TRANNY • BOSS 1,213 videos

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12:31

Angry Trans Boss Dicked Down By Clutsy Hunk Employeer

2 years ago

xHamster

18, secretary, boss
13:03

Izzy Wilde And Kasey Kei In Security Boss Almost Caught Fucking New Hire In Office Elevator

1 year ago

ShemaleZ

stockings, threesome, boss
12:09

Eva Maxim In Sweet Trans Sitter Railed By Boss

2 years ago

Upornia

big tits, boss
16:53

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

6 years ago

ShemaleZ

redhead, boss
05:44

Kasey Kei And Victoria Voxxx - Transgender Boss Licks Wet Clit

2 years ago

ShemaleZ

clit, wet, big clit, boss
04:32

The Boss Wants To See You - Uncensored Sample

2 years ago

ShemaleZ

boss
05:45

Brody Kayman And Nikki North - Shemale Boss Had Anal Sex With

2 years ago

ShemaleZ

boss
15:19

Three Dicks, 1 Tranny - Boss Film

6 years ago

ShemaleZ

boss
41:33

Shes The Boss

4 years ago

ShemaleZ

secretary, boss
05:45

Ts Candy Eater Analed By Her Boss Big Cock

2 years ago

TXXX

big tits, boss
05:41

Slender Tranny Babe Takes Boss Cock In The Bed With Claire Tenebrarum

3 years ago

Upornia

ladyboy, boss, interracial
06:16

Ts Suck Boss Cock In Gloryhole - Anna B, Big T And Johanna B

2 years ago

Upornia

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06:15

My trans boss busted me jerking off on the toilet

2 years ago

TXXX

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05:08

Shemale Butt Fuck Banging Annoying Boss

2 years ago

ShemaleZ

domination, boss
05:35

Emma Rose - Shemale Maid Enjoys Anal Sex With Her Boss

3 years ago

ShemaleZ

maid, boss
05:19

Claire Tenebrarum And Sexy Pink - Haired Tranny Maid Barebacked By Her Boss 6 Min

2 years ago

Upornia

stockings, maid, boss
05:30

Asian Milf Assistant Satisfying Her Tranny Boss With Christy Love And Jade Venus

2 years ago

ShemaleZ

MILF, boss
05:40

Helper Tbabe Sucks Her Boss Hard Boner

4 years ago

ShemaleZ

redhead, boss
05:23

Jayden Marcos And Nikki Vicious - Blonde Shemale Boss Bends Over For A Deep Anal Fuck 6 Min

1 year ago

ShemaleZ

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05:40 78%

Kate Zoha - Petite Trans Babysitter Sucks And Anal By Her Boss

3 years ago

ShemaleZ

small cock, cumshot, boss
04:25

Sucking Off Boss With Chelsea Poe

3 years ago

ShemaleZ

boss
03:22

Boss Lady Bitch, TS Venus Lux Reviews her Employees

7 years ago

ShemaleZ

boss
19:32

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

5 years ago

ShemaleZ

boss
05:26

Huge Cock Shemale Assfucking Fucks Her Boss

4 years ago

ShemaleZ

boss
06:16

Ember Fiera - Tranny Babysitter Wants To Fuck Her Boss

3 months ago

ShemaleZ

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05:30

Ladyboyhotel.com - Curvy Ladyboy In Lingerie Boss Rode Big Cock And Enjoyed Deep Anal Sex 6 Min

2 years ago

ShemaleZ

chubby, boss
16:14

She loves getting a blowjob - Boss Film

6 years ago

ShemaleZ

vintage, boss
11:00

Two employees suck and bareback busty latina boss Eva Maxim

2 years ago

TXXX

threesome, boss, group
23:11

3some large O Party - Boss Film

6 years ago

ShemaleZ

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06:15

Shemale Boss Sucks And Fucks Her Intern

2 years ago

ShemaleZ

boss
23:41

3some large O Party - Boss Film

7 years ago

ShemaleZ

party, boss
04:31

Tranny Boss Rimmed With Barebacked By Emp - Nikki Vicious

2 years ago

Upornia

boss
06:15

Busty Shemale Boss TS Foxxy Fucked Hard

5 years ago

xHamster

chubby, secretary, boss
05:45

Busty Boss Tranny Rides

7 years ago

ShemaleZ

tattoo, riding, boss
04:54

Custodian Anal Fuck Blonde Shemale Boss

5 years ago

ShemaleZ

anal, boss
28:52

Butthole plowing All Day - Boss Film

6 years ago

ShemaleZ

boss
20:45

Sleazy hoe Getting plowed By Her ladyboy Boss

7 years ago

ShemaleZ

boss
09:36

Trans Babysitter Gets Ass Fucked By Boss In Washing Machine 10 Min

2 years ago

ShemaleZ

boss
05:49

Tall Dominant Tranny Anal Bangs Her Boss

9 months ago

ShemaleZ

anal, shemale, domination, boss, tall
10:06

Horny Boss Fucks Ts Babysitter Ass To Mouth

2 years ago

ShemaleZ

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07:32

The Bosses Tranny Wife Was An Amazing Fuck 8 Min

3 years ago

ShemaleZ

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05:46

Tattooed Trans Maid Gets Barebacked By Her Boss - Nadia Love

3 years ago

ShemaleZ

maid, boss
05:40

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

6 years ago

ShemaleZ

boss
04:53

Horny Tranny Boss Aubrey Fucks Ruckus

5 years ago

xHamster

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22:06

Hung tranny receives boned - Boss Film

6 years ago

ShemaleZ

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03:19

Boss gives incredible eye-contact during this handjob and bareback ride

4 years ago

TXXX

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02:43

Boss Hogg XXXL Love to bounce X

4 years ago

xHamster

mature anal, british, boss
12:50

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

2 years ago

ShemaleZ

bareback, boss
26:13

Boss Shemale Pov 2

3 months ago

ShemaleZ

creampie, POV, shemale, asian, boss
05:00

T-Girl Boss Sheina Copulates Secretary

11 years ago

TXXX

secretary, boss
11:36

Casey Kisses - Seductive Boss Grabs Chads Hard Cock Making Him Moan In Pleasure

2 years ago

TXXX

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11:36 71%

The Little Sissy Maid Dienstmadchen for The Boss

2 years ago

xHamster

latex, german, maid, boss
03:07

I'm Stroking my Boss's Dick under the table

2 years ago

xHamster

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05:45

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

3 years ago

ShemaleZ

boss
10:01

TransSensual Hot BOSS Korra Gives Stud 1 Last Chance!

6 years ago

xHamster

couple, boss
35:53 88%

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

5 years ago

TXXX

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06:15

Eva Maxim In I Finally Made Love My Very Busty Ts Boss Asshole

1 year ago

ShemaleZ

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17:28

What a shemale babe - Boss Film

6 years ago

ShemaleZ

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24:38

Secret lady-twink sexy Secretary Opens yummy anal For Boss

7 years ago

ShemaleZ

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12:32

Trans Boss Gets Banged By Her Intern - Nadia Love

3 years ago

ShemaleZ

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12:11

Korra Del Rio, Leana Lovings And Zariah Aura In Employees Stop Boss Assistant From Snitching

1 year ago

ShemaleZ

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12:59 67%

Carla Morelli - Horny Ebony Milf Gets Fucked By Her Trans Boss In The Office

8 months ago

ShemaleZ

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10:29

Eva Maxim - Busty Tgirl Boss Assfucked By Employees

2 years ago

ShemaleZ

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04:47

Boss Anal Fucked By Ts Employee

3 years ago

ShemaleZ

boss
11:53

Bubble Butt Ebony Boss Tries Trans Applicant's Cock

3 years ago

xHamster

boss
06:03

Lucky Boss Gets His Dick Suck By His Helpful Maid

10 months ago

ShemaleZ

stockings, big cock, boss
05:45

Ariel Everitts In Trans Milf Babysitter Anal Reamed By Her Boss

2 years ago

TXXX

boss
04:38

Tranny Gets Analed By Boss Huge Cock

2 years ago

ShemaleZ

anal, boss
41:52

Maid receives poked By Her Boss

7 years ago

ShemaleZ

maid, uniform, boss
04:47

Huge Tit Girl Shemale Sitter Anal Riding Her Boss His F

4 years ago

ShemaleZ

riding, boss
07:34

Tranny Maid Gets Her Asshole Boned By Her Skinny Boss - Nicolly Pantoja

3 years ago

ShemaleZ

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05:36

Nikki North In Brunette Tranny Boss Getting Fucked Doggy By A Employer 6 Min

1 year ago

TXXX

stockings, boss
12:13 58%

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

1 year ago

TXXX

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03:22

AllyCDTV Bad Secretary 2 The Boss Strikes Back

15 years ago

xHamster

secretary, boss
41:33

Natalie Mars & Kenna James - Shes The Boss

4 years ago

ShemaleZ

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05:27

Zariah Aura - Shemale Babysitter Gives A Blowjob And Gets Analed By Her Boss

2 years ago

ShemaleZ

anal, boss
13:09

MODERN-DAY SINS - Hot Trans Babysitter Bottoms For Their Potential Bosses During Impromptu Threesome

3 years ago

TXXX

boss
05:31

Office Ladyboy Slut Tata Allows Boss Too Much

5 years ago

ShemaleZ

office, secretary, slut, boss
05:59

Boss in Spurting Cumshot - LadyboyGold

8 years ago

TXXX

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06:15

My boss found out Im going on a sex cruise

2 years ago

TXXX

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06:15

Angelina Please & Micah Martinez in Transgendered Bosses 2 - Scene 3, Scene #03

3 years ago

TXXX

piercing, boss
05:08

Michelle Austin - Whos Da Boss

5 years ago

TXXX

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17:41

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

6 years ago

ShemaleZ

pool, boss
04:39

Sasha Strokes In Horby Ebony Ts Boss Fucks Employee

3 years ago

ShemaleZ

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15:48

Transex Secretary Giving Her Boss

1 year ago

xHamster

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05:36

Kasey Kei And Victoria Voxxx - Sexy Transgender Boss Fucks Her Curly Haired Secretary On The Desk 6 Min

1 year ago

TXXX

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05:42

Ladyboy Boss Beautiful Bikini Bareback

8 years ago

ShemaleZ

bikini, boss
16:21

Shelady Shows hoe lad Whos Boss

6 years ago

ShemaleZ

boss
25:16

Pretty Office Trans Cums on Desk

1 year ago

xHamster

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16:42

Sucking cock and getting it in the ass - Boss Film

6 years ago

ShemaleZ

vintage, boss
38:14

American tranny fucks her boss in the butthole

2 years ago

xHamster

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12:34

Stunning Trans Boss Jade Venus Bangs BBC Employee

3 years ago

TXXX

BBC, boss, interracial
05:40

Ts Babysitter Izzy Wilde Sucked And Barebacked By Black Boss

4 years ago

ShemaleZ

boss
18:07

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

6 years ago

ShemaleZ

boss
09:55

Sissy nerdy secretary in lingerie plays ass for boss

5 years ago

ShemaleZ

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27:12

Desi Bengali Real Wife Office Sex With Boss

4 years ago

Upornia

wife, office, boss
06:03

Eva Maxim In Tgirl Boss Buttholed By King Noires Dick

1 year ago

ShemaleZ

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05:04

Ladyboy Boss Barebacked

5 years ago

ShemaleZ

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10:24

Allie North Vip Boss

2 years ago

ShemaleZ

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22:30 91%

Regina Twist Pleasing The Beautiful Trans Boss

2 years ago

ShemaleZ

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08:36 86%

Japanese Boss Finds Out The Cute New Hire Has A Girly Dick, And Cums All Over It

3 years ago

ShemaleZ

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05:01

Shemale Nanny Fucks With Her Boss In Switching Anal Action - Bailey Archer And Draven Navarro

1 year ago

ShemaleZ

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05:45

New Babysitter Zariah Aurah Willing To Get Her New Boss Laid

3 years ago

TXXX

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09:36

Busty Shemale Babysitter Barebacked By Horny Boss 10 Min

1 year ago

ShemaleZ

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23:55

Cute little asian maidtranny fucks the bosses nice cock

11 years ago

TXXX

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05:46

Izzy Wilde - Busty Ts Fucks Boss In 3some As She Toys Her Cunt

2 years ago

Upornia

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05:40

Busty Shemale Maid Lets Her Boss Bareback Her Ass - Lena Moon

3 years ago

HClips

maid, boss
14:50

Getting Rammed By A sheboy - Boss Film

7 years ago

ShemaleZ

vintage, boss
21:20

Awesome Transsexual Office Cleaner Gets Fucked By Her Boss

11 years ago

TXXX

office, boss
07:01

The Day My Boss Fucked Me With A Condom

8 months ago

ShemaleZ

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06:00

The Boss Sayaka Kohaku - TGirlJapan

6 years ago

ShemaleZ

boss
04:32

Busty secretary fucks her boss hard at the office

6 years ago

ShemaleZ

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09:56

Bad Boss

5 years ago

ShemaleZ

boss
06:20

Tgirl Fucking Boss And Bride With Izzy Wilde, Lauren Phillips And Whitney Wright

2 years ago

Upornia

bride, boss
21:38

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

6 years ago

TXXX

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27:25

Boss Shemale Pov 4

3 months ago

ShemaleZ

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11:00

My Asian Transgender Boss Is Fucking Me - Victoria Voxxx

2 years ago

ShemaleZ

boss
06:16

Whitney Wright, Izzy Wilde And Big T - Busty Ts Fucks Boss In 3some

2 years ago

ShemaleZ

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10:23

Natalie Mars In Corporate Boss Fucked On Employees Desk

4 years ago

ShemaleZ

boss
11:39

Pimp Blue In A Young Miner Trans Was Caught By Surprise When The Boss Began To Pester Her And Hard Fuck Right On The Spot 12 Min

1 year ago

Upornia

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