SHEMALE • SECRETARY 1,544 videos

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06:15 89%

Slim secretary fucks her boss for a bigger raise

2 years ago

HellPorno

anal, office, cumshot, secretary, cum in mouth, boss
07:27 92%

Office Secretary Ladyboy Saphire

7 years ago

ShemaleZ

beauty, teen (18+), asian, ladyboy, solo, office, masturbation
12:01 50%

MILFY Tough Boss Charli Demands Assistant Fucks Her Hard - Oliver Flynn

1 month ago

JizzBunker

blowjob, lesbian, squirt, wife, MILF, office, husband
02:33 88%

Naughty assistant cougar on sofa self facial cumshot monstrous cum shot

2 years ago

TrannyGem

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05:59 86%

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

5 years ago

HellPorno

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06:50 76%

Sissy secretary fucked hard bent over the table

2 years ago

xHamster

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26:16 78%

Old boss with her tranny secretary

6 years ago

ShemaleZ

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05:20 79%

Sissy secretary outfit

1 year ago

xHamster

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27:16 54%

Young Boss exposes his older secretary to a lustful slut!

4 years ago

TrannyOne

mature, secretary, slut, boss, shemale
06:16 93%

Cute shemale Candy Marie secretary plowed properly

4 years ago

TrannyOne

crossdresser, piercing, secretary, cute
16:19 71%

Hot teen fucked by black monster cock

6 years ago

ShemaleZ

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13:58 59%

A tempting secretary switched her stockings after work and jammed anal plug without panty to prepare for the secret nightwork.

4 months ago

ShemaleTaxi

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41:03 76%

Shemale Lesbian

6 years ago

TXXX

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10:52 40%

Delicious Trans Secretary Makes It Tasty.

2 weeks ago

BeMyHole

amateur, beauty, small cock, creampie, big ass, massage, fetish
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

12 months ago

BeMyHole

handjob, ebony, shemale, POV, chubby, MILF, big tits
41:49 90%

Yasmin Lee In Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

1 year ago

ShemaleZ

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05:06 83%

Geile sexdate encountered Pientje mijn cougar secretaresse slet

4 years ago

TrannyGem

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09:26 75%

The secretary is a little mega-bitch - part 1

1 year ago

ShemaleTaxi

stockings, french, lingerie, crossdresser, secretary, hotel, sissy
17:53

Horny secretary Sucked off Company chief to Promote Herself

4 days ago

ShemaleTaxi

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05:10 67%

My Secretary Turned Out to Be a Trans and I Fucked Her Anal with Strapon

2 months ago

$$ FapHouse

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10:21

Secretary makes a mistake and Trans Boss fucks him in every way possible and takes off the condom

2 months ago

AShemaleTube

boss, shemale, secretary
09:50 62%

Secretary half price until 5th june 2024 stripTango.com

2 years ago

TrannyGem

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16:36 66%

Aphrodite Adams - Ts Trans Secretary Drilled Raw On The Table

3 years ago

TXXX

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06:38 76%

Assistant Helps boss Relax at the Office- Plant girl & Riley Ivy

7 months ago

ShemaleTaxi

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12:14 84%

Ana Foxxx Is Extremely Protective Of Her Boss, Which Is Why She Wont Just Let Any Random Candidate Meet Her

1 year ago

BeMyHole

ebony, doctor, shemale and girl, secretary, reality, boss, femboy
09:25 79%

The secretary is a little slut - part 1

1 year ago

xHamster

mature, french, redhead, secretary, sissy
05:01 84%

TS secretary Melanie Brooks gets ass banged by her boss

4 years ago

TrannyOne

secretary, boss
07:40 89%

Crossdressing Assistant in Suntan Tights and Skirt Shoots A Load

4 years ago

TrannyGem

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01:19 75%

Sexy Secretary Bimbo

1 year ago

$$ FapHouse

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06:26 89%

Transgender secretary sucking and boned

5 years ago

ShemaleTaxi

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07:40 78%

Crossdressing Secretary in Tan Stockings and Miniskirt Cums

4 years ago

xHamster

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15:00 88%

Ebony tranny secretary in glasses fucked in office: Control Her Part 2 - Dante Colle

2 years ago

xHand

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34:41 77%

Girl/girl Enjoy in Underwear

6 years ago

TrannyGem

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07:59 80%

Tgirl Alina Stockings Hookup With Admirer And Jizm - Alina Wang, Roc Khard And Hard Rock

8 months ago

PePorn

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05:03

My secretary turned out to be a Trans and I plumbed her Anal with StrapOn

3 weeks ago

ShemaleTaxi

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08:29 62%

TS secretary with huge jugs cums inside her skirt

10 months ago

AShemaleTube

amateur, big tits, solo, cumshot, secretary, webcam, skirt
04:24 51%

Misstress Fucking Sissy Secretary On Public Toilet (almost Caught!)

3 years ago

ShemaleZ

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12:22 77%

Queen Bunnie: CD assistant tugging in High Heels

1 year ago

ShemaleTaxi

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02:09 75%

Pink Satin Blouse PVC Skirt

3 years ago

xHamster

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05:17 86%

Secretary stockings tease

3 years ago

xHamster

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49:49 57%

Horny latina secretary seduces and dominates her weenie boss

4 years ago

TrannyOne

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55:23 68%

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

9 months ago

XXXVogue

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05:36 72%

Naughty Wife 9

1 year ago

xHamster

mature, stockings, cheating, crossdresser, heels, secretary
26:29 62%

Riley Storm Assistant Pummel

5 years ago

TrannyGem

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05:04 84%

Asian Sissy secretary is a freeuse office stress release plaything

7 months ago

VideoSection

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06:57 81%

Shemale Porn Video Horny Secretary Inseminated By Boss!

1 year ago

TrannyOne

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07:00 79%

Dean Strong seduces his secretary and finds out that she is a shemale

12 years ago

AnyPorn

secretary, seduced, shemale
07:48

Sissy secretary in stockings

2 days ago

ShemaleMovie

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05:35 70%

She-male secretary buttfuck tears up her boss

1 year ago

ShemaleTaxi

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14:46 57%

Slim, pointy boobies secretary cheats on spouse with boss

4 months ago

IcePorn

secretary, boss, cheating
06:09 90%

Horny TS secretary gets her ass pounded hard by her hairy boss

5 years ago

BeMyHole

handjob, kissing, couple, hairy, office, ass licking, 69
13:17 92%

Crossdressing cute secretary

7 years ago

AShemaleTube

secretary, crossdresser, shemale
2:12:07 70%

Sissy Slut Secretary

6 years ago

ShemaleZ

secretary, slut, sissy, shemale
43:56 85%

Secretary gets her pussy plowed by her hung tranny boss

8 years ago

TrannyOne

secretary, boss, MILF
14:59

Chief Records Japanese Trans Secretary Getting Creampied - TGIRLS BUILDING

1 week ago

KeekAss

japanese, shemale, creampie, POV, secretary
26:37 40%

The Secretarys Dirty Report, Dildo, Orgasm, Pissing

3 months ago

$$ FapHouse

pissing, pantyhose, anal, polish, orgasm, dildo, cumshot
02:30 91%

Horny secretary milf on couch self facial big cumshot

2 years ago

AShemaleTube

MILF, lingerie, facial, secretary, sissy
04:51 83%

Pantyhosed Secretary Office

5 years ago

xHamster

pantyhose, office, secretary
10:31 55%

Huge-Chested TRANSSEXUAL Stunner Smashed Rigid on Standing Pose

5 years ago

TrannyGem

threesome, office, babe, secretary, webcam
08:20 79%

Secretary Slut LADYBOY Sucks Bosss Dick Instead Of Lunch

5 months ago

BeMyHole

amateur, shemale, thai, anal, asian, ladyboy, big cock
03:52 82%

CD secretary playing with her cock

1 year ago

AShemaleTube

mature, crossdresser, secretary, sissy, solo
23:21 92%

Brandy Scott - Secretary Fuck

13 years ago

AShemaleTube

blonde, vintage, secretary, shemale
26:42 64%

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

4 years ago

xHamster

beauty, russian, fisting, old and young (18+), food, secretary, boss
24:05

Black-and-white, big-natural-tits, ts-ejaculation

2 weeks ago

XXXVogue

office, shemale, ebony, orgasm, black, handjob
07:30

Ts Foxxy And Cami Strella - My Asian Secretary Wants Me To Fuck Her Pussy

3 weeks ago

ShemaleZ

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05:48 73%

Sizzling rosy secretary takes off

2 years ago

ShemaleTaxi

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05:05 50%

Secretary fucking with boss in lingerie sex

6 years ago

ShemaleZ

lingerie, secretary, boss
11:50 77%

Miss Secretary Gives Her Best For Your Pleasure

8 months ago

HClips

blonde, amateur, secretary
06:27 66%

The secretary is a tiny bitch #2

1 year ago

ShemaleTaxi

stockings, french, lingerie, crossdresser, secretary, hotel, sissy
03:43 47%

Julie The Secretary

4 years ago

TrannyOne

secretary
06:14 86%

Sissy assistant Seduces BBC boss Into Blacked rendezvous

1 month ago

ShemaleMovie

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06:25 64%

Coerced bi in the dark office!

2 years ago

xHamster

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07:17

Massager, anal gapes, huge ass shemale

1 week ago

XXXVogue

pantyhose, teen (18+), huge dildo, massage, teen anal (18+), dildo, riding
03:03 71%

Super-naughty assistant cougar ladyboy pulverize big black cock fuck stick on mirror much precum jizm rock-hard

2 years ago

TrannyGem

mom, MILF, dildo, lingerie, cumshot, vintage, cougar
39:55 74%

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

4 years ago

TrannyOne

fat, office, secretary, boss
29:51 45%

30 mins no break fellate spitroast contest!

7 months ago

TrannyGem

double anal, contest, gangbang, deepthroat, heels, secretary, slut
21:56 61%

Blonde tranny secretary is asked to fuck her bosss tight ass nice and hard

4 years ago

TrannyOne

office, secretary, tight
08:01 60%

Naughty shemale secretary seduces and sucks off her horny boss

7 years ago

TrannyOne

secretary, seduced, boss
07:19 94%

Horny secretary inseminated by the boss!

2 years ago

XXXDan

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25:21 92%

Asian secretary ladyboy is doing a great job

5 years ago

xHamster

teen (18+), asian, teen anal (18+), 18, secretary, domination
06:15

Big tits shemale secretary deep anal sex after posing and perfect blowjob

3 months ago

AShemaleTube

blowjob, 18, asian, ladyboy, secretary, lingerie
16:49 88%

Your Secretary

1 year ago

AShemaleTube

mature, redhead, crossdresser, masturbation, secretary, cum in mouth
28:15 84%

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

1 year ago

ShemaleZ

secretary, shemale, stockings, threesome, blonde
06:15 80%

Transgendered boss fucks her big tits secretary

1 year ago

AShemaleTube

big tits, boss, secretary
34:19 90%

Crossdresser japanese secretary fucking intensely

2 years ago

XXXDan

amateur, couple, japanese, lingerie, crossdresser, secretary, hardcore
07:19 78%

Horny secretary inseminated by boss!

2 years ago

xHamster

secretary, boss, beauty, big ass
27:50 90%

Lady-man hammered By Boss And Secretary

6 years ago

ShemaleZ

secretary, boss, shemale
05:29 80%

I attempted to wondrous off, but it only made it worse

1 month ago

HDSex

beauty, teen (18+), shemale, office, 18, secretary
08:00

Secretary Watches TS Boss Masturbating

2 days ago

SomePorn

big tits, bareback, anal, blowjob
08:35 82%

New she-male manager Tests Her Employee - Shemale Fucks Guy

1 year ago

ShemaleMovie

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15:01 78%

Trans secretary urprincesspea caught jerking off

2 years ago

AShemaleTube

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28:19 91%

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

3 years ago

TXXX

stockings, big ass, big tits, secretary, shemale, ass
08:00 72%

Astonishing Porn Video Transsexual Tattoo New Exclusive Version

3 years ago

GetTranny

secretary
06:09 65%

Transform him Into her secretary

4 years ago

TrannyOne

secretary
07:38 86%

Sissy secretary woring at home gets pegged by femdom boss

5 years ago

AShemaleTube

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05:46 80%

Hot shemale secretary Gabrielli masturbates in her office

8 years ago

ShemaleZ

office, secretary, heels
06:18 83%

Assistant Abby Kitty,pantyhose, high high-heeled slippers ,getting off ,popshot

4 years ago

TrannyGem

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05:51 82%

Mature CD secretary sucking the bosses son

1 year ago

AShemaleTube

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11:57 69%

Ab0382 Beauty Secretary Public Remote Control 绝美国产ts挑戰遠端遙控前列腺震動露出

3 years ago

ShemaleZ

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05:10 80%

Deepthroat Loving Ts Secretary Enjoys 69 With Boss In Office

3 years ago

ShemaleZ

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09:40 90%

Tgirl Alina stockings orgy with worshipper and jism rock-hard

4 years ago

TrannyGem

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15:51 57%

Cute TS Secretary with Her Boss

10 years ago

TXXX

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11:14 63%

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

1 year ago

ShemaleMovie

handjob, beauty, french, train, lingerie, BDSM, prostitute
06:16

Hung Shemale Secretary Office

1 week ago

ShemaleZ

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15:10

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

1 year ago

BeMyHole

blowjob, office, secretary, reality, domination, boss
16:02 60%

Boss makes trans secretary Anna Rose kneel down for a mouthful

1 year ago

XXXVogue

secretary, amateur, homemade, POV, boss
10:33 50%

Jerk Off Instructions Secrétaire Trans Salope Anale

1 year ago

TrannyGem

amateur, french, instruction, solo, JOI
04:01

Trans Secretary Fucks Her Boss

9 months ago

PornGem

boss, blowjob, secretary
13:14 82%

Tranny Blonde Boss fuck her chubby Ebony secretary MILF

10 months ago

YourLust

ebony, shemale, blowjob, chubby, secretary, boss
07:00 73%

Horny secretary Zarella Skies drops her clothes for a quickie

2 years ago

AnyPorn

secretary, clothed
24:29 93%

Shemale Secretary Bia Bastos in Hot Fucking Dick Flapping Action

4 years ago

TrannyOne

nipples, glasses, secretary, shemale
12:26 86%

Trans Honey Boned By Secretary

4 years ago

TrannyGem

big ass, secretary
50:05 63%

Hot Latina Secretaries Abuse And Dominate Their Boss

4 years ago

TrannyOne

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06:20 90%

Transbabes, buttfuck, shemale secretary

5 years ago

HDSex

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35:00

Blonde big titties assistant transgender princess anal and cumshot

1 month ago

ShemaleMovie

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06:49 50%

Naughty Wife 2

1 year ago

xHamster

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05:12 75%

Ochani struggles with anal invasion Hook restrain bondage

3 years ago

ShemaleMovie

bondage, tied, secretary, gape, crossdresser
06:56

Horny Secretary Inseminated By Boss! - Kim Wagner

8 months ago

PePorn

big cock, shemale, german, boss, office, secretary
06:15 85%

Ebony boss orders her black TS secretary Leilani Li to fuck her dark pussy

11 months ago

AShemaleTube

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04:06 40%

A guide to pleasing your ebony secretary with a sexy POV blowjob and pussy play

2 years ago

Sexu

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