SHEMALE • BOSS 3,018 videos

Popular Latest Top rated

05:17

Big-titted shemale dominates boss

1 week ago

ShemaleMovie

domination, boss, shemale fucks guy
49:49 54%

Horny latina secretary seduces and dominates her weenie boss

3 years ago

TrannyOne

secretary, boss, office, seduced
04:42

Ts Atorney Fucking Busty Blond Boss 5 Min

2 years ago

Upornia

boss
06:15 93%

Raven-haired American shemale gives bald boss a dick

6 years ago

SexVidXXX

blowjob, facial, boss, anal
10:32

Fetish femdom lesbian sex in office with busty blonde lesbian boss

11 months ago

xTits

black, femdom, shemale, blowjob, creampie, lesbian, fetish
06:00

Asian MILF assistant satisfying TS boss

2 years ago

PornLib

boss
06:00

Trans Maid Pleasures Her New Boss - TransRoommates

4 months ago

HotMovs

mature, boss
41:08 85%

Shemale Foxy Angel Shows Whos the Boss

5 years ago

TXXX

blowjob, fetish, boss
41:33 73%

Shes The Boss

3 years ago

TrannyOne

shemale, office, boss
27:16 56%

Young Boss exposes his older secretary to a lustful slut!

3 years ago

TrannyOne

mature, secretary, slut, boss, shemale
06:31 70%

Dillon Diaz gets sexual punshment from transgender boss

1 year ago

AShemaleTube

boss
23:13 79%

Stockinged blonde tranny fucks and creampies her ass licking boss

7 years ago

TrannyOne

creampie, boss, anal
16:28 85%

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

3 years ago

TrannyOne

maid, big cock, boss, BBC
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
35:58 81%

Jaquelin Braxton Takes Down The Boss

6 years ago

ShemaleZ

MILF, big tits, BDSM, boss
06:00 53%

Transsexual office manager got a cock bigger than her bosss

12 years ago

BravoTube

office, boss
50:05

Hot Latina Secretaries Abuse And Dominate Their Boss

3 years ago

TrannyOne

shemale, secretary, boss, threesome
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

big tits, husband, ass licking, cumshot, big cock, boss, brunette
05:35

She-male secretary buttfuck tears up her boss

1 month ago

ShemaleTaxi

hardcore, shemale, boss
04:40 70%

Blonde Ts boss fucks redhead employee

5 years ago

ShemaleZ

boss
04:01 73%

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
05:11

Nikki Vicious, the tranny boss, gets down for a serious ass pounding.

1 week ago

AShemaleTube

boss
21:54 74%

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

8 months ago

TrannyOne

big cock, shemale, amateur, anal, boss
06:25 65%

Strict boss...! Warning or swallow sperm?

10 months ago

TrannyOne

big ass, amateur, swallow, sperm, boss
12:09 67%

Stunning Trans Boss Bangs Bbc Employee - Jade Venus

2 years ago

ShemaleZ

boss, BBC
02:41 80%

Rigid3d D3d Buttercoat Intense Office Threesome: Hot Slut Fucked by Two Huge Cocks, Deep Throat & Anal with My Bosses

3 weeks ago

$$ FapHouse

anal, 3D, boss
06:15 60%

Transgendered boss fucks her big tits secretary

4 months ago

AShemaleTube

big tits, boss, secretary
12:50 81%

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

8 months ago

ShemaleTaxi

black, anal, big ass, blonde, big cock, ass, BBC
24:37 44%

Like a Boss

10 years ago

xHamster

boss, small tits
07:00 71%

Her boss did not know that she is a shemale

11 years ago

AnyPorn

boss
17:08 80%

Patricia Shows Him Who Is Boss

3 months ago

AShemaleTube

shemale fucks guy, domination, shemale, blowjob, boss
2:09:24 92%

Shemales bosses

5 years ago

ShemaleZ

uniform, boss, shemale, blowjob
05:59 74%

My Boss Is A Transsexual!

6 years ago

ShemaleZ

domination, boss, shemale fucks guy
04:38 64%

Shemale Boss Whips And Fucks Worker

2 years ago

ShemaleZ

domination, boss
05:03 82%

Busty TS Boss Cums On Auditioner

3 years ago

TrannyOne

boss
25:56 86%

Big shemale shows guy whos the boss

5 years ago

ShemaleZ

redhead, boss
04:39 64%

Shemale boss fucks deep throat employee

5 years ago

ShemaleZ

boss
05:09 80%

Corrupted shemale agent fucks guy

4 years ago

BeMyHole

femdom, office, boss
02:02

Shemale Boss Fucking A Very Annoying Coworker

13 years ago

AnyPorn

boss
06:24 58%

Strict boss...! Warning or swallow sperm?

1 year ago

xHamster

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08:35 80%

The boss fucks the little trans maid

1 year ago

JizzBunker

french, bondage, maid, crossdresser, boss, solo
05:59 82%

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

4 years ago

HellPorno

office, babe, secretary, boss
17:27 50%

Shemale Boss

9 years ago

TXXX

small tits, boss, shemale fucks guy
07:05 69%

Submit To Your Boss!

1 year ago

xHamster

mature, stockings, cumshot, boss
19:02 94%

Spray it all over my face boss

11 months ago

TrannyOne

shemale, big cock, boss
04:53 83%

Tranny boss goddess anal fucks employee

4 years ago

BeMyHole

boss, shemale fucks guy
07:00 79%

Kinky Transsexual Boss Joanna Jet Fucking Blonde Babe Sarah Vandella

11 years ago

AnyPorn

boss
05:11

Natalie Mars, the tranny boss, getting it on with one of her workers

1 week ago

AShemaleTube

boss
39:55 69%

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

3 years ago

TrannyOne

fat, office, secretary, boss
06:01 64%

Raunchy Slender Boss Shemale Surprised A Muscular Worker With Nataly Gold

3 years ago

HClips

18, surprise, boss
07:37

Latina Trans Boss Jessy Dubai Finds Out Her Assistant Stole From Her And Dominates Her.The Big Tits Ts Facefucks Her And Fingers Her Cunt.She Bangs Her

1 year ago

BeMyHole

latina, big tits, blowjob, boss
07:45

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

5 days ago

ShemaleZ

threesome, blowjob, shemale, boss
18:27 87%

SHEMALE BOSS FUCKS HER EMPLOYEE

3 years ago

AShemaleTube

big tits, uniform, vintage, boss, shemale fucks guy, cumshot
06:01 82%

Strict Boss...! Warning Or Swallow Sperm?

1 year ago

BeMyHole

blowjob, german, short hair, sperm, swallow, cumshot, blonde
11:13

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

3 years ago

TrannyOne

gagging, boss
21:26 80%

Young Stud Gets Stuffed By Shemale Boss Joanna Jet

1 year ago

AShemaleTube

shemale fucks guy, boss
11:01

Genderx - Man Banged By Trans Boss To Save His Job

4 years ago

TXXX

gangbang, boss
12:54

TRANSFIXED - Kenna James Does Whatever It Takes To Make Her Hot Trans Boss Natalie Mars Happ

3 years ago

AShemaleTube

boss
06:11

TS boss gagging on employee's dick

6 years ago

xHamster

gagging, boss
05:09 65%

Blond Hair Babe Ts boss fucks redhead employee

5 years ago

XoZilla

latex, anal, fetish, bondage, BDSM, redhead, ladyboy
24:49

Huge-chested stellar brunette is my female domination boss

4 months ago

ShemaleMovie

shemale, blowjob, indian, boss
21:22 77%

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

3 years ago

TrannyOne

wife, boss
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
38:57 80%

Marissa Minx Transgendered Bosses

4 years ago

ShemaleZ

MILF, boss
11:50 67%

GenderX - Trans Boss Fucked in Office after Hours

4 years ago

BeMyHole

office, boss
12:01

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

1 year ago

AShemaleTube

boss, frottage
13:07 87%

Miran’s The Boss!

2 years ago

TXXX

japanese, boss, japanese uncensored, stockings, asian, solo
03:50

Shemale boss loves to fuck her male employees at work

4 years ago

YourLust

boss
26:59

Babysitter shemale fucks her boss and his friend!

3 years ago

AShemaleTube

big tits, boss
21:00 82%

Secret sheboy Secretary Opens pleasant butt For Boss

7 years ago

ShemaleZ

secretary, boss
05:03

Busty TS Ginger Boss Anal Fucks Man

4 years ago

BeMyHole

redhead, boss, shemale fucks guy
26:16 73%

Old boss with her tranny secretary

5 years ago

ShemaleZ

mature, creampie, fetish, outdoor, lingerie, uniform, ass to mouth
11:31

Man gets fucked by his boss

2 weeks ago

AShemaleTube

amateur, homemade, boss
01:34

Horny boss punish her employee

6 years ago

AnyPorn

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
05:04

Shemale boss anal fucks auditioner

4 years ago

BeMyHole

redhead, short hair, office, panties, boss, stockings
43:56 85%

Secretary gets her pussy plowed by her hung tranny boss

7 years ago

TrannyOne

secretary, boss, MILF
06:18 67%

Strict Boss...! Warning Or Swallow Sperm?

1 year ago

ShemaleZ

sperm, swallow, boss
06:10

Big tits tgirl boss Angelina Please anal

3 years ago

TXXX

boss
09:13

Ariel Demure In Dark Tgirl Roots Boss Gigantic Rod In Boar

1 year ago

TXXX

creampie, boss
06:15

Korra Del Rio Barebacking The Big Cock Boss

5 years ago

TrannyOne

boss
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, small tits
04:39

Tranny boss anal fuck pervert employee

5 years ago

ShemaleZ

domination, boss
05:32

Tall dominant tranny anal bangs her boss

7 years ago

TXXX

tall, boss
28:42

Boss has her cute tranny ass fucked

4 years ago

ShemaleZ

POV, boss, cute
27:51

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

3 years ago

TrannyOne

office, boss
15:07

Salome Gil, Porn Asmr Reaction, Transgender Boss Fucks Her Maids Asshole - W...

3 weeks ago

Beeg

lesbian, POV, anal, maid, ladyboy, cum in mouth, asshole
08:14

Transfixed - Boss Ana Foxxx’s Corporate gawp Turns to passion as Trans Korra Del Rio Proves Her Worth

2 days ago

ShemaleMovie

shemale and girl, big ass, boss
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
06:15

I finally fucked my busty ts boss asshole

1 year ago

TrannyGem

interracial, boss
36:36 67%

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

3 years ago

TrannyOne

office, boss
06:15

Unscheduled Meeting With The Boss, Scene #01

6 days ago

TXXX

cumshot, ebony, shemale and girl, boss
06:14

Trans boss let client bareback her ass

3 years ago

AShemaleTube

boss
16:58 79%

Boss futanari

6 months ago

AShemaleTube

amateur, futanari, shemale, boss
05:46

Boss Free-use Traditions Keeps It Steamy Brittney Kade 6 Min

3 days ago

ShemaleZ

shemale, 18, boss
11:39

Very freaky employee gets anally railed by his shemale boss

7 years ago

TrannyOne

boss
06:10

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

2 years ago

TrannyOne

bareback, boss
06:10

Big tits shemale boss Gracie Jane dick sucked and anal rides

2 years ago

TXXX

riding, boss
05:57

Guy Fuck Trans Busty Shemale Kellie Shaw Gets Anal Reamed By Her Black Boss

3 days ago

BeMyHole

big cock, ebony, domination
05:57

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

2 years ago

BeMyHole

stockings, fetish, lingerie, office, blonde, ass, deepthroat
32:46

Transgendered Bosses

5 years ago

Upornia

boss
04:37

Big Dick Ts Boss Fucking Employee

3 years ago

ShemaleZ

asian, boss, shemale fucks guy
06:00

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

2 years ago

GetTranny

boss
27:50 93%

Lady-man hammered By Boss And Secretary

5 years ago

ShemaleZ

secretary, boss, shemale
08:00

Seductive Boss Chanel Santini Gives Her Employee Tony A Fuck Lesson

7 months ago

xShemaleTube

lingerie, seduced, boss
24:38

Secret doll-twunk gorgeous Assistant Opens saucy assfuck For Manager

4 years ago

TrannyGem

doll, office, boss, ladyboy, cute
05:57

Sex And Two Busty Transsexual Boss Marissa Minx Barebacking An Employee

3 years ago

BeMyHole

office, clothed, boss
07:14 83%

Horny Secretary Inseminated By Boss!

1 year ago

ShemaleZ

stockings, secretary, boss, cumshot
03:34

On the desk of Boss

3 years ago

xHamster

mature, secretary, JOI, boss
05:26

Busty crimson headed ts pummeling her boss

1 month ago

ShemaleMovie

ladyboy, BDSM, boss
08:04

TS Nicolly Pantoja and Her Boss Bareback

5 years ago

AnyPorn

boss
07:52

Purple Haired Horny Trans Boss Ravaged On Desk

2 years ago

GetTranny

boss
20:11 93%

TRANSSEXUAL Lena Kelly Gets Vengeance on Porno Managers Cornhole

4 years ago

TrannyGem

femdom, anal, big ass, bondage, babe, ass, reality
06:16

Shemale Boss Fucked Her Stud Assistant

1 year ago

GetTranny

boss
05:23

Big Black Dick Shemale Banging White Boss

11 months ago

ShemaleZ

BDSM, BBC, interracial, ebony, domination, boss
26:13 94%

Boss Spurtingcumshotandcreamyhole

4 years ago

Upornia

asian, ladyboy, boss, POV
06:22

Big tits Shemale Boss fucks lucky guy

7 years ago

AShemaleTube

boss
24:00

Nearly any messy transgender princess Manager acquires banged In The Office

5 years ago

TrannyGem

lingerie, office, boss
06:13

She-male assistant pokes Her Boss

5 years ago

VideoSection

boss
04:40

Employee anal fucks shemale boss

5 years ago

ShemaleZ

boss

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