A Teachers New Beginning
Copyright© 2026 by itsmeimhere
Chapter 1
A silence hung in the air of the Saint Mary’s Boarding School for Girls as Miss Taylor looked out of her classroom window on the second floor as the last of the students drove out the school gates with their parents for the Christmas holidays, leaving only Miss Taylor and five students who had no parents at the school for the next four weeks.
Twenty-two-year-old Miss Taylor had only been at the school for three months and had no Christmas plans, so she volunteered to stay on over the holidays and chaperone the remaining girls and try to get to know them a little better. Everything they could ever want over the next four weeks was catered for, from a well stocked pantry to a warm open fire to keep them warm from the cold winter nights.
Saint Mary’s Boarding School for Girls was in the remote hills of Scotland and was originally a medieval castle five hundred years ago before it was eventually bought and renovated to become a boarding school which stood on the side of a big mountain overlooking a small city in the distance. The school grounds were large, with a big stone wall running all the way around its perimeter, leaving the large iron gates at the driveway as its only way in and out of the school, which had its own security guard living full time in the guard house near the gates.
This was Miss Taylor’s first posting as a teacher since she left university herself and her first time out of a big city so moving from New York to Scotland in the middle of nowhere was overwhelming at first but she soon got comfortable with her situation and wanted to take the opportunity to spend the next four weeks with the five girls and try to make their Christmas enjoyable seeing they had no one to go home to.
In two days it would be Christmas Eve, and Miss Taylor wanted to introduce herself to the others and find out what activities they would enjoy over the holidays and not just be thought of as their teacher and chaperone, so she gathered them in the main reception area in the school and lit a roaring fire in the large stone fireplace to keep them all warm.
All five girls were orphans, and they ranged in age from eighteen to nineteen years old; they were officially placed in the school by a court order until they turned twenty-one years old.
“Hello girls, for the next four weeks it’s going to be just the six of us, so I think we should get to know each other better, starting with me,” Miss Taylor said to them as they all sat down in the chairs and couches in the reception area. Then Miss Taylor continued to talk.
“As you all know, I’m Miss Taylor, but please call me Jane from now on. I’m here to be your friend and find out what you are into and what you would like to do over Christmas.”
The first girl spoke up and said with a smile, “My name is Jenny, and this is Susan, Kim, Joan, and the timid little blond girl sitting there on the couch with the pretty pink leather collar on her neck is Mary. We like to stay together as we are the only orphans in the school, so we formed our own special club; it’s not a sorority or anything like that, it’s just more of a secret society.”
Jane listened to what Jenny had just said to her and thought to herself that Jenny was so calm and not shy about telling her about their society and especially to a teacher that she had hardly met. Jane had sororities at her university when she was at school, but Jane was never asked to join any of them, being one of the more unpopular girls at her school, and spent most of her time studying to become a teacher, so when Jane heard this, something inside her sparked a curiosity as she wondered what their society was about.
“What would you like to do over Christmas, girls?”Jane asked, trying to get some answers so she could organize Christmas for them.
“Our last chaperone let us have some of the liquor from the pantry, and we had a nice Christmas meal. Then they sat around the open fire and played some games and had a few drinks with her. Can we do that again this year?” Jenny asked Jane as she sat down in one of the lounge chairs, then waited nervously for Jane to reply to her question.
Jane thought about Jenny’s question and thought that all the girls are mature and there were only six of them in the entire school, so Jane was quite happy for them to have a drink and play some games in front of the open fire. Anyway, it would be a great opportunity for her to make them like her more.
Christmas Eve had came around, Jane and the girls had spent all day cooking a lovely meal consisting of roast turkey, ham, roast vegetables and Christmas pudding for their desert and they were also proud of their accomplishment over the day The table was set up with all the trimmings and they all sat around it enjoying the fruits of their labor then once they finished they all helped clean up then moved to the large fireplace which had a large roaring fire going in it to keep warm for the rest of the evening with several bottles of alcohol.
Jane looked out of the window before she sat down with the girls and could see the snow lightly falling outside, which was enough to coat the ground in a beautiful white layer, and she was glad she was inside for the evening.
“What games do you girls want to play?” Asked Jane pulling a deck of cards out of her handbag that she had found in one of the students dorm room as she was cleaning up after they went home and left it a mess, then she sat them on the table hoping they would want to start the evening with a game of cards or too because Jane was usually a good card player and knew a lot of card games.
After a few hands at poker and a few drinks all the girls were feeling tipsy and they soon lost interest in the card game, Susan noticed it was getting dark as she looked out the window then she Suggested they all go to their rooms and change into their pajamas and dressing gowns, then meet back at the fire for some more games then she would tell them her idea for their next game of the night.
Fifteen minutes later, they all met back up and had another drink each. “Let’s all sit down on the floor around the fireplace where we will be warmer, and I will tell you my idea for the next game. As they made a half circle around the fireplace and sat on the carpet Jane noticed that all the girls apart from Mary were all in their pajama tops and bottoms and were all wearing their dressing gowns but Mary had a pink nightie that matched the pink collar around her neck that looked almost see through, it was see-through enough to make out her medium size breasts and the shape of her two nipples now cold and hard pushing at the thin layer of cotton making two distinctive points and the outline of her skimpy white panties that were just visible through the nightie. Jane wanted to say something but decided not to just at the moment and see if the others would comment on how she was dressed but they never did; they just looked at her and giggled from time to time, making Jane think they liked her dressed that way.
“What’s your idea for a game?” Kim asked Susan with a grin on her face as if she already knew the answer to her question, then waited for Susan to reply.
“What about truth or dare? It will give Jane a chance to ask us some questions, as I’m sure she has a few to ask”
Jane wasn’t sure about playing truth or dare with the girls she was chaperoning, but it was Christmas, she was feeling quite drunk at this stage, and she was assured by Susan that anything over Christmas would stay between the six of them, making Jane feel more comfortable. She was curious to ask many questions, so Jane agreed to play.
The game of truth or dare started going clockwise around the half circle so everyone had a turn, and for the first two rounds not much happened apart from some easy dares and the odd truth. Then it was Jane’s turn, and by now she had settled in and felt comfortable around the other girls, so she asked Susan if she wanted a truth or dare. Susan could see that Jane wanted to ask something, so she deliberately said: “I choose truth.”
Jane had so many good questions she wanted to ask but settled on the one question she had been curious about for the last few hours since seeing Mary come down in her nightie. “OK, Susan, here is your truth. I noticed that Mary is dressed in a revealing nightie and you girls haven’t said anything about it to her, so tell me what’s going on?”
Susan let out a giggle as she looked over at Mary sitting opposite her and saw her turn red with embarrassment over being talked about.