SHEMALE • BOSS 3,459 videos

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05:59

Gorgeous shemale boss Eva Paradis seduces an American guy

8 years ago

BravoTube

seduced, boss
08:12 63%

Trans Maid Pleasures Her New Boss

1 year ago

xHamster

maid, shemale, bareback, beauty, small tits, boss
31:23

Transgendered Bosses 3 - Eva Maxim

2 years ago

ShemaleZ

handjob, big ass, boss
05:05 50%

Secretary fucking with boss in lingerie sex

6 years ago

ShemaleZ

lingerie, secretary, boss
05:35

Suntanned t-girl boss punishes educator

6 years ago

HDSex

boss
10:10

Trans Babysitter Anal Fucked By Horny Boss

2 years ago

ShemaleZ

anal, boss
21:23

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

5 years ago

ShemaleZ

boss
05:46

Johanna Badine - Latina Trans Sucks Boss Big Cock Through Gloryhole

3 years ago

ShemaleZ

gloryhole, latina, ass licking, boss, strip
13:07

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

4 years ago

ShemaleZ

office, boss
06:00

She-Creature maid buttfucked by shemale manager

3 years ago

TrannyGem

maid, toys, boss
06:20 60%

Kasey Kei, Izzy Wilde And Big T - Milf Fucked By Tgirl Boss N Ts Security

2 years ago

ShemaleZ

stockings, MILF, shemale and girl, boss
15:51 67%

Cute TS Secretary with Her Boss

10 years ago

TXXX

cute, creampie, secretary, small tits, boss
05:29

Jade Venus - Tranny Boss Barebacks One Of Her Employee

3 years ago

ShemaleZ

boss, shemale fucks guy
01:58 71%

Hot trans girl twerking for her boss

1 month ago

AShemaleTube

homemade, creampie, solo, masturbation, big cock, boss
06:25 60%

Tgirl4You.com - Trans nanny Gaby B rectal screws her boss

4 days ago

ShemaleMovie

shemale fucks guy, blowjob, shemale, boss, handjob
05:18

TS boss domination

5 years ago

ShemaleZ

BDSM, uniform, tattoo, boss, shemale fucks guy
26:29 58%

Riley Storm Assistant Pummel

5 years ago

TrannyGem

creampie, anal, office, old and young (18+), secretary, boss
19:42

TS Lena Kelly Gets Revenge on Porn Bosss Asshole

6 years ago

ShemaleZ

BDSM, asshole, boss
06:10

She-creature maid buttfucked by she-creature boss

5 years ago

ShemaleMovie

maid, heels, boss
04:42 83%

Ts Atorney Fucking Busty Blond Boss 5 Min

3 years ago

Upornia

boss
02:38

Horny Latina showing her boss how to masturbate

4 weeks ago

AShemaleTube

amateur, homemade, latina, masturbation, big cock, sissy, boss
06:16

Boss facefucks and barebacks small tits tranny maid Pixi Lust

4 years ago

TrannyOne

maid, boss
07:16

Office T woman stretches her caboose for her boss

1 year ago

ShemaleTaxi

anal, beauty, boss
05:45

Ebony Trans Babysitter Anal Fucks Her Boss With Natassia Dream And Natassia Dreams

2 years ago

ShemaleZ

ebony, POV, big tits, big cock, boss, shemale fucks guy
07:02

Boss Louise Gets Tranny Intern Facial

5 years ago

ShemaleZ

facial, boss
06:25

Sexy ts childminder butt-banged reamed by boss

5 years ago

HDSex

deepthroat, boss, brunette
05:08

Bearded male anal fucked by tranny boss

6 years ago

AShemaleTube

blowjob, domination, boss, amateur
03:17

Bbc Shemale Binds And Fucks Boss

3 years ago

GetTranny

boss
05:18

Sapphic boss ass fucking nails bent over employee

1 year ago

ShemaleTaxi

strapon, gagging, bondage, BDSM, spanking, tied, boss
05:40

Shemale dom secretary torments rimming boss with electrosex

3 years ago

JizzBunker

bondage, office, secretary, boss
04:39

Busty shemale boss anal fucks employee

6 years ago

ShemaleZ

boss
22:11 88%

Here we enjoy Boss again getting banged

5 years ago

ShemaleZ

creampie, asian, boss, POV
05:41

Boss tgirl casey kisses fucks nerd guys tight ass

7 years ago

JizzBunker

kissing, dutch, tight, boss
05:20 83%

Black TS boss ravages worker in motel

3 years ago

ShemaleTaxi

black, domination, hotel, boss
07:13

The Backend Position – Penetration Testing On Young IT Guy - Emily Adaire Fucks Fxxk Buck

8 months ago

BeMyHole

stockings, blowjob, teen anal (18+), dogging, office, facial, 18
05:58 80%

Teen Maid Kate Zoha Gets Taken By Her Trans Boss : Part 2

3 years ago

TrannyOne

teen (18+), teen anal (18+), maid, boss
04:40

Tranny boss in lingerie anal fucks employee

6 years ago

ShemaleZ

boss
1:04:04

Bigg Boss Tamil - Season 2 - DAY 12

7 years ago

xHamster

boss
29:25

A Boss Called Her Secretary And Both Got A Superb Fucking Session In Hotel Room

2 years ago

ShemaleZ

secretary, hotel, boss
20:45

TS Boss Barebacks Guy, Cums on His Face

6 years ago

Upornia

blowjob, boss, bareback
12:41

Tattooed Trans Boss Nadia Love Nails Her Employees Ass For His Good Work

3 years ago

BeMyHole

handjob, big tits, tattoo, office, piercing, ass licking, blonde
12:46

TRANSFIXED - Trans Babysitter Zariah Aura Gives It Up To Her Boss On Her First Day!

3 years ago

TXXX

boss, interracial
05:45

Ladyboy Boss Licks And Fucks New Secretary Applicants Pussy - Kasey Kei

2 years ago

ShemaleZ

secretary, boss
06:10

Busty TS maids Bruna Dior and Vitoria Prado fuck latin boss

4 years ago

AShemaleTube

maid, boss
15:39 67%

TRANSFIXED - Sexy Secretary Brittney Kade Gets FREE-USE Fucked At The Office For Boss's Birthday

9 months ago

xHamster

blowjob, office, big cock, secretary, bareback, boss
12:41 75%

Bitch Gabi serving her boss ActorFab

9 months ago

AShemaleTube

cumshot, amateur, big ass, bareback, lingerie, boss
06:23

Big Titty Slut Gets Fucked By Ts Boss In The Office Creampie

2 years ago

GetTranny

creampie, office, boss
05:21

Ladyboy Boss

7 years ago

AShemaleTube

stockings, boss
03:38

Maid Jonelle Brooks In Interracial Sex With Her Black Boss

3 years ago

GetTranny

maid, boss, shemale fucks guy, interracial
29:18

Ginger Sissy Boss (full Version)

4 years ago

ShemaleZ

redhead, webcam, boss, sissy
06:15 88%

Mesmerizing Natalie Mars fucks in sexy stockings with boss

5 years ago

AShemaleTube

cum in mouth, boss
05:20 85%

TS atorney with immense manstick bang MILF boss

1 year ago

ShemaleMovie

blowjob, creampie, anal, MILF, BDSM, ladyboy, domination
05:47

Michael Del Ray, Natalie Stone And Big Boss - Trans Maid Is Impressed By Boss Big Cock

1 week ago

ShemaleZ

big cock, small cock, boss
12:09 90%

Trans Maid Cant Resist Bosses Dick Micheal - Natalie Stone And Del Ray

3 years ago

HClips

stockings, small cock, maid, boss, small tits
06:25

Trans boss orders employee to screw her ass

5 years ago

ShemaleTaxi

boss
06:15

Ts Babysitter Assfucks Boss With Big T And Holly Sweet

2 years ago

ShemaleZ

boss
12:44 80%

Annoying Employer roll pokes Blonde Trans Boss - Marissa Minx - GenderXFilms

3 years ago

ShemaleTaxi

piercing, boss, missionary
21:51

My Transexual Boss - Scene 3

7 years ago

ShemaleZ

boss
06:20

Ample breasted PAWG Boss Sara Jay Drills Kaiia Eve With Her wire On!

6 months ago

ShemaleMovie

big ass, huge dildo, dildo, boss, orgasm, spanking
02:41 85%

Rigid3d D3d Buttercoat Intense Office Threesome: Hot Slut Fucked by Two Huge Cocks, Deep Throat & Anal with My Bosses

8 months ago

$$ FapHouse

anal, 3D, boss
06:15

New babysitter Zaria Aura wants to hook up with her new boss

3 years ago

JizzBunker

boss
06:25

Busty MILF intern has an anal invasion 3some with thick ass tranny boss

8 months ago

ShemaleTaxi

anal, MILF, boss
03:14

Tgirl tool for boss pleasure

15 years ago

AShemaleTube

cumshot, boss
06:11

Bear Man Fucks Trans Boss

3 years ago

GetTranny

boss
05:00

Chanel Santini in Horrible Boss Shemale VR Porn Video - VRBTrans

3 years ago

TXXX

boss
06:10

Big tits shemale Jamie Page anal rides on her boss his dick

12 years ago

AShemaleTube

riding, boss
09:02

TS Slave Fingered By Her Boss

6 years ago

ShemaleZ

boss
09:40

Hot Maid Gets Her Tigth Ass Fucked By Her Horny Boss 10 Min

2 years ago

TXXX

maid, boss
06:10

TS Aspen Brooks fucks her boss stepbro huge hard cock

7 years ago

AShemaleTube

boss
2:31:17 71%

Dass-528 When I Get , My Boss Gives Me A Sticky French Kiss And Makes Me Cum Again And Again - Ikeda Marina And Marina Ikeda

10 months ago

ShemaleZ

kissing, stockings, french, POV, asian, boss
05:23

Big Black Dick Shemale Banging White Boss

1 year ago

ShemaleZ

BDSM, BBC, interracial, ebony, domination, boss
06:15

TS boss Eva Maxim gets barebacked in her office

1 year ago

KeekAss

blowjob, boss, office
20:08

Hot BDSM Boss Plugs And Disciplines Bimbo Secretary For Mistakes

3 years ago

TrannyOne

secretary, boss, hardcore
23:51

Bossy she twink

5 years ago

TrannyGem

boss
05:12

Foxy redhead seduces her shemale boss and licks her ass

4 years ago

TrannyOne

office, seduced, boss
08:01

Employees Korra Del Rio & Leana Lovings Stop Boss Assistant Zariah Aura From Snitching

2 months ago

xShemaleTube

big cock, boss, shemale and girl
06:29

Big tits latin milf ts boss Foxxy sucks n analed by employee

5 years ago

AShemaleTube

boss
05:07

Boss TS Morena Gets Analed By Guys Cock

2 years ago

BeMyHole

boss, black
05:45

Big Round Ass Asian Ladyboy Boss Blowjob And Anal Fucked From Behind

4 years ago

ShemaleZ

boss
13:00 75%

Beautiful Trans Bareback Anal with Her New Boss

1 year ago

AShemaleTube

blowjob, shemale, bareback, anal, beauty, boss
08:06 80%

Beautiful Trans Bareback Anal With Her New Boss

1 year ago

ShemaleZ

tattoo, shemale, beauty, lingerie, boss
04:00

Busted Watching Porn at Work-Boss Punishes Bad Employee w/Her Own Cock

9 years ago

TXXX

shemale and girl, boss
04:56

Busty shemale secretary anal fucks boss

6 years ago

ShemaleZ

secretary, boss
04:38

Shemale Babysitter Analed By Boss Dickbusty Trann

3 years ago

ShemaleZ

ass licking, boss
24:25

My Transexual Manager - Gig two

5 years ago

TrannyGem

boss
21:55 87%

Suckin my boss

4 months ago

AShemaleTube

ebony, shemale, boss
06:00

My boss fuck me

5 years ago

AShemaleTube

homemade, boss, mature, crossdresser
34:05

New Boss Office Sex Episode 2

4 years ago

Upornia

big tits, office, boss
06:16

Kenna James And Natalie Mars In Trans Boss Fucks Assistant

2 years ago

ShemaleZ

boss
05:41 79%

Horny Boss Asslicks And Barebacks The Blonde Tgirl - Emma Rose

4 years ago

TXXX

small cock, ass licking, boss, big cock
08:06

Busty blonde tranny boss takes her male assistants sweet ass

7 years ago

TrannyOne

boss
06:40

Tgirl nurse ass-fuck splays her boss doctor

5 years ago

ShemaleTaxi

doctor, boss
28:23

Transgendered Bosses Sc2 Foxxy & Draven Navarro 1080p

4 years ago

Upornia

big tits, boss, stockings
08:00

Office Boss Lover

2 months ago

GetTranny

office, boss, amateur
05:57

Small Tits Trans Boss Natalie Mars Is Rimmed And Barebacked

4 years ago

BeMyHole

boss
05:45

TS babysitter suck n analed by boss cock

6 years ago

ShemaleZ

small cock, boss
12:36

Purple Haired insatiable Trans Boss fucked On Desk - transsexual Foxxy - GenderXFilms

6 months ago

ShemaleMovie

blowjob, shemale fucks guy, boss, riding
06:15

Sexy TS boss Nikki North has sex with intern Brody Kayman

2 years ago

NuVid

handjob, blowjob, boss
05:41 86%

Jade Venus - Maid Trans Woman Gets Her Ass Barebacked By Her Boss Big Cock

4 years ago

ShemaleZ

maid, boss
08:15

Huge tits shemale Brittney Kade gives boss a sloppy present

10 months ago

TXXX

boss, blowjob
11:57

Security Caught Boss Fucking New Hire In Elevator & Wanna Join Them 12 Min With Summer Hart, Kasey Kei And Izzy Wilde

2 years ago

Upornia

threesome, caught, boss
13:53

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

1 year ago

ShemaleZ

cute, shemale, maid, boss, femboy
23:42 73%

The Boss Adam With Erica Cherry And Sabina Steele

3 years ago

ShemaleZ

threesome, boss
05:28

TS boss seduces lucky guy

5 years ago

BeMyHole

seduced, boss, shemale fucks guy
08:00

Italian Tranny Boss Manhandles Her Personal Male Sex Slave

1 year ago

xShemaleTube

italian, boss
15:02

GENDERX FILMS - Slutty Trans Sitter Offers Up Her Tight Huge Cocked Boss

1 month ago

AShemaleTube

anal, big ass, blowjob, big cock, boss, shemale
06:08

Magnificent shemale nubile Jean Hollywood fucks with her perv boss on the couch

1 month ago

ShemaleMovie

blowjob, shemale fucks guy, teen (18+), boss
08:14 92%

Marvelous French transsexual teen Riding Her Boss Actorfab

7 months ago

ShemaleMovie

teen (18+), french, spanking, riding, boss, shemale fucks guy
04:38

Busty Shemale Binds And Fucks Boss

3 years ago

ShemaleZ

domination, boss
05:41

Janie Blade - My Ts Boss Just Totally Put Her Dick In My Face

2 years ago

ShemaleZ

ass to mouth, boss
11:01

Busty Trans Bimbo Aphrodite Adams Gets Bareback From Boss

3 years ago

TXXX

boss
05:08

Shemale Employee Ass Sex Fucks Boss - Michael Vegas

4 years ago

ShemaleZ

MILF, domination, boss
05:45

Eva Maxim And King Noire - Transgendered Boss Barebacked By Bald Dude In Office 6 Min

10 months ago

ShemaleZ

big cock, bareback, blowjob, boss, office
05:08

Shemale boss sucks and fucks male employee

6 years ago

AShemaleTube

boss, domination
06:16

Sneaky MILF punished by hung tranny boss

8 months ago

KeekAss

boss
05:55

TS secretary ass fucked by her boss cock

6 years ago

ShemaleZ

ass, secretary, boss
06:30

Brazilian mature shemale Johanna Badine gives deep throat blowjob and gets ass drilled by her boss

11 months ago

XXXVogue

gloryhole, mature, brazil, boss
05:45

New Babysitter Zariah Aurah Willing To Get Her New Boss Laid

3 years ago

TXXX

boss
30:44

Sissy secretary lunchtime fucking by boss

6 years ago

ShemaleZ

secretary, sissy, boss
04:32

Shemale and her secret boss doing bareback

6 years ago

ShemaleZ

boss

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