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Pippa the Teacher’s Assistant

I’m a teacher’s assistant, and I’m 25, I’m having placement training before going into teaching full time after my graduation. I teach at the sixth form college, maths is my subject. My focus is on one young man in particular, Jack, he’s 18 and struggling with maths a little, he’s asked me to tutor him one on one, so that he can catch up, after breaking his leg badly last semester. So he made an appointment and now I’m waiting for him to show up. 2pm is the time and he limps in, and he’s a really cute guy.

“Hey, sorry I’m a little late, can’t move as fast as I used to. I’m Jack by the way.”

“Pippa, don’t worry, haven’t been waiting long, so you want to tutor on maths, right?”

“Yeah, my scores need to rise significantly if I’m to graduate.”

“Okay, we can work on that, but we need a place to study, so as not to be distracted, by the other students.”

“I have a dorm on campus, and I don’t have a room mate right now, so maybe we can study there?”

“Well then, that’s settled, Thursday seven o'clock, one hour study sessions. I’ll text you if I need to cancel.”

We shook hands and he went to his other classes and I didn’t see him again till Thursday evening. But I did kind of take a fancy to Jack, something about him, made me feel bubbly and warm, so I picked out some seductive clothing to wear to see if the attraction was mutual.

I had a lacy black bra, made out of pantyhose material, I tucked my titties into it, but my nipples clearly showed through. I studied them in the mirror, I found some see through panties too, pulled them on, I fluffed my pubic hair around and made sure it was tidy, my pussy tingled whilst I continued to dress, next I picked out some denim shorts and slipped those up my thighs and finally wore a lumberjack shirt, buttoned up to the cleavage, just to show him some skin. I sprayed my perfume on my wrist and tipped some on my finger tip and doused behind my ear lobes, then I was ready.

It was 6:30 and I traveled in my car to Jack’s dorm. Parked about a block away, didn’t want people to see me arriving, thankfully nobody did and I rode the elevator to find Jack’s door, on the piece of paper it said 207, found it and knocked on the door.

“Hey; you found me?” He’d taken a while to answer.

“Yes, wasn’t easy to find by the way.”

He stood back to let me in, his face told it’s own picture as he studied me walking, he’s dressed in football shorts and a blue vest, which gripped to his muscular body, his pecs and abs seemed so ripped, and his arms are well defined too. Not to mention his legs and ass, and his dong swung low and it looks kinda big from my point of view. I could tell he found my scent alluring as he smiled while inhaling me.

“Can I get you some coffee?” He said politely.

“Do you have wine, or beer?” I asked equally as politely.

“Okay, but I thought we were studying maths, not partying?”

“Coffee won’t help you to study, Jack, wine or beer will loosen us up a little, we barely know one another and It doesn’t mean I want to get pissed with you.”

“Okay, a little beer I can manage.” He gave in, as most men do, when I’m in this mood.

Jack came back with two glasses of beer, and we began our first study session, he listened intently to my teachings and applied himself well and our first session was over. So afterwards I began to play with him a little. Started to talk to him, I noticed the huge scar down his left leg where he’d had the bones pinned in place, it looked nasty.

“That must have been very painful breaking your leg like that?”

“Didn’t feel it break actually, I was u*********s, woke up to it already set. Must have passed out several times during the initial accident.” He was very nonplussed about it all.

“Can I have a closer look at your scar?” I asked, and he lifted his leg up onto the table so I could see.

I leaned in and touched the scar, it felt rough. I also noticed he wasn’t wearing briefs either as I could clearly see his dick and balls up his shorts leg, becoming bolder I continued up his thigh and into his shorts where my fingers touched the tip of his dick. He was surprised by my boldness, but didn’t flinch one bit. I moved my fingers in more and surrounded his shaft with my fist, beginning to stroke gently until he was reasonably hard.

“You don’t mind this do you? I just find you very attractive.”

“No not at all, be my guest, it feels kind of nice, we won’t get into trouble will we?”

“Trust me, this is only between you and me, can I have a closer look?”

“Yes you most certainly can.”

I made Jack stand up and I slid his shorts down past his knees, I place both hands on his chest and he sat on the table, then I pressed him down so he was lying on it. I stroked that lovely long dick in my hand, and with the other I played with his bollocks.

I hadn’t blown a boy since my senior year of college, and only had affairs with my girlfriends at university. He was very hard and I was eager to taste him. Before that though, I decided to undress a little, I took my shirt off and showed him my titties in my bra, he was pleased to see them and I slid my shorts down and boy that cock grew harder, as he witnesses the sight of my pussy, for the first time through my panties.

I held tightly to his shaft and pursed my lips over the head of his dick, and dribbled a bit of saliva as I followed that down with my mouth. Wasn’t long before I was sawing back and forth, and jerking him at the same time. I paused my sucking and lifted my titties out of my bra and positioned both his hands to my chest and let him caress me. He had a gentle touch and my nipples responded to that as he sucked each one in turn, my pussy dribbled a little and soaked my panties.

“Let’s find somewhere more comfortable, would you like to go further?”

“Hell yeah! No stopping now.”

We both stood and he led me to the sofa, whilst walking I dropped my panties to the floor and unclasped my bra and let that go too, Jack stripped his vest off and he was well chiseled, I felt very excited all of a sudden, this was my first man in four years, I love seducing them. Girls tend to seduce each other, but when it’s a man it makes you feel in control.

Jack sat down and I leaned over his lap, and scoffed that dick back down my throat, I guided his hand to my ass and he easily found my slit and began to slide his fingers up and down, making me so messy back there, when he touched my clitoris, I nearly jumped ten feet.

Finally we’re relaxed enough to enjoy ourselves. I have a good rhythm going, his dick is soaked in spit, and I’m ready for it inside me, god I feel fucking so horny.

“Don’t want to appear lame, but please put on a condom?”

He leaned over to his magazine rack and pulled out a pack of three, he gave me one and I ripped it open with my teeth and rolled it down his dick with my mouth. Needed to be safe. He was hard and ready for me to fuck.

“Wanna fuck then? Can’t just leave it there.”

“You’re so bold, okay, I’m ready!”

I jerked his dick hard and got into position, I placed my stomach on the arm of the sofa, my tits hung down and my ass in the air was waiting for him to enter my pussy from behind, I’ve always liked that first. I feel his hands on my ass and the tip of his dick wipes up and down my pussy, I lubricate and he presses into me and slides up me, I feel the veins in his cock as I’m very tight back there. I open my legs a little more and he starts to stroke back and forth evenly, and it feels so good.

“Oh just keep going at that pace, don’t speed up.” I say

His huge arms reached round and held my tits, which until now were swinging wildly. His cock felt hot with the condom on and my pussy feels as if it’s drying out, so I licked my hand brought him out of me and got all wet back there, and he was soon back in me, my orgasm was brewing nicely, but for it to get there I’d need to be on top, so I pushed him out and he sat back down on the sofa and I faced him, straddled his lap and eased back down on him, I could feel him throbbing and I was instantly wet inside again.

He feasted on my titties while I rode him, moving up and down on him, he got harder with each stroke. I suddenly got that tingle and a tugging on my clit, and then I started to shake and bucked faster on him.

My orgasm had arrived and I could feel this numbing wave come down from my head to my thighs, once that had gone I got off him and let him fuck me in missionary, I opened my legs wide and Jack mounted me, swinging his big dick into me, I could feel that wave coming back and just let it happen.

A multiple followed that for the first time in my sexual life. He was sighing heavily now a clear sign that he’s going to come soon. I allowed him to have more fun up me before the inevitable spritz of jizz, and he did come I felt his cock throb five times, as he emptied his load into me and the condom, thankfully.

My Pussy had clamped to him like a vice so we needed to wait a while for him to soften and then get himself out finally. I held his faced and kissed him deeply, letting him know that I’d enjoyed it. We lay on the sofa for a bit, I’m cradled into his arms and he’s stroking my thigh with his hand.

“So, how many more lessons of maths do you need?” I break the silence, finally.

“It depends, I reckon at least ten or twelve, just tell me?”

I began to dress again, covering my body up, and I can see his face saddened as if it was the last time he’d see me.

“I’ll come by eight more times, your maths skills are good, but ten or twelve would be fine for me too, but we must keep all the sex stuff to ourselves, right? No telling.”

“I promise, not a soul.”

“See you next Thursday then Jack, and bring some wine alright?”

I leave his dorm and rush to the elevator, and out to find my car, my pussy is still ringing from our fuck just now and all I could think of was our next lesson. Soon as I’d driven home I’m in my bed and pushing my pink toy into me, trying to bring on that multiple again.

I have to say I visited Jack twelve more times and our sex sessions just got better and better, the last one I stayed all night, I’m such a naughty girl aren’t I?


The End

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Walk of Shame By Jena Corso Edited By Angela Meyers Chapter One "Oh my head." Max peeked open his eyes, and everything was a bit blurry. "I bet," replied a girl looking right at him as she gave him a kiss. "Morning." "Morning," Max answered, instantly confused. "Uuummm... Hi? It's morning already?" "Hi, and high I'm not anymore but it's almost afternoon," replied the girl, softly kissing him again. "And you were amazing last night. That was really fun." "Oh crap," sighed...

3 years ago
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Pretournament ritual

Billy was off to University, he was heading to the University of British Columbia. And so were his sluts.Many already were, but had exchanged from the local ones to the great British Columbian University. Billy and his sister were originally from Halifax. With parents being in the Navy they had moved so much around not only Canada but North America. The two spent three years between Montréal and Québec City. So much in fact the two spoke French around each other until Maria snapped out of the...

1 year ago
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LittleAsians Scarlett Bloom She Creams For Asian Ice Cream

Is there any better way to cool off on a hot day than with a little bit of ice cream? Scarlett Bloom agrees, which is why she is snacking on a little cream by the pool. She gets so into it that she ends up rubbing it all over her nipples. Then, she snacks on our studs special ice cream cone. He sticks his fat cock in her mouth and she licks it like it’s a big lollipop. He takes her inside and slams her pussy on the bed, filling her to the brim with hard man meat. Then, she squirts all over as...

xmoviesforyou
2 years ago
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The Dildo That Erased Claire Bonnevilles MemoryChapter 14

It turned out that every page in all four files Claire had discovered had been scanned and were now available upon request, to be displayed on one of two fifty inch plasma screens set up at one end of the conference room. A man and woman sat amidst a sea of computer equipment to make this wizardry happen. A third screen was set up at the opposite end of the room. A man wearing glasses seemed to peer out of it into the room while he fiddled with papers on a table in front of him. Another woman...

3 years ago
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Ruby Aunty Ki Chudai

Ye story meri aur meri padosan aunty ruby ki hai. Story start karney se pahle main aap sabko apne baare mein bata du. Mera naam preet hai. Main delhi ka rahne wala hoon. 1 saal drop kia hai aur abhi btech main admission ke liye form bhara hai. Padhai me 85% k around le hi aata hoon. Height 5.5. Land ka size 5.8. Aaju baaju ke logo k liye main bohot seedha ladka hu.. Jiska maine khoob faida utthaya hai.. Ab baat ruby “Bhaabhi” ki. Aaaahhhh. Kya bataun uske baare mein. Ek baar delhi aake khud hi...

3 years ago
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Passing the Baton 2 Lilas StoryChapter 6

"Why?" she asked. "Have you ever beaten somebody?" Lila shook her head. "Well," he answered, "perhaps you should have the experience before..." She shook her head sadly, "Yes, perhaps I should." Her first strokes were hesitant, Lucinda screamed, perhaps to try to convince Manu that it hurt, but he was too experienced for that. He judged progress by the number, depth and color of the cuts, not by the slave's reaction to them. "Don't go easy on her," Manu instructed, "it...

4 years ago
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An InvestorChapter 6

At the library Jeff researched some of his stocks that were in his portfolio which he had concerns about. There were three so-called growth stocks that didn’t pay a dividend and over the past three years had not shown much growth in the way of sales or net income. Why they were considered still to be growth stocks he didn’t know. Their present performances were indicating to him that their time had come and gone. He was thinking he should sell these three stocks but if he did what could he...

2 years ago
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Taking OliviaChapter 3

As soon as I awoke, I decided to check in on Olivia. Slipping on my dressing gown and then the mask, I heard her voice calling out as I walked towards her room. "I need to pee. I'm desperate," she gasped as soon as she saw me. I quickly untied her and watched as she clambered off the bed. Her legs wobbled and I rushed to provide support as the lingering traces of the drug left her slightly shaky on her feet. She sat back down heavily, gathering up her wits before she made a second...

2 years ago
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Vicious CyclesChapter 8

The mother and daughter sat on the bed in their pajamas, Kimmie brushing her mother's hair, another reversal of late. Always before it had been Lisa who would lovingly brush her daughter's hair while the two talked. A couple of weeks had passed since Kimmie had been safely returned. Although Kimmie's physical injuries were long since healed, Lisa had observed a noticeable change come over the young girl. When Lisa had asked if Kimmie wished to stay out of school a while or even switch...

2 years ago
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The Ladys House Part 2 of 3 Skirt Shocked

The Lady's House Part 2 of 3: Skirt Shocked By Gail Blue When Charles woke up the next day everything seemed surreal. He had slept in his boy underwear, and he still felt like a boy, but he saw a black and white maid's dress in the corner that everyone expected him to wear today. He thought it might have just been a strange dream, but his room was different; he walked into the bathroom and found Lilly's things. He spent a long time staring at the dress, wondering if he really had to...

4 years ago
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Arabella Ch 01

He was just too close for her liking. She had to fake a smile, act like she loved the attention he showered her with. They moved together to the melody. Everybody was there, the press, the ministers and politicians, the high class celebrities and the King himself. All eyes were on them as they danced. Her insides were burning with rage. Gregory had tricked her father. She didn’t want anything to do with him. After three full years chasing after her, he had won Arabella by simply offering her...

3 years ago
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Fuck In Public

Hi, I am Rahul (name Changed) I am 28 years old. I am a regular reader of ISS, I like most of the stories and found best place to read erotic literature. Friends I am sharing my real experience I know most of you are thinking it is just another fantasy but trust me this is real one. I went Mumbai to visit my friends place. We planned for enjoying full trip. Coincidently my girlfriend Poonam (name changed) was in Pune at her sister’s place. We both are from Bhopal. Let me tell you little about...

2 years ago
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The LetterChapter 7

Christmas Eve. Matt was pretty sure it was Christmas Eve, that was what day they had on their calendar anyway. It wasn't going to compare to the other Christmases he'd known, but they'd done okay, considering. They'd found a little fake tree in the back of the party store, and hung socks from it. There wasn't anything under it, but Valerie had made gloves to put in the stockings. Well they were kind of like gloves, they were made out of socks, and had a thumb and one finger, and there...

3 years ago
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Adventures of Me and Martha JaneChapter 3A

Just before my 9th birthday my godmother, great-aunt Frances, bought me a new dark brown suit and new shoes for my Confirmation ceremony at St. Mary's Catholic Church. It was a dim, cloudy Sunday afternoon outside; but inside the ornate, high-ceiling Gothic church, hundreds of banks of candles cast a warm, glorious light over everyone in the church. Mom and Aunt Frances and my deceased father's mother, Grandma Rose, drove me to the front entrance and let me out on the sidewalk while Aunt...

3 years ago
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An Afternoon Encounter

The Ad Nikita was a fairly typical upper-middle class professional girl. She had completed her engineering degree at the age of twenty-two and was confident, outgoing, and didn't take any shit from men in her professional life. She took good care of her body, working out daily and performing yoga every morning and evening. Her family thought she was just working out to improve herself but in reality Nikita wanted to look hot for the men that used her. How did Nikita find men? The internet, of...

Oral Sex
3 years ago
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Threesome With Alia And Her Gynecologist

Hi folks. Hand shake for boys and boobs shake for girls. I’m going to narrate another fictional story. This story is how I did a threesome with my girlfriend and a gynecologist. Just imagine whatever is happening. It is not a real story. So guys, hands on your cock and girls, on your pussy now. It so happened that I met a girl in a pub and she was quite sexy. Her name was Alia Saxena. I had broken up with my ex-girlfriend just then. I needed a female heart to share my feelings. So I met this...

2 years ago
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Honeymoon Fling

(This is my first attempt at writing a story from the perspective of a woman. Plase let me know how effective it is) My name’s Anjali. I’m 23 years old, have dark hair and olive, asian skin tone. I grew up in North London and my parents are quite religious Hindus who came here in the 70s. I’m not so religious and I like a good time..At school I had a reputation as a bit of a slut. I went with all the good looking guys and was the first girl in my class to loose my cherry..After school I went to...

2 years ago
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BethChapter 371

August 6, 2017 Dear Ms. Diary, [Written August 8] I was woken by my phone’s incoming-text jingle. I lay there on my back with my eyes closed trying to feel where I was and who was next to me. With the new mattress, that was more difficult, as there was no rolling into the well created by another unless you were, essentially, already there. I could hear Rhee’s sleep breathing in my left ear, thus solving one side. I could not hear anything on the other side, so I tentatively moved a hand...

2 years ago
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Me and my friend1

Sunday evening, around 7, I was at my computer doing some reading. I saw Jean sign in and waited to see if she was going to want to chat. It wasn’t long and she sent me a Instant Message, we started chatting and she told me how much fun she had on Saturday. She went on to say how it really turned her on letting her fuck my ass. She started chatting about her boy friend and how he wouldn’t do all the thing sexually that she wanted to try. She told me that he would never give her oral sex...

3 years ago
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Carol Part Two

Carol and I sat in her kitchen apartment. Our first sexual experience had not ended well. I did not control myself and came all over her back, hair, and ass way too soon. What followed was a well deserved verbal spanking, as she was upset both at my lack of control and having cum all over her back. It was now early morning, about 1:00 a.m., and sufficient time had passed since my embarrassing misadventure, that I was fully ready to continue with what she and I had started a few hours before. I...

Straight Sex
2 years ago
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April May

Chapter One – Tramp On The Run There was a girl running through the forest. Poor thing. She had shoes, that wasn’t the problem, although they were a pair of white four inch heels, which certainly made the running difficult. She had clothes, a loose grey sweat shirt cut at midriff and cutoff blue jean shorts, tailored so tight at the crotch that even a camel would’ve cried for a size larger. I mean, they were comfortable for running. But she wasn’t comfortable. For one thing, she was being...

4 years ago
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Seeing mom again

Introduction: Visting for a family reunion, I get back in touch with my mom I just came back from vacation visiting my family and wanted to share what happened there. If you have read any of my previous stories then you know that I have been sleeping with my mother for some time now and we try to get together whenever we have time. But living across the country from her really doesn’t allow us to see each other to often. Anyways back to my story. My family had a family reunion in May and the...

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