Crossdressing Shemale Videos » 21

XXXDan

Marina makes Samantha and Mirjam fuck using a double dildo, then gives them blowjobs and gives Mirjam a black kiss.

Categories: 3some, amateur, anal, asslick, beauty, big ass, black, blonde, blowjob, crossdressing

XXXDan

MASTURBATION with CROSSDRESSER dance music do not finish

Categories: crossdressing, masturbation, music, solo, teen (18+)

KeekAss

Homosexual stud loses his purity to his BFF with giant Fuck stick

Categories: amateur, anal, best friend, big ass, bisexual, crossdressing, daddies, fetish, gay, handjob

aShemaleTube

Crossdresser Emo boy works a big Black dildo into his a

Categories: black, boy, crossdressing, dildo, emo

KeekAss

sissy sarah extraordinary pumping, lil clitoris and nut sack pumped

Categories: amateur, clit, crossdressing, dick, fetish, huge cock, ladyboy, lingerie, sissy, small cock

aShemaleTube

Gaping_sisyJen solo dildo balls deep

Categories: amateur, balls, crossdressing, dildo, gaping hole, hd, homevideo, masturbation, solo, toys

aShemaleTube

hot moments on the rocks

Categories: crossdressing, mature

ShemaleMovie

Teasing you in my sexy lingerie and panties

Categories: ass, bbw, beauty, big ass, black, chubby, crossdressing, cumshot, fat, femboy

KeekAss

Solo Blond Ts Masturbating66

Categories: amateur, anal, beauty, big cock, blonde, crossdressing, homevideo, joi, masturbation, pissing

XXXDan

CFNM Busty dominatrix pegging fucks shemale in the ass

Categories: amateur, ass, babe, big tits, british, cfnm, crossdressing, dominatrix, european, femdom

KeekAss

Sissy Glovecum 013 - Dual cum shot of black spandex and leather sissy

Categories: amateur, anal, big cock, black, boots, brunette, crossdressing, cum, cumshot, dick

KeekAss

Deep cleaning wc maid with tongue act

Categories: amateur, beauty, big cock, big tits, blonde, crossdressing, fetish, hd, ladyboy, licking

KeekAss

In a Observe Thru Bodystocking Sundress - All Alone and Highly Insane, Spunk Have Fun with Me

Categories: amateur, ass, beauty, big ass, big cock, bodystocking, booty, chubby, crossdressing, dress

aShemaleTube

Drag Queen CumArt

Categories: creampie, crossdressing, cumshot, fetish, homevideo, lingerie, queen, solo, stockings, toys

HClips

Punish Me Shrine God, If I Am Too Provocative

Categories: amateur, asian, brunette, crossdressing, hd, japanese, nature, oriental, outdoor, punishment

aShemaleTube

Sissy Lea - plug in and vibing on the couch

Categories: amateur, anal, couch, crossdressing, femboy, hd, sissy, small cock, toys

aShemaleTube

Reverse Cowgirl Dildo Riding

Categories: anal toying, cowgirl, crossdressing, dildo, fishnet, hd, high heels, riding, sissy, slut

KeekAss

lara sissygasms as bambi

Categories: amateur, cage, crossdressing, femboy, hd, pornstar, sissy, solo, toys

Pornstars: Anita Blue

aShemaleTube

This pretty French crossdresser plays with her clit

Categories: amateur, clit, crossdressing, cumshot, femboy, french, hd, homevideo, lingerie, masturbation

KeekAss

Got so crazy I inserted my underpants inwards and kept penetrating myself

Categories: amateur, anal, ass, assfucking, crazy, crossdressing, dildo, extreme, fetish, hd

KeekAss

Immense Sissy playing her caboose with different fake penises

Categories: amateur, anal, anal toying, ass, bbw, big ass, crossdressing, dick, dildo, fat

TrannyOne

Nylon CD and his footmistress

Categories: amateur, crossdressing, fetish, footjob, mistress, nylon

TrannyOne

Slave paradise

Categories: bdsm, big cock, blowjob, crossdressing, dick, domination, gay, hd, oral, orgy

KeekAss

Sissy Camelia throating a fresh ebony mate - BIG BLACK COCK deeds

Categories: amateur, big black cock, big cock, black, blowjob, crossdressing, ebony, gay, handjob, hd

Pornstars: Camelia

ShemaleMovie

Shy girl in pantyhose has fun with her toys

Categories: amateur, anal, compilation, crossdressing, cumshot, funny, lingerie, pantyhose, shy, solo

KeekAss

Plump POINT OF VIEW Transgirl Boinks Lovemaking Plaything n' Cum shots

Categories: amateur, bbw, big cock, chubby, close up, crossdressing, cum, cumshot, cute, ebony

ShemaleMovie

Outdoor pee fun with a little cock and some sexy stockings

Categories: crossdressing, dick, funny, lingerie, outdoor, pissing, small cock, stockings, watersport

aShemaleTube

Dizzy ballgagged and bound by her Mistress

Categories: bondage, bound, crossdressing, fetish, hd, lingerie, mistress, sissy, stockings, transvestite

XXXDan

Pegging MILF fucks a shemale with a strapon in a bisex orgy

Categories: anal, asslick, big ass, bisexual, crossdressing, deep throat, face sitting, gay, lingerie, maid

aShemaleTube

Chilean hot teen Crossdresser wants anal

Categories: anal, chilean, crossdressing, teen (18+)

KeekAss

Highly insatiable femboy makes himself spunk

Categories: amateur, anal, brunette, crossdressing, cum, cumshot, femboy, hd, lingerie, masturbation

ShemaleZ

Young Sissy Dark Hair Boy Loves Blonde Tranny Cock In His Tight Little Asshole - Shakira Maya

Categories: anal, asian, ass, assfucking, blonde, boy, classic, crossdressing, dark hair, dick

aShemaleTube

Kellycd2022 in black seamless pantyhose

Categories: amateur, big cock, big tits, black, crossdressing, cumshot, hd, lingerie, masturbation, mature

aShemaleTube

Dirty talking crossdresser verbally dominates you while stroking her huge cock

Categories: amateur, big cock, big tits, crossdressing, dirty talk, domination, hd, homevideo, huge cock, humiliation

ShemaleMovie

Ariel Demure, a smoking hot ladyboy, pounds a girl

Categories: british, crossdressing, german, indian, ladyboy, russian, smoking

TrannyOne

Perverted bitch

Categories: amateur, anal, ass, bitch, boy, crossdressing, european, hd, mature, outdoor

aShemaleTube

in the library

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

KeekAss

Penetrating Torrid Web Cam Showcase

Categories: amateur, anal, big ass, creampie, crossdressing, hd, huge dildo, masturbation, mature, milf

aShemaleTube

Strapon-gag for CD slut

Categories: crossdressing, dildo, gagging, hd, homevideo, insertion, sissy, slut, strap-on

TrannyOne

Hot Nights In Las Vegas with Trinity, Starrs Sucking cock, ride cock, cum in my mouth. Getting Fucked by A BBC Fan!!

Categories: amateur, american, anal, anus, asian, ass, big black cock, big cock, black, booty

TrannyOne

Sissy Crossdresser maninlace81 in detention part 3

Categories: amateur, british, crossdressing, cum, cumshot, dick, dildo, domination, english, european

aShemaleTube

Sexy shemale and black dude

Categories: amateur, anal, big cock, black, crossdressing, homevideo, ladyboy

VideoSection

Sissy goes wild and releases with a bang!

Categories: bdsm, crossdressing, cum, jizz, pain, sissy, tied up, wild

ShemaleMovie

Cherry sissy housewife gets filled with a dildo for her first time

Categories: anal, ass, big ass, cosplay, crossdressing, dildo, first time, housewife, maid, masturbation

KeekAss

Kellystar518 is a BBC BLOWJOB QUEEN

Categories: big black cock, big cock, black, blowjob, crossdressing, cum, cumshot, dick, escort, gorgeous

aShemaleTube

Shiny Catsuit + Sexy Fishnets

Categories: amateur, catsuit, crossdressing, fishnet, hd, latex, latina, lingerie, sissy, stockings

aShemaleTube

Slut POP - PMV by HoloPMV

Categories: anal, big cock, compilation, crossdressing, hd, music, sissy, slut

KeekAss

Trans bang-out cafe with huge-boobed Tgirls Emma Rose and Izzy Wilde

Categories: anal, ass, bar, beauty, big ass, big cock, big tits, blowjob, booty, cowgirl

KeekAss

Boy and Trans Girl in Purity Wanking

Categories: amateur, anal, bdsm, beauty, big ass, bondage, boy, crossdressing, cum, domination

TrannyOne

Sweet Cheeks Plays Shantae and the Pirate's Curse (Part 1)

Categories: amateur, ass, crossdressing, femboy, game, public, sissy, solo, thong, twink

KeekAss

Domme Cyanide's Building of Whorrors ten.8.twenty-one threeway Romp Web Cam

Categories: 3some, amateur, ass, bdsm, big ass, blowjob, crossdressing, group sex, handjob, lingerie

KeekAss

Crossdress costume play Trappy cow makes the flash

Categories: amateur, anal, ass, beauty, costume, crossdressing, cute, flashing, handjob, hd

aShemaleTube

Big Ass Samus Femboy Anal Pounded by Two Big Black Cocks

Categories: anal, big ass, big black cock, big cock, black, cosplay, creampie, crossdressing, cumshot, dildo

aShemaleTube

Red Lingerie & Fishnet Stockings (enhanced)

Categories: amateur, crossdressing, fishnet, hd, homevideo, latina, lingerie, sissy, stockings, toys

aShemaleTube

(eyes exposed for the first time) Behind the tramp, the bitch cums. (01:01)

Categories: bitch, crossdressing, cum, cumshot, first time, hd, masturbation, outdoor, pantyhose, public

aShemaleTube

Crossdresser holly smoking in white stockings and panties

Categories: british, crossdressing, hd, model, panties, smoking, solo, stockings, tranny, transsexual

aShemaleTube

suckjob disco two trannies twosome cam sexcamts com

Categories: amateur, big cock, blowjob, crossdressing, disco, stockings, sucking, tranny, transsexual, webcam

aShemaleTube

Footslaves faggots

Categories: crossdressing, domination, feet, fetish, hd, licking, mature, worship

aShemaleTube

Slave slut tied, dildoed and fucked

Categories: bdsm, crossdressing, dildo, group sex, hd, homevideo, mature, slave, slut, spanking

KeekAss

Mrs Samantha working her Tanlines in a super-fucking-hot yellow Swimsuit

Categories: amateur, beauty, bikini, blonde, crossdressing, hd, high heels, lingerie, mature, outdoor

KeekAss

Dana the Sissy super-bitch is getting used, again

Categories: amateur, anal, bitch, blowjob, crossdressing, domination, gay, hd, lingerie, mature

aShemaleTube

Black lace dress, latex boots and hold up stockings

Categories: amateur, black, blonde, boots, crossdressing, dress, femboy, hd, lace, ladyboy

TrannyOne

Rubbing My Feet on the Guy's Cock and Licking My Feet and Sucking His Cock (foot Fetish) Creamy Cock. (valeria Toro)

Categories: amateur, bbw, big ass, big black cock, big cock, blowjob, colombian, couple, creampie, crossdressing

aShemaleTube

Dirty Hotel pt 2 Deep

Categories: amateur, anal, big ass, big tits, crossdressing, dirty, hd, homevideo, hotel, mature

ShemaleMovie

Beautiful femboy Tiffany Ciskiss enjoys huge dildo in tight ass

Categories: ass, beauty, cosplay, crossdressing, dildo, femboy, gaping hole, huge dildo, skinny, tight

aShemaleTube

Mexican Crossdresser slut oral sex (soy travesti mexicana)

Categories: amateur, blowjob, crossdressing, femboy, hd, homevideo, ladyboy, latina, mexican, oral

KeekAss

Calming Sole Fetish Pedicure and Spa

Categories: amateur, crossdressing, cum, dick, domination, feet, fetish, footjob, hd, homevideo

TrannyOne

Sissy crossdresser maid slave deepthroated and throatfucked hard, swallows.

Categories: blowjob, crossdressing, cum swallowing, deep throat, dick, french, maid, sissy, slave

TrannyOne

Sissy blonde CD Catie Pepers rides hard dick in POV

Categories: anal, ass, blonde, crossdressing, dick, hardcore, hd, on top, pov, riding

KeekAss

More crossdressed and chatting muddy outdoors

Categories: amateur, crossdressing, hd, lingerie, mature, mud, outdoor, public, solo, stockings

aShemaleTube

Sexy Femboy Cums in Her Cage

Categories: amateur, anal, cage, crossdressing, cum, cumshot, femboy, hd, masturbation, redhead

aShemaleTube

Fucked latex mature tranny

Categories: amateur, anal, crossdressing, latex, mature, tranny

KeekAss

Turning My Spouse Into Transgender princess bi-atch, Nymph first-ever time with Transgender princess

Categories: amateur, anal, big tits, bisexual, blowjob, boy, crossdressing, cumshot, femboy, femdom

aShemaleTube

Mexican Crossdresser slut side thong and creampie anal (soy travesti mexicana)

Categories: anal, creampie, crossdressing, hd, mexican, slut, thong

KeekAss

Just Another Sunday Cowboy Breakfast with @KAROLDIESEL, OnlyFans Flick Domina

Categories: amateur, anal, ass, assfucking, big cock, big tits, crossdressing, dominatrix, hd, homevideo

aShemaleTube

Tight and heels in the toilet

Categories: amateur, anal, big ass, creampie, crossdressing, cum, femboy, hd, high heels, homevideo

aShemaleTube

Fucked with speculum on ass

Categories: ass, crossdressing, hd, mature, speculum

aShemaleTube

Crossdresser indonesia 14331471 480p

Categories: amateur, crossdressing, indonesian

HDSex

Maid, dona-de-casa, diarista

Categories: crossdressing, maid

aShemaleTube

Punishing a slave for a lost teaspoon

Categories: anal, big ass, crossdressing, femboy, lingerie, pantyhose, punishment, slave, uniform

ShemaleMovie

Short-haired femboy Asiansissy_Joey is leaking sissy testicle tonic

Categories: amateur, anal, asian, ass, balls, big ass, big cock, crossdressing, cum, femboy

KeekAss

PREGNANT FTM HEADS INTO LABOUR, WATER CRACKS & ROCK-HARD SHOVELING

Categories: amateur, belly, crossdressing, fetish, hairy, hd, pussy

TrannyOne

Crossdresser sissy pegged by group of CFNM busty dominas

Categories: big tits, cfnm, crossdressing, group sex, hd, lingerie, sissy

aShemaleTube

Relaxing Foot Fetish Pedicure and Spa

Categories: amateur, crossdressing, feet, femboy, fetish, hd, homevideo, ladyboy, model, pornstar

Pornstars: Viper

aShemaleTube

CdTina sucks

Categories: big cock, big tits, blowjob, crossdressing, fetish, hd, homevideo, lingerie, long nails, mature

TrannyOne

Nikki Ladyboys is a sissy slut Prostitute

Categories: anal, anus, ass, blowjob, crossdressing, dick, hardcore, hd, ladyboy, money

KeekAss

Mischievous platinum-blonde COUGAR Lucia #1

Categories: amateur, anal, ass, blonde, cougar, crossdressing, cumshot, dildo, fingering, handjob

KeekAss

pinned collared handcuffed sissy gimp innocence remote manage

Categories: amateur, anal, bdsm, blonde, blowjob, crossdressing, cute, domination, handcuffed, lingerie

aShemaleTube

Sissy Locked in Chastity and in Bondage on Her Post with a Huge Dildo

Categories: amateur, anal, bdsm, bondage, crossdressing, domination, gagging, hd, high heels, huge dildo

aShemaleTube

slutty gurl

Categories: crossdressing, hd, homevideo, lingerie, mature, slut, small cock, stockings

aShemaleTube

My first creampie video

Categories: amateur, creampie, crossdressing, cumshot, femboy, fetish, hd, homevideo, lingerie, sissy

ShemaleZ

Bailey Love And Sissy Crossdresser In Busty Ts Anal Fucks And Facials

Categories: anal, assfucking, barebacking, big tits, blonde, crossdressing, cumshot, facial, hd, hooters

aShemaleTube

Black Thong

Categories: amateur, anal, big cock, black, creampie, crossdressing, hd, lingerie, masturbation, solo

aShemaleTube

Hot Pink Latex Cock & Thick Messy Cumshot

Categories: big cock, close up, crossdressing, cumshot, dick, femboy, fetish, hd, latex, lingerie

aShemaleTube

kinkycdkrissyphx

Categories: amateur, anal, crossdressing, dildo, double penetration, fetish, food, hd, pantyhose, triple penetration

KeekAss

Transgender punk rails a black pecker until she has an explosive ejaculation

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

KeekAss

Mischievous assistant schlong have fun & donk cork!

Categories: amateur, ass, blonde, buttplug, crossdressing, dick, funny, ladyboy, masturbation, mature

KeekAss

Amey in hogtied

Categories: amateur, bdsm, bondage, brunette, crossdressing, hogtied, ladyboy, lingerie, stockings, vintage

aShemaleTube

moments when I drem (2)

Categories: crossdressing, mature

aShemaleTube

Welcome to the USA

Categories: american, big ass, big cock, compilation, crossdressing, ebony, hd, homevideo, latex, lingerie

aShemaleTube

Holly smoking

Categories: amateur, crossdressing, hd, homevideo, mature, sissy, smoking, solo, stockings, tranny

aShemaleTube

Crossdresser wanking and cumming

Categories: buttplug, crossdressing, cum, cumshot, hd, mature, model, stockings, tranny, transsexual

aShemaleTube

samanthacd1975 stroking my tiny clit just for you gurls

Categories: clit, crossdressing, hd, lingerie, sissy, small cock, solo, stockings, stroking

aShemaleTube

Brunette slut in black thigh boots

Categories: amateur, black, boots, brunette, crossdressing, hd, homevideo, masturbation, mature, slut

KeekAss

3 Way with My Buddies Part One

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

KeekAss

Crossdresser smoking Capri 120s

Categories: amateur, blonde, crossdressing, hd, high heels, mature, smoking

aShemaleTube

Femdom Crossdresser CD with Orgasm Denial and Humiliati

Categories: crossdressing, denial, femdom, orgasm

KeekAss

costume play Joy

Categories: amateur, anal, blowjob, costume, crossdressing, gay, handjob, japanese

aShemaleTube

Hot ass in heels

Categories: amateur, anal, ass, big cock, crossdressing, femboy, hd, high heels, ladyboy, outdoor

VideoSection

Shiny fetish sissy Sissy_glovecum plays with her man's sausage and backdoor until she bursts

Categories: anal, big cock, boots, crossdressing, dildo, fetish, huge dildo, latex, leather, mask

KeekAss

Puro calentón de sissy cachonda

Categories: amateur, big cock, crossdressing, femboy, feminization, handjob, hd, masturbation, sissy

aShemaleTube

White tutu

Categories: crossdressing, hd, sissy, stockings, transvestite, white

KeekAss

Latina Transbabe Wanks Her Dick In A Solo

Categories: amateur, ass, brunette, crossdressing, cute, daddies, dick, femboy, fetish, handjob

TrannyOne

Crossdressing shemale fucks blindfolded guy deep and hard on webcams

Categories: blindfolded, crossdressing, webcam

aShemaleTube

This sissy loves her fuck machine

Categories: amateur, anal, anal toying, crossdressing, dildo, femboy, fucking machine, hd, ladyboy, lingerie

aShemaleTube

Ass play

Categories: amateur, ass, crop whip, crossdressing, domination, hd, homevideo, mature, riding

aShemaleTube

Bouncy Little Slave Bunny

Categories: amateur, bunny, crossdressing, cumshot, femboy, hd, homevideo, lingerie, masturbation, sissy

ShemaleMovie

Jessy smokes a cigarette and pees while wearing stockings

Categories: cigarette, crossdressing, masturbation, stockings

TrannyOne

making love to a boy dressed like my wife

Categories: amateur, anal, asian, beauty, boy, crossdressing, domination, femboy, feminization, hd

KeekAss

STELLAR SISSY TRAMP GOING KNUCKLE DEEP AND SPUNKING

Categories: amateur, anal, anal fisting, anal toying, crossdressing, cum, cumshot, femboy, fisting, hardcore