SHEMALE • BOSS 3,423 videos

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06:30

Recruit makes boss bust and fake penis poke

12 months ago

ShemaleTaxi

toys, boss, penis
05:41

Busty Trans Babysitter Mimi Oh Gets Barebacked By Her Boss

3 years ago

ShemaleZ

boss
06:00

Transsexual babysitter teases and gets fucked by her boss

12 years ago

BravoTube

boss
06:20

Fat breasted pawg Boss Sara Jay Drills Kaiia Eve With Her Strap On!

1 year ago

ShemaleTaxi

taxi, strapon, fat, office, boss
05:11

Latina TS Demi D Best Gets analed by her boss

6 months ago

AShemaleTube

shemale, boss
05:45

Pixi Lust In Babysitter Takes Off Her Blanket And Shows Her Boss That She Dick

3 years ago

ShemaleZ

boss
05:51

Boss gets seduced by TS secretery

6 years ago

ShemaleZ

seduced, boss
05:58

Busty latina shemale Melanie Brooks barebacked by employee

5 years ago

BeMyHole

boss
05:45

TS boss Aubrey fucks dude Ruckus ass

6 years ago

ShemaleZ

boss
42:51 55%

Horny latina secretary gives it to her boss good and hard

4 years ago

AShemaleTube

mature, homemade, secretary, domination, webcam, boss, shemale fucks guy
40:36

American boss gets ass fucked by aisa tranny

3 years ago

xHamster

boss
03:54

Trans Babysitter Ava Holt Is Tied Up And Barebacked By Boss

2 years ago

GetTranny

tied, boss, interracial
04:01

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

10 years ago

AShemaleTube

boss
06:03

Trans Maid Gives Blowjob To Her Boss After Shower

11 months ago

ShemaleZ

stockings, maid, shower, ass, bareback, boss
06:14

So hot! boss Natalie Mars dominated her secretary

3 years ago

AShemaleTube

secretary, domination, boss
06:16

Sneaky masturbating MILF assistant pounded by big dick trans boss

7 months ago

AShemaleTube

blowjob, boss
22:38 78%

My Boss Fucks My Ass And Sucks My Cock In The Bathroom

2 years ago

ShemaleZ

cum in mouth, bathroom, boss, cum in ass
05:46

Busty Shemale Boss TS Foxxy Fucked Hard

5 years ago

ShemaleZ

boss
44:41

Shemale fucks hotel boss and squirts his ass

10 months ago

XXXDan

big ass, pissing, hotel, shemale, boss
05:08

TRANSSEXUAL restaurant boss drills worker (Roxy Rox, TRANSSEXUAL Foxxy)

3 years ago

TrannyGem

uniform, blonde, boss
25:33

Playgirl In underware acquires Her ass Filled - Boss Film

6 years ago

ShemaleZ

lingerie, boss
05:12

Maid Ella Hollywood rimmed and barebacked by her boss

5 months ago

AShemaleTube

bareback, maid, boss
05:48

Ladyboy pornstar Aspen Brooks seduces her boss during babysitting gig

10 months ago

XXXVogue

boss
05:50

Sometimes You Got To Fuck The Boss With Eva Paradise

1 year ago

GetTranny

hairy, boss
06:18

My boss's shemale wife got me seduced

7 years ago

AShemaleTube

teen (18+), wife, blonde, seduced, boss
28:53 84%

He Used to Be the Boss but Not Anymore

5 months ago

$$ FapHouse

mature, mature anal, ass to mouth, cum in mouth, sissy, boss, cum in ass
05:02

Boss sucks dick and licks ass of big boobs tranny

13 years ago

AShemaleTube

boss
05:35

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

3 years ago

ShemaleZ

office, boss, shemale fucks guy
05:10

Tranny boss in lingerie butt sex fucks employee

6 years ago

XoZilla

fetish, office, domination, tight, boss
06:00

Small tits teen trans babysitter caught jerking off by boss

5 years ago

ShemaleZ

caught, boss
13:00

Paisley Paige in Exotic Honey Paisley Paige Handles Two Cocks Like A Boss

3 years ago

TrannyOne

car, boss
08:00

Annabelle Lane In Bounces On Her Boss Cock Anal Style!

4 months ago

Fuxxx

big cock, boss
05:42

Horny Employee And Tranny Boss

3 years ago

ShemaleZ

boss
06:03

Trans Babysitter Anal Fucks Boss - Danika Dreamz

2 years ago

GetTranny

boss
05:36 60%

Transsexual assistant in pantyhose banging boss

3 years ago

ShemaleTaxi

pantyhose, domination, boss, hardcore
06:15

Petite and skinny tranny enjoys the boss to fuck her

4 years ago

AShemaleTube

skinny, boss
12:04

Pierce Paris And Marissa Minx - Annoying Employer Flip Fucks Blonde Trans Boss 12 Min

2 years ago

ShemaleZ

piercing, boss
13:40

A Young Miner Trans Was Caught By Surprise When The Boss Began To Pester Her And Hard Fuck Right On The Spot 14 Min With Pimp Blue

2 years ago

ShemaleZ

ass to mouth, caught, surprise, boss
08:09 88%

Your Boss Is a Homewrecker

1 year ago

xHamster

solo, amateur, cheating, boss, masturbation
15:51 67%

Cute TS Secretary with Her Boss

10 years ago

TXXX

cute, creampie, secretary, small tits, boss
06:31

Busty Shemale Boss Sucks Your Dick And Fucks During Phone Talk With Husband Pt.1 - Juliana Souza And Kalliny Nomura

1 month ago

ShemaleZ

POV, big tits, tattoo, husband, ass, boss, shemale fucks guy
06:14

Blonde trans boss Marissa Minx raw fucks her worker on desk in the office

10 months ago

XXXVogue

boss, shemale fucks guy
05:00

Shemale Sheina is the boss at her office and shes horny

11 years ago

DrTuber

office, boss
06:14

Hardcore tranny action in boss Marissa Minx office!

5 years ago

AShemaleTube

office, boss
07:59

Hot Trans Babysitter Bottoms For Their Potential Bosses During Impromptu

2 months ago

Fuxxx

interracial, office, boss, threesome
06:15

Shemale boss sucks and fucks her intern

2 years ago

PornDr

wife, boss
06:59

Boss bitch Joanna Angel gets her pussy eaten out by two girls

4 years ago

YourLust

boss
18:44

Tranny Fucks Boss For A Better Deal

9 years ago

TXXX

boss
06:25

Secretary t-girl with huge tits Tata rectal pleases her boss

4 years ago

ShemaleTaxi

thai, secretary, boss
05:36

Holly Wood And Jessy Dubai In Tranny Babysitter Jean Gets Fucked By Her Tranny Boss And Her Kinky Hu

3 years ago

TXXX

jeans, boss
07:07

Busty white chick gives oral pleasure to her boss on the chair

2 years ago

xHamster

boss
14:46 76%

Doctor Boss

6 years ago

TXXX

doctor, boss
05:07

Tanned huge rump tranny butt fuck bangs boss

6 years ago

XoZilla

fetish, lingerie, ladyboy, boss
05:29

Beautiful Tranny Teen Fucks With Her Perv Boss With Holly Wood And Jean Hollywood

2 years ago

TXXX

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05:40

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

2 years ago

ShemaleZ

riding, bareback, boss
06:44

Boss Fuck Me Ass Deep And Hard

1 year ago

Upornia

bareback, stockings, shemale, boss
05:01

Fucked by my boss

6 years ago

ShemaleZ

boss
10:03

Tranny Maid Serves Her Asian Boss With Mouth And Asshole With Danika Dreamz

4 years ago

ShemaleZ

maid, asshole, boss
17:19 47%

Slim ladyboy maid tops her boss

4 years ago

AShemaleTube

homemade, asian, maid, uniform, boss, shemale fucks guy
25:37

Maid For Her Boss

3 years ago

Upornia

stockings, maid, boss
11:40

Bubble Butt Ebony Boss Tries Trans Applicants Cock

2 years ago

BeMyHole

big tits, ass licking, riding, ass, reality, boss, hardcore
05:30

Hunk guy caught on CCTV and fucked boss TS Morena Blacks

5 years ago

TrannyOne

caught, boss
07:30

Boss American Tranny

11 years ago

YourLust

boss
05:11

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

7 months ago

AShemaleTube

boss
29:51 71%

Destiny Mira And Leilani Li - Unscheduled Meeting With The Boss

6 months ago

ShemaleZ

shemale, POV, ebony, cumshot, boss
06:00

Shemale secretary sucked bosses dick

2 years ago

PornDr

secretary, reality, boss
05:12

Elder custodian anal fuck shemale boss

5 years ago

BeMyHole

boss
12:02

Golden Oldie (Boss YL Fucks A New Employee)

4 years ago

BeMyHole

boss, shemale fucks guy
40:53

Asian inexperienced she-creature secretary getting poked by her bosses

7 months ago

ShemaleMovie

homemade, anal, 18, shemale and girl, secretary, boss
05:54

My bosss shemale wife seduced me

5 years ago

BeMyHole

wife, seduced, boss
05:07 83%

Redhead boss rides prick to TS employee

5 years ago

Analdin

office, facial, riding, boss, domination
06:14

Handsome dude lick and bareback the tight ass of Tranny boss

3 years ago

AShemaleTube

boss
09:40

Busty Trans Maid Fucks Her Boss While Stuck On 10 Min - Spencer Bradley

1 year ago

ShemaleZ

maid, boss
15:51

Shelady Shows hoe lad Whos Boss

6 years ago

ShemaleZ

boss
06:15

My transgendered boss is soooo hot!

5 years ago

JizzBunker

boss
40:36

She’s The Boss (shemale fuck girl)

6 years ago

TXXX

uniform, shemale and girl, boss
05:49

Gorgeous Blonde Tranny Seduces Her Sexy Tattooed Boss

1 year ago

BeMyHole

blowjob, beauty, ass licking, seduced, boss, tattoo
27:33 88%

Fuck My Boss

4 years ago

BeMyHole

beauty, dogging, ass licking, shaving, slut, boss
05:45

Natalie Stone In Trans Woman Gets Her Ass Licked And Barebacked By Her Boss

3 years ago

ShemaleZ

boss
03:09

Sissy secretary blows and fucks her boss.

4 years ago

xHamster

secretary, sissy, boss
28:50 64%

Lewd Secretaries gang Up On Their penis Manager

4 years ago

TrannyGem

office, gangbang, secretary, cum in mouth, domination, penis, boss
06:10

Big Tit Trans Boss Barebacked

2 years ago

Upornia

boss
04:52

Beautiful Boobs And Shemale Porn Getting Ahead - Shiri Allwood Owns Her Boss, Dale Savage With Her Cock, Part 8

3 years ago

BeMyHole

gagging, redhead, boss
07:11

Text To Speech Guy Bosses Sa8die In Bed

3 years ago

ShemaleZ

boss
06:20

Nurse TBabe Lianna deep-throats her boss beef whistle

3 years ago

ShemaleMovie

nurse, deepthroat, boss
06:19

Immense tits tgirl boss Angelina satiate butt-banged by black employee

8 months ago

ShemaleTaxi

deepthroat, handjob, boss
05:31

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

3 years ago

TXXX

boss
08:16

Sumptuous Trans lady Jade Venus boinked hard by her boss

4 years ago

ShemaleTaxi

boss
06:56

My trans boss has a very good penis. Part three. he concludes up fucking my ass

3 months ago

ShemaleMovie

amateur, shemale fucks guy, boss
17:09

Tranny boss sucks off her new black employee

11 years ago

xHamster

femdom, bisexual, boss
15:44

Boobed blonde fucks office boss in ass

5 years ago

ShemaleZ

uniform, office, boss, shemale fucks guy
22:34

Ximena Boss Has Sex With Her Boyfriend

6 years ago

ShemaleZ

couple, boss, boyfriend
06:28

My boss has a cock???

8 years ago

AShemaleTube

boss
27:26

Fuck My Boss (Janelle Chanel)

5 years ago

Upornia

ladyboy, boss
05:45

Eva Maxim In Lucky Applicant Rimjob And Butt Fucks His Future Ts Boss

2 years ago

ShemaleZ

big tits, ass licking, boss
06:15

Youthful intern fucks his she-male boss

7 years ago

HDSex

boss
14:37

Employee of the Month - Ebony Babe Kira Noir Joins Trans Boss Eva Maxim’s super hot Desk-porking three-way

3 months ago

ShemaleTaxi

shemale fucks guy, ebony, tattoo, boss, missionary
06:15

Handsome boss licks and bareback fuck his shemale maid

2 years ago

TrannyOne

maid, boss
04:41 83%

Ts Atorney With Big Cock Fuck Milf Boss - Venus Lux

4 years ago

ShemaleZ

MILF, shemale and girl, boss
17:53

The Boss Bathroom

5 years ago

ShemaleZ

bathroom, boss, crossdresser
16:13

Boobed blonde fucks office boss in ass

5 years ago

AShemaleTube

uniform, office, blonde, ass, boss, shemale fucks guy
12:06 88%

Threesome Orgy With Trans Nurse and Her mommy Boss - LeWood

2 years ago

XoZilla

mom, threesome, nurse, riding, 69, orgy, boss
08:00

Flirty Babysitter Brittney Kade Teases Hot Boss Dillon Diaz With Her Cock

1 year ago

GetTranny

big cock, ebony, boss, tease, ass to mouth
03:44

Ts Girl Isabella Sorrenti Gets Fucked By Her Boss

2 years ago

GetTranny

boss
22:26

Chick with dick pounded by her boss

2 years ago

xHamster

stockings, boss, small tits, shemale fucks guy
41:52

Maid receives poked By Her Boss

6 years ago

ShemaleZ

maid, uniform, boss
05:50

Korra Del Rio, Ariel Demure And Emma Rose In Intern Sucks And Fucked By Big Tits Shemale Boss

2 years ago

ShemaleZ

boss
50:37 71%

Horny Mature Secretary Turns Her Boss Into A Submissive Bitch

4 years ago

BeMyHole

mature anal, office, secretary, boss, shemale fucks guy
06:16

Trans babysitter Khloe Kay sucks and anal ride boss big cock

1 year ago

AShemaleTube

big cock, boss
06:00

Ladyboy Boss 2

7 years ago

AShemaleTube

boss
06:00 80%

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

3 years ago

TXXX

maid, boss
05:26

Huge penis shemale butt fuck fucks her boss

6 years ago

Analdin

office, penis, boss, hardcore
06:16

Trans Khloe Kay anal rides boss big cock

1 year ago

PornGem

big tits, boss
07:30

GenderX.com: Elastic ass Marissa Minx & Pierce Paris asslicking

4 years ago

TrannyGem

office, piercing, boss
14:39

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

2 years ago

xTits

big ass, BBW, latina, office, boss, missionary
05:45

Horny TS boss Chanel fucks guy Gabriels ass from behind

6 years ago

ShemaleZ

boss
06:20

Guy anal fucked by big tit tattooed transgender boss Nadia Love

2 years ago

XXXDan

handjob, piercing, boss
20:02

Making Her sperm With A toy In Her booty - Boss Film

6 years ago

ShemaleZ

sperm, boss
05:12 82%

The filth part #2 - submissive Maid gets nailed doggystyle on balcony by her horny futa boss

2 years ago

ShemaleTaxi

public, outdoor, maid, cartoon, futanari, boss
17:07

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

1 year ago

ShemaleTaxi

BBW, boss

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