SHEMALE • BOSS 2,765 videos

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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
05:09

Blond Hair Babe Ts boss fucks redhead employee

4 years ago

XoZilla

latex, anal, fetish, bondage, BDSM, redhead, ladyboy
06:15 92%

Raven-haired American shemale gives bald boss a dick

5 years ago

SexVidXXX

blowjob, facial, boss
05:21

Ladyboy Boss Fucked Bareback

7 years ago

NuVid

boss
04:00

Secretary with green hair plays along with shemale boss

5 years ago

PornIdXXX

secretary, boss
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, BBC
04:01

Ts Boss Fucks Him Hard And Fast In The Back Room - Melanie Brooks And Brook S

1 year ago

GetTranny

casting, boss
06:31

Dillon Diaz gets sexual punshment from transgender boss

5 months ago

AShemaleTube

boss
35:58 79%

Jaquelin Braxton Takes Down The Boss

5 years ago

ShemaleZ

MILF, big tits, BDSM, boss
12:47

Hot Trans Couple Spitroast Hunk Boss - Jade Venus, Kasey Kei - GenderXFilms

2 months ago

PornHub

threesome, boss, FFM
06:00

Transsexual office manager got a cock bigger than her bosss

10 years ago

BravoTube

office, boss
04:40

Blonde Ts boss fucks redhead employee

4 years ago

ShemaleZ

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

4 months ago

ShemaleZ

shemale, big tits, husband, ass licking, cumshot, big cock, boss
2:09:24 72%

Shemales bosses

4 years ago

Upornia

shemale, blowjob, boss
12:09

Stunning Trans Boss Bangs Bbc Employee - Jade Venus

1 year ago

ShemaleZ

boss, BBC
2:09:24

Shemales bosses

4 years ago

ShemaleZ

uniform, boss
12:01

DEVILS TGIRLS - Hottest Tattooed Trans Boss Nadia Love Gets Her Tight Ass Banged By The New

3 months ago

AShemaleTube

boss, frottage
17:27 55%

Shemale Boss

8 years ago

TXXX

small tits, boss
43:56

Secretary gets her pussy plowed by her hung tranny boss

6 years ago

TrannyOne

secretary, boss
03:50

Shemale boss loves to fuck her male employees at work

3 years ago

YourLust

boss
05:09

Corrupted shemale agent fucks guy

3 years ago

BeMyHole

femdom, office, boss
06:24 64%

Strict boss...! Warning or swallow sperm?

6 months ago

xHamster

shemale, blowjob, sperm, swallow, boss
04:38

Shemale Boss Whips And Fucks Worker

1 year ago

ShemaleZ

domination, boss
27:51

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

2 years ago

TrannyOne

office, boss
25:20

My transsexual boss

3 years ago

ShemaleMovie

creampie, boss
24:37

Like a Boss

9 years ago

xHamster

boss, small tits
04:39

Shemale boss fucks deep throat employee

4 years ago

ShemaleZ

boss
08:35

The boss fucks the little trans maid

3 months ago

JizzBunker

french, bondage, maid, crossdresser, boss
05:59 76%

My Boss Is A Transsexual!

5 years ago

ShemaleZ

domination, boss, shemale fucks guy
04:53

Tranny boss goddess anal fucks employee

3 years ago

BeMyHole

boss
50:05

Hot Latina Secretaries Abuse And Dominate Their Boss

2 years ago

TrannyOne

shemale, secretary, boss
05:18

Employee Sucks Off Her Boss Massive tranny salami For Promotion

3 years ago

HDSex

boss
07:00

Her boss did not know that she is a shemale

10 years ago

AnyPorn

boss
06:18

Strict Boss...! Warning Or Swallow Sperm?

4 months ago

ShemaleZ

sperm, swallow, boss
04:42

Ts Atorney Fucking Busty Blond Boss 5 Min

1 year ago

Upornia

boss
05:59 64%

Tranny boss ass fucks blonde girl on her first day at the job

3 years ago

HellPorno

office, babe, secretary, boss
25:41

Horny guys fucking hot boss

4 years ago

ShemaleZ

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
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
05:57

TS Izzy Wilde Barebacks Coworker As Boss Fucks Her In 3some

1 year ago

BeMyHole

stockings, fetish, lingerie, office, blonde, ass, deepthroat
11:01

Genderx - Man Banged By Trans Boss To Save His Job

3 years ago

TXXX

gangbang, boss
25:56

Big shemale shows guy whos the boss

4 years ago

ShemaleZ

redhead, boss
28:42

Boss has her cute tranny ass fucked

3 years ago

ShemaleZ

POV, boss
21:00

Secret sheboy Secretary Opens pleasant butt For Boss

6 years ago

ShemaleZ

secretary, boss
20:05 79%

Sexy shemale boss fuck visitor

8 years ago

DrTuber

ebony, 18, boss, shemale fucks guy
12:52

Kinky Trans Boss Dicks Down Curly Haired Beauty

10 months ago

xHamster

shemale and girl, boss
01:34

Horny boss punish her employee

5 years ago

AnyPorn

boss
07:00 80%

Kinky Transsexual Boss Joanna Jet Fucking Blonde Babe Sarah Vandella

10 years ago

AnyPorn

boss
06:01 63%

Raunchy Slender Boss Shemale Surprised A Muscular Worker With Nataly Gold

2 years ago

HClips

18, surprise, boss
05:03

Busty TS Boss Cums On Auditioner

2 years ago

TrannyOne

boss
05:18

Sapphic boss ass fucking nails bent over employee

1 month ago

ShemaleTaxi

domination, BDSM, strapon, bondage, spanking, boss
02:02

Shemale Boss Fucking A Very Annoying Coworker

11 years ago

AnyPorn

boss
09:13

Ariel Demure In Dark Tgirl Roots Boss Gigantic Rod In Boar

9 months ago

TXXX

creampie, boss
18:27

SHEMALE BOSS FUCKS HER EMPLOYEE

2 years ago

AShemaleTube

big tits, uniform, vintage, boss, shemale fucks guy
38:57

Marissa Minx Transgendered Bosses

2 years ago

ShemaleZ

MILF, boss
06:26

Dicky Office Girl Tata Hels Her Boss To Cum

1 year ago

DrTuber

blowjob, POV, ladyboy, office, boss
05:50

I Watch My Boss Busty Tgirl Wife Shower 6 Min

4 months ago

ShemaleZ

wife, shower, big cock, boss
06:10

Big tits shemale boss Gracie Jane dick sucked and anal rides

1 year ago

TXXX

riding, boss
21:22 85%

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

2 years ago

TrannyOne

wife, boss
11:50

GenderX - Trans Boss Fucked in Office after Hours

3 years ago

BeMyHole

office, boss
05:52

Trans chick boss gives her favorite employee the best anal fuck he ever had

3 years ago

BeMyHole

teen anal (18+), nipples, boss
26:13

Boss Spurtingcumshotandcreamyhole

3 years ago

Upornia

asian, ladyboy, boss
11:13

Chrissina Lovegag In: Ultra Buxom Boss-Lady Bound and Gagged!

2 years ago

TrannyOne

gagging, boss
05:35

Huge-titted super-sexy ladyboy anal fucks boss

4 years ago

HDSex

boss
06:10

Big tits tgirl boss Angelina Please anal

2 years ago

TXXX

boss
05:32

Tall dominant tranny anal bangs her boss

6 years ago

TXXX

tall, 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
03:17

Bbc Shemale Binds And Fucks Boss

1 year ago

GetTranny

boss
06:16

Shemale Boss Fucked Her Stud Assistant

3 months ago

GetTranny

boss
06:20

Milf fucked by tgirl boss n ts security

5 months ago

TXXX

boss
26:59

Babysitter shemale fucks her boss and his friend!

2 years ago

AShemaleTube

big tits, boss
06:03

Trans Babysitter Anal Fucks Boss - Danika Dreamz

7 months ago

GetTranny

boss
08:11

The Bosses shemale Wife Was An impressive pummel

2 years ago

ShemaleMovie

wife, boss
05:50 65%

Johanna Badine In Latin Milf Shemale Sucked Off And Anals Boss

11 months ago

ShemaleZ

mature, mature anal, boss
06:22

Big tits Shemale Boss fucks lucky guy

6 years ago

AShemaleTube

boss
05:46

Johanna Badine - Latina Trans Sucks Boss Big Cock Through Gloryhole

1 year ago

ShemaleZ

gloryhole, latina, ass licking, boss
06:01

Dirty Big Cock Boss Fucked Horny Shemale

1 year ago

GetTranny

boss
05:10

Tranny boss in lingerie anal fucks employee

5 years ago

AShemaleTube

boss
11:39

Very freaky employee gets anally railed by his shemale boss

6 years ago

TrannyOne

boss
24:38

Secret doll-twunk gorgeous Assistant Opens saucy assfuck For Manager

3 years ago

TrannyGem

doll, office, boss
13:07

Tranny Art Tranny In Office Suite Fucking The Boss In The As

2 years ago

ShemaleZ

office, boss
06:26

TS boss lets her employee fuck her ass

5 years ago

TrannyOne

boss
36:36

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

2 years ago

TrannyOne

office, boss
24:00

Nearly any messy transgender princess Manager acquires banged In The Office

4 years ago

TrannyGem

lingerie, office, 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
26:16 65%

Old boss with her tranny secretary

4 years ago

ShemaleZ

mature, fetish, outdoor, lingerie, uniform, ass to mouth, secretary
2:09:54

Transgender princesses Bosses

3 years ago

TrannyGem

boss
09:06

Sissy Secretary Seduces Boss

3 years ago

xHamster

secretary, sissy, boss
08:05

TS Maid Nicolly Pantoja Has Her Ass Ravaged by Horny Boss and Plows Him Too

4 years ago

SunPorno

maid, boss
06:11

TS boss gagging on employee's dick

5 years ago

xHamster

gagging, boss
12:18

Eva Maxim In Smoking Hot Latina Trans Boss Dicked Down By Hunk Bbc 13 Min

10 months ago

ShemaleZ

smoking, BBC, boss
05:21

Guy employee anal invasion boned by shemale boss

4 years ago

ShemaleMovie

boss
06:10

Small tits trans maid Claire Tenebrarum barebacked by boss

2 years ago

AShemaleTube

maid, boss
06:01

Exotic TRANSSEXUAL maid anally hammered after seducing boss

2 years ago

TrannyOne

maid, seduced, boss
03:25

TS Boss Punishes Employee

5 years ago

TrannyOne

boss
06:13

She-male assistant pokes Her Boss

4 years ago

VideoSection

boss
24:56

TS lady boss has a new lover

12 years ago

AShemaleTube

boss
05:21

Ladyboy Boss

6 years ago

AShemaleTube

stockings, boss
07:02

Black Boss Tranny Breeding White Man

3 years ago

AShemaleTube

boss, shemale fucks guy
12:41

Trans model Natassia desires ravages her perv boss.

1 year ago

ShemaleTaxi

boss
05:05

Blonde shemale anal fucks bound boss

3 months ago

KeekAss

shemale, boss, shemale fucks guy
05:54

Natural chick Sarah have sex with her boss transgirl Venus Lux

3 years ago

BeMyHole

natural, boss
07:10

Boss TS fucking a stunning lady secretary

2 years ago

TrannyGem

orgasm, secretary, boss
13:53

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

3 months ago

ShemaleZ

cute, shemale, maid, boss, femboy
24:30

Boss Overallsandacreampie

3 years ago

ShemaleZ

ladyboy, boss
04:31

Tranny Maid Is Barebacked By Her Boss - Jade Venus

1 year ago

ShemaleZ

maid, uniform, boss
06:15

Korra Del Rio Barebacking The Big Cock Boss

4 years ago

TrannyOne

boss
41:33 61%

Shes The Boss Kenna James and shemale

3 years ago

Analdin

office, babe, erotic, boss, romantic
05:08

Very Busty Tranny Goddess Ass Fucking Fucks Boss With Michael Vegas

2 years ago

ShemaleZ

fetish, boss
04:52

Shemale employee anal fucks elder boss

3 years ago

BeMyHole

boss
06:10

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

1 year ago

TrannyOne

bareback, boss
04:37

Big Dick Ts Boss Fucking Employee

2 years ago

ShemaleZ

asian, boss, shemale fucks guy
05:25

Busty beautiful shemale anal fucks boss

4 years ago

AShemaleTube

boss
21:05

TS Boss Barebacks Guy, Cums on His Face

5 years ago

ShemaleZ

boss

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