SHEMALE • BOSS 342 videos

Popular Latest Top rated

26:03

Mature Shemale Secretary Seduces Boss

Yesterday

PornHub

MILF, shemale, mature, mature anal, cartoon
26:10

S..Vegas Bitch Boss

4 days ago

AShemaleTube

ladyboy, vintage, big cock, anal
21:55

TS secretary fucks her boss

1 week ago

AShemaleTube

shemale fucks guy, cum in mouth, blowjob, secretary, shemale, amateur
15:20

Djinn - Martha is a spunk dumpster - vannesa had to do stuff with her old boss

2 weeks ago

ShemaleMovie

boss, handjob, shemale
23:11

A BBC Boss, BBC buddy, BBC footballer, and a BBC homie pulverize humid trans asshole

2 weeks ago

ShemaleMovie

big ass, 3D, 18, anime, cartoon, futanari, BBC
25:16

Pretty Office Trans Cums on Desk

3 weeks ago

xHamster

asshole, shemale, masturbation, solo, office, boss
15:42

Transex Secretary Giving Her Boss

3 weeks ago

ShemaleZ

shemale, secretary
42:29

Yasmin Lee Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

1 month ago

AShemaleTube

asian, shemale fucks guy, shemale, big cock, secretary
15:48

Transex secretary giving it to her boss

1 month ago

XXXDan

shemale, blowjob, anal, cumshot, secretary
17:07

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

1 month ago

ShemaleTaxi

BBW
15:24

Boss Makes Her Accountant kiss Her bum - Daisy Ducati

1 month ago

ShemaleTaxi

facesitting, taxi
15:48

Transex Secretary Giving Her Boss

1 month ago

xHamster

anal, shemale fucks guy, blowjob, shemale, secretary, big ass
17:07

Sexy boss convinces You to Cheat! dame Fyre Femdom Homewrecker

1 month ago

ShemaleTaxi

pantyhose, femdom, shemale, creampie, office, stockings
24:07

Female Boss seduce blonde teenager to all girl fuck-fest with Strap-on at work

2 months ago

ShemaleTaxi

teen (18+), strapon, orgasm, uniform, shemale and girl, seduced, cosplay
21:26

Young Stud Gets Stuffed By Shemale Boss Joanna Jet

2 months ago

AShemaleTube

shemale fucks guy, boss
17:54

How to Turn Your Boss Into a Bimbo

2 months ago

PornHub

solo, boss
39:33

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

3 months ago

xHamster

blowjob, big cock, seduced, boss
17:27

Shemale Boss

4 months ago

TrannyOne

boss
16:02

Dominated By My Female Boss - Indonesian Femdom With Awek Melayu

4 months ago

ShemaleZ

femdom, indonesian, boss
29:10

Michael Del Ray, Del Ray And Domino Presley In Goes To Her Husbands Boss And Fucks Him To Let Her Husband Go Home Early

4 months ago

ShemaleZ

shemale, big tits, husband, ass licking, cumshot, big cock, boss
29:16

Domino Presley Goes To Her Husband's Boss Michael DelRay And Fucks Him To Let Her Husband Go Home Early - TRANS ANGELS

5 months ago

xHamster

husband, boss
24:51

Exciting Compilation With the Sexiest Trans Maids Enjoying Their Bosses Dicks

5 months ago

AnySex

stockings, big ass, big tits, maid, compilation, boss
27:34

French Ts Maid With Her Boss Fuck

6 months ago

ShemaleZ

french, maid, vintage, boss
18:04

This boss eats marika ferreiras butt hole before shagging her rigid in heeled footwear and undergarments

6 months ago

KeekAss

ass licking, boss
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
18:50

My boss is a futanari

7 months ago

AShemaleTube

futanari, boss
26:46

Maid dual crosses her boss.

7 months ago

ShemaleMovie

maid, BDSM, boss
22:26

Chick with dick pounded by her boss

8 months ago

xHamster

stockings, boss
55:22

Lesbian training by female boss and used as a toy

8 months ago

JizzBunker

shemale, lesbian, train, japanese, boss, japanese lesbian
21:53

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

9 months ago

BeMyHole

maid, office, shemale and girl, boss
15:28 69%

My Busty Fit tranny Boss owned my mouth - WickedWhims

10 months ago

xHamster

black, old and young (18+), cartoon, boss
17:35 70%

I AM YOUR BOSS

10 months ago

XXXDan

POV, big ass, solo, boss
22:30

Regina Twist Pleasing The Beautiful Trans Boss

10 months ago

ShemaleZ

ass to mouth, boss, stockings
16:16 86%

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

10 months ago

BeMyHole

public, shemale, outdoor, latina, ass licking, shemale and girl, riding
21:53

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

11 months ago

BeMyHole

shemale, anal, maid, blonde, boss, shemale fucks guy
36:30

Transgendered Bosses 3 - Kasey Kei

11 months ago

ShemaleZ

shemale, boss
31:23

Transgendered Bosses 3 - Eva Maxim

11 months ago

ShemaleZ

handjob, big ass, boss
29:22

Indian Boss Fucked Hot Shemale

12 months ago

ShemaleZ

indian, teen (18+), boss
41:38

Thai Tranny June Gets Used Dirty By Boss - BIG COCK

1 year ago

xHamster

thai, boss
29:28

Indian Boss Fucked Hot Shemale

1 year ago

xHamster

indian, anal, big ass, asian, ladyboy, boss
24:03

Transgendered Bosses 3 With Dillon Diaz And Gracie Jane

1 year ago

Upornia

stockings, fetish, big tits, lingerie, blonde, boss
24:47

Nikki North - Transgendered Bosses 3 Scene 1 In 4k

1 year ago

ShemaleZ

lingerie, tattoo, boss
25:26

Fucking my wild horny big tits boss in the office

1 year ago

TrannyOne

big tits, office, boss
44:42

Shemale fucks hotel boss and squirts his ass

1 year ago

TrannyOne

squirt, hotel, boss
38:15

American Tranny Fucks Her Boss In The Butthole

1 year ago

ShemaleZ

redhead, boss
38:14

American tranny fucks her boss in the butthole

1 year ago

xHamster

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
15:10

UTANARI milf nails Herself AND Futa Boss Assfucks HARD on a Plane - SO MUCH cum - Amys Big Wish S01-4-5

1 year ago

ShemaleTaxi

cartoon, futanari, boss, gape
26:38

Indian Shemale Interview Ends In Fucking The Boss

1 year ago

Upornia

indian, shemale and girl, audition, boss
20:09 92%

Shemale Boss Karabella Fucks And Creampies The It Guy

1 year ago

ShemaleZ

stockings, creampie, fetish, lingerie, big cock, boss, shemale fucks guy
43:44

Sissy Caption Story: Bosses Orders

1 year ago

ShemaleTaxi

ebony, blowjob, secretary, taxi, sissy, boss
15:21 68%

Bulky handyman repairman and his boss in a workshop during work at mboa. Exclusivity on XVIDEOS

1 year ago

ShemaleTaxi

ebony, public, teen (18+), bisexual, orgasm, gangbang, bareback
15:09

TRANSFIXED - OFFICE MS. CONDUCT: super-hot Trans boss Jade Venus And Jane Wilde pummel In Front Of The Staff

1 year ago

ShemaleTaxi

office, taxi, boss
15:10

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

1 year ago

ShemaleTaxi

office, taxi, boss, shemale and girl
18:06

Ebony secretary must learn how to serve a big dick of her futanari MILF boss

1 year ago

AnySex

MILF, secretary, futanari, boss
18:35

Tranny bunny fucks her boss in the ass and squirts horny in her hole

1 year ago

xHamster

squirt, boss
18:32

Horny wifey plumbs Passionately With Boss While Husband is Waiting at Home.

1 year ago

VideoSection

wife, husband, boss
15:01

FUTANARI MILF Fucks Herself AND Futa Boss Assfucks HARD on a Plane - SO MUCH CUM - Amys Big Wish S01-4-5

1 year ago

TXXX

cartoon, futanari, boss
15:05

FUTANARI MILF Fucks Herself AND Futa Boss Assfucks HARD on a Plane - SO MUCH CUM - Amy's Big Wish S01-4-5

1 year ago

xHamster

MILF, futanari, boss
40:36

American boss gets ass fucked by aisa tranny

1 year ago

xHamster

boss
44:41 59%

Shemale fucks hotel boss and squirts his ass

1 year ago

xHamster

handjob, squirt, asian, orgasm, japanese, 18, swallow
39:06

Transgendered Bosses – Huge-Titted TRANSSEXUAL Marissa Minx Sweetie Tears Up Him From Behind At The Office

1 year ago

KeekAss

MILF, office, blonde, boss, shemale fucks guy
23:02

A BBC Boss, BBC Friend, BBC footballer, and a BBC homie pound wet trans asshole

1 year ago

xHamster

big ass, wet, cartoon, asshole, BBC, boss
20:22 67%

Boss hogg and XL Xar - tranny takes creampie from huge dildo

1 year ago

PornHub

huge dildo, dildo, sissy, boss, crossdresser
21:02

Missionary TS Boss Barebacks Guy, Cums On His Face

1 year ago

TrannyOne

boss, missionary
16:54

Female Bosses Pegging Sissy

1 year ago

ShemaleZ

domination, pegging, boss, brunette
19:47

Damsel applying for job attempts rock-hard to persuade the boss

1 year ago

ShemaleTaxi

boss
23:42 79%

The Boss Adam With Erica Cherry And Sabina Steele

1 year ago

ShemaleZ

threesome, boss
18:29

Japanese Boss Lady want to know how well the new intern fucks

1 year ago

xHamster

japanese, boss
25:37

Maid For Her Boss

2 years ago

Upornia

stockings, maid, boss
19:58

Guy On A Lena Show Him Who Is Boss

2 years ago

BeMyHole

gagging, tattoo, blonde, toys, boss, shemale fucks guy
18:42

School nubile Has bang-out With Her Boss From Work

2 years ago

ShemaleMovie

fisting, gangbang, boss
57:08 66%

Horny Latina Secretaries Enslave And Dominate Their Boss

2 years ago

TrannyOne

BDSM, latina, secretary, domination, boss
15:51 71%

The Secretary and The Boss

2 years ago

TrannyOne

secretary, small tits, boss, shemale
50:37

Horny secretary has her way with the boss

2 years ago

TrannyOne

office, secretary, boss
15:13 80%

Sissy Crossdresser Is Todays Maid Getting Fucked By Her House Boss In The Ass

2 years ago

Upornia

asian, maid, crossdresser, sissy, boss
28:50

Sexy horny secretaries make their boss service their dicks and eat cum

2 years ago

TrannyOne

secretary, boss
29:17

Redhead Boss lady gives you way to redeem yourself

2 years ago

AShemaleTube

redhead, crossdresser, boss
20:45 94%

TS Boss Joanna Fucks Worker and Cum in his Mouth

2 years ago

TrannyOne

feet, fetish, cum in mouth, boss, lingerie, shemale
27:18

With her Boss Fuck

2 years ago

TrannyOne

boss, hardcore
20:08

Hot BDSM Boss Plugs And Disciplines Bimbo Secretary For Mistakes

2 years ago

TrannyOne

secretary, boss, hardcore
25:21

Fantastic Katoey Transgender Princess manager working her donk off for a success biz

2 years ago

TrannyGem

office, secretary, boss
21:22 85%

TS Taboo #2: My Boss Wife: Aubrey Kate and Ruckus

2 years ago

TrannyOne

wife, boss
20:22 74%

Nina Lawless Xxx - Nina Lawless - Smoking Boss Bitch

2 years ago

ShemaleZ

smoking, boss
44:09

Tranny baby sitter sucking his boss cock

2 years ago

TrannyOne

boss
1:04:05

Bigg Boss Tamil - Season 2 - DAY 12

2 years ago

TrannyOne

indian, boss
17:41

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

2 years ago

TrannyGem

caught, 69, reality, boss
21:56

Scintillating trans queen in black lingerie pounds the skinny guys ass like a boss

2 years ago

TrannyOne

black, shemale, skinny, boss
21:15

TRANSSEXUAL Manager Barebacks Stud, Ejaculates on His Face

2 years ago

TrannyGem

dogging, riding, boss, missionary
17:16 73%

Facial Act Sunshyne Monroe Fucks The Boss

2 years ago

BeMyHole

couple, facial, condom, shaving, boss, shemale fucks guy
41:34

Thai Tranny June Gets Washed In The Shower By The Boss

2 years ago

ShemaleZ

thai, redhead, shower, boss
28:10

Sexy Asian tranny pleases her boss as she pounds his ass nice and hard

2 years ago

TrannyOne

asian, boss
15:57

Boss drills His CD slave on the Stairs

2 years ago

ShemaleTaxi

boss
41:44

Thai she-creature June gets washed in the shower by the boss

2 years ago

ShemaleTaxi

shower, boss
26:46

Maid double crosses her boss.

2 years ago

ShemaleTaxi

maid, taxi, boss, double penetration
26:59

Babysitter shemale fucks her boss and his friend!

2 years ago

AShemaleTube

big tits, boss
29:18

Ginger Sissy Boss (full Version)

2 years ago

ShemaleZ

redhead, webcam, boss
50:05

Hot Latina Secretaries Abuse And Dominate Their Boss

2 years ago

TrannyOne

shemale, secretary, boss
49:49

Horny latina secretary seduces and dominates her weenie boss

2 years ago

TrannyOne

secretary, boss
47:07

Horny trans secretaries gang up on their weenie boss

2 years ago

TrannyOne

office, secretary, boss
17:04

Gorgeous trans secretary dominates her boss and fucks his tight ass deep and hard

2 years ago

TrannyOne

feet, secretary, tight, boss
41:33 88%

Shes The Boss

2 years ago

TrannyOne

shemale, office, boss
39:55 60%

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

2 years ago

TrannyOne

fat, office, secretary, boss
27:51

The naughty TS assistant pleases her boss by banging his juicy butthole deep and hard

2 years ago

TrannyOne

office, boss
27:16 58%

Young Boss exposes his older secretary to a lustful slut!

2 years ago

TrannyOne

mature, secretary, slut, boss
26:42

Young Boss Tests His Mature Secretary's Cunt For Strength!

2 years ago

xHamster

mature, russian, fisting, old and young (18+), food, secretary, slut
19:29 80%

Horny lad gets his sweet butt drilled hard by his TS boss in the office

2 years ago

TrannyOne

kissing, office, boss
36:36

Innocent intern guy gets his ass banged by the nasty shemale boss in the office

2 years ago

TrannyOne

office, boss
26:30

Boss ke sath meeting ke baad hotel me chudai

2 years ago

TrannyOne

indian, hotel, boss
18:27

SHEMALE BOSS FUCKS HER EMPLOYEE

2 years ago

AShemaleTube

big tits, uniform, vintage, boss, shemale fucks guy
37:14

Latina Secretary And The Boss Have A Naughty Fling

2 years ago

HClips

mature, latina, big cock, secretary, webcam, boss
28:37

Sexy Horny Secretaries Make Their Boss Service Their Dicks And Eat Cum

2 years ago

TrannyOne

secretary, boss, hardcore
23:30

Desi married bhabhi has sex with boss in her house

2 years ago

TrannyOne

cuckold, boss
27:08

New Boss Uncutadda S01e01 Video

2 years ago

Upornia

shemale, boss
16:28 79%

Sexy tranny maid treats her boss with her BBC deep in his ass

2 years ago

TrannyOne

maid, big cock, boss, BBC
30:54

Back to the office after pandemic times Ladyboy and a client being her mistress at work

2 years ago

PornHub

femdom, office, boss, hardcore
34:05

New Boss Office Sex Episode 2

2 years ago

Upornia

big tits, office, boss
1:54:07

Shemale Boss Bitch

2 years ago

TrannyOne

fat, BBW, boss
27:08

New Boss Uncutadda S01e01 Video

2 years ago

Upornia

boss
27:12

Desi Bengali Real Wife Office Sex With Boss

2 years ago

Upornia

wife, office, boss

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