SHEMALE • BOSS 3,431 videos

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06:05

TS boss Korra Del Rio

6 years ago

ShemaleZ

boss
06:15

Shemale boss analed by guy secretary

2 years ago

UiPorn

secretary, boss
06:15

Shemale babysitter gets rimjob and ass fucked by her new boss

2 years ago

UiPorn

boss
06:02

Ebony Trans Babysitter Honey Foxxx Anal Fucking Her Boss

3 years ago

BeMyHole

piercing, riding, condom, deepthroat, boss, brunette
14:20

A Young Miner Trans Was Caught By Surprise When The Boss Began To Pester Her And Hard Fuck Right On The Spot 15 Min - Pimp Blue

2 years ago

ShemaleZ

ass to mouth, caught, surprise, boss
06:20

Small fun bags trans maid Claire Tenebrarum barebacked by boss

3 years ago

ShemaleTaxi

maid, boss
06:14

Nikki Vicious & Jayden Marcos in Transgendered Bosses 2 - Scene 2, Scene #02

3 years ago

TXXX

piercing, boss
04:55

Elder Custodian Anal Fucks Shemale Boss 5 Min

3 years ago

ShemaleZ

boss
08:06

Aphrodite Adams - Slut Trans Maid Served By Her Boss Bareback

2 years ago

TXXX

shemale, big tits, maid, boss
05:06

Busty shemale fucks new boss

11 months ago

UiPorn

big tits, boss
05:58

Hot small tits trans boss Natalie Mars barebacked and rimmed

5 years ago

BeMyHole

boss
05:05

Blonde shemale anal fucks bound boss

1 year ago

KeekAss

shemale, boss, shemale fucks guy
05:26

Chesty red headed ts fuckin her boss

3 years ago

ShemaleTaxi

boss
02:22

Mr. Hankey's Boss Hogg vs Cdnaturally

6 years ago

xHamster

stockings, anal, toys, boss
05:45

Mesmerizing Fucks In Sexy Stockings With Boss - Natalie Mars

2 years ago

ShemaleZ

cum in mouth, boss
05:04

Big ass ginger TS anal fucking boss

4 years ago

BeMyHole

redhead, boss
06:02

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

5 years ago

BeMyHole

teen anal (18+), secretary, boss
05:45

Shemale Boss Lets Her Black Worker Fuck Her Ass In Office - Gracie Jane

2 years ago

Upornia

stockings, big ass, big tits, office, boss, interracial
06:31

Horny Boss Licks And Barebacks The Ass Of His

1 year ago

ShemaleZ

stockings, boss
06:01

Big Cock Ts Fucks Her Boss Doggy Style With Gabriela Ferrari And Gabriel A

3 years ago

GetTranny

boss
05:27

Sandy-haired TS boss ass-fuck penetrates employee

3 years ago

ShemaleTaxi

boss
08:00

Thai Tranny June Gets Used Dirty By Boss In The Shower - Bang Shemale

2 years ago

TXXX

thai, shower, boss
05:40

Gorgeous TS Foxxy hard anal bang with her boss hard cock

6 years ago

ShemaleZ

boss
09:49

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

2 years ago

TXXX

creampie, big ass, office, boss
05:49

Marissa Minx Hot Tgirl Boss Barebacks Employee

4 years ago

ShemaleZ

boss
04:56

Tranny secretary anal fucks her boss

5 years ago

ShemaleZ

secretary, boss
10:06

Tranny babe Kasey Kei craves boss hard big cock

1 year ago

TrannyGem

anal, boss, bareback
06:10

Kasey Kei - Asian Ts Boss Banging Employee

2 years ago

ShemaleZ

handjob, ass licking, boss
05:19

Sexy Shemale Boss Dressed In Red Lingerie Gets Barebacked On The Office Desk 6 Min - Natalie Mars

2 years ago

ShemaleZ

office, dress, boss
05:45

Handsome Boss Licks And Barebacks The Ass Of His Tranny Maid With Emma Rose

3 years ago

TXXX

maid, boss
05:16

T-Model romps trussed motel boss (Jessica Host )

3 years ago

TrannyGem

domination, hotel, boss
12:54

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

3 months ago

XXXDan

blowjob, boss
06:05

Horny Tgirl boss Natalie Mars hot office sex with coworker

6 years ago

AShemaleTube

office, boss
08:00 79%

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

1 year ago

GetTranny

cute, stockings, maid, facial, old and young (18+), bareback, boss
05:00

Shemale Boss Sheina Fucks Secretary

13 years ago

xHamster

secretary, boss
20:07

Boss receives Double Teamed - Scene 1

6 years ago

ShemaleZ

MILF, boss, double penetration
10:16

Asian TS Kasey Kei ass-fucked by her boss during working trip

1 year ago

AnySex

asian, amateur, boss
10:10

Kasey Kei, Cliff Jensen And Big Boss In Desperate Ts Sucking Boss Big Dick To Get Promoted

8 months ago

ShemaleZ

blowjob, small cock, boss
12:34 60%

Pink Haired Trans Maid Catches Boss Jerking

3 years ago

TXXX

small cock, maid, caught, boss
05:16

Buxom red headed TS humping her boss

4 years ago

Analdin

redhead, domination, boss
48:40

C4 Film (april 20, 2025) the Boss Is a Slut on a Video Conference with Her Banker.

6 months ago

$$ FapHouse

stockings, french, amateur, boss
16:06

Problems at the office sometime need to please the boss

9 months ago

JizzBunker

mature, amateur, mature anal, office, boss
22:01

Aubrey Kate Boss Wife

6 years ago

TXXX

wife, boss
15:10 86%

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

2 years ago

ShemaleTaxi

office, taxi, boss, shemale and girl, beauty
09:47

Shemale Maid Is Doing Laundry And Horny Boss

1 year ago

ShemaleZ

maid, boss
05:13

Marvelous ts assistant Dominates Boss

5 months ago

ShemaleMovie

domination, thai, boss, BDSM
06:16

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

3 months ago

ShemaleZ

blowjob, boss, lingerie
12:32

Angry Trans boss Dicked Down By Clutsy hairy man Employeer

5 months ago

ShemaleMovie

shemale fucks guy, boss, secretary
08:44

My fresh assistant is a ts damsel and she enjoys to shag every day

5 months ago

TrannyGem

small cock, crossdresser, secretary, cute, shemale, boss
05:04

Big ass ginger TS anal fucking boss : Part 2

3 years ago

TrannyOne

boss
06:01

Dirty Big Cock Boss Fucked Horny Shemale

3 years ago

GetTranny

boss
06:14

Busty tequila shemale Demi D Best sucking and analed by boss

5 years ago

AShemaleTube

boss
05:41

Brunette Trans Gets Her Ass Barebacked By Boss Son - Kasey Kei

3 years ago

ShemaleZ

boss
05:44

Kasey Kei And Victoria Voxxx - Transgender Boss Licks Wet Clit

2 years ago

ShemaleZ

clit, wet, big clit, boss
41:33

Shes The Boss

4 years ago

ShemaleZ

secretary, boss
05:45

Brody Kayman And Nikki North - Shemale Boss Had Anal Sex With

2 years ago

ShemaleZ

boss
12:09

Eva Maxim In Sweet Trans Sitter Railed By Boss

2 years ago

Upornia

big tits, boss
05:32

Transgender princess Natassia Dream dominates her handcuffed boss in a wild romp

7 months ago

XXXVogue

domination, BDSM, boss
12:07

Threesome With Trans Nurse Aubrey Kate and MILF Boss Francesca Le

6 months ago

XXXDan

nurse, boss, threesome, riding
04:01

Busty Blonde Shemale Gets Fucked By Her Boss With Angellica Good

2 years ago

GetTranny

boss
06:10

Big tits tgirl boss Eva Maxim sucked and analed by employees

2 years ago

xShemaleTube

boss, ebony, threesome
06:24

Transgender princess boss butt-fucked by ebony in office

10 months ago

ShemaleTaxi

big ass, big tits, ebony, office, beauty, boss
05:12

Black Secretary Makes Her Boss Lick Her butt hole - female domination

1 year ago

ShemaleTaxi

black, facesitting, domination, boss, secretary
04:32

The Boss Wants To See You - Uncensored Sample

2 years ago

ShemaleZ

boss
08:00

Hot Trans Couple Fucked & Facialed By Hunk Boss - Jade Venus, Kasey Kei 35 Min

6 months ago

xShemaleTube

big cock, boss, facial
05:52

TS Babysitter Gets Barebacked By Her Boss Big Cock

8 months ago

BeMyHole

blowjob, kissing, bareback, boss
22:21

Beautiful Trans Bareback Anal With Her New Boss With Riley Ivy

1 year ago

HClips

amateur, beauty, anal, tattoo, bareback, boss
05:35

Emma Rose - Shemale Maid Enjoys Anal Sex With Her Boss

3 years ago

ShemaleZ

maid, boss
08:00

Two brunettes are sucking their bosss dick

11 years ago

HellPorno

orgasm, double anal, stewardess, natural, upskirt, condom, orgy
07:13

Hot Shemale Franshesca Fucking her Boss's Ass on Webcam Part 3

4 years ago

AShemaleTube

boss
03:22

Boss Lady Bitch, TS Venus Lux Reviews her Employees

8 years ago

ShemaleZ

boss
05:23

Jayden Marcos And Nikki Vicious - Blonde Shemale Boss Bends Over For A Deep Anal Fuck 6 Min

2 years ago

ShemaleZ

anal, boss
22:18

My boss is a transgender she comes home very angry and fucks my arse with his ginormous pink cigar salome gil

5 months ago

ShemaleMovie

shemale and girl, shemale, boss, maid
06:15

Lucky applicant analed his TS Busty boss

2 years ago

UiPorn

boss
05:03

Busty Red Headed TS Fucking Her Boss

4 years ago

BeMyHole

redhead, short hair, deepthroat, boss
04:54

Boss Obeys to Her Secretary

8 years ago

ShemaleZ

secretary, boss
06:15

Busty Shemale Boss TS Foxxy Fucked Hard

5 years ago

xHamster

chubby, secretary, boss
21:54

Shemale Porn Video My Boss Is A Transgender She Comes Home Very Angry And Fucks My Ass With His...

1 year ago

TrannyOne

big ass, shemale, anal, big cock, boss
41:52

Maid receives poked By Her Boss

7 years ago

ShemaleZ

maid, uniform, boss
04:31

Tranny Boss Rimmed With Barebacked By Emp - Nikki Vicious

2 years ago

Upornia

boss
04:25

Sucking Off Boss With Chelsea Poe

3 years ago

ShemaleZ

boss
12:48 86%

BBC guy fucks latina trans boss for promotion

2 years ago

AnySex

big ass, interracial, latina, office, BBC, boss
05:09

Horby ebony TS boss fucks employee

4 years ago

AShemaleTube

boss, ebony
06:16

Ts Suck Boss Cock In Gloryhole - Anna B, Big T And Johanna B

2 years ago

Upornia

gloryhole, boss
18:07

Even Though Vaniity merely Has To Babysit On The Weekends, Her Boss Has

6 years ago

ShemaleZ

boss
2:34:10

328 A Futanari Female Boss Gets Through Her Unprotected Tight Skirt That Was Turned Up By An Erection Ruisa Tsukizuki With Mia B

1 year ago

ShemaleZ

fetish, asian, gangbang, group, futanari, skirt, boss
05:26

Huge Cock Shemale Assfucking Fucks Her Boss

4 years ago

ShemaleZ

boss
03:50

Busty Ts Boss Gets Her Ass Licked And Barebacked By Client

3 years ago

GetTranny

boss
09:36

Trans Babysitter Gets Ass Fucked By Boss In Washing Machine 10 Min

2 years ago

ShemaleZ

boss
11:00

Two employees suck and bareback busty latina boss Eva Maxim

2 years ago

TXXX

threesome, boss, group
04:54

Custodian Anal Fuck Blonde Shemale Boss

5 years ago

ShemaleZ

anal, boss
05:49

Tall Dominant Tranny Anal Bangs Her Boss

11 months ago

ShemaleZ

anal, shemale, domination, boss, tall
08:00 77%

Horny Ebony Milf Gets Fucked By Her Trans Boss In The Office - Carla Morelli

8 months ago

xShemaleTube

ebony, shemale, big ass, MILF, big tits, office, big cock
16:14

She loves getting a blowjob - Boss Film

6 years ago

ShemaleZ

vintage, boss
06:16

Ember Fiera - Tranny Babysitter Wants To Fuck Her Boss

5 months ago

ShemaleZ

ass licking, stockings, asian, boss, interracial
05:19

Claire Tenebrarum And Sexy Pink - Haired Tranny Maid Barebacked By Her Boss 6 Min

2 years ago

Upornia

stockings, maid, boss
28:52

Butthole plowing All Day - Boss Film

6 years ago

ShemaleZ

boss
03:19

Boss gives incredible eye-contact during this handjob and bareback ride

4 years ago

TXXX

handjob, boss
11:36 71%

The Little Sissy Maid Dienstmadchen for The Boss

3 years ago

xHamster

latex, german, maid, boss
06:25

Transsexual childminder Jacqueline woods anal fucks her boss

8 months ago

ShemaleTaxi

small cock, shemale fucks guy, boss
10:20

Thick she-creature secretary booty-fucked by big hairless boss

8 months ago

ShemaleMovie

secretary, shemale fucks guy, big ass, boss
03:07

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

2 years ago

xHamster

public, latex, voyeur, mature anal, MILF, boss
06:02

Secretary ladyboy with big tits Tata pleases her boss with anal sex : Part 2

5 years ago

BeMyHole

secretary, boss
06:03

Ladyboy Boss Licks And Fucks New Secretary

2 years ago

GetTranny

boss
06:15

Assistants unscheduled meeting with her boss

8 months ago

KeekAss

shemale and girl, boss
06:52

Camtrans Hot Shemale Franshesca Fucking Her Bosss Ass On Webcam

3 years ago

BeMyHole

feet, pantyhose, couple, fetish, condom, socks, boss
06:40

Security Guard Seducing His Hot Shemale Boss

1 year ago

GetTranny

boss, shemale, seduced
05:48

Trangender domme shows sub whos the boss

6 years ago

AShemaleTube

latex, boss
17:41

HYPNOTIZED - Super-Hot Caterers Jane Wilde & Khloe Kay Get CAUGHT Hooking Up On the Job!

3 years ago

TrannyGem

caught, 69, reality, boss
10:01

TransSensual Hot BOSS Korra Gives Stud 1 Last Chance!

6 years ago

xHamster

couple, boss
05:05

Boss Fucks Chanel Santini As She Wanted A Paycheck Raise

2 years ago

GetTranny

boss
06:20

Intern is fucked by big tit shemale boss

3 years ago

TrannyGem

public, group, small tits, boss
12:47

Trans Teacher Fucks Boss And Her Student

2 years ago

BeMyHole

student, teacher, boss
05:09

Ebony shemale boss fucking man

4 years ago

AShemaleTube

boss, shemale fucks guy
05:25 83%

Futa-boss surprised subordinate with her big

6 years ago

AShemaleTube

futanari, surprise, boss, shemale and girl
06:11

My boss's shemale wife seduced me

6 years ago

AShemaleTube

wife, seduced, boss
06:24

Ts candy gobbler ass-fucked by her boss big cock

9 months ago

ShemaleTaxi

ass, shemale fucks guy, boss
05:35

Custodian ass-pulverize fuck ash-blonde shemale boss

9 months ago

ShemaleMovie

bondage, boss, BDSM
21:53

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

2 years ago

BeMyHole

maid, office, shemale and girl, boss
06:16

Superior lez trans boss toughly boning pussy

3 years ago

ShemaleTaxi

boss

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