Sissy Louise

by Jessica-Lou

 

The feel of the stockings on my newly shaven legs and the silk panties on my newly shaven cock and balls as I walked to school was driving me crazy! I was almost creaming myself in the middle of the street!

This was the first time that I had dared to shave myself for fear of discovery. Because, you see, I was dreadfully afraid of being caught by one of those mean nasty boys at school who would let the whole world know what a sissy I was!

Oh sorry, I’ve got ahead of myself haven’t I? I should introduce myself to you before I begin my story. That’s so rude of me! Well if we ever meet be sure to remind me and I’ll suck your cock! OK?

Well, my name – as you might have guessed from the title – is Louise or ‘Sissy’ Louise. However, as you might have guessed, that wasn’t always the case.

If that is what you guessed then well done! You were right! My name used John Doe. Don’t you think that Doe is such a pretty name? Sorry, I’m getting distracted again aren’t I?

Anyway, the story begins when John was walking to school.

I had been wearing panties to school now for some time except for days when I had sports when I would wear silk mens briefs – no fair exchange but it had to be good enough. But that morning I had decided that it was no longer enough. I had to go further.

The sexual excitement which it caused for me had to be acted upon so as soon as I got to school I made my way to the toilet and took my 12" dildo (one of my smaller ones) out of my school bag and pulled down my pants and panties so that I could get to my pre lubed pooper. Gasping with the need to feel my toy inside of me I bent over and inserted it all the way into me, and flipped the little switch in the base of it which would make it start vibrating just that all important little bit. The vibration was the main reason that I took that particular one to school. It was only just large enough to satisfy me but it vibrated so quietly as no-one would hear me once it was safely in my sissy pussy.

Gently taking hold of my cock I started stroking it back and forth, surrendering myself to the sensations which the stimulation was causing for me and within a minute I was shooting my warm salty cum into my waiting hand. Panting I licked up all of my girlie milk and then switched off my dildo and slowly, reluctantly removed it from my pooper.

I knew very well by now that I couldn’t get through the day without some kind of anal stimulation so I reached into my bag again and brought out an inflatable butt plug. It would sit comfortably inside of me and whenever I got anxious I could just squeeze the pump a few times and its increase in size would calm me down.

I gently put it inside of me and pulled my panties and pants back on and left the toilet to go to my class room for registration passing one of those nasty boys that I had told you about on my way out of the door.

Then I realised what I had done. Somehow I had forgotten to pick up my dildo! It was on the floor in the cubicle and he couldn’t fail to notice it. Could he? I’d pretend to get a drink and see what he did on his way out. If he abused me then it would be quite obvious why.

I bent over the fountain and let the water lap at my lips but didn’t take my eyes fully away from the door next to me. So when he walked out I was relieved to see that he didn’t even give me a second look. Phew! I’d got away with it!

Then the unexpected happened. He pinched me! On my bottom! And I heard him say ‘Hey there sissy boy. Unless you want the whole school to know what you do in the toilets then you’d better meet me there at lunch! Or else!’

I gasped and nodded.

What was he going to do to me? Probably beat me to a pulp. I went into the toilets, got my toy into my bag and almost ran to my class where I spent the whole morning as a quivering wreck trying to calm myself by enlarging the butt plug to the point where it couldn’t get any bigger.

 

Lunch came at last and nervously I found my way to the toilets where the boy – whose name was Matt – pushed me into the cubicle and pulled down my pants locking the door as he did so.

‘Ha! I thought that I saw those underneath your pants when you were bent over the water fountain! You want my cock up your ass don’t you bitch?’

NO! ‘Yes Matt. I’ve wanted you in me for a long time. Will you please fuck me?’ What was I saying? I didn’t want him! He was going to tell everyone about me! However, my cock must have had other ideas because it was harder than ever even thought from the bulge in his pants I could tell that he wasn’t very well off.

‘Well first get down on your knees bitch! Suck my cock and then maybe I’ll give you what you want!’

What was I going to do? Well I answered my own question by getting straight down and extracting his little wiener. This was the first real cock I had sucked and despite its size – only 4 inches – it got me intensely excited and I went straight down on it. I was so excited that I didn’t even notice when he unlocked the door and the head teacher Mr Redknapp entered behind me. I was even to excited to notice when he pulled down my panties and removed my now deflated butt plug from my anus.

However, I wasn’t so excited that I didn’t notice when he put his thingy in me! It felt huge! The biggest thing I had ever had inside of me. Which was saying something as my largest dildo was 16" long and 4" wide!

I felt it slip inside of my well lubed and always welcoming sissy pussy and glanced back. I was so excited that I didn’t even care that he was the head master all I knew was that I wanted more cock!

 

If you think that I should continue with this story then please e-mail me via a friend at loren@sissy.net

I would love to here from anyone!

Please send all your comments, suggestions or just girlie chat!

 

Love you all!

Jessica-Lou

Mwah!

 

 

 

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© 2002 by Jessica-Lou. All Rights Reserved. These documents (including, without limitation, all articles, text, images, logos, compilation design) may printed for personal use only. No portion of these documents may be stored electronically, distributed electronically, or otherwise made available without express written consent of the copyright holder.