An Education

It was Jacob's sixth form prom, he was now 18, so was drinking, as were many of the staff, including Deborah.

Deborah had stepped outside for some air, Jacob had done the same and it was only going to be a short break before heading back in. Until he saw her.

She had always been his favourite teacher. Not because she was the hottest at the school, because she wasn't. She was 58 years old at this point. She had shoulder length greying hair, an attractive face, which would have been pretty at one point but now looked more kindly because of the web of laughter lines which told you she had lived a good life.

She looked like a slightly chubbier Susan Kennedy from Neighbours, so much so that Neighbours had been one of Jacob's favourite shows for the last few years. She was a small woman; the aged, excess skin around her neck led down to a slight bit of cleavage which was revealed by the shapeless blouse she wore that night. She had smallish, B cup breasts, which sat on top of her small tummy which had only started to really show in the last few years. A large, sagging butt led down to thick thighs, which finished up a pear-shaped figure.

Jacob stared at all these features of Deborah's, as she stood outside the hotel hired for the prom. She rubbed her arms to warm herself and then, seeming to decide it was too cold to stay outside any longer, she turned to go inside, upon which she saw Jacob, apparently just standing there looking at her.

'Oh...hello, Jacob.'

It was only then that Jacob, feeling the effects of the drinks he had had that night, realised he was staring.

'Oh sorry miss...had quite a few tonight.'

'Oh no, it's fine, I think everyone has. You just surprised me, that's all,' she said, as she walked towards him, her arms crossed trying to fend off the cold.

'Miss, its cold out here, take my jacket,' he exclaimed, moving to take it off.

'Oh no, it's fine. I'm going inside anyway,' she said, starting up the steps to the hotel reception.

Suddenly Jacob didn't want Deborah to go inside and he fumbled in his mind for a pretext to have her alone with him a little longer.

'Oh miss, I wanted to talk you about something...'

'Okay, what's up?'

Not being able to think of a decent excuse, he blurted out: 'Um, yeah my history exam...'

Deborah cocked an eyebrow, skeptically, a wry grin forming on her face.

'You want to talk to me about your history exam out here in the cold, rather than be inside getting drunk with your mates?'

'Erm...well, no, I just wanted to thank you for all the help you've given me, this year and last... it's, you know, much appreciated...'

Deborah gave Jacob a warm smile, touching him briefly on the arm.

'Hey, it's what we do, but you're very welcome, young man.'

As she made to go inside, Jacob caught her hand as it dropped from his arm and held it.

'No miss, I mean I really, really appreciate it,' he said this intently, staring into her eyes.

Deborah was unsure of what exactly was happening, just that her student was holding her hand and standing uncomfortably close... Her tipsy brain did not know what to make of it all, surely he was just saying thank you, rather than coming onto her? But then she felt her hand on his bicep, not sure quite how it got there...

Then suddenly, he leant in and kissed her softly on the lips and she was in no doubt about what was happening. Deborah's husband had died five years previously and she had thrown herself into her work, not having any romantic interest in anyone or receiving any romantic interest for that matter. It was a part of her life she did not consider a priority really; therefore, she was shocked by how much the kiss from Jacob stirred something in her, but then she came to her senses.

'Jacob, what are you doing??' she said, in a low frantic whisper, so no one would be alerted to what just happened.

'Something I've wanted to do for a long time...' he said, as he pulled her body into him for another kiss. Some part of her actually wanted to give herself to him, but the more sensible part of her knew that would be career and social suicide.

'No Jacob, we can't do this!' she hissed, stopping him from kissing her again.

What would all of her colleagues think of her if she was seen making out with a student like some little tart? However, she did get a little bit wet just thinking about it...after all, it had been so long and she'd thought these feelings were dead and never that she'd be having them about someone so young, one of her students no less...

Jacob's face fell at Deborah's pushing him away, but she was unsure of what she wanted to do. Her pussy was screaming at her to jump his bones and she wanted to... She bit her lip and took the plunge, 'Not here.'

She grabbed his hand and pulled him around the side of the building, so they would be well out of sight of anyone who might come past.

Then, she softly pulled him to her and stuck her tongue in his mouth. Mmmm this felt good...for a young man, he was a good kisser, passionate, but not overexcited like the teenager he was. Her pussy told her she had made the right decision, she could feel it getting wet. And then his hands were on her body, both the good and the bad, her breasts, her legs, the parts of her that she still thought had some life left in them, and her tummy, her bum, both of which wobbled more than she would like these days.

And her hands were on him, feeling his broad shoulders and chest, strong arms and then she could feel his thick hardness, pressing against her leg. She had not yet questioned why he wanted her, a middle aged woman past her prime, but from the feel of him clearly he did and it felt unbelievable knowing that she had elicited this reaction from this young man.

God, that was turning her on, she reached her hand down and stroked his trousers, her panties becoming flooded when she felt the length and the thickness. She purred at the feeling of it.

Meanwhile Jacob was living his dream, he was kissing Ms Riley! He could not believe it, her tongue was like warm velvet on his, as they fought with each other, going from his mouth to hers. His friends had always talked about the hottest girls in the year or the younger teachers they fancied, but he had always harboured a secret crush on her that he had never told anyone about. When she was teaching he had often thought about holding her in his arms, kissing her, loving her, as well as his dirtier thoughts of what she would look like with his cock in her mouth, how her body would look naked, and the bounce of her tits as she rode him.

Jacob breathed heavily as he ran his hands over Deborah's body, and asked 'Can we go somewhere? Can we do that?'

Deborah was breathing heavily and she dearly wanted to say yes to Jacob, but how was she going to be able to get away with it without anyone seeing her.

'Jacob...we can't let anyone see us, I still have to work at the school, and how are we going to be able to get out of here unseen...?' she asked, not seriously thinking that he would try to answer the question.

'Well why don't we leave separately at different times and I'll come to your house...?'

'I don't know Jacob, it's a risk...'

Jacob laughed, 'Oh I think you do miss, we both want this, why deny ourselves?'

She could see how much he wanted to go home with her; her brain said that he was just a kid and she should know better, but her heart said that he was always her favourite student, a sweet, attractive young man, and he WANTED her. And her dribbling pussy told her how much she wanted him...

'Yesss, okay darling. Okay. Let's find a way,' she said, kissing him once more. 'Give me your number and I'll call you when I can.'

They exchanged numbers and Deborah ran back inside with Jacob following shortly after.

...

Unfortunately that night wasn't to be the night they were together; as soon as Deborah went back inside her friend Sally accosted her drunkenly and it became clear that she would have to be escorted home. But she hoped that she would be able to see Sally home and hook up with Jacob later.

However, once she had dropped Sally off at home and in bed and she tried to call Jacob she did not get an answer.

Jacob, for his part, was trying to be a gentleman; he was on the bus, also trying to see a drunk girl home, while fighting off her romantic advances. He could feel the vibration of his phone and knew it must be Deborah trying to get hold of him and wanted to answer, but knew that he could not for fear that Beth, even in her drunkenness, might hear who he was talking to and work out what was going on. He could not do that to Deborah's career, so he let the phone ring. By the time he got rid of Beth, it was 1am and he just wanted to crash. He thought about calling her the next day and the day after that, but the longer the less he felt he could ring her...

So, they came so close, but never managed it... Deborah always believing that Jacob must have come to his senses, hooking up with one of the girls in his class instead, while Jacob always mourned the missed opportunity of losing his virginity to the teacher he loved.

So then, now it was 4 years later, Jacob had done pretty well in his exams, then taken a gap year travelling and gone to uni after. He was now a 22 year old man, broader in the shoulders, with a bit of stubble, and he sat in the reception of his old school. He had decided to take on some TA work.

The head of English, Ms Barnett, came round the corner, introduced herself and went through the students that he would be supporting and their needs. Then she led Jacob to the staff room, and introduced him to the rest of the English department.

'Hi everyone, this is Jacob, the last of our new TAs. Do make him feel welcome!'

Jacob said hi, looking round the room as he did so. There was a woman standing with her back to him making a cup of coffee who looked strangely familiar and then as she turned around he realised who it was. She also turned around, cup of coffee in hand, and recognition flashed across both their faces.

Wow, it had been four years, he hadn't expected her to still be here, but there she was a little older, a little plumper, a few more lines and wrinkles on her face, but as soon as he saw her he wanted her again. He had never really stopped, even though he had now had sex while travelling and at university, but they had not been Deborah. For her part, she felt that Jacob was almost completely unrecognisable. He had filled out, got some stubble on his jaw, looked like he'd grown up, turned into a man, whereas he had still been a boy when they had last seen each other and even so, she had wanted him then. But she had to forget that, she flashed back to that night every so often in her mind, wondering what had caused him to change her mind and why neither one of them had contacted the other to arrange another meeting.

Of course, none of that could be discussed then and there, so they just smiled at each other and then the bell rang, with Joseph hoping that he would be able to talk to her and Deborah not knowing what she wanted. She didn't think she could stand to hear how he had actually spent that night.

Jacob didn't see Deborah again until that afternoon, somehow missing her in the staff room at break and lunch. But then he was supporting Billy Walker in her lesson, only realising the teacher when he got into the classroom. Deborah had managed to forget about anything to do with Jacob, as she was getting to grips with new classes of students and adjusting to the start of the new school year. Experienced as she was, she could have done all this with her eyes closed, but she needed a distraction, so she lost herself in her work.

So, when Jacob walked into her classroom she had to take a deep breath. This was a new class of year 7s, who were in a new school, so even the naughtier ones were well-behaved, but after many years of teaching Deborah knew she needed to stamp her authority and she was very tough for the whole lesson, clamping down on any chatter.

Jacob's student, Billy was relatively quiet, so the young man just watched Deborah for the majority of the lesson. He just felt like he was back at school, watching Ms Riley teach, and, just the same as at school, he had a semi for the whole time he was in the classroom. He still adored her pear-shaped, dumpy body, which as mentioned had got more so over the last few years...with the small tits, above a bit of a tummy, leading down to wide hips, and a broad saggy butt. When she turned around to write on the board for the first time, he felt himself harden when he saw that large arse on a comparatively small woman; he still fancied the hell out of her, as if the past 4 years had never happened. When that lesson ended Jacob had to get straight to his next one and Deborah had another class coming. Therefore, they shared a glance before Jacob left the room, but nothing more as they both had places to be.

It continued this way until Friday afternoon, when the final lesson of the day was in Deborah's classroom and Jacob picked up books, tidied up the classroom, using any pretext to wait until the final student had left.

Then, he struck up conversation with Deborah, 'So, miss, how are things?'

She laughed, awkwardly, 'Jacob, you can call me Debbie you know?'

'Ha, yeah I guess I can. So how have you been since... I finished?'

The pause couldn't have been more brief, but they both felt it hang in the air...

Debbie brushed over it as quickly as she could. 'Yes, fine thanks. Things haven't changed too much I guess, apart from the fact that Sally has retired now...'

'Oh Miss Reynolds you mean? That's a shame, I always liked her,' Jacob said, remembering that she had been his other teacher crush. He had been attracted to her, but not in the way that he was to Debbie, which was something much stronger.

'Yes, well we both liked you Jacob,' Debbie replied, warmly, flashing the motherly smile that he loved so much.

He wanted to kiss her right then and there. Instead he quickly changed the subject.

'Wow, so Miss Reynolds has already retired eh?'

'Already? She's 68 Jacob, and I've only got a few years left myself.'

'Well Debbie, I don't care what age you are, you look great.'

Debbie had not been expecting the compliment and her face went red with embarrassment.

'Oh. Thank you Jacob, but I know I look my age, no need to give me false compliments.'

'I'm not, I've always thought you are a fantastic-looking woman, I think you know that.'

Debbie felt nervous, as it seemed that they were approaching the subject of that night and what had almost happened.

'Erm, yes, well, don't you have a girlfriend to pay those compliments to, young man?' she asked trying to remind him and herself that he was a former student (while trying to ignore the fact that that hadn't mattered four years ago) and now a colleague.

'Nope.'

'Well, I'm sorry Jacob, but I do have to get home now. Have a nice weekend. See you Monday.'

Of course, Debbie didn't have to do anything at home or have any plans for the evening, but she couldn't take the intensity in his eyes. God, he had gotten so much more handsome in the last four years! When she got home, she had to take off her panties because of how wet they were. She reached down to her pussy and almost came immediately from the brief touch on her clit. Her grey, pubic bush, was soaked with the excretions caused by her arousal.

She fell back onto her bed, slotted two fingers inside herself, while the index finger on her other hand massaged her clit. She visualised Jacob's cock and in less than two minutes she was rocking to an orgasm. She couldn't deny it to herself; she wanted him badly.

Then, on Monday morning, Jacob saw something which made him desire Debbie more than he ever thought possible.

It had been raining torrentially that morning, and Jacob assumed he was one of the first in the building as he was in at 7am. He made his way to the English department and as he was passing Debbie's classroom, he thought he saw movement inside. He retraced his steps and saw Debbie, already having pulled off a soaked jumper, then pulling her blouse over her head and Jacob saw what he had only dreamed of... Debbie's smallish breasts sat in her bra, but even with the support to push them up she didn't have much of a cleavage, so that Jacob could see how they sagged to either side of her chest. His eyes traced the rest of her pear shaped body, lingering on her soft, doughy belly, which shook slightly as Debbie wrung out her clothes, as did the excess flab round her arms. Then she pulled off her skirt to reveal a pair of pale, equally flabby legs. In short, now that he had seen it, Jacob could see that there was nothing conventionally attractive about Debbie's body, but he had realised over the last few years that these were the kind of women that turned him on. He could see that her b/c cup, sagging tits had barely enough flesh to fill his hands, he imagined grabbing them as she rode his cock, when he saw how her belly shook he wondered how it would look when he pounded her, and then when she turned round to reveal her broad, dumpy butt, looking as if it was made of play dough, he smiled at the thought of grabbing as he fucked her doggystyle. He had to make her his.

With a racing heart, Jacob saw that Debbie was reaching behind her back to undo her damp bra, but just as it was about to come off her chest she seemed to realise where she was, standing in plain view and retreated into the corner of her classroom to get properly dressed. Jacob walked on his way, rearranging his stiff cock.

...

For the rest of the day and every time he saw Debbie from then on, Jacob could not remove the image of her semi-naked body from his mind and he knew that he never would until he had satisfied himself by telling her how he felt. However, he still had no idea how to do it in a way that she might respond positively to. He could not do it at school, for fear that someone would see or hear them, which he knew from past experience at his prom would be her worst nightmare. But he had no other ideas; she drove while he used public transport to get to work, so he couldn't have some time alone with her then. He also had no idea where she lived, so could not casually pass her in the street and anyway, how much of a stalker did he want to be? He was at a loss as to how to profess his lust/love for her and was fast losing the will to work with a woman that he adored but couldn't have. Every time he had a lesson with her he had images and memories of her running through his mind and often had to think of excuses for the fact that he was looking at her.

For her part, although Debbie could not deny to herself that she fancied Jacob, she wasn't sure how he felt. She had caught him looking, but it often seemed to be for a reason i.e. he needed some advice for supporting a student or some such thing. So it seemed like it was solely a professional relationship because she had no firm reason to think otherwise. Plus the fact that she could not think why he would still be interested in her, she had decided to put his interest at 18 down to a schoolboy crush, an odd one for sure, but nothing more than that. She often looked at herself in the mirror at home, she supposed she would have been considered pretty when she was younger, but now she thought she looked motherly at best. She didn't have small breasts, but in proportion to her pear-shaped body they looked small. There was no point denying she had a bit of a belly now, it wasn't huge, but wasn't going anywhere either. And she had wide hips which led around to a big arse, which she didn't like, but had learnt to deal with. Thinking of Jacob, she sucked her tummy in and wondered whether she could seduce him... but then dismissed the idea as ridiculous fantasy.