SHEMALE • BOSS 335 videos

Popular Latest Top rated

48:39 82%

Shiri Allwood - Getting Ahead: Shiri Allwood Owns Her Boss, Dale Savage With Her Cock

3 years ago

ShemaleZ

stockings, fetish, BDSM, domination, boss
41:08 83%

Shemale Foxy Angel Shows Whos the Boss

4 years ago

TXXX

blowjob, fetish, boss
49:49

Horny latina secretary seduces and dominates her weenie boss

2 years ago

TrannyOne

secretary, boss
41:33 88%

Shes The Boss

2 years ago

TrannyOne

shemale, office, boss
25:20

My transsexual boss

3 years ago

ShemaleMovie

creampie, boss
24:51

Exciting Compilation With the Sexiest Trans Maids Enjoying Their Bosses Dicks

4 months ago

AnySex

stockings, big ass, big tits, maid, compilation, boss
20:05 79%

Sexy shemale boss fuck visitor

8 years ago

DrTuber

ebony, 18, boss, shemale fucks guy
23:13 83%

Stockinged blonde tranny fucks and creampies her ass licking boss

6 years ago

TrannyOne

creampie, boss
27:16 58%

Young Boss exposes his older secretary to a lustful slut!

2 years ago

TrannyOne

mature, secretary, slut, 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
41:39

Shemale foxxy angel shows who is the boss

4 years ago

TrannyOne

boss
29:53

Blonde tranny boss ravages this guys ass in the office

6 years ago

TrannyOne

office, boss
43:44

Sissy Caption Story: Bosses Orders

1 year ago

ShemaleTaxi

ebony, blowjob, secretary, taxi, sissy, boss
35:58 79%

Jaquelin Braxton Takes Down The Boss

5 years ago

ShemaleZ

MILF, big tits, BDSM, boss
20:45 96%

TS Boss Joanna Fucks Worker and Cum in his Mouth

2 years ago

TrannyOne

feet, fetish, cum in mouth, boss, lingerie
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
22:07 62%

Curvaceous double cock Latina futa dominates and fucks her boss

6 years ago

TrannyOne

domination, futanari, boss, double penetration
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

3 months ago

ShemaleZ

shemale, big tits, husband, ass licking, cumshot, big cock, boss
2:09:24

Shemales bosses

4 years ago

ShemaleZ

uniform, boss
2:09:24 72%

Shemales bosses

4 years ago

Upornia

shemale, blowjob, boss
17:27 55%

Shemale Boss

8 years ago

TXXX

small tits, boss
24:35 53%

Hot curvy MILFs amazing lesdom porn clip

2 years ago

Analdin

lesbian, chubby, MILF, bondage, babe, boss, brunette
43:56

Secretary gets her pussy plowed by her hung tranny boss

6 years ago

TrannyOne

secretary, boss
18:29

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

1 year ago

xHamster

japanese, boss
27:51

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

2 years ago

TrannyOne

office, boss
24:37

Like a Boss

9 years ago

xHamster

boss
57:08 66%

Horny Latina Secretaries Enslave And Dominate Their Boss

2 years ago

TrannyOne

BDSM, latina, secretary, domination, boss
17:54

How to Turn Your Boss Into a Bimbo

1 month ago

PornHub

solo, boss
50:05

Hot Latina Secretaries Abuse And Dominate Their Boss

2 years ago

TrannyOne

shemale, secretary, boss
34:32

Her boss has a suprise for her

4 years ago

TXXX

boss
25:41

Horny guys fucking hot boss

4 years ago

ShemaleZ

boss
39:55 57%

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

2 years ago

TrannyOne

fat, office, secretary, 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
42:38

Horny Latina Secretary Gives It To Her Boss Good And Hard

2 years ago

BeMyHole

pantyhose, mature anal, office, secretary, webcam, 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
23:54

Tranny servant and young boss

4 years ago

ShemaleZ

lingerie, uniform, boss
21:00

Secret sheboy Secretary Opens pleasant butt For Boss

6 years ago

ShemaleZ

secretary, boss
25:56

Big shemale shows guy whos the boss

3 years ago

ShemaleZ

redhead, boss
28:42

Boss has her cute tranny ass fucked

3 years ago

ShemaleZ

POV, boss
50:37

Horny secretary has her way with the boss

2 years ago

TrannyOne

office, secretary, boss
50:05

Boss gets ganged up on by his sexy employees

3 years ago

BeMyHole

pantyhose, redhead, glasses, group, webcam, boss, shemale fucks guy
15:51 71%

The Secretary and The Boss

2 years ago

TrannyOne

secretary, small tits, boss, shemale
40:45 73%

Sasha jacks romps the hotel boss

3 years ago

ShemaleTaxi

taxi, BBC, hotel, boss
39:33

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

2 months ago

xHamster

blowjob, big cock, seduced, boss
18:27

SHEMALE BOSS FUCKS HER EMPLOYEE

2 years ago

AShemaleTube

big tits, uniform, vintage, boss, shemale fucks guy
21:22 85%

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

2 years ago

TrannyOne

wife, boss
18:06

The Boss' Bathroom.

12 years ago

xHamster

bathroom, boss
38:57

Marissa Minx Transgendered Bosses

2 years ago

ShemaleZ

MILF, boss
40:45 53%

Sasha strokes and The motel boss

4 years ago

ShemaleMovie

shemale and girl, big cock, hotel, boss
20:55 63%

TS boss wants hard sex

13 years ago

AShemaleTube

outdoor, boss
26:59

Babysitter shemale fucks her boss and his friend!

2 years ago

AShemaleTube

big tits, boss
26:13

Boss Spurtingcumshotandcreamyhole

3 years ago

Upornia

asian, ladyboy, boss
17:35 70%

I AM YOUR BOSS

9 months ago

XXXDan

POV, big ass, solo, boss
25:26

Fucking my wild horny big tits boss in the office

1 year ago

TrannyOne

big tits, office, boss
1:54:07

Shemale Boss Bitch

2 years ago

TrannyOne

fat, BBW, boss
19:49

Black shemale boss fucks her male employee

9 years ago

xHamster

black, boss
38:55

Sexy boss marissa

4 years ago

TXXX

stockings, boss
37:14

Latina Secretary And The Boss Have A Naughty Fling

2 years ago

HClips

mature, latina, big cock, secretary, webcam, boss
20:45

TS Boss Barebacks Guy, Cums on His Face

4 years ago

Upornia

blowjob, cumshot, boss
24:38

Secret doll-twunk gorgeous Assistant Opens saucy assfuck For Manager

3 years ago

TrannyGem

doll, office, boss
17:27

Shemale Boss

12 years ago

AShemaleTube

boss, shemale fucks guy
36:36

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

2 years ago

TrannyOne

office, boss
25:11

My Transexual Boss - Scene 1

5 years ago

ShemaleZ

boss
26:16 65%

Old boss with her tranny secretary

4 years ago

ShemaleZ

mature, fetish, outdoor, lingerie, uniform, ass to mouth, secretary
24:00

Nearly any messy transgender princess Manager acquires banged In The Office

4 years ago

TrannyGem

lingerie, office, boss
20:09 92%

Shemale Boss Karabella Fucks And Creampies The It Guy

1 year ago

ShemaleZ

fetish, lingerie, big cock, boss, shemale fucks guy, creampie, stockings
2:09:54

Transgender princesses Bosses

3 years ago

TrannyGem

boss
28:50

Tranny bonks Her Boss In Her Mind

5 years ago

ShemaleZ

boss
44:42

Shemale fucks hotel boss and squirts his ass

1 year ago

TrannyOne

squirt, hotel, boss
24:56

TS lady boss has a new lover

12 years ago

AShemaleTube

boss
41:33 61%

Shes The Boss Kenna James and shemale

3 years ago

Analdin

office, babe, erotic, boss, romantic
20:11 94%

TRANSSEXUAL Lena Kelly Gets Vengeance on Porno Managers Cornhole

3 years ago

TrannyGem

femdom, bondage, babe, ass, reality, boss
28:10

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

2 years ago

TrannyOne

asian, boss
24:30

Boss Overallsandacreampie

3 years ago

ShemaleZ

ladyboy, boss
16:47 75%

Sissy secretary gets fucked in toilets by the Boss

4 years ago

ShemaleZ

toilet, secretary, sissy, boss
21:05

TS Boss Barebacks Guy, Cums on His Face

5 years ago

ShemaleZ

boss
15:16

Chunky black shemale Paris bangs with her future hung boss

7 years ago

TrannyOne

black, boss
21:28

Danielle Fox Is Tthellos dude Boss

5 years ago

ShemaleZ

boss
15:36

Problems At The Office Sometime acquire to Please The Boss

3 years ago

ShemaleZ

office, boss
40:37

Sasha milks and The motel boss

3 years ago

ShemaleTaxi

milk, taxi, hotel, boss
32:26

Uber-cute shemale in stockings humps her boss

3 years ago

ShemaleTaxi

boss
1:04:04

Bigg Boss Tamil - Season 2 - DAY 12

5 years ago

xHamster

boss
23:55

My Transexual Boss - Scene two

4 years ago

TXXX

blowjob, boss
16:57

Stgreetingss manmale Boss

4 years ago

TXXX

blowjob, boss
29:30

Marita the boss

6 years ago

AShemaleTube

boss
32:46

Transgendered Bosses

4 years ago

Upornia

boss
20:22 74%

Nina Lawless Xxx - Nina Lawless - Smoking Boss Bitch

2 years ago

ShemaleZ

smoking, boss
18:31

She got tranny boss

4 years ago

ShemaleMovie

boss
19:24

Girl like me, boss, knows many ways how to please

3 years ago

xHamster

blowjob, boss
26:46

Maid double crosses her boss.

2 years ago

ShemaleTaxi

maid, taxi, boss, double penetration
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
27:50 93%

Lady-man hammered By Boss And Secretary

4 years ago

ShemaleZ

secretary, boss
28:50

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

2 years ago

TrannyOne

secretary, boss
24:03

Transgendered Bosses 3 With Dillon Diaz And Gracie Jane

1 year ago

Upornia

stockings, fetish, big tits, lingerie, blonde, boss
39:12

Fucking the boss in the office

4 years ago

TrannyOne

office, boss
19:42

TS Lena Kelly Gets Revenge on Porn Bosss Asshole

4 years ago

ShemaleZ

BDSM, asshole, boss
18:50

My boss is a futanari

6 months ago

AShemaleTube

futanari, boss
30:44

Sissy secretary lunchtime fucking by boss

4 years ago

ShemaleZ

secretary, sissy, boss
30:04

Sexy boss fucks with secretary

11 years ago

AShemaleTube

secretary, boss
31:23

Transgendered Bosses 3 - Eva Maxim

10 months ago

ShemaleZ

handjob, big ass, boss
41:22

Maid receives poked By Her Boss

4 years ago

TXXX

maid, uniform, boss
21:15

TS Boss Barebacks Guy, Cums on his Face

5 years ago

TrannyGem

bareback, boss, missionary
20:45

TS Boss Barebacks Guy, Cums on His Face

4 years ago

Upornia

blowjob, boss
34:05

New Boss Office Sex Episode 2

2 years ago

Upornia

big tits, office, boss
21:51

My Transexual Boss - Scene 3

5 years ago

ShemaleZ

boss
39:35

Boss Level

3 years ago

Upornia

big tits, boss
20:20

Hot BDSM Boss Plugs and Disciplines Bimbo Secretary for Mistakes

2 years ago

PornHub

train, fetish, bondage, BDSM, babe, secretary, slut
21:26

Young Stud Gets Stuffed By Shemale Boss Joanna Jet

1 month ago

AShemaleTube

shemale fucks guy, boss
23:37

Khloe Hart & Christian - Bareback Boss

3 years ago

BeMyHole

bareback, boss
21:02

Missionary TS Boss Barebacks Guy, Cums On His Face

1 year ago

TrannyOne

boss, missionary
22:07

Boss Boyshortsbikinisocksbarebacking

3 years ago

Upornia

asian, ladyboy, boss
21:23

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

4 years ago

ShemaleZ

boss
27:04

Plowing The Boss

4 years ago

ShemaleZ

boss
19:57

TS Lena Kelly Gets Revenge on Porn Bosss Asshole

4 years ago

ShemaleZ

asshole, boss
57:21

Horny latina secretaries enslave and dominate their boss

2 years ago

AShemaleTube

mature, fetish, uniform, cumshot, secretary, boss
28:23

Transgendered Bosses Sc2 Foxxy & Draven Navarro 1080p

3 years ago

Upornia

big tits, boss
29:17

Redhead Boss lady gives you way to redeem yourself

2 years ago

AShemaleTube

redhead, crossdresser, boss
26:29 56%

Riley Storm Assistant Pummel

3 years ago

TrannyGem

creampie, office, old and young (18+), secretary, boss
22:38

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

5 months ago

ShemaleZ

cum in mouth, bathroom, boss, cum in ass
17:27

Shemale Boss

5 years ago

ShemaleZ

small tits, boss

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