SHEMALE • BOSS 2,764 videos

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25:56

Big shemale shows guy whos the boss

4 years ago

ShemaleZ

redhead, boss
06:58

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

4 years ago

BravoTube

secretary, boss
01:34

Horny boss punish her employee

5 years ago

AnyPorn

boss
24:37

Like a Boss

9 years ago

xHamster

boss, small tits
06:09

Trendy trans chief assfucks sissy secretary

2 years ago

TrannyGem

secretary, sissy, boss
05:37

Asian Ladyboy Boss Blowjob Footjob And Bareback Anal Fucking

5 months ago

BeMyHole

footjob, domination, boss
07:47

Super-naughty ladyboy pulverizes her boss to keep her job

1 year ago

ShemaleTaxi

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04:37

Big Dick Ts Boss Fucking Employee

2 years ago

ShemaleZ

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26:13

Boss Spurtingcumshotandcreamyhole

3 years ago

Upornia

asian, ladyboy, boss
04:53

Tranny boss goddess anal fucks employee

3 years ago

BeMyHole

boss
39:54

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

4 years ago

BeMyHole

feet, fat, short hair, natural, secretary, boss, missionary
2:09:24

Shemales bosses

4 years ago

ShemaleZ

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05:08

Bearded male anal fucked by tranny boss

4 years ago

AShemaleTube

blowjob, domination, boss
04:00

Secretary with green hair plays along with shemale boss

4 years ago

PornIdXXX

secretary, boss
21:00

Secret sheboy Secretary Opens pleasant butt For Boss

6 years ago

ShemaleZ

secretary, boss
05:32

Tall dominant tranny anal bangs her boss

6 years ago

TXXX

tall, boss
07:00

Her boss did not know that she is a shemale

10 years ago

AnyPorn

boss
24:38

Secret doll-twunk gorgeous Assistant Opens saucy assfuck For Manager

3 years ago

TrannyGem

doll, office, boss
17:07

Help, My big-chested boss Is A Secret domme - MYLF Femdom

4 weeks ago

ShemaleTaxi

BBW
12:52

Hot Trans Couple Spitroast Hunk Boss - GenderXFilms

2 months ago

xHamster

couple
05:50

I Watch My Boss Busty Tgirl Wife Shower 6 Min

4 months ago

ShemaleZ

wife, shower, big cock, boss
12:48

GenderXFilms - Tatted Trans Boss Orders BIG BLACK PENIS To Blow Her

4 months ago

XoZilla

interracial, boss, missionary
11:57

Security Caught Boss Fucking New Hire In Elevator & Wanna Join Them 12 Min With Summer Hart, Kasey Kei And Izzy Wilde

4 months ago

Upornia

threesome, caught, boss
12:27

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

5 months ago

AShemaleTube

pantyhose, shemale, caught, cartoon, boss
07:33

A Young Miner Trans Was Caught By Surprise When The Boss Began To Pester Her And Hard Fuck Right On The Spot 12 Min

5 months ago

GetTranny

caught, shower, surprise, boss, japanese uncensored
05:46

Com - Ebony Shemale Babysitter Sheba Star Anal Fucked By Her Boss - Sheeba Starr

5 months ago

ShemaleZ

ebony, boss
13:29

Perfect sex in the office with her boss

6 months ago

TrannyGem

office
06:15

Busty trans babysitter Morgan Bailey gets a blowjob by boss

7 months ago

AShemaleTube

blowjob, boss
21:53

My Boss Is A Transgender She Comes Home Very Angry And Fucks My Ass With His Big Cock Salome Gil

8 months ago

BeMyHole

maid, office, shemale and girl, boss
09:13

Ariel Demure In Dark Tgirl Roots Boss Gigantic Rod In Boar

9 months ago

TXXX

creampie, boss
14:39

Stroke Her In The Stacks - shemale boss Jessy Dubai ass fucked in office

10 months ago

xTits

big ass, BBW, latina, office, boss, missionary
12:18

Eva Maxim In Smoking Hot Latina Trans Boss Dicked Down By Hunk Bbc 13 Min

10 months ago

ShemaleZ

smoking, BBC, boss
31:23

Transgendered Bosses 3 - Eva Maxim

11 months ago

ShemaleZ

handjob, big ass, boss
04:21

3D Animation Maid fucks dildo and her Futa boss Part 1

12 months ago

xHamster

maid, 3D, futanari, boss
03:07

I'm Stroking my Boss's Dick under the table

1 year ago

xHamster

public, latex, voyeur, mature anal, MILF, boss
05:40

Nikki North - Genderts.com - Busty Trans Boss Anal Ride On Employees Big Cock

1 year ago

ShemaleZ

riding, bareback, boss
06:10

Big tits shemale boss Gracie Jane dick sucked and anal rides

1 year ago

TXXX

riding, boss
12:39

Trans Sitter Caught Camming Massive Cock Boss Destroys Hole

1 year ago

ShemaleZ

small cock, ass licking, caught, boss
12:41

Tattooed Trans Boss Nadia Love Nails Her Employees Ass For His Good Work

1 year ago

BeMyHole

handjob, big tits, tattoo, office, piercing, ass licking, blonde
04:42

Ts Atorney Fucking Busty Blond Boss 5 Min

1 year ago

Upornia

boss
05:44

Straight Boss Sucks And Fucks Transexuals Ass In The Office

1 year ago

TXXX

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04:38

Busty Shemale Binds And Fucks Boss

1 year ago

ShemaleZ

domination, boss
03:47

Trans Maid Natalie Stone Gets Rimmed And Barebacked By Boss

1 year ago

GetTranny

maid, boss
06:01

Dirty Big Cock Boss Fucked Horny Shemale

1 year ago

GetTranny

boss
05:26

Boss blowing man rod to shemale employee

1 year ago

ShemaleTaxi

ladyboy, facial, domination, taxi, boss
06:00

Teen Maid Kate Zoha Gets Taken By Her Trans Boss - TransRoomates

2 years ago

TXXX

maid, boss
06:10

Big tits tgirl boss Angelina Please anal

2 years ago

TXXX

boss
05:41

Jade Venus - Maid Trans Woman Gets Her Ass Barebacked By Her Boss Big Cock

2 years ago

ShemaleZ

maid, boss
05:03

Busty TS Boss Cums On Auditioner

2 years ago

TrannyOne

boss
05:10

Boss In Lingerie Butt Sex Fucks Employee

2 years ago

ShemaleZ

BDSM, domination, boss
07:38

Sissy secretary woring at home gets pegged by femdom boss

2 years ago

AShemaleTube

mature, femdom, redhead, crossdresser, secretary, pegging, boss
25:20

My transsexual boss

3 years ago

ShemaleMovie

creampie, boss
07:02

Black Boss Tranny Breeding White Man

3 years ago

AShemaleTube

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11:01

Genderx - Man Banged By Trans Boss To Save His Job

3 years ago

TXXX

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28:42

Boss has her cute tranny ass fucked

3 years ago

ShemaleZ

POV, boss
04:50

Busty shemale anal fucks boss in office : Part 2

3 years ago

BeMyHole

office, boss
05:54

Sexy Tgirl secretary Jessy makes a sex deal to her hunk boss

3 years ago

BeMyHole

secretary, boss
03:50

Shemale boss loves to fuck her male employees at work

3 years ago

YourLust

boss
16:13

Boobed blonde fucks office boss in ass

4 years ago

AShemaleTube

uniform, office, blonde, ass, boss
30:44

Sissy secretary lunchtime fucking by boss

4 years ago

ShemaleZ

secretary, sissy, boss
05:54

TS boss gagging on employee s dick

4 years ago

ShemaleZ

gagging, boss
04:39

Tranny boss anal fuck pervert employee

4 years ago

ShemaleZ

domination, boss
06:11

TS boss gagging on employee's dick

5 years ago

xHamster

gagging, boss
05:10

Boss tranny anal bangs guy on table

5 years ago

AShemaleTube

domination, boss
05:21

Ladyboy Boss

6 years ago

AShemaleTube

stockings, boss
06:40

Ladyboy smoking like a boss

6 years ago

xHamster

smoking, boss
02:02

Shemale Boss Fucking A Very Annoying Coworker

11 years ago

AnyPorn

boss
10:08

Your Work Review

1 month ago

TrannyGem

mature, stockings, black, crossdresser, cumshot
14:19

Futa chief ravages her employe

11 months ago

TrannyGem

muscle, cartoon, futanari, cum in ass
06:02

Khloe And Jane Decide To Give Into Temptation And Have A Very Special Party Of Their Own

1 year ago

BeMyHole

party, fetish, uniform, piercing, boss
28:50

Lewd Secretaries gang Up On Their penis Manager

3 years ago

TrannyGem

office, gangbang, secretary, cum in mouth, domination, penis, boss
06:15

Trans maid throating her boss cock before riding it

2 weeks ago

TXXX

shemale, stockings, riding
15:48

Transex secretary giving it to her boss

3 weeks ago

XXXDan

shemale, blowjob, anal, cumshot, secretary
05:50

Trans Babysitter Mia Davina Anal By Boss 6 Min

3 weeks ago

ShemaleZ

masturbation, big cock, handjob, small cock
06:15

I finally fucked my busty ts boss asshole

3 months ago

TrannyGem

interracial, boss
08:56

Office Sissy Slut Begged Sissygasm Break From Her Boss! Model Veronica

3 months ago

ShemaleZ

office, sissy, boss
05:05

Blonde shemale anal fucks bound boss

3 months ago

KeekAss

shemale, boss, shemale fucks guy
05:27

Lovely Ladyboy Gets Her Asshole Smashed Hard And Deep

4 months ago

BeMyHole

ladyboy, boss
04:01

Busty Blonde Shemale Gets Fucked By Her Boss With Angellica Good

5 months ago

GetTranny

boss
06:10

Big T And Kasey Kei - Shemales Have A Plan To Get Boss

5 months ago

ShemaleZ

threesome, boss
06:15

Boss Assfucks Ts Babysitter With Carmen Moore And Big T

6 months ago

ShemaleZ

boss, ebony
12:11

Missionary And Transexual Annoying Employer Flip Fucks Blonde Trans Boss - Marissa Minx

7 months ago

BeMyHole

office, ass licking, boss
06:03

Trans Babysitter Anal Fucks Boss - Danika Dreamz

7 months ago

GetTranny

boss
12:25

Kinky Tranny Boss Dicks Down Curly Haired Beauty - Victoria Voxxx, Kasey Kei

7 months ago

BeMyHole

feet, beauty, office, shemale and girl, small tits, boss
05:45

Transsexual Babysitter Is Anal Banged By Her Boss With Khloe Hart

9 months ago

ShemaleZ

small cock, boss
22:30

Regina Twist Pleasing The Beautiful Trans Boss

9 months ago

ShemaleZ

ass to mouth, boss
08:12

Slut trans maid Aphrodite Adams served by her boss bareback

11 months ago

xHamster

stockings, maid, cum in mouth, boss
12:31

Busty Tattooed TS Boss Nadia Love Nails Her Employees Ass For His Good Work

12 months ago

BeMyHole

big ass, office, boss, shemale fucks guy
06:15

My Big Tits Ts Boss Put Her Dick In My Face

1 year ago

ShemaleZ

big tits, ass licking, boss
24:47

Nikki North - Transgendered Bosses 3 Scene 1 In 4k

1 year ago

ShemaleZ

lingerie, tattoo, boss
06:26

Dicky Office Girl Tata Hels Her Boss To Cum

1 year ago

DrTuber

blowjob, POV, ladyboy, office, boss
05:45

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

1 year ago

ShemaleZ

secretary, boss
06:15

Shemale boss fucks new secretary applicant

1 year ago

UiPorn

secretary, boss
06:15

Transgender boss analed by black in office

1 year ago

UiPorn

black, office, boss
05:44

Nikki North And Brody Kayman - Sexy Ts Boss Has Sex With Intern

1 year ago

ShemaleZ

POV, boss
06:15

TS boss throats and rides the big cock of guy secretary

1 year ago

UiPorn

riding, secretary, boss
06:10

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

1 year ago

TrannyOne

bareback, boss
05:40

Deepthroat loving TS secretary enjoys 69 with boss in office

1 year ago

TrannyGem

pantyhose, office, 69, secretary, nylon, boss
15:10

Transfixed - OFFICE MS. CONDUCT - super hot Trans boss Jade Venus And Jane Wilde Fuck In Front Of The Staff!

1 year ago

ShemaleTaxi

office, taxi, boss, shemale and girl
12:44

Annoying Employer roll pokes Blonde Trans Boss - Marissa Minx - GenderXFilms

1 year ago

ShemaleTaxi

piercing, boss, missionary
15:01

FUTANARI MILF Fucks Herself AND Futa Boss Assfucks HARD on a Plane - SO MUCH CUM - Amys Big Wish S01-4-5

1 year ago

TXXX

cartoon, futanari, boss
05:29

Jade Venus - Tranny Boss Barebacks One Of Her Employee

1 year ago

ShemaleZ

boss, shemale fucks guy
12:41

Trans model Natassia desires ravages her perv boss.

1 year ago

ShemaleTaxi

boss
06:07

Guy Analed By Big Tits Tattooed Transgender Boss Nadia Love

1 year ago

BeMyHole

handjob, big tits, tattoo, ass licking, deepthroat, small tits, boss
40:36

American boss gets ass fucked by aisa tranny

1 year ago

xHamster

boss
13:31

Futanari boss girl gives anal training to her secretary

1 year ago

TrannyOne

train, secretary, futanari, boss
03:43

Sexy Ts Boss Marissa Minx Barebacks Her Employee On The Office Desk

1 year ago

GetTranny

office, boss
05:26

Maid In Interracial Sex With Her Black Boss - Jonelle Brooks And Brook S

1 year ago

TXXX

maid, boss
05:46

Johanna Badine - Latina Trans Sucks Boss Big Cock Through Gloryhole

1 year ago

ShemaleZ

gloryhole, latina, ass licking, boss
07:54

Frenchbaguettes - Xdresser Wanida Horny Boss

1 year ago

ShemaleZ

amateur, asian, boss
03:43

Boss Melanie Brooks Fucked On Her Office Desk

1 year ago

GetTranny

office, boss
12:44

Trans Maid Cant fight back Bosses salami - Natalie Stone, Micheal DelRay - GenderXFilms

1 year ago

ShemaleTaxi

maid, deepthroat, taxi, boss, missionary
05:31

Natalie Mars And Kenna James In Big Cock Shemale Boss Fucks Hot Blonde Assistant

1 year ago

TXXX

boss
05:24

BBC boss spanks his BIG ASS trans secretary.

1 year ago

xHamster

spanking, secretary, boss
03:17

Bbc Shemale Binds And Fucks Boss

1 year ago

GetTranny

boss
08:00

Janie Blade - Transgendered Bosses 2

1 year ago

GetTranny

boss
06:12

Chad Diamond And Victoria Cakes In Showing Whos The Boss

1 year ago

Upornia

boss
25:37

Maid For Her Boss

1 year ago

Upornia

stockings, maid, boss
08:36

Japanese Boss Finds Out The Cute New Hire Has A Girly Dick, And Cums All Over It

2 years ago

ShemaleZ

cute, japanese, boss
12:09

Haired Trans Maid Catches Boss Jerking - Pierce Paris And Claire Tenebrarum

2 years ago

Upornia

small cock, maid, piercing, caught, jerking, boss

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