Chapter 1
Jane stared at her reflection in the mirror, turning her head one way and then the other, before doing the same with her body.
'Not bad' she thought. 'Not bad, at all...'.
Turning 50 a few years ago had been met with trepidation but, despite her expectations, she still felt and looked, for the most part, the same as she had in her 40's. Certainly, there had been no physical cliff fall and she was still as mentally sharp as ever.
'Perhaps 50 is the new 30, like the magazines say?' she recalled saying to her friends at the time.
Now, freshly emerged from the shower, she looked over her naked body in the full-length mirror as she blow-dried her hair. As it dried, it cascaded onto her shoulders in a shock of blond which, admittedly, was no longer her natural colour, but easily looked like it. Her size 14/16 figure was full and curvaceous in the right areas, with large and generous 38DD breasts that had defied the gravity of age far better than those of many of her friends, especially those who had also had children. The relative coolness of the bedroom, in contrast with the shower, had left her brown nipples erect and standing a good half an inch proud of the domes of her breasts. These would eventually relax into large two-inch round tan-coloured areolas, perfectly capping her magnificent boobs.
Her green eyes continued scanning down her body, reaching the swell of her tummy which she often considered a flaw, but was a far cry from being considered 'fat' (even though she levelled that accusation at herself when she wasn't in the best of moods). In fact, it perfectly transitioned to the curve of her hips and then around to beautifully rounded bum, as pert and generous as a woman half her age. At the centre of this curvaceousness, her pussy was completely shaven, with generous brown folds of inner labia hanging down from between the smooth lips. Here on down, her long and shapely legs were in keeping with her 5'10" height. Legs she was proud of and often considered her best feature.
With her hair now dried, she threw on a light silken robe and sat to attend to her make-up. Once again, to the envy of her friends, her face had aged well. She had great skin and was naturally attractive, needing to do little to embellish her visage: a light skim of foundation, some smokey brown eyeshadow, a bit of mascara and whatever colour lipstick her mood dictated (which today was a deep red).
Her mind turned to her husband and, in particular, the conversation of the previous evening. They had been together for a little over twenty years and married for around half of that. They had met during a charity event that mutual friends of theirs were involved with, finding themselves sat together by 'sheer chance' (so her friend had said), but hitting it off instantly and igniting a passion lasting to this day. Rob was her soulmate. He was a couple of inches shorter than her (and actually a couple of years younger too), but now in his early 50's he was still in good shape. He was a handsome man with salt and pepper hair and piercing blue eyes. He wasn't a toned as he was when they first met, but still had a good ass and a very generous cock (in length, but even more so in girth, with a delicious G-spot hitting curve). Jane smiled at the thought of his manhood and felt a flutter between her legs. Yes, after all these years, she was still turned on by him.
He was the most sexually compatible partner that she'd ever had. They had done things together that she'd never done with anyone else. They found in each other a passion for exploration, keen to try new things and never having anything off limits. She orgasmed freely with him, sometimes multiple times and they often found themselves in a breathless, sweaty mess at the end of their love making session.
However, early on in their relationship she fell pregnant with their daughter, Macy. Sex became more of a question of quality over quantity, as any parent knows. Sleepovers with friends, or the odd night away in a hotel, became cherished opportunities for passionate encounters. But now Macy was 18 years old and had started university, meaning Jane and Rob had more freedom than they'd experienced for nearly two decades.
They often found themselves discussing what they could do with their newfound freedom, what fantasies could be fulfilled now that they didn't have to worry about watching the clock or being discovered or overheard. Jane had expressed her desire to have two men to play with, which had been a fantasy for longer than she could remember but had never had the opportunity to do anything about it (nor a partner willing to explore it). Rob agreed that it sounded like it could be fun and that they should plan to do something to make it happen.
She stood up and opened the drawer that contained her most exquisite lingerie. She picked out one of her favourite sets consisting of white lace matching panties and bra, complemented by lace-topped hold-up stockings. As she set about putting them on, her mind returned to the conversation of the previous evening. Rob had to come in from work with a mischievous look in his eye, a look she knew all too well and she also knew that she would like what he was going to say.
'Hey baby. Remember that fantasy of yours about bringing a second guy into our playtime?' he asked.
'How could I forget, my darling' Jane replied. 'What about it?'
'Well, I think I've got an opportunity that is coming our way and could come to fruition tomorrow evening'. He smiled that smile.
'Oh my God really?' Jane gasped. 'How come?'
'You remember Jack? Linda's boy?' He paused for a reaction.
'Err, yes of course. What's that got to do with it?' She quizzed.
'Well, he's coming round tomorrow night. He wants help with a school project, or something, but I think it could be an opportunity for some fun.' Again, he paused and waited for a reaction.
'What? He's a child!' Jane was incredulous.
'He is 18 years old and, therefore, an adult, my dear. You know what they say: young, fun and full of cum!' Rob laughed at his own joke.
'But darling, I'm a 55-year-old woman! Don't you think that's a bit weird?' Whilst Rob often had suggestions that took her aback, this really was something else!
'Age is just a number baby and besides, I remember you remarking that he had turned into a handsome young man.' he retorted.
'Saying my friend's son is attractive is not the same thing as saying that I want to fuck him!' She laughed.
'But you would though? I mean, given the opportunity.' He challenged.
Jane blushed. Yes, she could picture it in her mind and that made her feel guilty and turned on at the same time. Her inner cougar was awakening! Any mature woman saying that she wouldn't entertain the thought of a young buck was a liar!
'Well even if I would, I don't think he would be interested in me' she responded.
'You don't give yourself nearly enough credit my darling. You are a very beautiful and sexy woman. I know for a fact that Jack finds you attractive. Remember a couple of months ago when he and Linda came over for a barbeque the last time Macy was home from Uni?' He asked.
'Yes. And?' Jane replied.
'I'm sure you'll recall that all three of you girls ended up in the hot tub? Well, young Jack couldn't take his eyes off you in that white bikini!' He winked.
'I think you're mistaken my darling. It was probably Macy he was fixating on.' Jane blushed again.
'To be honest, I think he feels Macy is more of a "sister figure". Whereas I believe he thinks about you in an entirely different way and who could blame him! You looked bloody gorgeous in that bikini! It didn't leave a great deal to the imagination!' He winked.
Jane slapped his arm playfully and laughed.
'Well, he's coming around tomorrow evening around 7:30. If that ends up as just a discussion about his school project or whether it takes a different course is entirely up to you, baby. I don't mind either way and won't hold it against you. It's your fantasy after all. If you want to go for it, then give me a signal and I will move the conversation in that direction.' Rob looked at his wife and smiled.
Jane paused for a moment, then looked into Rob's eyes. 'Okay' she said finally.
And now here she was putting on her sexiest underwear in preparation for what may, or may not, happen. She couldn't deny that there was a level of excitement coursing through her. The thought of pleasuring and being pleasured by two men at the same time had been a fantasy for so long and she couldn't believe that it might actually happen this evening. Rob had suggested the 'sexy secretary' look, so she put on a simple white blouse and a black skirt that was just long enough to cover the lace tops of her stockings. She buttoned the blouse so as to ensure plenty of cleavage was on show. A pair of stylish black heels finished the look. She reviewed her visage.
'Jane my girl, you must be mad' she laughed.
Rob came into the room and looked his wife up and down.
'Wow, you look amazing, my angel. If that doesn't give him an instant hard-on, then there must be something wrong with him!' he cooed. 'Fancy a glass of wine?'
'Absolutely!' Jane replied. 'But just the one. I want to remember every moment...'
Chapter 2
The doorbell rang at 7:30 sharp. Rob looked across at his wife and winked, then stood up and walked out of the room. Jane fussed at the hem of her skirt, adjusted her blouse for probably the 10th time and did a quick review of her face in her compact mirror. It was showtime. Whilst she knew the control was all hers, it didn't stop her from being nervous. But it was a nervous excitement and she could feel the first flutters of arousal between her legs. The door to the lounge opened and in walked Jack followed by a smiling Rob.
'Good evening, Mrs Chapman,' said Jack.
'She is Jane and I am Rob. None of this Mr and Mrs Chapman nonsense, Jack. Okay?' Rob smiled.
'Okay... Rob,' he replied. He looked over to Jane. 'Good evening, Jane, he said with a smile.