Sissy School - Persapectives

Caught and spanked again, Sissy Kaaren started writing her lines on the board.....
The headmaster considered it a punishment....
Sissy Kaaren thought of it as free advertising....

Bathroom Humiliation

It was embarrassing when she told you to wash her lovers body so he'd be nice and clean when she fucked him.....
It was really embarrassing when she told you to concentrate around his big cock and balls....so different from your little caged clit that it was clear to you that you weren't any kind of man....
The real humiliation came when he turned around....and she smiled and told you to make sure he was really clean everywhere....blushing....you spread his cheeks as she leaned in to watch.....

Laugh

She couldn't help but laugh.....Sissy always made the cutest noises before it got serious!!!!

Yes I See the Screen

"Watch the screen.......concentrate on the screen...."
"Yes I see the screen....."
"Are you properly dressed??"
"Yes....I'm dressed as you instructed....but I'm not sure if....."
"Watch the screen.......concentrate on the screen...."
 "Yes I see the screen....."
"Are you ready to be a sissy girl?"
"I want to but I'm still not....."
"Watch the screen.......concentrate on the screen...."
 "Yes I see the screen....."
"Four men and two women will arrive at your door shortly, you will invite them in and do whatever they tell you to do....do you understand?"
"I'm pretty sure that wouldn't......"
"Watch the screen.......concentrate on the screen...."
 "Yes I see the screen....."
"Do you understand?"
"Yes I understand!!!!!

School Councilor

"Yes I see....Kaaren....right.....yes Kaaren...um a lot of young boys experiment with wearing girls clothes and that's perfectly healthy.....it's an outlet for erotic dreams and fantasies......you'll almost certainly grow out of it....you'll find a partner and your focus of desire will shift to them.....do you understand?"
I raised my head from his lap and smiled....
"Do you really think so Mr. Vivona?"
"Of course I do.....now get back down there and finish what you've started like the good little slut you are!!!"
"Thank you Mr. Vivona, I've been so confused lately and I....."
"We'll talk more next time Kaaren now....get busy!!!"

Sleepover

Sometimes her lovers needs to make an early flight or meeting and they leave a wake up call with me......I always make sure they get up on time and that they leave with a positive outlook!!!

Sissy's Choice

"You can take the key if you want...and masturbate right now....right here.....and then I'll put you back in the cage for 6 months......"
"Or?"
"Or you could have the shoes, the necklace and the nightie and I'll get my strap-on and we can fuck all night!!!!"
"What about the cage......what about that?"
"Well we can worry about that in a couple of months Sissy!!!!"
I loved to see her smile as I slipped the shoe on.....it was a perfect fit!!!!