Confessions From a Boarding School Pupil
Copyright© 2022 by Drax
Episode 11: Doing Anne-Marie
Pedo Sex Story: Episode 11: Doing Anne-Marie - 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 next few day after my booty-call with Kara were surprisingly quiet sex-wise. School was slightly busier than normally was due to a test we all had to take. And as a result of the aforementioned test, opportunities for sexual shenanigans extinct. It was 2 days after the test when I next had an encounter with a girl, but it was not Li, Anna, Kara, or Ariadne. Rather it was a girl called Anne-Marie. It happened on Friday morning; I was in the clubhouse on my own, sat in the living room reading as I’d not been feeling to good. I was about to get a refill of my coffee when I heard the sound of someone knocking at the door followed by the sound of the door being opened. “JAY” I heard the voice of Mr. Grent call out “ARE YOU AWAKE?”.
I stepped into the hallway just in time to see him and Anne Marie enter the hallway. “No, I’m not awake” I reply “In fact, I’m in bed fast asleep”. Mr. Grent shot me a look then said “I’ve got a favour to ask”. I smile and reply “OK sir, send your wife up and I’ll give her a good going over”. He shoots me an annoyed glance but knows I’m joking; he then indicated Anne-Marie who was stood next to him and said “Anne-Marie needs to stay here out of the way for a while”. I looked at Anne-Marie then back at Mr. Grent and asked “Why?”. Mr. Grent replied with “She got into a major fight with Kara and needs to stay here out of her way until she’s calmed down”. I nodded and replied “Fair enough”. I turned to Anne Marie and said “Make yourself at home”.
As she moved into the living room, Mr. Grent said to me “Thanks Jay; I owe you one”. I smiled and replied “I’ll chalk it up with all the others you owe me sir”. As he left, I called out “Say hello to your wife for me sir”. With a smile, I went back into the living room. “So you pissed off Kara?” I asked Anne-Marie “That must have been easy”. She nodded and replied “I insinuated that Kara was a whore; she didn’t like it”. I chuckled and replied “The truth riles some people when they hear it”. I looked over at Anne-Marie; she was your average 15-year-old girl. Her tits looked to be about average though she was slim and had an average-looking bum. I’d seen Anne-Marie around school and had nothing against her.
In fact she gained a few points by being able to get under Kara’s skin. “So, want to fuck?” Anne-Marie asked me. This caught me totally off-guard and almost caused me to choke on my coffee. “Don’t act like that’s the first time you’ve been asked this” Anne-Marie said to me. “I’ve never been propositioned in such a direct manner” I reply “Besides, how do you know I even like you that way?”. Anne-Marie smiled and said “That’s simple; Kara is a whore and if you’ll fuck her then you’d certainly do someone much better looking”. I frowned and asked, “How do you know if I’ve fucked Kara or that I even like her??”. Anne-Marie smiled and replied “Because she is a whore and has mentioned that she’d like to fuck you in bed”.
Now I had to admit that she’d hit the nail right on the head. “So, I’ll ask you again; want to fuck?” Anne-Marie asked as she stood up and started to take off her sweater. “OK” I replied, “This should be fun”. I stood up and began to get undressed. “Good choice” Anne-Marie says as she removes her t-shirt “I’ll show you what a good fuck is like and why I’m just that so better at it than Kara”. In just a few moments, we both stood before each other totally stark-bollock naked. “So, shall we do it here or in bed?” I ask, to which Anne-Marie replies “Let’s go to bed”. She then adds “Kara wants to fuck you in bed and it will keep me smiling to know I beat her to it”. I didn’t tell Anne-Marie that I’d fucked Kara up the add on the bed a few days ago.
I led us into my bedroom where Anne-Marie told me “Lay down, I want to suck your dick first”. I did as she said and laid on the bed. She then got on the bed and got in-between my legs. “You’ve washed this after being in Kara?” She asked, flicking my erect cock. “Yes” I replied “I had a shower last night and this morning so I’m good to go”. She leans down and licks my cock up and down; she then grabs my cock and places the tip just inside her mouth. She puts her hands on my thighs as she takes the entirety of my cock into her mouth. I groan in pleasure as she slowly bobs her head up and down my cock. She also uses her tongue to rub the shaft. As I laid back and enjoyed the first blowjob from Anne-Marie, I regretted not having dome this with her before now.
She gave a really good blowjob so far, and she did look good naked I had to admit. She kept a tight grip on my cock with her mouth; sucking on it with every motion of her head. She occasionally used her teeth to gently bite my cock which almost caused me to blow my load right then and there; but I was glad that I didn’t. For the next few minutes, I just lay back on the bed and enjoyed the feeling of my first blowjob from Anne-Marie. I looked down at her as she bobbed her head up and down and said “This feels so good”. She stopped the blowjob and replied “I’m glad you like it”. She kisses the tip of my cock and asks “So, who gives better head, me or the whore?”. It was a tough question because Kara did indeed give good head but I wanted Anne-Marie to continue blowing me.
I wanted her to continue sucking me so I told her “You do; she’s to sloppy”. That was a lie as Kara was not sloppy at giving me head but I wanted to continue with Anne-Marie so I lied. “You use your teeth, which she won’t do” I tell her “That’s what makes your blowjob so much more better than Kara’s”. She smiled and replied “I’m glad you like it”. She then gently rubs my cock and asks “You want me to get on you now?”. I smile and reply “Now that would be just prime”. She moves up and instead of positioning herself above my cock, she leans down and kisses me passionately, so I wrap my arm around her, she wraps her arms around me as we kiss. As this was the first time I’d kissed Anne-Marie, I found her to be a surprisingly good kisser.
We started rolling around on the bed as we continued kissing, forcing our tongues as far into each other’s mouths as we possibly could. After a few minutes, Anne-Marie broke the kiss and asked “Ready to fuck?”. I nodded and replied “Oh yes”. Anne-Marie laid on her back and spread legs and said to me “I want you on top”. I nodded and got in between her legs and fisted my cock to her cunt hole. “Fuck me” she said “Fuck me and let me show you why I’m better than Kara”. As she wrapped her legs around my waist, I slammed my cock into her in one go before settling into a vigorous sawing motion. For my first time being up inside Anne-Marie, I was surprised by just how good it felt; making me wish again we’d done this a lot sooner.
It felt like a well-fitting glove so much that I began to think that it felt better than being up inside Kara. As I slammed in and out of Anne-Marie, she whispered into my ear “I’m a better fuck than Kara, yes?”. I nodded and replied “Oh god you are; you’re tighter and better than she is”. What I told her was indeed the truth, Anne-Marie was tighter than Kara and that made her a better fuck than Kara. I still could not believe just how good in bed Anne-Marie was. For the next few moments, we were both silent. We just fucked in silence, with the only sounds being our grunts and groans and the sounds of our bodies slapping against each other. She pulled me down into a passionate kiss and said “Your cock feels good inside me, I can see why Kara likes fucking you”
It was nice to hear that she was enjoying her fuck with me, so I replied “And you feel so fucking good on my cock”. She pulled me into a passionate kiss for a few moments before letting me go. For the next few minutes, neither of us said anything as we fucked in silence, with the only sounds being our grunts and groans and the sounds of our bodies slapping against each other. Silent fucking is, as you all should know by now, silent fucking is something that I do so enjoy very much. And silent fucking with a girl the first time I’m with her is just as cool. It did not take much longer for Anne-Marie to grunt in pleasure and says through gritted teeth “Oh god Jay, I’m almost there”. It took just a few more thrusts for her to cry out in pleasure.
“I’M CUMMING; FUCK ME I’M CUMMING” she cried out. As I felt her cum, I gritted my teeth as I knew I would soon cum to. “OH GOD” I cried out in pleasure “I’m cumming; I’M FUCKING CUMMING”. It only took one more thrust before the boiling cum in my balls rapidly got to the point where I could not hold back any longer. I let out a groan of pleasure as my cock shot its cargo of hot cum into Anne-Marie’s willing cunt. I slammed into her one last time and kept my cock inside her until the last of my cum was deposited inside her. “Wow” I said as I pulled out of her and laid down net to her “You were spot fucking on”. She nodded and replied “I can see why Kara likes dicking around with you”. I turned to her and asked “You do know I’ve got a girlfriend, right?”.
She nodded and replied “I know; but I also know you like screwing Kara behind her back”. She rolled over and looked at me and said “Don’t worry, your secret is safe with me; so long as you give me the same as you give that whore Kara”. I smile and reply “You drive a hard but very fair bargain”. We both lay in bed for a few moments before I said “We should probably get up and get dressed”. She nodded and we both got up and went into the living room and began to get dressed. “This was good” I say as I get my pants and trousers back on “We have to do it again soon”. Anne-Marie nodded and replied as she got her bra back on “Of that there is no doubt”. I smiled as I knew that I’d just gained another fuck-buddy with Anne-Marie.
Once we were both dressed, she says to me that “When next we fuck, we have to do it in every place you and Kara have done it, and I mean EVERYWHERE”. I reply with “We’ve already done it where me and here have never done it...”. She smiled as she had correctly guessed what I meant. “Well, that is one thing I’ll have over her; that I’ve taken you to bed” she says with a chuckle “That will teach that fucking whore”. Anne-Marie tossed her long brown hair back over her shoulders and smiled as she said “Next time we fuck, lets do it in the same place you and Kara first did it”. I nod and reply “St. Pats bathroom it is”. As we sit on the couch, I ask “I know this may be to late for now, but next to me do you want me to wear a condom?”.
Anne-Marie shakes her head and replies “No, I want it exactly like Kara has it so no rubbers”. I would always ask if a new fuck buddy would want me to wear a condom. But was always pleased when they said they didn’t. I knew that one day one of them would ask me to wear one. “If you don’t mind me asking, why’d you take up with Kara?” Anne-Marie asked “Why’d you not come to me?”. I replied with “Honestly, I had no idea you liked me but if I’d known then I would have been doing you instead of Kara”. What I’d just told Anne-Marie was indeed the truth; if I’d known she was into me then I would have been fucking her instead of Kara. “And let me just say that if I’s started doing you before Kara” I tell her “Then I would not see the need to be doing her as well as I’d only want you”.
I doubt that I would have actually done that but it seemed like the right thing to say. As I’ve said before, Kara was a whore but she was a hot whore. “That’s nice of you to say” Anne-Marie says “But now we are an item, cut down on the time you spend in her and spend it in me instead”. I smiled and answered “Now that is a top-notch idea”. It did make sense to cut down the time I spent in Kara and spend it inside Anne-Marie instead. As Anne-Marie was my newest fuck-buddy, it was only logical that I spend some more time doing her over the others; and I would do my best to spend more time up her than Kara. “So, what do you want to do now?” I ask her “You might be here for a while”. She was silent for a few moments as she looked me up and down.
“How about we just kiss and grope?” She asked “We can’t fuck again as I don’t know when it will be safe to go back to class”. I nodded and replied “OK, let’s grope”. She removed her t-shirt, bra and undid her jeans and I laid down next to her. We then began kissing passionately while I groped and rubbed her bare-naked tits. We had only been kissing and groping for a few minutes but it felt good. “This was so much fun” Anne-Marie says “Knowing that I’ve been fucked by you will be so delicious knowing that Kara doesn’t know”. I looked at her and asked “You’re not going to tell her, are you?” She smiled and replied “No, just knowing what we did will be good enough”. I slipped my hand into her jeans, rubbed her bum gently.
I then asked “Just out of curiosity, what’s your beef with Kara?”. I suspected that it was Kara’s fault that Anne-Marie didn’t get along with her; and I was right. Anne-Marie told me that “She’s a lying whore who thinks that because she’s fucking you that she can be a bitch to everyone else”. I frowned and asked “So why not get her back?”. She smiled and asked “You mean like we just did?”. I nodded and added “Yes, but only on a more recurring basis”. She smiled, squeezed my cock gently and told me “Now that would be a good idea; fucking you behind her back; that will defiantly give me a one-up over her”. There was a brief moment of silence then Anne-Marie asked “Do you want to start now?”. I nodded and asked “Yes indeed I do; where and what?”.
Anne-Marie pointed to the arm chair and told me “Bend me over the back and fuck my ass”. I was ecstatic that I’d been asked to fuck Anne-Marie up her ass. “OK” I replied with a smile “Let’s go”. As we got up, I could feel my cock was already hard. “Have you ever done this before?” I asked as she got behind the chair “Been fucked up the bum?”. I slid my trousers and pants down to my ankles as she replied “No; you?”. I shook my head and replied “No; but I’ve always wanted to try it”. That was a lie as I’d fucked Kara up the ass, but there was no need to tell Anne-Marie that. She bent over the back of the chair as I stepped up behind her. I looked at her bum and knew that my cock had to go up it but I was still a little nervous.
“OK, here goes” I tell her as I put my cock to her bum-hole. I grab her hips and hold them firmly as I slowly push forward; watching as the tip of my cock disappears into her bum. “Oh GOD this feels ... yeah” Anne-Marie groans, to which I stop and asked “If this hurts, I can stop”. She shakes her head and tells me “No ... keep going”. I frown and ask “If this hurts, I can stop?”. She again shakes her head and says “Keep ... going”. With just the tip of my cock inside her bum, I could have just pulled out; but I decided to continue. I held her hips firmly as I resumed slowly pushing into her back passage. After a tense few moments, all of my cock was up her bum. “It ... hurts” Anne-Marie tells me “It hurts ... don’t ... you stop...”.
Seeing her grunt and groan in pain almost made me stop, but she’d told me not to. It also felt absolutely fantastic, simply fucking amazing to be ass-fucking a girl for the second time. I pulled out a little way then pushed back in, which caused Anne-Marie to groan in pleasure and grunt in pain. “Oh god” I groan “This feels SO fucking tight...”. That was to be expected that her ass would be nice and tight. I knew that it would feel good to get my cock up it but I had no idea just how good it would feel. “Don’t ... stop...” Anne-Marie grunted through gritted teeth “Keep ... going until ... you cum”. I nodded but did not reply; I did not pull out very much as I surprisingly did not want to hurt her. As I settled into a sawing motion that I hoped did not hurt her.
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