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I had been providing massages for about two years, after looking for a career change and move into a less pressured, more satisfying role. Working in financial services pays well but oh the hours, the demands and the sexism.
My small business, with no staff, just me, had built up slowly but surely. First through friends and then friends of friends. Word of mouth had provided me with a busy schedule and so I must be doing something right.
I worked from a spare room in my house. I didn't have a successful marriage but I did have a successful divorce which helped me to afford an attractive home in a good suburb. My clientele mainly consisted of well-heeled, middle-aged women looking for stress relief.
Sometimes part of that relief took the form of unloading onto me their tales of woe, particularly if it involved their husbands. I had long ago stopped being shocked about people who were only acquaintances telling me of their husband's infidelities or annoying habits.
There was something about the intimacy of the massage room, the warm blankets and relaxing music, and of course their near nakedness under those blankets that got women talking. Not everyone, there were plenty who simply enjoyed the massage and did so in silence.
But lots of others treated me as a close confidante and that was fine. I had to admit, some of the stories I heard were interesting, even entertaining. This was particularly true of the admittedly rare occasions when my clients opened up about their own sexual dalliances.
Such women had typically been seeing me for some time and clearly felt a strong connection. Either that or they just didn't care. There was something of the confessional about the massage room mixed with the eroticism of oiled hands on their naked bodies that got these women going, even if those hands belonged to another middle-aged women.
One such instance stands out. I had been seeing Mary for 6 or so months and she was certainly one of the talkers. She spoke about a wide range of things but as she became more familiar with me, a common theme was how inadequate her husband was in the bedroom. She called it older man syndrome. She was still keen but her husband was more than 15 years older and not in the best of health. His medication combined with his age had seen a complete loss of interest in anything sexual.
One day, Mary seemed anxious to tell me something. She built up to it slowly, revisiting old ground about her sexual needs not being met, and then started to talk about the young man who visited weekly to maintain their gardens.
'Really', I exclaimed. "I know, I know', said Mary. "What a cliché but yeah, it happened".
Mary explained that Jacob had been working their property for about a month when she bit the bullet and decided to engage with him. She had noticed him straight away. "Who wouldn't," said Mary, "he's gorgeous." Mary described him. Mid-20s, 6'2", great body, handsome face and best of all, said Mary, he's sweet, kind and intelligent. It's his business explained Mary. He does properties himself, including ours, and has a couple of employees doing others.
I thought to myself, he certainly sounds a catch. I could do with meeting a guy like that myself. There hadn't been much action in my bedroom since divorcing two years previously. My pet rabbit and I were on intimate terms but getting into a relationship, well it just seemed like too much effort.
There had been a couple of brief encounters. The sex was okay but not outstanding and the main thing was that after having lived on my own, I really didn't want someone in my space. The guys I had slept with were keen on a relationship and to be frank, I wasn't. Once that was clear, things just petered out.
Perhaps what I needed was someone younger, keen on sex but not wanting a relationship. As Mary continued, I was all ears.
'So, what happened,' I asked. Mary explained that it took all of that month to build up the courage to have anything more than chit chat with Jacob and as time passed, she felt more and more urgency to open the door to a possible liaison to see if he would walk through.
One day she bit the bullet. Jacob was busy outside; it was a very hot day and she approached to ask if he would like to pop inside for a cold drink. Mary was nervous but if there was one thing she was confident about, it was her body. I could attest to the fact that even after a couple of kids, Mary was still a fine-looking woman with a flat stomach, large breasts and a pert bum.
She explained that she dressed to impress. She could have worn a swim suit, even a bikini and they did a have a pool but she wanted to be a little less obvious. Still, she wore a low cut, floral dress that was form fitting and finished above the knees. She was wearing no bra and a tiny pair of knickers, the outline of which she knew was clearly visible.
Once she had lured Jacob inside and served him an iced tea, Mary said she knew she had to make the most of the opportunity with some pointed remarks. She commented on his good looks and watched for his reaction. Luckily, he wasn't coy, he simply replied with a confident thank you and a comment on Mary's own appearance.
Mary then cut to the chase, explaining to Jacob that her husband was away and that they were alone. As if to reinforce the 'invitation', Mary took a couple of steps towards Jacob and ran her finger down his naked chest. Never having done anything like this, Mary explained that she was shaking inside but thankfully, Jacob responded in the way she hoped.
He lifted a hand and gently caressed her cheek, then he slipped his hand behind her head and pulled her lips towards his for a passionate kiss.
"Let's just say your imagination should be able to fill in the rest of the afternoon's events,' said Mary and she laughed.
I couldn't help but ask Mary, "How was it?'
Mary, who had been face down on the massage table, got up on one elbow to face me to exclaim, "Un-fucking-believable". 'Probably the best sex ever and man oh man did he scratch my itch'.
'And what now,' I asked. 'Good question' said Mary, returning to her previous position. "I've seen him a couple of more times but I don't want a relationship. I still love my husband and anyway, Jacob is 20 years younger than me. He seems quite happy with how things are and that's great."
'He sounds like the kind of guy I need in my life", I said idly.
'Well, funny you should say that,' said Mary. She went on to explain that a few days ago, Jacob had been complaining about a sore shoulder, a strain from lifting something heavy, and that Mary had suggested he come for a massage with me.
As I knew from experience, young people aren't always comfortable having massages, particularly men, and it would seem as if Jacob was no different because Mary explained that Jacob had dismissed the idea, saying he would be fine.
Darn I thought but then Mary said, 'Tell you what, let's book a time for him, I'll pay and I'll present him with a fait accompli. And then if one thing leads to another, you can thank me next time I see you."
I was certainly excited at the thought and we settled on a 6pm time in few days', so that the massage didn't interfere with Jacob's work. The next day, Mary called me to confirm she had spoken with Jacob, he had accepted the offer and would see me on the Friday. 'Have fun' she said.
Friday came and I had three massages booked that day before Jacob was due to arrive. They went smoothly but my mind was constantly wandering to thoughts of what meeting Jacob would be like. My last massage finished at 5pm and I thought I would take a shower. Normally a strange thing to do before the last massage of the day but I guess I was hopeful this wouldn't be just a massage.
With no one to see me, normally, I didn't bother with keeping myself shaven but once again, thoughts of what might be encouraged me to spruce up. By the time I finished, I was smooth as a baby's bum down there. Stepping out of the shower, I took a look at my body in the mirror, to check that a mid-20s man would find me attractive. I had always kept myself fit and slim and I concluded he wouldn't have anything to complain about...if indeed anything happened.
Jacob arrived and I greeted him with a nervous smile. Mary hadn't been exaggerating. The description Adonis would not have gone amiss. Jacob too seemed a little nervous and I asked him if this was the first time he had ever had a massage. He admitted it was and I said that he had nothing to be concerned about. 'I'll leave the room and you strip down to your underwear and then slip under the sheet on the massage table.' He smiled again nervously and I left the room.
As I waited a couple of minutes, my mind raced about how the next hour would go and I said to myself that from a professional perspective if nothing else, it was all down to Jacob. If he didn't initiate anything, then it would just be a massage.
I went in and began the massage, pulling the sheet down and tucking it into the top of his boxers. I asked him about his sore shoulder and then I started. I was used to running my hands over the often flabby bodies of middle aged women and as I massaged in the warm oil, I felt that this was very, very different.
Jacobs large, muscular body was initially taut and then started to relax under my touch. I checked with him that everything was alright and he gave a satisfied yes. I worked his shoulders and lower back before moving to the back of his legs, ensuring not to go as high as I would have liked. Jacob then turned over and I worked the front of this legs before moving to his shoulders and neck and then arms.
As I massaged his strong, muscular right arm down to his hand, it felt as if he gently grasped my hand and at the same moment, Jacob opened his sleepy, deep blue eyes to stare straight into mine. I don't think I have ever had a stronger desire to rip off all my clothes and jump on top of a man. I fought off the thought and continued to massage his arm but I was so moist between my legs I thought I might squelch.
I looked up again at Jacob and his eyes were closed. The massage ended and reluctantly I left the room to allow Jacob to dress. He came into my lounge looking extremely relaxed and I asked him how was the massage. 'Wonderful, I think you really helped my shoulder,' he explained. 'Great', I responded, 'would you like to make another appointment,' I said hopefully. "Ah, yeah, that would be great but as you were so good to me, I am wondering if I could return the favour.' 'What do you mean', I asked. 'Well, I don't want to pry but I thought you were pretty tense and I know I wouldn't be much good at massaging but perhaps it would relax you anyway. I am free tomorrow morning if that suits.'
I was taken aback but tomorrow was Saturday and I had no appointments. I didn't know if this was an innocent offer from a kind boy or he had something else in mind. Either way, I was game. "Sure," I said. 'It's an unusual offer but you're right, I have been feeling tense and maybe this would help".
We agreed on 1Oam and off he went. I shook my head in surprise, at the offer and my acceptance of it. I immediately starting thinking about Jacob and his body that I had just been massaging for an hour, and I quickly slipped into my bedroom and lay down. I had no need to read anything or daydream, I was locked and loaded and my shorts and panties came off in no time.
Between my legs I was incredibly wet and I rubbed my juices over my already engorged clitoris and it felt wonderful. I imagined Jacobs glistening body against mine, this time completely naked and sporting an enormous erect penis. My fingers moved quicker and quicker over my clitoris and I was building to orgasm. In my mind's eye, Jacob had me spreadeagled on the bed, his big dick sliding quickly in and out of my pussy, his muscular arms pinning me down and my breasts bouncing with his vigorous thrusts. It didn't take much of this to send me over the edge and soon enough I was experiencing a pulsating orgasm and I thrust my fingers into my now sodden pussy. 'God that was great' I thought to myself and I curled up into a ball, already pondering what the morning would bring.
The next day, I prepared for Jacob's arrival by putting on the smallest pair of knickers I owned and over the top I threw a light summer dress. The satisfaction of last evening's masturbation was long gone and my anticipation was building again.
Jacob arrived, handsome as ever and this time a great deal more confident, greeting me with a beaming smile. "Well, are you ready for this," he said. "Not sure,' I replied 'but let's give it a go."
We went into the massage room and I showed Jacob the warm oils and suggested he just followed the same routine I did the day before. "Which starts with you leaving so I can get undressed and under the sheet,' I laughed. Jacob did as he was told and I quickly lifted my dress and got up onto the bed and under the sheet.
Jacob returned and moved the sheet down, to tuck it into my undies. I knew he couldn't help but notice that there was not much of them and I was optimistic this sent him a message he would understand. This was confirmed as he commented, 'Nice underwear,' as he tucked the sheet in.
Jacob took some oil and began to rub it into my shoulders and down my back. His large, rough hands were not suited to the task but its not like I was expecting a professional massage. After a few minutes and as his hands moved further down my back, he asked if I minded him moving the sheet down a bit further. This, of course, meant moving my undies down my bum and so I told him to go ahead.
He gently eased my undies down, exposing my buttocks. Just the mere act of this had my mind racing and my juices flowing. Jacob started to gently massage oil into my lower back and buttocks, his fingers coming very close to my pussy but he seemed to make sure that they didn't go all the way. Nonetheless, I was revelling in his touch and let out an involuntary moan. 'Alright', he asked. Oh yes, I replied, wonderful'. Disappointingly, Jacob stopped and move the sheet to cover my back, then pulling it up to expose my legs. Not that I should have minded because the sheet was pulled way up, exposing what little fabric was covering my lips. The panties were white cotton and I knew that if he looked, Jacob would be able to see a clear wet patch as my pussy started to ooze.
Jacob started with my feet but quickly moved up to the tops of my thighs. His fingers were ever so gently brushing my pussy through the panties and I was about to explode. I let my legs fall apart to encourage him to go further but instead, he pulled the sheet down and then grabbed one side to separate the two of us while I rolled over. It was amusing given where the massage was headed but kept the pretence of a professional session and the excitement of what was to come.
Once again, the sheet was raised to the tops of my legs and he began massaging from my ankles up. I wanted to shout, get on with it, forget my ankles but I let the pretence continue. Soon enough Jacobs fingers were near my clearly soaking pussy and this time when I let me knees fall apart and he could see my pussy lips through the soaking wet material of my undies he was encouraged to go further.
With each sweep of his hands, his fingers got close and closer and then they finally slipped the crotch of my undies aside and began to slide up and down my slit, into my pussy and then up and over my clitoris. "Oh yes", I cried and I blindly reached for his groin. All pretence was now removed and as the sheet slid to the floor, Jacob was pulling off his t-shirt and letting his pants slide to the floor.
I looked and admired his beautiful body and now, for the first time, his semi-erect cock. I gave a little gasp because it was without doubt, the biggest cock I had ever seen, even in that state. Jacob slid my panties off and I spread my legs wide. He continued to massage my pussy and clitoris whilst moving his cock towards my mouth.
I took in his head and as much of the shaft as I could, moving my head backwards and forwards in time with his hand on my pussy and as his cock grew in my mouth so did my orgasm. Soon I was clasping my thighs around his arm, his hand buried in my pussy, as I experienced the most mind-blowing orgasm. I was careful to remove his cock from my mouth in case I bit down on it.
As the orgasm subsided, I smiled at him in wonderment. He smiled back at me and took my hand as I slid off the table. Jacob walked me over to a chair in the room that had no arms. He sat down and motioned for me to do the same. I looked at his now fully erect cock and wasn't sure I would be able to handle it but I was certainly going to give it a try.
I swung my leg over his and took his cock to guide it into my pussy. I could barely get my hand around it. The head popped in easily enough but from there on, I needed to move gently up and down to ease the rest of the cock in. Normally, one orgasm and I am done but Jacob's cock felt so good there was no stopping me. It slipped in further and further until, unbelievably, it was all gone, buried deep within me. I had never felt so full and turned on in my life.
I started to move up and down Jacob's cock, faster and faster, my tits bouncing in time. Jacobs large, strong hands were all over my body, squeezing my breasts and then cupping my ass. I could feel my orgasm building and just then, Jacob lifted me off his cock and quickly moved to my rear. I put my hands on the chair and Jacob soon entered me from behind.
If I thought his cock was big in the previous position, I now thought it was going to pop out of my mouth it was penetrating so far. But once again, it felt soo good and then even better, as Jacob began to thrust faster and faster, with the power of a sledge hammer.
Like most women, I need a bit of friction on my clitoris to cum but something extraordinary was happening with every thrust. I had never felt such stimulation as with this beautiful man's huge cock and I was quickly building to another orgasm. I was moaning with pleasure, that pleasure heightened as I could hear Jacob begin to moan in expectation of his own explosion.
As most women know, your second orgasm is always better than your first and so it proved. I thought my legs would give way and my pussy would never stop quivering. I gasped as pleasure exploded through my body and at about the same time, I could feel Jacob empty his balls into me.
The intense feelings finally subsided and we both stood up, smiling at each other. 'Well, that was some massage', I commented to Jacob. 'Yeah, I know. Turns out I am pretty good at these.' We both laughed.
After we cleaned up and dressed, I offered Jacob coffee or something stronger and he politely declined. 'How about another massage sometime', I said. 'Of course,' he replied, 'I look forward to it' and then he left.
It was exactly what I had hoped it would be, in every sense, and I curled up on the couch with my hot drink and cat, flicking on the TV. I could not have been more satisfied with the outcome and I looked forward to more brief encounters.
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