All XXX How I Become a Naughty Sissy Girly (PT 15 added 08/04)
The story of a young man who had dreams and fantasies, never knowing that his secret had already been found out by His very naughty but willing mum. All characters are over 18 years and it is purely fictional
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The part list
Part 1
The Next Part
 Since finishing school and starting work I haven't had any real relationships and was starting to get sexually frustrated and nothing that I could think of really put me in the mood. I am a 19 year old man that works as a secretary for the manager of an accounting firm, not exactly a man’s job but it pays the bills. The money that I make is a lot more than I had imagined I would be earning straight out of school, I made enough in the first six months to put a deposit on my very own apartment in a very nice part of town and best of all it is a forty minute drive from my mother’s which means I don’t need to worry about my mother and little sister Cathy coming over and annoying me all the time.

It was finally a godsend to be able to get away from them and finally have my own place so that I could indulge myself in my own little fantasies. I love to relax and home and wear my own little nappies and plastic pants, but the real fun part is when I get to be a little girly as well. I love cute little clothes and now that I am free from my mother and sister I get to dress nearly whenever I want.

My name is Nicky and I’m very small for my age and I’m constantly being mistaken for a 14-16y/o teenager which was great for the buses and trains, but became a real pain when wanting to go out with friends. Because of this I tend to wear dress suits and more mature clothes most of the time to make myself look at least my age if not a bit older. My younger sister Cathy has always been slightly larger than me for as long as we were going through school. She is 18 now which makes me both embarrassed and jealous of her when we are out together.

Cathy knows that she is already bigger than me and she loves to let me see her in just a bra or bikini as often as she can saying that she is already more grown up than me, being an adult too. But I love her all the same.

Tonight I have had to make the trip to my mother’s to have Tea and watch a movie with my mother and sister, something that we try to do from time to time. When my mother let me in she pointed to two large plastic bags full of clothes and asked me to take them with me when I leave and to put them in a charity bin on my way home as she knew I would pass a few.

 "If you could do that for me please Nicky I would appreciate it very much. They are Cathy’s old clothes from the last 4 years and since she has developed we have had to get her a whole new wardrobe. I instantly wondered what she was going to be getting shut of; in the past I had tried a few things of hers on from time to time without anyone knowing, or so I thought.

I had never been caught wearing any of Cathy’s clothes, but had come close on a few occasions when either my mum, Cathy or both of them had returned early from somewhere. I am not sure that they would have said anything nasty towards me as we are a quite open and liberal family. My dad walked out when mum was pregnant with Cathy so ever since it had just been the three of us. Mum had made sure that we both learnt about sex once we where both around 12 as she thought it was better safe than sorry. Obviously I learnt far sooner than she did.

I had been home many times with the usual magazines that all boys have, but it was the internet that really opened my eyes. Just listening to some of the things people got talking about made me curious and I started to explore. I found the usual fetish sites and one day came across the term ABDL. 

I searched for it online and found a whole new world that I never knew existed. As soon as I saw the first picture of a lady wearing a cute nappy I could not take my eyes off of it, I nearly came on the spot. From that moment on I kept looking and found more and more amazing looking things, finding things from adult babies to sissy baby gurls. I had known about transvestites, t-girls and shemales, but the thing I loved was the guys who dressed as adult baby girls. I never regarded myself as gay or even remotely Bi, but these pictures had me fascinated; I just knew from that point that I would have to try it for myself.

With all this new stuff being found there is only one crucial mistake that I could have made that would land me in a sticky situation in the future. I remember one day leaving my computer switched on when I headed off to school and mum was home for the day. Now this would not have been a problem if the computer had cleared the browsing history, but this day it decided to do an update and never cleared anything from my previous night’s activities.

When I got home and went to my bedroom, there was a little message left on my desk.
“Honey,
I have left your dinner in the fridge ready for you to warm up; I have gone shopping with Cathy and will be back home later. Your computer finished updating and I switched it off for you after borrowing it to do a bit of online shopping.
Hugs 
Mummy”

Now this would not have been a issue except for the fact she never signed her notes “mummy” and very very rarely used my computer; only then if I was around. But nothing else crossed my mind so I just left it at that for now. I made my dinner and relaxed for a while watching TV and day dreaming.

I was only awoken form my daydreams by the return of my mum. I wondered where Cathy was but later found out she was staying over with a friend for the weekend; mum had taken her for a few bits and pieces before dropping her off.

Mom came in the house and shouted upstairs to me to see what I was up to. Not long after she came up and asked if everything was ok, to which I replied yes.
It was then that she dropped the bombshell on me.

“Nicky sweetie” said mum, “you know you can tell me anything and talk to me about anything, we have always been open about things”.
“Yes mum” I replied, wondering where this was heading.

“Well while I used your computer earlier, I accidently lost my page and went to the history to get it back”.
“I then saw some of the sites that you had been looking at, I was curious so looked myself at them”.

I nearly stopped breathing from what mum just told me, she had seen my browsing history and knew what I had been looking at. I wondered how she was going to react but I was surprised at how calm she was being.
“I don’t mind how you feel inside or how you feel sexually” she said, “I just want you to be happy”.
“So if you really want to explore the adult baby world then I have no problem with it, we will just keep it from your sister for a while”.

I was just speechless at this point, wondering how to reply to what she had told me. I thought for a moment and then tried to explain to her. I told her how I come to look at it, then about the pictures I saw and finally about the feeling I had wanting to be a sissy baby girly.

Mum’s reply kind of caught me off guard, telling me that it was all fine with her, she was just as excited for me that I wanted to really explore my sexuality and kinks and fetishes. She told me to wait for a moment while she went downstairs for something.
When she returned, in her hands she had a packet that she presented to me, saying she hoped I would enjoy it.

She handed over the packet; it contained girls pull up bedtime nappy pants!

“I hope that you like them sweetie” she said, “they are all that I could get at short notice, but if you like I will order you some adult baby nappies for you to try”.

I was nearly in tears when I took then from her and listened to what she was saying, thinking I was about to pass the point of no return. I think she could sense I was getting a little emotional at this point as she spoke next to me.

“How about you go for a nice bath, then you can try one of these on and see how they fit”.
The Next Part
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Baby Butch
I like your story so far and you are off to a good start. I am sure updates will be interesting!
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sissybabydreams
@ Baby Butch
  thank you BB, there are lots of updates to come on this one

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Baby Puss
I like this story very much so far, and your photo too. ⭐️ 
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Baby Butch
The mom and sister sound like fun to have around as far as Nicky is concerned. Sounds like mom is into dominating her son!
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sissybabysamantha2
Just read your story it is very interesting. It is good that he has a mummy who understands and is willing to help him even if she is a bit dominating. I wonder how long before Mummy and sister have him in nappies and treat him like a baby. I cant wait for more of this story   
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Baby Butch
Great story so far! More story please!
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Baby Butch
Nicky looked so much like a girl as Nicki that he was not recognized by the neighbor. I like how he became a schoolgirl and the outfit being worn. I see this could go several different ways and hope to see Nicki in diapers as Cathy.
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sissybabydreams
@ Baby Butch
  glad you are liking it, I have lots of ideas for the story, all depends how naughty I want it to be

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sissybabysamantha2
Just caught up with the story and I love how it is going cant wait for more.   
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Baby Butch
It seems like a great idea for Nicky to wear his sisters clothes and panties. I am surprised to see how much mother wants this. It sounds even better to wear Cathy's nappies.
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sissybabydreams
@ Baby Butch
  Well I was thinking that it might be nice to have a naughty mommy for a change, one that makes all his naughty wishes and some of hers come true

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sissybabysamantha2
I love part seven that Nicki  is now in nappies and his neighbour knows about it. At least he wont be short of baby sitters. It is also good that his mummy That is helping him with his dreams  
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Baby Butch
I like how mother gave away Nicki's secret after making him a sissybaby. Kathy would make an excellent babysitter. Humiliation is building up for Nicki and he appears to like this. : )
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BBBillie
I am absolutely LOOOVING your story!!!

Can't wait to read more 😘💜💙💜
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Baby Butch
Wow! What an unexpected surprise! That Becki is one horney waitress. I just read Part 8.
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Baby Butch
You mentioned the story was going to get naughty and you were right. What an unusual threesome! I just read Part 9.
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sissybabydreams
@ Baby Butch
  glad that you like the latest chapters, I thought it might be fun to have someone go through it with him

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BBBillie
What a nice twist Ch9 has brought!
Get used to it Nikky, I forsee ALOT more in your future!! 😁 
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sissybabysamantha2
Just caught up with the story a very interesting threesome. I think it will be good for him to have another baby for company they can be naughty babies and i am sure Mummy will help after what I have just read     
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Baby Butch
It appears mom enjoys humiliating Becki as much as Nicki. Good to see she has control of Becki and put her in nappies. : )
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Baby Butch
Interesting update with the new characters taking control of Nicki and Becki. Sounds like a PVC fetish situation to me!
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sissybabysamantha2
I love the sound of this. It seems like Mummy has a lot of friends and new interesting things to try. I cant wait for the next chapter   
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Baby Butch
Interesting how the wheel chairs became feeding high chairs so to speak. The two being dominated appear to be falling in love. (Becki and Nicki) A very sexy and kinky update! A most unusual couple too with mummy's help.
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sissybabysamantha2
Very interesting and good that they are tied together like that. I just wonder what else is going to happen   
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BBBillie
I'm LOVING your story!
Can't wait to see what Jackie's store has to offer the 2 of them 😁
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