Secretary Videos - Trans (7,793)

GIRLSWAY - Lily Rader Strips Naked & Submits To Charlotte Stokely & Angela White's 3-Way

GIRLSWAY - Lily Rader Strips Naked & Submits To Charlotte Stokely & Angela White's 3-Way

Some.Porn 10 months ago

First time mastrubation ina chair too interesting Clip 1

First time mastrubation ina chair too interesting Clip 1

XHamster 11 months ago

Boss tempts secretary with futanari charm and explores deep throat with massive sims sfm dick

Boss tempts secretary with futanari charm and explores deep throat with massive sims sfm dick

XXXShemalePorn 2 years ago

Office bitches crammed in trio

Office bitches crammed in trio

Some.Porn 1 year ago

Ab0382 Beauty Secretary Public Remote Control - Abby Kitty

Ab0382 Beauty Secretary Public Remote Control - Abby Kitty

AbTranny 3 months ago

Meeting Mating

54% VR 0:39 / 32:04

FapHouse 1 year ago

My Overly Eager Secretary

My Overly Eager Secretary

Some.Porn 2 years ago

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

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

Rainblow 2 years ago

An arrogant intern Mike J tries to bully the sexy shemale secretary Eva Lin

An arrogant intern Mike J tries to bully the sexy shemale secretary Eva Lin

Eporner 11 months ago

sissy shemale Sofija 2025 dump

sissy shemale Sofija 2025 dump

XHamster 1 year ago

A Tickler, A Squirter & The Anal of All

A Tickler, A Squirter & The Anal of All

Some.Porn 1 year ago

I Would Never Leave You

I Would Never Leave You

Some.Porn 10 months ago

Yasmin Lee Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

Yasmin Lee Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

Xshemale 2 years ago

ADULT TIME - 18 y.o Student Fucks His Teacher Sarah Arabic In Detention! BIG NATURAL TITS

ADULT TIME - 18 y.o Student Fucks His Teacher Sarah Arabic In Detention! BIG NATURAL TITS

Some.Porn 1 year ago

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

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

GetTranny 1 year ago

”Secretary Kiara Lord does ass fucking, crazy step sister Macarena Lewis craving dick”

”Secretary Kiara Lord does ass fucking, crazy step sister Macarena Lewis craving dick”

TransHero 9 months 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

Xshemale 1 year ago

Trans Secretary Shares Her Bestie With The Boss

Trans Secretary Shares Her Bestie With The Boss

AShemaleTube 1 week ago

Maira dimov and victor hugo: sex with a skinny secretary

Maira dimov and victor hugo: sex with a skinny secretary

XXXShemalePorn 3 years ago

Kinky Niamh bound, gagged, and edged to orgasm by Jennifer Lunden

56% 0:30 / 17:49

Kinky Niamh bound, gagged, and edged to orgasm by Jennifer Lunden

Clips4sale 1 year ago

Thippy the office secretary

Thippy the office secretary

XXXShemalePorn 4 years ago

ERITO - Kinky Secretary Is Soaking Wet At The Office And Gets Fucked By Her Horny Boss

ERITO - Kinky Secretary Is Soaking Wet At The Office And Gets Fucked By Her Horny Boss

Fapcat 2 years ago

”My transgender assistant gives me birthday ass pumping”

”My transgender assistant gives me birthday ass pumping”

Rainblow 1 year ago

Pile driven blonde whore in nasty MFF threeway

Pile driven blonde whore in nasty MFF threeway

Some.Porn 2 years ago

Sexy satin secretary seals the deal

Sexy satin secretary seals the deal

AShemaleTube 1 year ago

Hot brunette secretary with glasses gives head and rides her colleague's hard cock in the office

Hot brunette secretary with glasses gives head and rides her colleague's hard cock in the office

Some.Porn 2 years ago

Skinny Japanese Teen Misaki Seduces Boss and Gives Him Uncensored Blowjob

HD 0:39 / 20:58

Skinny Japanese Teen Misaki Seduces Boss and Gives Him Uncensored Blowjob

FapHouse 1 year ago

”TGIRLS XXX - Rachael Belle is Your Office Slut”

”TGIRLS XXX - Rachael Belle is Your Office Slut”

429Men 1 year ago

Young Japanese Trans Secretary Gets Pounded!

Young Japanese Trans Secretary Gets Pounded!

Eporner 6 years ago

Sexy boss fucks with secretary

Sexy boss fucks with secretary

AShemaleTube 6 years ago

Sissy Club Slut: Femdom Fisting, Pegging, Dick Sticking Part 2 of 2 (1080p)

60% HD 0:22 / 29:58

Sissy Club Slut: Femdom Fisting, Pegging, Dick Sticking Part 2 of 2 (1080p)

Clips4sale 2 years ago

Office Nymphos

64% HD 1:01 / 34:00

FapHouse 6 years ago

The Voluptuous Coed Cutie

The Voluptuous Coed Cutie

Some.Porn 1 year ago

No Soliciting Part 2

67% 0:22 / 20:34

No Soliciting Part 2

Clips4sale 1 year ago

Big booty latina shemale secretary Gabrielly Bianco in glasses masturbating

Big booty latina shemale secretary Gabrielly Bianco in glasses masturbating

AShemaleTube 5 years ago

Japanese hot girl with sexy nylons legs gives pleasure

Japanese hot girl with sexy nylons legs gives pleasure

Fapcat 6 months ago

Bossy shemale boss Natalie Mars fucks her blonde secretary Kenna James

Bossy shemale boss Natalie Mars fucks her blonde secretary Kenna James

XGroovy 4 years ago

Naked Lunch

Some.Porn 2 years ago

el mejor sexo con una transexual latina peru venezuela

el mejor sexo con una transexual latina peru venezuela

XNXXGold 6 years ago

Spurt Alert!

Premium HD 25:00

FakeFuta 10 months ago

TGIRLS XXX - Compilation Updates 31st Mar to 4th Apr '25

TGIRLS XXX - Compilation Updates 31st Mar to 4th Apr '25

SleazyNEasy 1 year ago

Bustin' into the Office

Bustin' into the Office

Some.Porn 1 year ago

Trans cd secretary short skirt no knickers out for a walk

Trans cd secretary short skirt no knickers out for a walk

GayTube Unknown

Helping my horny secretary on her masturbating

Helping my horny secretary on her masturbating

Wankoz 2 weeks ago

Workplace Strumpets Part three / TransAngels

Workplace Strumpets Part three / TransAngels

ShemaleSin 5 months ago

Secretary After-Hours Anal

Secretary After-Hours Anal

Pervclips 2 days ago

Reiko Kobayakawa Fucks At Hotel

Reiko Kobayakawa Fucks At Hotel

Some.Porn 1 year ago

PURGATORYX Curvaceous playgirl Laura Fox bangs 2 mechanics and their tgirl secretary

PURGATORYX Curvaceous playgirl Laura Fox bangs 2 mechanics and their tgirl secretary

ShemaleSin 3 years ago

Hot secretary really likes to give her ass

Hot secretary really likes to give her ass

AShemaleTube 6 months ago

GenderXFilms - Sexy Trans Boss Reprimands Hunk Employee

GenderXFilms - Sexy Trans Boss Reprimands Hunk Employee

XHamster 4 years ago

Wham, Bam, Thank You Jam!

Wham, Bam, Thank You Jam!

Some.Porn 2 years ago

Let me get my tools, Eva. Lift your shirt.

Let me get my tools, Eva. Lift your shirt.

Some.Porn 2 years ago

Hot blonde secretary

Hot blonde secretary

AShemaleTube 4 years ago

”TGIRLSEX XXX: Sammi & Epic!”

”TGIRLSEX XXX: Sammi & Epic!”

Fapnow 2 years ago

Running Away With the Thick & Busty Office Secretary

Running Away With the Thick & Busty Office Secretary

3DPornDude 1 year ago

Trans Secretary Swallows Every Drop

Trans Secretary Swallows Every Drop

SleazyNEasy 1 month ago

Boss's trans secretary sucks cock on her knees in POV

Boss's trans secretary sucks cock on her knees in POV

SexPester 2 years ago

Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

AbTranny 10 years ago

T-girl Luna Trap jerks off her cock in her hot tight secretary uniform on the f

74% HD 0:30 / 16:34

T-girl Luna Trap jerks off her cock in her hot tight secretary uniform on the f

TransFeet 4 years ago

secretary milf shemale has her first sounding experience

secretary milf shemale has her first sounding experience

AShemaleTube 1 year ago

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

59% 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

Office Ladyboy Slut Tata Allows Boss Too Much

Office Ladyboy Slut Tata Allows Boss Too Much

AbTranny 6 years ago

TS boss doesnt notice me hiding under the table

TS boss doesnt notice me hiding under the table

Katestube 1 month ago

Twink crossdresser in silky yellow blouse jerks off after work

Twink crossdresser in silky yellow blouse jerks off after work

Gay3X 3 years ago

Chiseled black gods in outdoor anal

Chiseled black gods in outdoor anal

Some.Porn 1 year ago

German Secretary Seduces Coworker in the Office and Gets Creampied

63% 1:01 / 44:23

German Secretary Seduces Coworker in the Office and Gets Creampied

FapHouse 2 months ago

Iraqi girl has sex, Iraqi shemale fucks Lebanese woman’s pussy

Iraqi girl has sex, Iraqi shemale fucks Lebanese woman’s pussy

Tranny.one 4 years ago

TGIRL JAPAN HARDCORE: My Co-Worker Fucked Me!

TGIRL JAPAN HARDCORE: My Co-Worker Fucked Me!

XHamster 3 years ago

Marika Ferreira - I Take My She-masculine Secretary Home And Nail Her Until I Jizm In Her Caboose

Marika Ferreira - I Take My She-masculine Secretary Home And Nail Her Until I Jizm In Her Caboose

GetTranny 1 month ago

”Even powerful Businesswomen need some lesbian pampering - Kenna James , Natalie Mars”

”Even powerful Businesswomen need some lesbian pampering - Kenna James , Natalie Mars”

ThePornstar 1 year ago

Secretary Gets Extreme Futanari Punishment

55% HD 0:10 / 50:21

Secretary Gets Extreme Futanari Punishment

LoyalFans 2 years ago

My Sexy Arabic Secretary

My Sexy Arabic Secretary

FapHouse 3 weeks 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 1 year ago

Trans Secretary Swallows Every Drop

Trans Secretary Swallows Every Drop

Katestube 1 month ago

TS boss doesnt notice me hiding under the table

TS boss doesnt notice me hiding under the table

Wankoz 1 month ago

My lover is now allowed to stroke my nylon-legs while I work.

My lover is now allowed to stroke my nylon-legs while I work.

XHamster 1 month ago

Tranny Walk & Wetting in hot white jeans !! Pissed in in public!

68% HD 0:30 / 8:03

Tranny Walk & Wetting in hot white jeans !! Pissed in in public!

Clips4sale 3 years ago

Japanese beautiful assistant gets fucked by horny friends

Japanese beautiful assistant gets fucked by horny friends

Fapcat 7 months ago

(4K) Femdom Anal Annihilation: Full-Length 60-MIN Huge Strap-on Cock, CBT, Extreme Fisting (4K)

67% 4K 0:30 / 1:04:09

(4K) Femdom Anal Annihilation: Full-Length 60-MIN Huge Strap-on Cock, CBT, Extreme Fisting (4K)

Clips4sale 2 years ago

Yasmin Lee In Ts Devastatingly Gorgeous Secretary Punishes Boss Ass

Yasmin Lee In Ts Devastatingly Gorgeous Secretary Punishes Boss Ass

AbTranny 9 months ago

hot business secretary cutie posing and wank massive wang large jizz flow

hot business secretary cutie posing and wank massive wang large jizz flow

ShemaleSin 4 months ago

Reiko Kobayakawa Doubles Fun With Asian Creampie Action

Reiko Kobayakawa Doubles Fun With Asian Creampie Action

Some.Porn 1 year ago

ABC029 Small secretary masturbation and cum

ABC029 Small secretary masturbation and cum

ShemaleSin 5 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 3 years ago

Sultry Arab TS Secretary Gives Fan A Blowjob - Mikah Doll

Sultry Arab TS Secretary Gives Fan A Blowjob - Mikah Doll

AShemaleTube 5 years ago

Fantasy Solo Hot Girl Next Door Amatuer T Girl!

Fantasy Solo Hot Girl Next Door Amatuer T Girl!

XHamster 4 months ago

Sissy secretary transformation

Sissy secretary transformation

ShemaleSin 5 months ago

Skinny petite babe destroyed by BBC

Skinny petite babe destroyed by BBC

Some.Porn 10 months ago

In the tight

Some.Porn 1 year ago

The Hottest Milf Fresh

The Hottest Milf Fresh

Some.Porn 8 months ago

Secretary Looking for Big Cock to Suck - Episode 1

HD 0:39 / 27:58

Secretary Looking for Big Cock to Suck - Episode 1

FapHouse 1 year ago

Big-Breasted beautiful shemale butt sex fucks boss

Big-Breasted beautiful shemale butt sex fucks boss

Analdin 7 years ago

My Tiny Secretary

My Tiny Secretary

Some.Porn 2 years ago

Cute Thai Ladyboy Secretary

Cute Thai Ladyboy Secretary

Eporner 1 year ago

Shiri Trap - Bbusty Milf Alura Joins Her Hubby In Fucking His Ts Secretary

Shiri Trap - Bbusty Milf Alura Joins Her Hubby In Fucking His Ts Secretary

PornUse 1 year ago

Hot Blonde Overcomes Fear of Anal

Hot Blonde Overcomes Fear of Anal

Some.Porn 1 year ago

Boot Addict

XHamster 3 months ago

Shedom Shirley Barross Naughty Secretary Tops Tsslayer

Shedom Shirley Barross Naughty Secretary Tops Tsslayer

AbTranny 1 year ago

Stalker Secretary

Stalker Secretary

Some.Porn 11 months ago

”TGIRLS XXX - Rachael Belle is Your Assistant”

”TGIRLS XXX - Rachael Belle is Your Assistant”

Rainblow 1 year ago

Hot Tgirl Secretary Gets Rough Ass Fuck and Swallows Big Load at Job Interview Teaser

Hot Tgirl Secretary Gets Rough Ass Fuck and Swallows Big Load at Job Interview Teaser

AShemaleTube 1 year ago

Secretary Slut Miss Helena - instead of dictation she gets her own sperm in her face!

60% HD 0:29 / 4:48

Secretary Slut Miss Helena - instead of dictation she gets her own sperm in her face!

Clips4sale 2 years ago

Anal Creampie For A Tempting Tgirl With Juliana Souza

Anal Creampie For A Tempting Tgirl With Juliana Souza

GetTranny 3 months ago

Ruin my Sissy Pussy - High Speed Fuck in Pantyhose and Heels FULL VID on LayneLovee Manyvids

Ruin my Sissy Pussy - High Speed Fuck in Pantyhose and Heels FULL VID on LayneLovee Manyvids

XHamster 2 years ago

Your secretary crossdresser is enjoying her new dress

Your secretary crossdresser is enjoying her new dress

XVideos 6 years ago

Latina Trans Secretary Bianca Rosa Strips For Masturbaiton

Latina Trans Secretary Bianca Rosa Strips For Masturbaiton

XHamster 3 years ago

Tranny secretary butt fuck fucks her boss

Tranny secretary butt fuck fucks her boss

Analdin 7 years ago

Sarah's Job Interview tape, to show off her assets

Sarah's Job Interview tape, to show off her assets

ShemaleSin 3 years ago

Secretary Sevrynn captured colleague Kinky Niamh for trying to steal her job

Secretary Sevrynn captured colleague Kinky Niamh for trying to steal her job

Clips4sale 2 years ago

Kendra James: Sage Pillar: Stuck at Work Futa - mp4 HD

HD 0:30 / 11:33

Kendra James: Sage Pillar: Stuck at Work Futa - mp4 HD

Clips4sale 2 years ago

HETEROFLEXIBLE - ROUGH PASSIONATE COMPILATION PART 1! BAREBACK, MISSIONARY, BIG COCKS, & MORE!

HETEROFLEXIBLE - ROUGH PASSIONATE COMPILATION PART 1! BAREBACK, MISSIONARY, BIG COCKS, & MORE!

Some.Porn 2 years ago

18 Yo Teen MATTY MILA PEREZ Rough Creampie Fuck - NUTTING DEEP INSIDE

18 Yo Teen MATTY MILA PEREZ Rough Creampie Fuck - NUTTING DEEP INSIDE

XVideos 3 years ago

Secretary in shiny short skirt plays alone

Secretary in shiny short skirt plays alone

XHamster 2 weeks ago

Horny Ebony milf gets fucked by her big titted big cock trans boss in the office, swallows all her cum - Carla Morelli &amp_ Lizzy Laynes

Horny Ebony milf gets fucked by her big titted big cock trans boss in the office, swallows all her cum - Carla Morelli &amp_ Lizzy Laynes

XVideos 1 year ago

Guy fucks secretary tgirl

Guy fucks secretary tgirl

Tranny.one 4 years ago

Secretary without panties in hotel and elevator on the road

Secretary without panties in hotel and elevator on the road

XHamster 5 months ago

Mia Maffia in Secretary Seduction - SexLikeReal Shemale

Mia Maffia in Secretary Seduction - SexLikeReal Shemale

Xshemale 6 years ago

Married Man`s Passionate Bareback Fling with a Beautiful Blonde Ladyboy

Married Man`s Passionate Bareback Fling with a Beautiful Blonde Ladyboy

XXXShemalePorn 3 years ago

Ella Leigh Office Secretary

Ella Leigh Office Secretary

AShemaleTube 1 year ago

Litle Sophia gets her assfucked twice & cums hard!

Litle Sophia gets her assfucked twice & cums hard!

TrannyMovs 4 months ago

7 8 9 10 11

7,793 results found

Related categories

Elegant Glamour Assistant High Heels Stockings Stockings Pantyhose Secretary Anal High Heels Classy Lingerie Teen 18+ Boots Nylon Clothed Sex Corset LingerieThreesome Desk Stockings Anal Blouse Uniform Lingerie

Narrow your search

secretary anal office secretary secretary boss blonde secretary asian secretary secretary solo japanese secretary ai generated secretary secretary gangbang secretary stockings boss and secretary big tits secretary secretary milf secretary bondage cheating secretary mature secretary anal secretary secretary pov ebony secretary secretary pantyhose

Categories Pornstars

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.

© 2026 Pornmd.com. All rights reserved.