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Boss: 163 Videos, grouped by Popularity

Tgirl Jane Marie fucks when boss come in
06:05

Tgirl Jane Marie fucks when boss come in

The Boss' Bathroom.
18:06

The Boss' Bathroom.

The Secretary and The Boss
15:50

The Secretary and The Boss

Cute little asian maid tranny fucks the bosses nice cock
23:55

Cute little asian maid tranny fucks the bosses nice cock

TS Babysitter Mia Davina blows her boss
05:30

TS Babysitter Mia Davina blows her boss

Boss sucks dick and licks ass of big boobs tranny
05:02

Boss sucks dick and licks ass of big boobs tranny

Shemale Boss Sheina Fucks Secretary
05:01

Shemale Boss Sheina Fucks Secretary

Shemale Boss Sheina Fucks Secretary
05:01

Shemale Boss Sheina Fucks Secretary

Shemale Boss Sheina Fucks Secretary
05:00

Shemale Boss Sheina Fucks Secretary

Shemale Boss Sheina Fucks Secretary
05:00

Shemale Boss Sheina Fucks Secretary

Shemale Boss
17:27

Shemale Boss

My Boss is a crossdresser
13:44

My Boss is a crossdresser

Asian secretary ladyboy is doing a great job when her boss ask for fucking
25:21

Asian secretary ladyboy is doing a great job when her boss ask for fucking

Shemale Sheina is the boss at her office and she's horny
05:00

Shemale Sheina is the boss at her office and she's horny

I just hope my Boss doesn't want to cum on my blouse again
07:49

I just hope my Boss doesn't want to cum on my blouse again

Like a Boss
24:37

Like a Boss

Shemale Boss Cums and Gets Cum!
03:11

Shemale Boss Cums and Gets Cum!

Ts au pair Chelsea Poe sucks her boss his cock and is analed
05:43

Ts au pair Chelsea Poe sucks her boss his cock and is analed

with her Boss Fuck
27:34

with her Boss Fuck

Horny mature secretary turns her boss into a submissive bitch
50:49

Horny mature secretary turns her boss into a submissive bitch

Two employees suck and bareback busty latina boss Eva Maxim
10:59

Two employees suck and bareback busty latina boss Eva Maxim

Busty Trans Bimbo Aphrodite Adams Gets Bareback From Boss
11:01

Busty Trans Bimbo Aphrodite Adams Gets Bareback From Boss

A BBC Boss, BBC Friend, BBC footballer, and a BBC homie pound wet trans asshole
23:01

A BBC Boss, BBC Friend, BBC footballer, and a BBC homie pound wet trans asshole

Hot TS Maid gets her ass fucked by horny boss in laundry
10:10

Hot TS Maid gets her ass fucked by horny boss in laundry

Busty trans maid fucks her boss while stuck on
10:10

Busty trans maid fucks her boss while stuck on

Boss futanari, 3d futa
11:03

Boss futanari, 3d futa

Shemale Boss Cums and Gets Cum!
03:11

Shemale Boss Cums and Gets Cum!

TGirl Lena sucks her New Boss hard dick
10:10

TGirl Lena sucks her New Boss hard dick

Mmf shared wife, boss and wife husband, ebony wife cucold
11:52

Mmf shared wife, boss and wife husband, ebony wife cucold

Horny latina secretary gives it to her boss good and hard
42:51

Horny latina secretary gives it to her boss good and hard

Jaquelin Braxton fucks the stress–and the cum–out of her overworked boss Mike Panic
04:01

Jaquelin Braxton fucks the stress–and the cum–out of her overworked boss Mike Panic

im fucking my boss 2
21:48

im fucking my boss 2

xxirT einahpetS - Who's the boss
25:01

xxirT einahpetS - Who's the boss

TRANSFIXED - Annabelle Lane Bounces On Her Boss' Cock ANAL STYLE!
13:26

TRANSFIXED - Annabelle Lane Bounces On Her Boss' Cock ANAL STYLE!

transgender princess boss deepthroats off her fresh black employee
17:19

transgender princess boss deepthroats off her fresh black employee

Golden Oldie (Boss YL fucks a new employee)
12:15

Golden Oldie (Boss YL fucks a new employee)

Tranny Maid Danika Dreamz Serves Boss
10:02

Tranny Maid Danika Dreamz Serves Boss

OOPSIE - Security Kasey Kei Caught Boss Izzy Wilde Fucking New Hire In Elevator & Wanna Join
12:27

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

Daisy taylor with shemale, boss fuck my wife, husbands boss
23:09

Daisy taylor with shemale, boss fuck my wife, husbands boss

Tranny Art Tranny in office suite fucking the boss in the ass
13:07

Tranny Art Tranny in office suite fucking the boss in the ass

Boobed blonde fucks office boss in ass
16:13

Boobed blonde fucks office boss in ass

Lesbea Alt babe masturbates at work before eating hot blonde boss pussy
12:44

Lesbea Alt babe masturbates at work before eating hot blonde boss pussy

WANKZ - Hot Blonde Bangs Her Boss To Keep Her Job!
06:48

WANKZ - Hot Blonde Bangs Her Boss To Keep Her Job!

Secret Tranny Sexy Secretary Ope
24:39

Secret Tranny Sexy Secretary Ope

Tranny Maid Danika Dreamz Serves Her Asian Boss with Mouth and Asshole
10:02

Tranny Maid Danika Dreamz Serves Her Asian Boss with Mouth and Asshole

Pretty tgirl secretary Jane Marie fucked by her stud boss
05:06

Pretty tgirl secretary Jane Marie fucked by her stud boss

Shemale boss Franchezka fucking Nickey
05:42

Shemale boss Franchezka fucking Nickey

Tranny boss Venus Lux fucked her blonde secretary Sarah Vandella
06:11

Tranny boss Venus Lux fucked her blonde secretary Sarah Vandella

The New Boss The Debut of Sasha Strokes
02:01

The New Boss The Debut of Sasha Strokes

Italian shemale boss fuck guy
13:11

Italian shemale boss fuck guy

Tgirl maid takes a bath and analed by her boss
10:10

Tgirl maid takes a bath and analed by her boss

Shemale boss Franchezka fucking Nickey
05:42

Shemale boss Franchezka fucking Nickey

Office Boss Dominated By TS Employee
09:22

Office Boss Dominated By TS Employee

Indian shemale interview ends in fucking the boss
27:07

Indian shemale interview ends in fucking the boss

Day dream of ATM and cream pies for the Bitchy Big Tittied Blonde Boss
28:50

Day dream of ATM and cream pies for the Bitchy Big Tittied Blonde Boss

Tranny Maid Danika Dreamz Serves Her Asian Boss
10:02

Tranny Maid Danika Dreamz Serves Her Asian Boss

Pervert pool cleaner gets his ass fucked by his shemale boss
10:10

Pervert pool cleaner gets his ass fucked by his shemale boss

DEVILS T-GIRLS - Trans Babysitter Aubrey Kate Gets Assfucked By Her Boss For Some Extra Cash
12:54

DEVILS T-GIRLS - Trans Babysitter Aubrey Kate Gets Assfucked By Her Boss For Some Extra Cash

T-girl pleases boss & client
16:28

T-girl pleases boss & client

My asian transgender boss is fucking me
11:00

My asian transgender boss is fucking me

French TS Maid with her Boss Fuck
27:18

French TS Maid with her Boss Fuck

Aubrey Kate shemale compilation
06:00

Aubrey Kate shemale compilation

Busty Trans Bimbo Aphrodite Adams Gets Bareback From Boss
11:01

Busty Trans Bimbo Aphrodite Adams Gets Bareback From Boss

Boss Fucks His Crosdreser Slave on the Stairs
15:47

Boss Fucks His Crosdreser Slave on the Stairs

Busty shemale maid fucks her boss while her head is stucked
10:10

Busty shemale maid fucks her boss while her head is stucked

TRANSFIXED - Kenna James Does Whatever It Takes To Make Her Hot Trans Boss Natalie Mars Happ
12:54

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

Tranny boss Venus fucked her secretary
06:10

Tranny boss Venus fucked her secretary

Big tits shemale Jamie Page anal rides on her boss his dick
06:10

Big tits shemale Jamie Page anal rides on her boss his dick

Office Boss Dominated By TS Employee
09:22

Office Boss Dominated By TS Employee

Sexy boss fucks with secretary
30:04

Sexy boss fucks with secretary

Super hot TS Ariel Demure gets ass ripped by her perv boss
10:06

Super hot TS Ariel Demure gets ass ripped by her perv boss

TGirl Lena sucks her New Boss hard dick
10:10

TGirl Lena sucks her New Boss hard dick

Ts au pair Chelsea Poe sucks her boss his cock and is analed
05:43

Ts au pair Chelsea Poe sucks her boss his cock and is analed

French TS Maid with her Boss Fuck
27:34

French TS Maid with her Boss Fuck

Black TS Boss breaks in Her new employee
18:38

Black TS Boss breaks in Her new employee

sexy shemale boss fuck visitor
20:05

sexy shemale boss fuck visitor

Boss, ebony bbw ass spreading, tattoo shemale
25:20

Boss, ebony bbw ass spreading, tattoo shemale

Strawberry Blonde on Cam bigtits-boss e
08:46

Strawberry Blonde on Cam bigtits-boss e

Plumpers, christian xxx shemales boss
24:48

Plumpers, christian xxx shemales boss

Vintage boss fuck
13:50

Vintage boss fuck

Ladyboy Boss Fucked Bareback
05:21

Ladyboy Boss Fucked Bareback

TS boss wants hard sex
20:55

TS boss wants hard sex

TRANSFIXED - Caught Sniffing Boss' Wife Brittney Kade's Panty While She's Sho
12:18

TRANSFIXED - Caught Sniffing Boss' Wife Brittney Kade's Panty While She's Sho

Secretary and boss, wife shemale guy, sehemale big cock anal
10:36

Secretary and boss, wife shemale guy, sehemale big cock anal

The Bounty Babes Take Down A Dangerous Crime Boss
15:18

The Bounty Babes Take Down A Dangerous Crime Boss

TS Johanna B Fucks Her Boss
05:59

TS Johanna B Fucks Her Boss

TS Boss Barebacks Guy, Cums on His Face
21:14

TS Boss Barebacks Guy, Cums on His Face

Viki fucking with my boss
13:53

Viki fucking with my boss

Boss Fucks His CD Slave on the Stairs
15:47

Boss Fucks His CD Slave on the Stairs

My Transexual Boss - Scene 5
29:15

My Transexual Boss - Scene 5

Gorgeous TS Secretary Dominates Boss
05:13

Gorgeous TS Secretary Dominates Boss

My horny asian transgender boss is fucking me in her office
11:00

My horny asian transgender boss is fucking me in her office

Busty tgirl boss assfucked by employees
10:59

Busty tgirl boss assfucked by employees

Busty tgirl boss assfucked by employees
10:59

Busty tgirl boss assfucked by employees

Secret Tranny Sexy Secretary Ope
24:39

Secret Tranny Sexy Secretary Ope

Busty hot TS Ariel Demure gets ass ripped by her perv boss
10:10

Busty hot TS Ariel Demure gets ass ripped by her perv boss

Gianna Rivera walks into boss in shower
06:04

Gianna Rivera walks into boss in shower

Horny Boss fucks her TBabe Trainee Lena Moons butthole in doggystyle
10:10

Horny Boss fucks her TBabe Trainee Lena Moons butthole in doggystyle

TransSensual Hot BOSS Korra Gives Stud 1 Last Chance!
10:01

TransSensual Hot BOSS Korra Gives Stud 1 Last Chance!

Marita the boss
29:30

Marita the boss

futanari maid and the boss
15:06

futanari maid and the boss

Hot brunette waitress tranny gets her boss cock
06:58

Hot brunette waitress tranny gets her boss cock

Super hot TS Ariel Demure gets ass ripped by her perv boss
10:06

Super hot TS Ariel Demure gets ass ripped by her perv boss

My asian transgender boss is fucking me
11:00

My asian transgender boss is fucking me

Lucky driver rimjob and analed his Skinny shemale boss
10:10

Lucky driver rimjob and analed his Skinny shemale boss

TS Foxxy enjoys when her boss bangs her ass
10:10

TS Foxxy enjoys when her boss bangs her ass

MODERN-DAY SINS - Hot Trans Babysitter Bottoms For Their Potential Bosses During Impromptu T
13:09

MODERN-DAY SINS - Hot Trans Babysitter Bottoms For Their Potential Bosses During Impromptu T

Ladyboy, bbc white
11:25

Ladyboy, bbc white

Beautiful classy shemale fancies & screws her boss in HD!
02:00

Beautiful classy shemale fancies & screws her boss in HD!

French TS Maid with her Boss Fuck
27:34

French TS Maid with her Boss Fuck

My horny asian transgender boss is fucking me in her office
11:00

My horny asian transgender boss is fucking me in her office

DEVILS T-GIRLS - Busty Tattooed Trans Boss Nadia Love Nails Her Employee's Ass For His Good
12:54

DEVILS T-GIRLS - Busty Tattooed Trans Boss Nadia Love Nails Her Employee's Ass For His Good

Shemale solo cum, secretary, sloppy deepthroat
12:07

Shemale solo cum, secretary, sloppy deepthroat

Ts nailing her boss!
14:25

Ts nailing her boss!

Nina Lawless - Smoking Boss Bitch
10:11

Nina Lawless - Smoking Boss Bitch

Transgirl Foxxy dominates in anal sex over her straight boss
06:11

Transgirl Foxxy dominates in anal sex over her straight boss

Shirtless Trans Woman analed by her boss in laundry room
10:10

Shirtless Trans Woman analed by her boss in laundry room

My Transexual Boss - Scene 2
24:25

My Transexual Boss - Scene 2

Viki bonking with my boss
13:55

Viki bonking with my boss

TS Foxxy rides her boss bigcock in cowgirl
10:07

TS Foxxy rides her boss bigcock in cowgirl