SHEMALE • BOSS 405 videos

Popular Latest Top rated

20:02

Making Her sperm With A toy In Her booty - Boss Film

6 years ago

ShemaleZ

sperm, boss
20:45

Sleazy hoe Getting plowed By Her ladyboy Boss

7 years ago

ShemaleZ

boss
15:06 83%

TRANSFIXED - Horny Leilani Li SNEAKS Big Cock Inside Boss Destiny Miras Pussy! OFFICE CREAMPIE

8 months ago

SomePorn

ebony, public, big tits, office, ass, BBC, boss
30:42

My Transexual Manager - Sequence four

5 years ago

TrannyGem

boss
50:37 71%

Horny Mature Secretary Turns Her Boss Into A Submissive Bitch

4 years ago

BeMyHole

mature anal, office, secretary, boss, shemale fucks guy
15:48

Transex Secretary Giving Her Boss

1 year ago

xHamster

blowjob, big ass, brazil, tattoo, secretary, boss
26:38 70%

Indian Shemale Interview Ends In Fucking The Boss

3 years ago

Upornia

indian, shemale and girl, audition, boss, shemale
15:10 80%

My Trans Boss Fucks Me For Being A Bad Employee - Salome Gil

4 months ago

BeMyHole

blowjob, shemale and girl, creampie, 18, boss
18:04

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

2 years ago

KeekAss

ass licking, boss, heels
23:55

Cute little asian maidtranny fucks the bosses nice cock

11 years ago

TXXX

blowjob, asian, maid, boss
20:07

Boss receives Double Teamed - Scene 1

7 years ago

ShemaleZ

MILF, boss, double penetration, mature
28:52

Butthole plowing All Day - Boss Film

6 years ago

ShemaleZ

boss
41:33

Shes The Boss

4 years ago

ShemaleZ

secretary, boss
17:07

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

1 year ago

ShemaleTaxi

BBW, boss
15:10 86%

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

3 years ago

ShemaleTaxi

office, taxi, boss, shemale and girl, beauty
16:16 88%

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

2 years ago

BeMyHole

public, outdoor, latina, ass licking, shemale and girl, riding, domination
40:52

Asian amateur ladyboy secretary gets fucked by her bosses

1 year ago

JizzBunker

ladyboy, shemale, asian, boss, secretary
35:05

Hot Trans Couple Fucked & Facialed By Hunk Boss - Jade Venus, Kasey Kei - GenderXFilms

11 months ago

xHamster

threesome, bareback, couple, blowjob, facial, boss
16:53

Dude Releases A humongous-Load On Red-oral - Boss Film

6 years ago

ShemaleZ

redhead, boss
16:21

Shelady Shows hoe lad Whos Boss

6 years ago

ShemaleZ

boss
19:32

Tgal Or Rather Trans gal 4 - Scene 2 - Boss Film

6 years ago

ShemaleZ

boss
41:02

Asian amateur ladyboy assistant getting penetrated by her bosses

4 years ago

ShemaleTaxi

boss
17:10

YOUR SHEBOY BOSS HAS A DICK - SUCK ON IT.

7 years ago

ShemaleZ

boss
22:06

Chief Lies Back And Takes His beefstick In Her rectum

6 years ago

TrannyGem

POV, boss
41:52

Maid receives poked By Her Boss

7 years ago

ShemaleZ

maid, uniform, boss
23:35

Most beautiful shemale boss gets fucked in the office

5 years ago

TXXX

office, boss
18:04 60%

This boss tongues marika ferreiras bulls eye before boinking her stiff in heeled footwear and underwear

3 months ago

TrannyGem

creampie, big ass, fetish, orgasm, boots, lingerie, latina
22:06

Hung tranny receives boned - Boss Film

6 years ago

ShemaleZ

boss
16:22

POV: Your Ftm Boss Makes You His Fuck Toy

3 months ago

$$ FapHouse

POV, boss
18:07

Even Though Vaniity merely Has To Babysit On The Weekends, Her Boss Has

6 years ago

ShemaleZ

boss
15:19

Three Dicks, 1 Tranny - Boss Film

6 years ago

ShemaleZ

boss
22:21

Beautiful Trans Bareback Anal With Her New Boss With Riley Ivy

1 year ago

HClips

amateur, beauty, anal, tattoo, bareback, boss
27:33 91%

Shemale Porn Video Fuck My Boss

1 year ago

TrannyOne

anal, shemale, boss, hardcore
23:41

3some large O Party - Boss Film

7 years ago

ShemaleZ

party, boss
23:26 80%

Lizzy Laynez And Carla Morelli In Horny Ebony Milf Gets Fucked By Her Big Titted Big Cock Trans Boss In The Office, Swallows All Her Cum Lizzy Laynes 24 Min

11 months ago

ShemaleZ

ebony, shemale, POV, big ass, interracial, MILF, office
23:11

3some large O Party - Boss Film

6 years ago

ShemaleZ

handjob, party, group, boss
15:10

Sexy Secretary Brittney Kade Gets FREE-USE Fucked At The Office For Bosss Birthday

8 months ago

BeMyHole

blowjob, anal, office, secretary, reality, domination, boss
17:41

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

4 years ago

TrannyGem

caught, 69, reality, boss
16:14

She loves getting a blowjob - Boss Film

6 years ago

ShemaleZ

vintage, boss
22:18

My boss is a transgender she comes home very angry and fucks my arse with his ginormous pink cigar salome gil

8 months ago

ShemaleMovie

shemale and girl, shemale, boss, maid
21:54

Shemale Porn Video My Boss Is A Transgender She Comes Home Very Angry And Fucks My Ass With His...

1 year ago

TrannyOne

big ass, shemale, anal, big cock, boss
35:53 90%

Gorgeous TS makes love w/ female co-worker in their Boss s office

5 years ago

TXXX

office, shemale and girl, boss
25:21

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

3 years ago

TrannyGem

office, secretary, boss
22:07

Shemale secretary gets a raise from her boss by fucking

6 years ago

TrannyOne

office, deepthroat, secretary, boss
24:38

Secret lady-twink sexy Secretary Opens yummy anal For Boss

7 years ago

ShemaleZ

secretary, boss
37:01 57%

Thai maid fucked by shemale boss in the ass

6 months ago

TrannyOne

asian, shemale, thai, maid, boss
21:53

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

2 years ago

BeMyHole

maid, office, shemale and girl, boss
19:47

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

3 years ago

ShemaleTaxi

boss
41:33

Natalie Mars & Kenna James - Shes The Boss

5 years ago

ShemaleZ

boss
16:06

Problems at the office sometime need to please the boss

11 months ago

JizzBunker

mature, amateur, mature anal, office, boss
48:40

C4 Film (april 20, 2025) the Boss Is a Slut on a Video Conference with Her Banker.

9 months ago

$$ FapHouse

stockings, french, amateur, boss
15:13 69%

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

3 years ago

Upornia

teen (18+), asian, maid, crossdresser, sissy, boss
17:41

Fascinating Transexual Meets A attractive twink At The sexyel Pool - Boss Film

6 years ago

ShemaleZ

pool, boss
16:42

Sucking cock and getting it in the ass - Boss Film

6 years ago

ShemaleZ

vintage, boss
19:58

Guy On A Lena Show Him Who Is Boss

3 years ago

BeMyHole

gagging, tattoo, ass licking, blonde, toys, boss, shemale fucks guy
38:14

American tranny fucks her boss in the butthole

3 years ago

xHamster

boss
25:16

Pretty Office Trans Cums on Desk

1 year ago

xHamster

asshole, shemale, masturbation, solo, office, boss
27:12

Desi Bengali Real Wife Office Sex With Boss

4 years ago

Upornia

wife, office, boss
21:38

[Shemale] Big Boss Khloe Hart Fucks Her Job Applicant.

6 years ago

TXXX

boss
17:36 84%

Sexy maid trying to satisfy her bosses

6 years ago

TXXX

maid, shemale and girl, boss, threesome, amateur, shemale
15:34

The Boss Gives Blowjobs For Christmas Bonus

5 months ago

HClips

amateur, shemale, boss
18:58

Man sucks And plows Sthis manmale cutiefriend - Boss Film

6 years ago

TXXX

boss
21:20

Awesome Transsexual Office Cleaner Gets Fucked By Her Boss

11 years ago

TXXX

office, boss
20:30

Business shemale - Boss Film

6 years ago

ShemaleZ

vintage, boss
20:02

Babe Takes A thick penis - Boss Film

6 years ago

ShemaleZ

babe, penis, boss
28:23

Older Sensual lady-man Has A dirty fuck With A Gentlefellow - Boss Film

6 years ago

ShemaleZ

vintage, boss, sensual
27:08

New Boss Uncutadda S01e01 Video

4 years ago

Upornia

shemale, boss, amateur
15:24

Boss Makes Her Accountant kiss Her bum - Daisy Ducati

1 year ago

ShemaleTaxi

facesitting, taxi, kissing, boss
18:35

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

3 years ago

xHamster

squirt, boss
18:12

Guy loves shemale cock - Boss Film

6 years ago

ShemaleZ

boss
15:35

Stacked trans secretary allows her boss to fuck her on his b-day

10 months ago

AnySex

anal, boss, stockings, secretary, office
19:34

Lady like me, boss, knows many ways how to satiate

4 years ago

ShemaleTaxi

boss
23:55

My Transexual Boss - Scene two

6 years ago

ShemaleZ

boss
33:31

Boss Tranny makes 2studs do kinky things

11 years ago

xHamster

boss
15:21

The Secretary And The Boss

6 years ago

ShemaleZ

secretary, boss
23:25

Maid Please Boss

6 years ago

ShemaleZ

maid, uniform, boss
34:35 67%

Jade Venus And Kasey Kei - Hot Trans Couple Fucked & Facialed By Hunk Boss

9 months ago

ShemaleZ

handjob, threesome, couple, interracial, MILF, facial, ass licking
20:16

Tranny Gets Fucked By BBC - Boss Film

6 years ago

ShemaleZ

BBC, boss
23:25

Maid Please Boss

6 years ago

Upornia

maid, boss, asian
27:13

French TS Maid with her Boss Fuck

6 years ago

TXXX

french, maid, boss, bareback
23:04

Office TS hammers Boss

7 years ago

ShemaleZ

office, boss
15:01 73%

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

3 years ago

TXXX

cartoon, futanari, boss, solo
27:34

French Ts Maid With Her Boss Fuck

2 years ago

ShemaleZ

french, maid, vintage, boss
20:02

Babe Takes A thick penis - Boss Film

7 years ago

ShemaleZ

babe, penis, boss
18:32

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

3 years ago

VideoSection

wife, husband, boss
40:39

Asian amateur ladyboy secretary getting abuse by her bosses hardcore sex

5 years ago

BeMyHole

secretary, boss
27:18

With her Boss Fuck

3 years ago

TrannyOne

boss, hardcore, amateur
15:09

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

3 years ago

ShemaleTaxi

office, taxi, boss
26:37 80%

Brunette Asian tranny gets ordered by the boss to shove her big cock balls deep in his ass

5 years ago

BeMyHole

nipples, heels, dress, boss, kissing
24:29

Anal boss

5 years ago

BeMyHole

boss
27:17

With her Boss Fuck

5 years ago

BeMyHole

boss
23:55

Cute little asian maid tranny fucks the bosses nice cock

12 years ago

xHamster

maid, boss
23:30

Desi married bhabhi has sex with boss in her house

4 years ago

TrannyOne

cuckold, boss
23:02

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

3 years ago

xHamster

big ass, cartoon, BBC, boss, shemale fucks guy
27:34

French TS Maid with her Boss Fuck

5 years ago

AShemaleTube

french, maid, uniform, boss
22:16

Being dominated - Boss Film

6 years ago

ShemaleZ

mature, fetish, BDSM, vintage, domination, skinny, boss
27:34

French TS Maid with her Boss Fuck

6 years ago

AShemaleTube

french, maid, boss
15:48

Boss fucks his cd slave on the stairs

6 years ago

xHamster

boss
27:08

New Boss Uncutadda S01e01 Video

4 years ago

Upornia

boss, amateur
18:07

The boss has sex with a shemale in his bathroom

10 years ago

HClips

shower, bathroom, boss, brunette
18:52

Succubus cuties Stage five and Final Bosses

5 years ago

VideoSection

wrestling, babe, boss
41:34 71%

Thai Tranny June Gets Washed In The Shower By The Boss

4 years ago

ShemaleZ

thai, redhead, shower, boss, asian, big ass
26:30

Boss ke sath meeting ke baad hotel me chudai

4 years ago

TrannyOne

indian, hotel, boss
27:34

With her Boss Fuck

5 years ago

AShemaleTube

homemade, boss
17:01 50%

Candee Lace - Very hot maid services her boss #ROLEPLAY2018

6 years ago

HClips

teen (18+), creampie, POV, maid, blonde, boss
15:10

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

3 years ago

ShemaleTaxi

cartoon, futanari, boss, gape
16:02 57%

Dominated By My Female Boss - Indonesian Femdom With Awek Melayu

2 years ago

ShemaleZ

femdom, indonesian, boss
55:22 50%

Lesbian training by female boss and used as a toy

2 years ago

JizzBunker

shemale, lesbian, train, japanese, boss, japanese lesbian
29:22 50%

Indian Boss Fucked Hot Shemale

2 years ago

ShemaleZ

indian, teen (18+), boss, shemale fucks guy, asian
26:46

Maid dual crosses her boss.

2 years ago

ShemaleMovie

maid, BDSM, boss
38:27 71%

My Married boss penetrated Me Like a cockslut

1 year ago

ShemaleMovie

beauty, black, blowjob, big tits, maid, tattoo, crossdresser
2:33:44

Mia B - 328 Ruisa Tsuzuki, A Futanari Female Boss Who Was Demented From A Defenseless Tight Skirt That Turned Up With An Erection

1 year ago

ShemaleZ

asian, shemale, futanari, skirt
15:06

TRANSSENSUAL - Personal secretary Chad Diamond Gets A filthy blowjob From His Hot Boss Lena Kelly

1 year ago

ShemaleTaxi

stockings, shemale, lingerie, secretary, heels
24:07

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

1 year ago

ShemaleTaxi

teen (18+), strapon, orgasm, uniform, shemale and girl, seduced, boss
21:24

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

7 months ago

ShemaleZ

big ass, shemale, stockings, ass, colombian
23:08

Power Dressing: Channeling Your Inner Boss Babe

10 months ago

XXXDan

cumshot compilation, crossdresser, big cock, dress, shemale, teen (18+)
34:31

Kasey Kei, Jade Venus And Rodrigo Amor In Hot Trans Couple Fucked & Facialed By Hunk Boss 35 Min

9 months ago

ShemaleZ

small cock, threesome, couple, interracial, facial, blonde, ass
2:01:12

Dass-658 Arrogant Shemale Secretary Gets Flowers By Her Boss And Gives Him Anal Entertainment Renka Yuzuki

6 months ago

ShemaleZ

asian, japanese, shemale, stockings, secretary
21:29

My boss is transgender, she comes home very angry and fucks my ass with her big cock Salome Gil

7 months ago

XXXDan

18, big cock, shemale, amateur, latina
29:31

Latina she-creature maid cums while being pounded by her boss

9 months ago

ShemaleMovie

shemale, amateur, big ass, brazil

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