Category Archives: princess tiffani

Wanna Play Hooky from Worky-Work with Princess Tiffani?

“You can spend the afternoon at your dumb jobby-job. Or you could tell a fib and come play hooky with me, Princess Tiffani. I’ll let you be my bikini tester as I max out all your credit cards. If you’re a reeeally good sugar daddi? I’ll let you pull out your widdle winkie and pump out a worship puddle for your Princess….”

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Princess Tiffani Turns You into a Sissy Fluffer for Her Fiancee

“When I told my fiancee that you’re my sissy slave, I thought he’d be furious. But he liked the idea of having a sissy to serve us both! I’m gonna make you fluff his big cock before we have sex and strip off his condoms after we cum. If you’re a good fluffer you can squirt your sissy piddles into his massive condoms… “

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Princess Tiffani Laffs as You Load Your Humpypillow with Loser Goo

“Oh my gawd! You pathetic mama’s boy virgin! I know you have a humpypillow. The crusty smelly one you keep under your bed with your sissy porn. You’re gonna show me how you humpy-squirt that wussy pillow. I totally promise not to tease you, trashtalk you, or bust out laffing at you as you’re making a cummie…”

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Intern Tiffani Takes Control of Your Laughable Little Package

Princess Tiffani from www.humiliatrix.com
“I luv it when you try to be the boss. It’s so cute! You try to talk tough, but I can see your eyes wandering up my skirt and down my dominatrix boots. Did you notice I’m not wearing panties? Is that why you’re s-s-stuttering? Don’t you know? Panties are for bitch boy bosses. Like these silk and lace panties I got for you-oo…” 10 minutes. 
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Princess Tiffani Transforms You into a Sissy Ballerina

Princess Tiffani from www.humiliatrix.com
“I decided to expose your secret sissy side to my girlfriends – by signing you up for ballet class! The instructor is sooo mean. She spanks her students and makes them wear these disciplinary heels. But don’t tinkle your panties. I’m gonna prepare you. First we need to insert this sissy plug to help you with your posture…” 6 minutes. 
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Cheerleader Tiffani Catches You Jerking into Her Undies

Princess Tiffani from www.humiliatrix.com
“WHAT are you doing in my bedroom, dweeb!?! OH MY GAWD. Were you about to jerk up my undies with your disgusting pig snot? EEEW! Don’t you move, loser. I’m gonna call one of my cheerleader girlfriends and then you’re gonna make a jerkoff humiliation video so every cheerleader can point and laugh at you…” 7 minutes.
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B-B-Beg Princess Tiffani Not to Break up with You

“Can you imagine what it would be like to be my wimp boyfriend? What degrading things would you do to make me laugh at you? Worship my boots? French kiss my ass? Would you give me worship strokes and plead for permission to pigsnot your fist and lick it up? Okay, crybaby… Get ready to start b-b-begging…” 10 minutes.
Princess Tiffani from www.humiliatrix.com
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Tiffani Points & Laffs at You as You Jerk It

Tiffani and her cheerleader girlfriends know that you spy on them while they’re practicing their cheers. They’ve even made up some humiliating cheers about you! Now Tiffani has cornered you and she intends on turning the tables on you. You have to jerk your little cock, jump up and down and do a dork-cheer while Tiffani shoots a humiliation video of you to share with her girlfriends! 5 minutes. 
Princess Tiffani from www.humiliatrix.com
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Princess Tiffani Is Back to Humiliate You

Princess Tiffani challenges you to a tennis match at the country club. If you win you get to take Tiff back to your bedroom and do anything you want with her. But if Tiffani wins? You’re going back to HER room at the sorority house, so she can pull her sweaty panties over your face and command you to jerk your little loser cock into her dirty ankle socks. HAHA! 6 minutes – of Princess Tiffani pointing and laughing at you!
Princess Tiffani from www.humiliatrix.com
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Princess Tiffani Pins You to the Bed for Your ‘Sissy Litmus Test’

Are you a man – or a sissy? According to Princess Tiffani there’s only one way to find out, tinkerbelle: by pinning you down to the bed and making you take a good hard fucking with her strap-on. If there’s a little puddle of spooge on the bed when Tiffani gets done fucking you? She’ll know that you loved being her fuckbrat – as only a sissy with a pussy for an ass would! 
 
Princess Tiffani from www.humiliatrix.com
 
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