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CRUEL GIRLFRIEND Latest Posts

Underwear Cuckold Pt 1 – Cuckolded

June 25, 2020
Underwear Cuckold Pt 1 – Cuckolded
Brutal Cuckolding gf Tibby is fucking your best friend and she just cant wait to paw it your pathetic face. Not only is she getting all the real man…
Category: Cuckolding Tags: cruel, lingerie

Pay For Your Iy Afucking 1920 X

April 1, 2020
Pay For Your Iy Afucking 1920 X
Hot cuckolding princess Della is heading out to the club tonight. Shes making a real mess in the bathroom with all her makeup and determines the best…
Category: Feminization / Sissification Tags: filthy, princess, sissy

Bitch In Jeans

January 9, 2020
Bitch In Jeans
Ideal wish gf Nikita has found your stash of porn magazines and shes furious! Watching as you like looking at doll's in undies so much she determines…
Category: Feminization / Sissification Tags: panties, panty, punishment, sissy

Orgasm Humiliation Assignment 1

November 25, 2019
Orgasm Humiliation Assignment 1
Your aggressive gf Jess never lets you jizz without bearing some form of abasing practice as payment. Orgasms are for real dudes and you are not a…
Category: Feminization / Sissification Tags: cruel

Sold Into Sissy Slavery

November 13, 2019
Sold Into Sissy Slavery
Brutal Gangster Gf Paige Turnah has called you over to discuss her latest shady business venture. Paige is part of one of the largest gangster…
Category: Feminization / Sissification Tags: cruel, sissy, slave

Euro Gf’s Chastity Victim

October 15, 2019
Euro Gf’s Chastity Victim
Losers like you deserve to have their futile little sissy-sticks locked away and managed by your nice youthfull trophy girlfriends. Veronica wants to…
Category: Feminization / Sissification Tags: chastity, cruel, torture

Tiny Cock Humiliation

July 13, 2019
Tiny Cock Humiliation
Maybe you hoped that because your pretty gf was from Eastern Europe she wouldnt find your lil' little shrimp-dick as amusing as Western women do. Too…
Category: Small Penis Humiliation Tags: humiliation

Sissy Sold Into Porn 1920 X

April 30, 2019
Sissy Sold Into Porn 1920 X
1920 x 1080 HD Version - Your hot bitchy gf Vicky wants to take a vacation with the chicks. She plans on spending some time in the sun partying with…
Category: Feminization / Sissification Tags: black cock, lesbian, sissy, sucking

He’s So Much Better Than You – Part 2

March 19, 2019
He’s So Much Better Than You – Part 2
Youve come back to grovel and beg me to take you back huh? Not a fucking chance loser. Im with yourbest friend now so why on earth would I take back a…
Category: Cuckolding Tags: cuckold, first time, submissive

Sold Into Sissy Slavery 1920 X

November 7, 2018
Sold Into Sissy Slavery 1920 X
1920 x 1080 HD Version - Brutal Gangster Gf Paige Turnah has called you over to discuss her latest shady business venture. Paige is part of one of the…
Category: Feminization / Sissification Tags: cruel, sissy, slave

Carmen’s Cuckold

September 28, 2018
Carmen’s Cuckold
Cheating cuckoldress Carmen is getting ready for a hot date with your neighbour. She loves nothing more than touching her infidelity in your loser…
Category: Cuckolding

Sissy Cuckold Uniform

August 1, 2018
Sissy Cuckold Uniform
OMG Cucky, your boss and I have just been shopping together and weve found a totally abasing little uniform for you to wear. Were going to laugh so…
Category: Cuckolding Tags: office, sissy

Gym Diva Abjection Pt 1

July 20, 2018
Gym Diva Abjection Pt 1
Your mean cheating gf Tibby spends all her time working out at that elegant local gym but its not to look good for you loserboi. Shes keeping herself…
Category: Cuckolding

Condom Disposal Cu

June 30, 2018
Condom Disposal Cu
Your ideal gf Natalia has just spent the night with two of your best friends and shes come home with a selection of yummy treats to humiliate you…
Category: Cuckolding Tags: bitch, cruel, cuckold

Pay For Your Iy Afucking

June 21, 2018
Pay For Your Iy Afucking
Hot cuckolding princess Della is heading out to the club tonight. Shes making a real mess in the bathroom with all her makeup and determines the best…
Category: Feminization / Sissification Tags: filthy, princess, sissy

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