XXX Becoming a Sissy Girly Boi (part3)
When you are tested to see how naughty you want to be by your mum but she has another surprise in store for you
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Part 1
The Next Part
 Becoming a Sissy Gurly Boi

Since I finished college and started 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 and 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 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 sister Cathy has always been slightly larger than me for as long as we were going through school leaving me with many temptations as we grew up. She is a year older but far more mature, but loves to make me feel like her little brother all the time which make me both embarrassed and jealous of her when we were out together.

Always being the younger brother and being small meant that Cathy’s clothes would have fitted me and from time to time I did try them on and loved every minute of it. I have tried some of my mum’s things as well but it was Cathy’s that seemed to fit so well, even if they did make me look younger because of my small frame and her choice of clothing.

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 me, so ever since it had just been the three of us. 

I had been home many times with the usual magazines that all boys have, but it was the internet that really opened my eyes, and once in the privacy of my own apartment I could browse until I got bored with it, which I think now, was never going to happen.  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. 

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 college and mum decided she needed to come and use my computer while hers was in for repair. 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 after college 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 if you want to call. 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.

The next night I had to make the trip to my mother’s to have Tea and watch a movie with my mum and sister, something that we try to do from time to time. When my mum 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 few years and since she has developed so much of late we have had to get her a whole new wardrobe”.

I instantly wondered what she was going to be throwing away, in the past I had tried a few things of hers on from time to time without anyone knowing, or so I thought.

It was inevitable that his sister eventually found out about his little secrets, but she was not bothered and never said a thing about it but the next morning she was due to go away with the University for a few weeks travelling as part of one of her courses.

So that evening, Nicky found himself watching a film as ever with his sister and mum. 
“Once this is finished” said mum, “I am going to drop Cathy off at her friends ready for her trip in the morning”.
“That’s fine” I replied, “I will wait around until you get back, then I will head off myself I guess”.

Mum never replied, she just waited for the film to end then got up and left the room, my sister soon following her after giving me a kiss on the cheek first and saying to me,
“Have fun little brother”.
I glared at her, she loved to call me little brother even though she was only a year older, but I figured she was just messing around like she always did and left it at that.

I always felt at ease around my mum and sister, we had been a close family so when she came into the kitchen to find me making a drink and asked if everything was ok, it was nothing new, but this time there was a slight change in tone on her voice. But I still replied yes as I did not know of anything bothering me but 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 yesterday, 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”.

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 feelings I had and maybe wanting to try some of the things I had seen.

She told me to wait for a moment while she went into one of the other rooms 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”.

Chapter 2

I soaked on the bath for a short time trying to contemplate what my mum had said and more so what she had done. I felt like my privacy had been invaded but at the same time was feeling totally excited knowing how open and free mum was about everything. 

She had always been very open about sexual matters even when growing up and soon found herself immersed into the fetish world. She loved to try and experiment with different things, even having boyfriends in the past that loved feminization and the ABDL world. She had been somewhat of an exhibitionist all her life, loving to be naked when on beaches where possible, but always topless. 

She had been the dominant one in all of her relationships; taking great pleasure in bossing around her boyfriends and sometimes making them humiliate themselves in public. This had always been one of her biggest fantasies, knowing that she had the power to almost get them to do anything, no matter how embarrassing.

But since the children came along, she had been very limited to what she could do. But now with Nicky fast approaching 20 even though he looked a lot younger, she did wonder whether or not Nicky had inherited the same sense of adventure that she had. But the other thing in her mind was whether or not she could have the same power over him that she had over the other men she had come across. Her hopes of that had now been raised by the emergence of Nicky’s new found fetish he had been trying to keep secret.

I finished having my bath but before I had the chance to get out to dry myself, mum was there holding a towel for me. 
“Now come on sweetie, out you get and let’s get you dry”.

I was shocked at first but then thought that I always loved having mum dry me off after my baths. She wrapped the towel around me, and then rubbed me all over, drying every little part of my body.

She then gave me some talc to put on to make him smooth all over, before she finally gave me the now opened packet of bedtime pull-ups, at which point she left me alone to see what I would do.

This would be the point for Nicky of no turning back, it would be now or never for him to finally try the pull-up. He slowly took one out of the packet and opened it up, feeling the soft material in his hands, until eventually there is was, his first pull up nappy for many years.

He put one leg then the other in the leg holes before slowly pulling it up his thin slender frame, finally opening his legs slightly and pulling it into place, covering his crotch and botty. All the time this had been happening, his own little clitty had been getting hard and excited, making a slight lump in the front of the pull up. He looked at himself in the mirror, completely oblivious to the fact that his mum had been secretly watching him.

“I can see that he does have a naughty little streak in him just as I thought” said his mum to herself as she watched him smooth the pull up over his front and back.

Mum was thinking she missed having fun and did not get much satisfaction herself now things where just left to her and her two children. But now that Nicky was grown up she wanted to see exactly how naughty he wanted to be. Reading through some of the things that Nicky had been reading about, she figured that he would be up for most things. She kept a note of all the sites that he had been visiting so was getting an idea of what he liked.

 “Your off tomorrow sweetie aren’t you sweetie” said mum coming into the bedroom where I stood in the pull up, “So why don’t you spend the night here, you can sleep in your sisters room as she is gone, I am sure we can find you something to wear”.

“You know Nicky most of Cathy’s old clothes would actually fit you honey” said mum, “her cute little panties, dresses, old uniforms and her nighties would more than likely fit you”.

It was then that I knew that mum wanted to play and my sister had prior knowledge of this!




Chapter 3

I thought that I would pass out as soon as my mum mentioned that Cathy’s old clothes would fit me; I knew full well that they would from previous experience. But now it sounds like she actually wanted me to try them and wear them for her. I wanted too so badly but just hoped that I could control myself.

It was mum that broke the silence first, surprising me once more,
“I know that you have been sneaking into her room and trying her things from time to time, it is hard to hide anything from your mum”,
“I would love to see you wearing her pretty pink and white lacy cotton bra and panties, but I don’t think you want to wear anything that grown up, do you”?

My face felt like it was burning red and I was feeling so humiliated. I couldn't believe that my mum would tease me like that, or ask to see how I look wearing my little sisters bras and panties that she has outgrown. But even worse she had somehow guessed that I wanted to go for something younger.

What really hit was that when she actually asked me to show her how I’d look; my little sissy clitty suddenly started to get hard and it didn’t take long before my own panties I had been wearing were stretched and I could sense a little bit of pre-cum leaking.

I was trying to get some words out but could not think what to say; but mum was now just getting into her stride with me, wanting me to feel a little more humiliation.
“I think Nicky that you will spend the night here with mummy” she said to me, 

“You know we can have some fun this weekend sweetie if you like; I know all about your little fantasies after checking your apartment while you weren’t there”.
“I can assure you that you will get your fill of fantasy and humiliation”,
“So what do you say, do you want to be my special little sissy girl for the weekend”?

I really did not know what to say to her, I really wanted to open myself up and experience my fantasies in someone else’s hand, but could I really do it with my own mum. On the plus side she already knew about me and would not do anything to harm me, but on the other side was still the fact that it was my mum.

 “Well then sweetie, have you decided” she asked me, “do you want to become my special little girl for a while, your sister will not be back for over a week”?

As much as I was scared, I just knew that I would have to take her up on her offer, I needed to get the whole thing out of my system so I figured mum would be the safest to help me do it.

“Yes mummy” I replied, “I would love to be your special little sissy girl, I trust my mummy totally”.

I could see the glint in her eye when I told her this; she just opened her arms for me to walk into and be held and cuddled.

It was then that I could not control my little pee pee any more and suddenly erupted in the front of the pull up, causing the colour to change slightly and give my naughty little secret away.

“Well I can see that we will have to keep a careful eye on you after that” said mum as she pulled down the pull up and cleaned me with a baby wipe.

“Now then sweetie, let’s get you dressed, I think we should find plenty to choose from, just about anything of Cathy’s should fit you, but let’s see what she was throwing out first”.

Mum opened up the bags that Cathy wanted throwing away and pulled out some cute underwear, matching bra and panties in pale pink with white spots on them. But she just tossed these to one side telling me that they were not suitable.

“Oh these are much better, I don’t think that regular panties are suited to you” replied mum finding some panties that I had not seen before. 
She held before me some panties that looked thicker than normal and made from cotton towelling type material.
“I nearly forgot she had these” said mum, “Your sister had a few issue so we got her some slightly more absorbent panties so I think you can try them”.

Before I was allowed to put them on, she opened a small packet she got form one of the drawers and pulled out a sanitary towel.
“Hopefully this should stop your little messes if you start getting excited again”.

Only now did I realise that I was going to be wearing some type of sanitary panties complete with a pad inside, something I had thought about but never dreamed of wearing.

“Now seeing as it is Friday, we can just lounge around for the evening now so you can wear these Barbie girl pyjamas that she used to love, but first let’s get you into your panties, just like a good girl”.

Mum held open the panties for me to step into, and then pulled them up. I went to adjust myself but mum just slapped my hand away,
“Now you must not touch unless I give you permission” she told me firmly, “do you understand you little sissy”?

“Yes mummy” I replied quickly not wanting to upset her. She then pushed my little cock downwards in my panties and pulled them up. She then turned me around so that I could see myself in the mirror; so I could see just what mum had dressed me in, but also see the bulge starting to form in my panties.

My immediate reaction was to try and cover myself up, but mum swatted my hands away and told me that I had already been warned; next time she would take further action herself.

“You see my little sissy girl, Mummy knew what you needed all along, you just needed a little push to help you along the way, we are going to have so much fun together, I will find out just how naughty we both can be”.
The Next Part
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sissybabysamantha2
I like this story. I think he is going to have fun being Mummies sissy girly boi. I would love to be i his place. I hope there is more to come     
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sissybabydreams
@ sissybabysamantha2
  glad you are liking it, I did start this as another story once before but decided to change it and I think it will be much better this way

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jennykiss
Amazing 
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sissybabydreams
@ jennykiss
  Thank you

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mya
Great start 
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