Crossdressing Shemale Videos Added This Month

aShemaleTube

Alessia Travestita 22 Model Profile

Categories: big cock, blonde, crossdressing, hd, lingerie, masturbation, mature, model

aShemaleTube

crossdress VID_20240308_224047

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aShemaleTube

Maid maki japanes anal slave

Categories: amateur, anal, asian, big tits, crossdressing, gangbang, hd, japanese, maid, masturbation

aShemaleTube

Friend Gives Her Partner Footjob

Categories: amateur, asian, chinese, crossdressing, footjob, friend, stockings

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Nena Peculiar

Categories: amateur, barebacking, big cock, blowjob, crossdressing, femboy, hd, latina, pov, small tits

aShemaleTube

Ella Nude Peeing in the Shower

Categories: crossdressing, hd, masturbation, nude, pissing, shower, small cock, small tits, solo

aShemaleTube

BBY Koda Part 1

Categories: amateur, big cock, crossdressing, cumshot, femboy, hd, sissy, small tits, solo, stockings

ShemaleMovie

Gigi and Dave's steamy live sex show, a shemale and man duo in a hot POV session

Categories: anal, blowjob, crossdressing, homevideo, kissing, pov, sensual

aShemaleTube

Glamour and naughty photoshoot of hot blonde model Diana, shot by Mrs Samantha. The MAKING OF

Categories: amateur, big tits, blonde, crossdressing, dutch, fetish, glamour, high heels, homevideo, huge tits

aShemaleTube

Dildo 25cm

Categories: amateur, anal, crossdressing, dildo, hd, homevideo, latina, lingerie, pantyhose, pov

aShemaleTube

A seductive college bitch plays alone inserting cucumber, bottle, and a syringe of egg into her

Categories: amateur, anal, anal toying, asian, bitch, bottle, college, crossdressing, cucumber, hardcore

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Yuppish Whispers Lick My Candy Heart

Categories: beauty, college, compilation, cosplay, crossdressing, cumshot, femboy, licking, masturbation, pretty

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Masked CD Toying Comp

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aShemaleTube

Une ExperTe à Paris🗼🏢🚕 Sodo ton SouMi [7nov25] VaneSsaBiTCHx PariSChienneTrvProd78

Categories: bdsm, bimbo, crossdressing, dominatrix, escort, french, hd, hotel, money, sissy

aShemaleTube

👑BadBitchBarbie Vicecity Cam4 Vanessabarbie Parischiennetrvprod91

Categories: bimbo, crossdressing, dick, french, hd, high heels, nylon, slut, transsexual, webcam

aShemaleTube

Tall British Crossdresser Yuna Legs Spread For Bareback Dick

Categories: anal, barebacking, blowjob, british, crossdressing, dick, legs, spreading, tall

ShemaleZ

Unexpected Love With A Trans Beauty With Ariel Demure And Chris Epic

Categories: anal, ass, assfucking, beauty, blowjob, cop, crossdressing, deep throat, fat, hd

aShemaleTube

Changing my stockings in a cute red Santa outfit

Categories: blonde, crossdressing, cute, femboy, hd, ladyboy, lingerie, masturbation, santa, sissy

aShemaleTube

VERY oily Watch me CUM 2 times huge SHE-COCK sexy Tiffany Kitten HOT Tgirl CD

Categories: amateur, big cock, blonde, crossdressing, cum, cumshot, dick, fleshlight, hd, huge cock

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Blowjob and pussy licking with tiny cock sissy Charlotte and MILF Lisa

Categories: amateur, blonde, blowjob, british, crossdressing, english, hd, licking, mature, milf

TrannyOne

Gigantic Fake Tits Jon Scarecrow Bts Photoshoot Jackoff Cum Shot Finish

Categories: amateur, american, big cock, big tits, creampie, crossdressing, cum, cumshot, fake tits, gay

aShemaleTube

Crossdressing but it is windy again

Categories: big cock, crossdressing, hd, lingerie, masturbation, outdoor, stockings

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Sissy Michaela playin

Categories: american, crossdressing, dildo, english, hd, homevideo, mature, sissy, small cock, solo

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Man is toyed before he fuck a mature tranny

Categories: amateur, anal, ass, crossdressing, hd, homevideo, masturbation, mature, toys, tranny

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Alessia Travestita 8 Italian Anal Adventure

Categories: anal, big cock, blonde, blowjob, crossdressing, hd, italian, lingerie, mature, pantyhose

aShemaleTube

And She Takes up a Cartridge. Birthday Bukkake. Part2 Vanessabitchx Pctrvprod91

Categories: amateur, beauty, birthday, blowjob, crossdressing, dick, european, french, hd, high heels

aShemaleTube

SdLV_02

Categories: amateur, blowjob, crossdressing, hd, mature

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Fuck Doll Rough Session

Categories: amateur, blonde, crossdressing, doll, fetish, hd, homevideo, latina, lingerie, pantyhose

HClips

Crazy Adult Clip Tranny Masturbation Homemade , Take A Look - Sissy Crossdresser

Categories: amateur, anal, assfucking, blonde, canadian, crazy, crossdressing, hd, homevideo, jerking

aShemaleTube

Super Hot Mature Destroyed By BBC

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Facefucking while texting clients

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Muy Especial

Categories: amateur, crossdressing, hd, homevideo, interracial, ladyboy, mature, sissy, solo

TrannyOne

Black bodystockings femboy fucked by jock after deepthroat

Categories: amateur, black, crossdressing, deep throat, femboy, fetish, gay, hd, skinny, tattoo

aShemaleTube

Red Thong And BBC

Categories: amateur, big ass, big black cock, big cock, crossdressing, hd, homevideo, interracial, lingerie, stockings

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Daniela Lei red boots cumming in chastity

Categories: amateur, boots, cage, crossdressing, cum, hd, high heels, italian, lingerie, masturbation

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Categories: blonde, crossdressing, femboy, hd, lingerie, masturbation, nude, pantyhose, sissy, solo

aShemaleTube

Cute White Femboy Wedgie Punished and Anal Fucked

Categories: anal, big ass, crossdressing, cute, dildo, femboy, fetish, gaping hole, hd, masturbation

VideoSection

Bbc fucks cd, first-timer

Categories: amateur, big black cock, big cock, crossdressing, cumshot, first time, stockings

aShemaleTube

More toilet fuck part 3

Categories: crossdressing, dildo, hd, toilet

aShemaleTube

Crossdresser Sissy in High heels fucked by daddy

Categories: amateur, anal, asian, blowjob, crossdressing, daddies, femboy, fetish, hd, high heels

aShemaleTube

crossdress VID_20250216_212651

Categories: amateur, asian, chinese, crossdressing, cumshot, femboy, hd, homevideo, lingerie, masturbation

KeekAss

Webcam She-male Milks Off Her Rock hard Shaft

Categories: amateur, anime, crossdressing, femboy, handjob, hd, jerking, masturbation, panties, pornstar

Pornstars: Venus Lux

aShemaleTube

Big tits crossbitch in horny outfit plays outdoor

Categories: big tits, crossdressing, dildo, hd, outdoor

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DEACON is Faggyboi's Stepdad

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aShemaleTube

Sexy Crossdresser kellycd2022 in black sexy seamless pantyhose black dress and mules on a cold morni

Categories: amateur, beauty, big cock, big tits, black, crossdressing, cumshot, dress, hd, high heels

aShemaleTube

Julie Cox cums in the mirror

Categories: amateur, crossdressing, cum, cumshot, homevideo, mature, mirror

aShemaleTube

big dick sounding see the rod in my cock

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ShemaleMovie

Deep anal, cavern

Categories: anal, crossdressing, masturbation, orgasm

ShemaleMovie

Crossdresser Miprimermillon gets down and dirty with some anal action

Categories: anal, crossdressing, dirty

aShemaleTube

Amateur Crossdresser Kellycd2022 Sexy MILF in White Tights

Categories: amateur, blonde, british, crossdressing, cumshot, english, hd, lingerie, masturbation, mature

aShemaleTube

Nena Peculiar sucks her bf cock and gets fucked 2 [POV]

Categories: amateur, barebacking, blowjob, boyfriend, crossdressing, dick, femboy, hd, latina, pov

aShemaleTube

UK mature slut fucked hard

Categories: amateur, blonde, blowjob, british, cougar, crossdressing, hardcore, hd, homevideo, mature

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Lingerie

Categories: amateur, big cock, crossdressing, fetish, hd, lingerie, pantyhose

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CD shows her slim ass and tight asspussy

Categories: amateur, ass, crossdressing, hd, homevideo, pussy, redhead, sissy, slim, tight

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Latex and Gold Mini

Categories: amateur, blonde, crossdressing, hd, homevideo, latex, latina, lingerie, sissy, toys

ShemaleMovie

Femdom, anal creampie

Categories: anal, creampie, crossdressing, femboy, femdom, first time, romantic, sissy

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Maid maki japanes anal slave anal

Categories: amateur, anal, asian, big tits, crossdressing, hd, japanese, maid, masturbation, sissy

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Close Up BBC

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Guy and tranny fuck a slave

Categories: amateur, anal, crossdressing, fetish, hd, homevideo, mature, slave, tranny

aShemaleTube

Vampirish Lust Wraps Me Like Smoke

Categories: amateur, beauty, college, compilation, cosplay, crossdressing, cum, cumshot, femboy, hd

TrannyOne

Pantyhose roseboy twink barebacked in ass by top gaydaddy

Categories: amateur, anal, ass, barebacking, crossdressing, femboy, fetish, gay, hd, pantyhose

NuVid

Amateur Crossdresser Takes on a Latin Stud

Categories: amateur, crossdressing, ladyboy, latina, masturbation, stockings, stud

aShemaleTube

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Sissy-Kuroko Bodycon Huge Anal Dildo

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aShemaleTube

Sexy CD Gets kinky with daddy

Categories: amateur, big ass, blonde, blowjob, crossdressing, daddies, hd, homevideo, kinky, lingerie

ShemaleMovie

Ladyboy Divy Stylez with a big schlong has an epic cumshot

Categories: amateur, cosplay, crossdressing, cumshot, femboy, german, ladyboy, solo

aShemaleTube

Housewife Sveta Lusin. 2025mb

Categories: amateur, crossdressing, hd, housewife, ladyboy, mature, sissy, small cock, solo, stockings

aShemaleTube

Alessia Travestita 9 POV Blowjob With Danny Northwood

Categories: anal, big cock, blonde, blowjob, crossdressing, hd, lingerie, mature, pov

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Big Cock TGirl and MILF face fucking and bareback anal fun

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aShemaleTube

My Desires

Categories: amateur, big cock, crossdressing, hd, lingerie, toys

HClips

Plapping Cumshot And Cum Swallow Locktober Sissy Slut - Jessica Bloom And Sissy Jessica

Categories: amateur, anal, assfucking, blonde, crossdressing, cum, cum swallowing, cumshot, hd, homevideo

TrannyOne

Extreme Anal Young Shemale Gaped Anus and Big Dildo Party

Categories: american, anal, anal toying, anus, ass, big ass, big cock, booty, crossdressing, cum

aShemaleTube

me again

Categories: amateur, crossdressing, femboy, hd, homevideo, lingerie, masturbation, sissy, solo

Txxx

Dolled Up Big Ass Asian Crossdresser Pov Sex

Categories: asian, big ass, crossdressing, doll, handjob, hd, pov, sissy, stockings, tugjob

aShemaleTube

Femboy Cums from Hard Fucking

Categories: amateur, big ass, crossdressing, cum, cumshot, femboy, hardcore, hd, homevideo, lingerie

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69 With sexy Mature CD

Categories: 69, amateur, ass to mouth, barebacking, blowjob, crossdressing, cumshot, hd, homevideo, lingerie

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Sissy and old man

Categories: amateur, anal, barebacking, big cock, crossdressing, hd, mature, old farts, sissy

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Christine CD dominated by her master dildoed and foot fisted

Categories: amateur, anal, blonde, crossdressing, dildo, domination, feet, femboy, fetish, hd

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Daddy Destroys Femboy in Stockings

Categories: amateur, ass to mouth, barebacking, big ass, big cock, crossdressing, daddies, femboy, hd, homevideo

aShemaleTube

Getting ready for an anal session

Categories: amateur, anal, blonde, crossdressing, femboy, futanari, hd, homevideo, ladyboy, latina

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Magical moment

Categories: amateur, anal, big ass, big cock, crossdressing, femboy, fetish, hd, homevideo, teen (18+)

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Joselynne Crossdresser Webcam Jun Beauty In Heels And Short Dress Last Part

Categories: beauty, behind the scenes, cosplay, crossdressing, dress, high heels, latina, mature, mexican, pantyhose

aShemaleTube

4 differnet tights

Categories: amateur, big cock, big tits, crossdressing, femboy, fetish, hd, outdoor, sissy, solo

aShemaleTube

Dirty Pictures - Cum Tributes

Categories: amateur, compilation, creampie, crossdressing, cum, cumshot, dirty, femboy, fetish, ladyboy

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Cumshot for matures

Categories: amateur, blowjob, crossdressing, cum in mouth, cumshot, hd, mature

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Jerking off in pink panties

Categories: blonde, crossdressing, cumshot, femboy, fetish, hd, jerking, ladyboy, lingerie, masturbation

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Beautiful Mature CD in Stockings Fucked

Categories: amateur, ass to mouth, beauty, big ass, blowjob, crossdressing, cum in mouth, fetish, hd, homevideo

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Asian Sissygasm While Fucked

Categories: amateur, asian, creampie, crossdressing, cumshot, hd, homevideo, lingerie, sissy, stockings

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Ginger gets off

Categories: amateur, blonde, crossdressing, cumshot, hd, lingerie, masturbation, mature

aShemaleTube

Latina Tgirl's Nasty Cam Dildo Fuck with Explosive Cumshot

Categories: amateur, barebacking, crossdressing, cumshot, dildo, homevideo, ladyboy, latina, masturbation, solo

ShemaleZ

Nice Cock Femboy Crossdress Pov Bareback

Categories: anal, assfucking, barebacking, brunette, crossdressing, deep throat, dick, femboy, hd, lace

KeekAss

Zentai Latex Suit Sissy Screwing Her Fresh Backside Fucktoy

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aShemaleTube

pantyhose beauty

Categories: amateur, beauty, crossdressing, hd, pantyhose, small tits, solo, stockings

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Bigger is Better

Categories: amateur, crossdressing, domination, femboy, toys

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Sliding in my gorgeous butt plug

Categories: amateur, big cock, buttplug, crossdressing, gorgeous, hd, sissy, toys

aShemaleTube

2025-12-06 Date Night

Categories: crossdressing, hd, sissy

aShemaleTube

crossdress VID_20250226_212333

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

PornoXO

BBC destroys sexy CD

Categories: amateur, ass, big black cock, blowjob, crossdressing, hd, homevideo, sissy, transsexual

aShemaleTube

Caged Sissy Slut Frustration Training

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aShemaleTube

Late Night Pink Play

Categories: amateur, blonde, crossdressing, doll, hd, homevideo, latina, lingerie, pantyhose, sissy

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Jenna Bella

Categories: big ass, big cock, crossdressing, cumshot, femboy, hd, lingerie, masturbation, sissy, small tits

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Dominant crossdresser use her slave

Categories: anal, ass, blowjob, crossdressing, domination, feet, fetish, fingering, hd, licking

aShemaleTube

Gay & Trans - Ladyboy Session

Categories: anal, beauty, big tits, blowjob, couple, crossdressing, cumshot, gay, hd, high heels

aShemaleTube

BBC DESTROYS BIMBO MILF SLUT

Categories: amateur, ass to mouth, barebacking, big ass, big black cock, bimbo, blowjob, crossdressing, hd, homevideo

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Sexy CD Splice

Categories: amateur, asian, big cock, chinese, crossdressing, cumshot, pantyhose, sissy, small tits, solo

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Stacie Stars - Sissy in Red

Categories: amateur, ass to mouth, crossdressing, cumshot, femboy, hd, sissy, solo

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2 Sexy Cougars Fuck BBCs

Categories: amateur, anal, big black cock, blowjob, cougar, crossdressing, fetish, hd, homevideo, mature

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Amateur Crossdresser Kellycd2022 in Tan Seamless Pantyhose

Categories: amateur, british, crossdressing, cum, cumshot, english, fetish, hd, homevideo, masturbation

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Chubby Mature CD Takes 2 BBCs

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Three Slutty dominant CD play with slave man

Categories: amateur, blowjob, crossdressing, domination, fetish, group sex, hd, homevideo, mature, pissing

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Wait, Natasha, I Have an Order.

Categories: blowjob, crossdressing, english, hd, lingerie, masturbation, mature, sissy, slut, solo

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Super Hot CD Fucked By Her Lover

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My Ex Boy Fuck Me & Crampie in My Ass

Categories: amateur, anal, ass, barebacking, boy, creampie, crossdressing, cumshot, femboy, lingerie

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Sveta Lusin. 2025ma

Categories: amateur, crossdressing, hd, ladyboy, mature, small cock, solo

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Butt plugged and gagging for a good fuck

Categories: ass, buttplug, crossdressing, gagging, hd, mature, stockings

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Asian CD Slut Takes It Good From Daddy

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Categories: amateur, crossdressing, gangbang

aShemaleTube

Vietnamese Lady - Velvetchan with her doll 2

Categories: asian, crossdressing, doll, hd, ladyboy, vietnamese

aShemaleTube

Ruby's Cumshot Compliation 2

Categories: amateur, big cock, compilation, crossdressing, cumshot, hd, lingerie, masturbation, mature, webcam

aShemaleTube

Trans Gurl Fucked By Daddy

Categories: amateur, ass to mouth, barebacking, blowjob, crossdressing, daddies, femboy, fetish, hd, homevideo