SHEMALE • BOSS 2,988 videos

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07:45

The Boss' Wife...Feels So Good! Scene 1

3 years ago

AShemaleTube

wife, boss
05:31

T-girl boss Fucked bareback

6 years ago

HDSex

stockings, thai, POV, boss
06:29

Small tits teen trans babysitter caught jerking off by boss

4 years ago

AShemaleTube

caught, boss
06:14

Transgendered boss TS Foxxy fucked in her office!

4 years ago

AShemaleTube

office, boss
04:00

Fancy redhead office babe barbary rose is fucked by shemale boss kelli lox

7 years ago

JizzBunker

office, boss, missionary
04:21

Crossdresser leting boss see her him cream panties

5 years ago

AShemaleTube

panties, boss
06:11

Tranny boss Venus Lux fucked her blonde secretary Sarah Vandella

8 years ago

AShemaleTube

secretary, boss
05:09

Transsexual boss anal bangs employee

5 years ago

AShemaleTube

boss
05:09

Tranny boss ass fucking shag pervert employee

5 years ago

Analdin

lingerie, office, boss
04:54

Curious boss lets shemale secretary ass fuck him in office

6 years ago

TrannyOne

office, secretary, boss
12:26

Security Caught Boss Fucking New Hire In Elevator & Wanna Join Them With Kasey Kei And Izzy Wilde

11 months ago

ShemaleZ

shemale and girl, caught, boss
09:47

Shemale Maid Is Doing Laundry And Horny Boss

10 months ago

ShemaleZ

maid, boss
13:11

Kellie Shaw And Kate Zoha In Teen Maid Gets Taken By Her Trans Boss

11 months ago

ShemaleZ

stockings, maid, boss, teen (18+)
05:59

Sexy Asian Tranny After Work Imagines Being Fucked By Her Boss

4 months ago

TXXX

masturbation, solo
09:40

Hot Trans Babysitter Barebacked By Horny Boss 10 Min

1 year ago

TXXX

bareback, boss
08:35

Trans Maid Satisfies Her Boss With Deepthroath And Creampie 9 Min With Emma Ink

11 months ago

ShemaleZ

creampie, maid, boss
11:00

Eva Maxim In Busty Tgirl Boss Assfucked By Employees

1 year ago

TXXX

threesome, boss
10:18

While I Do Grooming I Seduce My Boss To Fuck My Tight Little Ass

4 months ago

HClips

seduced
06:15

TS boss fucks hairypussy babe in office in front of voyeurs

1 year ago

TXXX

voyeur, office, boss
05:51

Trans Babysitter Is Tied Up And Barebacked By Boss With Ava Holt

1 year ago

TXXX

tied, boss
05:50

Trans Babysitter Mia Davina Anal By Boss 6 Min

8 months ago

ShemaleZ

masturbation, big cock, handjob, small cock
15:48

Transex secretary giving it to her boss

8 months ago

XXXDan

shemale, blowjob, anal, cumshot, secretary
12:17

Pervert Voyeur Caught Sniffing Boss Wife Brittney Kades Panty While Shes Showering!

10 months ago

ShemaleZ

wife, shower, panties, boss, voyeur
09:51

Busty Shemale Maid Fucks Her Boss While Her

11 months ago

ShemaleZ

maid, boss
07:19

Horny secretary inseminated by the boss!

11 months ago

XXXDan

beauty, german, big tits, secretary, boss
04:58

Ladyboy Boss Fucked Bareback Hard Indoors

1 year ago

BeMyHole

boss
05:36

Hot Chick Sarah Have Sex With TS Venus

1 year ago

BeMyHole

boss
05:19

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

1 year ago

Upornia

stockings, maid, boss
05:20

Big black cock shemale boss anal boinks boy

11 months ago

ShemaleTaxi

ebony, black, blowjob, anal, BBC, boss
05:02

Ember Fiera And Steve Rickz - Trans Nanny Deep Throat And Ass Banged By Boss

2 months ago

ShemaleZ

deepthroat, boss
10:00

Ladyboy assrimmed and analfucked by BF in reverse cowgirl

3 months ago

PornGem

ladyboy, amateur
09:47

Horny Ts Maid Fucks Her Boss While Her Head Is

11 months ago

ShemaleZ

maid, boss
05:37

Asian Ladyboy Boss Blowjob Footjob And Bareback Anal Fucking

1 year ago

BeMyHole

footjob, domination, boss
05:53

Hog Dildo Enters The Anal Of A Tranny With A Big Ass With Big Boss

1 year ago

ShemaleZ

boss
06:10

Big T And Kasey Kei - Shemales Have A Plan To Get Boss

1 year ago

ShemaleZ

threesome, boss
02:18

Boss bitch Sissy Luce porno whore PMV

1 month ago

AShemaleTube

amateur, homemade, blowjob, crossdresser, compilation, cumshot, whore
10:06

Slut TS sucks boss dick for a faster promotion

2 months ago

TrannyGem

ass licking, small cock, small tits, slut
05:45

Eva Maxim In Trans Boss Gets Barebacked In Her Office 6 Min

5 months ago

ShemaleZ

bareback, big ass, ass
05:19

Ts Sitter Jaqueline Braxton Sixtynines A Guy And Ride A Cock

11 months ago

BeMyHole

riding, boss
12:48

GenderXFilms - Tatted Trans Boss Orders BIG BLACK PENIS To Blow Her

1 year ago

XoZilla

interracial, boss, missionary
06:10

Trans Kasey Kei and tgirl gf Jade Venus anal fucked by boss

1 year ago

TXXX

boss
06:05

Trap Maid Roseboy Bottomed By Hunky New Boss

8 months ago

Upornia

ladyboy, stockings
05:24

BBC boss whips his BIG ASS trans secretary

11 months ago

XXXDan

interracial, 3D, spanking, anime, secretary, cartoon, boss
05:23

Casey Kisses And Donte Thick - Love A Deep Ass Fucking By Her Boss 6 Min

1 year ago

ShemaleZ

boss
06:15

Trans lady fucks black boss female in black pussy hole

1 year ago

TXXX

boss, ebony
05:06

Asian TS Boss Venus Fucks Her Clients Ass From Behind

1 year ago

BeMyHole

boss, shemale fucks guy
05:36

Nikki North In Brunette Tranny Boss Getting Fucked Doggy By A Employer 6 Min

6 months ago

TXXX

stockings
05:07

Kassondra Raine And Kelli Lox In Redhead Boss Rides Prick To Ts Employee

1 year ago

ShemaleZ

BDSM, redhead, boss
12:23

Tatted Trans Boss Orders Bbc To Blow Her

1 year ago

Upornia

boss, interracial
2:33:44

Mia B - 328 Ruisa Tsuzuki, A Futanari Female Boss Who Was Demented From A Defenseless Tight Skirt That Turned Up With An Erection

3 weeks ago

ShemaleZ

asian, shemale, futanari
06:01

Big boss hog dildo comes in the anal of a transgender princess with a big butt.

2 months ago

ShemaleTaxi

boss, dildo, pantyhose
12:48

Exciting Trans Couple Spitroast Hunk Boss - GenderXFilms

2 months ago

XoZilla

big cock, ass licking, couple, handjob, threesome, blowjob
06:01 83%

Strict Boss...! Warning Or Swallow Sperm?

7 months ago

BeMyHole

blowjob, german, short hair, sperm, swallow, cumshot, blonde
06:55

My trans boss has a very nice cock. Part 3. he ends up fucking my ass

11 months ago

XXXDan

boss
05:09

Bearded Male Ass Fucking Pounded By Tranny Boss With Jenna Creed

1 year ago

ShemaleZ

boss
05:23

Redhead Trans Maid Gets Her Ass Barebacked By Her Boss 6 Min With Franco Styles And Pixi Lust

1 year ago

ShemaleZ

maid, boss
06:44

My Trans Boss Has A Very Good Cock. Part 2. I Fuck Her Delicious Ass

1 year ago

ShemaleZ

boss
11:46

Lady Boss Allie North Xoxo

1 year ago

ShemaleZ

toys, boss
38:25

My Married Boss Fucked Me Like a Slut

2 weeks ago

xHamster

amateur, cute, shemale, anal, big ass, big tits, ass
12:48

Jade Venus And Kasey Kei - Exciting Trans Couple Spitroast Hunk Boss - Genderxf

1 month ago

ShemaleZ

big cock, interracial, shemale, threesome
06:08

Blondie she-male boss Nikki Vicious bends over for a deep ass plumbing by one of her employee

2 months ago

ShemaleMovie

boss
05:45

Mesmerizing Fucks In Sexy Stockings With Boss - Natalie Mars

1 year ago

ShemaleZ

cum in mouth, boss
05:20

TS atorney with immense manstick bang MILF boss

1 month ago

ShemaleMovie

boss, shemale, MILF, BDSM, anal, creampie
06:56

The Boss' wife...feels So supreme!

1 month ago

ShemaleMovie

big cock, boss
06:15

Shemale Babysitter Bareback Fucked By Horny Boss

2 months ago

GetTranny

bareback, big tits, boss
06:57 72%

Shemale Porn Video Horny Secretary Inseminated By Boss!

3 months ago

TrannyOne

shemale, german, anal, secretary
05:23

Jade Venus In Tranny Boss Barebacks One Of Her Employee 6 Min

1 year ago

ShemaleZ

boss
12:25

Kinky Tranny Boss Dicks Down Curly Haired Beauty - Victoria Voxxx, Kasey Kei

1 year ago

BeMyHole

feet, beauty, office, shemale and girl, small tits, boss
05:46

Boss And Wife Share Trans Babysitter Teighjiana In A 3some

1 year ago

TXXX

wife, boss
05:45

Com - Trans Babysitter Rimmed And Anal Fucked By Boss With Ryder Monroe

1 year ago

ShemaleZ

ass licking, boss
06:18

Horny Ts Secretary Gets Barebacked By Her Bald Boss 10 Min

1 month ago

GetTranny

shemale
05:18

Nerd Assistant Buttfucked By His Tgirl Boss Indoors

11 months ago

BeMyHole

boss, kissing
05:52

Beautiful Trans Lady Aubrey Kate Fucking Lances Sweet Ass

1 year ago

BeMyHole

ass licking, boss
05:46

Carmen Moore - Horny Boss Anal Fucks Busty Shemale Babysitter

1 year ago

ShemaleZ

boss
10:03

Very Beautiful In I Didnt Know That My Job Was Going To Have A And Horny Boss Who Ends Up Giving Me Her Beautiful Hole

1 year ago

ShemaleZ

boss, teen (18+)
05:23

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

1 year ago

ShemaleZ

anal, boss
05:46

Com - Ebony Shemale Babysitter Sheba Star Anal Fucked By Her Boss - Sheeba Starr

1 year ago

ShemaleZ

ebony, boss
05:23

Eva Maxim - Trans Teen Wanks Her Cock And Fucks With Her Boss 6 Min

1 year ago

Upornia

teen (18+), boss
04:34

From Maid Giving To Her Boss 5 Min - Beatricy Velmont

1 year ago

ShemaleZ

maid, boss
10:10

Ariel Demure In Brunette Tranny Fucks Boss Big Cock In Office

1 year ago

ShemaleZ

office, boss
02:18

Mature CD secretary Holly riding the bosses sons hard cock

2 months ago

AShemaleTube

crossdresser, anal, mature anal, mature, boss, secretary
09:47

Shemale Babysitter Bareback Fucked By Horny Boss

3 months ago

TXXX

bareback, boss
06:15

TGirl boss Eva Maxim buttholed by King Noires dick

6 months ago

KeekAss

big cock
06:03

Boss And Wife Share Trans Babysitter Teighjiana

11 months ago

GetTranny

wife, boss
12:11

TS Sitter Caught Camming, Massive Cock Boss Destroys Hole

1 year ago

BeMyHole

caught, jerking, boss
06:10

Asian cougar assistant Christy Love satisfying her she-male boss Jade Venus

1 month ago

ShemaleTaxi

skinny, shemale and girl, asian, big cock
05:52

Small Tits Trans Jenna Creed Shows Her Boss The Purpose Of The Gloryhole

2 months ago

BeMyHole

domination, small cock, gloryhole, blowjob, riding
05:58

Jessy Sexy Trans Sitter Barebacks Boss

8 months ago

GetTranny

shemale, bareback
10:10

Tgirl maid takes a bath and analed by her boss

11 months ago

AShemaleTube

maid, boss
06:31

Ladyboy Babysitter Anal Fucks Her Boss - Venus Lux

11 months ago

GetTranny

boss
05:27

Naughty Ladyboy Gets Her Asshole Screwed Hard And Deep

12 months ago

BeMyHole

short hair, boss
05:27

Lovely Ladyboy Gets Her Asshole Smashed Hard And Deep

1 year ago

BeMyHole

ladyboy, boss
05:35

TS Gaby B Lets Her Boss Anal Fuck Her

1 year ago

BeMyHole

boss
05:31

Sometimes You Got To Fuck The Boss With Eva Paradise

1 year ago

ShemaleZ

big cock, boss, shemale fucks guy
07:05

My Trans Boss Has A Very Good Dick. 2. I Fuck Her Delicious Ass

1 year ago

ShemaleZ

teen (18+), boss
06:15

Big T - Ts Babysitter Foxxy Anal Fucks Her Boss

1 year ago

ShemaleZ

boss
05:39

Blonde hentai shemal pounds hot cutie from Signora boss battle

1 month ago

YourLust

cartoon, big cock
06:03

Getting Caught Spying On My Boss - Sexy Wife

11 months ago

GetTranny

wife, caught, boss, deepthroat
06:18

Hot Trans Babysitter Barebacked By Horny Boss 10 Min

1 year ago

GetTranny

boss
06:55

My Horny Asian Transgender Boss Is Fucking Me

1 year ago

GetTranny

boss
08:00

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

1 year ago

GetTranny

caught, surprise, boss
07:33

A Young Miner Trans Was Caught By Surprise When The Boss Began To Pester Her And Hard Fuck Right On The Spot 12 Min

1 year ago

GetTranny

caught, shower, surprise, boss, japanese uncensored
12:06

3Some Orgy With Trans Nurse and Her mom Boss

1 year ago

Analdin

mom, threesome, 69, orgy, boss
05:19

Hot Transsexual Maid With Big Boobs Rides On Her Boss Big Cock 6 Min With Nadia Love

1 year ago

ShemaleZ

maid, boss
06:15

Dillon Diaz gets anal sex from tattooed TS boss Gracie Jane

1 year ago

JizzBunker

interracial, boss
05:19

Trans Girl Getting Anal Banged By Her Boss 6 Min With Khloe Kay

1 year ago

ShemaleZ

boss
06:15

Slut Ts Sucks Boss Dick For A Faster Promotion

1 month ago

GetTranny

office
06:15

Cocksucking Trans maid barebacked by her boss at work

3 months ago

TrannyGem

shemale, upskirt, bareback
03:49

Mesmerizing Natalie Mars Fucks In Sexy Stockings With Boss

1 year ago

GetTranny

cum in mouth, boss
07:59

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

4 weeks ago

GetTranny

futanari, japanese, gangbang, skirt, asian
06:32

My Trans Boss Has A Very Good Dick. Part 3. He Ends Up Fucking My Ass

1 year ago

BeMyHole

teen anal (18+), redhead, boss, teen (18+)
04:58

Ginger Tranny boss seduced her worker

1 year ago

TrannyOne

seduced, boss
05:23

Trans Babe Gets Her Ass Banged By Her Boss 6 Min - D. Arclyte And Allysa Etain

1 year ago

ShemaleZ

boss
05:47

Tgirl Boss Eva Maxim Facefucks Employee

1 year ago

BeMyHole

riding, boss
05:52

Trans Babysitter Makes Sure Her Boss Sees The Advantage

1 year ago

BeMyHole

cute, boss
07:49

Trans Maid Pleasures Her New Boss

3 weeks ago

BeMyHole

ass licking, bareback, maid
09:47

Slut Ts Sucks Boss Dick For A Faster Promotion

3 weeks ago

ShemaleZ

big cock, small cock, bareback, ass licking
12:57

Wild Trans boss boners Down Curly Haired Beauty - Victoria Voxxx, Kasey Kei - GenderXFilms

3 weeks ago

ShemaleTaxi

handjob, shemale and girl, big cock
06:15

Hot secretary getting some hard anal fuck sesh with the corporate boss Cliff Jensen

3 weeks ago

AShemaleTube

shemale
08:53

Erica virgin Bosses around and plumbs adorable submissive trans girl

3 months ago

ShemaleMovie

shemale, shemale and girl, domination, ass

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