Vicky

by Jessica-lou

 

Hi there! My name is Victoria Cum-slut Bennett. I am 16 years old, or three weeks old, it just depends on how you look at it I suppose. Let me explain it to you because you must be a little confused. Then you can decide for yourself ok?

 

Three weeks ago, I was still the icky 15 year old virgin, Tom.

Today, I’m the cock sucking man and boy pleasing, 16 year old cum-slut, Vicky.

I had a very unhappy life as a boy for the most part. When I was just 7 years old my daddy left me and mummy for a younger woman. And then, barely a year later, my mummy left me with her friend Melissa while she ran away with a younger woman. It was a vicious cycle but Missy loved me like I was her very own baby.

For the next 7 years I was ridiculed and made to feel alone in the world except for Missy. She made me feel special and was the only girl I had ever been attracted to. In a sexy way that is. It was odd really. I didn’t like girls but I did like boys. Don’t get me wrong, I wasn’t gay or anything!

School was very hard for me. I could never concentrate an the work because I kept thinking about the boys wanting to be with me. Wanting to kiss me and put their willies in my little pooper. So, as often as not, I would bunk off in the public toilets at the mall a couple of blocks away. Stroking my clitty pop and putting things up my sissy pussy until I made a big cummy mess and then licking it all up. I became addicted to the stuff. I couldn’t get enough of it.

Missy knew that I often bunked but not what I did in my time off of school. Or so I thought! She tried to get me to go to school but she just couldn’t do it. sometimes I think she didn’t really try because she could see how desperately unhappy I was there. I was a lot happier playing.

Anyway, one morning, I’d only been there for ten minutes and I had already had myself a big cummy all over my chest and face when I felt something touch my leg.

It was a hand holding a note. I gasped and he must have heard me because the hand went away and the note dropped to the floor.

I picked up the note and read it. it said, ‘if you would like a real cock pounding your pooper then be here at the same time tomorrow. I will knock twice.’

A real cock? Pushing up through my rose bud and into my tight little pooper? The thought repulsed me! Oh who am I kidding? I loved the idea! My little clitty pop was as hard as diamonds! I knew straight away that I would be there. But for now I had more pressing matters to take care of. Like getting more cum inside of me!

 

I had barely sat down the next day when the knock came at the door.

I opened it up to see a man. Twenty something with short dark hair and seemingly made out of pure muscle.

Without saying a word he pushed me back into the cubicle, closed the door and kissed me hard, on the lips!

In no time at all I was on my knees in front of him fumbling with his pants. Reaching in I pulled out what must have been the biggest hardest willie I have ever seen. It was bigger than I had ever even dared hope!

Easily a foot long and as big around as my wrist. That didn’t worry me though. I started licking it all over getting it good and wet so it would enter me more easily even though I was lubed up.

When he was satisfied he turned me around and ripped of my clothes. Pushing me down onto my hands and knees he rammed his poker straight up my pooper all the way. Right up to the base of his shaft.

That’s when I passed out. The pain and the pleasure were just too much for me to bear.

 

When I came to I was feeling a bit constricted and looking down I was surprised to see that I had breasts and that I was in a pink cat suit. The constriction was from a corset and slowly feeling around I found a slit over my bum and fifty bucks sticking out of it.

Opening the door I looked at myself in the mirror and was surprised to see that with my already long hair I looked very girlish. Maybe I could make it home without anyone noticing that I wasn’t.

I would go home, get changed and then go out somewhere for a while. Missy shouldn’t be home just yet so I’d be OK.

 

I made it home pretty easily which really surprised me because as I was sissying along the sidewalk all the guys were watching my ass and the cum leaking out of it through the slit in the back of my outfit.

They must have noticed the bulge I was getting out front. Ive got to say that they were definitely getting me excited enough.

When I got home I opened the door and to my horror the first thing I saw was Missy. She was standing in the hall way naked. Her 32DD titties hanging free and, gasp, that wasn’t all that was hanging free. That’s right, you guessed it! between her legs was an uncut 7 inch penis.

I still don’t know why I reacted like I did but I got straight down on my knees in front of her and took her girlie meat into my mouth sucking and slurping along the whole length. Soon the inevitable happened and she came squirting what seemed like gallons of cum into my mouth and all over my face.

Then, I cried. I cried with the shame of knowing that I had become a sissy cocksucker. I cried with the pleasure of what this could mean for me. All the cum I could swallow!

As I cried Missy gently gathered me into her arms and held me tight. Whispering that everything would be alright.

When I had finally stopped she asked me to tell her what had happened to me that had got me dressed like I was. So I told her. Everything. Then I asked her about her ding-dong. Why did she have one?

"Well its like this dear. I wasn’t always Missy. Once I was a man named David and married to a great woman called Luanne. Your mother. that’s right darling, I’m your father. The ‘younger woman’ that David left the two of you for was Missy."

"But why have you waited so long to tell me? Why let me suffer like I did? What about mom? Did she really leave us for a younger woman?"

"Oh my poor baby! I’ve wanted to tell you all your life! But I had to be sure that you could accept my sissy self first. I’ve been on the brink of telling you for a while now. You see, I knew what you were getting up to when you weren’t at school. But now I can see that you are a sissy to. That’s why I haven’t told you before now. Believe me when I say that seeing the hurt that you suffered through killed me! And yes, your mom did leave us for a younger woman."

"What do you mean that I’m a sissy too?"

"Can’t you tell dear? Would you like me to give you a simple test to show you?"

"Yes, show me."

"OK then dear. Imagine that you are making love to a woman. That you are putting your big stiff thing all the way into her. Imagine her body rubbing against yours." "See," said Missy taking hold of my limp clitty, "no reaction at all. Now try this."

"Imagine that you are the woman, that man has just put his huge rob in your anus and he is lovingly stroking your clitty as he moves in and out of you." As she said this I felt my clitty start to get stiff and then I felt Missies hand gently rap around it stroking up and down just like the man she had been telling me about. "What is his name Vicky?"

"It’s Karl! Oh Karl! Give me all you’ve got! Fill me up with your man milk!" And with that I came. Hard and long. Straight into my Missies waiting mouth.

Still gasping from the excitement I moved to kiss her gently on the lips for showing me my true colours but when our lips met I felt her push her tongue into my mouth and I didn’t resist. I kissed back. What was I doing? I was kissing my father! Aren’t there laws against that? Who cared? I didn’t?

We stayed like that for a long time and then I felt something pressing at my threshold and Missy entered me with two Vaseline covered fingers. Oh the pleasure! Was I about to be fucked by another sissy? I sure hoped so!

Oh! Her cock was rubbing up and down my crack! And in short time it was inside me pumping in and out. Luckily she had cum not long ago thanks to my tender sucking so she lasted for a whole 30 minutes. In which time I had 3 gut wrenching orgasms and coated the floor with my cum.

 

The next day she managed to convince me to go to school but before I went she had me shower with a special kind of cream which made me loose all my body hair from the chest down and then plucked my eyebrows and gave me some lingerie to wear under my icky boy clothes.

She said that if I played my cards right at school then the boys would be begging me to let them fuck me and to suck their cocks.

The very thought of it got me so excited that she had to suck me off so that nobody would see how hard I was when I walked to school.

 

At school I could no longer keep my eyes off of the boys and when lunch came I fairly flew to the toilets to try and give myself some relief but as I entered somebody grabbed me from behind and said "I’ve seen the way you’ve been looking at me today faggot! And now ive got you I’ll see if what you’ve got on under your shirt really is women’s underwear! Is that fine by you?"

I nodded yes.

"Good because if it wasn’t then that would just be tough wouldn’t it?"

With that he pushed me into a cubicle and proceeded to undress me. When he was finished I was stood there in just a corset, thong, suspender belt, and stockings.

"I was right! You’re a sissy faggot! I’ll bet you wanna suck me off don’t you?"

"y..yes."

"Right then. Do it!"

So I did. what did you expect? I’m a sissy…remember? However, I did not take kindly to being treated like a piece of meat so as soon as I had swallowed all the cum that he could give me, I bit down. Hard.

He screamed and ran away with blood dripping off of the end of his penis. As he ran out of the door I could here all the girls in the corridor screaming as I pulled on my boy clothes and strolled out.

 

"Thomas Bennett. Report to the head masters office immediately."

It was a quarter of an hour later and the boy had told his version of the story to the teachers who had then told the head who wanted to see me! Oh no! I was going to be in so much trouble! Unless…..maybe I could work my new found sissy charms on Mr McCrackin.

When I entered the room the first words out of my mouth were said in the sexiest feminine voice I could muster. "Oh Mr McCrackin! It was terrible!" I said as I made tears spring to my eyes. "He made me take it all into my mouth and suck on it like a lolly pop!"

I was right. It was working! He didn’t know how to react so I pressed my advantage.

Still sobbing I sissied my way across the room to him as I shucked my clothes and still sobbing tried to tell him what had happened. When I got to him I launched into full blown tears and collapsed into his lap where I felt something very hard pressing onto just about the right place.

Not knowing how to comfort a sissy like me he did what any real man would do if he was trying to comfort a distressed young woman. He took me into his arms and kissed me.

Well, one thing led to another and I’m sure that you can guess what I mean by that but for now I’ll leave it to your imagination. If you would like to know more about what happened to transform me then please comment on my story so that crystal can pass what you say on to me.

Love u all loads ‘n’ loads!

 

Victoria

xXx

 

 

 

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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.