SHEMALE • BOSS 3,473 videos

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07:30

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

4 years ago

TrannyGem

office, piercing, boss
23:51

Bossy she twink

5 years ago

TrannyGem

boss
07:59

Boss Shemale Pov 3

6 months ago

xShemaleTube

asian
06:20

Natural beauty Sarah hooks up with her boss shemale Venus Lux

11 months ago

XXXVogue

natural
05:37

Hot Busty Boss Shemale In Black Lingerie Needs Assistance

1 year ago

BeMyHole

shemale, ass
05:47

Busty Trans Maids Bruna Dior And Vitoria Prado Get Their Cocks Sucked By Their Latin Boss.A Brunette Tgirl Licks Her Pussy And Then Barebacks The Ts

1 year ago

BeMyHole

bareback, boss
04:32

Shemale Tranny Boss Barebacks Her Dude Employee

2 years ago

Upornia

boss
05:08

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

3 years ago

TrannyGem

uniform, blonde, boss
08:11

The Bosses shemale Wife Was An impressive pummel

3 years ago

ShemaleMovie

wife, boss
07:30

Boss American Tranny

11 years ago

YourLust

boss
05:01

Busty trans boss Lena Kelly is anal fucked by her assis

Yesterday

AShemaleTube

anal
06:16

Victoria Voxxx And Kasey Kei - Latin Sucks On Asian Transgender Boss Feet

1 week ago

PePorn

feet, shemale and girl
05:12

Arrogant Man Dominated by TS Boss

2 weeks ago

AShemaleTube

shemale fucks guy
05:15

Enormous-titted Sarina Valentina dominates her boss in a wild romp

3 weeks ago

XXXVogue

blowjob, shemale fucks guy
06:15

Bubble Butt Thai Femboy Teen 18+ Boss Pov Handjob And Big Ass Fucking

3 weeks ago

PePorn

POV, ladyboy, thai, teen (18+), asian
06:15

I fuck TS boss while her ass is stucked in the door

3 weeks ago

AShemaleTube

shemale, boss
05:52

I Fuck TS Boss While Her Ass Is Stucked In The Door

3 weeks ago

BeMyHole

big cock, big tits, ladyboy, deepthroat
06:16

Nikki North And Nikki Boss In Tgirl Boss Makes It Up To Me By

4 weeks ago

GetTranny

anal
07:59

Aphrodite Adams - Bimbo Transgender Maid Served By Her Boss Bareback

4 weeks ago

PePorn

big cock, shemale, nylon, bareback
05:07

TS dominates her boss in office affair

1 month ago

AShemaleTube

shemale, bareback, shemale fucks guy, blowjob
08:00

My Transgender Boss Invites Me On A Yacht Ride And Convinces Me To Fuck Outdoors

1 month ago

GetTranny

boss, outdoor, hardcore, public
06:15

Boss caught TS babysitter having sex in his house

1 month ago

AShemaleTube

boss, caught
05:36

Jade Venus, Chris Epic And Ts Jade Venus In Trans Babysitter Barebacked Hard By Her Boss

1 month ago

ShemaleZ

shemale
08:00

Shes The Boss Kenna James And Shemale

1 month ago

xShemaleTube

small tits, boss
05:46

Ts Boss Shows Up In Gym Clothes & Ass Fucks The Intern With Sage Roux And Jade Venus

1 month ago

ShemaleZ

shemale fucks guy, big ass
06:15

My Ts Boss Ass Stucked So I Enjoy Fucking It

1 month ago

Upornia

ass
08:15

TranssexualNetwork.com - Boss fucks Chanel Santini for a paycheck raise

1 month ago

KeekAss

cumshot
08:00

A Shy And Slender Transsexual Fucks With Her Boss

1 month ago

PePorn

small tits, shy
05:46

Hot Trans Boss Fucks Her Assistant After He Catches Her Indecent At Office With Jade Venus And Sage Roux

1 month ago

ShemaleZ

caught, bareback, boss
08:00

Transgender Princesses Bosses

1 month ago

GetTranny

tattoo
06:28

My boss's transgender princess wife got me seduced

1 month ago

ShemaleMovie

masturbation, seduced, teen (18+)
06:15

Bubble butt Thai femboy teen Boss POV handjob and big ass fucking

1 month ago

AShemaleTube

amateur, teen (18+), thai, POV, interracial, asian, teen anal (18+)
06:15

Gets Fucked By His Sexy Boss Jade With Sexy Jade, Sage Roux And Jade Venus

1 month ago

ShemaleZ

big cock, cum in mouth, shemale fucks guy
05:06

Huge tits TS Sarina Dominates Her Boss

1 month ago

AShemaleTube

boss, shemale fucks guy
05:11

TS Interview with a Demanding Boss

1 month ago

AShemaleTube

blowjob, shemale fucks guy, boss
06:08

Magnificent shemale nubile Jean Hollywood fucks with her perv boss on the couch

1 month ago

ShemaleMovie

blowjob, shemale fucks guy, teen (18+), boss
05:09

Sarina Dominates and Fucks Her Boss

2 months ago

KeekAss

fetish, anal, shemale fucks guy, boss, domination
04:37

Busty Shemale Fucks Bound Boss

2 months ago

ShemaleZ

fetish, ass licking, boss
10:01

My boss nearly caught me busting a nut in his place, but I blew my load just in time.

2 months ago

XXXVogue

shemale, caught, cumshot
05:36

Love A Deep Ass Fucking By Her Boss - Daniella Aire, Casey Kisses And Donte Thick

2 months ago

ShemaleZ

big ass
05:46

Kira Noir, Tony Sting And Eva Maxim - Big Tits Latin Tgirl Boss Fucks Both Her Employees

2 months ago

ShemaleZ

big tits
05:36

Blonde Trans Latina Getting Barebacked By Her Boss With Itzel Saenz And Cliff Jensen

2 months ago

ShemaleZ

bareback, shemale, blonde
06:25

Curvaceous trans sitter Holly fleshy anal fucks her horny boss

2 months ago

ShemaleMovie

big tits, shemale fucks guy
04:00

Big Cock Shemale Boss Fucks Tax Auditor - Kendra Sinclaire

2 months ago

Fuxxx

office, stockings, boss, nylon
06:19

Transsexual childminder Izzy Wilde gargled and barebacked by black boss

2 months ago

ShemaleMovie

bareback
05:36

Jade Venus, Kasey Kei And Rodrigo Amor In Hot Trans Babes And Fuck With Their Boss

2 months ago

ShemaleZ

boss
03:01

Mr Hankeys Boss Hog Sissy Ride

2 months ago

AShemaleTube

big tits, latex
08:00

Office Boss Lover

2 months ago

GetTranny

office, boss, amateur
06:00

Super Hot Busty Ts Babysitter Asslicked N Barebacked By Boss

2 months ago

Fuxxx

bareback, big ass
06:16

Latin Tgirl Boss Fuck Both Her Employees

2 months ago

PePorn

threesome, office
05:36

Holly Wood, Jean Hollywood And Ricky Larkin In Beautiful Tranny Teen 18+ Fucks With Her Perv Boss On The Couch

2 months ago

ShemaleZ

blonde, teen (18+), bareback, 18, boss
05:36

Sexy Trans Babysitter Barebacks Her Hunk Boss - Draven Navarro And Bailey Archer

2 months ago

ShemaleZ

shemale, bareback
05:59

Jessica Fox - Sexy Asian Tranny Pleases Her Boss As She Pounds His Ass Nice And Hard

2 months ago

PePorn

office, shemale
08:00

Transgender Princesses Bosses

2 months ago

PePorn

uniform
05:36

Ts Boss Office Threesome Sex With Two Employers - Tony Sting, Eva Maxim And Kira Noir

2 months ago

ShemaleZ

threesome
05:12

Futanari remedies - This slime is deep-throating my hermaphroditism dick! Most powerful boss fight

2 months ago

ShemaleMovie

futanari, hermaphrodite, cosplay
08:01

Employees Korra Del Rio & Leana Lovings Stop Boss Assistant Zariah Aura From Snitching

2 months ago

xShemaleTube

big cock, boss, shemale and girl
04:00

Ts Foxxy - Shows Fuck Toy Dj Whos The Boss By Wrecking His Tight Butt

2 months ago

PePorn

big cock, shemale, nylon
06:14

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

2 months ago

PePorn

69, office
08:00

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

3 months ago

xShemaleTube

shemale
11:30

Your wifey Cuckolds You With Your boss - Lilian Stone

3 months ago

ShemaleTaxi

feet
15:32

Big arse Maid Facialized After bouncing On Boss massive Cock - MAMACITAZ

3 months ago

ShemaleTaxi

big cock, shemale
08:00

Aubrey Kate In Ts Taboo #2: My Boss Wife And Ruckus

3 months ago

PePorn

wife
05:36

Dillon Diaz And Gracie Jane - Blonde Shemale Boss Gets Anal Barebacked In The Office

3 months ago

ShemaleZ

big tits, stockings, big ass
03:31

Boss Wanted To Fuck The Maid (trailer) With Bruna Butterfly

3 months ago

Fuxxx

ass licking, shemale fucks guy
05:46

Ts Foxxy - Busty Shemale Boss Fucked Hard

3 months ago

Fuxxx

stockings, office, POV
06:15

Khloe Hart - Transsexual Babysitter Is Anal Banged By Her Boss

3 months ago

PePorn

office
05:41

Aphrodite Adams, Kate Zoha And Maid Teen - Teen 18+ Maid Gets Taken By Her Trans Boss

3 months ago

Fuxxx

small cock, maid, BDSM, office, 18, ass to mouth, ass
06:15

Nikki Vicious - My Trans Boss Busted Me Jerking Off On The Toilet

3 months ago

PePorn

toilet, office
06:15

Assistants Unscheduled Meeting With Her Boss

3 months ago

ShemaleZ

big cock, boss
06:16

Ember Fiera In Busty Asian Tranny Babysitter Wants To Fuck Boss

3 months ago

Fuxxx

bareback, asian
08:00

My Boss Is Transgender, She Comes Home Very Angry And Fucks My Ass With Her Big Cock - Gia Itzel And Salome Gil

3 months ago

PePorn

colombian, office
08:00

Jade Venus And Kasey Kei In Hot Trans Couple Fucked & Facialed By Hunk Boss 35 Min

3 months ago

Fuxxx

interracial
08:00

Im The Fucking Boss With Zariah Aura

3 months ago

Fuxxx

BDSM, office
08:00

Aubrey Kate In Horny Guy Finally Gets A Chance To Fuck Her Tbabe Boss

3 months ago

PePorn

office
08:16

I Walked In On My Boss His Busty Trans Wife

3 months ago

ShemaleZ

shemale, wife, boss, big tits
06:20

Jade Venus - Pleasing My Big Tits Trans Boss Is Of My Job

3 months ago

Fuxxx

bareback, office
07:59

Hot Trans Babysitter Bottoms For Their Potential Bosses During Impromptu

3 months ago

Fuxxx

interracial, office, boss, threesome
07:59

Brunette Ts Babysitter Analed By Her Horny Boss - Ariel Demure

3 months ago

PePorn

boss, office
08:00

Boss Dirty Pic Deletion

3 months ago

xShemaleTube

shemale, boss
11:30

Michael Del Ray - Boss Dirty Pic Deletion

4 months ago

ShemaleZ

boss
05:40

Jade Venus - Trans Babysitter Jerked Off N Barebacked By Boss

4 months ago

ShemaleZ

boss
06:16

TS Ebony and boss suck the big cock of co worker

4 months ago

TrannyOne

boss, ebony
07:59

Trans Boss And Interns Dirty Encounter

4 months ago

xShemaleTube

boss
08:00

Teen 18+ Maid Kate Zoha Gets Taken By Her Trans Boss

4 months ago

xShemaleTube

teen (18+), 18
08:14

Italian tranny boss dominates her masculine slave in a wild scene

4 months ago

XXXVogue

cum in mouth, shemale fucks guy, italian
08:00

Transroommate - Slut Trans Maid Aphrodite Adams Served By Her Boss Bareback

4 months ago

xShemaleTube

bareback, shemale, slut, boss
05:46

Secretary Ladyboy With Big Tits Tata Pleases Her Boss With Anal Sex

4 months ago

HClips

boss, big cock, POV
04:37

Boss Worships Feet To Shemale Intern With Dale Savage And Shiri Allwood

4 months ago

ShemaleZ

feet, shemale, lingerie, stockings
12:43

Kate Zoha And Maid Teen In Teen 18+ Maid Gets Taken By Her Trans Boss 1,115 Views Added 2025-07-23

4 months ago

ShemaleZ

maid, cumshot, teen (18+), shemale, 18
03:37

Trans Babysitter Jade Venus Jerked Off N Barebacked By Boss

4 months ago

xShemaleTube

big tits, jerking, boss
14:37

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

4 months ago

ShemaleTaxi

shemale fucks guy, ebony, tattoo, boss, missionary
14:41

Employee of the Month Kira Joins Trans boss Evas super-hot 3-way

4 months ago

ShemaleTaxi

big cock, shemale fucks guy
07:59

A Young Miner Trans Was Caught By Surprise When The Boss Began To Pester Her And Hard Fuck Right On The Spot 38 Min

4 months ago

xShemaleTube

boss, surprise, caught
06:16

Big T And Nikki North - Tgirl Boss Makes It Up To Me With A Bj

4 months ago

ShemaleZ

blowjob, boss, lingerie
06:56

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

4 months ago

ShemaleMovie

amateur, shemale fucks guy, boss
13:13

Teen 18+ Maid Gets Taken By Her Trans Boss - Maid Teen And Kate Zoha

4 months ago

ShemaleZ

teen (18+), shemale
05:45

Boss Didnt Wear Underwear Today.. Thats My Chance To Make An Impression Tsfixed 6 Min - Leilani Li And Destiny Mira

5 months ago

ShemaleZ

blowjob, ebony, stockings
08:00

Employee Of The Month - Ebony Babe Kira Noir Joins Trans Boss Eva Maxims Hot Desk-pounding Threeway

5 months ago

xShemaleTube

shemale and girl, ebony, boss, threesome
12:54

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

5 months ago

XXXDan

blowjob, boss
09:43

Busty Shemale Babysitter Is In The Laundry Room And Her Horny Boss Starts Fucking Her Ass

5 months ago

BeMyHole

blowjob
06:16

Yam-sized butt round shop boss nailed by hefty mounds tranny coworker (Izzy Wilde)

5 months ago

KeekAss

shemale
10:06

Shemale babysitter bareback fucked by horny boss

5 months ago

PornDr

bareback
07:59

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

5 months ago

Fuxxx

bareback, interracial
08:00

Annabelle Lane In Bounces On Her Boss Cock Anal Style!

5 months ago

Fuxxx

big cock, boss
05:32

Shemale babysitter assfuck pounded by boss

5 months ago

XoZilla

lingerie
19:39

Chick applying for job tries rock hard to coax the boss

5 months ago

ShemaleMovie

anal, dildo, crossdresser, toys, sissy, boss
07:10

Kobe Bryant couldnt compete with this thick ladyboys big ass as Boss takes him for a ride

5 months ago

XXXVogue

shemale fucks guy, ladyboy, amateur
05:49

Slim blonde maid tranny babe Lena Moon rides boss cock

5 months ago

AShemaleTube

babe, maid
05:49

Slender tranny babe Claire Tenebrarum takes boss cock i

5 months ago

AShemaleTube

boss
05:16

Boss blows a load inwards her shemale secretary

5 months ago

ShemaleMovie

amateur, creampie, heels, POV, secretary
07:59

Dass-658 Arrogant Shemale Secretary Gets Flowers By Her Boss And Gives Him Anal Entertainment Renka Yuzuki

5 months ago

xShemaleTube

secretary, stockings, anal, shemale, boss
05:46

Jade Venus, Kasey Kei And Rodrigo Amor In Shemales And Want To See Her Boss Bbc 6 Min

5 months ago

ShemaleZ

deepthroat, BBC, boss, brunette
08:04

Kitty Rose Is Riding Her Boss and Destruction Doggy

5 months ago

AShemaleTube

riding, amateur
06:15

Tgirl boss makes it up to me with a bj

5 months ago

AShemaleTube

anal
07:59

Bimbo Trans Maid Served By Her Boss Bareback - Aphrodite Adams

5 months ago

Fuxxx

maid, boss
08:00

Office Ms. Conduct - Hot Trans Boss And Fuck In Front Of The Staff! With Jane Wilde And Jade Venus

5 months ago

Fuxxx

interracial
06:25

Tgirl4You.com - Trans childminder Tiffany Starr is buttfuck screwed by black boss

6 months ago

ShemaleTaxi

anal, black, shemale fucks guy
04:00

Busted Watching Porn At Work-boss Punishes Bad Employee W/her Own Cock

6 months ago

Fuxxx

nylon, boss
07:45

Jade Venus And Michael Del Ray - Butler Serves Busty Shemale Boss In Every Way Including Anal 8 Min

6 months ago

ShemaleZ

boss, bareback, anal, shemale

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