SHEMALE • BOSS 334 videos

Popular Latest Top rated

25:11

My Transexual Chief - Episode 1

3 years ago

TrannyGem

boss
15:13

Secretary gets her pussy plowed by her sexy tranny boss

6 years ago

TrannyOne

secretary, boss
24:03

Transgendered Bosses 3 With Dillon Diaz And Gracie Jane

1 year ago

Upornia

stockings, fetish, big tits, lingerie, blonde, boss
28:52

Butthole plowing All Day - Boss Film

5 years ago

ShemaleZ

boss
15:36

Problems At The Office Sometime acquire to Please The Boss

3 years ago

ShemaleZ

office, boss
21:23

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

3 years ago

ShemaleZ

boss
17:27

Shemale Boss

5 years ago

ShemaleZ

small tits, boss
39:54

Horny boss gets his old fat ass banged hard by the horny TS secretary

3 years ago

BeMyHole

feet, fat, short hair, natural, secretary, boss, missionary
34:32

Hot shemale boss gets dick suck and fucks her employe

4 years ago

xHamster

boss
29:18

Ginger Sissy Boss (full Version)

2 years ago

ShemaleZ

redhead, webcam, boss
22:11 88%

Here we enjoy Boss again getting banged

3 years ago

ShemaleZ

creampie, asian, boss
27:33 89%

Fuck My Boss

3 years ago

BeMyHole

dogging, ass licking, shaving, slut, boss, beauty, shemale
19:42

Boss Gets Double Teamed - Scene 1

4 years ago

TXXX

boss, double penetration
18:50

My boss is a futanari

5 months ago

AShemaleTube

futanari, boss
17:19

Slim ladyboy maid tops her boss

2 years ago

AShemaleTube

maid, uniform, boss, shemale fucks guy
23:51

Bossy she twink

3 years ago

TrannyGem

boss
44:41 60%

Shemale fucks hotel boss and squirts his ass

1 year ago

xHamster

handjob, squirt, asian, orgasm, japanese, 18, swallow
36:30

Transgendered Bosses 3 - Kasey Kei

10 months ago

ShemaleZ

shemale, boss
15:21 67%

Bulky handyman repairman and his boss in a workshop during work at mboa. Exclusivity on XVIDEOS

1 year ago

ShemaleTaxi

ebony, public, teen (18+), bisexual, orgasm, gangbang, bareback
20:07

Boss receives Double Teamed - Scene 1

5 years ago

ShemaleZ

mature, boss, double penetration
27:34

Banging The Manager

3 years ago

TrannyGem

boss
30:12

My Transexual Boss - Scene 4

4 years ago

ShemaleZ

boss
21:36

La Boss Kloer

4 years ago

ShemaleZ

blonde, boss
17:04

Gorgeous trans secretary dominates her boss and fucks his tight ass deep and hard

2 years ago

TrannyOne

feet, secretary, tight, boss
28:20

Tranny bonks Her Boss In Her Mind

4 years ago

ShemaleZ

boss
24:47

Nikki North - Transgendered Bosses 3 Scene 1 In 4k

1 year ago

ShemaleZ

lingerie, tattoo, boss
30:59

Exotic sheboy bonks Her Manager In The Office

3 years ago

TrannyGem

office, boss
33:10

Boss Skimpylingeriehjandstroke

2 years ago

ShemaleZ

POV, boss
40:36

American boss gets ass fucked by aisa tranny

1 year ago

xHamster

boss
22:26

Chick with dick pounded by her boss

6 months ago

xHamster

stockings, boss
21:28

Slim Blond TS ass - Boss Film

4 years ago

ShemaleZ

skinny, boss
21:53

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

9 months ago

BeMyHole

amateur, shemale, anal, maid, blonde, boss, shemale fucks guy
20:47

Boss Jeanshortscreampieride

2 years ago

TXXX

ladyboy, boss
38:58

Jane Marie In Boss Level

2 years ago

TXXX

boss
15:57

Boss drills His CD slave on the Stairs

2 years ago

ShemaleTaxi

boss
42:51 56%

Horny latina secretary gives it to her boss good and hard

2 years ago

AShemaleTube

homemade, secretary, domination, webcam, boss, shemale fucks guy
23:42 79%

The Boss Adam With Erica Cherry And Sabina Steele

1 year ago

ShemaleZ

threesome, boss
1:24:09

Busty blonde with a fat dick jerking her cock like a boss

6 years ago

TrannyOne

fat, boss
21:41

Here weve a enjoyment Boss again Getting team-slammed

4 years ago

ShemaleZ

boss
22:07

Boss lies back and takes his dick in her ass

3 years ago

ShemaleZ

boss
27:26

Fuck My Boss (Janelle Chanel)

4 years ago

Upornia

ladyboy, boss
26:28

Shemale Maid nailed By Her shemale Boss

4 years ago

ShemaleZ

shemale, maid, uniform, boss
20:30

Business shemale - Boss Film

4 years ago

TXXX

blonde, vintage, boss
40:52

Asian amateur ladyboy secretary getting fucked by her bosses

3 years ago

xHamster

teen (18+), teen anal (18+), ladyboy, secretary, boss
47:07

Horny trans secretaries gang up on their weenie boss

2 years ago

TrannyOne

office, secretary, boss
41:33

Shes The Boss

3 years ago

ShemaleZ

secretary, boss
50:49

Horny mature secretary turns her boss into a submissive bitch

2 years ago

AShemaleTube

homemade, secretary, boss
16:54

Female Bosses Pegging Sissy

1 year ago

ShemaleZ

domination, pegging, boss, brunette
17:27

Shemale Boss

2 months ago

TrannyOne

boss
1:04:05

Bigg Boss Tamil - Season 2 - DAY 12

2 years ago

TrannyOne

indian, boss
21:48

Im fucking my boss 2

10 years ago

xHamster

boss
38:15

American Tranny Fucks Her Boss In The Butthole

1 year ago

ShemaleZ

redhead, boss
29:39

Boss And Her Boyfriend nailing Happily

4 years ago

ShemaleZ

boss, boyfriend
19:47

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

1 year ago

ShemaleTaxi

boss
25:37

Maid For Her Boss

1 year ago

Upornia

stockings, maid, boss
22:06

Hung tranny receives boned - Boss Film

4 years ago

ShemaleZ

boss
20:26

Guy gets a cum facial after getting his pounded hard by the tranny queen

3 years ago

BeMyHole

kissing, nipples, skirt, boss
32:51

Transgendered Bosses

3 years ago

TrannyGem

boss
18:06

Ebony secretary must learn how to serve a big dick of her futanari MILF boss

1 year ago

AnySex

MILF, secretary, futanari, boss
20:45

Sleazy hoe Getting plowed By Her ladyboy Boss

6 years ago

ShemaleZ

boss
20:08

Hot BDSM Boss Plugs And Disciplines Bimbo Secretary For Mistakes

2 years ago

TrannyOne

secretary, boss, hardcore
40:36

She’s The Boss (shemale fuck girl)

4 years ago

TXXX

uniform, shemale and girl, boss
21:53

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

7 months ago

BeMyHole

maid, office, shemale and girl, boss
26:38

Indian Shemale Interview Ends In Fucking The Boss

1 year ago

Upornia

indian, shemale and girl, audition, boss
20:02

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

5 years ago

ShemaleZ

sperm, boss
16:28

T-Girl Pleases Boss & Client

13 years ago

AShemaleTube

boss
18:44

Tranny Fucks Boss For A Better Deal

7 years ago

TXXX

boss
44:09

Tranny baby sitter sucking his boss cock

2 years ago

TrannyOne

boss
21:37

Boss Lies Back And Takes His knob In Her butthole

4 years ago

ShemaleZ

boss
20:22

Boss hogg and XL Xar - tranny takes creampie from huge dildo

1 year ago

PornHub

huge dildo, dildo, sissy, boss
17:28

What a shemale babe - Boss Film

4 years ago

ShemaleZ

babe, boss
23:25

Maid Please Boss

4 years ago

ShemaleZ

maid, uniform, boss
24:52

Big dick Shemale in white lingerie penetrate the boss

5 years ago

PornHub

boss
16:16 86%

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

9 months ago

BeMyHole

public, shemale, outdoor, latina, shemale and girl, domination, boss
24:42

Trans Love - Scene 4 - Boss Film

4 years ago

ShemaleZ

vintage, skinny, boss
25:33

Playgirl In underware acquires Her ass Filled - Boss Film

4 years ago

ShemaleZ

lingerie, boss
18:04

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

4 months ago

KeekAss

ass licking, boss
17:41

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

2 years ago

TrannyGem

caught, 69, reality, boss
22:34

Ximena Boss Has Sex With Her Boyfriend

4 years ago

ShemaleZ

couple, boss, boyfriend
25:21

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

2 years ago

TrannyGem

office, secretary, boss
22:06

Chief Lies Back And Takes His beefstick In Her rectum

4 years ago

TrannyGem

POV, boss
17:16 73%

Facial Act Sunshyne Monroe Fucks The Boss

2 years ago

BeMyHole

couple, facial, condom, shaving, boss, shemale fucks guy
23:55

Cute little asian maidtranny fucks the bosses nice cock

9 years ago

TXXX

blowjob, asian, maid, boss
27:12

Desi Bengali Real Wife Office Sex With Boss

2 years ago

Upornia

wife, office, boss
22:35

Jessy Vanessa sheS The Manager And uRe Not

3 years ago

TrannyGem

office, boss
26:03

Playgirl In underware acquires Her ass Filled - Boss Film

5 years ago

ShemaleZ

boss
26:14

Lady-twink Is The Boss!!!

4 years ago

ShemaleZ

boss
15:44

Boobed blonde fucks office boss in ass

4 years ago

ShemaleZ

uniform, office, boss
41:52

Maid receives poked By Her Boss

5 years ago

ShemaleZ

maid, uniform, boss
21:38

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

4 years ago

TXXX

boss
17:09

Tranny boss sucks off her new black employee

9 years ago

xHamster

femdom, bisexual, boss
41:44

Thai she-creature June gets washed in the shower by the boss

2 years ago

ShemaleTaxi

shower, boss
15:28

The bounty stunners Take Down A Dangerous Crime boss

4 years ago

HDSex

spanking, gangbang, boss, double penetration
41:02

Asian amateur ladyboy assistant getting penetrated by her bosses

3 years ago

ShemaleTaxi

boss
20:07

Boss receives Double Teamed - Scene 1

5 years ago

ShemaleZ

MILF, boss, double penetration
41:33

Natalie Mars & Kenna James - Shes The Boss

3 years ago

ShemaleZ

boss
16:13

Boobed blonde fucks office boss in ass

4 years ago

AShemaleTube

uniform, office, blonde, ass, boss
18:19

Busty TS secretary pleases her boss with her awesome dick handling skills

3 years ago

BeMyHole

kissing, glasses, heels, secretary, boss, missionary
15:11

Sexy Tgirl Slut Gets Fucked Raw By New Boss Kelly During Job Interview

4 years ago

PornHub

shemale, audition, ass, reality, slut, boss
28:50

Lewd Secretaries gang Up On Their penis Manager

3 years ago

TrannyGem

office, gangbang, secretary, cum in mouth, domination, penis, boss
17:19

Transgender princess boss deepthroats off her fresh black employee

3 years ago

ShemaleMovie

bisexual, deepthroat, boss, hardcore
19:32

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

4 years ago

ShemaleZ

boss
22:30

Regina Twist Pleasing The Beautiful Trans Boss

9 months ago

ShemaleZ

ass to mouth, boss
35:53

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

3 years ago

TXXX

office, shemale and girl, boss
23:25

Maid Please Boss

4 years ago

Upornia

maid, boss
30:42

My Transexual Manager - Sequence four

3 years ago

TrannyGem

boss
15:51

Shelady Shows hoe lad Whos Boss

4 years ago

ShemaleZ

boss
23:41

3some large O Party - Boss Film

5 years ago

ShemaleZ

party, boss
17:53

The Boss Bathroom

4 years ago

ShemaleZ

bathroom, boss
24:38

Secret lady-twink sexy Secretary Opens yummy anal For Boss

6 years ago

ShemaleZ

secretary, boss
22:01

Aubrey Kate Boss Wife

4 years ago

TXXX

wife, boss
22:07

Shemale secretary gets a raise from her boss by fucking

4 years ago

TrannyOne

office, deepthroat, secretary, boss
15:49

Three penises, 1 ladyboy - Boss Film

5 years ago

ShemaleZ

boss
21:38

La Boss Kloer

5 years ago

ShemaleZ

boss
41:52

Maid receives poked By Her Boss

4 years ago

ShemaleZ

maid, uniform, boss
38:14

American tranny fucks her boss in the butthole

1 year ago

xHamster

boss
27:34

French Ts Maid With Her Boss Fuck

4 months ago

ShemaleZ

french, maid, vintage, boss
21:15

TRANSSEXUAL Manager Barebacks Stud, Ejaculates on His Face

2 years ago

TrannyGem

dogging, riding, boss, missionary
15:10

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

1 year ago

ShemaleTaxi

office, taxi, boss
19:58

Guy On A Lena Show Him Who Is Boss

1 year ago

BeMyHole

gagging, dogging, tattoo, blonde, toys, boss, shemale fucks guy

Popular Latest Top rated

Popular categories

Other free porn sites

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

Disclaimer: ShemaleMap.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.

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

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