First Time Shemale Videos Added This Month

aShemaleTube

A trans woman going to the gynecologist for the first time! The doctor couldn't resist her big dick.

Categories: big black cock, big cock, blowjob, brunette, dick, doctor, first time, gynecologist, hd, sucking

ShemaleMovie

First-timer, internal ejaculation

Categories: amateur, creampie, first time, teen (18+)

ShemaleMovie

Big cock new, crossdresser new

Categories: amateur, anal, ass, barebacking, big black cock, big cock, blowjob, bondage, british, crossdressing

aShemaleTube

I Tried an Anal Dilator the First Time and Had a Sissygasm (slow-motion Replay)

Categories: amateur, anal, big ass, crossdressing, cumshot, femboy, fetish, first time, hd, homevideo

aShemaleTube

I am sexy come an fuck me

Categories: amateur, anal, big ass, crossdressing, english, escort, femboy, fetish, first time, hd

KeekAss

JohnTronX - I ravaged an defined Japanese sweetheart and cummed all over her tongue and jaws

Categories: amateur, anal, asian, babe, big cock, blowjob, cowgirl, creampie, doggystyle, first time

aShemaleTube

This guy penetrated me so well and made me orgasm while telling me all the sexual desires he had

Categories: amateur, anal, ass, beauty, booty, first time, homevideo, latina, lingerie, mexican

aShemaleTube

Volume 1 - Rimming, Fucking, and Breeding TS Gray Perrier

Categories: american, anal, asslick, beauty, big black cock, first time, hardcore, hd, interracial, rimjob

aShemaleTube

Eva Lin First Time On Camera For An Intense Session Of Female Led Play

Categories: anal, big tits, domination, fetish, first time, hd, pornstar, webcam

Pornstars: Eva Lin

ShemaleMovie

Hd videos, first-timer

Categories: amateur, anal, blowjob, british, brutal, creampie, cum, first time, german, hd

aShemaleTube

Purple Indian Wear Look

Categories: amateur, beauty, couple, crossdressing, desi, english, femboy, first time, hd, indian

YepTube

Playing with dildo for the first time…

Categories: amateur, dildo, first time, masturbation, solo, toys, webcam

aShemaleTube

JohnTronX - The most amazing Thai amateur girl gets fucked so deep

Categories: amateur, amazing, asian, babe, big cock, blowjob, cowgirl, creampie, curvy, doggystyle

TnaFlix

FEMOUT - Meet For The First TIme The Bootyful Jazmin West

Categories: booty, brunette, cute, first time, granny, hd, masturbation, pornstar, solo, story

Pornstars: Jazmin

ShemaleZ

Sexy T-girl Seduces Nervous Straight Bf For First Time Trans Fuck! - Brittney Kade And Sage Roux

Categories: anal, assfucking, big ass, big tits, blonde, booty, booty shake, boyfriend, first time, hd

aShemaleTube

Nice blowjob and dick in her ass

Categories: amateur, anal, ass, beauty, belly, blowjob, brazilian, dick, first time, hd

VideoSection

Natural tits, first-timer

Categories: amateur, big cock, cumshot, first time, natural tits, small tits, solo, webcam

aShemaleTube

A Young Finnish Trans Gets Cock for the First Time

Categories: amateur, barebacking, big cock, blowjob, dick, femboy, finnish, first time, hd, ladyboy

aShemaleTube

Amateur Ts Goddess Mia Isabella Takes Control Of Nervous First Timer Blake In POV Scene

Categories: amateur, anal, big cock, domination, fetish, first time, goddess, hd, pornstar, pov

Pornstars: Mia Isabella

ShemaleMovie

All new long, amateur new

Categories: amateur, ass, babe, beauty, big ass, big cock, blowjob, couple, cum, femboy

KeekAss

Ive never been with a trans girl before but I am down for it

Categories: anal, asslick, barebacking, blonde, blowjob, deep throat, first time, handjob, kissing, masturbation

aShemaleTube

Ride with a beautiful and wonderful trans Isabella Salvatore

Categories: ass, barebacking, beauty, big tits, blowjob, car, dick, dirty talk, first time, hd

aShemaleTube

First Time With Jacuzzi... OMG

Categories: big tits, ebony, first time, hd

ShemaleMovie

First-timer, amateur

Categories: amateur, first time

XoZilla

ASIANTGIRL - Compilation Updates 27th Jan to 31st Jan '

Categories: asian, compilation, first time, masturbation, pornstar, solo, striptease, transsexual

Pornstars: Amazing Anna

KeekAss

Ladyboystar - Impressively red-hot t-girl takes my bone in her culo and my jizz on her face

Categories: amateur, anal, asian, barebacking, big cock, blowjob, cowgirl, cumshot, curvy, dick

ShemaleMovie

Blowjob, first-timer

Categories: amateur, american, anal, blowjob, british, couple, creampie, first time, secretary, sissy

KeekAss

Having fuck-a-thon with a trans dude for the very first time.

Categories: amateur, dick, first time, pornstar, pov, tattoo, transsexual

aShemaleTube

Fucking the silicone pussy until I cum inside it.

Categories: amateur, ass, beauty, cum, fake tits, first time, pussy, solo, tattoo, teen (18+)

VideoSection

First-timer, oral sex

Categories: amateur, babe, big tits, blowjob, first time, oral

ShemaleMovie

First-timer, big tits

Categories: amateur, anal, bdsm, big cock, big tits, cum, cumshot, domination, first time, jizz

aShemaleTube

Ive never been with a trans girl before

Categories: anal, asslick, deep throat, first time, handjob, hd, kissing, small tits, tranny, transsexual

ShemaleMovie

Big tits, first-timer

Categories: amateur, big cock, big tits, first time, masturbation

HClips

Tori Easton, Brunette Babe And Maya Woulfe - Hot Analed For The First Time By Trans Gf

Categories: amateur, american, anal, assfucking, babe, big tits, brunette, deep throat, first time, girlfriend

VideoSection

First-timer, hd videos

Categories: amateur, anal, ass, asslick, big cock, blowjob, brutal, close up, cumshot, first time

aShemaleTube

Ladyboystar - Jizzed all over this amazing ladyboy after fucking her hard

Categories: amateur, amazing, anal, asian, barebacking, big cock, blowjob, cowgirl, cumshot, curvy

KeekAss

Ladyboystar - Spunked all over this incredible tranny after boinking her rock-hard

Categories: amateur, anal, asian, barebacking, big cock, blowjob, cowgirl, cumshot, curvy, dick

ShemaleMovie

Giant cocks, ladyboy fucks guy

Categories: anal, ass, babe, beauty, big ass, big cock, blowjob, couple, cumshot, dick

ShemaleMovie

Nubs, first-timer

Categories: amateur, anal, anal toying, big tits, first time, huge tits, lingerie, masturbation, solo, stockings

ShemaleMovie

Tranny on tranny, first-timer

Categories: amateur, anal, first time, hardcore, tranny

KeekAss

Ladyboystar - Long ass-fuck faps and facial cumshot with a glorious Thia t-girl

Categories: amateur, anal, asian, assfucking, barebacking, big cock, blowjob, cowgirl, cumshot, curvy

ShemaleMovie

Daddy, oral

Categories: anal, big cock, daddies, first time, hardcore, oral

XoZilla

ASIANTGIRL - Compilation Updates 31st Mar to 4th Apr '2

Categories: asian, compilation, fantasy, first time, masturbation, solo, striptease, transsexual

ShemaleMovie

Cumshots only, indian young girl

Categories: amateur, ass, babe, beauty, big ass, big cock, british, couple, cum, cumshot

ShemaleMovie

Jewels, first-timer

Categories: amateur, bathroom, big tits, dildo, first time, masturbation, nude, orgasm, shower, solo

aShemaleTube

Happy Easter with lots of eggs and cakes for that naughty bunny!

Categories: amateur, anal, ass, barebacking, beauty, big cock, bisexual, blowjob, brazilian, bunny

KeekAss

Ladyboystar - Frantically super-hot t-model with braces unwraps her clothes for me

Categories: amateur, anal, asian, barebacking, big cock, blowjob, braces, clothed sex, cowgirl, creampie

ShemaleMovie

In english, many vids

Categories: anal, babe, beauty, big tits, black, blowjob, british, cum, english, first time

XXXDan

Shemale Roxxie Moth is flattered to be a guy his first trans

Categories: anal, asslick, deep throat, first time, hd, lingerie, small tits, transsexual

aShemaleTube

Passing for a Friend

Categories: anal, blowjob, first time, friend, hd, oral, sissy, story

ShemaleMovie

Lingerie, first-timer

Categories: amateur, anal, big tits, first time, lingerie

aShemaleTube

First Time Playing with Wax

Categories: english, fetish, first time, hd, masturbation, milf, solo, transsexual, wax

ShemaleMovie

Crossdresser lingerie, japanese crossdresser

Categories: amateur, anal, ass, barebacking, bbw, big ass, big black cock, blowjob, bondage, crossdressing

ShemaleMovie

Stepmom, naked cumshot compilation

Categories: ass, babe, beauty, big ass, big cock, big tits, compilation, cum, cumshot, first time

KeekAss

JohnTronX - Handsome inked stunner getting pummeled in my couch

Categories: amateur, anal, asian, babe, beauty, big cock, blowjob, couch, cowgirl, creampie

aShemaleTube

The man with a vagina for the first time and he came with his wife.

Categories: amateur, ass, bathroom, big ass, black, booty, brazilian, brunette, first time, latina

VideoSection

Shemale fucks fan, shemale fucks guy

Categories: amateur, american, anal, ass, barebacking, bdsm, big ass, big cock, blowjob, british

ShemaleMovie

Transgender, creampie

Categories: 18 year old, anal, babe, beauty, creampie, femboy, first time, japanese, ladyboy, sissy

HClips

Brand Cutie Fucked By A Man For The First Time Ever With Pixie Pond And New Trans

Categories: amateur, anal, assfucking, big cock, brunette, cute, deep throat, dick, first time, hd

XoZilla

HALF PIPED - Trans Mom’s threesome orgy Adventure wt Hubbie & H

Categories: 3some, big tits, blowjob, brunette, caught, couple, deep throat, doggystyle, first time, husband

aShemaleTube

My friend woke up horny in the middle of the night and asked to be with me, he had sex for the

Categories: amateur, anal, barebacking, beauty, big cock, couple, creampie, dick, feminization, first time

KeekAss

Ladyboystar - POINT OF VIEW assfucking and oral job with a lovely young tranny

Categories: amateur, anal, asian, assfucking, barebacking, big cock, blowjob, brunette, cowgirl, curvy

aShemaleTube

I Was Experimenting with a Tunnel Plug for the First Time

Categories: amateur, anal, big ass, crossdressing, fetish, first time, hd, homevideo, lingerie, sissy

ShemaleMovie

Hardcore, blonde

Categories: anal, big cock, blonde, cumshot, first time, hardcore, ladyboy, teen (18+)

ShemaleMovie

Crossdresser new, first time long

Categories: anal, ass, babe, beauty, big ass, crossdressing, first time, lingerie, stockings

ShemaleMovie

First-timer, faphouse

Categories: amateur, anal, ass, big ass, dildo, first time, masturbation, solo, toys

HDSex

First-timer, big ass, black tranny

Categories: amateur, ass, beauty, big ass, black, crossdressing, first time, lingerie, pissing, sissy

ShemaleMovie

Cumming while fucked, male to female transformation

Categories: amateur, american, anal, ass, babe, barebacking, beauty, big ass, big cock, british

HDSex

Trans cumming, cumming while getting fucked, guy fucked

Categories: amateur, american, anal, babe, beauty, british, creampie, cum, femboy, first time

aShemaleTube

Ladyboystar - Banging and jerking a ladyboy's big dick in POV style

Categories: amateur, anal, asian, banging, barebacking, big cock, blowjob, cowgirl, cumshot, curvy

KeekAss

trio HOMOS AT AN LOVEMAKING AT THEIR AUNT-IN-LAW'S PALACE

Categories: 3some, amateur, anal, ass, barebacking, beauty, big ass, big cock, bisexual, black

aShemaleTube

Beautiful Look of Me

Categories: amateur, bbw, beauty, big cock, boy, cum, desi, femboy, first time, hd

aShemaleTube

So youve never been with a trans woman

Categories: anal, asslick, blonde, deep throat, first time, lingerie, small tits, tranny, transsexual

aShemaleTube

When I'm excited and have nothing to do, I get exactly like this.

Categories: amateur, ass, beauty, first time, solo, tattoo, teen (18+), transsexual

VideoSection

Mommy sissy, shemale stepmom

Categories: amateur, babe, bdsm, beauty, big black cock, big cock, black, compilation, cum, domination

ShemaleMovie

Sissys, mummy

Categories: amateur, big tits, cum, first time, gangbang, huge tits, jizz, ladyboy, sissy, solo

ShemaleMovie

Ass fucking, oral job

Categories: amateur, anal, assfucking, babe, beauty, big cock, blowjob, first time, gaping hole, handjob

aShemaleTube

All Natural Beauties Nico Love & Claire Gemini in First Time Trans Threesome

Categories: 3some, anal, asian, beauty, big cock, blowjob, first time, group sex, hd, homevideo

aShemaleTube

Volume 1 - Fucking & Breeding TS Gray Perrier After Feasting on Her Ass and Cock

Categories: american, anal, ass, big black cock, big cock, blowjob, dick, first time, hd, homevideo

ShemaleMovie

Webcams, first-timer

Categories: amateur, ass, big ass, big cock, big tits, first time, futanari, ladyboy, webcam

aShemaleTube

I fucked my neighbor! His first time with a trans girl.

Categories: first time, neighbor, transsexual

ShemaleMovie

Hd videos, trans teen

Categories: babe, beauty, big cock, black, cum, first time, hd, jizz, ladyboy, masturbation

aShemaleTube

Fucking and Breeding a Beautiful Trans Woman

Categories: amateur, american, anal, beauty, big black cock, big cock, blowjob, couple, first time, hd

aShemaleTube

Gabizinha Trans Fucked Ftm for the First Time

Categories: amateur, anal, beauty, big ass, black, blowjob, extreme, facial, first time, hd

aShemaleTube

Loolipop Lollipop

Categories: amateur, beauty, boy, couple, crossdressing, cum, english, femboy, first time, hd

VideoSection

Real escorts, underwear

Categories: amateur, anal, ass, beauty, big cock, blowjob, deep throat, fat, femboy, first time

KeekAss

Hubby with cooch and wifey run from Tikinho's compete.

Categories: amateur, bathroom, big ass, big clit, brazilian, dildo, first time, hd, homevideo, husband

PornGem

A First Timers Fabulous Trans Debut

Categories: anal, bdsm, blowjob, cumshot, deep throat, facial, fetish, first time, hardcore, kinky

aShemaleTube

Boyceta and his wife just got out of the car and went into the mansion.

Categories: amateur, bathroom, behind the scenes, big clit, booty, brazilian, brunette, car, first time, latina

KeekAss

Monique Miles studies fresh wishes with Mocha Menage's rope-on have fun

Categories: anal, big ass, big tits, curvy, deep throat, doggystyle, domination, ebony, first time, fishnet

Pornstars: Mocha Cream

HDSex

Big cock shemale fucks guy, hj, shemale sex

Categories: amateur, anal, babe, beauty, big cock, blowjob, first time, gaping hole, handjob, ladyboy

HDSex

Shemale sex, femboy blowjob, ladyboy sex

Categories: amateur, babe, bdsm, beauty, big cock, blowjob, british, compilation, couple, cum