SHEMALE • BOSS 3,003 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, anal, big ass, bondage, babe, ass, reality
27:50 95%

Lady-man hammered By Boss And Secretary

5 years ago

ShemaleZ

secretary, boss, shemale
06:15 94%

Raven-haired American shemale gives bald boss a dick

5 years ago

SexVidXXX

blowjob, facial, boss
08:09 93%

Your Boss Is a Homewrecker

5 months ago

xHamster

solo, amateur, cheating
2:09:24 92%

Shemales bosses

5 years ago

ShemaleZ

uniform, boss, shemale
24:30 91%

Boss Overallsandacreampie

3 years ago

ShemaleZ

ladyboy, boss, asian
12:09 90%

Trans Maid Cant Resist Bosses Dick Micheal - Natalie Stone And Del Ray

2 years ago

HClips

stockings, small cock, maid, boss, small tits
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
06:15 89%

Tgirl4You.com - Ebony shemale babysitter Sheba Star anal fucked by her boss

1 year ago

AShemaleTube

ebony, boss
13:07 88%

Miran’s The Boss!

2 years ago

TXXX

japanese, boss, japanese uncensored, stockings, asian, solo
08:35 88%

The boss fucks the little trans maid

10 months ago

JizzBunker

french, bondage, maid, crossdresser, boss, solo
22:51 88%

Riley Ivy - Beautiful Trans Bareback Anal With Her New Boss

5 months ago

ShemaleZ

beauty, shemale, anal, interracial, asian, tattoo, blonde
07:59 88%

Shemale Boss Karabella Fucks And Creampies The It Guy

1 year ago

GetTranny

boss, shemale fucks guy
21:22 86%

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

2 years ago

TrannyOne

wife, boss
06:16 86%

Ladyboy amateur teen beauty Boss anal fucked bareback after pecker sucking

2 years ago

TrannyOne

teen (18+), teen anal (18+), boss, beauty, shemale
06:15 86%

Secretary ladyboy with big tits Tata pleases her boss with anal sex

4 years ago

TXXX

teen (18+), teen anal (18+), ladyboy, secretary, boss, asian
22:11 86%

Here we enjoy Boss again getting banged

4 years ago

ShemaleZ

creampie, asian, boss, POV
06:15 86%

Mesmerizing Natalie Mars fucks in sexy stockings with boss

4 years ago

AShemaleTube

cum in mouth, boss
06:01 85%

Strict Boss...! Warning Or Swallow Sperm?

7 months ago

BeMyHole

blowjob, german, short hair, sperm, swallow, cumshot, blonde
08:00 85%

Heteroflexible - Cute Femboy Maid Katie Lingeries Tight Ass Gets Used By Straight Boss Mateo Tomas

10 months ago

GetTranny

cute, stockings, maid, facial, old and young (18+), bareback, boss
13:04 85%

DEVILS T GIRLS - Trans Babysitter Aubrey Kate Gets analed By Her boss For Some additional Cash

2 years ago

ShemaleTaxi

money, facesitting, shemale and girl, taxi, skirt, boss
12:06 85%

Threesome Orgy With Trans Nurse and Her mommy Boss - LeWood

1 year ago

XoZilla

mom, threesome, nurse, riding, 69, orgy, boss
12:48 84%

BBC guy fucks latina trans boss for promotion

1 year ago

AnySex

big ass, interracial, latina, office, BBC, boss
05:58 84%

Teen Maid Kate Zoha Gets Taken By Her Trans Boss : Part 2

2 years ago

TrannyOne

teen (18+), teen anal (18+), maid, boss
17:36 83%

Sexy maid trying to satisfy her bosses

5 years ago

TXXX

maid, shemale and girl, boss, threesome
15:00 83%

TRANSFIXED - OFFICE MS. CONDUCT - Hot Trans Boss Jade Venus And Jane Wilde Fuck In Front Of The Staff!

2 years ago

TXXX

office, boss
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
07:38 82%

Bosses Stepdaughter Wants My Trans Dick

5 months ago

BeMyHole

cute, beauty, dogging, tattoo, ass licking, shemale and girl, big cock
01:11 82%

Big Boss Becomes Dungeon Anal Whore With Corbin Dallas And Jessica Fox

2 years ago

Upornia

stockings, whore, boss, shemale fucks guy, BDSM
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
05:12 82%

The filth part #2 - submissive Maid gets nailed doggystyle on balcony by her horny futa boss

2 years ago

ShemaleTaxi

public, outdoor, maid, cartoon, futanari, boss
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
04:41 81%

Ts Atorney With Big Cock Fuck Milf Boss - Venus Lux

3 years ago

ShemaleZ

MILF, shemale and girl, boss
06:15 81%

Secretary ladyboy with big tits Tata anal pleases her boss

4 years ago

xHamster

teen (18+), teen anal (18+), ladyboy, secretary, boss
35:58 81%

Jaquelin Braxton Takes Down The Boss

5 years ago

ShemaleZ

MILF, big tits, BDSM, boss
12:50 80%

GenderXFilms - inked Trans boss Orders big black cock To Blow Her -

3 months ago

ShemaleTaxi

black, shemale, anal, big ass, blonde, big cock, ass
20:05 80%

Sexy shemale boss fuck visitor

8 years ago

DrTuber

ebony, 18, boss, shemale fucks guy
23:42 79%

The Boss Adam With Erica Cherry And Sabina Steele

2 years ago

ShemaleZ

threesome, boss
14:46 79%

Doctor Boss

5 years ago

TXXX

doctor, boss
41:33 78%

Shes The Boss

3 years ago

TrannyOne

shemale, office, boss
07:00 78%

Kinky Transsexual Boss Joanna Jet Fucking Blonde Babe Sarah Vandella

10 years ago

AnyPorn

boss
23:13 77%

Stockinged blonde tranny fucks and creampies her ass licking boss

7 years ago

TrannyOne

creampie, boss, anal
05:59 77%

Tranny boss ass fucks blonde girl on her first day at the job

3 years ago

HellPorno

office, babe, secretary, boss
21:00 77%

Secret sheboy Secretary Opens pleasant butt For Boss

6 years ago

ShemaleZ

secretary, boss
06:57 76%

Shemale Porn Video Horny Secretary Inseminated By Boss!

3 months ago

TrannyOne

shemale, german, anal, secretary
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+)
2:09:24 76%

Shemales bosses

5 years ago

Upornia

shemale, blowjob, boss
21:54 75%

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
05:41 75%

Horny Boss Asslicks And Barebacks The Blonde Tgirl - Emma Rose

3 years ago

TXXX

small cock, ass licking, boss, big cock
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
06:56 73%

Horny Secretary Inseminated By Boss!

1 year ago

BeMyHole

mature, german, mature anal, anal, secretary, boss
12:41 73%

Trans Babysitter Aubrey Kate Gets Assfucked By Her Boss For Some Extra Cash

1 year ago

BeMyHole

handjob, beauty, blowjob, money, big tits, dogging, facesitting
20:22 73%

Nina Lawless Xxx - Nina Lawless - Smoking Boss Bitch

2 years ago

ShemaleZ

smoking, boss, solo
05:09 72%

Blond Hair Babe Ts boss fucks redhead employee

5 years ago

XoZilla

latex, anal, fetish, bondage, BDSM, redhead, ladyboy
05:59 72%

My Boss Is A Transsexual!

6 years ago

ShemaleZ

domination, boss, shemale fucks guy
26:16 70%

Old boss with her tranny secretary

5 years ago

ShemaleZ

mature, creampie, fetish, outdoor, lingerie, uniform, ass to mouth
05:08 68%

Crossdresser takes trannys chopper up his rear end

5 years ago

XoZilla

maid, uniform, boss
05:45 68%

Busty Shemale Boss Gets Her Ass Licked And Barebacked By Bbc

2 years ago

ShemaleZ

amateur, interracial, BBC, boss
05:50 67%

Johanna Badine In Latin Milf Shemale Sucked Off And Anals Boss

1 year ago

ShemaleZ

mature, mature anal, boss, shemale fucks guy
06:24 64%

Strict boss...! Warning or swallow sperm?

1 year ago

xHamster

shemale, blowjob, sperm, swallow, boss
06:01 63%

Raunchy Slender Boss Shemale Surprised A Muscular Worker With Nataly Gold

3 years ago

HClips

18, surprise, 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
27:16 62%

Young Boss exposes his older secretary to a lustful slut!

3 years ago

TrannyOne

mature, secretary, slut, boss, shemale
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
05:42 59%

Tall imperious shemale rectal bangs her boss

5 years ago

HDSex

tall, domination
06:25 56%

Strict boss...! Warning or swallow sperm?

5 months ago

TrannyOne

big ass, amateur, swallow, sperm, 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
06:58 55%

Sexy secretary Kassondra Raine enjoys sex with boss tranny lady Kelli Lox

4 years ago

BravoTube

secretary, boss
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
57:21 50%

Horny latina secretaries enslave and dominate their boss

3 years ago

AShemaleTube

mature, fetish, uniform, cumshot, group, secretary, boss
26:29 50%

Riley Storm Assistant Pummel

4 years ago

TrannyGem

creampie, office, old and young (18+), secretary, boss
06:26 48%

Dicky Office Girl Tata Hels Her Boss To Cum

1 year ago

DrTuber

blowjob, POV, ladyboy, office, boss, shemale and girl
17:19 47%

Slim ladyboy maid tops her boss

3 years ago

AShemaleTube

maid, uniform, boss, shemale fucks guy, asian, ladyboy
17:27 47%

Shemale Boss

8 years ago

TXXX

small tits, boss, shemale fucks guy
55:22 46%

Lesbian training by female boss and used as a toy

1 year ago

JizzBunker

shemale, lesbian, train, japanese, boss, japanese lesbian
09:06 27%

Sissy Secretary Seduces Boss

4 years ago

xHamster

secretary, sissy, boss
03:03 8%

Shemale Gets Fucked by Her Boss in the Office Family Affair

3 years ago

xHamster

MILF
10:08

Hot Maid TRANS Melyna Merli Fucked By The Boss While His Wife Works - Monster Cock - Yago Ribeiro

4 days ago

BeMyHole

maid, monster, boss, ass licking
16:02

Dominated By My Female Boss - Indonesian Femdom With Awek Melayu

11 months ago

ShemaleZ

femdom, indonesian, boss
38:25

My Married Boss Fucked Me Like a Slut

1 week ago

xHamster

amateur, cute, shemale, anal, big ass, big tits, ass
16:58

Boss futanari

4 weeks ago

AShemaleTube

amateur, futanari, shemale, boss
05:04

Big Tits TS Anal Fucks Man Boss

3 years ago

BeMyHole

redhead, short hair, boss, shemale fucks guy
05:05

Secretary fucking with boss in lingerie sex

5 years ago

ShemaleZ

lingerie, secretary, boss
08:06

Beautiful Trans Bareback Anal With Her New Boss

4 months ago

ShemaleZ

tattoo, shemale, beauty, lingerie, boss
09:30

Latina Trans Maid Succumbs To Boss Weenie

3 months ago

HClips

amateur, latina, big cock, boss, maid
05:20

TS atorney with immense manstick bang MILF boss

3 weeks ago

ShemaleMovie

boss, shemale, MILF, BDSM, anal, creampie
07:19

Horny secretary inseminated by the boss!

11 months ago

XXXDan

beauty, german, big tits, secretary, 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
03:03

Shemale gets fucked by her boss during a family affair in the office

11 months ago

JizzBunker

office, cartoon, boss
13:00

Beautiful Trans Bareback Anal with Her New Boss

5 months ago

AShemaleTube

blowjob, shemale, bareback, anal, beauty, boss
13:16

Big Booty Shemale Secretary Gets Fucked By Her Boss

4 months ago

ShemaleZ

secretary, big ass, shemale
05:12

Black Secretary Makes Her Boss Lick Her butt hole - female domination

8 months ago

ShemaleTaxi

black, facesitting, domination, boss, secretary
43:56

Secretary gets her pussy plowed by her hung tranny boss

7 years ago

TrannyOne

secretary, boss
12:48

Exciting Trans Couple Spitroast Hunk Boss - GenderXFilms

2 months ago

XoZilla

big cock, ass licking, couple, handjob, threesome, blowjob
21:26

Young Stud Gets Stuffed By Shemale Boss Joanna Jet

9 months ago

AShemaleTube

shemale fucks guy, boss
06:31

Dillon Diaz gets sexual punshment from transgender boss

1 year ago

AShemaleTube

boss
29:22

Indian Boss Fucked Hot Shemale

1 year ago

ShemaleZ

indian, teen (18+), boss
07:59

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

2 weeks ago

GetTranny

futanari, japanese, gangbang, skirt, asian
38:57

Marissa Minx Transgendered Bosses

3 years ago

ShemaleZ

MILF, boss
10:32

Fetish femdom lesbian sex in office with busty blonde lesbian boss

5 months ago

xTits

black, femdom, shemale, blowjob, creampie, lesbian, fetish
50:05

Hot Latina Secretaries Abuse And Dominate Their Boss

3 years ago

TrannyOne

shemale, secretary, boss
04:39

Shemale boss fucks deep throat employee

5 years ago

ShemaleZ

boss
06:20

Hijab woman get pound three dimensional

3 months ago

TrannyGem

lesbian, arab, cartoon, asian, domination
28:50

Lewd Secretaries gang Up On Their penis Manager

3 years ago

TrannyGem

office, gangbang, secretary, cum in mouth, domination, penis, boss
24:38

Secret doll-twunk gorgeous Assistant Opens saucy assfuck For Manager

4 years ago

TrannyGem

doll, office, boss, ladyboy
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
06:01

Shemale maid buttfucked by tranny boss

3 years ago

TrannyOne

maid, heels, boss
26:13

Boss Spurtingcumshotandcreamyhole

3 years ago

Upornia

asian, ladyboy, boss
06:49

Black Boss Tranny Breeding White Man

4 years ago

BeMyHole

redhead, boss, black, shemale fucks guy
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

4 weeks ago

ShemaleZ

fetish, asian, cumshot, gangbang, group, futanari, skirt
13:03

TRANSFIXED - Security Kasey Kei & Boss Izzy Wilde Almost Caught with New Hire in Office Elevator

4 months ago

SomePorn

office, threesome, boss, caught
05:18

Sapphic boss ass fucking nails bent over employee

8 months ago

ShemaleTaxi

strapon, gagging, bondage, BDSM, spanking, tied, boss
22:30

Regina Twist Pleasing The Beautiful Trans Boss

1 year ago

ShemaleZ

ass to mouth, boss, stockings
05:32

Horny shemale secretary knows how to relax her boss at the office

4 years ago

BeMyHole

pantyhose, office, glasses, shower, close up, titjob, secretary
07:00

Her boss did not know that she is a shemale

10 years ago

AnyPorn

boss
10:06

Petite shemale secretary gets barebacked by her bald boss

2 months ago

AShemaleTube

anal, boss, secretary

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