Confessions From a Boarding School Pupil
Copyright© 2022 by Drax
Episode 43: The MILF Invitation
Pedo Sex Story: Episode 43: The MILF Invitation - Welcome to the “Confessions From Boarding School” series. The stories contained here-in will be detailing the sexual adventures and shenanigans I got up to and involved with while I was at and after I left boarding school.
Caution: This Pedo Sex Story contains strong sexual content, including Ma/ft mt/Fa Teenagers Blackmail Coercion Consensual Drunk/Drugged NonConsensual Pedophilia Rape Reluctant Romantic Teen Siren TransGender School Cheating Incest Daughter Uncle Niece Nephew Grand Parent Rough Spanking Harem Interracial Black Female White Male White Female Oriental Female Hispanic Female Indian Female Anal Sex Massage Oral Sex Tit-Fucking Voyeurism Babysitter Public Sex Small Breasts Teacher/Student Prostitution
The morning after my first fuck with Kristina, I yawned as I sat up in bed and looked at the sleeping teenager laid next to me. I’d had a good night’s sleep and was looking forward to another day of good sex. I got out of bed and padded into the bathroom, where after taking a piss, I washed my hands and went back into the room and got back into bed. As I cuddled up next to Christina, I looked under the covers at Kristina’s hot young body and found that my cock was getting hard yet again. Not since boarding school closed down had I been with a girl my own age. And while I had no problem fucking older girls and women, it was a most welcome change to be with someone my own age.
It was at this point that Dr. Hellruy gently opened the door and peeked in at us. She saw Kristina fast asleep next to me, smiled at me then left, gently closing the door behind her. Having Dr. Hellruy look in at us made my cock start to get hard again. It was the rush of being caught in bed with a girl that I enjoyed. I moved my hand onto Kristina’s flat belly and rubbed it gently, which caused my cock to get harder even quicker. At this point I wanted to get my dick up inside Kristina, but for some reason I did not want to wake her; and that confused me. Even though she was the same age as me, she was just another girl that I’d been asked to fuck; so why could I not just wake her up?
I looked at her and an odd thought crossed my mind; the reason I did not want to wake her was because I genuinely liked her. Given what you have read here in previous episodes, you can already tell that I did not genuinely care for a lot of the women and girls that I’ve fucked. I had only genuinely cared for two women previously, the first being Ariadne and the other being Christi. So it was not an impossibility that I could genuinely like one of the girls/women I’m fucking. I just found it odd that I would develop feelings for a girl my own age when I usually liked older women. I was shaken from my thoughts about my feelings for the naked teenage girl sleeping next to me by my IPad beeping.
It was indicating that I had a new message. I carefully leaned over to the bedside cabinet and got the iPad from the drawer, and there waiting for me was a new message. I clicked on it and was surprised to see it was from Kristina’s mother Maria:
Hey there sexy, just thought I’d see how you and my daughter are getting along?
I smiled as I typed the reply:
Hello, we’re doing just fine. Kristina is laid next to me and is fast asleep.
I sent the message and did not have long to wait for the reply:
I did not tell you this yesterday, but I have something I need you to do; fuck me
I smiled at her reply, I kind-of knew that this was a possibility when I first met her the previous day. I typed out a response:
I had no idea you liked me. That said when and where do you want me?
I sent it and just like with the previous reply I got, I did not have to wait long for her response:
I want you as soon as you are available but I don’t want to do you in hospital. Could you get out for a few hours?
I hesitated before I replied, thinking about how I could get out of hospital for a few hours. I typed a quick reply to Maria:
Let me see if I can get out then I’ll get back to you.
I sent the reply to Maria then I sent a message to Dr. Hellruy:
Hey there Doctor Hottie, I have an interesting predicament that needs your help. Kristina’s mother says she wants to do me but not in hospital but at her home. What do I do?
I sent the message and waited for the reply. As I waited for her reply, I had another peek under the covers at Kristina’s naked body. It looked so good I just wanted to get on top of her and simply fuck her senseless. As I reached out to grope her flat belly, my iPad beeped as Dr. Hellruy replied:
Hey Cutie-pie, that depends on where she lives. Can you get her address?
At once I messaged Maria:
Dr. Hellruy says it depends on where you live. Can I have your address?
I sent the reply, hoping that I did not have long to wait, which I didn’t. Maria replied with:
I have the 3-Words Find Me app. Tell Dr. Hellruy that the three words are Road, Bomb, Gut.
I then did just that and sent a message to Dr. Hellruy:
Maria has asked me to tell you that she had the 3-Words Find Me app and that the three words for her home are Road, Bomb, Gut.
I sent the reply and waited for Eliza’s response. As I waited, I sat back and wondered just what the response could be. Since I became the ‘Hospital Fuckboy’ All of the women I’d seen had taken place on hospital grounds. If Dr. Hellruy approved, this would be the first time that I fucked someone outside hospital grounds. When my IPad beeped indicating I had a message, I felt slightly nervous. I opened the message and was surprised by the answer:
Hi Jay, tell Maria that it’s OK for you to go to her place. Have fun.
I smiled and immediately sent a message to Maria:
Dr. Hellruy says its OK. When do you want me?
After I sent the message, I slipped my hand down onto Kristina’s belly and rubbed it gently. I did not have long to grope Kristina as Maria’s message came back quickly:
I want you today. You can come see me when Kristina goes to her dance class. Message me when she’s left and I’ll come and get you.
I smiled and put the IPad back on the bedside cabinet. I peeked under the covers again and as I looked at Kristina’s naked body, I now imagined her twisting and bending as she danced in various outfits that hugged her teenage body. I made a mental note to ask the teenage girl sleeping next to me if I could watch one of her classes. As aside from watching Kristina dance, I could check out the other young teenage dancers as well. Just as I was getting hard thinking about the other teenage dancers, Kristina rolled over, I waited to see if she was awake but thankfully she wasn’t. I moved my thoughts back to the dancers. If any of them were as hot as Kristina then I would be in teenage siren heaven.
But what came to mind most was Kristina’s mother Maria wanting to fuck me at her home. I was looking forward to it and could not wait for Kristina to go to her dance lesson so I could go to her home and fuck her mother. I put my hand on her slim waist and found myself falling fast asleep. When next I woke, I was surprised to see Kristina was already awake and sat up in bed. “Hey there” I said as I sat up “Did you sleep well?”. She cuddled me and replied “Best nights sleep I’ve ever had”. I slipped my arm around her slim waist and gently rubbed her belly. “so, what do you want to do today?” I asked her. “I have a dance class later, so we can’t do much” she tells me, sounding sorry for doing so “But we can fool around now if you want?”.
I smiled and said “Now that sounds like a good idea”. She turned to face me and we kissed passionately, our tongues exploring each others mouths. We laid down as we kissed, our bodies pressed up against each other and our hands roaming over our bodies. Since she was my age, Kristina’s body was still firm and tight and I wanted to enjoy it as much as I could. “Have we got time to fuck?” I asked, breaking the kiss. “Let me check” she says. She reached over to the bedside locker and picked up her watch. “Actually, I don’t think we do” she tells me, showing me the watch which displayed the time 8:45am “I have a dance class starts at 9:30”. I sigh, hoping I sound like I am disappointed.
“I understand” I tell her “I hope we can see each other again soon?”. Kristina nods and replies “Of course we can; I want to spend more time with my boyfriend”. I kiss Kristina gently; I am pleased that she called me her boyfriend. Unlike previous times when some of the older women I’ve been involved with called me their boyfriend, I got nervous, but not this time. When Kristina called me her boyfriend, I was actually happy that she did. Looking back, it is easy to see why as she was my age and not an older woman. “So do you have to go now?” I asked, to which she replied “Sorry, but yes. I have to get to dance class on time”. I nodded and replied “At least I can give you a kiss goodbye before you go”.
As she got out of bed and began to get dressed, I also got out of bed and put my pyjamas on. I watched as she put her underwear back on, paying attention to the way her panties hugged the roundness of her firm young ass. I then watch as she puts her bra back on and her titties look just as good covered as they do uncovered. “When can we see each other again?” Kristina asked as she pulled up her jeans. “When ever you want to” I reply “But check with your mother first, yes?”. She nodded and replied “I will”. It did not take her long to get dressed, I stepped up to her, put my hands on her jeans-covered bum and said “Come back as soon as you can; I really do like you”.
We kissed briefly then she said to me “And I really like you to”. I then watched as Kristina left the room, my gaze on her tight young ass. As she closed the door, I made a mental note to see if she would be up for my fucking her sweet bum when next we met. I then waited until Kristina had been gone for 5 minutes before I got out the iPad and sent a message to Maria:
Kristina has just left for her dance class. I’m ready and waiting.
I sent the reply and as before, I did not have to wait long before I got a reply:
Let Dr. Hellruy know and I’m on my way. I’ll be there in a half-hour.
Doing what Maria said, I sent a message to Dr. Hellruy:
Hey there, just thought I’d send you a note to let you know Maria is on her way to pick me up
After I sent the message, I got off the bed and got my crocs on and grabbed my lanyard and slipped it around my neck. And as luck would have it, I picked up the IPad just when Eliza’s reply came through:
Have fun and let me know when you get back
I smiled, put the IPad in my shoulder bag which I slipped around my neck. I then left the room and hurried out of the ward. I went down to the reception and sat on a bench that gave me a good view of the carpark. I know I was at least 28 minutes early, but I did not mind the wait. I had to admit that I felt a little nervous waiting for Maria, but that was only because she would be my first hook-up that takes place outside of hospital since I became Hospital Fuckboy. While it was my first appointment outside of the hospital, I was positive that it would not be my last. If I took the job at ‘Asian Meadows’ I would be out of the hospital for a week, maybe a little more.
It all depended on how long it took me to fuck the Asian women that lived there. While I had agreed to the job, I was still a little hesitant about it, namely the fact that I would be out of the hospital for the better part of 8 days. Getting out of hospital for a few hours to fuck Maria would not be a problem but being gone for 8 days would be noticed. I made a mental note to ask Eliza about it when I got back. While I waited for Maria, I made sure to keep an eye out for Christi to make sure she didn’t see me. I did not want to tell her where I was going as it would raise to many questions with her. And if I was honest, After sleeping on it for a day or so, I did not really want to be in a relationship with her.
I got the IPad and sent a quick message to Eliza:
I need your help; there is a paramedic called Christi who wants me as her boyfriend. I don’t want to be her boyfriend as it will put the stoppers on my job. Can you help?
I sent the message and as luck would have it, I got a reply a few moments later:
I will see to it that she never bothers you again
I smiled at the reply, knowing that Christi would not be a problem for much longer. While I found the paramedic to be very fucking hot and a great fuck, I just did not want to be in a relationship with her. I found my thoughts drifting away from the fitness obsessed paramedic and onto the teenage girl that I had just spent the night with. Kristina was so pretty and such a good fuck, I could not wait to see her again. If she was such a good fuck at the tender age of 14, then her mother Maria was going to be a one hell of a fuck. For a moment, I thought I saw Maria arriving, but I was wrong as it was just someone leaving the carpark. This annoyed me as I had hoped it was Maria.
I sat back down and looked around at the people coming and going. There were indeed a few hot girls and more than a few hot women that I would certainly like to get my cock up inside. As I waited, I was slightly nervous when I saw Christi getting into an ambulance, I was thankful she didn’t see me or if she did, she ignored me. As I said just a few lines ago, Christi was a fantastic fuck, but I was just not interested in a relationship with her, despite me saying so when we fucked. One odd thing that I noticed as I sat waiting for Maria was that there was a bus stop about 150 feet away from the entrance and on the opposite side of the road; this was the first time I had noticed it.
But then again this was the first time that I had been at the front entrance to the hospital since I had been brought in so it was only natural that this was the first time noticing it. I opened my shoulder bag and got out a can of coke; I opened it and downed it in one go. I guess I still felt a little nervous about meeting Maria, I only hoped that she liked me and that I was able to please her sexually. I know I’ve had this doubt before and that everything turned out alright; I just couldn’t help being nervous. I was shaken from my thoughts surrounding my upcoming coitus when my IPad beeped, indicating that I had a new message:
Hey there cutie; I just thought that I will drop you a note to let you know that I will be 10 minutes late. I had to go back to the house as Kristina had forgotten to take her dance costume with her. I’ll be there to pick you up but I’ll be later than planned
I understood why she was going to be late, so I typed a reply:
That is not a problem; just let me know when you are here
I sent the reply and out the IPad back in my bag. As I had an extra few minutes to spare before my appointment with Maria, I decided to go back into the hospital and go to the shop to get an iced coffee. As I walked across reception towards the shop, I saw Nurse Lynch coming out of the shop. “Hey there” She said “Fancy seeing you down here”, I smiled and replied “I was waiting for a friend, but they’re going to be late”. Upon hearing this, Nurse Lynch smiled and said “Then come with me”. She took me by the hand and led me down a hallway next to the shop. We came upon an old bathroom, she opened the door and we went in. “Now we have some privacy” she says before she pushes me against the door and kisses me passionately.
As we kissed, my cock felt like it would explode its load right then and there as Nurse Lynch stuck her hand into my pyjama bottoms and started to gently toss me off. “Having fun?” she asked, to which I replied “Always my Irish siren”. We looked at each other in silence and pure lust for a few moments before we resumed kissing. “You have a really nice bum” I say, breaking the kiss. I grabbed Edele’s ass and squeezed it. Even through the skirt of her nurses uniform it felt just right. “I’m glad you like it” she replies “Because later on, you can have your way with it”. That would be something to look forward to for when I got home. “That sounds just prime” I say “Tonight will be a good night for us both”.
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