First Shemale

Pages: NEXT ►

Order by: Popular Date Relevance

AlicenwOndrland kasies very first woman manstick

Alice Marie aka AlicenwOndrland Shemale on Girl..

Added: 2025-04-23 Rating: n/a

Aerie Rei's First-ever Hardcore!

My gf has a petite penis and doesn't get..

Added: 2025-04-19 Rating: n/a

Busty TS Cutie Paola Santrelly Gets Xxx Buttfuck With First-ever DAP

Wanted trans gal with massive udders loves..

Added: 2025-04-15 Rating: n/a

Elise Rodrigues & Alice Bays - Trans Poking With Wild Cuties

Super-steamy Transsexual brunettes Elise..

Added: 2025-04-11 Rating: n/a

Shemale candy makes her very first on camera appearance

Steamy couple! Sultry sex and sucks! Chinese..

Added: 2025-04-09 Rating: n/a

Crystal Thayer, Raven Lane & Tori Easton - My First-ever Trans Paramour

Flawless ts’s Crystal Thayer, Tori Easton and..

Added: 2025-03-29 Rating: n/a

Sasha de sade transgirl sex victim

Transsexual adult movie star Mandy Mitchell and..

Added: 2025-03-26 Rating: n/a

She-male romp slave

Transsexual superstar Mandy Mitchell and genetic..

Added: 2025-03-24 Rating: n/a

Pandemonium: No Fuckholes Forbidden

PansexualX always stands for sexual..

Added: 2025-03-19 Rating: n/a

Very first Pummel in Months

Aria Faye has got something very special! A big..

Added: 2025-03-17 Rating: n/a

Royal Approach From Two Pretty Shemales 1080p

LadyboyVice episode 261 with Angel & Ice. Angel..

Added: 2025-03-11 Rating: n/a

Trans Cutie Aria Faye Humped Hard

Tight Canadian Trans Ultra-cutie Aria Faye Likes..

Added: 2025-03-05 Rating: n/a

Crystal Thayer, Nuria Millan part 1

Buxomy mega-slut woman gets her very first dp by..

Added: 2025-03-03 Rating: n/a

Ladyboyladyboy - Meet Sexy Dao!

Meet Dao! This gorgeous Thai shemale got a cute..

Added: 2025-03-03 Rating: n/a

Red-hot trans babes enjoy very first day at school

Thea Daze & Spite Super-steamy Trans Stunners..

Added: 2025-02-27 Rating: n/a

Angellica Good & Chuck Conrad - Ain't Nobody Naughtier Than A Hillbilly

Buxomy platinum-blonde Angellica Superb is all..

Added: 2025-02-23 Rating: n/a

Do Better!

Pool stud Sage Roux messed up the PH level in..

Added: 2025-02-15 Rating: n/a

Leilani Li & Sage Roux - Do Better!

Pool guy Sage Roux messed up the PH level in..

Added: 2025-02-10 Rating: n/a

MilitaryClassified Collin7 - TGAnal

Today I'm bringing back an elderly favorite,..

Added: 2025-02-05 Rating: n/a

Do better!

Pool stud Sage Roux messed up the PH level in..

Added: 2025-02-02 Rating: n/a

Kendra Passion & Emma Rose ( My Very first Ever Transsexual Vignette )

Today we present supah stellar shemale Emma Rose..

Added: 2025-01-19 Rating: n/a

Ladyboy Candy - Makes Her Very first On Camera Appearance

Japanese she-male with obese butt T-model Candy..

Added: 2025-01-13 Rating: n/a

T-girl candy makes her first-ever on camera appearance

Red-hot couple! Passionate intercourse and..

Added: 2025-01-07 Rating: n/a

Eryn Everly, Raven Vice

Splendid Phat ass milky girl Raven Vice and her..

Added: 2024-12-22 Rating: n/a

Brittney Kade - Boss's Free-Use Bday

A corporate boss, Cliff Jensen, is working in..

Added: 2024-11-25 Rating: n/a

Unknown - I was trussed up for the first time in a landmine costume

Asian trans stunner converses messy as..

Added: 2024-11-09 Rating: n/a

Gift Babes: Cheyenne Jewel's First-ever TS Group Pulverize

The city of Detropolis is in turmoil after the..

Added: 2024-10-24 Rating: n/a

Tied And Tormented: Ella Hollywood's First-ever Suspension

Ella Hollywood finds herself in a precarious..

Added: 2024-10-22 Rating: n/a

The First-ever Time With A Trans

Renata invited Alya Rossi to her house... after..

Added: 2024-10-19 Rating: n/a

Kasies first-ever dame bone

Alice Marie aka AlicenwOndrland Transgirl on..

Added: 2024-10-03 Rating: n/a

Trans Maid Pleasures Her Fresh Chief

Naomi Frenzy is so thankful to Jenna Jaden that..

Added: 2024-09-25 Rating: n/a

Big black cock Creampie Party: Katie Fox 2160p

Following on from the vid 'Together in a life of..

Added: 2024-09-25 Rating: n/a

HelloLadyboy - Wayu - Super-hot Trans Porno Comes back With Passable Transgender princess

In our fresh Red-hot Trans Porno scene, we have..

Added: 2024-09-17 Rating: n/a

Highly Pretty Legitimate years-old Transsexual Rafaella Ignacio In Very first Pornography Solo Episode

Youthfull ts chick Rafaella Ignacio supplies a..

Added: 2024-08-13 Rating: n/a

Kasey Kei gets Trampy in the Car

Kasey Kei told us she is not sold on Camper Sex...

Added: 2024-08-11 Rating: n/a

Wrecking Your Str8ness fresh shemale porno flicks

Listen to my words as they direct you away from..

Added: 2024-08-08 Rating: n/a

First-ever I Help You Then You Spunk On My Boner

A camper breakdown puts a wonderful trans doll..

Added: 2024-08-07 Rating: n/a

Janie Blade, Lily Fox new t-model porno videos

We were super-steamy for a comeback of Janie..

Added: 2024-08-06 Rating: n/a

Aisa Starlet - Very first I Help You Then You Spunk On My Boner

A van breakdown puts a luxurious trans damsel in..

Added: 2024-08-04 Rating: n/a

Izzy Wilde And Andrew Powers

Obviously the fresh recruit Andrew Powers..

Added: 2024-07-08 Rating: n/a

Pretty Lil' Stray Pussycat

Delirious Hunter is manacled and shackled to the..

Added: 2024-07-07 Rating: n/a

Ella Hollywood's Very first Suspension

Ella Hollywood finds herself in a precarious..

Added: 2024-07-07 Rating: n/a

Deep Pool Plowing For Cutie Transsexual Emma Rose

Resort guest Roman Todd lays out his towel and..

Added: 2024-07-06 Rating: n/a

Melanie Brooks - Pulling Rank

Welcome the wonderful incomparable Melanie..

Added: 2024-07-06 Rating: n/a

Jessica Fox submits to Ricky Larkin

Jessica Fox shifts the script by being the..

Added: 2024-07-06 Rating: n/a

Pretty Tiny Stray Pussycat

Delirious Hunter is handcuffed and fettered to..

Added: 2024-07-05 Rating: n/a

Shemaleporn - Minami on Fire!

AV career is indeed coming on leaps and bounds..

Added: 2024-07-05 Rating: n/a

Shemaleporn - Safari Starr's Meeting Night

Sweetie Transsexual Safari Starr has been on a..

Added: 2024-07-05 Rating: n/a

Gift Babes: Cheyenne Jewel's First TS Gang Bang!!

The city of Detropolis is in turmoil after the..

Added: 2024-07-05 Rating: n/a

Ella Hollywood Ravages Dresden's Pussy and Ass

Antsy fucktoy Dresden is all dolled up in glossy..

Added: 2024-07-05 Rating: n/a

Allysa Etain is a Muddy Breezy Who Needs To Get Drilled

TS sub Allysa Etain is locked down in the stocks..

Added: 2024-07-05 Rating: n/a

Angellica Supreme (Picnic For My Ass)

Blonde-haired trans babe Angellica Excellent is..

Added: 2024-07-05 Rating: n/a

Very first Costume play Screwing For Puny Chinese Transsexual Hotty

Puffies and hard-ons downright obvious thru..

Added: 2024-06-14 Rating: n/a

Wrong First Impressions

Young, steamy and super-naughty trannies that..

Added: 2024-06-12 Rating: n/a

Made his very first time fresh t-model porno flicks

Anastasia Cent contacted us after her..

Added: 2024-06-11 Rating: n/a

Steamy youthfull towheaded - his first-ever time fresh transgender princess pornography vids

A proper porn star, for my books, is someone who..

Added: 2024-06-09 Rating: n/a

Brittney Kade - You Dreamed To Observe Me, Coach

A school football player, Michael DelRay, comes..

Added: 2024-05-28 Rating: n/a

The Surrender: Jessica Fox submits to Ricky Larkin

Jessica Fox spins the storyline by being the..

Added: 2024-05-15 Rating: n/a

Hungry Spandex Slut: Ella Hollywood Pulverizes Dresden's Pussy and Bum

Antsy plaything Dresden is all dolled up in..

Added: 2024-05-14 Rating: n/a

The Very first Time With A Trans

Renata invited Alya Rossi to her house... after..

Added: 2024-05-12 Rating: n/a

Nail Their Brains new she-male porno videos

Some times there's a preamble, there's foreplay,..

Added: 2024-04-27 Rating: n/a

Pulling Rank: Filthy Super-steamy Cop Melanie Brooks Pummels Evidence Guest room Fellow

Welcome the magnificent incomparable Melanie..

Added: 2024-04-24 Rating: n/a

Diminutive Transgirl Loves First-ever Cosplay Penetrating

Small Chinese she-male gets ass-fucked by thick,..

Added: 2024-04-20 Rating: n/a

Torture Of The New Recruit: Izzy Wilde & Andrew Powers

Obviously the fresh recruit Andrew Powers..

Added: 2024-03-31 Rating: n/a

Ultimate Transsexual Gang-bang Practice

Transgender princesses and crossdressers have a..

Added: 2024-03-26 Rating: n/a

Jade Venus & Michael DelRay - His First-ever Trans Attractiveness

Jade Venus and Michael DelRay are two models who..

Added: 2024-03-26 Rating: n/a

Natassia Cravings & Misty Stone - Obsessed

Dark-hued Transsexual honey Natassia Cravings..

Added: 2024-03-02 Rating: n/a

Petite Japanese Tgirl Likes First Costume play Pound

Smallish Asain transgender princess gets on her..

Added: 2024-02-22 Rating: n/a

Emma Rose - Unbelievable Pool Fucking For Top She-creature

Resort guest Roman Todd lays out his towel and..

Added: 2024-02-16 Rating: n/a

Jade Venus & Roman Todd - Safety First-ever

A man, Roman Todd, has volunteered to be his..

Added: 2024-02-09 Rating: n/a

Babybunnyth & Ginasexyladyboy - Hardcore Transsexual Threesome

A first-ever for all 3 of us here, bunny &..

Added: 2024-01-31 Rating: n/a

Asia Belle & Chris Epic

This is the moment we've been all waiting for..

Added: 2024-01-26 Rating: n/a

Shemalepornstar - Chelsea Marie & Smith Hardcore!

Sharnell is sexy, horny and she can't wait to..

Added: 2024-01-25 Rating: n/a

Pretty Japanese Tgirl Likes First Cosplay Banging

Japanese trans stunner and insatiable dude are..

Added: 2024-01-07 Rating: n/a

Backside & The Baps

2 friendly, voluptuous vixens, mates for years,..

Added: 2023-12-26 Rating: n/a

Asia Belle's Gonzo Debut!

This is the moment we've been all waiting for..

Added: 2023-09-03 Rating: n/a

Transsexual Jennazz oral job

Mischievous first-timer transgirl Jennazz..

Added: 2023-07-17 Rating: n/a

Nikki North's Very first Hard-core

Light-haired poke trance ogromnіy muskulistіy..

Added: 2023-07-04 Rating: n/a

Shemale Gold Striped Sweater Jizz Reinsert

T-model Nanne is dressed in a striped sweater..

Added: 2023-06-27 Rating: n/a

Emma Rose - The Pool Rules

Resort guest Roman Todd lays out his towel and..

Added: 2023-06-11 Rating: n/a

My First-ever Transaction - Jade Venus & Lydia Ebony

Buxom she-creature Jade Venus and cis hoe Lydia..

Added: 2023-06-11 Rating: n/a

I twist her on the wood

This is the moment we've been all waiting for..

Added: 2023-04-07 Rating: n/a

Gigantic Bum Whore Valkyria Domme Drilled & First-ever Time DAP'ed

Lewd whore Valkyria Dominatrix comes back insane..

Added: 2023-04-02 Rating: n/a

Rin Shinonomes

Boooom! Rin Shinonome is an awesome youthfull..

Added: 2023-03-10 Rating: n/a

Very first Tgirls Practice - Raphaella Ferrari

The splendid and huge-boobed Raphaella Ferrari..

Added: 2023-03-08 Rating: n/a

Valkyria is Used, Nailed by 4 Big black cock get Champagne pt.1

Fantastic trance and 4 ebony men. First, her bum..

Added: 2023-02-27 Rating: n/a

Susie First-ever Time on Camera - Without a condom ,Bareback

A tall, sultry, olive skinned t-girl with jet..

Added: 2023-02-11 Rating: n/a

Trap Fucked - Mayna Santini

Maya, is a stunning, highly passable, tall,..

Added: 2023-02-10 Rating: n/a

Vitoria Gets Her Ass Plunged

Vitoria’s a sweet, lovely, dark,..

Added: 2023-01-29 Rating: n/a

Asia Belle & Chris Extraordinaire - Asia Belle's Hardcore Debut

This is the moment we've been all waiting for..

Added: 2022-12-29 Rating: n/a

Very first Hard-core Banging For Skinny Chinese Stunner Aerie Rei

We have an massive delectation to present super..

Added: 2022-12-22 Rating: n/a

Rin Shinonome's First Hard-core

BoooooM! Rin Shinonome is an incredible..

Added: 2022-12-14 Rating: n/a

Asia Belle's Hard-core Debut!

This is the moment we've been all waiting for..

Added: 2022-11-21 Rating: n/a

She-creature Alexis On Fire

Spurt luxurious Alexis can be found searing up..

Added: 2022-11-04 Rating: n/a

Milky Ebony She-creature

Suzy Negra is a nasty black she-creature that is..

Added: 2022-11-04 Rating: n/a

Bananna Surprise

This horny towheaded named Walkiria, luvs her..

Added: 2022-11-03 Rating: n/a

Swap my lubricant

If there was word to describe Shemale Oil, it..

Added: 2022-11-03 Rating: n/a

Instructing the Baby-Gimp

Natalie is a little who just wants a succulent..

Added: 2022-10-20 Rating: n/a

DreamTranny - Horny Eight Way part 2

Continuation of the very first part. Here the..

Added: 2022-10-07 Rating: n/a

Kinky Eight Way Fucky-fucky Pt.2 - DreamTranny

Continuation of the very first part. Here the..

Added: 2022-09-28 Rating: n/a

Horny Eight - Way part 2

Continuation of the very first part. Here the..

Added: 2022-09-23 Rating: n/a

Somon deepthroat and milks off

First-timer t-model Somon unbelievable blowjob..

Added: 2022-08-24 Rating: n/a

Ultra-kinky Transsexual Nyxi Leon Meets First Monstrous Dark-hued Weenie

Slutty internet trans honey Nyxi Leon takes big..

Added: 2022-08-15 Rating: n/a

Zoey Taylor Humped Caboose

First-timer kinky ladyboy Zoey Taylor Bang-out..

Added: 2022-08-05 Rating: n/a

Zoey Taylor Blowjob in outdoor

First-timer adorable transgender princess Zoey..

Added: 2022-08-05 Rating: n/a

Aerie Rei's First-ever Hardcore!

My gf has a petite salami and doesn't get..

Added: 2022-08-02 Rating: n/a

Aerie Rei's First Hardcore!

You can barely tell the difference inbetween the..

Added: 2022-07-23 Rating: n/a

Asia Belle's Gonzo Debut!

This is the moment we've been all waiting for..

Added: 2022-07-18 Rating: n/a

Encounter Night Dungeon space

A red-haired, arrogant trance today is planted..

Added: 2022-07-06 Rating: n/a

Meeting Night Dungeon space

A red-haired, arrogant trance today is planted..

Added: 2022-07-02 Rating: n/a

Somon in bathroom

First-timer exotic shemale Somon gonzo banged..

Added: 2022-07-01 Rating: n/a

First-ever Hardcore Big black cock Banging For Slender Platinum-blonde Nikki North

Magnificent light-haired ladyboy Nikki North..

Added: 2022-06-17 Rating: n/a

Welcome Transsexual Romping With Lovelies Ivory Mayhem & Paradise

What an impressive pairing this week on..

Added: 2022-05-25 Rating: n/a

Ivory Mayhem, Paradise - Ts’s FullHD 1080p

What an incredible pairing this week on Porn:..

Added: 2022-05-25 Rating: n/a

Babysitter - schooled in big black cock

Pattaya shemale nanny is back and both..

Added: 2022-05-09 Rating: n/a

Rin Shinonome's First-ever Hardcore

BoooooM! Rin Shinonome is an epic youthfull..

Added: 2022-05-02 Rating: n/a

When Do Not Disturb Sign Is On

First-timer ladyboy breezy Anastasia Cent..

Added: 2022-04-26 Rating: n/a

Pretty Tgirl Luana Prado Plows Married Dude

Married pummeling ts The engaged ts Luana Prado,..

Added: 2022-04-23 Rating: n/a

Busty transgender princess Karen Zaneth taunts and tugs

First Karen Zaneth gives a fabulous lil'..

Added: 2022-04-13 Rating: n/a

Transsexual Taylor with Sex victim

First-timer chinese ladyboy Taylor with Bang-out..

Added: 2022-04-05 Rating: n/a

Categories

Disclaimer: All models on this adult site are 18 years or older. Our site has a zero-tolerance policy against illegal pornography. All videos and links are provided by 3rd parties. We have no control over the content of these pages. We take no responsibility for the content on any website which we link to, please use your own discretion while surfing the porn links. This website uses cookies to ensure you get the best experience on our website.

© Shemale.FilesMonster.TV • DMCA Policy • Privacy Statement •