Secretary Videos - Trans (5,695)

Addiction Therapy pt. 5 - Futanari Doctor Struggles to hide her arousal from her Nympho Patient

Addiction Therapy pt. 5 - Futanari Doctor Struggles to hide her arousal from her Nympho Patient

Fapcat 3 years ago

Crossdressing secretary cums in her panties

58% HD 0:39 / 11:59

Crossdressing secretary cums in her panties

FapHouse 4 years ago

Crossdresser's Complete Humiliation

46% HD 1:01 / 8:36

Crossdresser's Complete Humiliation

FapHouse 10 months ago

Crossdressing Secretary Gives Amateur Blowjob on Webcam

Crossdressing Secretary Gives Amateur Blowjob on Webcam

UrGayPorn 3 weeks ago

”This Tiny Secretary Is the Boss’s Personal Fuck Toy”

”This Tiny Secretary Is the Boss’s Personal Fuck Toy”

TransHero 2 months ago

I find my secretary watching porn Part 1 I make her suck my dick

I find my secretary watching porn Part 1 I make her suck my dick

xHamster 2 years ago

Horny latina secretaries enslave and dominate their boss

Horny latina secretaries enslave and dominate their boss

aShemaleTube 4 years ago

slutty secretary tranny grazyeli silva fucked by 2 cocks with dap & piss drinking

slutty secretary tranny grazyeli silva fucked by 2 cocks with dap & piss drinking

PissVids 2 years ago

AB2503 Secretary 50cm long dildo challenge (Chinese and English subtitles)

AB2503 Secretary 50cm long dildo challenge (Chinese and English subtitles)

xHamster 10 months ago

Cooling Down after hard days work

Cooling Down after hard days work

xHamster 2 years ago

Horny Little Secretary Touching Herself

Horny Little Secretary Touching Herself

xHamster 2 months ago

T-girl Luna Trap Jerks off Her Cock in Her Hot Tight Secretary Uniform on the Floor

57% HD 0:07 / 0:39

T-girl Luna Trap Jerks off Her Cock in Her Hot Tight Secretary Uniform on the Floor

FapHouse 1 year ago

18yo teen shares big boobs secretary with her girlfriend and licks piss hole

18yo teen shares big boobs secretary with her girlfriend and licks piss hole

ALOTPorn 4 years ago

Yakiras Secretary Slut (trans) on Theflourishfetish

Yakiras Secretary Slut (trans) on Theflourishfetish

xHamster 8 months ago

High Heels Secretary No Panty

63% HD 0:39 / 5:09

High Heels Secretary No Panty

FapHouse 1 year ago

Italian hermaphrodite

49% 1:01 / 1:30:01

Italian hermaphrodite

FapHouse 4 years ago

Meeting Mating

57% VR 0:08 / 32:04

FapHouse 9 months ago

I Invited My Trans Secretary to Dinner and Broke Her Beautiful Gay Ass. Creampie

I Invited My Trans Secretary to Dinner and Broke Her Beautiful Gay Ass. Creampie

FapHouse 1 day ago

Hole for Hire: Desperate Schlub Sucks Cock for Job Prospects

Hole for Hire: Desperate Schlub Sucks Cock for Job Prospects

xHamster 4 months ago

The secretary is a little slut - part 1

The secretary is a little slut - part 1

xHamster 1 year ago

19 year aged Russian bitch wants being DOUBLE PENETRATION'd

19 year aged Russian bitch wants being DOUBLE PENETRATION'd

ALOTPorn 3 years ago

AB120 Voluntary M Slave Secretary -cumshot.stocking-covered glans punishment - 志願M奴隸秘書-丝袜龟头责

AB120 Voluntary M Slave Secretary -cumshot.stocking-covered glans punishment - 志願M奴隸秘書-丝袜龟头责

aShemaleTube 6 months ago

Horny Secretary Inseminated By Boss! - Kim Wagner

Horny Secretary Inseminated By Boss! - Kim Wagner

PePorn 4 months ago

My secretary in shiny pantyhose

My secretary in shiny pantyhose

xHamster 3 months ago

Skinny ladyboy with glasses strips her secretary outfit and

Skinny ladyboy with glasses strips her secretary outfit and

Nuvid 1 year ago

Sweetie assistant public remote manage

Sweetie assistant public remote manage

TrannyGem 4 years ago

Secretary Shemale Pushes A Client Hole

Secretary Shemale Pushes A Client Hole

aShemaleTube 14 years ago

Thick shemale secretary analed by big bald boss

Thick shemale secretary analed by big bald boss

Wankoz 1 year ago

T-girl Secretary Biggest Vibrator Gaped Booty and Anal Creampie

T-girl Secretary Biggest Vibrator Gaped Booty and Anal Creampie

Lesbian8 3 months ago

Secretary - Red Skirt

67% HD 0:39 / 5:15

Secretary - Red Skirt

FapHouse 11 months ago

Transsexual Office Girl Tata Flashes Tits And Pee

Transsexual Office Girl Tata Flashes Tits And Pee

Eporner 2 years ago

ABH050 Beauty secretary in chastity riding dildo with sexy heels and cumhot

ABH050 Beauty secretary in chastity riding dildo with sexy heels and cumhot

XVideos 4 years ago

Secret Naughty Ladyboy Session: Amateur Japanese Tgirl Secretary in Uniform

Secret Naughty Ladyboy Session: Amateur Japanese Tgirl Secretary in Uniform

XXXShemalePorn 3 years ago

Boss bangs the booty of captivating trans secretary

Boss bangs the booty of captivating trans secretary

ShemaleSin 2 months ago

The Women Boss With A Big Futanari Dick Fucked In The Office A Beautiful Secretary

The Women Boss With A Big Futanari Dick Fucked In The Office A Beautiful Secretary

AniPorn 1 year ago

Horny Compliant Transsexual Secretary Has to Get Sexually excited For Her Mean Boss On Videocall

Horny Compliant Transsexual Secretary Has to Get Sexually excited For Her Mean Boss On Videocall

ShemaleSin 1 month ago

Iranian girl having sex with an Arab

Iranian girl having sex with an Arab

xHamster 1 year ago

Trans secretary cums in stockings

Trans secretary cums in stockings

xHamster 4 months ago

The Futa's Assistant

63% 1:01 / 13:05

The Futa's Assistant

FapHouse 3 weeks ago

Handsome crossdresser secretary masturbate in home office

Handsome crossdresser secretary masturbate in home office

ShemaleSin 4 years ago

TS Kim Wagner as secretary and gets hard screw

TS Kim Wagner as secretary and gets hard screw

Amateur8 1 month ago

Working from home as a Chastity Sissy Secretary is so much pleasure

Working from home as a Chastity Sissy Secretary is so much pleasure

SortPorn 4 years ago

”Leigh's Biggest monster cock Adventure”

”Leigh's Biggest monster cock Adventure”

TransHero 2 months ago

Naughty secretary anal massage

Naughty secretary anal massage

xHamster 1 week ago

My MILF wife is webcam slut! )) Come on, bitch, don't dishonor the family!

My MILF wife is webcam slut! )) Come on, bitch, don't dishonor the family!

xHamster 3 years ago

Busty ts babe and dashing ebony secretary loudly share their pleasures with their office boss.

Busty ts babe and dashing ebony secretary loudly share their pleasures with their office boss.

XGroovy 7 months ago

Mature TS Secretary seduces lucky guy in her office

77% HD 0:39 / 24:43

Mature TS Secretary seduces lucky guy in her office

FapHouse 6 years ago

Sexy BBC fucks his sexy Trans secretary all over the office

Sexy BBC fucks his sexy Trans secretary all over the office

xHamster 3 years ago

Busty tranny secretary gets deeply plowed by her bald boss

Busty tranny secretary gets deeply plowed by her bald boss

Tranny.one 8 years ago

Hot Redhead Milf Getting Fucked By Her Blonde Trans Boss And Her Secretary

Hot Redhead Milf Getting Fucked By Her Blonde Trans Boss And Her Secretary

BeMyHole 4 days ago

”Shop secretary fucks for quick cash”

”Shop secretary fucks for quick cash”

TransHero 2 months ago

secretary caught jerking off

62% HD 0:10 / 39:44

secretary caught jerking off

Clips4sale 2 years ago

Horny latina secretary seduces and dominates her weenie boss

Horny latina secretary seduces and dominates her weenie boss

BeMyHole 5 years ago

”Segretaria di colore con le calze squirta sulla scrivania”

”Segretaria di colore con le calze squirta sulla scrivania”

TransHero 2 months ago

ABC029 Secretary Abby Kitty,nylons, high heels ,masturbation ,jizz flow 娇小色情秘书-艾爷性感,丝袜,,高跟,自慰射精-精饮

ABC029 Secretary Abby Kitty,nylons, high heels ,masturbation ,jizz flow 娇小色情秘书-艾爷性感,丝袜,,高跟,自慰射精-精饮

ShemaleSin 4 years ago

”Black boss orders her ebony Shemale assistant Leilani Li to fuck her dark cunt”

”Black boss orders her ebony Shemale assistant Leilani Li to fuck her dark cunt”

Zatube 2 weeks ago

Secretarial Dinky

Secretarial Dinky

GayCK 1 week ago

secretary milf shemale has her first sounding experience

secretary milf shemale has her first sounding experience

xHamster 1 year ago

Doggy And Assfuck Sexy Secretarie Candy Marie Plowed By White Male

Doggy And Assfuck Sexy Secretarie Candy Marie Plowed By White Male

BeMyHole 2 years ago

Hot Trans Secretary Discipline Meeting With The Boss

Hot Trans Secretary Discipline Meeting With The Boss

xHamster 1 month ago

Horny tranny secretary Kelly Klaymour strokes till cumming in streams

Horny tranny secretary Kelly Klaymour strokes till cumming in streams

Tranny.one 8 years ago

Ball Busting Secretaries Part 2!

61% HD 0:10 / 7:38

Ball Busting Secretaries Part 2!

LoyalFans 3 years ago

Fetish sissy crossdresser in high heel heels sloppy chatting and nutting

Fetish sissy crossdresser in high heel heels sloppy chatting and nutting

TrannyGem 2 years ago

Angry Trans Boss Dicked Down By Clutsy Hunk Employeer

Angry Trans Boss Dicked Down By Clutsy Hunk Employeer

xHamster 2 years ago

Kellystar518 - Return of Devil Girl

Kellystar518 - Return of Devil Girl

xHamster 3 years ago

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

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

Tranny.one 4 years ago

TRANSGRESSIVEXXX Uber-sexy Trans Secretary Bootie Boinked Then Returns the Favor - Maylla Mandy

TRANSGRESSIVEXXX Uber-sexy Trans Secretary Bootie Boinked Then Returns the Favor - Maylla Mandy

TransTube.tv 1 year ago

Only a Locked Sissy Slut! Tranny Girl with Penis Cage Fucked by Guy! He Cums on Her Ass!

65% HD 1:01 / 10:36

Only a Locked Sissy Slut! Tranny Girl with Penis Cage Fucked by Guy! He Cums on Her Ass!

FapHouse 1 month ago

Mike Learns His Arrogance Is A Turn On

Mike Learns His Arrogance Is A Turn On

GayVids 2 weeks ago

boardroom secretary dude blindfolded with lips fucked b

boardroom secretary dude blindfolded with lips fucked b

SleazyNEasy 2 weeks ago

”My trans office slut shows me her boobs”

”My trans office slut shows me her boobs”

Rainblow 1 month ago

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

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

Tranny.one 3 years ago

Sexy Secretary Bambi

Sexy Secretary Bambi

xHamster 1 year ago

Coffee break

xHamster 1 year ago

👑La Secrétaire Se Fait Remplir La Bouche De Sperm. Grosse Pipe En Gorge Profonde Et Fist

👑La Secrétaire Se Fait Remplir La Bouche De Sperm. Grosse Pipe En Gorge Profonde Et Fist

aShemaleTube 2 months ago

Secretary Gets Extreme Futanari Punishment

55% HD 0:10 / 50:21

Secretary Gets Extreme Futanari Punishment

LoyalFans 2 years ago

AB0382 Beauty secretary public remote control

AB0382 Beauty secretary public remote control

RedTube Unknown

Stressed secretary Ana Foxx fucks the new hire's big trans cock in her office

Stressed secretary Ana Foxx fucks the new hire's big trans cock in her office

WeGotDicks 6 days ago

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

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

getTranny 7 months ago

Sexy trans secretary in tan stockings trying on heels

Sexy trans secretary in tan stockings trying on heels

xHamster 9 months ago

T-girl Luna Trap Jerks off Her Cock in Her Hot Tight Secretary Uniform on the Floor

72% HD 1:01 / 16:40

T-girl Luna Trap Jerks off Her Cock in Her Hot Tight Secretary Uniform on the Floor

FapHouse 2 years ago

Sissy Secretary Outfit

76% 1:01 / 5:20

Sissy Secretary Outfit

FapHouse 1 year ago

Hot Office Fuck: Secretary blown and ass fucked by her boss

Hot Office Fuck: Secretary blown and ass fucked by her boss

aShemaleTube 4 years ago

Mature CD secretary sucking the bosses son

Mature CD secretary sucking the bosses son

aShemaleTube 1 year ago

Femboy BDSM self choking in leather midi skirt and white office secretary blouse jerking and cumming on high heels

Femboy BDSM self choking in leather midi skirt and white office secretary blouse jerking and cumming on high heels

xHamster 3 years ago

Beautiful Trans Bareback Anal with Her New Boss

Beautiful Trans Bareback Anal with Her New Boss

xHamster 1 year ago

Shemale secretary Delia DeLions pounds inked babe Cassandra Cain

Shemale secretary Delia DeLions pounds inked babe Cassandra Cain

Tranny.one 3 years ago

”CANADA TGIRL - Ruby OReilly is The Temp”

”CANADA TGIRL - Ruby OReilly is The Temp”

LesbianBliss 2 months ago

”Naughty transgender boss Nikki North screwed her huge cock secretary Brody Kayman”

”Naughty transgender boss Nikki North screwed her huge cock secretary Brody Kayman”

LesbianBliss 3 weeks ago

Asian business TS spills load after jerking off

Asian business TS spills load after jerking off

FetishShrine 2 years ago

A Tempting Secretary Changed Her Stocking After Work and Inserted Anal Plug Without Panty to Prepare for the Secret Nightwork.

HD 0:39 / 14:00

A Tempting Secretary Changed Her Stocking After Work and Inserted Anal Plug Without Panty to Prepare for the Secret Nightwork.

FapHouse 2 months ago

”My trans office slut shows me her boobs”

”My trans office slut shows me her boobs”

IFuckedYourGF 4 days ago

TGIRL JAPAN HARDCORE: My Co-Worker Fucked Me!

TGIRL JAPAN HARDCORE: My Co-Worker Fucked Me!

xHamster 2 years ago

Sissy Foot Fetish Job Interview Video - Footjob And Blowjob Training Chastity Slut Jessica Bloom

Sissy Foot Fetish Job Interview Video - Footjob And Blowjob Training Chastity Slut Jessica Bloom

xHamster 1 year ago

Kourtney Steel Will Do Anything For A Job

Kourtney Steel Will Do Anything For A Job

xHamster 5 years ago

”White wifey Whitney cuckolds her ebony cheating hubby”

”White wifey Whitney cuckolds her ebony cheating hubby”

ThePornstar 1 year ago

Geile Sexdate Encountered Pientje Mijn Cougar Secretaresse Slet

Geile Sexdate Encountered Pientje Mijn Cougar Secretaresse Slet

PePorn 4 months ago

Chinese she-creature spunks in the corridor while listening to the sound of the elevator

Chinese she-creature spunks in the corridor while listening to the sound of the elevator

TransTube.tv 1 year ago

Large Boobs Masseuse Bangs Gringo Client & Secretary On The Massage Table

Large Boobs Masseuse Bangs Gringo Client & Secretary On The Massage Table

ShemaleSin 1 year ago

Sexy Turkish Secretary

Sexy Turkish Secretary

aShemaleTube 3 years ago

Ultra-kinky Futa Superstar Employs You As Her Secretary - Futa Taker POINT OF VIEW

Ultra-kinky Futa Superstar Employs You As Her Secretary - Futa Taker POINT OF VIEW

HentaiGem 3 months ago

Horny latina secretary gives it to her boss good and hard

Horny latina secretary gives it to her boss good and hard

Tranny.one 3 years ago

sexy secretary outfit show off

sexy secretary outfit show off

xHamster 1 year ago

”Assistant ladyboy with big tits Tata pleases her boss with anal fuck”

”Assistant ladyboy with big tits Tata pleases her boss with anal fuck”

LesbianBliss 1 week ago

Iranian shemale has sex with an Egyptian woman, hot sex

Iranian shemale has sex with an Egyptian woman, hot sex

xHamster 1 year ago

Horny Mature Secretary Turns Her Boss Into A Submissive Bitch

Horny Mature Secretary Turns Her Boss Into A Submissive Bitch

BeMyHole 4 years ago

Office anal sex with busty Asian ladyboy secretary who sucked first

Office anal sex with busty Asian ladyboy secretary who sucked first

Fapnado 1 year ago

”Jobs & his secretary 01”

”Jobs & his secretary 01”

TransHero 2 months ago

TGIRLSEX XXX: Sammi And Epic!

TGIRLSEX XXX: Sammi And Epic!

xHamster 3 years ago

Sexy Secretary Bimbo

50% 0:39 / 1:19

Sexy Secretary Bimbo

FapHouse 9 months ago

Sissy at Work

xHamster 1 year ago

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

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

BallsAndBoobs 11 months ago

TS Kim Wagner as secretary and gets hard screw

TS Kim Wagner as secretary and gets hard screw

Lesbian8 1 month ago

Beautiful Trans Bareback Anal with Her New Boss

55% 0:39 / 22:55

Beautiful Trans Bareback Anal with Her New Boss

FapHouse 1 year ago

TS Secretary Dominates Her Boss!

TS Secretary Dominates Her Boss!

KeekAss 1 year ago

”Big butt latin tranny office slut Gabrielly Bianco in glasses masturbating”

”Big butt latin tranny office slut Gabrielly Bianco in glasses masturbating”

Zatube 1 year ago

Chinese Transgender princess secretary being boned by her chief or to lose the job

Chinese Transgender princess secretary being boned by her chief or to lose the job

TransTube.tv 1 year ago

”You've got a call”

”You've got a call”

LesbianBliss 2 weeks ago

Scottish secretary

Scottish secretary

xHamster 2 years ago

Secretary Seduction

71% VR 0:08 / 28:07

Secretary Seduction

FapHouse 8 months ago

4 5 6 7 8

5,695 results found

Related categories

Pantyhose Boots High Heels Stockings Stockings High Heels Glamour Corset Assistant Nylon Shoe Lingerie Elegant Secretary Anal Desk Bodystocking Job Interview Classy Leather Blouse Clothed Sex

Narrow your search

secretary blowjob secretary handjob redhead secretary office secretary secretary stockings secretary anal blonde secretary japanese secretary mature secretary latina secretary pantyhose secretary chinese secretary boss and secretary secretary solo asian secretary ai generated secretary secretary pantyhose boss secretary italian secretary secretary big tits

Categories Pornstars

Categories Pornstars

Legal

Terms of Service Privacy Statement Statement of Responsibility Notice and Action Policy (Link Removal) DMCA / Copyright Acceptable Content Policy Digital Services Act 2257

Parents

Pornmd.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Pornmd.com. All rights reserved.