SHEMALE • SECRETARY 248 videos

Popular Latest Top rated

2:12:07 69%

Sissy Slut Secretary

6 years ago

ShemaleZ

secretary, slut, sissy, shemale
16:36 62%

Aphrodite Adams - Ts Trans Secretary Drilled Raw On The Table

3 years ago

TXXX

big cock, secretary, stepmom, amateur
23:21 91%

Brandy Scott - Secretary Fuck

12 years ago

AShemaleTube

blonde, vintage, secretary, shemale
21:56 59%

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

4 years ago

TrannyOne

office, secretary, tight
27:16 57%

Young Boss exposes his older secretary to a lustful slut!

4 years ago

TrannyOne

mature, secretary, slut, boss, shemale
15:01 73%

Trans secretary urprincesspea caught jerking off

2 years ago

AShemaleTube

homemade, stockings, caught, jerking, masturbation, secretary, sissy
49:49 56%

Horny latina secretary seduces and dominates her weenie boss

4 years ago

TrannyOne

secretary, boss, office, seduced
15:51 79%

The Secretary and The Boss

3 years ago

TrannyOne

secretary, small tits, boss, shemale
43:56 86%

Secretary gets her pussy plowed by her hung tranny boss

8 years ago

TrannyOne

secretary, boss, MILF
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
19:13 50%

Jeanne Pink Transformation Into A Sexy Secretary No Secrets

1 year ago

IcePorn

big tits, secretary, solo
24:29 92%

Shemale Secretary Bia Bastos in Hot Fucking Dick Flapping Action

3 years ago

TrannyOne

nipples, glasses, secretary
26:29 58%

Riley Storm Assistant Pummel

5 years ago

TrannyGem

creampie, anal, office, old and young (18+), secretary, boss
27:50 93%

Lady-man hammered By Boss And Secretary

6 years ago

ShemaleZ

secretary, boss, shemale
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
22:49 40%

Sissy Secretary In Horny After Work Activities

2 years ago

ShemaleZ

stockings, secretary, webcam, sissy
20:20

Fatman and Secretary

5 years ago

ShemaleZ

redhead, secretary
21:00 84%

Secret sheboy Secretary Opens pleasant butt For Boss

7 years ago

ShemaleZ

secretary, boss, shemale
36:59 82%

Gorgeous TS secretary fucks his bosss ass nice and hard

4 years ago

TrannyOne

secretary, anal
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
34:46 75%

Foxy Angel - Secretary

4 years ago

TrannyOne

heels, secretary
26:16 78%

Old boss with her tranny secretary

6 years ago

ShemaleZ

mature, creampie, fetish, outdoor, lingerie, ladyboy, uniform
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
17:51

Naughty Secretary Sucked off Company Boss to Promote Herself

5 months ago

$$ FapHouse

big ass, brazil, BBW, tattoo, latina, 18, secretary
24:29

Hawt Ladyboy Secretary Bia Very Precious Fuck

12 years ago

TXXX

ladyboy, secretary
34:41 78%

Girl/girl Enjoy in Underwear

6 years ago

TrannyGem

pantyhose, strapon, lesbian, office, strip, babe, heels
22:18

His secretary is a secret transsexual

12 years ago

AShemaleTube

interracial, secretary
28:27

Brooke smashes Assistant receives Her enchanting rump porked

6 years ago

TrannyGem

office, secretary, cute
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
16:47 81%

Sissy secretary gets fucked in toilets by the Boss

6 years ago

ShemaleZ

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

Secretarys Dommination

6 years ago

ShemaleZ

BDSM, secretary
16:43

Guy fucks secretary tgirl

3 years ago

TrannyOne

secretary
30:04

Sexy boss fucks with secretary

13 years ago

AShemaleTube

secretary, boss
30:48

TS Eating The Secretary

7 years ago

ShemaleZ

secretary
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
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
55:30

Transvestite Secretary

6 years ago

ShemaleZ

secretary, crossdresser
57:08 66%

Horny Latina Secretaries Enslave And Dominate Their Boss

3 years ago

TrannyOne

BDSM, latina, secretary, domination, boss
1:08:39

Bawdy Secretaries

7 years ago

ShemaleZ

secretary
24:45

Sasha Foxxx predominates the entire Office

7 months ago

ShemaleMovie

feet, footjob, BDSM, office, secretary, domination, sensual
26:42 70%

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

4 years ago

xHamster

beauty, russian, fisting, old and young (18+), food, secretary, boss
57:21 58%

Horny latina secretaries enslave and dominate their boss

4 years ago

AShemaleTube

mature, fetish, uniform, cumshot, group, secretary, domination
2:12:38 57%

Sissy Slut Secretary

4 years ago

TrannyOne

office, secretary, slut, sissy
15:12

The perfect Secretary !

6 years ago

TXXX

secretary
22:55 47%

Sissy Secretary in horny after work activities

2 years ago

xHamster

stockings, masturbation, secretary, nylon, webcam, sissy, chastity
34:19 88%

Crossdresser japanese secretary fucking intensely

1 year ago

XXXDan

amateur, blowjob, couple, japanese, lingerie, crossdresser, secretary
15:51 67%

Cute TS Secretary with Her Boss

10 years ago

TXXX

cute, creampie, secretary, small tits, boss
35:34 78%

Bearded dude gets spit roasted by delicious busty tranny secretaries

8 years ago

TrannyOne

threesome, secretary
41:03 74%

Shemale Lesbian

6 years ago

TXXX

creampie, lesbian, secretary, shemale
57:51 71%

The transsexual secretary starring pasha ( 1981 uncommon flick )

4 years ago

ShemaleTaxi

vintage, 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
24:24

Lengthy ebony lined office microskirt

6 months ago

ShemaleMovie

pantyhose, solo, crossdresser, office, secretary, skirt
22:43

Brandy Scott - Secretary Fuck

6 years ago

TXXX

stockings, lingerie, blonde, 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
56:22 83%

Grazyeli Silva - Slutty Secretary Tranny Fucked By 2 C

1 year ago

Upornia

shemale, threesome, stockings, fetish, secretary
21:17

Naughty Secretary

6 years ago

AShemaleTube

homemade, crossdresser, 18, secretary
15:13 80%

Secretary gets her pussy plowed by her sexy tranny boss

8 years ago

TrannyOne

secretary, boss
47:07

Horny trans secretaries gang up on their weenie boss

4 years ago

TrannyOne

office, secretary, boss
43:19 40%

Stunning assistant try on haul in the chief office

2 years ago

ShemaleTaxi

feet, office, heels, secretary, taxi, crossdresser
22:07

Shemale secretary gets a raise from her boss by fucking

6 years ago

TrannyOne

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

Horny Latina Secretary Gives It To Her Boss Good And Hard

4 years ago

BeMyHole

pantyhose, mature anal, office, secretary, webcam, boss, shemale fucks guy
25:28

I Had Sex With My Shemale Secretary

3 years ago

ShemaleZ

asian, secretary
16:42 75%

Guy fucks secretary tgirl

14 years ago

AShemaleTube

secretary, stockings
21:47

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

2 years ago

ShemaleTaxi

BDSM, cuckold, piercing, secretary, bareback, asshole, taxi
23:03

Black Liquid Satin miniskirt with Satin Half slip

1 year ago

ShemaleMovie

black, pantyhose, solo, satin, skirt, secretary
18:19

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

5 years ago

BeMyHole

kissing, glasses, heels, secretary, boss, missionary
22:34 85%

The secretary, the tranny and I

4 years ago

xHamster

italian, secretary, shemale fucks guy
15:49

Transex secretary giving Her chief

12 months ago

ShemaleTaxi

cumshot, shemale fucks guy, brazil, secretary
17:08

AB0381 Beauty secretary public remote control

11 months ago

JizzBunker

chinese, beauty, big ass, secretary, public
22:07 43%

Secretary Blow

2 years ago

XXXDan

vintage, secretary
30:44

Sissy secretary lunchtime fucking by boss

6 years ago

ShemaleZ

secretary, sissy, boss
26:29 69%

Transvestite Secretary (uk 1992) Part 2 End

4 years ago

Upornia

vintage, secretary, amateur
41:03 69%

Shemale Lesbian

6 years ago

ShemaleZ

lesbian, secretary
24:39

Handsome Stud Drills A Trans Secretary

7 years ago

ShemaleZ

secretary
16:19 72%

Hot teen fucked by black monster cock

6 years ago

ShemaleZ

cute, creampie, POV, couple, interracial, fisting, BBW
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
34:33 83%

Shemale boss and female secretary have some amazing sex together

6 years ago

TrannyOne

secretary, boss
25:21

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

3 years ago

TrannyGem

office, secretary, boss
50:05 71%

Hot Latina Secretaries Abuse And Dominate Their Boss

4 years ago

TrannyOne

shemale, secretary, boss, threesome
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
37:58

Tranny Sabrina Vienna gets her tight ass spread open

2 years ago

JizzBunker

blowjob, secretary
30:16 78%

TS Eating The Secretary

6 years ago

ShemaleZ

shemale, secretary
57:51

Ts secretary

4 years ago

ShemaleTaxi

vintage, secretary, shemale fucks guy
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
29:25

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

2 years ago

ShemaleZ

secretary, hotel, boss
16:02

Boss makes trans secretary Anna Rose kneel down for a mouthful

11 months ago

XXXVogue

secretary, amateur, homemade, POV, boss
23:50

Brunette secretary sex and cumshot

4 years ago

TrannyOne

office, secretary
20:52

T-girl smash her secretary

7 years ago

HDSex

secretary
16:26

Redsecretary

7 years ago

TXXX

dildo, redhead, secretary
23:22 88%

Young assistant interviews new secretary in shemale video

8 years ago

TrannyOne

audition, secretary
39:05

Jane Marie Is A Ladyboy That Wants To Plow A Secretary

4 years ago

ShemaleZ

tattoo, ass licking, secretary
22:43

Brandy Scott - Secretary Fuck

6 years ago

ShemaleZ

secretary
15:28

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

1 year ago

ShemaleZ

shemale, stockings, lingerie, secretary
34:58 80%

Blonde big tits secretary shemale anal and cumshot

3 years ago

xHamster

anal, teen anal (18+), big tits, secretary, bareback
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
28:37

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

4 years ago

TrannyOne

secretary, boss, hardcore, amateur
24:29

Lovely tranny Secretary Bia Very lusty plow

7 years ago

ShemaleZ

secretary
24:08

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

6 years ago

TXXX

secretary
15:05

Hornyempresskay - The Secretary A Voyeurs Dream

3 years ago

Upornia

voyeur, secretary
25:48

MY SECRETARY IS A SECRET sheboy 1 - Scene 4

7 years ago

ShemaleZ

secretary
22:13

Horny Secretary Trapped at Home

5 years ago

HClips

fetish, 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
15:05

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
16:15

Red secretary

5 years ago

HClips

secretary, amateur
16:17

TS Secretary gets It dirty

7 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
16:49 90%

Your Secretary

8 months ago

AShemaleTube

mature, redhead, crossdresser, masturbation, secretary, cum in mouth
18:50

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

1 year ago

ShemaleTaxi

teen (18+), JOI, shemale, secretary
15:41

The perfect Secretary !

7 years ago

ShemaleZ

secretary
28:50 67%

Lewd Secretaries gang Up On Their penis Manager

4 years ago

TrannyGem

office, gangbang, secretary, cum in mouth, domination, penis, webcam
57:41

Transsexual secretary

4 years ago

xHamster

vintage, secretary
28:50 57%

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

3 years ago

TrannyOne

secretary, boss
16:21

A day at the office

10 months ago

XXXDan

secretary, mature, office, crossdresser
1:58:31

Supreme Secretary Slave

11 years ago

Upornia

secretary
15:42

Transex Secretary Giving Her Boss

1 year ago

ShemaleZ

shemale, secretary, boss
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
42:51 55%

Horny latina secretary gives it to her boss good and hard

4 years ago

AShemaleTube

mature, homemade, secretary, domination, webcam, boss, shemale fucks guy
15:48

Transex Secretary Giving Her Boss

1 year ago

xHamster

blowjob, big ass, brazil, tattoo, secretary, boss
15:08 75%

Ebony model fucks in hot tub

6 years ago

ShemaleZ

ebony, creampie, POV, couple, fetish, asian, fisting
25:21 89%

Asian secretary ladyboy is doing a great job

4 years ago

xHamster

teen (18+), asian, teen anal (18+), ladyboy, 18, secretary, domination

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