TRANNY • BOSS 1,152 videos

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35:58 81%

Jaquelin Braxton Takes Down The Boss

6 years ago

ShemaleZ

MILF, big tits, BDSM, boss
12:17 83%

TRANSFIXED - Employees Korra Del Rio & Leana Lovings Stop Boss' Assistant Zariah Aura From Snitching

1 year ago

xHamster

shemale, blowjob, shemale and girl, boss
41:08 85%

Shemale Foxy Angel Shows Whos the Boss

5 years ago

TXXX

blowjob, fetish, boss
48:39 81%

Shiri Allwood - Getting Ahead: Shiri Allwood Owns Her Boss, Dale Savage With Her Cock

4 years ago

ShemaleZ

stockings, fetish, BDSM, domination, boss
05:09 90%

Shemale Boss Fucks Deep Throat Employee

3 years ago

ShemaleZ

stockings, fetish, interracial, asian, BDSM, deepthroat, domination
04:40 70%

Blonde Ts boss fucks redhead employee

5 years ago

ShemaleZ

boss
12:09 67%

Stunning Trans Boss Bangs Bbc Employee - Jade Venus

2 years ago

ShemaleZ

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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

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05:43 83%

Shemale boss Franchezka fucking cleaning lady Nickey Huntsman

10 years ago

TXXX

boss
05:08 40%

My boss realized I wasn't a woman

3 months ago

xHamster

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06:11 91%

My TS boss just totally put her dick in my face

2 years ago

TXXX

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24:37 44%

Like a Boss

10 years ago

xHamster

boss, small tits
04:39 80%

Shemale boss anal fucks busty redhead

5 years ago

ShemaleZ

boss, BDSM, amateur
2:09:24 92%

Shemales bosses

5 years ago

ShemaleZ

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06:15 83%

My big tits TS boss put her dick in my face

2 years ago

TXXX

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25:56 86%

Big shemale shows guy whos the boss

5 years ago

ShemaleZ

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04:38 64%

Shemale Boss Whips And Fucks Worker

2 years ago

ShemaleZ

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18:29 65%

Japanese Boss Lady want to know how well the new intern fucks

2 years ago

xHamster

japanese, boss
04:39 64%

Shemale boss fucks deep throat employee

5 years ago

ShemaleZ

boss
05:59 74%

My Boss Is A Transsexual!

6 years ago

ShemaleZ

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08:15

Shemale Secretary Fucking Her Lady Boss

1 week ago

ShemaleZ

ebony, ass licking, shemale and girl, boss, lingerie, secretary
04:42

Ts Atorney Fucking Busty Blond Boss 5 Min

2 years ago

Upornia

boss
06:24 58%

Strict boss...! Warning or swallow sperm?

1 year ago

xHamster

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07:19 82%

Horny secretary inseminated by boss!

1 year ago

xHamster

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23:54 67%

Tranny servant and young boss

5 years ago

ShemaleZ

lingerie, uniform, boss, blowjob, mature
06:01 64%

Raunchy Slender Boss Shemale Surprised A Muscular Worker With Nataly Gold

3 years ago

HClips

18, surprise, boss
05:36

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

11 months ago

Upornia

big cock, latina, chubby, boss, kitchen
12:27 94%

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

1 year ago

TXXX

creampie, threesome, caught, masturbation, bareback, boss
34:32

Her boss has a suprise for her

5 years ago

TXXX

boss, shemale and girl
07:05 69%

Submit To Your Boss!

1 year ago

xHamster

mature, stockings, cumshot, boss
11:01

Genderx - Man Banged By Trans Boss To Save His Job

4 years ago

TXXX

gangbang, boss
2:09:24 80%

Shemales bosses

5 years ago

Upornia

shemale, blowjob, boss
07:59

Tranny Boss Joanna Jet Sets Employee On His Knees To Please Her Penis - Bang Shemale

2 years ago

TXXX

penis, boss
03:30

Boss's Daughter

6 years ago

xHamster

stockings, lingerie, boss
26:42 64%

Young Boss Tests His Mature Secretary's Cunt For Strength!

3 years ago

xHamster

russian, fisting, old and young (18+), food, secretary, boss, gape
39:33 86%

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
06:11

TS boss gagging on employee's dick

6 years ago

xHamster

gagging, boss
17:27 50%

Shemale Boss

9 years ago

TXXX

small tits, boss, shemale fucks guy
18:06

The Boss' Bathroom.

13 years ago

xHamster

bathroom, boss
05:36

Alexa Scout In Ts Girl Gets Buttfucked By Her New Boss

2 years ago

TXXX

boss
04:38

Shemale employee anal fucks boss

6 years ago

ShemaleZ

boss
19:49

Black shemale boss fucks her male employee

11 years ago

xHamster

black, boss
13:07 87%

Miran’s The Boss!

2 years ago

TXXX

japanese, boss, japanese uncensored, stockings, asian, solo
38:57 80%

Marissa Minx Transgendered Bosses

3 years ago

ShemaleZ

MILF, 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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38:55

Sexy boss marissa

5 years ago

TXXX

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10:06

Busty Ts Maid Analed By Her Horny Boss

2 years ago

ShemaleZ

maid, boss
04:00

Busted Watching Porn at Work Boss Punishes Bad Employee w Her Own Cock

10 years ago

TXXX

boss
06:18 67%

Strict Boss...! Warning Or Swallow Sperm?

1 year ago

ShemaleZ

sperm, swallow, boss
21:00 82%

Secret sheboy Secretary Opens pleasant butt For Boss

7 years ago

ShemaleZ

secretary, boss
05:45 80%

Trans Babysitter Gets Anal Fucked By Her Boss With Gianna Rivera

1 year ago

TXXX

blonde, boss
09:13

Ariel Demure In Dark Tgirl Roots Boss Gigantic Rod In Boar

1 year ago

TXXX

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04:39

Tranny boss anal fuck pervert employee

5 years ago

ShemaleZ

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04:55 86%

Tanned tranny boss punishes teacher

5 years ago

HClips

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06:10

Big tits tgirl boss Angelina Please anal

3 years ago

TXXX

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01:11 80%

Big Boss Becomes Dungeon Anal Whore With Corbin Dallas And Jessica Fox

3 years ago

Upornia

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05:45

Nikki North In Brunette Tranny Boss Masturbates And Anal Fucks In The Office

1 year ago

TXXX

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28:42

Boss has her cute tranny ass fucked

4 years ago

ShemaleZ

POV, boss, cute
05:32

Tall dominant tranny anal bangs her boss

7 years ago

TXXX

tall, boss
06:00

Mirans The Boss - TGirlJapan

4 years ago

ShemaleZ

boss, asian
09:47

Petite Ts Secretary Craves For Boss Big Hard Dick With Big Boss

2 days ago

ShemaleZ

shemale
08:15

Leilani Li And Destiny Mira - Ebony Shemale Fucks Her Boss

3 days ago

ShemaleZ

blowjob, ebony, secretary, ass licking
37:14

Latina Secretary And The Boss Have A Naughty Fling

3 years ago

HClips

mature, amateur, latina, secretary, webcam, boss
26:16 73%

Old boss with her tranny secretary

5 years ago

ShemaleZ

mature, creampie, fetish, outdoor, lingerie, uniform, ass to mouth
20:45

TS Boss Barebacks Guy, Cums on His Face

5 years ago

Upornia

blowjob, cumshot, boss, asian
27:50 93%

Lady-man hammered By Boss And Secretary

5 years ago

ShemaleZ

secretary, boss, shemale
04:37

Big Dick Ts Boss Fucking Employee

3 years ago

ShemaleZ

asian, boss, shemale fucks guy
03:34

On the desk of Boss

3 years ago

xHamster

mature, secretary, JOI, boss
03:31

Ts Nurse Natassia Bends her Boss over his Desk and Fucks his Ass

7 years ago

ShemaleZ

nurse, uniform, domination, boss, shemale fucks guy
32:46

Transgendered Bosses

5 years ago

Upornia

boss
06:31

Transgendered Boss Fucked In Her With Melanie Brooks

10 months ago

ShemaleZ

boss, handjob
05:23

Big Black Dick Shemale Banging White Boss

11 months ago

ShemaleZ

BDSM, BBC, interracial, ebony, domination, boss
07:45

Cliff Jensen, Kasey Kei And Shes Boss - Bodyguard Supervising His Shemale Boss While Shes Sucked Off 8 Min

2 days ago

ShemaleZ

threesome, blowjob, shemale
26:13 94%

Boss Spurtingcumshotandcreamyhole

4 years ago

Upornia

asian, ladyboy, boss, POV
06:05

Rough Ts Boss

2 years ago

ShemaleZ

domination, boss, shemale fucks guy
04:39

Tranny boss rough anal bangs muscled guy

5 years ago

ShemaleZ

muscle, boss
07:14 83%

Horny Secretary Inseminated By Boss!

1 year ago

ShemaleZ

stockings, secretary, boss, cumshot
28:50

Tranny bonks Her Boss In Her Mind

6 years ago

ShemaleZ

boss
20:07

Boss receives Double Teamed - Scene 1

6 years ago

ShemaleZ

mature, boss, double penetration
04:41

Man employee anal banged by shemale boss

6 years ago

ShemaleZ

domination, boss
04:40

Employee anal fucks shemale boss

5 years ago

ShemaleZ

boss
05:10 70%

Deepthroat Loving Ts Secretary Enjoys 69 With Boss In Office

2 years ago

ShemaleZ

office, 69, deepthroat, secretary, cum in mouth, boss
16:09

My Transgender Boss Invites Me On A Yacht Ride And Convinces Me To Fuck Outdoors

9 months ago

ShemaleZ

shemale, blowjob, big ass, outdoor, big tits, redhead, tattoo
05:50

I Watch My Boss Busty Tgirl Wife Shower 6 Min

1 year ago

ShemaleZ

wife, shower, big cock, boss
15:36

Problems At The Office Sometime acquire to Please The Boss

5 years ago

ShemaleZ

office, boss
06:10

Asian trans boss Kasey Kei pussy licking and bangs employee

2 years ago

TXXX

blowjob, ass licking, masturbation, boss
06:20 60%

Kasey Kei, Izzy Wilde And Big T - Milf Fucked By Tgirl Boss N Ts Security

1 year ago

ShemaleZ

stockings, MILF, shemale and girl, boss
09:36

Horny Boss Enjoy Fucking Shemale Babysitter Ass To Her Mouth - Ariel Demure

2 years ago

Upornia

ass to mouth, boss
05:42 42%

My boss s shemale wife seduced me

4 years ago

ShemaleZ

wife, seduced, boss
04:51

Chad Fucks Ts Boss Lena From Behind

4 years ago

xHamster

boss
12:34

Annoying Employer Flip Fucks Blonde Trans Boss

2 years ago

TXXX

boss
04:38

Tanned tranny anal fucks fucked up boss

6 years ago

ShemaleZ

domination, boss
04:31

Tranny Maid Is Barebacked By Her Boss - Jade Venus

2 years ago

ShemaleZ

maid, uniform, boss
05:18

Trangender domme shows sub whos the boss

5 years ago

ShemaleZ

latex, domination, boss
12:52

Kinky Trans Boss Dicks Down Curly Haired Beauty

1 year ago

xHamster

shemale and girl, boss
25:11

My Transexual Boss - Scene 1

6 years ago

ShemaleZ

boss, ass licking
05:50 70%

Johanna Badine In Latin Milf Shemale Sucked Off And Anals Boss

1 year ago

ShemaleZ

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11:15

Assistant Trixy Suck Her Boss And Fucked As

2 days ago

HClips

amateur, boss
09:06

Hornyempresskay - Rimming The Boss Ts Celine

2 years ago

ShemaleZ

stockings, ass licking, webcam, boss
20:22 77%

Nina Lawless Xxx - Nina Lawless - Smoking Boss Bitch

3 years ago

ShemaleZ

smoking, boss, solo
16:57

Stgreetingss manmale Boss

5 years ago

TXXX

blowjob, boss
05:08

Very Busty Tranny Goddess Ass Fucking Fucks Boss With Michael Vegas

3 years ago

ShemaleZ

fetish, boss
09:36

Shemale Babysitter Bareback Fucked By Horny Boss 10 Min - Ariel Demure

2 months ago

ShemaleZ

blowjob, boss, big ass, brunette
05:45

Ladyboy Boss Licks And Fucks New Secretary Applicants Pussy - Kasey Kei

2 years ago

ShemaleZ

secretary, boss
05:18

TS boss domination

5 years ago

ShemaleZ

BDSM, uniform, tattoo, boss, shemale fucks guy
06:12

Chad Diamond And Victoria Cakes In Showing Whos The Boss

2 years ago

Upornia

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04:40

Tranny boss in lingerie anal fucks employee

5 years ago

ShemaleZ

boss
04:56

Busty beautiful shemale anal fucks boss

5 years ago

ShemaleZ

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06:15

My Big Tits Ts Boss Put Her Dick In My Face

2 years ago

ShemaleZ

big tits, ass licking, boss
19:24

Girl like me, boss, knows many ways how to please

4 years ago

xHamster

blowjob, boss
12:09

Sexy Trans Boss Reprimands Hunk Employee - Nikki Vicious And Jayden Marcos

2 years ago

TXXX

boss
16:47 76%

Sissy secretary gets fucked in toilets by the Boss

5 years ago

ShemaleZ

toilet, secretary, sissy, boss
08:15

Huge tits shemale Brittney Kade gives boss a sloppy present

2 months ago

TXXX

boss, blowjob
31:23

Transgendered Bosses 3 - Eva Maxim

1 year ago

ShemaleZ

handjob, big ass, boss
06:15

Unscheduled Meeting With The Boss, Scene #01

3 days ago

TXXX

cumshot, ebony, shemale and girl, boss
04:38

Busty Shemale Binds And Fucks Boss

2 years ago

ShemaleZ

domination, boss
05:09 64%

Boss Cums In Her Employees Mouth

3 years ago

ShemaleZ

cum in mouth, domination, boss, cumshot
03:37

Boss Wanted To Fuck The Maid (trailer) With Bruna Butterfly

3 years ago

ShemaleZ

maid, boss
06:15 78%

Secretary ladyboy with big tits Tata pleases her boss with anal sex

4 years ago

TXXX

teen (18+), teen anal (18+), ladyboy, secretary, boss, asian
15:39

TRANSFIXED - Sexy Secretary Brittney Kade Gets FREE-USE Fucked At The Office For Boss's Birthday

2 months ago

xHamster

blowjob, office, big cock, secretary, bareback, boss, shemale fucks guy

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