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.

Just as Jacob thought about giving up and even looking at job vacancies, while Debbie was wondering how she could make her intentions clear without humiliating herself, the Christmas party came around and the perfect opportunity arose. The party was at a bar in the centre of town, a cheap place, that had a sleazy dance floor from about 11pm. So, the younger members of staff, Jacob included, were acting like you would expect, getting the shots in and getting steadily more drunk. Then, at about 9pm, Jacob saw her; he had not expected Debbie to come out, due to her being a bit of a homebody. But she was out and had clearly made an effort with her outfit and her makeup. She was in a red dress which looked really good on her, but he was particularly attracted but the delicate freckles and age spots around her upper chest which led down to the prize of the delicious-looking buds that were her small, perfectly formed, breasts. Although for most she would be classed as pretty at best, rather than a beauty, for Jacob as soon as he saw she had arrived no one else in the bar existed.

He gave her a smile as she walked over to the group, who cheered when they all saw her. Debbie was a popular member of staff who didn't often come out for drinks, so everyone was happy to see her. She said hello to people and came round to settle with the rest of the English department group, which brought her close to Jacob. There was a bit of idle chat and then Debbie finally went to get a drink from the bar. Jacob downed the last of his pint and followed her to the bar. The Dutch courage from the drinks he'd had so far was having an impact, as he touched her lower back gently. She turned in surprise at the feel of the intimate touch and smiled when she saw who it was.

'Hello Jacob,' she said, with a note of anticipation.

'Hello Debbie,' he said, leaning in close to her. 'You look beautiful.'

The feel of his hot breath against her neck and what he actually said shivers down her spine, but also felt like a cup of hot chocolate, sending warmth to every part of her. She had not been sure about the dress not sure at all...

Two hours earlier, Debbie had stood in front of the mirror, critiquing the outfit. Would it be seen as trying too hard? She wanted to interest Jacob without have the rest of the staff think of her as weird for overdressing. And she never showed cleavage, why was she wearing a push-up bra? To make her tits look good, she told herself. But was it too obvious? And did she look slutty showing so much skin? Eventually she had shrugged and decided to do what she had planned - make her intentions so clear to Jacob that he could not ignore her.

Now, she was glad about her decision, as she certainly seemed to have got his attention. But how to make it clear that she wanted more? Of course she needn't have worried on that score, as Jacob was working out the same thing - how to make sure, after all this time, that he went home with Debbie.

As the night continued, the whole staff team got increasingly more drunk and they eventually migrated onto the dance floor. It was a communal kind of thing, everyone dancing with everyone else, but Jacob was waiting for it to break up into smaller pockets so that he could get some one to one time with Debbie. And that started to happen as people drifted away to get more drinks or went to sit down for a bit, until finally there were only half a dozen people on the dance floor which was still crowded with other people.

As subtly as he could, Jacob moved behind Debbie. She felt him behind her and, maybe due to the alcohol or maybe it as just that she was tired of denying herself, moved back into him slightly. He saw what she was doing, almost not believing his own eyes and he put his hands on her hips, pulling her into him. When she felt him take hold of her her heart started to pound in her chest and then, she moved back further and she felt him. She felt a lump that bumped against her backside and when she realised it was his cock, she felt her pussy quiver. However, rather than let her nerves get the better of her, she tentatively moved back into him again, biting her bottom lip as she rubbed her butt against his shaft. She loved the feeling of his hardening cock against her, the feeling of intimacy on the crowded dance floor and the knowledge that his hardness told her that he wanted her.

Jacob was stunned by what was happening, he had not thought that Debbie would respond to his move on her in the way that she had. She was grinding herself back onto him, effectively stroking his shaft with the cheeks of her arse and it felt too exhilarating for words. He took a quick scan to check that no one they knew was anywhere nearby and pulled her further into the crowded dance floor. When they were well away from anyone who might know them they got closer and Debbie wrapped herself up in Jacob giving him access to her assets, such as they were. Jacob could feel how Debbie's tummy and hips had got rounder and wider in the years since he was an 18 year old making out with her at his prom, he brushed the sides of her small, delicious breasts, and marvelled at her large saggy arse that ground against his stiff cock.

He whispered in her ear 'Your body is such a turn on for me.'

She couldn't believe what he was saying, it was like no time had passed at all and he was still at school. But it didn't make sense, Jacob seemed to be even more attracted to her than he was when he was a teenager, despite her gaining weight everywhere and looking, in her opinion, more and more like his grandmother rather than someone he might take to bed.

But right now, she wasn't going to question it, because she wanted him just as much as he wanted her.

'And yours is such a turn on for me.'

His heart leapt when he heard her say that - he wondered if maybe, finally, tonight was the night that he would get to do what he had wanted to for years now and go to bed with Deborah Riley.

He leant down to speak to her again 'So, do you... want to go somewhere?'

Debbie turned round to Jacob, not understanding what he was saying, 'What do you mean? Go where?'

Jacob's face fell, he couldn't have misread things, could he? Debbie was definitely attracted to him, but did she want to take things slowly and he had messed it up already?

'Oh, I just meant we could go outside for a chat maybe? It's really loud in here...' he trailed off.

'Oh! You meant...?' Debbie looked up at Jacob and laughed nervously. 'Erm, yes, I'd like to go somewhere...'

And then, looking straight into his eyes and not totally believing she was doing it, Debbie reached up and felt the length of his shaft with her hand. Jacob groaned quietly, as he felt her touch him.

'Let's get out of here.'

'Yes. Let's go.'

Jacob grabbed Debbie's hand and they walked out, pushing through the crowded dance floor and into the cold winter night. Seeing that Debbie was chilly, Jacob took off his coat threw it around her shoulders and Debbie gave him a grateful look.

He pulled out his phone to call a cab and then realised he didn't know what address to give, he couldn't take Debbie back to his, where his parents lived, but he also had no idea where she lived. He looked over at her and saw her looking straight back at him.

'Just say 22 Walden St.'

So, Jacob made the call and the man on the other end of the line said that a car would be there in 10 minutes. Jacob put his phone back on his pocket and pulled Debbie to him, wrapping her in the warmth of his body. He gave her a kiss on the forehead, causing her to look up at him and he kissed her softly on the lips. She leaned into him with a quiet moan, resting her head on his chest. She marvelled at how safe she felt in his arms, as if they were already at the stage of being in a relationship when they had only had a few chaste kisses. But she was taking him home with her already - it felt like it was too soon, but also the most natural thing in the world. She couldn't wait to have him all to herself and he clearly felt the same way, if the hardness pushing into her hip was anything to go by..

Jacob was so aroused by having Debbie in such close proximity, her hot breath on his neck sent shivers down his spine and fire through his cock. He couldn't believe that this was finally going to happen after years and basing many of his relationships on this woman (see The Travelling Chronicles for more details). He knew Debbie wouldn't be a lot of men's cup of tea, perceived to be 'past her prime', but he couldn't get enough of her.

They both stood intertwined with each other, but lost in their own thoughts, until Jacob got a call from the cab driver who was round the corner. They walked to the cab and got in. The driver was a chubby, middle aged blonde.

'Where to, love?'

Debbie replied with the address she had given Jacob.

She was clearly a chatty woman, as she engaged them in conversation immediately.

'No problem at all. So you taken your mum out for dinner have ya, love?' she said to Jacob.

Debbie looked at Jacob, smiling awkwardly. Then, surprising Jacob, she said 'Oh, he's not my son...'

And she kissed him on the lips, emphasising what she had said.

The cab driver, widened her eyes and gasped. 'You mean you're...? Well, good on you love. If you can bag a young man like that, no woman our age is gonna say no are they?'

She dissolved into a cackle.

'Mmmm, well I'm definitely not.'

Jacob had never heard Debbie talk that way before, she was always so reserved in the classroom and in general that it shocked him to hear her be so bold with a stranger. It turned him on and increased his anticipation of getting her into bed.

It was only a 20 minute drive, but the cab driver kept on talking for the whole journey, not seeming to care whether the two of them were listening or not. When they had paid and were about to get out, she looked Jacob in the eye through the rearview mirror and told him to make sure Debbie had 'a good time tonight'.

Jacob and Debbie left the cab and walked up to Debbie's small terraced house. She put the key in the lock, turned it slowly and pushed the door open. She stepped into the house, Jacob followed and closed the door behind him. In the little hallway, Debbie stepped around him to lock the door behind them.

From behind Jacob slowly felt Debbie's butt, and then ran her hands up her hips, tummy and then cupped her breasts. As he fondled Debbie's breasts, he felt her nipples harden against the palms of his hands, as she leant back into him, feeling his cock, which seemed to have almost been continually hard for the last half hour without any relief.

'Take me now,' Debbie whispered in his ear.

And he did. Turning her round, Jacob pushed Debbie back into the front door, kissing her passionately, feeling the soft tongue that he remembered from years ago, tentatively pushing its way into his mouth. He moved his hands over Debbie's body, enjoying his exploration of every bit of it, just as he did in the bar, but with more enjoyment and arousal, as they had some privacy now. Still kissing they stumbled into the living room and Debbie gently pushed Jacob onto the sofa. She dropped her bag and without hesitation got on top of him and started kissing him again. Straddling him she sent shudders through her body by grinding her soaking pussy against his hard shaft.

With his tongue wrestling with hers, Jacob reached behind Debbie to unzip her dress. Once the zip was down he wanted to take it off her, but she tensed up, continuing to kiss him, not letting him get the straps over her shoulders. Finally, Jacob pulled away from her and looked her in the eye.

'Debbie, what's the matter?'

'I just think that once you see my body you won't want to touch me...'

'Why would you think that?'

'Well, I'm guessing you haven't seen a woman my age naked.'

'Debbie, why do you think I'm attracted to you?'

'I didn't know why when you were 18 and I definitely don't know now, as I've only got a bigger belly and arse than I did then. And my tits certainly haven't grown.'

Jacob took a deep breath, he knew that this would probably come up at some point.

'Debbie... that's why you turn me on...'

'What??'

'Please don't be offended by anything I'm going to say. I have realised that yes, I am attracted to girls my age and I am attracted to conventionally attractive women. But they don't arouse me half as much as a woman who is maybe older. I like wrinkles, I like saggy tits, I like women with a bit of... extra weight. If I'm going to spend a night with a woman I'd much rather spend it with that kind of woman.'

Debbie was looking at him with suspicion, not believing what he was saying or that he was saying it. And she wanted to address something, now that she had the chance.

'Well, where did you go then? That night that you were going to come to mine after your prom.'

'I got tied up by Jessica Samuels who was drunk and wanting to get me into bed...'

As he said this, he saw Debbie's eyes look down, 'But I took her home! To her bed and left. I swear you were the only one I was wanted to be with that night, but by the time I was able to call it was 1am and I thought it was too late.'

'And the days after that?'

'I don't know... I guess I was immature and I was aware of that and thought that I might hurt you.'

'How would you hurt me?'

'Well I was going travelling and then to university... I guess I was just worried about starting something that I would then have to stop...'

'Oh dear, you really did overthink things didn't you? So my body, you do like it then? Really?'

'Yes, I don't know how I can prove it to you...'

'Well there's one very simple way...' she said, getting up and standing in front of Jacob.

She stood there quietly, looking into his eyes as she slowly slipped her shoes off. Then, even more slowly she pulled the shoulder straps of her dress down her arms, watching him the whole time. As Jacob sat there wide eyed and dumbstruck, Debbie held the dress to her chest for a second, then she let her hands fall to expose her meagre womanly charms. That is, meagre to most, but a delight to Jacob.

The small, plain woman stood there, still fully expecting him to walk away. However, he had not yet done so; looking ever more confused Debbie reached behind her back and released the catch on her bra. Then, looking at him again, she brought her hands back around to the cups of the bra and slowly brought them down, pulling the bra away to reveal the small, saggy breasts underneath.

Jacob moved his eyes down to them. They were exquisite; now, without the bra to hold them up, they sagged deliciously. There was no roundness or fullness to them, instead they were pair of tubelike breasts that fell straight down her chest, so that Jacob could only see half the large areolas and Debbie's dark, rubbery nipples pointed at the floor.

Jacob got up off the sofa and walked over to where Debbie stood quietly, looking down, as if ashamed of her body. He gently lifted her chin, so that she was looking up at him and he leant down to kiss her softly. Then, still kissing her, he dropped his hands to her breasts, those beautiful, empty, saggy breasts that he had wanted for too long and now had his hands on. He lifted them, enjoyed the feeling of the floppy, loose skin. He moved his hands over them, his thumbs coming to her nipples, gently flicking them. Debbie gasped into Jacob's mouth, her kiss becoming more passionate, as his attention sent shocks to her pussy. Then, Jacob pinched the nipples softly, lifting the little breasts by their dark, rubbery nubs, swinging them gently. Few things got him going like a pair of saggy, hanging breasts and he was intent on enjoying this particular pair.

Debbie had lost all previous inhibitions and started to furiously unbutton Jacob's shirt, then after pulling it out of his jeans, she moved her hands over his chest. He was no Adonis, but he was toned, with a hard chest and flat stomach... and below that was what she was nervous and excited about seeing. She faltered, hands hovering around his hips, his crotch, not knowing how to take the next step that she so wanted to.

Jacob, whispered into Debbie's mouth, with his hands still on her tits, said 'Go on. Take them down, Deb, I know you want to.'

Debbie didn't respond to what he said, but her shaking hands undid the button on his trousers and pulled down the fly. She broke off their kiss and looked down at Jacob's hard cock, despite being inside his boxer shorts, pointed at Debbie. She touched it through the underwear with the back of her hand, hypnotised by how big it was. It had been such a long time since she had seen one, that she wanted to just look it for a second, even encased in the boxer shorts. It pulsed, begging to be released and satisfied, and she was both excited and scared that it was her who was going to be satisfying it. She looked up at Jacob briefly and she couldn't help but notice the contrast between his body, which was hard and smooth, and hers, which was soft and wrinkled.

Jacob watched as those soft, wrinkled fingers of Debbie's hooked into the waistband of his boxer shorts and slowly pulled them down. His cock bounced out of his underwear, and Jacob was thankful that it was now free from constraint and also keen to see what Debbie would do with it.

On first sight of Jacob's naked dick, Debbie was pretty much salivating at the thought of putting it in all her holes and tasting what he had to give her. Despite her motherly appearance she could not deny to herself that there were few things she didn't enjoy in the bedroom. She slowly encircled his shaft with her small hand and slowly started to stroke it, up and down. Jacob pulled her back into another kiss, squeezing her hand and his shaft between their bodies. He was almost humping Debbie's hand, so desperate was he to get inside her.

Debbie pushed him back gently, whispering 'Calm down, tiger' as he fell back on the sofa.

She leant down to Jacob to kiss him gently on the lips, as he delighted in the way her little tits dangled like pendulums when she bent over. She traced her hand down his chest, stomach and came to rest it on his cock. She stroked it for a couple of seconds while he watched her body with pure lust.

Then, Debbie knelt in front of Jacob, watching his cock as she continued to stroke it gently. Jacob couldn't get enough of the sight of her wrinkles and liver spots next to his skin. As she brought her hand up again, a large bead of precum appeared at the top of his cock and before it could run down the shaft Debbie had caught it with her tongue, and suddenly she had swallowed his cock in her mouth. It happened so suddenly that Jacob was initially shocked silent, but then Debbie's lips were moving up and down on his meat. At first it was only slowly but as she began to build speed, Jacob realised that not only was Debbie not afraid to suck cock, she was also fucking good at it. As she came to the top of his shaft she swirled her tongue around it and then, as she went down it was like her mouth was an industrial suction valve, such was the power with which she sucked him off. Jacob's hands moved through Debbie's grey head of hair, as her head bobbed up and down on him.

For Debbie's part, as soon as she had licked the bellend she was hungry for it and wanted to swallow its seed. It was not as if Debbie was a stranger to oral sex, but licking pussy (more on that another time) was so different to cock sucking and she had thought for some time that she wouldn't get her lips round a cock ever again. Now that it was happening, she wanted to make sure she did it right. Jacob's throbbing dick felt so good filling her mouth that she was taking in more and more of it without thinking, until it hit the back of her throat and she was gagging on him. She smiled inwardly at the sounds her deepthroating blowjob was causing him to make. She reached her hand up to her pussy to find that it was sopping wet and she began to flick her clit rapidly, still fucking his cock with her mouth.

'Debbie, oh fuck, get on top of me now.'

Oh yes, she loved a man who knew what he wanted and she realised that the night of the prom had not happened for a reason, because she was going to enjoy herself a lot more with this 22 year old than that 18 year old. Debbie pulled her mouth off his cock, stood up, put her legs either side of his and without missing a beat, plunged her pussy right down on his solid shaft.

'Oh. My. Goddddd...' she whispered.

As the walls of her pussy moved around his cock, this was said as a low, guttural moan of pure animal passion. She needed this. She had been starving for years and now, finally, she was being fed.

Debbie sat there for a couple of seconds enjoying the feeling of being filled with cock again after a long time without it. She couldn't tell if he was big, or if she had just not had it for so long that she couldn't tell the difference. Either way, he was plenty big enough for her greying pussy and she knew she was going to enjoy this.

She leaned back, pushing her little tits out, virtually begging for them to be grabbed, which is what Jacob did. He squeezed them, one in each hand, feeling that they were about the weight of a couple of withered tangerines and then pulled on the nipples as Debbie began to ride him, which caused her tits to not bounce like a pair nice, younger ones would in porn; Debbie's saggy ones flopped and swung loosely. As she bounced on him she got faster as she needed more of him inside her. Then, she leaned over him putting her hands on his chest so she could ride him more easily. When she leant over her little tits begun to swing like pendulums again and Jacob let them as he loved the sight.

Debbie's eyes were closed in the throes of passion, just enjoying the feeling of Jacob's hard meat as it plumbed the depths of her pussy, so she had no warning when his thumb met her clit and started to rub it in time to her movements. She shivered from the intense pleasure of his attentions and rode his cock even faster, as she became hungrier for everything he could give her. She grabbed her tits, pulling on those dark nipples, freed from any concerns about how her body looked at that moment, with her floppy tits, greying bush and messy, greying head of hair. She was so fully in the moment, that she was not thinking about anything but how good her pussy felt right then. As she started to tire, Jacob took over and held her still above him as he started pushing his cock into her from beneath, building speed until he was pounding her and the sound of their slapping flesh echoed round the room.

Debbie was beside herself with pleasure, the feeling of being fucked, her pussy filled with cock was something that she had been missing for too long. However, she realised that as much as she loved what was happening, she wanted

'Can you fuck me now?' she asked, having stopped moving but still sitting on his dick, her eyes pleading with him.

Jacob was hardly against the idea, so he swallowed and nodded. Quick as a flash, Debbie had stood up and pulled him up with her. Then, she got down on her knees and took him in her mouth again, cradling his balls in her soft, gentle hand. She bathed his balls with her tongue for a short time, then looked up at him again briefly and crawled to the sofa, got up on the sofa and presented her saggy butt for his cock.

'Take me please.'

Jacob moved to stand behind Debbie. Understanding what she wanted, he grabbed one of her hips with a firm hand and used the other to guide his cock into her from behind.

'Uhhh. Oh. JESUS.'

He moved all the way in and then back out - Debbie still wasn't used to being fucked, so when he entered her again, it was as if she was freshly aroused all over again. His dick still felt new to her, as if he was an intruder... which she was not averse to, another secret fantasy that she had never admitted to herself until just now.

He was picking up some speed and she loved the feel of him entering her, it felt so right, and yet so terrible that this was a former student, but as Jacob started to pick up the pace, Debbie could not deny how good his cock felt inside her. He was going much faster now, his hands gripping her hips - she loved to be manhandled the way he was doing now, made to serve, made to feel like she was a slave to his needs, and then he felt his hand in her hair, as he pulled her head back. She gasped with the need for him, much more of this and she was going to cum. Hard.

'Uhhh, uhhh, uhhh, uhhhhhh...' he was properly pounding her now and she had lost all use of her voice and was reduced to animalistic grunts as he fucked her. She felt a wave building inside of her and knew her orgasm was building, as Jacob continued to pull her onto the spear of his manhood. She was powerless to resist him, not that she wanted to, but the fact that he was clearly powerfully turned on by fucking her made her feel amazing. Any resemblance to the demure schoolteacher, Ms Riley, was nonexistent - she was a slut in heat and she needed this.

Jacob looked at the little woman that he was fucking as hard as he possibly could, pulling her onto his cock. He felt like if he fucked her too hard she would break, but she clearly wanted more. He leant down, so that his torso lay on top of hers, pulled her hair back, and held her in place while he fucked her as though he hated her, slamming into her with his thick meat. Being so close to her he realised that she was talking to herself, whispering a stream of dirty talk.

'Oh fuck me, fuck me hard. Fuck me with that big dick young man. Fill me up like the slut I am. Make me your dirty, old whore.'

He did not realise Debbie would even think of using such language, let alone find it a turn on during sex. Jacob leant down so he could whisper into her ear and he had an idea of what he should say to her. He grabbed her hanging tits, which swung with their fucking like overly ripe fruit.

'Talk to me, Debbie. Tell me how much you want this.'

Debbie had not been overly aware of what she'd been saying, but when Jacob said that she felt like she was allowed to be who she wanted and she didn't miss a beat.

'Fuck me like the whore I am! Grab these saggy tits, fuck my old pussy and make me your cheap slut! Make me cum on your cock, you beast of a man!'

They were both close to cumming now and Jacob hammered her pussy, well aware of it, and she was still talking.

'I am just a lonely old woman, desperate for cock. I need you to fuck me. I want it. I need it. Ooh, yes darling. I'm going to cum. I'm going to cum. Ah. Ah. Ah! Aaaaahhh.... oh yes, oh yes, oh yes...'

Debbie was bucking against his cock and as she came and clamped around him, it seemed to pull the cum from him and he unloaded into her. Jacob grunted loudly as he came, his load spattering the walls of Debbie's pussy and he continued to slam into her for at least another minute, during which time Debbie came again, screaming 'Arggghhh! Oh my god, fuck me fuck me fuck me fuck me....' until she could speak no more. Jacob lay on her tiredly, slowly moving his spent cock in and out of Debbie, as they panted in unison. He stopped, but still lay on top of her, holding each of her breasts in one of his hands, squeezing them very slowly and gently and playing with her nipples.

Finally, Debbie spoke, with her head on one side on the sofa pillow and Jacob's lying on top of her with his cock still inside her. 'Oh my god. That was... something else. You have grown up, young man.'

'Mmmmm, I'm glad you liked it as much as I did,' he said, still recovering.

Eventually, Jacob pulled out of Debbie with a squelch, and she moaned almost in mourning, wanting him again. He pulled her up and they kissed, their tongues sliding over each other lazily, nothing done fast after their exertions.

Then, Debbie walked ahead of Jacob, his cum dribbling down her leg, but she didn't care about that. She was more confident in her nakedness now that he had seen her, warts, wrinkles, and all. She pulled Jacob towards the stairs, and up to her bedroom, threw him on the bed and crawled in beside him. They did not say another word before falling into a blissful, dreamless sleep.