Crossdressing Shemale Videos » 43

KeekAss

TGirl Getting Off

Categories: amateur, big cock, blonde, crossdressing, handjob, hd, masturbation, socks, solo, stockings

KeekAss

Crossdresser POINT OF VIEW Teaching Not To Jizz (Surprise Concluding!)

Categories: amateur, anal, anal toying, assfucking, crossdressing, cum, cumshot, dildo, femboy, fur

aShemaleTube

Christina Hearts, with Candy Pants - Slut Cops - Masterbationist

Categories: amateur, big cock, blowjob, cop, creampie, crossdressing, fetish, hd, lingerie, masturbation

TrannyOne

Cute femboy masturbates and big cumshot

Categories: adorable, amateur, big cock, crossdressing, cum, cumshot, cute, dick, emo, femboy

TrannyOne

Fat bald freak has kinky threesome with fugly mature shemales

Categories: 3some, crossdressing, cum, daddies, fat, hairless, kinky, mature, old, pissing

aShemaleTube

fucking big dildo deep

Categories: amateur, big ass, big cock, crossdressing, dildo, femboy, hd, homevideo, sissy

aShemaleTube

I with and Dale and dick in search of pleasure

Categories: anal, anal toying, compilation, crossdressing, cumshot, dick, dildo, handjob, japanese, ladyboy

aShemaleTube

Holly smoking and showing my butt plug

Categories: buttplug, crossdressing, hd, mature, model, slut, smoking, stockings, tranny, transsexual

aShemaleTube

CD Sarah, in blue velvet, smokes, drinks own piss, masturbates to cumshot

Categories: blonde, crossdressing, cumshot, femboy, fetish, hd, masturbation, mature, model, piss drinking

JizzBunker

Transvestite with cumshot

Categories: anal, crossdressing, cumshot, dildo, gay, hardcore, japanese, masturbation, solo, toys

KeekAss

Fapping my gal spunk-pump in couch dressed in my mind-blowing shining leather footwear

Categories: amateur, blonde, boots, couch, crossdressing, dick, fetish, hd, homevideo, kinky

KeekAss

super-hot joy in black pantyhose (nine)

Categories: amateur, black, crossdressing, high heels, lingerie, masturbation, mature, nipples, pantyhose, posing

TrannyOne

Gay Guy Taking Big Cock

Categories: anal, anus, army, ass, big cock, blowjob, couple, crossdressing, cum, cumshot

TrannyOne

Chastity wearing latex crossdresser rides a huge dildo on webcam

Categories: bdsm, crossdressing, huge dildo, latex, solo, webcam

aShemaleTube

Full Sissy Play - G041.3

Categories: amateur, anal, asian, crossdressing, femboy, fetish, hd, homevideo, interracial, ladyboy

VideoSection

Young sissy, small dick shemale

Categories: amateur, ass, babe, bdsm, beauty, big ass, big cock, big tits, compilation, crossdressing

KeekAss

Immense chisel crossdresser Lucy Essex CD jacking and chatting messy

Categories: amateur, big cock, big tits, crossdressing, fake tits, handjob, hd, huge cock, masturbation, mature

aShemaleTube

Butt Girl Tiffany Ciskiss Cosplay The Crow

Categories: amateur, anal, ass, cosplay, crossdressing, femboy, hd, latex, model, pantyhose

TrannyOne

taiwan sissy slut fuck in public toilet

Categories: amateur, asian, crossdressing, homevideo, model, outdoor, public, sissy, slut, small tits

aShemaleTube

BDSM Shemale nun bareback fucked by priest after whipping

Categories: ass to mouth, bdsm, crossdressing, domination, hd, nun, whip

TrannyOne

Skinny crossdresser gets banged with effort in a locker room

Categories: crossdressing, locker room, skinny

aShemaleTube

👑Une salope dans un 🌳bosquet (29 juin 2025) à la recherche de sperme. Exposition travesti

Categories: bimbo, crossdressing, exhibitionist, french, hd, high heels, nylon, outdoor, sissy, skirt

aShemaleTube

cute white skinny shemale with big dick wankng on wecam big load cumshot

Categories: amateur, big cock, crossdressing, cumshot, cute, femboy, hd, homevideo, lingerie, milf

aShemaleTube

Black shiny zentai suit sissy femboy boi pussy anal beads training

Categories: anal, asian, beads, black, crossdressing, cumshot, femboy, fetish, hd, lingerie

Pornstars: Viper

KeekAss

Crimson one chunk bikini is so shining, the stream shoots a load out supah fat!

Categories: amateur, bikini, bra, cosplay, crossdressing, cum, cumshot, fat, femboy, fetish

XXXDan

Sexy Mexican shemale sucks a huge cock in POV

Categories: amateur, big cock, blowjob, crossdressing, daddies, deep throat, fetish, gay, hardcore, huge cock

KeekAss

Dame and Transsexual soles and foot wank #shorts

Categories: amateur, crossdressing, cum, cumshot, feet, femboy, fetish, footjob, handjob, hd

KeekAss

Alice Latexy adoring a faux-cock while on her knees in the douche

Categories: amateur, blowjob, crossdressing, dick, dildo, doll, fetish, hd, homevideo, knees

aShemaleTube

just me, the slut 4

Categories: ass, bitch, buttplug, crossdressing, sissy, slut, stockings, submissive

TrannyOne

Twink femboy with fox tail, anal play with cumshot in condom

Categories: anal, anus, ass, condom, crossdressing, cum, cumshot, dildo, emo, european

KeekAss

Kate Violin - Plays

Categories: anal, assfucking, blonde, crossdressing, erotic, handjob, hd, high heels, kinky, masturbation

aShemaleTube

Yes Daddy fuck me hard and deep PearlCD

Categories: amateur, crossdressing, cumshot, daddies, hardcore, hd, homevideo, masturbation, redhead, solo

aShemaleTube

Lovely Femboi Cumming

Categories: crossdressing, cum, femboy, masturbation, sissy

KeekAss

[SISSY] I took off my clothes by the river.

Categories: clothed sex, crossdressing, handjob, hd, japanese, outdoor, piercing, public, sissy

ShemaleMovie

Crossdresser party: Tgirl dominates girl in wild shemale orgy

Categories: 4some, amateur, anal, barebacking, bdsm, big cock, british, crossdressing, dildo, domination

aShemaleTube

Italian Crossdresser LaurettaTr and Boyfriend

Categories: amateur, anal, blowjob, boyfriend, crossdressing, femboy, hd, italian, ladyboy, lingerie

KeekAss

30 mins stroking donk ash-blonde crossdresser

Categories: amateur, ass, big ass, blonde, british, college, crossdressing, cum, cumshot, femboy

KeekAss

2 cougars in nylon tights toying with string-on

Categories: black, blowjob, cougar, crossdressing, cum, futanari, hd, lesbian, massage, nylon

KeekAss

Blowage at the Pub turns into a excellent drill with jizm on face and guzzle.

Categories: amateur, anal, blowjob, crossdressing, cum, cum swallowing, cumshot, face fucking, facial, giving head

aShemaleTube

Leather Bitch ROXY

Categories: amateur, bitch, crossdressing, dancing, fetish, glasses, gloves, hd, high heels, leather

TrannyOne

Back seat car fuck at the park

Categories: amateur, anal, anus, ass, backseat, big cock, black, car, crossdressing, dick

aShemaleTube

Nikuks

Categories: anal, big ass, crossdressing, hd, lingerie

aShemaleTube

Amy - Sissy Splitscreen Chastity Masturbation Compilation 1

Categories: anal, compilation, crossdressing, femboy, hd, homevideo, lingerie, masturbation, sissy, solo

aShemaleTube

Black Wetlook Catsuit and Bodystocking

Categories: amateur, black, blonde, bodystocking, catsuit, crossdressing, hd, homevideo, lingerie, sissy

aShemaleTube

CD in boots fuck a tied man

Categories: amateur, boots, crossdressing, hd, mature, tied up

KeekAss

toying with 12in meaty faux-cock in my culo - sissy bitch

Categories: amateur, anal, ass, big ass, bitch, crossdressing, cumshot, dick, dildo, hd

KeekAss

Swimming, spraying and posing bare in the river...

Categories: amateur, beach, beauty, blonde, crossdressing, fetish, hd, nude, outdoor, posing

KeekAss

Trans Female Deep-Throats and Plows LARGE Fucktoy Before Guzzling Own Jizm

Categories: amateur, anal, anal toying, brunette, crossdressing, deep throat, fetish, hd, masturbation, own cum

TrannyOne

Mr. Hankey's Long John and Largos Fill my Hole.

Categories: anal, anus, ass, assfucking, bdsm, big cock, crossdressing, dick, dildo, domination

KeekAss

Behind the Vignettes of Dragon BoobZ

Categories: big tits, crossdressing, fetish, handjob, hd, masturbation, parody, transsexual

aShemaleTube

Gurls getting dirty in the bathroom

Categories: amateur, bathroom, crossdressing, dirty, hd, homevideo, mature, piss drinking, pissing, rimjob

aShemaleTube

Changing my black stockings for you

Categories: black, blonde, crossdressing, femboy, hd, ladyboy, lingerie, masturbation, pantyhose, pov

aShemaleTube

Crossdresser jerks his cock, fucks his ass with a dildo and creams his tits with his own cum

Categories: anal, ass, big cock, corset, creampie, crossdressing, cumshot, dick, dildo, hd

aShemaleTube

naughty smoking sissy Juliette bedtime.. Chastity, E-stim on tits and remote controlled toys gives h

Categories: amateur, anal, crossdressing, fetish, hd, homevideo, latex, naughty, sissy, smoking

aShemaleTube

HA39Slutty nurse exposes and masturbates! Ass fucking to orgasm!

Categories: anal, asian, assfucking, big ass, crossdressing, dildo, femboy, hd, ladyboy, masturbation

KeekAss

Wild Spandex Crossdresser Letting Masturbator Do The Job

Categories: amateur, big cock, crossdressing, fetish, hd, ladyboy, latex, masturbation, sissy, solo

KeekAss

Fuck Stick - Gaby Monserrat - The Plump Railing a Enormous Thick 33 CM Fuck Stick

Categories: amateur, anal, anal toying, bbw, brunette, crossdressing, fat, hd, masturbation, mature

TrannyOne

@Cami_fit12 - YOUR FAVORITE CLIT GIRL!!!

Categories: amateur, clit, close up, crossdressing, dick, small cock, solo, tiny dick, webcam

TrannyOne

Nude crossdresser double fist

Categories: anal, anus, asian, ass, crossdressing, extreme, fisting, gay, hardcore, hd

aShemaleTube

A Futanari Christmas (Christmas Special)

Categories: 3some, crossdressing, domination, futanari, hd, sissy, stockings, teen (18+), uniform, xmas

aShemaleTube

Putinha no Banheiro

Categories: amateur, anal, big ass, big cock, crossdressing, hd, latina, sissy, small cock, solo

aShemaleTube

Pantyluvn sissy runaway

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

aShemaleTube

Butt Girl vs Big Toys Hard Fucking Goth Kitty

Categories: amateur, anal, ass, crossdressing, goth, hardcore, hd, model, sissy, solo

aShemaleTube

Italian Crossdresser and Boy

Categories: amateur, anal, boy, crossdressing, femboy, hd, italian, ladyboy

aShemaleTube

Dominant TS MILF in leather and pantyhose barebacks fucks BF

Categories: ass to mouth, barebacking, big ass, boyfriend, crossdressing, hd, homevideo, leather, milf, pantyhose

aShemaleTube

AMATEUR BODYBUILDER vs Faggyboi

Categories: amateur, anal, big black cock, blowjob, bodybuilder, crossdressing, ebony, femboy, hd, sissy

TrannyOne

Huge Plug wrecking loose Asshole

Categories: anal, anus, ass, crossdressing, cum, dick, extreme, fisting, gay, hardcore

KeekAss

Catching some Activity with Milky Weird Crossdresser

Categories: big black cock, blonde, blowjob, crossdressing, deep throat, face fucking, hd, interracial, milk, pov

aShemaleTube

Veronica Vega - Femboy sissy loves to have a self cum facial

Categories: amateur, crossdressing, cum, cumshot, facial, femboy, hd, ladyboy, masturbation, sissy

aShemaleTube

Fit for a gaping

Categories: amateur, anal, big cock, crossdressing, cumshot, femboy, gaping hole, hd, homevideo, lingerie

aShemaleTube

Femboy and tgirl watch movie

Categories: amateur, anal, big cock, blonde, blowjob, crossdressing, femboy, game, hd, teen (18+)

XXXDan

A Smallow of Milk for You

Categories: amateur, beauty, big ass, big cock, big tits, crossdressing, cumshot, fetish, hardcore, japanese

aShemaleTube

Smoking Cock

Categories: amateur, blowjob, crossdressing, dick, fetish, hd, smoking

aShemaleTube

Latex Mask Nipple Sucker Piercing Foot Fetish Dildo Ana

Categories: amateur, crossdressing, cumshot, dildo, feet, fetish, latex, mask, masturbation, nipples

KeekAss

Teasing You Masturbates

Categories: amateur, beauty, big black cock, brunette, crossdressing, cute, handjob, homevideo, jerking, kissing

KeekAss

Phoebe the Maid 2017

Categories: amateur, crossdressing, fetish, homevideo, lingerie, maid, masturbation, mature, stockings

aShemaleTube

japanese crossdresser swimsuit 2

Categories: bdsm, bondage, crossdressing, japanese, swimsuit

aShemaleTube

Sucking Cock Training Session

Categories: amateur, crossdressing, dick, doll, hd, homevideo, lingerie, mask, sissy, sucking

aShemaleTube

Young guy cums in my mouth and on my new dress

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

KeekAss

Blonde Teen Trans Cutie

Categories: amateur, beauty, blonde, crossdressing, cute, femboy, fetish, glasses, homevideo, japanese

aShemaleTube

Afternoon in the Dragon Dress

Categories: crossdressing, dress, hd, solo, sucking, toys

aShemaleTube

Striptease and cum for you bb

Categories: amateur, asian, crossdressing, cum, cumshot, femboy, hd, latex, lingerie, masturbation

Pornstars: Viper

aShemaleTube

japanese sissy masturbating

Categories: crossdressing, dildo, gay, hd, japanese, masturbation, sissy

TrannyOne

Slave for my mistress

Categories: amateur, anal, anus, ass, bdsm, bondage, crossdressing, dick, domination, fat

VideoSection

Hot MILF tranny Anna Hickhiman seduces a big cock guy to enjoy her big booty

Categories: anal, ass, barebacking, big ass, big cock, big tits, blowjob, booty, crossdressing, cum

aShemaleTube

Sissy Crossdresser Sucks cock and gets fucked

Categories: amateur, anal, big ass, big cock, bimbo, blonde, blowjob, crossdressing, dick, hd

ShemaleMovie

Amateur crossdresser gets anal pounded with corn cobs

Categories: amateur, anal, anal toying, barebacking, big cock, bisexual, crossdressing, cum, exhibitionist, jizz

aShemaleTube

Dana Deana .. cumgirl in white lingerie

Categories: amateur, compilation, crossdressing, lingerie, masturbation, mature, sissy, slut, small cock, solo

KeekAss

Amateur Crossdresser in Red Lingerie

Categories: amateur, bisexual, crossdressing, cum, cumshot, dick, fetish, gay, homevideo, lingerie

KeekAss

scorching joy in black stockings (8)

Categories: amateur, black, crossdressing, high heels, legs, lingerie, mature, pantyhose, posing, stockings

KeekAss

Smoking Alektra No barely legal

Categories: amateur, barely legal, big tits, corset, crossdressing, fetish, fleshlight, hd, homevideo, kinky

aShemaleTube

Tease Moving with Purple Satin Bra Shorts, PU Leggings, Heels

Categories: amateur, asian, blowjob, bra, crossdressing, fetish, hd, high heels, homevideo, leggings

TrannyOne

Cute sissy femboy fingers ass in bathroom

Categories: adorable, anal, anus, ass, assfingering, bathroom, crossdressing, cute, dick, femboy

HDSex

Patricia Wolford gets playful with self-fisting and machines in sexy heels and stockings

Categories: amateur, anal, crossdressing, cum, feet, femboy, fisting, fucking machine, german, high heels

aShemaleTube

BAYONETTA

Categories: cosplay, crossdressing, cumshot, hd, ladyboy, masturbation, solo

XXXDan

Sperm and more sperm

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

JizzBunker

Close up of my clit squirting

Categories: amateur, big clit, clit, close up, crossdressing, french, lingerie, masturbation, mature, pissing

KeekAss

Mrs Samantha asshole licked by Marina, en geting a goof bj while frolicking with her puffies!

Categories: amateur, ass, beauty, blonde, blowjob, boots, crossdressing, fetish, high heels, ladyboy

aShemaleTube

Christina Hearts Dark Angel Dark Princess 001 The Becoming PT1 _Prequel

Categories: amateur, crossdressing, hd, homevideo, lingerie, masturbation, mature, pornstar, solo, stockings

Pornstars: Angel Dark, Christina Dark

KeekAss

Dual Faux-Cock Daisy Chain.

Categories: anal, crossdressing, dick, handjob, lingerie, masturbation, pornstar, stockings, toys

Pornstars: Daisy Chain

aShemaleTube

Superb Well Hung SheBoy Part 5

Categories: amateur, big cock, blonde, crossdressing, hd, masturbation, webcam

XXXDan

Colombian shemales briana and sofia bareback sex with brunch

Categories: barebacking, big tits, blowjob, colombian, crossdressing, cumshot, deep throat, doggystyle, gay, group sex

VideoSection

Amateur sissy, big ass

Categories: amateur, anal, asian, ass, babe, barebacking, beauty, big ass, brutal, chinese

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

KeekAss

Explosion Cucumber pt1 Tugging my Gigantic Clittie

Categories: amateur, ass, behind the scenes, big ass, big tits, bitch, brazilian, crossdressing, cucumber, fetish

HDSex

Naughty dominatrix gives rimjob to her submissive femboy as part of their kinky session

Categories: amateur, blowjob, brunette, couple, crossdressing, cum, dominatrix, femboy, homevideo, jizz

KeekAss

Sassi CD makes enjoys to the paramour dude

Categories: amateur, anal, assfucking, blowjob, crossdressing, cum, cumshot, deep throat, dick, facial

KeekAss

Smoking on my whorish clothes prepped for the soiree

Categories: clothed sex, crossdressing, outdoor, smoking, solo, stockings, striptease

aShemaleTube

Sly Femboy Compilation

Categories: amateur, blonde, compilation, crossdressing, cumshot, femboy, hd, lingerie, masturbation, sissy

aShemaleTube

More fuck machine fun and caged up

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

aShemaleTube

[no porn] Japanese Maid Cosplay vlog

Categories: amateur, asian, cosplay, crossdressing, hd, homevideo, japanese, maid, model, sissy

ShemaleMovie

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

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

JizzBunker

Puffy ass sissy

Categories: amateur, anal, ass, big ass, big cock, crossdressing, cute, dildo, fetish, gaping hole

ShemaleZ

Kinky Crossdresser In Maid Outfit With Anal Toy

Categories: amateur, anal toying, brunette, crossdressing, kinky, maid, solo, stockings, toys, webcam

KeekAss

compilacion trans solo

Categories: amateur, anal, big ass, big cock, blowjob, brunette, compilation, cosplay, creampie, crossdressing

aShemaleTube

Me time in satin

Categories: crossdressing, cum, fetish, hd, satin, solo

KeekAss

T-Model tuck BIG BLACK COCK in public park

Categories: amateur, anal, big ass, big black cock, crossdressing, dildo, hd, masturbation, model, outdoor

KeekAss

RachelSexyMaid - No. barely legal - Basement Compilation No. 1.mp4

Categories: anal, barely legal, basement, blonde, compilation, crossdressing, gay, hd, lingerie, mature

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

KeekAss

Emo dominatrix Dressing up her fresh crossdresser TV sissy marionette pt2 HD

Categories: amateur, bdsm, crossdressing, dominatrix, emo, femdom, feminization, goth, hd, humiliation