Tiffany’s tales of debauchery continue to delight readers around the globe! At long last, here is the final installment of Tiffany’s Back to School Special. She is very close to graduating.
Tiffany first enrolled in Mistress J’s School of Sissy Deportment at the end of 2017. Learning to suck cock, ass play, dressing nice and completing homework assignments are all steps to her submissive sissy graduation.
Her final exam is to have a date with a human man, and have him take her boy pussy virginity. This blog post describes her next to last step in her transformation and some juicy details.
Dumping her load Friday night.
Friday night, after her homework assignments were completed, Tiffany was instructed to film herself dumping her load, saving it, and locking herself into chastity.
Tiffany likes to masturbate. She also enjoys filming herself, so this was a win-win situation. Tiffany was instructed to add the cum to her hot oatmeal the next day for flavor. YUM!
Tiffany was a little unsettled by our adventure outdoors, so I made sure she enjoyed a little more of that. She had to go downstairs to breakfast wearing her kitty t-shirt and perfume. Then, during the PE portion of her school day, she had to run a few laps in the hallway in her tight gym clothes. For hydration purposes, she enjoyed a cup filled with her own piss to sip on throughout the day.
Tiffany’s pussy
When I came Saturday night by to do her makeup, Tiffany was still in her schoolgirl outfit. She proudly showed me her homework and I asked her to show me her pussy before our friend came over. She enthusiastically did as she was told.
We all know Tiffany enjoys dancing and shaking her ass. She was excited to change into a slutty club outfit and dance with her new friend Raj.
Raj was very punctual, he was excited to meet Tiffany, who he had read so much about. We played a a came of high card wins (loser got 
a spanking by me) and enjoyed a glass of wine.
Tiffany had created a playlist from songs Raj emailed earlier, let me tell you, this girl had fire in her drawers! She started dancing and before you knew it, the three of us were dancing in the room!
There was some serious heat between those two. Raj was all over Tiffany, exploring her body and nibbling her neck. I suggested she give him a lap dance and she was happy to oblige!
Tiffany got Raj nice and horny by shaking her tush in his face. I insisted that Raj strip, and he was rock hard and dripping.
I ordered Tiffany down on her knees and she began pleasuring Raj. I have to say, I was quite impressed by her blowjob technique. (I even might have learned a few things.) Raj loved her technique as well and exploded like you wouldn’t believe.
Tiffany is so close to graduating. Her final assignment takes place next month, and will be a remote test with Raj giving the exam up her butt. I hope he gives her a passing grade…
The complete set of the Tiffany Tales are here:
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Ceramics was one of my favorite subjects. I had high hopes for this one. I supplied her with a Play Dough kit with an assortment of colors and letter stamps. She was instructed to make pornographic images and naughty words. Grading would be on technique as well as creativity. This is what she came up with. Grade: C. Why a C? I was hoping for interesting color combinations and naughtier people.
exercises by grabbing a squishy pecker with her butt cheek, walk across the room and drop it on the chair. She really knows her numbers and has tight little cheeks. She could cross the room without dropping a pecker! Grade: A.
Tiffany really shined in PE. She took this subject seriously. She was instructed to do arm curls with the heavy metal dildo with a butt plug in her butt. Look at this photo. What perfect form! The plug stayed in the whole time. Grade: A+.
I leave this post with a photo of Tiffany studying her Bible. Stay tuned for my next episode of Tiffany Goes Back to School. The school girl cuts loose and becomes a real slut. You don’t want to miss it.