Sissy Shemale Videos Added This Month » 2

aShemaleTube

Little black dress and leopard print top stockings

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aShemaleTube

Crossdresser Sissygasm

Categories: amateur, anal, big ass, crossdressing, cumshot, hd, homevideo, lingerie, pantyhose, sissy

JizzBunker

Sissy Maid in Self Bondage Plays with Her Sex Doll

Categories: amateur, big cock, bondage, crossdressing, doll, hardcore, high heels, lingerie, maid, sissy

ShemaleMovie

Sissy Cdmarly flaunts luxurious lingerie out in public

Categories: amateur, beauty, big cock, booty, crossdressing, femboy, lingerie, outdoor, public, sissy

xHamster

Shemale and Bbc Role play Dirty Talking Nasty

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aShemaleTube

I'm a big whore, a depraved, dirty whore, I'm wearing my satin dress I feel so dirty that I can't

Categories: anal, bbw, close up, crossdressing, cumshot, dildo, dirty, dirty talk, dress, gaping hole

aShemaleTube

TGURL CUMpilation#1

Categories: amateur, anal, big cock, compilation, cum in mouth, cumshot, hd, pov, sissy, teen (18+)

xHamster

Breakfast of champions!!!

Categories: amateur, american, cumshot, hd, homevideo, latina, masturbation, pov, sissy, small cock

HDSex

Beautiful youthful ladyboy in sexy undergarments and high heels

Categories: babe, beauty, crossdressing, european, fishnet, high heels, ladyboy, lingerie, nylon, pantyhose

aShemaleTube

Fun with Gigi and Dave Archive, Tranny Girlfriend and Man Lovemaking

Categories: amateur, anal, beauty, blowjob, british, couple, crossdressing, femboy, funny, girlfriend

aShemaleTube

Straßenhure - Ficker gefunden 22.03.2025

Categories: amateur, anal, big cock, crossdressing, cum in mouth, cumshot, hd, outdoor, sissy, slut

aShemaleTube

Annemieke wetting herself on her hike and caught playing on a bench outdoor

Categories: ass, caught, dick, hd, outdoor, pissing, sissy

aShemaleTube

Best Shemale Sissy Cum Compilation

Categories: amateur, anal, compilation, cum, cumshot, femboy, hd, homevideo, sissy, strap-on

xHamster

You Want See More?

Categories: amateur, crossdressing, european, femboy, german, hd, outdoor, public, sissy, solo

xHamster

I feel great wearing my sexy dress and playing with my pussy. I want a fucking orgasm inside me. Is that bad?

Categories: anal, bbw, big tits, close up, crossdressing, cum, cumshot, dirty, dirty talk, dress

aShemaleTube

Strawberry blonde in pink costume and bra

Categories: amateur, blonde, bra, costume, crossdressing, femboy, hd, ladyboy, lingerie, pantyhose

aShemaleTube

Indian sissy getting ready for all the dicks in the neighborhood

Categories: cum, dick, femboy, hd, indian, sissy, slut, small cock

TrannyOne

horny sissy trap flirting with her femboys friend

Categories: friend, sissy, tranny

xHamster

Sissy Trans Whore Servs Owner as BDSM Sex Slave Got Dominated Deepthroated Faceslaped During Football Punished Humiliation

Categories: asslick, bdsm, blowjob, couple, crossdressing, cum, deep throat, football, handjob, hd

xHamster

Petra,s 3rd solo training

Categories: amateur, anal, anal toying, beauty, crossdressing, cute, dutch, femboy, hardcore, hd

xHamster

Noisy Creampies in Ts Milf

Categories: amateur, american, anal, beauty, big cock, black, creampie, crossdressing, cum, ebony

aShemaleTube

Black top stockings and hot little black dress

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

aShemaleTube

interracial outdoor deepthroat stranger

Categories: amateur, barebacking, blowjob, cum in mouth, deep throat, femboy, hd, interracial, outdoor, piss drinking

VideoSection

Lovely trap Melody enjoys a solo session while feeding her jizz to herself

Categories: anal, ass, babe, beauty, big ass, big cock, booty, cum, deep throat, fat

xHamster

Piss Pump Evolution 05: The Fem Dom Station

Categories: anal, bdsm, bondage, couple, crossdressing, domination, femdom, fetish, hd, high heels

aShemaleTube

Goth Crossdresser Jade Madison Sucking Cock - Compilation 8

Categories: amateur, american, anal, barebacking, beauty, big cock, blowjob, compilation, couple, crossdressing

KeekAss

Tranny Riding On A Bed

Categories: amateur, anal, barebacking, bed sex, blowjob, crossdressing, dildo, fantasy, homevideo, masturbation

xHamster

Cosplay in the forest, I end up in the shower by fucking the doors to have a huge ejaculation

Categories: amateur, beauty, cosplay, crossdressing, cum, forest, handjob, hd, ladyboy, lingerie

aShemaleTube

OILED KNEELING Ladyboy Smooth White Skin Cute Legs Hot Big Tits Natural Beauty Sissy Femboy Model

Categories: beauty, big tits, college, compilation, cosplay, crossdressing, cum, cumshot, cute, femboy

aShemaleTube

Gorgeous Femboy Goddess Fucking Trans Kelsey Masters - Compilation 1

Categories: amateur, american, anal, barebacking, beauty, compilation, crossdressing, domination, femboy, goddess

KeekAss

Kellystar518 in NUTZ for SISSY BUTTZ

Categories: anal, ass, blowjob, crossdressing, cum, cumshot, gorgeous, high heels, lingerie, milf

KeekAss

Blonde Transexual Tugging

Categories: amateur, beauty, blonde, crossdressing, deep throat, femboy, fetish, homevideo, interracial, masturbation

aShemaleTube

Strawberry blonde in leopard print minidress, fishnets and boots

Categories: big cock, blonde, boots, crossdressing, dress, femboy, fishnet, hd, ladyboy, latex

HDSex

Fresh and feminine trans girl Priscila Araujo Trans shows off her big assets

Categories: anal, big ass, big cock, big tits, sissy, transsexual

aShemaleTube

My anus spreads out in a big deddo

Categories: amateur, anal, anus, compilation, dildo, japanese, ladyboy, lingerie, masturbation, mature

aShemaleTube

Spandexfemboy - Anal Big Dildo Pantyhose Session Compilation

Categories: amateur, anal, anal toying, big ass, compilation, dildo, femboy, fetish, fucking machine, hd

aShemaleTube

salope pédé enculer comme une chienne

Categories: amateur, anal, barebacking, hd, mature, outdoor, sissy

aShemaleTube

adorable slim sissy strokes her massive dick

Categories: adorable, big cock, hd, sissy, slim, webcam

ShemaleMovie

Trans goddess Jaymie Jameson takes it deep and gets filled by BBC

Categories: american, anal, babe, barebacking, beauty, big black cock, big cock, black, blowjob, creampie

aShemaleTube

Pretty 90s EMO Cd suck BBC

Categories: amateur, big black cock, big cock, black, crossdressing, dick, emo, interracial, pretty, sissy

aShemaleTube

Horny Ebony Sissy Playing Alone

Categories: big tits, crossdressing, ebony, hd, lingerie, masturbation, sissy, solo

aShemaleTube

CD secretary smoking and lets you look up her skirt

Categories: amateur, crossdressing, hd, lingerie, mature, secretary, sissy, skirt, smoking, solo

ShemaleMovie

Intense action with the boink machine and Sissycherish in lingerie

Categories: american, anal, cum, jizz, lingerie, masturbation, piercing, sissy

aShemaleTube

Trans dominate Rachael Belle

Categories: bondage, sissy, transsexual

aShemaleTube

sissy want fucking

Categories: crossdressing, homevideo, latina, sissy

aShemaleTube

Vanniall Self Facial Full Cam Show - Trans Jerk off in Lingerie, Cum on Glasses, Panty Bulge Cock

Categories: big ass, big black cock, black, cum, cumshot, dick, facial, glasses, hd, jerking

xHamster

Cute Blonde Teen in Dress Fucked Anal

Categories: amateur, anal, beauty, big cock, blonde, crossdressing, cum, cute, dildo, dress

xHamster

Huge 9in Dildo Fucking Compilation Vol.4

Categories: anal, big ass, compilation, dick, dildo, fucking machine, hd, masturbation, mature, milf

xHamster

Huge 12in Dildo Fuck Ass Compilation Xxiii-ixx

Categories: amateur, anal, assfucking, big ass, compilation, dildo, hd, huge dildo, masturbation, milf

aShemaleTube

Obey Moxie Doll

Categories: amateur, big tits, blowjob, compilation, doll, femboy, fetish, hd, latina, masturbation

Pornstars: Aubrey Kate

aShemaleTube

Tina Showing Off Body

Categories: amateur, big ass, crossdressing, mature, sissy, small cock, small tits

xHamster

Huge 9in Dildo Fucking Compilation Vol.7

Categories: amateur, anal, big ass, compilation, dick, dildo, fucking machine, hd, masturbation, mature

aShemaleTube

Emma

Categories: anal, big cock, big tits, blonde, blowjob, cum in mouth, femboy, hd, homevideo, ladyboy

aShemaleTube

CD Masturbates in Denim Shorts & Leather Corset

Categories: amateur, big cock, big tits, corset, crossdressing, cumshot, hd, jeans, leather, masturbation

aShemaleTube

Sissy Faggot Jes Brinch Exposed Whore

Categories: amateur, anal, blonde, crossdressing, dildo, femboy, high heels, homevideo, pretty, sissy

aShemaleTube

YANNA AND ME

Categories: hd, latex, sissy, transsexual

xHamster

Morning gymnastics Sissy Lady. Cumshot. Lot of sperm.

Categories: amateur, anal, anal toying, big cock, canadian, compilation, crossdressing, cum, cumshot, gymnast

aShemaleTube

cute white skinny shemale with mini skirt and lingerie big cock big cumshot

Categories: amateur, big cock, cumshot, cute, femboy, hd, homevideo, huge cock, lingerie, miniskirt

aShemaleTube

Tgirls Cumming on Tits compilation

Categories: big cock, compilation, cum, cumshot, hd, kissing, masturbation, sissy, tgirl

MyLust

Cutest Femboy in Chastity Spreads Legs to Be Fucked Hard

Categories: 18 year old, anal, anal toying, assfucking, beauty, big cock, cum, cumshot, cute, femboy

aShemaleTube

Mature CD Janis Wylde Tight jeans hard cock

Categories: amateur, big cock, blonde, crossdressing, cumshot, dick, femboy, hd, homevideo, jeans

aShemaleTube

Chastity slut gets worked in and helps out

Categories: anal, fingering, hd, sissy, slut, transsexual

aShemaleTube

Sissy crossdresser Jake from Akron exposed

Categories: amateur, blonde, crossdressing, femboy, hd, lingerie, sissy, small cock, solo, stockings

aShemaleTube

Sissy Femboy in Bodystocking Turned Gay

Categories: 3some, anal, big cock, blonde, bodystocking, crossdressing, femboy, fetish, gay, hd

aShemaleTube

my sex toys

Categories: hd, sissy, solo, stockings, toys

xHamster

Tranny Wand Fleshlight Wank and Cum

Categories: big cock, british, crossdressing, cum, cumshot, fleshlight, hd, masturbation, mature, sissy

aShemaleTube

Sissy Pegged by Mistress

Categories: anal, domination, hd, lingerie, masturbation, mistress, sissy, toys

xHamster

SissyMindy the SissyKat cosplay kitty chastity dance

Categories: amateur, american, cosplay, crossdressing, dancing, feminization, fetish, hd, ladyboy, lingerie

xHamster

Sexy and Milky Bombshell

Categories: bombshell, hd, milk, sissy, solo, transsexual, webcam

xHamster

Crossdressing in Pantyhose

Categories: american, crossdressing, cum, fetish, high heels, homevideo, lingerie, masturbation, pantyhose, sissy

KeekAss

BIG BLACK COCK Vs Sissy In Innocence two

Categories: anal, big black cock, blonde, blowjob, cumshot, hardcore, hd, interracial, sissy

xHamster

Sissy MTF Hot Slut Two Horny Dresses Performing White Twink Princess Crossdresser Kitty

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

xHamster

Huge 12in Dildo Fuck Ass Compilation Xxiii-i

Categories: amateur, anal, assfucking, big ass, compilation, cumshot, dildo, fucking machine, hd, huge dildo

xHamster

Vintage Cross Straps Nylon Bra

Categories: amateur, bra, crossdressing, hd, lingerie, mature, nylon, sissy, solo, vintage

xHamster

The Queen Is Really Different When Daddy Decides for Her to Have Sex

Categories: amateur, anal, asian, beauty, big ass, big cock, cumshot, cute, daddies, filipina

xHamster

Fisting my Ass and Fucking a MASSIVE Bottle! 🍾

Categories: amateur, anal, ass, austrian, big ass, big cock, bottle, crossdressing, cute, femboy

xHamster

His college girlfriend and trans too so they play with their bodies

Categories: amateur, anal, barebacking, belgian, blowjob, college, crossdressing, dick, french, girlfriend

xHamster

Mamou with Loren Aprile Part 2: Shivers and Trembling Before a Passionate Fuck

Categories: amateur, anal, barebacking, bdsm, big tits, couple, european, french, hardcore, hd

ShemaleZ

Sissy Slut Strips in Lingerie for Grindr Dady

Categories: amateur, american, blonde, blowjob, crossdressing, cumshot, lingerie, sissy, slut, stockings

xHamster

Big Ass Redhead Plays with a Fuck Machine

Categories: anal, ass, big ass, cumshot, dildo, fucking machine, hd, masturbation, mature, redhead

aShemaleTube

Sissy impaled by two dudes

Categories: 3some, amateur, anal, group sex, homevideo, sissy

aShemaleTube

Sissy Charlotte sucking huge cock while getting zapped and buzzed

Categories: amateur, big cock, blonde, blowjob, british, crossdressing, domination, huge cock, mature, milf

aShemaleTube

babyK

Categories: amateur, compilation, crossdressing, cumshot, femboy, fetish, hd, homevideo, lingerie, masturbation

xHamster

breaking up the monotony

Categories: amateur, anal, barebacking, big cock, blowjob, cum in mouth, cumshot, hd, lingerie, sissy

xHamster

Mature CD gets done up so she can get down

Categories: amateur, barebacking, big cock, blowjob, crossdressing, cumshot, dick, facial, hd, lingerie

aShemaleTube

BlueGirl70 165351

Categories: ebony, flashing, hardcore, hd, naughty, nylon, sissy, vintage

xHamster

Dreaming of a pretty girl to fuck

Categories: amateur, anal, ass, barebacking, blonde, blowjob, cum in mouth, cumshot, fantasy, handjob

aShemaleTube

Sashas New Mistress

Categories: blonde, domination, femboy, lingerie, masturbation, mistress, sissy, toys

xHamster

Teen Sissy Already Knows Her Place

Categories: anal, barebacking, big cock, blonde, blowjob, cumshot, hd, lingerie, old, sissy

aShemaleTube

Goth Sissy Jade Madison Deepthroating Dick - Compilation 5

Categories: amateur, american, anal, beauty, big ass, big cock, blowjob, compilation, crossdressing, deep throat

aShemaleTube

Sissy coming home from work

Categories: amateur, anal, anal toying, bdsm, crossdressing, cuckold, feminization, fetish, high heels, homevideo

xHamster

BIG BOOTY Femboy AMATEUR Model Sissy Kitty Cross Hot Outfit Big Yummy Ass Smooth Skin Shiny Feminiz

Categories: amateur, ass, big cock, booty, compilation, cum, cum in mouth, cumshot, dancing, femboy

xHamster

Cdzinha masturbating hot

Categories: anal, anal toying, brazilian, dildo, femboy, hd, huge dildo, lingerie, masturbation, sissy

xHamster

Trans Cosplayer Rides and Cums

Categories: amateur, beauty, cosplay, crossdressing, cum, cumshot, dildo, hd, masturbation, riding

aShemaleTube

I am only allowed to cum while caged

Categories: amateur, blonde, crossdressing, cum, femboy, hd, lingerie, sissy, solo

aShemaleTube

Rafaelita Sissy (JUGANDO RICO CON MI DILDO LARGO)

Categories: crossdressing, dildo, hd, sissy

aShemaleTube

Goth Crossdresser Jade Madison Sucking Cock - Compilation 4

Categories: amateur, american, big cock, blowjob, compilation, crossdressing, dick, goth, hd, lingerie

aShemaleTube

Cam Crest is a Sissy Whore for Sindy Memo’s Huge Dick

Categories: anal, asian, babe, bdsm, big cock, crossdressing, cum, cumshot, hd, huge cock

aShemaleTube

Ella Lets Mommy Masturbate Her

Categories: blowjob, cumshot, hd, masturbation, mom, sissy

aShemaleTube

Joi humiliation fag

Categories: humiliation, joi, sissy

aShemaleTube

Wow, how delicious is it when it's wet?

Categories: amateur, brazilian, dildo, femboy, fingering, hd, high heels, latina, pussy, sissy

aShemaleTube

Indian Sissy Turned Out by Pimp into Street Hooker Motel Hooker

Categories: amateur, asian, crossdressing, desi, hd, indian, motel, sissy, slut, street

aShemaleTube

Aubrey

Categories: anal, barebacking, big cock, big tits, blonde, blowjob, cum in mouth, femboy, hd, lingerie

Pornstars: Aubrey Kate

xHamster

SissyCDMish - Compilation of all my slutwalking this year

Categories: amateur, anal, compilation, crossdressing, femboy, fetish, hd, high heels, homevideo, masturbation

xHamster

fellate

Categories: blowjob, cum in mouth, dutch, hd, homevideo, ladyboy, lingerie, sissy, stockings

aShemaleTube

In chastity fucking the sissy worthless cum from clitty

Categories: amateur, anal, cage, cum, dildo, femboy, fishnet, hd, lingerie, sissy

aShemaleTube

Cumpilation of hot femboys, shemales & trans with bonus final video

Categories: amateur, big cock, compilation, cumshot, femboy, hd, latina, sissy, small tits, teen (18+)

aShemaleTube

Jerking and Face Sitting Her Sissy

Categories: amateur, crossdressing, cumshot, domination, face sitting, femboy, jerking, lingerie, masturbation, sissy

KeekAss

Sissy Jessica Bloom vs Funzze Prodding Cork And Electro-hitachi in Man meat Box V-card

Categories: amateur, anal, ass to mouth, beauty, blonde, buttplug, cage, cumshot, cute, dick

aShemaleTube

Sexy Crossdresser kellycd2022 in sexy lace nightie and fishnets fucking my dildo

Categories: amateur, anal, anal toying, big tits, crossdressing, dildo, fetish, fishnet, hd, high heels

aShemaleTube

Two hot Futanari's stroking and teasing on cam

Categories: big cock, couple, futanari, hd, latina, masturbation, sissy, skirt, stroking, tease

aShemaleTube

Terrant

Categories: amateur, anal, blowjob, crossdressing, cumshot, femboy, hd, homevideo, ladyboy, sissy

xHamster

BBC Sissy Fucks a Pillow

Categories: amateur, big ass, big black cock, big cock, crossdressing, femboy, feminization, fetish, hd, ladyboy

HClips

Very Hot Goth Femboy Fucked - Compilation 1 With Jade Madison And Sissy Crossdresser

Categories: amateur, american, anal, assfucking, big ass, booty, booty shake, brunette, compilation, crossdressing

xHamster

sexy shana

Categories: amateur, belgian, fucking machine, hd, homevideo, masturbation, pornstar, sissy, toys, webcam

TrannyOne

Sissy anal homemade

Categories: amateur, anal, big cock, blowjob, brunette, cumshot, gay, hardcore, hd, homevideo

JizzBunker

Know your place sissy

Categories: anal, blowjob, compilation, cumshot, doggystyle, fetish, hardcore, sissy

xHamster

I came with your hard cock fucking me daddy 🥰

Categories: american, anal, anal toying, cum, cumshot, daddies, dick, dildo, femboy, hardcore

aShemaleTube

Relax and take a shower with the femboys

Categories: asian, big cock, compilation, femboy, hd, ladyboy, latina, shower, sissy, webcam

KeekAss

Marina Rosa Feminization Sissy

Categories: amateur, crossdressing, feminization, homevideo, lingerie, sissy