Confessions From a Boarding School Pupil - Cover

Confessions From a Boarding School Pupil

Copyright© 2022 by Drax

Episode 47: Using Emma

Pedo Sex Story: Episode 47: Using Emma - 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  

I awoke a few hours later by a nurse telling me it was lunchtime. after I’d had lunch which was Fish and chips and ice cream for desert, I yawned and decided to play on my iPad for a few minutes. As I was about to start a game of Territorial.io, I got a message from Dr. Hellruy:

Hey, there, you have a couple of friends on the way up to see you; have fun

I smiled, knowing that this would be Christina and possibly her mother. And just a few minutes later, that is who came into the room. “Hey there” I say with a smile as I get off the bed “It’s good to see you again”. I grab her bum and kiss her gently. “As much as I want to, I can’t” she says, breaking the kiss “I’ve got dance class and a dentist appointment”. I frown and ask “Then what’s going on?”. Christina smiles and says “I can’t be with you at the moment, but I have a friend who can”. I let go of Christina’s ass and ask “A friend?”. She nods and says “My mom said she’ll keep you occupied until I’m free again”. I suppose getting laid with a friend of Christina would be OK until I got inside Christina again.

“Fair enough” I say “Your friend will do but won’t be as good as you”. I squeezed Christina’s ass gently as she said “My friend really likes you; not as much as I do but enough to keep you occupied until I’m free”. I smile at Christina and reply “She’ll be OK but she won’t be as good as you”. I let go of her ass and she moves to the door, opens it and says “OK Emma, you can come in”. She turns to me and says “Enjoy her”. She winks at me and leaves the room as another girl steps in a closes the door behind her. She was about 5’5, had shoulder-length brown hair and brown eyes. “You must be Jay” she says with a polite smile “I’m Emma”. I shake her outstretched hand and reply “It’s nice to meet you Emma”.

She looks me up and down then says “I need to get changed”. I nod and indicate the bathroom and say “Bathroom is right there; take your time”. She smiles and heads into the bathroom. I sat on the edge of the bed and checked my emails and messages on my pad to pass the time. I had no interesting messages of note but I did have an email from Kara:

Hey there my bathroom boy; just thought I’d send you this to keep you in the mood until we can get naked again

I smiled as I looked at the picture of Kara wearing a simple pair of black panties and matching bra, Kara still looked good and the picture would keep me hard for a while. I typed out a quick response:

Looking good, can’t wait to get up inside you again

I sent the email and did not have to wait long for her reply:

This time we’ll fuck in bed, on the floor, in the shower and anywhere else we can find. I want to make up for all the time that we’ve not been together. That will mean spending a lot if not all of our time naked. I’m up for it, I hope you are to?

I smiled and replied:

Indeed I am up for it my teenage sex-bomb. I have wanted to get back up inside you ever since school closed. There are so many places where I want to fuck you and places where I want to let you ride me. The first place I want to take you, aside from up your perfect ass, is in my bed. I look forward to hearing from you again soon.

I sent the reply just as Emma called out from the bathroom “Are you ready?”. I put the iPad in the drawer and replied “I am”. A few moments later, she stepped out of the bathroom and was now wearing a plain white bikini. “You like what you see?” she asked, to which I replied “You look absolutely stunning”. She smiled and asked “So, what do you want to do to me first?”. I looked at her and replied “Get naked and get into bed; I want to fuck you”. She nodded and said “Your wish is my command” She moved to stand by the bed as she removed her bikini top. I stood behind her as she removed her bikini bottoms. “I can’t wait” I tell Emma as I drop my trousers and pants “I’ve got to take you now”.

She bent over the bed as I fisted my cock to her cunt hole. I held her slim hips gently as I pushed into her. As I settled into a gentle sawing motion, I slid my hands up her body and grabbed her tits and squeezed them gently. “You’ve got nice titties” I say to Emma, to which she replied “They’re all for you; all of my body is just for you...”. I squeezed her tits and said “Oh God they’re so good”. I kept squeezing her tits as I sawed in and out of her. I moved my hands from her tits and held her waist firmly; Emma so far was proving to be a great fuck; not as good as Christina but still a good fuck. After a few minutes of slamming in and out of Emma, I felt the familiar sensation in my balls which meant I was going to cum soon.

I gritted my teeth and kept stabbing in and out of Emma, trying my best not to cum. “Oh god, I’m so close” I said as I kept on stabbing in and out of her, grunting through gritted teeth “Oh god I’m almost FUCKING THERE”. A few moments later, Emma told me that “Oh god I’m almost there”. As she came a few moments later, she let out a groan of pleasure and cried out, “OH GOD FILL MY CUNT WITH YOUR CUM”. It did not take long for me to cum, as just a few thrusts later I could not hold back much longer. “I’m going to cum” I groaned “I’M GOING TO FUCKING CUM IN YOU EMMA”. I felt my cock release its massive load of cum inside Emma’s teenage cunt. I slammed into Emma once more as hard as I possibly could.

This was to ensure that every single drop of my cum was deposited up inside her teenage womb. “Oh god that was good” I say as I pull out of Emma “That was just spot-on”. I sat in the armchair as Emma got on the bed. “That was good; you know how to keep a girl happy” Emma says, to which I reply “I’m glad that you liked it”. Even though I’d only just given her a quick fuck, I knew that I was going to have a lot more fun with her. “So what do you want to do to me now?” Emma asked as she sat up on the bed. “For the moment, I just want to rest and catch my breath” I told her “Then when I’m ready I want to ride your ass”. After having only fucked a girl up the ass a handful of times before, I wanted to have a go at fucking Emma’s ass.

When I fucked Emma up the ass, I planned on just ramming my cock into her as hard as I could. “You can do to me whatever you want” Emma tells me “I’m here for your benefit and pleasure”. I look at the naked girl and thought of at least a half-dozen things I wanted to do to her; none of them would be pleasant for her nor would she enjoy them. But this was not about her enjoyment it was all about mine. And I would like to take a brief moment to point out that I know my rough treatment of Emma is not my usual way of treating a girl that I’m having sex with. You see, after being nice, polite and compliant with all the women and girls I’ve been with it felt good to be the opposite of being Mr. Nice.

Now, while she was a hot girl, she was not as hot as Christina so I knew that while I enjoyed her, I would not be gentle with her. “My body is just for you to use however you want” Emma told me yet again “You can do to me whatever you want”. I smiled and told her “Then get over here and lay across my lap; a girl like you needs to be punished”. She nodded and replied “As you wish”. She got off the bed and moved to the armchair and then laid across my lap. “You have a nice bum” I tell her as I give it a quick squeeze “That is why I have to do this...”. I slap her ass, causing her to yelp. I slap her pert ass harder the second time, causing Emma to yelp in pain.

“You’re such a naughty girl” I tell her as I slap her ass repeatedly “You deserve a hard spanking”. As I slapped her ass, I could tell that each slap elicited a genuine yelp of pain. “Does this hurt?” I asked, to which Emma replied “Yes, but that does not matter; you can do what you want to me”. I slapped her ass hard, causing her to yelp in pain. I looked at her ass which now was covered with handprints. “Your ass is so pretty” I told her as I slapped it hard “I just want to slap it until its red raw”. As I slapped her ass again, I could feel my erect cock poking her in her belly and it felt good. As I slapped her ass, I could tell that Emma was in pain, and this pleased me.

Every time my hand made contact with her bum, it made her yelp which made me smile. There was something so relaxing about spanking her that made me want to try it with the next girl or woman that I fucked. Though I doubt they’d let me do to them what I was doing to Emma. “Your ass is so pretty” I say to her “I’m going to have fun slapping it”. Replying through the pain, Emma said to me “My ass, and my entire body, is for you to use as you wish”. I resumed slapping her ass firmly, leaving a handprint on her already well spanked ass. “You have a nice ass” I say to her as I slap it hard “I’m going to slap it so hard that no-one else will ever want it”. She did not answer me save for a whimper of pain with every slap.

Seeing a naked girl trying not to cry as I hit her ass felt good; it made me want to slap her ass until it was raw and bloody; but I did not go that far. “You’ve been punished enough” I tell her “You can get up now”. She slowly got off my knee and walked back to the bed and laid down; her ass was clearly hurting her which only made me smile. “You can still punish me” Emma say, wiping away the tears “I am yours to use and abuse...”. I looked at her as she lay face-down on the bed and felt my erect cock twitching. “Stay laying on your front” I tell her “But turn to face me”. She did as I told her, and when she was facing me, I stood up and walked over to her. “Open your mouth”.

With my cock now at eye-level, she did as she was told and opened her mouth. I stepped forward and thrust my cock into her open mouth and told her “Hands behind your back and suck it”. She did as she was told and put her hands behind her back as she began to suck on my erect fuck tool. As she began to use her mouth on my cock, I looked down at her ass knowing that I would not only spank it again, but that I would get my cock up it. While I would never hurt Christina, such was not the case with Emma as my spanking of her had proven. At that moment in time, as Emma sucked on my cock, I did not think I would do anything to hurt her beyond spanking her and ass-fucking her.

I grabbed her head and held it firmly in place as i thrust in and out of her mouth. And as I did, she started to choke on my cock. I looked down at her and watched as she choked on my cock and I smiled. Choking her with my engorged fuck-tool felt good, but I did not want her to choke on it and hurt herself. “OK, that’s enough” I say, pulling out of her mouth “I don’t want to choke you on it”. I sit back down in the armchair and tell Emma “Go clean yourself up”. She gets up and gets off the bed and heads into the bathroom; I steal a glance at her spanked ass as she goes past. I wanted to get up in her ass but I didn’t want to hurt her like that just yet as I wanted to work my way up to that.

I began to think about what I wanted to do to her next, I eventually decided that I would roughly grope and feel her up. I was shaken from my thoughts as she came out of the bathroom and asked “What do you want to do to me now?”. I replied with “Just get in bed; I want to feel your body as you lay next to me”. She did as she was told and got in bed, I got up and got in bed next to her and she cuddled up next to me. I put my hand on her bum and squeezed it firmly and I used my other hand to rub her flat belly gently. “You can do what you want to me” Emma tells me “I am for your sexual pleasure and what ever else you want from me”. I looked at her and had to admit that she was a good-looking girl.

She was a girl who I was going to enjoy using. I rubbed her flat belly gently and thought about slapping it a few times; it was something that I would do to her just not right now. I surprisingly found myself repressing a yawn obviously I was more tired than I thought. Knowing that I would be taken by sleep soon, I turned to Emma and said “I want to cuddle up with you as I sleep, OK?”. she nodded and replied “I will lay here with you. Whatever you want to do to and with me is what we’ll do”. I settled down and a few moments later I was taken by the comforting grip of sleep. I woke up a few hours later needing to go answer a call of nature. I got out of bed and stumbled into the bathroom.

After taking a piss, I wiped my cock with some paper towels which I then flushed down the toilet. After washing and drying my hands, I left the bathroom and smiled at the sleeping form of Emma as I was pleased to still see she was in bed. I walked over to the bed and pulled the covers down, exposing her naked body. I looked down at her and was tempted to slap her titties and belly but I did not want to wake her just yet. I reached down and rubbed her titties gently as my cock grew hard once again. “My tits are just for you” Emma says as she yawns “Do what you want to them”. I just rubbed them firmly while my cock reached its maximum hardness; it was at this point that I knew that I could not wait any longer.

I just had to fuck her up her sweet bum. I got on the bed and told her “Roll over; I want to used your ass”. She rolled over onto her front and asked “Will you be gentle with my bum?”. I fisted my cock to her bum-hole and replied “Never you mind about that; you just lay there and take it”. Before she had a chance to reply, I pushed my cock forward; slowly sliding my engorged cock into her ass. Emma pressed her face into the pillow to prevent herself from screaming out in pain as I began ass-fucking her. As I started fucking Emma up her ass, I realized just how much this was hurting her but I did not care. I was having sex with her ass and all that mattered was how much I was enjoying myself.

I gripped her hips tightly enough to leave finger marks on her smooth skin, her cries of pain only made the ass-fuck even better than if she’d stayed silent. As I slammed in and out of Emma’s ass, I remained silent save for the occasional grunt. I looked down at Emma and seeing her crying as I fucked her ass, I thought that this is what being ass-raped must be like. Even if it was, I did not care as Emma’s only use was as a fuck-toy for me to use and abuse in any way that pleased me. “You’re nothing but a cheap piece of meat” I say, punctuating each word with a slap on her back “You are only good for letting men use your body and nothing else”. The slaps to her back made her cry out in pain even more, which pleased me.

“Oh this feels so good” I said, punctuating each word with a thrust “Your ass is just fine”. She did not reply save for a tear-filled whimper. I gripped the headboard to steady myself, not wanting to stop to reposition myself. For the next couple of minutes, there were no talking and the only sounds that filled the room were my grunts of pleasure and Emma’s whimpers of pain. Being one of the few times I’ve fucked a girl up her ass, I had forgotten just how tight a girl’s ass could be, and its tightness was close to making me cum. “I’m going to cum in your ass” I tell Emma, punctuating each word with a hard thrust “I’m going to fill your hot ass with my cum”. She did not respond save for crying in pain.

I chuckled at her pain and after a couple more hard thrusts, I could not hold back any longer. “I’M CUMMING” I tell her “I’M CUMMING IN YOUR ASS”. I ignore her cries of pain as I feel my cock explode, releasing its hot load up her back passage. It felt good to cum up her shitter, and her tears and cries of pain only made it feel so much better. With one last thrust, I slammed into her on last time to ensure all of my cum was up inside her ass. I pulled out of Emma and collapsed on the bed next to her. As I lay panting and catching my breath, Emma dried her tears as she stopped crying. My rough-fucking of her ass had hurt her which had not bothered me; in fact it had turned me on to have her crying in pain as I bum-fucked her.

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