SHEMALE • BOSS 344 videos

Popular Latest Top rated

41:08 90%

Shemale Foxy Angel Shows Whos the Boss

5 years ago

TXXX

blowjob, fetish, boss
48:39 82%

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

4 years ago

ShemaleZ

stockings, fetish, BDSM, domination, boss
49:49 54%

Horny latina secretary seduces and dominates her weenie boss

3 years ago

TrannyOne

secretary, boss, office, seduced
41:33 78%

Shes The Boss

3 years ago

TrannyOne

shemale, office, boss
27:16 62%

Young Boss exposes his older secretary to a lustful slut!

3 years ago

TrannyOne

mature, secretary, slut, boss, shemale
23:13 78%

Stockinged blonde tranny fucks and creampies her ass licking boss

7 years ago

TrannyOne

creampie, boss, anal
21:54 76%

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

3 months ago

TrannyOne

big cock, shemale, amateur, anal, boss
16:28 83%

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

3 years ago

TrannyOne

maid, big cock, boss, BBC
35:58 77%

Jaquelin Braxton Takes Down The Boss

5 years ago

ShemaleZ

MILF, big tits, BDSM, boss
41:39

Shemale foxxy angel shows who is the boss

5 years ago

TrannyOne

boss
29:10

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

11 months ago

ShemaleZ

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

Hot Latina Secretaries Abuse And Dominate Their Boss

3 years ago

TrannyOne

shemale, secretary, boss
18:29

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

2 years ago

xHamster

japanese, boss
43:56

Secretary gets her pussy plowed by her hung tranny boss

7 years ago

TrannyOne

secretary, boss, MILF
24:37

Like a Boss

10 years ago

xHamster

boss, small tits
57:08 67%

Horny Latina Secretaries Enslave And Dominate Their Boss

2 years ago

TrannyOne

BDSM, latina, secretary, domination, boss
29:53

Blonde tranny boss ravages this guys ass in the office

7 years ago

TrannyOne

office, boss, anal
2:09:24 92%

Shemales bosses

5 years ago

ShemaleZ

uniform, boss, shemale
20:45 90%

TS Boss Joanna Fucks Worker and Cum in his Mouth

2 years ago

TrannyOne

feet, fetish, cum in mouth, boss, lingerie, shemale
27:51

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

3 years ago

TrannyOne

office, boss
23:54

Tranny servant and young boss

5 years ago

ShemaleZ

lingerie, uniform, boss, blowjob, mature
25:56

Big shemale shows guy whos the boss

4 years ago

ShemaleZ

redhead, boss
25:41

Horny guys fucking hot boss

5 years ago

ShemaleZ

boss
16:09

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

4 months ago

ShemaleZ

shemale, blowjob, big ass, outdoor, big tits, redhead, tattoo
17:07 67%

Sexy boss convinces You to Cheat! dame Fyre Femdom Homewrecker

9 months ago

ShemaleTaxi

pantyhose, stockings, femdom, shemale, creampie, cheating, office
17:27 47%

Shemale Boss

8 years ago

TXXX

small tits, boss, shemale fucks guy
21:56

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

2 years ago

TrannyOne

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

Boss gets ganged up on by his sexy employees

4 years ago

BeMyHole

pantyhose, redhead, glasses, group, webcam, boss, shemale fucks guy
50:37

Horny secretary has her way with the boss

2 years ago

TrannyOne

office, secretary, boss
39:55 63%

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

3 years ago

TrannyOne

fat, office, secretary, boss
34:32

Her boss has a suprise for her

5 years ago

TXXX

boss, shemale and girl
26:42

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

3 years ago

xHamster

russian, fisting, old and young (18+), food, secretary, boss, gape
15:20

Djinn - Martha is a spunk dumpster - vannesa had to do stuff with her old boss

7 months ago

ShemaleMovie

boss, handjob, shemale
18:27

SHEMALE BOSS FUCKS HER EMPLOYEE

3 years ago

AShemaleTube

big tits, uniform, vintage, boss, shemale fucks guy
18:06

The Boss' Bathroom.

12 years ago

xHamster

bathroom, boss
2:09:24 76%

Shemales bosses

5 years ago

Upornia

shemale, blowjob, boss
39:33 83%

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

10 months ago

xHamster

blowjob, big cock, seduced, boss, bareback
19:02 96%

Spray it all over my face boss

6 months ago

TrannyOne

shemale, big cock, boss
17:35 71%

I AM YOUR BOSS

1 year ago

XXXDan

POV, big ass, solo, boss
1:54:07

Shemale Boss Bitch

3 years ago

TrannyOne

fat, BBW, boss
24:51 55%

Exciting Compilation With the Sexiest Trans Maids Enjoying Their Bosses Dicks

1 year ago

AnySex

stockings, blowjob, big ass, big tits, maid, compilation, boss
38:57

Marissa Minx Transgendered Bosses

3 years ago

ShemaleZ

MILF, boss
42:38 44%

Horny Latina Secretary Gives It To Her Boss Good And Hard

3 years ago

BeMyHole

amateur, pantyhose, mature anal, office, secretary, webcam, boss
21:00 79%

Secret sheboy Secretary Opens pleasant butt For Boss

6 years ago

ShemaleZ

secretary, boss
21:22 86%

TS Taboo #2: My Boss Wife: Aubrey Kate and Ruckus

2 years ago

TrannyOne

wife, boss
19:49

Black shemale boss fucks her male employee

10 years ago

xHamster

black, boss
15:51 74%

The Secretary and The Boss

2 years ago

TrannyOne

secretary, small tits, boss, shemale
16:58

Boss futanari

1 month ago

AShemaleTube

amateur, futanari, shemale, 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
28:42

Boss has her cute tranny ass fucked

4 years ago

ShemaleZ

POV, boss, cute
20:05 80%

Sexy shemale boss fuck visitor

8 years ago

DrTuber

ebony, 18, boss, shemale fucks guy
28:50

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

2 years ago

TrannyOne

secretary, boss
17:27

Shemale Boss

12 years ago

AShemaleTube

boss, shemale fucks guy
20:55 59%

TS boss wants hard sex

13 years ago

AShemaleTube

outdoor, boss
39:11

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

3 months ago

TrannyOne

shemale, boss, seduced, anal
37:14

Latina Secretary And The Boss Have A Naughty Fling

3 years ago

HClips

mature, latina, big cock, secretary, webcam, boss
26:59

Babysitter shemale fucks her boss and his friend!

3 years ago

AShemaleTube

big tits, boss
38:55

Sexy boss marissa

5 years ago

TXXX

stockings, boss, shemale fucks guy
20:45

TS Boss Barebacks Guy, Cums on His Face

5 years ago

Upornia

blowjob, cumshot, boss, asian
26:16 70%

Old boss with her tranny secretary

5 years ago

ShemaleZ

mature, creampie, fetish, outdoor, lingerie, uniform, ass to mouth
20:09 93%

Shemale Boss Karabella Fucks And Creampies The It Guy

2 years ago

ShemaleZ

stockings, creampie, fetish, lingerie, big cock, boss, shemale fucks guy
25:26

Fucking my wild horny big tits boss in the office

1 year ago

TrannyOne

big tits, office, boss
44:42

Shemale fucks hotel boss and squirts his ass

1 year 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
32:46

Transgendered Bosses

5 years ago

Upornia

boss
28:10

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

3 months ago

TrannyOne

69, shemale, asian, boss, hardcore
29:30

Marita the boss

7 years ago

AShemaleTube

boss
28:10

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
26:13

Boss Spurtingcumshotandcreamyhole

3 years ago

Upornia

asian, ladyboy, boss
36:36

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

3 years ago

TrannyOne

office, boss
28:50

Tranny bonks Her Boss In Her Mind

5 years ago

ShemaleZ

boss
25:11

My Transexual Boss - Scene 1

5 years ago

ShemaleZ

boss, ass licking
20:22 73%

Nina Lawless Xxx - Nina Lawless - Smoking Boss Bitch

2 years ago

ShemaleZ

smoking, boss, solo
21:28

Danielle Fox Is Tthellos dude Boss

5 years ago

ShemaleZ

boss
22:07 59%

Curvaceous double cock Latina futa dominates and fucks her boss

7 years ago

TrannyOne

domination, futanari, boss, double penetration
15:16

Chunky black shemale Paris bangs with her future hung boss

7 years ago

TrannyOne

black, boss
22:51 88%

Riley Ivy - Beautiful Trans Bareback Anal With Her New Boss

5 months ago

ShemaleZ

beauty, shemale, anal, interracial, asian, tattoo, blonde
21:05

TS Boss Barebacks Guy, Cums on His Face

5 years ago

ShemaleZ

boss
28:37

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

3 years ago

TrannyOne

secretary, boss, hardcore
41:33 61%

Shes The Boss Kenna James and shemale

4 years ago

Analdin

office, babe, erotic, boss, romantic
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

3 years ago

xHamster

blowjob, boss
24:00

Nearly any messy transgender princess Manager acquires banged In The Office

4 years ago

TrannyGem

lingerie, office, boss
27:50 96%

Lady-man hammered By Boss And Secretary

5 years ago

ShemaleZ

secretary, boss, shemale
21:26

Young Stud Gets Stuffed By Shemale Boss Joanna Jet

9 months ago

AShemaleTube

shemale fucks guy, boss
21:02

Missionary TS Boss Barebacks Guy, Cums On His Face

2 years ago

TrannyOne

boss, missionary
39:06

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
16:57

Stgreetingss manmale Boss

5 years ago

TXXX

blowjob, boss
20:11 95%

TRANSSEXUAL Lena Kelly Gets Vengeance on Porno Managers Cornhole

4 years ago

TrannyGem

femdom, anal, big ass, bondage, babe, ass, reality
39:10 91%

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

4 months ago

BeMyHole

shemale, blowjob, anal, big tits, ass licking, jerking, big cock
19:42

TS Lena Kelly Gets Revenge on Porn Bosss Asshole

5 years ago

ShemaleZ

BDSM, asshole, boss
21:15

TS Boss Barebacks Guy, Cums on his Face

6 years ago

TrannyGem

bareback, boss, missionary
26:46

Maid double crosses her boss.

3 years ago

ShemaleTaxi

maid, taxi, boss, double penetration
15:36

Problems At The Office Sometime acquire to Please The Boss

4 years ago

ShemaleZ

office, boss
16:47 76%

Sissy secretary gets fucked in toilets by the Boss

5 years ago

ShemaleZ

toilet, secretary, sissy, boss
24:30 91%

Boss Overallsandacreampie

3 years ago

ShemaleZ

ladyboy, boss, asian
2:09:54

Transgender princesses Bosses

4 years ago

TrannyGem

boss
34:24

Whois Boss.

4 years ago

ShemaleZ

boss, shemale fucks guy
23:55

My Transexual Boss - Scene two

5 years ago

TXXX

blowjob, boss
30:04

Sexy boss fucks with secretary

12 years ago

AShemaleTube

secretary, boss
57:21 50%

Horny latina secretaries enslave and dominate their boss

3 years ago

AShemaleTube

mature, fetish, uniform, cumshot, group, secretary, boss
41:22

Maid receives poked By Her Boss

5 years ago

TXXX

maid, uniform, boss
1:04:04

Bigg Boss Tamil - Season 2 - DAY 12

6 years ago

xHamster

boss
22:07 83%

Boss Boyshortsbikinisocksbarebacking

3 years ago

Upornia

asian, ladyboy, boss
18:31

She got tranny boss

4 years ago

ShemaleMovie

boss
39:12

Fucking the boss in the office

4 years ago

TrannyOne

office, boss
26:29 52%

Riley Storm Assistant Pummel

4 years ago

TrannyGem

creampie, office, old and young (18+), secretary, boss
20:07

Boss receives Double Teamed - Scene 1

6 years ago

ShemaleZ

mature, boss, double penetration
39:35

Boss Level

3 years ago

Upornia

big tits, boss
20:45

TS Boss Barebacks Guy, Cums on His Face

5 years ago

Upornia

blowjob, boss
21:51

My Transexual Boss - Scene 3

6 years ago

ShemaleZ

boss
24:03

Transgendered Bosses 3 With Dillon Diaz And Gracie Jane

1 year ago

Upornia

stockings, fetish, big tits, lingerie, blonde, boss
29:25

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

1 year ago

ShemaleZ

secretary, hotel, boss
27:04

Plowing The Boss

5 years ago

ShemaleZ

boss
34:32

Hot shemale boss gets dick suck and fucks her employe

4 years ago

xHamster

boss
33:10

Boss Skimpylingeriehjandstroke

3 years ago

ShemaleZ

POV, boss, asian
21:23

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

4 years ago

ShemaleZ

boss
28:23

Transgendered Bosses Sc2 Foxxy & Draven Navarro 1080p

3 years ago

Upornia

big tits, boss
36:30

Transgendered Bosses 3 - Kasey Kei

1 year ago

ShemaleZ

shemale, boss

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