TRANNY • BOSS 1,214 videos

Popular Latest Top rated

11:30

Lady Boss - Boss Lady Gets More Than She Bargained For

Today

ShemaleZ

stockings, ebony, big tits
05:36

Dillon Diaz And Gracie Jane - Blonde Shemale Boss Gets Anal Barebacked In The Office

4 days ago

ShemaleZ

big tits, stockings, big ass
05:45

Brittney Kade And Steve Rickz In My Ts Boss Ass Stucked So I Enjoy Fucking It

4 days ago

ShemaleZ

ass licking, big ass
2:14:08 33%

Ktb-099 My Crossdressing Lesbian Diary With My Girlfriend My Female Boss Saw Me Having Crossdressing Lesbian Fun With My Girlfriend At Work And Seduced Me! I Ended Up Being Used As A Toy By The Two Of Them And Being Flowers

5 days ago

ShemaleZ

POV, seduced, crossdresser, lesbian, shemale, asian, threesome
06:15

Assistants Unscheduled Meeting With Her Boss

1 week ago

ShemaleZ

big cock, boss
08:16

I Walked In On My Boss His Busty Trans Wife

2 weeks ago

ShemaleZ

shemale, wife, boss, big tits
06:03

Lucky Window Cleaner Fucks His Ts Boss Ass

2 weeks ago

ShemaleZ

big ass, big cock
06:16

Female Boss Sucks Shemale Employee Whos Analed

2 weeks ago

ShemaleZ

big tits, shemale and girl, anal, threesome
05:46

Busty Asian Tranny Babysitter Wants To Fuck Boss - Ember Fiera And Steve Rickz

3 weeks ago

ShemaleZ

blowjob, bareback, boss, ass
11:30

Michael Del Ray - Boss Dirty Pic Deletion

3 weeks ago

ShemaleZ

boss
05:40

Jade Venus - Trans Babysitter Jerked Off N Barebacked By Boss

3 weeks ago

ShemaleZ

boss
15:34

The Boss Gives Blowjobs For Christmas Bonus

4 weeks ago

HClips

amateur, shemale, boss
11:30

Kasey Kei, Summer Hart And Izzy Wilde In Trans Boss Eats Out New Employees Wet Pussy

1 month ago

ShemaleZ

threesome, boss, redhead
26:53 58%

Cute Cunt Serving Her Boss

1 month ago

HClips

cute, shemale, amateur, cumshot
04:37

Boss Worships Feet To Shemale Intern With Dale Savage And Shiri Allwood

1 month ago

ShemaleZ

feet, shemale, lingerie, stockings
11:30

Trans Boss And Interns Dirty Encounter With Nadia Love And Pierce Paris

1 month ago

ShemaleZ

boss
05:46

Secretary Ladyboy With Big Tits Tata Pleases Her Boss With Anal Sex

1 month ago

HClips

boss, big cock, POV
06:05

Natalie Mars - Mesmerizing Fucks In Sexy Stockings With Boss

1 month ago

ShemaleZ

stockings, boss
14:33

Jade Venus And Emma Rose In Employee Of The Month Kira Joins Trans Boss Evas Hot 3-way

1 month ago

ShemaleZ

shemale fucks guy, ebony, threesome, interracial
12:43

Kate Zoha And Maid Teen In Teen 18+ Maid Gets Taken By Her Trans Boss 1,115 Views Added 2025-07-23

1 month ago

ShemaleZ

maid, cumshot, teen (18+), shemale, 18
37:24 75%

Pimp Blue And Anal Fingering - A Young Miner Trans Was Caught By Surprise When The Boss Began To Pester Her And Hard Fuck Right On The Spot 38 Min

1 month ago

ShemaleZ

surprise, shemale, asian, caught
05:46

My Boss Made Me Cream Pie Her With Leilani Li And Destiny Mira

1 month ago

ShemaleZ

stockings, big ass, ebony, shemale
05:31

Natalie Mars - Trans Boss Natalie Eats Out Her Assistants Pussy And Fucks Her

1 month ago

ShemaleZ

small cock, shemale and girl
06:15

Leilani Li, Lady Dee And Destiny Mira - Ebony Secretary Fucks Her Naughty Black Boss

1 month ago

ShemaleZ

ebony, black, boss
05:46

Claire Tenebrarum, Pixi Lust And Franco Styles In A Compilation Of Trans Maids Get Anal Fucked By Their Bosses 6 Min

1 month ago

ShemaleZ

maid, compilation, big cock
22:25

Aphrodite Adams In Transroommate - Slut Trans Maid Served By Her Boss Bareback

1 month ago

ShemaleZ

lingerie, shemale, stockings, maid, slut
06:16

Big T And Nikki North - Tgirl Boss Makes It Up To Me With A Bj

1 month ago

ShemaleZ

blowjob, boss
13:13

Teen 18+ Maid Gets Taken By Her Trans Boss - Maid Teen And Kate Zoha

1 month ago

ShemaleZ

teen (18+), shemale
06:16

On Your Knees And Suck Your Tgirl Boss - Big T, Jane Dee And Gracie Jane

1 month ago

ShemaleZ

stockings, shemale, interracial, tattoo, blonde, bareback
05:45

Boss Didnt Wear Underwear Today.. Thats My Chance To Make An Impression Tsfixed 6 Min - Leilani Li And Destiny Mira

2 months ago

ShemaleZ

blowjob, ebony, stockings
06:16

Babe Boss Sucks Trans And Male Employees - Big T, River Lynn And Lola Morena

2 months ago

ShemaleZ

bareback, shemale and girl, threesome, boss, latina
08:16

I Walked In On My Boss Naked Trans Wife - Big T And Brittney Kade

2 months ago

ShemaleZ

wife, blonde, bareback
14:10

Kira Noir And Eva Black In Employee Of The Month - Ebony Babe Joins Trans Boss Eva Maxims Hot Desk-pounding Threeway

2 months ago

ShemaleZ

MILF, cumshot, interracial
14:05

Employee Of The Month Kira Joins Trans Boss Evas Hot 3-way 14 Min With Eva Maxim, Tony Sting And Kira Noir

2 months ago

ShemaleZ

interracial, shemale, threesome, big cock
2:01:12

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

2 months ago

ShemaleZ

asian, japanese, shemale, stockings, secretary
05:46

I Fucked My Boss And She Loved It 6 Min - Destiny Mira And Leilani Li

2 months ago

ShemaleZ

black, stockings, bareback, anal, ebony
2:30:27

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

2 months ago

ShemaleZ

lingerie, shemale, asian, french, stockings
05:46

Leilani Li And Destiny Mira In My Boss Thought I Was Her Hookup 6 Min

2 months ago

ShemaleZ

bareback, shemale and girl
05:46

Jade Venus, Kasey Kei And Rodrigo Amor In Shemales And Want To See Her Boss Bbc 6 Min

2 months ago

ShemaleZ

deepthroat, BBC, boss, brunette
05:45

Emma Rose In Lucky Window Cleaner Fucks His Ts Boss Ass 6 Min

2 months ago

ShemaleZ

anal, big ass, 18, boss, shemale fucks guy
06:15

Tgirl boss Nikki North makes it up to me by sucking my dick

2 months ago

TXXX

domination, big cock
05:46

Natalie Mars And Real Colby Jansen - Fucks In Sexy Stockings With Boss 6 Min

2 months ago

ShemaleZ

cum in mouth, anal
07:45

Jade Venus And Michael Del Ray - Butler Serves Busty Shemale Boss In Every Way Including Anal 8 Min

2 months ago

ShemaleZ

boss, bareback, anal, shemale
05:34

Sexy Tranny Maid In Fishnets Pounding Her Boss Ass 6 Min With Robert Axel And Jonelle Brooks

3 months ago

ShemaleZ

boss, shemale fucks guy, shemale
13:15

Busty Beauty Kitty Rose Riding Her Boss Actorfab 14 Min With Aleyda Guzmann

3 months ago

HClips

creampie, amateur, bareback, beauty, lingerie
14:36

Horny Sneaks Her Big Cock Inside Boss Destiny Miras Pussy! Office Creampie 15 Min

3 months ago

ShemaleZ

ebony, shemale and girl, creampie, shemale, big ass, brunette
27:25

Boss Shemale Pov 4

3 months ago

ShemaleZ

shemale, POV, asian, boss, lingerie
26:13

Boss Shemale Pov 2

3 months ago

ShemaleZ

creampie, POV, shemale, asian, boss
14:41

Horny Sneaks Her Big Cock Inside Boss Destiny Miras Pussy! Office Creampie

3 months ago

ShemaleZ

creampie, shemale and girl, big ass, office
07:45

Ill Just Replace Boss Canceled Dick Appointment With My Own 8 Min With Leilani Li And Destiny Mira

3 months ago

ShemaleZ

ass licking, ebony, shemale and girl, secretary
05:45

Destiny Mira And Leilani Li - Fucks Her Horny Boss Blowing Her Mind As She Goes Hard And Wild Banging Her Horny Pussy 6 Min

3 months ago

ShemaleZ

ebony, shemale and girl, boss, big tits, shemale, MILF
07:45

Leilani Li And Destiny Mira In Busty Ebony Tgirl Fucking Black Boss 8 Min

3 months ago

ShemaleZ

boss, ebony, black, shemale, shemale and girl, ass licking
21:24

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

3 months ago

ShemaleZ

big ass, shemale, stockings, ass, colombian
09:36

Petite Ts Secretary Craves For Boss Big Hard Dick 10 Min With Big Boss, Cliff Jensen And Kasey Kei

3 months ago

ShemaleZ

boss, big cock
09:40

Thick Shemale Secretary Analed By Big Bald Boss 10 Min With Kasey Kei, Cliff Jensen And Big Boss

3 months ago

ShemaleZ

boss, secretary
08:06

Caged Trans Bitch Kitty Rose Used By Her Boss Actorfab

3 months ago

ShemaleZ

boss, BDSM, shemale
08:06

Korra Del Rio - Boss Ana Foxxxs Corporate Stare Turns To Lust As Trans Proves Her Worth

3 months ago

ShemaleZ

shemale and girl, big tits
06:16

Ember Fiera - Tranny Babysitter Wants To Fuck Her Boss

3 months ago

ShemaleZ

ass licking, stockings, asian, boss, interracial
09:57

Teen 18+ Whore Ts Kitty In Cage Anal Destroyed By Her Boss Actorfab 10 Min - Kitty Kim

3 months ago

HClips

teen (18+), fetish, teen anal (18+), 18, whore, boss
05:28

Bimbo Latina Is Waiting For Her Boss For Hard Destruction

3 months ago

HClips

amateur, MILF
08:06

Whore Kitty Rose Visits Her Boss Actorfab

3 months ago

ShemaleZ

bareback, cum in mouth, whore, boss
05:45

Nikki Boss, Nikki North And Brody Kayman In Tranny Boss Analed By Her Servant 6 Min

3 months ago

ShemaleZ

anal, teen (18+)
13:44

Teen 18+ Trans Get Anal Creampie After Riding Her Boss Actorfab

4 months ago

ShemaleZ

bareback, creampie, big cock, teen (18+), riding
2:16:10 50%

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

4 months ago

ShemaleZ

shemale, lesbian, asian, crossdresser, shemale and girl, girlfriend, skirt
07:45

Huge Tits Shemale Gives Boss A Sloppy Present 8 Min - Brittney Kade And Cliff Jensen

4 months ago

ShemaleZ

big cock, secretary
29:51 65%

Destiny Mira And Leilani Li - Unscheduled Meeting With The Boss

4 months ago

ShemaleZ

shemale, POV, ebony, cumshot, boss
08:06

Beautiful French Ts Teen 18+ Riding Her Boss Actorfab

4 months ago

ShemaleZ

shemale, teen (18+), french, riding, boss
09:40

Jayne Calloway And Draven Navarro - Stress Shemale Gets Analed By Boss To Feel Relieve 10 Min

4 months ago

ShemaleZ

shemale, anal
06:16

Jade Venus And Kasey Kei In Im Your Boss Kasey What Are You Up To?

4 months ago

ShemaleZ

threesome, asian, big cock
05:46

Christy Love And Jade Venus In Sneaky Masturbating Milf Assistant Pounded By Big Dick Trans Boss 6 Min

4 months ago

ShemaleZ

asian, MILF
05:45

Office Janitor Anal Fuck Hes Shemale Boss 6 Min - Brody Kayman And Nikki North

4 months ago

ShemaleZ

shemale fucks guy, teen (18+), anal
06:15

Talented Ts Maid Made Boss Comfortable On Bed - Große Titten And Emma Rose

4 months ago

ShemaleZ

big tits, big cock
42:43

Zariah Aura In Im The Fucking Boss

4 months ago

ShemaleZ

boss, shemale
05:46

Boss Free-use Traditions Keeps It Steamy Brittney Kade 6 Min

4 months ago

ShemaleZ

shemale, 18, boss, POV
09:47

Petite Ts Secretary Craves For Boss Big Hard Dick With Big Boss

4 months ago

ShemaleZ

shemale, secretary
07:45

Cliff Jensen, Kasey Kei And Shes Boss - Bodyguard Supervising His Shemale Boss While Shes Sucked Off 8 Min

4 months ago

ShemaleZ

threesome, blowjob, shemale, boss
11:15

Assistant Trixy Suck Her Boss And Fucked As

4 months ago

HClips

amateur, boss
06:15

Unscheduled Meeting With The Boss, Scene #01

4 months ago

TXXX

cumshot, ebony, shemale and girl, boss, stockings
08:15

Leilani Li And Destiny Mira - Ebony Shemale Fucks Her Boss

4 months ago

ShemaleZ

blowjob, ebony, secretary, ass licking, boss
08:15

Ill Just Replace Boss Canceled Dick Appointment

4 months ago

ShemaleZ

big cock, shemale and girl, ebony, blowjob
06:14

Transgendered Bosses 3 - Scene 2, Scene #02

4 months ago

TXXX

shemale, stockings, lingerie
06:03 80%

Gorgeous Tbabe Pool Cleaner Analed By Her Boss

4 months ago

ShemaleZ

shemale, bareback, anal
05:46

Busty Milf Intern Has An Anal Threesome With Big Ass Tranny Boss 6 Min With Kasey Kei, Summer Hart And Izzy Wilde

4 months ago

ShemaleZ

anal, stockings, MILF, boss
34:31

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

4 months ago

ShemaleZ

big ass, facial, threesome, shemale, big cock, interracial
08:15

Shemale Secretary Fucking Her Lady Boss

5 months ago

ShemaleZ

ebony, ass licking, shemale and girl, boss, lingerie, secretary
05:46

Steve Rickz And Kalli Grace - Sexy Tgirl Offers Her Hard Shemale Cock To Boss 6 Min

5 months ago

ShemaleZ

small cock
06:03

Lis Unscheduled Meeting With The Boss - Lei Lani

5 months ago

ShemaleZ

ebony
09:51

Big Boss - Horny Secretary Craves For Bald Boss Big Dick

5 months ago

ShemaleZ

secretary, big cock
06:15

Fucks Her Horny Boss With Destiny Mira And Lei Lani

5 months ago

ShemaleZ

boss, ebony
06:14

Transgendered Bosses 3 - Scene 1, Scene #01

5 months ago

TXXX

cumshot, lingerie
06:15

Transgendered Bosses 3 - Scene 4, Scene #04

5 months ago

TXXX

interracial
05:45

Dillon Diaz And Gracie Jane In Black Dude Suck Ts Boss Shemeat And Fuck Her Ass 6 Min

5 months ago

ShemaleZ

shemale, interracial, big ass
06:03

Black Dude Suck Ts Boss Shemeat And Fuck Her Ass

5 months ago

ShemaleZ

big tits, black, stockings
34:35 67%

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

5 months ago

ShemaleZ

handjob, threesome, couple, interracial, MILF, facial, ass licking
05:45

Cliff Jensen And Brittney Kade - Hot Trans Assistant Lets Boss Freeuse On His Bday 6 Min

5 months ago

ShemaleZ

shemale, big cock, secretary
08:15

Brittney Kade In Tgirl Gives Boss A Blowjob

5 months ago

ShemaleZ

bareback, shemale
09:51

Big Boss - Thick Shemale Secretary Analed By Big Bald Boss

5 months ago

ShemaleZ

bareback
06:14

Transgendered Bosses 3 - Scene 3, Scene #03

5 months ago

TXXX

boss, shemale and girl
06:03

Transgendered Boss Fucks Her Big Tits Secretary - Big Boss

5 months ago

ShemaleZ

secretary, shemale and girl
08:15

Lei Lani - Busty Ebony Tgirl Fucking Black Boss

5 months ago

ShemaleZ

boss, ebony, shemale, stockings, shemale and girl, black
09:47

Petite Secretary Craves For Bald Boss Cock

5 months ago

ShemaleZ

bareback, secretary
08:15

Bodyguard Supervising His Shemale Boss While

5 months ago

ShemaleZ

ass, shemale, threesome, boss
08:15

Butler Serves Shemale Boss In Every Way - Big T

5 months ago

ShemaleZ

big cock, blowjob
06:03

Shemale Pool Cleaner Fucks Her Hot Blonde Boss

5 months ago

ShemaleZ

big tits, boss
05:45

Kasey Kei And Cliff Jensen - Tranny Secretary Teen 18+ Suck Her Boss Huge Dick And Get Her Booty Banged Deep And Rough On The Spot 6 Min

5 months ago

ShemaleZ

shemale, teen (18+), big cock, 18, secretary
06:15 57%

Lucky Boss Gets His Penis Sucks By His Helpful Maid With Große Titten

6 months ago

ShemaleZ

stockings, blowjob, maid, lingerie, ass licking, penis, boss
10:10

Stress Shemale Gets Analed By Boss To Feel Relieve

6 months ago

ShemaleZ

anal, bareback, boss
05:45

Lucky Boss Gets His Dick Suck By His Helpful Maid 6 Min - Michael Del Ray And Natalie Stone

6 months ago

ShemaleZ

boss, blowjob, maid
08:25

Trans secretary fuck with the boss

6 months ago

xHamster

big ass, secretary
05:45

Trans Maid Gives Blowjob To Her Boss After Shower 6 Min - Natalie Stone And Michael Del Ray

6 months ago

ShemaleZ

big tits, boss
2:01:39

Waaa-480 The Perverted Sexual Harassment Boss She Hates Teases Her Nipples And Makes Her Erect Penis Stick Out! A Shemale Office Lady, Shiori Hirate, Is Humiliated And Made To Cum Over And Over Again

6 months ago

ShemaleZ

threesome, nipples, office, asian, boss
05:45

Jayden Marcos And Emma Rose In Trans Maid Helps Boss To Release Anger 6 Min

6 months ago

ShemaleZ

maid, shemale
15:39 67%

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

6 months ago

xHamster

blowjob, office, big cock, secretary, bareback, boss
10:10

Kasey Kei, Cliff Jensen And Big Boss In Desperate Ts Sucking Boss Big Dick To Get Promoted

6 months ago

ShemaleZ

blowjob, small cock, boss
35:05

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

7 months ago

xHamster

threesome, bareback, couple, blowjob, facial, boss
08:15

Huge tits shemale Brittney Kade gives boss a sloppy present

7 months ago

TXXX

boss, blowjob
23:26 79%

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

7 months ago

ShemaleZ

ebony, shemale, POV, big ass, interracial, MILF, office
09:36

Shemale Babysitter Bareback Fucked By Horny Boss 10 Min - Ariel Demure

7 months ago

ShemaleZ

blowjob, boss, big ass, brunette
05:47

Slutty Tranny Office Slut Suck Her Boss And Get Her Banged By Massive Dick 6 Min - Cliff Jensen And Kasey Kei

7 months ago

ShemaleZ

blowjob
05:45

Cliff Jensen And Brittney Kade - Corporate Boss Fucking His Hot Secretary In His Office Even Getting Some Interruption From Other Office Staffs 6 Min

7 months ago

ShemaleZ

big cock, lingerie, office

Popular Latest Top rated

Popular categories

Other free porn sites

All models were 18 years of age or older at the time of depiction. TrannyMap.com has a zero-tolerance policy against illegal pornography.

Disclaimer: TrannyMap.com is just a search engine. All links and thumbnails displayed on this website are added automatically. We do not own, produce, host or upload any videos displayed on this website, we only link to them.
To remove physical video file please contact owner of the website where it hosted. To remove the link and thumbnail from this website please use the report button () which is located under each video.

TrannyMap.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering.

Copyright © 2022 TrannyMap.com. All rights reserved. | Abuse