Confessions From a Boarding School Pupil
Copyright© 2022 by Drax
Episode 53: Banging Blair
Pedo Sex Story: Episode 53: Banging Blair - 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
It was 2 days after my meeting with Gemma when I had my next sexual encounter. It was just after breakfast and I was sat on the bed playing with my iPad. I was about to check out how I was doing on a game I was playing when I decided to hold off on the game when Dr. Hellruy came into the room. “Good morning my doctor” I said with a smile. She came up to the bed, sat down and stuck her hand under the covers and began to gently squeeze my cock as she asked me “Good morning my teenage fucktoy; I have a favour to ask”. Enjoying the feeling of her rubbing my cock, I nodded and replied “What is it?”. She smiled and told me “I have a friend coming in for a check-up later on today and I’d like you to meet her”.
I smiled, knowing that this meant I’d be in bed with this woman. “No problem” I replied with a smile “I’d love to meet your friend”. Eliza nodded and said “Thank-you Jay; but I have to tell you that she is after something very specific”. I frowned and asked “And that is?”. Eliza patted my crotch above the covers and told me “She simply wants to jerk you off and sleep with you”. That was something that I’d been asked to do before and it sounded like a lot of fun, which it was. “When and where?” I asked, to which Eliza replied “I’ll let you know when she gets here”. Eliza kissed me, winked then left the room.
I was looking forward to meeting Eliza’s friend as not only would it save me having to scroll through the website, it was guaranteed to be an interesting fuck. There was one downside to this as I couldn’t go for a walk as I had to wait for Eliza to let me know her friend was here. I decided that I did not want to sit in my room and wait so I decided to go for a walk, but that was not to be. As no sooner as I’d got off the bed, Nurse Lynch came into the room. “Going somewhere Mr Wilson?” she asked, to which I replied “Actually, I was going for a walk”. She shut the door and stepped towards me and said “No, you’re not; you’re going to sit down, get that cock out and sit back while I suck on it”.
“Never argue with a beautiful nurse” I say with a smile as I drop my pyjama bottoms and boxershorts then sit down. “Let me know when you’re going to cum” Edele says a few moments before she sucked my dick into her mouth. I watched as she began bobbing her head up and down on my rock-hard shaft. She took all of my cock into her mouth, at first I thought she’d choke herself but she managed to not choke herself. She kept her hands on my thighs as she continued her oral workings. I sighed in pleasure then closed my eyes and enjoyed the feeling of Nurse Lynch’s blowjob. Getting blown off by a hot girl or woman is a fantastic feeling but the more illicit it is, the better it feels.
And given the illicit nature of my job here at the hospital, blowjobs feel out of this fucking world. I looked down at Nurse Lynch as her head bobbed up and down my erect cock; she was concentrating on her oral work and that suited me just fine. This would be the first time in a few days that I spent any time alone with Edele; and it felt so good. I also found myself wondering what Eliza’s friend would be like. Last time she had done this, I’d ended up fucking and spending the night in bed with Katy. As I was looking forward to seeing Eliza’s friend, I was shaken out if my thoughts by Nurse Lynch when she stopped the blowjob and asked me “Are you nearly there?”. To which I replied “Not yet; keep going and I’ll let you know”.
She smiled and resumed the blowjob. I looked down at her as she her head bobbed up and down my cock; being sucked off was just so relaxing. From Li to Kara and right up until Nurse Lynch, I’d never had a bad or unpleasant blowjob. Some blowies can be better than others, such as the blowjobs I’d received at school were really top-notch. The whole illicit nature of being blown off in school made each one excellent. The only non top-notch blowie I’d ever received was from Leanne when she pulled over on the way to her house the night we spent together. Since then, every blowjob I’d received had been top-notch. “Having fun?” she asked, stopping the blowjob, to which I replied “Very much so Nurse Lynch”.
She smiled at me and as she was about to resume sucking my cock, there was an announcement over the intercom:
“Nurse Lynch, please report to Ward C; Nurse Lynch to Ward C pleases”
She stands up, looked at me, and sighed saying “Next time, next time we’re alone I’ll make you cum”. I pull up my pyjama bottoms and boxershorts and reply, “You know where I am when you need me”. She smiles at me and hurries out of the room. I sit on my bed and play about iPad, and after a few minutes of uploading a few photos to Google Drive, I received a message from Eliza which read:
Hey, baby-boy, my friend Blair has just arrived and she’s waiting in the office for you
I got up from the armchair, slipped into my sandals, grabbed my lanyard and slipped out of my room and the ward. As I headed out of the ward, I smiled as I knew the nurses at the nurses’ station were staring at my ass. I made my way to the lift and was soon in the shop where I grabbed a cherry coke. I made sure no-one could see me as I slipped through the door and headed down to the office. I waited outside the office for a few moments before I knocked twice and entered. Sat in one of the armchairs was a woman who I presumed was Blair; she was black and had a shaved head with brown eyes. But what caught my attention straight away was the fact that she was totally naked.
“You must be Jay” Blair says as she gets up from the chair “I’m Blair, Eliza’s friend”. I do my best not to stare as I shake her hand and reply “It’s nice to meet you Blair”. She held onto my hand as she licked her lips as she looked me up and down and asked “I like what I see; do you like what you see?”. I nodded and replied, “Indeed I do...”. She lets go of my hand and says, “Get undressed”. I nodded and replied “No problem”. I quickly removed my pyjamas and sandals and stood before Blair as stark naked as she was. With my cock at full hardness, I asked “So, what do we do first?”. Blair indicated the bed and told me “Let’s get on the bed and just cuddle for a while”.
We got on the bed and she cuddled up next to me and draped her left leg across my legs. “You don’t mind that all I want to do is cuddle, do you?” She asked, to which I replied “Whatever you want to do is what we’ll do”. I reached over and gently felt Blair’s tits as she asked “After we’ve cuddled for a while, we’ll kiss, yes?”. I nodded and said with a smile “That sounds just right”. For the next few minutes, we just laid there in silence which was nice. I do so enjoy naked cuddling and doing it with a hot friend of Eliza was so much better. “Are we OK to sleep down here?” Blair asked, to which I replied with “As long as Eliza knows then we should be OK”. It was going to be an interesting experience sleeping in The Office.
Sleeping in the Office would be made even better sleeping next to Blair. I rubbed Blair’s tits gently before moving my hand down to rub her flat belly. “So, how did you hear about me exactly?” I asked. “Eliza told me that she knows a patient who is a great fuck” Blair replied “So of course I had to meet you”. Blair then wrapped her hand around my prick and squeezed it gently. “I still can’t believe that this magnificent specimen actually belongs to a 14-year-old” She says, feeling it against her palm “You’re a lucky guy to have one like this”. With a smile she squeezed my engorged cock-flesh harder than before and began to slowly jerk me off. She leaned in, pushed her lips against mine, and pushed her tongue into my mouth.
This continued for a few minutes before she broke the kiss and laid back. “That was good” Blair says as she stops jerking me off “For a kid you’re a really good kisser; Eliza never told me you were this good”. I smile and reply “Thank-you; I’m glad you like it”. I always found it to be nice when Eliza told the women all about me. For the next few minutes, we just laid there in silence and each others’ arms. As we laid there, I could not help but wonder how many of her friends Eliza had told about me, not that I was complaining mind you. “Ready to kiss?” Blair asked “Because I need me some teenage tongue action”. Before I had time to say anything, Blair leaned over and pulled me into a passionate kiss.
I wrapped my arms around her as we rolled around the bed kissing; which was a mad kiss, the type of kiss that you would see from two sex-starved people when they get some time alone. After a few moments of kissing, Blair breaks the kiss and says “You know, for a child you’re a really good kisser”. I smile and answer “I’m glad you like it and hope you’ll be pleased with the rest of our time together”. Blair stroked my cock and replied “Oh I know I will”. She kisses me once again then just cuddles up with me. As we lay there, we heard some noise outside the office, and for a few moments I thought we’d get caught. But my fears were unfounded as no-one came in and our presence in the bed was not discovered.
I made a mental note to ask Eliza about the privacy of the Office. After a few minutes of silent naked cuddling, Blair told me “Get in between my legs and massage my belly and tits”. I nodded and replied “Sure thing...”. She let go of me and I got in between her long brown legs and she wrapped them around my waist. I rubbed her flat belly gently before sliding my hands up her body and onto her tits. I rubbed and squeezed them gently and asked, “How does this feel?”. Blair sighed and replied “It feels just fine”. I rubbed her tits with one hand and her flay belly with the other, enjoying the look on Blair’s face. I rubbed her like this for a good few minutes as I enjoyed the feeling to.
And as I did, I wondered just how many women from the website or Eliza’s friends wanted med to massage them as I was doing to Blair. “That feels nice” Blair says as I lean down and lick her flat belly “Keep going...”. I do as she tells me and lick all the way up to her tits, which I kiss and lick gently as I continue to rub and squeeze them gently. Paying this much attention to Blair’s tits was fun and was something that I had to try with the next woman I was with. “Kiss me white boy” Blair says “Kiss me just like you did my tits”. She then pulls me into a passionate kiss, with her legs wrapped around my waist. As we rolled around kissing, I could feel my cock as it pressed up against her legs.
At that moment I would have loved nothing more than to push my cock up her cunt and fuck her. We were rolling around so much that we almost fell off the bed. We moved further onto the bed and resumed kissing. Blair was only the third black woman that I’d ever been with after Jewel and Caro; I never thought about race or skin colour when I was with a woman or girl, I know that may seem somewhat of a cliche but it is what it is. Blair breaks the kiss and tells me, “I want you inside me white boy”. I reached down and fisted my cock to her cunt, placing just the tip inside. “Oh yes, fuck me boy” Blair says as she uses her legs to pull me in “Fuck me with your young white cock”.
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