School Daze

by Bobbie Taylor

  

This is the second instalment of School Daze and follows the events immediately after my adventures masquerading as a schoolgirl in Part 1.

The following morning Mum said that she had taken the morning off from work so that she could go and collect the car from the garage where it had been for servicing. Having nothing better to do, as I wasn't due to meet up with Emma until later in the day I went along with her When we got back home I sat around doing nothing in particular waiting for lunchtime to arrive. As I loafed on the sofa in the lounge I noticed a school uniform brochure among a pile of magazines lying under the coffee table. With the previous day's events still fresh in my mind I picked it up and immediately turn to the section for girls. Looking at the pictures of girls wearing school skirts and dresses my mind drifted back when I wore things like that somehow excited and scared me.

I was so engrossed in the pictures in the brochure that I didn't hear mum come into the room. It was obvious what I was looking at but apart from giving me a long quizzical look she didn't say anything to me. She just asked me to get the table ready for lunch.

"Are you seeing Emma this afternoon?" she asked when we had finished eating.

"Yes, she's been busy this morning with ballet stuff".

"Well you'll be able to see the fruits of all her hard work next week when we go to the show", with that she went off to get herself ready to go to her office.

A little while later I found myself ringing Emma's doorbell which she answered almost immediately. As usual she looked delightful dressed in a pale pink top and matching miniskirt.

"Hi Bobby, come in and take a seat while I tidy up my things".

We then went out for a stroll and ended up in the park where on our previous visit I masqueraded as a schoolgirl. This time however I had no problems when we clambered onto the swing boat because Emma was the only one wearing a skirt. Once or twice during the afternoon I sensed that she wanted to mention the events of the day before but she said nothing about it. Maybe, I thought, she was a bit too embarrassed to mention it. Just before we parted at teatime she took the opportunity to give me a long lingering kiss and asked me if I wanted to come and see her the following morning.

"Yes of course I'd love to see you", I replied.

"Good, come over as early as you can then we can spend the whole day together. I don't know when we'll be able to do it again before the ballet show because it seems to be taking over my life at the moment".

That evening my attention was drawn again to the school uniform brochure and I found myself studying the girls pages again. I couldn't explain why I was doing it but something inside me seemed to compel me. As I studied the images I found myself getting strangely excited as I imagined myself taking the part of one of the girls modelling the items of clothing. Again, I was so engrossed, I didn't hear mum come into the room until she switched on the TV. She glanced at what I was so engrossed in but apart from her quizzical look she again said nothing. However, the following morning, I noticed that the brochure was nowhere to be seen and I didn't like to ask mum where it had gone. Was I too afraid to ask? I didn't know the answer to that question but oddly I did feel disappointed at not being able to see it.

"Are you going out today?" asked mum a she busied herself getting ready to go off to work.

"Yes, I'm going round to Emma's".

"You're seeing quite a lot of her lately, aren't you. I don't mind because she's a very nice girl and at least when you're with her I don't have to worry about you getting up to no good. Now I have a job for you to do a little later on so please don't let me down and forget".

"Course I won't", I replied, "what do you want me to do?"

"Well I've put a cake mixture in the oven and the timer is playing up. I want you to remember to switch it on a four-o-clock without fail. That way it will be cooked when I get home so I can take it out and let it cool properly. I want to start to decorate it tomorrow".

Mum had a hobby of making and decorating celebration cakes and was always in demand for making them for friends and acquaintances.

"Of course I won't forget", I replied.

With that she left for work and I set off to see Emma.

"Hi Bobby", Emma said as she opened the door to let me in. "I'm glad you've come early so that we can spend the whole day together".

As I mentioned the little task I had to do for mum in the afternoon I looked longingly at her in her pale pink mini dress with a matching ribbon holding her ponytail in place. On her feet she wore the seemingly obligatory white knee socks and white slip on shoes. She looked delightful and I think she noticed that I was studying her appearance.

"Well what shall we do today", I asked.

"Well as we have the whole day to ourselves I did think that we could stroll into town and have a look around. Then I thought that you might not want to because boys tend not to like looking around shops and things like that".

"Oh I don't mind if that's what you'd like to do. Just so long as we're back at my house before four".

"Well I did think of something that might make it a bit more of an adventure for you, but then I thought again as it would be too much to ask", she said rather mysteriously.

"Come on, tell me what you thought of".

"No, it doesn't matter, you might not like it and I don't want you to get offended or upset. Just forget that I even mentioned it".

"Oh please tell me", I asked her getting intrigued by the mystery. "I promise I won't think anything bad about you if you tell me the details, please tell me".

She looked at me closely then smiled, "well as you are so persistent I'll tell you what I thought if you'll promise not to think I'm a bit weird".

"Of course I won't, you've no need to worry on that score, now please tell me".

"Ok if you're sure, just that I was thinking about last Monday when you dressed up like a schoolgirl to help me out. I thought that you looked so cute and pretty dressed like that I wondered if you'd like to dress up like a girl again. Not in school uniform of course, something more feminine. I just thought it would be a bit of an adventure and something different to do. Please tell me to get lost if you think I'm being silly or something".

This took me aback, something inside had yearned for the opportunity to wear a skirt again but I had pushed those thoughts to the back of my mind. Although I wanted to agree to her suggestion I felt that I had to put up some sort of protest. "I don't know if I could go through all that again, I mean wearing a skirt and everything, I'm not sure…"

"I'm sorry, I shouldn't have asked. I know how hard it was for you on Monday and you were so brave to do it for me. It's just that you looked so delightful I just wanted to see you do it again. Let's pretend that I never mentioned it".

Inside I wanted to yell that of course I would do as she wanted but I knew that I had to be careful how I reacted. I also realised only too well that as a boy I shouldn't really want anything to do with girl's clothes. However, without thinking, I heard myself say to her, "Ok I'll give it a try but you must promise to let me change back if I look silly".

She immediately gave me a hug, "Oh Bobby you're such a sport. You've no need to worry, you won't look silly I promise".

A few minutes later for the second time that week I found myself clad only in my underpants sitting in a chair facing Emma.

"Now I'll style your hair just like you had it on Monday, that means we'll both have ponytails together".

She began to brush my hair just as she had done before and I began to feel oddly excited by all that was going on. My emotions were again beginning to get into a turmoil of uncertainty but something deep inside of me somehow wanted me to go through with it and enjoy the experience.

"Now just one more thing to finish the job", she said standing back to examine her handiwork.

She produced a small plastic tube, which she pulled apart and told me to open my eyes wide.

"What's that?"

"It's mascara, it will make those gorgeous blue eyes of yours stand out. Don't worry it wont hurt".

She began carefully brushing my eyelashes with the tiny applicator then when she was satisfied she smiled.

"Now I'll go and find you something nice to wear. Try not to blink for a couple of minutes so that the mascara can dry".

She went off leaving me sitting there wondering if I should be doing all this. I was still confused about my reactions because I was a boy after all. I shouldn't be looking forward to masquerading as a girl, or should I…?

"You'll look divine in these", said Emma when she came back carrying a bundle of clothes. "Now you know the drill from the other day, I'll turn away while you put these on".

She tossed me some items of clothing and turned around. I slipped out of my Y fronts and examined the underclothes she had brought for me. The knickers were white like on the previous occasion but these were much more fancy with rows of lace decorations. Also, the vest thing was different because the shoulder straps were also decorated with lace. Even the knee socks had a much more distinctive pattern than those I had worn before. Well there was no point in wasting time so I pulled the garments on feeling myself tremble a little as I did so.

"Ok, I'm ready".

Emma turned and smiled at me, "perfect, now for the dress".

"Dress!" I said astonished, "I thought that I'd be wearing a skirt like before". I hadn't thought about the possibility of wearing a dress, dresses were the ultimate in girls clothes and wearing one would completely remove all vestige of my masculinity. Not that I had retained much the time that I had worn a skirt.

"You'll look lovely in this, now put your arms up while I help you into it. Don't worry about it I'm sure you'll like it once you've got it on".

I did as she asked and she pulled a pale blue and white garment over my head, she helped me push by arms into the long sleeves and then zipped me up the back. The dress was similar in style to the one she was wearing with a high collar, tight fitting around the body with a very short flared skirt. It was predominantly pale blue with white around the hem of the skirt, collar and cuffs of the sleeves. It was much shorter than the skirt I had worn and I began to worry about showing so much of my legs. However before I could say anything she produced a pair of pale blue slip on pumps which she helped push onto my feet and then she stood back to look me over.

"Wow, you look better in that than I ever did, it really suits you, you look so cute and pretty".

I felt myself beginning to blush at her remark and I wasn't sure about wearing all that stuff.

"Don't you think that it's a bit short?"

"Nonsense, it's about the same length as mine and it's right in fashion. Come over here and see for yourself".

She guided me to stand in front of a large mirror and the reflection terrified me. I looked just like a pretty little girl in a blue dress. The mascara had indeed made my eyes look bigger but I was still unsure about the length of the dress.

"But I'm worried about people seeing my knickers, it only just covers them. Haven't you got something a bit longer?"

"Oh don't worry yourself about that, the dress is longer than you think. It's just that you're not used to it, you'll soon get the hang of it". She just kept on looking at me and smiling, "Do you know that you make a really pretty girl? I can see that I won't be the centre of attraction when we go out, all the boys will want to chat you up".

My face began to colour up even more at that remark and I sensed that she realised that I needed some reassurance.

"Oh Bobbie you are so brave dressing up like that, there can't be many boys who would dare do such a thing. Come on, put your things in this and then we can go out".

She handed me a small white bag with a shoulder strap, then she helped me retrieve some money and a few of my belongings from my trouser pockets and placed them in the bag then she kissed me on the cheek before disappearing with my 'boy' clothes.

While she was gone I wandered over to the mirror again and began to practice so girlish poses in front of it. Then I began to swish the skirt around and the feeling of the light material brushing against my legs began to make me feel slightly lightheaded. I involuntarily began to giggle to myself and became so engrossed at looking at the image in the mirror I didn't hear Emma come back into the room.

"I can see that you're enjoying wearing that already, aren't you? Let's soon make a start on our walk to town", she grinned broadly and pecked me on the cheek. "I've just had a thought, I can't really call you my boyfriend when you're dressed up like that, can I? I'll just have to call you my best girlfriend instead. It's lucky that your name can be used for both boys and girls, come on, let's go".

Before I knew it I was outside walking towards our destination with Emma holding my hand. I remember thinking that it was odd that girls were allowed to hold hands with one another whereas if boys did they would be laughed at and ridiculed. The cool sensation that the skirt offered my otherwise naked legs was transmitting to my already aroused senses was beginning to get almost too much to bear. After the initial panics when we saw people I began to relax a little as, just like the previous occasion, no one gave us a second glance. They obviously thought that we were just two girls out for a walk.

After looking round a few shops in the town centre we ate lunch in a burger bar. It was one of those places where you sit on high stools and that was another lesson I had to learn about wearing a skirt. I realised that I had to be very careful about ensuring my knees were kept tightly together to prevent people seeing my knickers. After lunch we roamed around a few more shops until I realised that time was getting short because I had to get home to switch the oven on for mum.

"I think that we had better get back to your house soon", I said. "Remember I have to get to my house by four to switch the oven on".

"Don't worry, we've plenty of time for that".

"Not really because I'll have to go back to yours to get changed so we have to allow enough time for that", I explained.

"Why do you have to get changed? Surely you can just as well switch on the oven dressed as a girl as you could dressed as a boy".

"Well yes, but what if any of the neighbours see me", I replied.

"We could always go in by the back garden entrance, that way nobody will be able to see you because of the high walls round the back of your house. Are you getting fed up with wearing your dress, if so we'll go back to mine now".

"No I'm not getting tired of the dress, it's just that I don't want to let mum down".

Secretly I loved my day out pretending to be a girl and didn't want it to end too soon. Obviously I wouldn't have confessed this to Emma but I somehow guessed that she realised that I was enjoying the experience.

"Come on, let's look around one more shop then we'll take a slow stroll back to your house", Emma smiled and took me once again by the hand.

A little while later, as we were walking back to my house, I was suddenly overcome by all manner of emotions and feelings. I can't explain what brought it all on but I just had to stop walking and I began to tremble all over.

"What's the matter", said Emma with concern in her voice, "is anything wrong?" She led me to a nearby bench and as we sat down together tears began to run down my face. "Please tell me what's wrong, you're crying, are you hurt".

"No I'm not hurt, it's just going out pretending to be a girl sort of got me all confused, I don't know whether I should be enjoying the experience or not".

"Oh Bobbie, it's all my fault because I shouldn't have talked you into it. I promise I'll never ask you to do it again. Please say you forgive me, I wouldn't hurt your feelings for anything in the world".

"There's nothing to forgive, I'll be honest with you I've realised that I like wearing this dress and pretending to act like a girl". I wiped the tears away with the tissue proffered by Emma. "It's just that I'm all confused because boys aren't supposed to like doing this sort of thing".

"Look, just because you've realised that you like wearing pretty things doesn't make you ant less of a boy. You're a lot braver than most boys because you are prepared to do it. Anytime you want to do it again all you have to do is come round to my house and tell me. Don't worry, no one will know, it will be our secret and we can have so much fun together".

I began to feel a lot better and we continued our walk back to my house. The only thing that we didn't realise at that time was that our secret wouldn't be confined to just the two of us for very much longer.

It was weird going into my home wearing a dress and I kept stopping to look at myself in any mirror that happened to be at hand. I switched on the oven at the allotted time then Emma suggested that we go back to her house.

"Oh there's no need to hurry, mum doesn't normally get home until around six so we've plenty of time. Why don't I get us both a drink of coke or something?"

"Well I am a bit thirsty", said Emma, "Ok if you're sure it'll be alright".

I poured us both a drink and we wandered through to the lounge where Emma was enthralled when she looked out of the window and saw several birds using the birdbath set just outside. Our enjoyment however was cut short because I suddenly heard the sound of the front door opening, it was mum who had come home early and she immediately saw Emma through the open lounge door.

"Oh hello Emma, I left work early just in case Bobby forgot about the oven. I see that I needn't have worried though". I stood there out of mum's line of sight hoping that she would go straight upstairs or something to give me the opportunity to get to my room unnoticed. That feint hope however didn't materialise as I heard her footsteps approaching the lounge. "Have you two had a nice day? Where's that son of mine got to? Hey what's going on…?" The moment she came into the lounge she saw me and she was obviously a bit confused. I just stood there feeling very foolish and embarrassed in my little dress; I just looked down at the floor hoping that it would swallow me up. Mum then regained her composure, "right you two stay here while I get my coat off and sort myself out then I think you both owe me an explanation".

With that she went out of the room leaving Emma and me looking at each other not knowing quite what to say. What had started out as a bit of an adventure had turned out to be a nightmare. I just didn't know how mum would react on seeing me dressed up like a little girl.

Emma broke the silence, "do you think she's very angry? Oh Bobby I'm so sorry I got you into this mess. Whatever happens I promise I'll make it up to you".

"It's not your fault, I went along with the idea and it seemed like fun at the time so don't blame yourself".

All that day I had really enjoyed the pretence of being a girl but now I just felt stupid as I looked down at my girlish attire. My thoughts were cut short by the sound of mum coming back to the lounge.

She came in and sat down on one of the easy chairs and beckoned us two to sit opposite on the sofa. Almost automatically, as I sat, I tucked my skirt underneath, made sure that my knees were together and tugged the hem down over my legs. This was a very girlish gesture and mum didn't miss it as she sat there for a few minutes just looking at me.

"Well", she said at last, "I think you owe me an explanation. It's not every day that I go for work leaving a son behind then when I return I find he's turned into a daughter".

We didn't really have any option so we told her the whole story from my visit to Emma's school to that day's adventures. All the time that this was going on mum's eyes never left me as she carefully studied everything about my girlish appearance.

"Sorry I've made you angry", I said to her when we had finished.

"I'm not so much angry, I'm more confused and even more than a little surprised". She then turned her attention to Emma, "where are the clothes that Bobby was wearing this morning?"

"They're still at my house I'm afraid".

"Ok, you two stay in here and watch TV or something, I need a few minutes to do some serious thinking", with that mum left the room.

"I thought she'd be really angry and upset", said Emma, "but she seems to have taken it better than I would have expected".

"That's what I'm worried about, she seems to have taken it too well".

All the time we were in the lounge I began to feel more and more ashamed of my appearance. The euphoria of the day's adventures had disappeared only to be replaced by feelings of misery. I just didn't know what mum was going to do next however I didn't have long to wait and find out as mum returned and sat down facing us again. However, what came next was not what we expected.

"Emma, what are you doing this evening?" said mum.

"Nothing, I don't have any plans", Emma replied looking rather puzzled.

"Good, what about me treating you both to a trip to the Cinema? We could go somewhere to eat before the show, what do you think?"

I think that this took us both aback because she never even hinted that I was still sitting there wearing a dress. I couldn't fathom out where all this was leading.

"That would be great", I replied for us both.

"Good, now Emma, you'd better go home and check that it's Ok with you mother. Then when you come back you can bring Bobby's clothes with you. Now if you hurry we'll have plenty of time to eat before the show".

With that Emma left still looking puzzled and more than a bit relieved. I was still feeling very confused and didn't know what to do or say. Still wearing my little dress and feeling rather foolish I followed mum through to the kitchen where she proceeded to remove the cake from the oven. She placed it on a rack to cool and then began to tidy up. The suspense was killing me, why hadn't she mentioned my appearance?

"If we're going out I suppose I'd better go and get changed", I said in an effort to get some reaction.

"Oh, and why do you want to do that"?

"Well because…" I indicated my dress with my hands and waited for her reply.

"I don't see why you need to change, Emma will probably be wearing something similar when she comes back so you'll be perfectly all right as you are".

"But mum", I said getting more confused by the minute, "I'm wearing girls clothes, how can I go to the cinema in a dress?"

She looked at me and smiled, "yes that is only too obvious and you look very pretty in it. Tell me, do you like wearing dresses?"

This was getting even more bizarre so I blustered out a reply, "No… I mean yes, oh I don't know…" I could feel tears forming in my eyes mainly because of my confused state of mind.

"There, don't get upset, come through to the lounge and we'll have a little chat".

I followed her and she sat down beside me on the sofa and put her arm around me. As she looked at me one of the tears I had been holding back escaped and rolled slowly down my cheek, she gently dabbed it dry with her handkerchief.

"There's no need to be upset, let me explain a few things to you then I think you'll feel better", her arm pulled me gently towards her which made me feel better. "When I saw the both of you in the park on Monday I'll admit I was very confused. Yes I did recognise you in your schoolgirl uniform because I'm your mother and I think I'd know you whatever you were wearing. Well I didn't say anything because I was puzzled so I decided to get some professional advice and I also read a couple of books on the subject. I found out that what you did on Monday and what you're doing now is perfectly natural for some little boys. I was told that some boys develop a desperate need to explore their feminine side and that it would be very bad for me to discourage it. The only thing I will tell you is that you must be very careful because some people can be very cruel if they thought that you were in any way different to what they consider to be normal. Emma probably thought that it was just a game plus of course she needed your help. It wasn't her fault that you reacted the way you did because if it hadn't happened then something else would have eventually triggered it off. I have been told that it's probably just a phase you're going through and that you'll probably grow out of it. However, in the meantime, if you feel the urge please talk to me and I promise I'll do all I can to help. Now would you like to keep the dress on when we go out or not?"

I buried my face into mum's arms and mumbled, "Yes I'd like that".

"Very well you can, but first of all go and wash your face then we'll see if we can make you look even prettier. Also I see that you've got some dirty marks on your socks so take then off and I'll see if I can find you something to replace them".

With all that running through my head I went up to the bathroom where I washed my hands and face before removing my shoes and socks. Having placed the dirty socks in the laundry basket I carried my shoes and went off to find mum.

"That's much better", she said examining my freshly scrubbed face. "Now I'm sorry I don't have any long socks to lend you but you can wear these", she handed me a pair of white ankle socks. "They're what I wear for tennis but they should fit you".

I pulled them on, turned down the cuffs and slipped my (Emma's) shoes back on. The looked exactly like girl's ankle socks and although they weren't exactly the height of fashion many girls still wore them.

"Right come over here and sit on the stool while I try to make you look really special".

She unclipped the ponytail from the back of my head and began some strange manipulations with my hair. I could see what was going on in the mirror but all that peculiar combing and brushing didn't seem to be making sense. Then she replaced the ponytail, gently brushed my hair back into place and gave it a liberal spray with some hair lacquer. The result of all this was that it appeared as if I had twice as much hair and it looked much more convincing.

"Now let's see if we can do something with your face", she pulled her make up bag from her handbag. "Little girls shouldn't wear much make up but I think a little will make all the difference, especially today".

This was all different to my make up session with Emma that morning. Mum took out a tiny plastic pot and when she opened it I saw that it contained something blue, she then asked me to close my eyes.

"What's that?" I asked as she began using a soft brush on my eyelids.

"It's what we call eye shadow, it makes your eyes look prettier".

When she had finished applying the shadow she began applying the now familiar mascara to my lashes. I then experienced the application of some pale pink lipstick to my lips then the whole exercise was completed with a light dusting of face powder.

"Now that looks discreet enough for a little girl", said mum examining the fruits of her labour. "You know I never envisaged putting make up on my little boy's face, what do you think?"

She turned me towards the mirror and I was both amazed and shocked. The make up made my eyes appear much larger and seemed to bring out the blue in them. My lips seemed much fuller and all in all, with my hair restyled I looked even more like a girl than I had done previously. Mum smiled when she saw the look of surprise on my, now little girl's, face but before we had the chance to talk about it the doorbell rang. We guessed that it was Emma returning so mum asked me to go and let her in while she went to tidy herself up.

As I went to the front door I was aware that the ankle socks revealed even more of my legs but somehow it felt quite nice. Emma did a double take when I opened the door.

"I didn't expect you to still be wearing the dress", she said as we went through to the lounge. She was still wearing the same dress that she had been wearing all day. The only difference was that the white knee socks had made way to some long white boots. "You're wearing make up aren't you? And what have you done to your hair? It looks fabulous.

I spent the next few minutes explaining a little about what mum had said and Emma seemed to concentrate on every word.

"Oh Bobby, I'm so relieved that you're not in serious trouble I've been worried about you ever since I left. Don't worry about wanting to pretend to be a girl sometimes because I'll always help you. You know you do look so cute dressed like that and I know that we're going to have some great times together".

Mum then came back and we were soon in the car on our way to the cinema. I quickly realised that instead of going straight into town mum pointed the car toward the nearest city and I knew that she was doing this to minimise the risk of me being recognised.

Emma, on the other hand, used every opportunity she had when nobody was looking to give me a kiss.

A little while later the three of us sat perched on stools in a burger bar. One wall in the bar was a single huge mirror and I sat looking at the reflection of mum sitting next to two pretty girls, one of whom was me.

All sorts of thoughts were running through my head. I wasn't sure when this sort of opportunity for me to pretend that I was a girl would arise again but I really wanted it to happen really soon.

To be continued…

  

  

  

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