SHEMALE • BOSS 2,986 videos

Popular Latest Top rated

41:08 90%

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 54%

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
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
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
03:50

Shemale boss loves to fuck her male employees at work

4 years ago

YourLust

boss
05:35

Huge-titted super-sexy ladyboy anal fucks boss

4 years ago

HDSex

boss
20:05 80%

Sexy shemale boss fuck visitor

8 years ago

DrTuber

ebony, 18, boss, shemale fucks guy
10:32

Fetish femdom lesbian sex in office with busty blonde lesbian boss

6 months ago

xTits

black, femdom, shemale, blowjob, creampie, lesbian, fetish
04:00

Secretary with green hair plays along with shemale boss

5 years ago

PornIdXXX

secretary, boss
05:33

Ladyboy Boss Barebacked

7 years ago

VipTube

boss
41:33 78%

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 62%

Young Boss exposes his older secretary to a lustful slut!

3 years ago

TrannyOne

mature, secretary, slut, boss, shemale
23:13 78%

Stockinged blonde tranny fucks and creampies her ass licking boss

7 years ago

TrannyOne

creampie, boss, anal
21:54 76%

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

3 months ago

TrannyOne

big cock, shemale, amateur, anal, boss
16:28 83%

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

3 years ago

TrannyOne

maid, big cock, boss, BBC
35:58 77%

Jaquelin Braxton Takes Down The Boss

5 years ago

ShemaleZ

MILF, big tits, BDSM, boss
12:09

Stunning Trans Boss Bangs Bbc Employee - Jade Venus

2 years ago

ShemaleZ

boss, BBC
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

11 months ago

ShemaleZ

shemale, big tits, husband, ass licking, cumshot, big cock, boss
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

shemale, secretary, boss
04:39

Shemale boss fucks deep throat employee

5 years ago

ShemaleZ

boss
12:50 80%

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

3 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
2:09:24 92%

Shemales bosses

5 years ago

ShemaleZ

uniform, boss, shemale
07:00

Her boss did not know that she is a shemale

10 years ago

AnyPorn

boss
04:38

Shemale Boss Whips And Fucks Worker

2 years ago

ShemaleZ

domination, boss
27:51

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

3 years ago

TrannyOne

office, boss
05:06

Busty shemale fucks new boss

2 days ago

UiPorn

big tits
08:35 82%

The boss fucks the little trans maid

11 months ago

JizzBunker

french, bondage, maid, crossdresser, boss, solo
06:03

Talented Ts Maid Made Boss Comfortable On Bed

2 days ago

GetTranny

blonde, shemale, lingerie, big ass
05:48

Transsexual babysitter Aspen Brooks entices her boss which leads into sex

Today

ShemaleMovie

shemale, teen (18+)
25:56

Big shemale shows guy whos the boss

4 years ago

ShemaleZ

redhead, boss
25:41

Horny guys fucking hot boss

5 years ago

ShemaleZ

boss
07:00 78%

Kinky Transsexual Boss Joanna Jet Fucking Blonde Babe Sarah Vandella

10 years ago

AnyPorn

boss
05:59 76%

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

4 years ago

HellPorno

office, babe, secretary, boss
17:27 47%

Shemale Boss

8 years ago

TXXX

small tits, boss, shemale fucks guy
07:16

Office T woman stretches her caboose for her boss

8 months ago

ShemaleTaxi

anal, beauty, boss
39:55 63%

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

3 years ago

TrannyOne

fat, office, secretary, boss
02:02

Shemale Boss Fucking A Very Annoying Coworker

12 years ago

AnyPorn

boss
03:03

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

11 months ago

JizzBunker

office, cartoon, boss
04:53

Tranny boss goddess anal fucks employee

4 years ago

BeMyHole

boss, shemale fucks guy
06:01 64%

Raunchy Slender Boss Shemale Surprised A Muscular Worker With Nataly Gold

3 years ago

HClips

18, surprise, boss
12:01

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

11 months ago

AShemaleTube

boss, frottage
06:15 94%

Raven-haired American shemale gives bald boss a dick

5 years ago

SexVidXXX

blowjob, facial, boss
07:50

The Boss's wifey My dirty Secret

1 month ago

ShemaleMovie

shemale, wife, BDSM, cumshot, blonde, domination, boss
18:27

SHEMALE BOSS FUCKS HER EMPLOYEE

3 years ago

AShemaleTube

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11:01

Genderx - Man Banged By Trans Boss To Save His Job

4 years ago

TXXX

gangbang, boss
2:09:24 76%

Shemales bosses

5 years ago

Upornia

shemale, blowjob, boss
19:02 96%

Spray it all over my face boss

6 months ago

TrannyOne

shemale, big cock, boss
38:57

Marissa Minx Transgendered Bosses

3 years ago

ShemaleZ

MILF, boss
11:13

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

3 years ago

TrannyOne

gagging, boss
21:00 79%

Secret sheboy Secretary Opens pleasant butt For Boss

6 years ago

ShemaleZ

secretary, boss
39:33 83%

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

10 months ago

xHamster

blowjob, big cock, seduced, boss, bareback
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
16:58

Boss futanari

1 month ago

AShemaleTube

amateur, futanari, shemale, boss
11:50

GenderX - Trans Boss Fucked in Office after Hours

4 years ago

BeMyHole

office, boss
05:04

Shemale boss anal fucks auditioner

4 years ago

BeMyHole

redhead, short hair, office, panties, boss, stockings
06:15

I finally fucked my busty ts boss asshole

10 months ago

TrannyGem

interracial, boss
06:18

Strict Boss...! Warning Or Swallow Sperm?

1 year ago

ShemaleZ

sperm, swallow, boss
09:13

Ariel Demure In Dark Tgirl Roots Boss Gigantic Rod In Boar

1 year ago

TXXX

creampie, boss
06:10

Big tits tgirl boss Angelina Please anal

2 years ago

TXXX

boss
28:42

Boss has her cute tranny ass fucked

4 years ago

ShemaleZ

POV, boss, cute
39:11

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

3 months ago

TrannyOne

shemale, boss, seduced, anal
04:39

Tranny boss anal fuck pervert employee

5 years ago

ShemaleZ

domination, boss
06:10

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

1 year ago

TrannyOne

bareback, boss
07:05

Submit To Your Boss!

11 months ago

xHamster

mature, stockings, cumshot, boss
26:59

Babysitter shemale fucks her boss and his friend!

3 years ago

AShemaleTube

big tits, boss
05:32

Tall dominant tranny anal bangs her boss

7 years ago

TXXX

tall, 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
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
05:57

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

2 years ago

BeMyHole

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

Korra Del Rio Barebacking The Big Cock Boss

4 years ago

TrannyOne

boss
06:25 56%

Strict boss...! Warning or swallow sperm?

5 months ago

TrannyOne

big ass, amateur, swallow, sperm, boss
26:16 70%

Old boss with her tranny secretary

5 years ago

ShemaleZ

mature, creampie, fetish, outdoor, lingerie, uniform, ass to mouth
05:09 74%

Blond Hair Babe Ts boss fucks redhead employee

5 years ago

XoZilla

latex, anal, fetish, bondage, BDSM, redhead, ladyboy
06:11

TS boss gagging on employee's dick

5 years ago

xHamster

gagging, boss
06:10

Big tits shemale boss Gracie Jane dick sucked and anal rides

1 year ago

TXXX

riding, boss
13:07 87%

Miran’s The Boss!

2 years ago

TXXX

japanese, boss, japanese uncensored, stockings, asian, solo
05:50

I Watch My Boss Busty Tgirl Wife Shower 6 Min

11 months ago

ShemaleZ

wife, shower, big cock, 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
04:40

Employee anal fucks shemale boss

5 years ago

ShemaleZ

boss
05:11

Big Tittied Blonde Boss TS Dominated

10 years ago

AShemaleTube

shemale and girl, domination, boss
06:31

Transgendered Boss Fucked In Her With Melanie Brooks

5 months ago

ShemaleZ

boss, handjob
06:15

Busty trans babysitter Morgan Bailey gets a blowjob by boss

1 year ago

AShemaleTube

blowjob, boss
24:56

TS lady boss has a new lover

13 years ago

AShemaleTube

boss
26:13

Boss Spurtingcumshotandcreamyhole

3 years ago

Upornia

asian, ladyboy, boss
06:21

Maid trans nymph barebacked by her boss

2 years ago

ShemaleMovie

maid, boss
12:52

Kinky Trans Boss Dicks Down Curly Haired Beauty

1 year ago

xHamster

shemale and girl, boss
04:41

Man employee anal banged by shemale boss

5 years ago

ShemaleZ

domination, 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 82%

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

2 years ago

Upornia

stockings, whore, boss, shemale fucks guy, BDSM
05:10

Tranny boss in lingerie anal fucks employee

5 years ago

AShemaleTube

boss
04:56

Busty beautiful shemale anal fucks boss

5 years ago

ShemaleZ

boss
08:04

TS Nicolly Pantoja and Her Boss Bareback

5 years ago

AnyPorn

boss
05:21

Guy employee anal invasion boned by shemale boss

4 years ago

ShemaleMovie

boss, domination
04:31

Tranny Maid Is Barebacked By Her Boss - Jade Venus

2 years ago

ShemaleZ

maid, uniform, boss
06:22

Big tits Shemale Boss fucks lucky guy

6 years ago

AShemaleTube

boss
08:09 93%

Your Boss Is a Homewrecker

5 months ago

xHamster

solo, amateur, cheating, boss
20:22 73%

Nina Lawless Xxx - Nina Lawless - Smoking Boss Bitch

2 years ago

ShemaleZ

smoking, boss, solo
06:01 83%

Strict Boss...! Warning Or Swallow Sperm?

7 months ago

BeMyHole

blowjob, german, short hair, sperm, swallow, cumshot, blonde
04:37

Big Dick Ts Boss Fucking Employee

2 years ago

ShemaleZ

asian, boss, shemale fucks guy
05:23

Nerdy guy gets her ass banged by her TS boss

4 years ago

BeMyHole

boss
06:58 55%

Sexy secretary Kassondra Raine enjoys sex with boss tranny lady Kelli Lox

4 years ago

BravoTube

secretary, boss
07:02

Black Boss Tranny Breeding White Man

4 years ago

AShemaleTube

boss, shemale fucks guy
22:07 59%

Curvaceous double cock Latina futa dominates and fucks her boss

7 years ago

TrannyOne

domination, futanari, boss, double penetration
15:16

Chunky black shemale Paris bangs with her future hung boss

7 years ago

TrannyOne

black, boss
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
06:30

Small tits teen tgirl babysitter caught jerking off by boss

3 years ago

TrannyOne

caught, boss
12:41

Trans model Natassia desires ravages her perv boss.

2 years ago

ShemaleTaxi

boss
22:51 88%

Riley Ivy - Beautiful Trans Bareback Anal With Her New Boss

5 months ago

ShemaleZ

beauty, shemale, anal, interracial, asian, tattoo, blonde
13:00

Beautiful Trans Bareback Anal with Her New Boss

6 months ago

AShemaleTube

blowjob, shemale, bareback, anal, beauty, boss

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