SHEMALE • BOSS 346 videos

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19:02 96%

Spray it all over my face boss

5 months ago

TrannyOne

shemale, big cock, boss
20:11 95%

TRANSSEXUAL Lena Kelly Gets Vengeance on Porno Managers Cornhole

4 years ago

TrannyGem

femdom, shemale, anal, big ass, bondage, babe, ass
27:50 95%

Lady-man hammered By Boss And Secretary

5 years ago

ShemaleZ

secretary, boss, shemale
20:09 92%

Shemale Boss Karabella Fucks And Creampies The It Guy

1 year ago

ShemaleZ

stockings, creampie, fetish, lingerie, big cock, boss, shemale fucks guy
2:09:24 92%

Shemales bosses

5 years ago

ShemaleZ

uniform, boss, shemale
39:10 91%

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

3 months ago

BeMyHole

shemale, blowjob, anal, big tits, ass licking, jerking, big cock
24:30 91%

Boss Overallsandacreampie

3 years ago

ShemaleZ

ladyboy, boss, asian
27:33 90%

Shemale Porn Video Fuck My Boss

2 months ago

TrannyOne

anal, shemale, boss
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
41:49 89%

Yasmin Lee In Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

5 months ago

ShemaleZ

stockings, asian, BDSM, big cock, secretary, cum in mouth, domination
27:33 89%

Fuck My Boss

3 years ago

BeMyHole

beauty, dogging, ass licking, shaving, slut, boss
41:08 89%

Shemale Foxy Angel Shows Whos the Boss

5 years ago

TXXX

blowjob, fetish, 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
21:22 86%

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

2 years ago

TrannyOne

wife, boss
16:16 86%

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

1 year ago

BeMyHole

public, shemale, blowjob, outdoor, latina, ass licking, shemale and girl
22:11 86%

Here we enjoy Boss again getting banged

4 years ago

ShemaleZ

creampie, asian, boss, POV
22:07 83%

Boss Boyshortsbikinisocksbarebacking

3 years ago

Upornia

asian, ladyboy, boss
34:33 83%

Shemale boss and female secretary have some amazing sex together

5 years ago

TrannyOne

secretary, boss
17:36 83%

Sexy maid trying to satisfy her bosses

5 years ago

TXXX

maid, shemale and girl, boss, threesome
39:33 82%

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

9 months ago

xHamster

blowjob, big cock, seduced, boss, bareback
16:28 82%

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

3 years ago

TrannyOne

maid, big cock, boss, BBC
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

5 years ago

ShemaleZ

MILF, big tits, BDSM, boss
20:05 80%

Sexy shemale boss fuck visitor

8 years ago

DrTuber

ebony, 18, boss, shemale fucks guy
19:29 79%

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

3 years ago

TrannyOne

kissing, office, boss
23:42 79%

The Boss Adam With Erica Cherry And Sabina Steele

2 years ago

ShemaleZ

threesome, boss
41:33 78%

Shes The Boss

3 years ago

TrannyOne

shemale, office, boss
23:13 77%

Stockinged blonde tranny fucks and creampies her ass licking boss

7 years ago

TrannyOne

creampie, boss, anal
21:00 77%

Secret sheboy Secretary Opens pleasant butt For Boss

6 years ago

ShemaleZ

secretary, boss
15:13 76%

Sissy Crossdresser Is Todays Maid Getting Fucked By Her House Boss In The Ass

2 years ago

Upornia

asian, maid, crossdresser, sissy, boss, teen (18+)
16:47 76%

Sissy secretary gets fucked in toilets by the Boss

5 years ago

ShemaleZ

toilet, secretary, sissy, boss
2:09:24 76%

Shemales bosses

5 years ago

Upornia

shemale, blowjob, boss
50:37 75%

Horny Mature Secretary Turns Her Boss Into A Submissive Bitch

3 years ago

BeMyHole

mature anal, office, secretary, boss, shemale fucks guy
21:54 74%

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

2 months ago

TrannyOne

big cock, shemale, amateur, anal, boss
15:51 74%

The Secretary and The Boss

2 years ago

TrannyOne

secretary, small tits, boss, shemale
17:16 73%

Facial Act Sunshyne Monroe Fucks The Boss

2 years ago

BeMyHole

couple, facial, condom, shaving, domination, boss, shemale fucks guy
20:22 73%

Nina Lawless Xxx - Nina Lawless - Smoking Boss Bitch

2 years ago

ShemaleZ

smoking, boss, solo
17:35 71%

I AM YOUR BOSS

1 year ago

XXXDan

POV, big ass, solo, boss
15:28 69%

My Busty Fit tranny Boss owned my mouth - WickedWhims

1 year ago

xHamster

black, old and young (18+), cartoon, boss, shemale fucks guy
26:16 69%

Old boss with her tranny secretary

5 years ago

ShemaleZ

mature, creampie, fetish, outdoor, lingerie, uniform, ass to mouth
21:55 67%

TS secretary fucks her boss

7 months ago

AShemaleTube

shemale, blowjob, secretary, cum in mouth, boss, shemale fucks guy
21:53 67%

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

1 year ago

BeMyHole

shemale, anal, maid, latina, riding, blonde, boss
57:08 67%

Horny Latina Secretaries Enslave And Dominate Their Boss

2 years ago

TrannyOne

BDSM, latina, secretary, domination, boss
17:07 65%

Sexy boss convinces You to Cheat! dame Fyre Femdom Homewrecker

8 months ago

ShemaleTaxi

pantyhose, stockings, femdom, shemale, creampie, cheating, office
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
27:16 62%

Young Boss exposes his older secretary to a lustful slut!

3 years ago

TrannyOne

mature, secretary, slut, boss, shemale
26:38 62%

Indian Shemale Interview Ends In Fucking The Boss

1 year ago

Upornia

indian, shemale and girl, audition, boss
41:33 61%

Shes The Boss Kenna James and shemale

4 years ago

Analdin

office, babe, erotic, boss, romantic
22:07 59%

Curvaceous double cock Latina futa dominates and fucks her boss

7 years ago

TrannyOne

domination, futanari, boss, double penetration
20:55 59%

TS boss wants hard sex

13 years ago

AShemaleTube

outdoor, boss
15:21 58%

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

2 years ago

ShemaleTaxi

ebony, public, teen (18+), bisexual, orgasm, gangbang, group
44:41 58%

Shemale fucks hotel boss and squirts his ass

2 years ago

xHamster

handjob, squirt, asian, orgasm, japanese, 18, swallow
42:51 54%

Horny latina secretary gives it to her boss good and hard

3 years ago

AShemaleTube

mature, amateur, homemade, secretary, domination, webcam, boss
49:49 54%

Horny latina secretary seduces and dominates her weenie boss

3 years ago

TrannyOne

secretary, boss, office, seduced
26:29 50%

Riley Storm Assistant Pummel

4 years ago

TrannyGem

creampie, office, old and young (18+), secretary, boss
57:21 50%

Horny latina secretaries enslave and dominate their boss

3 years ago

AShemaleTube

mature, fetish, uniform, cumshot, group, secretary, boss
17:27 47%

Shemale Boss

8 years ago

TXXX

small tits, boss, shemale fucks guy
17:19 47%

Slim ladyboy maid tops her boss

3 years ago

AShemaleTube

maid, uniform, boss, shemale fucks guy, asian, ladyboy
55:22 46%

Lesbian training by female boss and used as a toy

1 year ago

JizzBunker

shemale, lesbian, train, japanese, boss, japanese lesbian
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
38:25

My Married Boss Fucked Me Like a Slut

1 week ago

xHamster

cute, bareback, anal, big ass, amateur, shemale, solo
16:58

Boss futanari

3 weeks ago

AShemaleTube

amateur, futanari, shemale, boss
16:02

Dominated By My Female Boss - Indonesian Femdom With Awek Melayu

11 months ago

ShemaleZ

femdom, indonesian, boss
23:54

Tranny servant and young boss

5 years ago

ShemaleZ

lingerie, uniform, boss, blowjob, mature
43:56

Secretary gets her pussy plowed by her hung tranny boss

7 years ago

TrannyOne

secretary, boss
38:57

Marissa Minx Transgendered Bosses

3 years ago

ShemaleZ

MILF, 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
21:26

Young Stud Gets Stuffed By Shemale Boss Joanna Jet

9 months ago

AShemaleTube

shemale fucks guy, boss
50:05

Boss gets ganged up on by his sexy employees

4 years ago

BeMyHole

pantyhose, redhead, glasses, group, webcam, boss, shemale fucks guy
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
50:05

Hot Latina Secretaries Abuse And Dominate Their Boss

3 years ago

TrannyOne

shemale, secretary, boss
16:09

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

3 months ago

ShemaleZ

shemale, blowjob, big ass, outdoor, big tits, redhead, tattoo
21:54

Shemale Porn Video My Boss Is A Transgender She Comes Home Very Angry And Fucks My Ass With His...

2 months ago

TrannyOne

big ass, shemale, anal, big cock, boss
29:22

Indian Boss Fucked Hot Shemale

1 year ago

ShemaleZ

indian, teen (18+), boss
24:38

Secret doll-twunk gorgeous Assistant Opens saucy assfuck For Manager

4 years ago

TrannyGem

doll, office, boss, ladyboy
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

3 weeks ago

ShemaleZ

fetish, asian, cumshot, gangbang, group, futanari, skirt
25:26

Fucking my wild horny big tits boss in the office

1 year ago

TrannyOne

big tits, office, boss
41:39

Shemale foxxy angel shows who is the boss

5 years ago

TrannyOne

boss
24:51

Exciting Compilation With the Sexiest Trans Maids Enjoying Their Bosses Dicks

1 year ago

AnySex

stockings, blowjob, big ass, big tits, maid, compilation, boss
22:30

Regina Twist Pleasing The Beautiful Trans Boss

1 year ago

ShemaleZ

ass to mouth, boss, stockings
21:15

TS Boss Barebacks Guy, Cums on his Face

5 years ago

TrannyGem

bareback, boss, missionary
29:53

Blonde tranny boss ravages this guys ass in the office

7 years ago

TrannyOne

office, boss, anal
18:06

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

2 years ago

AnySex

MILF, secretary, futanari, boss
15:01

FUTANARI MILF Fucks Herself AND Futa Boss Assfucks HARD on a Plane - SO MUCH CUM - Amys Big Wish S01-4-5

2 years ago

TXXX

cartoon, futanari, boss, solo
25:41

Horny guys fucking hot boss

5 years ago

ShemaleZ

boss
24:37

Like a Boss

9 years ago

xHamster

boss, small tits
2:33:44

Mia B - 328 Ruisa Tsuzuki, A Futanari Female Boss Who Was Demented From A Defenseless Tight Skirt That Turned Up With An Erection

1 week ago

ShemaleZ

asian, shemale, futanari
18:29

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

2 years ago

xHamster

japanese, boss
25:37

Maid For Her Boss

2 years ago

Upornia

stockings, maid, boss
15:06

TRANSSENSUAL - Personal secretary Chad Diamond Gets A filthy blowjob From His Hot Boss Lena Kelly

2 days ago

ShemaleTaxi

stockings, shemale, lingerie
23:11

A BBC Boss, BBC buddy, BBC footballer, and a BBC homie pulverize humid trans asshole

7 months ago

ShemaleMovie

big ass, 3D, 18, anime, cartoon, futanari, BBC
24:07

Female Boss seduce blonde teenager to all girl fuck-fest with Strap-on at work

8 months ago

ShemaleTaxi

teen (18+), strapon, orgasm, uniform, shemale and girl, seduced, boss
37:14

Latina Secretary And The Boss Have A Naughty Fling

3 years ago

HClips

mature, latina, big cock, secretary, webcam, boss
20:47

Boss Jeanshortscreampieride

3 years ago

TXXX

ladyboy, boss
26:13

Boss Spurtingcumshotandcreamyhole

3 years ago

Upornia

asian, ladyboy, boss
28:42

Boss has her cute tranny ass fucked

4 years ago

ShemaleZ

POV, boss, cute
30:44

Sissy secretary lunchtime fucking by boss

5 years ago

ShemaleZ

secretary, sissy, boss
34:32

Her boss has a suprise for her

5 years ago

TXXX

boss, shemale and girl
18:06

The Boss' Bathroom.

12 years ago

xHamster

bathroom, boss
28:50

Lewd Secretaries gang Up On Their penis Manager

3 years ago

TrannyGem

office, gangbang, secretary, cum in mouth, domination, penis, 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
15:20

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

7 months ago

ShemaleMovie

boss, handjob, shemale
29:16

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

11 months ago

xHamster

husband, boss
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
47:07

Horny trans secretaries gang up on their weenie boss

3 years ago

TrannyOne

office, secretary, boss
18:27

SHEMALE BOSS FUCKS HER EMPLOYEE

3 years ago

AShemaleTube

big tits, uniform, vintage, boss, shemale fucks guy
22:11

Boss Blackbabydoll2creampiescloseupcum

3 years ago

ShemaleZ

creampie, POV, asian, boss
35:53

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

4 years ago

TXXX

office, shemale and girl, boss
38:55

Sexy boss marissa

5 years ago

TXXX

stockings, boss, shemale fucks guy
17:01

Candee Lace - Very hot maid services her boss #ROLEPLAY2018

5 years ago

HClips

teen (18+), creampie, POV, maid, blonde, boss
30:04

Sexy boss fucks with secretary

12 years ago

AShemaleTube

secretary, boss
22:21

Beautiful Trans Bareback Anal With Her New Boss With Riley Ivy

5 months ago

HClips

bareback, amateur, shemale, beauty, anal, boss
31:23

Transgendered Bosses 3 - Eva Maxim

1 year ago

ShemaleZ

handjob, big ass, boss
24:03

Transgendered Bosses 3 With Dillon Diaz And Gracie Jane

1 year ago

Upornia

stockings, fetish, big tits, lingerie, blonde, boss
44:42

Shemale fucks hotel boss and squirts his ass

1 year ago

TrannyOne

squirt, hotel, boss
50:37

Horny secretary has her way with the boss

2 years ago

TrannyOne

office, secretary, boss
28:50

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

2 years ago

TrannyOne

secretary, boss
17:04

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

3 years ago

TrannyOne

feet, secretary, tight, boss
1:54:07

Shemale Boss Bitch

3 years ago

TrannyOne

fat, BBW, boss
33:10

Boss Skimpylingeriehjandstroke

3 years ago

ShemaleZ

POV, boss, asian

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