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CRUEL GIRLFRIEND Latest Posts

You Be The Girlfriend Now

December 8, 2020
You Be The Girlfriend Now
Rachel is brutal you into a abasing sissy maid uniform and is going to make you do all of the household chores before her dinner guests arrive. She…
Category: Feminization / Sissification Tags: brutal, humiliation, sissy, sissy maid

Club Hottie Gives You To A Gay

December 8, 2020
Club Hottie Gives You To A Gay
Youve got fortunate tonight loser. Somehow youve ended up heading home with a truely stunning chick. Shes tall, pretty, has an awesome figure and…
Category: Humiliation Tags: blackmail, cruel, humiliation

Live Like Trash

April 28, 2013
Live Like Trash
Super-hot gf Chloe needs you out of the apartment so she can commence living the kind of lifestyle a pure-perfection princess like her is worth. She…
Category: Humiliation Tags: princess

Chastity Loser Wears A Strap-on

March 11, 2012
Chastity Loser Wears A Strap-on
Having a gf as ideally gorgeous as Jasmine should be the most a man could ever wish for. Unluckily for you cucky, Jasmine loves nothing more than…
Category: Chastity Tags: chastity, strap-on

Sissy Panties Sandwich

April 3, 2011
Sissy Panties Sandwich
Ania and her bf have been watching you wiggle your way around your bedroom dressed up in your girlie garments for the last few weeks. The aggressive…
Category: Feminization / Sissification Tags: cruel, lingerie, panties, sissy

Chastity Cuckold 1

March 29, 2011
Chastity Cuckold 1
Your hot-but-cruel gf Jess reads a magazine as she explains your fresh life in chastity to you. She seems totally disinterested in you as she spells…
Category: Cuckolding Tags: chastity, cruel, torture

Busty Cuckolding Girlfriend

December 11, 2010
Busty Cuckolding Girlfriend
Your beautiful Euro-babe gf Veronica coldly tears your heart out as she confesses how shes been cheating on you with her real-man paramour. Shes…
Category: Cuckolding

Condom Disposal Cu

December 10, 2010
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

Honey’s Whore Part 1

October 28, 2010
Honey’s Whore Part 1
Its time to get you into your summer clothes sissy. Your girlie summer clothes of course. Im putting a pretty little wig on you and taking you out to…
Category: Feminization / Sissification Tags: humiliation, legs, lingerie, sissy

Tiny Cock Humiliation

October 9, 2010
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

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