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This is the second in the “Confessions From Boarding School” posts. Due to concerns surrounding privacy, certain names have been changed to protect the identities of the people involved. As I mentioned in the previous post, what I did with Kara on the Friday on the ‘Special Weekend’ of the winter of 1997 was something that I regretted and wished that I hadn’t done. This post is about what happened when Li and myself spent our first night together and the subsequent problem with midday absconding from the school which ended Li’s time in the bungalow with me.

I had kept out of Kara’s way as much as I could not only for the rest of the Special Weekend but for the next two months, which is a boarding school is something that is nigh-on impossible to actually do; but I found a way to do so. I made sure that I kept my relationship with Li going strong. This was because of the guilt I had over what I and Kara had done in the bathroom.

At my boarding school, they had the ‘Self Care Flat’ & ‘Self Care Bungalow’. The point of these was to teach the kids self-reliance and how to look after themselves. The Self-Care flat was in the residential building at the top towards the back. The Self-Care bungalow was located on the school grounds roughly equidistant between the Residential block and Lower Drive where some of the staff lived. Because it offered some degree of privacy, the bungalow was always the preferred choice when it came time for certain kids to go into the flat & bungalow for ‘Self Care Week’.

When it came time for ‘Self Care Week’ in the second week of winter of 1997, I was overjoyed to find out that I would be in the Bungalow with my best friend Matthew, but there was a problem. The Self-Care bungalow had enough room for four people but this rotation there would only be two of us; Matthew and myself. Ordinarily, this would cause a problem but since the two of us could ‘be trusted’ we were told that we’d have the bungalow to ourselves for the week.

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Matthew joked that with the bungalow to ourselves for the week, I could have Li over for the night or I could have Kara over for a quickie. After what I did with Kara, I told Matthew about it and he swore he’d never tell Li or anyone about what I’d done. Though he did enjoy poking fun at me from time to time; and to his latest joke, I replied that I could slap him with a wet fish.

We collected the keys to the bungalow on Sunday evening and after collecting a few personal possessions, we headed down to the bungalow. It had been fully stocked with food and everything else the two of us would need. Matthew jokingly said it had not been stocked with ‘protection’ so we could not have ‘company’ over for a night. He then said that if one of us did have company over, meaning me, that I take precautions as in being discreet; I agreed.

Now we were not only looking forward to being in the bungalow for a week so we could fool around with people. We were looking forward to the week in the bungalow as we’d get some peace and quiet and be able to play on my games console as long as we wanted. Once we got into the bungalow, we decided to share a room as we shared a room normally so why break with tradition. The bungalow despite being cleaned always had a musky smell that reminded by of dry sand, which both Matthew and myself enjoyed.

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The first night we spent in the Self Care bungalow was relatively quiet and we had a decent night’s sleep. On Monday morning when we went to class after morning prayers, we were stopped by Li who said she wanted a quick word with me. Li told me that she had decided that we should spend our first night together, which I readily agreed to. We worked it out that since Li was in the Self-Care flat then she could sneak out and come to the bungalow. Just when I thought I’d have some good luck and be able to spend the night in bed with my girlfriend, we were thrown a major curveball.

Li told me she was in the Self-flat with Gemma, Anna, and Kara. At that moment, I wanted to scream; I was so close to spending the night in bed with Li only to have it snatched away from me in the blink of an eye. Li said that she would think of a way for us to spend the night together and she’d let me know when she was ready. After making sure that we could not be seen, we shared a quick kiss before we went to our respective classes.

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At lunch, after he saw how annoyed I was, I told Matthew about how close I was and the problem’s preventing me from spending the night with the girl I loved. It was indeed a conundrum but it was one that would not be solved by me getting worked up about it. As we sat down to dinner, we got a phone call from Mr. Grent, who informed us that due to industrial action by the teachers, our evening activities had been canceled.

While this would have annoyed some other pupils, I was pleased as it meant I would not bump into Kara and I could spend the night either reading or playing Mortal Kombat. For the rest of the school day, nothing of note happened, so when the school day came to an end, I was looking forward to a hot coffee and a quiet night on the couch.

After the evening meal, I got my coffee and book and headed into the living room to sit and read. Matthew was already in the living room playing Mortal Kombat, and as I got settled down I hoped that this would be as much excitement as I experienced that evening. As you can guess, this did not last long. It started around 7:45 pm when someone knocked on the door, which caught us off guard and made Matthew almost choke on his tea. Since he was in the middle of a game of MK, I told him to carry on with it and that I’d be the one to answer the door.

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And I was surprised to see one of the care staff Mrs. Darleigh (not her real name) standing on the doorstep with Li who had a hold-all slung over her shoulder. Inviting them both in, I was confused as to why they were both here. Mrs. Darleigh said that she needed a favor and that as we we’re trustworthy boys, she could trust us. She asked to speak to both of us so we sat in the dining room wherein a pot of black coffee was served. She told both Matthew and myself that because of the industrial action by the teachers, the self-care flat had to close.

Now, this confused both Matthew and me, with him asking why it had to be closed. Mrs. Darleigh told us that a female teacher was not available for the sleep-in room just below the flat. Now before I continue, I feel I must explain what the ‘sleep-in room’ was. it is really self-explanatory as in it was a small bedroom just below the flat where a female member of staff would sleep when the girls were using the flat. This was done to ‘protect’ the girls and make sure that no one went up to the flat and no one left.

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While both of us anticipated what Mrs. Darleigh was going to say, Matthew spoke first and asked if what she was going to ask us what she was going to ask; she said yes. He pointed out that it was a school rule that boys and girls don’t use the flat/bungalow at the same time and that by asking us to allow Li to stay was a breach of the ‘No mixed sharing’ rule.

Mrs. Darleigh said that she was proud of us for pointing this out and that any other less trustworthy boys would have simply accepted a girl into the bungalow without question. She told us that she was asking us this because she knew we were trustworthy and would not bother Li in any way and would look after her. While I was internally screaming and jumping for joy, outwardly I had to project an air of uneasy, which thankfully I did.

I asked what about the other staff and pupils, what would they say and do. Mrs. Darleigh said that what the other pupils said and did was not her or our concern; that we would be helping the care staff with a problem and what the other pupils said/did was not important. About the staff, she said she’d cleared it with the other staff and Mr. Grent had given his consent for it to go ahead providing the boys in the bungalow could be trusted, which he said we could be.

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We hesitantly agreed that Li could stay in the bungalow and said she could have the room at the back of the building; we said we gave her this room as anyone trying to get into it would have to go past our bedroom. Mrs. Darleigh said this was a good idea and before she left she said she’d check on Li randomly to make sure she was OK and that we hadn’t tried anything.

Once she had gone, I showed Li to her bedroom as I had to keep up the pretense of keeping her safe. Matthew said that he knew what we’d be getting up to and that there was no reason for us to pretend otherwise. For the next hour or so, Li and I sat on the couch while Matthew tried in vain to beat MK.

While we were on the couch, Li and myself snuck the occasional kiss but did nothing more. When Matthew rage-quit the game, he said he was retiring for the night and jokingly said that as it was a school night, Li and myself should not stay up too late. Once Matthew had left the room, Li and myself were all over each other, we were soon down to just our underwear and in my case, my underwear, and a t-shirt.

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After a few minutes of kissing and groping, Li suggested that we go to bed as the couch was not exactly the best place to ‘make love’ as she put it. Agreeing with her, we got up and went into the bedroom we’d be using. Once we were in the room and the door was closed, I kissed her then and let my hands roam over her almost naked body. We stripped out of our remaining clothes as fast as we could and in no time we were in bed and under the duvet.

She wrapped her legs around me as we began to ‘make love’ as Li kept calling it. It was 10 times better than what I did with Kara as what I was doing was with the girl that I loved. When we both climaxed, we simply lay there for some minutes then I heard her softly snoring. I pulled the duvet up around us and soon I was fast asleep too. Spending the night in bed with my girlfriend was absolutely amazing and I had the best night’s sleep I’d ever had up to that point. I must point out that non of this would have been possible without the cooperation of my best friend Matthew. He turned a blind eye to what I did with both Li and Kara; he was the best friend that I ever had.

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The following morning, Matthew made sure he knocked loudly enough to wake Li and me but did not come into the bedroom out of respect for our privacy. Once we were up, we got dressed quickly and made sure that there was no evidence of my having ever been in Li’s room. True to his form as the best friend I ever had, Matthew did not ask what we had done although he knew.

In keeping with her promise the previous night, Mrs. Darleigh came to check on Li just as we were setting down to breakfast. I was on the verge of having a major heart attack as I was convinced she would find out that Li and myself had slept together. As Mrs. Darleigh spoke to Li in the living room, Matthew made me a triple strong coffee which he said would calm my nerves long enough for me not to have a heart attack but might give me a heart attack due to the amount of caffeine I was going to drink. 2 cups of triple-strength coffee and 20 nerve-wracking minutes later, Mrs. Darleigh finished speaking to Li and said that she’ll check in again at another random moment.

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Before she left, Mrs. Darleigh said that she was impressed with how we were looking after Li. Once she had gone, I almost collapsed as I thought my nerves were going to give me a heart attack. Li calmed my nerves somewhat by telling me that Mrs. Darleigh suspects nothing happened between us and that Li told her as much. After another triple coffee, I calmed down enough to have breakfast.

And it was over breakfast that Li, Matthew, and I knew that we’d have to make sure no one suspected anything, and this is where Li came up with the idea. She knew that if the other pupils saw us walking together, then tounges would wag and we ran the risk of the care-staff getting involved; she suggested that Matthew walk with her and that I should be a few minutes late. Now I know what you are all thinking, but the answer is no; I had nothing to fear from my best friend taking Li as Matthew was gay.

Her plan worked and when we went to morning prayers, I made sure I was a few minutes late. Li’s plan worked and no-one suspected anything. For the whole school day, I was a whole mess of nerves as I expected one of the teachers to have found out what Li and myself had done. But by lunchtime, no one had said anything and I was able to relax.

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As Li, Matthew, and I were about to head down to the bungalow for lunch, we heard an argument going on in the resources room. It sounded like it was a real fierce argument, but since the three of us were hungry and Li and myself were feeling rather frisky, we ignored it and went back to the bungalow for lunch.

After lunch, Li and I went back to bed where if you can believe it all we did was cuddle and talk. When it was time to go back to class after lunch, we got dressed and as we were going to leave, Mr. Grent came to the door. Now for a second, I thought we’d been caught but that wasn’t the case. He said that three of the boys had absconded during lunch. Matthew asked what that was to do with us, Mr. Grent said that given the situation it would be best if Li went back to the residential block. She complained, saying that she was perfectly safe with Matthew and me, but Mr. Grent was insistent and said it was for her safety, that she could not walk to and from the Bungalow to the residential block or classrooms in case one of the absconders caught her.

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So reluctantly, Li went to ‘her’ bedroom, got her things, and went back. I was rightfully pissed off at the three absconders for costing me more time with Li, but those assholes were beyond my control and there was sweet fuck all I could do about it. And so my fellow pandas, there you have it, the story of how I spent my first night in bed with the girl I loved.

RELATED:
    Confessions From Boarding School #2: Spending The Night & Runaways

    This is the second in the “Confessions From Boarding School” posts. Due to concerns surrounding privacy, certain names have been changed to protect the identities of the people involved. As I mentioned in the previous post, what I did with Kara on the Friday on the ‘Special Weekend’ of the winter of 1997 was something that I regretted and wished that I hadn’t done. This post is about what happened when Li and myself spent our first night together and the subsequent problem with midday absconding from the school which ended Li’s time in the bungalow with me.

    I had kept out of Kara’s way as much as I could not only for the rest of the Special Weekend but for the next two months, which is a boarding school is something that is nigh-on impossible to actually do; but I found a way to do so. I made sure that I kept my relationship with Li going strong. This was because of the guilt I had over what I and Kara had done in the bathroom.

    At my boarding school, they had the ‘Self Care Flat’ & ‘Self Care Bungalow’. The point of these was to teach the kids self-reliance and how to look after themselves. The Self-Care flat was in the residential building at the top towards the back. The Self-Care bungalow was located on the school grounds roughly equidistant between the Residential block and Lower Drive where some of the staff lived. Because it offered some degree of privacy, the bungalow was always the preferred choice when it came time for certain kids to go into the flat & bungalow for ‘Self Care Week’.

    When it came time for ‘Self Care Week’ in the second week of winter of 1997, I was overjoyed to find out that I would be in the Bungalow with my best friend Matthew, but there was a problem. The Self-Care bungalow had enough room for four people but this rotation there would only be two of us; Matthew and myself. Ordinarily, this would cause a problem but since the two of us could ‘be trusted’ we were told that we’d have the bungalow to ourselves for the week.

    ADVERTISEMENT

    Matthew joked that with the bungalow to ourselves for the week, I could have Li over for the night or I could have Kara over for a quickie. After what I did with Kara, I told Matthew about it and he swore he’d never tell Li or anyone about what I’d done. Though he did enjoy poking fun at me from time to time; and to his latest joke, I replied that I could slap him with a wet fish.

    We collected the keys to the bungalow on Sunday evening and after collecting a few personal possessions, we headed down to the bungalow. It had been fully stocked with food and everything else the two of us would need. Matthew jokingly said it had not been stocked with ‘protection’ so we could not have ‘company’ over for a night. He then said that if one of us did have company over, meaning me, that I take precautions as in being discreet; I agreed.

    Now we were not only looking forward to being in the bungalow for a week so we could fool around with people. We were looking forward to the week in the bungalow as we’d get some peace and quiet and be able to play on my games console as long as we wanted. Once we got into the bungalow, we decided to share a room as we shared a room normally so why break with tradition. The bungalow despite being cleaned always had a musky smell that reminded by of dry sand, which both Matthew and myself enjoyed.

    ADVERTISEMENT

    The first night we spent in the Self Care bungalow was relatively quiet and we had a decent night’s sleep. On Monday morning when we went to class after morning prayers, we were stopped by Li who said she wanted a quick word with me. Li told me that she had decided that we should spend our first night together, which I readily agreed to. We worked it out that since Li was in the Self-Care flat then she could sneak out and come to the bungalow. Just when I thought I’d have some good luck and be able to spend the night in bed with my girlfriend, we were thrown a major curveball.

    Li told me she was in the Self-flat with Gemma, Anna, and Kara. At that moment, I wanted to scream; I was so close to spending the night in bed with Li only to have it snatched away from me in the blink of an eye. Li said that she would think of a way for us to spend the night together and she’d let me know when she was ready. After making sure that we could not be seen, we shared a quick kiss before we went to our respective classes.

    ADVERTISEMENT

    At lunch, after he saw how annoyed I was, I told Matthew about how close I was and the problem’s preventing me from spending the night with the girl I loved. It was indeed a conundrum but it was one that would not be solved by me getting worked up about it. As we sat down to dinner, we got a phone call from Mr. Grent, who informed us that due to industrial action by the teachers, our evening activities had been canceled.

    While this would have annoyed some other pupils, I was pleased as it meant I would not bump into Kara and I could spend the night either reading or playing Mortal Kombat. For the rest of the school day, nothing of note happened, so when the school day came to an end, I was looking forward to a hot coffee and a quiet night on the couch.

    After the evening meal, I got my coffee and book and headed into the living room to sit and read. Matthew was already in the living room playing Mortal Kombat, and as I got settled down I hoped that this would be as much excitement as I experienced that evening. As you can guess, this did not last long. It started around 7:45 pm when someone knocked on the door, which caught us off guard and made Matthew almost choke on his tea. Since he was in the middle of a game of MK, I told him to carry on with it and that I’d be the one to answer the door.

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    And I was surprised to see one of the care staff Mrs. Darleigh (not her real name) standing on the doorstep with Li who had a hold-all slung over her shoulder. Inviting them both in, I was confused as to why they were both here. Mrs. Darleigh said that she needed a favor and that as we we’re trustworthy boys, she could trust us. She asked to speak to both of us so we sat in the dining room wherein a pot of black coffee was served. She told both Matthew and myself that because of the industrial action by the teachers, the self-care flat had to close.

    Now, this confused both Matthew and me, with him asking why it had to be closed. Mrs. Darleigh told us that a female teacher was not available for the sleep-in room just below the flat. Now before I continue, I feel I must explain what the ‘sleep-in room’ was. it is really self-explanatory as in it was a small bedroom just below the flat where a female member of staff would sleep when the girls were using the flat. This was done to ‘protect’ the girls and make sure that no one went up to the flat and no one left.

    ADVERTISEMENT

    While both of us anticipated what Mrs. Darleigh was going to say, Matthew spoke first and asked if what she was going to ask us what she was going to ask; she said yes. He pointed out that it was a school rule that boys and girls don’t use the flat/bungalow at the same time and that by asking us to allow Li to stay was a breach of the ‘No mixed sharing’ rule.

    Mrs. Darleigh said that she was proud of us for pointing this out and that any other less trustworthy boys would have simply accepted a girl into the bungalow without question. She told us that she was asking us this because she knew we were trustworthy and would not bother Li in any way and would look after her. While I was internally screaming and jumping for joy, outwardly I had to project an air of uneasy, which thankfully I did.

    I asked what about the other staff and pupils, what would they say and do. Mrs. Darleigh said that what the other pupils said and did was not her or our concern; that we would be helping the care staff with a problem and what the other pupils said/did was not important. About the staff, she said she’d cleared it with the other staff and Mr. Grent had given his consent for it to go ahead providing the boys in the bungalow could be trusted, which he said we could be.

    ADVERTISEMENT

    We hesitantly agreed that Li could stay in the bungalow and said she could have the room at the back of the building; we said we gave her this room as anyone trying to get into it would have to go past our bedroom. Mrs. Darleigh said this was a good idea and before she left she said she’d check on Li randomly to make sure she was OK and that we hadn’t tried anything.

    Once she had gone, I showed Li to her bedroom as I had to keep up the pretense of keeping her safe. Matthew said that he knew what we’d be getting up to and that there was no reason for us to pretend otherwise. For the next hour or so, Li and I sat on the couch while Matthew tried in vain to beat MK.

    While we were on the couch, Li and myself snuck the occasional kiss but did nothing more. When Matthew rage-quit the game, he said he was retiring for the night and jokingly said that as it was a school night, Li and myself should not stay up too late. Once Matthew had left the room, Li and myself were all over each other, we were soon down to just our underwear and in my case, my underwear, and a t-shirt.

    ADVERTISEMENT

    After a few minutes of kissing and groping, Li suggested that we go to bed as the couch was not exactly the best place to ‘make love’ as she put it. Agreeing with her, we got up and went into the bedroom we’d be using. Once we were in the room and the door was closed, I kissed her then and let my hands roam over her almost naked body. We stripped out of our remaining clothes as fast as we could and in no time we were in bed and under the duvet.

    She wrapped her legs around me as we began to ‘make love’ as Li kept calling it. It was 10 times better than what I did with Kara as what I was doing was with the girl that I loved. When we both climaxed, we simply lay there for some minutes then I heard her softly snoring. I pulled the duvet up around us and soon I was fast asleep too. Spending the night in bed with my girlfriend was absolutely amazing and I had the best night’s sleep I’d ever had up to that point. I must point out that non of this would have been possible without the cooperation of my best friend Matthew. He turned a blind eye to what I did with both Li and Kara; he was the best friend that I ever had.

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    The following morning, Matthew made sure he knocked loudly enough to wake Li and me but did not come into the bedroom out of respect for our privacy. Once we were up, we got dressed quickly and made sure that there was no evidence of my having ever been in Li’s room. True to his form as the best friend I ever had, Matthew did not ask what we had done although he knew.

    In keeping with her promise the previous night, Mrs. Darleigh came to check on Li just as we were setting down to breakfast. I was on the verge of having a major heart attack as I was convinced she would find out that Li and myself had slept together. As Mrs. Darleigh spoke to Li in the living room, Matthew made me a triple strong coffee which he said would calm my nerves long enough for me not to have a heart attack but might give me a heart attack due to the amount of caffeine I was going to drink. 2 cups of triple-strength coffee and 20 nerve-wracking minutes later, Mrs. Darleigh finished speaking to Li and said that she’ll check in again at another random moment.

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    Before she left, Mrs. Darleigh said that she was impressed with how we were looking after Li. Once she had gone, I almost collapsed as I thought my nerves were going to give me a heart attack. Li calmed my nerves somewhat by telling me that Mrs. Darleigh suspects nothing happened between us and that Li told her as much. After another triple coffee, I calmed down enough to have breakfast.

    And it was over breakfast that Li, Matthew, and I knew that we’d have to make sure no one suspected anything, and this is where Li came up with the idea. She knew that if the other pupils saw us walking together, then tounges would wag and we ran the risk of the care-staff getting involved; she suggested that Matthew walk with her and that I should be a few minutes late. Now I know what you are all thinking, but the answer is no; I had nothing to fear from my best friend taking Li as Matthew was gay.

    Her plan worked and when we went to morning prayers, I made sure I was a few minutes late. Li’s plan worked and no-one suspected anything. For the whole school day, I was a whole mess of nerves as I expected one of the teachers to have found out what Li and myself had done. But by lunchtime, no one had said anything and I was able to relax.

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    As Li, Matthew, and I were about to head down to the bungalow for lunch, we heard an argument going on in the resources room. It sounded like it was a real fierce argument, but since the three of us were hungry and Li and myself were feeling rather frisky, we ignored it and went back to the bungalow for lunch.

    After lunch, Li and I went back to bed where if you can believe it all we did was cuddle and talk. When it was time to go back to class after lunch, we got dressed and as we were going to leave, Mr. Grent came to the door. Now for a second, I thought we’d been caught but that wasn’t the case. He said that three of the boys had absconded during lunch. Matthew asked what that was to do with us, Mr. Grent said that given the situation it would be best if Li went back to the residential block. She complained, saying that she was perfectly safe with Matthew and me, but Mr. Grent was insistent and said it was for her safety, that she could not walk to and from the Bungalow to the residential block or classrooms in case one of the absconders caught her.

    ADVERTISEMENT

    So reluctantly, Li went to ‘her’ bedroom, got her things, and went back. I was rightfully pissed off at the three absconders for costing me more time with Li, but those assholes were beyond my control and there was sweet fuck all I could do about it. And so my fellow pandas, there you have it, the story of how I spent my first night in bed with the girl I loved.

    RELATED:
      Confessions From Boarding School #2: Spending The Night & Runaways