SHEMALE • BOSS 2,787 videos

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1:04:04

Bigg Boss Tamil - Season 2 - DAY 12

5 years ago

xHamster

boss
05:08

Shemale Employee Ass Sex Fucks Boss - Michael Vegas

2 years ago

ShemaleZ

MILF, domination, boss
05:23

Nerdy guy gets her ass banged by her TS boss

3 years ago

BeMyHole

boss
04:39

Tranny boss anal fuck pervert employee

4 years ago

ShemaleZ

domination, boss
15:16

Chunky black shemale Paris bangs with her future hung boss

7 years ago

TrannyOne

black, boss
06:00

Fierce shemale boss eats out blonde teens shaved pussy

4 years ago

AShemaleTube

boss
06:10

T-girl nanny Jade Venus jerked off n barebacked by boss

1 year ago

TrannyOne

bareback, boss
06:21

Maid trans nymph barebacked by her boss

2 years ago

ShemaleMovie

maid, boss
06:00

Ladyboy seduced by future boss big cock fucking and cumshot

5 years ago

TrannyGem

seduced, boss
20:22 74%

Nina Lawless Xxx - Nina Lawless - Smoking Boss Bitch

2 years ago

ShemaleZ

smoking, boss
40:37

Sasha milks and The motel boss

3 years ago

ShemaleTaxi

milk, taxi, hotel, boss
05:11

Big Tittied Blonde Boss TS Dominated

9 years ago

AShemaleTube

shemale and girl, domination, boss
06:10

Trans boss Natalie Mars gets legs spread on office table

4 years ago

AShemaleTube

office, boss
08:04

TS Nicolly Pantoja and Her Boss Bareback

4 years ago

AnyPorn

boss
12:34

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

2 years ago

TrannyGem

maid, boss
07:02

Boss Louise Gets Tranny Intern Facial

3 years ago

ShemaleZ

facial, boss
03:25

TS Boss Punishes Employee

5 years ago

TrannyOne

boss
03:03

Shemale Gets Fucked by Her Boss in the Office Family Affair

3 years ago

xHamster

mature, mom, MILF, fisting, dogging, office, boss
01:11 87%

Big Boss Becomes Dungeon Anal Whore With Corbin Dallas And Jessica Fox

2 years ago

Upornia

stockings, whore, boss, shemale fucks guy
06:04

Dominant Shemale Boss Fucks Favorite Employee

4 years ago

ShemaleZ

mature, boss
05:05

Secretary fucking with boss in lingerie sex

4 years ago

ShemaleZ

lingerie, secretary, boss
05:08

Very Busty Tranny Goddess Ass Fucking Fucks Boss With Michael Vegas

2 years ago

ShemaleZ

fetish, boss
06:16

Boss facefucks and barebacks small tits tranny maid Pixi Lust

2 years ago

TrannyOne

maid, boss
06:15

My Big Tits Ts Boss Put Her Dick In My Face

1 year ago

ShemaleZ

big tits, ass licking, boss
39:12

Fucking the boss in the office

4 years ago

TrannyOne

office, boss
27:50 93%

Lady-man hammered By Boss And Secretary

4 years ago

ShemaleZ

secretary, boss
04:52

Shemale employee anal fucks elder boss

3 years ago

BeMyHole

boss
03:14

Tgirl tool for boss pleasure

13 years ago

AShemaleTube

cumshot, boss
06:23

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

5 months ago

GetTranny

creampie, office, boss
13:07 88%

Miran’s The Boss!

1 year ago

TXXX

japanese, boss, japanese uncensored
30:44

Sissy secretary lunchtime fucking by boss

4 years ago

ShemaleZ

secretary, sissy, boss
24:03

Transgendered Bosses 3 With Dillon Diaz And Gracie Jane

1 year ago

Upornia

stockings, fetish, big tits, lingerie, blonde, boss
32:26

Uber-cute shemale in stockings humps her boss

3 years ago

ShemaleTaxi

boss
19:42

TS Lena Kelly Gets Revenge on Porn Bosss Asshole

4 years ago

ShemaleZ

BDSM, asshole, boss
05:26

Boss blowing man rod to shemale employee

1 year ago

ShemaleTaxi

ladyboy, facial, domination, taxi, boss
04:38

Tanned tranny anal fucks fucked up boss

5 years ago

ShemaleZ

domination, boss
05:45

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

11 months ago

ShemaleZ

ebony, POV, big tits, big cock, boss
05:14

Rich guy gets his tight ass worked out hard by the gorgeous TS secretary

4 years ago

BeMyHole

femdom, office, natural, secretary, boss
06:03

Trans Babysitter Anal Fucks Boss - Danika Dreamz

8 months ago

GetTranny

boss
05:04

Shemale boss anal fucks auditioner

3 years ago

BeMyHole

redhead, short hair, office, panties, boss
04:56

Busty beautiful shemale anal fucks boss

4 years ago

ShemaleZ

boss
06:01

Dirty Big Cock Boss Fucked Horny Shemale

1 year ago

GetTranny

boss
12:34

Saucy Redheaded Trans Boss Propostions Employee

2 years ago

TXXX

small cock, boss
05:35

Suntanned t-girl boss punishes educator

4 years ago

HDSex

boss
04:40

Employee anal fucks shemale boss

4 years ago

ShemaleZ

boss
06:20

Trans maids Bruna and Vitoria poke boss

2 years ago

ShemaleTaxi

maid, taxi, boss
04:41

Man employee anal banged by shemale boss

5 years ago

ShemaleZ

domination, boss
06:30

Small tits teen tgirl babysitter caught jerking off by boss

2 years ago

TrannyOne

caught, boss
31:23

Transgendered Bosses 3 - Eva Maxim

11 months ago

ShemaleZ

handjob, big ass, boss
41:22

Maid receives poked By Her Boss

4 years ago

TXXX

maid, uniform, boss
30:04

Sexy boss fucks with secretary

11 years ago

AShemaleTube

secretary, boss
12:41

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

1 year ago

BeMyHole

handjob, big tits, tattoo, office, piercing, ass licking, blonde
02:02

Horny Shemale Fucking His Hot Boss

11 years ago

AnyPorn

boss
06:20

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

5 months ago

ShemaleZ

stockings, MILF, shemale and girl, boss
06:12

Chad Diamond And Victoria Cakes In Showing Whos The Boss

1 year ago

Upornia

boss
20:45

TS Boss Barebacks Guy, Cums on His Face

4 years ago

Upornia

blowjob, boss
05:18

Sapphic boss ass fucking nails bent over employee

1 month ago

ShemaleTaxi

domination, BDSM, strapon, bondage, spanking, boss
03:12

Shemale Boss Cums

11 years ago

AShemaleTube

18, cumshot, boss
05:28

Shemale chef assfuck plumbs trussed boss

1 year ago

ShemaleTaxi

blowjob, bondage, domination, boss
06:11

Trans nurse in uniform Kayleigh Coxx banging her doctor boss

3 years ago

ShemaleZ

doctor, nurse, uniform, boss
21:51

My Transexual Boss - Scene 3

5 years ago

ShemaleZ

boss
34:05

New Boss Office Sex Episode 2

2 years ago

Upornia

big tits, office, boss
05:41

Trans Maid Is Barebacked By Boss As His Wife Sees - Emma Rose

2 years ago

TXXX

wife, maid, boss
05:41

Boss tgirl casey kisses fucks nerd guys tight ass

5 years ago

JizzBunker

kissing, dutch, tight, boss
06:25

Sexy ts childminder butt-banged reamed by boss

3 years ago

HDSex

deepthroat, boss, brunette
04:36

Ebony shemale lures her boss to suck her big Tcock in the office

3 years ago

BeMyHole

office, skirt, boss
04:40

Tranny boss in lingerie anal fucks employee

4 years ago

ShemaleZ

boss
06:15

Wolf Hudson & Melanie Brooks in Transgendered Bosses, Scene #04

3 years ago

TXXX

piercing, boss
05:46

Busty Shemale Boss TS Foxxy Fucked Hard

3 years ago

ShemaleZ

boss
12:47

Trans Teacher Fucks Boss And Her Student

11 months ago

BeMyHole

student, teacher, boss
06:15 92%

Mesmerizing Natalie Mars fucks in sexy stockings with boss

3 years ago

AShemaleTube

cum in mouth, boss
06:15

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

1 year ago

TXXX

boss
06:25

Trans boss orders employee to screw her ass

3 years ago

ShemaleTaxi

boss
57:21

Horny latina secretaries enslave and dominate their boss

2 years ago

AShemaleTube

mature, fetish, uniform, cumshot, secretary, boss
11:01

Man Fucked By Trans Boss To Save His Job With Marissa Minx

2 years ago

ShemaleZ

boss
05:05

Blonde shemale anal fucks bound boss

3 months ago

KeekAss

shemale, boss, shemale fucks guy
05:59

Boss in Babydoll Bareback HJ Finisher - LadyboyGold

6 years ago

TXXX

ass to mouth, boss
06:16

Kenna James And Natalie Mars In Trans Boss Fucks Assistant

1 year ago

ShemaleZ

boss
04:39

Busty shemale boss anal fucks employee

4 years ago

ShemaleZ

boss
05:08

Shemale deep throats dudes big prick

5 years ago

XoZilla

big ass, boss
06:15

I finally fucked my busty ts boss asshole

3 months ago

TrannyGem

interracial, boss
06:56

Boss lady Venus Lux reminds a male employee who is in charge

4 years ago

HellPorno

boss
27:33 89%

Fuck My Boss

3 years ago

BeMyHole

beauty, dogging, ass licking, shaving, slut, boss
12:21

ADULT TIME Transfixed She's the Boss- Kenna James & Natalie

3 years ago

xHamster

couple, boss
10:12

Transgender princess Maid Danika Dreamz serves Her chinese Boss with Mouth and Asshole

4 years ago

HDSex

maid, dogging, chinese, asshole, boss
12:46

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

1 year ago

TXXX

boss
21:23

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

4 years ago

ShemaleZ

boss
06:02

Ebony Trans Babysitter Honey Foxxx Anal Fucking Her Boss

1 year ago

BeMyHole

piercing, riding, condom, deepthroat, boss, brunette
05:45

Trans Babysitter Anal Fucks Boss To Keep Job With Danika Dreamz

11 months ago

ShemaleZ

boss
28:23

Transgendered Bosses Sc2 Foxxy & Draven Navarro 1080p

3 years ago

Upornia

big tits, boss
05:29

Jade Venus - Tranny Boss Barebacks One Of Her Employee

1 year ago

ShemaleZ

boss, shemale fucks guy
22:11 88%

Here we enjoy Boss again getting banged

3 years ago

ShemaleZ

creampie, asian, boss
08:12

Slut trans maid Aphrodite Adams served by her boss bareback

11 months ago

xHamster

stockings, maid, cum in mouth, boss
06:15 88%

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

3 years ago

TXXX

teen (18+), teen anal (18+), ladyboy, secretary, boss
05:07

Tanned huge rear tranny sodomy bangs boss

5 years ago

Analdin

fetish, ladyboy, boss, hardcore
18:50

My boss is a futanari

7 months ago

AShemaleTube

futanari, boss
26:29 56%

Riley Storm Assistant Pummel

3 years ago

TrannyGem

creampie, office, old and young (18+), secretary, boss
39:54

Horny boss gets his old fat ass banged hard by the horny TS secretary

4 years ago

BeMyHole

feet, fat, short hair, natural, secretary, boss, missionary
05:03

Busty TS Ginger Boss Anal Fucks Man

2 years ago

BeMyHole

redhead, boss
03:19

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

2 years ago

TXXX

handjob, boss
29:25

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

1 year ago

ShemaleZ

secretary, hotel, boss
06:42

Innocent lad gets punished by her tranny boss with hot anal pounding

4 years ago

BeMyHole

ass to mouth, natural, dress, boss
34:24

Whois Boss.

3 years ago

ShemaleZ

boss, shemale fucks guy
05:28

TS boss seduces lucky guy

3 years ago

BeMyHole

seduced, boss
06:15 79%

Secretary ladyboy with big tits Tata anal pleases her boss

3 years ago

xHamster

teen (18+), teen anal (18+), ladyboy, secretary, boss
05:45 68%

Busty Shemale Boss Gets Her Ass Licked And Barebacked By Bbc

2 years ago

ShemaleZ

amateur, interracial, BBC, boss
04:38

Shemale Babysitter Analed By Boss Dickbusty Trann

1 year ago

ShemaleZ

ass licking, boss
17:19

Slim ladyboy maid tops her boss

2 years ago

AShemaleTube

maid, uniform, boss, shemale fucks guy
06:00

My boss is a shemale!

4 years ago

ShemaleZ

domination, boss
07:45

Slave for Shemale Boss

3 years ago

BeMyHole

mask, boss
14:31

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

4 years ago

TXXX

vintage, boss
03:39

Shemale Maid Nadia Love Gets Anal Barebacked By Her Perv Boss

1 year ago

GetTranny

maid, boss
04:50

Shemale boss fucks blonde employee

3 years ago

BeMyHole

boss
06:02

Small Tits Trans Babysitter Alexa Scout Anal Fucks Her Boss

1 year ago

BeMyHole

handjob, small cock, big tits, small tits, boss, brunette
06:10

Busty TS maids Bruna Dior and Vitoria Prado fuck latin boss

2 years ago

AShemaleTube

maid, boss
05:33

Shemale boss Franchezka fucking Nickey

3 years ago

TrannyOne

boss
06:07

Guy Analed By Big Tits Tattooed Transgender Boss Nadia Love

1 year ago

BeMyHole

handjob, big tits, tattoo, ass licking, deepthroat, small tits, boss
06:15

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

1 year ago

JizzBunker

boss
12:44

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

1 year ago

ShemaleTaxi

piercing, boss, missionary
22:38

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

6 months ago

ShemaleZ

cum in mouth, bathroom, boss, cum in ass

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