A Boy Called Gillian

by Gillian Ogilvie

 

Part 2

 

My experiences on Friday evening had been very exciting but when I woke up on Saturday it was still dark and I had time to quietly review what had happened. There was no doubt that the whole thing was most unnatural, yet I had loved every minute of it. Perhaps I should call the whole thing off, on the grounds that I would be making a fool of myself and could become the laughing stock of the school. It seemed that something deep inside me was driving me to go along with my mum's ideas and that I could not resist the thrilling sensations that welled up in me when I dressed in girl's clothes.

The sun rose and I gave up trying to work it all out. It was going to be a beautiful day and little did I know what was in store for me! Before I climbed out of bed my mum came into the bedroom with a cup of tea and a rusk for me. She sat on the side of the bed with her tea and had a chat about the previous night's activities. It had been difficult with my dad present to discuss "girl" things. Mum said: "Mrs Johnson 'phoned last night after you had gone to bed; she said that she and Joan had discussed the 'Gillian' project and thought that I should know that at GHS the gym tunic is the 'working uniform' and is only for going to school on normal school days. For special outings like visits to town and concerts etc they dress in the 'outdoor skirt'." This is quite different to my "gym" tunic uniform in that it hangs from the waist and does not come over the chest and shoulders like the gym does. Also it is a much more flared skirt and is worn with a white school shirt and red and white school tie. The last dressy touch is that the girls are allowed to wear sheer black 'nylon' stockings instead of the normal opaque warm stockings. The whole effect is much more glamorous as the budding breasts are more visible under the white cotton shirt than under the gym tunic, which tends to hide them. "I will go into town and get you a skirt and a proper white shirt" said mum. "You'll look gorgeous in this outfit and I'll be back in time for you to wear it to town this morning".

Mrs Johnson had also reminded mum that on Saturday afternoon there was a rehearsal of the local Ice show "Cinderella". Brian and Joan were excellent skaters and were involved in the show so we would not be able to watch rugby as planned. I was quite relieved, as secretly I hated rugby and would far rather go to the rehearsal. I was also an excellent skater but was not involved in the show. I decided to go to the rehearsal, as I was always envious of the girl skaters with their lovely short flip skirts and gorgeous legs! It was always fascinating to watch the girls and see what they were wearing under the skirts when they did a spin.

"How did you enjoy our little jaunt to town and to the Johnson's last night?" asked mum with a smile. I said "I loved it but I'm worried about three things. Firstly, why do I enjoy being dressed in girl's clothes? After all, I'm a boy! Secondly, when I'm dressed as a girl I feel so attracted to Brian Johnson. Once again boys shouldn't be attracted to boys. Lastly, wearing girl's clothes is very exciting to me and my Willie sometimes gets stiff just from the feel of the clothes! I'm worried that someone will see the little 'tent' that appears in my gym tunic."

Mum thought for a bit, then said: "The answer to the first question is that all of us have some boy and some girl in our makeup. You obviously have a strong feminine side, which makes you happy in girls' clothes. You are very lucky to have a nice balance of the two sides! Secondly being in girls' clothes makes you feel girlish and I suppose your subconscious mind tells you to like boys instead of girls. If I were you I would just enjoy it. We can solve the third problem by letting you wear a panty girdle. This is a tight pair of elasticised panties sometimes called a 'foundation garment' as it's used to give ladies a good shape. There are even special girdles that are slightly padded to give young girls proper hips, and that will keep your little man in check!" "This reminds me, Mrs Johnson suggested that we need a 'training bra' because girls of your age are already developing little 'bud' breasts. I will get you one of those to make you a more shapely young miss! I must admit that I am simply loving doing all these things" said mum with a smile. "It's just as if I have a daughter and as you know I have always longed for a little girl that I can dress in pretty clothes!"

I must admit to having an excited feeling in my tummy at this new development! Mum suggested that I have a nice bath while she went to town. She also gave me some cream to take the fluff off my legs so that I could wear the sheer black stockings. Armed with my toweling dressing gown and the pot of hair remover I went to the bathroom and locked the door so that I could have my bath in peace and remove the fine hair that was starting to develop on my legs. I took off my pyjamas and smeared the cream all over my legs and even round my Willie and on my tummy. The cream gave me a stinging sensation, which I suppose was the cream dissolving the hair. I had to leave the cream on for ten minutes by which time I had the bath ready. I climbed carefully into the warm water and rubbed the cream off. Wonder of wonders every vestige of hair was gone, even from around my Willie! I lay in the bath and enjoyed soaping myself until I thought I had better be out before my mum returned from town. As I dried myself off, my legs felt quite strange but it was a very pleasant feeling which I guess girls are quite used to. I put on my dressing gown and went to my bedroom to wait for my mum.

After a few minutes mum arrived with some very interesting parcels and a big smile on her face. "Lets get you dressed love. I hope all these things fit."

I had been thinking a lot about how to get a nice smooth profile down between my legs an so when mum gave me the black panty girdle I carefully lifted my newly 'dropped' testicles and pressed them back into their two cavities. Then I gently pulled my little Willie down and back between my legs. I held this lot in place while I pulled the girdle up into position. The cotton 'gusset' held my Willie and this in turn locked my knacks into their cavities. It was very comfortable and the smooth shape was brilliant! The panty girdle had four suspenders attached, two in front and two at the back. I sat down to put on the stockings which mum had bought. I rolled one of them as I had been taught and the gradually drew it up my ultra smooth right leg. What a sensuous feeling the nylon against my smooth skin gave me. I felt my Willie trying to stiffen but he was firmly held down by the girdle!

After I had put on both stockings and clipped them to the suspenders I slipped on the sateen school panties which were fairly loose and covered the girdle completely. I slipped on my Mary Jane school shoes and stood up to see what the result was. I was delighted that the girdle had given me a narrow waist and a gorgeous pair of feminine hips! I was about to put on the shirt when my mum stopped me. "Not so fast young lady, you must first put on your bra!" Mum showed me how to clip the bra together in the front round my waist, then slide the clips round to the back. After that it was easy to pull the bra into position and slide the two straps into place over my shoulders. Mum had bought two small 'breast-forms' made of some soft material that felt exactly like budding young breasts. We placed these into the satin bra cups, which generated more new feelings; the tightness around my chest and the awareness of the new exciting bumps out front and of course the bounce of my breasts as I walked.

I can truly say that having breasts was the most feminine things we had done in my transformation. I was simply churning with excitement inside my tummy and feeling so very girlish.

Putting on the girl's school shirt was also a new sensation as the buttons were all on the left side and it was very awkward to do them up. I loved the feeling of the white cotton of the new shirt covering my two breasts, which even had nipples, and when I touched them I nearly passed out with excitement. "Mum! I just love all the new feelings that I am experiencing as Gillian" said I giving her a little kiss on the cheek. "You look very pretty Gillian, I just can't get over how you have taken to this now scene! Come on then, we must hurry as Joan and Brian will be here in a few minutes" smiled my lovely mother giving me a hug in return. "Here is your skirt but first tuck your shirt into your panties." The skirt was navy blue and was held up by a button and zip. It was quite flared and came to just above my knees. Pockets were provided on each side of a single pleat in the middle of the front. Lastly I put on the bright red satin tie with thin white diagonal stripes.

I stood in front of the full-length mirror and could have died with sheer joy at what I saw. My figure was very sexy with curves in all the right places. I actually had a narrow waist and real hips, which really felt wonderful. Mother had bought a formal navy blue felt school hat with a blue hatband with one red stripe that I was to wear to town. The hat had an elastic chinstrap to keep it on in the wind. It was just as well as the wind had sprung up and was blowing strongly. The final touch was a beautiful navy blue school blazer with red and white braid around the edges of the coat and sleeves and across the top of the two side pockets. This was lined with satin and really looked and felt lovely. Mum brushed my hair into two bunches which she tied with blue ribbons and there I was, the complete schoolgirl decked out in all the girls clothes that schoolgirls should wear.

At ten-o-clock Mrs Johnson dropped Joan, Brian and Barbara, Brian's girlfriend, at the house and we set off to walk to town. Barbara had been told about my 'project' and thought it was great fun. I was quite disappointed that Barbara was with us as I really had taken a fling for Brian last night. Oh well, I thought, after all Joan is my girlfriend so I shouldn't be chasing Brian!

This was my first experience walking in the wind and it was quite difficult to stop my gym skirt from flying up and showing my panties, which I knew was to be avoided at all costs! Once again the feel of the breeze around my smooth legs was super and I remembered to take smaller steps so that I appeared as feminine as possible. The girdle gave me the feeling that my bum was swinging from side to side. I could really feel that I had hips and a cute bum! Joan and Barbara were of course dressed exactly like me and I paid careful attention to how they walked and coped with the breeze. This really was a learning curve for me!

I was walking between Joan and Brian and twice felt his hand touch mine. This was like an electric shock and I was sure he did it on purpose. I was also sure that he knew who I was and so it was confusing as to why he was touching my hand especially with his girlfriend at his side. Perhaps he was attracted to me and didn't mind that I was really a boy! The thought was strangely exciting but I also wondered why I was so attracted to him. Two boys attracted to each other was surely not right! To add to the confusion Joan appeared to be attracted to me as Gillian. At that time I of course in my innocence I had never heard of lesbians or gays; maybe those words never even existed! I decided to just relax and enjoy it and hope that time would sort things out.

We arrived at the centre of town to find it buzzing with girls and boys from our schools, all chatting happily and blissfully unaware that one of the girls was in reality a boy! I was scared, as many of my school friends were about and they could recognise me at any time. This possibility increased to terrifying proportions when at one stage we met a couple who stood to chat with Brian. The boy was a good friend of mine, but wonder of wonders he didn't recognise me and I felt very good and secure in the knowledge that if he hadn't recognised me, nobody would! And so I started to relax and enjoy the wonderful feelings associated with being a girl.

We decided to go into the Regent Cafe, which was the most popular meeting place and had the best milk shakes. Once seated I remembered to keep my knees together and talk in a soft voice with a slight lisp. Brian was sitting next to me and very soon I was aware of his leg pressing against mine. I kept my leg still but in a few minutes I pressed against his leg. He gave me a little smile and the game was on. We had made contact and out hearts were beating furiously!

Our milkshakes arrived and, as I handed one to Brian, our fingers touched with the same electric charge that we had felt before. He leaned over to get a straw and put his hand firmly on my thigh, which had the immediate effect of causing me to feel a stirring down below but due to my tight girdle no lump was visible, thank goodness. Brian kept his hand on my stockinged thigh and without hesitation I placed my hand over his. He immediately turned his hand and our fingers interlaced in the time-honoured lover's grip! What lightning streaked through my body at this time. I had never experienced anything like it and actually felt faint for a few seconds after which I relaxed and relished the fact that Brian and I were secretly holding hands under the table and nobody else knew. His girlfriend Barbara seemed quite oblivious to what was going on under the table.

Alas, we eventually finished our milkshakes and as I stood to leave I remembered to give my skirt a tug to make sure it was not caught up. We walked home to my house where Mrs Johnson picked up the other three. I had an early lunch so that I could get ready for the skating.

 

End of Part 2

  

  

  

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