Fynn's 21st birthday present (Foxy Lady and GenderBender)

[Foxy Lady]

‘Sheila, do you mind if I ask you something, just out of curiosity you understand?’

Yes, I did understand. Felicity never asked anything just out of curiosity and when she said that was what she was doing, you could be sure it was anything but. So this explained her sudden visit this sunny afternoon carrying a bottle of cold Pinot Grigio for us to share by my pool.

‘Of course not,’ I replied, ‘ask whatever you like, fire away.’

I took a sip of wine and waited for her question.

‘Have you ever screwed a virgin?’

That was it, like all her important questions, short, direct and never what you would have expected.

‘Well,’ I took my time as if having to think back over my entire sexual history, ‘I can’t be sure, because guys don’t like to admit that it’s their first time. but there was one for certain and another I suspected at the time, because he didn’t have much of a clue. But,’ I added almost as an afterthought, ‘that was a long time ago now.’

I didn’t bother asking her why she wanted to know. There was no need; she was going to tell me anyway.

‘I’m only asking because I know you’ve been on your own for a while now and there is a bit of a favour I want to ask, a big one actually.’

Right. She was worried about getting to the point, so this must be really important for her.

‘Don’t worry,’ I tried to sound reassuring, ‘favours are what friends do for each other. Just tell me what you want.’

Once again, what she said was a complete surprise.

‘It’s Fynn.’

I waited but there was nothing more. So I put two and two together and tried to make them come to less than 28. If this was about me being on my own, and screwing a virgin, and her son, there was only one connection I could make. She wasn’t accusing me of picking his cherry, because I hadn’t. I’d barely seen him since he went to uni and a good looking kid like him would have clocked up more experience than I had at nearly twice his age. So what was it that she was asking me?

‘It’s a bit late for me to pick his cherry, Felicity, so what are you asking?’

‘No, it’s not, you see, Sheila, that’s just it, it’s not.’

‘Are you seriously telling me that Fynn is still, that he hasn’t, that-’

For once I was speechless.

‘He admitted it last week, when he came back from uni. I asked him if he had a girlfriend and he said no, he didn’t bother with girls, which naturally made me ask if he was gay but he said no, he wasn’t. Anyway, after a lot of questions, he admitted that he had never actually had sex. Everyone assumed he was experienced, just like you did and I had, and that made him nervous because he was sure that it would be obvious that he hadn’t done it before. You see my problem?’

No, I didn’t see her problem. Fynn might have one, but his mother didn’t. He was an adult and could arrange these things for himself.

‘So where do I come in?’ I asked as if I didn’t know.

‘I was wondering, that is it would be a weight off my mind, as a mother, if you could, if you wouldn’t mind, you know, doing it with him, for his first time, just to give him confidence. Please.’

Shit. What was I supposed to say? Had she asked Fynn? Would he fancy someone my age? How would he feel if he couldn’t perform with me? And how would I feel for that matter?

Felicity never could cope with silence, so she quickly fired off more questions.

‘He’s 21 next weekend, so that would be a good time, wouldn’t it? Could you do it with him? As a surprise present?’

So this is what friends were for.

 

[GenderBender]

There’s Polly, on the dot as usual. Same time every day. Same place in her garden. Just where I can see her from my window. Just where she knows I can see her. The lounger is in the same position, so I look down on her. She’s wearing a bikini. Different one every day. Today, it’s dark brown bottom with orange top. She drops the top and turns towards me, letting those tits bounce a bit. They’re not that big, but the nipples are huge. And now she’s rubbing sun cream over them, which she could have done in doors, and then over her stomach and thighs and calves. Before she lies on her back and open her legs, right in line with my window, sending me a message, inviting me to join her, to climb aboard and …

And then, it happens. I shouldn’t be afraid to say what it is. I go soft, my rock hard cock just deflates and dangles over my balls. It’s been like this every day since she came home after graduating. It’s been like this with every girl I have ever fantasised about. Every girl – yes, go on, be honest with yourself at least – with every girl since I spied on my sister and her boyfriend. She spread her fat thighs and he climbed between, except he didn’t go soft, he stayed hard and sank into her and pumped away. How long ago was that? I can’t remember. They’re married now and got two kids, so he must still get hard for her.

It shouldn’t have had any effect on me, but it has. I guess brothers aren’t supposed to see their sisters like that. It was different when I used to spy on mum and dad, while he was around obviously. That didn’t bother me at all, I used to get off every time as I watched their shadowed figures through the crack of the door and listened to their chat and their sighs and their moans and groans, and the creaking of the mattress. If I could picture them when I imagine myself with Polly, it would be different, I’m sure, but I can’t and I know I couldn’t if I actually tried, and that would be just too humiliating for words.

 

[Foxy Lady]

‘Look, Felicity,’ I tried to reason with her, ‘this is all very well in theory, but how is it going to work in practice. Fynn probably doesn’t even fancy me. And even if he did, what are you going to do, tell him to come round for a quickie or wrap me up as a surprise present or have me jump out of a cake or what?’

Felicity smiled smugly. She had obviously thought this all out, or thought she had.

‘It’s easy, Sheila, you just seduce him, like you do with all the guys, it’ll be easy for you, he won’t stand a chance.’

I could not believe this.

‘What?’ I demanded, ‘what other guys?’ I’d not had any guys since, well, since I’ve been on my own, which was almost eight years. Except for a very unsatisfactory afternoon with Felicity’s late husband, which I preferred to forget.

‘Come on, it’s no good denying it, all the women around here have kept their partners on a short leash once you were on the market again. It’s a dangerous age for a woman in her 30s, no man is safe if she is on the loose.’

‘Hang on,’ I thought I had got a good answer to this one, ‘what about you, you were in the same position, after, well, when you were alone. What have you been up to?’

But she had an answer, as always.

‘Actually, I haven’t been and the other women understood that I wasn’t a threat because of what happened.’

Yes, well, that was understandable I suppose. He had been on duty overseas and had stood on a mine. Rumour had it that his balls were found in the next field, but that was just a rumour.

I sat quietly for a moment. This explained a lot, parties that I wasn’t invited to, looks that I had got in the street, wives who suddenly came out to talk to their husbands as I passed.

I had hoped that Felicity would fill the void as she usually did, but for once she had nothing much to say.

‘Right, then, that’s settled. Thanks so much, Sheila, I knew I could rely on you.’

And with a wave, she was gone.

Shit.

And the worst of it was that I was as out of practice as Fynn. How was I going to get out of this one?

 

[GenderBender]

I cannot stop thinking about that question mum asked me, about having a girlfriend. How could she ever ask me a question like that? It’s the sort of thing you ask a teenager, not an adult. And then I had to explain that I wasn’t gay, as if that was ever an issue. It all started off innocently, well apparently innocently, because nothing is ever quite what it seems with my mother. She was the same with dad while he was around. She’d asked a seemingly innocent question and before you knew it the conversation had turned toxic.

It would have been OK if I had been prepared. It’s easier to lie when you are ready for it, at least that is what I find. But my instinct is to tell the truth, which isn’t always the best idea. And that is what I did, up to a point, not the whole truth obviously, no way could I tell her about spying on my sister and her boyfriend. But look where it got me. I’ve had to admit that I’m a virgin, and as if that isn’t bad enough at my age, admit that I am still one when I am almost 21. She had gotten married and had me by that age. It’s just so humiliating talking to her about it and seeing her watching me and wondering what is going through her mind.

I just pray that she doesn’t tell anyone else. She’s always gossiping and giving away information in the hope of getting something back. I couldn’t bare it if the neighbours knew and were sniggering behind my back. Because that is what I would be doing if … well that doesn’t matter.

The worst thing is that she has something up her sleeve. She keeps dropping hints about my birthday and the party she’s organising. I don’t mind that, at least I wouldn’t have if it hadn’t been that the hints only started after I’d told her about, well, you know what.

I really should get this sorted. If only I could get those images of my sister out of my mind, I could go to some massage parlour or hiring an escort. I meet enough girls. If I knew one of them was a virgin too, that would be fine, because she wouldn’t notice, hopefully, or if I really liked her, I could admit it. But at my age, girls expect me to be really experienced.

Damn. I am attracted to women, honestly, I’m horny all the time, wanking several times a time sometimes. There was one class when his girl kept rubbing herself on my thigh during the lecture, but let’s not go there, that was just so embarrassing, really, you wouldn’t believe the mess I was in by the end. She thought it was hilarious.

You know my worst fear? Mum hires a stripper for my party and then announces to everyone that I’ve never done it and pays the woman to go off with me. I actually dreamt of that last night. I’d just die. And don’t think she wouldn’t do that to me. She would, believe me, she would.

 

[Foxy Lady]

I stood naked before my mirror, not something I did all that often nowadays. There had been a time when I admired what I saw and made sure it looked its best for anyone who happened to see it. But those days were long gone. My body was now best described as it had been by the doctor at my last annual medical – in good shape for your age.

Yes, for my age, that was probably intended as a compliment, but it didn’t help me seduce a 21 year old man. How could I compete with the likes of the women he met at uni or even the ones he could see from his bedroom window. Take Polly, home from uni, now recently graduated. And ready to show off her body to anyone who happened to be watching. As I would, if I looked like her. Tall, slim, even golden tan, flat stomach, firm breasts, tight buttocks, and all clad in a miniscule bikini that just about covered her nipples and clitoris. You could almost hear the guys blowing off as she walked down the street wiggling her ass for them in her tight skirts.

No, my body was lived in, which meant pale, scarred, sagging a bit but not so much that I need that special support clothing, although that would day not be far off. My clothes were smart and ideal for the office, but not for a 21st birthday party. And as for the underwear, well, it was that uniform grey that white satin and lace that is the result of too much washing. I found some sexy items in the back of the drawer, not used for years and smelling musty. They still fitted my body but – and with a jolt I realised the truth – my body didn’t fit them. Yes, it was me that the problem, my attitude and lack of self-esteem. Good haircut, manicure, subtle make-up and a visit to the tanning salon, that would fix the outward show, but it was how I felt about myself that was letting me down.

No way could I cope with Polly and her look-alike friends, not so long as I felt inferior to them. What did I have to compete with them? Experience, maybe, but I was long out of practice and she was probably better acquainted with the techniques to satisfy a young man than I was.

No, confidence was what I lacked and how was I going to get that back, in time for his birthday?

 

[GenderBender]

Polly’s there again.

I’m beginning to wonder about what she is up to. She must have noticed that I’m watching her, so she must be wondering why I don’t approach her at all. does that mean she thinks I may be gay? That was my mother’s first reaction, after all. And if she did, she is bound to have discussed it with her friends. Shit. And they will remember that I have never got close to any of them or their friends. And they may put that altogether and decide that I am not interested in girls at all. Meaning that I am gay. Shit and double shit.

Not that I have anything against gays, far from it. It is just that it isn’t true in my case. But how can I let her know that I am not gay, without giving away my real secret?

Maybe I shouldn’t make it so obvious that I am watching her. Then she may lose interest and not bother discussing me with her friends any more. I was still debating what to do while Polly was massaging oil into her tits, when mum called upstairs to me.

‘Fynn, Sheila has popped in for a coffee. Come and say hello.’

Well, that was as good a excuse to myself for not watching Polly finish her show, so I went downstairs to have a coffee with our neighbour.

 

[Foxy Lady]

I popped in to chat to Felicity about some of the practicalities and to find out what she had told her son. I had expected that he might be at home, but the last thing I expected was that she would call him to come down and join us for coffee.

I’d seen him around, but not hardly spoken to him since he had gone to college and then uni. He was a good looking, presentable young man, but relaxed he certainly was not. No way was he comfortable around women, which might account of him still being a virgin. He seemed nervous and unsettled around me, barely looking directly at me, although I caught him watching me out of the corner of his eye several times, and fidgeting in his chair, bumping my leg and my elbow. For a while, I wondered if his mother had told him what she had asked me to do. If she had, that would certainly account for his discomfort and embarrassment. But she would surely have told me before calling him down to join us.

I have to admit to feeling nervous myself. I hadn’t made any effort with my hair or makeup, and I was just wearing a simple cotton dress that allowed the air to flow freely over my body in the early afternoon heat. Even in Felicity’s kitchen, I was bathed in sweat with my dress clinging to my body. Fynn too had a sheen of sweat on his bare chest that showed off his muscles. Not that I was looking at them openly, but no self-respecting woman would pass up the chance to get an eye full at close quarters.

In the end, he made his excuses and left, leaving me with his mother and the planning of the big surprise present. I had no idea how this was going to work and, the longer we talked, the clearer it became that neither did she.

 

[GenderBender]

Fuck, she’s hot. I’ve not really met her for years, just waved across the fence or as she drove past in the car. Not actually talked to her since I went to college. But I knew she was different as soon as I saw her. She hadn’t made any effort with tan or make up or even brushing her hair, just the opposite of Polly. But there was something about her, a maturity, a sexuality. The way that simple dress clung to her. The way her tits moved as she shifted in her chair, the way the material stretch across her thighs as she twisted towards me. it was like I could see through what she was wearing to the body beneath which I was sure was naked, absolutely positive. She’d just thrown on the first thing that came to hand, just for basic decency.

She pretended not to be interested, but I caught her throwing glances in my direction when she thought I wasn’t looking, checking out my body, which I have to admit is in good shape. I’m pretty well ribbed. And touching me too, all innocent and accidental like, but she didn’t kid me. The knee that knocked against mine, the thigh that rubbed mine, the elbow that jostled me.

I never understood what dad saw in her. He was always looking at for glimpses of her in her garden or even just getting into her car. No wonder mom kept a close eye on him when he visited her. Now I understand the comments I’ve heard from the wives around here, disparaging her, saying she is just after their men, any cock in a storm one of them said.

It wasn’t long before I was rock hard, just as she intended, I’m sure. And that made me fidget around, trying to get comfortable, desperate to hide my erection, from mum more than from her, because she knew the effect she was having. In the end I made a dash for it, as soon as they were both distracted. I needed a wank and it didn’t take long before my spunk was spraying over me as I lay on my bed.

Now if I could get between her legs, but … shit … why would she want me when she could have a guy with experience?

Damn.

 

[Foxy Lady]

I was frightened. No point denying it. It had been eight years, eleven months and twenty days, since my partner had walked out. And eight years, eleven months and nineteen days since I had last fucked. Needless to say, he hadn’t mentioned his plan to leave the next day when he got his leg over me the night before. There’d been no sign of our relationship becoming stale when he screamed as his bollocks exploded as I gnawed his nipple, the left one if I remember. And that was it, apart from a brief encounter with Felicity’s husband, now also departed. He claimed he came so quickly because I was so exciting. Rubbish. And I told him so. He came so quickly because he was a premature ejaculator. No one Felicity always looked frustrated.

So, despite what our neighbours thought, I was not some dangerous sexual predator ready to drag any passing male into my boudoir. And for ‘any passing male’ read ‘their husbands’. No, I was a woman who had been abandoned, gone off men, and had not even had a finger, let alone a vibrator, still less a real live cock inside her for the best part of a decade. And now I was supposed to use my feminine wiles to pluck Fynn’s cherry.

Did I even feel like it? Well, yes, to be honest, I did detect the beginning of a flicker of interest in some activity between my thighs. But I was realistic too, being well of practice in the finer arts of shagging, and only too aware of the competition I faced from the other available females like Polly. But seeing Fynn had sparked an interest. And his mother’s belief that I was the woman for the job had at least, and at last, given me some confidence. And after all it wouldn’t matter if he walked out and never spoke to me again; I was not looking for a long-term relationship. And it wouldn’t matter if he shot his load right off like his father; at his age, he’d be ready to go again within in minutes.

I stripped and stood in front of my bedroom mirror. Too late to do anything drastic, but a trim of my lady garden wouldn’t go amiss. A decent haircut too. then with some sexy but supportive underwear and a touch of makeup, I might pass as presentable for a desperate soon to be 21 year old. I pulled out some old dresses and tried them on for size. To my surprise, they fitted me well, especially as light blue Jersey number that always got Drew hot and bothered. Drew’s my ex, as you probably guessed.

Yes, maybe, just maybe, I might be able to pull this off.

 

[GenderBender]

My balls are completely dry. I’ve wanked, how many times is it now, can’t remember, but there’s nothing left. My cock feels raw and my balls are empty. It’s all her fault, the neighbour, Sheila. I just couldn’t stop myself. Every time I close my eyes, I remember the way she sat, the way she moved, the touch on my arm or along my leg. She was getting me going, I’m sure of it. That’s what women of that age do, isn’t it, when they haven’t got a man of their own, they get guys all hot up with seemingly innocent touches and the odd sly glance. I remember hearing dad talking about it with his mates, comparing notes about the available women in the street.

I’m sure they talked about Sheila. The other guys said she was a stuck up bitch and must be frigid, because they didn’t get anywhere with her. But dad said she just needed someone who was man enough for her and that she’s invited him round one afternoon and he’d left her screaming for more. I thought he was just showing off, making it up, because I couldn’t see Sheila writhing around, desperate for a cock inside her. But now I’m not so sure, after what I just experienced, no, dad may have been telling the truth.

Oh shit, imagine, dad’s fucked and now I want to fuck her. Maybe that is what she’s after, a father and a son. How would I feel knowing he had been there before me? Would she compare me? I hope not, because I saw dad and mum together a few times and he was giving her a real good pounding.

Somehow I have got to get to know her, because I can’t just walk over there and ask to shag her, obviously. But how do I get to know her? Perhaps I could offer to do some jobs for her. That might be a start.

 

[Foxy Lady]

The knock at her door took Sheila by surprise. She grabbed her dressing gown, ran down the stairs and rushed into the kitchen, expecting to see Felicity. Her gown was flapping open and she had no time to pull it closed when she saw Fynn’s face through the glass.

Flustered, she let him in and turned away to tie the cord before offering him a seat and a cool drink.

She sat down at right angles to him at the kitchen table as they sipped the lemonade before asking the obvious question.

‘So, Fynn, what can I do for you?’ She tried to keep her eyes on her face and didn’t notice that her gown had fallen open as she crossed her legs until Fynn’s eyes dropped with obvious interest.

‘Well,’ he raised his eyes to hers again, ‘I was just wondering whether there was anything I could do for you.’

Sheila adjusted her gown. It now covered her thighs, but had sagged to reveal her breasts.

‘It’s strange you should ask that, because I was just thinking the same thing.’

Fynn took his time to digest that response, which he used to stare blatantly at the mound of Sheila’s mature breasts.

‘Really?’ he asked eventually in surprise.

‘Yes, really. But perhaps not quite in the way you were thinking.’

Sheila shifted her position and the cord came unfasten, allowing the robe to fall open.

Both looked at what was now revealed but neither said anything.

 

[GenderBender]

Fuck, oh dear sweet fuck. She’s so blatant. No messing, just making herself available. Not like that silly Polly next door. She’s just teasing and tormenting me. And she’s not really sexy at all, not like Sheila. Now I know why I got turned on by watching mum fucking with dad but turned off by my sister. Mum was a mature woman with a real body, a body that knew about sex and what she needed.

I could take Sheila, I know I could. No worries about cumming too soon. NO. Of course, she knows more about sex than I do, but she would be expecting that and wouldn’t just lie back and expected me to perform.

I want her, right now, and she wants me, right now. If only, if fucking only I hadn’t wanked so often since she came over to see mom. I now I wouldn’t get hard, can’t get hard right now. Damn, damn, damn. I couldn’t survive the embarrassment of not being able to get it up for her. My cock just isn’t ready, I can feel it. Shit, shit, shit.

I make an excuse, can’t remember exactly what it was, something like I’m disturbing you, we can talk about this later. As I hurry away, I hear her voice behind me. ‘After lunch, Fynn, any time after lunch, I’ll be waiting.’

As I rush back home, my mind is full of images of that mass of pubes and her pink nipples and the way her thighs parted, just a fraction, inviting me, drawing me. And as I come into my home, I see mom walking from her bedroom to the shower, stark naked, unaware that I am there, watching, and displaying a body that is just like Sheila’s. And I feel myself going hard again.

What a fucking mess, what a total fucking mess.

 

[Foxy Lady]

I just feel completely humiliated. It wasn’t part of my plan to expose myself to Finn like that, it just happened, honestly. And I thought that it had an effect on him, seeing my body exposed in stages like that, teasing a bit, tormenting too. I could have sworn I was getting to him. But then, something changes, just when he saw my whole body exposed to him, well the front view anyway. He just couldn’t get away fast enough.

There was a time when guys would have thrown me onto the table after getting a flash like that. His father for one. But no longer. Obviously whatever it was that attracted men to me has gone, long gone. I need a lot of work to repair the damage, and there is no chance that I can manage that before his birthday. Not judging by his reaction.

The only way I’ll be picking that guy’s cherry will be to tie him down and rape him. And I could do that. I may not have the looks any longer, but I’ve got the skill. Skill and a desperate man can get a girl a long way in this world. It’s that or admit to his mother that this just won’t work.

Damn, just when I was getting used to the idea.

 

[GenderBender]

My balls felt like prunes this morning. Shrivelled and dry after so much wanking yesterday. It started with Sheila when she came over for coffee, at least that is what she said, and end when I felt Sheila’s kitchen and spotted mum walking around naked. I mean, totally, she left nothing to the imagination, there was nothing I couldn’t see and did. As soon as she was safely in the shower, I stood in the doorway watching her through the steam and wanked myself off. There was barely a drop left, just a few drops on the tiles, but cumming was so powerful, best ever.

That left me lying awake for much of the night. Was this something about middle-aged women, some sort of fetish? Or was it really about my mum, some sort of incest fantasy? Fantasy was all it was, no way did I actually want to fuck her, no sir. Not like I wanted to be buried in Sheila’s cunt. And I hadn’t forgotten her invitation to come back today, this afternoon, any time after lunch. But would I dare make a pass at her, or would she expect to take control.

As soon as I could decently slip away after mum had cleared the lunch things into the dishwasher, I presented myself at Sheila’s door. The front door this time. And what I saw when it opened almost made me cum in my shorts.

 

[Foxy Lady]

I’d completely forgotten that he was coming. Well, not completely; it must have been lurking in the back of my mind somewhere. But I wasn’t thinking about it, because my mind was full of the realisation that my body, which had once got men so aroused they could barely control themselves, had made Fynn run away as fast as he could go. I’d been trying to recapture what I had been like then by trying on various outfits, all of which persuaded me that it was no wonder he had fled. I had left to last my clingy sleeve dress that always rode up as I walked, to the point when it had more than once exposed my bare ass. Bare, because it was impossible to wear anything under it.

That’s how I was dressed when the door bell rang. It never occurred to me that it would be Fynn, who I would have expected to come to the back door like yesterday. But there he was, staring at me, in disbelieve. What must he be thinking? That was my instant reaction. I wanted to rush off and change, but I couldn’t leave him standing there when, after all, I had invited to come after lunch, which it now was.

‘Fynn, hi, sorry, I hadn’t noticed the time. Come in.’

I needed to get him a drink to give me a chance to change, so I led the way into the kitchen. The dress, of course, rode up as it always did and I only just managed to pull it down in time to prevent him getting a full view of my backside.

‘Let’s go into the kitchen,’ I said over my shoulder, ‘and get you a drink. Sorry abut this dress,’ I added, wriggling as I pulled the hem again, ‘I’ve just been trying on some old clothes before I throw them away.’

 

[GenderBender]

'No, you can't do that.'

It was my instant reaction to the suggestion that she throw the dress away. I mean, fuck, it covered everything, but left nothing to the imagination. The way she walked ahead of me showed every contour of her ass and when she was facing me the dress clung to her tits like a second skin. I ever saw her nipples stiffen when she saw me in the doorway.

I was going hard, just like I did when I saw mom yesterday. But different, this was an urgent erection, one that had a mind of its own and was pulling me towards Sheila. I'd never had one like that before, not ever.

'Please, I'm sorry, it's none of my business really, but that dress, well you look so good in it, it suits you.'

That wasn't what I meant at all of course. What I meant was that every time she moved it seemed to want to come off her body. Hell I saw glimpses of her ass twice in the few yards to the kitchen.

The dress didn't matter, not really, it was the way she wore it and moved in it. I wanted to take hold of her and pull her body against mine, let her feel how hard I was, how ready to take. Yes, I felt ready to take her, no nervousness at all. I could do it with her and without worrying that I would make a fool of myself. I wanted to feel what it was like to be in her cunt.

The only problem was: why would she bother with me when she could have any man she wanted for the taking?

'Look,' I coughed, 'you said I might be able to do something for you. Well, here I am, where would you like me to start?'

 

[Foxy Lady]

I’m sure Fynn has a hard-on. Not surprising at his ages. All the guys I knew back in the day were hard from morning to night. I’m making a conscious effort not to stare at his crotch, no need to embarrass him. It’s the way he’s standing, like he is trying not to make it obvious, and the expression on his face, which is rather red all of a sudden. If only that his reaction to me, wouldn’t that be something, at my age and in this saggy old dress.

What was he saying, yes, where should he start. Well, that’s a good question. Anywhere, pretty much, but how to make best use of him. He probably wouldn’t be much use dusting or ironing or making the bed.

‘Actually, in the yard, it’s a real mess. Anything you can do to clear it up will be amazing. There are tools in the shed, somewhere. Just do whatever you think needs doing. Take as long as you like.’

As he turns away to begin the work, I remember something important.

‘What about payment?’ I ask. ‘What do you charge?’

He turns back and stares at me for a moment before blurting out, ‘I don’t want paying, Sheila, but there is something you could do for me.’

I hold my breath in anticipation.

‘You’re coming to my party, aren’t you?’ I nod. ‘Well, will you come in that dress, please. It will put up my street cred when everyone sees I have a friend like you.’

And with that he’d gone. Leaving me flushed with pleasure. When you get to my age, it is surprising what little it takes to have that effect.

 

[GenderBender]

Not sure what came over me. This yard needs a lot of work, hard work, and I could do with the money. But instead I’ve blown it on the chance to see her in that dress again. It was worth it, just for her reaction. Like a schoolgirl being asked for her first date. All shy and blushing, but thrilled, I could tell that, absolute thrilled to bits.

I’m sweating away out here in the sun at the hottest time of the day, and there she is by the kitchen window, still in that dress. Watching me, like she’s enjoying seeing me, I’ve got my t-shirt off now. I am trying not to make it obvious, but I am catching glimpses of her as often as I can, out of the corner of my eye, when I stand upright to stretch myself. Keep hoping that she is going to call out to me, ask if I would like a drink, or to sit in the shade for a few minutes for a rest. But she doesn’t and I just keep working harder and harder.

And then, with sweat pouring off me, I finally pluck up courage to go and ask for some water, only to find the kitchen empty. I call out but get no answer, so I walk in and get a glass and turn on the tap and as the water is running I hear a noise and turn and there she is again, except she’s not in that dress any more.

‘Fynn, hi, sorry I didn’t know you were in here.’

I almost drop the glass as I turn towards her.

 

[Foxy Lady]

I’m standing there watching him, OK so I’m watching his body, you knew that was what I meant. His muscles rippling as he cleared the yard with sweating pouring off him. Loved the way he wiped the sweat from his forehead with a sweep of his hand, displaying a dark patch under his arms each time he did it. Imagined the same dark patch under those shorts, with his cock nestling in it. Wondered if he was cut, probably not, his father wasn’t. I’d prefer it if he was, but so long as he keeps it clean, I can live with it.

But most of all, I’m thinking about what he said. About my going to his party in that dress would raise his street cred with his friends. Not with the old guys of the neighbourhood, with guys his age. Guys who are surrounded by Polly and her friends with their tight asses and their pert tits. But no, they’d be turned on by saggy boobs and mobile buttocks in a skirt that’s what at least a decade old and is tight, even tighter than when I bought it, and keeps riding up to my ass. Is that why the women around him made sure they kept me away from their men once I was on my own?

So in the end I left Fynn to his toil and went upstairs to look at my clothes again. And there was a bikini, one I had only worn on holiday just before, well, just before I found myself on my own. Bright red with thin straps, just enough support and sufficient coverage for decency. No way could I wear that with my pubes all straggly and tangled, but I wanted to see how I looked, just out of curiosity. And that meant doing some trimming. So out came the razor and off came the hairs, enough that the bikini bottom would conceal what was left of my lady garden.

And then I tried it on. With my new eyes, I looked good, well at least I convinced myself I did and I was just wandering around, trying it for size, so to speak, getting used to having my body exposed again, and completely forgetting about Fynn and never expecting to find him in my kitchen. I would have slipped away without him noticing but I didn’t, didn’t want to if I am honest, wanted to see his reaction. And what a reaction. He almost dropped his glass.

‘Sorry, Fynn, did I startle you? I’ve just been trying on some of those clothes I was going to discard and then I thought maybe I should catch some sun now that it’s not so hot. What about you, you’ve worked up a sweat, why not step out of those shorts and join me by the pool.’

 

[GenderBender]

WOW. What a sight. I’m so busy staring at her body, I don’t take in what she is saying. She is stunning. A real woman, not like Polly who looks like a doll just taken out of the box. Fleshy thighs that will trap me – yes, will trap me – there is no doubt about that that is what I want to happen, will not be happy until it happens. Tits that will flop and bounce as she lies back while I pound into her. And, when she walks past me, an ass that wobbles and will fill my hands as I pull her to me.

Just – I realise in a flash – just like my mother. No wonder I was so aroused when I caught sight of her walking across the landing. No wonder I had those fantasies as a teenager when I saw her and dad fucking. It’s not that I have some incest fetish, which worried me for so long, it’s just that she is a mature woman with a body that is just what a guy wants, somehow who knows what she wants and how to give a man what he needs.

I stagger after her as she sways towards her pool.

‘Sorry, Sheila,’ I call out to her, ‘I can’t take my shorts off. I’m not wearing anything else.’

For some reason, her answer does not surprise me.

‘Don’t worry, no one can see us and you’ve not got anything I haven’t seen before.’

I’m sure that is true, but I doubt whether she knows I have a rock hard erection tucked out of sight. I am just wondering how to get it to go down when her next comment does surprise me.

‘I’ll strip off too, if it makes you more comfortable.’

 

[Foxy Lady]

I was still half out of my costume when there was a flash of a white ass as Fynn dived into the water. Shy, maybe, or stiff, more likely. Either way, he’d get used to the idea of being naked by the time he got out. And he’d have the chance to getting used to me naked too. I waited until he was swimming back towards me before casually releasing my top and tossing it onto the ground. As he approached, I turned and bent forward as I eased by bottom between my thighs and over my feet.

By the time I had turned back towards him, he was swimming off down the pool again. I sat on the edge, my feet dangling in the water, and my thighs aligned with his face as he did a quick somersault turn to come back along the pool. As he approached, I opened my legs slightly, nothing too blatant or crude, but enough to draw his attention. He stopped in front of me to tread water, giving me the chance to see that he was still hard. I wasn’t making things easy for him and I didn’t intend to.

I stood, leaned forward, my tits dangling, and stretched out my hand.

‘Out you come,’ I told him, ‘you’ve cooled off now, time to sit in the shade for a bit.’

He had no choice but to climb out with his cock waving in the air. It was uncut and nothing special. Not thick and not as long as most of the guys I’ve known. certainly, nothing to compare with his dad’s. I gave it a quick glance and led the way to the loungers, taking him away from his shorts.

‘Nice,’ I remarked casually, ‘very nice.’

‘Sorry,’ was his only reply.

‘Why?’ I demanded, turning towards him. ‘What is there to be sorry about? It’s a natural reaction and a compliment. I’m not complaining. I guess we women are lucky,’ I added as I lay back on my lounger, ‘we don’t show our appreciation as obviously as you guys do.’

He stood looking at me, almost licking his lips. He wanted me, there was no doubt in my mind about that. With a bit more confidence he would have taken me right then. With a bit of experience, he would have realised I felt the same way. With a bit more courage, he would have mounted me without asking my permission.

‘Will you tell you friends about sunbathing naked with me? Will that raise your street cred with them?’

 

[GenderBender]

I couldn't let her see my cock, no way, not just like that. I mean, she's seen lots of them and they're all going to have been bigger than mine. I just wish I had taken after dad, but no such luck. I saw him hard a few times when I spied on him and mom making out, and it was longer and thicker than mine. No wonder mom used to groan when he pushed inside her. And the only way I could think of to hide my hard-on was to dive into the pool.

And even there I wasn't save. The was she was undressing, she must have done it deliberately to show herself off to me and get me harder than ever. In the end, I just had to get out, erection or not, but she barely seemed to notice. Behaved just like it was the most natural thing in the world for her to be naked with a guy whose hard. Probably happened loads of times. And then I had to get all touchy when she paid me a compliment. And she ended up hinting that she was as aroused as I was, it was just that she wasn't showing it like I was.

Well, if that wasn't an invitation, I don't know what is. I wanted her, wanted to take her, push her legs apart and just wade in there. I was so close, so ready, I could see myself on top of her, the lounger shaking as I pounded her, if only I could will myself to make that first move. Because that is what she is expecting. Me to move in on her. She's used to guys doing that and she assumes I am experienced at it like my friends all are. Except I'm not. Shit, shit, shit.

Then she wants to know if I am going to tell my friends about this. Does she expect me to brag about her? Is that what she actually wants, me to tell the other guys around so they can come over and have some fun with her too? Does she enjoy guys my age, with their greater stamina than the older men in the neighbourhood?

I want to say that, no, I wouldn't be telling them, because I don't want them muscling in, because I want to keep Sheila all to myself thank you very much. But I'd still like them to know what I've done with her, if I ever do that is, because that will raise my street cred, sure as hell it will.

But not knowing what to say, means I say nothing. Just stand their staring at her. My mouth is actually hanging open. Can you believe it?

 

[Foxy Lady]

It’s been so long, and I am so desperate, that I can barely restrain myself from mounting him and riding him, forcing him to fuck me. But that will be a mistake. That might work with someone younger, but not with someone of his age. He needs to have the confidence to take the lead. And that is going to require the right conditions. And in a flash, I know when and how I can manipulate that.

So I roll over onto my stomach and leave him standing there staring at my butt. I can almost feel his indecision, torn between running and fucking and just hanging around. In the end, he lay down next to me, on his stomach, no doubt waiting for the hard on to subside. Let him wait.

An hour later, we had both had enough sun. I dived into the pool and he put on his shorts and went back to work, hardly sparing me a glance as I walked naked and dripped into the kitchen.

I avoided him for the next two days. The third day was the day of his party. It began at four o’clock but I left it until half past five before I put in an appearance. I didn’t announce myself, until I was sure he was surrounded by his friends, then I wandered off.

‘So, this is where the birthday boy is hiding,’ I announce cheerfully.

He turned and there I stood, in the dress he wanted me to wear, stark naked beneath, nipples on full alert, with my hair newly cut and my makeup subtly applied. His friends turned as one to see who this late arrival was.

I ignored them and put my arms round his neck.

‘Time for a birthday kiss,’ I whispered just loud enough for his friends to hear and didn’t wait for his reply.

With my body pressed against his, I knew how he was feeling. Time to spring my trap.

‘Right, Fynn, I expect you’re wondering what I’ve got for your birthday. Let’s find somewhere quiet and I’ll show you what it is.’

I took him by his hand and led him upstairs, where I pushed him into the first bedroom I came to.

‘Now, Fynn,’ I stepped back so he could see me as I wriggled out of my dress, ‘are you going to show me what you can do or shall we go back downstairs and tell your friends that you weren’t up for it.’

 

[GenderBender]

I had to do it. I knew that. I couldn’t face my friends knowing that I had flunked it. Nor could I face the prospect of never having this woman, because I knew it was my last chance. There wouldn’t be another.

But I wanted to tell her, to explain, well, it was only fair wasn’t it, to let her know that when I made a mess of it, it wasn’t because I didn’t fancy her, it was …

I got no chance, though, she wouldn’t let me talk. As I tried to say something, she was pulling my t-shirt over my head and before I could try again, she had my shorts round my ankles.

That was when she pushed her body against mine, trapped my cock between us as it stiffened, and planted a long kiss on my lips.

‘Talk later, Fynn, there’ll be plenty of time to talk later. Just fuck me, come on, fuck your bitch.’

So I grabbed her, pulling at her tits, pinching her ass, kissing her neck. And suddenly, I was falling, wasn’t sure if I pushed her or she pulled me, but we were falling onto the bed. She spread her thighs as we landed and I found the head of my cock rubbing on her rough pubes. She pushed her hand between us and the next thing I knew I was inside her.

At first, I just lay on, savouring this new sensation, hot and wet, before my hips started pumping her, like that was what they were programmed to do, and she was bucking and rising up to crash against my belly.

And she was screaming about my cock filling her cunt and her not having had a man for years and how desperate she was for me to take her by her pool. And I was shouting things too, things I never thought I would say to a woman, calling her a whore and a bitch, accusing her of tormenting my cock. And then she was groaning and ordering me to finish her. And in a flash I realised that all this noise must be carrying throughout the house so that all my friends would be hearing her. But I didn’t care, all I wanted to do was shoot myself up her cunt and I told her that, over and over again, as I rammed her like a piston until she screamed and shuddered.

It was only then that I realised I had already cum without noticing it and had managed somehow to carry on pumping her until she was done. But by the time that sank in, she had her thighs round my hips and was hugging me as tight as she could.

I wasn’t sure what I should say or do, but in the end it didn’t matter, because I just burst into tears. Tears of relief, tears of pleasure, tears of … oh I don’t know, just tears for the sake of tears. I just lay there, happy between her legs, as she stroked my hair.

 

[Foxy Lady]

I intended to put on a bit of a show, partly for Fynn as a boost to his self-esteem and partly to send the message to his friends that he was a real stud. In the end, I didn’t need to use my performance skills.

No, honestly, after so long a barren patch, the feel of a real live cock up my cunt set me off before Fynn had barely got into his stride. I was growling and cursing, in full fuck me now and fuck me hard mode, as I remembered what I had been missing all these years. I knew it wouldn’t last long, and didn’t want it to. What I needed was a fuck under my belt and the chance to come back for more later. And there was no doubt right away that I’d be coming back to Fynn and we’d be cumming together for so long as he was around.

Don’t get me wrong. Fynn did good, better than his dad had done with all his years of experience. OK, so his wasn’t the equal of his dad’s, but there really size is not the most important thing, honestly. He managed to last without cumming too soon, which must guys do on their first try and certainly when they encounter me for the first time.

We took our time before going down. So long in fact, I think he’s have liked another round, but I left him with the promise of more later. He washed his face and I followed him downstairs so I could see his friends’ reactions. He came down to a round of applause and cheers and backslapping. And the expressions on some of the girls, especially little whore Polly, suggested that they wish they had been in my place. Hard luck, girls, form a queue.

And I got some good long looks from the guys as well. I hadn’t bothered to tidy my hair and the dress rode up my thighs anyway, so I looked like I felt, well and truly fucked.

Fynn’s mother sidled up to and whispered ‘thank you’ in my ear. Later, we sat together in a corner and she confided she had caught him watching her in the shower and was worried he might be attracted to her, and that that had been the reason for not bothering with girls. She seemed both relieved and upset at the same time.

The evening ended with dancing and with me and Fynn clinging to each other. ‘Want to come back to my house?’ My lips were brushing his ear as I tried not to broadcast my offer to everyone present. The grin on his face was my answer.