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CRUEL GIRLFRIEND Latest Posts

Public Humiliation Assignment 1

September 5, 2020
Public Humiliation Assignment 1
Jess loves to set the most abasing assignments for you. Her mind is so spiteful she just fantasies up your worst public abasement nightmare and sends…
Category: Feminization / Sissification Tags: humiliation, schoolgirl, sissy

Busted Loser Foot Fetish Pt 2 Of 2

May 13, 2020
Busted Loser Foot Fetish Pt 2 Of 2
Im not finished yet loser - Youre going to munch, and clean my feet while I tell you exactly what I think of freakos like you that get off on womens…
Category: Foot Domination Tags: footjob, ugly

Wedding Day Cuckold

December 27, 2019
Wedding Day Cuckold
Marrying your trophy gf, Holly McGuire, should have been the best day of your life. Not if youre Hollys pathetic sissy cuckold spouse! Holly has been…
Category: Cuckolding Tags: brutal, cuckold, cuckold husband, lingerie, sissy, submissive, wife

Lingerie Cuckold Pt 1 – Cuckolded

December 24, 2019
Lingerie Cuckold Pt 1 – Cuckolded
Brutal Cuckolding gf Tibby is fucking your best friend and she just cant wait to touch it your pathetic face. Not only is she getting all the real man…
Category: Cuckolding Tags: cruel, lingerie

Sold Into Sissy Slavery 1920 X

December 8, 2019
Sold Into Sissy Slavery 1920 X
1920 x 1080 HD Version - Violent Gangster Gf Paige Turnah has called you over to discuss her latest shady business venture. Paige is part of one of…
Category: Feminization / Sissification Tags: cruel, sissy, slave

Sold Into Sissy Slavery

June 17, 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 thickest gangster…
Category: Feminization / Sissification Tags: cruel, sissy, slave

Niteclub Humiliation

April 8, 2019
Niteclub Humiliation
Your violent European ex-girlfriend Lolly is going to haul you to the best niteclub in town by your leash. All of her bratty girlfriends are going to…
Category: Cuckolding Tags: cruel, cuckold, humiliation

Toolbox Torture Pt 1

March 10, 2019
Toolbox Torture Pt 1
Heartless gf Roxy has a sadomasochistic plan. Youre going to be frog-tied in the middle of the room, ball-gagged and vulnerable as she inflicts an…
Category: Female Domination Tags: brutal, helpless, punishment

Sissy Cuck Ordered To Steal

September 24, 2018
Sissy Cuck Ordered To Steal
Your stunning cheating gf Paige Turnah has had a wickedly abasing idea. Shes determined shes going to put you into girlie clothes. She picks out a…
Category: Feminization / Sissification Tags: cruel, high heels, humiliation, lingerie, panties, panty, sissy

Pillow Fucker 1920 X

August 9, 2018
Pillow Fucker 1920 X
1920 x 1080 HD Version - losers like you can only desire of fucking a damsel as hot as Ivy Summers. She has a pretty face, big tits, a flawless taut…
Category: Humiliation Tags: princess

Humiliation Adventure Pt 1

October 15, 2017
Humiliation Adventure Pt 1
Youre stunning gf Tibby is fucking everybody you know - everybody except you that is. Shes sleeping withyour work colleagues, your friends, even…
Category: Humiliation Tags: lingerie

Busted Loser Foot Fetish Pt 1 Of 2

February 23, 2017
Busted Loser Foot Fetish Pt 1 Of 2
OMG you are such a loser! Youre actually more interested in my feet than the rest of me! Youve got a hot youthful trophy gf but all youve been getting…
Category: Foot Fetish Tags: humiliation

Orgasm Humiliation Assignment 1

January 5, 2017
Orgasm Humiliation Assignment 1
Your violent gf Jess never lets you spunk without bearing some form of abasing practice as payment. Orgasms are for real men and you are not a real…
Category: Feminization / Sissification Tags: cruel

Pay For Your Iy Afucking

January 2, 2017
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

Cuckolded By Your Boss

November 30, 2016
Cuckolded By Your Boss
Your boss holds the camera as your cheating gf Vivien leaves you a abasing message explaining how shes been cuckolding you with your superior real-man…
Category: Cuckolding Tags: cuckold, obedient, obey

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