, hd, homevideo, latina, lingerie, pantyhose, sissy, stockings

KeekAss

Shemale And Shemale Webcam Act

Categories: amateur, anal, blonde, blowjob, brunette, crossdressing, dildo, hd, homevideo, interracial

aShemaleTube

SheMale Trangressions

Categories: anal, big tits, blowjob, crossdressing, cumshot, pornstar, vintage

Pornstars: Gina Ryder

KeekAss

Indian Cross Dresser Krithi In Sleeveless BOULDER-HOLDER - UNDRESS TAUNT

Categories: amateur, bra, crossdressing, gay, hd, indian, lingerie, small tits, striptease, undressing

aShemaleTube

DILDOS COMP 09

Categories: amateur, compilation, crossdressing, dildo, hd, homevideo, masturbation, pornstar, stockings, toys

Pornstars: Envy Mi

aShemaleTube

hot femboy!💋💖🌈

Categories: big ass, crossdressing, femboy, hd, lingerie, masturbation, sissy, solo, toys

aShemaleTube

Playful femboy teasing with skirt in windy street

Categories: beauty, college, compilation, cosplay, crossdressing, cum, cumshot, femboy, ladyboy, masturbation

KeekAss

Feel Like Being A Dirty Slut...

Categories: anal, crossdressing, dirty, hardcore, lingerie, masturbation, slut, small cock, stockings, toys

aShemaleTube

HA69 Female doctors also have big cocks! Fuck the doctor like crazy!

Categories: anal, asian, big ass, big cock, chinese, crazy, crossdressing, cumshot, dildo, doctor

XXXDan

Red blonde femboy with hot legs in sex room Crossdresser Kitty

Categories: amateur, bbw, beauty, big ass, big cock, blonde, cosplay, couple, crossdressing, cute

aShemaleTube

Dildo girl 2

Categories: amateur, crossdressing, dildo, hd, lingerie, solo, stroking, toys

KeekAss

It make me rigid when I wear undergarments and I get groped

Categories: amateur, crossdressing, fetish, groping, hd, homevideo, stockings

aShemaleTube

CdTina fingered and face fucked

Categories: amateur, blowjob, crossdressing, face fucking, fetish, fingering, hd, homevideo, lingerie, long nails

TrannyOne

Fake Boobs - some posing in a netsuit shaved body

Categories: amateur, crossdressing, dick, fake tits, gay, hairless, hd, posing, shaved, small cock

aShemaleTube

Sissy Elvi Lynx's asshole EATS massive Dildos

Categories: amateur, anal, ass, crossdressing, dildo, fucking machine, korean, masturbation, sissy, solo

aShemaleTube

Mega Compilation of Didlo Riding and Cumshots

Categories: australian, beauty, big cock, compilation, crossdressing, cum, cumshot, dildo, high heels, lingerie

aShemaleTube

Sissy Gurl

Categories: crossdressing, cumshot, fetish, hd, lingerie, masturbation, mature, sissy, small cock, small tits

aShemaleTube

Let Riley relax you

Categories: crossdressing, fake tits, glasses, hd, homevideo, lingerie, mature, stockings

XXXDan

Cute sexy tranny in bikini and heels in public, very hot

Categories: anal, big ass, big cock, bikini, crossdressing, cute, feet, fetish, hardcore, high heels

aShemaleTube

sissy in a window

Categories: crossdressing, exhibitionist, hd, lingerie, sissy, window

KeekAss

Immense Knob Femboy milks off right in front of you until nutting a gigantic blast

Categories: amateur, big cock, crossdressing, cum, cumshot, femboy, fleshlight, handjob, hd, jerking

KeekAss

Gams in wetlook

Categories: amateur, ass, bdsm, crossdressing, domination, fetish, handjob, hd, high heels, latex