SHEMALE • SECRETARY 248 videos

Popular Latest Top rated

15:17

Hot secretary with gigantic donk wants promotion, boss

1 week ago

IcePorn

shemale, bareback, ladyboy
54:00

Secretary Cumshow

2 months ago

$$ FapHouse

masturbation, creampie, mature anal
15:35

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

2 months ago

XXXDan

office, shemale, secretary
29:51 40%

30 mins no break fellate spitroast contest!

2 months ago

TrannyGem

stockings, double anal, crossdresser, contest, gangbang, deepthroat, heels
32:00

Dressing a Secretary to Put on the Sidewalk

2 months ago

$$ FapHouse

mature, shemale, amateur, secretary, bondage
24:55

The Secretary Gets Her Mouth Filled with Sperm. Big in Deep Throat and Fisting in the Final. Vanessabitchx

2 months ago

$$ FapHouse

french, fisting, bondage, sperm, deepthroat, secretary, cum in mouth
25:35

I Had Sex With My Shemale Secretary

2 months ago

BeMyHole

18, domination, anal
1:14:03

SexyGirlStephanieJames - sissy secretary fellating man meat is necessary

2 months ago

ShemaleTaxi

black, fat, chubby, BBW, dildo, ass, secretary
24:28

Satin Half slide with a blue lined pencil micro-skirt

3 months ago

ShemaleMovie

solo, pantyhose, skirt, satin, secretary
55:23 65%

Hot skinny trans secretary gets stuffed and filled with cum by big cocks

4 months ago

XXXVogue

stockings, blowjob, big cock, group, vintage, ass, secretary
15:01

This married chief enjoys to eat cock and asshole of his secretary before fuck her

4 months ago

ShemaleMovie

anal, stockings, blowjob, shemale, secretary
15:36

Mesmerized - Stylist Kenna James & Her secretary Khloe Kay pummel Gorgeous Client Ivory Mayhem

4 months ago

ShemaleTaxi

threesome, double penetration, secretary
18:15

Lined silk evening miniskirt and stockings

4 months ago

ShemaleMovie

crossdresser, solo, lingerie, skirt, secretary
20:42

Transgirl shag her secretary

4 months ago

TrannyGem

shemale, shemale and girl, secretary
25:23

Asian she-creature secretary being porked by her manager or to lose the job

4 months ago

ShemaleMovie

shemale, asian, thai, pantyhose
17:51

Naughty Secretary Sucked off Company Boss to Promote Herself

5 months ago

$$ FapHouse

big ass, brazil, BBW, tattoo, latina, 18, secretary
21:13

I smash the secretary of the law firm who turns out to be a very edible trans woman

5 months ago

ShemaleMovie

shemale
25:34

Dark-hued Office mini-skirt and velvety Half Slip

5 months ago

ShemaleMovie

crossdresser, pantyhose, office
2:01:12

Dass-658 Arrogant Shemale Secretary Gets Flowers By Her Boss And Gives Him Anal Entertainment Renka Yuzuki

5 months ago

ShemaleZ

asian, japanese, shemale, stockings, secretary
15:01

MESMERIZED - COUGAR Magician Penny Barber & Secretary Zariah Aura Argue During Experience, HAVE STIFF FUCKY-FUCKY

5 months ago

TrannyGem

big ass, big cock, shemale, shemale and girl, cougar, riding
22:56

Sissy assistant in horny after work activities

5 months ago

ShemaleMovie

sissy, secretary
24:24

Lengthy ebony lined office microskirt

6 months ago

ShemaleMovie

pantyhose, solo, crossdresser, office, secretary, skirt
39:13

Trans Secretary Gets Fucked In The Ass And Cummed On Glasses Andreza Fernandes

6 months ago

AShemaleTube

big ass, shemale, big tits, anal, cum in ass, glasses
23:35 88%

Horny Ebony Milf Gets Fucked By Her Big Titted Big Cock Trans Boss In The Office, Swallows All Her Cum - Carla Morelli And Lizzy Laynes

6 months ago

BeMyHole

handjob, ebony, shemale, POV, anal, chubby, MILF
15:10

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

7 months ago

BeMyHole

blowjob, anal, office, secretary, reality, domination, boss
15:30 76%

The Boss Put His Trans Secretary On His Knees And Gave Her A Mouthful - Anna Rose

7 months ago

BeMyHole

amateur, blowjob, glasses, secretary, boss, brunette
24:45

Sasha Foxxx predominates the entire Office

7 months ago

ShemaleMovie

feet, footjob, BDSM, office, secretary, domination, sensual
23:38

Asian she-male donkistant grants ass - BIG COCK

7 months ago

ShemaleMovie

beauty, teen (18+), teen anal (18+), BDSM, chinese, secretary
28:06 71%

Caged Sissy Secretary Rides Thick Anal Dildo

7 months ago

$$ FapHouse

sissy, secretary, dildo
48:42

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

7 months ago

ShemaleMovie

handjob, beauty, french, train, lingerie, BDSM, crossdresser
15:10 80%

Cliff Jensen And Brittney Kade - Sexy Secretary Gets Free-use Fucked At The Office For Bosss Birthday

7 months ago

ShemaleZ

secretary, shemale, POV, big tits, office
37:08

Trans Secretary Andreza Gets Fucked In The Ass And Cummed On Glasses - Andreza Fernandes

8 months ago

ShemaleZ

brazil, big tits, tattoo, glasses, ass, secretary, cum in ass
15:05

Sexy Secretary Gets Free-use Fucked At The Office For Bosss Birthday 15 Min With Cliff Jensen And Brittney Kade

8 months ago

ShemaleZ

shemale, secretary, big ass, ass, office, bareback
39:13

Andreza Trans Secretary Gets Fucked In The Ass And Cummed On Glasses

8 months ago

ShemaleZ

glasses, shemale, secretary, big ass, big cock, ass
23:41

Blue lined flight attendant uniform microskirt with shiny pantyhose

8 months ago

ShemaleMovie

shemale, crossdresser, secretary, pantyhose, skirt
16:49 90%

Your Secretary

8 months ago

AShemaleTube

mature, redhead, crossdresser, masturbation, secretary, cum in mouth
40:53

Asian inexperienced she-creature secretary getting poked by her bosses

8 months ago

ShemaleMovie

homemade, anal, 18, shemale and girl, secretary, boss
21:36 75%

Nasty lad in a whorey Skirt gets a Double Facial

9 months ago

ShemaleMovie

tattoo, facial, upskirt, secretary, cum in mouth, domination, skirt
15:35

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

9 months ago

AnySex

anal, boss, stockings, secretary, office
28:12

Working from Home is so much fun with a Sissy assistant.

9 months ago

ShemaleMovie

sissy, strapon, domination, shemale, british
15:39 67%

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

10 months ago

xHamster

blowjob, office, big cock, secretary, bareback, boss
23:26 80%

Lizzy Laynez And Carla Morelli In Horny Ebony Milf Gets Fucked By Her Big Titted Big Cock Trans Boss In The Office, Swallows All Her Cum Lizzy Laynes 24 Min

10 months ago

ShemaleZ

ebony, shemale, POV, big ass, interracial, MILF, office
16:21

A day at the office

10 months ago

XXXDan

secretary, mature, office, crossdresser
18:53

Lengthy Lined Grey Office microskirt and velvety Half Slip

11 months ago

ShemaleMovie

lingerie, pantyhose, secretary
16:02

Boss makes trans secretary Anna Rose kneel down for a mouthful

11 months ago

XXXVogue

secretary, amateur, homemade, POV, boss
28:15 81%

Bbusty Milf Alura Joins Her Hubby In Fucking His Ts Secretary With Alura Jenson And Shiri Trap

11 months ago

ShemaleZ

secretary, shemale, stockings, threesome, blonde
17:08

AB0381 Beauty secretary public remote control

11 months ago

JizzBunker

chinese, beauty, big ass, secretary, public
24:42

My Secretary Is a Trans with a immense boner and She tears up Me Everyday: Is a Dream!!

11 months ago

ShemaleTaxi

blowjob, anal, secretary, taxi, BBC, shemale fucks guy
15:49

Transex secretary giving Her chief

1 year ago

ShemaleTaxi

cumshot, shemale fucks guy, brazil, secretary
35:08

Towheaded dicke titten Sekretärin tranny ass-fuck und sperma abgespritzt

1 year ago

ShemaleMovie

creampie, german, big tits, sperm, ass, secretary, cum in mouth
21:55

My dream is to have a kick ass trans secretary

1 year ago

JizzBunker

big cock, shemale, secretary
25:28

Blonde big ass shemale get anal fuck

1 year ago

XXXDan

shemale, big ass, latina, british, big cock, beauty
15:06

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

1 year ago

ShemaleTaxi

stockings, shemale, lingerie, secretary, heels
24:40

My Secretary Is a Trans with a Big Dick and She Fucks Me Everyday: Is a Dream!!

1 year ago

XXXDan

shemale, big cock, black, blowjob, brazil, ebony
20:45

Satin slip under my Office micro-skirt

1 year ago

ShemaleMovie

shemale, skirt, office, secretary
27:29 71%

Heels, stockings and Heavenly crevice

1 year ago

ShemaleMovie

pantyhose, stockings, lingerie, crossdresser, office, heels, femboy
36:59

Shemale Porn Video Gorgeous TS secretary fucks his bosss ass nice and hard

1 year ago

TrannyOne

shemale, secretary
15:52

The boss put the secretary on her knees and brought his penis to her mouth - Anna Rose

1 year ago

PornHub

teen anal (18+), secretary
41:49 93%

Yasmin Lee In Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

1 year ago

ShemaleZ

BDSM, big cock, secretary, cum in mouth, domination, boss, shemale fucks guy
26:04

Secretary

1 year ago

AShemaleTube

shemale fucks guy, secretary
15:28

Fabulous Xxx Movie Tranny Big Tits Best Will Enslaves Your Mind - Raissa Nevada

1 year ago

ShemaleZ

shemale, stockings, lingerie, secretary
23:03

Black Liquid Satin miniskirt with Satin Half slip

1 year ago

ShemaleMovie

black, pantyhose, solo, satin, skirt, secretary
25:21

Asian secretary ladyboy does a great job

1 year ago

XXXDan

shemale, asian, secretary
28:23

Working from home is much more fun with a Sissy secretary

1 year ago

ShemaleMovie

feet, homemade, strapon, heels, secretary, sissy
34:19 88%

Crossdresser japanese secretary fucking intensely

1 year ago

XXXDan

amateur, blowjob, couple, japanese, lingerie, crossdresser, secretary
40:52

Asian amateur ladyboy secretary gets fucked by her bosses

1 year ago

JizzBunker

ladyboy, shemale, asian, boss, secretary
56:22 83%

Grazyeli Silva - Slutty Secretary Tranny Fucked By 2 C

1 year ago

Upornia

shemale, threesome, stockings, fetish, secretary
15:42

Transex Secretary Giving Her Boss

1 year ago

ShemaleZ

shemale, secretary, boss
19:33

Iranian shemale has sex with an Egyptian woman, hot sex

1 year ago

xHamster

femdom, bisexual, maid, upskirt, secretary, cum in mouth
25:37

Asia secretary tranny is doing a great job

1 year ago

AShemaleTube

homemade, shemale, secretary
15:48

Transex secretary giving it to her boss

1 year ago

XXXDan

shemale, blowjob, anal, cumshot, secretary, boss
15:48

Transex Secretary Giving Her Boss

1 year ago

xHamster

blowjob, big ass, brazil, tattoo, secretary, boss
18:50

JOI ( preview) - Your secretary would do anything to keep her job.

1 year ago

ShemaleTaxi

teen (18+), JOI, shemale, secretary
16:44

Sexy TS Marika Ferreira Gets Masturbated And Assfucked In High Heels

1 year ago

BeMyHole

heels, cum in ass, cum in mouth, secretary, feet
28:11

Working from Home is so much fun with a Sissy Secretary

1 year ago

JizzBunker

femdom, strapon, mature anal, couple, funny, british, secretary
34:35

Blonde Blonde Big Tits Secretary Shemale Anal And Cumshot

1 year ago

BeMyHole

teen (18+), blowjob, german, secretary, glasses
19:13 50%

Jeanne Pink Transformation Into A Sexy Secretary No Secrets

1 year ago

IcePorn

big tits, secretary, solo
23:36

Asian transexual secretary gives ass - BIG COCK

1 year ago

JizzBunker

small cock, asian, chinese, secretary, amateur
37:58

Tranny Sabrina Vienna gets her tight ass spread open

2 years ago

JizzBunker

blowjob, secretary
15:01 73%

Trans secretary urprincesspea caught jerking off

2 years ago

AShemaleTube

homemade, stockings, caught, jerking, masturbation, secretary, sissy
22:07 43%

Secretary Blow

2 years ago

XXXDan

vintage, secretary
21:21

I poke the secretary of the law firm who turns out to be a very jiggly trans nymph

2 years ago

ShemaleTaxi

secretary
21:06

I Fuck The Secretary Of The Law Firm Who Turns Out To Be A Very Delicious Trans Girl

2 years ago

ShemaleZ

secretary
34:35

Blonde Big Boobs Secretary Shemale Anal And Cum Shot

2 years ago

BeMyHole

german, glasses, 69, babe, secretary
21:12

I fuck the secretary of the law firm who turns out to be a very delicious trans girl

2 years ago

xHamster

secretary
27:49

Working From Home As A Chastity Sissy Secretary Is So Much Fun

2 years ago

ShemaleZ

fisting, secretary, chastity
22:49 40%

Sissy Secretary In Horny After Work Activities

2 years ago

ShemaleZ

stockings, secretary, webcam, sissy
22:55 47%

Sissy Secretary in horny after work activities

2 years ago

xHamster

stockings, masturbation, secretary, nylon, webcam, sissy, chastity
43:44

Hot Office Secretary Do Anything For A Raise

2 years ago

ShemaleZ

fisting, office, secretary, toys
19:37

Abstemious Girl Is Desperate With Extreme Anal Sex

2 years ago

ShemaleZ

handjob, secretary, interracial
15:10

This married manager enjoys to eat pecker and asshole of his secretary before fuck her in stockings and boots

2 years ago

ShemaleTaxi

blowjob, boots, secretary, asshole, taxi, shemale fucks guy
43:19 40%

Stunning assistant try on haul in the chief office

2 years ago

ShemaleTaxi

feet, office, heels, secretary, taxi, crossdresser
34:58

Blonde Big Tits Secretary Shemale Anal And Cumshot

2 years ago

Upornia

fetish, big tits, secretary
21:47

Brunette SHEMALE SECRETARY GIVE ME ASSHOLE AND gargle ALL cum-shot

2 years ago

ShemaleTaxi

BDSM, cuckold, piercing, secretary, bareback, asshole, taxi
29:25

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

2 years ago

ShemaleZ

secretary, hotel, boss
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
21:38

BRUNETTE SHEMALE SECRETARY GIVE ME ASSHOLE AND SUCK ALL CUMSHOT

3 years ago

xHamster

anal, piercing, secretary, asshole, brunette, domination
30:08

Venus Lux – Secretary Gets A Bonus

3 years ago

KeekAss

blowjob, tattoo, secretary, shemale fucks guy
28:19 94%

Jane Marie - Fabulous Sex Scene Shemale Big Tits Best Ever Seen

3 years ago

TXXX

stockings, big ass, big tits, secretary, shemale, ass
25:28 89%

Blonde big ass shemale get anal fuck

3 years ago

xHamster

german, latina, blonde, secretary
34:28 91%

Blonde Dicke Titten Sekretarin Shemale Anal Und Sperma Abgespritzt 35 Min

3 years ago

ShemaleZ

anal, fetish, MILF, 18, sperm, secretary, cum in mouth
25:28

I Had Sex With My Shemale Secretary

3 years ago

ShemaleZ

asian, secretary
16:36 62%

Aphrodite Adams - Ts Trans Secretary Drilled Raw On The Table

3 years ago

TXXX

big cock, secretary, stepmom, amateur
34:58 80%

Blonde big tits secretary shemale anal and cumshot

3 years ago

xHamster

anal, teen anal (18+), big tits, secretary, bareback
21:41

Transsexual Secretary Strokes At Work - Thaysa Carvalho

3 years ago

ShemaleZ

tattoo, secretary, brunette
29:51

More camming stream for you guys :)

3 years ago

xHamster

secretary, JOI
59:50

My 1 hour camming video

3 years ago

xHamster

secretary, serbian
17:02

Amazing Xxx Video Tranny Tattoo Incredible , Watch It With Aphrodite Adams

3 years ago

ShemaleZ

secretary
23:47

Office Huge-Chested Futas - Futa Samus x Futa Raphtalia

3 years ago

TrannyGem

3D, office, anime, secretary, cartoon, futanari
23:34

Sissy сбежала из офиса чтобы поиграться со своей сладкой попкой

3 years ago

TrannyGem

office, riding, secretary
15:05

Hornyempresskay - The Secretary A Voyeurs Dream

3 years ago

Upornia

voyeur, secretary
57:08 66%

Horny Latina Secretaries Enslave And Dominate Their Boss

3 years ago

TrannyOne

BDSM, latina, secretary, domination, boss
15:51 79%

The Secretary and The Boss

3 years ago

TrannyOne

secretary, small tits, boss, shemale
24:29 92%

Shemale Secretary Bia Bastos in Hot Fucking Dick Flapping Action

3 years ago

TrannyOne

nipples, glasses, secretary
50:37 13%

Horny secretary has her way with the boss

3 years ago

TrannyOne

office, secretary, boss
16:01

Secretary

3 years ago

ShemaleMovie

secretary
28:50 57%

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

3 years ago

TrannyOne

secretary, boss
20:08

Hot BDSM Boss Plugs And Disciplines Bimbo Secretary For Mistakes

3 years ago

TrannyOne

secretary, boss, hardcore
25:21

Fantastic Katoey Transgender Princess manager working her donk off for a success biz

3 years ago

TrannyGem

office, secretary, boss
16:43

Guy fucks secretary tgirl

3 years ago

TrannyOne

secretary

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