Boss Porn Movies - Trans (25,131)

evilangel - damien soup gracie jane mad bundy can you fuck me harder than i fuck myself porn video

evilangel - damien soup gracie jane mad bundy can you fuck me harder than i fuck myself porn video

TransDoe 6 months ago

My Transexual Chief - Sequence five

My Transexual Chief - Sequence five

TransTube.tv 2 months ago

The Gift - Visionaries Director' By MA

The Gift - Visionaries Director' By MA

Eporner 11 months ago

My trans boss busted me jerking off on the toilet

My trans boss busted me jerking off on the toilet

Wankoz 3 years ago

The naughty TS assistant pleases her boss by banging his juicy butthole deep and hard

The naughty TS assistant pleases her boss by banging his juicy butthole deep and hard

Tranny.one 4 years ago

Suckin my boss

AShemaleTube 1 year ago

meu chefe pediu pra eu comer o cuzinho dele pra me dar um aumento e eu aceitei - completo no red - evezzini

meu chefe pediu pra eu comer o cuzinho dele pra me dar um aumento e eu aceitei - completo no red - evezzini

AnalVids 5 months ago

Horny Secretary Inseminated By Boss!

Horny Secretary Inseminated By Boss!

BeMyHole 2 years ago

Amateur Sex My Boss Is A Transgender She Comes Home Very Angry And Fucks My Ass With His Big Cock Salome Gil

Amateur Sex My Boss Is A Transgender She Comes Home Very Angry And Fucks My Ass With His Big Cock Salome Gil

BeMyHole 3 years ago

This married chief likes to slurp manhood and ass hole of his assistant before plow her in tights and footwear

This married chief likes to slurp manhood and ass hole of his assistant before plow her in tights and footwear

KeekAss 3 years ago

TS secretary Melanie Brooks gets ass banged by her boss

TS secretary Melanie Brooks gets ass banged by her boss

Tranny.one 5 years ago

Boss cum in his ass

Boss cum in his ass

Eporner 8 months ago

Naughty Secretary Sucked off Company Boss to Promote Herself

Naughty Secretary Sucked off Company Boss to Promote Herself

XHamster 1 year ago

Seductive Boss Chanel Santini Gives Her Employee Tony A Fuck Lesson For Being Naughty

Seductive Boss Chanel Santini Gives Her Employee Tony A Fuck Lesson For Being Naughty

BeMyHole 2 years ago

Beauty Bitch Cums for Her Boss

Beauty Bitch Cums for Her Boss

ShemaleSex 1 month ago

A passerby boss fucked a transsexual sissy femboy while driving a car, squirting semen onto her stockings.

A passerby boss fucked a transsexual sissy femboy while driving a car, squirting semen onto her stockings.

XHamster 1 month ago

Busty shemale maid fucks her boss while her head is stucked

Busty shemale maid fucks her boss while her head is stucked

AShemaleTube 3 years ago

Sissy secretary fucked hard bent over the table

Sissy secretary fucked hard bent over the table

Tranny.one 2 years ago

Yasmin Lee In Ts Devastatingly Gorgeous Secretary Punishes Boss Ass

Yasmin Lee In Ts Devastatingly Gorgeous Secretary Punishes Boss Ass

AbTranny 9 months ago

Catching The Boss Masturbate

Catching The Boss Masturbate

AShemaleTube 2 weeks ago

Shes The Boss And Youre Not

Shes The Boss And Youre Not

Eporner 2 months ago

Trans Secretary Gets Fucked In The Ass And Cummed On Glasses - Andreza Fernandes

Trans Secretary Gets Fucked In The Ass And Cummed On Glasses - Andreza Fernandes

Eporner 1 year ago

SHEMALE BOSS FUCKS HER EMPLOYEE

SHEMALE BOSS FUCKS HER EMPLOYEE

AShemaleTube 4 years ago

Venus Lux - Bad Ass Boss

Venus Lux - Bad Ass Boss

Xfeed 9 months ago

Boss After Hours

Boss After Hours

ALOTPorn 2 months ago

Boss Wants To Fuck Me

Boss Wants To Fuck Me

BoyFriendTV 5 years ago

Dirty Delivery

48% VR 0:39 / 41:11

FapHouse 1 year ago

Innocent intern guy gets his ass banged by the nasty shemale boss in the office

Innocent intern guy gets his ass banged by the nasty shemale boss in the office

Tranny.one 4 years ago

TS boss gagging on employee's dick

TS boss gagging on employee's dick

Fapnado 4 years ago

Fucking my horny TS boss in her office

Fucking my horny TS boss in her office

GayVids 7 months ago

The T Boss Episode 4

50% HD 0:39 / 21:01

The T Boss Episode 4

FapHouse 3 months ago

Job interview at free use workplace where the boss is fucked

Job interview at free use workplace where the boss is fucked

Wankoz 1 year ago

guy gets taught a lesson

guy gets taught a lesson

Tranny.one 4 years ago

Powerful CEO with a secret cock ruined my engagement – Marina Ikeda & Hinako Seto's NTR

Powerful CEO with a secret cock ruined my engagement – Marina Ikeda & Hinako Seto's NTR

JAVHDTube 1 month ago

transgender princesses Bosses

transgender princesses Bosses

TrannyGem 6 years ago

”Normally I dont let my employees ass pumping me”

”Normally I dont let my employees ass pumping me”

Trashreality 10 months ago

office sex, I made my boss my sissy bitch and fucked him hard

office sex, I made my boss my sissy bitch and fucked him hard

AShemaleTube 1 year ago

Sexy tranny maid treats her boss with her BBC deep in his ass

Sexy tranny maid treats her boss with her BBC deep in his ass

Tranny.one 5 years ago

Thai tranny June gets washed in the shower by her boss

Thai tranny June gets washed in the shower by her boss

XHamster 4 years ago

Trans Babysitter Aubrey Kate Gets Assfucked By Her Boss For Some Extra Cash

Trans Babysitter Aubrey Kate Gets Assfucked By Her Boss For Some Extra Cash

BeMyHole 3 years ago

A horny teen tranny maid

A horny teen tranny maid

XHamster 1 year ago

Facial Act Sunshyne Monroe Fucks The Boss

Facial Act Sunshyne Monroe Fucks The Boss

BeMyHole 4 years ago

Fucking my TS boss in her office

64% HD 0:39 / 29:21

Fucking my TS boss in her office

FapHouse 7 years ago

POV: You're Fucking Your Lecherous Boss's Ass in the Office.

48% HD 0:39 / 4:41

POV: You're Fucking Your Lecherous Boss's Ass in the Office.

FapHouse 6 months ago

Guy Fucks Trans Boss

Guy Fucks Trans Boss

BeMyHole 1 month ago

Boss fucks the ass of delicious trans secretary

Boss fucks the ass of delicious trans secretary

XHamster 9 months ago

”Desperate Nanny Finally Gets Her Boss’s Attention”

”Desperate Nanny Finally Gets Her Boss’s Attention”

TransHero 9 months ago

my boss fucks my ass and sucks my cock in the bathroom

my boss fucks my ass and sucks my cock in the bathroom

XHamster 2 years ago

Horny secretary has her way with the boss

Horny secretary has her way with the boss

Tranny.one 4 years ago

My Friend Sabrina and I Fucked the Boss Non-stop and with Great Desire.

My Friend Sabrina and I Fucked the Boss Non-stop and with Great Desire.

XHamster 11 months ago

Raven-haired American shemale gives bald boss a dick

Raven-haired American shemale gives bald boss a dick

SexVid 7 years ago

Busty wife Claire fucked by her boss

Busty wife Claire fucked by her boss

Some.Porn 1 year ago

Venus Lux Hard at Work with Kayleigh Cox

Venus Lux Hard at Work with Kayleigh Cox

XHamster 3 months ago

Vintage legends Danielle Foxxx Vicki Richter deep throat

Vintage legends Danielle Foxxx Vicki Richter deep throat

XHamster 3 years ago

Ts Boss Joanna Jet Fucks Her Employee In The Office

Ts Boss Joanna Jet Fucks Her Employee In The Office

GetTranny 3 years ago

Nikki Vicious Transgendered Bosses

Nikki Vicious Transgendered Bosses

Eporner 2 years ago

Boss Bitches

Eporner 3 months ago

Horny Maid Loves A Messy MILF

Horny Maid Loves A Messy MILF

Some.Porn 11 months ago

True Stories Of Trans Lovers (Full Hd Version – Director's Special Cut)

True Stories Of Trans Lovers (Full Hd Version – Director's Special Cut)

XHamster 4 years ago

Your in Need of She-males?

Your in Need of She-males?

XHamster 3 years ago

My Lover Is A Transgender (Full Hd Version – Director's Special Cut)

My Lover Is A Transgender (Full Hd Version – Director's Special Cut)

XHamster 4 years ago

”Big mouths get stuffed with transgender meat”

”Big mouths get stuffed with transgender meat”

StarWank 2 years ago

Old man bdsm anal fucks shemale boss in the office

Old man bdsm anal fucks shemale boss in the office

UiPorn 2 years ago

21 SEXTURY - Horny Boss Rin Moon Wants Her Ass Fucked By Coworker

21 SEXTURY - Horny Boss Rin Moon Wants Her Ass Fucked By Coworker

Some.Porn 11 months ago

Caught, Babysitter Saves Her Job

Caught, Babysitter Saves Her Job

Some.Porn 1 year ago

TRANSFIXED - Flirty Babysitter Brittney Kade Teases Hot Boss Dillon Diaz

TRANSFIXED - Flirty Babysitter Brittney Kade Teases Hot Boss Dillon Diaz

Some.Porn 2 years ago

The Secretary and The Boss

The Secretary and The Boss

Tranny.one 4 years ago

She leaves the office and goes with the coffee delivery at the office to suck her ass after all day working

She leaves the office and goes with the coffee delivery at the office to suck her ass after all day working

XHamster 6 months ago

Mature lady seduces her skinny employee and have lesbian sex in the office

Mature lady seduces her skinny employee and have lesbian sex in the office

XHamster 2 years ago

Actor Thirsts For TS Director's Huge Coc

Actor Thirsts For TS Director's Huge Coc

AShemaleTube 10 years ago

Blanche Bradbury Casting for a new role

Blanche Bradbury Casting for a new role

Tranny.one 4 years ago

W Female Boss Who Is Too Unequaled A Harlem

W Female Boss Who Is Too Unequaled A Harlem

Eporner 1 year ago

TS Boss Joanna Fucks Worker and Cum in his Mouth

TS Boss Joanna Fucks Worker and Cum in his Mouth

Tranny.one 4 years ago

Pretty Office Trans Cums on Desk

Pretty Office Trans Cums on Desk

XHamster 2 years ago

Horny ebony boss nails a lucky dude in the office

Horny ebony boss nails a lucky dude in the office

Sheshaft 9 months ago

My boss is transgender, she comes home very angry and fucks my ass with her big cock Salome Gil

My boss is transgender, she comes home very angry and fucks my ass with her big cock Salome Gil

XHamster 1 year ago

Tranny Boss Tops Employee

Tranny Boss Tops Employee

AShemaleTube 5 months ago

Indian servant cheat her boss fucking full night Anal sex deep thorat

Indian servant cheat her boss fucking full night Anal sex deep thorat

XHamster 1 year ago

”Fucking & sucking with Shemale Bailey Archer & Tony Sting”

”Fucking & sucking with Shemale Bailey Archer & Tony Sting”

Rainblow 2 years ago

Chief Level

KeekAss 5 years ago

Horny latina secretaries enslave and dominate their boss

Horny latina secretaries enslave and dominate their boss

Tranny.one 4 years ago

A 's Guide To Happiness Podcast - Episode 22: Starring in a as a Trans Woman - with Roxie Valentine

A 's Guide To Happiness Podcast - Episode 22: Starring in a as a Trans Woman - with Roxie Valentine

XHamster 1 year ago

”TBabe atorney fucking big breasted blond boss”

”TBabe atorney fucking big breasted blond boss”

HQBang 3 years ago

TS boss wants hard sex

TS boss wants hard sex

AShemaleTube 15 years ago

TGIRLSHOUSE - Chief Caught Draining Off By His Wondrous Transgender Secretary

TGIRLSHOUSE - Chief Caught Draining Off By His Wondrous Transgender Secretary

KeekAss 3 weeks ago

”TGIRLS.PORN - The Boss Hot Girl”

”TGIRLS.PORN - The Boss Hot Girl”

Trashreality 2 weeks ago

69523 Boss Bitches 16 1

69523 Boss Bitches 16 1

Eporner 10 months ago

Lovely tgirl secretary Jane Marie banged by her stud boss

Lovely tgirl secretary Jane Marie banged by her stud boss

Sheshaft 10 years ago

Cheeky TS Secretary Sucks off and gets Fucked by her Blonde Shemale Boss after Work

Cheeky TS Secretary Sucks off and gets Fucked by her Blonde Shemale Boss after Work

Xfeed 4 weeks ago

Cute shemale Candy Marie secretary plowed properly

Cute shemale Candy Marie secretary plowed properly

Fapnado 5 years ago

She's The Boss Kenna James and shemale

She's The Boss Kenna James and shemale

Analdin 6 years ago

Walleska Sargentely's Italian Threesome Anal Frenzy

Walleska Sargentely's Italian Threesome Anal Frenzy

BallsNBoobs 7 months ago

Hot Trans Wants Her Boss' Dick Inside

Hot Trans Wants Her Boss' Dick Inside

XHamster 4 years ago

The Boss! TS Domination

66% 0:39 / 23:41

The Boss! TS Domination

FapHouse 3 months ago

TRANS ANGELS - Seductive Boss Chanel Santini Gives Her Employee Tony A Fuck Lesson For Being Naughty

TRANS ANGELS - Seductive Boss Chanel Santini Gives Her Employee Tony A Fuck Lesson For Being Naughty

XHamster 2 years ago

Sexy Asian tranny pleases her boss as she pounds his ass nice and hard

Sexy Asian tranny pleases her boss as she pounds his ass nice and hard

BeMyHole 6 years ago

My Transexual Chief - Episode 1

My Transexual Chief - Episode 1

TrannyGem 6 years ago

Curvaceous double cock Latina futa dominates and fucks her boss

Curvaceous double cock Latina futa dominates and fucks her boss

Tranny.one 8 years ago

asian amateur ladyboy secretary getting fucked by her bosses

asian amateur ladyboy secretary getting fucked by her bosses

Tranny.one 4 years ago

Boss Records Asian Trans Assistant Getting Creampied - TGIRLS HOUSE

Boss Records Asian Trans Assistant Getting Creampied - TGIRLS HOUSE

XHamster 3 months ago

The naughty TS assistant pleases her boss by banging his juicy butthole deep and hard

The naughty TS assistant pleases her boss by banging his juicy butthole deep and hard

BeMyHole 6 years ago

TS Sexy Sarina Dominates New Boss Brian After Happy Hour Cocktails Mutual Oral Sex Escalates Night

TS Sexy Sarina Dominates New Boss Brian After Happy Hour Cocktails Mutual Oral Sex Escalates Night

Eporner 8 months ago

Gender X - Transgendered Bosses - Marissa Minx

Gender X - Transgendered Bosses - Marissa Minx

Eporner 4 years ago

Shemale Boss

AShemaleTube 14 years ago

New Hire Secretary Deepthroats the Boss Under His Desk

New Hire Secretary Deepthroats the Boss Under His Desk

Katestube 1 month ago

olivia jade shows femboy in body stocking whose boss

olivia jade shows femboy in body stocking whose boss

PornOne 1 year ago

”Transgender nanny Morgan Bailey gets a bj”

”Transgender nanny Morgan Bailey gets a bj”

429Men 7 months ago

Kathia Nobili (Caty Campbell) & Ts Camilla Jolie - Italian She Male 32, Scene 3

Kathia Nobili (Caty Campbell) & Ts Camilla Jolie - Italian She Male 32, Scene 3

Eporner 2 years ago

She's The Boss

Tranny.one 4 years ago

Demanding Ts Boss Cums In His Ass

Demanding Ts Boss Cums In His Ass

AbTranny 4 weeks ago

Teen Fantasies Do Cum True Featuring Shrooms Q with Damion Dayski

Teen Fantasies Do Cum True Featuring Shrooms Q with Damion Dayski

FreePorn8 9 months ago

GenderXFilms - Smoking Hot Latina Trans Boss Dicked Down By BBC

GenderXFilms - Smoking Hot Latina Trans Boss Dicked Down By BBC

Some.Porn 1 year ago

Thai maid fucked by shemale boss in the ass

Thai maid fucked by shemale boss in the ass

Eporner 1 year ago

Missionary TS Boss Barebacks Guy, Cums On His Face

Missionary TS Boss Barebacks Guy, Cums On His Face

BeMyHole 5 years ago

Katwinka gets his dick sucked for the first time! The student becomes the master! And he is enjoying that so much!!

Katwinka gets his dick sucked for the first time! The student becomes the master! And he is enjoying that so much!!

XHamster 4 years ago

Sucking the boss

Sucking the boss

AShemaleTube 1 year ago

This married chief luvs to slurp hard-on and pucker of his assistant before pummel her

This married chief luvs to slurp hard-on and pucker of his assistant before pummel her

TrannyGem 3 years ago

Shemale Boss Karabella Fucks And Creampies The It Guy

Shemale Boss Karabella Fucks And Creampies The It Guy

AbTranny 3 years ago

Kasey Kei In Ts Seduces Her Boss In Ts Cheaters

Kasey Kei In Ts Seduces Her Boss In Ts Cheaters

AbTranny 1 year ago

”Longhaired T-girl Hay Gaucha in pink lingerie teases & masturbates for the camera”

”Longhaired T-girl Hay Gaucha in pink lingerie teases & masturbates for the camera”

Rainblow 1 year ago

1 2 3 4 5

25,131 results found

Related categories

Secretary Assistant Elegant Work Uniform Business Woman Lingerie Maid Job Interview Office Secretary Desk Table Wedding Rich Nude Clothed Sex Classy Realtor Blouse Hairdresser

Narrow your search

office boss trans boss shemale boss boss secretary boss and secretary lesbian boss michelle boss the boss japanese boss boss wife husband's boss ladyboy boss boss office asian boss boss bitch blonde boss boss lady secretary boss my boss huge boss

Categories Pornstars

Parents

Tubegalore.com uses the “Restricted To Adults” (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Tubegalore.com. All rights reserved.

© 2026 Tubegalore.com. All rights reserved.