SHEMALE • BOSS 2,886 videos

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41:08 83%

Shemale Foxy Angel Shows Whos the Boss

5 years ago

TXXX

blowjob, fetish, 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
49:49 40%

Horny latina secretary seduces and dominates her weenie boss

2 years ago

TrannyOne

secretary, boss, office
04:01

Ts Boss Fucks Him Hard And Fast In The Back Room - Melanie Brooks And Brook S

2 years ago

GetTranny

casting, boss, shemale fucks guy
05:09

Corrupted shemale agent fucks guy

3 years ago

BeMyHole

femdom, office, boss
07:00

Her boss did not know that she is a shemale

10 years ago

AnyPorn

boss
05:18

Employee Sucks Off Her Boss Massive tranny salami For Promotion

3 years ago

HDSex

boss
24:51

Exciting Compilation With the Sexiest Trans Maids Enjoying Their Bosses Dicks

7 months ago

AnySex

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06:00

Asian MILF assistant satisfying TS boss

1 year ago

PornLib

boss
41:33 83%

Shes The Boss

2 years ago

TrannyOne

shemale, office, boss
35:58 75%

Jaquelin Braxton Takes Down The Boss

5 years ago

ShemaleZ

MILF, big tits, BDSM, boss
16:28 81%

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

2 years ago

TrannyOne

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23:13 83%

Stockinged blonde tranny fucks and creampies her ass licking boss

6 years ago

TrannyOne

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27:16 59%

Young Boss exposes his older secretary to a lustful slut!

2 years ago

TrannyOne

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06:31

Dillon Diaz gets sexual punshment from transgender boss

7 months ago

AShemaleTube

boss
06:00

Transsexual office manager got a cock bigger than her bosss

11 years ago

BravoTube

office, boss
04:40

Blonde Ts boss fucks redhead employee

4 years ago

ShemaleZ

boss
22:07 63%

Curvaceous double cock Latina futa dominates and fucks her boss

6 years ago

TrannyOne

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2:09:24 91%

Shemales bosses

4 years ago

ShemaleZ

uniform, boss
12:09

Stunning Trans Boss Bangs Bbc Employee - Jade Venus

1 year ago

ShemaleZ

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05:09 75%

Blond Hair Babe Ts boss fucks redhead employee

4 years ago

XoZilla

latex, anal, fetish, bondage, BDSM, redhead, ladyboy
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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43:56

Secretary gets her pussy plowed by her hung tranny boss

7 years ago

TrannyOne

secretary, boss
17:27 50%

Shemale Boss

8 years ago

TXXX

small tits, boss, shemale fucks guy
06:31

Transgendered Boss Fucked In Her With Melanie Brooks

2 weeks ago

ShemaleZ

boss, handjob
50:05

Hot Latina Secretaries Abuse And Dominate Their Boss

2 years ago

TrannyOne

shemale, secretary, boss
25:20

My transsexual boss

3 years ago

ShemaleMovie

creampie, boss
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

domination, boss, shemale fucks guy
24:37

Like a Boss

9 years ago

xHamster

boss, small tits
04:38

Shemale Boss Whips And Fucks Worker

1 year ago

ShemaleZ

domination, boss
27:51

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

2 years ago

TrannyOne

office, boss
08:35

The boss fucks the little trans maid

6 months ago

JizzBunker

french, bondage, maid, crossdresser, boss
04:42

Ts Atorney Fucking Busty Blond Boss 5 Min

1 year ago

Upornia

boss
03:50

Shemale boss loves to fuck her male employees at work

4 years ago

YourLust

boss
06:24 64%

Strict boss...! Warning or swallow sperm?

8 months ago

xHamster

shemale, blowjob, sperm, swallow, boss
12:47

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

4 months ago

PornHub

threesome, boss, FFM
05:08

Asian Shemale Boss Anal Fucks Worker

2 years ago

GetTranny

boss
05:03

Busty TS Boss Cums On Auditioner

2 years ago

TrannyOne

boss
25:56

Big shemale shows guy whos the boss

4 years ago

ShemaleZ

redhead, boss
2:09:24 74%

Shemales bosses

4 years ago

Upornia

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04:53

Tranny boss goddess anal fucks employee

3 years ago

BeMyHole

boss
05:59 75%

Tranny boss ass fucks blonde girl on her first day at the job

3 years ago

HellPorno

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25:41

Horny guys fucking hot boss

4 years ago

ShemaleZ

boss
39:55 63%

Horny boss gets his old fat ass banged hard by the horny TS secretary

2 years ago

TrannyOne

fat, office, secretary, boss
07:00 75%

Kinky Transsexual Boss Joanna Jet Fucking Blonde Babe Sarah Vandella

10 years ago

AnyPorn

boss
11:01

Genderx - Man Banged By Trans Boss To Save His Job

3 years ago

TXXX

gangbang, boss
05:52

Trans chick boss gives her favorite employee the best anal fuck he ever had

4 years ago

BeMyHole

teen anal (18+), nipples, boss
02:02

Shemale Boss Fucking A Very Annoying Coworker

12 years ago

AnyPorn

boss
21:00 73%

Secret sheboy Secretary Opens pleasant butt For Boss

6 years ago

ShemaleZ

secretary, boss
06:18

Strict Boss...! Warning Or Swallow Sperm?

7 months ago

ShemaleZ

sperm, swallow, boss
06:01 63%

Raunchy Slender Boss Shemale Surprised A Muscular Worker With Nataly Gold

2 years ago

HClips

18, surprise, boss
28:42

Boss has her cute tranny ass fucked

3 years ago

ShemaleZ

POV, boss
38:57

Marissa Minx Transgendered Bosses

3 years ago

ShemaleZ

MILF, boss
12:01

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

6 months ago

AShemaleTube

boss, frottage
11:50

GenderX - Trans Boss Fucked in Office after Hours

3 years ago

BeMyHole

office, boss
20:05 80%

Sexy shemale boss fuck visitor

8 years ago

DrTuber

ebony, 18, boss, shemale fucks guy
06:15 93%

Raven-haired American shemale gives bald boss a dick

5 years ago

SexVidXXX

blowjob, facial, boss
18:27

SHEMALE BOSS FUCKS HER EMPLOYEE

2 years ago

AShemaleTube

big tits, uniform, vintage, boss, shemale fucks guy
11:13

Chrissina Lovegag In: Ultra Buxom Boss-Lady Bound and Gagged!

2 years ago

TrannyOne

gagging, boss
26:03

Mature Shemale Secretary Seduces Boss

2 months ago

PornHub

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05:57

TS Izzy Wilde Barebacks Coworker As Boss Fucks Her In 3some

1 year ago

BeMyHole

stockings, fetish, lingerie, office, blonde, ass, deepthroat
01:34

Horny boss punish her employee

6 years ago

AnyPorn

boss
13:07 89%

Miran’s The Boss!

2 years ago

TXXX

japanese, boss, japanese uncensored, stockings, asian
07:05

Submit To Your Boss!

6 months ago

xHamster

mature, stockings, cumshot, boss
06:26 48%

Dicky Office Girl Tata Hels Her Boss To Cum

1 year ago

DrTuber

blowjob, POV, ladyboy, office, boss, shemale and girl
26:59

Babysitter shemale fucks her boss and his friend!

2 years ago

AShemaleTube

big tits, boss
21:22 86%

TS Taboo #2: My Boss Wife: Aubrey Kate and Ruckus

2 years ago

TrannyOne

wife, boss
05:04

Shemale boss anal fucks auditioner

3 years ago

BeMyHole

redhead, short hair, office, panties, boss
06:10

Big tits tgirl boss Angelina Please anal

2 years ago

TXXX

boss
06:10

Big tits shemale boss Gracie Jane dick sucked and anal rides

1 year ago

TXXX

riding, boss
09:13

Ariel Demure In Dark Tgirl Roots Boss Gigantic Rod In Boar

11 months ago

TXXX

creampie, boss
06:10

T-girl nanny Jade Venus jerked off n barebacked by boss

1 year ago

TrannyOne

bareback, 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
26:13

Boss Spurtingcumshotandcreamyhole

3 years ago

Upornia

asian, ladyboy, boss
05:32

Tall dominant tranny anal bangs her boss

6 years ago

TXXX

tall, boss
05:35

Huge-titted super-sexy ladyboy anal fucks boss

4 years ago

HDSex

boss
32:46

Transgendered Bosses

4 years ago

Upornia

boss
05:23

Nerdy guy gets her ass banged by her TS boss

3 years ago

BeMyHole

boss
06:22

Big tits Shemale Boss fucks lucky guy

6 years ago

AShemaleTube

boss
12:30

Beautiful Trans Bareback Anal With Her New Boss

1 week ago

ShemaleZ

anal, bareback, beauty, MILF, boss
36:36

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

2 years ago

TrannyOne

office, boss
26:16 63%

Old boss with her tranny secretary

5 years ago

ShemaleZ

mature, creampie, fetish, outdoor, lingerie, uniform, ass to mouth
04:39

Tranny boss anal fuck pervert employee

5 years ago

ShemaleZ

domination, boss
05:10

Tranny boss in lingerie anal fucks employee

5 years ago

AShemaleTube

boss
06:20

Milf fucked by tgirl boss n ts security

8 months ago

TXXX

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05:50 65%

Johanna Badine In Latin Milf Shemale Sucked Off And Anals Boss

1 year ago

ShemaleZ

mature, mature anal, boss
24:56

TS lady boss has a new lover

12 years ago

AShemaleTube

boss
12:52

Kinky Trans Boss Dicks Down Curly Haired Beauty

1 year ago

xHamster

shemale and girl, boss
24:38

Secret doll-twunk gorgeous Assistant Opens saucy assfuck For Manager

4 years ago

TrannyGem

doll, office, boss
24:00

Nearly any messy transgender princess Manager acquires banged In The Office

4 years ago

TrannyGem

lingerie, office, boss
06:12

Chad Diamond And Victoria Cakes In Showing Whos The Boss

2 years ago

Upornia

boss, interracial
05:08

Very Busty Tranny Goddess Ass Fucking Fucks Boss With Michael Vegas

2 years ago

ShemaleZ

fetish, boss
09:06 27%

Sissy Secretary Seduces Boss

4 years ago

xHamster

secretary, sissy, boss
15:16

Chunky black shemale Paris bangs with her future hung boss

7 years ago

TrannyOne

black, boss
06:11

TS boss gagging on employee's dick

5 years ago

xHamster

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06:10

Small tits trans maid Claire Tenebrarum barebacked by boss

2 years ago

AShemaleTube

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05:25

Busty beautiful shemale anal fucks boss

5 years ago

AShemaleTube

boss, beauty
11:39

Very freaky employee gets anally railed by his shemale boss

6 years ago

TrannyOne

boss
06:13

She-male assistant pokes Her Boss

4 years ago

VideoSection

boss
39:12

Fucking the boss in the office

4 years ago

TrannyOne

office, boss
06:15

Korra Del Rio Barebacking The Big Cock Boss

4 years ago

TrannyOne

boss
07:02

Black Boss Tranny Breeding White Man

3 years ago

AShemaleTube

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05:54

Natural chick Sarah have sex with her boss transgirl Venus Lux

3 years ago

BeMyHole

natural, boss
05:21

Guy employee anal invasion boned by shemale boss

4 years ago

ShemaleMovie

boss, domination
08:11

The Bosses shemale Wife Was An impressive pummel

2 years ago

ShemaleMovie

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06:16

Shemale Boss Fucked Her Stud Assistant

6 months ago

GetTranny

boss
04:37

Big Dick Ts Boss Fucking Employee

2 years ago

ShemaleZ

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07:10

Boss TS fucking a stunning lady secretary

2 years ago

TrannyGem

orgasm, secretary, boss
41:33 61%

Shes The Boss Kenna James and shemale

3 years ago

Analdin

office, babe, erotic, boss, romantic
2:09:54

Transgender princesses Bosses

4 years ago

TrannyGem

boss
05:41

Boss tgirl casey kisses fucks nerd guys tight ass

6 years ago

JizzBunker

kissing, dutch, tight, boss
05:21

Ladyboy Boss

6 years ago

AShemaleTube

stockings, boss
03:12

Shemale Boss Cums

11 years ago

AShemaleTube

18, cumshot, boss
06:00

Ladyboy seduced by future boss big cock fucking and cumshot

5 years ago

TrannyGem

seduced, boss
24:30

Boss Overallsandacreampie

3 years ago

ShemaleZ

ladyboy, boss
06:01

Exotic TRANSSEXUAL maid anally hammered after seducing boss

2 years ago

TrannyOne

maid, seduced, boss
20:11 95%

TRANSSEXUAL Lena Kelly Gets Vengeance on Porno Managers Cornhole

4 years ago

TrannyGem

femdom, shemale, bondage, babe, ass, reality, boss
04:40

Employee anal fucks shemale boss

4 years ago

ShemaleZ

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

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