Tiffani is tired of you messing your disciplinary diapers with naughty #3 goo-goo squirts while she's out on dates with her real-man boyfriend. That's a no-no, little man! So to punish you for making mischief in your diapers, Tiffani lays you down on a fresh diaper before her date. But instead of powdering your bum-bum, teasing your stiffie and creaming your little sissy parts with diaper rash ointment, Tiffani turns you onto your tummy and your hiney cheeks apart. Uh oh! Tiffani holds up a rectal thermometer with a big glob of ointment on the tip. While Tiffani is out on her date, you are going to be left to wriggle around on your pink diaper changing blankie with a pacifier in your mouth, an open diaper beneath you, and your rectal thermometer firmly in place. If Tiffani discovers any sissy-goo squirts plastered in your diapers after her date, she is going to ask her mean boyfriend to remove your thermometer, spank you, powder you, tape your diapers snugly around your hips, and make you wear them until they're wet and messy. So unless you want to experience the humiliation of being diapered and disciplined by Tiffani's boyfriend, you better keep your thermometer all they way in place and your diaper free of cummies while Tiffani is on her date. Sissy.
Release Date: May 17, 2013
"My alpha stud boyfriends love having their massive cocks sucked. And I luv teasing and seducing them, with my Princess Tiffani suck-me lips. Once I tease their cocks super stiff? I’m going to use YOU to finish the job – the blow job. I’m gonna train you to either guzzle their loads or have your face plastered with their cum…"
Release Date: July 22, 2017
“Aww! Were you crying while my new boyfriend was fucking me last night? Poor crybaby! Too bad you’re too tiny to please Princess. OMG, look how huge my new man’s condom is next to your itty bitty winky! Wouldn’t you love to be massive like him? Why don’t you drape his condom over your peepee — and pretend…”
Release Date: December 10, 2018
"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…"
Release Date: July 24, 2012
Princess Tiffani has a date and it’s not with you. Aww! Don’t cry, worthless. You can get down on your knees and pump your desperation boner while Tiffani gets dressed for her date with your rival! If you spill your loser load, she’ll know she looks super sexy for him. How fucking pathetic is that! How totally pathetic are you! STFU and unzip for Tiffani, you fist-fucking fool.
Release Date: April 14, 2009
"Aw, were you hoping Princess Tiffani was gonna taunt and tease you into creaming your sissy wussy panties tonite? No, silly sissy, that’s not humiliating enough for you. I’m going to take you deeper into sissy submission. I want you embarrassed and degraded for real. Are you ready for your punishment assignment?…"
Release Date: July 4, 2017
Your peabrain must be even smaller than your pinkydick! When Princess Tiffani said she wanted to fuck, did you really think you were gonna ‘give’ rather than receive? LOL! Dream on, wussy! On your tummy and spread your legs. Princess is about to grab your hips and give it to you g-g-girly style!
Release Date: August 7, 2009
“When I left for my tennis match this morning, I gave you specific instructions to tongue-wipe the soles and heels of every pair of high heels in my collection. But you fucked up. Now I’m gonna use my stinky tennis sneakers and thigh boots to punish and humiliate you in front of my girlfriends…”
Release Date: October 30, 2013
Princess Tiffani takes control of your sputtering pecker with a sweetly-sadistic tease and torment session. Tiffani intends on making sugardaddi melt in the palm of her pretty hand – until you’re helplessly subservient to Princess. If you’re good you’ll get your pecker tickled and kissed. But bad sugardaddies get flicked, pinched, stomped and…
Release Date: June 24, 2009
"Excuse me, little man. Where do you think you're going? The potty? Really? D-D-Did you forget that you are wearing d-d-diapers? You don't have potty privileges when Sitter Tiffani is in charge. I have you wearing those thick bulky diapers for a reason. And now it looks like I'm going to have to teach you a lesson. You are going to wet that diaper for me. Not once, not twice, but three times. Right in front of me. And if you think having to peepee your pampies in front of your sitter is embarrassing? Just you wait. Your diaper punishment isn't going to be over until it is completely soaked, soppy and sagging..."
Tiffani takes charge as your sitter, you to wet your diapers three times before she allows you to be changed... For your first diaper wetting, Tiffani sends you to the most embarrassing public place you can imagine, where you are going to have no choice but to wet your diaper. "Ssssssssssss..." Then Tiffani makes you soak that already-soppy diaper again and again!
Release Date: April 23, 2017
What’s the most humiliating thing you could be forced to do with another man’s cum-loaded condoms? You are about to find out, sissy. Put on your panties for Princess Tiffani and prepare to have your alpha-male superior’s steamy skank smeared into your most private places. Then prepare for the most squishy-squirmy punishment of your pathetic little life!
Release Date: January 23, 2010
“I know your little secret! You’re a sneaky panty sissy. You like to linger in lingerie stores and fondle the silky frilly panties. Little panty man. And unless you want me to expose your embarrassing secret? You’re going to make me a humiliation video of yourself for me, prancing and preening around in your panties…”
Release Date: December 20, 2017
Cheerleader Tiffani puts you thru a humiliating dweeb-denial body worship session just moments after cucking you with her new BF. Tiffani makes you sniff up and down every crack and curve of her cheerleader bod until you’re begging and pleading to glob your geek squirts into the princess patch of her sex-soaked cheerleading panties. Gimme an L-O-S-E-R! What’s that spell? Y-O-U! LOL!
Release Date: May 5, 2009
After keeping you caged in chastity for an entire week, Princess Tiffani knows she’s got you exactly where she wants you: panting, gasping, pleading and moaning for your pathetic release, right in the palm of her precum-drenched hand. Ready to be tickled and taunted? Ready to do anything Princess Tiffani commands? No matter how humiliating? Maybe if you deplete her wishlist, she’ll unsnap you from your cage and let you deplete your… your… “Ooh! Oh! P-P-Princess Tiffani!” Beg to make your worship puddle, loser. Go on. Start pleading with your Princess.
Release Date: July 12, 2008
After keeping you caged in chastity for an entire week, Princess Tiffani knows she’s got you exactly where she wants you: panting, gasping, pleading and moaning for your pathetic release, right in the palm of her precum-drenched hand. Ready to be tickled and taunted? Ready to do anything Princess Tiffani commands? No matter how humiliating? Maybe if you deplete her wishlist, she’ll unsnap you from your cage and let you deplete your… your… “Ooh! Oh! P-P-Princess Tiffani!” Beg to make your worship puddle, loser. Go on. Start pleading with your Princess.
Release Date: July 12, 2008
"I've considered your marriage proposal. And I have an answer that might shock you: YES. I, Princess Tiffani, agree to be your wife, if you agree, in writing, to yield control of all your finances over to me and live as my cock-locked, chastity slave cuckold. That's right. If you want to get engaged, you have to wear the cage…"
Release Date: April 21, 2018
Your ex-girlfriend Tiffani comes back from a hot date with her new stud boyfriend to find you in your playpen, having soaked the punishment diapers she made you wear. Awww. Are you THAT intimidated by your new rival, you little wuss? Tiffani giggles at what a big wimpy baybee you truly are. Well, before Tiffani changes your soggy diapers, she has a special treat for you. It's time for your feeding! Tiffani is going to bib you and spoon feed you your gooey sticky 'dahdee's milk' yum-yums. Here comes the airplane! What's the matter, you don't like your yucky num-nums? Well, if you want your diadees changed, you have to swallow every gooey spoonful. Then it's time for your diapee change. Tiffani coos at you and teases your sad little winkie. Do want to make a cummie for your Dommy? You don't get to do it like a real man. Tiffani is gonna make you make your goo-goos the wimpy way - before she powders you and puts you into a fresh diaper.
Release Date: September 07, 2012
“I’m going to let you cum — but you have to do it like a squealing, moaning sissy girl. You have to bend over and beg for cock. Whimper when you feel your panties being pulled down. As you feel my big daddy vibrator pushing up against your sissy rosebud. Ready to make a cummie for Princess Tiffani?…”
Release Date: October 17, 2015
“Would you like to be my bath slave? Give me bubble baths, towel me dry, paint my toes and brush my hair, prepare me for my dates? You would? Wonderful. Then before I get naked, let’s get your throbbing little nubbie locked tight into this pink chastity cage. Then you can start serving your Goddess properly…”
Release Date: December 7, 2015
“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…”
Release Date: May 30, 2012
