SHEMALE • BOSS 3,524 videos

Popular Latest Top rated

06:31 73%

Dillon Diaz gets sexual punshment from transgender boss

2 years ago

AShemaleTube

boss
06:16 57%

Do You Have A Big Swinging Dick My Boss? - Jade Venus

1 month ago

ShemaleZ

stockings, blowjob, interracial, big tits, ass licking, big cock, boss
05:35 69%

She-male secretary buttfuck tears up her boss

10 months ago

ShemaleTaxi

hardcore, shemale, boss, ladyboy
07:59 95%

Shemale Boss Karabella Fucks And Creampies The It Guy

3 years ago

GetTranny

creampie, fetish, lingerie, tattoo, big cock, ass, bareback
06:16 69%

Mom intern 3some orgy with shemale boss

6 months ago

XoZilla

threesome, orgy, mature, mom, anal, boss
15:17

Hot secretary with gigantic donk wants promotion, boss

1 month ago

IcePorn

shemale, bareback, ladyboy, boss, secretary
06:15 93%

Raven-haired American shemale gives bald boss a dick

7 years ago

SexVidXXX

blowjob, facial, boss, anal
08:01

I walked in on my boss naked trans wife

7 months ago

SunPorno

anal, big ass, big cock, shemale, ass, boss
04:00

Secretary with green hair plays along with shemale boss

6 years ago

PornIdXXX

secretary, boss
06:00

Shemale secretary sucked bosses dick

3 years ago

PornDr

secretary, reality, boss
05:33

Ladyboy Boss Barebacked

8 years ago

VipTube

boss
06:00

Trans Maid Pleasures Her New Boss - TransRoommates

1 year ago

HotMovs

mature, boss
41:08 86%

Shemale Foxy Angel Shows Whos the Boss

6 years ago

TXXX

blowjob, fetish, boss
27:16 55%

Young Boss exposes his older secretary to a lustful slut!

4 years ago

TrannyOne

mature, secretary, slut, boss, shemale
06:00 46%

Transsexual office manager got a cock bigger than her bosss

12 years ago

BravoTube

office, boss
35:58 81%

Jaquelin Braxton Takes Down The Boss

6 years ago

ShemaleZ

MILF, big tits, BDSM, boss
49:49 57%

Horny latina secretary seduces and dominates her weenie boss

4 years ago

TrannyOne

secretary, boss, office, seduced
06:25 68%

Strict boss...! Warning or swallow sperm?

1 year ago

TrannyOne

big ass, amateur, swallow, sperm, boss
10:37 88%

Ebony tranny office boss fucking a dude

2 months ago

AShemaleTube

office, ebony, shemale fucks guy, homemade, boss
41:33 73%

Shes The Boss

4 years ago

TrannyOne

shemale, office, boss
12:09 78%

Stunning Trans Boss Bangs Bbc Employee - Jade Venus

3 years ago

ShemaleZ

boss, BBC
23:13 80%

Stockinged blonde tranny fucks and creampies her ass licking boss

8 years ago

TrannyOne

creampie, boss, anal
17:08 78%

Patricia Shows Him Who Is Boss

1 year ago

AShemaleTube

shemale fucks guy, domination, shemale, blowjob, boss
50:05 71%

Hot Latina Secretaries Abuse And Dominate Their Boss

4 years ago

TrannyOne

shemale, secretary, boss, threesome
04:01

Trans Secretary Fucks Her Boss

5 months ago

PornGem

boss, blowjob, secretary
16:28 84%

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

4 years ago

TrannyOne

maid, big cock, boss, BBC
05:35 90%

Blowing the gigantic cock of the boss to get the job - Blowjob Interview! - HQ 3D Animation

1 year ago

xHamster

3D, big cock, shemale, romanian, audition, boss
48:39 81%

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

5 years ago

ShemaleZ

stockings, fetish, BDSM, domination, boss
04:40 62%

Blonde Ts boss fucks redhead employee

6 years ago

ShemaleZ

boss
21:54 74%

Shemale Porn Video Amateur Sex My Boss Is A Transgender She Comes Home Very Angry And Fucks My...

1 year ago

TrannyOne

big cock, shemale, amateur, anal, boss
13:57

TRANSFIXED - Sexy Redhead Ariel Demure FREE USE CREAMPIES Boss Megan Mistakes During A Job Interview: Porn

5 days ago

JizzBunker

creampie
04:39 67%

Shemale boss fucks deep throat employee

6 years ago

ShemaleZ

boss
29:10 80%

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

2 years ago

ShemaleZ

big tits, husband, ass licking, cumshot, big cock, boss, brunette
04:38 67%

Shemale Boss Whips And Fucks Worker

3 years ago

ShemaleZ

domination, boss
12:50 81%

GenderXFilms - inked Trans boss Orders big black cock To Blow Her -

1 year ago

ShemaleTaxi

black, anal, big ass, blonde, big cock, ass, BBC
2:09:24 93%

Shemales bosses

6 years ago

ShemaleZ

uniform, boss, shemale, blowjob, amateur
07:05 74%

Submit To Your Boss!

2 years ago

xHamster

mature, stockings, cumshot, boss
05:03 83%

Busty TS Boss Cums On Auditioner

4 years ago

TrannyOne

boss
02:18 85%

Shemale Boss PMV

4 months ago

AShemaleTube

blowjob, threesome, latina, compilation, group, cum in mouth, boss
07:00 73%

Her boss did not know that she is a shemale

12 years ago

AnyPorn

boss
24:37 44%

Like a Boss

11 years ago

xHamster

boss, small tits, blowjob
05:59 73%

My Boss Is A Transsexual!

7 years ago

ShemaleZ

domination, boss, shemale fucks guy
05:01

Busty trans boss Lena Kelly is anal fucked by her assis

1 month ago

AShemaleTube

anal, boss
17:27 56%

Shemale Boss

9 years ago

TXXX

small tits, boss, shemale fucks guy
2:09:24 81%

Shemales bosses

6 years ago

Upornia

shemale, blowjob, boss
03:12

Shemale Boss Cums

13 years ago

AShemaleTube

18, cumshot, boss
12:41 79%

Trans Babysitter Aubrey Kate Gets Assfucked By Her Boss For Some Extra Cash

3 years ago

BeMyHole

handjob, beauty, blowjob, money, big tits, dogging, facesitting
25:56 75%

Big shemale shows guy whos the boss

5 years ago

ShemaleZ

redhead, boss
05:41

Boss sucks cock to transgender princess babysitter then ass fucking fucks her

12 months ago

ShemaleTaxi

shemale, boss
18:27 85%

SHEMALE BOSS FUCKS HER EMPLOYEE

4 years ago

AShemaleTube

big tits, uniform, vintage, boss, shemale fucks guy, cumshot
08:04 86%

Busty Tranny Bangs Her Colleague Wet Bush and Her Boss Tight Ass at Work

8 months ago

AShemaleTube

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05:18 88%

Ladyboy boss porks blowage employee

3 months ago

ShemaleTaxi

stockings, blowjob, domination, boss, ladyboy
04:53 86%

Tranny boss goddess anal fucks employee

5 years ago

BeMyHole

boss, shemale fucks guy
12:01

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

2 years ago

AShemaleTube

boss, frottage
12:54

TRANSFIXED - Kenna James Does Whatever It Takes To Make Her Hot Trans Boss Natalie Mars Happ

4 years ago

AShemaleTube

boss
02:02 80%

Shemale Boss Fucking A Very Annoying Coworker

13 years ago

AnyPorn

boss
08:35 80%

The boss fucks the little trans maid

2 years ago

JizzBunker

french, bondage, maid, crossdresser, boss, solo
06:15 78%

Transgendered boss fucks her big tits secretary

1 year ago

AShemaleTube

big tits, boss, secretary
06:15 80%

How about you fucking your shemale boss

3 months ago

AShemaleTube

shemale, anal, boss
19:02 94%

Spray it all over my face boss

1 year ago

TrannyOne

shemale, big cock, boss
06:08

Fucking my horny TS boss in her office

1 month ago

AShemaleTube

office, blowjob, boss, bareback
07:00 81%

Kinky Transsexual Boss Joanna Jet Fucking Blonde Babe Sarah Vandella

12 years ago

AnyPorn

boss
27:51

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

4 years ago

TrannyOne

office, boss
06:15

I finally fucked my busty ts boss asshole

2 years ago

TrannyGem

interracial, boss
06:01 67%

Raunchy Slender Boss Shemale Surprised A Muscular Worker With Nataly Gold

4 years ago

HClips

18, surprise, boss
39:33 86%

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

1 year ago

xHamster

blowjob, anal, big cock, seduced, bareback, hotel, boss
21:26 86%

Young Stud Gets Stuffed By Shemale Boss Joanna Jet

1 year ago

AShemaleTube

shemale fucks guy, boss
22:07 57%

Curvaceous double cock Latina futa dominates and fucks her boss

8 years ago

TrannyOne

domination, futanari, boss, double penetration
08:15

Butler serves busty shemale boss in every way including anal

10 months ago

AShemaleTube

shemale, big cock, boss, big tits
05:26

Boss blowing man rod to shemale employee

3 years ago

ShemaleTaxi

ladyboy, facial, domination, taxi, boss
05:09 64%

Blond Hair Babe Ts boss fucks redhead employee

6 years ago

XoZilla

latex, anal, fetish, bondage, BDSM, redhead, ladyboy
08:04

TS Nicolly Pantoja and Her Boss Bareback

6 years ago

AnyPorn

boss
06:20

Trans boss Natalie Mars gets barebacked

4 days ago

ShemaleTaxi

bareback, kissing, big ass, shemale fucks guy, beauty
07:59

Aphrodite Adams - Bimbo Transgender Maid Served By Her Boss Bareback

2 months ago

PePorn

big cock, shemale, nylon, bareback, boss
24:56 80%

TS lady boss has a new lover

14 years ago

AShemaleTube

boss
39:33

Chanel Santini is the fucking boss

4 days ago

AShemaleTube

shemale
05:11

Nikki Vicious, the tranny boss, gets down for a serious ass pounding.

9 months ago

AShemaleTube

boss
11:50 67%

GenderX - Trans Boss Fucked in Office after Hours

5 years ago

BeMyHole

office, boss
05:12

TS boss Marissa Minx goes raw with her employee at the office

10 months ago

AShemaleTube

shemale, office, boss
04:36

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

5 years ago

BeMyHole

office, skirt, boss, close up
06:24 59%

Strict boss...! Warning or swallow sperm?

2 years ago

xHamster

shemale, blowjob, sperm, swallow, boss, shemale fucks guy
05:08

Asian Shemale Boss Anal Fucks Worker

3 years ago

GetTranny

boss
05:59 84%

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

5 years ago

HellPorno

office, babe, secretary, boss, shemale and girl
03:50

Shemale boss loves to fuck her male employees at work

5 years ago

YourLust

boss
05:11 40%

Big Tittied Blonde Boss TS Dominated

11 years ago

AShemaleTube

shemale and girl, domination, boss
21:22 79%

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

4 years ago

TrannyOne

wife, boss
43:56 87%

Secretary gets her pussy plowed by her hung tranny boss

8 years ago

TrannyOne

secretary, boss, MILF
07:00

Huge Boobs Milf Gender Swap - Tg Shemale Fucks Her Redhead - Shalina Devine And Lady Boss

3 days ago

ShemaleZ

redhead, big cock, shemale and girl
06:14

Trans boss let client bareback her ass

4 years ago

AShemaleTube

boss
26:16 79%

Old boss with her tranny secretary

6 years ago

ShemaleZ

mature, creampie, fetish, outdoor, lingerie, ladyboy, uniform
10:02

Damn Maid! My Boss Almost Caught Me After Cumming

7 months ago

$$ FapHouse

maid, latina, caught, cumshot, big cock, boss
10:06

Shiri Allwood And Dale Savage In Getting Ahead Owns Her Boss With Her Cock

3 days ago

ShemaleZ

shemale fucks guy
13:58 80%

Free use pale brunette was fucked by a Redhead MILF tranny Boss Ariel Demure

3 days ago

TrannyOne

threesome, MILF, shemale, stockings
2:16:10 51%

Honda Momo And Momo Honda - Ktb-094 My Crossdressing Lesbian Diary With My Girlfriend When I Soiled My Pants, My Female Boss Lent Me Her Skirt... The Tingly Feel Of The Lining Of The Skirt Made Me Get An Erection And I Became A Girl And Had Lesbian S

8 months ago

ShemaleZ

shemale, lesbian, asian, crossdresser, shemale and girl, girlfriend, skirt
13:07 86%

Miran’s The Boss!

3 years ago

TXXX

japanese, boss, japanese uncensored, stockings, asian, solo
05:04

Shemale boss anal fucks auditioner

5 years ago

BeMyHole

redhead, short hair, office, panties, boss, stockings
24:51 54%

Exciting Compilation With the Sexiest Trans Maids Enjoying Their Bosses Dicks

2 years ago

AnySex

stockings, big ass, big tits, maid, uniform, compilation, small tits
05:01

BBC Boss Spanks His BIG ASS Trans Secretary.

2 months ago

BeMyHole

interracial, MILF, spanking, secretary, BBC, boss
06:11

TS boss gagging on employee's dick

7 years ago

xHamster

gagging, boss
05:32

Tall dominant tranny anal bangs her boss

8 years ago

TXXX

tall, boss
11:39

Very freaky employee gets anally railed by his shemale boss

7 years ago

TrannyOne

boss
06:15

Boss Ana Foxxx and her attraction to Lola Morena

5 days ago

TrannyGem

piercing, cum in mouth, ebony, hairy, latina
14:46

Slim, pointy boobies secretary cheats on spouse with boss

2 weeks ago

IcePorn

secretary, boss
05:57 67%

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

3 years ago

BeMyHole

stockings, fetish, lingerie, office, blonde, ass, deepthroat
08:06

Guy Fucks Trans Boss To Save His Job With Pierce Paris And Marissa Minx

3 months ago

ShemaleZ

ass, boss
08:13 67%

Busty Blonde Tranny With Small Cock Cums While Being Fucked

1 year ago

Upornia

shemale, small cock, blonde, cum while fucked, boss
09:13 67%

Ariel Demure In Dark Tgirl Roots Boss Gigantic Rod In Boar

2 years ago

TXXX

creampie, boss
07:37

Latina Trans Boss Jessy Dubai Finds Out Her Assistant Stole From Her And Dominates Her.The Big Tits Ts Facefucks Her And Fingers Her Cunt.She Bangs Her

1 year ago

BeMyHole

latina, big tits, blowjob, boss
27:50 93%

Lady-man hammered By Boss And Secretary

6 years ago

ShemaleZ

secretary, boss, shemale
05:22

Bbc shemale fucks handcuffed boss

1 month ago

PornGem

domination, ebony, bondage, big cock, boss, interracial
05:52

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

5 years ago

BeMyHole

teen anal (18+), nipples, boss
08:00

Hot Blonde Boss Jade Venus Gets Assfuced + Cum In Mouth From Horny Offices Assistant

1 month ago

xShemaleTube

bareback, shemale fucks guy, cum in mouth, boss
04:39

Tranny boss anal fuck pervert employee

6 years ago

ShemaleZ

domination, boss
05:28

Shemale chef assfuck plumbs trussed boss

3 years ago

ShemaleTaxi

blowjob, bondage, domination, boss
06:56

Horny Secretary Inseminated By Boss! - Kim Wagner

4 months ago

PePorn

big cock, shemale, german, boss, office, secretary
26:59

Babysitter shemale fucks her boss and his friend!

4 years ago

AShemaleTube

big tits, boss
13:16 88%

Big Booty Shemale Secretary Gets Fucked By Her Boss

1 year ago

ShemaleZ

secretary, big ass, shemale, boss
20:05 81%

Sexy shemale boss fuck visitor

9 years ago

DrTuber

ebony, 18, boss, shemale fucks guy, black
05:50

I Watch My Boss Busty Tgirl Wife Shower 6 Min

2 years ago

ShemaleZ

wife, shower, big cock, boss
06:24

Huge-boobed tequila t-girl Demi D hottest sucking and analed by boss

11 months ago

ShemaleTaxi

anal, boss

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