Crossdressing Shemale Videos » 50

KeekAss

Lovemaking Bunny Porks Silicone Real Chicks

Categories: amateur, big ass, big cock, bunny, crossdressing, doll, fake tits, fetish, hd, reality

TrannyOne

Two huge cock shemales blowjob handjobs

Categories: amateur, anal, anus, ass, assfingering, bdsm, big cock, black, blowjob, crossdressing

KeekAss

Scottish microskirt and unsheathed manhood

Categories: amateur, blonde, crossdressing, dick, lingerie, mature, scottish, sissy, stockings, tranny

aShemaleTube

moment

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

aShemaleTube

Holly's got a bulge in her skirt at the cruising area

Categories: amateur, british, crossdressing, cruising, hd, high heels, homevideo, mature, outdoor, public

JizzBunker

Horny, tiny titted trans NB Part 3 jerks off her small dick right after her morning shower

Categories: amateur, beauty, big cock, crossdressing, european, hardcore, masturbation, milf, shower, small cock

aShemaleTube

asian ladyboy

Categories: anal, asian, crossdressing, hd, ladyboy, sissy, small cock, teen (18+)

XXXDan

Selfbondage fucked by a machine gone wrong

Categories: amateur, anal, bdsm, bondage, crossdressing, danish, dildo, european, fetish, latex

KeekAss

Femboi Beauty Enjoys Playing

Categories: amateur, beauty, big cock, big tits, brunette, crossdressing, feet, femboy, homevideo, huge cock

KeekAss

Lovely Thight Mini-Skirt White CD Super-Hot Dancing

Categories: amateur, bbw, beauty, big ass, boy, crossdressing, dancing, hd, joi, ladyboy

aShemaleTube

Best time of day, a hot shower, my body deliciously soapy, now I just need to rub my back...

Categories: amateur, big tits, compilation, crossdressing, cum in mouth, domination, fetish, hd, homevideo, interracial

aShemaleTube

stripping (2)

Categories: amateur, crossdressing, hd, sissy, small cock, small tits, solo, stockings, striptease

aShemaleTube

Sexy Crossdresser kellycd2022 enjoying an afternoon drive a little pit stop break

Categories: amateur, big cock, big tits, crossdressing, cumshot, femboy, hd, high heels, ladyboy, masturbation

aShemaleTube

Hottest Video Sold: Black Femboy Ezra_Kyle25 fucked by Muscle Asian Hunk

Categories: amateur, asian, black, blowjob, chinese, crossdressing, domination, ebony, femboy, hd

aShemaleTube

Tranny cum on guys face

Categories: blowjob, crossdressing, cum, cum in mouth, cum swallowing, cumshot, hd, homevideo, mature, sperm

KeekAss

Kinky Tgirl Butt Fucking Boyfriend

Categories: amateur, asian, assfucking, beauty, blonde, blowjob, boyfriend, crossdressing, dick, dildo

Pornstars: Vixxxen

aShemaleTube

Removing my sissy pink chastity cage and play with my tiny clity

Categories: cage, crossdressing, cum, hd, lingerie, sissy, solo, teen (18+)

aShemaleTube

fucking crossdresser bitch bdsm

Categories: amateur, ass to mouth, bdsm, big tits, bitch, crossdressing, domination, ladyboy, mature

UPornia

Crazy Sex Clip Tranny Twink Hot Pretty One

Categories: crazy, crossdressing, gay, pretty, tranny, twink, vintage

HDSex

Solo babe femkim19 gets off in her underwear and pantyhose on webcam

Categories: amateur, babe, big cock, crossdressing, cumshot, lingerie, masturbation, pantyhose, small tits, solo

KeekAss

SISSY INSTRUCTING LARGE FAKE PENIS!

Categories: amateur, anal, anal toying, blowjob, crossdressing, dick, domination, double penetration, femboy, femdom

XXXDan

Red-haired whore loves deep anal

Categories: amateur, anal, big ass, big cock, black, crossdressing, dildo, european, hardcore, high heels

aShemaleTube

Compilation dirty crossdressers

Categories: asslick, blowjob, compilation, crossdressing, dirty, hd, sucking, vegetable

ShemaleMovie

Trans crossdresser has anal fun with my neighbor's straight married partner

Categories: amateur, anal, big cock, bisexual, crossdressing, cum, funny, jizz, ladyboy, transsexual

aShemaleTube

Sandy rubs one out in black pantyhose

Categories: amateur, black, blonde, crossdressing, cumshot, hd, homevideo, lingerie, pantyhose, sissy

ShemaleMovie

Pantyhose cock, nipples orgasm

Categories: crossdressing, cum, cumshot, dick, jizz, ladyboy, lingerie, nipples, orgasm, pantyhose

XXXDan

Dressed winter princess is full of cum

Categories: amateur, beauty, crossdressing, cum, cumshot, cute, european, masturbation, pantyhose, polish

KeekAss

obese sissy jacking off

Categories: amateur, ass, bbw, beauty, big ass, black, chubby, crossdressing, cumshot, ebony

aShemaleTube

[no porn] Japanese PVC bodysuit Sissy image video

Categories: amateur, asian, crossdressing, fetish, hd, homevideo, japanese, latex, model, pantyhose

HDSex

Rough-anal, fisting, backdoor-blowjob

Categories: anal, blowjob, crossdressing, enema, fisting, rough

aShemaleTube

CDTS Rides Toy

Categories: amateur, asian, chinese, crossdressing, homevideo, pantyhose, sissy, small tits, solo, stockings

aShemaleTube

Holly cums on her red panties

Categories: amateur, crossdressing, cum, cumshot, hd, homevideo, masturbation, mature, panties, sissy

XXXDan

BLONDE SHEMALE TRAP SERVICES BIG BLACK COCK

Categories: amateur, big black cock, big cock, black, blonde, blowjob, crossdressing, gay

aShemaleTube

Princess Bunnie - Glamour CD MILF Cums in Lingerie

Categories: crossdressing, cum, glamour, hd, high heels, lingerie, milf, model, solo, stockings

aShemaleTube

Crossdresser wanking and drinking cum

Categories: british, crossdressing, cum, cumshot, hd, stockings, transvestite, wanking

aShemaleTube

Japanese PVC Bodysuit Slave Sissy Solo Cum

Categories: amateur, asian, crossdressing, cum, cumshot, fetish, hd, japanese, latex, masturbation

KeekAss

Linda dit La Grosse Solange se doigte le trou du cul

Categories: amateur, brunette, crossdressing, hd, lingerie, mature, pornstar, small tits, webcam

Pornstars: Solange

HClips

Joanie - Snow White

Categories: amateur, crossdressing, lingerie, white

aShemaleTube

Crossdresser Sucks Interracial Twink Cock

Categories: amateur, blowjob, brunette, crossdressing, dick, gay, handjob, homevideo, interracial, sucking

KeekAss

Super-cute femboy bangs his culo rock-hard with a gigantic fake penis in various postures

Categories: amateur, anal toying, crossdressing, cute, dick, dildo, femboy, gay, hd, masturbation

aShemaleTube

Black Femboy Crossdresser Ezra_Kyle25 makes bed in a thong with a fat ass

Categories: ass, bed sex, big ass, black, crossdressing, ebony, fat, femboy, hd, homevideo

TrannyOne

Broken Limp Clitty Sissy Hypno Trainer

Categories: barebacking, big tits, blonde, clit, compilation, creampie, crossdressing, domination, gangbang, hd

KeekAss

Lean CD fuckslut in underwear smashes fucktoys and ejaculates

Categories: amateur, anal, assfucking, crossdressing, cumshot, fishnet, handjob, hd, huge dildo, kinky

KeekAss

Gf gives you the hottest rail of your life dressed in a micro-skirt

Categories: amateur, anal, anal toying, big ass, crossdressing, cum, dildo, fetish, girlfriend, hd

KeekAss

Late night outdoor getting off and meaty orgasm extract

Categories: amateur, asian, crossdressing, cumshot, cute, fetish, handjob, hd, kinky, ladyboy

ShemaleMovie

Femboy crossdresser, travestis espanolas

Categories: crossdressing, femboy

aShemaleTube

See-through gown and no panties

Categories: big cock, blonde, crossdressing, femboy, hd, ladyboy, lingerie, panties, pov, sissy

aShemaleTube

Macho negro me da rico facial

Categories: crossdressing, facial, hd, peruvian

aShemaleTube

Sissy crossdresser in mini skirt and glossy pantyhose gives you a lot of cum!

Categories: big cock, crossdressing, cum, cumshot, fetish, hd, homevideo, lingerie, masturbation, miniskirt

JizzBunker

Shemale Gina in PVC performs in a village hall

Categories: amateur, anal, beauty, british, crossdressing, european, latex, lingerie, masturbation, mature

KeekAss

HEADPHONE WARNING Instructing backside to take XL Atlas Mr Hanky Fucktoy deeper, painal gape

Categories: amateur, anal, anal toying, assfucking, crossdressing, dildo, extreme, gaping hole, hd, homevideo

KeekAss

Wrinkles

Categories: amateur, bitch, brunette, clit, crossdressing, cum, hd, homevideo, lingerie, masturbation

TrannyOne

Blonde shemale self sucks cock & balls - dailyTS.com webcams

Categories: 18 year old, adorable, amateur, anal, anus, ass, babe, balls, beauty, big cock

aShemaleTube

Tiny clit crossdresser in diaper pullup nappy

Categories: amateur, clit, crossdressing, diaper, dick, domination, fetish, hd, homevideo, ladyboy

aShemaleTube

Hard Anal Fucking

Categories: amateur, anal, big cock, crossdressing, cum in mouth, cumshot, hardcore, hd, homevideo, lingerie

aShemaleTube

Kinky sissy loves pee and cock

Categories: amateur, crossdressing, dick, fetish, hd, kinky, piss drinking, pissing, sissy

ShemaleMovie

Cute Latina shemale with a perfect booty rides on the sofa

Categories: amateur, anal, ass, beauty, booty, crossdressing, cute, femboy, latina, moaning

aShemaleTube

Butt Girl Tiffany Ciskiss Fucks Round Sissy Ass On XXL Ribbed Dildo In Bluejean Skirt

Categories: amateur, anal, ass, crossdressing, dildo, femboy, hd, model, pantyhose, sissy

JizzBunker

Crossdresser Niki sucks a dildo and drools

Categories: amateur, beauty, crossdressing, dildo, hardcore, hungarian, lingerie, masturbation, slut, solo

aShemaleTube

Cat Walk

Categories: buttplug, crossdressing, feet, hd, high heels, sissy, stockings, upskirt

aShemaleTube

Chubby CD anal dildo play

Categories: amateur, anal, anal toying, big ass, chubby, crossdressing, hd, homevideo, lingerie, mature

VideoSection

Naughty tranny Medelainexx pleads for a backside romp

Categories: amateur, anal, ass, big ass, crossdressing, dildo, homevideo, masturbation, naughty, sissy

aShemaleTube

pink latex girly plays with her girly cock

Categories: amateur, crossdressing, cumshot, dick, fetish, homevideo, irish, ladyboy, latex, masturbation

aShemaleTube

20250123

Categories: barebacking, crossdressing, homevideo, lingerie, sissy, small cock, stockings, toys

aShemaleTube

Anna The Temptress

Categories: big cock, big tits, crossdressing, hd, lingerie, masturbation, pantyhose, pornstar, solo, stockings

Pornstars: Temptress

aShemaleTube

[R18+] Pink Bunny Solo Cum and Drink Sperm

Categories: amateur, asian, bunny, crossdressing, cum, cumshot, fetish, hd, homevideo, latex

KeekAss

Ravage Machine Friday

Categories: amateur, anal, anal toying, crossdressing, hd, lingerie, pornstar, ravage, stockings, toys

Pornstars: Friday

KeekAss

Super-Sexy Crossdresser High High-Heeled Slippers Stocking on couch with Necklace

Categories: amateur, blonde, couch, crossdressing, high heels, lingerie, masturbation, small tits, solo, stockings

aShemaleTube

Big Tits Smoking Fetish Mistress

Categories: amateur, big tits, crossdressing, fetish, gloves, hd, latex, mature, mistress, smoking

HDSex

Anal training session with femboys Sissytrainer and Seoara0909

Categories: anal, crossdressing, dildo, femboy, toys

aShemaleTube

Hot Asian Comp1

Categories: anal, asian, compilation, crossdressing, cum in mouth, femboy, hd, masturbation, sissy, small tits

ShemaleMovie

Transsexual babe gets drilled vigorously in an intense anal invasion

Categories: amateur, anal, ass, babe, big ass, big cock, crossdressing, cum, drilling, feet

aShemaleTube

Crossdressers group sex in hotel room

Categories: blowjob, crossdressing, group sex, hd, homevideo, hotel

KeekAss

Rough Brunette Shemale Nymphomaniac

Categories: amateur, beauty, brunette, crossdressing, hd, homevideo, jerking, joi, masturbation, nympho

KeekAss

【Bocchi the Rock】

Categories: amateur, anal, anime, asian, chinese, cosplay, crossdressing, femboy, handjob, hd

XXXDan

Shemale hunk drilled by rimming top after swallowing

Categories: anal, asslick, blowjob, crossdressing, cum swallowing, deep throat, drilling, gay, handjob, hunk

aShemaleTube

pushing a carrot up my sissy cunt

Categories: amateur, anal, big tits, crossdressing, cunt, food, hd, insertion, lingerie, mature

TrannyOne

Fat Mature BBW Tranny

Categories: bbw, crossdressing, fat, hd, masturbation, mature, obese, solo, tranny, transvestite

KeekAss

PINKISH ELEGANT - CROSSDRESSING PART four

Categories: amateur, anal, asian, ass, big ass, big tits, crossdressing, gay, hd, homevideo

aShemaleTube

Stripping nude out of my summer dress and panties on the grass

Categories: blonde, crossdressing, dress, femboy, fetish, hd, ladyboy, lingerie, nude, outdoor

KeekAss

Hottest Tgirl I Ever Seen

Categories: amateur, ass, beauty, big cock, crossdressing, cute, femboy, high heels, homevideo, jerking

aShemaleTube

Lostwind Comp1

Categories: anal, asian, chinese, compilation, crossdressing, femboy, hd, masturbation, sissy, small tits

aShemaleTube

Pissing in my slave's mouth

Categories: crossdressing, domination, fetish, hd, mature, piss drinking, pissing

KeekAss

Dame In Sheer Silk - just to lurk the mega-bitch I am

Categories: amateur, bdsm, bitch, blonde, crossdressing, cum, cumshot, hd, high heels, lingerie

UPornia

Crossdresser Juvia Jolie Shows Her Tiny Tits And Jerks Her Cock

Categories: amateur, crossdressing, dick, hd, ladyboy, redhead, small tits, solo, teen (18+), webcam

KeekAss

Beautiful TS Teasing Pretty Teen Trap

Categories: amateur, beauty, crossdressing, cute, ebony, femboy, homevideo, jerking, massage, masturbation

TrannyOne

Handjob for femboy's hard and big cock - Horny POV

Categories: amateur, big cock, blonde, close up, couple, crossdressing, cum, cumshot, dick, femboy

KeekAss

tentacle fake penis inwards super-hot trans female

Categories: amateur, anal, anal toying, ass, assfingering, assfucking, big ass, crossdressing, dick, femboy

KeekAss

Predominance of Spandex Lisa by Trans Domme Jenny Major.

Categories: amateur, bdsm, beauty, blowjob, boots, crossdressing, cum, domination, femdom, fetish

KeekAss

When I was ambling nude, a police camper handed by.

Categories: amateur, collar, cop, crossdressing, fetish, hd, japanese, nude, outdoor, piercing

ShemaleZ

Sissy Crossdresser In Bettys Attic: He Fucks My Ass With The Strapon

Categories: anal, ass, assfucking, brunette, crossdressing, deep throat, hd, high heels, italian, nylon

aShemaleTube

Joselynne Crossdresser In Skirt And Heels Butthole And My Cock To Web

Categories: amateur, ass, big ass, cosplay, crossdressing, dick, feminization, hd, high heels, latina

ShemaleMovie

Cute young ladyboy booty in fishnet skirt gets messy cumshot marathon at a bar

Categories: bar, beauty, big cock, boots, booty, college, compilation, cosplay, crossdressing, cum

KeekAss

Amazing Hot Shemale Show Off

Categories: amateur, amazing, american, beauty, crossdressing, ebony, glasses, hd, homevideo, jizz

JizzBunker

Chloe T Star takes a huge cock deep in her ass

Categories: amateur, anal, ass, bdsm, beauty, big ass, big cock, crossdressing, fetish, hardcore

Pornstars: Chloe Starr

aShemaleTube

mandingo 1

Categories: amateur, anal, crossdressing, ebony, hd, homevideo, mandingo, masturbation, solo

KeekAss

Bombshell maid Japanese Transgirl

Categories: amateur, anal, asian, bombshell, crossdressing, hd, japanese, ladyboy, maid, masturbation

KeekAss

Sumptuous Crossdresser vinyl Spandex Brief High High-Heeled Slippers Tights

Categories: amateur, blonde, crossdressing, fetish, high heels, homevideo, latex, spandex, stockings

TrannyOne

Sissy Em Pounded By Master

Categories: amateur, anal, anus, ass, blowjob, crossdressing, gay, hd, maledom, master

aShemaleTube

Holly in Lycra yoga pants

Categories: crossdressing, femboy, hd, homevideo, mature, sissy, solo, yoga

ShemaleMovie

Attractive mature lady in a floral dress and sexy crossdresser Kitty showcase on their amateur blog

Categories: amateur, big cock, college, compilation, cosplay, crossdressing, cum, cumshot, dancing, dress

aShemaleTube

Tranny riding a dildo and wanking

Categories: anal, crossdressing, cumshot, dildo, hd, mature, model, riding, stockings, tranny

XXXDan

Tied up sexy femboy in a hot outfit cums with a vibrator

Categories: amateur, bdsm, bondage, crossdressing, cum, european, femboy, italian, lingerie, solo

aShemaleTube

CdTina edging

Categories: amateur, big cock, crossdressing, edging, fetish, hd, lingerie, long nails, masturbation, mature

KeekAss

Jizz in on a black leather jacket.

Categories: amateur, black, crossdressing, cum, cumshot, feet, fetish, handjob, jizz, leather

TrannyOne

CD Slave Spitroasted At Her Master s Command

Categories: amateur, crossdressing, domination, maledom, master, slave, spit, transvestite

aShemaleTube

Gurl Meets Girl - Tgurl Fucks Girl Compilation

Categories: amateur, big cock, blowjob, compilation, crossdressing, cumshot, hd

aShemaleTube

Femboy Model Rubs Oil Slowly, Hips Swaying With Pure Heat

Categories: college, compilation, cosplay, crossdressing, cum, femboy, ladyboy, masturbation, model, oiled

aShemaleTube

Black muscle stud jerks off to Black Femboy Ezra_Kyle25 big ass on Christmas

Categories: barebacking, big ass, big cock, black, crossdressing, ebony, femboy, fetish, hd, homevideo

XXXDan

Aimee trap pov blowjob

Categories: amateur, blowjob, british, cosplay, crossdressing, dildo, pov, small tits, teen (18+)

KeekAss

Blondes and psychedelic intercourse (Part nine) Remastered - Cartoon

Categories: amateur, anal, beauty, big ass, big black cock, big cock, black, blonde, blowjob, cartoon

KeekAss

Crimson garters and white fishnets with pinky and immense black

Categories: amateur, anal, anal toying, black, brunette, crossdressing, fishnet, hd, lingerie, masturbation

aShemaleTube

Jayde Takes Anon BBC in Hotel Like a Good Sissy CumSlut

Categories: amateur, big black cock, blonde, crossdressing, hd, homevideo, hotel, interracial, lingerie, sissy

aShemaleTube

Blonde cum and swallow in white panties and lingerie

Categories: big cock, blonde, crossdressing, cum, cum in mouth, cum swallowing, cumshot, fetish, hd, lingerie

aShemaleTube

Carry out the audience's instructions during live broadcast until ejaculation .23.(@05:48)

Categories: big ass, big tits, crossdressing, cum, cumshot, hd, masturbation, outdoor, pantyhose, public

aShemaleTube

CdTina gets filled

Categories: amateur, anal, barebacking, big cock, crossdressing, fetish, hd, lingerie, long nails, mature

KeekAss

ABOMINATION: AN AEON PHOENIX BIBLE STUDY PREVIEW

Categories: anal, barebacking, big cock, big tits, blowjob, compilation, crossdressing, deep throat, futanari, hardcore

XXXDan

Natasha Rotten: provocation with her feet

Categories: amateur, arab, bdsm, blowjob, bondage, brazilian, crossdressing, cumshot, feet, fetish

aShemaleTube

BTS POV sex with Aliza Breeze

Categories: amateur, anal, crossdressing, ebony, femboy, hd, interracial, pornstar, pov, sissy

Pornstars: Aliza

KeekAss

First-Timer crossdresser jism with king wood faux-cock

Categories: amateur, anal, anal toying, blonde, crossdressing, cum, cumshot, dick, dildo, femboy