SHEMALE • SECRETARY 257 videos

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16:36 65%

Aphrodite Adams - Ts Trans Secretary Drilled Raw On The Table

3 years ago

TXXX

big cock, secretary, stepmom, amateur, big tits
23:21 92%

Brandy Scott - Secretary Fuck

13 years ago

AShemaleTube

blonde, vintage, secretary, shemale
39:55 73%

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

4 years ago

TrannyOne

fat, office, secretary, boss
2:12:07 70%

Sissy Slut Secretary

6 years ago

ShemaleZ

secretary, slut, sissy, shemale
27:16 54%

Young Boss exposes his older secretary to a lustful slut!

4 years ago

TrannyOne

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21:56 61%

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

4 years ago

TrannyOne

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15:51 79%

The Secretary and The Boss

4 years ago

TrannyOne

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49:49 58%

Horny latina secretary seduces and dominates her weenie boss

4 years ago

TrannyOne

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43:56 85%

Secretary gets her pussy plowed by her hung tranny boss

8 years ago

TrannyOne

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27:50 90%

Lady-man hammered By Boss And Secretary

6 years ago

ShemaleZ

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15:01 77%

Trans secretary urprincesspea caught jerking off

2 years ago

AShemaleTube

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24:29 93%

Shemale Secretary Bia Bastos in Hot Fucking Dick Flapping Action

4 years ago

TrannyOne

nipples, glasses, secretary, shemale
26:29 61%

Riley Storm Assistant Pummel

5 years ago

TrannyGem

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21:00 80%

Secret sheboy Secretary Opens pleasant butt For Boss

8 years ago

ShemaleZ

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26:16 79%

Old boss with her tranny secretary

6 years ago

ShemaleZ

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34:41 77%

Girl/girl Enjoy in Underwear

6 years ago

TrannyGem

pantyhose, strapon, lesbian, office, strip, babe, heels
20:20 67%

Fatman and Secretary

5 years ago

ShemaleZ

redhead, secretary
36:59 82%

Gorgeous TS secretary fucks his bosss ass nice and hard

4 years ago

TrannyOne

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55:23 67%

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

9 months ago

XXXVogue

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22:34 85%

The secretary, the tranny and I

5 years ago

xHamster

italian, secretary, shemale fucks guy
15:10 83%

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

1 year ago

ShemaleZ

secretary, shemale, POV, big tits, office
28:27

Brooke smashes Assistant receives Her enchanting rump porked

6 years ago

TrannyGem

office, secretary, cute
15:10

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

11 months ago

BeMyHole

blowjob, office, secretary, reality, domination, boss
55:30

Transvestite Secretary

6 years ago

ShemaleZ

secretary, crossdresser
16:43

Guy fucks secretary tgirl

4 years ago

TrannyOne

secretary
26:42 67%

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

4 years ago

xHamster

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30:48 80%

TS Eating The Secretary

8 years ago

ShemaleZ

secretary
36:41

Individual Secretary Gets Up Close And Private - Jade Venus

2 months ago

KeekAss

blonde, close up, secretary
30:04 83%

Sexy boss fucks with secretary

13 years ago

AShemaleTube

secretary, boss
22:55 50%

Sissy Secretary in horny after work activities

3 years ago

xHamster

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16:47 81%

Sissy secretary gets fucked in toilets by the Boss

6 years ago

ShemaleZ

toilet, secretary, sissy, boss
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
41:59 80%

Secretarys Dommination

6 years ago

ShemaleZ

BDSM, secretary
22:18

His secretary is a secret transsexual

12 years ago

AShemaleTube

interracial, secretary
28:19 91%

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

3 years ago

TXXX

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34:46 75%

Foxy Angel - Secretary

4 years ago

TrannyOne

heels, secretary
2:12:38 57%

Sissy Slut Secretary

4 years ago

TrannyOne

office, secretary, slut, sissy
57:08 64%

Horny Latina Secretaries Enslave And Dominate Their Boss

4 years ago

TrannyOne

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57:21 59%

Horny latina secretaries enslave and dominate their boss

4 years ago

AShemaleTube

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1:08:39

Bawdy Secretaries

7 years ago

ShemaleZ

secretary
28:15 84%

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

1 year ago

ShemaleZ

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15:13 80%

Secretary gets her pussy plowed by her sexy tranny boss

8 years ago

TrannyOne

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15:12

The perfect Secretary !

6 years ago

TXXX

secretary
41:03 76%

Shemale Lesbian

6 years ago

TXXX

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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

11 months ago

BeMyHole

handjob, ebony, shemale, POV, chubby, MILF, big tits
34:19 89%

Crossdresser japanese secretary fucking intensely

2 years ago

XXXDan

amateur, couple, japanese, lingerie, crossdresser, secretary, hardcore
21:17

Naughty Secretary

6 years ago

AShemaleTube

homemade, crossdresser, 18, secretary
35:34 80%

Bearded dude gets spit roasted by delicious busty tranny secretaries

8 years ago

TrannyOne

threesome, secretary
17:04

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

4 years ago

TrannyOne

feet, secretary, tight, boss
57:51 71%

The transsexual secretary starring pasha ( 1981 uncommon flick )

5 years ago

ShemaleTaxi

vintage, secretary
56:22 83%

Grazyeli Silva - Slutty Secretary Tranny Fucked By 2 C

2 years ago

Upornia

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22:43

Brandy Scott - Secretary Fuck

6 years ago

TXXX

stockings, lingerie, blonde, secretary
16:44

Sexy TS Marika Ferreira Gets Masturbated And Assfucked In High Heels

2 years ago

BeMyHole

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24:29

Hawt Ladyboy Secretary Bia Very Precious Fuck

12 years ago

TXXX

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15:51 57%

Cute TS Secretary with Her Boss

10 years ago

TXXX

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43:19 40%

Stunning assistant try on haul in the chief office

3 years ago

ShemaleTaxi

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22:07

Shemale secretary gets a raise from her boss by fucking

7 years ago

TrannyOne

office, deepthroat, secretary, boss
16:42 80%

Guy fucks secretary tgirl

14 years ago

AShemaleTube

secretary, stockings
26:29 70%

Transvestite Secretary (uk 1992) Part 2 End

4 years ago

Upornia

vintage, secretary, amateur
42:38 48%

Horny Latina Secretary Gives It To Her Boss Good And Hard

5 years ago

BeMyHole

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47:07

Horny trans secretaries gang up on their weenie boss

4 years ago

TrannyOne

office, secretary, boss
15:01

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

9 months ago

ShemaleMovie

anal, stockings, blowjob, shemale, secretary
25:28

I Had Sex With My Shemale Secretary

3 years ago

ShemaleZ

asian, secretary
21:47

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

3 years ago

ShemaleTaxi

BDSM, cuckold, piercing, secretary, bareback, asshole, taxi
18:19

Busty TS secretary pleases her boss with her awesome dick handling skills

5 years ago

BeMyHole

kissing, glasses, heels, secretary, boss, missionary
19:13 53%

Jeanne Pink Transformation Into A Sexy Secretary No Secrets

2 years ago

IcePorn

big tits, secretary, solo
17:08

AB0381 Beauty secretary public remote control

1 year ago

JizzBunker

chinese, beauty, big ass, secretary, public
41:03 70%

Shemale Lesbian

6 years ago

ShemaleZ

lesbian, secretary
22:07 43%

Secretary Blow

2 years ago

XXXDan

vintage, secretary
18:50

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

2 years ago

ShemaleTaxi

teen (18+), JOI, shemale, secretary
44:09

Steamy office secretary do anything for a raise

1 month ago

ShemaleMovie

shemale, crossdresser, orgasm, stockings, secretary
17:51

Naughty Secretary Sucked off Company Boss to Promote Herself

9 months ago

$$ FapHouse

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26:04

Secretary by Elliotyip male x futa

3 months ago

TXXX

mature, secretary, cartoon, futanari
50:05 63%

Hot Latina Secretaries Abuse And Dominate Their Boss

4 years ago

TrannyOne

shemale, secretary, boss, threesome
37:58

Tranny Sabrina Vienna gets her tight ass spread open

2 years ago

JizzBunker

blowjob, secretary
30:44

Sissy secretary lunchtime fucking by boss

6 years ago

ShemaleZ

secretary, sissy, boss
20:52

T-girl smash her secretary

7 years ago

HDSex

secretary
41:49 90%

Yasmin Lee In Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

1 year ago

ShemaleZ

asian, BDSM, big cock, secretary, cum in mouth, domination, boss
16:19 71%

Hot teen fucked by black monster cock

6 years ago

ShemaleZ

cute, creampie, POV, couple, interracial, fisting, BBW
24:39

Handsome Stud Drills A Trans Secretary

8 years ago

ShemaleZ

secretary
23:03

Black Liquid Satin miniskirt with Satin Half slip

1 year ago

ShemaleMovie

black, pantyhose, solo, satin, skirt, secretary
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
57:51

Ts secretary

4 years ago

ShemaleTaxi

vintage, secretary, shemale fucks guy
15:36

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

9 months ago

ShemaleTaxi

threesome, double penetration, secretary
34:33 83%

Shemale boss and female secretary have some amazing sex together

6 years ago

TrannyOne

secretary, boss
16:21

A day at the office

1 year ago

XXXDan

secretary, mature, office, crossdresser
16:49 88%

Your Secretary

1 year ago

AShemaleTube

mature, redhead, crossdresser, masturbation, secretary, cum in mouth
23:50

Brunette secretary sex and cumshot

4 years ago

TrannyOne

office, secretary
30:16 80%

TS Eating The Secretary

6 years ago

ShemaleZ

shemale, secretary
23:22 89%

Young assistant interviews new secretary in shemale video

9 years ago

TrannyOne

audition, secretary
24:24

Lengthy ebony lined office microskirt

11 months ago

ShemaleMovie

pantyhose, solo, crossdresser, office, secretary, skirt
25:21

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

4 years ago

TrannyGem

office, secretary, boss
24:55

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

7 months ago

$$ FapHouse

french, fisting, bondage, sperm, deepthroat, secretary, cum in mouth
25:21 91%

Asian secretary ladyboy is doing a great job

5 years ago

xHamster

teen (18+), asian, teen anal (18+), 18, secretary, domination
15:32

TGIRLS XXX - Compilation Updates 31st Mar to 4th Apr 2

5 days ago

XoZilla

secretary, beauty, shemale, solo, masturbation, compilation
16:26

Redsecretary

8 years ago

TXXX

dildo, redhead, secretary
39:05 67%

Jane Marie Is A Ladyboy That Wants To Plow A Secretary

5 years ago

ShemaleZ

tattoo, ass licking, secretary
25:48

MY SECRETARY IS A SECRET sheboy 1 - Scene 4

8 years ago

ShemaleZ

secretary
23:21

Brandy Scott - Secretary Fuck

8 years ago

ShemaleZ

vintage, secretary
34:58 88%

Blonde big tits secretary shemale anal and cumshot

3 years ago

xHamster

anal, teen anal (18+), big tits, secretary, bareback
22:43

Brandy Scott - Secretary Fuck

6 years ago

ShemaleZ

secretary
16:15

Red secretary

6 years ago

HClips

secretary, amateur
15:05

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

1 year ago

ShemaleZ

shemale, secretary, big ass, ass, office, bareback
29:25

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

3 years ago

ShemaleZ

secretary, hotel, boss
15:28

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

1 year ago

ShemaleZ

shemale, stockings, lingerie, secretary
22:13

Horny Secretary Trapped at Home

6 years ago

HClips

fetish, secretary
24:29

Lovely tranny Secretary Bia Very lusty plow

8 years ago

ShemaleZ

secretary
24:08

MY SECRETARY IS A SECRET lady-boy 1 - Scene 1

6 years ago

TXXX

secretary
15:49

Transex secretary giving Her chief

1 year ago

ShemaleTaxi

cumshot, shemale fucks guy, brazil, secretary
17:06

Cutie assistant public remote manage

4 years ago

TrannyGem

public, secretary, vibrator, chastity
15:05

Hornyempresskay - The Secretary A Voyeurs Dream

3 years ago

Upornia

voyeur, secretary
28:37

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

4 years ago

TrannyOne

secretary, boss, hardcore, amateur
21:36 79%

Nasty lad in a whorey Skirt gets a Double Facial

1 year ago

ShemaleMovie

tattoo, facial, upskirt, secretary, cum in mouth, domination, skirt
15:41

The perfect Secretary !

8 years ago

ShemaleZ

secretary
21:38

BRUNETTE SHEMALE SECRETARY GIVE ME ASSHOLE AND SUCK ALL CUMSHOT

3 years ago

xHamster

anal, piercing, secretary, asshole, brunette, domination
1:58:31

Supreme Secretary Slave

11 years ago

Upornia

secretary
2:10:10

G Cup Breast Secretary

11 years ago

Upornia

secretary
1:02:12 75%

Chinese secretary 4

6 years ago

TXXX

BDSM, chinese, secretary, asian
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

1 year ago

ShemaleZ

ebony, POV, big ass, interracial, MILF, office, swallow
48:42

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

1 year ago

ShemaleMovie

handjob, french, train, lingerie, BDSM, crossdresser, prostitute

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