SHEMALE • BOSS 2,930 videos

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41:08 89%

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

4 years ago

ShemaleZ

stockings, fetish, BDSM, domination, boss
49:49 53%

Horny latina secretary seduces and dominates her weenie boss

3 years ago

TrannyOne

secretary, boss, office, seduced
06:00 57%

Transsexual office manager got a cock bigger than her bosss

11 years ago

BravoTube

office, boss
08:35 83%

The boss fucks the little trans maid

11 months ago

JizzBunker

french, bondage, maid, crossdresser, boss, solo
24:51 55%

Exciting Compilation With the Sexiest Trans Maids Enjoying Their Bosses Dicks

1 year ago

AnySex

stockings, blowjob, big ass, big tits, maid, compilation, boss
05:33

Ladyboy Boss Barebacked

7 years ago

VipTube

boss
06:00

Asian MILF assistant satisfying TS boss

1 year ago

PornLib

boss
06:00

Shemale secretary sucked bosses dick

2 years ago

PornDr

secretary, reality, boss
08:00

Chad Diamond Gets A Sloppy Blowjob From His Hot Boss

1 week ago

Fuxxx

small cock
41:33 79%

Shes The Boss

3 years ago

TrannyOne

shemale, office, boss
06:31

Dillon Diaz gets sexual punshment from transgender boss

1 year ago

AShemaleTube

boss
27:16 60%

Young Boss exposes his older secretary to a lustful slut!

3 years ago

TrannyOne

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23:13 78%

Stockinged blonde tranny fucks and creampies her ass licking boss

7 years ago

TrannyOne

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16:28 83%

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

3 years ago

TrannyOne

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35:58 78%

Jaquelin Braxton Takes Down The Boss

5 years ago

ShemaleZ

MILF, big tits, BDSM, boss
21:54 73%

Shemale Porn Video Amateur Sex My Boss Is A Transgender She Comes Home Very Angry And Fucks My...

3 months ago

TrannyOne

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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

1 year ago

ShemaleZ

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12:09 64%

Stunning Trans Boss Bangs Bbc Employee - Jade Venus

2 years ago

ShemaleZ

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04:40

Blonde Ts boss fucks redhead employee

5 years ago

ShemaleZ

boss
50:05

Hot Latina Secretaries Abuse And Dominate Their Boss

3 years ago

TrannyOne

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04:01

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

2 years ago

GetTranny

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04:39

Shemale boss fucks deep throat employee

5 years ago

ShemaleZ

boss
12:50 81%

GenderXFilms - inked Trans boss Orders big black cock To Blow Her -

4 months ago

ShemaleTaxi

black, shemale, anal, big ass, blonde, big cock, ass
43:56

Secretary gets her pussy plowed by her hung tranny boss

7 years ago

TrannyOne

secretary, boss, MILF
05:09

Corrupted shemale agent fucks guy

4 years ago

BeMyHole

femdom, office, boss
24:37

Like a Boss

10 years ago

xHamster

boss, small tits
05:59 72%

My Boss Is A Transsexual!

6 years ago

ShemaleZ

domination, boss, shemale fucks guy
04:38

Shemale Boss Whips And Fucks Worker

2 years ago

ShemaleZ

domination, boss
2:09:24 92%

Shemales bosses

5 years ago

ShemaleZ

uniform, boss, shemale
27:51

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

3 years ago

TrannyOne

office, boss
05:03

Busty TS Boss Cums On Auditioner

3 years ago

TrannyOne

boss
25:56

Big shemale shows guy whos the boss

4 years ago

ShemaleZ

redhead, boss
04:42

Ts Atorney Fucking Busty Blond Boss 5 Min

2 years ago

Upornia

boss
06:24 59%

Strict boss...! Warning or swallow sperm?

1 year ago

xHamster

shemale, blowjob, sperm, swallow, boss
06:15

Trans maid in stockings gets by her boss after work

3 days ago

SomePorn

boss, maid
05:59 78%

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

4 years ago

HellPorno

office, babe, secretary, boss
19:02 96%

Spray it all over my face boss

7 months ago

TrannyOne

shemale, big cock, boss
02:02

Shemale Boss Fucking A Very Annoying Coworker

12 years ago

AnyPorn

boss
07:00 79%

Kinky Transsexual Boss Joanna Jet Fucking Blonde Babe Sarah Vandella

10 years ago

AnyPorn

boss
39:55 67%

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

3 years ago

TrannyOne

fat, office, secretary, boss
04:53

Tranny boss goddess anal fucks employee

4 years ago

BeMyHole

boss, shemale fucks guy
06:15 94%

Raven-haired American shemale gives bald boss a dick

5 years ago

SexVidXXX

blowjob, facial, boss
06:01 64%

Raunchy Slender Boss Shemale Surprised A Muscular Worker With Nataly Gold

3 years ago

HClips

18, surprise, boss
18:27 82%

SHEMALE BOSS FUCKS HER EMPLOYEE

3 years ago

AShemaleTube

big tits, uniform, vintage, boss, shemale fucks guy
17:27 47%

Shemale Boss

8 years ago

TXXX

small tits, boss, shemale fucks guy
2:09:24 77%

Shemales bosses

5 years ago

Upornia

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11:01

Genderx - Man Banged By Trans Boss To Save His Job

4 years ago

TXXX

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12:01

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

1 year ago

AShemaleTube

boss, frottage
11:13

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

3 years ago

TrannyOne

gagging, boss
39:33 83%

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

11 months ago

xHamster

blowjob, big cock, seduced, boss, bareback
38:57

Marissa Minx Transgendered Bosses

3 years ago

ShemaleZ

MILF, boss
01:34

Horny boss punish her employee

6 years ago

AnyPorn

boss
21:22 86%

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

2 years ago

TrannyOne

wife, boss
21:00 79%

Secret sheboy Secretary Opens pleasant butt For Boss

6 years ago

ShemaleZ

secretary, boss
06:18

Strict Boss...! Warning Or Swallow Sperm?

1 year ago

ShemaleZ

sperm, swallow, boss
07:05

Submit To Your Boss!

1 year ago

xHamster

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03:50

Shemale boss loves to fuck her male employees at work

4 years ago

YourLust

boss
05:58 84%

Teen Maid Kate Zoha Gets Taken By Her Trans Boss : Part 2

2 years ago

TrannyOne

teen (18+), teen anal (18+), maid, boss
05:04

Shemale boss anal fucks auditioner

4 years ago

BeMyHole

redhead, short hair, office, panties, boss, stockings
09:13

Ariel Demure In Dark Tgirl Roots Boss Gigantic Rod In Boar

1 year ago

TXXX

creampie, boss
07:00

Her boss did not know that she is a shemale

11 years ago

AnyPorn

boss
11:50

GenderX - Trans Boss Fucked in Office after Hours

4 years ago

BeMyHole

office, boss
28:42

Boss has her cute tranny ass fucked

4 years ago

ShemaleZ

POV, boss, cute
06:15

Korra Del Rio Barebacking The Big Cock Boss

5 years ago

TrannyOne

boss
04:39

Tranny boss anal fuck pervert employee

5 years ago

ShemaleZ

domination, boss
06:10

Big tits tgirl boss Angelina Please anal

3 years ago

TXXX

boss
06:15

TS boss lets BBC lover suck her cock before anal pounding

3 days ago

SomePorn

boss, BBC, anal, big cock
20:05 80%

Sexy shemale boss fuck visitor

8 years ago

DrTuber

ebony, 18, boss, shemale fucks guy
05:57

Intern Tells HR Trans Korra Del Rio That Everyone Fucks Ifo Her And Finds Out The Shemale Is Sucked Off

3 days ago

BeMyHole

boss, shemale and girl
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
06:26 50%

Dicky Office Girl Tata Hels Her Boss To Cum

1 year ago

DrTuber

blowjob, POV, ladyboy, office, boss, shemale and girl
05:35

Huge-titted super-sexy ladyboy anal fucks boss

5 years ago

HDSex

boss
26:16 68%

Old boss with her tranny secretary

5 years ago

ShemaleZ

mature, creampie, fetish, outdoor, lingerie, uniform, ass to mouth
08:09 93%

Your Boss Is a Homewrecker

6 months ago

xHamster

solo, amateur, cheating, boss
05:32

Tall dominant tranny anal bangs her boss

7 years ago

TXXX

tall, boss
05:57

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

2 years ago

BeMyHole

stockings, fetish, lingerie, office, blonde, ass, deepthroat
06:15

Petite TS maid got smashed by boss after shower

2 days ago

SomePorn

small tits, anal, stockings
06:11

TS boss gagging on employee's dick

6 years ago

xHamster

gagging, boss
06:10

Big tits shemale boss Gracie Jane dick sucked and anal rides

1 year ago

TXXX

riding, boss
06:15

Trans inked maid in stockings gets her assfucked by boss

2 days ago

SomePorn

deepthroat
03:03

Shemale gets fucked by her boss during a family affair in the office

1 year ago

JizzBunker

office, cartoon, boss
06:15

I finally fucked my busty ts boss asshole

11 months ago

TrannyGem

interracial, boss
24:38

Secret doll-twunk gorgeous Assistant Opens saucy assfuck For Manager

4 years ago

TrannyGem

doll, office, boss, ladyboy
32:46

Transgendered Bosses

5 years ago

Upornia

boss
05:50

I Watch My Boss Busty Tgirl Wife Shower 6 Min

1 year ago

ShemaleZ

wife, shower, big cock, boss
06:15

TS office secretary deepthroating her boss before anal fucked

3 days ago

SomePorn

boss, bareback, stockings
26:13 91%

Boss Spurtingcumshotandcreamyhole

3 years ago

Upornia

asian, ladyboy, boss
39:11

Shemale Porn Video Seductive Boss Chanel Santini Gives Her Employee Tony A Fuck Lesson For Being...

4 months ago

TrannyOne

shemale, boss, seduced, anal
13:07 87%

Miran’s The Boss!

2 years ago

TXXX

japanese, boss, japanese uncensored, stockings, asian, solo
05:23

Nerdy guy gets her ass banged by her TS boss

4 years ago

BeMyHole

boss
36:36

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

3 years ago

TrannyOne

office, boss
01:11 80%

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

2 years ago

Upornia

stockings, whore, boss, shemale fucks guy, BDSM
07:16

Sexy Thai-khmer maid with big balls abuse her boss

3 days ago

AShemaleTube

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10:00

TS maid with big ass rimmed and barebacked by boss

3 days ago

SomePorn

boss, amateur, anal
05:11

Big Tittied Blonde Boss TS Dominated

10 years ago

AShemaleTube

shemale and girl, domination, boss
24:56

TS lady boss has a new lover

13 years ago

AShemaleTube

boss
05:10

Tranny boss in lingerie anal fucks employee

5 years ago

AShemaleTube

boss
06:22

Big tits Shemale Boss fucks lucky guy

6 years ago

AShemaleTube

boss
06:00

Trans Maid Pleasures Her New Boss - TransRoommates

5 days ago

HotMovs

mature, boss
04:38

Tanned tranny anal fucks fucked up boss

5 years ago

ShemaleZ

domination, boss
22:07 58%

Curvaceous double cock Latina futa dominates and fucks her boss

7 years ago

TrannyOne

domination, futanari, boss, double penetration
06:15

Busty trans babysitter Morgan Bailey gets a blowjob by boss

1 year ago

AShemaleTube

blowjob, boss
06:14

My Boss dreamed To Eat My Ass After He Took Me Shopping, I Feed His Old Ass My Ebony bumhole, Filling Up My Ebony Ass With His Tongue, And displaying My Booty At The Mall Msnovember Reality on Sheisnovember

9 months ago

ShemaleTaxi

ebony, black, boss
04:37

Big Dick Ts Boss Fucking Employee

2 years ago

ShemaleZ

asian, boss, shemale fucks guy
07:14

Horny Secretary Inseminated By Boss!

1 year ago

ShemaleZ

stockings, secretary, boss, cumshot
05:26

Boss blowing man rod to shemale employee

2 years ago

ShemaleTaxi

ladyboy, facial, domination, taxi, boss
06:21

Maid trans nymph barebacked by her boss

2 years ago

ShemaleMovie

maid, boss
06:31

Transgendered Boss Fucked In Her With Melanie Brooks

6 months ago

ShemaleZ

boss, handjob
05:45

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

1 year ago

ShemaleZ

secretary, boss
04:31

Tranny Maid Is Barebacked By Her Boss - Jade Venus

2 years ago

ShemaleZ

maid, uniform, boss
04:56

Busty beautiful shemale anal fucks boss

5 years ago

ShemaleZ

boss
07:02

Black Boss Tranny Breeding White Man

4 years ago

AShemaleTube

boss, shemale fucks guy
54:54

Testing out my sissy pussy with 2XL Boss Hogg

2 days ago

JizzBunker

hardcore, crossdresser, sissy, huge dildo, webcam
04:34

Chad Fucks Ts Boss Lena From Behind

4 years ago

BeMyHole

boss
06:00

Angry Trans Boss Dicked Down By Clutsy Hunk Employeer - Nikki North Brody Kayman - Teaser Video

1 year ago

GetTranny

boss
06:20

Milf fucked by tgirl boss n ts security

1 year ago

TXXX

boss
20:22 73%

Nina Lawless Xxx - Nina Lawless - Smoking Boss Bitch

2 years ago

ShemaleZ

smoking, boss, solo
05:08

Very Busty Tranny Goddess Ass Fucking Fucks Boss With Michael Vegas

3 years ago

ShemaleZ

fetish, boss
10:00

Booty TS maid pleasing BBC boss after work for cash

3 days ago

SomePorn

money, fisting, BBC, big tits

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