Lessons

Order by: Popular Date Relevance

Melody Sin-Claire Steals Her Roommate's Fake penis 1080p

Warning, if you use your roommate's fuck-a-thon..

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

rans Hotties Get Frisky During Art Lesson 4K

It's arts and crafts day here on Trans..

Added: 2025-06-27 Rating: n/a

Trans Sweeties Get Frolic During Art Lesson 1080p

It's arts and crafts day here on Trans..

Added: 2025-06-25 Rating: n/a

Jayne Calloway - Clueless And Insane As Pound Part 1 (2025)

Stellar school student Jayne Calloway is..

Added: 2025-06-19 Rating: n/a

TransAngels - Jayne Calloway And Spikey Dee

Sumptuous school schoolgirl Jayne Calloway is..

Added: 2025-06-15 Rating: n/a

TransAngels Clueless and Insatiable As Pulverize

Cool school schoolgirl Jayne Calloway is teasing..

Added: 2025-06-14 Rating: n/a

Nina enrolls in kendra's college of ass spreading & gets wrecked!

Nina said she wished me to embark teaching her..

Added: 2025-06-06 Rating: n/a

Raphaella Ferrari - Billiards Lessons

Raging she-male Raphaella Ferrarihard assfucking..

Added: 2025-06-03 Rating: n/a

Transsexual Foxxy, Zariah Aura

Transsexual Foxxy, Zariah Aura the driving..

Added: 2025-05-17 Rating: n/a

Sophie Ladder Instructs The Horny Maid A Lesson 4K

Sophie Ladder is a busy trans businesswoman and..

Added: 2025-05-17 Rating: n/a

Sophie Ladder Instructs The Super-naughty Maid A Lesson 1080p

Sophie Ladder is a engaged trans businesswoman..

Added: 2025-05-16 Rating: n/a

Alisia Rae

Alisia Rae having come to him for a foreign..

Added: 2025-05-15 Rating: n/a

Teacher's Pet

A certain school professor, Casey Calvert, takes..

Added: 2025-05-11 Rating: n/a

TransAngels - Roman Todd and Kalli Mercy

Enthralling jailbird Kalli Mercy is fed up with..

Added: 2025-05-09 Rating: n/a

Lauren Phillips( The Consequences Of Your Actions)

Lauren Phillips has caught her sonnie Tyler..

Added: 2025-04-21 Rating: n/a

Godfather lesson

Spunky trio! Muscular guy, trans whore and..

Added: 2025-04-17 Rating: n/a

Yasmin Lancaster - Hotwife Tgirl Is Instructed A Buttfuck Lesson

Yasmin’s a gorgeous trans honey who's found a..

Added: 2025-04-16 Rating: n/a

Cheating Tgirl Is Instructed A Anal invasion Lesson 4K

Yasmin’s a stunning trans stunner who's found..

Added: 2025-04-16 Rating: n/a

Godfather Lesson With Beauty Trans Stunner Agos Transsexual

Gender-bending honey Agos Ts pokes with horny,..

Added: 2025-04-16 Rating: n/a

Godfather Lesson: Agos Transsexual & Pablo Pineda 1080p

Ts’s pound a priest who is always open to..

Added: 2025-04-16 Rating: n/a

DreamTranny - Yasmin Lancaster

Fresh let out from DreamTranny - Cuckold Tgirl..

Added: 2025-04-13 Rating: n/a

Yasmin lancaster hotwife tgirl is instructed a assfucking lesson

Yasmin Lancaster - Hotwife Tgirl Is Trained A..

Added: 2025-04-13 Rating: n/a

Cuckold Tgirl Is Instructed A Assfucking Lesson 480p

Yasmin’s a luxurious trans babe who's found a..

Added: 2025-04-12 Rating: n/a

Thick Curvaceous Trans Tutor Fuck Her Puny Student‘s Rump & Gash

Humungous curvy trans lecturer Melissa Leal..

Added: 2025-03-02 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

Gabby & stefani crazy trans roomiesi mighty rectal after yoga

Torrid scene transRoommates 2 stunning tarts..

Added: 2025-01-30 Rating: n/a

No Tennis Lesson Today: Gothic Ditzy 1080p

Gothic Silly has a tennis lesson scheduled for..

Added: 2025-01-24 Rating: n/a

Domme Kara is a warm Cougar Librarian who will Penalize misbehavers

Domme Kara always gets what she wants. If she..

Added: 2025-01-05 Rating: n/a

The Punishment For Theft: Ivy Chaos 1080p

He was a bad kid who always got in trouble. One..

Added: 2025-01-05 Rating: n/a

Clueless And Insatiable As Pulverize Part 1: Jayne Calloway 1080p

Stunning college college girl Jayne Calloway is..

Added: 2024-12-31 Rating: n/a

Transsexual angellica superb Ain't nobody naughtier than a hillbilly

Busty ash-blonde Angellica Excellent is all set..

Added: 2024-12-27 Rating: n/a

TransAngels - He Had Me Cumming

Lovable jailbird Kalli Mercy is fed up with..

Added: 2024-12-24 Rating: n/a

Transexual Mom Favourite

Morgan Bailey seduces her step sonnie and gives..

Added: 2024-11-15 Rating: n/a

Exercise Torture By Sexy, Sport Babe, Jaquelin Braxton

View at her abs, her ass, her arms, her lean..

Added: 2024-11-15 Rating: n/a

Ash-blonde Trans Roomies Skateboarding Lessons And Assfucking Rail 4K

Warm blond trans, Blake Nice hurt herself while..

Added: 2024-11-14 Rating: n/a

Evil Basement dominatrix gets her Dick boinked off by the brilliant slaves

Mansion Slaves' Revenge: Part 1 -Today is..

Added: 2024-11-03 Rating: n/a

Transsexual angellica great ain't nobody wilder than a hillbilly

Big-chested blonde Angellica Excellent is all..

Added: 2024-10-11 Rating: n/a

TransAngels - - Angellica Superb - Ain't Nobody Naughtier Than A Hillbilly

Huge-boobed blond Angellica great is all set to..

Added: 2024-10-08 Rating: n/a

Fresh Years Bang: Chelsea Marie Whips out Donk Breezy From Virginity

It’s been 365 days since Chelsea Marie locked..

Added: 2024-10-05 Rating: n/a

Sinister Dungeon space domme gets her Trouser snake romped off by the brilliant subs

Palace Slaves' Revenge: Part 1 -Today is..

Added: 2024-10-02 Rating: n/a

Transexual Mommy Dearest

Morgan Bailey tempts her step sonnie and gives..

Added: 2024-10-01 Rating: n/a

Exercise Torture By Sexy, Sport Babe, Jaquelin Braxton

Glance at her abs, her ass, her arms, her skinny..

Added: 2024-09-26 Rating: n/a

Angellica Good, Chuck Conrad( Ain't Nobody Kinkier Than A Hillbilly)

Big-chested platinum-blonde Angellica Excellent..

Added: 2024-09-22 Rating: n/a

Angellica Good, Chuck Conrad( Ain't Nobody Hornier Than A Hillbilly)

Big-boobed blondie Angellica Fine is all set to..

Added: 2024-09-19 Rating: n/a

Transsexual angellica good Ain't nobody wilder than a hillbilly

Big-titted blond Angellica Supreme is all set to..

Added: 2024-09-19 Rating: n/a

Angellica Good, Chuck Conrad HD

Big-titted platinum-blonde Angellica great is..

Added: 2024-09-12 Rating: n/a

Ain't nobody kinkier than a hillbilly

Huge-chested blond Angellica Superb is all set..

Added: 2024-09-12 Rating: n/a

Ain't Nobody Wilder Than A Hillbilly 1080p

Busty light-haired Angellica Superb is all set..

Added: 2024-09-12 Rating: n/a

Roman Todd, Kalli Mercy (He Had Me Cumming)

Infatuating jailbird Kalli Mercy is fed up with..

Added: 2024-08-26 Rating: n/a

Domme hush extraordinary pegging penalty

domme L Hush took her sissy along to a meal with..

Added: 2024-08-21 Rating: n/a

He Had Me Cumming

Enthralling jailbird Kalli Mercy is fed up with..

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

Learning A Lesson With Beatriz Oliveira fresh shemale porno flicks

Guy Oh boy! Let's take a moment and welcome..

Added: 2024-08-09 Rating: n/a

He had me nutting

Enrapturing jailbird Kalli Mercy is fed up with..

Added: 2024-07-20 Rating: n/a

TransAngels He Had Me Spunking

Attractive jailbird Kalli Mercy is fed up with..

Added: 2024-07-20 Rating: n/a

Fresh Years Bang: Chelsea Marie Frees Butt Bitch From Innocence

It's been 365 days since Chelsea Marie locked..

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

AndreaNobiliProduction - Naughty t-girl cop Aylla porks fellow

Horny mistress she-male cop Aylla caught a thief..

Added: 2024-05-17 Rating: n/a

Karabella Hardcore - Karabella Predominates and DP's a Tourist

Vlad was visiting from Russia when we faced in..

Added: 2024-05-04 Rating: n/a

Fresh Years Bang: Chelsea Marie Frees Arse Cockslut From V-card

It's been 365 days since Chelsea Marie locked..

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

Super-cute Transsexual Wifey Izzy Wilde Gets 5on1 Harsh Piss Hookup With DAP & TAP

In this molten gangbang, obscene wifey Izzy..

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

Extreme Pegging Punishment

dominatrix L Hush took her sissy along to a meal..

Added: 2024-03-11 Rating: n/a

Moist Gang-bang Battle: Karina Abelha VS 11 Moist Spears

In this hard-core internal cumshot gangbang,..

Added: 2024-02-07 Rating: n/a

Shemalepornstar - Wendy Summers Gets Her Butt Pounded!

Trans nymph Wendy Summers makes sure that her..

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

Pinko TGirls - Lil 8 Ball Over The Corner Pocket

Albeit a bit unassured at first, she honestly..

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

Submit Your Caboose to a Trans Manstick - Black-haired ,Cream Pie

Gabrielly is a stunning, tall, lithe,..

Added: 2023-01-30 Rating: n/a

Dom Shemale Donging

Tamara comes back with her ample prick this time..

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

Threesome Fun - Pinkotgirls

Eventually, things take a molten turn when Dr...

Added: 2022-10-25 Rating: n/a

Jessica Fox & Kate England - A Lesson in D major

Glamorous, trans babes Jessica Fox & Kate..

Added: 2022-08-09 Rating: n/a

Geek Schoolgirl Gets Nailed By Instructor (Kira Crash & Sydney Farron)

college girl Kira Crash is having grief..

Added: 2022-06-28 Rating: n/a

Neck corset Dweeb College girl Gets Pulverized By Educator 1080p

Student Kira Crash is having distress..

Added: 2022-06-16 Rating: n/a

Ts BDSM Party With Slapping & Dehumanization

We expect these trans ladies are ready, because..

Added: 2022-05-30 Rating: n/a

Chelsea Marie Kira Crash Bratty Baby sitter Learns A Lesson

When baby sitter Kira Crash demonstrates up late..

Added: 2022-04-29 Rating: n/a

Rachel Nova - Horny Trans Schoolgirl Gets Instructed A Lesson 720p

Rachel Nova is a supah adorable trans star..

Added: 2022-04-18 Rating: n/a

Aylla R. - Nasty ladyboy cop Aylla bangs guy

Wild mistress t-model cop Aylla caught a thief..

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

Asian bombshell Julia Winston learns an English lesson

Japanese TS ultra-cutie Julia Winston luvs to..

Added: 2022-03-02 Rating: n/a

Huge-titted Trans Bimbo Aphrodite Adams Gets Condom-free From Boss

Chloe Corrupt felt pretty good about hiring..

Added: 2022-02-25 Rating: n/a

Chesty Trans Foolish Aphrodite Adams Gets Bareback From Boss

Chloe Corrupt perceived pretty fine about hiring..

Added: 2022-02-25 Rating: n/a

Big-boobed Trans Foolish Aphrodite Gets Bareback From Boss

Chloe Corrupt perceived pretty good about hiring..

Added: 2022-02-22 Rating: n/a

Big-titted Trans Stupid Aphrodite Adams Gets Condom-free From Manager 1080p

Chloe Corrupt perceived pretty good about hiring..

Added: 2022-02-22 Rating: n/a

Aphrodite Adams Gets Condom-free From Manager 1080p

Chloe Corrupt sensed pretty supreme about hiring..

Added: 2022-02-22 Rating: n/a

Face Swap

Dita’s beau Dante is obsessed with porno..

Added: 2022-01-23 Rating: n/a

TransAngels - Cucklish: Lily Lovecraft, Pierce Paris, Emma Rose

Pierce Paris is married to a kind and great..

Added: 2021-12-15 Rating: n/a

Ivory Mayhem Gets A Joyride Lesson

Ivory Mayhem honey is not reluctant to give up..

Added: 2021-10-28 Rating: n/a

Drilling The Torrid Young French Instructor

Christian is getting French lessons from the..

Added: 2021-10-10 Rating: n/a

Good-sized Dick Lecturer Fucks A Sissy Student

Sissy college girl Kelly Uber-cute has lost her..

Added: 2021-09-29 Rating: n/a

Trans Honey Queen Ivory Teaches Roomy No condom Lesson

Queen Ivory caught her roommate Cent Peacock..

Added: 2021-08-03 Rating: n/a

Trans Honey Goddess Ivory Instructs Roomie Without a condom Lesson

Nasty transgender princess princess ivory..

Added: 2021-07-06 Rating: n/a

Kelly Cute

Sissy college girl Kelly Cute has lost her..

Added: 2021-06-16 Rating: n/a

Lizzy Red, Melanie Brooks

Melanie Brooks is late for a date, she's waiting..

Added: 2020-08-26 Rating: n/a

Lizzy Red, Melanie Brooks

Melanie Brooks is late for a date, she's waiting..

Added: 2020-07-11 Rating: n/a

Babysitter By Day, Whore By Night

Melanie Brooks is late for a date, she's waiting..

Added: 2020-07-06 Rating: n/a

Incredibly Brazilian Tranny Gangbanged By Many Dicks

Amazing shemale Yasmin Dornelles gets a serious..

Added: 2020-01-18 Rating: n/a

Busy Around the Cock

Racy redhead Aspen Brooks is a boss, a sexy busy..

Added: 2020-01-10 Rating: n/a

Perfect TS Estela Duarte Hard Fucked With Double Anal

Pretty shemale Estela Duarte gets a serious anal..

Added: 2019-11-02 Rating: n/a

Amazing Shemale Thais Tavares Gangbanged By 4 Big Cocks

Sexy big tits shemale gets a serious gangbang..

Added: 2019-09-15 Rating: n/a

TS Stefani Special Caught in a a Love Triangle and Gang Banged

Lorelei Lee is giving Ts Stefani Special every..

Added: 2018-10-15 Rating: n/a

TS Stefani Special Caught in a a Love Triangle and Gang Banged

Lorelei Lee is giving Ts Stefani Special every..

Added: 2018-08-16 Rating: n/a

Mistress Kara is a hot Milf Librarian who will Punish misbehavers

Mistress Kara always gets what she wants. If she..

Added: 2018-08-07 Rating: n/a

Chaperone Sex: Kelly Klaymour fucks her House Arrest Girl

Kelly is hired by the State to supervise a rich,..

Added: 2018-08-05 Rating: n/a

Exercise Torment By Sexy, Fitness Babe, Jaquelin Braxton

Look at her abs, her ass, her arms, her thin..

Added: 2018-08-03 Rating: n/a

School for Blowjobs

Samantha teaches young guys. Her main subject is..

Added: 2018-05-02 Rating: n/a

Naughty Trans Fucked On Kitchen Table

This horny stud gets a new blond maid to do his..

Added: 2018-03-09 Rating: n/a

Transsexual motel boss likes raunchy ass fucking poke

Peyton Paige is reacting to some complaints..

Added: 2017-09-30 Rating: n/a

TwoTgirls - Neck corset Geek College girl Gets Smashed By Educator - 1080P

College girl Kira Crash is having trouble..

Added: 2017-07-20 Rating: n/a

Nina Enrolls in Kendras College of Ass Spreading and Gets Destroyed

Nina said she wished me to embark training her..

Added: 2017-02-04 Rating: n/a

Transsexual Stefani Off the hook Caught in a a Enjoy Triangle and Group Smashed

Lorelei Lee is giving Transsexual Stefani Off..

Added: 2016-05-20 Rating: n/a

Dominatrix Kara is a steamy Mummy Librarian who will Punish misbehavers

Domme Kara always gets what she wants. If she..

Added: 2015-07-06 Rating: n/a

Chaperone Sex: Kelly Klaymour fucks her House Arrest Damsel

Kelly is hired by the State to supervise a rich,..

Added: 2015-04-17 Rating: n/a

Workout Torture By Sexy, Fitness Babe, Jaquelin Braxton

Look at her abs, her ass, her arms, her skinny..

Added: 2015-04-09 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 •