Crossdress

Pages: NEXT ►

Order by: Popular Date Relevance

Bashful Femboy's Upskirt Peek Invites Creampie

Dane JackSon always has a off the hook place in..

Added: 2024-04-03 Rating: n/a

Kylie Kottonmouth - Daddy'S Queen Does What She Is Told

Christian gets home from work and his good..

Added: 2022-05-08 Rating: n/a

Zia Cristal - Supreme Nymphs Always Get A Prize

Christian is having a tough day and now he just..

Added: 2024-02-19 Rating: n/a

Crossdressers Foursome

hookup with boys dressed as gals is much more..

Added: 2023-09-02 Rating: n/a

Ladyboys Fucked Sans a condom Sado Soccer Internal ejaculation

Jazzi is a crazy whore and gets by having a..

Added: 2022-08-07 Rating: n/a

Lucille Sky - Submitted And Revved Into A Sissy Maid

Christian has spent a lot of time and intensity..

Added: 2024-02-19 Rating: 100%

Crazy Maid Gets Put To Work On A XXL Man sausage

Sissy maid Kylie Kottonmouth is cleaning up a..

Added: 2021-10-11 Rating: n/a

The Ultimate UK Ladyboy Practice

Ts’s and crossdressers are pulled to the utter..

Added: 2014-11-08 Rating: 100%

Ultimate Transsexual Gang-bang Practice

Transgender princesses and crossdressers have a..

Added: 2024-03-26 Rating: n/a

Sissy Diaries Day vol. 3 - 720p

Being a scout isn’t just something I do in my..

Added: 2022-04-22 Rating: n/a

Johnny Moon - Exercise Stud Becoming Handsome Dame

After appointment Johnny Moon at the gym, who..

Added: 2022-01-06 Rating: n/a

Jenny Kennedy - Tall Lean Inked and Whorish

Jenny Kennedy has been DYING to get feminized..

Added: 2022-04-30 Rating: n/a

Transsexual Taylor Diamond - Dolled Up And Drilled Hard Total HD 1080p

He comes home and finds Taylor Diamond all..

Added: 2023-10-07 Rating: n/a

Cock cell sissy

Junely's meaty round lips just seemed to be..

Added: 2021-02-03 Rating: n/a

Transsexual Masochistic Instincts - Utter HD 1080p

A crossdresser who takes his sadistic instincts..

Added: 2023-11-13 Rating: n/a

Kendall Cent Sissy Maid

This maid cleans the Bull’s crusted cum off my..

Added: 2021-10-13 Rating: n/a

AbbyKitty - Abby Kitten - Sissy teaching and drizzling [AB071]

Abby gets pegged in the standing doggy positions..

Added: 2023-07-06 Rating: n/a

Costume play Sissy Alia Malia Gets Rectally Ruined

There is nothing Alia Malia likes more than..

Added: 2024-02-20 Rating: n/a

Andi

Andi has become a super sexualized super..

Added: 2018-12-27 Rating: n/a

Love jam Club Riri Momoya

ようこそ。ザーメンドリンクバーへ..

Added: 2022-05-16 Rating: n/a

Conclude Flick

Domme Sidonia is training one of her antsy..

Added: 2023-04-03 Rating: n/a

Pageant Winner Ravages and Blows Beau (Alexa Amore)

Smallish TS pageant winner Alexa Amore amazingly..

Added: 2022-05-31 Rating: n/a

Roung Donk Transsexual Abby Affchen Takes Hefty Cock

Christian has revved a teenager femboi into..

Added: 2024-02-20 Rating: n/a

Sissy Diaries Day vol. 5 - 720p

I taunt and taunt and taunt my bulge in front of..

Added: 2022-04-22 Rating: n/a

Displaying Off Her Bod

Samantha Hall has switched in the shower into a..

Added: 2021-10-11 Rating: n/a

Naughty Maid Kylie Kottonmouth Gets Put To Work On A Massive Dick

sissy maid Kylie Kottonmouth is cleaning up a..

Added: 2022-05-08 Rating: n/a

Rayray Sugarbutt & Fawnykid - How to Train Your Femboy

Perfect transgirl Rayray Sugarbutt teases and..

Added: 2024-03-13 Rating: n/a

Completely Transitioned But Still Whorey

Zia Cristal has been a crossdressing for years..

Added: 2021-10-11 Rating: n/a

Plow Football Its Time To Plow

Megan Juicy is not having Christian observing..

Added: 2021-10-27 Rating: n/a

Lucille Sky - Submitted & Revved Into A Transsexual Maid

Christian has spent a lot of time and strength..

Added: 2023-01-10 Rating: n/a

Sasha Starlet - Dressed Up To Get Down FullHD 1080p

Sasha Starlet loves being a sissy because she..

Added: 2022-02-22 Rating: n/a

Jenna Jaden - Waking Up Her Boy To Pulverize Her Ass

Jenna Jaden is always insane even when her beau..

Added: 2022-05-07 Rating: n/a

Erica Virgin - Head Cheerleader Takes Her Job Gravely

Erica Virgin is a stunning sissy cheerleader...

Added: 2021-04-29 Rating: n/a

Stella Locke

Stella Locke is a regular everyday trans girl..

Added: 2021-05-29 Rating: n/a

Mistress Hush - Pegging Instructing

Domina L Hush handled her sissy to a fresh..

Added: 2024-02-07 Rating: n/a

Jenny Kennedy - Tall Lean Tattooed and Whorey

Jenny Kennedy has been DYING to get feminized..

Added: 2021-09-23 Rating: n/a

Sub Anna - Mature Sissy Knows Her Place 720p

As she does, it's unveiled that she's..

Added: 2022-03-09 Rating: n/a

Ultimate Gang-fuck Practice With Steaming Tgirls

T-model and crossdressers are having a utter..

Added: 2021-02-07 Rating: n/a

Pet Idolizes Her Superior

Cali Fauna is a subjugated sissy pet that likes..

Added: 2021-10-11 Rating: n/a

Sissy Maid Lilith Gets Out Of Grief With A Guest

Lilith Gray is a enslaved sissy maid who is..

Added: 2021-10-11 Rating: n/a

Transsexual - Poke With T-model At The Warm Bath Sabrina Tran-HD 720p

What a sexy and mature crossdresser Sabrina has..

Added: 2023-10-16 Rating: n/a

Round Bum Transsexual Brenna Knight Loves Deep Assfucking

Brenna Knight is a gorgeous blonde crossdresser..

Added: 2024-02-20 Rating: n/a

Abby Affchen Teenie Sissy Enjoys Beef whistle Already

Abby Affchen is only College-aged but he has..

Added: 2021-11-22 Rating: n/a

Vanity Price - Sissy Maid Has A Searing Desire To Blow Hard-on 1080p

It came from absolutely nowhere. Lightning was..

Added: 2022-10-04 Rating: n/a

Junior Nymph Played By Elderly Crossdressers And A Mature Nymph 720p

Junior damsel played by aged crossdressers and a..

Added: 2023-12-08 Rating: n/a

Sissy Princess Gets Slutty - Alia Malia

Sissy goddess Alia Malia luvs to be slick and..

Added: 2021-11-13 Rating: n/a

Nyxi Leon

Glance at Nixie as a luxurious street hooker who..

Added: 2021-09-23 Rating: n/a

Mercy Marie

Mercy Marie was a normal dude living a normal..

Added: 2021-07-08 Rating: n/a

Tatted and Sex-positive Tgirl Banged By Christian

Jenny Kennedy has been dying to get feminized..

Added: 2021-10-15 Rating: n/a

Amanda Becker Joanna Goddess Mature CD Gfs End Up Same Fellow

Amanda Becker brings a lucky Yankee home after a..

Added: 2022-08-30 Rating: n/a

Handsome Crossdresser DJ Makes Her Porno Debut

Audrey Maffia is a mind-blowing Mexican..

Added: 2022-04-30 Rating: n/a

Valerie Olivia - Clothed Up And Looking Gorgeous FullHD 1080p

After Valerie Olivia got dressed and feminized,..

Added: 2022-09-30 Rating: 100%

Johnny Moon - Gets Revved Into A Sissy Maid

Johnny Moon is here. She might like a woman,..

Added: 2022-03-08 Rating: n/a

Zia Cristal DaddyS Home!

Zia Cristal is active finishing up her daily..

Added: 2022-07-12 Rating: n/a

Amanda Becker & Joanna Goddess - Mature CD Gfs

Amanda Becker brings a fortunate American home..

Added: 2022-08-29 Rating: n/a

Man gravy Guzzle Pub Riri Momoya

精子（ザーメン）ドリンクバー..

Added: 2022-05-04 Rating: n/a

Sissy Rubber Hump Chick (2012)

Mistress Lexi Sindel includes your Fem-O-Tron..

Added: 2014-02-14 Rating: n/a

Waking Up Her Man To Fuck Her Ass

Jenna Jaden is always horny even when her..

Added: 2019-08-11 Rating: n/a

Maid To Order: Doja Brat 480p

Doja Brat is a sissy maid that is there to do..

Added: 2023-11-27 Rating: n/a

Waiting Patiently Like A Good Sissy - TS Tiffany Sizemore - Full HD 1080p

Christian has revved a inked bad guy into..

Added: 2021-12-23 Rating: n/a

3 Sissies Playtime After College 3way (Alexa Amore, Riley Cross & Lia DeLeon)

Today we have an large gusto to present supah..

Added: 2022-05-31 Rating: n/a

Transsexual Jeni Justice - Sissy Queen Earns Her Crown - Total HD 1080p

Jeni Justice has just been crowned sissy goddess..

Added: 2023-11-11 Rating: n/a

The Ultimate UK Tranny Practice

Ts’s and crossdressers are pulled to the total..

Added: 2014-11-07 Rating: n/a

Mature CD Gfs End Up With The Same Boy - Amanda Becker & Joanna Goddess

Amanda Becker brings a fortunate Yankee home..

Added: 2022-08-29 Rating: n/a

Johnny Moon - Exercise Man Becoming Super-sexy Girl

After tryst Johnny Moon at the gym, who knew..

Added: 2022-01-06 Rating: n/a

Sissy Diaries Day vol. 8 - 720p

That you went outside to get some air, so she's..

Added: 2022-04-22 Rating: n/a

Audrey Maffia

Audrey Maffia is a really splendid sissy from..

Added: 2021-06-22 Rating: n/a

Hatsuhime Do you like thick penikuri! ?? Transgirl Suzune Ribbon

Ribbon Chan Suzune emerges in the very first..

Added: 2021-10-03 Rating: n/a

Sissy Diaries Day vol. 9 - 720p

I’m very committed and proud of the medals and..

Added: 2022-04-22 Rating: n/a

Maid To Order: Doja Brat 720p

Doja Brat is a sissy maid that is there to do..

Added: 2023-11-23 Rating: n/a

Reunited With His Crossdressing Stunner

Vickie Wonder looks extraordinaire all clad up..

Added: 2021-09-29 Rating: n/a

Jyosou Bishonen Vol.8

Have you ever wondered what it might be like to..

Added: 2023-01-19 Rating: n/a

Marvelous Blond Sissy Natty Deep Drilled By Giant Manhood

Christian encountered him at the gym when he..

Added: 2024-01-28 Rating: n/a

Natasha Magenta, Lex Merciless & Web cam Bacchus -

Natasha Magenta is cruelly used by Lex Ruthless..

Added: 2022-02-01 Rating: n/a

Sissy Cheerleader Is Not Going To Make The Crew

Vickie Wonder despairingly wants to be on the..

Added: 2021-10-11 Rating: n/a

Natasha Magenta, Lex Relentless & Cam Bacchus

Natasha Magenta is ferociously used by Lex..

Added: 2022-06-21 Rating: n/a

Virgin - Mature Crossdresser Conforms His Every Guideline 1080p

Enjoys what she watches in turning their..

Added: 2021-10-27 Rating: n/a

Jessie Spice - Exercise Counterpart Revved Crossdressing Lover

Christian is supposed to hook up with his mate..

Added: 2023-01-31 Rating: n/a

Reunited With His Crossdressing Stunner

Vickie Wonder looks amazing0 all dressed up in..

Added: 2021-09-18 Rating: n/a

Selena Rose - Always Prepped To Be A Good Dame

Selena Rose was a highly depressed fellow when..

Added: 2022-04-18 Rating: n/a

Instructing the Baby-Gimp

Natalie is a little who just wants a succulent..

Added: 2022-10-20 Rating: n/a

Clad Up And Then Revved Out - Tamara Aspe

Tamara Aspe is a super sexy crossdresser who is..

Added: 2021-11-22 Rating: n/a

Kendall Cent - Sissy Maid 4K

This maid cleans the Bull’s crusted jizm off..

Added: 2021-10-10 Rating: n/a

Extreme Pegging Punishment

dominatrix L Hush took her sissy along to a meal..

Added: 2024-03-11 Rating: n/a

Reunited With His Crossdressing Honey

Vickie Wonder looks extraordinaire all dressed..

Added: 2021-09-18 Rating: n/a

Uber-cute TS Gamer Zia Cristal Entices A Heterosexual Stud

Zia Cristal is gaming as usual in her super-cute..

Added: 2022-05-03 Rating: n/a

Clothed Up And Then Turned Out

Tamara Aspe is a supah beautiful crossdresser..

Added: 2022-01-16 Rating: n/a

Always There For His Pleasure

Sammi Swallows is the private sissy enslaved for..

Added: 2021-11-11 Rating: n/a

Pinkish Haired Sissy Loves Getting Destroyed - Transsexual Mariah Sanchez - Utter HD 1080p

Mariah Sanchez is on a Mission! She has come to..

Added: 2022-04-05 Rating: n/a

Karabella Hardcore - Mummy Creampies Her Sissy

My twitter buddy ViviTrap and I started by just..

Added: 2022-04-15 Rating: n/a

Alice Crystal - Sissy Schoolgirl Satisfies Her Schoolteacher

Educator Christian is completing up some..

Added: 2021-06-06 Rating: 0%

Erica Virgin Head Cheerleader Takes Her Job Gravely

Erica Virgin is a stunning sissy cheerleader...

Added: 2021-03-17 Rating: n/a

Mature Sissy Is So Sweet: Slave Anna 720p

Saucy and bashful sissy Anna is an expert prick..

Added: 2023-12-27 Rating: n/a

Fine Girls Always Get A Prize - Zia Cristal

Christian is having a harsh day and now he just..

Added: 2022-02-02 Rating: n/a

Jessica Nicole - Voluptuous Sissy Bunny Pulverized By Humungous Spunk-pump

Jessica Nicole is a beautiful light-haired..

Added: 2024-02-09 Rating: n/a

Kezra Knight

Kezra Knight is a enslaved sissy maid who is..

Added: 2022-08-05 Rating: n/a

Anastasia Dominatrix - Dominatrix fuck strapon sissy caboose with Domination & submission

Anastasia Domme domme tough pulverize culo her..

Added: 2023-12-01 Rating: n/a

Miss Eve Harper Pretty Restrain bondage Plaything Part One Finish Vid

Mistress Sidonia is training one of her anxious..

Added: 2022-08-18 Rating: n/a

Abby Affchen - Teen Sissy Loves Beefstick Already

Abby Affchen is only Barely legal but he has..

Added: 2021-11-17 Rating: n/a

Fully Transitioned But Still Promiscuous

Zia Cristal has been a crossdressing for years..

Added: 2022-05-15 Rating: n/a

Teenager Sissy Luvs Trunk Already

Abby Affchen is only College-aged but he has..

Added: 2022-01-15 Rating: n/a

Cock Cage Sissy

Junely's thick plump lips just seemed to be..

Added: 2020-02-01 Rating: n/a

Not a Nymph 3

What happens when Asian JGV actors get revved..

Added: 2014-07-19 Rating: n/a

Occasionally Beotches Wear Milky Too: Tanya Tonight 720p

He arrives home to find his subjugated..

Added: 2023-10-26 Rating: n/a

Adams Assfuck Screwed By Riley cross

Luxurious shemale Aphrodite adams xxx donk..

Added: 2022-01-05 Rating: n/a

Her Fave Fucktoy Is His XXL Cock

Nicole King is toying with her nymphs while..

Added: 2021-10-25 Rating: n/a

Diminutive Latina Sissy Looks Superb With A Jizz-shotgun In Her Ass

Mariah is a wonderful latina blondie sissy who..

Added: 2021-10-10 Rating: n/a

Meatpipe Cell Sissy

Junely's hefty round lips just seemed to be..

Added: 2021-08-23 Rating: n/a

Alison Dale, Karla Coxx, Zoe Puppet

One black boy and trio sissy sluts: is this..

Added: 2021-07-06 Rating: n/a

Domino Presley Plowed For The First-ever Time

Pierce Paris has a secret desire: to get plumbed..

Added: 2020-09-27 Rating: n/a

Bunny Summers - Now Her Life Has Objective

He was a regular guy with a girlfriend, who..

Added: 2023-12-26 Rating: n/a

Subordinated Sissy Waits For Her Sir

Kylie Kottonmouth is patiently waiting for her..

Added: 2022-02-11 Rating: n/a

Kimsatrans - Milking a Sissy Cow vol 2 with Good-sized Money-shot

Kimsatrans uses a tear up machines and cums..

Added: 2023-07-29 Rating: n/a

Alia Malia - Sissy Goddess Gets Trampy

Sissy queen Alia Malia likes to be slick and..

Added: 2021-11-13 Rating: n/a

Firm Working Crossdresser Can't Fight back Your Dick: Michelle 1080p

Michelle is back for more dick! She has been..

Added: 2023-10-27 Rating: n/a

Taking A Break To Nail A Promiscuous Sissy

Christian is relieving in his trailer going over..

Added: 2021-10-11 Rating: n/a

Totally Transitioned But Still Whorish

Zia Cristal has been a crossdressing for years..

Added: 2022-05-15 Rating: n/a

The English House - Miss Eve Harper - Pretty Restrain bondage Fucktoy Pt 1 - Finish Video

Domina Sidonia is teaching one of her impatient..

Added: 2022-08-17 Rating: n/a

Zia Cristal Excellent Girls Always Get A Prize

Christian is having a harsh day and now he just..

Added: 2022-02-05 Rating: n/a

Trans Cheerleader Takes Her Job Earnestly

Erica Virgin is a cool sissy cheerleader. She..

Added: 2021-03-20 Rating: n/a

Categories

Disclaimer: All models on this adult site are 18 years or older. Our site has a zero-tolerance policy against illegal pornography. All videos and links are provided by 3rd parties. We have no control over the content of these pages. We take no responsibility for the content on any website which we link to, please use your own discretion while surfing the porn links. This website uses cookies to ensure you get the best experience on our website.

© Shemale.FilesMonster.TV • DMCA Policy • Privacy Statement •