TRANNY • BOSS 1,178 videos

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08:12

Slut Office Boss

10 months ago

xHamster

solo, mature, sissy
06:31

Horny Boss Licks And Barebacks The Ass Of His

10 months ago

ShemaleZ

stockings, boss
08:07

Pov - Beautiful Tgirl Boss Interviews Horny Bbc For A Job

10 months ago

ShemaleZ

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05:32

Shemale Babysitter Anal Fucked By Boss

10 months ago

ShemaleZ

asian, ladyboy, big cock
09:30 83%

Latina Trans Maid Succumbs To Boss Weenie

10 months ago

HClips

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05:02

Boss Sucks Cock To Shemale Nanny Then Anal Fucks Her

10 months ago

ShemaleZ

anal
05:59

Sexy Asian Tranny After Work Imagines Being Fucked By Her Boss

10 months ago

TXXX

masturbation, solo
06:02

Sissy Maid Worships Boss Feet And Pegged

10 months ago

HClips

sissy, amateur, maid, feet, boss
15:52

The boss put the secretary on her knees and brought his penis to her mouth - Anna Rose

10 months ago

PornHub

teen anal (18+), big ass, secretary, boss, ass to mouth
13:16 83%

Big Booty Shemale Secretary Gets Fucked By Her Boss

11 months ago

ShemaleZ

secretary, big ass, shemale
08:06

Beautiful Trans Bareback Anal With Her New Boss

11 months ago

ShemaleZ

tattoo, shemale, beauty, lingerie, boss
08:12

POV - Beautiful Tgirl Boss Interviews Horny BBC for a Job

11 months ago

xHamster

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08:12

While the Boss Is Away the Secretary Will Play

11 months ago

xHamster

redhead, solo, mature, secretary, cum in mouth, boss
12:34

Flirty Babysitter Teases Hot Boss With Her Cock - Dillon Diaz And Brittney Kade

11 months ago

ShemaleZ

ass licking, ebony, big tits
10:24

While I do grooming I seduce my boss to fuck my tight little ass

11 months ago

xHamster

seduced, homemade, amateur
06:15

Eva Maxim In I Finally Made Love My Very Busty Ts Boss Asshole

11 months ago

ShemaleZ

big tits, interracial, boss
06:03

Trans Boss Gets Barebacked In Her Office - Eva Maxim

11 months ago

ShemaleZ

brunette, office, bareback
12:30

Beautiful Trans Bareback Anal With Her New Boss

11 months ago

ShemaleZ

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06:03

Ts Babysitter Gets Barebacked By Her Boss Big Cock

11 months ago

ShemaleZ

ass licking, boss
05:45

Lucky Dude Fucks Ebony Workmate And Shemale Boss 6 Min

11 months ago

ShemaleZ

threesome, ebony, big cock
43:42

Italian Tranny Boss Manhandles Her Personal Male Sex Slave

11 months ago

ShemaleZ

MILF, BDSM, italian, big cock, blowjob, boss
06:03

Lucky Dude Fucks Ebony Workmate And Shemale Boss

11 months ago

TXXX

ebony, threesome
06:31

Transgendered Boss Fucked In Her With Melanie Brooks

11 months ago

ShemaleZ

boss, handjob
41:49 93%

Yasmin Lee In Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

11 months ago

ShemaleZ

stockings, asian, BDSM, secretary, cum in mouth, domination, boss
06:08

Sissy Maid Worships Boss Feet and Pegged

11 months ago

xHamster

crossdresser, pegging, amateur, BDSM, uniform, feet
05:45

Tbabe Boss Fucks Her Hot Secretary - Kasey Kei

11 months ago

ShemaleZ

lingerie, big cock
10:01

Hot Maid Trans Fucked By The Boss While His Wife Works - Monster Cock 10 Min With Melyna Merli And Yago Ribeiro

11 months ago

ShemaleZ

big cock, monster, boss
22:51 89%

Riley Ivy - Beautiful Trans Bareback Anal With Her New Boss

11 months ago

ShemaleZ

beauty, anal, interracial, asian, tattoo, blonde, bareback
22:21

Beautiful Trans Bareback Anal With Her New Boss With Riley Ivy

11 months ago

HClips

amateur, beauty, anal, fetish, tattoo, bareback, boss
05:36

Jade Venus And Kasey Kei In Hot Trans Babes And Fuck With Their Boss 6 Min

11 months ago

ShemaleZ

threesome
05:45

Eva Maxim In Trans Boss Gets Barebacked In Her Office 6 Min

12 months ago

ShemaleZ

bareback, big ass, ass
08:12

Beautiful Trans Bareback Anal with Her New Boss

12 months ago

xHamster

secretary, dogging, bareback, shemale, small tits
13:03

Izzy Wilde And Kasey Kei In Security Boss Almost Caught Fucking New Hire In Office Elevator

12 months ago

ShemaleZ

stockings, threesome, boss
06:15

Tgirl Boss Buttholed By King Noires Dick - Eva Maxim

12 months ago

ShemaleZ

big cock
06:03

Tbabe Boss Fucks Her Hot Secretary With Kasey Kei

12 months ago

ShemaleZ

fetish
44:06

Italian Tranny Boss Manhandles Her Personal Male Sex Slave

12 months ago

PornHub

anal, shemale, cumshot, big cock, blowjob, italian
05:46

Trans Babysitter Caught Camming Naked By Boss With Jean Hollywood

12 months ago

ShemaleZ

bareback, caught, masturbation
08:09 86%

Your Boss Is a Homewrecker

1 year ago

xHamster

solo, amateur, cheating, boss
13:08

TRANSFIXED - Flirty Babysitter Brittney Kade Teases Hot Boss Dillon Diaz With Her Cock

1 year ago

xHamster

tease, big cock, shemale fucks guy
13:03

TRANSFIXED - Flirty Babysitter Brittney Kade Teases Hot Boss Dillon Diaz With Her Cock

1 year ago

PornHub

big tits, interracial
05:45

Eva Maxim In Tgirl Boss Buttholed By King Noires Dick 6 Min

1 year ago

ShemaleZ

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05:36

Itzel Saenz In Blonde Trans Latina Getting Barebacked By Her Boss 6 Min

1 year ago

TXXX

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13:08 71%

TRANSFIXED - Security Kasey Kei & Boss Izzy Wilde Almost Caught Fucking New Hire In Office Elevator

1 year ago

xHamster

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12:39

Pervert Caught Sniffing Boss

1 year ago

ShemaleZ

caught, big cock, boss
05:23

Big Black Dick Shemale Banging White Boss

1 year ago

ShemaleZ

BDSM, BBC, interracial, ebony, domination, boss
13:03

TRANSFIXED - Security Kasey Kei & Boss Izzy Wilde Almost Caught Fucking New Hire In Office Elevator

1 year ago

PornHub

threesome, office, caught
10:00

TS maid with bigass rimmed and barebacked by her boss

1 year ago

TXXX

bareback, amateur
05:36

Kasey Kei And Victoria Voxxx - Sexy Transgender Boss Fucks Her Curly Haired Secretary On The Desk 6 Min

1 year ago

TXXX

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06:03

Eva Maxim In Tgirl Boss Buttholed By King Noires Dick

1 year ago

ShemaleZ

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07:08

Trans Boss Fucks Petite Trans Maid

1 year ago

xHamster

beauty, amateur, femboy, maid
05:50

Kasey Kei And Izzy Wilde - Milf Fucked By Tgirl Boss N Ts Security 6 Min

1 year ago

ShemaleZ

shemale, threesome
06:03

Trans Boss Fucks Her Hot Secretary - Kasey Kei

1 year ago

ShemaleZ

boss, big cock
17:29

BIGGER titt rings to please my new boss.

1 year ago

xHamster

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05:36

Ts Boss Office Threesome Sex With Two Employers 6 Min - Eva Maxim

1 year ago

Upornia

office, big ass, interracial, shemale
06:44

Boss Fuck Me Ass Deep And Hard

1 year ago

Upornia

bareback, stockings, shemale, boss
05:36

Curvy Tranny Latina Getting Analed By Her Big Cock Boss In The Kitchen 6 Min With Ember Fiera

1 year ago

Upornia

big cock, latina, chubby, boss, kitchen
05:36

Nikki North In Brunette Tranny Boss Getting Fucked Doggy By A Employer 6 Min

1 year ago

TXXX

stockings, boss
05:36

Sexy Trans Babysitter Barebacks Her Hunk Boss 6 Min - Bailey Archer

1 year ago

Upornia

bareback, shemale fucks guy, shemale, boss
05:36

Jade Venus And Christy Love In Hot Tranny Boss Fucks Asian Milf 6 Min

1 year ago

Upornia

big ass, asian, big cock, interracial
05:36 86%

Trans Maid Emma Ink Fucks Her Married Boss's Virgin Ass

1 year ago

xHamster

homemade, couple, boss, shemale fucks guy, maid
05:36

Eva Maxim In Tgirl Boss Getting Analed By New Applicant 6 Min

1 year ago

Upornia

bareback, anal, boss
10:00

TS bigtitted maid pounded by her boss after work

1 year ago

TXXX

lingerie
08:34

Crossdressing Boss Fucked Petite Trans Maid Worker

1 year ago

xHamster

beauty, shemale, crossdresser, amateur, domination, maid
05:01

Boss Comes Home And Fucks Trans Babysitter 5 Min

1 year ago

Upornia

BDSM, small cock, big cock, boss
08:12 63%

Trans Maid Pleasures Her New Boss

1 year ago

xHamster

maid, shemale, bareback, beauty, small tits, boss
05:45

Victoria Shows Her Ts Boss, Kaysei Kei 6 Min

1 year ago

Upornia

lingerie, big cock
25:16

Pretty Office Trans Cums on Desk

1 year ago

xHamster

asshole, shemale, masturbation, solo, office, boss
15:42

Transex Secretary Giving Her Boss

1 year ago

ShemaleZ

shemale, secretary, boss
12:48

Smoking Naughty Trans Boss Dicked Down By Hunk

1 year ago

ShemaleZ

big cock, smoking
06:05

Trap Maid Roseboy Bottomed By Hunky New Boss

1 year ago

Upornia

ladyboy, stockings
08:34

Boss Fucks Petite Trans Maid

1 year ago

TXXX

stockings, amateur, shemale, lingerie, maid, boss
06:15

Trans maid throating her boss cock before riding it

1 year ago

TXXX

shemale, stockings, riding
12:00

Hottest Tattooed Trans Boss Gets Her Tight Ass Banged By The New Intern - Nadia Love

1 year ago

ShemaleZ

shemale, shemale fucks guy, big tits, big ass
05:08

Lady Boss Strokes Her Cock

1 year ago

ShemaleZ

solo
05:50

Trans Babysitter Mia Davina Anal By Boss 6 Min

1 year ago

ShemaleZ

masturbation, big cock, handjob, small cock, boss
11:43

Employees Stop Boss Assistant From Snitching 12 Min With Korra Del Rio, Zariah Aura And Leana Lovings

1 year ago

ShemaleZ

shemale and girl
05:10

Power Dressing: Channeling Your Inner Boss Babe

1 year ago

xHamster

homemade, boss
08:12 59%

Pretty Office Trans Cums on Desk

1 year ago

xHamster

masturbation, solo, shemale, asshole, outdoor
06:15

Lesbian tgirl waitress fucks her colleague after boss goes away

1 year ago

TXXX

fetish, lesbian
15:48

Transex Secretary Giving Her Boss

1 year ago

xHamster

blowjob, big ass, brazil, tattoo, secretary, boss
05:46

Tranny Babysitter Gets Fucked By Her Tranny Boss And Her Husband 6 Min - Jessy Dubai And Jean Hollywood

1 year ago

ShemaleZ

shemale, threesome, MILF, redhead, big cock, ass licking
05:23

Transsexual Boss Got Banged By Her Best Employee 6 Min With Natalie Mars

1 year ago

Upornia

shemale
12:46

Hot Trans Couple Spitroast Hunk Boss

1 year ago

ShemaleZ

ebony, threesome, couple, big tits, ass licking, boss
08:00

Transex Secretary Giving Her Boss

1 year ago

ShemaleZ

ebony
05:45

I Finally Fucked My Busty Ts Boss Asshole 6 Min

1 year ago

ShemaleZ

big tits
12:52

Hot Trans Couple Spitroast Hunk Boss - GenderXFilms

1 year ago

xHamster

couple
08:06

Transex Secretary Giving Her Boss

1 year ago

xHamster

secretary
39:33 88%

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

1 year ago

xHamster

blowjob, big cock, seduced, boss, bareback, hotel, anal
05:45

Ts Babysitter Assfucks Boss 6 Min With Holly Sweet And Tom Moore

1 year ago

ShemaleZ

big ass, boss, shemale fucks guy
12:17

Pervert Voyeur Caught Sniffing Boss Wife Brittney Kades Panty While Shes Showering!

1 year ago

ShemaleZ

wife, shower, panties, boss, voyeur
08:56

Office Sissy Slut Begged Sissygasm Break From Her Boss! Model Veronica

1 year ago

ShemaleZ

office, sissy, boss
09:47

Shemale Maid Is Doing Laundry And Horny Boss

1 year ago

ShemaleZ

maid, boss
13:11

Kellie Shaw And Kate Zoha In Teen Maid Gets Taken By Her Trans Boss

1 year ago

ShemaleZ

stockings, maid, boss, teen (18+)
06:42

Teen Maid Gets Taken By Her Trans Boss - Kate Zoha And Kellie Shaw

1 year ago

Upornia

maid, boss
05:09

Shiri Allwood In Elder Boss Anal Fucked By Ts Employee

1 year ago

ShemaleZ

boss
12:48

Tatted Trans Boss Orders Big Black Pe

1 year ago

Upornia

boss
08:35 69%

Boss Fucks Petite Trans Maid

1 year ago

xHamster

amateur, anal, maid, crossdresser, sissy, boss
12:18

TRANSFIXED - Pervert Voyeur Caught Sniffing Boss' Wife Brittney Kade's Panty While She's Showering!

1 year ago

TXXX

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09:36

Shemale Maid Takes A Bath And Analed By Her Boss 10 Min

1 year ago

ShemaleZ

maid, boss, bath
12:05

DEVILS TGIRLS - Hottest Tattooed Trans Boss Nadia Love Gets Her Tight Ass Banged By The New Intern

1 year ago

xHamster

boss
12:26

Security Caught Boss Fucking New Hire In Elevator & Wanna Join Them With Kasey Kei And Izzy Wilde

1 year ago

ShemaleZ

shemale and girl, caught, boss
16:02 50%

Dominated By My Female Boss - Indonesian Femdom With Awek Melayu

1 year ago

ShemaleZ

femdom, indonesian, boss
09:51

Busty Shemale Maid Fucks Her Boss While Her

1 year ago

ShemaleZ

maid, boss
13:53

Mateo Tomas - Heteroflexible - Cute Femboy Maid Katie Lingeries Tight Ass Gets Used By Straight Boss

1 year ago

ShemaleZ

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06:48

Teen maid Kate Zoha gets taken by her trans boss

1 year ago

xHamster

maid, boss
09:47

Horny Ts Maid Fucks Her Boss While Her Head Is

1 year ago

ShemaleZ

maid, boss
29:10 67%

Michael Del Ray, Del Ray And Domino Presley In Goes To Her Husbands Boss And Fucks Him To Let Her Husband Go Home Early

1 year ago

ShemaleZ

big tits, husband, ass licking, cumshot, big cock, boss, brunette
07:05 69%

Submit To Your Boss!

1 year ago

xHamster

mature, stockings, cumshot, boss
06:20

Big T And Brittney Kade - I Watch My Boss Busty Tgirl Wife Shower

1 year ago

ShemaleZ

wife, shower, boss
05:50

I Watch My Boss Busty Tgirl Wife Shower 6 Min

1 year ago

ShemaleZ

wife, shower, big cock, boss
08:35

Trans Maid Satisfies Her Boss With Deepthroath And Creampie 9 Min With Emma Ink

1 year ago

ShemaleZ

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09:47

Slut Ts Maid Enjoys Fucking Her Boss While

1 year ago

TXXX

maid, boss
13:29 77%

Mateo Tomas - Heteroflexible - Cute Femboy Maid Katie Lingeries Tight Ass Gets Used By Straight Boss

1 year ago

ShemaleZ

cute, maid, boss, femboy
10:10

Hot Trans Babysitter Barebacked By Horny Boss

1 year ago

ShemaleZ

boss
06:14

Dont You Dream Of Getting Sucked Like A Boss By This Sensual Transvestite?

1 year ago

ShemaleZ

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06:33

My Trans Boss Has A Very Good Cock. Part 3. She Fucks My Ass

1 year ago

ShemaleZ

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09:40

Busty Trans Maid Fucks Her Boss While Stuck On 10 Min - Spencer Bradley

1 year ago

ShemaleZ

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12:11

Korra Del Rio, Leana Lovings And Zariah Aura In Employees Stop Boss Assistant From Snitching

1 year ago

ShemaleZ

boss
10:06

Busty Shemale Babysitter Barebacked By Horny Boss

1 year ago

ShemaleZ

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05:07

Busty Tits Shemale Ass Fucking Fucks Boss In Office

1 year ago

ShemaleZ

office, boss

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