SHEMALE • SECRETARY 265 videos

Popular Latest Top rated

23:01

Training The Secretary

1 month ago

AShemaleTube

anal, shemale, secretary, fetish, big ass, train
2:12:07 70%

Sissy Slut Secretary

6 years ago

ShemaleZ

secretary, slut, sissy, shemale
23:21 90%

Brandy Scott - Secretary Fuck

13 years ago

AShemaleTube

blonde, vintage, secretary, shemale
15:51 77%

The Secretary and The Boss

4 years ago

TrannyOne

secretary, small tits, boss, shemale
39:55 75%

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

4 years ago

TrannyOne

fat, office, secretary, boss
15:01 79%

Trans secretary urprincesspea caught jerking off

2 years ago

AShemaleTube

homemade, stockings, caught, jerking, masturbation, secretary, sissy
16:36 66%

Aphrodite Adams - Ts Trans Secretary Drilled Raw On The Table

4 years ago

TXXX

big cock, secretary, stepmom, amateur, big tits
27:16 54%

Young Boss exposes his older secretary to a lustful slut!

4 years ago

TrannyOne

mature, secretary, slut, boss, shemale
43:56 85%

Secretary gets her pussy plowed by her hung tranny boss

9 years ago

TrannyOne

secretary, boss, MILF
49:49 57%

Horny latina secretary seduces and dominates her weenie boss

4 years ago

TrannyOne

secretary, boss, office, seduced, domination
21:56 62%

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

4 years ago

TrannyOne

office, secretary, tight
27:50 90%

Lady-man hammered By Boss And Secretary

6 years ago

ShemaleZ

secretary, boss, shemale
24:29 88%

Shemale Secretary Bia Bastos in Hot Fucking Dick Flapping Action

4 years ago

TrannyOne

nipples, glasses, secretary, shemale
55:23 69%

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

1 year ago

XXXVogue

beauty, stockings, blowjob, group, vintage, secretary, cum in mouth
26:29 65%

Riley Storm Assistant Pummel

5 years ago

TrannyGem

creampie, anal, office, old and young (18+), secretary, boss
26:16 80%

Old boss with her tranny secretary

7 years ago

ShemaleZ

mature, blowjob, creampie, fetish, outdoor, lingerie, ladyboy
22:18

His secretary is a secret transsexual

12 years ago

AShemaleTube

interracial, secretary
36:59 82%

Gorgeous TS secretary fucks his bosss ass nice and hard

4 years ago

TrannyOne

secretary, anal
21:00 76%

Secret sheboy Secretary Opens pleasant butt For Boss

8 years ago

ShemaleZ

secretary, boss, shemale
20:20 67%

Fatman and Secretary

6 years ago

ShemaleZ

redhead, secretary
30:48 83%

TS Eating The Secretary

8 years ago

ShemaleZ

secretary
22:34 83%

The secretary, the tranny and I

5 years ago

xHamster

italian, secretary, shemale fucks guy
34:41 77%

Girl/girl Enjoy in Underwear

7 years ago

TrannyGem

pantyhose, stockings, strapon, lesbian, office, shemale and girl, strip
36:41

Individual Secretary Gets Up Close And Private - Jade Venus

6 months ago

KeekAss

blonde, close up, secretary
28:27

Brooke smashes Assistant receives Her enchanting rump porked

6 years ago

TrannyGem

office, secretary, cute
2:12:38 67%

Sissy Slut Secretary

4 years ago

TrannyOne

office, secretary, slut, sissy
55:30 60%

Transvestite Secretary

7 years ago

ShemaleZ

secretary, crossdresser
22:55 47%

Sissy Secretary in horny after work activities

3 years ago

xHamster

stockings, masturbation, secretary, nylon, sissy, chastity, webcam
26:42 58%

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

4 years ago

xHamster

mature, beauty, russian, fisting, old and young (18+), food, secretary
57:08 64%

Horny Latina Secretaries Enslave And Dominate Their Boss

4 years ago

TrannyOne

BDSM, latina, secretary, domination, boss
28:19 89%

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

3 years ago

TXXX

stockings, big ass, big tits, secretary, shemale, ass
34:46 75%

Foxy Angel - Secretary

4 years ago

TrannyOne

heels, secretary
19:13 53%

Jeanne Pink Transformation Into A Sexy Secretary No Secrets

2 years ago

IcePorn

big tits, secretary, solo
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
30:04 88%

Sexy boss fucks with secretary

14 years ago

AShemaleTube

secretary, boss
24:29

Hawt Ladyboy Secretary Bia Very Precious Fuck

12 years ago

TXXX

ladyboy, secretary
16:47 81%

Sissy secretary gets fucked in toilets by the Boss

7 years ago

ShemaleZ

toilet, secretary, sissy, boss
24:45

Sensual-domination, jasmine-wolff, foot-job

1 month ago

XXXVogue

feet, blowjob, footjob, BDSM, office, secretary, domination
15:51 63%

Cute TS Secretary with Her Boss

10 years ago

TXXX

cute, creampie, secretary, small tits, boss
1:08:39

Bawdy Secretaries

8 years ago

ShemaleZ

secretary
34:19 91%

Crossdresser japanese secretary fucking intensely

2 years ago

XXXDan

amateur, couple, japanese, lingerie, crossdresser, secretary, hardcore
21:06

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

3 years ago

ShemaleZ

secretary
15:13 80%

Secretary gets her pussy plowed by her sexy tranny boss

9 years ago

TrannyOne

secretary, boss
16:43

Guy fucks secretary tgirl

4 years ago

TrannyOne

secretary
57:21 59%

Horny latina secretaries enslave and dominate their boss

5 years ago

AShemaleTube

mature, fetish, uniform, group, secretary, domination, boss
28:15 85%

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
15:12

The perfect Secretary !

6 years ago

TXXX

secretary
17:08

AB0381 Beauty secretary public remote control

1 year ago

JizzBunker

chinese, beauty, big ass, secretary, public
21:17

Naughty Secretary

6 years ago

AShemaleTube

homemade, crossdresser, 18, secretary
18:50

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

2 years ago

ShemaleTaxi

teen (18+), JOI, shemale, secretary
15:01

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

1 year ago

ShemaleMovie

anal, stockings, blowjob, shemale, secretary
35:34 80%

Bearded dude gets spit roasted by delicious busty tranny secretaries

9 years ago

TrannyOne

threesome, secretary
57:51 71%

The transsexual secretary starring pasha ( 1981 uncommon flick )

5 years ago

ShemaleTaxi

vintage, 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
23:35 85%

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

1 year ago

BeMyHole

handjob, ebony, shemale, chubby, MILF, big tits, dogging
22:43

Brandy Scott - Secretary Fuck

6 years ago

TXXX

stockings, lingerie, blonde, secretary
26:29 70%

Transvestite Secretary (uk 1992) Part 2 End

4 years ago

Upornia

vintage, secretary, amateur
16:42 82%

Guy fucks secretary tgirl

14 years ago

AShemaleTube

secretary, stockings
56:22 88%

Grazyeli Silva - Slutty Secretary Tranny Fucked By 2 C

2 years ago

Upornia

shemale, threesome, stockings, fetish, secretary, double penetration
41:03 70%

Shemale Lesbian

7 years ago

ShemaleZ

lesbian, secretary
22:07 43%

Secretary Blow

3 years ago

XXXDan

vintage, secretary
43:19 57%

Stunning assistant try on haul in the chief office

3 years ago

ShemaleTaxi

feet, office, heels, secretary, taxi, crossdresser
16:44

Sexy TS Marika Ferreira Gets Masturbated And Assfucked In High Heels

2 years ago

BeMyHole

heels, cum in ass, cum in mouth, secretary, feet
22:07

Shemale secretary gets a raise from her boss by fucking

7 years ago

TrannyOne

office, deepthroat, secretary, boss
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
42:38 48%

Horny Latina Secretary Gives It To Her Boss Good And Hard

5 years ago

BeMyHole

pantyhose, mature anal, office, secretary, webcam, boss, shemale fucks guy
50:05 63%

Hot Latina Secretaries Abuse And Dominate Their Boss

4 years ago

TrannyOne

shemale, secretary, boss, threesome
18:19

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

6 years ago

BeMyHole

kissing, glasses, heels, secretary, boss, missionary
47:07 50%

Horny trans secretaries gang up on their weenie boss

4 years ago

TrannyOne

office, secretary, boss
16:19 70%

Hot teen fucked by black monster cock

7 years ago

ShemaleZ

ebony, cute, black, creampie, POV, couple, interracial
24:42

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

1 year ago

ShemaleTaxi

blowjob, anal, secretary, taxi, BBC, shemale fucks guy
22:33

Misfortune of an Indecent Secretary

4 months ago

$$ FapHouse

dildo, solo, masturbation, amateur, secretary
26:04 57%

Secretary by Elliotyip male x futa

7 months ago

TXXX

mature, secretary, cartoon, futanari
24:39

Handsome Stud Drills A Trans Secretary

8 years ago

ShemaleZ

secretary
30:44

Sissy secretary lunchtime fucking by boss

6 years ago

ShemaleZ

secretary, sissy, boss
17:51

Naughty Secretary Sucked off Company Boss to Promote Herself

1 year ago

$$ FapHouse

big ass, brazil, BBW, tattoo, latina, 18, secretary
37:58

Tranny Sabrina Vienna gets her tight ass spread open

2 years ago

JizzBunker

blowjob, secretary
30:16 82%

TS Eating The Secretary

7 years ago

ShemaleZ

shemale, secretary
25:21 92%

Asian secretary ladyboy is doing a great job

5 years ago

xHamster

teen (18+), asian, teen anal (18+), 18, secretary, domination
20:52

T-girl smash her secretary

8 years ago

HDSex

secretary
23:03

Black Liquid Satin miniskirt with Satin Half slip

2 years ago

ShemaleMovie

black, pantyhose, solo, satin, skirt, secretary
41:49 91%

Yasmin Lee In Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

2 years ago

ShemaleZ

BDSM, big cock, secretary, cum in mouth, domination, boss, shemale fucks guy
24:24

Lengthy ebony lined office microskirt

1 year ago

ShemaleMovie

pantyhose, solo, crossdresser, office, secretary, skirt
23:22 82%

Young assistant interviews new secretary in shemale video

9 years ago

TrannyOne

audition, secretary
57:51

Ts secretary

5 years ago

ShemaleTaxi

vintage, secretary, shemale fucks guy
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
16:21

A day at the office

1 year ago

XXXDan

secretary, mature, office, crossdresser
23:21

Brandy Scott - Secretary Fuck

8 years ago

ShemaleZ

vintage, secretary
16:26

Redsecretary

8 years ago

TXXX

dildo, redhead, secretary
34:58 88%

Blonde big tits secretary shemale anal and cumshot

4 years ago

xHamster

anal, teen anal (18+), big tits, secretary, bareback, teen (18+)
15:28

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

2 years ago

ShemaleZ

shemale, stockings, lingerie, secretary
15:36

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

1 year ago

ShemaleTaxi

threesome, double penetration, secretary
35:00 60%

Blonde big titties assistant transgender princess anal and cumshot

3 months ago

ShemaleMovie

teen (18+), german, anal, big ass, teen anal (18+), facial, swallow
25:48

MY SECRETARY IS A SECRET sheboy 1 - Scene 4

8 years ago

ShemaleZ

secretary
25:21

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

4 years ago

TrannyGem

office, secretary, boss
23:50

Brunette secretary sex and cumshot

4 years ago

TrannyOne

office, secretary
22:43

Brandy Scott - Secretary Fuck

7 years ago

ShemaleZ

secretary
34:33 83%

Shemale boss and female secretary have some amazing sex together

6 years ago

TrannyOne

secretary, boss
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
16:17

TS Secretary gets It dirty

8 years ago

ShemaleZ

secretary
39:05 70%

Jane Marie Is A Ladyboy That Wants To Plow A Secretary

5 years ago

ShemaleZ

tattoo, ass licking, secretary
34:28 89%

Blonde Dicke Titten Sekretarin Shemale Anal Und Sperma Abgespritzt 35 Min

3 years ago

ShemaleZ

anal, fetish, MILF, big tits, 18, sperm, secretary
16:15

Red secretary

6 years ago

HClips

secretary, amateur
50:37 71%

Horny Mature Secretary Turns Her Boss Into A Submissive Bitch

5 years ago

BeMyHole

mature anal, office, secretary, boss, shemale fucks guy
29:25

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

3 years ago

ShemaleZ

secretary, hotel, boss
15:49

Transex secretary giving Her chief

1 year ago

ShemaleTaxi

cumshot, shemale fucks guy, brazil, secretary
21:38

BRUNETTE SHEMALE SECRETARY GIVE ME ASSHOLE AND SUCK ALL CUMSHOT

3 years ago

xHamster

anal, piercing, secretary, asshole, brunette, domination
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, MILF, office, swallow, blonde
24:08

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

7 years ago

TXXX

secretary
16:02 67%

Boss makes trans secretary Anna Rose kneel down for a mouthful

1 year ago

XXXVogue

secretary, amateur, homemade, POV, boss
15:41

The perfect Secretary !

8 years ago

ShemaleZ

secretary
16:49 88%

Your Secretary

1 year ago

AShemaleTube

mature, redhead, crossdresser, masturbation, secretary, cum in mouth
24:29

Lovely tranny Secretary Bia Very lusty plow

8 years ago

ShemaleZ

secretary
1:58:31

Supreme Secretary Slave

11 years ago

Upornia

secretary
15:15

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

7 months ago

BeMyHole

shemale, secretary, boss, domination, ass licking
41:59 80%

Secretarys Dommination

6 years ago

ShemaleZ

BDSM, secretary
22:13

Horny Secretary Trapped at Home

6 years ago

HClips

fetish, secretary
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
2:10:10

G Cup Breast Secretary

11 years ago

Upornia

secretary

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