TRANNY • BOSS 1,178 videos

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2:01:39

Waaa-480 The Perverted Sexual Harassment Boss She Hates Teases Her Nipples And Makes Her Erect Penis Stick Out! A Shemale Office Lady, Shiori Hirate, Is Humiliated And Made To Cum Over And Over Again

3 months ago

ShemaleZ

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12:17 84%

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
35:58 81%

Jaquelin Braxton Takes Down The Boss

6 years ago

ShemaleZ

MILF, big tits, BDSM, boss
05:09 90%

Shemale Boss Fucks Deep Throat Employee

3 years ago

ShemaleZ

stockings, fetish, interracial, asian, BDSM, deepthroat, domination
18:29 67%

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

3 years ago

xHamster

japanese, boss
2:01:54 46%

Waaa-441 Shemale Gal Ol Gets Harassed By Kneading Her Penis! Two Slutty Bosses Train Her To Orgasm With Anal Sex! Ram Ichinose - Hatano Yui, Yui Ichinose And Otsuki Hibiki

6 months ago

ShemaleZ

shemale, train, anal, threesome, fetish, asian, orgasm
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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05:08 40%

My boss realized I wasn't a woman

4 months ago

xHamster

couple, bondage, BDSM, group, orgy, domination, boss
2:16:10 51%

Honda Momo And Momo Honda - Ktb-094 My Crossdressing Lesbian Diary With My Girlfriend When I Soiled My Pants, My Female Boss Lent Me Her Skirt... The Tingly Feel Of The Lining Of The Skirt Made Me Get An Erection And I Became A Girl And Had Lesbian S

3 weeks ago

ShemaleZ

shemale, lesbian, asian, crossdresser, shemale and girl, girlfriend, skirt
06:15 83%

My big tits TS boss put her dick in my face

2 years ago

TXXX

ass to mouth, big cock, bareback, 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
04:40 70%

Blonde Ts boss fucks redhead employee

5 years ago

ShemaleZ

boss
06:11 88%

My TS boss just totally put her dick in my face

2 years ago

TXXX

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05:43 75%

Shemale boss Franchezka fucking cleaning lady Nickey Huntsman

10 years ago

TXXX

boss
07:19 83%

Horny secretary inseminated by boss!

1 year ago

xHamster

secretary, boss
04:39 80%

Shemale boss anal fucks busty redhead

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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04:39 64%

Shemale boss fucks deep throat employee

5 years ago

ShemaleZ

boss
2:09:24 92%

Shemales bosses

5 years ago

ShemaleZ

uniform, boss, shemale, blowjob
10:10

Stress Shemale Gets Analed By Boss To Feel Relieve

2 months ago

ShemaleZ

anal, bareback, boss
05:59 72%

My Boss Is A Transsexual!

6 years ago

ShemaleZ

domination, boss, shemale fucks guy
09:30 83%

Latina Trans Maid Succumbs To Boss Weenie

10 months ago

HClips

amateur, latina, big cock, boss, maid
39:33 87%

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

1 year ago

xHamster

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25:56 86%

Big shemale shows guy whos the boss

5 years ago

ShemaleZ

redhead, boss
07:05 69%

Submit To Your Boss!

1 year ago

xHamster

mature, stockings, cumshot, boss
07:14 86%

Horny Secretary Inseminated By Boss!

1 year ago

ShemaleZ

stockings, secretary, boss, cumshot
2:09:24 80%

Shemales bosses

5 years ago

Upornia

shemale, blowjob, boss
12:09 67%

Stunning Trans Boss Bangs Bbc Employee - Jade Venus

2 years ago

ShemaleZ

boss, BBC
04:42 83%

Ts Atorney Fucking Busty Blond Boss 5 Min

2 years ago

Upornia

boss
26:42 65%

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

3 years ago

xHamster

russian, fisting, old and young (18+), food, secretary, boss, gape
17:27 50%

Shemale Boss

9 years ago

TXXX

small tits, boss, shemale fucks guy
06:24 56%

Strict boss...! Warning or swallow sperm?

1 year ago

xHamster

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12:27 94%

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

1 year ago

TXXX

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23:54 69%

Tranny servant and young boss

5 years ago

ShemaleZ

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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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06:01 63%

Raunchy Slender Boss Shemale Surprised A Muscular Worker With Nataly Gold

3 years ago

HClips

18, surprise, boss
34:32

Her boss has a suprise for her

5 years ago

TXXX

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05:35 93%

Blowing the gigantic cock of the boss to get the job - Blowjob Interview! - HQ 3D Animation

5 months ago

xHamster

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07:59

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

2 years ago

TXXX

penis, boss
05:32

Tall dominant tranny anal bangs her boss

7 years ago

TXXX

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05:36

Alexa Scout In Ts Girl Gets Buttfucked By Her New Boss

2 years ago

TXXX

boss
24:37 44%

Like a Boss

10 years ago

xHamster

boss, small tits
05:45 81%

Trans Babysitter Gets Anal Fucked By Her Boss With Gianna Rivera

2 years ago

TXXX

blonde, boss
03:30

Boss's Daughter

6 years ago

xHamster

stockings, lingerie, boss
03:31

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

7 years ago

ShemaleZ

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11:01

Genderx - Man Banged By Trans Boss To Save His Job

4 years ago

TXXX

gangbang, 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
06:00

Mirans The Boss - TGirlJapan

4 years ago

ShemaleZ

boss, asian
18:06

The Boss' Bathroom.

13 years ago

xHamster

bathroom, boss
06:20

Im watching my boss big tits tgirl wife Brittney Kade shower

1 year ago

TXXX

wife, shower, boss
04:00

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

10 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
38:57 80%

Marissa Minx Transgendered Bosses

4 years ago

ShemaleZ

MILF, boss
06:11

TS boss gagging on employee's dick

6 years ago

xHamster

gagging, boss
26:16 75%

Old boss with her tranny secretary

5 years ago

ShemaleZ

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06:10

Big tits tgirl boss Angelina Please anal

3 years ago

TXXX

boss
06:18 67%

Strict Boss...! Warning Or Swallow Sperm?

1 year ago

ShemaleZ

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38:55

Sexy boss marissa

5 years ago

TXXX

stockings, boss, shemale fucks guy
10:06

Busty Ts Maid Analed By Her Horny Boss

2 years ago

ShemaleZ

maid, boss
09:13

Ariel Demure In Dark Tgirl Roots Boss Gigantic Rod In Boar

1 year ago

TXXX

creampie, boss
20:45

TS Boss Barebacks Guy, Cums on His Face

5 years ago

Upornia

blowjob, cumshot, boss, asian
28:42

Boss has her cute tranny ass fucked

4 years ago

ShemaleZ

POV, boss, cute
21:00 83%

Secret sheboy Secretary Opens pleasant butt For Boss

7 years ago

ShemaleZ

secretary, boss
37:14

Latina Secretary And The Boss Have A Naughty Fling

3 years ago

HClips

mature, amateur, latina, secretary, webcam, boss
04:39

Tranny boss anal fuck pervert employee

5 years ago

ShemaleZ

domination, boss
05:45

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

1 year ago

TXXX

anal, office, bareback, boss
20:09 93%

Shemale Boss Karabella Fucks And Creampies The It Guy

2 years ago

ShemaleZ

stockings, creampie, big ass, fetish, lingerie, big cock, bareback
13:07 87%

Miran’s The Boss!

2 years ago

TXXX

japanese, boss, japanese uncensored, stockings, asian, solo
04:40

Employee anal fucks shemale boss

5 years ago

ShemaleZ

boss
08:12 63%

Trans Maid Pleasures Her New Boss

1 year ago

xHamster

maid, shemale, bareback, beauty, small tits, boss
04:37

Big Dick Ts Boss Fucking Employee

3 years ago

ShemaleZ

asian, boss, shemale fucks guy
04:39

Tranny boss rough anal bangs muscled guy

6 years ago

ShemaleZ

muscle, boss
04:55 87%

Tanned tranny boss punishes teacher

5 years ago

HClips

teacher, boss
27:50 93%

Lady-man hammered By Boss And Secretary

5 years ago

ShemaleZ

secretary, boss, shemale
01:11 80%

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

3 years ago

Upornia

stockings, whore, boss, shemale fucks guy, BDSM
06:10

Big tits shemale boss Gracie Jane dick sucked and anal rides

2 years ago

TXXX

riding, boss
32:46

Transgendered Bosses

5 years ago

Upornia

boss
26:13 94%

Boss Spurtingcumshotandcreamyhole

4 years ago

Upornia

asian, ladyboy, boss, POV
04:41

Man employee anal banged by shemale boss

6 years ago

ShemaleZ

domination, boss
05:50

I Watch My Boss Busty Tgirl Wife Shower 6 Min

1 year ago

ShemaleZ

wife, shower, big cock, boss
28:50

Tranny bonks Her Boss In Her Mind

6 years ago

ShemaleZ

boss
09:36

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

2 years ago

Upornia

ass to mouth, boss
21:28

Danielle Fox Is Tthellos dude Boss

6 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
04:31

Tranny Maid Is Barebacked By Her Boss - Jade Venus

2 years ago

ShemaleZ

maid, uniform, boss
04:00

The Boss is No Match

9 years ago

TXXX

boss
06:10

Asian trans boss Kasey Kei pussy licking and bangs employee

2 years ago

TXXX

blowjob, ass licking, masturbation, boss
15:36

Problems At The Office Sometime acquire to Please The Boss

5 years ago

ShemaleZ

office, boss
04:51

Chad Fucks Ts Boss Lena From Behind

4 years ago

xHamster

boss
05:50 70%

Johanna Badine In Latin Milf Shemale Sucked Off And Anals Boss

2 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
06:00

Busty ts babysitter anal rides her boss while he sucks her

5 years ago

ShemaleZ

outdoor, boss
20:22 79%

Nina Lawless Xxx - Nina Lawless - Smoking Boss Bitch

3 years ago

ShemaleZ

smoking, boss, solo
09:06

Hornyempresskay - Rimming The Boss Ts Celine

3 years ago

ShemaleZ

stockings, ass licking, webcam, boss
05:42 46%

My boss s shemale wife seduced me

4 years ago

ShemaleZ

wife, seduced, boss
12:34

Annoying Employer Flip Fucks Blonde Trans Boss

2 years ago

TXXX

boss
16:57

Stgreetingss manmale Boss

5 years ago

TXXX

blowjob, boss
04:38

Tanned tranny anal fucks fucked up boss

6 years ago

ShemaleZ

domination, boss
05:08

Very Busty Tranny Goddess Ass Fucking Fucks Boss With Michael Vegas

3 years ago

ShemaleZ

fetish, boss
12:39

Purple Haired Horny Trans Boss Ravaged On Desk

2 years ago

xHamster

latina, boss
16:09

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

10 months ago

ShemaleZ

shemale, blowjob, big ass, outdoor, big tits, redhead, tattoo
12:52

Kinky Trans Boss Dicks Down Curly Haired Beauty

2 years ago

xHamster

shemale and girl, boss
07:13

Hot Shemale Franshesca Fucking her Boss s Ass on Webcam

4 years ago

xHamster

boss
06:12

Chad Diamond And Victoria Cakes In Showing Whos The Boss

3 years ago

Upornia

boss, interracial, black
05:09 64%

Boss Cums In Her Employees Mouth

3 years ago

ShemaleZ

cum in mouth, domination, boss, cumshot
20:07

Boss receives Double Teamed - Scene 1

7 years ago

ShemaleZ

mature, boss, double penetration
05:18

Trangender domme shows sub whos the boss

6 years ago

ShemaleZ

latex, domination, boss
06:05

Rough Ts Boss

2 years ago

ShemaleZ

domination, boss, shemale fucks guy
25:11

My Transexual Boss - Scene 1

6 years ago

ShemaleZ

boss, ass licking
24:30 96%

Boss Overallsandacreampie

4 years ago

ShemaleZ

ladyboy, boss, asian, creampie, POV
04:31

Tranny Boss Facefucks With Barebacks Ebony E With Jade Venus

1 year ago

ShemaleZ

boss, ebony
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
06:31

Transgendered Boss Fucked In Her With Melanie Brooks

11 months ago

ShemaleZ

boss, handjob
31:23

Transgendered Bosses 3 - Eva Maxim

2 years ago

ShemaleZ

handjob, big ass, boss
19:24

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

4 years ago

xHamster

blowjob, boss
04:56

Busty beautiful shemale anal fucks boss

5 years ago

ShemaleZ

boss
21:05

TS Boss Barebacks Guy, Cums on His Face

6 years ago

ShemaleZ

boss, bareback
41:22 86%

Maid receives poked By Her Boss

5 years ago

TXXX

maid, uniform, boss

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