Category Archives: Kendra James

Miss Kendra Makes You Do It Like a Sissy

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When Miss Kendra snaps on a latex glove you know you are about to have your must vulnerable places invaded and manipulated. Miss Kendra has used her latex-gloved fingers to interrogate you, violate you and break you. Today, Miss Kendra is going to make you orgasm without touching your ‘boy bits.’ You will learn to cum by being finger-fucked from behind – like the squirming sissy you are. 7 minutes. 
Kendra James from www.humiliatrix.com
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Admit Your Sissy Secret for Miss Kendra

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Miss Kendra is sending you on a date; a date with an attractive, intelligent, commanding woman – a woman just like Miss Kendra herself. On this date you will wear frilly, lacy panties beneath your ridiculous real man facade. And you will confess to your date the embarrassing truth about yourself: that you are a panty-clad sissy who needs to be spanked, cuckolded and sexually dominated. 9 minutes. 
Kendra James from www.humiliatrix.com
Now showing at Humiliatrix.com

Suckytime Lessons with Miss Kendra

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Open wide for mistress, sissy! Mean Miss Kendra is about to turn you into her cock-craving sucky slave – in three cruel lessons. First, Miss Kendra makes you nurse on an ‘i luv daddy’ baby pacifier, then she graduates you to a cute penis pacifier. Finally, when Miss Kendra determines that you are ready to give head for real, she cock-trains you to suck a life-size nine-inch dildo. 9 minutes. 
Kendra James from www.humiliatrix.com
Now showing at Humiliatrix.com

You Will Cum Like a Girl for Miss Kendra

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Miss Kendra continues to prepare you for your sissy punishment fucking by teaching you to cum like a girl. Miss Kendra forbids you from touching your silly, worthless “boy parts.” Instead, Mistress makes you use a penis-shaped vibrator to deeply penetrate your sissy-clitty, until you begin to squirm, squeal and beg to make a girlie cummy for Miss Kendra, as she teases and encourages you. 10 minutes.
Kendra James from www.humiliatrix.com
Now showing at Humiliatrix.com

Miss Kendra Snaps You into a Chastity Cage

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Miss Kendra has discovered the pair of punishment panties she put on you – crumpled, hidden and slimed with sissy goo. Miss Kendra pinches your ear and escorts you into her bedroom for an angry scolding. You just won yourself two weeks in a pink chastity cage … beneath a pair of frilly, lacy panties. Yellow panties. For cowards like you. The better to embarrass and emasculate you with. 9 minutes. 
Kendra James from www.humiliatrix.com
Now showing at Humiliatrix.com

Strap-on Punishment Prep with Miss Kendra

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To prepare you for the punishment fucking she’s going to give you with her massive strap-on dildo, Miss Kendra is making you wear a big fat butt plug. You can either try to impale yourself – to entertain Miss Kendra with your comical struggles. Or you can learn the meaning of the word ‘humiliation’ and ask Miss Kendra to insert the plug for you. Either way will leave you no ‘wiggle room’ for humility. Not when Miss Kendra commands you to ‘sit.’ 7 minutes. 
Kendra James from www.humiliatrix.com

Now showing at Humiliatrix.com

Cream Your Sissy Panties for Miss Kendra

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Miss Kendra intends on stripping you of all your masculine pretensions tonite. The first step is for you to prove to Miss Kendra that you truly are her helpless sissy weakling. You will wear the darling sissy emasculation panties Miss Kendra picked out for you. And then? After Miss Kendra teases and shames you into arousal? You are going to spill all your worthless wussy cream into your sissy panties for Kendra. And then your real humiliation begins… 8 minutes. 
Kendra James from www.humiliatrix.com
Now showing at Humiliatrix.com

Miss Kendra Sends You on a Sissy Humiliation Assignment

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No one knows your innermost secrets and your vulnerable soft spots like Miss Kendra. When Miss Kendra locks you into her hypnotic gaze you become feeble – and powerless. Miss Kendra wants to push you past your boundaries and take you to those forbidden places you’re afraid to go. You will do exactly as Miss Kendra instructs you.  6 minutes. 

Kendra James from www.humiliatrix.com


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Wimp to Wussy: Miss Kendra Hires a College Cutie to Cuckysit You

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You have proven that you can not be trusted home alone when Miss Kendra is out on her dates. Therefore, she has decided to hire a collegiate cutie to “cuckysit” for you. Are you embarrassed? You should be. Your sitter is going to put you into rhumba panties and make you drink a yicky-sticky sissy protein shake. Better behave! Or you might get spanked!  9 minutes.  

Kendra James from www.humiliatrix.com


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Teased and Taunted: Miss Kendra Brings You to the Brink

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Stunning Miss Kendra uses her beauty, her wiles, her bedroom eyes and her knowledge of all your crippling weaknesses to bring you to your knees before her. Once she makes you weaken and stiffen, Miss Kendra knows that she can make you do anything for her. Now matter how humiliating You will put yourself at risk of riducule for goddess, won’t you puppy? 
 
Kendra James from www.humiliatrix.com
 
 
Now showing at Humiliatrix.com