SHEMALE • BOSS 406 videos

Popular Latest Top rated

15:18 67%

Big Dick T-girl Caught Fucking Big Ass Coworker Alexa Chain In Boss Office! - Leah Hayes

4 weeks ago

ShemaleZ

stockings, big ass, tattoo, office, caught, big cock, boss
21:23

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

5 years ago

ShemaleZ

boss
28:52

Butthole plowing All Day - Boss Film

7 years ago

ShemaleZ

boss
21:55 88%

Suckin my boss

6 months ago

AShemaleTube

ebony, shemale, boss
22:07 86%

Boss Boyshortsbikinisocksbarebacking

4 years ago

Upornia

asian, ladyboy, boss
16:09

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

1 year ago

ShemaleZ

blowjob, outdoor, big tits, redhead, tattoo, riding, ass
15:39 67%

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

11 months ago

xHamster

blowjob, office, big cock, secretary, bareback, boss
31:23

Transgendered Bosses 3 - Eva Maxim

2 years ago

ShemaleZ

handjob, big ass, boss
23:55

My Transexual Boss - Scene two

6 years ago

TXXX

blowjob, boss
34:40 60%

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

2 months ago

BeMyHole

small cock, shemale, threesome, couple, big tits, dogging, facial
32:51

Transgendered Bosses

5 years ago

TrannyGem

boss
15:58 56%

Caught Wanking by Your Tranny Boss

7 months ago

$$ FapHouse

handjob, mature, british, caught, blonde, boss
16:03

TRANSFIXED - T-Girl Lola Morena DISCIPLINED By Femdom Boss Ana Foxxx After Office Dickprint Mishap!

1 week ago

AShemaleTube

big cock, shemale and girl, shemale, POV, boss, office
29:25

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

3 years ago

ShemaleZ

secretary, hotel, boss
29:17

Redhead Boss lady gives you way to redeem yourself

3 years ago

AShemaleTube

redhead, crossdresser, boss, domination
1:04:04

Bigg Boss Tamil - Season 2 - DAY 12

7 years ago

xHamster

boss
16:04

Trans girl fucks her boss

6 years ago

ShemaleZ

blowjob, boss
17:16 76%

Facial Act Sunshyne Monroe Fucks The Boss

4 years ago

BeMyHole

couple, facial, condom, shaving, domination, boss, shemale fucks guy
19:57

TS Lena Kelly Gets Revenge on Porn Bosss Asshole

6 years ago

ShemaleZ

asshole, boss
15:54 56%

Patty crossdresser I'm your bitch boss

1 year ago

xHamster

mature, stockings, french, crossdresser, boss
20:45

TS Boss Barebacks Guy, Cums on His Face

6 years ago

Upornia

blowjob, boss, bareback
23:42 73%

The Boss Adam With Erica Cherry And Sabina Steele

3 years ago

ShemaleZ

threesome, boss
20:26 82%

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

5 years ago

BeMyHole

kissing, asian, facial, nipples, riding, skirt, boss
21:51

My Transexual Boss - Scene 3

7 years ago

ShemaleZ

boss
29:18

Ginger Sissy Boss (full Version)

4 years ago

ShemaleZ

redhead, webcam, boss, sissy
50:40 91%

Vs 1 Btg068 With Shiri Allwood And Silvia Dellai

3 years ago

TXXX

stockings, fetish, ass to mouth, gangbang, blonde, group, boss
15:51 67%

Cute TS Secretary with Her Boss

10 years ago

TXXX

cute, creampie, secretary, small tits, boss
23:51

Bossy she twink

5 years ago

TrannyGem

boss
28:23

Transgendered Bosses Sc2 Foxxy & Draven Navarro 1080p

4 years ago

Upornia

big tits, boss, stockings
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

1 year ago

ShemaleZ

kissing, stockings, french, POV, asian, boss
22:35

Jessy Vanessa sheS The Manager And uRe Not

5 years ago

TrannyGem

office, boss, big ass
34:32

Hot shemale boss gets dick suck and fucks her employe

6 years ago

xHamster

boss
43:42

Italian Tranny Boss Manhandles Her Personal Male Sex Slave

1 year ago

ShemaleZ

MILF, BDSM, italian, big cock, blowjob, boss
38:58 80%

Jane Marie In Boss Level

4 years ago

TXXX

boss
17:17

Patricia demonstrates Him Who Is boss

11 months ago

ShemaleMovie

boss, shemale fucks guy, blowjob, domination, BDSM
27:04

Plowing The Boss

6 years ago

ShemaleZ

boss
15:13 80%

Secretary gets her pussy plowed by her sexy tranny boss

8 years ago

TrannyOne

secretary, boss
20:08

Hot BDSM Boss Plugs And Disciplines Bimbo Secretary For Mistakes

3 years ago

TrannyOne

secretary, boss, hardcore
36:30 88%

Transgendered Bosses 3 - Kasey Kei

2 years ago

ShemaleZ

shemale, boss
34:05

New Boss Office Sex Episode 2

4 years ago

Upornia

big tits, office, boss
25:11

My Transexual Chief - Episode 1

5 years ago

TrannyGem

boss
48:42

C4 Film (april 20, 2025) the boss Is a slut on a flick Conference with Her Banker.

8 months ago

ShemaleMovie

handjob, beauty, french, train, lingerie, BDSM, crossdresser
38:15

American Tranny Fucks Her Boss In The Butthole

3 years ago

ShemaleZ

redhead, boss
22:11 89%

Boss Blackbabydoll2creampiescloseupcum

4 years ago

ShemaleZ

creampie, POV, asian, boss, ladyboy, stockings
30:12

My Transexual Boss - Scene 4

6 years ago

ShemaleZ

boss
24:25

My Transexual Manager - Gig two

5 years ago

TrannyGem

boss
30:44

Sissy secretary lunchtime fucking by boss

6 years ago

ShemaleZ

secretary, sissy, boss
29:39

Boss And Her Boyfriend nailing Happily

6 years ago

ShemaleZ

boss, boyfriend
26:13

Boss Shemale Pov 2

7 months ago

ShemaleZ

creampie, POV, shemale, asian, boss
21:28

Slim Blond TS ass - Boss Film

6 years ago

ShemaleZ

skinny, boss
21:41

Here weve a enjoyment Boss again Getting team-slammed

6 years ago

ShemaleZ

boss
34:33 83%

Shemale boss and female secretary have some amazing sex together

6 years ago

TrannyOne

secretary, boss
19:42

Boss Gets Double Teamed - Scene 1

6 years ago

TXXX

boss, double penetration
28:53 85%

He Used to Be the Boss but Not Anymore

7 months ago

$$ FapHouse

mature, mature anal, ass to mouth, cum in mouth, sissy, boss, cum in ass
20:30

Business shemale - Boss Film

6 years ago

TXXX

blonde, vintage, boss
24:03 86%

Transgendered Bosses 3 With Dillon Diaz And Gracie Jane

2 years ago

Upornia

stockings, fetish, big tits, lingerie, blonde, boss
21:37

Boss Lies Back And Takes His knob In Her butthole

6 years ago

ShemaleZ

boss
16:57

Stgreetingss manmale Boss

6 years ago

ShemaleZ

boss
17:04

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

4 years ago

TrannyOne

feet, secretary, tight, boss
15:15

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

2 weeks ago

BeMyHole

shemale, secretary, boss, domination
26:28 73%

Shemale Maid nailed By Her shemale Boss

6 years ago

ShemaleZ

shemale, maid, uniform, boss
40:53

Asian inexperienced she-creature secretary getting poked by her bosses

10 months ago

ShemaleMovie

homemade, anal, 18, shemale and girl, secretary, boss
28:20

Tranny bonks Her Boss In Her Mind

6 years ago

ShemaleZ

boss
21:36

La Boss Kloer

6 years ago

ShemaleZ

blonde, boss
21:48

Im fucking my boss 2

11 years ago

xHamster

boss
16:54

Female Bosses Pegging Sissy

3 years ago

ShemaleZ

domination, pegging, boss, brunette, fetish
21:53 75%

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

2 years ago

BeMyHole

amateur, anal, maid, latina, riding, blonde, boss
47:07

Horny trans secretaries gang up on their weenie boss

4 years ago

TrannyOne

office, secretary, boss
21:15

TRANSSEXUAL Manager Barebacks Stud, Ejaculates on His Face

4 years ago

TrannyGem

dogging, riding, boss, missionary
16:17

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

1 year ago

TrannyOne

riding, public, outdoor, shemale, boss
17:27

Shemale Boss

7 years ago

ShemaleZ

small tits, boss
18:44

Tranny Fucks Boss For A Better Deal

9 years ago

TXXX

boss
15:51

Shelady Shows hoe lad Whos Boss

6 years ago

ShemaleZ

boss
21:38

La Boss Kloer

7 years ago

ShemaleZ

boss
30:59

Exotic sheboy bonks Her Manager In The Office

5 years ago

TrannyGem

office, boss
15:21 47%

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

3 years ago

ShemaleTaxi

ebony, black, public, teen (18+), bisexual, orgasm, gangbang
24:47

Nikki North - Transgendered Bosses 3 Scene 1 In 4k

2 years ago

ShemaleZ

lingerie, tattoo, boss
27:33 89%

Fuck My Boss

4 years ago

BeMyHole

beauty, dogging, ass licking, shaving, slut, boss
1:04:05 44%

Bigg Boss Tamil - Season 2 - DAY 12

4 years ago

TrannyOne

indian, boss
44:09

Tranny baby sitter sucking his boss cock

4 years ago

TrannyOne

boss
22:38 78%

My Boss Fucks My Ass And Sucks My Cock In The Bathroom

2 years ago

ShemaleZ

cum in mouth, bathroom, boss, cum in ass
22:07

Boss lies back and takes his dick in her ass

5 years ago

ShemaleZ

boss
17:19

Transgender princess boss deepthroats off her fresh black employee

5 years ago

ShemaleMovie

bisexual, deepthroat, boss, hardcore
27:25 71%

Boss Shemale Pov 4

7 months ago

ShemaleZ

shemale, POV, asian, boss, lingerie
18:06 88%

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

3 years ago

AnySex

MILF, secretary, futanari, boss
42:51 55%

Horny latina secretary gives it to her boss good and hard

4 years ago

AShemaleTube

mature, homemade, secretary, domination, webcam, boss, shemale fucks guy
40:36

American boss gets ass fucked by aisa tranny

3 years ago

xHamster

boss
16:13

Boobed blonde fucks office boss in ass

6 years ago

AShemaleTube

uniform, office, blonde, ass, boss, shemale fucks guy
16:02

Boss makes trans secretary Anna Rose kneel down for a mouthful

1 year ago

XXXVogue

secretary, amateur, homemade, POV, boss
50:49

Horny mature secretary turns her boss into a submissive bitch

4 years ago

AShemaleTube

homemade, secretary, boss, mature, shemale fucks guy
17:19 47%

Slim ladyboy maid tops her boss

4 years ago

AShemaleTube

homemade, asian, maid, uniform, boss, shemale fucks guy
17:53

The Boss Bathroom

5 years ago

ShemaleZ

bathroom, boss, crossdresser
40:52

Asian amateur ladyboy secretary getting fucked by her bosses

5 years ago

xHamster

teen (18+), teen anal (18+), ladyboy, secretary, boss
29:16

Domino Presley Goes To Her Husband's Boss Michael DelRay And Fucks Him To Let Her Husband Go Home Early - TRANS ANGELS

2 years ago

xHamster

husband, boss
17:51

Naughty Secretary Sucked off Company Boss to Promote Herself

6 months ago

$$ FapHouse

big ass, brazil, BBW, tattoo, latina, 18, secretary
15:48

Transex secretary giving it to her boss

1 year ago

XXXDan

shemale, blowjob, anal, cumshot, secretary, boss
25:33

Playgirl In underware acquires Her ass Filled - Boss Film

6 years ago

ShemaleZ

lingerie, boss
22:30 91%

Regina Twist Pleasing The Beautiful Trans Boss

2 years ago

ShemaleZ

ass to mouth, boss, stockings
44:41

Shemale fucks hotel boss and squirts his ass

1 year ago

XXXDan

big ass, pissing, hotel, shemale, boss
29:02 86%

Daisy Taylor In Beautiful Shemale Takes Some Good Anal Dicking

2 years ago

ShemaleZ

beauty, stockings, shemale, bareback, anal
25:37

Maid For Her Boss

3 years ago

Upornia

stockings, maid, boss
15:42

Transex Secretary Giving Her Boss

1 year ago

ShemaleZ

shemale, secretary, boss
40:36

She’s The Boss (shemale fuck girl)

6 years ago

TXXX

uniform, shemale and girl, boss
39:05 83%

Christina Hearts - The new boss in charge

1 year ago

XXXVogue

boss, crossdresser, creampie, cumshot
27:26

Fuck My Boss (Janelle Chanel)

5 years ago

Upornia

ladyboy, boss
24:42 82%

Trans Love - Scene 4 - Boss Film

6 years ago

ShemaleZ

vintage, skinny, boss, stockings, lingerie
28:50 69%

Lewd Secretaries gang Up On Their penis Manager

4 years ago

TrannyGem

office, gangbang, secretary, cum in mouth, domination, penis, webcam
15:44

Boobed blonde fucks office boss in ass

6 years ago

ShemaleZ

uniform, office, boss, shemale fucks guy
22:34

Ximena Boss Has Sex With Her Boyfriend

6 years ago

ShemaleZ

couple, boss, boyfriend
17:09

Tranny boss sucks off her new black employee

11 years ago

xHamster

femdom, bisexual, boss
2:34:10

328 A Futanari Female Boss Gets Through Her Unprotected Tight Skirt That Was Turned Up By An Erection Ruisa Tsukizuki With Mia B

1 year ago

ShemaleZ

asian, gangbang, group, futanari, skirt, boss
15:18 94%

TRANSFIXED - Big Dick T-Girl Leah Hayes CAUGHT with Big Ass Coworker Alexa Chain In BOSS OFFICE!

3 months ago

SomePorn

shemale, dogging, office, facial, shemale and girl, caught, deepthroat
16:28

T-Girl Pleases Boss & Client

14 years ago

AShemaleTube

boss
17:27

Shemale Boss

2 years ago

TrannyOne

boss
29:51 72%

Destiny Mira And Leilani Li - Unscheduled Meeting With The Boss

8 months ago

ShemaleZ

shemale, POV, ebony, cumshot, boss, big tits
22:26

Chick with dick pounded by her boss

2 years ago

xHamster

stockings, boss, small tits, shemale fucks guy
18:19

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

5 years ago

BeMyHole

kissing, glasses, heels, secretary, boss, missionary
41:52

Maid receives poked By Her Boss

6 years ago

ShemaleZ

maid, uniform, boss
21:28

Slim Blond TS ass - Boss Film

6 years ago

TXXX

boss
22:01

Aubrey Kate Boss Wife

6 years ago

TXXX

wife, boss

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