SHEMALE • BOSS 343 videos

Popular Latest Top rated

49:49 53%

Horny latina secretary seduces and dominates her weenie boss

3 years ago

TrannyOne

secretary, boss, office, seduced
41:33 73%

Shes The Boss

3 years ago

TrannyOne

shemale, office, boss
20:05 80%

Sexy shemale boss fuck visitor

9 years ago

DrTuber

ebony, 18, boss, shemale fucks guy
41:08 86%

Shemale Foxy Angel Shows Whos the Boss

5 years ago

TXXX

blowjob, fetish, boss
27:16 55%

Young Boss exposes his older secretary to a lustful slut!

3 years ago

TrannyOne

mature, secretary, slut, boss, shemale
23:13 79%

Stockinged blonde tranny fucks and creampies her ass licking boss

7 years ago

TrannyOne

creampie, boss, anal
48:39 81%

Shiri Allwood - Getting Ahead: Shiri Allwood Owns Her Boss, Dale Savage With Her Cock

4 years ago

ShemaleZ

stockings, fetish, BDSM, domination, boss
35:58 81%

Jaquelin Braxton Takes Down The Boss

6 years ago

ShemaleZ

MILF, big tits, BDSM, boss
16:28 85%

Sexy tranny maid treats her boss with her BBC deep in his ass

3 years ago

TrannyOne

maid, big cock, boss, BBC
41:39 75%

Shemale foxxy angel shows who is the boss

5 years ago

TrannyOne

boss
29:10 64%

Michael Del Ray, Del Ray And Domino Presley In Goes To Her Husbands Boss And Fucks Him To Let Her Husband Go Home Early

1 year ago

ShemaleZ

big tits, husband, ass licking, cumshot, big cock, boss, brunette
50:05

Hot Latina Secretaries Abuse And Dominate Their Boss

3 years ago

TrannyOne

shemale, secretary, boss, threesome
21:54 73%

Shemale Porn Video Amateur Sex My Boss Is A Transgender She Comes Home Very Angry And Fucks My...

7 months ago

TrannyOne

big cock, shemale, amateur, anal, boss
20:45 89%

TS Boss Joanna Fucks Worker and Cum in his Mouth

3 years ago

TrannyOne

feet, fetish, cum in mouth, boss, lingerie, shemale
24:37 44%

Like a Boss

10 years ago

xHamster

boss, small tits
57:08 68%

Horny Latina Secretaries Enslave And Dominate Their Boss

3 years ago

TrannyOne

BDSM, latina, secretary, domination, boss
2:09:24 92%

Shemales bosses

5 years ago

ShemaleZ

uniform, boss, shemale, blowjob
18:29 65%

Japanese Boss Lady want to know how well the new intern fucks

2 years ago

xHamster

japanese, boss
29:53

Blonde tranny boss ravages this guys ass in the office

7 years ago

TrannyOne

office, boss, anal
25:41

Horny guys fucking hot boss

5 years ago

ShemaleZ

boss
27:51

The naughty TS assistant pleases her boss by banging his juicy butthole deep and hard

3 years ago

TrannyOne

office, boss
25:56

Big shemale shows guy whos the boss

5 years ago

ShemaleZ

redhead, boss
19:29 80%

Horny lad gets his sweet butt drilled hard by his TS boss in the office

3 years ago

TrannyOne

kissing, office, boss
17:07 68%

Sexy boss convinces You to Cheat! dame Fyre Femdom Homewrecker

1 year ago

ShemaleTaxi

pantyhose, stockings, femdom, shemale, creampie, cheating, office
39:10 94%

Seductive Boss Chanel Santini Gives Her Employee Tony A Fuck Lesson For Being Naughty

8 months ago

BeMyHole

blowjob, anal, big tits, ass licking, jerking, big cock, domination
24:49

Huge-chested stellar brunette is my female domination boss

3 months ago

ShemaleMovie

shemale, blowjob, indian, boss
17:08 80%

Patricia Shows Him Who Is Boss

2 months ago

AShemaleTube

shemale fucks guy, domination, shemale, blowjob, boss
23:54 64%

Tranny servant and young boss

5 years ago

ShemaleZ

lingerie, uniform, boss, blowjob, mature
21:56 80%

Scintillating trans queen in black lingerie pounds the skinny guys ass like a boss

3 years ago

TrannyOne

black, shemale, skinny, boss, lingerie, ebony
50:05

Boss gets ganged up on by his sexy employees

4 years ago

BeMyHole

pantyhose, redhead, glasses, group, webcam, boss, shemale fucks guy
19:02 94%

Spray it all over my face boss

10 months ago

TrannyOne

shemale, big cock, boss
21:26 78%

Young Stud Gets Stuffed By Shemale Boss Joanna Jet

1 year ago

AShemaleTube

shemale fucks guy, boss
39:55 69%

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

3 years ago

TrannyOne

fat, office, secretary, boss
17:35 68%

I AM YOUR BOSS

1 year ago

XXXDan

POV, big ass, solo, boss
26:42 69%

Young Boss Tests His Mature Secretary's Cunt For Strength!

3 years ago

xHamster

russian, fisting, old and young (18+), food, secretary, boss, gape
34:32

Her boss has a suprise for her

5 years ago

TXXX

boss, shemale and girl
2:09:24 78%

Shemales bosses

5 years ago

Upornia

shemale, blowjob, boss
17:27 50%

Shemale Boss

9 years ago

TXXX

small tits, boss, shemale fucks guy
18:27 86%

SHEMALE BOSS FUCKS HER EMPLOYEE

3 years ago

AShemaleTube

big tits, uniform, vintage, boss, shemale fucks guy
1:54:07

Shemale Boss Bitch

3 years ago

TrannyOne

fat, BBW, boss
25:26

Fucking my wild horny big tits boss in the office

2 years ago

TrannyOne

big tits, office, boss
38:57 80%

Marissa Minx Transgendered Bosses

3 years ago

ShemaleZ

MILF, boss
15:51 78%

The Secretary and The Boss

3 years ago

TrannyOne

secretary, small tits, boss, shemale
15:07

Salome Gil, Porn Asmr Reaction, Transgender Boss Fucks Her Maids Asshole - W...

2 days ago

Beeg

cum in mouth, ladyboy, lesbian, shemale, anal, POV
18:06

The Boss' Bathroom.

13 years ago

xHamster

bathroom, boss
42:38 47%

Horny Latina Secretary Gives It To Her Boss Good And Hard

3 years ago

BeMyHole

pantyhose, mature anal, office, secretary, webcam, boss, shemale fucks guy
43:56 85%

Secretary gets her pussy plowed by her hung tranny boss

7 years ago

TrannyOne

secretary, boss, MILF
21:00 82%

Secret sheboy Secretary Opens pleasant butt For Boss

7 years ago

ShemaleZ

secretary, boss
39:33 86%

TRANS ANGELS - Seductive Boss Chanel Santini Gives Her Employee Tony A Fuck Lesson For Being Naughty

1 year ago

xHamster

blowjob, big cock, seduced, boss, bareback, hotel
19:49

Black shemale boss fucks her male employee

11 years ago

xHamster

black, boss
26:59

Babysitter shemale fucks her boss and his friend!

3 years ago

AShemaleTube

big tits, boss
35:10

Hot Trans Couple fucked & caked By hunk Boss - Jade Venus, Kasey Kei - GenderXFilms

2 days ago

ShemaleMovie

couple, big cock, threesome
38:55

Sexy boss marissa

5 years ago

TXXX

stockings, boss, shemale fucks guy
28:42

Boss has her cute tranny ass fucked

4 years ago

ShemaleZ

POV, boss, cute
20:55 59%

TS boss wants hard sex

14 years ago

AShemaleTube

outdoor, boss
17:27 63%

Shemale Boss

13 years ago

AShemaleTube

boss, shemale fucks guy
37:14

Latina Secretary And The Boss Have A Naughty Fling

3 years ago

HClips

mature, amateur, latina, secretary, webcam, boss
28:50 57%

Sexy horny secretaries make their boss service their dicks and eat cum

3 years ago

TrannyOne

secretary, boss
20:09 93%

Shemale Boss Karabella Fucks And Creampies The It Guy

2 years ago

ShemaleZ

stockings, creampie, fetish, lingerie, big cock, bareback, boss
36:36 67%

Innocent intern guy gets his ass banged by the nasty shemale boss in the office

3 years ago

TrannyOne

office, boss
20:45

TS Boss Barebacks Guy, Cums on His Face

5 years ago

Upornia

blowjob, cumshot, boss, asian
26:16 72%

Old boss with her tranny secretary

5 years ago

ShemaleZ

mature, creampie, fetish, outdoor, lingerie, uniform, ass to mouth
32:46

Transgendered Bosses

5 years ago

Upornia

boss
29:30

Marita the boss

7 years ago

AShemaleTube

boss
28:10

Shemale Porn Video Sexy Asian tranny pleases her boss as she pounds his ass nice and hard

7 months ago

TrannyOne

69, shemale, asian, boss, hardcore
44:42

Shemale fucks hotel boss and squirts his ass

2 years ago

TrannyOne

squirt, hotel, boss
24:38

Secret doll-twunk gorgeous Assistant Opens saucy assfuck For Manager

4 years ago

TrannyGem

doll, office, boss, ladyboy, cute
26:13 94%

Boss Spurtingcumshotandcreamyhole

4 years ago

Upornia

asian, ladyboy, boss, POV
30:04

Sexy boss fucks with secretary

12 years ago

AShemaleTube

secretary, boss
21:28

Danielle Fox Is Tthellos dude Boss

6 years ago

ShemaleZ

boss
24:00

Nearly any messy transgender princess Manager acquires banged In The Office

5 years ago

TrannyGem

lingerie, office, boss
27:50 96%

Lady-man hammered By Boss And Secretary

5 years ago

ShemaleZ

secretary, boss, shemale
28:50

Tranny bonks Her Boss In Her Mind

6 years ago

ShemaleZ

boss
28:10 80%

Sexy Asian tranny pleases her boss as she pounds his ass nice and hard

3 years ago

TrannyOne

asian, boss
24:56

TS lady boss has a new lover

13 years ago

AShemaleTube

boss
41:33 63%

Shes The Boss Kenna James and shemale

4 years ago

Analdin

office, babe, erotic, boss, romantic
20:11 96%

TRANSSEXUAL Lena Kelly Gets Vengeance on Porno Managers Cornhole

4 years ago

TrannyGem

femdom, anal, big ass, bondage, babe, ass, reality
20:07

Boss receives Double Teamed - Scene 1

6 years ago

ShemaleZ

mature, boss, double penetration
16:09

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

8 months ago

ShemaleZ

shemale, blowjob, big ass, outdoor, big tits, redhead, tattoo
15:36

Problems At The Office Sometime acquire to Please The Boss

4 years ago

ShemaleZ

office, boss
17:17

Patricia demonstrates Him Who Is boss

2 months ago

ShemaleMovie

boss, shemale fucks guy, blowjob, domination
28:37

Sexy Horny Secretaries Make Their Boss Service Their Dicks And Eat Cum

3 years ago

TrannyOne

secretary, boss, hardcore, amateur
25:11

My Transexual Boss - Scene 1

6 years ago

ShemaleZ

boss, ass licking
21:15 78%

TS Boss Barebacks Guy, Cums on his Face

6 years ago

TrannyGem

bareback, boss, missionary
15:16

Chunky black shemale Paris bangs with her future hung boss

8 years ago

TrannyOne

black, boss
39:06 89%

Transgendered Bosses – Huge-Titted TRANSSEXUAL Marissa Minx Sweetie Tears Up Him From Behind At The Office

2 years ago

KeekAss

MILF, office, blonde, boss, shemale fucks guy
22:07 58%

Curvaceous double cock Latina futa dominates and fucks her boss

7 years ago

TrannyOne

domination, futanari, boss, double penetration
31:23

Transgendered Bosses 3 - Eva Maxim

1 year ago

ShemaleZ

handjob, big ass, boss
19:24

Girl like me, boss, knows many ways how to please

4 years ago

xHamster

blowjob, boss
16:47 76%

Sissy secretary gets fucked in toilets by the Boss

5 years ago

ShemaleZ

toilet, secretary, sissy, boss
16:57

Stgreetingss manmale Boss

5 years ago

TXXX

blowjob, boss
21:02

Missionary TS Boss Barebacks Guy, Cums On His Face

2 years ago

TrannyOne

boss, missionary
26:46

Maid double crosses her boss.

3 years ago

ShemaleTaxi

maid, taxi, boss, double penetration
21:05

TS Boss Barebacks Guy, Cums on His Face

6 years ago

ShemaleZ

boss, bareback
18:31

She got tranny boss

5 years ago

ShemaleMovie

boss
39:11

Shemale Porn Video Seductive Boss Chanel Santini Gives Her Employee Tony A Fuck Lesson For Being...

7 months ago

TrannyOne

shemale, boss, seduced, anal
41:49 94%

Yasmin Lee In Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

9 months ago

ShemaleZ

stockings, asian, BDSM, big cock, secretary, cum in mouth, domination
41:22

Maid receives poked By Her Boss

5 years ago

TXXX

maid, uniform, boss
24:30 95%

Boss Overallsandacreampie

4 years ago

ShemaleZ

ladyboy, boss, asian, creampie, POV
35:05

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

1 month ago

xHamster

threesome, bareback, couple, blowjob, facial, boss
34:24

Whois Boss.

4 years ago

ShemaleZ

boss, shemale fucks guy
39:12

Fucking the boss in the office

5 years ago

TrannyOne

office, boss
26:29 52%

Riley Storm Assistant Pummel

4 years ago

TrannyGem

creampie, office, old and young (18+), secretary, boss
2:09:54

Transgender princesses Bosses

4 years ago

TrannyGem

boss
1:04:04

Bigg Boss Tamil - Season 2 - DAY 12

6 years ago

xHamster

boss
2:31:17

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

2 months ago

ShemaleZ

kissing, stockings, french, POV, fetish, asian, boss
15:35

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

3 weeks ago

AnySex

anal, boss, stockings
40:53

Asian inexperienced she-creature secretary getting poked by her bosses

1 week ago

ShemaleMovie

amateur, shemale, asian, ladyboy, homemade, anal, boss
16:58 83%

Boss futanari

5 months ago

AShemaleTube

amateur, futanari, shemale, boss
29:17

Redhead Boss lady gives you way to redeem yourself

3 years ago

AShemaleTube

redhead, crossdresser, boss, domination
19:42

TS Lena Kelly Gets Revenge on Porn Bosss Asshole

5 years ago

ShemaleZ

BDSM, asshole, boss
57:21 48%

Horny latina secretaries enslave and dominate their boss

3 years ago

AShemaleTube

mature, fetish, uniform, cumshot, group, secretary, boss
21:23

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

5 years ago

ShemaleZ

boss
21:51

My Transexual Boss - Scene 3

6 years ago

ShemaleZ

boss
22:07 85%

Boss Boyshortsbikinisocksbarebacking

4 years ago

Upornia

asian, ladyboy, boss
39:35

Boss Level

4 years ago

Upornia

big tits, boss
28:23

Transgendered Bosses Sc2 Foxxy & Draven Navarro 1080p

4 years ago

Upornia

big tits, boss, stockings
34:32

Hot shemale boss gets dick suck and fucks her employe

5 years ago

xHamster

boss
20:47

Boss Jeanshortscreampieride

4 years ago

TXXX

ladyboy, boss
20:45

TS Boss Barebacks Guy, Cums on His Face

5 years ago

Upornia

blowjob, boss, bareback

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