SHEMALE • BOSS 3,524 videos

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05:26

Shemale in fishnets ass fucking bangs guy

7 years ago

XoZilla

office, domination, boss
39:12

Fucking the boss in the office

6 years ago

TrannyOne

office, boss
04:56

Busty beautiful shemale anal fucks boss

6 years ago

ShemaleZ

boss
2:09:54

Transgender princesses Bosses

5 years ago

TrannyGem

boss
05:45

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

2 years ago

ShemaleZ

secretary, boss
05:12

Arrogant Man Dominated by TS Boss

1 month ago

AShemaleTube

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06:10

She-creature maid buttfucked by she-creature boss

5 years ago

ShemaleMovie

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06:20

Milf fucked by tgirl boss n ts security

2 years ago

TXXX

boss
14:31

Black TS Miss Sugar shows the boss who is really in charge

6 years ago

TXXX

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12:34

Saucy Redheaded Trans Boss Propostions Employee

3 years ago

TXXX

small cock, boss
05:09

Sarina Dominates and Fucks Her Boss

3 months ago

KeekAss

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08:11

The Bosses shemale Wife Was An impressive pummel

3 years ago

ShemaleMovie

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41:22 86%

Maid receives poked By Her Boss

6 years ago

TXXX

maid, uniform, boss
26:29 59%

Riley Storm Assistant Pummel

5 years ago

TrannyGem

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57:21 58%

Horny latina secretaries enslave and dominate their boss

4 years ago

AShemaleTube

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06:06

Chad Diamond fucks his tranny boss

6 years ago

TrannyOne

gloryhole, boss
05:59

Gorgeous shemale boss Eva Paradis seduces an American guy

8 years ago

BravoTube

seduced, boss
04:00

Big Cock Shemale Boss Fucks Tax Auditor - Kendra Sinclaire

3 months ago

Fuxxx

office, stockings, boss, nylon
05:46

Busty Milf Intern Has An Anal Threesome With Big Ass Tranny Boss 6 Min With Kasey Kei, Summer Hart And Izzy Wilde

9 months ago

ShemaleZ

anal, stockings, MILF, boss
10:00

Booty TS maid pleasing BBC boss after work for cash

1 year ago

SomePorn

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05:20 83%

Black TS boss ravages worker in motel

3 years ago

ShemaleTaxi

black, domination, hotel, boss
11:30

Michael Del Ray - Boss Dirty Pic Deletion

5 months ago

ShemaleZ

boss
12:34

Trans Maid Cant Stand Against Bosses Beefstick - Natalie Stone, Micheal DelRay - GenderXFilms

3 years ago

TrannyGem

maid, boss
05:01

Busty transsexual boss Marissa Minx barebacking an empl

1 month ago

AShemaleTube

shemale, boss
06:15 72%

Secretary ladyboy with big tits Tata pleases her boss with anal sex

5 years ago

TXXX

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22:51 90%

Riley Ivy - Beautiful Trans Bareback Anal With Her New Boss

1 year ago

ShemaleZ

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12:18

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

2 years ago

ShemaleZ

smoking, BBC, boss
22:11 88%

Here we enjoy Boss again getting banged

5 years ago

ShemaleZ

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06:15 81%

Secretary ladyboy with big tits Tata anal pleases her boss

5 years ago

xHamster

teen (18+), teen anal (18+), ladyboy, secretary, boss, cum in mouth
19:42

TS Lena Kelly Gets Revenge on Porn Bosss Asshole

6 years ago

ShemaleZ

BDSM, asshole, boss
07:38 80%

Sissy secretary woring at home gets pegged by femdom boss

4 years ago

AShemaleTube

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04:42 83%

Ts Atorney Fucking Busty Blond Boss 5 Min

3 years ago

Upornia

boss
21:00 84%

Secret sheboy Secretary Opens pleasant butt For Boss

7 years ago

ShemaleZ

secretary, boss, shemale
06:10

Busty TS maids Bruna Dior and Vitoria Prado fuck latin boss

4 years ago

AShemaleTube

maid, boss
21:23

[shelady] gigantic Boss Khloe Hart bonks Her Job Applicant.

5 years ago

ShemaleZ

boss
06:25

Sexy ts childminder butt-banged reamed by boss

5 years ago

HDSex

deepthroat, boss, brunette
05:20 85%

TS atorney with immense manstick bang MILF boss

1 year ago

ShemaleMovie

blowjob, creampie, anal, MILF, BDSM, ladyboy, domination
05:45

Ebony Trans Babysitter Anal Fucks Her Boss With Natassia Dream And Natassia Dreams

2 years ago

ShemaleZ

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12:09 90%

Trans Maid Cant Resist Bosses Dick Micheal - Natalie Stone And Del Ray

3 years ago

HClips

stockings, small cock, maid, boss, small tits
05:41

Boss Asslicks And Barebacks Busty Brunette Trans With Jade Venus

4 years ago

Upornia

boss
05:21

Ladyboy Boss

8 years ago

AShemaleTube

stockings, boss
09:37

Fucking My Horny TS Boss In Her Office

1 month ago

BeMyHole

office, big cock, shemale and girl, boss
21:55 88%

Suckin my boss

6 months ago

AShemaleTube

ebony, shemale, boss
06:04 86%

Dominant Shemale Boss Fucks Favorite Employee

6 years ago

ShemaleZ

mature, boss
09:02

TS serf Fingered By Her Boss

6 years ago

ShemaleZ

BDSM, boss
05:46

Johanna Badine - Latina Trans Sucks Boss Big Cock Through Gloryhole

3 years ago

ShemaleZ

gloryhole, latina, ass licking, boss, strip
15:39 67%

TRANSFIXED - Sexy Secretary Brittney Kade Gets FREE-USE Fucked At The Office For Boss's Birthday

11 months ago

xHamster

blowjob, office, big cock, secretary, bareback, boss
31:23

Transgendered Bosses 3 - Eva Maxim

2 years ago

ShemaleZ

handjob, big ass, boss
10:10

Trans Babysitter Anal Fucked By Horny Boss

2 years ago

ShemaleZ

anal, boss
04:39

Busty shemale boss anal fucks employee

6 years ago

ShemaleZ

boss
13:07

Tranny Art Tranny In Office Suite Fucking The Boss In The As

4 years ago

ShemaleZ

office, boss
12:41

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

3 years ago

BeMyHole

handjob, big tits, tattoo, office, piercing, ass licking, blonde
08:00

Boss Dirty Pic Deletion

5 months ago

xShemaleTube

shemale, boss
06:20 60%

Kasey Kei, Izzy Wilde And Big T - Milf Fucked By Tgirl Boss N Ts Security

2 years ago

ShemaleZ

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05:29

Jade Venus - Tranny Boss Barebacks One Of Her Employee

3 years ago

ShemaleZ

boss, shemale fucks guy
07:02

Boss Louise Gets Tranny Intern Facial

5 years ago

ShemaleZ

facial, boss
05:50

Trans Babysitter Mia Davina Anal By Boss 6 Min

1 year ago

ShemaleZ

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06:16

Boss facefucks and barebacks small tits tranny maid Pixi Lust

4 years ago

TrannyOne

maid, boss
06:25

Busty MILF intern has an anal invasion 3some with thick ass tranny boss

10 months ago

ShemaleTaxi

anal, MILF, boss
06:25

Trans boss orders employee to screw her ass

5 years ago

ShemaleTaxi

boss
03:17

Bbc Shemale Binds And Fucks Boss

3 years ago

GetTranny

boss
29:25

A Boss Called Her Secretary And Both Got A Superb Fucking Session In Hotel Room

3 years ago

ShemaleZ

secretary, hotel, boss
05:08

Bearded male anal fucked by tranny boss

6 years ago

AShemaleTube

blowjob, domination, boss, amateur
05:49

Slender tranny babe Claire Tenebrarum takes boss cock i

6 months ago

AShemaleTube

boss
05:18

TS boss domination

6 years ago

ShemaleZ

BDSM, uniform, tattoo, boss, shemale fucks guy
12:36

Purple Haired insatiable Trans Boss fucked On Desk - transsexual Foxxy - GenderXFilms

8 months ago

ShemaleMovie

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05:08

Shemale boss sucks and fucks male employee

6 years ago

AShemaleTube

boss, domination
04:48

Horny Tranny Boss Aubrey Fucks Ruckus

3 months ago

Fuxxx

shemale, boss, office
1:04:04

Bigg Boss Tamil - Season 2 - DAY 12

7 years ago

xHamster

boss
20:45

TS Boss Barebacks Guy, Cums on His Face

6 years ago

Upornia

blowjob, boss, bareback
06:16

How About You Fucking Your Shemale Boss With Janie Blade

1 month ago

ShemaleZ

stockings, shemale, blowjob, ass licking, boss
15:54 56%

Patty crossdresser I'm your bitch boss

1 year ago

xHamster

mature, stockings, french, crossdresser, boss
23:42 73%

The Boss Adam With Erica Cherry And Sabina Steele

3 years ago

ShemaleZ

threesome, boss
04:40

Tranny boss in lingerie anal fucks employee

6 years ago

ShemaleZ

boss
06:15 90%

Mesmerizing Natalie Mars fucks in sexy stockings with boss

5 years ago

AShemaleTube

cum in mouth, boss
02:38

Horny Latina showing her boss how to masturbate

2 months ago

AShemaleTube

latina, masturbation, big cock, sissy, boss
05:58 81%

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

3 years ago

TrannyOne

teen (18+), teen anal (18+), maid, boss
12:46

TRANSFIXED - Trans Babysitter Zariah Aura Gives It Up To Her Boss On Her First Day!

3 years ago

TXXX

boss, interracial
06:15

New babysitter Zaria Aura wants to hook up with her new boss

3 years ago

JizzBunker

boss
21:51

My Transexual Boss - Scene 3

7 years ago

ShemaleZ

boss
29:18

Ginger Sissy Boss (full Version)

4 years ago

ShemaleZ

redhead, webcam, boss, sissy
06:23

Big Titty Slut Gets Fucked By Ts Boss In The Office Creampie

2 years ago

GetTranny

creampie, office, boss
05:18

Sapphic boss ass fucking nails bent over employee

1 year ago

ShemaleTaxi

strapon, gagging, bondage, BDSM, spanking, tied, boss
05:40

Shemale dom secretary torments rimming boss with electrosex

3 years ago

JizzBunker

bondage, office, secretary, boss
12:44 80%

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

3 years ago

ShemaleTaxi

piercing, boss, missionary
08:12 63%

Trans Maid Pleasures Her New Boss

1 year ago

xHamster

maid, shemale, bareback, beauty, small tits, boss
04:56

Busty shemale secretary anal fucks boss

6 years ago

ShemaleZ

secretary, boss
04:56

Huge dick shemale anal fucks her boss

6 years ago

ShemaleZ

boss
15:51 67%

Cute TS Secretary with Her Boss

10 years ago

TXXX

cute, creampie, secretary, small tits, boss
07:06

Submit to Your Boss!

4 months ago

$$ FapHouse

masturbation, amateur, mature, boss
11:57

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

2 years ago

Upornia

threesome, caught, boss
23:51

Bossy she twink

5 years ago

TrannyGem

boss
05:41 79%

Horny Boss Asslicks And Barebacks The Blonde Tgirl - Emma Rose

4 years ago

TXXX

small cock, ass licking, boss, big cock
28:23

Transgendered Bosses Sc2 Foxxy & Draven Navarro 1080p

4 years ago

Upornia

big tits, boss, stockings
2:31:17 71%

Dass-528 When I Get , My Boss Gives Me A Sticky French Kiss And Makes Me Cum Again And Again - Ikeda Marina And Marina Ikeda

1 year ago

ShemaleZ

kissing, stockings, french, POV, asian, boss
07:42

Boss has his way with tasty trans assistant in a roleplay scenario

1 week ago

XXXVogue

thai, spanish, anal, BBW, big cock, cum in mouth, sissy
06:15

Lucky Pa Gets Into Sex Wtih His Sexy Boss Jade - Sexy Jade, Sage Roux And Jade Venus

3 months ago

PePorn

shemale fucks guy, cum in mouth, big cock, shemale, boss, office
03:14

Tgirl tool for boss pleasure

15 years ago

AShemaleTube

cumshot, boss
08:00 78%

Heteroflexible - Cute Femboy Maid Katie Lingeries Tight Ass Gets Used By Straight Boss Mateo Tomas

2 years ago

GetTranny

cute, stockings, maid, facial, old and young (18+), bareback, boss
05:56

Employee Fucks Bosses Transgender Wife After Cornering Him With Evidence

2 weeks ago

BeMyHole

wife, boss, dogging
05:08

Shemale Employee Ass Sex Fucks Boss - Michael Vegas

4 years ago

ShemaleZ

MILF, domination, boss
06:10

TS Aspen Brooks fucks her boss stepbro huge hard cock

7 years ago

AShemaleTube

boss
01:42

On your knees for the boss

3 years ago

xHamster

cumshot, JOI, boss
38:58 80%

Jane Marie In Boss Level

4 years ago

TXXX

boss
05:35

Boss deep-throats boner to ladyboy secretary

5 years ago

HDSex

deepthroat, secretary, domination, boss
07:13

The Backend Position – Penetration Testing On Young IT Guy - Emily Adaire Fucks Fxxk Buck

10 months ago

BeMyHole

stockings, blowjob, teen anal (18+), dogging, office, facial, 18
02:41 86%

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

9 months ago

$$ FapHouse

anal, 3D, boss
05:12

Foxy redhead seduces her shemale boss and licks her ass

5 years ago

TrannyOne

office, seduced, boss
06:15

Ts Babysitter Assfucks Boss With Big T And Holly Sweet

2 years ago

ShemaleZ

boss
06:11

Bear Man Fucks Trans Boss

3 years ago

GetTranny

boss
20:08

Hot BDSM Boss Plugs And Disciplines Bimbo Secretary For Mistakes

4 years ago

TrannyOne

secretary, boss, hardcore
05:32

Bbc t-girl ties and fucks boss

11 months ago

ShemaleMovie

shemale and girl, BBC, ladyboy, BDSM, boss
08:16

Jade Venus - Shemale Boss Normally Does Not Fuck

2 months ago

TXXX

shemale, boss
06:16

Kenna James And Natalie Mars In Trans Boss Fucks Assistant

3 years ago

ShemaleZ

boss
05:07

Boss TS Morena Gets Analed By Guys Cock

2 years ago

BeMyHole

boss, black
08:06 80%

Beautiful Trans Bareback Anal With Her New Boss

1 year ago

ShemaleZ

tattoo, shemale, beauty, lingerie, boss
34:05

New Boss Office Sex Episode 2

4 years ago

Upornia

big tits, office, boss
08:06

Busty blonde tranny boss takes her male assistants sweet ass

7 years ago

TrannyOne

boss
06:15

Natalie Mars & Kenna James in Transfixed Update - Shes The Boss, Scene #01

3 years ago

TXXX

boss
04:38

Shemale Babysitter Analed By Boss Dickbusty Trann

3 years ago

ShemaleZ

ass licking, boss

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