TRANNY • BOSS 1,184 videos

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04:55 83%

Tanned tranny boss punishes teacher

4 years ago

HClips

teacher, boss
05:09 89%

Shemale Boss Fucks Deep Throat Employee

2 years ago

ShemaleZ

fetish, BDSM, deepthroat, domination, boss
48:39 82%

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

3 years ago

ShemaleZ

stockings, fetish, BDSM, domination, boss
12:17 91%

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

8 months ago

xHamster

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41:08 83%

Shemale Foxy Angel Shows Whos the Boss

5 years ago

TXXX

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2:09:24 91%

Shemales bosses

4 years ago

ShemaleZ

uniform, boss
35:58 75%

Jaquelin Braxton Takes Down The Boss

5 years ago

ShemaleZ

MILF, big tits, BDSM, boss
04:40

Blonde Ts boss fucks redhead employee

4 years ago

ShemaleZ

boss
06:11 89%

My TS boss just totally put her dick in my face

1 year ago

TXXX

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04:42

Ts Atorney Fucking Busty Blond Boss 5 Min

1 year ago

Upornia

boss
06:15

My big tits TS boss put her dick in my face

1 year ago

TXXX

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29:10

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

6 months ago

ShemaleZ

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17:27 50%

Shemale Boss

8 years ago

TXXX

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18:29

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

2 years ago

xHamster

japanese, boss
12:09

Stunning Trans Boss Bangs Bbc Employee - Jade Venus

1 year ago

ShemaleZ

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24:37

Like a Boss

9 years ago

xHamster

boss, small tits
04:39

Shemale boss fucks deep throat employee

4 years ago

ShemaleZ

boss
05:59 76%

My Boss Is A Transsexual!

6 years ago

ShemaleZ

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06:31

Transgendered Boss Fucked In Her With Melanie Brooks

2 weeks ago

ShemaleZ

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04:39 82%

Shemale boss anal fucks busty redhead

4 years ago

ShemaleZ

boss
12:47

Hot Trans Couple Spitroast Hunk Boss - Jade Venus, Kasey Kei - GenderXFilms

4 months ago

PornHub

threesome, boss, FFM
05:43

Shemale boss Franchezka fucking cleaning lady Nickey Huntsman

9 years ago

TXXX

boss
11:39 73%

Office Fuck Up Gets Lucky With Shemale Boss Lady Janice Renee

8 months ago

xHamster

amateur, beauty, shemale, POV, anal, MILF, office
06:24 64%

Strict boss...! Warning or swallow sperm?

8 months ago

xHamster

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04:38

Shemale Boss Whips And Fucks Worker

1 year ago

ShemaleZ

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25:41

Horny guys fucking hot boss

4 years ago

ShemaleZ

boss
34:32

Her boss has a suprise for her

4 years ago

TXXX

boss
2:09:24 74%

Shemales bosses

4 years ago

Upornia

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12:27 92%

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

8 months ago

TXXX

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25:56

Big shemale shows guy whos the boss

4 years ago

ShemaleZ

redhead, boss
07:19

Horny secretary inseminated by boss!

10 months ago

xHamster

secretary, boss
11:01

Genderx - Man Banged By Trans Boss To Save His Job

3 years ago

TXXX

gangbang, boss
23:54

Tranny servant and young boss

4 years ago

ShemaleZ

lingerie, uniform, boss, blowjob
26:42

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

2 years ago

xHamster

mature, russian, fisting, old and young (18+), food, secretary, slut
17:54

How to Turn Your Boss Into a Bimbo

4 months ago

PornHub

solo, boss
06:50

Boss Fuck Me Ass Deep and Hard

2 months ago

xHamster

stockings, shemale, blowjob, thai, anal, big ass, ladyboy
06:01 63%

Raunchy Slender Boss Shemale Surprised A Muscular Worker With Nataly Gold

2 years ago

HClips

18, surprise, boss
06:18

Strict Boss...! Warning Or Swallow Sperm?

7 months ago

ShemaleZ

sperm, swallow, boss
28:42

Boss has her cute tranny ass fucked

3 years ago

ShemaleZ

POV, boss
21:00 73%

Secret sheboy Secretary Opens pleasant butt For Boss

6 years ago

ShemaleZ

secretary, boss
26:03

Mature Shemale Secretary Seduces Boss

2 months ago

PornHub

mature, shemale, mature anal, MILF, big tits, cartoon, seduced
04:38

Shemale employee anal fucks boss

5 years ago

ShemaleZ

boss
07:59

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

1 year ago

TXXX

penis, boss
18:06

The Boss' Bathroom.

12 years ago

xHamster

bathroom, boss
38:57

Marissa Minx Transgendered Bosses

3 years ago

ShemaleZ

MILF, boss
04:00

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

10 years ago

TXXX

boss
19:49

Black shemale boss fucks her male employee

10 years ago

xHamster

black, boss
07:05

Submit To Your Boss!

6 months ago

xHamster

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37:14

Latina Secretary And The Boss Have A Naughty Fling

2 years ago

HClips

mature, latina, big cock, secretary, webcam, boss
13:07 89%

Miran’s The Boss!

2 years ago

TXXX

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09:13

Ariel Demure In Dark Tgirl Roots Boss Gigantic Rod In Boar

11 months ago

TXXX

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06:10

Big tits tgirl boss Angelina Please anal

2 years ago

TXXX

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06:10

Big tits shemale boss Gracie Jane dick sucked and anal rides

1 year ago

TXXX

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05:36

Alexa Scout In Ts Girl Gets Buttfucked By Her New Boss

1 year ago

TXXX

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38:55

Sexy boss marissa

4 years ago

TXXX

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26:13

Boss Spurtingcumshotandcreamyhole

3 years ago

Upornia

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10:06

Busty Ts Maid Analed By Her Horny Boss

1 year ago

ShemaleZ

maid, boss
01:11 87%

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

2 years ago

Upornia

stockings, whore, boss, shemale fucks guy
03:30

Boss's Daughter

6 years ago

xHamster

stockings, lingerie, boss
12:18

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

6 months ago

TXXX

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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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20:45

TS Boss Barebacks Guy, Cums on His Face

4 years ago

Upornia

blowjob, cumshot, boss, asian
32:46

Transgendered Bosses

4 years ago

Upornia

boss
07:05

My trans boss has a very good dick. Part 2. I fuck her delicious ass

11 months ago

xHamster

homemade, big cock, boss, shemale fucks guy
05:32

Tall dominant tranny anal bangs her boss

6 years ago

TXXX

tall, boss
26:16 64%

Old boss with her tranny secretary

5 years ago

ShemaleZ

mature, creampie, fetish, outdoor, lingerie, uniform, ass to mouth
05:45

Trans Babysitter Gets Anal Fucked By Her Boss With Gianna Rivera

1 year ago

TXXX

blonde, boss
20:09 92%

Shemale Boss Karabella Fucks And Creampies The It Guy

1 year ago

ShemaleZ

stockings, creampie, fetish, lingerie, big cock, boss, shemale fucks guy
25:11

My Transexual Boss - Scene 1

5 years ago

ShemaleZ

boss, ass licking
39:33 77%

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

5 months ago

xHamster

blowjob, big cock, seduced, boss
12:52

Kinky Trans Boss Dicks Down Curly Haired Beauty

1 year ago

xHamster

shemale and girl, boss
06:20

Milf fucked by tgirl boss n ts security

8 months ago

TXXX

boss
05:50 65%

Johanna Badine In Latin Milf Shemale Sucked Off And Anals Boss

1 year ago

ShemaleZ

mature, mature anal, boss
12:34

Annoying Employer Flip Fucks Blonde Trans Boss

1 year ago

TXXX

boss
12:30

Beautiful Trans Bareback Anal With Her New Boss

1 week ago

ShemaleZ

anal, bareback, beauty, MILF, boss
04:39

Tranny boss rough anal bangs muscled guy

5 years ago

ShemaleZ

muscle, boss
05:42 36%

My boss s shemale wife seduced me

3 years ago

ShemaleZ

wife, seduced, boss
09:06 27%

Sissy Secretary Seduces Boss

4 years ago

xHamster

secretary, sissy, boss
21:28

Danielle Fox Is Tthellos dude Boss

5 years ago

ShemaleZ

boss
09:06

Hornyempresskay - Rimming The Boss Ts Celine

2 years ago

ShemaleZ

stockings, ass licking, webcam, boss
28:50

Tranny bonks Her Boss In Her Mind

5 years ago

ShemaleZ

boss
06:12

Chad Diamond And Victoria Cakes In Showing Whos The Boss

2 years ago

Upornia

boss, interracial
06:00

Mirans The Boss - TGirlJapan

3 years ago

ShemaleZ

boss
05:08

Very Busty Tranny Goddess Ass Fucking Fucks Boss With Michael Vegas

2 years ago

ShemaleZ

fetish, boss
12:09

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

2 years ago

TXXX

boss
03:37

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

2 years ago

ShemaleZ

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06:10

Asian trans boss Kasey Kei pussy licking and bangs employee

1 year ago

TXXX

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04:39

Shemale Boss Licks And Fucks Busty Babe 5 Min - Brenda Von Tease

10 months ago

ShemaleZ

boss
04:37

Big Dick Ts Boss Fucking Employee

2 years ago

ShemaleZ

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06:11

TS boss gagging on employee's dick

5 years ago

xHamster

gagging, boss
12:18

Eva Maxim In Smoking Hot Latina Trans Boss Dicked Down By Hunk Bbc 13 Min

1 year ago

ShemaleZ

smoking, BBC, boss
24:30

Boss Overallsandacreampie

3 years ago

ShemaleZ

ladyboy, boss
12:34

Saucy Redheaded Trans Boss Propostions Employee

2 years ago

TXXX

small cock, boss
04:40

Employee anal fucks shemale boss

4 years ago

ShemaleZ

boss
16:47 75%

Sissy secretary gets fucked in toilets by the Boss

5 years ago

ShemaleZ

toilet, secretary, sissy, boss
04:38

Tanned tranny anal fucks fucked up boss

5 years ago

ShemaleZ

domination, boss
06:15

My Big Tits Ts Boss Put Her Dick In My Face

1 year ago

ShemaleZ

big tits, ass licking, boss
20:22 74%

Nina Lawless Xxx - Nina Lawless - Smoking Boss Bitch

2 years ago

ShemaleZ

smoking, boss
05:18

Trangender domme shows sub whos the boss

5 years ago

ShemaleZ

latex, domination, boss
05:50

I Watch My Boss Busty Tgirl Wife Shower 6 Min

6 months ago

ShemaleZ

wife, shower, big cock, boss
19:24

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

3 years ago

xHamster

blowjob, boss
05:10 72%

Deepthroat Loving Ts Secretary Enjoys 69 With Boss In Office

1 year ago

ShemaleZ

office, 69, deepthroat, secretary, cum in mouth, boss
21:05

TS Boss Barebacks Guy, Cums on His Face

5 years ago

ShemaleZ

boss
06:15

Draven Navarro & TS Foxxy in Transgendered Bosses, Scene #02 - GenderX

4 years ago

TXXX

boss
19:42

TS Lena Kelly Gets Revenge on Porn Bosss Asshole

5 years ago

ShemaleZ

BDSM, asshole, boss
06:11

Colby Jansen Fucked His Transgender Boss, Natalie Mars

4 years ago

ShemaleZ

boss
07:02

Boss Louise Gets Tranny Intern Facial

3 years ago

ShemaleZ

facial, boss
16:57

Stgreetingss manmale Boss

4 years ago

TXXX

blowjob, boss
10:10

Trans Babysitter Anal Fucked By Horny Boss

1 year ago

ShemaleZ

anal, boss
05:46

Johanna Badine - Latina Trans Sucks Boss Big Cock Through Gloryhole

1 year ago

ShemaleZ

gloryhole, latina, ass licking, boss
06:00

Busty ts babysitter anal rides her boss while he sucks her

4 years ago

ShemaleZ

outdoor, boss
04:31

Tranny Maid Is Barebacked By Her Boss - Jade Venus

1 year ago

ShemaleZ

maid, uniform, boss
31:23

Transgendered Bosses 3 - Eva Maxim

1 year ago

ShemaleZ

handjob, big ass, boss
27:50 93%

Lady-man hammered By Boss And Secretary

4 years ago

ShemaleZ

secretary, boss
04:51

Chad Fucks Ts Boss Lena From Behind

3 years ago

xHamster

boss
13:07

Tranny Art Tranny In Office Suite Fucking The Boss In The As

2 years ago

ShemaleZ

office, boss
04:39

Busty shemale boss anal fucks employee

4 years ago

ShemaleZ

boss
04:56

Busty beautiful shemale anal fucks boss

4 years ago

ShemaleZ

boss
05:08

Shemale Employee Ass Sex Fucks Boss - Michael Vegas

2 years ago

ShemaleZ

MILF, domination, boss
1:04:04

Bigg Boss Tamil - Season 2 - DAY 12

6 years ago

xHamster

boss

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