Category Archives: Kendra James

Do It Like A Naughty Sissy Bitch for Mean Miss Kendra

Miss Kendra forbids you to touch your worthless squirt nipple anymore. If you want to have an org-spasm, you have to do it how Miss Kendra commands: like a submissive little bitch – with your legs spread wide and a buzzing pink dildo crammed inside your wussy-clitty fukkyhole. Follow Miss Kendra’s exact instructions and maybe she’ll let you cream your panties like a girl. Bzzz!

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Cum Command Training with Strict Miss Kendra

In her fetish gear and thigh high dominatrix boots, Miss Kendra caught you making ‘puppy panties’ in her hamper. Now she is going to humiliate you by putting you thru a degrading doggy discipline lesson. Collared, leashed, and muzzled, you will learn to beg, heel and ‘cum’ – into your doggy dish – at Miss Kendra’s command. Then you get to lick it all up.

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Small Penis Humiliation Assignment : Miss Kendra’s Sissy Bow Boy

Cunning Miss Kendra weakens your real-man resolve with her lace-top stockings, her see-thru lingerie and her sexy heels. She teases your worthless little stiffy until you break down and admit that you’re a feeble, pathetic wanna-be sissy. Armed with the power to expose and destroy you, Miss Kendra forces you to complete an emasculating public humiliation assignment, involving a tube of red lipstick and a silky pink ribbon.

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Worship My Pumps: You Are Miss Kendra’s Sissymaid – Part Three

Miss Kendra knows that her shiny black pumps have the power to render you into a helplessly subservient toe-kissing sissy before her. In this three part session, your stealthy mistress intends on using her shiny black pumps to manipulate you deeper into heel-sucking servitude. If you prove expert at licking her soles and sucking her heels, divine Miss Kendra might reward you with an even more debauched purpose for your quivering puckered lips, filthy sissy. On your knees. Now.

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Cuckyface Consequences: You Are Miss Kendra’s Sissymaid – Part Two

When Miss Kendra kissed her boyfriend goodbye, called you from the closet, and assigned you to do the cucky cleanup job, she ordered you to crawl every square inch of her luxury condo until you retrieved each of her real-man boyfriend’s used condoms. Well, naughty sissycuck, what will Miss Kendra do to you when she discovers one of his fully-loaded magnum-size condoms in her jacuzzi? You are about to get a faceful, lowly cucky.

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Broken and Enslaved: You Are Miss Kendra’s Sissymaid – Part One

What would it be like to be the 24/7 live-in sissymaid to a demanding dominant young woman such as Miss Kendra? To begin with, you will be stripped of your silly masculine pretensions, feminized in frills and put through a demeaning set of chores. Crawl before Miss Kendra in your sissymaid uniform. Kiss her toes. Strive to please her. And pray she doesn’t find a pretext to punish and publicly humiliate you. Imbecile!

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Sheer Humiliation: Your Date with Miss Kendra’s Pretty Pinky Toe

Miss Kendra knows that her silk stockings are like a leash… and her glittery ankle bracelets like a collar around your pathetic little package. Too bad she’s dressed to seduce a real man. Not you, weakling. Still, maybe if you get down on your knees and b-b-beg, Miss Kendra will let you “date” her cute red-painted, silk-encased pinky toe. Maybe if you plead, drool, and grovel she’ll even let you give it a kiss. OMG, loser. How pathetic can you get.

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Tricked, Flipped and Strap-on Suckered: Love Lessons with Miss Kendra

Miss Kendra leads you into her bedroom for a lesson in lovemaking. She seduces you in her sheer red negligee, her lace stockings and high heels. Is it a miracle? C-c-could it b-b-be your lucky day? Don’t get too excited, sissy. Maybe you need to look a little harder at what’s between Miss Kendra’s long silky legs. Miss Kendra is about to teach you a long hard lesson in love making all right. And you are going to be on the receiving end. All nine inches worth. Silly sissy.

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Cuckold Tease and Humiliation Session with Miss Kendra

The see-thru dress… the sheer stockings… the lace panties… the ankle bracelets and pink polished toes… Too bad they’re all to arouse another man, loser. A real man. Exquisite Miss Kendra is going to put you through an achingly cruel cuckold tease session. Will she allow you to spank out a cucky worship puddle before her date arrives? That all depends on how willing you are to beg, sniff, drool, and grovel. Little mister pathetic.

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Awwwww! Miss Kendra Powders, Lotions and Laffs at Your Widdle Pee Pee

What’s a girl to do with a pecker as puny as yours? Sprinkle it with powder, squirt it with lotion, and tease it to the brink as she “rubs it in” with gobs and globs of emasculating ga-ga goo-goo talk. Aww! Does da widdle sissy want to make a creamie for Miss Kendra? Maybe she’ll let you, maybe she’ll just bring you to the brink and giggle at your distress, as she ties a pink ribbon around your waffable widdle wee wee.

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