Lesson Videos (5,644)

Helpless felon learns his lesson with shemale Sasha Strokes ten incher

Helpless felon learns his lesson with shemale Sasha Strokes ten incher

Katestube 6 months ago

”Deep Feet Punishment: Mouth Screwed”

”Deep Feet Punishment: Mouth Screwed”

TransHero 5 months ago

Trans Teacher Gives U a Lesson

Trans Teacher Gives U a Lesson

ShemaleSin 1 week ago

How to Become a Good Girl Sucking Lesson Jobs Interview

How to Become a Good Girl Sucking Lesson Jobs Interview

FapHouse 3 months ago

Trans legend Joanna Jet makes it with LaceyStarr

63% HD 1:01 / 30:52

Trans legend Joanna Jet makes it with LaceyStarr

FapHouse 4 years ago

Hot and Horny Trans Librarian, Jessy Dubai Teaches Public Literacy and Pleasure

Hot and Horny Trans Librarian, Jessy Dubai Teaches Public Literacy and Pleasure

Fapnado 2 years ago

naughty college girl gets taught a hard lesson

naughty college girl gets taught a hard lesson

xHamster 6 months ago

Sissy Training 202 Double Trouble

Sissy Training 202 Double Trouble

xHamster 5 months ago

The Secret of the Teacher

64% VR 0:39 / 32:46

The Secret of the Teacher

FapHouse 1 year ago

Summer's Private Yoga Class

Summer's Private Yoga Class

xHamster 2 months ago

Trans Jade Nyxxx with Big Tits Gives Creampie Anal to Madame Morgan

Trans Jade Nyxxx with Big Tits Gives Creampie Anal to Madame Morgan

WeGotDicks 2 months ago

Another lesson with a pink strapon and a sissy slut in a sexy bodysuit

Another lesson with a pink strapon and a sissy slut in a sexy bodysuit

xHamster 1 year ago

Busty Jade Nyxxx Gives A Creampie Lesson

Busty Jade Nyxxx Gives A Creampie Lesson

xHamster 1 year ago

Cock Sucking Lesson part 5 5sd

Cock Sucking Lesson part 5 5sd

GayCK 3 days ago

Will Havoc worships trans Delia DeLions and bear her massive cock

Will Havoc worships trans Delia DeLions and bear her massive cock

UrGayPorn 11 months ago

TS Goddess Dominates Russian Tourist

64% HD 0:10 / 22:36

TS Goddess Dominates Russian Tourist

LoyalFans 3 months ago

Hot Trans Bride Caught Cheating wt Hunk Surfer Instructor

Hot Trans Bride Caught Cheating wt Hunk Surfer Instructor

xHamster 3 years ago

Sissy Maid Is Taught Proper Manners

Sissy Maid Is Taught Proper Manners

FapHouse 6 months ago

”Three BESTFRIEND cosplay sluts gangbang a pervy dude”

”Three BESTFRIEND cosplay sluts gangbang a pervy dude”

ThePornstar 1 year ago

Gape with Lexi

Some.Porn 1 year ago

Blonde trans Sergeant Izzy Wilde ties and anal fucks recruit Andrew Powers

Blonde trans Sergeant Izzy Wilde ties and anal fucks recruit Andrew Powers

Sheshaft 7 months ago

Hot anal trans sex prison house fantasies

Hot anal trans sex prison house fantasies

xHamster 2 years ago

Shemale Porn Video Seductive Boss Chanel Santini Gives Her Employee Tony A Fuck Lesson For Being...

Shemale Porn Video Seductive Boss Chanel Santini Gives Her Employee Tony A Fuck Lesson For Being...

Tranny.one 1 year ago

Trans Beauties Get Frisky During Art Lesson

64% 1:01 / 27:04

Trans Beauties Get Frisky During Art Lesson

FapHouse 1 year ago

Huge Tits Tranny in Sucking Lessons

72% 0:30 / 17:46

Huge Tits Tranny in Sucking Lessons

Clips4sale 1 year ago

Trans girl Hermione fucks with Slytherin girl after lessons

Trans girl Hermione fucks with Slytherin girl after lessons

xHamster 1 year ago

Experienced Hot MILF Venus Lux Gives Rob A Lesson On Everything About Anal Sex

Experienced Hot MILF Venus Lux Gives Rob A Lesson On Everything About Anal Sex

BeMyHole 2 years ago

Lust Academy - James Gives Blowjob to Audrey the Trans Succubus Part 3

48% HD 1:01 / 7:53

Lust Academy - James Gives Blowjob to Audrey the Trans Succubus Part 3

FapHouse 8 months ago

Please Cum In

Some.Porn 8 months ago

Korra Del Rio dominates a cis male with rough anal and a facial finish

Korra Del Rio dominates a cis male with rough anal and a facial finish

WeGotDicks 3 months ago

Don't Tell My Parents I Buttfucked Teacher Victoria Voxxx

Don't Tell My Parents I Buttfucked Teacher Victoria Voxxx

BallsNBoobs 2 weeks ago

”Amateur teen Rebbeca Rainbow wants to taste some sexy cum”

”Amateur teen Rebbeca Rainbow wants to taste some sexy cum”

ThePornstar 1 year ago

Crossdresser 3-some - Lesson 1

Crossdresser 3-some - Lesson 1

GayVids 3 years ago

Alt trans sweetheart Aly SInclair get drilled by Gabe

Alt trans sweetheart Aly SInclair get drilled by Gabe

ShemaleSin 2 months ago

Stepdaughter's hungry friend

Stepdaughter's hungry friend

Some.Porn 1 year ago

Mexican guys smooching and teaching their friend a lesson with their first time lesbian teacher

Mexican guys smooching and teaching their friend a lesson with their first time lesbian teacher

GayX 9 months ago

Wow! Gangbang at the hospital with Khloe Kay and Jenna Creed

Wow! Gangbang at the hospital with Khloe Kay and Jenna Creed

Katestube 4 years ago

The Best Trans Teen Compilation

60% VR 5:00 / 28:06

The Best Trans Teen Compilation

VrSmash 2 years ago

Domina Satana and Miss Nova Raye teach Booboo manners

Domina Satana and Miss Nova Raye teach Booboo manners

xHamster 6 days ago

Hard bareback lesson from sexy TS Tgirl

Hard bareback lesson from sexy TS Tgirl

xHamster 1 month ago

fucking fuckboys – it’s my turn now!

65% HD 0:30 / 7:32

fucking fuckboys – it’s my turn now!

Clips4sale 2 years ago

Billiards lessons for the explosive Raphaella Ferrari

65% HD 1:01 / 31:50

Billiards lessons for the explosive Raphaella Ferrari

FapHouse 8 years ago

hentai heaven - anatomy tutor

56% HD 0:30 / 19:32

hentai heaven - anatomy tutor

PornBox 3 years ago

Mistress and Her maid

73% 0:20 / 6:51

Mistress and Her maid

Clips4sale 1 year ago

TS Khloe Kay double blowjob Jayden Marcos and Roman Todd

TS Khloe Kay double blowjob Jayden Marcos and Roman Todd

Sheshaft 3 years ago

Futa 3D Animation: Busty Brunette Stud Enjoys a Gigantic Dong Of Her Shemale Drawing Teacher

Futa 3D Animation: Busty Brunette Stud Enjoys a Gigantic Dong Of Her Shemale Drawing Teacher

XGroovy 2 years ago

Hot Threesome In Lessons In Seduction Hentai

Hot Threesome In Lessons In Seduction Hentai

Some.Porn 1 year ago

EXPOSING BBC FAGGOT CHRISTOPHER

51% HD 0:10 / 26:44

EXPOSING BBC FAGGOT CHRISTOPHER

LoyalFans 3 years ago

Young Ladyboy Dani Mouth And Ass Fucked

Young Ladyboy Dani Mouth And Ass Fucked

Sheshaft 6 years ago

TS stepmom gives a fucking lesson to her

TS stepmom gives a fucking lesson to her

Fapcat 2 years ago

Joker's XXX Fun: Tgirl Harley Quinn Spank & Anal

61% HD 1:01 / 24:38

Joker's XXX Fun: Tgirl Harley Quinn Spank & Anal

FapHouse 8 months ago

Billiards lessons for the explosive Raphaella Ferrari

Billiards lessons for the explosive Raphaella Ferrari

xHamster 1 year ago

TS Sex Education

TS Sex Education

Some.Porn 1 year ago

English 101 a Is for Anal, B Is for My Balls Hitting Your Ass

English 101 a Is for Anal, B Is for My Balls Hitting Your Ass

xHamster 8 months ago

Hot Stepmom Teaches Stepdaughter a Strapon Lesson with a Hot Threesome

Hot Stepmom Teaches Stepdaughter a Strapon Lesson with a Hot Threesome

TrannyMovs 1 month ago

Skinny Black Boy Fingers and Shaows off Freaky Oversized Asshole and Tiny Black Buns - Dj Buttpussy

Skinny Black Boy Fingers and Shaows off Freaky Oversized Asshole and Tiny Black Buns - Dj Buttpussy

xHamster 3 months ago

Sissy Girls Night: Blowjob Training

61% HD 0:10 / 9:00

Sissy Girls Night: Blowjob Training

LoyalFans 3 weeks ago

Hot for teacher fantasy Annalise

Hot for teacher fantasy Annalise

xHamster 4 months ago

Tranny Drag How to Be a Pretty Chick Dick Part 2

50% 0:39 / 27:27

Tranny Drag How to Be a Pretty Chick Dick Part 2

FapHouse 1 year ago

Tranny Drag How to Be a Pretty Chick Dick Part 2

45% 1:01 / 27:27

Tranny Drag How to Be a Pretty Chick Dick Part 2

FapHouse 1 year ago

Sara Latina Gives Private Lessons to Her Student in a Dirty Way - Cumshot Classes

55% HD 1:01 / 11:59

Sara Latina Gives Private Lessons to Her Student in a Dirty Way - Cumshot Classes

FapHouse 6 months ago

Crossdresser Cock Sucking Lesson 2

Crossdresser Cock Sucking Lesson 2

GayCK 1 week ago

”Casey Calvert & Autumn Rain: The Naughty Professor's Favorite Duo”

”Casey Calvert & Autumn Rain: The Naughty Professor's Favorite Duo”

LesbianBliss 1 week ago

Tohru X Ilulu - Naughty Punishment for Naughty Behaviour

Tohru X Ilulu - Naughty Punishment for Naughty Behaviour

3DPornDude 3 months ago

I did not go to lessons but began to greedily suck a big dick and fuck in the ass!

I did not go to lessons but began to greedily suck a big dick and fuck in the ass!

xHamster 2 years ago

Trans Fetishists Janelle Fennec And Melanie Brooks Having Anal Sex

Trans Fetishists Janelle Fennec And Melanie Brooks Having Anal Sex

Eporner 1 year ago

Sissy Maid Is Taught Proper Manners

Sissy Maid Is Taught Proper Manners

xHamster 5 months ago

How to Become a Good Girl Sucking Lesson Jobs Interview

66% HD 1:01 / 7:41

How to Become a Good Girl Sucking Lesson Jobs Interview

FapHouse 3 months ago

CFNM amateur British tv presenter sucks in live show

CFNM amateur British tv presenter sucks in live show

Some.Porn 1 year ago

Messy Shiny Leggings

Messy Shiny Leggings

Clips4sale 3 months ago

College Pegging Part 2 - Miss Mk's Office - the Girls Get Dragged Into the Heads Office to Explain What They Have Been up to

58% HD 1:01 / 18:34

College Pegging Part 2 - Miss Mk's Office - the Girls Get Dragged Into the Heads Office to Explain What They Have Been up to

FapHouse 1 year ago

Mistress Kara Is a Hot Milf Librarian Who Will Punish Misbehavers

70% 0:11 / 37:31

Mistress Kara Is a Hot Milf Librarian Who Will Punish Misbehavers

Clips4sale 2 years ago

Naughty Boy's Get Punished

Naughty Boy's Get Punished

xHamster 5 months ago

The Mayoress

xHamster 4 months ago

Adriana Rodrigues fucks hard Victoria Dias in Cuckolds Lesson

Adriana Rodrigues fucks hard Victoria Dias in Cuckolds Lesson

Tranny.one 6 years ago

Berry and Nicky's Halloween Hookup with Stepsisters Leana and Serena Gets Super Freaky- Cosplay Porn

65% HD 0:39 / 26:18

Berry and Nicky's Halloween Hookup with Stepsisters Leana and Serena Gets Super Freaky- Cosplay Porn

FapHouse 9 months ago

”Transgender Natalie Mars butthole fingered with double arm”

”Transgender Natalie Mars butthole fingered with double arm”

LesbianBliss 4 months ago

Dream Solo Hawt Beauty Next Door Amatuer T Angel!

Dream Solo Hawt Beauty Next Door Amatuer T Angel!

ShemaleSin 19 hours ago

TS Khloe Kay double blowjob Jayden Marcos and Roman Todd

TS Khloe Kay double blowjob Jayden Marcos and Roman Todd

Eporner 3 years ago

TRANS ANGELS - Angellica Good’s Fingering Lesson With Chuck Conrad Turns Into A Wild Ride

TRANS ANGELS - Angellica Good’s Fingering Lesson With Chuck Conrad Turns Into A Wild Ride

BallsNBoobs 1 month ago

Small boobs TS mermaid fucks babe outdoors by swimming pool

Small boobs TS mermaid fucks babe outdoors by swimming pool

Some.Porn 1 year ago

TWO DOMMES USING HIM (GER)

57% 0:30 / 14:48

TWO DOMMES USING HIM (GER)

Clips4sale 10 months ago

”Golf lessons for STEPMOM from two t-girls who joined Club Swinger”

”Golf lessons for STEPMOM from two t-girls who joined Club Swinger”

Trashreality 1 year ago

fisting lesson 26, natalie mars, anal fisting, deep fisting, gapes, wrecked ass, buttrose fl026

76% 1:06 / 17:58

fisting lesson 26, natalie mars, anal fisting, deep fisting, gapes, wrecked ass, buttrose fl026

PornBox 2 years ago

Not at any time Formust Pick Her up at the Airport

Not at any time Formust Pick Her up at the Airport

ShemaleSin 2 months ago

Fucking Fuckboys - It’s My Turn Now!

57% HD 1:01 / 7:37

Fucking Fuckboys - It’s My Turn Now!

FapHouse 2 years ago

Dahlia Crimson Experiences Unprotected Yoga Session with Her Trans Instructor

Dahlia Crimson Experiences Unprotected Yoga Session with Her Trans Instructor

xHamster 1 year ago

April Olsen Craves Lucy Harts Trans Cock During Steamy Golf Lesson

April Olsen Craves Lucy Harts Trans Cock During Steamy Golf Lesson

WeGotDicks 3 months ago

Dream Solo Hawt Beauty Next Door Amatuer T Beauty!

Dream Solo Hawt Beauty Next Door Amatuer T Beauty!

ShemaleSin 1 month ago

The Bareback Lesson For Ladyboy Bunny

The Bareback Lesson For Ladyboy Bunny

Eporner 1 year ago

Ladyboy Maria Performs Dirty Massage Session

Ladyboy Maria Performs Dirty Massage Session

Sheshaft 5 years ago

Sex Training

4K 0:30 / 13:20

Futanari 3 years ago

Educating a doll on the fuckmachine

Educating a doll on the fuckmachine

xHamster 9 months ago

Nvh-055 Transsexual Bondage Training Lesbian Female Teacher Punishes Student 18+ As Extracurricular Lesson Suzune Nico/arimura Nozomi

Nvh-055 Transsexual Bondage Training Lesbian Female Teacher Punishes Student 18+ As Extracurricular Lesson Suzune Nico/arimura Nozomi

getTranny 9 months ago

Busty Jade Nyxxx Gives A Creampie Lesson

Busty Jade Nyxxx Gives A Creampie Lesson

xHamster 4 months ago

”Buxom Kitana Montana dildo fuck the gaping butt of stud Rick Fantana”

”Buxom Kitana Montana dildo fuck the gaping butt of stud Rick Fantana”

429Men 10 months ago

Maid gets placed in tight bondage, foot worship and hardcore tickling

Maid gets placed in tight bondage, foot worship and hardcore tickling

Clips4sale 6 months ago

Boyfriend Punishment: TS Foxxy Pounds Loser Boyfriend Mike Panic's Ass

Boyfriend Punishment: TS Foxxy Pounds Loser Boyfriend Mike Panic's Ass

xHamster 7 months ago

Twirling Up Action

Twirling Up Action

Some.Porn 5 months ago

TS Goddess Dominates a US Marine

65% HD 0:10 / 7:38

TS Goddess Dominates a US Marine

LoyalFans 3 months ago

RELOAD Fisting Lesson 15, Izzy Wilde, Anal Fisting, Large Gapes, Wrecked Butt, ButtRose FL015m

RELOAD Fisting Lesson 15, Izzy Wilde, Anal Fisting, Large Gapes, Wrecked Butt, ButtRose FL015m

ShemaleSin 1 year ago

Caged Kitty Breeding: Trans Mistress Inflicts Cruel Bondage On Pet Play Tgirl With Big Dick Then Fucks Her In The Anal Til Cumshot

57% HD 0:29 / 21:53

Caged Kitty Breeding: Trans Mistress Inflicts Cruel Bondage On Pet Play Tgirl With Big Dick Then Fucks Her In The Anal Til Cumshot

Clips4sale 1 year ago

TRANS CUTIES - Angellica Precious’s Fingering Lesson With Chuck Conrad Turns Into A Wild Ride

TRANS CUTIES - Angellica Precious’s Fingering Lesson With Chuck Conrad Turns Into A Wild Ride

ShemaleSin 1 month ago

Shemale Ana Carolina Cruel Lesson V

Shemale Ana Carolina Cruel Lesson V

Clips4sale 1 year ago

Melody Sin-claire Steals Her Roommate's Dildo

Melody Sin-claire Steals Her Roommate's Dildo

xHamster 1 year ago

Babe Korra Del Rio Uses Cis Male As Her Sex Toy To Teach Him A Lesson And Takes Facial!

Babe Korra Del Rio Uses Cis Male As Her Sex Toy To Teach Him A Lesson And Takes Facial!

AbTranny 2 weeks ago

Slut Training Part 1

Slut Training Part 1

LoyalFans 2 years ago

Boyfriend Punishment: TS Foxxy Pounds Loser Boyfriend Mike Panic's Ass

66% HD 0:39 / 46:23

Boyfriend Punishment: TS Foxxy Pounds Loser Boyfriend Mike Panic's Ass

FapHouse 7 months ago

Kellystar518 - COCKTEASER BONUS XXXTRA

Kellystar518 - COCKTEASER BONUS XXXTRA

xHamster 1 month ago

Casey Calvert and Autumn Rain: The Naughty Teacher's Favorite Duo

Casey Calvert and Autumn Rain: The Naughty Teacher's Favorite Duo

Fapnado 1 week ago

DYKE4K. Dance Students Turned Into Sex Gurus for Teacher

DYKE4K. Dance Students Turned Into Sex Gurus for Teacher

Some.Porn 1 year ago

bienvenido

Some.Porn 1 year ago

Explosive shemale Raphaella Ferrari breaks her partner's ass

Explosive shemale Raphaella Ferrari breaks her partner's ass

xHamster 4 years ago

”Manhood Lessons”

”Manhood Lessons”

TransHero 5 months ago

Shemale duo dominate guy's mouth in fetish lesson 4

Shemale duo dominate guy's mouth in fetish lesson 4

XXXShake 5 years ago

Big Ass Trans Teacher Seduce Curvy Trans Student for Anal Sex

Big Ass Trans Teacher Seduce Curvy Trans Student for Anal Sex

FapHouse 4 months ago

Maddie Cross and son's best friend

Maddie Cross and son's best friend

Some.Porn 1 year ago

Shemale Paloma Veiga Cruel Lesson Vii

Shemale Paloma Veiga Cruel Lesson Vii

ProPorn 10 months ago

Crossdresser Fucked By Hung Tranny Gracie Jane

Crossdresser Fucked By Hung Tranny Gracie Jane

Eporner 1 year ago

”TBabe Korra Del Rio, TBabe Kate Zoha & TBabe Ariel Demure getting banged their every hole”

”TBabe Korra Del Rio, TBabe Kate Zoha & TBabe Ariel Demure getting banged their every hole”

429Men 10 months ago

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