Sissy School

Continued from: Wait for him by the door

Based on the progression of these latest stories, you can now see how this poor sissy's weekend of kink-captivity is organized and structured. 

Arrival and check-in was the initial transformation on Friday, the application of pretty nail polish and make-up, then a slutty sissy outfit. Saturday was a full day spent in a lockable maid dress with all the trimmings and now, on Sunday, Lexi was dressed and ready for "Sunday School", having just performed her morning ritual. 

Under the watchful eye of Erin, Lexi would be writing punishment lines on the chalkboard, sitting quietly at her desk and reading sissy erotica and basically spend the entire morning in a form of detention. Under his little plaid skirt were delicate, silk panties in stark white. Under his panties, his tiny pink chastity cage housed his denied penis. 

The schoolgirl look was deeply humiliating for Lexi. He was even made to wear a bra that matched his panties, with little fake, A-cup titties inside. What was most dreadful and butterfly-inducing about Sunday's however, was that Sunday was the real spanking day. 

Lexi was given an entry spanking on Friday night, over Erin's knee but that was nothing compared to what was to come. Lexi knew that around noon, his fantasy Sunday School day would end. He would be held behind after class to be caned by the teacher for poor behaviour. 

Then, with a note from the teacher in-hand, his fantasy takes him "home", to a domestic setting, where he has to hand the teacher's note to his strict parents. Apparently this was a thing back in the days of school-endorsed corporal punishment. If you were caned or paddled at school, you'd absolutely be getting the belt or hairbrush back home by Mom or Dad. 

This particular sissy, wanted the type of spanking that didn't really begin, until he is wishing it was over, with plenty of kicking and crying like a little girl. 

The school bell snapped Lexi from a trance-like state at his desk. Erin, playing the role of the strict teacher, stood and beckoned the naughty schoolgirl over near the pommel horse. 

"You know the drill young lady," Erin spoke and patted the top of the horse. 

Lexi lowered his head and began to remove his skirt completely, followed by his panties. Both were neatly folded and placed on the teachers desk. Then, Lexi draped himself over the pommel horse, standing on his highest tiptoes with legs spread. 

Erin gave the humiliated sissy 18 strokes of the school-cane and made him count them aloud, thanking her after each stroke. The caning left Lexi with a lovely pattern of raised welts, from his upper buttocks to the backs of his thighs. 

He was then placed in timeout while Erin prepared a note for his "parents". 

As the fantasy day continued for Lexi, he now found himself standing before Mom and Dad, handing them the teachers note and explaining that he got in trouble at school and was caned. 

"Go select an envelope young lady", Erin ordered, now playing the role of Lexi's Mom. 

"Yes Mommy," he replied. 

Lexi shamefully clicked out of the room in her Mary Jane heels and crisp knee socks, and down the hallway to the home office. She performs this same ritual every Sunday, while under the care of Erin and Brad, all while wearing different styles and versions of schoolgirl uniforms. 

On the corner of the desk in the office are a stack of manila envelopes. There is nothing written on them and they are in no logical order of any kind. Within the envelops is a single 5x8 card. Lexi is required to select an envelope, at random, and bring it back to Erin and Brad, unopened. 

On the little 5x8 card within the envelope, it will have one of two words written on it: 

Mommy

or

Daddy

As I'm sure you've already guessed, each week when Lexi performs this vulnerable ritual, the title on the card selected is the person who will punish Lexi. 

The embarrassed sissy will stand before Erin and Brad, unseal the envelope and look at the title on the card. Then he is required to say: 

"Daddy, may I please be given a spanking, Sir?" or;

"Mommy, may I please be given a spanking, Ma'am?" 

This is performed, all while he is dressed like a naughty schoolgirl, with his penis locked in a chastity cage, his wig in pigtails and heavy make-up on. My gawd I'd want to crawl right under the floor, this would be so humiliating! 

Is there a huge difference between a spanking from Mommy versus a spanking from Daddy, in Lexi's world? Apparently not a huge difference, both are serious spankings and always end in tears, both are predominately administered over-the-knee. With a Mommy-card selection, Lexi would likely receive her hairbrush. With a Daddy selection, he'll most definitely be getting Daddy's belt. 

Who's lap will Lexi's bare bum be draped across very shortly? What's your guess?

Doesn't she just look like she should have a wooden spoon in her hand? Maybe it'll be Mommy's strict lap this week.

Or, over one of Daddy's knees? So he can pin Lexi's flailing feet down with his other leg? 

Lexi stood before Erin and Brad and tore open the envelope...

Mistress Andrea

xoxo

Continued in: And the winner is...