Confessions From a Boarding School Pupil - Cover

Confessions From a Boarding School Pupil

Copyright© 2022 by Drax

Episode 10: Cumming in Kara II

Pedo Sex Story: Episode 10: Cumming in Kara II - 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  

For the next 3 days after my encounter with Anna, things went slowly at school, and I wasn’t able to get any action for a few days. This actually worked well for me as it gave me a chance to rest up. You see, I did not have any objections to having as much sex as I was having, I just needed a day or two every now and then to rest and recharge as it were. I spent the three days reading and drinking copious amounts of coffee. It wasn’t until 4 days after my quickie with Anna was when I next got lucky. I’d been in the clubhouse for a few hours before my afternoon class, and as I was on my down to class, I bumped into Kara in the Residential Block. “Fancy a quickie?” she asked with a naughty smile, to which I replied “You don’t waste any time do you?”

In response, Kara grabbed my hand and led me into a bathroom and into the cubicle right at the back of the bathroom. “I know you want this as much as I do” Kara says, slipping her hand into my trousers and squeezing my cock “So, I’ll ask you again; fancy a quickie?”. She squeezed my cock and began gently tossing me off. “You know you want this” Kara says with a smile “So why don’t you just give it?”. I replied with “And who says I want it?”. In response, Kara squeezed my cock firmly and leaned in and kissed me gently. I was tempted to hold Kara as we kissed, but I was having to much fun having her think I did not want it, which I most certainly did. “You know you want it” Kara said, breaking the kiss “So why don’t you just give in”.

I fixed her with a gaze and asked “Who ever said that I want this?”, to which she replied “You know you do”. I was tempted to say “No” and head back to class, but my erect cock gave it away. “OK” I replied “Let’s do this”. Kara smiled as she knelt down in front of me and undid my trousers. I quickly got my cock out and she pulled my trousers and pants down until they were around my ankles. “That’s what I’m talking about” Kara says as my fully erect cock is freed from its underpants confinement “Now I can get to work on this”. She leans forward and kisses the tip gently, she then purses her lips and puts them at the tip of my cock. She then pushes forward, sliding all of my cock into her wet mouth. I leaned against the window-ledge, closed my eyes as Kara got to work on my cock.

Now as I have said before, Kara is fucking amazing at giving head and today was no exception to that. When I lost my virginity to Kara, I almost came right away when she took my cock into her mouth but I’ve learned to be able to hold back for a little longer with each blowjob I’ve got. As I looked down at Kara, she looked up at me, winked then grabbed the edges of my shirt and held them as she worked on my cock. After a few moments, she let go of my shirt and put her hands on my upper thighs and kept them there for only a few moments. She slid her hands up a few inches then around onto my ass and squeezed it, which felt good. I enjoyed it when I was getting a blowjob when they gripped my ass. Kara was great at head and I liked the little things she did when she sucked me.

As I once again closed my eyes and enjoyed the blowjob, I could not help but wonder if this time I could fuck Kara in the bathroom after she’d blown me. I considered asking her if I could do that, but I was enjoying being blown off and did not want to interrupt her. If I was being honest, I have to admit that I preferred being blown by Kara in the bathroom as it added a sense of risk to it: the risk we could get caught. Since being blown by her felt this good, I knew that I had to fuck her next. But for now I was content with her sucking my cock. “Can I fuck you?” I asked, to which she stopped the blowjob replied “Only if we get naked”. I nodded and replied “It’s a deal”. She kissed my cock once more and stood up and we hurriedly began to get undressed.

In just a few short seconds, we were stood before each other totally naked. “You look good” I tell her, reaching out and squeezing her tits gently. “Thanks” she says with a smile “Its always nice to be with someone who appreciates my body”. Kara did indeed have a hot body, and while I may not have had any romantic feelings for her, there was no harm in complimenting her on it. “You have a nice cock” Kara says, squeezing it gently “This is going to feel so good up inside me”. I look at her bare-naked form and ask “Can we kiss before we fuck?”. Kara smiled and replied with “Now that is a good idea”. With a lust filled smile, we wrapped our arms around each other, and we kissed passionately, our tongues exploring each other’s mouths.

As we kissed, my cock felt like it would explode its load right then and there as I grabbed and squeezed her naked ass. As we kissed, I realized that this bathroom was probably not the right place to have a booty call as the door in this cubicle did not go all the way to the floor; leaving just enough space for someone to just about peer underneath. But being the cubicle right at the back of the bathroom did afford us some degree of privacy; which was nice. As our tongues explored each other’s mouths, I squeezed her bare-naked bum tightly, all the time wanting to get my rock-hard cock up inside her. Since she did not break the kiss or make any other moves to stop me as I squeezed her ass tightly. She had such a great ass I always wanted my hands on it when we were together.

After a few moments of kissing and ass-squeezing, Kara broke the kiss. She smiled and said to “Fuck me...”. I nodded and replied “Never argue with a hot naked girl”. Kara turned and grabbed the window ledge and said “Come and get me”. I needed no further encouragement and stepped up behind her, I fisted my cock to her cunt hole and pushed it in gently. I held her hips gently as I began sawing in and out of Kara’s willing cunt. “Oh god Jay, this feels so good” Kara says “Oh yes this feels so fucking good”. Kara may have been a teenaged whore, but she was right when she said that my cock in her felt so good; it did indeed feel so fucking good. I looked at Kara as I ploughed her and once again had to admit that she was a good-looking girl.

She was just not the sort of girl I wanted a full relationship with. The fuck-buddies relationship we currently enjoyed was more than enough. “You’re my only fuck-buddy” Kara said, catching me off-guard “No-one else gets inside me but you”. I slapped her ass gently and replied “And you are a much better fuck than my useless Chink girlfriend”. As you will all know by now, what I had just told Kara was indeed the truth. She was indeed a much better fuck than Li, who I wanted to dump but couldn’t because she would tell people that we’d fucked at school; which would cause far more problems than she was worth. So as you all know, I decided not to dump Li as it was much more fun dicking other girls behind her back than trying to get any from her.

“This feels so fucking good” I said to her “We should have done this sooner”. Kara nodded and replied “Yeah we should’ve”. For the next few moments, neither of us said anything. We just fucked in silence, with the only sounds being our grunts and groans and the sounds of our bodies slapping against each other. I slid my hands up her waist, onto her sides then onto her tits which I squeezed firmly but gently. “You’ve got nice titties” I say to Kara, to which she replied “They’re all for you...”. I squeezed her tits and said “Oh God they’re so good”. I kept rubbing and squeezing her tits for the next few minutes as I continued to stab my cock in and out of her cunt. We remained silent for the rest of the fuck, which was fine with me.

Thanks to her fantastic oral skills and now the firm grip of her cunt, I felt the familiar tingling in my cock. This meant only one thing; that I was close to cumming. I gritted my teeth and kept stabbing in and out of Kara. I squeezed her titties and kept on stabbing in and out of her, grunting through gritted teeth. A few moments later, Kara told me that “Oh god I’m almost there”. She began bouncing on my cock faster with each second which made me want to cum even sooner. “I’m cumming” Kara cried out “I’m fucking cumming”. And a second later, she came. No sooner had I felt her cumming on my cock, I knew that I could not be able to hold back much longer. “I’m going to cum” I groaned “I’M GOING TO FUCKING CUM”.

And just a few moments later, I felt my cock explode and release its massive load of cum inside Kara’s teenage cunt. I slammed into Kara once more as hard as I could to ensure that every single drop of my cum was deposited up inside her teenage womb. For a few moments, neither of us moved as we both came down from our respective climaxes. “That was spot-on” I say as I slowly pull out of Kara, to which she replies “It was just what I needed”. She turns and faces me, then steps forward and wraps her arms around me, hugging me gently. I do the same and wrap my arms around her. We stay like that for what seems like hours but was in fact just a few short but blissful moments. I guess naked cuddling after sex is more relaxing that I thought.

“Do we have to go yet?” Kara asked, “This feels too good to stop”. I had to agree with her, cuddling naked with her did indeed felt really good. “We can stay for a while” I tell her “No one knows we’re here and we’re not needed in class”. So for the next few minutes, we just stayed there in the cubicle hugging each other. If I was being honest, I could have stayed there for a lot longer than what we did I was enjoying it so much. “We should do this more often” Kara says “I don’t mean fucking, I mean just cuddling naked”. I nod and reply “Yeah, it feels so good and relaxing”. I enjoyed naked cuddling, especially with Ariadne and Kara. I’d also have to give naked cuddling a try with Anna, just to see what it felt like with her.

“We should meet up and just cuddle naked” Kara says, to which I reply “Yeah, that would be so relaxing; especially if we could sleep together”. Kara kissed me gently and said “If we could spend the night together, we could naked cuddle all night; after we’ve fucked of course”. Now that sounded just perfect; naked cuddling all night with Kara. It would make the naked cuddling we were doing now seem like a polite handshake in comparison. “You like my bum, don’t you?” Kara asks as I squeeze her bum gently, to which I reply “Yes, it’s a fantastic ass”. She smiles and says “Then enjoy it, it’s just for you”. When she said that I was tempted to ask her if I could get my cock up it, but I was enjoying the naked cuddling to much to interrupt.

“What do you think of my titties?” Kara asked “Do you like them as much as my bum?”. I nod and reply “They are just perfect”. I lean down and gently lick and kiss her tits, causing her to groan gently with pleasure. Kara had an impressive cleavage, the best of any girl at the school. She kept under wraps with a bra that made them appear smaller than they actually were. “Oh that feels good” Kara groaned as I kissed and licked her tits while squeezing her ass. “I wish we could stay here for longer” Kara said, to which I replied “So why don’t we? we’re not needed in class for a while yet”. She looks at her watch and replied “We’ve got a few extra minutes to fool around”. I smile then ask “Can we kiss and grope for a while longer?”.

Kara nodded and replied “Less talk, more kissing”. She guided my head to her tits which I started licking and kissing, all while holding her ass firmly. “Work my titties Jay” she says to me “My titties are for you”. I lick and kiss her tits before I stand up and say “You have such a nice ass”. I squeeze it as Kara replies with “It’s all for you Jay; my bum is for you”. I gently spank her bum with one hand a few times before I tell her “You’re such a naughty girl”. Kara giggles and replies “I’m always a naughty girl for you Jay”. She reached down and grabbed my cock and gave it a squeeze and says “Sit down; I want to suck you”. I nodded and said “Never argue with a girl who has hold of your cock”. I put the toilet lid down then back up and sit down.

“Just need to give it a quick wipe” Kara says as she gets some tissue paper, wets it and gives my cock a wipe down. She puts the tissue paper in the trash and grabs her skirt and uses it to dry my cock. “There we go” Kara says as she tosses her skirt aside and kneels down in front of me “All nice and clean for this...”. She leans down and takes my cock into her mouth in one go. She stays like that for a few seconds before she starts bobbing her head up and down my cock. I look down at Kara as her head bobs up and down my erect fuck tool and smile; my side chick is on her knees giving me one hell of a fucking blowjob. What made this feel even better was that, as I’ve just mentioned, Kara was one of my side chicks, the other being Anna.

As I have stated many times before, I did not give a flying fuck about Li in the slightest. This is why I had no compunctions about fucking Kara and Anna behind her back. I did not consider what I had with Ariadne to be cheating, as I genuinely loved my gym teacher girlfriend and did not care at all for the Chink fuck toy that I viewed Li as. I was shaken out of my thoughts as Kara stroked the part of my cock not that inside her mouth. “Oh that feels good” I say to her, she looks up at me and smiles as best as she can with my rock hard cock in her mouth. “This is the best head” I say as I stroke her face, brushing a strand of hair out of the way “You’re way better than Li”. Now as you know I’ve lied to girls in the past and will continue to do so in the future.

But what I told Kara was indeed the truth. Kara did indeed give way better blowjobs than Li. She was also a better kisser and a better fuck than Li. For the next few moments, I just sat back, let my arms flop down beside me and enjoyed Kara’s mouth working on my dick. As I sat there, I once again realised that having a booty-call with one of my side chicks in the bathroom cubicle was not exactly the best place. But when I have an opportunity to dick Kara or Anna, then I was not going to pass it by. I was shaken out of my thoughts by Kara, who stopped the blowjob. She looked at me and said “I want you to cum in my mouth, but the blowjob, while it feels good is taking too long”. She kissed the tip of my cock, then grabbed it firmly and began furiously jerking me off.

I sat up and watched as she angled my cock towards her mouth. Her hand was almost a blur on my rock-hard dick. “Come on big boy” Kara says, focusing her attention on my cock “Come and give me that big load of hot cum; you know you want to”. A few seconds later, I groaned out “I’M CUMMING”. And a few moments later, that it what I did. Kara clamped her mouth around the base of my cock as it released its load of hot cum into her mouth. “Oh god I’m cumming” I groaned as I held her head gently “I’m cumming in your mouth”. She kept her mouth around the base of my dick as it spasmed, with each jerk it deposited bits of my cum in her willing throat. “Oh fuck that was good” I say as Kara kisses the tip of my cock “That was the best hand job ever”.

Kara gets up and drinks straight from the tap. She swills her mouth out with water then spits it into the sink. “You were amazing” Kara says as she spits out another mouthful of water “Your cock always delivers”. She rinses her mouth out a few more times and asks “Can we cuddle again?” to which I reply “Of course we can”. I stand up and we resume the naked cuddling. But after 10 further minutes of silent naked cuddling, ass squeezing and tit licking and kissing, I knew that we had to get dressed. “Can we stay here for a while longer?” Kara asked, “We don’t need to be down at class right away”. I looked at her and was tempted to say we had to go, but I decided against saying that. “OK” I reply with a smile “We can stay for a little longer”.

Kara smiled and we resumed the hugging. More time spent naked hugging with Kara was always time well spent. As we hugged, a silence had descended on the toilet cubicle which allowed us to hear the noises outside the bathroom; of which there were very few. “Is this safe?” I asked “Still being in here naked like we are?”. Kara sighed and replied “Yes, but who cares if we’re not; this is so perfect everything and everyone else can fuck right off”. Kara turned her back to me and still held onto me. I my hands on her shoulders and rubbed them gently. “Oh yes...” she mumbled and leaned back against my chest, as my hands rubbed along her shoulders and down her arms “This feels good”. She could feel my hardness against her nice bum, she wiggled against it playfully.

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