Sissi

Pages: NEXT ►

Order by: Popular Date Relevance

Alt Honey Luci Belle Opened up Open By Big black cock 4K

Tonight on Trans Midnight we welcome back Luci..

Added: 2025-04-20 Rating: n/a

She Wants To Be Packed With Cum: Riley Wraith 1080p

Riley Wraith is a skinny and sexy sissy who..

Added: 2025-04-17 Rating: n/a

Vanity Price Sissy Pride

This sexy, big-assed T-girl is prepared to have..

Added: 2025-04-15 Rating: n/a

Gwen - Obese Arse Trans Fucked By Large Hard-on

Christian is the tormentor of locating,..

Added: 2025-04-08 Rating: n/a

Druslan - Devoted Sissy Maid Wrecked By Huge Cock

He has a hard job and works lengthy hours, so..

Added: 2025-04-01 Rating: n/a

Druslan Faithful Sissy Maid

He has a stiff job and works long hours, so when..

Added: 2025-04-01 Rating: n/a

A Encounter With Her Future

He has come to London with a purpose. acquire..

Added: 2025-03-28 Rating: n/a

Sophie Bee - A Date With Her Future

He has come to London with a purpose. acquire..

Added: 2025-03-25 Rating: n/a

Taken Out On A Date 1080p

Yuna has totally succumbed to the crossdresser..

Added: 2025-03-25 Rating: n/a

Sissy Poptart - Loss Of Control

He lives a regular life with a regular job and a..

Added: 2025-03-24 Rating: n/a

Revved Into A Bitchy Femcow

He found this guy while on vaca in Mexico and..

Added: 2025-03-20 Rating: n/a

Supah Sexy Femboi Is A Insatiable Brute In Bed: Ararity 1080p

Ararity luvs this secret side of his life. Where..

Added: 2025-03-19 Rating: n/a

Squid Raven - Revved Into A Slutty Femcow

He found this fellow while on vaca in Mexico and..

Added: 2025-03-18 Rating: n/a

Sissy Jessica - Rented Out By His Domina

While on vaca in Scotland I met a dominant..

Added: 2025-03-14 Rating: n/a

Jossilyn Guzzles - Dream Football Dork

After the fantasy football season ended, he was..

Added: 2025-03-14 Rating: n/a

Zia Cristal - Feminized and Dressed Up

Zia Cristal has been successfully submitted,..

Added: 2025-03-13 Rating: n/a

Druslan - Tall Servant Light-haired Rock hard Ass-fucked

he was always a regular man that even joined the..

Added: 2025-03-12 Rating: n/a

Tall Blonde and Submissive: Druslan 1080p

He was always a normal man that even joined the..

Added: 2025-03-11 Rating: n/a

Wish Football Loser: Jossilyn Drinks 1080p

After the wish football season ended, he was in..

Added: 2025-03-11 Rating: n/a

Summertime Sissy Maid: Jossilyn Guzzles 1080p

Jossilyn Swallows commenced out as a beta..

Added: 2025-03-11 Rating: n/a

Feminized and Clad Up: Zia Cristal 1080p

Zia Cristal has been successfully submitted,..

Added: 2025-03-11 Rating: n/a

Rented Out By His Mistress: Sissy Jessica 1080p

While on vaca in Scotland I encountered a..

Added: 2025-03-11 Rating: n/a

Sissy Poptart Loss Of Manage

He lives a standard life with a standard job and..

Added: 2025-03-06 Rating: n/a

Aum 6 Jaw-dropping Sissy Cuffed For Barebacking

LadyboyVice scene 260 with Aum. Aum is one of..

Added: 2025-03-05 Rating: n/a

A Different Kind Of Shoe Camp

Tiffany Too has always desired to join the..

Added: 2025-03-03 Rating: n/a

Sissy Poptart - Loss Of Manage

He lives a normal life with a normal job and a..

Added: 2025-02-28 Rating: n/a

Vanity Price: Sissy Pride 1080p

Vanity Price wants you to know that she is proud..

Added: 2025-02-24 Rating: n/a

Tiffany Too A Different Kind Of Shoe Camp

Tiffany Too has always dreamed to join the..

Added: 2025-02-13 Rating: n/a

Jennifer Lunden - Specific Type Of Maid

He is relieving in his motel bedroom in London..

Added: 2025-02-08 Rating: n/a

Sissy Maids Are Insatiable: Jazmin 1080p

Jazmin is active fixing the plunged brutes on..

Added: 2025-02-05 Rating: n/a

Jennifer Lunden Specific Type Of Maid

I was staying in Canada around a deeply Japanese..

Added: 2025-02-02 Rating: n/a

She Luvs Sucking His Cock: Harlee Chanel 1080p

Harlee Chanel knows you are headed to the gym..

Added: 2025-01-13 Rating: n/a

Coco Dahlia - Bambii Mercedes - Sissy Stuffie Soiree 2

The scene embarks with Coco unwrapping and then..

Added: 2025-01-08 Rating: n/a

The Punishment For Theft: Ivy Chaos 1080p

He was a bad kid who always got in trouble. One..

Added: 2025-01-05 Rating: n/a

Sissy Stuffie Party: Coco Dahlia 1080p

Bambii Mercedes is in heaven as she is encircled..

Added: 2024-12-30 Rating: n/a

Summer finding out the ideal japanese sissy

I was staying in Canada around a deeply Asian..

Added: 2024-12-20 Rating: n/a

Sissy in innocence obeys big black cock parent and receives facial cumshot

Thedongkinger & Tiffany Woman - red-hot duo - No..

Added: 2024-12-18 Rating: n/a

Bred 2 Serve: Dusti Bunni 1080p

Too much cock, not enough sissy maids! Dusti..

Added: 2024-12-17 Rating: n/a

Sissy in virginity in service to their bbc sir

Thedongkinger & Tiffany Dame - Sissy in purity..

Added: 2024-12-17 Rating: n/a

Femboy Baps Hottie: Jackie 1080p

Jackie has just ended a shift at Femboy Hooters..

Added: 2024-12-09 Rating: n/a

Jackie - Sissy Servitude

If you want your girl to come with a little..

Added: 2024-12-04 Rating: n/a

Clothed And Confident: Naomi 1080p

He is a mushy mannered retail clerk at the mall..

Added: 2024-12-02 Rating: n/a

Sissy Princess Is An Blowage Expert: Harlee Chanel 1080p

Harlee Chanel is a sissy goddess that enjoys her..

Added: 2024-11-25 Rating: n/a

He Used To Be An Alpha Male: Tiffany Too 1080p

He used to be a giant alpha masculine that dated..

Added: 2024-11-23 Rating: n/a

Jackie - Sissy Servitude

Fresh-faced T-girl Jackie juggles on his schlong..

Added: 2024-11-21 Rating: n/a

Sissy Servitude: Jackie 1080p

Christian has done it again. He has found a..

Added: 2024-11-05 Rating: n/a

Sissy Bimbo Tart ladyboy ts hard-core

Ryne Stone used to enjoy being with women, just..

Added: 2024-11-04 Rating: n/a

Softcore Damsel Ivory Mayhem Feminization of the Intense Guy

Glamour woman Ivory Mayhem stock portfolio..

Added: 2024-11-02 Rating: n/a

TGirlsHookup - Bella Bates Is Back And Sluttier Than Ever

Bella Bates is brand fresh to TGHU and prepped..

Added: 2024-11-02 Rating: n/a

TGirlsHookup - Bella Bates Is Back And Sluttier Than Ever

Bella Bates is brand fresh to tghu and..

Added: 2024-10-20 Rating: n/a

Domme hush pegging teaching

Domina L Hush treated her sissy to a fresh..

Added: 2024-10-20 Rating: n/a

Gifts Always Work On Her

When Phoenix Rivera got her thick cub hairy man..

Added: 2024-10-13 Rating: n/a

Her Place Is Wherever He Wants Her To Be: Ryne Stone 1080p

When he comes home after a lengthy day, its..

Added: 2024-10-12 Rating: n/a

Erotic Doll Ivory Mayhem Feminization of the Mighty Man

Glamour doll Ivory Mayhem stock portfolio surges..

Added: 2024-10-09 Rating: n/a

Cute Canadian Gurl: Candi 1080p

Candi is one of the sweetest sissies I've ever..

Added: 2024-10-07 Rating: n/a

Pretty Gurl: Jackie Pretty 1080p

Jackie has always wished of being a pretty gurl..

Added: 2024-10-02 Rating: n/a

Easter Sissy

If you want your female to come with a lil..

Added: 2024-09-21 Rating: n/a

Sissy Fuckdoll

She-males are perhaps the most mysterious sexual..

Added: 2024-09-21 Rating: n/a

TGirlsHookup - Bella, Gina - Gutter Slut Will Do Anything To Satiate Mommy!

Bella Bates is a red-hot lump of biotch booty..

Added: 2024-08-31 Rating: n/a

Luci Belle aka Hottie Succubus - Caged Sissy Bunny Ravaged by BBC

Thin light-haired trans hoe with lush bum Luci..

Added: 2024-08-29 Rating: n/a

Luci Belle (Cutie Succubus) & Aj New - Sissy Fuckdoll Fucked By Big black cock

Ultra-feminine ladyboy Luci Belle gets smashed..

Added: 2024-08-27 Rating: n/a

AJFreshXXX - Sammi - Sissy Fuckdoll pt. 2

Sammi the sissy fuckdoll needs her shitpipe..

Added: 2024-08-24 Rating: n/a

Dominatrix hush pegging teaching

Dominatrix L Hush handled her sissy to a fresh..

Added: 2024-08-24 Rating: n/a

Sissy slut fucked and creampied by bbc

Tiffany Doll, Dong King - Sweetheart trans and..

Added: 2024-08-23 Rating: n/a

Domme hush extraordinary pegging penalty

domme L Hush took her sissy along to a meal with..

Added: 2024-08-21 Rating: n/a

Whinge Like a Bitch

Snivel Like a Sissy Bi-atch You want a trunk in..

Added: 2024-08-16 Rating: n/a

Pegging teaching

Dominatrix L Hush handled her sissy to a fresh..

Added: 2024-08-16 Rating: n/a

Sissy Maid Does Everything She Is Told

Sissy maid Molly just finished cleaning your..

Added: 2024-08-07 Rating: n/a

Sissy Molly - Sissy Maid Does Everything She Is Told

sissy maid Molly just ended cleaning your room...

Added: 2024-08-05 Rating: n/a

Fansly - Feminised Femboy Becomes Daddy's Fresh Toy

See this College-aged yr older German sissy slut..

Added: 2024-06-19 Rating: n/a

Teenie sissy opened up out by bbc receives facial cumshot

Thedongkinger & Alexis Auclair - steamy couple!..

Added: 2024-06-10 Rating: n/a

Teenage Sissy Opened up Out By Big black cock Daddy Receives Facial 1080p

Blond trassexual sweetheart Alexis Auclair got..

Added: 2024-05-17 Rating: n/a

Every Country Has Sissy Maids fresh shemale pornography flicks

Even when he is on holiday in another country,..

Added: 2024-04-27 Rating: n/a

Glamour Girl Ivory Mayhem Feminization Of The Heavy Man

Glamour dame Ivory Mayhem stock portfolio surges..

Added: 2024-03-30 Rating: n/a

Extreme Pegging Punishment

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

Added: 2024-03-11 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

Mistress Hush - Pegging Instructing

Domina L Hush handled her sissy to a fresh..

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

Jenny Kennedy - Tall Bony Tatted and Trampy

Jenny Kennedy has been dying to get feminized..

Added: 2024-01-21 Rating: n/a

Jeni Justice - Sissy Queen Earns Her Crown

Jeni Justice has just been crowned sissy queen..

Added: 2023-11-26 Rating: n/a

TS Oceana Natalya - Good-sized Booty Sissy Hates Her Class Full HD 1080p

Oceana Natalya determined to attend class while..

Added: 2023-10-07 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

Three Sissies Playtime After College 3way

Three hot busty sweethearts - Alexa Amore, Riley..

Added: 2023-07-20 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

T-girls Penetrated Without a condom Slow Rail Without a condom Finish

Belle is a voluptuous slim babe, deepthroating..

Added: 2023-06-28 Rating: n/a

Three Sissies Playtime After College 3Way

Trio hot huge-boobed hotties - Alexa Amore,..

Added: 2023-06-17 Rating: n/a

Conclude Flick

Domme Sidonia is training one of her antsy..

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

Doja Brat - Trans Queen Arrives To Please Him

He thought she was gone forever, but sissy..

Added: 2023-04-01 Rating: n/a

Miss Eve Harper - Pretty Restrain bondage Toy

Domme Sidonia is instructing one of her..

Added: 2023-03-24 Rating: 0%

Desiree Ray - Making Her Dreams Come True FullHD 1080p

He was always pathetic as a dude because he..

Added: 2023-02-01 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

Zia Cristal - 'S Home

Zia Cristal is active concluding up her daily..

Added: 2022-11-26 Rating: n/a

Jessie Spice - Pesky Sissy Maid Gets what She Wants 720p

I’d be lounging if I said I never thought..

Added: 2022-11-15 Rating: n/a

Brenna Knight - Sissy Cheerleader Has A Tremendous Rump 1080p

I don’t know what came over us; we just got..

Added: 2022-11-15 Rating: n/a

Jessie Spice - Pesky Sissy Maid Gets what She Wants 1080p

I’d be lounging if I said I never thought..

Added: 2022-11-15 Rating: n/a

Zia Cristal - The Hottest Elastic Backside Sissy Ever 1080p

He could tell I was frightened and put his mitt..

Added: 2022-10-24 Rating: n/a

Her Favorite Plaything Is His Enormous

Nicole King is frolicking with her femmes while..

Added: 2022-10-21 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

Jessica Dee - Sissy Maid Gets Out Of Grief 720p

I don’t know if it was the storm or the tent..

Added: 2022-09-26 Rating: n/a

Melissa Taylor Sissy Maid Aims To Sate

Melissa Taylor hates her standard life and..

Added: 2022-09-20 Rating: n/a

Miss Eve Harper - Pretty Bondage Plaything Pt1

Mistress Sidonia is teaching one of her anxious..

Added: 2022-09-10 Rating: n/a

Thrilled To Be A Adorable And Encaged Sissy - Micky Mackenzie

Micky Mackenzie has found the cutest outfit to..

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

Sissy Fuck Trai

This sexy, big-assed T-girl is prepped to have..

Added: 2022-08-23 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

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

Miss Eve Harper: Pretty Restrain bondage Fucktoy Pt.1, Complete Video 1080p

Dominatrix Sidonia is instructing one of her..

Added: 2022-08-15 Rating: n/a

Sasha de Sade - Sissy Shag Teach

2 lovely trans whores in lace dresses and with a..

Added: 2022-08-13 Rating: n/a

Utter Service Maid

Christian is concluding his work while his sissy..

Added: 2022-08-10 Rating: n/a

Phoenix Rivera - Sissy Maid Delivers The Lubricant For Your Pleasure 1080p

You asked for some lubricant and your sissy maid..

Added: 2022-08-10 Rating: n/a

Sissy Maid Produces The Oil For Your Sensation

You asked for some lubricant and your sissy maid..

Added: 2022-08-09 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

Kezra Knight

Kezra Knight is a enslaved sissy maid who is..

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

Zia Cristal DaddyS Home!

Zia Cristal is active finishing up her daily..

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

Mila Rapid Sneer For Me Bitch Submissive Role Have fun

Please! But if I need to bang them like a dirty..

Added: 2022-06-20 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

Nina Lawless Destroys Kendra Sinclaire sc.1

Kendra Sinclaire shows that she is indeed..

Added: 2022-05-23 Rating: n/a

Trans Pet Idolizes Her Superior

Cali Fauna is a submissive sissy pet that likes..

Added: 2022-05-09 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

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

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

Handsome Crossdresser DJ Makes Her Porno Debut

Audrey Maffia is a mind-blowing Mexican..

Added: 2022-04-30 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 •