Crossdressing Shemale Videos Added This Month » 7

HDSex

Mature performer in a purple cardi strips and enjoys some solo fun

Categories: british, crossdressing, funny, masturbation, mature, solo

aShemaleTube

Hot CUMSHOT Big FOUNTAIN Cum LOADS Out SEXY Crossdresser MODEL Cosplayer CUTE Gay BLONDE Ass

Categories: ass, beauty, blonde, college, compilation, cosplay, crossdressing, cum, cumshot, cute

aShemaleTube

Gorgeous Femboy Goddess Fucking Trans Kelsey Masters - Compilation 1

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

KeekAss

Make Me Your Sex Slave

Categories: amateur, barebacking, beauty, crossdressing, friend, homevideo, japanese, jerking, latina, masturbation

aShemaleTube

Brunette in a little black dress and pantyhose

Categories: amateur, big cock, black, brunette, crossdressing, dress, femboy, hd, homevideo, ladyboy

aShemaleTube

Black and Red (Crossdresser) (2016)

Categories: amateur, anal, asian, black, crossdressing, hd, homevideo, lingerie, masturbation, solo

xHamster

Swimsuit Mermaid Bondage Outdoor

Categories: asian, bdsm, bondage, crossdressing, cum, fetish, gagging, hd, hijab, indonesian

VideoSection

Euro crossdresser gets filled up with a huge Bad Dragon XL

Categories: anal, crossdressing, dildo, european, sissy, toys

xHamster

Illuxxxtrandy Intense Hardcore Sex: Busty Latina Swallowing Cum, Deepthroating Huge Black Cock, and Getting Pounded

Categories: amateur, asian, barebacking, bbw, big ass, big cock, big tits, black, creampie, crossdressing

xHamster

Illuxxxtrandy Nymphomaniac Slut Craves Massive Black Cock in Her Hot Ass, Thirsty for Cum, Covered in Sperm, Hardcore Delicious

Categories: amateur, asian, ass, barebacking, bbw, big ass, big black cock, big cock, black, creampie

xHamster

She loves it when I ride her ass to make her asshole burst and fill it with my cum

Categories: amateur, anal, ass, barebacking, big cock, colombian, creampie, crossdressing, femboy, hd

xHamster

Crossdresser Penelope

Categories: amateur, anal, blonde, crossdressing, dildo, hd, masturbation, sissy, solo, spanish

aShemaleTube

Simmone explodes

Categories: amateur, crossdressing, cumshot, hd, masturbation, mature, sissy, solo

aShemaleTube

I Was So Horny After Being Fucked I Rode My Dildo Until I Cum His Used Condom

Categories: anal, ass, condom, crossdressing, cum, dildo, hd, lingerie, masturbation, sissy

xHamster

Illuxxxtrandy Curvy Latina with Juicy Big Butt Rides Massive Monster Cock in Intense Hardcore Sex, Deep Throat, and Gaping Ass

Categories: amateur, asian, ass, barebacking, bbw, big ass, big cock, black, crossdressing, curvy

xHamster

Nyl Intense Hardcore Seo Video: Sultry Vixen with Tight Ass Swallows Cum, Enjoys Rough Anal Pleasure and Gaping

Categories: amateur, anal, asian, ass, barebacking, bbw, big ass, big cock, black, creampie

xHamster

Sweet Wet Dreams

Categories: amateur, anal, anal toying, beauty, black, crossdressing, cumshot, cute, dildo, fantasy

KeekAss

Mature Crossdresser In Undergarments

Categories: amateur, anal, blonde, blowjob, crossdressing, homevideo, lingerie, mature, milf

aShemaleTube

Goth Sissy Jade Madison Deepthroating Dick - Compilation 9

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

aShemaleTube

HANDS-FREE: The Most Beautiful Cumshot I Have Ever Recorded of Myself, I Am A Ladyboy, Sissy

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

xHamster

Jose Castell Preto Caressed Her Ampits 2

Categories: amateur, crossdressing, daddies, european, feet, fetish, gay, hd, latina, masturbation

aShemaleTube

Slaping my cock

Categories: crossdressing, dick, hd

aShemaleTube

Tina Showing Off TV Body

Categories: amateur, crossdressing, hd, mature, sissy, small cock, small tits

xHamster

Sissy really pleasure with bbc I cant have enough of this black cock Sissy trans blow and fuck better than most women 1

Categories: amateur, beauty, big black cock, big cock, black, couple, crossdressing, cum, cumshot, dick

aShemaleTube

crossdress VID_20241209_220600

Categories: amateur, asian, chinese, crossdressing, femboy, hd, homevideo, interracial, lingerie, pantyhose

TrannyOne

Cute Crossdresser Enjoying BBC

Categories: anal, big black cock, blonde, blowjob, crossdressing, cute, gay, hardcore, hd, homevideo

xHamster

Nyl Ada Wong and Saeko Mukouda in Intense Anal Sex: Hot, Hardcore Pleasure with Gaping and Cum-swallowing

Categories: amateur, anal, asian, barebacking, bbw, big ass, big cock, black, creampie, crossdressing

JizzBunker

Sissy-Kuroko Anal Dildo

Categories: amateur, anal, anal toying, crossdressing, dildo, fisting, gaping hole, hardcore, huge dildo, japanese

aShemaleTube

crossdress VID_20241209_203734

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

aShemaleTube

Grandmas got a skirt bulge

Categories: amateur, crossdressing, grandma, hd, homevideo, mature, sissy, skirt, solo, stockings

aShemaleTube

Panty tease

Categories: amateur, crossdressing, hd, lingerie, masturbation, mature, panties, solo, stockings, tease

xHamster

Amazonium Intense Public Parking Lot Sex White MILF Investigators Getting Hardcore Fucked in Vehicle, Horny Sluts with Gap

Categories: amateur, asian, barebacking, bbw, big ass, big cock, black, creampie, crossdressing, cute

aShemaleTube

Mature CD Janis Wylde Tight jeans hard cock

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

aShemaleTube

Crossdresser anal play with love ball chain and masturbation

Categories: amateur, anal, crossdressing, femboy, fetish, hd, homevideo, lingerie, masturbation, sissy

aShemaleTube

Sissy crossdresser Jake from Akron exposed

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

aShemaleTube

Summer dress, black pantyhose and high heels

Categories: amateur, black, blonde, crossdressing, dress, femboy, hd, high heels, homevideo, ladyboy

xHamster

Sexy Trans Cums Like a Queen

Categories: amateur, amazing, beauty, big cock, close up, crossdressing, cum, cumshot, german, hd

xHamster

SissyMindy the SissyKat cosplay kitty chastity dance

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

aShemaleTube

CD Melisa Doll fucked and CIM by BBC in Dance pole

Categories: amateur, anal, ass to mouth, barebacking, big ass, big black cock, blonde, crossdressing, cum in mouth, doll

HDSex

Big cock shemale masturbation, shemale cumshot, shemale masturbates

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

xHamster

Collagegirl Uniform Cheerleader Mini Skirt Sissy Shemale Crossdresser Lady Boy

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

aShemaleTube

Bc I have a foot fetish

Categories: amateur, crossdressing, cum, cum in mouth, cumshot, feet, femboy, fetish, lingerie, masturbation

aShemaleTube

Barbie Fuck Doll Nikkie smokes and cums

Categories: big tits, bimbo, blonde, crossdressing, cum, cumshot, doll, fetish, hd, masturbation

xHamster

Compilation Cassandra Big Cock Cumming

Categories: amateur, big cock, compilation, crossdressing, cum, cumshot, french, handjob, hd, ladyboy

Pornstars: Cassandra

xHamster

New trans girl plays with her toy and learns to ride

Categories: amateur, anal, anal toying, beauty, big ass, crossdressing, dildo, european, hd, homevideo

aShemaleTube

Cd, I masturbate and cum on my nylon pantyhose.

Categories: american, big cock, crossdressing, cum, cumshot, dick, fetish, homevideo, lingerie, masturbation

aShemaleTube

pretty in pink

Categories: crossdressing, pretty

aShemaleTube

Thats me No 2

Categories: amateur, anal, crossdressing, fetish, hd, homevideo, mature, pantyhose, sissy, solo

xHamster

Spanked & Fucked

Categories: amateur, anal, anal toying, british, crossdressing, dildo, fucking machine, gay, homevideo, mature

xHamster

Bouncing chubby crossdresser tits while riding big dildo

Categories: anal, bbw, big tits, chubby, crossdressing, dildo, fetish, fishnet, hd, high heels

aShemaleTube

Extended Cut of My Fat Trans Ass Gets Fucked by a Black Cock for the First Time.

Categories: amateur, anal, ass, big ass, big black cock, black, crossdressing, dick, dildo, fat

ShemaleZ

Christmas Sissy Slut Gets Fucked

Categories: amateur, ass to mouth, barebacking, blonde, crossdressing, cum in mouth, cumshot, lingerie, sissy, slut

aShemaleTube

Jenny fucked by client

Categories: amateur, big black cock, big cock, crossdressing, femboy, hd, homevideo, interracial, sissy, stockings

VideoSection

4k porn, shemale tranny

Categories: amateur, asian, ass, babe, barebacking, bbw, beauty, big ass, big black cock, big cock

aShemaleTube

👉 Crazy Meat Stick 🥩🥵🔥

Categories: amateur, big cock, crazy, crossdressing, hd, homevideo, latina, masturbation, solo, teen (18+)

aShemaleTube

Goth Sissy Jade Madison Deepthroating Dick - Compilation 5

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

xHamster

Sexy Filomena and Anastasia

Categories: amateur, canadian, couple, crossdressing, cute, fishnet, hd, homevideo, lingerie, mature

aShemaleTube

Blonde slut in red flowery dress

Categories: amateur, blonde, crossdressing, dress, masturbation, slut, solo

xHamster

Anal Play

Categories: amateur, anal, beauty, crossdressing, hd, ladyboy, masturbation, mature, small cock, solo

xHamster

Camshow Trilogy - Pt.2

Categories: big cock, clamp, crossdressing, cum, cute, european, german, hd, homevideo, masturbation

aShemaleTube

TS Girl Jessica West Takes A Cock Up Her Ass

Categories: anal, ass, barebacking, big ass, big tits, blonde, crossdressing, dick, hd, stockings

aShemaleTube

Kamsinkamya sucks hariy dick

Categories: blowjob, crossdressing, dick, hd, indian, sucking

aShemaleTube

Sexy Crossdresser kellycd2022 in pink dress and seamless pantyhose

Categories: amateur, big tits, crossdressing, cumshot, dress, fetish, high heels, masturbation, mature, outdoor

aShemaleTube

Big CD Cock Rubbing on Table POV Cumshot

Categories: amateur, big cock, crossdressing, cum, cumshot, dick, hd, high heels, homevideo, lingerie

aShemaleTube

I’m the Bad Guy

Categories: amateur, bathroom, big cock, compilation, crossdressing, cum, cumshot, fetish, hd, high heels

aShemaleTube

Latest Live Sex Show Gigi and Dave, Shemale and Man Couple 2025-06-19ep5

Categories: amateur, blowjob, british, couple, crossdressing, handjob, kissing, legs, mature, nude

xHamster

Nyl Futa-samus-x-samus Intense Passion: Hot, Wild Action with Explosive Chemistry and Sultry Curves

Categories: amateur, asian, barebacking, bbw, big ass, big cock, black, cartoon, creampie, crossdressing

xHamster

Nyl Intense Hardcore Action: Sultry Nymphos in Deep Throat, Cum-soaked Ecstasy

Categories: amateur, asian, barebacking, bbw, big ass, big cock, black, cartoon, creampie, crossdressing

aShemaleTube

Black latex boots, miniskirt and fishnets

Categories: black, blonde, boots, crossdressing, femboy, fishnet, hd, ladyboy, latex, lingerie

xHamster

My Shemale Fucks Me and Cums on my Cheeks - Veronica Sanders

Categories: amateur, anal, beauty, big cock, blowjob, crossdressing, cum, dick, femboy, hd

xHamster

A Pretty Blonde Femboy Fucked in the Kitchen by a Black Guy

Categories: anal, barebacking, big black cock, bisexual, black, blonde, crossdressing, cumshot, femboy, french

xHamster

I fuck my hole with monster cock in the kitchen

Categories: amateur, anal, anal toying, ass, big ass, blonde, crossdressing, femboy, hd, kitchen

aShemaleTube

Feminization 1

Categories: anal, crossdressing, domination, feminization, masturbation

xHamster

Emily Lucky Girl - Crossdresser suck cock and eat cum outdoors

Categories: amateur, blowjob, couple, crossdressing, cum, dick, friend, hd, italian, mature

xHamster

My body and legs full of fake cum

Categories: amateur, beauty, crossdressing, cum, fetish, german, handjob, hd, high heels, legs

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

KeekAss

Cute Ts Tests Her Anal Toys

Categories: amateur, anal, anal toying, beauty, crossdressing, cute, dick, homevideo, jerking, latina

aShemaleTube

Sara befote bed

Categories: bed sex, crossdressing

aShemaleTube

Me Sara in pink

Categories: crossdressing

aShemaleTube

video 172

Categories: amateur, crossdressing, hd, homevideo, lingerie, pantyhose, toys

VideoSection

Big-tits, ladyboy

Categories: anal, ass, big cock, big tits, black, blowjob, crossdressing, cumshot, ladyboy, lingerie

xHamster

Serge3dx Intense Double Penetration: Hardcore Sex with Hot Ass, Cum Swallowing, and Two Massive Cocks Pounding Tight Pussy

Categories: amateur, asian, ass, barebacking, bbw, big ass, big cock, black, creampie, crossdressing

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

aShemaleTube

Mature Crossdresser Domina blasts load out

Categories: amateur, crossdressing, cumshot, dominatrix, hd, homevideo, masturbation, mature, redhead, solo

aShemaleTube

My Sissy Transformation

Categories: compilation, crossdressing, cumshot, femboy, lingerie, sissy, small cock, solo, stockings, toys

xHamster

Dildoing with Orgasm From July 18, 2024

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

XXXDan

Butthole Therapy

Categories: amateur, anal, ass, big ass, crossdressing, fishnet, hardcore, lingerie, pov, solo

ShemaleMovie

Predominance, skinny sissy

Categories: bdsm, crossdressing, domination, sissy, skinny

xHamster

Illuxxxtrandy Big-booty Slut Craving Cum Gets Hardcore Fucked by Lover on Husband's Bed, Dripping Wet Pussy Intense Pleasure

Categories: amateur, asian, barebacking, bbw, bed sex, big ass, big cock, black, booty, creampie

aShemaleTube

Nude strip form a red bra and black leather trousers

Categories: big cock, black, blonde, bra, crossdressing, femboy, fetish, hd, ladyboy, latex

aShemaleTube

Big ass trans Crystal Phoenix fucked by BBC fuck machine

Categories: amateur, anal, anal toying, big ass, big black cock, crossdressing, escort, femboy, fucking machine, latina

aShemaleTube

Alpha White muscle stud fucks ebony sissy femboy ezra_kyle25 in interracial homemade porn

Categories: amateur, anal, blowjob, crossdressing, ebony, femboy, hd, homevideo, interracial, ladyboy

HDSex

Cdzinha, ไทย, cam

Categories: anal, ass, big ass, big cock, big tits, blowjob, crossdressing, cum, cumshot, dildo

xHamster

Very Hard Threesome with a Nasty TS Big Tits... Two Cocks for His Hit Wet Ass

Categories: 3some, anal, ass, beauty, big cock, big tits, blonde, blowjob, crossdressing, cum

xHamster

Tiny clitty sissy shemale ass to mouth and piss

Categories: anal, ass, ass to mouth, big ass, big cock, crossdressing, feminization, hd, ladyboy, pissing

aShemaleTube

Naughtry short skirt, high heels and pantyhose

Categories: big cock, blonde, crossdressing, femboy, fetish, hd, high heels, ladyboy, lingerie, pantyhose

aShemaleTube

Rachael Belle Exposed Chastity Sissy Slut Humiliation 5

Categories: cage, crossdressing, fetish, hd, humiliation, masturbation, sissy, slut, small cock, solo

aShemaleTube

Sissy in Pink Dress and Chastity Plays with Her Butt Plug and Gets Fucked Hard by Machine

Categories: amateur, anal, buttplug, crossdressing, dildo, dress, fucking machine, hardcore, hd, high heels

xHamster

Radroachhd Intense Orgy: Sweet, Curvy Latina Passionately Fucked, Hardcore Sex, Cum-drenched Ass, Gaping Pleasure

Categories: amateur, asian, ass, barebacking, bbw, big ass, big cock, black, creampie, crossdressing

xHamster

Radroachhd Big-booty Slut Fucked Hard Doggy-style: Intense Rough Sex with Hot Ass Craving Massive Cock

Categories: amateur, asian, ass, barebacking, bbw, big ass, big cock, black, booty, creampie

aShemaleTube

Claire in Group Sex

Categories: amateur, anal, blowjob, crossdressing, cum in mouth, group sex, masturbation

aShemaleTube

Feminization training 3

Categories: amateur, anal, big cock, crossdressing, femboy, feminization, lingerie, masturbation

xHamster

Sexy Crossdresser Fucks Alternative Crossdresser

Categories: amateur, american, anal, big ass, big cock, crossdressing, femboy, feminization, hd, lingerie

ShemaleMovie

Crossdresser lingerie, amateur sissy

Categories: amateur, anal, anal toying, bdsm, big cock, crossdressing, dildo, domination, high heels, lingerie

HDSex

Wild anal romp with a gorgeous Thai transgender princess

Categories: anal, ass, babe, beauty, blowjob, brutal, crossdressing, cum, gorgeous, jizz

aShemaleTube

💦 BIG COCK🍆 blonde big tits T-girl in lingerie Tiffany Kitten masturbates and huge cumshot

Categories: amateur, big cock, big tits, blonde, crossdressing, cumshot, femboy, hd, high heels, homevideo

xHamster

sexy skinny tranny in black outfit self facial big cock cum on face

Categories: amateur, big cock, black, crossdressing, cum, facial, femboy, hd, lingerie, sissy

ShemaleMovie

My cock in stockings leads to an exciting cumshot

Categories: amateur, anal, big cock, crossdressing, cum, cumshot, dick, european, german, handjob

ShemaleMovie

Anal invasion play with young transsissy

Categories: amateur, anal, anal toying, ass, big cock, crossdressing, femboy, huge cock, ladyboy, lingerie

aShemaleTube

TG@kikuisgoodboy《kiku the boss》

Categories: asian, boss, chinese, crossdressing, femboy, hd, ladyboy, tranny

xHamster

Bangin' My Trans Girlfriend in the Kitchen

Categories: amateur, anal, barebacking, big ass, big cock, blowjob, condom, crossdressing, facial, girlfriend

JizzBunker

SometimesNiki maid takes a pounding

Categories: amateur, big ass, chubby, cosplay, couple, crossdressing, doggystyle, maid, mature, strap-on

XXXDan

Trixy Bunny Wishes You Happy Easter

Categories: amateur, babe, beauty, big cock, bunny, crossdressing, high heels, lingerie, mature, solo

ShemaleMovie

Behind the scenes POV action with Taylor Diamond

Categories: american, anal, behind the scenes, blowjob, crossdressing, hardcore, lingerie, pov

aShemaleTube

Anal Gape - Analacrobatsfan

Categories: acrobatic, anal, ass to mouth, crossdressing, gaping hole, hd, sissy, solo, toys

aShemaleTube

Mature Asian Sissy Crossdresser in Chastity Masturbation

Categories: amateur, asian, crossdressing, hd, masturbation, mature, sissy

aShemaleTube

from romance to hard fucking, impressive tranny look for the full video

Categories: anal, asian, barebacking, big ass, big cock, blowjob, crossdressing, cum in mouth, hardcore, hd

xHamster

Kitty tranny maid Victoria Grant bareback deep fucking

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

ShemaleMovie

After Friday class fun in the woods with Pai-Chan

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

Pornstars: Friday

ShemaleMovie

Shemale massage with young teen Crossdresserkitty

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