John Stewart, a big boy now, sat in the passenger seat of the car, next to his guardian Mrs. Mildred Angus, a very stern woman. John has lived with her two years and has never seen her smile, much less laugh. She was taking him to a special new school, and he didn't want to go.

' Why can’t I stay in Rawlins’ school and live with you?' asked John, watching the tops of the trees go by the side window of the car.
'Because you need more care and love than I am able to provide. And I want you to learn proper manners and etiquette; this is why I can’t stand young boys. They have no manners', she said firmly.

John looked up at her face. 'You don’t like me?' He started to cry.

'This is the reason I have enrolled you in this private school, so I can like you. The way thing stand now, I would be spanking you hourly, and even I disagree with that. I don’t like you, yes. On the other hand I do love you, and that is why I enrolled you in Soft Meadows'.

The car turned into a long driveway leading to a rear entrance. Opening the car door, Mildred said, 'Now hurry along, and bring this suitcase with you'. She handed it to John.

Inside, John asked why he had to bring in an empty suitcase. There was obviously nothing in it.

'John, please stop asking those foolish questions, all of your questions will be answered in just a few minutes'.

The room was large, with a huge desk toward the back of it. And, off to the right, was a large closet with a curtain hung for a door. A rather tall lady entered the room. Her black hair was pulled tight into a bun that sat on the top of her head, and she was wearing a white blouse with long puff sleeves; she also wore a long red pleated plaid skirt that came just to the tops of her shoes.

'You must be Mildred. My name is Mrs. Jean MacKay, please just call me Jean…and this is John'. Thinking a minute or two, she said, ' She is such a lovely child…'

'I am not a girl… My name is John Stewart, and I am eight years old and a boy!'

Without warning, a hand slapped his bottom. ' Who asked you to speak, I surely didn’t, did you Mildred?' Mildred shook her head.
'I thought so,' she said, turning toward John. 'See that curtain hanging over there?'

' Yes Ma'm.'

'I want you to go inside that closet, pulling the curtain closed behind you, and remove all your clothes, underwear included. Now move!'

John looked back at Mildred. 'Do I have to?'

'Yes John, do as you’re told'.

John removed all his clothes. 'I am finished'. No sooner had he spoken than the curtain flew open.  Standing in front of him was Mrs. MacKay. 'Put this robe on and come with me'.

Out in the bright light he could see that the robe was pink, and he wanted to hide. Both women smiled and said, 'You will look very nice in that pretty pink robe'.

 'But what about my clothes?'

Mrs. MacKay picked up the phone and spoke a few words, then hung up.

'Cavan will put your clothes in the suitcase, and carry them out for Mildred, and then we will go and fit you for your school uniform and underclothes', she said with a taunting smile.

A couple of minutes later Cavan entered the room. John’s mouth dropped open in surprise - Cavan was in a red plaid
jumper - a girl's pinafore dress, with a white blouse with puff sleeves, The jumper came just to the top of his knees. He was also wearing white ankle socks trimmed in pink lace.

'John, don’t you just love our school uniforms?'

John shook his head, no, he shouted in his mind, not daring to answer Mrs. MacKay.

Turning toward Mildred he pleaded,' Please I want to go home, please!' and started to cry. Fear ran through John's heart, and yet a strange curiosity…what would it be like to wear girls clothes? 'No… no, I'm a boy, not a sissy or a girl…' His fear was greater than the curiosity inside him.

John ran toward Cavan grabbing his clothes away from him, 'They're mine, leave them, they're mine…!' screaming and weeping as Mrs. MacKay pulled the clothes away from John. Mildred was beside herself, trying hard not to laugh. But seeing John not wanting to dress in girls' clothes endeared him to her heart.

Memories flooded back of when her mother had made her stepbrothers wear girl’s panties and petticoats with skirts and dresses for being naughty and noisy. The sound of a boy begging,' No…please, I am a boy…' Then the kicking and crying as they were forced into the clothes, how they would try to get out of them only to show to the world their petticoats and panties, weeping uncontrollably. Her mother would fold her arms around the boy and hold him, telling him that she loved him, and how nice he looked in his new clothes.

' Mrs. Angus?' Snapping out of her thoughts of her mother and her step brothers, she answered, 'Oh, I’m sorry. I was miles away'.

In the room where John was to stay Mrs. MacKay had removed the robe John was wearing. He was standing there in white ruffled rhumba panties with pink lace, as Mrs. MacKay pulled a petticoat down over him, fussing with the petticoat till it hung straight. John shivered from the feel of the silky softness of the panties and petticoat against his body and legs, still crying, but now there was no fighting. He felt totally defeated by his frilly undies.

After putting the white blouse with puff sleeves on him, Mrs. MacKay asked, 'Now, hold your arms up once more', and she slid the red plaid jumper on, down over his head, buttoning him up at the back so that he was firmly imprisoned. With the white socks trimmed in pink, along with the black Mary Jane shoes, he looked like a perfect little girl.

Mildred folded her arms around him like her mother did to her stepbrothers, and told John she loved him, and that he looked very nice.

'John, I want you to fold your panties and petticoats and neatly place them in the dresser in the way I showed you. Then hang up your jumpers and skirts. I will be back in a while to check on you', Mrs. MacKay told him as the two women left the room.

'Mildred, may I ask why did you put your arms around John?'

' When I was a young girl at home, mother married a Mr. Angus, and he had two sons seven and nine in age. At the time I was ten years old, he adopted me so our family would have the same last name. That way all of us would feel like a family'. Mildred sipped her tea. 'Steve and Brian, Steve being the elder. Then three months later our new father died of a heart attack, leaving mother with two boys and a girl, the girl being I.

'The next year was rough on Mother, and those two boys didn’t make things any easier. Mother had helped our neighbor, Miss Peterson, petticoat her nephews. Every summer you could hear the boys begging to go back home. They did not want to stay, and all their mother would say is,' You’re staying; it is good for you to learn how the other half lives'. Then the car would pull away, and the boys spent the summer in girl’s clothes.

'So, in the same way, Steve and Brian became my make-believe sisters. They would beg Mom not to make them wear girls' clothes. They would fight and scream when they were forced in to them. They tried to get the dresses, petticoats and panties off; the only thing they accomplished was showing their undies. Then Mother would fold her arms around the boys, holding them tight. Saying she loved them, and how sweet and pretty they looked in their nice new clothes...

'These button-back dresses were made for boys', Mildred concluded.

'I agree Mildred, as you must have noticed that all our uniforms have button backs. The blouses used to as well, but that was a little too much work for the ladies and myself. This way the boys feel like they have a little freedom in the dress. For the first three months the new male child refuses to undress with others, or be seen in his new undies. They wait until the lights are out before undressing or ask to use the rest room. I should be angry, but how can one be angry watching such cute antics?'

John folded the panties and the petticoats and placed them in the dresser like he was shown. He had just finished hanging up the jumpers and skirts when Mildred and Mrs. MacKay entered the room.

John tried to stand still, yet was unable to do so, and stood there squirming in the clothes he was wearing. 'May I please go home with you Mildred, please? My clothes are still here', he begged, hoping against hope she would change her mind, and take him back home with her.

Mrs. MacKay asked, 'John, would you be so willing to go back home with Mildred if you had to continue wearing the
clothes you are wearing now?' John shook his head, 'No'.  'Then why? Are you afraid some one is going to see you dressed like that?'

He knew it was a trick - either way he was going to be wearing girls clothing. 'Ok, then I’ll stay… but I am not a girl or a sissy, because I’m being forced to dress like a girl'. He didn't even consider the risk that he might get slapped again.

'Mildred, John has given me a wonderful idea. After he has been here one month, he is to go home with you. Then John and you will go on a shopping spree, having John himself pick out his very own first bra. Which he will try on then and there, and let the sales lady help, for a perfect fit', said Mrs. MacKay.

John’s heart jumped into his throat. 'No…please!' He started to weep. Mrs. MacKay warned him that, from now on, any and all outbreaks of this sort would be met with a spanking.

Later, John watched as Cavan placed the suitcase in the car, then watched as the car drove out of sight. Feeling alone, John lay on the bed wanting to cry.

Yet…he was loving the sensation he was getting from his new clothes. John stood up beside the bed, then started dancing and twirling around the room. He loved the sensation, and yet he hated being made to dress like a girl. It was all very curious.

' Very nice'. Stopping dead in his tracks, John could feel the blood rushing to his face. Now he was standing with his head down, wanting to hide. How long had Mrs. MacKay been standing there watching? Fear and excitement ran through him at the same time.
Fear of being seen, and yet he was relieved the truth was out. Mrs. MacKay smiled, and held his hands, and danced with him around the room.

Sitting on the edge of his bed, John asked, 'Ma'm, Is it wrong for me to like what I am wearing? Because I really do like it'.
She put her arms around him. 'No, of course not, John. Mildred and I want you to like what you are wearing. Don't you know that? It's for your own good'.

And yes, the day came when Mildred and John went on the their shopping spree. It was not just one bra that John had to choose. It was five, plus snowy clouds of panties and petticoats, plus a dinner out and a movie. The following Monday Mrs. MacKay was told of all the fun John and Mildred had had together shopping. She allowed herself a private smile of satisfaction. John, she could see, would be a better pupil than she had thought.
Dennis