SISSY BOY AT MILITARY SCHOOL CHAPTER 1- EARLY ACCES

My name is Ben and back then I was 16-year-old boy. But I wasn´t an ordinary boy who just like playing football with his friends and hanging out with his friends. First of all… I didn´t have many male friends because I just felt like they don´t understand me. All boys around me were so strong and they were so confident. I was nothing like them. I was a very sensitive boy who had a lot of emotions and sometimes I wondered why I wasn´t born like a girl. That would solve a lot of problems in my life. And it would definitely help my parents. They were, and especially my father, disappointed that I am not a typical boy who just loves going to competitions and has his emotions under control. But I was not that boy. As I said… I was thinking a lot about why I wasn´t born like a girl because girls understood me a lot more.

Well… actually I had one very good friend and it wasn´t a boy. It was a girl and she understood me even more than my parents. Her name was Julia and she was my classmate. She was the only one who understood my desires, fears, and emotions… Nobody just understood me as she did and I was so glad I had her. She was one of the few joys in my difficult life. And there was one “little” thing about me and her… I had a bit of a crush on her because she was just such a pretty girl who really deeply cared about and I kind of fell in love with her… But who would not? She was a shining brilliant in our class and nobody should be impressed that I liked her so much. I think she knew that I had a crush on her and she was kind of enjoying this situation. It flattered her when she saw how I was blushing while talking to her. We always used to share desk at school and became the best of friends. And then… a very important moment in my life came.

That day when everything changed I went to school as usual and I was looking forward to seeing Julia again. As I said before… I loved her and I enjoyed every single moment with her. I came to class and a lot of my classmates were debating about something and I could see that it was a really big discussion. I came to them and I found Julia in the circle of the people there.

“Hey? What is going on?” I asked her because I could see how excited all my classmates were.

“Well… there is going to be a school play and we are all discussing what roles we are going to play. But it will be quite a long chat!” she giggled. “You are looking handsome today!” she told me and she definitely knew how to get me blushing. My cheeks immediately went to a tomato-red colour and I answered in a very shy way:

“Oh… thank you, Julia! You are pretty as well… I mean… so much!” I said. It had to sound very stupid, but she said:

“Oh, my dear Ben… you are such a cute boy, do you know that?”

Well… sometimes I wished to be a cute girl because I could again see our boys in class and they were just so disgusting… they were completely emotionless and they treated everybody in such a brutal way… They just didn´t behave like gentlemen but like… well there is no good word for it. The class was still discussing the school play and after a long debate… the final decision was made. We have to split into couples and each couple will be given the role.

“Can I be with you, please?” I asked Julia because she was my only friend and I just couldn´t imagine being with anybody else in the class.

“Of course, my sweet Ben! I would be happy to be your partner!” she smiled and we signed to the list as a couple. And then… it happened. Julia went to pick up our roles. I just thought that we would get something in common, but when she came back she said:

“Well… Ben… I think you will not be happy about it, but the only roles left for the couple were a queen and her maid, So I took it!” she said and she was nervously looking at me. I was speechless for a while… she said what? Queen and her maid? I was so surprised and I really wasn´t able to say a single word about it.

“A queen and a maid?” I asked and I still couldn´t believe that this was actually happening. But it was. Julia just nodded and she tried to calm me down:

“Oh, don´t worry Ben. It could actually be fun and we will enjoy this as a happy couple, right?” she said and she really knew how to calm me down and how to get me excited about all of it. When she told me that we could enjoy it as a couple… my thinking actually shifted a bit and I thought that it could be actually a good opportunity for our relationship… Well… I wished we could officially be in a relationship, but… I was maybe too shy and too afraid to ask her properly, But this could be my chance… my only chance.

“Okay… and what do we do as a queen and maid?” I asked her because I just had no idea what it could look like. I had no experience with the school play and… It was just so awkward.

“Well… I am actually quite looking forward to that because I can imagine being a queen. I have always wanted to try it… to be a queen… to be dominant… to command!” she giggled and well… I could fully imagine her as a queen. She was beautiful and didn´t fear anything or anybody. I could imagine her as my queen. Well… she will be my queen… But then… Julia started to giggle and it grew up into a great laugh.

“What is it? Why are you laughing and looking at me?” I asked her and I had no idea why was she laughing and looking at me at the same moment.

“I can´t wait to see you in a maid costume, Ben… You will be so cute in it!” she giggled… Oh no… Until now… I haven´t realized that I am completely screwed up… I didn´t realize at all that I will have to wear a maid costume because if Julia will be the queen… it means that I will be the maid… And the maid has their specific costume. My heart just sank in my chest and I was speechless for a moment.

“A costume? What costume?” I asked and I almost started to shiver. I got so nervous… because I was a shy boy and I just can´t imagine myself in a weird maid´s costume. That will be just a terrible experience for me… I thought so… But this costume was just a start to everything else…

“A very cute costume, my dear Ben! You know what? Right after school, we will go to the costume store and I will buy you a nice cute maid costume! And don´t worry about anything. It will be fun and we will definitely enjoy it!” said Julia and she winked at me. My cheeks just turned into a darker shade of red I just couldn´t imagine an even more embarrassing situation for me. Wearing a costume… maid costume… Oh my my… what did I sign up for…

“Okay… but what does the maid costume look like?” I asked because I had no idea what it could look like. Maid´s costume… I just can´t imagine it.

“I guess it will be a cute short black and white dress…probably nylon tights and I will lend you my underwear because you will need it. And… we could buy you a wig in order to look like a real maid. It would be cute, right?”

At that moment… when I heard it… I really thought that I was going to faint because I just couldn´t imagine myself in the dress and with the wig on my head… OMG… That will be such an embarrassing event for me.

“Whaaat? Are you serious about this?” I exhaled and I really wanted to think that she was joking all the time… But unfortunately, she was not…

“Of course, Ben! But as I told you before… You have nothing to worry about. We will enjoy this makeover and probably… you will like to be my maid!” she giggled and she looked at me already with a queen´s look. Well… I wasn´t able to make a maid´s look, but… I still wasn´t sure about enjoying the whole event… And be a maid in front of the whole school and in front of my stupid classmates? That will be a really awkward and… I will be definitely embarrassed. But… I was willing to undergo every single part of it because I was in love with Julia and I would do absolutely anything in order to please her.

“Okay… so… right after school we will go to the costume shop…” I said and I smiled at her. She was obviously so happy that she could be a queen and I could be her maid and she nodded and added:

“Oh yes! I am so much looking forward to it! I can´t wait to see you in a cute black and white dress! It will be such fun, Ben! And I have a small surprise for you!” she giggled and I was almost scared… What that small surprise could be… Well… it was something really feminine, but I had no idea back then… But I was going to figure it out…