“Did that mean girl reject you? Did she humiliate you in front of her girlfriends? Aww. Poor crybaby. Didn’t I warn you? Why don’t you put on your peejays and crawl into bed with me. You can nuzzle mommy’s num-nums while I use a dab of baby lotion to make that poor little boo-boo of yours all better…”

Miss Kendra, mocking step-dommy, emasculating handjob, consolation cummmies…
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“Since you are obsessed with sniffing and fondling my stockings, I’m going to pull a pair of my lacy nylons tight over your chastity cage, beneath an adorable sissy maid dress I got for you, so that you can do your chores properly attired. First I’m going to scold and spank you, accross my silky lap, in your humiliating attire…

Miss Kendra, step dommy, sissy maid humiliation, male chastity, spanking…
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“I suppose I did promise I was going to all-the-way with you. Let you lose your virginity to me. I wasn’t lying, darling. I’m taking you all the way tonight. All the way gay, that is. Once I have my way in the bedroom with you, with my strap-on cock? You’re going to be an eager little fuck bunny for all the boys…”

Miss Kendra, seduction, role reversal, strap-on humbling, cuckolding, sissification…
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“I’ve decided to keep your chastity cage locked tight for the next month. Your only chance for an orgasm is this: I will unlock your cage so that you can arch your hips and open your mouth for a sissy facial as I mock and taunt you with these big breasts I bought with your alimony. That’s the only way you can cum…”

Miss Kendra, cruel ex, tit fuck tease, sissy facial, masutbation instructions…
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“I’ve had you in chastity for three weeks now. And the only way I’m going to let you out is so that you can ejaculate on the head of this giant dildo, so that I can shove the dildo down your throat and make you gag on that cum, while I put you through a cocksucking lesson. Your choice, darling…”

Miss Kendra, male chastity, boot worship, cocksucking lesson, sadistic ex..
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“I enjoy dating naive boytoys. The dumber the better. I treat my young boyfriends like puppies in training. A chastity cage is a must. And you’re going to stay caged until you learn to please Goddess with your tongue, no matter how you whimper, whine, and hump my Cuban-stockinged legs…”
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Duration: 00:08:48
File size: 252 Mb
Format: mp4

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.
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Duration: 00:09:38
File size: 276 Mb
Format: wmv

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.
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Duration: 00:08:44
File size: 250 Mb
Format: wmv

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.
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Duration: 00:13:01
File size: 373 Mb
Format: mp4

“Hand me my lipstick, I have a date… If you want me to keep you around, you’re going to have to sleep under the master bed – or in a cage in the basement – when I bring over my fucktoy boyfriends. If you agree, prove it to me by jerking your cock as you swallow my lover’s cum – or I’m kicking you out right now…”
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Duration: 00:08:21
File size: 239 Mb
Format: wmv

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.
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Duration: 00:06:03
File size: 173 Mb
Format: wmv

Miss Kendra knows that the best way to control you and dominate you is to make you wear frilly, lacy sissy panties beneath your silly real-man facade. Today, Miss Kendra is going to send you on a public ‘panty task’ designed to intimidate you, embarrass you pink and enslave you even further to the sinister charms of your cruel emasculatrix: Miss Kendra.
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Duration: 00:06:00
File size: 172 Mb
Format: wmv

You simpering little liar. You prissy-prance around in real-man clothes trying to fool the women in your life – but Miss Kendra knows the shameful sissy truth about you. It’s time for you to get real with your sissy self. Miss Kendra assigns you a humiliating task designed to make you reveal the real you. Like it or not, naughty miss sassy panties.
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